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Homes For Sale in Chesterfield

Browse homes for sale in beautiful Chesterfield, Missouri! This thriving community in the heart of St. Louis County has become a popular destination for home buyers of all types, from growing families to empty-nesters looking to downsize. With excellent schools, beautiful parks, and plenty of shopping and dining options, there is something for everyone in Chesterfield. Whether you are a first-time home buyer or a seasoned homeowner, our web page is your one-stop-shop for finding your dream home in this charming community. Browse through our listings and let us help you find the perfect home in Chesterfield.

 

Latest Homes for Sale in Chesterfield, MO

Homes for Sale in 63005 and 63017

2 Fairlake Dr, Chesterfield
$2,295,000
5 Beds ⋅ 6 Baths ⋅ 26064265 MLS ⋅ ACTIVE Status
Set on a private, one-acre lot adjacent to Forest Hills Country Club and ideally situated near the clubhouse and first hole of the championship golf course, this exceptional custom-built ranch offers an extraordinary combination of elegance, scale, privacy and lifestyle. Built in 2012, the residence features 5 bedrooms, 6 bathrooms and approximately 5,910 square feet of finished living space, thoughtfully designed for both refined entertaining and comfortable everyday living. The main level welcomes you with soaring ceilings and an impressive sense of volume throughout. The open yet sophisticated floor plan includes a stunning kitchen with adjoining hearth room, spacious great room, formal dining room, private office, convenient main-level laundry and mud room, and an expansive primary suite with luxurious bath. A second main-level bedroom with ensuite bath provides an ideal private retreat for guests or family. The walk-out lower level is equally impressive, featuring tall ceilings, three additional bedrooms, three bathrooms, and a spacious family/media room. A dedicated sport court provides an exceptional amenity for recreation and fitness. The lower level opens directly to an expansive stone patio, complete with fireplace—an inviting setting for outdoor entertaining, relaxing evenings and gatherings with family and friends. Outdoor living is beautifully integrated throughout the home, with an elevated deck off the main level and a screened-in porch overlooking the private, tree-lined grounds. Mature trees surround the property, creating a peaceful sense of seclusion while maintaining an enviable proximity to the country club and golf course. An oversized three-car garage provides abundant space for vehicles, recreational equipment and storage. Every aspect of this custom residence reflects thoughtful design, quality construction and an exceptional attention to detail. A remarkable opportunity to own a premier one-acre property in one of the area's most desirable golf course settings.

2 Fairlake Dr, Chesterfield

1224 Patchwork Flds, Chesterfield
$1,950,000
5 Beds ⋅ 5 Baths ⋅ 26048658 MLS ⋅ ACTIVE Status
Homes like this rarely become available in Fienup Farms—and this one is just two years new, extensively upgraded, meticulously maintained, and truly move-in ready. Set on a premium walkout lot, this exceptional Chesterfield home offers a rare opportunity to enjoy the look and feel of custom new construction without the wait. From the moment you enter, the difference is evident. An abundance of windows fills the home with natural light, creating bright, open living spaces and a beautiful connection to the outdoors. Engineered hardwood floors, oversized solid-core doors, and curated lighting add to the sophisticated yet welcoming feel. The main level flows beautifully from the formal dining room to the expansive great room and inviting hearth room, all centered around a showpiece chef’s kitchen with quartzite countertops, professional appliances, extensive custom cabinetry and a beautifully appointed butler’s pantry. Integrated Sonos speakers add another layer of effortless living and entertaining. The primary suite feels like a private luxury retreat, a two-person shower, soaking tub, dual vanities and separate custom-organized closets. Even more unusual, each additional main-level bedroom has its own ensuite with a zero-entry shower and designer finishes—providing exceptional comfort, privacy and accessibility. The walkout lower level extends the living space beautifully, offering an additional bedroom and full bath, generous entertaining areas and an abundance of storage, with additional space offering flexibility for future expansion. Natural light continues into the walkout level, giving the space a bright, inviting feel and making it a true extension of the home rather than simply a lower level. Outside is where this property becomes even harder to replicate. The sellers made a substantial investment in a new heated saltwater pool and custom fencing, transforming the backyard into a private outdoor retreat that is already completed and ready to enjoy. The premium lot still provides plenty of surrounding yard space for recreation, pets and outdoor activities—an increasingly rare combination of pool, usable yard and privacy. Then there is the Fienup Farms lifestyle. Residents enjoy a large lake, scenic walking trails, pickleball courts and playgrounds, while included landscaping—mowing, fertilizing, mulch and trimming—and snow removal provide the ease of low-maintenance living. Nearly new. Exceptionally upgraded. Light-filled. Heated saltwater pool already in. Custom fencing already completed. Meticulously maintained and truly move-in ready. In a community where opportunities like this are few and far between, this is the kind of home buyers wait for—and rarely find.

1224 Patchwork Flds, Chesterfield

1212 Walnut Hill Farm Dr, Chesterfield
$1,639,000
6 Beds ⋅ 6 Baths ⋅ 26053293 MLS ⋅ ACTIVE UNDER CONTRACT Status
3.1 acres on a cul-de-sac, gunite saltwater pool with automatic cover, elevator, and side-entry OVERSIZED DEEP 4-car garage. A RARE SECOND OPPORTUNITY -- NOW EVEN BETTER. Price repositioned with a $161,000 reduction. Original structure was built in 1975 with 2 major additions, making the home 6712 total square ft of living space currently. Amazing opportunity to own this one-of-a-kind custom, stunning home 3 acres in a spectacular Chesterfield location, cul-de-sac and backing to woods. Features include soaring ceilings in the entry, living room, dining room, primary suite and primary bath. Walls of windows flood the home with natural light. The custom chef's kitchen with Viking Professional appliances, 8 1/2 foot movable island. Open flow to the hearth room with built-in shelving and a fireplace, perfect for gathering with family and friends. Off the kitchen a brand new composite deck with soffits and guttering. The main floor has two bedrooms with custom closets. The main floor full bathroom with luxurious walk-in shower featuring both a rainfall showerhead and a convenient handheld shower wand. Laundry room on the main level. Living room, family room and half bath also on the main level. Upstairs the primary suite is pure luxury with gas fireplace, sitting area, deck to have your morning coffee and watch the sunrise. The primary bath with soaring ceilings, lots of natural light, walk-in shower, separate jetted tub, 9 1/2 ft. double vanity. The next bedroom on 2nd floor has custom closets and "it's own" new composite deck with soffits and guttering, overlooking the pool. The bath has a NEW beautiful walk-in shower with incredible rainfall showerhead and a handheld wand as well, an adult-height double vanity. Third floor has a bedroom/bonus room with built-in shelving, sitting area and a large window that overlooks the back yard. This home has a total of 5 fireplaces. New closet systems. Large finished walkout lower level with family room, rec room w/bath that would work well as in-law quarters. Inviting exercise room featuring a wall of windows overlooking the beautifully landscaped backyard, bringing in an abundance of natural light. Full bath with walk-in shower. Sunroom that's perfect for hosting pool parties. Gunite saltwater pool with automatic pool cover. Fenced yard, perfect for your pet, circle drive, side-entry 4-car garage with new polyaspartic flooring. Elevator, ADA features, home security system and ring camera system. Ultraviolet Air System, Custom windows and doors. Art pieces commissioned by local artist, Brother Melvin Meyer in three separate locations throughout the house. This is a truly MUST SEE custom estate you won't want to miss.

1212 Walnut Hill Farm Dr, Chesterfield

2105 Brook Hill Ridge Dr, Chesterfield
$1,375,000
4 Beds ⋅ 6 Baths ⋅ 26069321 MLS ⋅ COMING SOON Status
Built by Miceli, this traditional 1.5 story has the perfect modern twist, super clean and neutral, very well maintained with endless substantial updates. Starting with the outstanding curb appeal, this home sits angled prominently on a large lot with a beautiful entry walk, covered front porch and new front door. To the rear is a lovely oasis with an inground pool and garden waterfall. Well landscaped, newer roof, newer concrete drive and front walk. 3 car side entry garage that has been resurfaced with epoxy finish, new utility sink in garage as well. To the rear there is a private deck that overlooks the pool area. Super peaceful with trees lining the fence line for privacy. Inside you will find a very fresh decor, recently painted throughout. Newer carpeting on 1st and 2nd floors, lots of wood floors on the first floor, beautiful moldings and wood trim work. New light fixtures and door hardware throughout, plantation shutters, all closets designed by St. Louis closets with custom built ins. Two story entry foyer, formal office with built in bookcases, formal dining room with bay window, formal powder room with pedestal sink, family room with wet bar, built in bookcases, gas fireplace, large bay window, plantation shutters and access to deck. Large kitchen with center island, new gas cooktop, stainless appliances, granite counters, built in subzero, large walk-in pantry, new sink and faucet, butler's pantry, planning desk, large breakfast room with gas fireplace. A vaulted sunroom to the rear off the breakfast room leads out to the private composite deck. First floor laundry with new sink and built in cabinets, second half bath. The primary bedroom is located on the first floor and has wood flooring, plantation shutters, one large, customized walk in and one slider closet with double rods and customized shelving. Large master bath, double vanities, separate shower and tub, private commode area. Upstairs there are three large bedrooms, one with a private in-suite bath, the other two share a jack and jill bath with private sink areas inside each bedroom. The lower level is a walk out to the pool area with a large family room with gas fireplace, recreation area with a wall of built cabinetry, and possible 5th bedroom which has window and French doors, but would need a closet; there is plenty of space to add a closet by expanding into the adjoining unfinished area. To complete the lower level there is a walk behind wet bar with mini frig and half bath, again plenty of room to expand this bath and add a shower by taking space from the adjoining unfinished area. Ample storage space. Zoned heating and cooling. Upstairs unit is newer, but both are well maintained and in working order. All new Marvin Infinity windows throughout, (52 to be exact), with the exception of any non-opening windows. This well cared for home is ready for its new owners!!! Showings start on November 7th. Open house Sunday November 8th 1-4pm. Interior photos available November 5th.

2105 Brook Hill Ridge Dr, Chesterfield

17915 White Robin Ct, Chesterfield
$1,299,000
5 Beds ⋅ 5 Baths ⋅ 26062792 MLS ⋅ ACTIVE Status
Set on a quiet cul-de-sac in the prestigious Greystone neighborhood, 17915 White Robin Court is a beautifully built Hayden Homes two-story offering more than 5,000 square feet of finished living space. Meticulously maintained and spotless throughout, the home offers impressive scale while still feeling warm and comfortable. A dramatic two-story foyer with volume ceilings creates a beautiful first impression, with extensive millwork, recently refreshed hardwood floors, and 9-foot ceilings on all three levels adding character throughout. The updated kitchen features 42-inch cabinetry, quartz countertops, JENNAIR double ovens, generous workspace, and an easy flow into the family room, where custom illuminated bookcases provide another layer of architectural detail. A formal dining room is ideal for entertaining, while the oversized laundry room adds exceptional everyday functionality. Upstairs, the spacious primary suite features a large private bath and impressive walk-in closet. Three additional bedrooms include two connected by a Jack-and-Jill bath and another with its own ensuite. The outdoor setting is one of the home’s standout features. A screened-in patio with ice/serving and beverage cooler overlooks the Baker pool and park-like, fully fenced backyard. An outdoor fireplace creates another inviting place to gather, while the yard extends well beyond the pool with mature surroundings, privacy, and plenty of green space to enjoy. The finished lower level adds even more versatility with a fifth bedroom, full bath, recreation space, and dedicated workout room. Additional highlights include zoned HVAC and a side-entry garage with epoxy-coated flooring. Located in the Rockwood School District with neighborhood access to Chesterfield Elementary, this exceptional Greystone home brings together quality construction, generous living spaces, outstanding outdoor amenities, and the unmistakable care of a home that has been exceptionally well maintained.

17915 White Robin Ct, Chesterfield

823 Silver Buck Ln, Chesterfield
$1,299,000
5 Beds ⋅ 5 Baths ⋅ 26059085 MLS ⋅ ACTIVE Status
GREAT NEW PRICE! Located in the award-winning Rockwood School District and just minutes from Chesterfield Valley, premier shopping, dining, parks, and Highway 40/ I-64, 823 Silver Buck Ln not only offers a prime location but also the benefits of newer construction, modern design, and thoughtful upgrades. This beautifully appointed 1.5-story home offers generous living spaces, thoughtful upgrades, and a versatile floor plan. The bright, inviting 2-story great room features a dramatic wall of windows, custom lighting, and seamless flow to the dining area and foyer. Durable LVP flooring runs throughout the main living areas. The top-of-the-line kitchen features quartz countertops, custom tile backsplash, center island, upgraded cabinetry with crown molding, double ovens, built-in microwave, stainless steel dishwasher, recessed lighting, and walk-in pantry. The breakfast room adds custom glass-front built-ins with crown molding and access to the new composite deck. The spacious main-floor primary suite offers a peaceful retreat with a bay window and dual walk-in closets with custom organizers. The luxurious bath includes tile flooring, double-sink vanity, walk-in shower, freestanding soaking tub, and private commode area. Main-level laundry features built-in cabinetry, marble countertop, utility sink, and dedicated folding area. Upstairs are three generous bedrooms with walk-in closets, a Jack-and-Jill bath, and a private en-suite bath. The finished walk-out lower level offers flexible space for guests, movies, and recreation, with a spacious family room featuring recessed lighting and built-in speakers, a fifth bedroom with walk-in closet, and a full bath with walk-in shower. The fenced, level backyard backs to mature trees for a peaceful, private setting. Relax or entertain on the new composite deck, with stairs to the lower-level patio. An oversized three-car garage with EV charger, concrete driveway, and zoned HVAC with air purifiers complete the home. Extensive storage, thoughtful upgrades, and versatile indoor-outdoor spaces blend style, functionality, and convenience in a highly desirable Chesterfield location.

823 Silver Buck Ln, Chesterfield

56 Chesterfield Lakes Rd, Chesterfield
$1,210,000
5 Beds ⋅ 5 Baths ⋅ 26064138 MLS ⋅ ACTIVE Status
Exceptional privacy and effortless indoor-outdoor living await in this meticulously maintained California-style atrium ranch on 2.41 acres in the gated community of Chesterfield Lakes. With approximately 2,527 square feet on the main level and over 5,000 total square feet of total living space, the spacious, open floor plan is filled with loads of natural light. A large courtyard creates a welcoming entrance, while a composite deck, two screened porches and patio provide inviting spaces to relax and enjoy the serene surroundings. The dining room shares a see-through fireplace with the inviting living room with wet bar and access to a screened porch, deck and backyard. The open kitchen features custom cabinetry, a center island and a generous breakfast room overlooking the peaceful front yard. The main level includes a primary suite with newer bath (2024), two additional bedrooms, updated full bath and powder room and laundry room. The expansive lower level offers a family room with a see-through fireplace shared with the bar area, game room, media room, two additional bedrooms and updated 1.5 baths. A second screened porch opens to the patio and private backyard with new fence (10/2026) bordering the property line. A newer roof and skylights (2025), ventless gas logs (2026), newer HVAC, oversized three-car garage plus shed and ample parking complete this exceptional retreat. See attached list for additional updates.

56 Chesterfield Lakes Rd, Chesterfield

1278 Harvester Dr, Chesterfield
$1,179,000
5 Beds ⋅ 5 Baths ⋅ 26052914 MLS ⋅ ACTIVE Status
Exceptional McBride-built 1.5 Sty located in the premier Chesterfield community of Fienup Farms. This popular “Pin Oak” model features an open light-filled layout with soaring ceilings, detailed trim work and large windows that offer continuous wooded views throughout the home’s interior. Welcoming covered front porch leads to formal dining room and stunning great room highlighted by a dramatic wall of windows. Designer kitchen with 42” white Shaker cabinetry, Helix quartz countertops, premium stainless steel appliances & 7’ center island adjoins bright breakfast room with sliding glass door that opens to deck. Spacious primary bedroom suite with luxury bath offers an appealing retreat. The 2nd floor extends the living quarters with 3 additional bedrooms, 1 with ensuite bath & 2 with Jack n’ Jill bath. The walk-out Lower Level provides an ideal space for both everyday living and effortless entertaining with an expansive recreation room & game room plus office, hot stone steam sauna, 5th bedroom and full bath. Situated on a premium wooded lot with composite deck, covered & open flagstone patios surrounded by built-in seating, fully fenced backyard & oversized 3-car garage with Tesla EV charger. Fienup Farms offers a vibrant lifestyle with 26-acre lake, pickleball courts, playgrounds, walking trails and beautifully maintained green spaces. Award-winning Rockwood School district.

1278 Harvester Dr, Chesterfield

2 Deer Field Ridge Rd, Chesterfield
$1,125,000
4 Beds ⋅ 4 Baths ⋅ 26063376 MLS ⋅ ACTIVE Status
A Private Estate Where Luxury Meets the Wild - Privately positioned in one of Wildwood's most coveted settings, 2 Deer Field Ridge is an extraordinary luxury retreat with something that simply cannot be added after the fact: direct access to Babler State Park. Step beyond your own property & immediately into one of St. Louis County's most treasured natural landscapes, where miles of trails, towering trees, & preserved beauty become an extension of your backyard. Inside, the residence was designed for both elevated entertaining & everyday living. This atrium ranch has 4 generously appointed bedrooms providing exceptional accommodations, while a dedicated study & two separate office spaces create the flexibility today's lifestyle demands. A private workout room & sauna transform the home into a personal wellness retreat, while the hot tub offers the perfect setting to unwind & appreciate the serine sprawling nature view from the custom no slip quartz composite, low-maintenance deck surrounding the home, creating an extraordinary connection between the residence & its natural setting. Whether hosting an intimate dinner, entertaining a crowd, enjoying your morning coffee, or retreating to the hot tub after a long day, outdoor living here feels less like an amenity and more like a way of life. The result is a property that feels remarkably private, exceptionally sophisticated, and genuinely irreplaceable. Where a morning workout can end with a sauna, an afternoon can become a hike without getting in the car, and an evening can unfold on your expansive deck surrounded by nature. Rarely does a property offer this combination of luxury, privacy, versatility, direct access to preserved land & convenience of location to shopping, restaurants, schools & more!

2 Deer Field Ridge Rd, Chesterfield

195 Kendall Bluff Ct, Chesterfield
$1,075,000
3 Beds ⋅ 3 Baths ⋅ 26053285 MLS ⋅ ACTIVE UNDER CONTRACT 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

16790 Benton Taylor Dr, Chesterfield
$859,900
4 Beds ⋅ 5 Baths ⋅ 26067863 MLS ⋅ ACTIVE Status
Welcome to this inviting two-story home, situated in the sought-after neighborhood of Baxter Pointe, in Rockwood School District and a very convenient location!! The main floor is spacious offering a Formal dining and Living room, a large family room and a generous size kitchen and laundry area. The kitchen features solid surface countertops, tiled backsplash, stainless steel appliances and ample cabinet space. The upstairs offers 4 generous size bedrooms, 3 full bathrooms and an open bonus room for evening hangouts with your loved ones. The master suite is surely one of a kind. A massive bedroom features a huge walk-in closet and an updated Master bathroom. The other bedrooms also have large closet space all with adjoining bathrooms. The partially finished basement offers additional versatile living space, complete with a full bathroom and an adjoining bonus area featuring a makeshift kitchen or potential craft space. Abundant storage adds even more functionality. As you step outside you are greeted by a beautiful, private backyard—an ideal setting for outdoor entertaining, relaxing, or simply enjoying your own peaceful retreat. Other features of the home include sprinkler system, newly replaced garage doors, newer roof, freshly painted trims and remodeled bathrooms, ceiling fans and more. Home is centrally located close to shopping, highways, restaurants, gyms, parks and more. With its flexible living spaces, desirable location, and wonderful outdoor setting, this home offers a fantastic opportunity to make it your own! Come see it today!!

16790 Benton Taylor Dr, Chesterfield

604 Spyglass Summit Dr, Chesterfield
$850,000
3 Beds ⋅ 4 Baths ⋅ 26063915 MLS ⋅ ACTIVE Status
SHOW STOPPER! Welcome to 604 Spyglass Summit Drive an exclusive beautiful gated community. This stunning villa has over $290,000 in fully renovated kitchen, bathrooms, freshly painted walls in every room, brand new porcelain tile floors, life proof basement floors. New carpet on the open staircase and wrought iron spinals with espresso black hand rails! This home is a MUST SEE! This All-Brick Villa with over 4300 finished sq feet has been loved and well maintained and ready for the next home owner to experience luxury at its finest. The gorgeous gourmet chefs dream kitchen was fully renovated 2025! Custom made cabinetry with a 10 ft. center island with built ins and loads of storage. Leathered granite counter tops thru out and high end GE Cafe appliances. As you walk thru the main level you will notice the stunning new tile floors along side the hardwood floors that flow into the dining room, family room, and both upstairs bedrooms. Main floor laundry with utility sink and closet with access to 2 car fully drywalled garage with epoxy flooring. All 3 bedrooms have on-suite bathrooms. Bonus 4th bedroom lower level. The Lower Level has new LVP floors and fresh paint with a fully renovated bathroom with Amish made cabinetry. Both HVAC systems were replaced in 2022. The massive main floor living room offers a fireplace flanked by built in bookshelves, a sliding glass door leading to a quaint composite deck. Vaulted Primary suite with custom built in's walk in closet, bay window & one of the largest bathrooms you will see! Lower level offers over 2000 sqft of living area featuring Family room with 2nd fireplace, 2 bedrooms, full bathroom & wet bar. Huge utility / storage room w/ cedar closet. Bonus glassed in sun room off of the walk out slider. This community just had $100,000 in renovations to the pool house and pool area directly across from the Villa!

604 Spyglass Summit Dr, Chesterfield

14426 Open Meadow Ct W, Chesterfield
$849,750
3 Beds ⋅ 4 Baths ⋅ 26031689 MLS ⋅ ACTIVE Status
Rarely does a townhome of this caliber become available. Tucked away on one of the community’s most coveted wooded lots, this stunning end-unit residence has been completely reimagined with designer finishes, elevated craftsmanship, and luxury living in mind! Offering over 3,800 square feet of finished living space, this 3 bedroom, 3.5 bath home blends sophisticated design with effortless comfort. Wide-plank wood flooring, custom trim work, dramatic black stair railings, curated lighting, and rich architectural details create a magazine-worthy aesthetic throughout. Thoughtfully reimagined throughout, this exceptional residence blends custom-level finishes with effortless, low-maintenance luxury living. The showstopping kitchen was designed for both entertaining and everyday living, featuring custom cabinetry, striking quartz surfaces, statement lighting, kitchen appliances approximately 2.5 years new, and an oversized waterfall island that anchors the space beautifully. The adjoining great room offers a floor-to-ceiling stone fireplace, walls of windows, and peaceful wooded views rarely found in condo living. The luxurious primary suite feels like a private retreat with a spa-inspired bath showcasing a freestanding soaking tub, oversized walk-in shower, designer tilework, and custom vanity cabinetry. A convenient second-floor laundry adds everyday functionality, while the upstairs loft space with built-ins creates the perfect home office space or reading lounge. The finished lower level offers exceptional flexibility with a spacious recreation area and additional bedroom with egress window and full bath; ideal for guests, multi-generational living, or extended stays. Outside, the oversized private patio and fenced yard back directly to woods, creating an incredibly peaceful setting with unmatched privacy. One of only a few units with this coveted wooded backdrop, all while being just minutes from Highway 40, dining, shopping, and everything Chesterfield has to offer. Residents also enjoy access to the community clubhouse and pool, offering resort-style amenities just steps from home! Additional updates include HVAC systems approximately 2 years new and a new roof installed in January 2025, further enhancing the home’s turnkey appeal. This is luxury villa living without compromise. Thoughtfully designed, extensively updated, and truly a work of art!

14426 Open Meadow Ct W, Chesterfield

2251 Whitby Rd, Chesterfield
$845,500
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

1823 York Ridge Ct, Chesterfield
$825,000
5 Beds ⋅ 4 Baths ⋅ 26069462 MLS ⋅ ACTIVE Status
Stunning Fully Remodeled 5-Bedroom Home in the Heart of Chesterfield! An incredible opportunity to make this gorgeous, completely remodeled 5-bedroom, 3.5-bath home in the heart of Chesterfield yours! Beautifully updated from top to bottom, this home combines modern finishes, spacious living areas, and thoughtful design throughout. Step inside to a grand two-story entry foyer, flanked by a formal living room on one side and an elegant dining room on the other. The spacious family room features a cozy fireplace and opens seamlessly to the impressive chef’s kitchen, creating the perfect setting for entertaining and everyday living. The stunning kitchen boasts a large center island, custom cabinetry, quartz countertops, a double pantry, and stainless steel appliances. A separate bar area with a wine cooler adds the perfect touch for hosting family and friends. A conveniently located laundry room completes the main level. Upstairs, you’ll find four generously sized bedrooms, including a luxurious primary suite featuring a spacious walk-in closet and a spa-inspired ensuite bath with custom tilework, a separate soaking tub, and a walk-in shower. The beautifully finished, walk-out lower level provides even more living space, including a fifth bedroom and an additional full bathroom—ideal for guests, a home office, or extended living arrangements. Enjoy peace of mind with numerous recent updates, including fresh paint throughout, new luxury vinyl plank flooring, updated lighting and fixtures, select electrical improvements, a new HVAC system, and a new composite deck. With its stylish renovations, versatile living spaces, and exceptional features, this move-in-ready home is one you won’t want to miss! Schedule your private showing today and discover all this beautiful Chesterfield home has to offer!

1823 York Ridge Ct, Chesterfield

16557 Baxter Forest Ridge Dr, Chesterfield
$799,900
4 Beds ⋅ 5 Baths ⋅ 26032202 MLS ⋅ ACTIVE Status
A Fresh Look. A Fresh Price. An Incredible Opportunity in The Forest!!! SPACE, PRIVACY AND ALL WITHOUT THE UPKEEP OF A LARGE PROPERTY IN THE HEART OF CHESTERFIELD!!! Tucked against a peaceful wooded backdrop, this spacious 1.5 story home offers well over 4,000 square feet of finished living space and a wonderfully flexible floor plan designed for the way people live today. The expansive main level allows for comfortable everyday living without ever needing to go upstairs. A private primary suite that walks out to the spacious deck and joined by the dramatic great room with fireplace. A gracious dining room and living room, updated eat-in kitchen and light-filled sunroom overlooking the trees complete the main floor. Step outside to the large covered deck and discover one of this home's most special features - a private, wooded setting, easy to maintain and feels wonderfully removed while still being convenient to everything. It's an ideal place for morning coffee, dinner outdoors, or simply enjoying the view and nature. Upstairs, three generously sized bedrooms, two full baths and a large loft create a separate space for family, guests, a home office or hobbies. And there's still more - the finished walk-out lower level provides an additional recreation and entertaining area with a kitchenette, full bath and abundant storage - giving the home tremendous flexibility for guests, extended family, or simply room to spread out. With a main-floor primary suite, multiple living spaces, main floor laundry area, exceptional storage, a finished walk-out lower level and beautiful wooded privacy, this home offers something increasingly difficult to find in Chesterfield: space to live now and a floor plan that can adapt for years to come.

16557 Baxter Forest Ridge Dr, Chesterfield

1723 Millstream Dr, Chesterfield
$790,000
5 Beds ⋅ 5 Baths ⋅ 26065094 MLS ⋅ ACTIVE Status
Nestled on a quiet cul-de-sac lot backing to mature trees, this gorgeous open-concept ranch offers the perfect blend of elegance, comfort, and natural beauty. From the moment you step inside, you’ll be captivated by the soaring vaulted ceilings, expansive wall of windows overlooking the peaceful wooded backyard, and light-filled living spaces. The impressive great room features a dramatic floor-to-ceiling brick fireplace, skylights that fill the space with natural light, and gleaming wood floors. Designed for both everyday living and entertaining, the gourmet kitchen boasts two oversized islands, stylish modern chandeliers, abundant cabinetry, a double oven, pantry, and beverage refrigerator. The adjoining breakfast room is surrounded by windows and offers direct access to the composite deck—an ideal spot for outdoor dining and entertaining. The spacious primary suite features a large picture window framing serene wooded views and a beautifully updated luxury bath complete with a walk-in shower, elegant clawfoot soaking tub, and double vanity. A second generously sized bedroom with an en-suite bath and large closet, convenient main-floor laundry, and a half bath complete the main level. The open staircase leads to an expansive lower-level family room featuring another stunning brick fireplace, a wall of windows with a walkout door, crown molding, and recessed lighting. Three additional spacious bedrooms offer large picture windows, ample closet space, and ceiling fans, providing plenty of room for family, guests, or a home office. Additional highlights include a three-car garage, abundant lower-level storage, and a large, level side yard offering even more outdoor possibilities. With its beautiful architectural details, spacious layout, abundant natural light, and tranquil wooded backdrop, this exceptional home offers a rare combination of style, space, and privacy.

1723 Millstream Dr, Chesterfield

14167 Parliament Dr, Chesterfield
$699,900
4 Beds ⋅ 3 Baths ⋅ 26066480 MLS ⋅ ACTIVE Status
Welcome to LADUE TRAILS, one of the MOST SOUGHT AFTER NEIGHBORHOODS in Chesterfield! Spacious, inviting, and designed for connection, this 1970's brick ranch offers approximately 3,800 square feet, four bedrooms, and three full bathrooms—along with the flexible spaces and outdoor amenities that make everyday living and entertaining feel effortless. The main level welcomes you with three bedrooms, new flooring, and a beautifully appointed kitchen featuring custom cabinetry, marble countertops, and a stylish backsplash. Gather around the new gas fireplace in the comfortable living area, or extend the conversation into the large sunroom, where expansive views of the pool, patio, and park-like backyard create a natural backdrop for entertaining. Electrical service is already in place for a future hot tub, adding even more potential for outdoor relaxation. The expansive lower level is ideal for multigenerational living, extended guests, or a private retreat. It includes a spacious bedroom suite with an egress window, a full bathroom, a bar area, and a partial kitchen with the potential to be converted into a full kitchen. Additional washer and dryer hookups, generous storage, and extra closet space provide the flexibility and independence today’s households appreciate. Outdoor enjoyment comes naturally here, with a beautiful pool, inviting patio, and expansive backyard offering plenty of room for summer gatherings, play, and quiet evenings under the stars. The rear-facing, two-car garage is insulated and finished with drywall and includes storage shelving, washer and dryer hookups, and a freezer that stays. Ample parking makes hosting family and friends convenient. Additional highlights include a whole-house water softener, a roof approximately three years old, newer HVAC, and large televisions in nearly every room that remain with the home. Accessibility features, including safety grab bars, add comfort and convenience. With generous living spaces, a flexible lower level, and a backyard made for gathering, this well-appointed ranch offers room for everyone to live comfortably, entertain often, and enjoy every season together.

14167 Parliament Dr, Chesterfield

1917 Dovercliff Ct, Chesterfield
$699,750
4 Beds ⋅ 4 Baths ⋅ 26057130 MLS ⋅ ACTIVE Status
Showings start 9/24. 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

718 Cedar Field Ct, Chesterfield
$699,000
4 Beds ⋅ 3 Baths ⋅ 26050998 MLS ⋅ ACTIVE Status
--PRICE ADJUSTMENT--OPEN SUNDAY 1:00-3:00--Resort-style living without giving up the privacy and space of a single-family home! Located in the gated Cedar Springs community of Town & Country, this beautifully updated 4-bedroom home offers an exceptional combination of sophisticated living, private outdoor entertaining and a carefree lifestyle. Imagine leaving the yard work, sprinkler maintenance and snow removal to someone else while enjoying access to a resort-style pool, tennis and pickleball courts, basketball, clubhouse, pond, paved walking trails and community events—all within your own private gated community. Inside, this former display home showcases custom design treatments, extensive crown molding, custom millwork and an open floor plan, perfect for everyday living and entertaining. The gourmet kitchen features custom cabinetry, granite countertops, stainless appliances, a center island and breakfast bar and opens to the warm and inviting hearth room with wood-burning fireplace, custom built-ins, and a wet bar. A large sunroom provides abundant natural light and opens to the covered stamped-concrete outdoor entertaining area with elevated wooded backdrop. Upstairs features a spacious primary suite with a beautifully renovated spa-like bath, walk-in closet, additional closet and private outdoor balcony. Partially finished lower level provides flexible space for a fabulous exercise room, recreation, hobbies, plus abundant storage. Conveniently located near Highway 64 and 141, with easy access to dining, shopping, coffee, nightlife and all that West County has to offer. Live the lifestyle that you deserve...Beautiful single-family-home privacy + gated security + pool + tennis/pickleball + clubhouse + basketball + walking trails + pond + lawn maintenance + snow removal ...If you're looking for a beautiful home where the amenities of a resort meet the privacy of a single-family residence—this is a lifestyle worth experiencing! Come take a look and make this your carefree resort home sweet home!

718 Cedar Field Ct, Chesterfield

14960 Country Ridge Dr, Chesterfield
$690,000
4 Beds ⋅ 3 Baths ⋅ 26068354 MLS ⋅ ACTIVE Status
Experience the beauty & elegance of a bygone era in this timeless reimagined center hall colonial, in an unbelievably convenient location in CHESTERFIELD just minutes away from highways, shopping, hospitals, and recreation. Be greeted by a grand oak hardwood staircase and wide-plank floors flowing into the formal living / dining rooms and main level. Pass by the elegant powder room with classic pedestal sink and step into the stunning remodeled coastal cottage-style kitchen, complete with cozy beadboard walls, custom cabinetry, appliance garage, Perrin & Rowe faucet, farmhouse sink, colonial sconces, plantation shutters, custom range hood with true ventilation, and a nearly 10-ft carrara marble top island with matching backsplash, ledge, and a pot rack. A 48" stainless refrigerator, 36" Verona range and Bosch 800 series dishwasher truly stand out in the kitchen filled with glorious natural light streaming in. Hardwood floors continue upstairs throughout the 4 bedrooms. 2 additional remodeled bathrooms with high end fixtures, custom tall shower glass, quartz counters, onyx subway surrounds, built-ins, marble floors, and classic clawfoot tub alongside a picture window to take in the majestic views from the very private backyard complete with full brick patio, trellis, cedar fencing, and extensive yard upgrades, roof Nov 2025, window wraps, siding, upgraded front porch, electrical, plantation shutters. Too many upgrades to list here. Come see what you've been missing.

14960 Country Ridge Dr, Chesterfield

14258 Dinsmoor Dr, Chesterfield
$685,000
5 Beds ⋅ 5 Baths ⋅ 26067479 MLS ⋅ ACTIVE Status
Absolutely fabulous 1.5-story home in the sought-after Green Trails Estates community, located in the award-winning Parkway Central School District. Offering 5+ bedrooms, 4.5 baths, and a versatile, light-filled floor plan, this spacious home sits on a beautiful .28-acre lot with a private, lush backyard. The welcoming center-hall layout features hardwood floors throughout, a formal dining room, a living room ideal for a home office, and a stunning family room with custom built-ins, a gas fireplace, and views of the backyard. The updated eat-in kitchen showcases custom cabinetry, granite countertops, and stainless steel appliances, complemented by a breakfast room and breakfast bar. A standout feature is the rare flexibility of two primary bedroom suites—one on each level. The main-level suite offers a vaulted ceiling, deck access, a private ensuite bath, and an oversized walk-in closet, making it ideal for multigenerational living or a private retreat. Upstairs, the second primary suite features a spacious walk-in closet and ensuite bath, along with three additional bedrooms and an updated full bath. The expansive lower level is designed for entertaining and everyday living, with a large rec room, workout/bonus room, full bath, and an additional flexible room perfect for a home office, hobby space, or guest accommodations. Additional conveniences include main-level laundry, a spacious pantry with a coffee bar, and an oversized garage. A large deck and pergola overlook the backyard and are perfect for entertaining. Newer roof, HVAC systems, and appliances add peace of mind. Enjoy the space, versatility, and comfort of this exceptional home in a convenient Chesterfield location, close to shopping, dining, offices, and schools.

14258 Dinsmoor Dr, Chesterfield

14620 Timberlake Manor Ct, Chesterfield
$674,500
3 Beds ⋅ 3 Baths ⋅ 26048737 MLS ⋅ ACTIVE Status ⋅ Thousand Oaks/ The Townes BLDG.
Recent updates include; painting in kitchen, breakfast room, hallway, primary bedroom and 2nd bedroom on main level and lower level family room. New carpet in lower level family room and bedroom.** Seller added upper level and lower level screened-in porches in 2024, new roof 2025, new HVAC 2025, hot water heater 2026** Most windows on main level and lower level sliding glass door have been recently replaced.**Exceptional brick great room ranch beautifully designed & stylishly appointed to accommodate daily comfort & gracious entertaining. This popular “Seaport” model from Hayden Homes features an open floor plan with soaring ceilings, detailed trim work & full-height windows that draw in an abundance of natural light. Welcoming courtyard entrance leads to tiled foyer, formal dining room with wide bay window and vaulted great room with marble fireplace, granite bar and atrium door that opens to screened porch that overlooks wooded ground. Custom-designed kitchen with maple cabinetry, granite countertops, premium stainless steel appliances & center island adjoins light-filled breakfast room. The spacious primary bedroom suite with large walk-in closet, built-in storage cabinets & bath offers an appealing retreat. A 2nd bedroom, hall full bath & convenient laundry complete the main floor living quarters. Open staircase accesses Lower Level entertainment space with family room with floor-to-ceiling brick fireplace, game room with wet bar and guest suite. Situated on a private cul-de-sac lot with 2 screened porches, paver patio & 2-car garage. Complex amenities include clubhouse, pool & tennis court. 2nd association fee of $900/annually to Thousand Oaks for entrance, pool, tennis courts and 2 lakes.

14620 Timberlake Manor Ct, Chesterfield

1627 Timberlake Manor Pkwy, Chesterfield
$650,000
4 Beds ⋅ 3 Baths ⋅ 26063587 MLS ⋅ ACTIVE Status ⋅ Thousand Oaks Add BLDG.
HUGE PRICE IMPROVEMENT ! Sellers had made a significant adjustment .Welcome to a home that completely redefines low-maintenance living. This spectacular end-unit ranch pairs the ease of main-level living with beautifully finished spaces, impressive room to spread out, and a level of style and privacy that feels more like a single-family home. Step inside to soaring ceilings, gorgeous oak hardwood floors, plantation shutters, detailed millwork, and an open layout filled with natural light. At the heart of the home, the showstopping chef’s kitchen features glazed white cabinetry, butcher block countertops, stainless steel appliances, and an impressive 9-foot center island—perfect for gathering and entertaining. The vaulted great room makes an equally memorable impression with a marble fireplace, wet bar, and direct access to the private deck overlooking peaceful wooded surroundings. The spacious primary suite feels like its own retreat, complete with a beautifully appointed bath featuring a jetted tub. A second bedroom, full bath, formal dining room, breakfast room, and convenient main-floor laundry allow for comfortable everyday living all on one level. Downstairs, the expansive finished lower level offers an entirely new dimension of living and entertaining space with a recreation room, brick fireplace, game area, gathering bar, two additional bedrooms, and a full bath. Outside, enjoy both a private deck and patio surrounded by a serene, wooded setting. Even better, the community takes care of many of the exterior maintenance details while offering an incredible collection of amenities including a clubhouse, pool, tennis, pickleball, sport courts, lakes, and beautiful walking areas. Thoughtfully renovated with accessibility in mind, this is an exceptional opportunity to enjoy space, privacy, convenience, and an amenity-rich lifestyle—all in one remarkable home.

1627 Timberlake Manor Pkwy, Chesterfield

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Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker of MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Some listings have been excluded from this website.


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