Chesterfield Real Estate | Chesterfield Single Family Homes for Sale

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

$580,000

4 Beds ⋅ 3 Baths ⋅ 26053721 MLS ⋅ ACTIVE Status

NEW PRICE! $580,000 — A wonderful opportunity to make this already charming home your own! With its desirable location, appealing features and generous spaces, buyers can choose some improvements and personal touches while enjoying a price that reflects this opportunity. Beautiful, cheerful, and inviting! Well-maintained 2story offers comfortable living, thoughtful updates throughout: including newer wood-look luxury vinyl flooring throughout the main level, a fully remodeled kitchen, two NEW beautifully remodeled bathrooms, carpet replaced in all four bedrooms, on the stairs, and screened porch. Fresh interior and exterior paint create a bright, neutral palette, making it easy for buyer to move right in & easily add their personal touch. Convenient main-floor laundry room includes space for an second refrigerator. Family room features a wood-burning fireplace with a gas starter, and bar area, great gathering space. Enjoy your morning coffee or unwind in the spacious screened porch overlooking the flat, usable backyard. An adjacent deck provides the perfect space for grilling, entertaining, or relaxing in the sunshine. There's more!! Pella Vinyl replacement windows throughout, front door, updated sliding glass door, and walk-out lower-level door. Recessed lighting, Newer whole home electic panel, blinds & security system. Over the years, these fabulous sellers have meticulously maintained and updated their home, ensuring it remains functional, safe, & attractive. Pride of ownership truly shines. CHECK OUT THE HOME IMPROVEMENT SHEET! You will think Martha Stewart lives here! **13 month Choice Home Owner Warranty included!! **

268 Kinderhook Dr, Chesterfield

$649,900

4 Beds ⋅ 3 Baths ⋅ 26052880 MLS ⋅ ACTIVE Status

New Price and Fresh Updates! The basement has been refreshed with new carpeting and fresh paint, making the additional living space even more inviting. 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 ⋅ ACTIVE Status

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

1224 Patchwork Flds, Chesterfield

$1,075,000

3 Beds ⋅ 3 Baths ⋅ 26053285 MLS ⋅ ACTIVE UNDER CONTRACT Status

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

195 Kendall Bluff Ct, Chesterfield

$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

$1,639,000

6 Beds ⋅ 6 Baths ⋅ 26053293 MLS ⋅ ACTIVE UNDER CONTRACT Status

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

1212 Walnut Hill Farm Dr, Chesterfield

$399,000

3 Beds ⋅ 2 Baths ⋅ 26050063 MLS ⋅ ACTIVE Status

Welcome to Parkway School District and this 3 Bedroom, 2 Bathroom ranch-style home with a 2 car Garage that has a separate HVAC split unit for your year-round comfort. This home has a level to gently sloping backyard and an unfinished full basement and 220 electric. Versatility is the word for this floorplan as the Seller utilized the Dining Room as a Family Room and had the Dining area in the large, open Living Room. Wood floors are throughout the home and ceramic tile in both updated Bathrooms. Make this conveniently located house your home! NEW ROOF is on!

7 Greymore Dr, Chesterfield

$2,200,000

4 Beds ⋅ 4 Baths ⋅ 26051672 MLS ⋅ ACTIVE Status

NEW ATRIUM RANCH CONSTRUCTION READY FOR IMMEDIATE OCCUPANCY AS OF 10-13-26. Built by one of St. Louis' premier luxury builders Claymont Development, LLC - Wesley Byrne. This MARVELOUS "KELLY" Atrium Ranch is a 4 bed, 3.5 bath home of approximately 5,500 total sq ft w/ 3 car side entry garage. Highlighted with the builder's signature hand forged wrought iron entry door leads to the foyer w/ 12' ceiling. Great room features 12’ ceiling, wall of windows & fireplace paired w/ cabinetry & bookcases. Vaulted hearth room with floor to ceiling Masonry fireplace open to the gourmet kitchen w/ HUGE island, custom full size wine/beverage fridge, quartz counters, custom accent lighting under Jenn Aire stainless steel appliance appliance package with gas cooktop, & gorgeous custom cabinetry. 2nd and 3rd spacious bedrooms connected by a Jack and Jill Bath. Coffered ceiling in Owner’s Suite. Composite decking with a screened in porch. Finished LL with 10' deep pour, a large rec room with a custom brick & stone wet bar with beverage fridge and dishwasher, workout/exercise room, theater room, and the 4th bedroom and a full bath. Backs to preserved tree line. SMART interior lighting package, Trane zoned HVAC. Plenty of unfinished area for storage Amenities include: onsite pickle-ball court, common ground, & gazebo.

753 Silver Buck Ln, Chesterfield

$715,000

4 Beds ⋅ 3 Baths ⋅ 26050998 MLS ⋅ ACTIVE Status

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

718 Cedar Field Ct, Chesterfield

$340,000

2 Beds ⋅ 4 Baths ⋅ 26051560 MLS ⋅ ACTIVE Status

LOCATION, LOCATION!! CHESTERFIELD LOCATION!! 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 through 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 Backyard. 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 w/ Granite Tops! Completing the upstairs is another large bedroom plus full bath. The open staircase off the Great Room leads you into the "WALKOUT LOWER LEVEL" (A $15,000 Premium) with LARGE Patio for more room for Entertaining, 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, Beautiful Floors, Updated Light Fixtures and ready to move in!!! This home offers Lower Condo Fees

16252 Lea Oak Ct, Chesterfield

$845,500

5 Beds ⋅ 3 Baths ⋅ 26049810 MLS ⋅ ACTIVE Status

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

2251 Whitby Rd, Chesterfield

$550,000

3 Beds ⋅ 4 Baths ⋅ 26048710 MLS ⋅ ACTIVE Status

Welcome to 505 Richley in sought-after Claymont Estates! This well maintained 3-bedroom, 3.5-bath two-story offers a versatile floor plan perfect for everyday living and entertaining. Approximately 2,550 sq ft on the main level and over 3,100 sq ft of total living space, plus an oversize 2-car garage and a half acre lot – this home has it all. The formal living and dining rooms welcome you inside, leading to a kitchen featuring Corian countertops, custom cabinetry, plenty of prep and storage space, a double oven and a wine bar. A breakfast room featuring a bay window overlooks the back yard. The spacious family room w/ a cozy fireplace and built-in bar is the perfect place to relax. A private den completes the first floor. The primary suite offers a secluded retreat w/ an ensuite bath and a huge walk-in closet. The walk-in closet is a flexible space and can be used as a nursery or converted to a 4th bedroom. Two additional bedrooms w/ ample closet space complete the second floor. Step outside to the private deck—ideal for entertaining or morning coffee while enjoying peaceful wooded views. The finished lower level provides space with a rec room, game room or a personal gym. Located in the highly desirable Parkway School District. Welcome home!

505 Richley Dr, Chesterfield

$615,000

4 Beds ⋅ 4 Baths ⋅ 26045901 MLS ⋅ ACTIVE Status

The home you have been looking for is here and at a great new price! Welcome to one of the finest opportunities in the highly sought-after Chesterfield Hills subdivision! This beautifully updated luxury home offers approximately 3,725 square feet of finished living space, 4 spacious bedrooms, 3.5 baths, exceptional indoor and outdoor entertaining areas, and countless recent improvements. From the moment you arrive, you'll appreciate the outstanding curb appeal featuring a NEW roof, gutters, down spouts, and window wraps (2026). Inside, the home combines timeless elegance with today's modern conveniences. The inviting main-floor family room offers a warm and cosy fireplace, while newer luxury vinyl flooring adds style and durability throughout several rooms. The heart of this home extends outdoors where you'll discover an incredible private backyard oasis designed for entertaining and relaxation. Enjoy your morning coffee in the screened outdoor sitting area, host gatherings on the expansive deck, unwind in the included hot tub, or spend evenings around the beautiful custom stone fire pit, perfect for roasting marshmallows under the stars. Golf enthusiasts will love having their very own private putting green and driving practice net, creating the ultimate backyard retreat. The impressive walk-out finished lower level offers exceptional flexibility with a spacious family room, a full bathroom, and a bonus room featuring a large walk-in closet—perfect for guests, a home office, fitness room, hobby space, or multi-generational living. Walk directly onto the expansive patio and enjoy the privacy of this beautifully landscaped setting. The luxurious primary suite is truly a retreat of its own, featuring an oversized bedroom, a recently updated spa-inspired bathroom, and an impressive custom walk-in closet with an IKEA organisation system. Car enthusiasts, hobbyists, and electric vehicle owners will appreciate the oversized side-entry garage complete with a spacious workshop area, upgraded 200-amp electrical service, and Tesla pre-wiring, making EV charging convenient and future-ready. Additional improvements include a new water heater (2024) and an HVAC system professionally maintained through a Hoffman Brothers maintenance plan. Residents enjoy neighborhood tennis courts, beautiful common areas, and low annual subdivision dues of only $400 per year, all while being just minutes from Chesterfield's premier shopping, restaurants, parks, hospitals, major highways, and award-winning Parkway schools. Added Bonus! According to the seller, this home offers a VA assumable loan with an approximate 5.85% interest rate for qualified buyers. Contact for eligibility requirements and additional details. If you've been searching for a move-in-ready luxury home in Chesterfield featuring a finished walk-out basement, oversized primary suite, private backyard, outdoor living spaces, EV-ready garage, workshop, golf practice area, fire pit, hot tub, screened porch, and exceptional updates, this is the one you've been waiting for. Schedule your private showing today and find your new home!!!

1526 Candish Ln, Chesterfield

$1,199,000

6 Beds ⋅ 5 Baths ⋅ 26033129 MLS ⋅ ACTIVE Status

Welcome to 655 Old Riverwoods Lane, a completely renovated 6 bedroom, 4.5 bath masterpiece offering 5,411 square feet of exceptional living space in one of Chesterfield’s most prestigious and sought after neighborhoods. Nestled in the acclaimed Parkway School District, this home delivers the perfect blend of modern luxury and timeless elegance. Step inside to discover all newly refinished wood and tile flooring that flows gracefully throughout the bright, open main level. The fully remodeled chef’s kitchen is a true showstopper, featuring stainless steel appliances including double ovens, a spacious refrigerator, and dishwasher, along with a convenient desk area and a sophisticated wet bar that seamlessly opens into the family room. Elegant designated spaces for dining and a refined home office, plus a main floor laundry room, complete this exceptionally functional layout. The main level primary suite offers a private sanctuary with soaring tray ceilings, a custom designed closet, and an indulgent fully renovated bathroom boasting double vanities, a luxurious stand up shower, a separate soaking tub, and a pampering towel warmer. Bathed in abundant natural light and offering tons of storage throughout, the home also features a highly versatile walk out lower level with a full second kitchen, perfect for guests, multi generational living, or entertaining. A spacious 3 car garage adds even more convenience and storage. Ideally located near world class restaurants, upscale shopping, and endless recreation, this move-in-ready gem combines thoughtful updates, generous space, and an unbeatable location. An extraordinary opportunity in a desirable Chesterfield enclave!

655 Old Riverwoods Ln, Chesterfield

16557 Baxter Forest Ridge Dr, Chesterfield

$799,900

4 Beds ⋅ 5 Baths ⋅ 26032202 MLS ⋅ ACTIVE Status

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

16557 Baxter Forest Ridge Dr, Chesterfield

$525,000

4 Beds ⋅ 3 Baths ⋅ 25024427 MLS ⋅ ACTIVE Status

This traditional single-family residence, built in 1970, features four Bedrooms, two full and one half bath is an attractive property in a convenient location. The large two story foyer features gleaming hardwood floors, a staircase that winds up to the second floor and provides a great transition as you enter the home. On the left is a large dinning room with easy kitchen access and to the right is a spacious living room. Through the hall is a formal living room featuring beautiful detailed woodwork, a fireplace, and an exterior sliding door. A freshly reimagined half bath completes the first floor. This home offers a distinguished opportunity for discerning individuals seeking a well-maintained and thoughtfully designed living space. The kitchen is appointed with a double oven and a practical peninsula, designed to facilitate both culinary endeavors and social gatherings. A well-appointed bathroom features a walk-in shower, offering a blend of functionality and contemporary design. Further enhancing the property's appeal are a spacious basement and a conveniently attached garage, providing ample utility and storage solutions. We invite you to discover the refined living experience offered by this exceptional residence.

14336 Bramblewood Ct, Chesterfield

$1,250,000

6 Beds ⋅ 5 Baths ⋅ 26038043 MLS ⋅ ACTIVE Status

This stunning two story offers 6 bedrooms, 4.5 baths, and more than 5,500 square feet of beautifully designed living space. Situated on a private lot with a secluded backyard, the property features a sparkling saltwater pool, abundant natural light, and thoughtful updates throughout. The main level showcases a dreamy kitchen including Custom cabinetry, solid surface countertops, walk-in pantry and stainless steel appliances. A luxurious primary suite complete with a spa-inspired bathroom and two spacious walk-in closets. The inviting great room features a gas fireplace and large windows that fill the home with natural light. rounds out the main floor. Upstairs, you'll find a massive loft area along with four generously sized bedrooms, including one bedroom with a private ensuite bath and two bedrooms connected by a Jack-and-Jill bathroom. The finished walk-out lower level is ideal for entertaining, offering a built-in bar, a sixth bedroom, and a full bath, providing excellent space for guests or multigenerational living. Recent Updates Include: Roof (2025) Siding (2026) New pool equipment (2023) Vent hood (2026) Garage doors (2021) Deck flooring, stairs, and railing (2026) With spacious living areas, extensive updates, and resort-style outdoor amenities, this home offers the perfect blend of luxury, comfort, and functionality.

220 Woodcliffe Place Dr, Chesterfield

$525,000

4 Beds ⋅ 3 Baths ⋅ 25069195 MLS ⋅ ACTIVE Status

Welcome to a home where classic two-story architecture meets modern updates. From the moment you step inside, you'll notice the entire home has been transformed with brand-new flooring stretching across every room and a crisp, neutral coat of paint that brings a bright and airy energy to the space. The main level offers an ideal layout for both everyday living and entertaining, featuring a formal dining room, a cozy family room with a gas fireplace, a convenient half bathroom, and main-floor laundry. In the heart of the home, the kitchen includes a charming breakfast nook and comes complete with a brand-new dishwasher ready to handle your culinary cleanup with ease. Retreat upstairs to find four spacious bedrooms, including a beautifully appointed primary bedroom suite featuring a walk-in closet and private bath. The primary bathroom boasts a gorgeous, brand-new walk-in shower, your own personal oasis to start or end the day. An additional full bathroom on the upper level serves the remaining bedrooms, ensuring comfort and convenience for everyone. Looking for extra storage or space to customize? The unfinished basement offers a blank canvas to meet your needs. Outside, the property features a gorgeous yard space that has been professionally cleared and optimized and an attached 2-car garage, all situated in a highly desirable Chesterfield location. This beautifully updated gem is ready for its next chapter. Schedule your showing today!

14529 Brittania Dr, Chesterfield

$337,900

3 Beds ⋅ 2 Baths ⋅ 26035683 MLS ⋅ ACTIVE Status

Back on Market No Fault of the Seller's. There is an inspection report done by the previous Buyer available for review. Seller does not guarantee any of the information in the report. Buyer should perform their own inspections and use their own due diligence. Property to be sold AS-IS. Tucked away in the sought-after River Bend community, this beautifully refreshed single-level home offers the perfect blend of comfort, space, and everyday livability—all in the heart of Chesterfield. Set on a generous 0.6-acre lot, this 3-bedroom, 2-bath home welcomes you with new flooring, fresh paint, and a bright, open layout designed for both relaxing and entertaining. The main living areas flow seamlessly from the spacious living room to a dedicated dining space and into a warm, inviting family room anchored by a wood-burning brick fireplace—ideal for cozy evenings at home. The open kitchen features an eat-in area and a charming breakfast bar, creating a natural gathering space for family and guests. Just beyond, you’ll find a convenient laundry area and access to an oversized 2-car garage with abundant storage. The private primary suite is thoughtfully positioned at the back of the home, offering direct access to the patio—perfect for morning coffee or unwinding at the end of the day. Major updates provide peace of mind, including a new HVAC system, new roof (2026), fresh interior paint, and updated flooring throughout—making this home truly move-in ready while still offering room to make it your own. Located in a highly desirable West County neighborhood, River Bend is known for its strong sense of community, including neighborhood events and optional access (for a yearly fee) to pool and tennis amenities. Homes with this much space, updates, and location at this price point are rare—schedule your showing today.

258 Ridge Trail Dr, Chesterfield

$615,000

4 Beds ⋅ 3 Baths ⋅ 26033278 MLS ⋅ ACTIVE Status

Beautifully updated and thoughtfully improved, this Chesterfield home offers the perfect blend of comfort, style, and functionality in a highly desirable location. Extensive recent upgrades include all new windows and front and rear doors in 2023, along with a newer HVAC system installed in 2018. The stunning kitchen has been beautifully refreshed with white cabinetry, quartz countertops, LVP flooring, center island, double wall ovens, gas cooktop, updated lighting, wet bar, and spacious eat-in area featuring a bay door overlooking the backyard. LVP flooring continues into the dining room for a seamless, modern feel, while the family and living rooms offer warm, comfortable carpeting. Elegant shutters throughout the main level add timeless character, complemented by impressive 9-foot ceilings and abundant natural light. The main floor laundry room is designed for everyday convenience with built-in lockers and cubbies for organized living. Upstairs, the luxurious primary suite serves as a private retreat with walk-in closet, double sinks, heated floors, separate soaking tub, and oversized rain shower in the beautifully remodeled bath. Custom shutters continue throughout the second level, along with recessed lighting in every bedroom and professional closet organizers in all closets. The updated hall bath adds additional style and functionality for family or guests. Additional premium features include a whole-house water softener system, Osmo Prosis drinking water filtration system, heated bidet toilet seats, burglary alarm system, attic fan, and custom-made curtains throughout the home. With quality updates at every turn and a sought-after Chesterfield location, this home is truly move-in ready and designed for comfortable everyday living and entertaining alike. Great location - easy access to major highways, close to Whole Foods and walking distance to Parkway West High & Middle Schools!

2400 Clayborn Dr, Chesterfield

$499,000

4 Beds ⋅ 3 Baths ⋅ 26031680 MLS ⋅ ACTIVE Status

Introducing 207 Renaldo Dr, recently updated with fresh interior paint and an accent backsplash in the kitchen. The living area includes a comfortable fireplace, while the kitchen contains all stainless steel appliances. The outdoor space features a deck and a fully fenced backyard. This property blends modern updates with welcoming outdoor living. Included 100-Day Home Warranty with buyer activation

207 Renaldo Dr, Chesterfield

$417,500

4 Beds ⋅ 3 Baths ⋅ 26027004 MLS ⋅ ACTIVE Status

***SELLER OFFERING $3,000 CREDIT TOWARD BUYER'S INTEREST RATE BUYDOWN ON ANY CONTRACT ACCEPTED BEFORE 10/10!*** Don't let the days on market fool you- the seller has completed some additional updates, and this home is move in ready! Located in the sought-after Kehrs Mill Farm subdivision, this home offers easy one-level living. You will love the hardwood flooring throughout the main floor, abundant natural light from newer windows and a layout designed for comfort. The spacious kitchen and living areas flow seamlessly, while both the primary and one secondary bedroom offer walk-in closets. The finished walkout lower level expands your living space with a large rec area, full bath, office or playroom, and ample storage. Step outside to enjoy a newer deck overlooking a level lot that backs to common ground.

2291 Hill House Rd, Chesterfield

$462,500

4 Beds ⋅ 3 Baths ⋅ 26021092 MLS ⋅ ACTIVE Status

Open Sun 10-11 1-3PM Enjoy this beautifully updated 4BR, 2.5B & 2CG home! Gorgeous SUN ROOM steals the show! Lovely kitchen cabinets with pull out drawers, new luxury vinyl flooring and white appliances. Step into the absolutely beautiful Sun Room with glass French doors and windows all around that bring in all that nature has to offer! Primary en-suite offers gorgeous hardwood floors, walk-in-closet, new lighting, new vanity and private shower. Walk-out basement with epoxy floors, built-in workbenches and large ceder closet. New Architectural Roof 2026 Newly Painted through out 2026 Newly refinished hardwood floors 2026 New luxury vinyl flooring 2026 Updated bathrooms 2026 New light fixtures through out 2026 New landscaping 2026 New furnace & HWH 2025 Updated plumbing in 2026 Private yard backs to trees and common ground next door is ideal for playtime. Plus, there is a NEIGHBORHOOD POOL & CLUB HOUSE, tennis and pickle ball courts for $425 annually! Membership is optional. This house is ideal for those who want to live in a fabulous neighborhood within walking distance to school. So many wonderful, major updates through out! What more could anyone wish for? Make your dreams come true!

250 Brixham Dr, Chesterfield

$792,000

3 Beds ⋅ 2 Baths ⋅ 26017110 MLS ⋅ ACTIVE Status

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

18668 Olive Street Rd, Chesterfield

$799,000

2 Beds ⋅ 1 Baths ⋅ 26014542 MLS ⋅ ACTIVE Status

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

960 Chesterfield Pkwy E, Chesterfield

$2,900,000

7 Beds ⋅ 4 Baths ⋅ 25026774 MLS ⋅ ACTIVE UNDER CONTRACT Status

An EXQUISITE EQUESTRIAN ESTATE nestled in the woods amongst 14+/- scenic rolling acres in Chesterfield along Kehrs Mill Road! Idyllic & rare, this extraordinary estate features a sprawling, custom designed 4,125 sq ft, 7 bedroom, 3 full & 1 half bath, pool, pool house, barn, 1 paddock, 1 pasture, and workshop! 2 story home w/impressive architectural detail, original wood flooring & abundant windows allowing expansive views of the lavish acreage! Perfect location for your dream home, a contemporary farmhouse, or even a country estate. Within the Rockwood School District with easy access to Hwy 40/64, shopping, dining, and Chesterfield Valley amenities. ALL buildings are being sold "as is", NO Seller's Disclosure available. DUPLICATE LISTING OF MLS#25026775.

1577 Kehrs Mill Rd, Chesterfield

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