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15250 Kingsman Cir, Chesterfield
$530,000
3 Beds ⋅ 3 Baths ⋅ 26054457 MLS ⋅ CLOSED 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

15425 Braefield Dr, Chesterfield
$550,000
3 Beds ⋅ 3 Baths ⋅ 26062863 MLS ⋅ CLOSED Status
TURN-KEY 3 bedroom, 2.5 bath VILLA offering 2,594+/- sqft located in the highly desirable Chesterfield area! Solid wood flooring throughout most of main level. Covered front porch welcomes you as you step inside the entry foyer. Spacious living room boasts an expansive 10'+/- vaulted ceiling, gas fireplace, bay window & recessed lighting. Sunroom with laminate “wood like” flooring, 11’+/- vaulted ceiling & 3 walls of windows allowing plenty of natural light. UPDATED, kitchen offers custom 40” cabinetry, Quartz countertops, tile backsplash, center island w/breakfast bar, 14’+/- vaulted ceiling, stainless steel appliances, bay window & walk-in pantry. Primary suite features a tray ceiling, bay window, walk-in closet, slide closet & a BEAUTIFUL bath with a custom double sink vanity w/Granite, tile flooring, custom tile shower & freestanding tub. Dining room with a bay window & laundry room w/LVP “wood like” flooring completes main level. Walk-out lower level extends living quarters with a large family room w/carpet, recessed lighting, ventless fireplace, wall of windows & walk-out to patio. Rec room boasts laminate “wood like” flooring & wet bar. 2nd & 3rd Bedroom w/carpet, slide closets & shares hall full bath. Unfinished storage room for additional storage space. Outdoors, one will enjoy a level to sloping backyard with a tree line, covered concrete patio & 2-Car attached garage. Parkway School District w/easy access to Olive Blvd/RT-141/HWY 64, shopping, dining & Chesterfield amenities. MUST SEE!

15425 Braefield Dr, Chesterfield

14470 Pembury Dr, Chesterfield
$725,000
5 Beds ⋅ 4 Baths ⋅ 26054047 MLS ⋅ CLOSED Status
Beautifully renovated ranch situated on a large, level lot in sought-after Green Trails! Rich walnut hardwood floors flow throughout the main level and lead into a spacious open floor plan featuring a private home office, impressive great room with skylight, custom built-ins, and gas fireplace, plus a beautifully appointed kitchen with natural cherry cabinetry and built-in planning desk with glass-front doors. The expansive primary suite addition offers a sitting area, custom his-and-hers walk-in closets, and a luxurious bath with heated floors, walk-in shower, and soaking tub. Three additional bedrooms, two full baths, and convenient main-level laundry complete the first floor. The finished lower level provides even more living space with a massive recreation room, fifth bedroom, full bath, hickory wet bar, abundant storage, and second laundry area. The exterior is fully maintenance-free, featuring four-sided brick construction with aluminum siding on all eaves and soffits. Additional features include a whole house water filtration system, plantation shutters throughout, newer roof with LeafGuard gutters, tankless water heater, high-efficiency furnace, professional landscaping, outdoor lighting, and much more! Conveniently located near schools, restaurants and shops with easy access to major roadways. Schedule your showing today!

14470 Pembury Dr, Chesterfield

254 Pennington Ln, Chesterfield
$1,099,000
4 Beds ⋅ 4 Baths ⋅ 26062856 MLS ⋅ CLOSED Status
Welcome to 254 Pennington Lane, a sprawling ranch in Forest Hills Club Estates where beautiful spaces, thoughtful details and an exceptional floor plan make this a home meant to be enjoyed. From the moment you step inside, natural light fills the gracious living and dining rooms, where wood floors, crown molding and beautiful windows create an elegant yet comfortable setting for everything from holiday dinners to evenings with friends. The kitchen is equally inviting, with custom cabinetry, quartz countertops, a Viking gas range and Thermador wall ovens, while the generous breakfast room offers plenty of space to gather around the table and linger long after the meal is over. The heart of the home is a series of living spaces that each offer something a little different. The family room is warm and welcoming, with a beautiful coffered ceiling, wood-burning fireplace and French doors opening to the patio. Just beyond, the sunken den feels intimate and relaxed, with another wood-burning fireplace, custom built-ins and a wet bar complete with a Scotsman ice maker and beverage refrigerator. Whether entertaining a crowd or settling in for a quiet night at home, there is a place here for every kind of moment. The primary suite is a retreat all its own, with generous proportions, a gas fireplace and room for a comfortable sitting area. An oversized walk-in closet provides exceptional storage and direct access to the patio, while the private bath features dual vanities, a soaking tub and separate walk-in shower. Three additional bedrooms with new carpet and a full hall bath complete the sleeping wing. A spacious laundry room with custom cabinetry and an oversized three-car, side-entry garage add even more to a main level designed to make everyday living easy. Downstairs, the finished lower level gives everyone room to spread out. The expansive recreation room is ready for movie nights, game days and celebrations, with custom cabinetry, a sink and dishwasher making it easy to entertain. A separate bonus room behind French doors, another full bath and abundant storage complete the space. And then there’s the backyard—the true showstopper. A beautiful brick-paver patio and courtyard create an outdoor living space you’ll want to use every chance you get, with a tiered fountain, and plenty of room for dinner under the stars, cocktails with friends or a quiet morning coffee. From there, the backyard opens to an incredible lawn framed by mature trees and lush landscaping. There is room to run, play, host a crowd or simply enjoy the peaceful setting, all with a sense of privacy that makes it feel like your own retreat. The location brings it all together. Set within the Rockwood School District, the home is just minutes from popular shopping, dining, parks and everything West County has to offer. Forest Hills Country Club is right in the neighborhood, with membership opportunities for golf, swimming, tennis, dining and a full calendar of social activities.Offering incredible outdoor space, room to live and entertain, and a location that offers a lifestyle all its own, this is a home you won’t want to miss.

254 Pennington Ln, Chesterfield

14641 Pine Orchard Ct, Chesterfield
$700,000
4 Beds ⋅ 4 Baths ⋅ 26059943 MLS ⋅ CLOSED Status
Enjoy one-level living in this beautifully updated & meticulously maintained Chesterfield Trails ranch. Situated in a quiet cul-de-sac, the home features four generous-sized bedrooms including a spacious primary suite with an elegant private bath & dual walk-in closets. Marvel at the soaring 11 foot vaulted ceilings in the great room, freshly painted with new carpeting installed, featuring stately dual beams that lead to a wood burning fireplace—a perfect centerpiece for the home. Striking features include hardwood floors, wood shutters, Anderson windows and patio doors and Velux Sun Tunnel skylights. The spacious eat-in kitchen complete with granite countertops, stainless appliances, a center island, a breakfast bar and plenty of cabinet space leads to the main-floor laundry and mudroom. Enjoy the formal dining room, just off the kitchen. The lower level is an entertainer's dream with plenty of space for the entire family to spread out and enjoy, the convenience of a full bath, a full sized workout room and still ample space for storage. HVAC and water heater replaced 2024. Nestled in the Parkway School District, just off Schoettler Road and within walking distance to Logan University & adjacent Logan Park that features a playground, walking path & pickleball courts. Located just minutes from major highways, parks, and shopping.

14641 Pine Orchard Ct, Chesterfield

1239 Creve Coeur Crossing Ln Unit D, Chesterfield
$167,000
2 Beds ⋅ 2 Baths ⋅ 26054673 MLS ⋅ CLOSED Status ⋅ Creve Coeur Crossing Condo BLDG.
BEAUTIFULLY UPDATED & MOVE-IN READY! Welcome to 1239 Creve Coeur Crossing Lane #D, a renovated condo sure to suit today’s beautiful, modern taste. From the moment you step inside the condo, you’ll notice a fresh, contemporary feel and quality upgrades designed to make your life a breeze! Luxury vinyl planks flow throughout the home, creating a stylish and cohesive look. The kitchen boasts stainless steel appliances, impressive quartz countertops, fresh cabinetry and a generous pantry— you will want to cook and entertain in this space! Fall in love with modern lighting, ceiling fans, generous closet spaces, storage and a stacked washer/dryer set. The two full bathrooms offer flexibility to meet your needs with a step-in shower and a bathtub. The updates continue with a BRAND NEW HVAC system, which has been completely reworked giving peace of mind for many years to come. Residents have access to the community pool, offering a great place to relax and enjoy the hot St. Louis months. Located at Route 141 and Olive, you will be just minutes from shopping, dining and major highways. The updates are done. The work is done. All that’s missing is YOU! Simply come see this condo today—you won’t want to miss out on it!

1239 Creve Coeur Crossing Ln Unit D, Chesterfield

214 Glen Cove Dr, Chesterfield
$670,000
4 Beds ⋅ 3 Baths ⋅ 26062475 MLS ⋅ CLOSED Status
Wow! A Beautiful Home Worth Waiting For!!!! Newly Remodeled 4 Bedroom 3 Bath BRICK Ranch in Popular Westbury Manor! Parkway Central Schools! 3000+ sq ft of Living Space! Great Street Appeal. OPEN FLOOR PLAN with Great Room Open to Living Room and Awesome Kitchen! Great Room features Fireplace with Brick Hearth and Atrium Door to Huge Deck. Entry Foyer with Beautiful Chandelier invites you to the Dining Room w/ Bay Window-Great for Holidays. The Open Spacious Space of Great Room is Perfect for Entertaining!!! Beautiful Wood Floors Flow throughout Most of Home. So Much Natural Light with Skylights.! Awesome Kitchen with 42" White Cabinetry, Quartz Countertops, Recessed Lighting, Large Center Island/Breakfast Bar, Tasteful Decorative Floating Shelves, New Stainless Appliances including Smooth Surface Stove, Microwave & Dishwasher, Tile Backsplash, Walk in Pantry, Double Sink w/Hi arc Faucet & more.... 4 Bedrooms All on Main Level including a Primary Suite with Gorgeous New Luxury Bath-Decorator Touches & Walk in Closet ready for Your Organization. MAIN FLOOR LAUNDRY.- A Must in Today's Busy Life. SO MUCH ADDITIONAL LIVING SPACE IN LOWER LEVEL WITH HUGE SPACIOUS RECREATION ROOM/FAMILY ROOM PLUS plenty of Extra Space for Office/Workout/Play plus A FULL 3RD BATH & Lookout Windows & Walkout! Walkout in Lower Level to Large Patio and Large Nice Backyard. (Lot is .32 acre) Huge Low Maintenance Composite Deck scrolls the Back of Home (approximately 40x14)-Great for BBQs. So Many Extras: Thermal Windows, Six Panel Doors, Newer HVAC, Tasteful New Lighting, Neutral Decorator Selections and Decor & Much More! Community Pool Available. Great Chesterfield Location!

214 Glen Cove Dr, Chesterfield

2131 Hickory Dr, Chesterfield
$975,000
5 Beds ⋅ 4 Baths ⋅ 26056609 MLS ⋅ CLOSED Status
Thoughtfully renovated in sought-after Wilson Farm Estates. Set on a .72-acre lot with over 4,400 sq ft of living space, this home offers room to gather, work, play & unwind. Host family and friends around the oversized stone island while dinner comes together on the 8-burner dual-fuel range in a light-filled showpiece kitchen. Find focus in the library/office or relax by the fire. Retreat upstairs to a spacious primary suite with spa-inspired bath, freestanding tub & oversized shower. The newly reconfigured walk-out lower level adds a 5th bedroom, expansive rec space & bonus room ready for movie nights, games, hobbies or fitness. Take dinner outside on the deck overlooking the large, tree-lined backyard. With spaces to come together and room to spread out, this home is designed for everyday living, entertaining & everything in between.

2131 Hickory Dr, Chesterfield

15525 Windsor Ridge Ct, Chesterfield
$770,000
4 Beds ⋅ 4 Baths ⋅ 26046746 MLS ⋅ CLOSED 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

17619 Bridgeway Dr, Chesterfield
$800,000
5 Beds ⋅ 6 Baths ⋅ 26027715 MLS ⋅ CLOSED Status
Showings start Thursday 9/24 at 12-2, 4-6 Open Houses! Five bedroom Wildhorse Village home on a level cul-de-sac lot in award-winning Rockwood School District! The main-level kitchen & breakfast room open directly to the large paver patio, while the finished walk-out lower level also provides backyard access—an uncommon combination for easy indoor-outdoor living. The level, private backyard boasts a wooded view, mature trees, open green space, the perfect sledding hill & room to create the resort style pool setting you have been envisioning. Main level features 9-foot ceilings, granite countertops, a center island, walk-in pantry, bay windows and a brick-to-ceiling wood-burning fireplace. The finished walk-out lower level includes a family room, recreation space, mini-kitchen, fifth bedroom, office/sleeping room and full bath—ideal for guests, work-from-home needs or multigenerational living. Upstairs are the vaulted primary suite with dual walk-in closets and updated bath, plus three additional bedrooms served by two full baths, including a Jack-and-Jill and ensuite. Best of all, the expensive—but not-so-exciting—stuff is already done! Major improvements include: NEW roof, NEW windows, NEW front door, NEW plantation shutters, NEW HVAC, FRESH paint throughout main & lower levels, NEW light fixtures & NEW lower-level carpet. All that’s left for you is the fun part—move in, decorate, and make it your own! Walk to Chesterfield Elementary and enjoy Wildhorse Village amenities: three pools, clubhouses, tennis/pickleball courts, trails, lakes, fishing, and sidewalks- all within one of the area’s most sought-after and established communities off prestigious Wild Horse Creek Rd. This is where space, location, and lifestyle come together just minutes from major highways.

17619 Bridgeway Dr, Chesterfield

15027 Isleview Dr, Chesterfield
$417,500
4 Beds ⋅ 3 Baths ⋅ 26062051 MLS ⋅ CLOSED Status
Gorgeous 4-bedroom, 3-bath home in the heart of Chesterfield! Inviting tile entry. Living room has open floor plan, boasts stunning vaulted ceilings and fabulous flooring. Formal dining area is perfect for family dinners. Fabulous eat-in kitchen has stainless-steel appliances, built-in microwave, granite, attractive backsplash, tile floors, and tons of cabinetry to store all your culinary supplies. The lovely primary bedroom suite with custom tile shower, beautiful tile flooring along with double vanity. Additionally, two generously sized bedrooms and a full second bath on main level. The finished lower-level features a large family room with brick fireplace, full bath and additional space for sleeping or home office, plus storage space and laundry area. Large spacious flat back yard with fencing and oversized patio.

15027 Isleview Dr, Chesterfield

14141 Baywood Villages Dr, Chesterfield
$685,000
3 Beds ⋅ 3 Baths ⋅ 26055928 MLS ⋅ CLOSED 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

1751 Canyon View Ct, Chesterfield
$575,000
5 Beds ⋅ 3 Baths ⋅ 26057088 MLS ⋅ CLOSED Status
Welcome to 1751 Canyon View Court in Chesterfield’s desirable Baxter Lakes subdivision. This spacious five-bedroom, two-and-a-half-bath home offers a versatile floor plan with the primary suite and a second bedroom conveniently located on the main level—ideal for guests, a home office or multigenerational living. The eat-in kitchen features wood floors, a center island, double ovens and a gas cooktop, with easy access to the formal dining room for entertaining. A formal living room provides additional gathering space, while the inviting family room features wood floors, a vaulted ceiling and a wood-burning fireplace. Step outside onto the large deck overlooking the backyard and peaceful common ground beyond. The unfinished walkout basement offers abundant storage and excellent potential for additional finished living space. A wonderful opportunity to make your home in Baxter Lakes!

1751 Canyon View Ct, Chesterfield

14143 Woods Mill Cove Dr, Chesterfield
$565,000
2 Beds ⋅ 2 Baths ⋅ 26053067 MLS ⋅ CLOSED Status
Don't miss this incredible opportunity to acquire this SPECTACULAR ranch-style Villa located in the highly sought after Terraces at Woods Mill Cove! The inviting courtyard immediately welcomes you and sets the stage for the exceptional quality, style and class within. Step inside and note the meticulous attention to detail throughout where each custom, high-end designer finish was thoughtfully selected to complement and elevate the perfectly proportioned spaces. The gracious entry foyer leads you effortlessly throughout: front bedroom is ideal for guests or home office and offers wonderful closet space and is adjacent to the ultra chic "boutique" hall bath that is absolutely GORGEOUS! Beautiful furniture style cabinet vanity with exquisite marble top, elegant sconces, intricate tilework and oversized tub/shower combination. Like to cook/entertain? The magazine worthy kitchen is simply STUNNING! Highlighted by warm KraftMaid cabinetry offering soft close drawers, abundant storage/pull-outs, beautiful granite countertops, abstract tile backsplash, oversized island with attractive chandelier, Bosch/LG stainless steel appliance package, separate pantry, charming breakfast nook and convenient access to the laundry/mud room and garage. The elegant dining room is generously sized and flows seamlessly into the great room that is a SHOWSTOPPER: soaring 11' ceilings, picturesque wall of floor-to-ceiling windows, custom built-ins that flank the striking focal fireplace (gas) accented with marble surround and dentil molding. The serene primary suite is quite FABULOUS: large walk-in closet with custom organization, (2) additional sets of closets, spa-like bathroom with double bowl vanity, walk-in shower, large soaking tub and linen closet. Relax and unwind in the AMAZING screened porch that overlooks the peaceful private yard with mature trees and well manicured grounds. The large unfinished lower level offers a multitude of options for ones choosing: finish the space for additional square footage or simply use it for abundant storage! This is TRULY a special home!

14143 Woods Mill Cove Dr, Chesterfield

16463 Cobbleskille Dr, Chesterfield
$405,000
3 Beds ⋅ 3 Baths ⋅ 26052042 MLS ⋅ CLOSED 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

2223 Twin Estates Cir, Chesterfield
$675,000
5 Beds ⋅ 4 Baths ⋅ 26046683 MLS ⋅ CLOSED Status
Nearly 5,000 square feet! Large addition on the back of this atrium ranch! Five bedrooms, three full bathrooms, one half bathroom and expansive living areas designed for a larger household and substantial entertaining. A dramatic atrium design - The open main level overlooks an entire additional level, allowing natural light and visual connection between the two floors. Open-kitchen potential - The existing layout creates the possibility of opening and redesigning the kitchen into a central showpiece connected to the main living and entertaining areas. A home the buyer can finish personally - The kitchen, bathrooms, flooring, lighting and cosmetic finishes can be selected around the buyer’s taste rather than inherited from a previous renovation.

2223 Twin Estates Cir, Chesterfield

14300 Conway Meadows Ct Unit 202, Chesterfield
$344,000
2 Beds ⋅ 2 Baths ⋅ 26046040 MLS ⋅ CLOSED Status ⋅ Conway Meadows Condo Sixth Am BLDG.
Neutral interiors, newly installed carpeting & fully remodeled kitchen & baths give this well-appointed one-level condominium a fresh appeal. Gracious entry foyer leads to formal dining room, home office and spacious living room with fireplace flanked by built-in storage cabinets. Custom-designed kitchen with white Shaker cabinetry, quartzite countertops & stainless steel appliances adjoins light-filled breakfast room and sun porch with expansive wall of windows that overlook open green space. The primary bedroom suite offers an appealing retreat with walk-in closet & luxury bath. A 2nd generous-sized bedroom, hall full bath & laundry complete the living quarters. Fully secure building with elevator, 2 storage units & 2 garage spaces. Located in a gated community with pool, tennis court & clubhouse. Convenient Chesterfield location just minutes from shopping & restaurants with easy access to Hwy 40.

14300 Conway Meadows Ct Unit 202, Chesterfield

15345 Country Ridge Dr, Chesterfield
$534,182
3 Beds ⋅ 2 Baths ⋅ 26056537 MLS ⋅ CLOSED 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

1346 Cherry Glen Ct, Chesterfield
$525,000
3 Beds ⋅ 2 Baths ⋅ 26054596 MLS ⋅ CLOSED Status
OPPORTUNITY KNOCKS to get into a great, sought-after Chesterfield neighborhood in this beautifully maintained, MOVE-IN READY, three-bedroom, two-bath RANCH home. The spacious kitchen and light filled breakfast room are perfect for busy mornings, homework at the table and casual family meals, while the formal dining room provides a wonderful setting for holidays, family dinners and special get-togethers. The generous primary bedroom suite offers a relaxing retreat with a soaking tub and separate shower, while two additional bedrooms provide comfortable space for family, guests or a home office. Outside, the PRIVATE fenced backyard feels peaceful and private, with plenty of room for children and pets to play. A lovely patio offers the perfect spot for summer barbecues, morning coffee or relaxing at the end of the day. Set on a beautifully landscaped corner lot, this home features impeccable curb appeal and a NEW (2026) roof. Security system and sprinkler system. The expansive, DRY lower level includes a cedar closet and additional storage, with plenty of space ready to be finished as a family room, playroom, home office or gym. With easy access to highways, shopping, restaurants, parks and everything Chesterfield has to offer, this is a wonderful opportunity to put down roots in a neighborhood you’ll love calling home. Parkway Central Schools!

1346 Cherry Glen Ct, Chesterfield

15534 Wendimill Dr, Chesterfield
$508,000
4 Beds ⋅ 3 Baths ⋅ 26037578 MLS ⋅ CLOSED Status
Welcome to 15534 Wendimill Dr, where there is plenty of room to spread out, entertain and make the most of summer. Located in Kehrs Mill Bend, this 4 bed, 2.5 bath home offers more than 2,600 sq. ft. of total living area, a newly finished basement and a backyard that might quickly become your favorite part of the house. The in-ground pool is the centerpiece of a backyard made for enjoying. Spend summer afternoons floating in the pool, fire up the grill with friends or settle into the screened-in porch with your morning coffee or unwind there after a long day. With plenty of patio space to relax and entertain, the whole backyard has an easy, vacation-at-home feel that is hard to beat. Inside, the home has been freshly painted throughout and features a classic 2-story layout with multiple living spaces. The main level offers plenty of room to gather, including a family room with a fireplace, a separate dining space and an eat-in kitchen overlooking the backyard. Upstairs, you'll find all 4 bedrooms, including a spacious primary suite with its own private bath. The finished lower level adds even more flexibility with a large recreation area and second fireplace, perfect for movie nights, a home gym, playroom or additional hangout space. A 2-car attached garage adds everyday convenience and plenty of room for storage. Located in the Rockwood School District near Kehrs Mill Elementary, this home brings together space, a flexible layout and the kind of backyard you'll want to enjoy all summer long. Fresh updates, move-in ready and waiting for its next chapter. Come see why 15534 Wendimill Dr just feels like a fun place to call home.

15534 Wendimill Dr, Chesterfield

138 Kendall Bluff Ct, Chesterfield
$739,000
3 Beds ⋅ 4 Baths ⋅ 25064048 MLS ⋅ CLOSED Status
Welcome to the Villages of Kendall Bluff, a sought-after gated community offering low-maintenance living in the heart of Chesterfield! This beautifully designed 1.5-story villa features 3 bedrooms and 3.5 bathrooms with upgrades throughout. This inviting open layout balances daily functionality with stylish entertaining. Upon entry you'll notice the living room/office that opens to the formal dining room with butler’s pantry, leading to the gourmet kitchen with large center island/breakfast bar with granite counters, a double oven and custom cabinetry that all create a seamless flow into the impressive 2-story great room. Here, built-in bookcases, a soaring wall of windows, and access to your private deck create a warm, inviting space. The main-floor primary suite offers spacious closets and a large bathroom with separate vanities. A main-floor laundry, half bathroom and attached 2-car garage add everyday convenience. Upstairs, find two generously sized bedrooms - each with its own walk-in closet and full bath - plus a loft overlooking the great room, ideal for a home office, media room, or to simply lounge. The lower level is ready for your finishing touch. All this in a gated neighborhood just minutes from Chesterfield’s best shopping, dining, parks, and highways!

138 Kendall Bluff Ct, Chesterfield

223 Trailtop Ct, Chesterfield
$485,000
4 Beds ⋅ 3 Baths ⋅ 26024796 MLS ⋅ CLOSED Status
Tucked away on a quiet cul-de-sac with a private backyard backing to mature trees, this 4 bed 3 bath brick two-story offers over 3,300 square feet of living space in a desirable Chesterfield location. Step inside to a spacious entry foyer where new luxury vinyl plank flooring flows through the foyer, living room, and dining room. Fresh neutral paint throughout and new carpet on the staircase and upper level create a bright, move-in-ready feel. The classic central hall floor plan showcases an open staircase, formal living and dining rooms, and a welcoming family room featuring a wood-burning fireplace. The kitchen opens to the breakfast room, providing the perfect space for everyday living and entertaining. The main floor laundry off of the kitchen is a great convenience! Upstairs, you’ll find four generously sized bedrooms and two full baths, including a spacious primary suite with its own private bath. The finished walkout lower level expands the living space and offers endless possibilities for a recreation room, home gym, media room, playroom, or home office. Step outside and enjoy the peaceful, tree-lined backyard setting, offering privacy and room to relax, entertain, or play. Additional highlights include a two-car attached garage and a one-year home warranty for added peace of mind. Conveniently located near shopping, dining, parks, and major highways, this move-in-ready Chesterfield home combines space, updates, and a fantastic setting—all waiting for its next owner to bring their finishing touches.

223 Trailtop Ct, Chesterfield

16463 Dapple Gray Ct, Chesterfield
$1,100,000
4 Beds ⋅ 4 Baths ⋅ 26057636 MLS ⋅ CLOSED 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

854 Nardin Dr, Chesterfield
$1,200,000
5 Beds ⋅ 5 Baths ⋅ 26048933 MLS ⋅ CLOSED Status
Set in one of Chesterfield’s most convenient locations with quick access to Highway 40/64, this stylish 5-year-old 1.5-story delivers a strong mix of space, function, and comfort. The main level includes a formal dining room, private office, and a crisp white kitchen with quartz countertops, oversized island, and walk-in pantry. The kitchen flows into a spacious great room with fireplace, while the primary suite is privately tucked on the main floor. The covered back porch is unbeatable, complete with a wood-burning fireplace and peaceful wooded views, it’s perfect for quiet mornings, evenings outside, or fall game days with family and friends. A new deck extends the outdoor living space even further. Upstairs offers three generous sized bedrooms, including a Jack-and-Jill setup and a private en suite. The finished lower level is made for entertaining with a full bar, TV room, playroom, private bedroom, and large full bath. Additional highlights include an extended three plus-car garage, zoned HVAC, and the most convenient location. Easy Walk and accessibility to downtown Chesterfield when completed

854 Nardin Dr, Chesterfield

584 Sunbridge Dr, Chesterfield
$575,000
3 Beds ⋅ 2 Baths ⋅ 26057743 MLS ⋅ CLOSED 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

842 Braefield Ct, Chesterfield
$525,000
4 Beds ⋅ 3 Baths ⋅ 26047079 MLS ⋅ CLOSED 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

2477 Baxton Way, Chesterfield
$530,000
2 Beds ⋅ 3 Baths ⋅ 26054154 MLS ⋅ CLOSED Status
Beautiful Renovation in the sought-after Woodfield Villa Community! This 2 bed 2.5 bath ranch boasts LVT flooring throughout! Enter into a spacious foyer that brings you into a home that is set up for ease of living & entertaining. First, THE KITCHEN! Chef's Kiss! Large island with sink, stainless appliances, quartz counters, modern tile backsplash, custom cabinetry & tons of storage. The LR & DR open to each other for ease during family gatherings. LR has a vaulted ceiling, a gas fireplace & sliding glass door to the patio outside. Down the hallway, you'll find a newly updated hall bath & second bedroom . The Primary suite has a tray ceiling, large walk-in closet & a spa like en-suite bath with double sink vanity, walk in shower with new tile floor and surround making this a true retreat. When you head downstairs, you'll find a dry bar, FR/Rec Room space -great for movie/game nights- a half bath & flex room that can be used as an office or home gym! This one has it all!

2477 Baxton Way, Chesterfield

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

391 S Greentrails Dr, Chesterfield

312 Diplomat Ln, Chesterfield
$575,000
3 Beds ⋅ 4 Baths ⋅ 26039663 MLS ⋅ CLOSED Status
Beautifully cared for and thoughtfully updated, this exceptional 3-bedroom, 4 full-bath home blends timeless comfort with modern convenience. From the moment you arrive, you'll appreciate the inviting atmosphere, spacious layout, and quality craftsmanship throughout. The updated kitchen, featuring newer LG appliances, opens seamlessly to the warm and welcoming family room, creating the perfect gathering space for everyday living and entertaining. A new gas ventless fireplace insert adds warmth and charm, while the convenient main-floor laundry room with a stainless utility sink enhances everyday functionality. The generous primary suite offers a relaxing retreat with a walk-in closet plus two additional closets for exceptional storage. Wider doorways throughout the home provide added accessibility and convenience. Step outside to enjoy the fully fenced, level backyard, perfect for entertaining, pets, gardening, or play. Three large tree stumps have recently been removed, creating even more usable yard space. A spacious parking pad offers plenty of room for additional vehicles. Recent improvements provide exceptional peace of mind and include a newer roof and gutters (2025) with added ridge vents, a new 50-gallon water heater (2025), updated plumbing and electrical, buried electrical service lines, a brand-new whole-house attic fan, and a new gas ventless fireplace insert. The sellers have also installed closet doors in all bedrooms, including the primary, added a linen closet door in the hallway, added a handrail and treads to the basement stairs, and addressed several minor electrical items. Two pull-down attic staircases, one on each end of the home, provide easy access to abundant attic storage, a rare and practical feature. The expansive unfinished lower level is already ahead of the game with recessed lighting, new plumbing, and two full bathrooms, offering an incredible opportunity to customize the space to fit your lifestyle. Whether you envision a recreation room, guest suite, home office, fitness area, or all of the above, this flexible space is ready to bring your vision to life. Ideally located in the heart of Chesterfield, you'll enjoy convenient access to Highways 40/64, 364, and 141, making shopping, dining, parks, and everyday conveniences just minutes away. With thoughtful improvements recently completed, this home is ready for its next chapter!

312 Diplomat Ln, Chesterfield

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


Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker of MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Some listings have been excluded from this website.


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