Chesterfield Real Estate Search

Chesterfield Single Family Properties for Sale

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Newest Chesterfield Single Family Homes for Sale

$750,000
5 Beds 3 Baths 26054894 MLS ACTIVE Status
Discover this beautifully updated, stately two-story home in the heart of Chesterfield, offering five bedrooms, three bathrooms, and more than 4,000 square feet of finished living space. The homeowners have meticulously maintained and improved the property, blending elegance, functionality, and timeless appeal. Just inside, the formal dining room is on the left, while a sitting room or flexible home office is on the right. The family room features a wood-burning fireplace, a walk-behind bar, and newer hardwood floors. The eat in kitchen offers a generous amount of counter space, stainless steel appliances, a breakfast area, bay window and newer hardwood flooring. From the kitchen, step into a private backyard oasis with a fabulous pool—perfect for hot St. Louis summer days. Upstairs are five bedrooms, including an exceptionally spacious primary suite with a walk-in closet and a beautifully updated bathroom featuring marble tile. The four additional bedrooms offer tons of closet space and share an updated full bathroom. The finished lower-level features two separate recreation areas, new luxury vinyl flooring, fresh paint, and storage areas. Outside, the main event is the large private in-ground pool with a diving board, large pool deck, fresh landscaping, and a mini basketball court, all creating an ideal setting for an active and relaxing lifestyle. Additional features of this home include a main-floor laundry room, newer zoned HVAC (4 years) newer roof (10 years), a stately covered front porch, and side entry garage. Just minutes to major highways, shopping, top rated Parkway schools, you can’t beat the location and convenience. This beautiful home is ready for you to make it yours.

1372 White Rd, Chesterfield

$475,000
2 Beds 3 Baths 26057993 MLS ACTIVE Status
Sophisticated, move-in ready living in the heart of Chesterfield. This exceptional 2 Bed 3 full bath  ranchvilla blends timeless elegance with low-maintenance living. The heart of the home is the light-filled, open-concept main level, where the kitchen was reimagined by removing a wall and adding wood flooring—creating seamless flow between the kitchen, dining area and impressive great room. Soaring ceilings enhance the sense of space, while custom built-in bookshelves with abundant storage and quartz tops add both beauty and function. Designer-inspired floating shelves provide the perfect backdrop for artwork and treasured pieces, bringing a refined yet personal touch. A main-level private office, complete with a vaulted ceiling and bay window, provides an inspiring setting for work from home. The luxurious primary suite is a true retreat, with spa-inspired bath, dual vanities, soaking tub, walk-in shower and an expansive walk-in closet. Step outside from the dining area to enjoy morning coffee or evening cocktails on the private deck—an inviting extension of the living space.  The finished lower level offers even more room to relax and entertain, with a spacious rec room, generous additional bedroom and full bath with tub and shower—ideal for guests.   And the location is perfect: enjoy the convenience of being walking distance of beautiful Faust Park, while downtown St. Louis and Lambert International Airport are just a short drive away. Beautifully updated, elegantly appointed, and exceptionally located. This is villa living at its best and a home that deserves to be at the top of your list.

14737 Ladue Bluffs Crossing Dr, Chesterfield

$1,100,000
4 Beds 4 Baths 26057636 MLS ACTIVE Status
A truly special property where Tudor character meets resort-style living, tucked into a lush, wooded lot in one of the area's most private settings. This 4-bedroom, 3.5-bath home pairs a striking gabled façade, handsome brick accents and a richly textured shake-style roof with mature landscaping and a stacked-stone waterfall built into the hillside. Step inside to a soaring two-story foyer with a wraparound balcony, skylights and fluted columns. The great room features a brick fireplace and stained-glass transom windows — a detail that repeats throughout the home. French doors lead to a formal living room. The kitchen offers ornate custom cabinetry, solid-surface counters, a professional-grade range and a hand-carved butcher-block island, with a window over the sink framing the waterfall and pool beyond. A breakfast nook, a vaulted skylit sunroom and a main-floor laundry room finished with matching custom cabinetry round out the main level. The main-level primary suite includes its own gas fireplace and a spa-like bath: a corner soaking tub in a bay window, an oversized walk-in shower, dual vanities, a separate water closet and a stained-glass accent window. An exceptional walk-in closet boasts extensive custom built-ins, creating a beautifully organized dressing space with abundant storage. Upstairs, a second primary suite offers its own bath, dual closets and a private composite deck overlooking the grounds — ideal for guests or family. The finished lower level adds a spacious rec room and a custom wet bar with brass hardware and a mirrored back bar, built for movie nights and gatherings. Outside, a flagstone patio wraps a free-form pool, with the stacked-stone waterfall cascading into its own pond just steps away — all framed by mature trees and total privacy. The detached, heated 3-car garage connects to the home via a covered breezeway and hides a bonus: a finished upper loft with new luxury vinyl flooring, built-in storage and its own dedicated furnace — ideal as a home gym, hobby space or flex room. Central vacuum runs through both the home and garage. Architecturally distinctive and set on one of the most private lots around, this is a home that has to be walked through to be believed.

16463 Dapple Gray Ct, Chesterfield

$580,000
3 Beds 2 Baths 26057743 MLS ACTIVE Status
This is the Chesterfield ranch you’ve been waiting for! Located in desirable River Bend West and the sought-after Parkway Central area, this beautiful 3-bedroom, 2-bath ranch combines comfortable one-level living, thoughtful updates, and incredible potential. Step inside to a warm, inviting floor plan with a true dedicated dining room, perfect for dinners, holidays, and entertaining. Updated lighting and ceiling fans throughout add a fresh, modern touch. One of the biggest surprises is downstairs. The huge unfinished basement offers an incredible amount of space and a blank canvas for the next owner. Imagine a family room, home theater, gym, office, game room, or entertaining space, with plenty of room left for storage. Major updates provide added comfort and peace of mind, including an HVAC system installed approximately two years ago with a whole-home humidifier. Even better, the home features a whole-home Generac generator that keeps the house powered when the neighborhood isn’t. Step outside to a fully fenced backyard with plenty of room to relax, entertain, play, or let the dogs run. An electric pet fence provides even more convenience for pet owners. 3 bedrooms. 2 baths. Ranch-style living. Parkway Central. River Bend West. Newer HVAC. Whole-home Generac generator. Fenced backyard. And a massive basement ready for your vision. All in the heart of Chesterfield. Come see why this one should be at the top of your list.

584 Sunbridge Dr, Chesterfield

$1,199,900
5 Beds 5 Baths 26055553 MLS COMING SOON Status
Welcome to 1109 Windridge Estates Lane, an exceptional residence set on a private 0.73 acre lot in the heart of Chesterfield. Offering approximately 6,000 square feet of meticulously finished space, this 5 bedroom, 4.5 bath two story home pairs refined interiors with resort inspired outdoor living. A beautifully renovated exterior accented by warm wood details and charming dormer windows creates striking curb appeal. Inside, a light filled grand foyer showcases a redesigned dual staircase and opens to an elegant formal dining room and dedicated office with designer built-ins. Crown molding, custom shutters and luxury vinyl plank flooring lend a polished aesthetic throughout the main level. Designed for entertaining, the inviting living room features a gas fireplace framed by shiplap, built-ins and a dramatic window wall. The spacious kitchen is appointed with a tiered center island and breakfast bar, stainless steel appliances, double wall ovens, walk-in pantry, butler's pantry and adjoining breakfast room with deck access. An impressive vaulted hearth room offers a second gas fireplace, built-in speakers and a wall of windows overlooking the backyard. Main floor laundry and an updated powder room add everyday convenience. Upstairs, the primary suite provides a serene retreat with tray ceiling, generous walk-in closet and spa inspired bath featuring dual vanities, heated floors, soaking tub and tiled shower. Three additional bedrooms include one with a dedicated ensuite bath and two connected by a shared bath, each offering a walk-in closet. The finished walkout lower level extends the home's versatility with a family room, recreation area, fifth bedroom, full bath and substantial storage, with direct access to the lower patio and exceptional outdoor amenities. Outside, a resort inspired retreat awaits. The expanded deck overlooks a heated inground saltwater pool, hot tub, covered pergola seating and fully fenced backyard, creating an enviable setting for entertaining, recreation and relaxation. An oversized side entry, 3 car garage, professional landscaping and irrigation system complete this distinctive Chesterfield residence with over $300k in owner investment. Ideally located within the award-winning Rockwood School District, just minutes from Chesterfield Valley shopping, dining and recreation with convenient access to Highway 40/64.

1109 Windridge Estates Ln, Chesterfield

$729,750
4 Beds 4 Baths 26057130 MLS COMING SOON Status
Showings start 9/24. Professional pictures 9/17. You DO NOT want to miss out on this stunning Chesterfield home! 1917 Dovercliff Ct offers 3,302 square feet of living area, four bedrooms, four bathrooms, and a FINISHED LOWER LEVEL. The kitchen is unbelievable! Quartz countertops, soft-close cabinets, ceramic backsplash, Blanco sink, and stainless-steel appliances. The fridge stays! The family room includes a wood burning fireplace and bar area. The main level also contains a formal dining room, living room, powder room, and main floor laundry. Upstairs there are four bedrooms and two full bathrooms. The generous sized primary bedroom provides a walk-in closet and an ensuite bathroom. The bathrooms contain ceramic tile shower surrounds with modern matte black shower fixtures. The finished lower level adds valuable living space and a convenient full bathroom. The entire home boasts beautiful new LVP flooring, upgraded baseboards, and modern matte black light fixtures and door hardware. Keep your cars dry in the attached two car rear entry garage. The backyard is freshly landscaped and the patio is perfect for your morning coffee. The classic brick exterior adds to the stunning curb appeal. Additional upgrades include a 200 amp electric panel. Ideally located just minutes from Target, HomeGoods, shopping, dining, and everyday conveniences. 1917 Dovercliff Ct combines luxury, style, and an unbeatable location. Schedule your private showing today and experience everything this exceptional home has to offer.

1917 Dovercliff Ct, Chesterfield

$424,900
3 Beds 2 Baths 26056537 MLS ACTIVE Status
Sophisticated design and exceptional attention to detail define this beautifully renovated 3 bedroom, 2 bath Chesterfield ranch. An open, effortless floor plan is anchored by the vaulted kitchen, where white shaker cabinetry, integrated panel-ready appliances, honed black granite countertops, and an oversized center island create a striking yet timeless space. A dramatic wall of windows fills the kitchen with natural light and frames views of the exceptionally private backyard. The adjoining vaulted family room offers an inviting sense of scale, while the separate living room provides another bright and beautifully finished gathering space. Warm wood floors, custom millwork, detailed wall treatments, and substantial window trim bring depth and character throughout the home. The generously sized primary bedroom feels like a true retreat, complemented by a beautifully appointed bath featuring marble floors, quartz countertops, and a classic white subway tiled shower. The hall bath is equally refined with white subway tile and marble basketweave flooring. Outside, the expansive fenced backyard is one of the home’s most compelling features. Flat, shaded, and surrounded by mature greenery, it offers a rare sense of privacy and tranquility with ample room to entertain, play, or simply unwind. A new roof was installed in 2025, while the large unfinished lower level provides exceptional storage and outstanding potential for future finished living space. Set in a prime Chesterfield location within Parkway West Schools, this is a home where thoughtful design, timeless materials, and everyday livability come together beautifully.

15345 Country Ridge Dr, Chesterfield

$630,000
4 Beds 3 Baths 26054800 MLS ACTIVE Status
Welcome to 2126 Park Forest Drive! This spacious 4-bedroom, 2.5-bath ranch offers 2,693 sq. ft. of main-level living, an impressive floor plan and an expansive, private fenced backyard. Step inside to a welcoming foyer flanked by a formal dining room featuring a charming window seat and a versatile office/sitting room. Beautiful hardwood flooring flows throughout the home, creating a warm and cohesive feel. The heart of the home is the beautifully remodeled kitchen and adjoining breakfast room, featuring a vaulted ceiling, custom cabinetry, granite countertops, tile backsplash, stainless steel appliances, hardwood floors, large walk-in pantry and bay window that fills the space with natural light. The adjoining great room makes a statement with its wood-beamed vaulted ceiling, gas fireplace and hardwood flooring. Multiple access points create a seamless connection to the outdoor living space, with doors from the kitchen/breakfast room, great room and primary bedroom leading directly to the composite deck. Retreat to the impressive primary suite featuring hardwood floors, a private sitting area and direct deck access. A generously sized custom walk-in closet provides exceptional storage, while the renovated spa-like ensuite creates a relaxing retreat with beautifully updated finishes. All 2.5 baths have been renovated. An oversized main-level laundry room adds everyday convenience and generous storage. The full unfinished walkout lower level offers tremendous potential for future living, recreation and entertainment. Outside, enjoy the expansive composite deck with pergola creating an inviting space for outdoor dining and relaxation, along with a patio overlooking the private, fully fenced backyard an ideal setting for entertaining, gardening, pets or simply relaxing outdoors. A wonderful combination of generous ranch-style living, thoughtful updates, exceptional outdoor space in the heart of Chesterfield!

2126 Park Forest Dr, Chesterfield

$489,000
4 Beds 3 Baths 26047079 MLS ACTIVE Status
This beautifully updated Braefield villa is the one you've been waiting for! From the moment you step inside, you’ll be greeted by luxury vinyl plank flooring flowing seamlessly throughout the main level. The primary suite is a true retreat, featuring a bay window, walk-in closet, & beautifully updated bath with a walk-in shower, separate soaking tub, adult-height double vanity with quartz countertops, & porcelain tile flooring. A second main-floor bedroom, also accented w/ a bay window, offers flexibility for guests or home office! The vaulted great room & dining area create an inviting space filled with natural light & a direct-vent gas fireplace. The gorgeous kitchen boasts custom white cabinetry, quartz countertops, stainless steel appliances, & recessed lighting. Just off the main living area, the enclosed vaulted sunroom provides an exceptional year-round space to enjoy your morning coffee! The updated hall bath features a walk-in shower and quartz countertops and the spacious main-floor laundry room offers a utility sink & additional storage closet. The finished lower level features a large recreation room, third bedroom, fourth room ideal for a bedroom, office, hobby room, or craft space, plus a third full bath. Large lookout windows fill the lower level with an abundance of natural light. Major updates include HVAC and water heater replaced in 2023. The sellers haven't missed a thing! Amazing Chesterfield location...close to highway, shopping and parks! You've got to see this!!! Showings begin on Wednesday, September 9th!

842 Braefield Ct, Chesterfield

$649,900
5 Beds 3 Baths 26057026 MLS ACTIVE Status
Luxury lakefront living in the highly sought after Baxter Lakes neighborhood in the heart of Chesterfield! This completely updated five bedroom, three bath ranch offers over 3,700 square feet of beautifully finished living space, an open floor plan, and breathtaking views overlooking two lakes. Beautiful LVP flooring flows throughout the main living areas, where a fireplace creates a warm and inviting focal point. The stunning kitchen is designed for both everyday living and entertaining with an oversized island, gorgeous quartz countertops, stainless steel appliances, and plenty of space to gather. The primary suite feels like a private retreat with its own beautifully updated en suite bath, walk-in closet, and an oversized sliding glass door that fills the room with natural light and allows you to wake up to the peaceful views just outside. The thoughtfully designed main level also features a private office, main floor laundry and a butler’s pantry, new windows, beautifully tiled bathrooms, modern finishes, and thoughtful updates throughout. The completely finished lower level is an incredible extension of the home, offering a spacious second living and entertaining area anchored by a cozy fireplace, three versatile bonus rooms ideal for a home gym, playroom, hobby room, additional office, or guest space, and generous storage without sacrificing finished living space. Step outside onto the expansive deck and take in the peaceful lake views from the large, private backyard surrounded by mature trees. Baxter Lakes offers beautiful walking trails and an incredible natural setting where deer, birds, and other wildlife are frequent visitors, including a resident owl that returns to the tree out back each year to raise her owlets. Enjoy the tranquility and privacy of a setting that feels like a retreat while remaining just minutes from shopping, dining, entertainment, and major highways. Located in the highly sought after Parkway School District, this is more than a beautifully updated home, it is a lifestyle that is incredibly difficult to replicate. With over 3,700 square feet of finished living space, a fully finished lower level, incredible lake views, and the perfect combination of space, style, privacy, and convenience, this is a rare opportunity to own a home you will love coming home to.

1768 Orchard Hill Dr, Chesterfield

$679,000
3 Beds 3 Baths 26055928 MLS COMING SOON Status
Villa living without compromise in desirable Baywood Villages! Offering approximately 2,299 sq. ft. above grade, plus a beautifully finished walkout lower level, this spacious 3-bedroom, 3-full-bath villa with a 2-car garage combines the ease of main-level living with the space, privacy and indoor-outdoor lifestyle of a single-family home. A dramatic entry sets the tone and opens to an expansive, light-filled living and dining area, where vaulted ceilings, skylight, gas fireplace and walls of windows create an impressive yet inviting gathering space. Glass doors extend the living area to the new composite deck with aluminum railing, overlooking a peaceful, tree-lined setting—an ideal spot for morning coffee, outdoor dining or entertaining. The updated kitchen offers abundant cabinetry, a center island and generous workspace, enhanced by freshly painted cabinetry, new granite countertops, new oven/microwave combination, dishwasher, sink, faucet and garbage disposal. The open dining area enjoys wonderful natural light and flows effortlessly into the main living space. The main-floor primary suite provides the comfort and convenience of one-level living and features a beautifully remodeled primary bath completed in 2025, with a freestanding soaking tub, dual vanity, oversized glass shower and contemporary finishes. An additional bedroom and updated full bath provide flexibility for family or guests, while main-floor laundry makes everyday living exceptionally convenient. The finished walkout lower level is an incredible extension of the home and offers abundant additional living and entertaining space. A large family/recreation room is anchored by a second gas fireplace, while a wet bar with a new countertop, office/flex space, additional bedroom and remodeled full bath provide wonderful versatility for guests, working from home or simply spreading out. Multiple windows and doors bring in natural light, and direct access to the covered patio and backyard creates a seamless connection to the outdoors. Beyond its inviting spaces, this villa has benefited from an extensive list of recent improvements. Major updates include new living-room trusses, new roof, new skylights, new rear gutters and downspouts, new composite deck and aluminum railing, and new flooring throughout the main and lower levels with the exception of the kitchen. Additional improvements include new drywall and insulation in select areas, new baseboards, freshly painted walls and doors, new ceilings and lighting, select new windows, a new exterior living-room door, and an updated living-room fireplace with new mantel and tile. The bathrooms have also been thoughtfully updated over the past several years, including the guest bath in 2023, lower-level full bath in 2024 and primary bath in 2025, while continued kitchen improvements in 2025 and 2026 bring a fresh, current feel to the heart of the home. This home offers the rare opportunity to enjoy generous space and a tranquil setting with the ease of villa living—all in an established Chesterfield community.

14141 Baywood Villages Dr, Chesterfield

$1,169,000
4 Beds 5 Baths 26050962 MLS COMING SOON Status
Open Sun, 9/13, 1-3pm. Stately 2-story home situated on a spectacular .5-acre park-like lot in the desirable Seasons At Schoettler - Top Rated Parkway Schools. This home boasts 4 beds - 4 full & 1 half bath, with over 5500 sqft of total living space including the professional lower level, and the spectacular 3-story addition, done in 2007 by the current owner. From the moment you walk through front door, into the entry foyer, you will know you are home. This home boasts an open floor plan, designed for today’s living and entertaining. It is painted in stylish designer colors, has incredible custom moldings & woodwork throughout, and is truly move-in ready. The main floor features a separate formal dining room, with trey ceiling and a living room, both with floor to ceiling bay windows and dental tooth crown molding, a lovely powder room, a beautiful wood paneled family room with beamed ceiling, a wall off sunburst windows, and a fireplace (wood burning) flanked by custom built-ins, opening to a terrific hearth room with custom wet bar, large island, with built-in beverage / wine fridges, with granite counters, floor to ceiling window & doors, bringing the outside in, and a stone fireplace (gas), which opens to the breakfast room, and gourmet eat-in kitchen with vaulted ceiling, skylight, an abundance of custom cabinetry, granite countertops, tiled backsplash, center island / breakfast bar, walk-in pantry, and top of the line appliances including 2 Subzero fridges, and gas cooktop. If that is not enough there is a fantastic laundry room / utility room / mud room, with floor to ceiling custom cabinetry, lockers, coat closet, large sink and its own exterior door. Walk up to the handcrafted staircase, with iron balusters, to the 2nd floor featuring a spacious master suite with vaulted, coffered ceiling, luxury bath; skylight, beautiful double vanity, gorgeous custom-tiled, walk-in shower, jetted tub and heated floors, as well as a large custom organized walk-in closet, 3 additional bedrooms well as 2 more full baths. The professionally finished lower level (2024) is incredible and features a large rec room, with multiple seating areas, LVP flooring, custom built-ins throughout, a stunning wet bar with quartz countertop, and Subzero beverage fridge, as well as the updated 4th full bath, still leaving unfinished storage space. Additional features include new roof with transferable warranty (Nov 2025), new gutters, downspouts & leaf guards (Dec 2025), spot tuckpointing (Dec 2025) zoned HVAC, recessed lighting, irrigation & security systems, oversized driveway & rear-entry, 3-car, attached garage, just to name a few. Relax outside on the expansive tiled patio, overlooking the professionally landscaped, level backyard. This is the perfect home for entertaining family and friends, and location could not better - near major hospitals, and convenient to shopping, restaurants, county parks, as well as close by to many of St. Louis’s finest private schools, including MICDS, CBC, DeSmet, Chaminade, Whitfield, Westminster, Villa Duchesne, and Visitation Academy high schools – easy access to major highways.

1803 Autumn Glen Ct, Chesterfield

$2,275,000
2 Beds 4 Baths 26039685 MLS ACTIVE Status
This amazing contemporary home sets on an end cap lot in this gem enclave community of 35 homes. The home's location within the neighborhood not only affords the most privacy, and a view of the lake from its front Lanai and second floor covered porch but also provided the perfect location for its spectacular private Gunite courtyard pool built by Pool Tron. The courtyard pool was built to remain open year-round and features a Peacock paver brick patio and stairwells and provides a lovely year-round view from the interior of the home. The home is constructed from upgraded Nichiha panels, Stone veneer, Stucco and Hardie board. The owner is a professional designer which is easy to see with all the custom luxury features that were chosen for this home. Appliances include "48 Wolf range, a 48 " Subzero, Electrolux, and Cove. There are Hunter Douglas Vignettes and Silhouette Treatments thought out on the sliders, French doors and windows. The main floor features 7'8" French doors and the whole house has Luxury Lifestyle upgraded Pella windows. The second floor was designed as a secondary "private" primary suite with bedroom and open loft sitting area. The bathroom includes a makeup/office nook, and the space offers a panoramic view of the lake from the private upper covered veranda porch. The lower level is partially finished with a 9" basement pour and half bath plus all rough-ins (plumbing and electric) are in place for buyer to finish a custom wet bar to their own specifications. Vintage 1875 Brunswick pool table in lower level will stay. Seller has a bar plan designed by Beck and Allen and will provide it to buyer if they so desire. There is a security system and an EV car charger in the garage. There was extensive extra landscaping done including extra trees and bushes to take advantage of this premium lot and giving total privacy to the pool area. Also, the landscape and uplighting at night makes this home stand out. The location of this community is fabulous. Adjacent to two lakes, with parks, 4 recreational walking trails, the YMCA and the Chesterfield Amphitheater, The District and Chesterfield Commons, quick access to Hwy 64-40, retail and restaurants are all nearby. Most are within walking distance. This home is perfect for the buyer looking for exquisite finishes, privacy and easy accessibility to all the wonderful activities Chesterfield provides.

16529 Waterfront Ave, Chesterfield

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

15525 Windsor Ridge Ct, Chesterfield

$535,000
3 Beds 3 Baths 26054457 MLS ACTIVE UNDER CONTRACT Status
Welcome to 15250 Kingsman Circle—a move-in-ready Chesterfield home tucked on a quiet cul-de-sac in the highly sought-after Parkway School District. With extensive updates, flexible living spaces, a finished lower level, and your own private pool, this home offers an exceptional combination of comfort, convenience, and recreation. Inside, the bright and welcoming main level offers generous living and dining spaces designed for both everyday life and entertaining. A custom built-in bar, completed in 2026, creates a stylish gathering spot, while renovated bathrooms and a thoughtfully added hall closet/mudroom bring modern function to the home. The finished lower level, renovated in 2025, significantly expands the home’s living space and includes a versatile bonus room—ideal for a home office, guest space, playroom, fitness area, or media room. Outside, skip the crowded community pool and enjoy summer at home with your own private pool, featuring a new liner (2025) and pool pump (2026). A wired outdoor TV setup makes it easy to catch the game poolside, entertain friends, or unwind on a summer evening. Major improvements have already been completed, including a new HVAC system, front door, and garage door in 2025, allowing the next owner to move in and enjoy the home rather than inherit a long project list. Located in the heart of Chesterfield with convenient access to shopping, restaurants, parks, highways, and Parkway schools, 15250 Kingsman Circle delivers the space, updates, location, and amenities that make everyday living easy. Come see everything this home has to offer.

15250 Kingsman Cir, 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

$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

$569,900
5 Beds 3 Baths 26051896 MLS ACTIVE UNDER CONTRACT Status
Welcome to 1 Oakland Hills Drive, updated 2-story home tucked into the sought-after Four Seasons community of Chesterfield. Offering 5 bedrooms, 3 full baths and just over 2,900 square feet of thoughtfully designed living space, this home perfectly blends classic charm with the updates and functionality today’s buyers are looking for. Step inside to beautiful hardwood flooring and an inviting foyer that opens to a spacious living room with a wonderful view of the Four Seasons Golf Course and subdivision pool. The main level also features a separate dining room conveniently located just off the kitchen, making entertaining a breeze. The updated kitchen offers custom cabinetry, quartz countertops, backsplash, under cabinet lighting, stainless steel appliances and breakfast bar seating, while the adjoining eat-in area flows seamlessly into the comfortable family room. The family room features an updated fireplace and an open layout that creates an inviting space for everyday living and gathering. A generous bonus room adds even more versatility and can easily accommodate a playroom, home office, hobby space or guest area, with convenient access to the backyard and deck. Upstairs, you’ll find a spacious primary suite with private bath, along with four additional bedrooms and another full bath, providing plenty of room for family and guests. The finished lower level offers additional recreation space currently being used as a play area and home gym. Outside, enjoy the expansive fenced backyard, spacious deck and beautiful golf-course views—an ideal setting for relaxing, entertaining or simply enjoying the peaceful surroundings. Additional highlights include a 3-car attached garage, full basement, community pool and clubhouse (extra $80/ year for membership), all in an incredible Chesterfield location within the Parkway School District. Recent interior updates include kitchen, fresh paint throughout, working fireplace-gas, new HVAC (both units), new water heater, switches & outlets, sliding door for deck entry, all completed between 2025 & 2026. Exterior updates include a new roof, siding, gutters and deck, all completed in 2022 as well as low maintenance landscaping in 2025. With its generous living spaces, flexible floor plan and fantastic location, check this gem out today!

1 Oakland Hills Dr, Chesterfield

$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

$1,179,000
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

$1,800,000
6 Beds 6 Baths 26053293 MLS ACTIVE Status
Amazing opportunity to own this one of a kind, stunning home with 6712 sq. ft. of living space and over 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 chefs 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. 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 over looks 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 is perfect for hosting pool parties. Gunite saltwater pool with automatic pool cover. Fenced yard, perfect for your pet, inground sprinkler system, circle drive, side entry 4 car garage with new polyaspartic flooring. Elevator, ADA features, home security system and ring camera systems. 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

$395,000
3 Beds 3 Baths 26052042 MLS ACTIVE UNDER CONTRACT Status
Welcome to this beautifully maintained 3-bedroom, 3-bath single family residence located in the heart of Chesterfield, offering convenient access to Highway 64/40, an abundance of restaurants, shopping, entertainment, and area amenities. From the moment you enter, you’ll appreciate the inviting open feel and abundance of natural light. The spacious kitchen features crisp white cabinetry, newer granite countertops and backsplash, stainless steel appliances, and a convenient eat-in kitchen, perfect for casual meals or morning coffee. The bright and cheerful living room is filled with sunshine from the generous windows and sliding glass door, creating a warm and welcoming space for relaxing or entertaining. The elegant formal dining room provides the perfect setting for special gatherings. Newer carpeting adorns the staircase and upstairs three comfortable bedrooms offer plenty of space. The spacious primary suite features a private ensuite and walk-in closet, while two additional bedrooms share a full hall bath which provides flexibility for family or guests. The partially finished lower level offers additional living space along with laundry area and storage with built in shelving. Step outside to enjoy your own private, fenced-in patio, an ideal spot for morning coffee, evening relaxation, or outdoor entertaining. Updates include newer granite counter tops and backsplash, newer roof, soffits and gutters, newer hardwood flooring throughout, newer HVAC and new garage door opener and garage concrete pad! With its desirable Chesterfield location, thoughtful floor plan, abundant natural light, and generous living space, this condo offers the perfect combination of comfort, convenience, and low-maintenance living. Come see all this wonderful home has to offer!

16463 Cobbleskille Dr, Chesterfield

$1,895,000
5 Beds 6 Baths 26052362 MLS ACTIVE Status
Homes of this caliber and level of finish, built as recently as 2023, rarely become available in Chesterfield, especially within the sought after Fienup Farms subdivision off Wild Horse Creek. Offering over 6,700 square feet, this residence presents a true opportunity to secure newer construction without the time, cost, or compromise of building. A striking interior unfolds with clean architectural lines, refined finishes, and a chef’s kitchen anchored by Wolf appliances, seamlessly connecting to the main living spaces. The layout is thoughtfully designed with a luxurious main floor primary suite, complemented by a private secondary ensuite on the opposite wing, ideal for guests or multigenerational living. A private office and formal dining room are positioned with intention, enhancing functionality while maintaining a seamless flow throughout the home. Upstairs, three spacious bedrooms and a generous bonus room provide flexible living and gathering spaces. The finished lower level expands the experience with extensive recreation areas and direct walkout access to an expansive patio. Outdoor living is equally considered, with a covered deck offering privacy and a relaxed setting overlooking the level backyard, well suited for a pool or curated outdoor living environment. A three car side entry garage completes the offering. For the buyer seeking newer construction without compromise, in one of Chesterfield’s most desirable settings, this is a rare and complete opportunity.

16936 Lake Mdw, Chesterfield

$725,000
4 Beds 3 Baths 26050998 MLS ACTIVE Status
Discover an exceptional lifestyle in this beautifully updated home nestled within a gated enclave in sought-after Town & Country, offering peaceful serenity, resort-style amenities, and the coveted Mason Ridge School. Ideally situated on a quiet cul-de-sac, this former display home features tall ceilings, large crown molding and an inviting open floor plan designed for both everyday living and effortless entertaining. The heart of the home is the spacious gourmet kitchen, featuring center island with breakfast bar, light cabinetry, granite countertops, full backsplash, stainless-steel appliances, hardwood floors, breakfast bar, and a large eat-in area that opens seamlessly to the hearth room/family room. Hearth room features a beautiful woodburning fireplace with full brick hearth, custom built-ins, and wet bar with additional seating, creating a warm and welcoming gathering space, while the adjacent sunroom provides an abundance of natural light and additional room to relax or entertain. French doors connect the sunroom to the hearth room and kitchen, sliding glass doors open to a fabulous covered, stamped-concrete patio and outdoor dining area buffered by the tranquil wooded backdrop, and also includes a covered hot tub. The stylish dining room features hardwood floors and a designer chandelier, with convenient access to the kitchen and adjacent wine room/living room. The updated primary suite is a true retreat, showcasing triple crown molding, large windows, a walk-in closet, plus a second closet, and a private balcony overlooking the front yard. The stunning, beautifully renovated primary bath features a designer soaking tub, separate shower, double vanity, quartz countertops, designer faucets and lighting, and large windows. Partially finished lower level offers additional flexible space for recreation, gaming, hobbies and loads of storage space in the unfinished portion. Outside, the cozy backyard extends toward a peaceful, wooded area, creating a private and serene setting. Enjoy the exceptional resort-like amenities and carefree lifestyle of this secure, gated community, including a resort-style pool, pickelball, tennis, basketball, clubhouse, large pond, paved walking trails, community events, attended gatehouse, and comprehensive lawn and property services. Beyond amenities, the HOA also includes lawn mowing, tree and shrub maintenance, sprinkler service, snow removal, and trash service. Conveniently located near Highway 40 and 141, with easy access to Clayton and all that West County has to offer, this home combines sophisticated living, thoughtful updates, exceptional community amenities, and the style and convenience of Town & Country living.

718 Cedar Field Ct, Chesterfield

$549,000
4 Beds 4 Baths 26045473 MLS ACTIVE UNDER CONTRACT Status
A rare mid-century modern masterpiece on over an acre in River Bend Estates, this 1968 architectural jewel offers 4 bedrooms, 3.5 bathrooms, and 3,063 square feet of organic design, lovingly preserved by just three owners in nearly six decades. A stunning original wood front door leads into a dramatic entry foyer, opening to a sunlit floor plan anchored by a magnificent two-sided brick fireplace that warms both the formal living and family rooms. Complete with classic parquet wood floors, built-in MCM shelving, and massive windows framing treetop views, every corner honors its iconic heritage. The home flows naturally toward a sunlit breakfast room, which opens to a serene screened porch for seamless outdoor dining. Designed for ultimate flexibility, the layout features dual primary suites—one on the main level opening directly to the private outdoor grounds, and a second-level retreat with a dedicated sitting area and a balcony. Key infrastructure updates like a newer roof (2022) and high-efficiency HVAC provide peace of mind, leaving you free to customize the remaining spaces to your personal style. The flat acre+ lot backs to woods creating an exceptionally private space that features a sprawling brick patio made for entertaining. A partially finished basement ready for a gym or media room, main-level laundry, and an oversized two-car garage round out this amazing home. Located in the highly sought-after River Bend neighborhood where a vibrant community center with a pool (optional annual membership/fees apply) and year-round activities quickly make friends of neighbors, this home is as welcoming as it is historic.

105 Shady Valley Dr, Chesterfield

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

16252 Lea Oak Ct, Chesterfield

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

2251 Whitby Rd, Chesterfield

$1,479,000
5 Beds 5 Baths 26041117 MLS ACTIVE Status
Pool days, movie nights, front porch evenings and golf cart rides through beloved Fienup Farms define life at 16955 Pine Summit. Built by Consort Homes in 2019, this coveted expanded 1.5-story residence offers five bedrooms, four-and-one-half bathrooms and an exceptional layout designed for both everyday comfort. The main level features a spacious primary suite with an oversized walk-in closet, expanded shower, soaking tub and motorized retractable blinds. A dedicated office with built-in shelving provides an ideal work-from-home setting, while the home’s open living spaces flow effortlessly to the outdoor entertaining areas. The professionally landscaped backyard is a private retreat featuring a heated Blue Haven pool and spa, retractable screened porch with television and a firepit area ready for smores and laughs. An expansive covered front porch offers another perfect place to unwind and enjoy the golf cart friendly neighborhood. Upstairs, three generously sized bedrooms each include walk-in closets, complemented by a Jack-and-Jill bathroom, an additional en suite bathroom and a versatile loft. The finished lower level was made for movie nights and college football games with a built in projector and sound system, complete with a spacious recreation area, full bar, additional bedroom and full bathroom. A new roof installed in 2025, zoned HVAC system and whole-home generator provide added comfort and peace of mind. With resort-style outdoor living, a highly desirable floor plan and a golf-cart-friendly setting in one of Chesterfield’s most beloved communities, 16955 Pine Summit delivers a lifestyle that is difficult to replicate.

16955 Pine Summit Dr, Chesterfield

$419,900
4 Beds 3 Baths 26048245 MLS ACTIVE Status
Experience single-level living at 22 La Gorce Drive, a 4-bedroom, 3-bathroom home offering an incredible opportunity under $500K in Chesterfield. The classic brick-front exterior and long concrete driveway create an inviting entrance, framed by a concrete walkway, manicured bushes, and stone-bordered garden beds. Inside, the huge living room serves as the main focal point of the home, featuring tall, vaulted ceilings with white exposed beams, recessed lighting, warm wood-look flooring, and a forest green accent wall. A long row of windows floods the entire room with natural light and looks out toward the back patio area. The main living zone also includes a built-in wet bar with a railing and stepped-up access. The kitchen is equipped with white cabinetry, double wall ovens, tile flooring, a beige backsplash, and a separate coffee station setup with open shelving next to a stainless-steel refrigerator. The home offers four bedrooms and three full bathrooms. On the lower level, you'll find a large unfinished basement space set up as a workshop with built-in wooden workbenches and pegboards, along with a separate laundry area featuring a washer, dryer, and utility sink. Step outside to the private back patio, a spacious concrete courtyard enclosed by white vinyl fencing, complete with a garden bed and sliding glass door access from the house. Offering four bedrooms, three bathrooms, a huge living room, and a private patio, this home delivers space and functionality under $500K in Chesterfield. Welcome home to 22 La Gorce Drive.

22 La Gorce Dr, Chesterfield

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

14046 Boxford Ct, Chesterfield

$424,900
3 Beds 3 Baths 26048160 MLS ACTIVE Status
Luxury Living in the Heart of Chesterfield Perfectly positioned on a quiet cul-de-sac in one of Chesterfield’s desirable established neighborhoods, 50 White Plains Drive offers an exceptional blend of timeless style, thoughtful renovations, and modern convenience. Located within the award-winning Parkway Central School District, this beautifully updated home has been meticulously improved with virtually every major system already completed, allowing the next owner to simply move in and enjoy. At the heart of the home is a spectacular chef’s kitchen, completely reimagined in 2017 with no detail overlooked. Custom Wellborn soft-close cabinetry, elegant quartz countertops, a whisper-quiet Bosch dishwasher, and a professional-grade GE Monogram 36-inch six-burner gas range with convection oven create a space that is as functional as it is beautiful. A restaurant-style hood with warming lamps and serving shelf makes entertaining effortless, while the open layout invites family and guests to gather around the kitchen—the true centerpiece of the home. Extensive capital improvements provide the confidence and peace of mind buyers are looking for, including a new roof, premium siding, and high-efficiency HVAC system completed in 2025, along with a tankless water heater installed in 2024. The rebuilt deck, updated windows, basement sliding door, and professionally completed renovations reflect pride of ownership throughout. The finished lower level adds valuable living space with a private home office, spacious recreation room, and convenient half bath—ideal for working remotely, hosting game days, or creating a comfortable retreat for family and guests. Recent interior enhancements elevate the home’s sophisticated feel, including beautifully refinished hardwood floors, new interior and closet doors, updated trim throughout, and refreshed bathrooms featuring updated lighting, modern vanities, restored tile, and professionally reglazed bathing surfaces. Step outside to your own private backyard retreat. The fully fenced yard is complemented by both durable vinyl fencing and an Invisible Fence system surrounding the property, offering flexibility for pets and outdoor enjoyment. Mature landscaping includes fragrant ever-blooming lilac bushes that attract butterflies and pollinators. Modern amenities continue with a custom-designed primary closet system, electric vehicle charger, Ring smart security system, and an impressive package of included appliances—including both refrigerators, washer, dryer, and microwave—making this home truly move-in ready. Perhaps the greatest luxury is the location itself. Enjoy the rare combination of peaceful, no-through-traffic living while being just a short walk to Schnucks, local restaurants, and everyday conveniences. World-class shopping, dining, entertainment, parks, and major highways are only minutes away, placing everything Chesterfield has to offer within easy reach. Homes where the renovations have already been completed—especially the costly ones—are increasingly difficult to find. With exceptional craftsmanship, extensive updates, premium finishes, and an unbeatable location, 50 White Plains Drive presents a rare opportunity to own a home that delivers both lasting value and effortless living.

50 White Plains Dr, Chesterfield

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