Chesterfield Real Estate | Chesterfield Single Family Homes for Sale

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

50 White Plains Dr, Chesterfield

$640,000

ACTIVE Status ⋅ Dave Townsend

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

$505,000

ACTIVE Status ⋅ Mike Palermo

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

$575,000

ACTIVE Status ⋅ Seri Brillhart

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

$649,900

ACTIVE Status ⋅ Bailey Merkel

Welcome to a truly exceptional Chesterfield residence where timeless elegance meets modern comfort. Perfectly positioned on a beautifully landscaped Corner lot, this impressive home offers the space, style, and functionality today's buyers are searching for. From the moment you step into the welcoming foyer, you'll appreciate the generous living spaces, exceptional layout, and quality improvements throughout. Extensively updated, this impressive 4-bedroom, 3-bath home features a remodeled kitchen, beautifully renovated bathrooms, updated flooring, fresh paint, and an HVAC system replaced in 2022, offering peace of mind and move-in-ready convenience. Designed with entertaining in mind, the expansive floor plan offers multiple gathering spaces to suit every occasion. The oversized family room is a true centerpiece, featuring a cozy fireplace, abundant storage, and direct access to a private side patio. A charming hearth room shares the fireplace, creating an inviting atmosphere for relaxing evenings. The formal living room showcases beautiful wood flooring and flows seamlessly into the elegant dining room, complete with custom built-in cabinetry for added style and functionality. The spacious kitchen is a dream for home chefs, offering abundant counter space, two pantries, and easy access to the backyard through a sliding glass door. Step outside to your own private retreat featuring a fully fenced yard, expansive patio, mature landscaping, including custom landscape lighting that creates a stunning evening ambiance. Upstairs, you'll find the Primary suite and three generously sized secondary bedrooms along with a luxurious primary suite featuring a walk-in closet and a beautifully renovated spa-inspired bath. One secondary bedroom offers its own private balcony, the perfect place to enjoy morning coffee or peaceful evening breezes overlooking the beautifully landscaped yard. The partially finished lower level provides incredible flexibility with abundant storage and endless possibilities for a recreation room, home gym, media space, workshop, or future expansion. A convenient mud room adds everyday functionality to this already impressive home. Ideally located in the heart of Chesterfield, this exceptional property offers easy access to premier shopping, dining, parks, major highways, and award-winning Parkway schools. Combining the neighborhood's largest floor plan, extensive updates, outstanding outdoor living, and an unbeatable location, this is a rare opportunity to own a truly special home.

2156 Courtleigh Ln, Chesterfield

$670,000

ACTIVE Status ⋅ Sue Kelly

Tucked away in the gated Amberleigh community, this end-unit ranch villa has been lovingly maintained by its original owner and offers an incredible canvas for your personal touch. Spanning 3,400 square feet of total living area, this home is a standout for anyone seeking the ease and flow of true one-floor living. You’re greeted by soaring ceilings, rich wood flooring, and elegant plantation shutters adorning large windows—including several newly installed Andersen windows—that set a sophisticated, airy tone throughout. The heart of the home is a light-filled great room anchored by a gas fireplace, flowing seamlessly into the formal dining room & wet bar area. The sunlit kitchen with an abundance of 42" white cabinets features a cozy breakfast room, perfect for slow mornings with a cup of coffee. Private deck for relaxing. Retreat to the primary suite, a generous space complete with dual walk-in closets and a sizable ensuite bath. Private laundry room and attached 2 car garage. The lower level adds even more versatility with a large second bedroom, a third bath, and a sprawling recreation room with wet bar. Step outside from the walk-out basement to a private patio, ideal for enjoying some fresh air in a peaceful setting. Mechanical updates provide lasting peace of mind, as the home features a newer water heater (1 yr) , two furnaces (upper level is 1.5 ys) , and one newer AC unit (2 ys) . Situated in a prime location just moments from a variety of shops, grocery stores, and local eateries, this residence perfectly balances convenience with modern living.

14632 Amberleigh Hill Ct, Chesterfield

$1,250,000

ACTIVE Status ⋅ Allen Brake

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

$840,000

ACTIVE Status ⋅ Berkley Land

A tremendous value in the highly sought-after The Forest subdivision in Chesterfield, this 1.5-story brick and Hardie-sided home offers more than 4,000 square feet of living space with an exceptional blend of thoughtful updates, and surrounded by a serene and private wooded setting. From the moment you arrive, the paver driveway, attractive exterior, and mature landscaping create stunning curb appeal. Inside, the home offers a spacious and functional floor plan designed for both everyday living and entertaining. The main-floor primary suite serves as a private retreat featuring direct access to the expansive rear deck and a beautifully updated primary bath. The heart of the home features a large great room with soaring ceilings, a wet bar, and fireplace, creating an inviting gathering space filled with natural light. The main level also includes a generous formal dining room with bay window, separate living room, and an expansive eat-in kitchen with granite countertops, stainless steel appliances, and abundant cabinetry. Just off the kitchen, a charming sunroom offers the perfect place to relax while overlooking the beautiful wooded backyard. Step outside to enjoy one of the home’s standout features — a large deck spanning the width of the home, complete with a covered awning and ceiling fans, creating an exceptional outdoor entertaining space with peaceful privacy. The second floor offers three additional spacious bedrooms, two full bathrooms, and a large loft area, providing flexibility for family, guests, or home office area. The finished walk-out lower level expands the living space even further with a nicely appointed recreation area, small kitchenette, full bath, and abundant storage space. Don't miss the level fenced in area off the walk out lower level perfect for a play space or English Garden. Additional features include attached 2-car garage, upgraded windows, extensive storage throughout, a new retaining wall and so much privacy and natural beauty.

16557 Baxter Forest Ridge Dr, Chesterfield

$550,000

ACTIVE Status ⋅ Richard Hart

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

$800,000

ACTIVE Status ⋅ Mark & Neil Gellman

Impeccably kept and ideally located, this exceptional villa offers more than 4,000 square feet of living space with a thoughtful, comfortable floorplan designed for both everyday living and entertaining. The updated kitchen serves as the heart of the home, while several newer windows bring in wonderful natural light throughout. Enjoy two gas fireplaces, inviting living spaces, and a nice rear patio that provides a great place to relax or entertain outdoors. The finished lower level adds valuable living area and flexibility for guests, hobbies, recreation, or a home office. Located in a secure villa community with a pool and desirable amenities, this home combines low-maintenance living with convenience to shopping, dining, parks, and major routes. Move-in ready and clearly cared for with pride, this is a fantastic opportunity to enjoy spacious villa living in a highly convenient setting.

15920 Picardy Crest Ct, Chesterfield

$515,000

ACTIVE UNDER CONTRACT Status ⋅ Alicia Metzger

Move-in ready end-unit villa featuring a private, landscaped patio backing to common ground and mature trees. The foyer opens to a spacious great room with vaulted ceilings, fireplace, and built-in shelving, adjacent to a dining area ideal for everyday living or entertaining. The updated kitchen offers a center island, quartz countertops, subway tile backsplash, pantry, and stainless steel appliances. The primary suite includes a walk-in closet with built-ins, an updated full bath, and an additional laundry hookup option conveniently located near the primary bedroom. Two additional bedrooms and a second updated full bath complete the upper level. The finished lower level features a newly completed basement with updated flooring, ceiling, paint, stair carpet, and a fully renovated laundry room, plus additional living space, storage, and a wine closet. Additional highlights include wood flooring, plantation shutters, updated lighting, an updated powder room, and a secondary laundry hookup on the main level. Community amenities include a clubhouse, pool, pickleball courts within walking distance, and beautifully maintained common grounds. Conveniently located near shopping, dining, and major highways.

2421 Baxton Way, Chesterfield

$550,000

ACTIVE Status ⋅ Mark & Neil Gellman

Welcome to this beautifully refined residence in sought-after Chesterfield, where timeless elegance meets elevated everyday living. This home offers a fresh, luxurious feel from the moment you step inside. The main level showcases sophisticated formal living and dining rooms with rich hardwood flooring, complemented by a spacious family room designed for both comfort and style. The kitchen is a standout, appointed with hardwood cabinetry, granite countertops, stainless steel appliances, a sleek glass cooktop with hood, and double wall ovens—perfect for both intimate dinners and elevated entertaining. Step outside to a level, partially fenced backyard, offering a serene setting for outdoor gatherings or quiet evenings. Upstairs, retreat to the expansive primary suite, complete with dual walk-in closets and a spa-inspired en suite bath featuring dual vanities separated by a glass-enclosed shower. Two additional bedrooms share a well-appointed full bath, providing both comfort and convenience. New carpet has been installed throughout this level of the home. Just a few steps down from the main level, discover a versatile fourth bedroom or private office, along with a generously sized laundry room with utility sink. The finished lower level is an entertainer’s dream, boasting multiple expansive living areas, a second powder room, kitchenette, and a private sleeping space—ideal for hosting guests or creating a luxurious retreat. All of this, located within the highly acclaimed Parkway School District, makes this home an exceptional blend of style, space, and sophistication.

334 Dungate Dr, Chesterfield

$1,250,000

ACTIVE Status ⋅ Marie Kutryb

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

ACTIVE Status ⋅ Brittany Peterson

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

$399,900

ACTIVE Status ⋅ T. Michelle Jones

***HUGE Price Improvement!!! Seller says sell!! ***Escape to your own private oasis in this beautifully updated 5-bedroom ranch, tucked away on a serene, tree-lined lot. The heart of the home boasts an open, light-filled floor plan designed for effortless daily living and grand entertaining. Step down into the fully finished lower level to discover a massive recreation room complete with a custom marble-tiled bar, a full bath, and two versatile bonus bedrooms—perfect for guests, a home office, or a gym. Modern upgrades shine throughout, including gleaming hardwood floors, fully refreshed bathrooms, plush new carpeting, and high-efficiency thermal windows. Spend your evenings hosting on the expansive rear deck or relaxing in the private owner's suite featuring a separate soaking tub and shower. Wrapped in low-maintenance vinyl siding, this rare blend of ultimate privacy and functional luxury is completely turn-key. Schedule your private tour today!

1272 Beaver Creek Rd, Chesterfield

$585,000

ACTIVE Status ⋅ Sean Banankhah

You will love this stunning, one-story Ranch home featuring 4 beds & 2 full baths. This home has been meticulously maintained with many upgrades/updates/remodel, including hardwood floors throughout the main floor, newer fixtures. Open and bright floor plan. The kitchen features custom cabinets, granite countertops, stainless steel appliances, and generous counter space with large center Island. Master bedroom suite features full bath/shower. 3 additional bedrooms on the main floor. Formal dining & living room, large family/great room on main floor with wood burning fireplace. Kitchen opens up to a large patio with a very private, secluded large backyard, perfect for entertainment. The Beautifully finished Lower Level features a large family room/great room, office/den and loft style ceiling, with recessed lighting, Nice size office & laundry and plenty of storage complete the lower level. Beautifully landscaped backyard, with large patio is perfect for outdoor activities. Newer roof. Great location in the heart of Creve Coeur.

14338 Millbriar Cir, Chesterfield

$545,000

ACTIVE Status ⋅ Jason Cooper

Recently renovated 5 bedroom home boasting over 3600 total square feet in Parkway Central. Perfect for multi generational living including a walk-out basement with In-Law quarters, kitchen and wet bar! Private fenced in backyard backs to woods and has two-zone fencing to provide pets their own space. Main floor offers 2 separate family rooms, open kitchen and dining. Recent renovations to lighting and flooring throughout with modern accents in kitchen overhaul with beautiful quartz cabinets and all brand-new appliances. This home is turn-key and move-in ready, all of the details have been thoughtfully prepared for the right family. This neighborhood and location of East Chesterfield is quick proximity to Creve Coeur shops and restaurants that are some of the best in West County! Welcome home.

343 Ridge Trail Dr, Chesterfield

$2,499,000

ACTIVE Status ⋅ Catherine Shaw-Connely

This estate is known as La Fermette. This is a one-of-a-kind, GATED, EQUESTRIAN PROPERTY resting gracefully on 3+/- acres providing a peaceful & tranquil atmosphere in the HEART of CHESTERFIELD with an EXQUISITE CUSTOM 1.5 home, STATELY 60x40 cedar Barn Pro barn with 4 stalls, a half bath, and a separate wood working area, outdoor riding arena, detached 2-car garage, attached 3 car garage & BEAUTIFUL, MATURE, fruit producing pear, peach, cherry, & apple trees, and a grape vineyard! 5,823+/- SqFt, 4 bedroom, 4 full & 1 half bath home, PLUS Au Pair/in-law suite. Hardwood oak flooring throughout most of home. A grand 2-story entry foyer welcomes you. Great room features an 18’ ceiling w/balcony from 2nd floor, gas fireplace, wet bar, bookcases & a wall of windows allowing plenty of natural light & stunning views of the property. Eat-in kitchen flaunts custom cabinetry, granite counters, center island, stainless steel appliances, Subzero built-in fridge/freezer, 2 walk-in panties, second staircase to upper-level & walk-out to large, private deck with hot tub surrounded by trees. Main level primary suite, boasts 2 custom walk-in closets, French door entry to office and GLAMOUROUS updated MARBLE accent bath with heated floors, custom vanities, walk-in shower, freestanding tub and private commode. Completing the main level living space is an office, dining room, hearth room, laundry room and a half bath. Upper level extends living quarters with 3 additional bedrooms, 1 has ensuite bath & other 2 share Jack-n-Jill. Walk-out, lower level extends living quarters, GREAT for an Au Pair/IN-LAW suite, that features: large rec room, 2nd kitchen, living room w/gas fireplace, Au Pair/in-law suite w/custom closet, 2nd laundry *stackable only*, dog spa w/grooming table & 3rd laundry *stackable only*, full bath & un-finished storage room. MUST SEE!

17 West Dr, Chesterfield

$348,900

ACTIVE Status ⋅ Rosine Ciaccio

LARGE PRICE IMPROVEMENT!! You do not see many single family homes on the market in the Chesterfield area under $400,000. Please don't miss your chance to make this home in River Bend, one of the best West County neighborhoods, your new home. This 1,832 sq ft single level home greets you with new flooring and paint. It is a blank canvas waiting for your special touch. The open floor plan welcomes you in and captivates you with all the possibilities. The floor plan flows effortlessly through a spacious living room, dining room and family room which leads into the open kitchen with eating area, and a charming breakfast bar area. The family room, complete with wood burning brick fireplace, offers a cozy place to spend the winter evenings. The home also offers three bedrooms and two well appointed bathrooms. The master suite is in the back of the home and has access to the patio. There is a nice size dedicated laundry area off the kitchen. The home features an oversized 2-car garage with additional storage. The home had a new HVAC system installed & Wood Flooring throughout in 2025. New roof installed May of 2026 and painting throughout June of 2026. Please open all the closet doors and you will discover this home has a LOT of storage. This isn't just a house; it's an opportunity to live in a very social neighborhood - where multi-generations march in the 4th of July parade ending at the neighborhood pool. . (annual special membership fee applies for the pool and tennis courts-please confirm price) Please call today for your private showing.

258 Ridge Trail Dr, Chesterfield

$525,000

ACTIVE UNDER CONTRACT Status ⋅ Janet Zerler

Beautifully Renovated Villa offering 3 Bedrooms, 3 Full Bathrooms, and a 2-Car Garage in the Highly Desirable Villages at Baxter Ridge. This Home combines Low-Maintenance Living with thoughtful Design and Functional Main-Level Layout. The Main Floor features a Formal Dining Room and a Spacious Great Room highlighted by a Gas Fireplace, and Direct Access to Expansive Deck through Double French Doors. REAL WOOD FLOORS THROUGHOUT THE MAIN FLOOR including the Bedrooms! The Kitchen offers Crisp White Cabinetry, Granite Counters, Stainless Steel Appliances, Double sink, Breakfast Bay, and Convenient access to the attached Garage. The Main-floor Laundry adds everyday convenience. Two Bedrooms are located on the Main Level. The Primary Suite is Generously sized with a Bay Window, Vaulted ceiling, Ceiling Fan. The En-suite bath features Double Vanities, a Separate Soaking Tub, and Walk In Tiled Shower. The Guest Bedroom includes a large window and ample closet space. The Finished Walk Out Lower Level provides an additional Bedroom, Full Bathroom with Walk In Shower, and Family Room ideal for Recreation, Media, Office, extra sleep space, or hobby or exercise use. Second set of Laundry Hookups. The Private Outdoor Space serves as a True Extension of the Home with a Deck, Mature Landscaping, and a Patio off the lower level. The Private Courtyard enhances flexibility and convenience. Located in a prime Chesterfield setting close to shopping, dining, and major highways, this Villa offers comfort, privacy, and accessibility in one of West County’s most convenient corridors. Parkway Schools.

15810 Harris Ridge Ct, Chesterfield

$155,000

ACTIVE Status ⋅ Lisa Miller

Step into this spacious 4-bedroom, 2-bath home situated on approximately 0.9 acres in Chesterfield IL. Featuring large rooms, soaring ceilings, hardwood floors, and timeless craftsmanship throughout, this home offers a rare blend of historic character and everyday comfort. Original details include 3 pocket doors, classic 6-panel interior doors, and oval window entry doors. The oversized custom kitchen comes complete with stainless steel appliances and plenty of space for cooking, gathering, and entertaining. The main floor showcases large Anderson windows that fill the home with natural light, while the second floor offers two generously sized bedrooms, a full bath, and vinyl replacement windows. A full basement provides excellent storage space and additional possibilities. Outside, enjoy the inviting wraparound porch overlooking the expansive yard. This home offers an excellent opportunity for buyers looking to add their own style and updates. While some repairs and cosmetic improvements may be desired, the home's spacious layout, original character, and solid features provide tremendous potential to build equity and create a truly special property, this home is ready for its next chapter. Come take look, the potential here is endless.....

207 N Walnut, Chesterfield

$399,900

ACTIVE Status ⋅ Lou Coco

Wonderful Ranch in Sought-After Baxter Lakes Subdivision! This well maintained ranch home features maple hardwood floors flowing through the entry, kitchen, and family room. The kitchen features 42-inch white cabinetry, Corian countertops, a side by side Samsung stainless steel refrigerator, stylish tile backsplash, and a large center island perfect for entertaining. The family room has a brick-surround gas log fireplace, with plenty of natural light. There is a 16x16 screened-in porch with a vaulted ceiling, leading out to a 21x14 composite deck. The large primary suite offes an updated bathroom and generous walk-in closet. An oversized side-entry tuck-under garage with built-in cabinets. Other features include: gutter guards, rear patio, vinyl thermal insulated double pane windows and two sliding glass doors; six panel doors throughout, 2 inch custom blinds, window grills, nicely landscaped corner lot. The large walk-out basement is ready for your finishing touches! Located in the award winning Parkway School District. Priced accordingly for some updating needed. New roof August 2026 with architectural shingle.

15645 Dresden Lake Ct, Chesterfield

$499,000

ACTIVE Status ⋅ Ben Lytle

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

$420,000

ACTIVE Status ⋅ Angela Kenney

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

$475,000

ACTIVE Status ⋅ Sandy Baker

Open House Sunday 8/30 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

$774,900

ACTIVE Status ⋅ Katie McLaughlin

BEAUTIFUL HOME IN FOREST HILLS, $774,900 PLUS A $25,000 CLOSING CREDIT FOR ANYTHING YOU WANT TO USE IT ON. THIS IS AN AMAZING DEAL! PLEASE CHECK IT OUT AS SOON AS POSSIBLE. Nestled on a private acre lot at the end of a cul-de-sac in the sought-after Forest Hills Country Club subdivision, this beautifully updated 2-story home blends timeless charm with modern upgrades. Residents enjoy access to golf, swimming, tennis, and dining with optional country club membership. Step inside to a welcoming two-story foyer featuring a dramatic staircase, flanked by formal living and dining rooms. The spacious family room flows seamlessly into the updated kitchen, showcasing stylish cabinetry, granite countertops, stainless steel appliances, and updated lighting. A convenient main-floor laundry room and powder room complete the level. Upstairs, you’ll find four generously sized bedrooms with hardwood flooring throughout, including a primary suite retreat. The additional bedrooms share an updated hall bath. Outdoor living is just as inviting with a patio and expansive grounds offering privacy and space to enjoy. The rear-entry two-car garage adds convenience and curb appeal. The unfinished lower level provides a versatile space ready for future customization. Ideally located near shopping, dining, and fitness amenities, this move-in-ready home offers the perfect blend of comfort, style, and location.

156 Highgrove Ct, Chesterfield

$797,000

ACTIVE Status ⋅ Kathy Helbig

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

$564,000

ACTIVE UNDER CONTRACT Status ⋅ Marcy Byrne

Easy, low-maintenance living in Town & Country-with space and flexibility today's buyers are looking for. This 1.5 story villa offers over 3,500 sq ft, giving you room to live, work and entertain without the upkeep of a traditional home. The open floor plan features soaring ceilings, skylights, new luxury vinyl flooring on main and upper level, new carpet, and a newer roof. The great room includes a floor-to ceiling wood burning fireplace, wet bar, and a layout that's ideal for hosting or just relaxing at home. A spacious dining area flows into the eat-in kitchen with granite countertops and access to a private patio-perfect for morning coffee or casual evenings outside. The main level includes a bedroom suite and laundry for added convenience. Upstairs, the primary suite offers an updated bath and large walk-in closet, along with a versatile den/office/nursery and half bath. The finished lower level adds even more flexible space with a family room, wet bar, office or workout area, gas fireplace, and a private sleeping area with full bath-great for guests or extended stays. Plantation shutters on all upstairs windows. Aggregate driveway, Enjoy Cedar Springs community amenities including a clubhouse, pool, tennis and pickleball courts, and walking trails-all supporting an active, social lifestyle. A great blend of space, convenience and lock-and-leave ease in a prime location! Owners are able to purchase a warranty for the Town & Country lateral outside sewer line. Call 844-257-8795

14380 Cedar Springs Dr, Chesterfield

$799,000

ACTIVE Status ⋅ Alex Whiteside

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

$900,000

ACTIVE Status ⋅ Catherine Shaw-Connely

Home is to be sold in AS IS condition. 4.15+/- Acres in desirable PRIME CHESTERFIELD LOCATION along Kehrs Mill Road. It is truly a "diamond in the rough" with the seclusion of trees. No subdivision, so no restrictions. 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. CALL US DIRECTLY WITH ANY QUESTIONS. THIS LISTING IS DUPLICATE OF MLS #24014459.

17421 Private Valley Ln, Chesterfield

$2,900,000

ACTIVE UNDER CONTRACT Status ⋅ Catherine Shaw-Connely

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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