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Stylish mid century modern on a private acre in Chesterfield! A circle drive leads you past the beautiful front lawn to the side entry garage and covered front porch, plus an unobtrusive side entrance. Protective trees cover the rear of this level lot, located on a low traffic cul de sac street. Nice flow to this one level home featuring varying ceiling heights reminiscent of Frank Lloyd Wright, with a mix of vibrancy and tranquility. The vaulted primary suite addition allows for multiple room choices around the original home, including a secondary bedroom suite. The primary suite showcases dramatic ceilings, clerestory windows, plenty of natural light yet still private, large bath with double basin sink and oversize shower, and of course the awesome walk in closet with organizers! Gorgeous kitchen featuring richly stained tall cabinetry, pull out drawers, quartz counters, undercabinet and accent lighting, deep sink and stainless appliances. Fourth bedroom converted to craft room or office is next to the main floor laundry. Skylights in several rooms add to the openness, and beautiful wood flooring runs thru much of the main level. Walk out basement is perfect for large office space, and is only under the primary suite, the rest of the home is on slab. Listen to the hoot of owls and crickets chirping in the woods in the middle of Chesterfield as you have your nightcap on the screened patio. Other features include recessed and backlighting, ceiling fans, radon mitigation system, replacement windows in original part of home, second HVAC system and water heater servicing the addition, and woodburning fireplace.

3 Beds ⋅ 3 Baths ⋅ 26005832 MLS ⋅ CLOSED Status

Stylish mid century modern on a private acre in Chesterfield! A circle drive leads you past the beautiful front lawn to the side entry garage and covered front porch, plus an unobtrusive side entrance. Protective trees cover the rear of this level lot, located on a low traffic cul de sac street. Nice flow to this one level home featuring varying ceiling heights reminiscent of Frank Lloyd Wright, with a mix of vibrancy and tranquility. The vaulted primary suite addition allows for multiple room choices around the original home, including a secondary bedroom suite. The primary suite showcases dramatic ceilings, clerestory windows, plenty of natural light yet still private, large bath with double basin sink and oversize shower, and of course the awesome walk in closet with organizers! Gorgeous kitchen featuring richly stained tall cabinetry, pull out drawers, quartz counters, undercabinet and accent lighting, deep sink and stainless appliances. Fourth bedroom converted to craft room or office is next to the main floor laundry. Skylights in several rooms add to the openness, and beautiful wood flooring runs thru much of the main level. Walk out basement is perfect for large office space, and is only under the primary suite, the rest of the home is on slab. Listen to the hoot of owls and crickets chirping in the woods in the middle of Chesterfield as you have your nightcap on the screened patio. Other features include recessed and backlighting, ceiling fans, radon mitigation system, replacement windows in original part of home, second HVAC system and water heater servicing the addition, and woodburning fireplace.

27 Chesterton Ln, Chesterfield

$610,000

Welcome to this beautifully maintained 4-bedroom, 2.5-bath two-story home nestled in one of Chesterfield's established neighborhoods. Offering a spacious and functional floor plan, this home features multiple living and entertaining spaces filled with natural light. The main level provides comfortable gathering areas, a well-appointed kitchen with ample cabinet and counter space, and seamless flow for everyday living. Upstairs, you'll find four generously sized bedrooms, including a spacious primary suite with a private bath. The unfinished lower level offers flexible space for a recreation room, home office or gym. Step outside to enjoy the backyard with mature landscaping and room to relax or entertain. Conveniently located near parks, shopping, dining, major highways, and everything Chesterfield has to offer, this home combines comfort, space, and an unbeatable location. Don't miss your opportunity to make it yours!

4 Beds ⋅ 3 Baths ⋅ 26042871 MLS ⋅ CLOSED Status

Welcome to this beautifully maintained 4-bedroom, 2.5-bath two-story home nestled in one of Chesterfield's established neighborhoods. Offering a spacious and functional floor plan, this home features multiple living and entertaining spaces filled with natural light. The main level provides comfortable gathering areas, a well-appointed kitchen with ample cabinet and counter space, and seamless flow for everyday living. Upstairs, you'll find four generously sized bedrooms, including a spacious primary suite with a private bath. The unfinished lower level offers flexible space for a recreation room, home office or gym. Step outside to enjoy the backyard with mature landscaping and room to relax or entertain. Conveniently located near parks, shopping, dining, major highways, and everything Chesterfield has to offer, this home combines comfort, space, and an unbeatable location. Don't miss your opportunity to make it yours!

1563 Narrows Dr, Chesterfield

$600,000

Welcome to a truly exceptional Chesterfield residence where timeless elegance meets modern comfort. Perfectly positioned on a beautifully landscaped Corner lot, this impressive home offers the space, style, and functionality today's buyers are searching for. From the moment you step into the welcoming foyer, you'll appreciate the generous living spaces, exceptional layout, and quality improvements throughout. Extensively updated, this impressive 4-bedroom, 3-bath home features a remodeled kitchen, beautifully renovated bathrooms, updated flooring, fresh paint, and an HVAC system replaced in 2022, offering peace of mind and move-in-ready convenience. Designed with entertaining in mind, the expansive floor plan offers multiple gathering spaces to suit every occasion. The oversized family room is a true centerpiece, featuring a cozy fireplace, abundant storage, and direct access to a private side patio. A charming hearth room shares the fireplace, creating an inviting atmosphere for relaxing evenings. The formal living room showcases beautiful wood flooring and flows seamlessly into the elegant dining room, complete with custom built-in cabinetry for added style and functionality. The spacious kitchen is a dream for home chefs, offering abundant counter space, two pantries, and easy access to the backyard through a sliding glass door. Step outside to your own private retreat featuring a fully fenced yard, expansive patio, mature landscaping, including custom landscape lighting that creates a stunning evening ambiance. Upstairs, you'll find the Primary suite and three generously sized secondary bedrooms along with a luxurious primary suite featuring a walk-in closet and a beautifully renovated spa-inspired bath. One secondary bedroom offers its own private balcony, the perfect place to enjoy morning coffee or peaceful evening breezes overlooking the beautifully landscaped yard. The partially finished lower level provides incredible flexibility with abundant storage and endless possibilities for a recreation room, home gym, media space, workshop, or future expansion. A convenient mud room adds everyday functionality to this already impressive home. Ideally located in the heart of Chesterfield, this exceptional property offers easy access to premier shopping, dining, parks, major highways, and award-winning Parkway schools. Combining the neighborhood's largest floor plan, extensive updates, outstanding outdoor living, and an unbeatable location, this is a rare opportunity to own a truly special home.

4 Beds ⋅ 3 Baths ⋅ 26043195 MLS ⋅ CLOSED Status

Welcome to a truly exceptional Chesterfield residence where timeless elegance meets modern comfort. Perfectly positioned on a beautifully landscaped Corner lot, this impressive home offers the space, style, and functionality today's buyers are searching for. From the moment you step into the welcoming foyer, you'll appreciate the generous living spaces, exceptional layout, and quality improvements throughout. Extensively updated, this impressive 4-bedroom, 3-bath home features a remodeled kitchen, beautifully renovated bathrooms, updated flooring, fresh paint, and an HVAC system replaced in 2022, offering peace of mind and move-in-ready convenience. Designed with entertaining in mind, the expansive floor plan offers multiple gathering spaces to suit every occasion. The oversized family room is a true centerpiece, featuring a cozy fireplace, abundant storage, and direct access to a private side patio. A charming hearth room shares the fireplace, creating an inviting atmosphere for relaxing evenings. The formal living room showcases beautiful wood flooring and flows seamlessly into the elegant dining room, complete with custom built-in cabinetry for added style and functionality. The spacious kitchen is a dream for home chefs, offering abundant counter space, two pantries, and easy access to the backyard through a sliding glass door. Step outside to your own private retreat featuring a fully fenced yard, expansive patio, mature landscaping, including custom landscape lighting that creates a stunning evening ambiance. Upstairs, you'll find the Primary suite and three generously sized secondary bedrooms along with a luxurious primary suite featuring a walk-in closet and a beautifully renovated spa-inspired bath. One secondary bedroom offers its own private balcony, the perfect place to enjoy morning coffee or peaceful evening breezes overlooking the beautifully landscaped yard. The partially finished lower level provides incredible flexibility with abundant storage and endless possibilities for a recreation room, home gym, media space, workshop, or future expansion. A convenient mud room adds everyday functionality to this already impressive home. Ideally located in the heart of Chesterfield, this exceptional property offers easy access to premier shopping, dining, parks, major highways, and award-winning Parkway schools. Combining the neighborhood's largest floor plan, extensive updates, outstanding outdoor living, and an unbeatable location, this is a rare opportunity to own a truly special home.

2156 Courtleigh Ln, Chesterfield

$600,000

Some homes you tour. This one, you can already picture living in. Set on a quiet cul-de-sac in one of Chesterfield's most sought-after pockets, this home comes with the address every move-up buyer is chasing: Parkway Central schools, tree-canopied streets, sidewalks made for evening strolls, and landscaping that's had decades to mature into something you simply can't buy new. This is the neighborhood people mean when they say they want to put down roots. Inside, over 3,400 square feet unfolds across every level, finished lower level included, giving you room to actually spread out. Bedrooms, living spaces, closets, all of it built generously, all of it outfitted with organization already in place. No compromises, no "we'll make it work." Just space that fits the life you're growing into. Outside, a lush, established yard, with a backyard wrapped in split rail fencing feels like your own private retreat, the kind of backdrop for backyard dinners, weekend mornings, and everything in between. And here's the part buyers love most: this home has been genuinely well loved and impeccably cared for. Spotless from top to bottom, it shows the pride of ownership that's increasingly rare to find, ready for its next chapter with someone who will love it just as well. This is the home that makes the next chapter feel like an upgrade in every way. Come see it before someone else calls it home.

4 Beds ⋅ 4 Baths ⋅ 26044255 MLS ⋅ CLOSED Status

Some homes you tour. This one, you can already picture living in. Set on a quiet cul-de-sac in one of Chesterfield's most sought-after pockets, this home comes with the address every move-up buyer is chasing: Parkway Central schools, tree-canopied streets, sidewalks made for evening strolls, and landscaping that's had decades to mature into something you simply can't buy new. This is the neighborhood people mean when they say they want to put down roots. Inside, over 3,400 square feet unfolds across every level, finished lower level included, giving you room to actually spread out. Bedrooms, living spaces, closets, all of it built generously, all of it outfitted with organization already in place. No compromises, no "we'll make it work." Just space that fits the life you're growing into. Outside, a lush, established yard, with a backyard wrapped in split rail fencing feels like your own private retreat, the kind of backdrop for backyard dinners, weekend mornings, and everything in between. And here's the part buyers love most: this home has been genuinely well loved and impeccably cared for. Spotless from top to bottom, it shows the pride of ownership that's increasingly rare to find, ready for its next chapter with someone who will love it just as well. This is the home that makes the next chapter feel like an upgrade in every way. Come see it before someone else calls it home.

14382 Stablestone Ct, Chesterfield

$600,000

Welcome to this beautifully maintained and spacious brick ranch in sought-after Westbury Manor! Prime location just a short walk to the neighborhood pool! Exceptional curb appeal shines through the stunning landscaping and inviting brick accent columns at the front porch. Inside, you’ll love the open floor plan, custom built-ins, and numerous updates that reflect true pride of ownership. The light-filled family room offers a warm and inviting atmosphere and flows seamlessly into the gourmet kitchen, fully renovated and expanded with custom cabinetry, granite countertops, high-end stainless steel appliances, and abundant workspace and storage. The impressive primary suite has been thoughtfully expanded and reconfigured to include a huge custom walk-in closet by The Closet Factory, large windows for abundant natural light, and a beautifully updated en-suite bath featuring a separate shower, makeup area, and spacious granite vanity. Two additional bedrooms are generously sized, each with ceiling fans, and share a renovated bath with a stunning granite vanity. From the kitchen, an expanded sliding glass door leads to the lovely patio and beautifully landscaped with irrigation system, level backyard complete with landscape lighting and 2 motion lights, extensive stonework, and a gorgeous retaining wall that adds both beauty and functionality. The fully finished lower level provides exceptional additional living space, featuring a custom bar, expansive recreation/family room ideal for entertaining, a full bath, and two bonus rooms perfect for an office, guest space, or playroom. One bonus room features a full-sized window with wonderful natural light, while the other showcases a unique glass wall design. The oversized finished laundry room offers incredible storage, built-in shelving and cabinetry, plus ample space for hobbies, crafts, or a workshop area. Heating is provided by a gas furnace throughout the home, supplemented by a separate electric furnace in the basement for added comfort during severe winter temperatures. The garage features a dedicated work area and professionally finished flooring. The lot offers a prime location just a short walk from the fabulous neighborhood pool. Located within the highly acclaimed, award-winning Parkway School District, this home is also centrally situated near shopping, dining, entertainment, and downtown attractions.

3 Beds ⋅ 3 Baths ⋅ 26032030 MLS ⋅ CLOSED Status

Welcome to this beautifully maintained and spacious brick ranch in sought-after Westbury Manor! Prime location just a short walk to the neighborhood pool! Exceptional curb appeal shines through the stunning landscaping and inviting brick accent columns at the front porch. Inside, you’ll love the open floor plan, custom built-ins, and numerous updates that reflect true pride of ownership. The light-filled family room offers a warm and inviting atmosphere and flows seamlessly into the gourmet kitchen, fully renovated and expanded with custom cabinetry, granite countertops, high-end stainless steel appliances, and abundant workspace and storage. The impressive primary suite has been thoughtfully expanded and reconfigured to include a huge custom walk-in closet by The Closet Factory, large windows for abundant natural light, and a beautifully updated en-suite bath featuring a separate shower, makeup area, and spacious granite vanity. Two additional bedrooms are generously sized, each with ceiling fans, and share a renovated bath with a stunning granite vanity. From the kitchen, an expanded sliding glass door leads to the lovely patio and beautifully landscaped with irrigation system, level backyard complete with landscape lighting and 2 motion lights, extensive stonework, and a gorgeous retaining wall that adds both beauty and functionality. The fully finished lower level provides exceptional additional living space, featuring a custom bar, expansive recreation/family room ideal for entertaining, a full bath, and two bonus rooms perfect for an office, guest space, or playroom. One bonus room features a full-sized window with wonderful natural light, while the other showcases a unique glass wall design. The oversized finished laundry room offers incredible storage, built-in shelving and cabinetry, plus ample space for hobbies, crafts, or a workshop area. Heating is provided by a gas furnace throughout the home, supplemented by a separate electric furnace in the basement for added comfort during severe winter temperatures. The garage features a dedicated work area and professionally finished flooring. The lot offers a prime location just a short walk from the fabulous neighborhood pool. Located within the highly acclaimed, award-winning Parkway School District, this home is also centrally situated near shopping, dining, entertainment, and downtown attractions.

287 Glen Valley Dr, Chesterfield

$600,000

This Tudor-style home blends timeless architecture with sophisticated updates in one of Chesterfield’s most desirable locations. A dramatic two-story foyer welcomes you into a sun-filled interior featuring soaring ceilings, skylights, refinished hardwood flooring, and plantation shutters. The impressive step-down great room is anchored by a striking floor-to-ceiling stone fireplace and flows seamlessly into the elegant breakfast room with a wide bay window and patio access—ideal for entertaining both indoors and out. The beautifully updated kitchen offers rich cabinetry, quartz countertops, stainless steel appliances, and an oversized peninsula with breakfast bar seating, creating a warm and functional gathering space. The main-level primary suite delivers a true retreat with cathedral ceilings, multiple closets including a custom walk-in system, and an expanded luxury bath featuring a jetted soaking tub, double vanity, and separate shower. A private main-floor office/study with deck access provides the perfect work-from-home setup, quiet reading lounge, or luxurious closet. Upstairs, spacious secondary bedrooms and an additional full bath offer comfortable accommodations for family or guests. The finished lower level expands the home’s versatility with a large recreation area, wet bar, family room with built-in entertainment center, full bath, and an additional office or sleeping area. Step outside to an exceptional backyard retreat designed for both entertaining and everyday enjoyment. The expanded concrete patio offers multiple gathering areas, highlighted by a large pergola that creates the perfect shaded outdoor living space for dining, relaxing, or hosting guests. Mature trees and lush landscaping provide beautiful natural privacy and a peaceful park-like setting, while the open green space beyond enhances the sense of seclusion and serenity. Situated on a beautifully landscaped corner lot with circular drive, sprinkler system, and easy access to Hwy 40, shopping, dining, and award-winning Parkway schools, this home offers the perfect blend of elegance, comfort, and convenience.

3 Beds ⋅ 4 Baths ⋅ 26030860 MLS ⋅ CLOSED Status

This Tudor-style home blends timeless architecture with sophisticated updates in one of Chesterfield’s most desirable locations. A dramatic two-story foyer welcomes you into a sun-filled interior featuring soaring ceilings, skylights, refinished hardwood flooring, and plantation shutters. The impressive step-down great room is anchored by a striking floor-to-ceiling stone fireplace and flows seamlessly into the elegant breakfast room with a wide bay window and patio access—ideal for entertaining both indoors and out. The beautifully updated kitchen offers rich cabinetry, quartz countertops, stainless steel appliances, and an oversized peninsula with breakfast bar seating, creating a warm and functional gathering space. The main-level primary suite delivers a true retreat with cathedral ceilings, multiple closets including a custom walk-in system, and an expanded luxury bath featuring a jetted soaking tub, double vanity, and separate shower. A private main-floor office/study with deck access provides the perfect work-from-home setup, quiet reading lounge, or luxurious closet. Upstairs, spacious secondary bedrooms and an additional full bath offer comfortable accommodations for family or guests. The finished lower level expands the home’s versatility with a large recreation area, wet bar, family room with built-in entertainment center, full bath, and an additional office or sleeping area. Step outside to an exceptional backyard retreat designed for both entertaining and everyday enjoyment. The expanded concrete patio offers multiple gathering areas, highlighted by a large pergola that creates the perfect shaded outdoor living space for dining, relaxing, or hosting guests. Mature trees and lush landscaping provide beautiful natural privacy and a peaceful park-like setting, while the open green space beyond enhances the sense of seclusion and serenity. Situated on a beautifully landscaped corner lot with circular drive, sprinkler system, and easy access to Hwy 40, shopping, dining, and award-winning Parkway schools, this home offers the perfect blend of elegance, comfort, and convenience.

14954 Claymont Estates Dr, Chesterfield

$600,000

Step into this exquisite classic 2-story home, nestled on a large, private lot that backs to mature trees. Entertain guests in the formal living and dining rooms before retiring to the family room, the heart of the home, a grand warm and cozy space with gas ignite wood burning fireplace, custom built-in shelving and wet bar. Exquisite updated modern kitchen and baths with main floor laundry. The master suite serves as a serene retreat with its stunning En-Suite. The spacious secondary bedrooms ensure everyone has their own comfortable space. Extend your living outdoors onto the large screened-in patio, where you can enjoy the peaceful and private backyard year-round that backs to trees.

4 Beds ⋅ 3 Baths ⋅ 25069147 MLS ⋅ CLOSED Status

Step into this exquisite classic 2-story home, nestled on a large, private lot that backs to mature trees. Entertain guests in the formal living and dining rooms before retiring to the family room, the heart of the home, a grand warm and cozy space with gas ignite wood burning fireplace, custom built-in shelving and wet bar. Exquisite updated modern kitchen and baths with main floor laundry. The master suite serves as a serene retreat with its stunning En-Suite. The spacious secondary bedrooms ensure everyone has their own comfortable space. Extend your living outdoors onto the large screened-in patio, where you can enjoy the peaceful and private backyard year-round that backs to trees.

224 Brayhill Ct, Chesterfield

$599,900

Some homes check the boxes. This one leaves an impression. From the inviting covered front porch to the soaring vaulted ceilings inside, every space feels open, comfortable, and ready to be enjoyed. White oak engineered flooring, updated lighting, and insulated windows carry throughout the main living areas. Just off the entry, a versatile bonus room makes an ideal home office, den, or could easily be enclosed as a fourth bedroom. A dedicated dining room is ready for everything from holiday dinners to everyday gatherings. The dramatic floor-to-ceiling brick see-through fireplace anchors both the vaulted living room and family room, creating one unforgettable living space. Just beyond, the oversized screened deck feels like an extension of the home—a place you'll look forward to enjoying from your first cup of coffee to peaceful evenings at the end of the day. The kitchen opens seamlessly to the living room and features granite countertops, stainless steel appliances, a breakfast bar, pantry, and tile backsplash. The spacious owner's suite offers room for a sitting area, while the ensuite bath features a soaking tub, separate shower, dual vanities, and a skylight. Two additional bedrooms, an updated hall bath, and main-floor laundry complete the main level. And if you've been searching for more garage space, you've found it! The six-car tandem garage is an opportunity that's rarely available, offering incredible flexibility for vehicles, storage, hobbies, or a workshop. An updated electrical panel (2026) is another welcome bonus, all within the desirable Parkway School District.

3 Beds ⋅ 2 Baths ⋅ 26054244 MLS ⋅ CLOSED Status

Some homes check the boxes. This one leaves an impression. From the inviting covered front porch to the soaring vaulted ceilings inside, every space feels open, comfortable, and ready to be enjoyed. White oak engineered flooring, updated lighting, and insulated windows carry throughout the main living areas. Just off the entry, a versatile bonus room makes an ideal home office, den, or could easily be enclosed as a fourth bedroom. A dedicated dining room is ready for everything from holiday dinners to everyday gatherings. The dramatic floor-to-ceiling brick see-through fireplace anchors both the vaulted living room and family room, creating one unforgettable living space. Just beyond, the oversized screened deck feels like an extension of the home—a place you'll look forward to enjoying from your first cup of coffee to peaceful evenings at the end of the day. The kitchen opens seamlessly to the living room and features granite countertops, stainless steel appliances, a breakfast bar, pantry, and tile backsplash. The spacious owner's suite offers room for a sitting area, while the ensuite bath features a soaking tub, separate shower, dual vanities, and a skylight. Two additional bedrooms, an updated hall bath, and main-floor laundry complete the main level. And if you've been searching for more garage space, you've found it! The six-car tandem garage is an opportunity that's rarely available, offering incredible flexibility for vehicles, storage, hobbies, or a workshop. An updated electrical panel (2026) is another welcome bonus, all within the desirable Parkway School District.

391 S Greentrails Dr, Chesterfield

$596,838

Stunning home! Major attention to detail! Great curb appeal! 4 bedrooms with 2.5 baths on main. Extensive finished lower level with large recreation room, crafts room, 2nd recreation room and office plus bar area and large full bath with whirlpool tub and separate shower area. Off main floor is lovely 3 season room with glass windows all the way around, vaulted ceiling & ceiling fan. Wood floors in foyer, great room, half bath, walk-in wet bar, kitchen and breakfast room. Extensive crown and chair rail molding throughout. Updated Primary Bedroom with St. Louis Closet organizers, ceiling fan, and primary bath with cherry cabinets and solid surface counter tops. Updated hall and guest baths. Great room has ceiling fan, fireplace and vaulted ceiling. 3 additional bedrooms with ceiling fans & crown molding. Main floor laundry with cubbies. Beautiful Kitchen with 42" white cabinets,contrasting center island cabinets. GE Cafe Stainless Steel Appliances which includes refrigerator, duel fuel gas cooktop and electric oven, dishwasher and microwave. A must see!

4 Beds ⋅ 4 Baths ⋅ 26040061 MLS ⋅ CLOSED Status

Stunning home! Major attention to detail! Great curb appeal! 4 bedrooms with 2.5 baths on main. Extensive finished lower level with large recreation room, crafts room, 2nd recreation room and office plus bar area and large full bath with whirlpool tub and separate shower area. Off main floor is lovely 3 season room with glass windows all the way around, vaulted ceiling & ceiling fan. Wood floors in foyer, great room, half bath, walk-in wet bar, kitchen and breakfast room. Extensive crown and chair rail molding throughout. Updated Primary Bedroom with St. Louis Closet organizers, ceiling fan, and primary bath with cherry cabinets and solid surface counter tops. Updated hall and guest baths. Great room has ceiling fan, fireplace and vaulted ceiling. 3 additional bedrooms with ceiling fans & crown molding. Main floor laundry with cubbies. Beautiful Kitchen with 42" white cabinets,contrasting center island cabinets. GE Cafe Stainless Steel Appliances which includes refrigerator, duel fuel gas cooktop and electric oven, dishwasher and microwave. A must see!

14238 Kinderhook Dr, Chesterfield

$595,000

Incredible opportunity to own this 4 bedroom and 3 full bath ranch home on 3.63 acres in the heart of Chesterfield with an oversized 3 CAR garage!! This home is perfectly situated off of Wild Horse Creek road and features a secluded view and breathtaking woods. The oversized 3 car garage features a loft area with many possibilities. The two tiered deck backs to quiet woods and offers complete privacy. The soaring and stunning stone fireplace in the great room is a show stopper! New roof in 2025. The spacious primary suite has a fireplace and full bath. The main floor laundry is right off the garage and has a large pantry. The 42" kitchen cabinets are beautiful complete with a walk-in pantry. The walkout finished lower level features 2 bedrooms and a full bath with an additional family room complete with a wood burning fireplace. The unfinished portion of the basement is perfect for a workshop and there is ample storage. Bring your decorating touches to transform this lovely home into your paradise. This is a rare opportunity to own a private retreat in Chesterfield and the location is convenient and incredible!

4 Beds ⋅ 3 Baths ⋅ 26043291 MLS ⋅ CLOSED Status

Incredible opportunity to own this 4 bedroom and 3 full bath ranch home on 3.63 acres in the heart of Chesterfield with an oversized 3 CAR garage!! This home is perfectly situated off of Wild Horse Creek road and features a secluded view and breathtaking woods. The oversized 3 car garage features a loft area with many possibilities. The two tiered deck backs to quiet woods and offers complete privacy. The soaring and stunning stone fireplace in the great room is a show stopper! New roof in 2025. The spacious primary suite has a fireplace and full bath. The main floor laundry is right off the garage and has a large pantry. The 42" kitchen cabinets are beautiful complete with a walk-in pantry. The walkout finished lower level features 2 bedrooms and a full bath with an additional family room complete with a wood burning fireplace. The unfinished portion of the basement is perfect for a workshop and there is ample storage. Bring your decorating touches to transform this lovely home into your paradise. This is a rare opportunity to own a private retreat in Chesterfield and the location is convenient and incredible!

17040 Rooster Ridge Rd, Chesterfield

$595,000

3 Beds ⋅ 3 Baths ⋅ 26019075 MLS ⋅ CLOSED Status

14641 Timberlake Manor Ct, Chesterfield

$592,500

The seller has received multiple offers and has established an offer deadline of 8:00 AM on Monday, July 13, 2026 with a response time of 10:00 am. Completely updated and designed for effortless one level living, this exceptional Chesterfield ranch pairs sophisticated interior updates with one of the most impressive backyards you'll find in all of Chesterfield. The heart of the home is a beautifully renovated kitchen featuring stylish finishes, quality cabinetry, stainless steel appliances, and an open concept design. Expansive, oversized windows flood the home with natural light, enhancing the bright, airy feel throughout while framing views of the private backyard. The luxurious primary suite is equally impressive, highlighted by a stunning, fully remodeled spa inspired bathroom. Thoughtfully updated with newer major mechanical systems, this home offers the peace of mind today's buyers are looking for. Then you step outside. Situated on a rare corner lot just under half an acre, the backyard feels like a private resort. The jaw dropping custom in ground pool is surrounded by striking stonework that creates an unforgettable focal point, while the mature tree line behind the property provides an exceptional level of privacy rarely found in a neighborhood setting. Unlike many homes with pools, there's still an abundance of level yard remaining—perfect for kids, pets, lawn games, or future outdoor additions. It's a backyard designed for everything from quiet evenings to unforgettable summer gatherings. The finished lower level provides exceptional flexibility with space for a media room, recreation area, home gym, or guest retreat. Ideally located just steps from Four Seasons Country Club, you'll enjoy easy access to championship golf, tennis, swimming, dining, and one of Chesterfield's premier private club lifestyles. You're also just two blocks from Parkway Central High School and minutes from shopping, dining, and everything that makes Chesterfield one of the region's most sought-after communities. This is a rare opportunity to own a truly move in ready home where luxury, privacy, and an unbeatable location come together.

4 Beds ⋅ 3 Baths ⋅ 26043246 MLS ⋅ CLOSED Status

The seller has received multiple offers and has established an offer deadline of 8:00 AM on Monday, July 13, 2026 with a response time of 10:00 am. Completely updated and designed for effortless one level living, this exceptional Chesterfield ranch pairs sophisticated interior updates with one of the most impressive backyards you'll find in all of Chesterfield. The heart of the home is a beautifully renovated kitchen featuring stylish finishes, quality cabinetry, stainless steel appliances, and an open concept design. Expansive, oversized windows flood the home with natural light, enhancing the bright, airy feel throughout while framing views of the private backyard. The luxurious primary suite is equally impressive, highlighted by a stunning, fully remodeled spa inspired bathroom. Thoughtfully updated with newer major mechanical systems, this home offers the peace of mind today's buyers are looking for. Then you step outside. Situated on a rare corner lot just under half an acre, the backyard feels like a private resort. The jaw dropping custom in ground pool is surrounded by striking stonework that creates an unforgettable focal point, while the mature tree line behind the property provides an exceptional level of privacy rarely found in a neighborhood setting. Unlike many homes with pools, there's still an abundance of level yard remaining—perfect for kids, pets, lawn games, or future outdoor additions. It's a backyard designed for everything from quiet evenings to unforgettable summer gatherings. The finished lower level provides exceptional flexibility with space for a media room, recreation area, home gym, or guest retreat. Ideally located just steps from Four Seasons Country Club, you'll enjoy easy access to championship golf, tennis, swimming, dining, and one of Chesterfield's premier private club lifestyles. You're also just two blocks from Parkway Central High School and minutes from shopping, dining, and everything that makes Chesterfield one of the region's most sought-after communities. This is a rare opportunity to own a truly move in ready home where luxury, privacy, and an unbeatable location come together.

45 Orange Hills Dr, Chesterfield

$590,000

Showings start Thursday 5/21 and Open House Saturday 5/23 1pm-3pm. Welcome to 15327 Grantley Drive, a beautifully maintained 4-bedroom, 2.5-bath two-story home in a highly desirable Chesterfield location. Set on a lovely lot with mature landscaping, this home offers classic curb appeal, a two-car attached garage, and a welcoming covered front entry with double doors. Inside, a grand foyer sets the tone with an impressive staircase, custom stained glass detail, and a spacious, flowing main-level layout. The first floor features a convenient racetrack-style floor plan where the rooms connect seamlessly, creating an easy flow for everyday living and entertaining. The formal dining room offers generous space for gatherings, while the living and family areas provide multiple places to relax, including a comfortable family room with built-ins, a brick fireplace, and great natural light. The eat-in kitchen offers ample cabinet storage, generous counter space, a center island, stainless steel refrigerator, and a charming breakfast area with access to the deck overlooking the backyard. A main-floor laundry room and half bath add everyday convenience. Upstairs, all four bedrooms are thoughtfully located on the same level, including a spacious primary suite with a fireplace, large walk-in closet, and an updated en suite bathroom featuring a double vanity, jetted tub, and separate shower. Three additional bedrooms and a second full bathroom complete the upper level. The finished walkout lower level adds nearly 1,000 square feet of additional living space, offering a large recreation area, bar seating, built-ins, flexible sleeping or office space, and ample storage beyond the finished area. Outside, enjoy a large fenced backyard, deck, and walkout access from the lower level, creating excellent indoor-outdoor functionality. Ideally located near Highway 40, Logan University, and just a stone’s throw from the exciting new Chesterfield entertainment district, this well-cared-for home offers space, character, convenience, and a prime Chesterfield setting.

4 Beds ⋅ 3 Baths ⋅ 26022422 MLS ⋅ CLOSED Status

Showings start Thursday 5/21 and Open House Saturday 5/23 1pm-3pm. Welcome to 15327 Grantley Drive, a beautifully maintained 4-bedroom, 2.5-bath two-story home in a highly desirable Chesterfield location. Set on a lovely lot with mature landscaping, this home offers classic curb appeal, a two-car attached garage, and a welcoming covered front entry with double doors. Inside, a grand foyer sets the tone with an impressive staircase, custom stained glass detail, and a spacious, flowing main-level layout. The first floor features a convenient racetrack-style floor plan where the rooms connect seamlessly, creating an easy flow for everyday living and entertaining. The formal dining room offers generous space for gatherings, while the living and family areas provide multiple places to relax, including a comfortable family room with built-ins, a brick fireplace, and great natural light. The eat-in kitchen offers ample cabinet storage, generous counter space, a center island, stainless steel refrigerator, and a charming breakfast area with access to the deck overlooking the backyard. A main-floor laundry room and half bath add everyday convenience. Upstairs, all four bedrooms are thoughtfully located on the same level, including a spacious primary suite with a fireplace, large walk-in closet, and an updated en suite bathroom featuring a double vanity, jetted tub, and separate shower. Three additional bedrooms and a second full bathroom complete the upper level. The finished walkout lower level adds nearly 1,000 square feet of additional living space, offering a large recreation area, bar seating, built-ins, flexible sleeping or office space, and ample storage beyond the finished area. Outside, enjoy a large fenced backyard, deck, and walkout access from the lower level, creating excellent indoor-outdoor functionality. Ideally located near Highway 40, Logan University, and just a stone’s throw from the exciting new Chesterfield entertainment district, this well-cared-for home offers space, character, convenience, and a prime Chesterfield setting.

15327 Grantley Dr, Chesterfield

$590,000

This is the kind of home you can truly relax in and enjoy every day. Start your mornings with coffee on the deck as the gardens come to life around you, then enjoy peaceful strolls along winding paths through beautifully landscaped grounds filled with native and exotic trees and ever-changing perennials. Inside, there’s plenty of room to live, grow, and gather. The main level features four spacious bedrooms, while the separate lower-level apartment offers incredible flexibility with its own living area, kitchenette, full bath, bedroom, private entrance, dedicated HVAC system, and in-unit washer and dryer—ideal for multi-generational living, guests, or a private home office. Evenings are best spent outdoors, whether entertaining on the expansive composite deck and patio or unwinding in the covered hot tub overlooking the serene backyard. More than just a home, this is a place to slow down, connect, and truly enjoy where you live.

5 Beds ⋅ 3 Baths ⋅ 26023713 MLS ⋅ CLOSED Status

This is the kind of home you can truly relax in and enjoy every day. Start your mornings with coffee on the deck as the gardens come to life around you, then enjoy peaceful strolls along winding paths through beautifully landscaped grounds filled with native and exotic trees and ever-changing perennials. Inside, there’s plenty of room to live, grow, and gather. The main level features four spacious bedrooms, while the separate lower-level apartment offers incredible flexibility with its own living area, kitchenette, full bath, bedroom, private entrance, dedicated HVAC system, and in-unit washer and dryer—ideal for multi-generational living, guests, or a private home office. Evenings are best spent outdoors, whether entertaining on the expansive composite deck and patio or unwinding in the covered hot tub overlooking the serene backyard. More than just a home, this is a place to slow down, connect, and truly enjoy where you live.

14611 Rogue River Dr, Chesterfield

$585,000

Claymont Subdivison! Chesterfield! Claymont Elementary~ West Middle~ Parkway West HS. Spacious ranch. Main level has 4 bedrooms and 3 baths with tons of space (2,618 sq ft on main level). Open floor plan, gas fireplace, kitchen has 42" cabinets with solid surface counter tops, main floor laundry room. Primary bedroom boasts large double closets... adjoining bathroom is large enough for two adults. Full finished lower level with an additional sleeping area, full bath, bonus room, billiard room (pool table and accessories convey with the sale of the home), plus workshop and storage rooms. Highly maintained HVAC and water systems, sump pump, and sewer lateral back flow devices installed. In ground heated pool - well maintained and serviced professionally. Brand new front and rear retaining walls plus walkways installed in March 2026. Fenced courtyard accessible from multiple rooms. Rear entry 2-vehicle garage. Wooded lot with a beautiful view of creek, common ground and walking path with access to the lake.

4 Beds ⋅ 4 Baths ⋅ 26021403 MLS ⋅ CLOSED Status

Claymont Subdivison! Chesterfield! Claymont Elementary~ West Middle~ Parkway West HS. Spacious ranch. Main level has 4 bedrooms and 3 baths with tons of space (2,618 sq ft on main level). Open floor plan, gas fireplace, kitchen has 42" cabinets with solid surface counter tops, main floor laundry room. Primary bedroom boasts large double closets... adjoining bathroom is large enough for two adults. Full finished lower level with an additional sleeping area, full bath, bonus room, billiard room (pool table and accessories convey with the sale of the home), plus workshop and storage rooms. Highly maintained HVAC and water systems, sump pump, and sewer lateral back flow devices installed. In ground heated pool - well maintained and serviced professionally. Brand new front and rear retaining walls plus walkways installed in March 2026. Fenced courtyard accessible from multiple rooms. Rear entry 2-vehicle garage. Wooded lot with a beautiful view of creek, common ground and walking path with access to the lake.

15192 Isleview Dr, Chesterfield

14750 Thornbird Manor Pkwy, Chesterfield

$582,366

2 Beds ⋅ 3 Baths ⋅ 26042686 MLS ⋅ CLOSED Status

14750 Thornbird Manor Pkwy, Chesterfield

$580,000

Enjoy easy villa living without sacrificing space in this highly desirable, ranch-style, attached villa offering over 2,700 square feet of finished living space! From the welcoming curb appeal and side-entry 2-car garage to the spacious interior, this home is designed for comfortable everyday living and effortless entertaining. The bright, open kitchen features 42" cabinetry, stainless steel appliances, a generous breakfast room, and convenient main-floor laundry nearby. A separate dining area provides additional space for hosting family and friends. Custom crown molding and soaring ceilings on both the main level and finished lower level add elegance and an impressive sense of openness throughout. The main level offers two spacious bedrooms and two full baths, including a luxurious primary suite with a large walk-in tile shower, dual sinks, a walk-in closet, and an additional slider closet for exceptional storage. The finished lower level expands your living space with a third bedroom, full bath, an expansive family room featuring a cozy gas fireplace, a wet bar, and abundant storage. Relax with your morning coffee or unwind in the evenings from the screened-in porch overlooking the backyard. Located in a highly desirable area close to shopping, dining, and everyday conveniences, this villa offers the perfect combination of low-maintenance living, generous space, and timeless comfort. Don't miss this exceptional opportunity to enjoy carefree living in a home that truly has room for everyone!

3 Beds ⋅ 3 Baths ⋅ 26050490 MLS ⋅ CLOSED Status

Enjoy easy villa living without sacrificing space in this highly desirable, ranch-style, attached villa offering over 2,700 square feet of finished living space! From the welcoming curb appeal and side-entry 2-car garage to the spacious interior, this home is designed for comfortable everyday living and effortless entertaining. The bright, open kitchen features 42" cabinetry, stainless steel appliances, a generous breakfast room, and convenient main-floor laundry nearby. A separate dining area provides additional space for hosting family and friends. Custom crown molding and soaring ceilings on both the main level and finished lower level add elegance and an impressive sense of openness throughout. The main level offers two spacious bedrooms and two full baths, including a luxurious primary suite with a large walk-in tile shower, dual sinks, a walk-in closet, and an additional slider closet for exceptional storage. The finished lower level expands your living space with a third bedroom, full bath, an expansive family room featuring a cozy gas fireplace, a wet bar, and abundant storage. Relax with your morning coffee or unwind in the evenings from the screened-in porch overlooking the backyard. Located in a highly desirable area close to shopping, dining, and everyday conveniences, this villa offers the perfect combination of low-maintenance living, generous space, and timeless comfort. Don't miss this exceptional opportunity to enjoy carefree living in a home that truly has room for everyone!

2424 Clayton Pointe Ct, Chesterfield

$580,000

Amazing curb appeal welcomes you to this charming 2 story home with great bones and thoughtfully updated systems. (HVAC 3-4 years old, Water Heater new within last month) The spacious main floor features engineered hardwoods and an open kitchen lined with rich wood cabinetry, granite countertops, and stainless appliances—all new within the past four years. Four generous bedrooms upstairs and a finished lower level provide the space and flexibility today’s buyers crave. There’s even a car charger in the garage. Evenings are best spent on the deck overlooking your beautiful back yard that joins the expansive common ground—perfect for playtime and peaceful views. And just beyond that? The Cedar Mill pool, one of the neighborhood’s favorite gathering spots. From swim team to chili cookoffs, holiday events, and movie nights, Cedar Mill brings the community together all year long. This home puts you right in the heart of it. (Cedar Mill Swim Club is $350/year with a $200 additional fee that can be worked off if you work events)

4 Beds ⋅ 3 Baths ⋅ 26050509 MLS ⋅ CLOSED Status

Amazing curb appeal welcomes you to this charming 2 story home with great bones and thoughtfully updated systems. (HVAC 3-4 years old, Water Heater new within last month) The spacious main floor features engineered hardwoods and an open kitchen lined with rich wood cabinetry, granite countertops, and stainless appliances—all new within the past four years. Four generous bedrooms upstairs and a finished lower level provide the space and flexibility today’s buyers crave. There’s even a car charger in the garage. Evenings are best spent on the deck overlooking your beautiful back yard that joins the expansive common ground—perfect for playtime and peaceful views. And just beyond that? The Cedar Mill pool, one of the neighborhood’s favorite gathering spots. From swim team to chili cookoffs, holiday events, and movie nights, Cedar Mill brings the community together all year long. This home puts you right in the heart of it. (Cedar Mill Swim Club is $350/year with a $200 additional fee that can be worked off if you work events)

15011 Ridge Lake Dr, Chesterfield

$580,000

Your search is OVER! Welcome to 329 Portico Ct in Chesterfield! This beautifully maintained Parkway Central ranch has everything a family could want. Step into the gleaming entry way that opens on both sides to LR and DR. These rooms are open to kitchen and FR offering ease for entertaining but also offer some separation that families need for remote work/living balance. Shining hardwood floors continue into the family room that has a gas fireplace and overlooks the back yard. THE KITCHEN! Beautiful maple cabinetry and stone countertops, stainless appliances, pantry, wall oven, breakfast nook, truly the heart of the home! The Primary bedroom is spacious and serene, with an ensuite bath that boasts a walk-in shower, beautiful tile and euro-height vanity. Three additional bedrooms and generous hall bath complete the main floor. The LL is a recreation room dream...wood grain tile flooring, a gas fireplace and a full bath and w/out. The yard has a park-like setting w/beautiful landscaping features and room for playsets! It's the WHOLE PACKAGE!

4 Beds ⋅ 3 Baths ⋅ 26004154 MLS ⋅ CLOSED Status

Your search is OVER! Welcome to 329 Portico Ct in Chesterfield! This beautifully maintained Parkway Central ranch has everything a family could want. Step into the gleaming entry way that opens on both sides to LR and DR. These rooms are open to kitchen and FR offering ease for entertaining but also offer some separation that families need for remote work/living balance. Shining hardwood floors continue into the family room that has a gas fireplace and overlooks the back yard. THE KITCHEN! Beautiful maple cabinetry and stone countertops, stainless appliances, pantry, wall oven, breakfast nook, truly the heart of the home! The Primary bedroom is spacious and serene, with an ensuite bath that boasts a walk-in shower, beautiful tile and euro-height vanity. Three additional bedrooms and generous hall bath complete the main floor. The LL is a recreation room dream...wood grain tile flooring, a gas fireplace and a full bath and w/out. The yard has a park-like setting w/beautiful landscaping features and room for playsets! It's the WHOLE PACKAGE!

329 Portico Ct, Chesterfield

$580,000

Continue to show for backup. Wonderful opportunity to move into this 4 bed/3.5 bath updated home in a prime location. There are hardwood floors throughout the main level, an eat-in kitchen with stainless steel appliances and pantry and planning desk. You will enjoy the spacious family room with gas fireplace and an abundance of natural light. To complete the picture on this level is a formal dining room and living room/home office and an oversized main floor laundry/utility room for added convenience. Upstairs is the master suite with walk-in closet, luxurious bath with soaking tub, walk in shower, dual vanity. Completing the second floor is three more bedrooms and hall bath. The partially finished walk-out lower level has rec room, 3rd full bath, sleeping room -- and plenty of storage. Enjoy time on your deck overlooking level yard, park your vehicles in the oversized garage.

5 Beds ⋅ 4 Baths ⋅ 26004235 MLS ⋅ CLOSED Status

Continue to show for backup. Wonderful opportunity to move into this 4 bed/3.5 bath updated home in a prime location. There are hardwood floors throughout the main level, an eat-in kitchen with stainless steel appliances and pantry and planning desk. You will enjoy the spacious family room with gas fireplace and an abundance of natural light. To complete the picture on this level is a formal dining room and living room/home office and an oversized main floor laundry/utility room for added convenience. Upstairs is the master suite with walk-in closet, luxurious bath with soaking tub, walk in shower, dual vanity. Completing the second floor is three more bedrooms and hall bath. The partially finished walk-out lower level has rec room, 3rd full bath, sleeping room -- and plenty of storage. Enjoy time on your deck overlooking level yard, park your vehicles in the oversized garage.

810 Wellesley Place Dr, Chesterfield

$575,000

This is the Chesterfield ranch you’ve been waiting for! Located in desirable River Bend West and the sought-after Parkway Central area, this beautiful 3-bedroom, 2-bath ranch combines comfortable one-level living, thoughtful updates, and incredible potential. Step inside to a warm, inviting floor plan with a true dedicated dining room, perfect for dinners, holidays, and entertaining. Updated lighting and ceiling fans throughout add a fresh, modern touch. One of the biggest surprises is downstairs. The huge unfinished basement offers an incredible amount of space and a blank canvas for the next owner. Imagine a family room, home theater, gym, office, game room, or entertaining space, with plenty of room left for storage. Major updates provide added comfort and peace of mind, including an HVAC system installed approximately two years ago with a whole-home humidifier. Even better, the home features a whole-home Generac generator that keeps the house powered when the neighborhood isn’t. Step outside to a fully fenced backyard with plenty of room to relax, entertain, play, or let the dogs run. An electric pet fence provides even more convenience for pet owners. 3 bedrooms. 2 baths. Ranch-style living. Parkway Central. River Bend West. Newer HVAC. Whole-home Generac generator. Fenced backyard. And a massive basement ready for your vision. All in the heart of Chesterfield. Come see why this one should be at the top of your list.

3 Beds ⋅ 2 Baths ⋅ 26057743 MLS ⋅ CLOSED Status

This is the Chesterfield ranch you’ve been waiting for! Located in desirable River Bend West and the sought-after Parkway Central area, this beautiful 3-bedroom, 2-bath ranch combines comfortable one-level living, thoughtful updates, and incredible potential. Step inside to a warm, inviting floor plan with a true dedicated dining room, perfect for dinners, holidays, and entertaining. Updated lighting and ceiling fans throughout add a fresh, modern touch. One of the biggest surprises is downstairs. The huge unfinished basement offers an incredible amount of space and a blank canvas for the next owner. Imagine a family room, home theater, gym, office, game room, or entertaining space, with plenty of room left for storage. Major updates provide added comfort and peace of mind, including an HVAC system installed approximately two years ago with a whole-home humidifier. Even better, the home features a whole-home Generac generator that keeps the house powered when the neighborhood isn’t. Step outside to a fully fenced backyard with plenty of room to relax, entertain, play, or let the dogs run. An electric pet fence provides even more convenience for pet owners. 3 bedrooms. 2 baths. Ranch-style living. Parkway Central. River Bend West. Newer HVAC. Whole-home Generac generator. Fenced backyard. And a massive basement ready for your vision. All in the heart of Chesterfield. Come see why this one should be at the top of your list.

584 Sunbridge Dr, Chesterfield

$575,000

Welcome to 1751 Canyon View Court in Chesterfield’s desirable Baxter Lakes subdivision. This spacious five-bedroom, two-and-a-half-bath home offers a versatile floor plan with the primary suite and a second bedroom conveniently located on the main level—ideal for guests, a home office or multigenerational living. The eat-in kitchen features wood floors, a center island, double ovens and a gas cooktop, with easy access to the formal dining room for entertaining. A formal living room provides additional gathering space, while the inviting family room features wood floors, a vaulted ceiling and a wood-burning fireplace. Step outside onto the large deck overlooking the backyard and peaceful common ground beyond. The unfinished walkout basement offers abundant storage and excellent potential for additional finished living space. A wonderful opportunity to make your home in Baxter Lakes!

5 Beds ⋅ 3 Baths ⋅ 26057088 MLS ⋅ CLOSED Status

Welcome to 1751 Canyon View Court in Chesterfield’s desirable Baxter Lakes subdivision. This spacious five-bedroom, two-and-a-half-bath home offers a versatile floor plan with the primary suite and a second bedroom conveniently located on the main level—ideal for guests, a home office or multigenerational living. The eat-in kitchen features wood floors, a center island, double ovens and a gas cooktop, with easy access to the formal dining room for entertaining. A formal living room provides additional gathering space, while the inviting family room features wood floors, a vaulted ceiling and a wood-burning fireplace. Step outside onto the large deck overlooking the backyard and peaceful common ground beyond. The unfinished walkout basement offers abundant storage and excellent potential for additional finished living space. A wonderful opportunity to make your home in Baxter Lakes!

1751 Canyon View Ct, Chesterfield

$575,000

Beautifully maintained ranch offering over 3,400 square feet of finished living space in the sought-after Riverbend Estates subdivision and highly rated Parkway School District. This spacious home features an open floor plan with hardwood floors, a spacious vaulted great room filled with natural light, a formal dining room, and a kitchen featuring granite countertops, newer stainless steel appliances including double ovens, a center island with a gas cooktop and bar seating, plus abundant workspace for everyday living and entertaining. The main level offers 3 bedrooms, 2 full bathrooms, and convenient main floor laundry, creating an ideal layout for everyday living. Just off the main living area, an expansive composite deck spans the width of the home, overlooking the backyard and mature woods beyond. The covered patio below creates an additional outdoor living space that's perfect for relaxing or entertaining. The finished walkout lower level adds even more flexibility with 2 sleeping areas, a full bathroom, a spacious recreation room, and a dry bar... making it ideal for guests, multi-generational living, hobbies, a home office, or simply extra room to spread out. Major improvements throughout the home include a newer roof, Andersen Renewal windows and doors, HVAC system, updated bathrooms, LeafFilter gutter guards, Culligan whole-house water filtration system, and much more. Transferable warranties on many of the major updates offer added value. Conveniently located near shopping, restaurants, parks, and major highways, this move-in ready home combines generous living space, quality improvements, and an exceptional Chesterfield location. **Be sure to checkout the video**

3 Beds ⋅ 3 Baths ⋅ 26047872 MLS ⋅ CLOSED Status

Beautifully maintained ranch offering over 3,400 square feet of finished living space in the sought-after Riverbend Estates subdivision and highly rated Parkway School District. This spacious home features an open floor plan with hardwood floors, a spacious vaulted great room filled with natural light, a formal dining room, and a kitchen featuring granite countertops, newer stainless steel appliances including double ovens, a center island with a gas cooktop and bar seating, plus abundant workspace for everyday living and entertaining. The main level offers 3 bedrooms, 2 full bathrooms, and convenient main floor laundry, creating an ideal layout for everyday living. Just off the main living area, an expansive composite deck spans the width of the home, overlooking the backyard and mature woods beyond. The covered patio below creates an additional outdoor living space that's perfect for relaxing or entertaining. The finished walkout lower level adds even more flexibility with 2 sleeping areas, a full bathroom, a spacious recreation room, and a dry bar... making it ideal for guests, multi-generational living, hobbies, a home office, or simply extra room to spread out. Major improvements throughout the home include a newer roof, Andersen Renewal windows and doors, HVAC system, updated bathrooms, LeafFilter gutter guards, Culligan whole-house water filtration system, and much more. Transferable warranties on many of the major updates offer added value. Conveniently located near shopping, restaurants, parks, and major highways, this move-in ready home combines generous living space, quality improvements, and an exceptional Chesterfield location. **Be sure to checkout the video**

358 Ridgemeadow Dr, Chesterfield

$575,000

Beautifully cared for and thoughtfully updated, this exceptional 3-bedroom, 4 full-bath home blends timeless comfort with modern convenience. From the moment you arrive, you'll appreciate the inviting atmosphere, spacious layout, and quality craftsmanship throughout. The updated kitchen, featuring newer LG appliances, opens seamlessly to the warm and welcoming family room, creating the perfect gathering space for everyday living and entertaining. A new gas ventless fireplace insert adds warmth and charm, while the convenient main-floor laundry room with a stainless utility sink enhances everyday functionality. The generous primary suite offers a relaxing retreat with a walk-in closet plus two additional closets for exceptional storage. Wider doorways throughout the home provide added accessibility and convenience. Step outside to enjoy the fully fenced, level backyard, perfect for entertaining, pets, gardening, or play. Three large tree stumps have recently been removed, creating even more usable yard space. A spacious parking pad offers plenty of room for additional vehicles. Recent improvements provide exceptional peace of mind and include a newer roof and gutters (2025) with added ridge vents, a new 50-gallon water heater (2025), updated plumbing and electrical, buried electrical service lines, a brand-new whole-house attic fan, and a new gas ventless fireplace insert. The sellers have also installed closet doors in all bedrooms, including the primary, added a linen closet door in the hallway, added a handrail and treads to the basement stairs, and addressed several minor electrical items. Two pull-down attic staircases, one on each end of the home, provide easy access to abundant attic storage, a rare and practical feature. The expansive unfinished lower level is already ahead of the game with recessed lighting, new plumbing, and two full bathrooms, offering an incredible opportunity to customize the space to fit your lifestyle. Whether you envision a recreation room, guest suite, home office, fitness area, or all of the above, this flexible space is ready to bring your vision to life. Ideally located in the heart of Chesterfield, you'll enjoy convenient access to Highways 40/64, 364, and 141, making shopping, dining, parks, and everyday conveniences just minutes away. With thoughtful improvements recently completed, this home is ready for its next chapter!

3 Beds ⋅ 4 Baths ⋅ 26039663 MLS ⋅ CLOSED Status

Beautifully cared for and thoughtfully updated, this exceptional 3-bedroom, 4 full-bath home blends timeless comfort with modern convenience. From the moment you arrive, you'll appreciate the inviting atmosphere, spacious layout, and quality craftsmanship throughout. The updated kitchen, featuring newer LG appliances, opens seamlessly to the warm and welcoming family room, creating the perfect gathering space for everyday living and entertaining. A new gas ventless fireplace insert adds warmth and charm, while the convenient main-floor laundry room with a stainless utility sink enhances everyday functionality. The generous primary suite offers a relaxing retreat with a walk-in closet plus two additional closets for exceptional storage. Wider doorways throughout the home provide added accessibility and convenience. Step outside to enjoy the fully fenced, level backyard, perfect for entertaining, pets, gardening, or play. Three large tree stumps have recently been removed, creating even more usable yard space. A spacious parking pad offers plenty of room for additional vehicles. Recent improvements provide exceptional peace of mind and include a newer roof and gutters (2025) with added ridge vents, a new 50-gallon water heater (2025), updated plumbing and electrical, buried electrical service lines, a brand-new whole-house attic fan, and a new gas ventless fireplace insert. The sellers have also installed closet doors in all bedrooms, including the primary, added a linen closet door in the hallway, added a handrail and treads to the basement stairs, and addressed several minor electrical items. Two pull-down attic staircases, one on each end of the home, provide easy access to abundant attic storage, a rare and practical feature. The expansive unfinished lower level is already ahead of the game with recessed lighting, new plumbing, and two full bathrooms, offering an incredible opportunity to customize the space to fit your lifestyle. Whether you envision a recreation room, guest suite, home office, fitness area, or all of the above, this flexible space is ready to bring your vision to life. Ideally located in the heart of Chesterfield, you'll enjoy convenient access to Highways 40/64, 364, and 141, making shopping, dining, parks, and everyday conveniences just minutes away. With thoughtful improvements recently completed, this home is ready for its next chapter!

312 Diplomat Ln, Chesterfield

16816 Chesterfield Bluffs Cir, Chesterfield

$575,000

Be the very first to live in this stunning, newly renovated villa in the sought-after gated Chesterfield Bluffs Villas! Filled with natural light and designed for today's lifestyle, this home offers an open floor plan that blends comfortable living and effortless entertaining. The beautifully renovated kitchen is the centerpiece of the home, featuring new appliances, gorgeous quartz countertops, and a large center island that provides abundant workspace and gathering space for family and friends. Step outside to a brand-new private deck, the perfect place for morning coffee, outdoor dining, or relaxing. Upstairs, you'll find three generously sized bedrooms, while the finished lower level adds two additional bedrooms, providing exceptional flexibility for guests, a home office, fitness space, or hobby rooms. The main level features convenient main-floor laundry. Additional highlights include whole-home speakers and a dual-zone HVAC system with a dedicated control in the primary bedroom for personalized comfort. Mechanical updates include two 40-gallon water heaters, a sump pump, a newer condenser, and a roof replaced last year. Also, new siding is scheduled by the HOA within the next few months, adding even more value and gorgeous curb appeal. Residents enjoy a private pool, a paved walking path, and the tranquility of a quiet circular street with minimal traffic. Just minutes from shopping, dining, walking trails, and Chesterfield Central Park, this exceptional villa offers the rare opportunity to enjoy the feel of a brand-new home in an established, highly desirable community.

5 Beds ⋅ 4 Baths ⋅ 26037166 MLS ⋅ CLOSED Status

Be the very first to live in this stunning, newly renovated villa in the sought-after gated Chesterfield Bluffs Villas! Filled with natural light and designed for today's lifestyle, this home offers an open floor plan that blends comfortable living and effortless entertaining. The beautifully renovated kitchen is the centerpiece of the home, featuring new appliances, gorgeous quartz countertops, and a large center island that provides abundant workspace and gathering space for family and friends. Step outside to a brand-new private deck, the perfect place for morning coffee, outdoor dining, or relaxing. Upstairs, you'll find three generously sized bedrooms, while the finished lower level adds two additional bedrooms, providing exceptional flexibility for guests, a home office, fitness space, or hobby rooms. The main level features convenient main-floor laundry. Additional highlights include whole-home speakers and a dual-zone HVAC system with a dedicated control in the primary bedroom for personalized comfort. Mechanical updates include two 40-gallon water heaters, a sump pump, a newer condenser, and a roof replaced last year. Also, new siding is scheduled by the HOA within the next few months, adding even more value and gorgeous curb appeal. Residents enjoy a private pool, a paved walking path, and the tranquility of a quiet circular street with minimal traffic. Just minutes from shopping, dining, walking trails, and Chesterfield Central Park, this exceptional villa offers the rare opportunity to enjoy the feel of a brand-new home in an established, highly desirable community.

16816 Chesterfield Bluffs Cir, Chesterfield

$575,000

Beautifully designed 1.5-story villa offering an ideal blend of space, comfort, and timeless style. Step inside to a dramatic two-story great room featuring a wood-burning fireplace, custom built-in bookcases with cabinetry, and direct access to the deck, all seamlessly flowing into the formal dining room—both accented by rich wood flooring. A private study with wood floors, leaded glass double doors, and built-in bookcases creates the perfect work-from-home retreat. The kitchen is well-appointed with tile flooring, solid surface countertops, center island, planning desk, tile backsplash, an electric cooktop, and opens to a bright breakfast room. The main-level primary suite offers a spacious bedroom with both a walk-in closet and an additional closet, private deck access, and an ensuite bath with double vanities, soaking tub, and separate walk-in shower. Upstairs, you’ll find a versatile loft with a built-in desk, along with two additional bedrooms and a full Jack & Jill bath. The walk-out lower level expands your living space with a large rec room featuring a second wood-burning fireplace, built-in bookcases, and a walk-behind wet bar, plus an exercise/hobby room, bonus room, and full bath. Additional highlights include a main floor laundry room, deck, aggregate patio, two-car garage, and so much more. A wonderful opportunity for low-maintenance living without compromising on space or style.

3 Beds ⋅ 4 Baths ⋅ 26018003 MLS ⋅ CLOSED Status ⋅ Terraces At Woods Mill Cove One BLDG.

Beautifully designed 1.5-story villa offering an ideal blend of space, comfort, and timeless style. Step inside to a dramatic two-story great room featuring a wood-burning fireplace, custom built-in bookcases with cabinetry, and direct access to the deck, all seamlessly flowing into the formal dining room—both accented by rich wood flooring. A private study with wood floors, leaded glass double doors, and built-in bookcases creates the perfect work-from-home retreat. The kitchen is well-appointed with tile flooring, solid surface countertops, center island, planning desk, tile backsplash, an electric cooktop, and opens to a bright breakfast room. The main-level primary suite offers a spacious bedroom with both a walk-in closet and an additional closet, private deck access, and an ensuite bath with double vanities, soaking tub, and separate walk-in shower. Upstairs, you’ll find a versatile loft with a built-in desk, along with two additional bedrooms and a full Jack & Jill bath. The walk-out lower level expands your living space with a large rec room featuring a second wood-burning fireplace, built-in bookcases, and a walk-behind wet bar, plus an exercise/hobby room, bonus room, and full bath. Additional highlights include a main floor laundry room, deck, aggregate patio, two-car garage, and so much more. A wonderful opportunity for low-maintenance living without compromising on space or style.

14033 Woods Mill Cove Dr, Chesterfield

$571,150

LOOKING for a BACKYARD RETREAT in CHESTERFIELD backing to MATURE TREES & COMMON GROUND? Fall in LOVE with this 1.5 Story Home featuring 4 Bedrooms, 2.5 Baths & a 2 Car Garage in Sought-After BAXTER LAKES! Offering over 2,510+ Sq Ft you will love the generous room sizes throughout! The Flex Room is perfect for Formal Living, Office, Play Room or anything you need! GORGEOUS Dining Room features White Framed Wood Walls & a Classic Chandelier. VAULTED Hearth Room with Fireplace & Skylights creates an inviting space to gather. Eat-In Kitchen & Breakfast Room with Updated Wood Cabinets, Pantry, Stainless Appliances, Double Wall Oven & Center Island with Cooktop. NEW French Door Refrigerator stays! Just off the Kitchen & Hearth Room you will FALL IN LOVE with the Vaulted 28x15 Enclosed Sunroom offering the PERFECT place to Entertain & Enjoy the VIEWS! Main Floor Laundry & Half Bath add everyday convenience. Main Floor Owners Suite with Private Bath & Walk-In Closet! Up the Family Stairs you will find Bedroom #2 with 2 Walk-In Closets plus Bedrooms #3 & #4 sharing a Nice-Sized Hall Bath. Enjoy PRIVACY in your flat .28 Acre Fenced Yard! 2-Car Garage offers Bonus Stairs to the Lower Level & a Door to the Backyard. Located in Award-Winning Parkway Schools including Highcroft Ridge Elementary, West Middle & West High School! NEW Windows 2025! NEW HVAC 2025! Newer Carpet! Roof & Gutters 2020! MOVE-IN READY! Enjoy City of Chesterfield Amenities! A MUST SEE to EXPERIENCE the FEEL & VISION of this GREAT OPPORTUNITY! TAKE A TOUR TODAY!

4 Beds ⋅ 3 Baths ⋅ 26022756 MLS ⋅ CLOSED Status

LOOKING for a BACKYARD RETREAT in CHESTERFIELD backing to MATURE TREES & COMMON GROUND? Fall in LOVE with this 1.5 Story Home featuring 4 Bedrooms, 2.5 Baths & a 2 Car Garage in Sought-After BAXTER LAKES! Offering over 2,510+ Sq Ft you will love the generous room sizes throughout! The Flex Room is perfect for Formal Living, Office, Play Room or anything you need! GORGEOUS Dining Room features White Framed Wood Walls & a Classic Chandelier. VAULTED Hearth Room with Fireplace & Skylights creates an inviting space to gather. Eat-In Kitchen & Breakfast Room with Updated Wood Cabinets, Pantry, Stainless Appliances, Double Wall Oven & Center Island with Cooktop. NEW French Door Refrigerator stays! Just off the Kitchen & Hearth Room you will FALL IN LOVE with the Vaulted 28x15 Enclosed Sunroom offering the PERFECT place to Entertain & Enjoy the VIEWS! Main Floor Laundry & Half Bath add everyday convenience. Main Floor Owners Suite with Private Bath & Walk-In Closet! Up the Family Stairs you will find Bedroom #2 with 2 Walk-In Closets plus Bedrooms #3 & #4 sharing a Nice-Sized Hall Bath. Enjoy PRIVACY in your flat .28 Acre Fenced Yard! 2-Car Garage offers Bonus Stairs to the Lower Level & a Door to the Backyard. Located in Award-Winning Parkway Schools including Highcroft Ridge Elementary, West Middle & West High School! NEW Windows 2025! NEW HVAC 2025! Newer Carpet! Roof & Gutters 2020! MOVE-IN READY! Enjoy City of Chesterfield Amenities! A MUST SEE to EXPERIENCE the FEEL & VISION of this GREAT OPPORTUNITY! TAKE A TOUR TODAY!

14894 Pheasant Hill Ct, Chesterfield

$570,000

Welcome to 1 Oakland Hills Drive, updated 2-story home tucked into the sought-after Four Seasons community of Chesterfield. Offering 5 bedrooms, 3 full baths and just over 2,900 square feet of thoughtfully designed living space, this home perfectly blends classic charm with the updates and functionality today’s buyers are looking for. Step inside to beautiful hardwood flooring and an inviting foyer that opens to a spacious living room with a wonderful view of the Four Seasons Golf Course and subdivision pool. The main level also features a separate dining room conveniently located just off the kitchen, making entertaining a breeze. The updated kitchen offers custom cabinetry, quartz countertops, backsplash, under cabinet lighting, stainless steel appliances and breakfast bar seating, while the adjoining eat-in area flows seamlessly into the comfortable family room. The family room features an updated fireplace and an open layout that creates an inviting space for everyday living and gathering. A generous bonus room adds even more versatility and can easily accommodate a playroom, home office, hobby space or guest area, with convenient access to the backyard and deck. Upstairs, you’ll find a spacious primary suite with private bath, along with four additional bedrooms and another full bath, providing plenty of room for family and guests. The finished lower level offers additional recreation space currently being used as a play area and home gym. Outside, enjoy the expansive fenced backyard, spacious deck and beautiful golf-course views—an ideal setting for relaxing, entertaining or simply enjoying the peaceful surroundings. Additional highlights include a 3-car attached garage, full basement, community pool and clubhouse (extra $80/ year for membership), all in an incredible Chesterfield location within the Parkway School District. Recent interior updates include kitchen, fresh paint throughout, working fireplace-gas, new HVAC (both units), new water heater, switches & outlets, sliding door for deck entry, all completed between 2025 & 2026. Exterior updates include a new roof, siding, gutters and deck, all completed in 2022 as well as low maintenance landscaping in 2025. With its generous living spaces, flexible floor plan and fantastic location, check this gem out today!

5 Beds ⋅ 3 Baths ⋅ 26051896 MLS ⋅ CLOSED Status

Welcome to 1 Oakland Hills Drive, updated 2-story home tucked into the sought-after Four Seasons community of Chesterfield. Offering 5 bedrooms, 3 full baths and just over 2,900 square feet of thoughtfully designed living space, this home perfectly blends classic charm with the updates and functionality today’s buyers are looking for. Step inside to beautiful hardwood flooring and an inviting foyer that opens to a spacious living room with a wonderful view of the Four Seasons Golf Course and subdivision pool. The main level also features a separate dining room conveniently located just off the kitchen, making entertaining a breeze. The updated kitchen offers custom cabinetry, quartz countertops, backsplash, under cabinet lighting, stainless steel appliances and breakfast bar seating, while the adjoining eat-in area flows seamlessly into the comfortable family room. The family room features an updated fireplace and an open layout that creates an inviting space for everyday living and gathering. A generous bonus room adds even more versatility and can easily accommodate a playroom, home office, hobby space or guest area, with convenient access to the backyard and deck. Upstairs, you’ll find a spacious primary suite with private bath, along with four additional bedrooms and another full bath, providing plenty of room for family and guests. The finished lower level offers additional recreation space currently being used as a play area and home gym. Outside, enjoy the expansive fenced backyard, spacious deck and beautiful golf-course views—an ideal setting for relaxing, entertaining or simply enjoying the peaceful surroundings. Additional highlights include a 3-car attached garage, full basement, community pool and clubhouse (extra $80/ year for membership), all in an incredible Chesterfield location within the Parkway School District. Recent interior updates include kitchen, fresh paint throughout, working fireplace-gas, new HVAC (both units), new water heater, switches & outlets, sliding door for deck entry, all completed between 2025 & 2026. Exterior updates include a new roof, siding, gutters and deck, all completed in 2022 as well as low maintenance landscaping in 2025. With its generous living spaces, flexible floor plan and fantastic location, check this gem out today!

1 Oakland Hills Dr, Chesterfield

$569,000

Welcome to this meticulously maintained 4-bedroom, 2.5-bath home located in Parkway Central and nestled on a quiet cul-de-sac lot. Pride of ownership is evident throughout. Enjoy your morning coffee or unwind in the evening on the gorgeous patio overlooking the fabulous level, backyard. The main level features formal living and dining rooms, a spacious family room with fireplace and built-in bookshelves, a convenient half bath, first-floor laundry, and a bright breakfast area. The kitchen boasts granite countertops, stainless steel appliances, and a double oven, making it ideal for both everyday living and entertaining. Upstairs, you'll find four bedrooms, including a generous primary suite with a walk-in closet and an updated bath. The unfinished lower level offers endless possibilities for a playroom, home gym, recreation area, or future finished living space. Additional features and updates include new roof (July 2026), HVAC system replaced in 2022, two-car attached, oversized garage, insulated windows, six-panel doors, updated primary bath, built-in bookshelves, and more. Move-in ready and ideally located, this exceptional home offers the perfect combination of space, comfort, and convenience. Don't miss your opportunity to make it yours!

4 Beds ⋅ 3 Baths ⋅ 26049094 MLS ⋅ CLOSED Status

Welcome to this meticulously maintained 4-bedroom, 2.5-bath home located in Parkway Central and nestled on a quiet cul-de-sac lot. Pride of ownership is evident throughout. Enjoy your morning coffee or unwind in the evening on the gorgeous patio overlooking the fabulous level, backyard. The main level features formal living and dining rooms, a spacious family room with fireplace and built-in bookshelves, a convenient half bath, first-floor laundry, and a bright breakfast area. The kitchen boasts granite countertops, stainless steel appliances, and a double oven, making it ideal for both everyday living and entertaining. Upstairs, you'll find four bedrooms, including a generous primary suite with a walk-in closet and an updated bath. The unfinished lower level offers endless possibilities for a playroom, home gym, recreation area, or future finished living space. Additional features and updates include new roof (July 2026), HVAC system replaced in 2022, two-car attached, oversized garage, insulated windows, six-panel doors, updated primary bath, built-in bookshelves, and more. Move-in ready and ideally located, this exceptional home offers the perfect combination of space, comfort, and convenience. Don't miss your opportunity to make it yours!

14246 Cypress Hill Dr, Chesterfield

$565,105

A rare mid-century modern masterpiece on over an acre in River Bend Estates, this 1968 architectural jewel offers 4 bedrooms, 3.5 bathrooms, and 3,063 square feet of organic design, lovingly preserved by just three owners in nearly six decades. A stunning original wood front door leads into a dramatic entry foyer, opening to a sunlit floor plan anchored by a magnificent two-sided brick fireplace that warms both the formal living and family rooms. Complete with classic parquet wood floors, built-in MCM shelving, and massive windows framing treetop views, every corner honors its iconic heritage. The home flows naturally toward a sunlit breakfast room, which opens to a serene screened porch for seamless outdoor dining. Designed for ultimate flexibility, the layout features dual primary suites—one on the main level opening directly to the private outdoor grounds, and a second-level retreat with a dedicated sitting area and a balcony. Key infrastructure updates like a newer roof (2022) and high-efficiency HVAC provide peace of mind, leaving you free to customize the remaining spaces to your personal style. The flat acre+ lot backs to woods creating an exceptionally private space that features a sprawling brick patio made for entertaining. A partially finished basement ready for a gym or media room, main-level laundry, and an oversized two-car garage round out this amazing home. Located in the highly sought-after River Bend neighborhood where a vibrant community center with a pool (optional annual membership/fees apply) and year-round activities quickly make friends of neighbors, this home is as welcoming as it is historic.

4 Beds ⋅ 4 Baths ⋅ 26045473 MLS ⋅ CLOSED Status

A rare mid-century modern masterpiece on over an acre in River Bend Estates, this 1968 architectural jewel offers 4 bedrooms, 3.5 bathrooms, and 3,063 square feet of organic design, lovingly preserved by just three owners in nearly six decades. A stunning original wood front door leads into a dramatic entry foyer, opening to a sunlit floor plan anchored by a magnificent two-sided brick fireplace that warms both the formal living and family rooms. Complete with classic parquet wood floors, built-in MCM shelving, and massive windows framing treetop views, every corner honors its iconic heritage. The home flows naturally toward a sunlit breakfast room, which opens to a serene screened porch for seamless outdoor dining. Designed for ultimate flexibility, the layout features dual primary suites—one on the main level opening directly to the private outdoor grounds, and a second-level retreat with a dedicated sitting area and a balcony. Key infrastructure updates like a newer roof (2022) and high-efficiency HVAC provide peace of mind, leaving you free to customize the remaining spaces to your personal style. The flat acre+ lot backs to woods creating an exceptionally private space that features a sprawling brick patio made for entertaining. A partially finished basement ready for a gym or media room, main-level laundry, and an oversized two-car garage round out this amazing home. Located in the highly sought-after River Bend neighborhood where a vibrant community center with a pool (optional annual membership/fees apply) and year-round activities quickly make friends of neighbors, this home is as welcoming as it is historic.

105 Shady Valley Dr, Chesterfield

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