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Chesterfield Homes For Sale

Chesterfield Missouri is a home in Western St. Louis County in both Parkway and Rockwood School Districts.   It's bound by the Missouri River to the north and West, and loosely bound by Highway 141 on the east.    

Considered an upscale community with above average home values and sizes.   From July 2020 through July 2021, homes were 37 years old, 4 bed, 3.5 bath - 2,628 square feet in size (above grade) and sold for $519, 383;  0.3% above list price.

Following the Great Flood of 1993, Chesterfield invested heavily in the Monarch Levee Greenway Trail, and secured a large section of lowlands for development into the largest outdoor strip mall in America, with two additional outlet malls being built more recently.   

 

Chesterfield Real Estate is our Specialty! Let the Premier Team help you achieve your Chesterfield real estate goals!   We have listed and sold homes throughout the Chesterfield area.

Chesterfield Homes below $300,000     Chesterfield Homes $300-$500,000

Chesterfield Homes $500 -$750,000     Chesterfield Luxury Homes above $750,000

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Claymont Lake Estate homes

Latest Chesterfield Homes for Sale

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

15525 Windsor Ridge Ct, Chesterfield

$599,900
3 Beds 2 Baths 26054244 MLS ACTIVE Status
Some homes check the boxes. This one leaves an impression. From the inviting covered front porch to the soaring vaulted ceilings inside, every space feels open, comfortable, and ready to be enjoyed. White oak engineered flooring, updated lighting, and insulated windows carry throughout the main living areas. Just off the entry, a versatile bonus room makes an ideal home office, den, or could easily be enclosed as a fourth bedroom. A dedicated dining room is ready for everything from holiday dinners to everyday gatherings. The dramatic floor-to-ceiling brick see-through fireplace anchors both the vaulted living room and family room, creating one unforgettable living space. Just beyond, the oversized screened deck feels like an extension of the home—a place you'll look forward to enjoying from your first cup of coffee to peaceful evenings at the end of the day. The kitchen opens seamlessly to the living room and features granite countertops, stainless steel appliances, a breakfast bar, pantry, and tile backsplash. The spacious owner's suite offers room for a sitting area, while the ensuite bath features a soaking tub, separate shower, dual vanities, and a skylight. Two additional bedrooms, an updated hall bath, and main-floor laundry complete the main level. And if you've been searching for more garage space, you've found it! The six-car tandem garage is an opportunity that's rarely available, offering incredible flexibility for vehicles, storage, hobbies, or a workshop. An updated electrical panel (2026) is another welcome bonus, all within the desirable Parkway School District.

391 S Greentrails Dr, Chesterfield

$435,000
3 Beds 3 Baths 26053062 MLS ACTIVE Status
Experience low-maintenance living in this prime Chesterfield location in the popular Braefield community. Recently refreshed with professional painting throughout the main level, this move-in ready Chesterfield home offers a bright, welcoming atmosphere and over 2,500 square feet of finished living space. The kitchen and dining spaces provide ample room for gathering with family and friends while remaining connected to the heart of the home. Designed with both comfort and functionality in mind, the open-concept floor plan creates seamless flow between the kitchen, dining area, and vaulted great room, making it ideal for everyday living and entertaining. The spacious great room features a cozy gas fireplace, built-in shelving, and soaring ceilings that enhance the home's inviting character. The main-floor primary suite offers the convenience buyers are looking for, featuring generous closet space and a private en-suite bath designed for relaxation. Main-level laundry further enhances the ease of single-level living. The finished lower level expands the home's versatility with a family room, two additional bedrooms, a full bath, and a wet bar area, making it perfect for guests, multigenerational living, hobbies, or entertaining. Don’t miss the unfinished areas providing generous storage and workshop areas. Shelving in unfinished area remains with the home. Recent improvements provide valuable peace of mind, including a new dishwasher installed in August 2026, along with a newer HVAC system and newer roof. Located just minutes from Highway 64/40 and Clarkson Road, this exceptional villa offers convenient access to Chesterfield Valley shopping, restaurants, parks, medical facilities, and major commuting routes. If you're searching for a villa for sale in Chesterfield, MO with a main-level primary suite, finished lower level, and move-in ready condition, this home deserves a closer look.

845 Braefield Ct, Chesterfield

$539,000
3 Beds 3 Baths 26054457 MLS ACTIVE Status
Welcome to 15250 Kingsman Circle, a beautifully updated Chesterfield home offering a great combination of comfortable living, thoughtful improvements, and fantastic indoor and outdoor spaces. Situated in a desirable neighborhood, this home has been extensively updated over the past four years, making it truly move-in ready. The main level offers a welcoming floor plan with spacious living areas, a comfortable kitchen, and an inviting dining space featuring a custom built-in bar added in 2026. The bathrooms were renovated in 2022, and a hall closet/mudroom was added to provide additional everyday storage and functionality. Recent improvements include a new front door, garage door and HVAC system, all completed in 2025. The finished lower level was renovated in 2025 and now includes an additional bonus room, providing flexible space for guests, a home office, recreation area, or additional living space. Outside, the backyard is designed for entertaining and relaxation with a pool featuring a new liner in 2025 and a new pool pump added in 2026. An outdoor TV was installed and wired in 2025, creating the perfect setting for watching games, movies, or enjoying summer evenings with family and friends. 15250 Kingsman Circle offers the perfect opportunity to enjoy a beautifully maintained home without the hassle of taking on a long list of projects. Conveniently located in Chesterfield with easy access to shopping, dining, parks, major highways, and Parkway schools, this is a home that offers both comfort and convenience in a fantastic setting.

15250 Kingsman Cir, Chesterfield

$799,900
4 Beds 4 Baths 26054252 MLS ACTIVE Status
Welcome to this beautiful one-and-a-half-story home in the prestigious Westhampton Woods subdivision, located in the highly sought-after 63005 zip code! This spacious and thoughtfully updated 3,600+ square-foot home offers an inviting blend of comfort, style, and functionality. Neutral flooring flows throughout the main level, creating a warm and cohesive feel from the welcoming foyer through the dining room, living room, kitchen, breakfast area, and sunroom. The updated kitchen is sure to impress, featuring a Dacor gas range, stainless-steel appliances, built-in microwave/oven combination, stone countertops, a gorgeous tile backsplash, and ample cabinetry—perfect for both everyday living and entertaining. The main level offers plenty of space to relax and gather, including a bright and inviting sunroom and a recently added covered deck, providing the perfect setting for morning coffee, outdoor dining, or enjoying peaceful evenings. The spacious primary suite is a true retreat, featuring a beautifully remodeled en-suite bathroom and a large walk-in closet with custom built-ins for exceptional storage and organization. Upstairs, you'll find a versatile bonus sitting area, three generously sized bedrooms, each with walk-in closets, and two full bathrooms, offering plenty of room for family and guests. The walkout lower level provides an excellent opportunity to create additional living space, a home gym, or whatever suits your lifestyle. Located near walking trails, Babler State Park, highway 40/64, shopping, dining, and highly regarded schools, this wonderful home offers the perfect combination of space, updates, location, and lifestyle. Come see all that this property has to offer—you’ll want to make it home!

17835 Westhampton Woods Dr, Chesterfield

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

15706 Heathercroft Dr, Chesterfield

$580,000
5 Beds 3 Baths 26051896 MLS ACTIVE Status
Welcome to 1 Oakland Hills Drive, updated 2-story home tucked into the sought-after Four Seasons community of Chesterfield. Offering 5 bedrooms, 3 full baths and just over 2,900 square feet of thoughtfully designed living space, this home perfectly blends classic charm with the updates and functionality today’s buyers are looking for. Step inside to beautiful hardwood flooring and an inviting foyer that opens to a spacious living room with a wonderful view of the Four Seasons Golf Course and subdivision pool. The main level also features a separate dining room conveniently located just off the kitchen, making entertaining a breeze. The updated kitchen offers custom cabinetry, quartz countertops, backsplash, under cabinet lighting, stainless steel appliances and breakfast bar seating, while the adjoining eat-in area flows seamlessly into the comfortable family room. The family room features an updated fireplace and an open layout that creates an inviting space for everyday living and gathering. A generous bonus room adds even more versatility and can easily accommodate a playroom, home office, hobby space or guest area, with convenient access to the backyard and deck. Upstairs, you’ll find a spacious primary suite with private bath, along with four additional bedrooms and another full bath, providing plenty of room for family and guests. The finished lower level offers additional recreation space currently being used as a play area and home gym. Outside, enjoy the expansive fenced backyard, spacious deck and beautiful golf-course views—an ideal setting for relaxing, entertaining or simply enjoying the peaceful surroundings. Additional highlights include a 3-car attached garage, full basement, community pool and clubhouse (extra $80/ year for membership), all in an incredible Chesterfield location within the Parkway School District. Recent interior updates include kitchen, fresh paint throughout, working fireplace-gas, new HVAC (both units), new water heater, switches & outlets, sliding door for deck entry, all completed between 2025 & 2026. Exterior updates include a new roof, siding, gutters and deck, all completed in 2022 as well as low maintenance landscaping in 2025. With its generous living spaces, flexible floor plan and fantastic location, check this gem out today!

1 Oakland Hills Dr, Chesterfield

$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 ACTIVE Status
Open Sat, 8/29, 12-2pm and Sun, 8/30, 1-3pm. 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 nearly 6000 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

$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

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