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$275,000
2 Beds ⋅ 3 Baths ⋅ 26059138 MLS ⋅ COMING SOON Status ⋅ Chesterfield Village Twnhms A BLDG.
Some townhomes simply have the better spot—and this is one of them. Ideally positioned with an open, unobstructed approach in front and a peaceful wooded backdrop behind, this Chesterfield home feels surprisingly private from the moment you arrive. Inside, beautiful natural-toned hardwood floors carry through a main level designed to flow. The living and dining areas share a cozy fireplace and transition easily into the updated kitchen and breakfast room, where granite countertops, a pantry and plenty of workspace make everyday living easy. Just beyond, the deck overlooks the woods—your own leafy backdrop for morning coffee, dinner outside or a quiet evening. A convenient half bath and coat closet complete the main level. Upstairs, there’s no fighting over the better bedroom—both are private suites with their own baths; one with double closets and the other with a walk-in closet. The finished walkout lower level adds another dimension of living space, along with a dedicated laundry room featuring built-in storage. Be sure to check out the patio and the green space for your furbaby! Community amenities include a clubhouse, pool, tennis courts and fitness room, with parks, the library, shopping, dining and Hwy 40/64 just minutes away. Three levels. Two suites. Wooded views. An unusually open setting. This might just be the townhome that makes you forget you were looking for a townhome.

947 Quail Madows Ct Unit E, Chesterfield
$649,000
3 Beds ⋅ 3 Baths ⋅ 26059414 MLS ⋅ COMING SOON Status
A refined villa lifestyle awaits in this beautifully positioned corner residence, where exceptional natural light, privacy, and effortless elegance come together. Thoughtfully designed for both everyday living and sophisticated entertaining, this exceptional home offers a sense of space and serenity rarely found in villa living. The main level welcomes with soaring vaulted ceilings, wood and tile flooring, timeless finishes, and a gracious living room anchored by a warm gas fireplace. An abundance of windows fills the home with natural light while the corner setting provides an enviable sense of privacy. The spacious kitchen opens naturally to the home's gathering spaces, while the expansive hearth room creates an inviting retreat for morning coffee, reading, entertaining, or simply enjoying the peaceful surroundings. The luxurious main-level primary suite is a true private retreat, featuring a generously proportioned ensuite bath with soaking tub, walk-in shower, dual vanity, private water closet, and an oversized walk-in closet enhanced by custom built-ins. A main-level laundry room and additional powder room add exceptional convenience. Upstairs, two additional bedrooms share a well-appointed full bath, complemented by a versatile loft-style flex space ideal for a home office or library. Outdoor living is equally inviting. The private deck extends the living space beautifully and features a retractable awning for comfortable al fresco dining and lounging. The corner location enhances the home's privacy while its proximity to common ground creates an appealing connection to the surrounding landscape. The expansive lower level offers tremendous potential, with oversized egress windows, roughed-in plumbing for a future bath, and abundant space ready to be transformed into a media room, workshop, hobby space, or additional living area. A rare opportunity to enjoy the ease of villa living without sacrificing elegance, flexibility, privacy, or space—ideally located in the sought-after Parkway School District and close to the amenities of Chesterfield.

14762 Thornbird Manor Pkwy, 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
$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
$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
$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
$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
$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
$275,000
3 Beds ⋅ 3 Baths ⋅ 26046560 MLS ⋅ ACTIVE Status ⋅ Forum West Condo Sec Ii BLDG.
This updated condo blends modern style with thoughtful, high value features throughout. The open floor plan is anchored by luxury plank flooring, creating a bright, cohesive space perfect for everyday living and entertaining. In the kitchen, custom cabinetry, quartz countertops, and stainless steel appliances set the tone—but it’s the two unique additions that truly elevate the home: a mixer lift cabinet for effortless baking and a built in stepladder cleverly tucked inside a cabinet, making shelves easy to reach. Both bathrooms have been updated, including a deep soaking tub in the primary ensuite bath—an uncommon luxury in this association and a standout for buyers seeking a spa like retreat. Step outside to a deck designed for living: morning coffee, evening meals, quiet reading, or container gardening all feel right at home here. And when the sun goes down, the space transforms—invite friends over for movie night on your outdoor screen, creating a backyard experience that’s as fun as it is memorable. A rare blend of smart upgrades, modern comfort, and lifestyle driven amenities.

13473 Coliseum Dr, Chesterfield
$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
$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
$350,000
2 Beds ⋅ 4 Baths ⋅ 26051560 MLS ⋅ ACTIVE Status
Sophisticated Interior defines this "Exceptional" Home offering 0ver 1890 Square Foot of upgrades, plus located in the "Heart of Chesterfield". This Gorgeous home is "Extra- Ordinary" offering the opportunity to own a home that is walking distance to Stores & Shopping!! This upgraded home offers a Courtyard that leads you to the glass front door into the large Two-Story entry foyer overlooking the great room and is anchored by the gas fireplace, flanked by windows capturing views of the expansive deck and private landscaped yard! This home is designed for everyday living & effortless entertaining for friends & family! The updated Designer Kitchen features White Cabinets, granite countertops, backsplash with Premium Appliances, plus a new Stainless Refrigerator and overlooks the Light- filled Breakfast Room which creates an inviting gathering space! The Luxury Primary Suite highlights a private retreat with its vaulted ceiling and large windows plus a nice size luxury bath! Completing the upstairs is another large bedroom plus full bath. The open staircase off the Great Room leads you into the walkout lower level with large patio, plus a 20-foot family room with half bath! Additional features include a nice size garage with cabinets for additional storage and Main floor laundry w/ Washer & Dryer. Upgraded features include a Newer Roof, Gutters, Siding and Pull-down steps for attic storage. Enjoy Low Maintenance Living in " Desirable Chesterfield" with walking distance to the pool, stores, entertainment and the "New Downtown Chesterfield" Coming Soon!! This home is freshly painted and ready to move in!!! This home offers lower Condo Fees

16252 Lea Oak Ct, Chesterfield
$898,500
5 Beds ⋅ 3 Baths ⋅ 26049810 MLS ⋅ ACTIVE Status
**New & improved Price!** Masterfully renovated from top to bottom, this exceptional custom brick Colonial offers a rare opportunity to own a truly turnkey luxury home on nearly one acre in one of the area's most sought after neighborhoods. This remarkable residence delivers an effortless balance of sophistication, comfort, and everyday livability. From its stately curb appeal to its thoughtfully curated custom interiors, every detail has been carefully selected to create a home that is as impressive as it is welcoming. Inside, a gracious traditional floor plan unfolds with beautifully proportioned living spaces designed for both elegant entertaining and comfortable daily living. Rich engineered hardwood flooring extends throughout the main and upper levels, while abundant natural light fills every room through large new windows. The inviting family room is anchored by exquisite millwork, a stunning fireplace, and a beautifully appointed bar with mini fridge, creating the perfect gathering space. Expansive double sliding glass doors open to the impressive patio, seamlessly blending indoor and outdoor living. The heart of the home is a spectacular custom chef's kitchen designed to satisfy both the passionate cook and the avid entertainer. Custom built soft close cabinetry, quartz countertops, premium stainless steel appliances, designer tile backsplash, under cabinet lighting, and exceptional craftsmanship create a space that is equal parts beautiful and functional. The adjoining breakfast room, complete with its own fireplace, offers a warm and inviting setting for casual meals, while a separate dining room is perfect for more formal occasions such as dinner parties or hosting the family for the holidays. A spacious mudroom and main floor laundry area provide everyday convenience, while an additional main level room offers outstanding flexibility as a private home office, guest bedroom, second laundry room, or an extraordinary butler's pantry- This space can easily be customized to your family's needs. The private backyard is a peaceful extension of the home, offering nearly an acre of beautifully maintained grounds backing to common ground and surrounded by mature trees. The space feels private and upscale while still being close to all of the amenities that Chesterfield has to offer. Whether hosting family and friends, enjoying summer evenings on the expansive recently landscaped patio, or simply relaxing in complete privacy, the outdoor space provides the perfect setting for every occasion. The luxurious primary suite serves as a true retreat, offering generous proportions, abundant natural light, and ample space for both a king sized bedroom set and a comfortable sitting area. A custom solid wood walk-in closet system provides exceptional organization, while the beautifully renovated spa-inspired bathroom offers elegant finishes and a sophisticated atmosphere. Three additional spacious bedrooms and a beautifully updated bathroom with a double vanity finish out the second floor and continue the home's commitment to quality and timeless design. The finished lower level provides substantial additional living space ideal for a recreation room, media room, fitness area, game room, or guest accommodations. There is also a large unfinished area with additional laundry hookups. Perfect for storage or a second washer and dryer set. Extensively renovated with no detail overlooked, this extraordinary residence features new windows, a spectacular custom kitchen, three beautifully renovated luxury bathrooms, two stunning fireplaces, a finished lower level, and countless premium upgrades throughout. Combining timeless elegance, exceptional craftsmanship, and modern luxury in one of the area's most desirable locations, this is a rare opportunity to own a home where every space has been thoughtfully designed and every finish carefully selected. Simply move in and enjoy!

2251 Whitby Rd, Chesterfield
$220,000
3 Beds ⋅ 3 Baths ⋅ 26047389 MLS ⋅ ACTIVE Status ⋅ Forum West Sec 1 BLDG.
Imagine summer evenings on your oversized private deck, one of the many standout features of this Chesterfield gem! This move-in ready 3 bed, 2.5 bath townhouse offers stylish updates, spacious living areas, large dining room, a finished walk out lower level, and generously sized bedrooms. The bright kitchen with stainless appliances and open living room create the perfect space for everyday living and entertaining. You have your own private parking, in home laundry and an end unit. Enjoy a carefree lifestyle with access to the community pool and clubhouse while being just moments from Chesterfield's best shopping, dining, parks, and highway access. Convenient, comfortable, and full of charm, this home checks all the boxes, don't miss this opportunity!

13536 Coliseum Dr, Chesterfield
$599,000
4 Beds ⋅ 3 Baths ⋅ 26049094 MLS ⋅ ACTIVE UNDER CONTRACT 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
$770,000
4 Beds ⋅ 4 Baths ⋅ 26048746 MLS ⋅ ACTIVE UNDER CONTRACT Status
Stately two-story brick home on a lush, level lot with an incredible resort-style backyard and Roman-style pool is sure to capture your attention. Enter through the two-story foyer and be amazed by the care and exceptional condition of this home. The formal living and dining rooms are beautiful, featuring thick crown molding. The enormous family room offers built-in shelves, a gas fireplace, and an alcove area. The chef's kitchen features double ovens, stainless steel appliances, solid-surface countertops, an impressive island, abundant cabinetry, views of the backyard, and access to the incredible screened-in porch. The laundry room, with side-by-side units and a sink, is conveniently located just off the kitchen and attached two-car garage. Upstairs, the beautiful primary suite features hardwood floors, a walk-in closet, and a spacious bath with dual vanities, a jetted soaking tub, separate shower, and private water closet. Three additional generously sized bedrooms and a full bath provide plenty of space for family or guests. The finished lower level offers a half bath, two large finished living areas with built-in shelves and a desk, plus a separate bonus room, all perfect for hobbies, entertaining, or endless fun. The backyard is the true star, offering an incredible setting with a pristine pool, a sublime patio area, expansive green space, and outstanding natural privacy. Tours begin 7/29! Schedule your appointment today.

14046 Boxford Ct, Chesterfield
$565,000
3 Beds ⋅ 4 Baths ⋅ 26048710 MLS ⋅ ACTIVE Status
Welcome to 505 Richley in sought-after Claymont Estates! This well maintained 3-bedroom, 3.5-bath two-story offers a versatile floor plan perfect for everyday living and entertaining. Approximately 2,550 sq ft on the main level and over 3,100 sq ft of total living space, plus an oversize 2-car garage and a half acre lot – this home has it all. The formal living and dining rooms welcome you inside, leading to a kitchen featuring Corian countertops, custom cabinetry, plenty of prep and storage space, a double oven and a wine bar. A breakfast room featuring a bay window overlooks the back yard. The spacious family room w/ a cozy fireplace and built-in bar is the perfect place to relax. A private den completes the first floor. The primary suite offers a secluded retreat w/ an ensuite bath and a huge walk-in closet. The walk-in closet is a flexible space and can be used as a nursery or converted to a 4th bedroom. Two additional bedrooms w/ ample closet space complete the second floor. Step outside to the private deck—ideal for entertaining or morning coffee while enjoying peaceful wooded views. The finished lower level provides space with a rec room, game room or a personal gym. Located in the highly desirable Parkway School District. Welcome home!

505 Richley Dr, Chesterfield
$204,900
3 Beds ⋅ 3 Baths ⋅ 26047155 MLS ⋅ ACTIVE Status ⋅ Forum West Condo Sec 2 BLDG.
Welcome home to this beautifully updated 3-bedroom, 2.5-bath condo in Chesterfield, offering stylish updates, generous living space, and two covered parking spots! Step inside to the spacious living room and dining room. The beautifully updated kitchen features quartz countertops, a stylish tile backsplash, stainless steel appliances, and custom cabinetry. Just off the kitchen, you'll find a breakfast room, updated half bath, and access to a oversized private deck—perfect for relaxing or entertaining. Upstairs, the spacious primary suite offers a walk-in closet and an updated private bath. Two additional generously sized bedrooms and an updated hall bath complete the upper level. The finished lower level provides even more living space with a large family room featuring a beautiful brick fireplace and walk-out access to the covered carport. Enjoy community amenities including a clubhouse and pool, all just minutes from everything Chesterfield has to offer. Updated, spacious, and conveniently located—care free living in Chesterfield! Back on the market. No fault of the seller. Buyer's financing fell through

13479 Coliseum Dr, Chesterfield
$629,000
4 Beds ⋅ 4 Baths ⋅ 26045901 MLS ⋅ ACTIVE Status
The home you have been looking for is here and at a great new price! Welcome to one of the finest opportunities in the highly sought-after Chesterfield Hills subdivision! This beautifully updated luxury home offers approximately 3,725 square feet of finished living space, 4 spacious bedrooms, 3.5 baths, exceptional indoor and outdoor entertaining areas, and countless recent improvements. From the moment you arrive, you'll appreciate the outstanding curb appeal featuring a NEW roof, gutters, down spouts, and window wraps (2026). Inside, the home combines timeless elegance with today's modern conveniences. The inviting main-floor family room offers a warm and cosy fireplace, while newer luxury vinyl flooring adds style and durability throughout several rooms. The heart of this home extends outdoors where you'll discover an incredible private backyard oasis designed for entertaining and relaxation. Enjoy your morning coffee in the screened outdoor sitting area, host gatherings on the expansive deck, unwind in the included hot tub, or spend evenings around the beautiful custom stone fire pit, perfect for roasting marshmallows under the stars. Golf enthusiasts will love having their very own private putting green and driving practice net, creating the ultimate backyard retreat. The impressive walk-out finished lower level offers exceptional flexibility with a spacious family room, a full bathroom, and a bonus room featuring a large walk-in closet—perfect for guests, a home office, fitness room, hobby space, or multi-generational living. Walk directly onto the expansive patio and enjoy the privacy of this beautifully landscaped setting. The luxurious primary suite is truly a retreat of its own, featuring an oversized bedroom, a recently updated spa-inspired bathroom, and an impressive custom walk-in closet with an IKEA organisation system. Car enthusiasts, hobbyists, and electric vehicle owners will appreciate the oversized side-entry garage complete with a spacious workshop area, upgraded 200-amp electrical service, and Tesla pre-wiring, making EV charging convenient and future-ready. Additional improvements include a new water heater (2024) and an HVAC system professionally maintained through a Hoffman Brothers maintenance plan. Residents enjoy neighborhood tennis courts, beautiful common areas, and low annual subdivision dues of only $400 per year, all while being just minutes from Chesterfield's premier shopping, restaurants, parks, hospitals, major highways, and award-winning Parkway schools. Added Bonus! According to the seller, this home offers a VA assumable loan with an approximate 5.85% interest rate for qualified buyers. Contact for eligibility requirements and additional details. If you've been searching for a move-in-ready luxury home in Chesterfield featuring a finished walk-out basement, oversized primary suite, private backyard, outdoor living spaces, EV-ready garage, workshop, golf practice area, fire pit, hot tub, screened porch, and exceptional updates, this is the one you've been waiting for. Schedule your private showing today and find your new home!!!

1526 Candish Ln, Chesterfield
$505,000
4 Beds ⋅ 3 Baths ⋅ 26037578 MLS ⋅ ACTIVE UNDER CONTRACT Status
Welcome to 15534 Wendimill Dr, where there is plenty of room to spread out, entertain and make the most of summer. Located in Kehrs Mill Bend, this 4 bed, 2.5 bath home offers more than 2,600 sq. ft. of total living area, a newly finished basement and a backyard that might quickly become your favorite part of the house. The in-ground pool is the centerpiece of a backyard made for enjoying. Spend summer afternoons floating in the pool, fire up the grill with friends or settle into the screened-in porch with your morning coffee or unwind there after a long day. With plenty of patio space to relax and entertain, the whole backyard has an easy, vacation-at-home feel that is hard to beat. Inside, the home has been freshly painted throughout and features a classic 2-story layout with multiple living spaces. The main level offers plenty of room to gather, including a family room with a fireplace, a separate dining space and an eat-in kitchen overlooking the backyard. Upstairs, you'll find all 4 bedrooms, including a spacious primary suite with its own private bath. The finished lower level adds even more flexibility with a large recreation area and second fireplace, perfect for movie nights, a home gym, playroom or additional hangout space. A 2-car attached garage adds everyday convenience and plenty of room for storage. Located in the Rockwood School District near Kehrs Mill Elementary, this home brings together space, a flexible layout and the kind of backyard you'll want to enjoy all summer long. Fresh updates, move-in ready and waiting for its next chapter. Come see why 15534 Wendimill Dr just feels like a fun place to call home.

15534 Wendimill Dr, Chesterfield
$625,000
4 Beds ⋅ 3 Baths ⋅ 26043195 MLS ⋅ ACTIVE 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
$1,250,000
6 Beds ⋅ 5 Baths ⋅ 26033129 MLS ⋅ ACTIVE Status
Welcome to 655 Old Riverwoods Lane, a completely renovated 6 bedroom, 4.5 bath masterpiece offering 5,411 square feet of exceptional living space in one of Chesterfield’s most prestigious and sought after neighborhoods. Nestled in the acclaimed Parkway School District, this home delivers the perfect blend of modern luxury and timeless elegance. Step inside to discover all newly refinished wood and tile flooring that flows gracefully throughout the bright, open main level. The fully remodeled chef’s kitchen is a true showstopper, featuring stainless steel appliances including double ovens, a spacious refrigerator, and dishwasher, along with a convenient desk area and a sophisticated wet bar that seamlessly opens into the family room. Elegant designated spaces for dining and a refined home office, plus a main floor laundry room, complete this exceptionally functional layout. The main level primary suite offers a private sanctuary with soaring tray ceilings, a custom designed closet, and an indulgent fully renovated bathroom boasting double vanities, a luxurious stand up shower, a separate soaking tub, and a pampering towel warmer. Bathed in abundant natural light and offering tons of storage throughout, the home also features a highly versatile walk out lower level with a full second kitchen, perfect for guests, multi generational living, or entertaining. A spacious 3 car garage adds even more convenience and storage. Ideally located near world class restaurants, upscale shopping, and endless recreation, this move-in-ready gem combines thoughtful updates, generous space, and an unbeatable location. An extraordinary opportunity in a desirable Chesterfield enclave!

655 Old Riverwoods Ln, Chesterfield
$340,000
2 Beds ⋅ 4 Baths ⋅ 26042094 MLS ⋅ ACTIVE Status
Back on market at no fault to Seller! Welcome home to this beautifully updated Chesterfield gem! Step inside to an inviting open foyer that leads to a bright, freshly painted interior with stylish updates throughout. The modern white kitchen features sleek stainless-steel appliances, ample cabinetry, and a functional layout perfect for everyday living and entertaining. Luxury vinyl floors add to the remarkable main floor along with updated lighting throughout. Convenient main-floor laundry adds ease to your daily routine. A recently refreshed deck extends your living space outdoors, allowing for seamless indoor/outdoor living and entertaining, with a private backyard space. Upstairs, you’ll find a spacious primary suite complete with a private en-suite bath, creating the perfect retreat. To complete the second level, you will find a spacious secondary bedroom and full bathroom. The finished basement offers additional living space and includes a convenient half bath, making it ideal for a family room, home office, or recreation area. An attached one-car garage provides additional storage and convenience with epoxy coated garage floor. Ideally located just minutes from grocery shopping, restaurants, parks, and with quick access to Highway 40/64, this home offers exceptional convenience. Situated in one of Chesterfield’s most exciting growth areas, you’ll also enjoy the long-term benefits of the transformative new Chesterfield development, making this an outstanding opportunity to own in a location with an exciting future. Don’t miss your chance to call this beautiful property home! Added features: Roof 2025, association pool in walking distance, the HOA will be completing siding repairs.

16180 Lea Oak Ct, Chesterfield
$550,000
4 Beds ⋅ 3 Baths ⋅ 25024427 MLS ⋅ ACTIVE Status
This traditional single-family residence, built in 1970, features four Bedrooms, two full and one half bath is an attractive property in a convenient location. The large two story foyer features gleaming hardwood floors, a staircase that winds up to the second floor and provides a great transition as you enter the home. On the left is a large dinning room with easy kitchen access and to the right is a spacious living room. Through the hall is a formal living room featuring beautiful detailed woodwork, a fireplace, and an exterior sliding door. A freshly reimagined half bath completes the first floor. This home offers a distinguished opportunity for discerning individuals seeking a well-maintained and thoughtfully designed living space. The kitchen is appointed with a double oven and a practical peninsula, designed to facilitate both culinary endeavors and social gatherings. A well-appointed bathroom features a walk-in shower, offering a blend of functionality and contemporary design. Further enhancing the property's appeal are a spacious basement and a conveniently attached garage, providing ample utility and storage solutions. We invite you to discover the refined living experience offered by this exceptional residence.

14336 Bramblewood Ct, Chesterfield
$800,000
5 Beds ⋅ 5 Baths ⋅ 26040690 MLS ⋅ ACTIVE Status
Impeccably kept and ideally located, this exceptional villa offers more than 4,000 square feet of living space with a thoughtful, comfortable floorplan designed for both everyday living and entertaining. The updated kitchen serves as the heart of the home, while several newer windows bring in wonderful natural light throughout. Enjoy two gas fireplaces, inviting living spaces, and a nice rear patio that provides a great place to relax or entertain outdoors. The finished lower level adds valuable living area and flexibility for guests, hobbies, recreation, or a home office. Located in a secure villa community with a pool and desirable amenities, this home combines low-maintenance living with convenience to shopping, dining, parks, and major routes. Move-in ready and clearly cared for with pride, this is a fantastic opportunity to enjoy spacious villa living in a highly convenient setting.

15920 Picardy Crest Ct, Chesterfield