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$835,000
4 Beds ⋅ 3 Baths ⋅ 26057991 MLS ⋅ COMING SOON Status
Welcome to 14391 Ladue Road, a spacious Chesterfield ranch offering over 6,000 sq. ft. of total living space on a .579-acre corner lot. This 4-bedroom, 3-bath home features an open floor plan, wood flooring, dining space, and an inviting family room with a newly installed fireplace box. The kitchen offers a large center island, solid-surface countertops, gas cooking, and plenty of space for gathering, complemented by a newly added wine and beverage center just off the kitchen. All four bedrooms are conveniently located on the main level, including an impressive 26' x 16' primary suite featuring a custom-built closet. Two additional bedrooms also offer custom closet systems. The main-level laundry has been enhanced with custom shelving and cabinetry for added storage and organization. Additional improvements include a new A/C unit and heater. The partially finished lower level provides even more versatility with a large recreation room, hearth area, sleeping area, workshop/hobby space, storage, and a third full bath. Outside, enjoy the large, level lot with upgraded backyard landscaping and a designated fire pit area, perfect for relaxing or entertaining. An attached 2-car garage plus two additional spaces in the detached garage provide exceptional parking and storage. An incredible combination of space, thoughtful upgrades, and flexibility in a desirable Chesterfield location!

14391 Ladue Rd, Chesterfield
$1,800,000
5 Beds ⋅ 5 Baths ⋅ 26051040 MLS ⋅ ACTIVE Status
Rare opportunity to own a piece of St. Louis architectural history with an extraordinary private lakefront lifestyle. Designed and built in 1974 by renowned St. Louis architect Tom Hall as his personal residence, this one-of-a-kind Mid-Century Modern has been extensively renovated while thoughtfully preserving Hall's original design. Set on 3 wooded acres in gated Arrowhead Estates, the property overlooks a private, spring-fed lake with its own dock. Walls of windows, skylights and Hall's signature circular windows fill the house with natural light and connect nearly every space to the surrounding woods and water. The open floor plan features three fireplaces, a dramatic Atrium, sunken conversation Den and custom wood screens inspired by the surrounding trees. Hall's original office—with private entrance, half bath and walls displaying his architectural blueprints—remains an extraordinary piece of the home's history. The main-floor primary suite offers a fireplace, private lake-view balcony, ensuite remodeled bath and large walk-in closet with island. The kitchen and dining areas flow into the spacious family room with a floor-to-ceiling stone fireplace and sliding doors opening to lakeside decks. Upstairs are three additional bedrooms and beautifully remodeled baths. Extensive improvements include a new roof, remodeled bathrooms and kitchen, plus significant updates to major systems—including electrical, water heater, filtration and extensive foam insulation—along with substantial exterior, drainage and landscaping improvements. See supplements for the complete improvement list. Outside, 3 private wooded acres and a dock on the approximately 5-acre spring-fed lake create an exceptional setting for fishing, kayaking, paddle-boarding or simply enjoying the wildlife and views. Arrowhead Estates also offers tennis courts and a gated setting. Enjoy the feeling of a private retreat while remaining just minutes from Chesterfield Valley shopping, dining and entertainment, The District, The Factory, Faust Park/Butterfly House, grocery stores and Highway 40. Architectural history, thoughtful renovation, privacy and a private lake—this is a property that simply cannot be replicated. This is a home that truly needs to be seen to be appreciated.

35 Arrowhead Estates Ct, Chesterfield
$750,000
5 Beds ⋅ 3 Baths ⋅ 26054894 MLS ⋅ ACTIVE Status
Discover this beautifully updated, stately two-story home in the heart of Chesterfield, offering five bedrooms, three bathrooms, and more than 4,000 square feet of finished living space. The homeowners have meticulously maintained and improved the property, blending elegance, functionality, and timeless appeal. Just inside, the formal dining room is on the left, while a sitting room or flexible home office is on the right. The family room features a wood-burning fireplace, a walk-behind bar, and newer hardwood floors. The eat in kitchen offers a generous amount of counter space, stainless steel appliances, a breakfast area, bay window and newer hardwood flooring. From the kitchen, step into a private backyard oasis with a fabulous pool—perfect for hot St. Louis summer days. Upstairs are five bedrooms, including an exceptionally spacious primary suite with a walk-in closet and a beautifully updated bathroom featuring marble tile. The four additional bedrooms offer tons of closet space and share an updated full bathroom. The finished lower-level features two separate recreation areas, new luxury vinyl flooring, fresh paint, and storage areas. Outside, the main event is the large private in-ground pool with a diving board, large pool deck, fresh landscaping, and a mini basketball court, all creating an ideal setting for an active and relaxing lifestyle. Additional features of this home include a main-floor laundry room, newer zoned HVAC (4 years) newer roof (10 years), a stately covered front porch, and side entry garage. Just minutes to major highways, shopping, top rated Parkway schools, you can’t beat the location and convenience. This beautiful home is ready for you to make it yours.

1372 White Rd, Chesterfield
$599,400
4 Beds ⋅ 3 Baths ⋅ 26051546 MLS ⋅ ACTIVE Status
Welcome to 165 Saddleford Drive, where beautifully updated spaces and a thoughtfully opened floor plan create a home designed for both everyday living and entertaining. At the heart of the home is the renovated chef’s kitchen, featuring an oversized center island, updated cabinetry, new appliances, and plenty of room to gather. The kitchen flows seamlessly into the surrounding living and dining spaces, creating the open, connected feel everyone wants. Updated flooring runs throughout the home, complemented by abundant natural light, beautiful millwork, and replaced windows. All three bathrooms have been updated, including the private ensuite in the spacious primary. The finished lower level adds even more living space, including an additional room and half bath—perfect for a home office, playroom, craft room, workout space, or whatever fits your lifestyle. Outside, enjoy front porch living on a cul-du-sac while the backyard offers plenty of space to relax, play, or entertain. Located in the Parkway School District with convenient access to Chesterfield Valley shopping and dining, Faust Park, and I-64/US-40. Major improvements add even more value, including furnace and AC replaced in 2023, range in 2025, and a new roof and garage door in 2026. Beautifully updated, exceptionally functional, and ready for its next chapter!

165 Saddleford Dr, Chesterfield
$580,000
3 Beds ⋅ 2 Baths ⋅ 26057743 MLS ⋅ ACTIVE 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
$424,900
3 Beds ⋅ 3 Baths ⋅ 25005438 MLS ⋅ ACTIVE Status
Fabulous 2-story villa in a sought-after Chesterfield location! Step through the charming gated fence into a beautifully landscaped courtyard and spacious covered porch. Inside, stylish wood floors flow throughout most of the main level. Elegant living and dining rooms flank the welcoming foyer. The spacious chef’s kitchen features abundant cabinetry, stylish countertops, stainless steel appliances and tile flooring. A convenient main-floor laundry room offers additional cabinetry and an exterior door leading to the patio. The inviting family room features a fireplace and atrium doors (2024) opening to the spacious patio, while a stylishly updated powder room (2024) completes the main level. Upstairs, retreat to the luxurious primary suite featuring a generous sleeping area, adjoining sitting room with built-in bookshelves, beautifully remodeled bath (2024) and spacious walk-in closet. Two additional generously sized bedrooms, an updated hall bath (2024) and linen closet complete the second floor. The lower level offers excellent potential for future finished living space while providing plenty of storage. Outdoors, enjoy the peaceful brick patio surrounded by a wood privacy fence—an inviting spot to relax or entertain. Additional updates include architectural shingle roof (2024), AC (2020) furnace (2021), hot water heater (2021), garage door and opener (2026)

1578 Milbridge Dr, Chesterfield
$729,750
4 Beds ⋅ 4 Baths ⋅ 26057130 MLS ⋅ COMING SOON Status
Showings start 9/24. Professional pictures 9/17. You DO NOT want to miss out on this stunning Chesterfield home! 1917 Dovercliff Ct offers 3,302 square feet of living area, four bedrooms, four bathrooms, and a FINISHED LOWER LEVEL. The kitchen is unbelievable! Quartz countertops, soft-close cabinets, ceramic backsplash, Blanco sink, and stainless-steel appliances. The fridge stays! The family room includes a wood burning fireplace and bar area. The main level also contains a formal dining room, living room, powder room, and main floor laundry. Upstairs there are four bedrooms and two full bathrooms. The generous sized primary bedroom provides a walk-in closet and an ensuite bathroom. The bathrooms contain ceramic tile shower surrounds with modern matte black shower fixtures. The finished lower level adds valuable living space and a convenient full bathroom. The entire home boasts beautiful new LVP flooring, upgraded baseboards, and modern matte black light fixtures and door hardware. Keep your cars dry in the attached two car rear entry garage. The backyard is freshly landscaped and the patio is perfect for your morning coffee. The classic brick exterior adds to the stunning curb appeal. Additional upgrades include a 200 amp electric panel. Ideally located just minutes from Target, HomeGoods, shopping, dining, and everyday conveniences. 1917 Dovercliff Ct combines luxury, style, and an unbeatable location. Schedule your private showing today and experience everything this exceptional home has to offer.

1917 Dovercliff Ct, Chesterfield
$424,900
3 Beds ⋅ 2 Baths ⋅ 26056537 MLS ⋅ ACTIVE UNDER CONTRACT Status
Sophisticated design and exceptional attention to detail define this beautifully renovated 3 bedroom, 2 bath Chesterfield ranch. An open, effortless floor plan is anchored by the vaulted kitchen, where white shaker cabinetry, integrated panel-ready appliances, honed black granite countertops, and an oversized center island create a striking yet timeless space. A dramatic wall of windows fills the kitchen with natural light and frames views of the exceptionally private backyard. The adjoining vaulted family room offers an inviting sense of scale, while the separate living room provides another bright and beautifully finished gathering space. Warm wood floors, custom millwork, detailed wall treatments, and substantial window trim bring depth and character throughout the home. The generously sized primary bedroom feels like a true retreat, complemented by a beautifully appointed bath featuring marble floors, quartz countertops, and a classic white subway tiled shower. The hall bath is equally refined with white subway tile and marble basketweave flooring. Outside, the expansive fenced backyard is one of the home’s most compelling features. Flat, shaded, and surrounded by mature greenery, it offers a rare sense of privacy and tranquility with ample room to entertain, play, or simply unwind. A new roof was installed in 2025, while the large unfinished lower level provides exceptional storage and outstanding potential for future finished living space. Set in a prime Chesterfield location within Parkway West Schools, this is a home where thoughtful design, timeless materials, and everyday livability come together beautifully.

15345 Country Ridge Dr, Chesterfield
$630,000
4 Beds ⋅ 3 Baths ⋅ 26054800 MLS ⋅ ACTIVE Status
Welcome to 2126 Park Forest Drive! This spacious 4-bedroom, 2.5-bath ranch offers 2,693 sq. ft. of main-level living, an impressive floor plan and an expansive, private fenced backyard. Step inside to a welcoming foyer flanked by a formal dining room featuring a charming window seat and a versatile office/sitting room. Beautiful hardwood flooring flows throughout the home, creating a warm and cohesive feel. The heart of the home is the beautifully remodeled kitchen and adjoining breakfast room, featuring a vaulted ceiling, custom cabinetry, granite countertops, tile backsplash, stainless steel appliances, hardwood floors, large walk-in pantry and bay window that fills the space with natural light. The adjoining great room makes a statement with its wood-beamed vaulted ceiling, gas fireplace and hardwood flooring. Multiple access points create a seamless connection to the outdoor living space, with doors from the kitchen/breakfast room, great room and primary bedroom leading directly to the composite deck. Retreat to the impressive primary suite featuring hardwood floors, a private sitting area and direct deck access. A generously sized custom walk-in closet provides exceptional storage, while the renovated spa-like ensuite creates a relaxing retreat with beautifully updated finishes. All 2.5 baths have been renovated. An oversized main-level laundry room adds everyday convenience and generous storage. The full unfinished walkout lower level offers tremendous potential for future living, recreation and entertainment. Outside, enjoy the expansive composite deck with pergola creating an inviting space for outdoor dining and relaxation, along with a patio overlooking the private, fully fenced backyard an ideal setting for entertaining, gardening, pets or simply relaxing outdoors. A wonderful combination of generous ranch-style living, thoughtful updates, exceptional outdoor space in the heart of Chesterfield!

2126 Park Forest Dr, Chesterfield
$649,900
5 Beds ⋅ 3 Baths ⋅ 26057026 MLS ⋅ ACTIVE Status
Luxury lakefront living in the highly sought after Baxter Lakes neighborhood in the heart of Chesterfield! This completely updated five bedroom, three bath ranch offers over 3,700 square feet of beautifully finished living space, an open floor plan, and breathtaking views overlooking two lakes. Beautiful LVP flooring flows throughout the main living areas, where a fireplace creates a warm and inviting focal point. The stunning kitchen is designed for both everyday living and entertaining with an oversized island, gorgeous quartz countertops, stainless steel appliances, and plenty of space to gather. The primary suite feels like a private retreat with its own beautifully updated en suite bath, walk-in closet, and an oversized sliding glass door that fills the room with natural light and allows you to wake up to the peaceful views just outside. The thoughtfully designed main level also features a private office, main floor laundry and a butler’s pantry, new windows, beautifully tiled bathrooms, modern finishes, and thoughtful updates throughout. The completely finished lower level is an incredible extension of the home, offering a spacious second living and entertaining area anchored by a cozy fireplace, three versatile bonus rooms ideal for a home gym, playroom, hobby room, additional office, or guest space, and generous storage without sacrificing finished living space. Step outside onto the expansive deck and take in the peaceful lake views from the large, private backyard surrounded by mature trees. Baxter Lakes offers beautiful walking trails and an incredible natural setting where deer, birds, and other wildlife are frequent visitors, including a resident owl that returns to the tree out back each year to raise her owlets. Enjoy the tranquility and privacy of a setting that feels like a retreat while remaining just minutes from shopping, dining, entertainment, and major highways. Located in the highly sought after Parkway School District, this is more than a beautifully updated home, it is a lifestyle that is incredibly difficult to replicate. With over 3,700 square feet of finished living space, a fully finished lower level, incredible lake views, and the perfect combination of space, style, privacy, and convenience, this is a rare opportunity to own a home you will love coming home to.

1768 Orchard Hill Dr, Chesterfield
$1,675,000
5 Beds ⋅ 6 Baths ⋅ 26043706 MLS ⋅ COMING SOON Status
Welcome to an exceptional opportunity in the coveted Strathmore subdivision in Town & Country, within the highly sought-after Parkway West School District and Mason Ridge Elementary. Set on over an acre, this stately residence blends timeless elegance with true comfort — a home that feels grand yet unmistakably HOME. A formal office with custom bookshelves and an expansive dining room greet you upon entry, offering ideal spaces for work, hosting, and everyday living. The main-floor primary ensuite adds convenience and privacy, while the home’s thoughtful layout provides over 5,000 sq ft of living space with 5 bedrooms, 4 full baths, and 2 half baths. The custom updated kitchen (2020) offers an oversized granite island, abundant built in upgraded cabinets, 2 walk-in pantries, 2 ovens, gas range with integrated griddle and microwave drawer, and newer hardwood floors (2020) creating a warm, timeless foundation for daily living. The kitchen flows into the great room with a gas fireplace and out to two separate decks, perfect for morning coffee or evening relaxation. The finished walkout lower level, renovated in 2022, is designed for connection, entertainment, and wellness — featuring a family room with additional built in custom cabinets, full bath, wet bar, wine fridge, separate beverage fridge, ice maker, microwave, dishwasher, and custom cabinets and wine racks. Bonus room with fireplace, workout room, game room, cedar closet, and a dry sauna. Step outside to the beautiful pool area, renovated in 2016 and complete with a newer cover (2023), offering a private oasis for summer gatherings and year-round enjoyment. Upstairs, you’ll find four spacious bedrooms sharing two Jack and Jill baths and two with walk-in closets. Additional updates include new carpet (2026), new driveway (2022), and numerous improvements throughout. A 3-car side-entry garage and a picturesque, expansive lot complete this remarkable property. This is the kind of home where families gather, celebrations unfold, and memories are made — a rare chance to own a truly special residence in one of Town & Country’s most desirable neighborhoods.

924 Cabernet Dr, Town And Country
$548,888
5 Beds ⋅ 3 Baths ⋅ 26057088 MLS ⋅ COMING SOON 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
$1,169,000
4 Beds ⋅ 5 Baths ⋅ 26050962 MLS ⋅ ACTIVE Status
Stately 2-story home situated on a spectacular .5-acre park-like lot in the desirable Seasons At Schoettler - Top Rated Parkway Schools. This home boasts 4 beds - 4 full & 1 half bath, with over 5500 sqft of total living space including the professional lower level, and the spectacular 3-story addition, done in 2007 by the current owner. From the moment you walk through front door, into the entry foyer, you will know you are home. This home boasts an open floor plan, designed for today’s living and entertaining. It is painted in stylish designer colors, has incredible custom moldings & woodwork throughout, and is truly move-in ready. The main floor features a separate formal dining room, with trey ceiling and a living room, both with floor to ceiling bay windows and dental tooth crown molding, a lovely powder room, a beautiful wood paneled family room with beamed ceiling, a wall off sunburst windows, and a fireplace (wood burning) flanked by custom built-ins, opening to a terrific hearth room with custom wet bar, large island, with built-in beverage / wine fridges, with granite counters, floor to ceiling window & doors, bringing the outside in, and a stone fireplace (gas), which opens to the breakfast room, and gourmet eat-in kitchen with vaulted ceiling, skylight, an abundance of custom cabinetry, granite countertops, tiled backsplash, center island / breakfast bar, walk-in pantry, and top of the line appliances including 2 Subzero fridges, and gas cooktop. If that is not enough there is a fantastic laundry room / utility room / mud room, with floor to ceiling custom cabinetry, lockers, coat closet, large sink and its own exterior door. Walk up to the handcrafted staircase, with iron balusters, to the 2nd floor featuring a spacious master suite with vaulted, coffered ceiling, luxury bath; skylight, beautiful double vanity, gorgeous custom-tiled, walk-in shower, jetted tub and heated floors, as well as a large custom organized walk-in closet, 3 additional bedrooms well as 2 more full baths. The professionally finished lower level (2024) is incredible and features a large rec room, with multiple seating areas, LVP flooring, custom built-ins throughout, a stunning wet bar with quartz countertop, and Subzero beverage fridge, as well as the updated 4th full bath, still leaving unfinished storage space. Additional features include new roof with transferable warranty (Nov 2025), new gutters, downspouts & leaf guards (Dec 2025), spot tuckpointing (Dec 2025) zoned HVAC, recessed lighting, irrigation & security systems, oversized driveway & rear-entry, 3-car, attached garage, just to name a few. Relax outside on the expansive tiled patio, overlooking the professionally landscaped, level backyard. This is the perfect home for entertaining family and friends, and location could not better - near major hospitals, and convenient to shopping, restaurants, county parks, as well as close by to many of St. Louis’s finest private schools, including MICDS, CBC, DeSmet, Chaminade, Whitfield, Westminster, Villa Duchesne, and Visitation Academy high schools – easy access to major highways.

1803 Autumn Glen Ct, Chesterfield
$650,000
3 Beds ⋅ 3 Baths ⋅ 26006182 MLS ⋅ ACTIVE Status
Beautiful Cedar Springs is a hidden resort-style community near shopping and excellent schools. Guard house entry, pool, tennis, pickleball, club house, lake, walking trail and convenient ground care and snow removal are offered. Three fireplaces, handsome laundry room with washer, dryer, refrigeratror, utility sink & opens to garage and exterior. Vaulted ceilings, tall windows, wood/carpet/tile flooring & gorgeous private grounds.

14292 Cedar Springs Dr, Chesterfield
$600,000
5 Beds ⋅ 5 Baths ⋅ 26054398 MLS ⋅ ACTIVE Status
Showings begin Sunday 8/30. at 10 AM. Opportunity knocks to buy this former builder display and make a few needed updates. Perfect Location...with easy access to 40/64, 270, 141, and even 364 through the bottoms! This lovely Parkway Schools 2-story offers over 3600 sq ft of living space across 3 levels and was built for entertaining family and friends! 5 Bedrooms; 4.5 Baths; Large Kitchen with 42" Cabinetry and Crown Molding; Huge Great Room with Masonry Wood-Burning Fireplace; Hearth Room with Gas Fireplace; Solid Hardwood Flooring in the Dining, Kitchen, Breakfast and Hearth Rooms; Coffered Ceiling in the Formal Dining Salon; Master with a 14' x 14' Bath and a Walk In Closet large enough for another bed; Finished Walk Out Lower Level; Main Floor Laundry; Side Entry Door; and a 3-Car Side Entry Garage! This is an As-Is sale, and the seller will make no repairs or warranties. Inspections are for information purposes only. Priced well for the area for a quick sale.

14001 Eagle Manor Ct, Chesterfield
$649,800
5 Beds ⋅ 4 Baths ⋅ 26055713 MLS ⋅ ACTIVE Status
Timeless Colonial style home with classic brick elevation and traditional symmetry, thoughtfully expanded for modern living. Classic design meets everyday comfort in this beautifully maintained home featuring a spacious tiled entry foyer, flanked by formal living and dining rooms—perfect for both entertaining and flexible living. The kitchen offers rich dark wood cabinetry and solid surface countertops, flowing seamlessly into the inviting den anchored by a wood-burning fireplace with brick surround. A convenient powder room sits just off this space. Sliding doors lead to a large patio overlooking a level, private backyard surrounded by mature trees—ideal for outdoor living and relaxation. The main level also includes a generously sized laundry room with service door to the backyard and access to the rear-entry 2-car garage. Upstairs, you’ll find four spacious bedrooms, including an owner’s suite with private bath and dual closets. A full hall bath with tub/shower and linen closet serves the additional bedrooms. The partially finished lower level expands your living space with a large rec room, kitchenette area, and two additional rooms perfect for a home office, craft room, or hobbies. Nestled on a quiet cul-de-sac in a desirable location with top-rated schools, this home offers space, privacy, and a traditional layout designed for today’s lifestyle.

184 Gunston Hall Ct, Chesterfield
$975,000
4 Beds ⋅ 5 Baths ⋅ 26052715 MLS ⋅ ACTIVE Status
Set in a picturesque Chesterfield setting, this striking white-framed residence pairs impressive scale with an inviting sense of ease. The open, spacious layout is thoughtfully designed for the way people live today, with generous proportions and a natural flow from one room to the next. The main level offers an effortless backdrop for both everyday life and entertaining, while an expansive upstairs bonus room provides welcome flexibility for a media room, play space, office, or retreat. Downstairs, the finished lower level takes entertaining to another level, centered around a substantial bar and generous gathering space. A dedicated exercise room adds another layer of functionality. Outdoors, a lovely patio extends the living space into the yard, creating a comfortable setting for morning coffee, casual dinners, or evening gatherings. The grounds are intentionally manageable rather than expansive, allowing the home’s architecture and beautifully appointed interior spaces to remain the focus. With its handsome presence, generous living areas, and versatile finished spaces, this Chesterfield home offers a polished yet comfortable place to settle in and make your own.

14748 Thornhill Terrace Dr, Chesterfield
$2,275,000
2 Beds ⋅ 4 Baths ⋅ 26039685 MLS ⋅ ACTIVE Status
This amazing contemporary home sets on an end cap lot in this gem enclave community of 35 homes. The home's location within the neighborhood not only affords the most privacy, and a view of the lake from its front Lanai and second floor covered porch but also provided the perfect location for its spectacular private Gunite courtyard pool built by Pool Tron. The courtyard pool was built to remain open year-round and features a Peacock paver brick patio and stairwells and provides a lovely year-round view from the interior of the home. The home is constructed from upgraded Nichiha panels, Stone veneer, Stucco and Hardie board. The owner is a professional designer which is easy to see with all the custom luxury features that were chosen for this home. Appliances include "48 Wolf range, a 48 " Subzero, Electrolux, and Cove. There are Hunter Douglas Vignettes and Silhouette Treatments thought out on the sliders, French doors and windows. The main floor features 7'8" French doors and the whole house has Luxury Lifestyle upgraded Pella windows. The second floor was designed as a secondary "private" primary suite with bedroom and open loft sitting area. The bathroom includes a makeup/office nook, and the space offers a panoramic view of the lake from the private upper covered veranda porch. The lower level is partially finished with a 9" basement pour and half bath plus all rough-ins (plumbing and electric) are in place for buyer to finish a custom wet bar to their own specifications. Vintage 1875 Brunswick pool table in lower level will stay. Seller has a bar plan designed by Beck and Allen and will provide it to buyer if they so desire. There is a security system and an EV car charger in the garage. There was extensive extra landscaping done including extra trees and bushes to take advantage of this premium lot and giving total privacy to the pool area. Also, the landscape and uplighting at night makes this home stand out. The location of this community is fabulous. Adjacent to two lakes, with parks, 4 recreational walking trails, the YMCA and the Chesterfield Amphitheater, The District and Chesterfield Commons, quick access to Hwy 64-40, retail and restaurants are all nearby. Most are within walking distance. This home is perfect for the buyer looking for exquisite finishes, privacy and easy accessibility to all the wonderful activities Chesterfield provides.

16529 Waterfront Ave, Chesterfield
$780,000
4 Beds ⋅ 4 Baths ⋅ 26046746 MLS ⋅ ACTIVE Status
Welcome to 15525 Windsor Ridge Court. Tucked away on a quiet culdesac in sought after Sycamore Place, this beautifully updated 4 bedroom, 3.5 bath two-story offers over 4,300 square feet of refined living on a picturesque .33 acre lot. Impressive curb appeal and fresh landscaping welcome you into the dramatic two story foyer, where a statement chandelier and rich hardwood flooring set an elevated tone. The entry is flanked by an elegant dining room with sculptured tray ceiling and modern lighting, and a spacious formal living room. The inviting family room showcases a stone surround gas fireplace, custom built-ins, bay window and wet bar, creating an ideal setting for relaxed entertaining. The refreshed eat-in kitchen features professionally painted cabinetry, stone countertops, stainless steel appliances, double wall ovens, center island, generous pantry and adjoining breakfast room with backyard access. A main floor laundry with utility sink and built-in cabinetry adds convenience. Upstairs, hardwood flooring continues into the serene primary suite featuring a coffered ceiling, double door entry, walk-in closet with custom organizers and spa inspired bath with dual vanities, jetted soaking tub and separate shower. Three additional bedrooms and a full hall bath complete the upper level. The finished walkout lower level offers exceptional versatility with a recreation area and wet bar, spacious family room with custom built-ins, tray ceiling and French doors to the backyard, plus a bonus sleeping area and full bath. Outdoors, enjoy a fenced yard, expansive stamped concrete patio and professionally landscaped grounds. Additional highlights include an oversized 3 car side entry garage, upgraded lighting throughout and newer roof, gutters and downspouts (2022). Ideally located within the award-winning Rockwood School District, this sophisticated, move in ready Chesterfield residence beautifully blends timeless design with modern updates.

15525 Windsor Ridge Ct, Chesterfield
$535,000
3 Beds ⋅ 2 Baths ⋅ 26054596 MLS ⋅ ACTIVE UNDER CONTRACT Status
OPPORTUNITY KNOCKS to get into a great, sought-after Chesterfield neighborhood in this beautifully maintained, MOVE-IN READY, three-bedroom, two-bath RANCH home. The spacious kitchen and light filled breakfast room are perfect for busy mornings, homework at the table and casual family meals, while the formal dining room provides a wonderful setting for holidays, family dinners and special get-togethers. The generous primary bedroom suite offers a relaxing retreat with a soaking tub and separate shower, while two additional bedrooms provide comfortable space for family, guests or a home office. Outside, the PRIVATE fenced backyard feels peaceful and private, with plenty of room for children and pets to play. A lovely patio offers the perfect spot for summer barbecues, morning coffee or relaxing at the end of the day. Set on a beautifully landscaped corner lot, this home features impeccable curb appeal and a NEW (2026) roof. Security system and sprinkler system. The expansive, DRY lower level includes a cedar closet and additional storage, with plenty of space ready to be finished as a family room, playroom, home office or gym. With easy access to highways, shopping, restaurants, parks and everything Chesterfield has to offer, this is a wonderful opportunity to put down roots in a neighborhood you’ll love calling home. Parkway Central Schools!

1346 Cherry Glen Ct, Chesterfield
$535,000
3 Beds ⋅ 3 Baths ⋅ 26054457 MLS ⋅ ACTIVE UNDER CONTRACT Status
Welcome to 15250 Kingsman Circle—a move-in-ready Chesterfield home tucked on a quiet cul-de-sac in the highly sought-after Parkway School District. With extensive updates, flexible living spaces, a finished lower level, and your own private pool, this home offers an exceptional combination of comfort, convenience, and recreation. Inside, the bright and welcoming main level offers generous living and dining spaces designed for both everyday life and entertaining. A custom built-in bar, completed in 2026, creates a stylish gathering spot, while renovated bathrooms and a thoughtfully added hall closet/mudroom bring modern function to the home. The finished lower level, renovated in 2025, significantly expands the home’s living space and includes a versatile bonus room—ideal for a home office, guest space, playroom, fitness area, or media room. Outside, skip the crowded community pool and enjoy summer at home with your own private pool, featuring a new liner (2025) and pool pump (2026). A wired outdoor TV setup makes it easy to catch the game poolside, entertain friends, or unwind on a summer evening. Major improvements have already been completed, including a new HVAC system, front door, and garage door in 2025, allowing the next owner to move in and enjoy the home rather than inherit a long project list. Located in the heart of Chesterfield with convenient access to shopping, restaurants, parks, highways, and Parkway schools, 15250 Kingsman Circle delivers the space, updates, location, and amenities that make everyday living easy. Come see everything this home has to offer.

15250 Kingsman Cir, Chesterfield
$679,900
4 Beds ⋅ 3 Baths ⋅ 26052880 MLS ⋅ ACTIVE Status
Welcome home to this spacious 4-bedroom, 3-bath, 2-story home—one of the largest in the subdivision! From the moment you enter, the dramatic 2-story foyer and T-staircase set the tone for the generous space and thoughtful floor plan, while beautiful hardwood floors lead into the inviting main living areas. The family room features a wood-burning fireplace and large bay window and flows into the breakfast room and updated kitchen, with an adjoining living room adding to the open, comfortable main level. The beautifully updated kitchen features new LVP flooring, quartz countertops, stylish backsplash, updated lighting, and added pantry storage, including a spacious walk-in pantry. The main floor laundry is conveniently located off the kitchen. A separate dining room with crown molding is ideal for entertaining. Upstairs, the generously sized primary suite offers crown molding, a walk-in closet, and an updated ensuite bath with separate tub and shower. All three bathrooms have been tastefully updated. The finished lower level adds even more living space with a large recreation room and separate sleeping room/office—ideal for guests, a home office, or hobbies. Outside, enjoy the privacy of the fenced backyard and patio, perfect for outdoor entertaining. Additional highlights include new windows in 2024, ceiling fans, and an oversized 2-car garage. Conveniently located near highways and just minutes from Chesterfield’s shopping, dining, entertainment, and amenities, including The Valley. An excellent combination of space, updates, and location!

15706 Heathercroft Dr, Chesterfield
$569,900
5 Beds ⋅ 3 Baths ⋅ 26051896 MLS ⋅ ACTIVE UNDER CONTRACT 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
$769,000
5 Beds ⋅ 4 Baths ⋅ 26054047 MLS ⋅ ACTIVE Status
Beautifully renovated ranch situated on a large, level lot in sought-after Green Trails! Rich walnut hardwood floors flow throughout the main level and lead into a spacious open floor plan featuring a private home office, impressive great room with skylight, custom built-ins, and gas fireplace, plus a beautifully appointed kitchen with natural cherry cabinetry and built-in planning desk with glass-front doors. The expansive primary suite addition offers a sitting area, custom his-and-hers walk-in closets, and a luxurious bath with heated floors, walk-in shower, and soaking tub. Three additional bedrooms, two full baths, and convenient main-level laundry complete the first floor. The finished lower level provides even more living space with a massive recreation room, fifth bedroom, full bath, hickory wet bar, abundant storage, and second laundry area. The exterior is fully maintenance-free, featuring four-sided brick construction with aluminum siding on all eaves and soffits. Additional features include a whole house water filtration system, plantation shutters throughout, newer roof with LeafGuard gutters, tankless water heater, high-efficiency furnace, professional landscaping, outdoor lighting, and much more! Conveniently located near schools, restaurants and shops with easy access to major roadways. Schedule your showing today!

14470 Pembury Dr, Chesterfield
$1,075,000
3 Beds ⋅ 3 Baths ⋅ 26053285 MLS ⋅ ACTIVE Status
Villa living has never been so appealing! Get ready for effortless comfort & elegance in this meticulously maintained home. Nestled in the back of this picturesque gated enclave, it lives like a single-family home with the ease of a villa lifestyle! Stately street presence is anchored by a beautiful masonry exterior, an oversized three car garage, you and guests are graciously welcomed by an 8' front door with elegant wrought iron detailing. Once inside, prepare to be swept away in open and airy living spaces that flow perfectly from one to another. The great room is the perfect gathering place with 12' ceilings, soring windows overlooking a private wooded area and a cozy yet impressive fireplace - all of which opens to the gourmet kitchen and sunny breakfast room! Entertaining and daily living alike are a treat in this well designed chef's kitchen! Clad in fine cabinetry with granite countertops accompanied by a marble backsplash with beautiful stone accents and a full suite of designer stainless steel appliances - this space will inspire even the most sophisticated epicurean! A walk-in pantry and adjacent luxurious laundry room ensure ease of daily living. The primary suite is a tranquil retreat with a soaring bay window overlooking the trees. The ensuite bath is as elegant as it is comfortable with a large shower, soaking tub, dual vanities and a private water closet all appointed in soothing high end finishes. At the front of the home, a guest suite with a private bath could serve as a beautiful den or office and an elegant dining room sets the tone of what's to come! Outdoor living is enjoyed from a spacious low maintenance deck off of the breakfast room and grotto like covered patio below. The lower level is a sweet bonus with tall ceilings, a spacious family room that could be enjoyed in a variety of ways. There is also an additional bedroom and bathroom in quality consistent with the main floor. An unfinished storage area is the perfect place to store all of your off season treasures. If you have been looking for a high quality villa lifestyle, take the time to explore 195 Kendall Bluff Ct. - it as truly a very special home!

195 Kendall Bluff Ct, Chesterfield
$700,000
4 Beds ⋅ 4 Baths ⋅ 26052560 MLS ⋅ ACTIVE UNDER CONTRACT Status
Some homes offer more than a place to live. They offer a way of life. Welcome to Cedar Springs, an exclusive Town & Country community where quiet streets wind past the pond, neighbors wave as you head out for an evening walk, and life feels tucked away, yet perfectly connected to everything you need. And then you arrive home. With 4 bedrooms, 3.5 baths and 4,632 square feet of total living area, this home has the kind of space that invites life to unfold naturally. Sunlight filters through the windows as the day begins. The kitchen becomes the gathering place without anyone deciding it should be. Conversations linger long after dinner, friends settle in for another glass of wine, and quiet corners offer a place to retreat when the day calls for something slower. There is room to entertain beautifully, but just as importantly, room to simply live well. Beyond your front door, Cedar Springs offers a lifestyle all its own. Follow the walking trails through the neighborhood, spend warm afternoons at the pool, meet friends for tennis or pickleball, or wander down to the pond as evening settles in. A clubhouse provides another place to gather, while the 24-hour guarded entrance lends an added sense of privacy to this sought-after community. All of it is nestled in one of Town & Country’s most desirable settings, close to the places you need to be while offering a welcome escape when you return home. Because the best homes aren’t only about beautiful rooms or square footage. They’re about how life feels inside them. The mornings that begin slowly. The celebrations that fill the house. The ordinary evenings that somehow become the ones you remember most. In Cedar Springs, your next chapter is waiting.

14360 Cedar Springs Dr, Town And Country
$395,000
3 Beds ⋅ 3 Baths ⋅ 26052042 MLS ⋅ ACTIVE UNDER CONTRACT Status
Welcome to this beautifully maintained 3-bedroom, 3-bath single family residence located in the heart of Chesterfield, offering convenient access to Highway 64/40, an abundance of restaurants, shopping, entertainment, and area amenities. From the moment you enter, you’ll appreciate the inviting open feel and abundance of natural light. The spacious kitchen features crisp white cabinetry, newer granite countertops and backsplash, stainless steel appliances, and a convenient eat-in kitchen, perfect for casual meals or morning coffee. The bright and cheerful living room is filled with sunshine from the generous windows and sliding glass door, creating a warm and welcoming space for relaxing or entertaining. The elegant formal dining room provides the perfect setting for special gatherings. Newer carpeting adorns the staircase and upstairs three comfortable bedrooms offer plenty of space. The spacious primary suite features a private ensuite and walk-in closet, while two additional bedrooms share a full hall bath which provides flexibility for family or guests. The partially finished lower level offers additional living space along with laundry area and storage with built in shelving. Step outside to enjoy your own private, fenced-in patio, an ideal spot for morning coffee, evening relaxation, or outdoor entertaining. Updates include newer granite counter tops and backsplash, newer roof, soffits and gutters, newer hardwood flooring throughout, newer HVAC and new garage door opener and garage concrete pad! With its desirable Chesterfield location, thoughtful floor plan, abundant natural light, and generous living space, this condo offers the perfect combination of comfort, convenience, and low-maintenance living. Come see all this wonderful home has to offer!

16463 Cobbleskille Dr, Chesterfield
$415,000
3 Beds ⋅ 2 Baths ⋅ 26050063 MLS ⋅ ACTIVE Status
Welcome to this 3 Bedroom, 2 Bathroom ranch-style home with a 2 car Garage that has a separate HVAC split unit for your year-round comfort. This home has a level to gently sloping backyard and an unfinished full basement and 220 electric. Versatility is the word for this floorplan as the Seller utilized the Dining Room as a Family Room and had the Dining area in the large, open Living Room. Wood floors are throughout the home and ceramic tile in both updated Bathrooms. Make this conveniently located house your home! NEW ROOF will be completed by end of September!

7 Greymore Dr, Chesterfield
$725,000
4 Beds ⋅ 3 Baths ⋅ 26050998 MLS ⋅ ACTIVE Status
Discover an exceptional lifestyle in this beautifully updated home nestled within a gated enclave in sought-after Town & Country, offering peaceful serenity, resort-style amenities, and the coveted Mason Ridge School. Ideally situated on a quiet cul-de-sac, this former display home features tall ceilings, large crown molding and an inviting open floor plan designed for both everyday living and effortless entertaining. The heart of the home is the spacious gourmet kitchen, featuring center island with breakfast bar, light cabinetry, granite countertops, full backsplash, stainless-steel appliances, hardwood floors, breakfast bar, and a large eat-in area that opens seamlessly to the hearth room/family room. Hearth room features a beautiful woodburning fireplace with full brick hearth, custom built-ins, and wet bar with additional seating, creating a warm and welcoming gathering space, while the adjacent sunroom provides an abundance of natural light and additional room to relax or entertain. French doors connect the sunroom to the hearth room and kitchen, sliding glass doors open to a fabulous covered, stamped-concrete patio and outdoor dining area buffered by the tranquil wooded backdrop, and also includes a covered hot tub. The stylish dining room features hardwood floors and a designer chandelier, with convenient access to the kitchen and adjacent wine room/living room. The updated primary suite is a true retreat, showcasing triple crown molding, large windows, a walk-in closet, plus a second closet, and a private balcony overlooking the front yard. The stunning, beautifully renovated primary bath features a designer soaking tub, separate shower, double vanity, quartz countertops, designer faucets and lighting, and large windows. Partially finished lower level offers additional flexible space for recreation, gaming, hobbies and loads of storage space in the unfinished portion. Outside, the cozy backyard extends toward a peaceful, wooded area, creating a private and serene setting. Enjoy the exceptional resort-like amenities and carefree lifestyle of this secure, gated community, including a resort-style pool, pickelball, tennis, basketball, clubhouse, large pond, paved walking trails, community events, attended gatehouse, and comprehensive lawn and property services. Beyond amenities, the HOA also includes lawn mowing, tree and shrub maintenance, sprinkler service, snow removal, and trash service. Conveniently located near Highway 40 and 141, with easy access to Clayton and all that West County has to offer, this home combines sophisticated living, thoughtful updates, exceptional community amenities, and the style and convenience of Town & Country living.

718 Cedar Field Ct, Chesterfield
$549,000
4 Beds ⋅ 4 Baths ⋅ 26045473 MLS ⋅ ACTIVE UNDER CONTRACT 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