Chesterfield Homes for Sale

Chesterfield Homes for Sale

Welcome to Chesterfield, Missouri—a vibrant community nestled in the heart of St. Louis County. Known for its picturesque landscapes and family-friendly atmosphere, Chesterfield offers a perfect blend of suburban charm and urban convenience. With its lush parks, top-notch schools, and a variety of shopping and dining options, it’s no wonder that this area is a sought-after destination for families and professionals alike.

Chesterfield boasts an impressive array of homes for sale, catering to diverse tastes and lifestyles. Whether you're looking for a cozy single-family residence or a luxurious estate, the real estate market here has something for everyone. Many homes feature spacious layouts, modern amenities, and beautifully landscaped yards, providing the ideal setting for both relaxation and entertainment.

The community is also known for its strong sense of belonging, with numerous local events and activities that foster connections among residents. From farmers' markets to seasonal festivals, there’s always something happening in Chesterfield. Plus, with its proximity to major highways and the vibrant city of St. Louis, residents enjoy easy access to everything the metropolitan area has to offer.

If you’re ready to find your dream home in Chesterfield, now is the perfect time to explore the available listings. Discover a community that combines the best of suburban living with the excitement of city life—your new home awaits in Chesterfield!

Newest Chesterfield Homes for Sale

$679,900
4 Beds ⋅ 3 Baths ⋅ 26052880 MLS ⋅ COMING SOON 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
$550,000
2 Beds ⋅ 2 Baths ⋅ 26053067 MLS ⋅ ACTIVE Status
Don't miss this incredible opportunity to acquire this SPECTACULAR ranch-style Villa located in the highly sought after Terraces at Woods Mill Cove! The inviting courtyard immediately welcomes you and sets the stage for the exceptional quality, style and class within. Step inside and note the meticulous attention to detail throughout where each custom, high-end designer finish was thoughtfully selected to complement and elevate the perfectly proportioned spaces. The gracious entry foyer leads you effortlessly throughout: front bedroom is ideal for guests or home office and offers wonderful closet space and is adjacent to the ultra chic "boutique" hall bath that is absolutely GORGEOUS! Beautiful furniture style cabinet vanity with exquisite marble top, elegant sconces, intricate tilework and oversized tub/shower combination. Like to cook/entertain? The magazine worthy kitchen is simply STUNNING! Highlighted by warm KraftMaid cabinetry offering soft close drawers, abundant storage/pull-outs, beautiful granite countertops, abstract tile backsplash, oversized island with attractive chandelier, Bosch/LG stainless steel appliance package, separate pantry, charming breakfast nook and convenient access to the laundry/mud room and garage. The elegant dining room is generously sized and flows seamlessly into the great room that is a SHOWSTOPPER: soaring 11' ceilings, picturesque wall of floor-to-ceiling windows, custom built-ins that flank the striking focal fireplace (gas) accented with marble surround and dentil molding. The serene primary suite is quite FABULOUS: large walk-in closet with custom organization, (2) additional sets of closets, spa-like bathroom with double bowl vanity, walk-in shower, large soaking tub and linen closet. Relax and unwind in the AMAZING screened porch that overlooks the peaceful private yard with mature trees and well manicured grounds. The large unfinished lower level offers a multitude of options for ones choosing: finish the space for additional square footage or simply use it for abundant storage! This is TRULY a special home!

14143 Woods Mill Cove Dr, Chesterfield
$1,950,000
5 Beds ⋅ 5 Baths ⋅ 26048658 MLS ⋅ COMING SOON 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, with heated bathroom floors, 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. Additional upgrades include smart-home controls for thermostats, lighting, security and irrigation, along with numerous builder and post-construction enhancements. All appliances, including the washer and dryer, are included. 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
$580,000
5 Beds ⋅ 3 Baths ⋅ 26051896 MLS ⋅ COMING SOON Status

1 Oakland Hills Dr, Chesterfield
$1,100,000
4 Beds ⋅ 4 Baths ⋅ 26045330 MLS ⋅ ACTIVE Status
Welcome to 14814 Straub Hill Lane, a beautifully maintained two-story home situated on a spacious .42-acre lot in desirable Brook Hill Estates in the heart of Chesterfield. Offering over 4,200 square feet of living space, this impressive 4-bedroom, 3.5-bath residence combines timeless traditional style with generous living and entertaining spaces throughout. Step inside to a dramatic two-story entrance foyer that sets the tone for the home’s bright and inviting interior. Hardwood flooring, high ceilings, recessed lighting, built-in features and an open, flowing floor plan create a wonderful setting for both everyday living and entertaining. A separate dining room provides an elegant space for gatherings, while the spacious family room is anchored by a wood-burning fireplace and custom built-in bookcases. The kitchen serves as the heart of the home, featuring abundant white cabinetry, dark countertops, a large center island with seating, electric cooktop, wall oven, microwave and dishwasher. The adjoining breakfast area is surrounded by natural light and offers direct access to the outdoor living space, creating an effortless flow between the kitchen, dining and family room areas. Upstairs, you'll find all four bedrooms, including a spacious primary suite with a tray ceiling, walk-in closet and an expansive private bath. The primary bath offers dual vanities, extensive cabinetry and a large separate shower. Three additional bedrooms and another full bath complete the upper level. The partially finished lower level adds approximately 1,000 square feet of additional living space and offers incredible versatility. Enjoy a large recreation area, built-in cabinetry and workspace, wet bar, additional sleeping area and a full bathroom—ideal for entertaining, overnight guests, a home office, fitness space or game room. Outdoor living is equally impressive. The expansive paver patio provides multiple areas for dining, lounging and entertaining, complete with a built-in barbecue and fire pit. Mature landscaping, established trees and a large, level lawn create a beautiful backyard setting with plenty of room to enjoy the outdoors. A three-car attached garage adds even more convenience and storage. Located within the Parkway School District and served by Claymont Elementary, West Middle and Parkway West High School, this exceptional Chesterfield property offers abundant space, a functional floor plan and impressive indoor and outdoor entertaining areas—all in an established neighborhood setting.

14814 Straub Hill Ln, Chesterfield
$769,000
5 Beds ⋅ 4 Baths ⋅ 26054047 MLS ⋅ COMING SOON Status
Beautifully renovated ranch situated on a large, level lot in sought-after Green Trails! Rich walnut hardwood floors flow throughout the main level and lead into a spacious open floor plan featuring a private home office, impressive great room with skylight, custom built-ins, and gas fireplace, plus a beautifully appointed kitchen with natural cherry cabinetry and built-in planning desk with glass-front doors. The expansive primary suite addition offers a sitting area, custom his-and-hers walk-in closets, and a luxurious bath with heated floors, walk-in shower, and soaking tub. Three additional bedrooms, two full baths, and convenient main-level laundry complete the first floor. The finished lower level provides even more living space with a massive recreation room, fifth bedroom, full bath, hickory wet bar, abundant storage, and second laundry area. Additional features include a whole house water filtration system, plantation shutters throughout, newer roof with LeafGuard gutters, tankless water heater, high-efficiency furnace, professional landscaping, outdoor lighting, and much more! Conveniently located near schools, restaurants and shops with easy access to major roadways. Schedule your showing today!

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

195 Kendall Bluff Ct, Chesterfield
$1,349,000
4 Beds ⋅ 4 Baths ⋅ 26048623 MLS ⋅ COMING SOON Status
Spectacular 1.5 story home, situated on a beautiful .23-acre lot, backing to woods, in the prestigious Reserve at Chesterfield Village Subdivision – Top Rated Rockwood Schools (Wild Horse Elementary). This 4 bedroom – 3 full baths & 1 half bath showplace, with over 6600 sqft of living space is painted in stylish, neutral colors throughout, to show off its’ architectural details. This home is truly move-in ready. Once you walk through the front doors, into the 2-story foyer, you will know you are home. The main floor boasts an extremely functional floor plan, designed for today’s living and entertaining featuring a wonderful study with step-up attached den area, a beautiful, light filled great room with coffered ceiling, a wall of windows, bringing the outside in, and a see-thru gas fireplace (stone surround), a lovely powder room, a gourmet eat-in kitchen with an abundance of custom cabinetry, granite counters, large, contrasting color, center island / breakfast bar, walk-in pantry, and top of the line stainless steel appliances, including gas cooktop, double oven, & fridge WOW, opening to the breakfast room, with sliding doors to the deck, a charming den with see-thru fireplace (stone surround), and a fantastic built-in work area with custom built-in desk and filing cabinets, a perfect space for a home office or for the kids to do their homework. If that is not enough, there is an incredible master suite, with trey ceiling, separate sitting area, custom organized walk-in closet and master bath with his & her vanities, large soaking tub & walk-in shower. The main floor laundry, and mud room / utility room with custom cabinetry, and built-in cubbies complete the 1st floor. Walk up the handcrafted staircase to the 2nd floor and you will find a fantastic loft, a spacious bonus room with built-in custom shelving, 3 additional spacious bedrooms, 2 full baths, one being a Jack & Jill bath, as well as 2nd floor laundry. Other features include zoned HVAC, 10’ ceilings, hardwood floors, custom millwork throughout, plantation shutters & custom window treatments, high lighting, professional landscaping, outdoor lighting, sprinkler & security systems, and an attached, oversized 3-car garage, just to name a few. The professionally finished walk-out lower level is awesome, featuring a large rec room with multiple seating areas, custom wet bar / beverage center with large center island / bar, and a theatre with large screen and projector, still leaving plenty unfinished storage space, with a home sauna, and a separate set of double doors to access the backyard. Relax outside in your private oasis, on upper composite deck or the lower-level concrete patio, all while admiring the beautiful, wooded backdrop. This house has it all and is perfect for entertaining family & friends - Location could not be better – convenient to shopping, restaurants, schools, hospitals, county parks, and a 5-minute walk to the Central Park Amphitheatre. - easy access to major highways.

360 Willow Weald Path, Chesterfield
$425,000
2 Beds ⋅ 3 Baths ⋅ 26026328 MLS ⋅ ACTIVE Status
Beautifully updated 2-bedroom villa situated on a premium lot with stunning lake views! This move-in-ready home offers an open and inviting layout, featuring rich hardwood floors throughout the main level and elegant plantation shutters that add both style and privacy. The spacious main floor is filled with natural light and flows seamlessly from a covered front porch—perfect for enjoying peaceful mornings overlooking the water. The main floor provides a comfortable living room area with gas log fireplace, formal dining, along with kitchen, breakfast area, two bedrooms and 2 bathrooms. The finished walk-out lower level expands your living space, complete with a family room, reading nook and a half bathroom along with direct access to a private patio with serene lake views—ideal for entertaining or relaxing. With thoughtful updates throughout, this home combines comfort and convenience. Located in the highly sought-after Parkway School District, this property also offers access to exceptional community amenities including a pool, clubhouse, fitness center, lake, and pickleball/tennis courts. Enjoy low-maintenance living in a fantastic location with scenic surroundings—this one checks all the boxes!

2362 Claymoor 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
$1,400,000
6 Beds ⋅ 5 Baths ⋅ 26051763 MLS ⋅ ACTIVE Status
Exceptional living begins with a home where virtually every detail has already been considered. Offering more than 5,000 sq. ft. of actual living area, 5 bedrooms and an extraordinary combination of luxury, technology, recreation and thoughtful functionality. The main level offers beautifully defined spaces for both everyday living and entertaining, including a great room, dining room, breakfast room, library and office. The primary suite is a true retreat, complete with its own sitting room and a luxurious bath with heated floors and soaking tub. Two additional bedrooms feature an ideal Jack-and-Jill arrangement, while a walk-in pantry, mudroom and full main-floor laundry with utility sink add exceptional convenience. Step outside and the home becomes its own private destination. A gorgeous covered deck with a wood cathedral ceiling, built-in skylights and stone fireplace creates an impressive outdoor living room overlooking the backyard. The saltwater pool features a sophisticated Pentair heating and cooling system, while a landscaped hot tub offers another place to unwind. The backyard itself was thoughtfully extended with additional soil and a reinforcement wall, creating more usable outdoor space. Beyond it, the property backs to The Reserves, providing the beauty and privacy of mature trees without the responsibility of maintaining them. The basement takes entertaining to another level. A remarkably substantial kitchenette functions much like a full-size kitchen, complemented by a wine refrigerator and built-in wine glass storage. A remote-controlled drop-down projector screen, dedicated ceiling projector space, built-in surround sound and seven separate sound zones create an incredible setting for movie nights, music and gatherings. Resilient channels throughout the basement ceiling provide enhanced sound isolation. The lower level also includes 2 bedroom suites, one with a remote-controlled jetted tub and a second full laundry area with utility sink. Behind the beautiful finishes is an equally impressive level of planning. A reinforced basement room designed for tornado protection houses a built-in safe and enclosed 40-unit rack for Ethernet cable management and the lower-level wired sound system. The home offers two heating and cooling zones, a whole-house dehumidifier, heated bathroom floors and technology-forward outlets throughout much of the home featuring HDMI, USB and universal charging connections. Even the 3-car garage has been maximized, with overhead-mounted storage, a multi-bike storage system and two additional refrigerators. Seven-zone irrigation can be controlled from your phone, and built-in irrigation also serves the outdoor pool shower. The saltwater pool ranges from approximately 3 to 5 feet deep and is protected in the off-season by a heavy-duty solid vinyl safety cover designed to keep water and debris out, allowing the pool to remain filled through winter with proper seasonal care. This is more than a beautiful home—it is a home that has been exceptionally well thought out. From its sophisticated technology and behind-the-scenes infrastructure to its resort-style outdoor spaces, remarkable lower-level entertainment amenities and private setting against The Reserves, 308 Willow Weald Path offers an uncommon opportunity to move in, enjoy immediately and add the finishing touches that make an already exceptional property entirely your own.

308 Willow Weald Path, Chesterfield
$465,000
3 Beds ⋅ 3 Baths ⋅ 26052923 MLS ⋅ ACTIVE Status
Shimmy shimmy cocoa what? 2045 Country Field, that’s what ;) 2045 Country Field is here to teach us a thing or two about a home with staying power. Loved by the same family for generations, this 3 bed, 2.5 bath charmer is ready for somebody new to write the next chapter. Walk up to your wide front porch, and come on in through those double doors to hard surface floors, fresh paint + a living room with updated windows and a beautiful washed brick fireplace that’s seen its fair share of family gatherings. Slide open the doors to the four-season room and GOOD LUCK getting us to leave. Floor-to-ceiling windows, a skylight + backyard views make this the year-round MVP. The kitchen keeps it classic with honey oak cabinetry, granite countertops + SS appliances, while the bonus room nearby can be a dining room, bedroom, playroom or WFH space. We love a house that refuses to tell you what to do. Two more bedrooms + a full bath round out the main floor. One bedroom has custom closets + shiplap wall, while the other is currently every little fancy one’s dream with pink scalloped walls, another walk-in closet, and direct access to the full bath! Upstairs, you’ll find the primary bedroom with vaulted ceilings, tall windows, classic plantation shutters + plenty of closet space. The adjacent den makes the perfect reading nook, WFH office or designated spot for bringing your Pinterest board to life. Downstairs is where things get a little more fancy. Built-in BAR? Say less. Add fresh carpet, built-in shelving, a half bath, plus plenty of unfinished storage for all your miscellaneous... stuff. The fenced backyard was once home to a gorgeous garden + twinkling string lights, and it’s ready for its revival. Something else that stays consistent? The peony bush out front that blooms every spring! Roof ’22, flooring + fence ’23, carpet + water heater ’25 and A/C + coils ’21 mean plenty of the not-so-fun stuff is already handled. Top it off with a 2-car garage + a neighborhood known for picnics, kids markets and Christmas light contests. Good gracious, 2045 Country Field is bodacious. CHEERS!

2045 Country Field Dr, Chesterfield
Start Your Search