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1952 Farm Valley Dr, Chesterfield
$739,900
4 Beds ⋅ 4 Baths ⋅ 26062843 MLS ⋅ ACTIVE Status
Welcome to the Westfield Farm neighborhood! This beautifully renovated 1.5-story home is in a prime Chesterfield location in the highly sought-after Parkway Central School District. A charming front porch with an impressive, high-ceiling entry creates a warm first impression. The main level offers an open flow of living space that includes a living room, recently used as an in-home office and ideal for that use, and a spacious family room with a vaulted ceiling and cozy gas fireplace. The kitchen, thoughtfully designed for both everyday use and entertaining, includes stainless steel appliances, custom cabinetry, an electric range, center island, and a large breakfast room that opens to the deck, adding additional convenience and enjoyment for everyday life and entertaining. Once out on the deck, you can choose between the outdoors for grilling or the large screened-in porch with a ceiling fan overlooking the beautiful backyard. An additional entry to the deck comes from the primary retreat, a generously sized room that includes a sitting area and a large, comfortable bath with a double-basin vanity and a tub with shower. Completing the first floor is the formal dining room, laundry room for everyday convenience, and half bath. Upstairs are three additional bedrooms and a full bath. The finished walk-out basement significantly expands your living space, featuring two separate living areas, a wet bar, a full bath, and a private sleeping area. From this level, step outside to a large patio and fully fenced backyard. Lastly, there is a two-car attached garage and lovely plantings all around. This house has new wood floors installed in June 2026 throughout the 1st and 2nd floors except for the foyer, kitchen, and breakfast room. All other floors are brand new. Also, a new roof was installed in May 2026. New water heater too!

1952 Farm Valley Dr, Chesterfield

14507 Wellington Estates Mnr, Chesterfield
$799,900
4 Beds ⋅ 4 Baths ⋅ 26067852 MLS ⋅ COMING SOON Status
Welcome to this beautiful home in a desirable area of Chesterfield that is within walking distance to great schools, prime shopping at Town & Country Crossing, fun restaurants and close to parks and hospitals too! Tucked away in the Wellington Estates neighborhood, this classic 2 story home has approx 3868 Sq Ft of finished living space including 4+Bedrooms and 4 baths (3/1) . As you enter the home, you are greeted by the 2 story foyer and the new hardwood floors that were just added to the main level plus new carpet added to the second floor. There is a separate living room and a huge dining room that is perfect for entertaining! The great room has built-in bookshelves surrounding the masonry fireplace and a wet bar. The large eat-in kitchen has 42 inch cabinets, granite countertops, a center island and double ovens, plus it has access to the back deck which makes BBQing easy! There is a main floor laundry adjacent to the kitchen and a planning desk too! Upstairs are the 4 bedrooms including the generous primary bedroom suite which has double sinks, a soaking tub and a separate shower. The walk out lower level includes a large recreation area as well as a bonus room that could be a home office or sleeping area. To top it off, there is a 3 car garage too!

14507 Wellington Estates Mnr, Chesterfield

16589 Honey Locust Dr Unit 24-302, Chesterfield
$778,900
3 Beds ⋅ 4 Baths ⋅ 26066717 MLS ⋅ ACTIVE Status
New construction by Fischer Homes in the beautiful Wildhorse Village community, featuring the Hanover floorplan! This townhome design offers 3 bedrooms, 3 full baths, and 1 half bath. The second level showcases an open-concept layout where the spacious kitchen with large pantry connects to the central dining areas with a view to the light-filled family room with fireplace and walk-out access to the deck. The upper level provides a private owner's suite featuring an en-suite bath, plus two additional bedrooms, a full bath, and a conveniently located laundry room. The entry level offers a spacious study and full bath, perfect for a home office. This home combines smart vertical design with thoughtful customization options, creating modern functionality with versatile living spaces tailored to your lifestyle. The spacious 2-bay garage completes this exceptional home.

16589 Honey Locust Dr Unit 24-302, Chesterfield

255 Cheval Square Dr, Chesterfield
$715,000
4 Beds ⋅ 4 Baths ⋅ 26058433 MLS ⋅ ACTIVE Status
Welcome to Chesterfield Farms, where timeless charm meets comfortable, move-in-ready living. This beautifully maintained two-story home offers a neutral palette, generous living spaces, and an abundance of natural light throughout. Just off the entry, a charming home office and elegant dining room create a warm first impression, while the bright and airy family room, complete with a gas fireplace, flows seamlessly into the spacious kitchen. Here, stainless steel appliances, a center island, abundant cabinetry, and ample counter space are complemented by a sunny breakfast room and a versatile bonus office or den. A main-floor laundry room and two-car garage with interior basement access add everyday convenience. Upstairs, four spacious bedrooms and two full baths include a generous primary suite with a well-appointed bath featuring a double vanity, soaking tub, and separate shower. The finished lower level extends the living space even further, offering an additional recreation or living area and a full bath. Outdoors, unwind in your private backyard, where a large, level lawn provides the perfect setting for entertaining, play, or quiet evenings at home. Beyond the home itself, the location is hard to beat. Enjoy the exceptional walkability of Chesterfield Farms, with the neighborhood clubhouse, tennis courts, and pool just down the street. A wonderful combination of space, comfort, and sought-after neighborhood amenities, this home is ready to welcome its next owners.

255 Cheval Square 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

14901 Jockey Club Dr, Chesterfield
$715,000
5 Beds ⋅ 4 Baths ⋅ 26063564 MLS ⋅ ACTIVE Status
MOTIVATED SELLER **An Extraordinary Home. An Exceptional Opportunity.** Discover The Grand Estate at Jockey Club, an impressive five-bedroom residence offering over 5,000 square feet of living space in the desirable White Gate Farms Estates community. Designed for both everyday comfort and exceptional entertaining, this home features a beautifully renovated kitchen, a newly finished basement with a dedicated movie theater room, and an inviting four-season room overlooking the beautifully landscaped backyard and oversized deck. Beyond these highlights, discover a private primary retreat, generous living areas, and thoughtful updates throughout that bring comfort, functionality, and sophistication together. From intimate gatherings to grand celebrations, this residence offers the space and versatility to complement your lifestyle. **Some homes are best described. Others must be experienced.** **5 Bedrooms. 5,000+ Square Feet. One Grand Opportunity.** Schedule your private showing and experience The Grand Estate at Jockey Club.

14901 Jockey Club Dr, Chesterfield

2508 Peppermill Lake Ct, Chesterfield
$710,000
5 Beds ⋅ 3 Baths ⋅ 26053940 MLS ⋅ ACTIVE Status
Welcome home to 4000 sq. ft. of luxurious living space. This stunning 5 bed/3 bath atrium ranch sits on a quiet cul-de-sac in the Rockwood School District and backs to a pond. This home is updated and meticulously maintained, including a new roof in 2026. When you walk in, you are greeted by gorgeous hardwood floors, a cathedral ceiling, and a wall of upgraded shatter-proof atrium windows. The main floor features a primary bedroom suite with a magnificent updated spa-like bathroom with a remote-controlled skylight. There are also two other bedrooms and a formal dining area. The kitchen has solid-surface counters, stainless appliances, and access to a beautiful composite deck, which leads to a custom stamped-concrete patio. You’ll never want to leave home, and you won’t have to because this home is perfect for entertaining. The lower living area has a full wet bar and entertaining area. There are also two additional bedrooms and a huge spare room, ideal for an office or a crafting/hobby area.

2508 Peppermill Lake Ct, Chesterfield

17026 Kimwood Ct, Chesterfield
$789,000
5 Beds ⋅ 4 Baths ⋅ 26062603 MLS ⋅ ACTIVE Status
Welcome to 17026 Kimwood Court, a spacious and inviting home in sought-after Chesterfield Estates offering more than 4,000 square feet of finished living space, a main-floor primary suite, and a versatile walkout lower level. The main level features generous living and entertaining spaces, including a light-filled great room, an adjoining sunroom, a formal dining area, and a large kitchen with abundant cabinetry and workspace. The primary suite offers the convenience of main-level living, while additional bedrooms provide flexibility for family, guests, or a home office. Downstairs, the finished walkout lower level expands the living space with a large recreation area, wet bar, additional sleeping space, a full bath, and plenty of storage, ideal for guests, entertaining, fitness, or multi-generational living. Outside, enjoy the established neighborhood setting and mature landscaping, while the attached 3-car garage provides excellent parking and storage. Located in Chesterfield Estates with convenient access to shopping, dining, schools, parks, and major highways, this home offers an exceptional combination of space, function, and opportunity in one of Chesterfield’s most established communities.

17026 Kimwood Ct, Chesterfield

259 Cheval Square Dr, Chesterfield
$705,000
4 Beds ⋅ 4 Baths ⋅ 26049884 MLS ⋅ ACTIVE Status
Welcome to effortless living in the highly desirable Chesterfield Farms neighborhood! This move-in-ready 1.5-story home is filled with natural light and offers an inviting blend of comfort, functionality, and timeless style. The impressive two-story great room features floor-to-ceiling windows that create an airy, open atmosphere centered around a wood-burning fireplace. The space flows seamlessly into the beautifully updated kitchen, complete with granite countertops, stainless steel appliances, abundant cabinetry, and a charming breakfast area with a bay window. A formal dining room provides an elegant setting for entertaining, while main-level laundry and a primary suite with a full bath offer the flexibility and convenience of main-floor living—ideal for multigenerational households. Upstairs, three additional bedrooms, a full bath, and a versatile flex space provide plenty of room for a home office, study, or cozy hangout area. The finished lower level expands the living space even further with a wet bar, half bath, and generous recreation and living areas. Outside, a beautiful patio overlooks the expansive, lush yard, creating a welcoming setting for morning coffee, outdoor entertaining with the built-in gas grill, or relaxing evenings at home. The location is just as appealing, with the community pool only four houses away and the JCCA a convenient seven-minute walk. Enjoy the benefits of a walkable neighborhood with easy access to community amenities, while I-64 and the shopping, dining, and entertainment of Chesterfield Valley are just a three-minute drive away. Combining versatile living spaces, a wonderful neighborhood setting, and everyday convenience, this Chesterfield Farms home offers a lifestyle for every stage of life. New roof and siding installed in 2025!

259 Cheval Square Dr, Chesterfield

718 Cedar Field Ct, Chesterfield
$715,000
4 Beds ⋅ 3 Baths ⋅ 26050998 MLS ⋅ ACTIVE Status
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

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

18668 Olive Street Rd, Chesterfield
$792,000
3 Beds ⋅ 2 Baths ⋅ 26017110 MLS ⋅ ACTIVE Status
Opportunity awaits you on this 2 acre property that offers approximately 132 feet of street frontage with plenty of traffic that is close to all amenities that the Chesterfield Valley has to offer. Right down the street from the new volleyball and basketball sports complex! Possibilities we can imagine utilizing this property for are potentially a self storage facility, camper or boat parking, landscaping business, pop up shop rental, co-working spaces, or be the landing and eatery for food trucks! Imagine a fun place with go karts or mini golf?? Currently hosts a brick 3 bedroom, 2 bathroom ranch home with attached 2 car garage. The living room, dining room and kitchen are all open with touches of beamed and vaulted ceilings and a wood burning fireplace. Roof and HVAC system are new! There is a large unfinished basement for additional possibilities. Join the buzz in Chesterfield and create your dream, here's your chance!

18668 Olive Street Rd, Chesterfield

960 Chesterfield Pkwy E, Chesterfield
$799,000
2 Beds ⋅ 1 Baths ⋅ 26014542 MLS ⋅ ACTIVE Status
Prime opportunity along highly visible Chesterfield Parkway! This versatile 1.31 acre parcel is currently zoned R3 Residential and is designated as a Neighborhood Center in the City of Chesterfield Comprehensive Plan. The Neighborhood Center designation does support potential rezoning to a commercial district. With excellent frontage and convenient access to major thoroughfares, the property provides outstanding visibility and accessibility in one of Chesterfield’s most desirable and rapidly growing areas. Whether you’re a builder, investor, or business owner looking for your next strategic location, this site offers flexibility to develop residentially today or explore future commercial possibilities (subject to municipal approval). Surrounded by established neighborhoods, retail, dining, and business centers, the location combines strong traffic exposure with close proximity to everyday amenities. Don’t miss the chance to secure a high-potential parcel in a premier corridor with multiple development paths.

960 Chesterfield Pkwy E, Chesterfield

Listings courtesy of Mid America Regional Information Systems Internet Data Exchange as distributed by MLS GRID.


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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