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14761 Chesterfield Trails Dr, Chesterfield
$630,000
4 Beds ⋅ 3 Baths ⋅ 26049958 MLS ⋅ CLOSED Status
Welcome to Chesterfield Trails! This beautifully maintained 2-story home offers over 3,000 square feet of living space with 4 bedrooms, 2 full and 1 half baths, a rear-entry garage, and a private in-ground pool. Step inside to find hardwood flooring throughout the foyer, formal living and dining rooms, and a spacious family room featuring custom built-in bookcases and a cozy fireplace. The open floor plan flows into the breakfast room and well-appointed kitchen with stainless steel appliances, abundant cabinetry, and convenient main-floor laundry. Upstairs, the spacious primary suite features a walk-in closet and an updated bath with a glass-enclosed shower, soaking tub, and double vanity. Three additional bedrooms and a full bath complete the upper level. The partially finished lower level provides flexible living space, generous storage, and endless possibilities for a home office, gym, or recreation area. Outside, enjoy your own backyard retreat with a fenced, private in-ground pool surrounded by mature trees and professional landscaping. Conveniently located near Highway 40/64, shopping, restaurants, parks, and award-winning Parkway schools, this home offers the perfect blend of comfort, style, and location.

14761 Chesterfield Trails Dr, Chesterfield
338 Branchport Dr, Chesterfield
$630,000
4 Beds ⋅ 4 Baths ⋅ 26004312 MLS ⋅ CLOSED Status
Gracefully designed for both everyday living and effortless entertaining, this home’s beauty is found in the way each space flows naturally into the next. Thoughtfully planned for a life that is sometimes busy, sometimes quiet, and always centered on connection, the layout offers both comfort and versatility. A traditional center hall foyer provides a warm and elegant welcome, opening to gracious living and dining rooms that set the stage for holiday gatherings, intimate dinners, and relaxed conversation. These timeless spaces, with newer hardwood floors, offer a refined sense of occasion while remaining inviting and livable. Touring through to the back of the home, the atmosphere opens into a bright and airy gathering space. The spacious kitchen serves as the true heart of the home, offering generous counter space, beautiful views of the backyard, and an easy connection to daily life. It flows seamlessly into the family room, where built-ins and a gas fireplace create a comfortable setting for everyday moments, quiet evenings, and time spent together. Just beyond the Pella atrium doors extend the living space outdoors to a private backyard retreat designed for both play and relaxation. The level yard offers ample space for games and recreation, while the newer patio is perfectly positioned for summer barbecues and outdoor dining. Overlooking it all is the sparkling pool, with fresh paint and newer tile, — a natural focal point for warm-weather entertaining and memorable afternoons with family and friends. Whether hosting a graduation celebration or enjoying a quiet Saturday at home, the home’s effortless indoor-outdoor flow makes entertaining feel natural and easy. Upstairs, four spacious bedrooms, all with walk-in closets, newer carpet, provide privacy, flexibility, and room to grow, with space equally suited for family living, guest accommodations, or a dedicated home office. Two updated full baths add comfort and ease to the daily routine. The finished lower level adds exceptional versatility, offering expansive space for recreation, movie nights, game-day gatherings, or casual entertaining. Ideally located near award-winning schools, along with an exceptional selection of nearby shops, restaurants, and everyday conveniences, this beautifully maintained home, with newer windows, offers the perfect blend of timeless character, functional living, and an outstanding location. Along with the many updates mentioned, AC unit was replaced in 2025. Don’t miss the opportunity to experience all it has to offer.

338 Branchport Dr, Chesterfield
2126 Park Forest Dr, Chesterfield
$628,000
4 Beds ⋅ 3 Baths ⋅ 26054800 MLS ⋅ CLOSED Status
Welcome to 2126 Park Forest Drive! This spacious 4-bedroom, 2.5-bath ranch offers 2,693 sq. ft. of main-level living, an impressive floor plan and an expansive, private fenced backyard. Step inside to a welcoming foyer flanked by a formal dining room featuring a charming window seat and a versatile office/sitting room. Beautiful hardwood flooring flows throughout the home, creating a warm and cohesive feel. The heart of the home is the beautifully remodeled kitchen and adjoining breakfast room, featuring a vaulted ceiling, custom cabinetry, granite countertops, tile backsplash, stainless steel appliances, hardwood floors, large walk-in pantry and bay window that fills the space with natural light. The adjoining great room makes a statement with its wood-beamed vaulted ceiling, gas fireplace and hardwood flooring. Multiple access points create a seamless connection to the outdoor living space, with doors from the kitchen/breakfast room, great room and primary bedroom leading directly to the composite deck. Retreat to the impressive primary suite featuring hardwood floors, a private sitting area and direct deck access. A generously sized custom walk-in closet provides exceptional storage, while the renovated spa-like ensuite creates a relaxing retreat with beautifully updated finishes. All 2.5 baths have been renovated. An oversized main-level laundry room adds everyday convenience and generous storage. The full unfinished walkout lower level offers tremendous potential for future living, recreation and entertainment. Outside, enjoy the expansive composite deck with pergola creating an inviting space for outdoor dining and relaxation, along with a patio overlooking the private, fully fenced backyard an ideal setting for entertaining, gardening, pets or simply relaxing outdoors. A wonderful combination of generous ranch-style living, thoughtful updates, exceptional outdoor space in the heart of Chesterfield!

2126 Park Forest Dr, Chesterfield
14852 Greenleaf Valley Dr, Chesterfield
$620,000
4 Beds ⋅ 4 Baths ⋅ 26033072 MLS ⋅ CLOSED Status
A beautiful 2-story in Chesterfield awaits it’s new owner. Featuring 4 bedrooms and 3.5 baths, with a functional layout and stylish updates, you won’t want to miss this one. Hardwood floors on both levels and luxury vinyl plank flooring in the finished lower level, create both warmth and durability. The family room showcases a brick surround fireplace and built in bookcases, while the kitchen offers granite countertops, double ovens, and easy access to the patio for effortless entertaining. Spacious primary suite includes an ensuite bath with separate tub and shower along with a walk-in closet. The finished lower level is ready for gatherings with a full bath, granite topped entertainment bar and double wine refrigerators. Enjoy the fully fenced backyard where extensive honeysuckle clearing has opened space for a great fire pit area and swing. A move-in ready home with indoor and outdoor spaces designed for everyday living and entertaining. All this and a 1 year Home warranty. Welcome Home!!

14852 Greenleaf Valley Dr, Chesterfield
406 Forsheer Dr, Chesterfield
$618,000
4 Beds ⋅ 3 Baths ⋅ 26021875 MLS ⋅ CLOSED Status
NEW PRICE REDUCTION!!! Welcome to this beautifully maintained home situated on a spacious half-acre lot on a quiet cul-de-sac, this home backs to the mature woods for added privacy, located in the highly sought after Parkway West School District. This charming 2-story residence offers the perfect blend of comfort, functionality, and timeless appeal. Featuring approximately 2,800+ square feet, this home offers 4 generously sized bedrooms and 2 1/2 bathrooms, providing ample space for both everyday living and entertaining. The inviting floor plan includes multiple living areas, highlighted by a cozy family room with a fireplace—ideal for relaxing evenings. The main level enhanced with luxury vinyl flooring, a separate dining room, a cozy sitting area, an updated powder room with a main floor laundry for your convenience (2023). The updated kitchen showcases custom cabinetry, sleek quartz countertops, and stainless steel appliances, all centered island, perfect for gathering and entertaining (2023). Designed with abundant counter space & flows seamlessly into a bright breakfast room enhanced by skylights. From there, step out into the sun room - an inviting extension of the home the provides additional living space with natural light. Upstairs, you’ll find the spacious Primary bedroom is elevated by soaring high ceiling with exposed beams, adding architectural character and warm, elegant touch to the space, and there is an additional area perfect for sitting place, reading nook or private lounge. The updated Primary bathroom offers a true spa-like retreat, featuring custom luxurious walk in shower, soaking tub, and beautifully updated double vanity (2025). Designed for both comfort and functionality, it also includes 2 walk in closets. All 4 bedrooms have luxury vinyl flooring (2023) and complemented by an updated hallway bath double vanity (2025). The lower level could be customized and transform into additional living space, a home theater, gym, or entertainment space for the next home owner. Step outside to the spacious, oversized deck for outdoor entertaining, dining, or simply relaxing and enjoy the peaceful quiet evenings surrounded by nature. The roof was replaced in 2013. Close to major highways, minutes from premier retail (Boones Crossing), fine dining, enjoy nearby attractions such as TOP GOLF, premium outlet malls, top-rated schools, outdoor recreation, parks and the perfect blend of convenience and comfortable lifestyle. Don't miss this incredible opportunity to make it yours!

406 Forsheer Dr, Chesterfield
2143 Park Forest Dr, Chesterfield
$615,000
4 Beds ⋅ 4 Baths ⋅ 26022104 MLS ⋅ CLOSED Status
Discover an incredible opportunity to own a home in the highly sought-after Clarkson Woods! This residence boasts an ideal location in Chesterfield, close to shopping and schools, with easy access to highways 64 and 40, among many other amenities. The two-story center hall greets you with beautiful hardwood floors throughout the main level. It features a study adorned with French doors and built-in bookcases, providing a quiet retreat away from the hustle and bustle of the stunning kitchen. Directly across from the study, the dining room opens onto the impressive kitchen, the heart of the home. It boasts an oversized island, ample cabinetry, solid-surface countertops, and a chef-level gas 6-burner range and oven. A convenient main floor laundry (MFL) is located just off the kitchen for added efficiency. The powder room has been updated with a newer pedestal sink, lighting, and plumbing. The spacious family room opens up to your composite deck, making it perfect for gatherings with family and friends. As for the primary suite, it features a custom-organized walk-in closet and a luxurious spa-like bathroom complete with a brand-new tiled shower and flooring. The main bathroom serving the other bedrooms has also been recently upgraded with a new vanity, lighting, and faucet. Three additional bedrooms are great and are located down the hallway from the primary. An oversized linen closet completes the second floor, providing storage for towels and blankets. Don't overlook the walk-out lower level, which includes a half bath, a recreation room, and a hobby room with built-in cabinets for art projects and crafts. The entire house has been freshly painted, features brand-new carpeting, crown molding, and even a basketball-worthy patio for the kids. This home checks all the boxes!

2143 Park Forest Dr, Chesterfield
14301 Gatwick Ct, Chesterfield
$615,000
3 Beds ⋅ 3 Baths ⋅ 26017080 MLS ⋅ CLOSED Status
Welcome to this atrium ranch in the heart of Chesterfield, nestled in the highly sought-after Parkway Central School District! This beautifully designed home offers over 3,100 sqft of total living space across two levels, blending elegant main-floor living with incredible versatility below. The main level showcases soaring vaulted ceilings that create a bright, open atmosphere throughout. The formal dining room impresses with its dramatic ceiling height, rich hardwood floors, and classic wainscoting. The kitchen features granite countertops, dark espresso cabinetry, a tile backsplash, gas cooktop, center island with sink, and pendant lighting, all open to the main living areas. The primary bedroom suite on the main floor is a true retreat, complete with a generous walk-in closet and en suite bath featuring dual vanities, a corner soaking tub, separate walk-in shower, and tile flooring. A second main-floor bedroom and full bath complete the main level. Step into the four-season sunroom to find floor-to-ceiling windows and skylights flooding the space with natural light, offering gorgeous wooded views and a ceiling fan for year-round comfort. An ideal space to relax or entertain! The finished lower level expands your living space significantly, offering a large recreation room with recessed lighting, a third bedroom, a full bathroom, perfect for guests, multi-generational living, or a private home office setup. Additional highlights include a main-floor laundry room with cabinetry and countertop, an attached two-car garage, and a private backyard backing to mature trees.

14301 Gatwick Ct, Chesterfield
15940 Woodlet Way Ct, Chesterfield
$615,000
4 Beds ⋅ 3 Baths ⋅ 26023967 MLS ⋅ CLOSED Status
HOLD ONTO YOUR HATS! This one is a PEACH! Just what you have been looking for. Gracious home, center hall plan, just ideal! HARDWOOD'S throughout most of the main floor. Nice paint, Plantation Shutters on the front windows. Living room opens onto the family room. Here is a brick masonary fireplace, french doors lead outside and a wet bar. The kitchen is light and airy has has many built-in features. U shaped kitchen design is great for those that entertain and host family parties. The breakfast room features built-in storage and serving platforms. The MAIN FLOOR laundry room is right here, but its own separate room, so you dont walk thru the room froom the garage. Helps keep everything clean and organized. The formal dining is just grand and rounds off the main level. Upstairs are 4 bedrooms, with 2 bathrooms. The master is LARGE with a walk-in closet and a remodeled master suite: Adult height vanity with double bowls and commode and gracious sized shower. 2 of the bedrooms have great closets. The LL is not finished,but has 2 year old HVAC and water heater. The rear entry garage has a really nice turn around that becomes a sports court. There is a level lot with an inground fencing system. Here is landscaping, a neat patio for entertaining and grilling. You can certainly host a soccer game back here. NOW: The house is to begin showings at an Open House on Thursday, April 23 at 4pm. Open is 4-6. BUT, this is what you need to be aware of. This house will be sold as an assigned sale. Once the homeowner gets a contract that he will accpet, the Seller turns the contract over to a relocation company. The company will see the contract thru to closing. YOU, the buyer will have documents to sign. Your agent has access to all of these documents. A copy will be at the house for your viewing. Second Open House will be on Sunday, April 26, 1-3. Any/all contracts are due to be submitted on Monday at 3pm at the latest. If your contract is selected by the seller, it may be Friday, May 1 before the Company signs off on the contract. Have YOUR agent call me for questions.

15940 Woodlet Way Ct, Chesterfield
27 Chesterton Ln, Chesterfield
$612,400
3 Beds ⋅ 3 Baths ⋅ 26005832 MLS ⋅ CLOSED Status
Stylish mid century modern on a private acre in Chesterfield! A circle drive leads you past the beautiful front lawn to the side entry garage and covered front porch, plus an unobtrusive side entrance. Protective trees cover the rear of this level lot, located on a low traffic cul de sac street. Nice flow to this one level home featuring varying ceiling heights reminiscent of Frank Lloyd Wright, with a mix of vibrancy and tranquility. The vaulted primary suite addition allows for multiple room choices around the original home, including a secondary bedroom suite. The primary suite showcases dramatic ceilings, clerestory windows, plenty of natural light yet still private, large bath with double basin sink and oversize shower, and of course the awesome walk in closet with organizers! Gorgeous kitchen featuring richly stained tall cabinetry, pull out drawers, quartz counters, undercabinet and accent lighting, deep sink and stainless appliances. Fourth bedroom converted to craft room or office is next to the main floor laundry. Skylights in several rooms add to the openness, and beautiful wood flooring runs thru much of the main level. Walk out basement is perfect for large office space, and is only under the primary suite, the rest of the home is on slab. Listen to the hoot of owls and crickets chirping in the woods in the middle of Chesterfield as you have your nightcap on the screened patio. Other features include recessed and backlighting, ceiling fans, radon mitigation system, replacement windows in original part of home, second HVAC system and water heater servicing the addition, and woodburning fireplace.

27 Chesterton Ln, Chesterfield
1563 Narrows Dr, Chesterfield
$610,000
4 Beds ⋅ 3 Baths ⋅ 26042871 MLS ⋅ CLOSED Status
Welcome to this beautifully maintained 4-bedroom, 2.5-bath two-story home nestled in one of Chesterfield's established neighborhoods. Offering a spacious and functional floor plan, this home features multiple living and entertaining spaces filled with natural light. The main level provides comfortable gathering areas, a well-appointed kitchen with ample cabinet and counter space, and seamless flow for everyday living. Upstairs, you'll find four generously sized bedrooms, including a spacious primary suite with a private bath. The unfinished lower level offers flexible space for a recreation room, home office or gym. Step outside to enjoy the backyard with mature landscaping and room to relax or entertain. Conveniently located near parks, shopping, dining, major highways, and everything Chesterfield has to offer, this home combines comfort, space, and an unbeatable location. Don't miss your opportunity to make it yours!

1563 Narrows Dr, Chesterfield
2156 Courtleigh Ln, Chesterfield
$600,000
4 Beds ⋅ 3 Baths ⋅ 26043195 MLS ⋅ CLOSED Status
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
14382 Stablestone Ct, Chesterfield
$600,000
4 Beds ⋅ 4 Baths ⋅ 26044255 MLS ⋅ CLOSED Status
Some homes you tour. This one, you can already picture living in. Set on a quiet cul-de-sac in one of Chesterfield's most sought-after pockets, this home comes with the address every move-up buyer is chasing: Parkway Central schools, tree-canopied streets, sidewalks made for evening strolls, and landscaping that's had decades to mature into something you simply can't buy new. This is the neighborhood people mean when they say they want to put down roots. Inside, over 3,400 square feet unfolds across every level, finished lower level included, giving you room to actually spread out. Bedrooms, living spaces, closets, all of it built generously, all of it outfitted with organization already in place. No compromises, no "we'll make it work." Just space that fits the life you're growing into. Outside, a lush, established yard, with a backyard wrapped in split rail fencing feels like your own private retreat, the kind of backdrop for backyard dinners, weekend mornings, and everything in between. And here's the part buyers love most: this home has been genuinely well loved and impeccably cared for. Spotless from top to bottom, it shows the pride of ownership that's increasingly rare to find, ready for its next chapter with someone who will love it just as well. This is the home that makes the next chapter feel like an upgrade in every way. Come see it before someone else calls it home.

14382 Stablestone Ct, Chesterfield
287 Glen Valley Dr, Chesterfield
$600,000
3 Beds ⋅ 3 Baths ⋅ 26032030 MLS ⋅ CLOSED Status
Welcome to this beautifully maintained and spacious brick ranch in sought-after Westbury Manor! Prime location just a short walk to the neighborhood pool! Exceptional curb appeal shines through the stunning landscaping and inviting brick accent columns at the front porch. Inside, you’ll love the open floor plan, custom built-ins, and numerous updates that reflect true pride of ownership. The light-filled family room offers a warm and inviting atmosphere and flows seamlessly into the gourmet kitchen, fully renovated and expanded with custom cabinetry, granite countertops, high-end stainless steel appliances, and abundant workspace and storage. The impressive primary suite has been thoughtfully expanded and reconfigured to include a huge custom walk-in closet by The Closet Factory, large windows for abundant natural light, and a beautifully updated en-suite bath featuring a separate shower, makeup area, and spacious granite vanity. Two additional bedrooms are generously sized, each with ceiling fans, and share a renovated bath with a stunning granite vanity. From the kitchen, an expanded sliding glass door leads to the lovely patio and beautifully landscaped with irrigation system, level backyard complete with landscape lighting and 2 motion lights, extensive stonework, and a gorgeous retaining wall that adds both beauty and functionality. The fully finished lower level provides exceptional additional living space, featuring a custom bar, expansive recreation/family room ideal for entertaining, a full bath, and two bonus rooms perfect for an office, guest space, or playroom. One bonus room features a full-sized window with wonderful natural light, while the other showcases a unique glass wall design. The oversized finished laundry room offers incredible storage, built-in shelving and cabinetry, plus ample space for hobbies, crafts, or a workshop area. Heating is provided by a gas furnace throughout the home, supplemented by a separate electric furnace in the basement for added comfort during severe winter temperatures. The garage features a dedicated work area and professionally finished flooring. The lot offers a prime location just a short walk from the fabulous neighborhood pool. Located within the highly acclaimed, award-winning Parkway School District, this home is also centrally situated near shopping, dining, entertainment, and downtown attractions.

287 Glen Valley Dr, Chesterfield
14954 Claymont Estates Dr, Chesterfield
$600,000
3 Beds ⋅ 4 Baths ⋅ 26030860 MLS ⋅ CLOSED Status
This Tudor-style home blends timeless architecture with sophisticated updates in one of Chesterfield’s most desirable locations. A dramatic two-story foyer welcomes you into a sun-filled interior featuring soaring ceilings, skylights, refinished hardwood flooring, and plantation shutters. The impressive step-down great room is anchored by a striking floor-to-ceiling stone fireplace and flows seamlessly into the elegant breakfast room with a wide bay window and patio access—ideal for entertaining both indoors and out. The beautifully updated kitchen offers rich cabinetry, quartz countertops, stainless steel appliances, and an oversized peninsula with breakfast bar seating, creating a warm and functional gathering space. The main-level primary suite delivers a true retreat with cathedral ceilings, multiple closets including a custom walk-in system, and an expanded luxury bath featuring a jetted soaking tub, double vanity, and separate shower. A private main-floor office/study with deck access provides the perfect work-from-home setup, quiet reading lounge, or luxurious closet. Upstairs, spacious secondary bedrooms and an additional full bath offer comfortable accommodations for family or guests. The finished lower level expands the home’s versatility with a large recreation area, wet bar, family room with built-in entertainment center, full bath, and an additional office or sleeping area. Step outside to an exceptional backyard retreat designed for both entertaining and everyday enjoyment. The expanded concrete patio offers multiple gathering areas, highlighted by a large pergola that creates the perfect shaded outdoor living space for dining, relaxing, or hosting guests. Mature trees and lush landscaping provide beautiful natural privacy and a peaceful park-like setting, while the open green space beyond enhances the sense of seclusion and serenity. Situated on a beautifully landscaped corner lot with circular drive, sprinkler system, and easy access to Hwy 40, shopping, dining, and award-winning Parkway schools, this home offers the perfect blend of elegance, comfort, and convenience.

14954 Claymont Estates Dr, Chesterfield
224 Brayhill Ct, Chesterfield
$600,000
4 Beds ⋅ 3 Baths ⋅ 25069147 MLS ⋅ CLOSED Status
Step into this exquisite classic 2-story home, nestled on a large, private lot that backs to mature trees. Entertain guests in the formal living and dining rooms before retiring to the family room, the heart of the home, a grand warm and cozy space with gas ignite wood burning fireplace, custom built-in shelving and wet bar. Exquisite updated modern kitchen and baths with main floor laundry. The master suite serves as a serene retreat with its stunning En-Suite. The spacious secondary bedrooms ensure everyone has their own comfortable space. Extend your living outdoors onto the large screened-in patio, where you can enjoy the peaceful and private backyard year-round that backs to trees.

224 Brayhill Ct, 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
14238 Kinderhook Dr, Chesterfield
$596,838
4 Beds ⋅ 4 Baths ⋅ 26040061 MLS ⋅ CLOSED Status
Stunning home! Major attention to detail! Great curb appeal! 4 bedrooms with 2.5 baths on main. Extensive finished lower level with large recreation room, crafts room, 2nd recreation room and office plus bar area and large full bath with whirlpool tub and separate shower area. Off main floor is lovely 3 season room with glass windows all the way around, vaulted ceiling & ceiling fan. Wood floors in foyer, great room, half bath, walk-in wet bar, kitchen and breakfast room. Extensive crown and chair rail molding throughout. Updated Primary Bedroom with St. Louis Closet organizers, ceiling fan, and primary bath with cherry cabinets and solid surface counter tops. Updated hall and guest baths. Great room has ceiling fan, fireplace and vaulted ceiling. 3 additional bedrooms with ceiling fans & crown molding. Main floor laundry with cubbies. Beautiful Kitchen with 42" white cabinets,contrasting center island cabinets. GE Cafe Stainless Steel Appliances which includes refrigerator, duel fuel gas cooktop and electric oven, dishwasher and microwave. A must see!

14238 Kinderhook Dr, Chesterfield
14641 Timberlake Manor Ct, Chesterfield
$595,000
3 Beds ⋅ 3 Baths ⋅ 26019075 MLS ⋅ CLOSED Status

14641 Timberlake Manor Ct, Chesterfield
13302 Fairfield Circle Dr, Town And Country
$595,000
3 Beds ⋅ 4 Baths ⋅ 26026048 MLS ⋅ CLOSED Status
Classic, one story brick villa nestled within one of Town & Country’s premier gated communities. This timeless residence showcases an open floor plan with exceptional craftsmanship—oak hardwood floors, soaring ceilings, custom millwork, and elegant Palladian windows. An impressive foyer introduces the coffered living room with its marble fireplace and the refined, well appointed dining room. The chef’s kitchen features oak cabinetry, tiled countertops, and a skylight, opening to both a charming breakfast room and a light filled sunroom. The primary suite provides a serene retreat with two customized walk in closets, a luxury bath with jetted tub, and French doors leading to a private courtyard. A second ensuite bedroom and a convenient main floor laundry complete the primary living level. A broad atrium staircase leads to the expansive lower level, offering a paneled recreation room with wet bar, a game room, a third bedroom/office, and a full bath—ideal for guests or extended living. Set on a premium interior lot adjacent to open green space, the home features brick courtyards, a two car garage, and effortless access to the community pool just steps away.

13302 Fairfield Circle Dr, Town And Country
45 Orange Hills Dr, Chesterfield
$592,500
4 Beds ⋅ 3 Baths ⋅ 26043246 MLS ⋅ CLOSED Status
The seller has received multiple offers and has established an offer deadline of 8:00 AM on Monday, July 13, 2026 with a response time of 10:00 am. Completely updated and designed for effortless one level living, this exceptional Chesterfield ranch pairs sophisticated interior updates with one of the most impressive backyards you'll find in all of Chesterfield. The heart of the home is a beautifully renovated kitchen featuring stylish finishes, quality cabinetry, stainless steel appliances, and an open concept design. Expansive, oversized windows flood the home with natural light, enhancing the bright, airy feel throughout while framing views of the private backyard. The luxurious primary suite is equally impressive, highlighted by a stunning, fully remodeled spa inspired bathroom. Thoughtfully updated with newer major mechanical systems, this home offers the peace of mind today's buyers are looking for. Then you step outside. Situated on a rare corner lot just under half an acre, the backyard feels like a private resort. The jaw dropping custom in ground pool is surrounded by striking stonework that creates an unforgettable focal point, while the mature tree line behind the property provides an exceptional level of privacy rarely found in a neighborhood setting. Unlike many homes with pools, there's still an abundance of level yard remaining—perfect for kids, pets, lawn games, or future outdoor additions. It's a backyard designed for everything from quiet evenings to unforgettable summer gatherings. The finished lower level provides exceptional flexibility with space for a media room, recreation area, home gym, or guest retreat. Ideally located just steps from Four Seasons Country Club, you'll enjoy easy access to championship golf, tennis, swimming, dining, and one of Chesterfield's premier private club lifestyles. You're also just two blocks from Parkway Central High School and minutes from shopping, dining, and everything that makes Chesterfield one of the region's most sought-after communities. This is a rare opportunity to own a truly move in ready home where luxury, privacy, and an unbeatable location come together.

45 Orange Hills Dr, Chesterfield
15327 Grantley Dr, Chesterfield
$590,000
4 Beds ⋅ 3 Baths ⋅ 26022422 MLS ⋅ CLOSED Status
Showings start Thursday 5/21 and Open House Saturday 5/23 1pm-3pm. Welcome to 15327 Grantley Drive, a beautifully maintained 4-bedroom, 2.5-bath two-story home in a highly desirable Chesterfield location. Set on a lovely lot with mature landscaping, this home offers classic curb appeal, a two-car attached garage, and a welcoming covered front entry with double doors. Inside, a grand foyer sets the tone with an impressive staircase, custom stained glass detail, and a spacious, flowing main-level layout. The first floor features a convenient racetrack-style floor plan where the rooms connect seamlessly, creating an easy flow for everyday living and entertaining. The formal dining room offers generous space for gatherings, while the living and family areas provide multiple places to relax, including a comfortable family room with built-ins, a brick fireplace, and great natural light. The eat-in kitchen offers ample cabinet storage, generous counter space, a center island, stainless steel refrigerator, and a charming breakfast area with access to the deck overlooking the backyard. A main-floor laundry room and half bath add everyday convenience. Upstairs, all four bedrooms are thoughtfully located on the same level, including a spacious primary suite with a fireplace, large walk-in closet, and an updated en suite bathroom featuring a double vanity, jetted tub, and separate shower. Three additional bedrooms and a second full bathroom complete the upper level. The finished walkout lower level adds nearly 1,000 square feet of additional living space, offering a large recreation area, bar seating, built-ins, flexible sleeping or office space, and ample storage beyond the finished area. Outside, enjoy a large fenced backyard, deck, and walkout access from the lower level, creating excellent indoor-outdoor functionality. Ideally located near Highway 40, Logan University, and just a stone’s throw from the exciting new Chesterfield entertainment district, this well-cared-for home offers space, character, convenience, and a prime Chesterfield setting.

15327 Grantley Dr, Chesterfield
14611 Rogue River Dr, Chesterfield
$590,000
5 Beds ⋅ 3 Baths ⋅ 26023713 MLS ⋅ CLOSED Status
This is the kind of home you can truly relax in and enjoy every day. Start your mornings with coffee on the deck as the gardens come to life around you, then enjoy peaceful strolls along winding paths through beautifully landscaped grounds filled with native and exotic trees and ever-changing perennials. Inside, there’s plenty of room to live, grow, and gather. The main level features four spacious bedrooms, while the separate lower-level apartment offers incredible flexibility with its own living area, kitchenette, full bath, bedroom, private entrance, dedicated HVAC system, and in-unit washer and dryer—ideal for multi-generational living, guests, or a private home office. Evenings are best spent outdoors, whether entertaining on the expansive composite deck and patio or unwinding in the covered hot tub overlooking the serene backyard. More than just a home, this is a place to slow down, connect, and truly enjoy where you live.

14611 Rogue River Dr, Chesterfield
15192 Isleview Dr, Chesterfield
$585,000
4 Beds ⋅ 4 Baths ⋅ 26021403 MLS ⋅ CLOSED Status
Claymont Subdivison! Chesterfield! Claymont Elementary~ West Middle~ Parkway West HS. Spacious ranch. Main level has 4 bedrooms and 3 baths with tons of space (2,618 sq ft on main level). Open floor plan, gas fireplace, kitchen has 42" cabinets with solid surface counter tops, main floor laundry room. Primary bedroom boasts large double closets... adjoining bathroom is large enough for two adults. Full finished lower level with an additional sleeping area, full bath, bonus room, billiard room (pool table and accessories convey with the sale of the home), plus workshop and storage rooms. Highly maintained HVAC and water systems, sump pump, and sewer lateral back flow devices installed. In ground heated pool - well maintained and serviced professionally. Brand new front and rear retaining walls plus walkways installed in March 2026. Fenced courtyard accessible from multiple rooms. Rear entry 2-vehicle garage. Wooded lot with a beautiful view of creek, common ground and walking path with access to the lake.

15192 Isleview Dr, Chesterfield
14750 Thornbird Manor Pkwy, Chesterfield
$582,366
2 Beds ⋅ 3 Baths ⋅ 26042686 MLS ⋅ CLOSED Status

14750 Thornbird Manor Pkwy, Chesterfield
2424 Clayton Pointe Ct, Chesterfield
$580,000
3 Beds ⋅ 3 Baths ⋅ 26050490 MLS ⋅ CLOSED Status
Enjoy easy villa living without sacrificing space in this highly desirable, ranch-style, attached villa offering over 2,700 square feet of finished living space! From the welcoming curb appeal and side-entry 2-car garage to the spacious interior, this home is designed for comfortable everyday living and effortless entertaining. The bright, open kitchen features 42" cabinetry, stainless steel appliances, a generous breakfast room, and convenient main-floor laundry nearby. A separate dining area provides additional space for hosting family and friends. Custom crown molding and soaring ceilings on both the main level and finished lower level add elegance and an impressive sense of openness throughout. The main level offers two spacious bedrooms and two full baths, including a luxurious primary suite with a large walk-in tile shower, dual sinks, a walk-in closet, and an additional slider closet for exceptional storage. The finished lower level expands your living space with a third bedroom, full bath, an expansive family room featuring a cozy gas fireplace, a wet bar, and abundant storage. Relax with your morning coffee or unwind in the evenings from the screened-in porch overlooking the backyard. Located in a highly desirable area close to shopping, dining, and everyday conveniences, this villa offers the perfect combination of low-maintenance living, generous space, and timeless comfort. Don't miss this exceptional opportunity to enjoy carefree living in a home that truly has room for everyone!

2424 Clayton Pointe Ct, Chesterfield
15011 Ridge Lake Dr, Chesterfield
$580,000
4 Beds ⋅ 3 Baths ⋅ 26050509 MLS ⋅ CLOSED Status
Amazing curb appeal welcomes you to this charming 2 story home with great bones and thoughtfully updated systems. (HVAC 3-4 years old, Water Heater new within last month) The spacious main floor features engineered hardwoods and an open kitchen lined with rich wood cabinetry, granite countertops, and stainless appliances—all new within the past four years. Four generous bedrooms upstairs and a finished lower level provide the space and flexibility today’s buyers crave. There’s even a car charger in the garage. Evenings are best spent on the deck overlooking your beautiful back yard that joins the expansive common ground—perfect for playtime and peaceful views. And just beyond that? The Cedar Mill pool, one of the neighborhood’s favorite gathering spots. From swim team to chili cookoffs, holiday events, and movie nights, Cedar Mill brings the community together all year long. This home puts you right in the heart of it. (Cedar Mill Swim Club is $350/year with a $200 additional fee that can be worked off if you work events)

15011 Ridge Lake Dr, Chesterfield
329 Portico Ct, Chesterfield
$580,000
4 Beds ⋅ 3 Baths ⋅ 26004154 MLS ⋅ CLOSED Status
Your search is OVER! Welcome to 329 Portico Ct in Chesterfield! This beautifully maintained Parkway Central ranch has everything a family could want. Step into the gleaming entry way that opens on both sides to LR and DR. These rooms are open to kitchen and FR offering ease for entertaining but also offer some separation that families need for remote work/living balance. Shining hardwood floors continue into the family room that has a gas fireplace and overlooks the back yard. THE KITCHEN! Beautiful maple cabinetry and stone countertops, stainless appliances, pantry, wall oven, breakfast nook, truly the heart of the home! The Primary bedroom is spacious and serene, with an ensuite bath that boasts a walk-in shower, beautiful tile and euro-height vanity. Three additional bedrooms and generous hall bath complete the main floor. The LL is a recreation room dream...wood grain tile flooring, a gas fireplace and a full bath and w/out. The yard has a park-like setting w/beautiful landscaping features and room for playsets! It's the WHOLE PACKAGE!

329 Portico Ct, Chesterfield
810 Wellesley Place Dr, Chesterfield
$580,000
5 Beds ⋅ 4 Baths ⋅ 26004235 MLS ⋅ CLOSED Status
Continue to show for backup. Wonderful opportunity to move into this 4 bed/3.5 bath updated home in a prime location. There are hardwood floors throughout the main level, an eat-in kitchen with stainless steel appliances and pantry and planning desk. You will enjoy the spacious family room with gas fireplace and an abundance of natural light. To complete the picture on this level is a formal dining room and living room/home office and an oversized main floor laundry/utility room for added convenience. Upstairs is the master suite with walk-in closet, luxurious bath with soaking tub, walk in shower, dual vanity. Completing the second floor is three more bedrooms and hall bath. The partially finished walk-out lower level has rec room, 3rd full bath, sleeping room -- and plenty of storage. Enjoy time on your deck overlooking level yard, park your vehicles in the oversized garage.

810 Wellesley Place Dr, Chesterfield
606 Aspen Ridge Ct, St Louis
$576,000
3 Beds ⋅ 3 Baths ⋅ 26006705 MLS ⋅ CLOSED Status
Welcome to an incredible opportunity to own a home in the highly desirable Cedar Springs enclave, tucked away on a quiet cul-de-sac. This inviting home offers a comfortable and functional layout, starting with a large main floor Primary Bedroom featuring an attached den or office—ideal for working from home or unwinding in your own private space. The Primary Bath includes double vanities, a soaking tub and a separate shower. The spacious Great Room, flooded with sunlight, features a soaring ceiling and a beautiful fireplace, creating a warm and open feel that’s perfect for everyday living or entertaining. A large Dining Room adds more space for more formal gatherings. The Kitchen is well-equipped with granite countertops, an island with cooktop, plenty of cabinetry, two pantries and a breakfast bar that opens to a bright Breakfast Room with a large bay window. A main floor Laundry Room adds convenience. Upstairs, you’ll find two bedrooms, a full bath and a loft space that could easily serve as a playroom, Family Room or converted to a fourth bedroom. An unfinished Lower Level has incredible potential for extra living space. Located in a guard-gated community, residents enjoy access to a pool, clubhouse, tennis and pickleball courts and a scenic lake for a relaxed, active lifestyle.

606 Aspen Ridge Ct, St Louis
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

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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