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2315 Wellington Estates Dr, Chesterfield
$775,000
5 Beds ⋅ 6 Baths ⋅ 26043964 MLS ⋅ COMING SOON Status
Welcome to 2315 Wellington Estates Drive, an impressive two-story residence situated in the desirable Wellington Estates neighborhood of Chesterfield. Offering over 5,400 square feet of living space, five bedrooms, four full bathrooms, and one half bathroom, this stately brick home combines timeless architectural character, generous living spaces, and exceptional versatility. Set on a level lot, the property features an inviting exterior, a three-car garage, and a thoughtfully designed floor plan ideal for both everyday living and entertaining. A grand two-story entry foyer makes an immediate impression, showcasing a sweeping staircase, soaring ceilings, intricate millwork, and elegant architectural detailing. Rich wood flooring, crown molding, and expansive living areas contribute to the home's classic appeal. Just off the entry, the formal living room offers a refined setting with abundant natural light, while the elegant dining room features decorative molding, a tray ceiling, and ample space for hosting memorable gatherings. The heart of the home is the expansive great room, distinguished by dramatic wood-beamed ceilings, extensive custom woodwork, built-in bookcases, and a striking fireplace. A beautifully integrated wet bar with cabinetry and a serving area enhances the room's entertaining potential, creating an inviting space for everything from intimate evenings to larger celebrations. The spacious kitchen offers abundant custom cabinetry, granite countertops, stainless steel appliances, a gas cooktop, built-in refrigerator, and a large center island with breakfast bar seating. Designed with both functionality and gathering in mind, the kitchen provides generous preparation and storage space while opening to the adjoining breakfast room. Large windows and access to the outdoor deck bring natural light into the space, creating a welcoming atmosphere for casual dining. A conveniently located main-level laundry room, additional living space, and powder room complete the main floor. Upstairs, the expansive primary suite provides a private retreat featuring wood flooring, a tray ceiling, and an exceptionally spacious custom walk-in closet with built-in shelving and storage. The luxurious primary bathroom is appointed with dual vanities, extensive cabinetry, a soaking tub, a separate glass-enclosed shower, and beautiful tile finishes. Three additional generously sized bedrooms and two full bathrooms provide comfortable accommodations, with flexible space for guests, hobbies, or a home office. The partially finished walkout lower level significantly expands the home's living and entertaining possibilities. An impressive recreation area offers abundant room for multiple seating arrangements, games, and gatherings, complemented by a large wet bar with extensive cabinetry and counter space. Additional finished areas provide opportunities for a media room, exercise space, home office, or recreation room. A fifth bedroom and full bathroom offer added flexibility for overnight guests or extended stays, while additional storage areas enhance the home's practicality. Outdoor living is equally inviting, with an expansive elevated deck overlooking the backyard. Offering generous space for outdoor dining, grilling, and entertaining, the deck creates a natural extension of the home's main living areas. The level backyard provides additional room for outdoor activities, gardening, or simply enjoying the surrounding greenery. Ideally located in the sought-after Parkway School District, near Parkway West High School, this home offers convenient access to Chesterfield's shopping, dining, parks, and major highways. With its substantial living space, distinctive architectural features, versatile floor plan, and exceptional opportunity for personalization, 2315 Wellington Estates Drive presents a wonderful opportunity to create a truly remarkable home in an established Chesterfield neighborhood.

2315 Wellington Estates Dr, Chesterfield

1120 Cabinview Ct, Chesterfield
$824,900
5 Beds ⋅ 3 Baths ⋅ 26063184 MLS ⋅ COMING SOON Status
Professional Photos coming soon. Showings will begin 11/13. Open House 11/15. Sprawling 4,400+ sq ft contemporary in a beautiful Chesterfield neighborhood. The main level features a formal living room, a hearth room, and a great room-style family room that flows into a breakfast area and an exceptionally large kitchen with 42-inch custom cabinetry, granite countertops, an island, and a butler’s pantry leading to the formal dining room. Two fireplaces keep the home feeling warm and inviting throughout. Upstairs, a recreation area overlooks the foyer and adds flex space that most homes in this size range simply don’t have. The primary suite is a genuine retreat — generous square footage, a huge walk-in closet, and a full bath with separate shower and tub. The three additional upstairs bedrooms are equally impressive, each oversized with plenty of closet space. A first-floor bedroom or office rounds out the layout with flexibility right off the main living area. The unfinished basement offers a blank canvas for whatever you need most. A covered porch opens to a large, private backyard with room to spread out or entertain. The oversized 3-car garage handles parking and storage with ease. Parkway Central School District. Five bedrooms, 2.5 baths, and room to grow into — this one has the scale to match your life.

1120 Cabinview Ct, Chesterfield

14261 Finger Lake Dr, Chesterfield
$625,000
5 Beds ⋅ 4 Baths ⋅ 26067169 MLS ⋅ COMING SOON Status
Rarely available, TRUE 5-bedroom home in the highly sought-after Lake on White Road subdivision, offering over 3,000 square feet of comfortable living space. Enjoy the peaceful, low-traffic setting of of this neighborhood, ideally located adjacent to the vibrant Green Trails community. A spacious foyer welcomes you into the formal living and dining rooms, while the open floor plan seamlessly connects the updated eat-in kitchen, featuring granite countertops, stainless steel appliances, a gas range, and abundant cabinetry, to the inviting family room with a cozy gas fireplace. Convenient main-floor laundry adds to the home's functionality. Upstairs, zoned HVAC provides year-round comfort, and all 5 bedrooms offer generous space. Natural light pours into the hallway through a SolaTube skylight, while the expansive primary suite, measuring over 17' x 12', easily accommodates a sitting area or reading nook and includes a walk-in closet and beautifully updated bath with double sinks, and a walk-in shower. Outdoor living is equally impressive with a fully fenced, level backyard designed for entertaining and relaxation, featuring a stone patio, attractive pergola, and irrigation system. The finished lower level includes a bathroom and ample flexible space for recreation, hobbies, fitness, work, or gatherings. An oversized garage provides additional storage and convenience. Residents also enjoy access to a Stocked Fishing Lake, the community's most desirable and fun amenity. Located in the highly rated Parkway Central School District and just minutes from shopping, dining, entertainment, and major highways, this move-in-ready home offers the perfect combination of space, comfort, and location. Showings Begin Friday 11/06 at 9:00 AM.

14261 Finger Lake Dr, Chesterfield

13214 Pinetree Lake Dr, Town And Country
$799,000
5 Beds ⋅ 4 Baths ⋅ 26068125 MLS ⋅ COMING SOON Status
Situated on a premium lakefront lot in sought after Pinetree Lake, this classic-styled 2 Sty features an open floor plan with oak hardwoods, detailed trim work and plantation shutters. Impressive entry foyer leads to spectacular living room with floor-to-ceiling stone fireplace and built-in bookcases, formal dining room and spacious family room with wet bar and atrium doors that open to screened porch that overlooks the community lake. The updated kitchen with custom cabinetry, granite countertops, stainless steel appliances & 4’ center island adjoins a light-filled breakfast room that opens to private deck. Upstairs, the primary bedroom suite with luxury bath with jetted tub offers an appealing retreat. 3 Additional bedrooms, sitting area and hall full bath complete the 2nd floor living quarters. Lower Level entertainment space includes expansive recreation room plus 5th bedroom and full bath. Conveniently located just minutes from shopping, restaurants & parks with easy access to Hwys 40 & 270. Award-winning Mason Ridge Elementary.

13214 Pinetree Lake Dr, Town And Country

1925 Lanchester Ct, Chesterfield
$499,000
4 Beds ⋅ 3 Baths ⋅ 26069710 MLS ⋅ ACTIVE Status
Rare opportunity to purchase in the highly sought-after Scarborough West subdivision in the Parkway West School district complete with walking path to the school. Park-like setting with mature trees & landscaping. Nearly 2,700+ square feet of living space provide for ample living space. Hardwood flooring on 1st floor, spacious formal living & dining rooms with large sliding glass doors overlooking multi-level, custom deck & wooded lot. 3 very spacious bedrooms & 2 full baths complete this floor. Expansive lower level with over 1,000 square feet of living space with additional bedroom and bath, paneled office/study, plus flex rooms that would be great for an additional bedroom or work out room. Incredible, 3 season room off family room lets you enjoy nature and an ideal additional living space. Attached 2 car garage.

1925 Lanchester Ct, Chesterfield

1823 York Ridge Ct, Chesterfield
$825,000
5 Beds ⋅ 4 Baths ⋅ 26069462 MLS ⋅ ACTIVE Status
Stunning Fully Remodeled 5-Bedroom Home in the Heart of Chesterfield! An incredible opportunity to make this gorgeous, completely remodeled 5-bedroom, 3.5-bath home in the heart of Chesterfield yours! Beautifully updated from top to bottom, this home combines modern finishes, spacious living areas, and thoughtful design throughout. Step inside to a grand two-story entry foyer, flanked by a formal living room on one side and an elegant dining room on the other. The spacious family room features a cozy fireplace and opens seamlessly to the impressive chef’s kitchen, creating the perfect setting for entertaining and everyday living. The stunning kitchen boasts a large center island, custom cabinetry, quartz countertops, a double pantry, and stainless steel appliances. A separate bar area with a wine cooler adds the perfect touch for hosting family and friends. A conveniently located laundry room completes the main level. Upstairs, you’ll find four generously sized bedrooms, including a luxurious primary suite featuring a spacious walk-in closet and a spa-inspired ensuite bath with custom tilework, a separate soaking tub, and a walk-in shower. The beautifully finished, walk-out lower level provides even more living space, including a fifth bedroom and an additional full bathroom—ideal for guests, a home office, or extended living arrangements. Enjoy peace of mind with numerous recent updates, including fresh paint throughout, new luxury vinyl plank flooring, updated lighting and fixtures, select electrical improvements, a new HVAC system, and a new composite deck. With its stylish renovations, versatile living spaces, and exceptional features, this move-in-ready home is one you won’t want to miss! Schedule your private showing today and discover all this beautiful Chesterfield home has to offer!

1823 York Ridge Ct, Chesterfield

14258 Dinsmoor Dr, Chesterfield
$685,000
5 Beds ⋅ 5 Baths ⋅ 26067479 MLS ⋅ ACTIVE Status
Absolutely fabulous 1.5-story home in the sought-after Green Trails Estates community, located in the award-winning Parkway Central School District. Offering 5+ bedrooms, 4.5 baths, and a versatile, light-filled floor plan, this spacious home sits on a beautiful .28-acre lot with a private, lush backyard. The welcoming center-hall layout features hardwood floors throughout, a formal dining room, a living room ideal for a home office, and a stunning family room with custom built-ins, a gas fireplace, and views of the backyard. The updated eat-in kitchen showcases custom cabinetry, granite countertops, and stainless steel appliances, complemented by a breakfast room and breakfast bar. A standout feature is the rare flexibility of two primary bedroom suites—one on each level. The main-level suite offers a vaulted ceiling, deck access, a private ensuite bath, and an oversized walk-in closet, making it ideal for multigenerational living or a private retreat. Upstairs, the second primary suite features a spacious walk-in closet and ensuite bath, along with three additional bedrooms and an updated full bath. The expansive lower level is designed for entertaining and everyday living, with a large rec room, workout/bonus room, full bath, and an additional flexible room perfect for a home office, hobby space, or guest accommodations. Additional conveniences include main-level laundry, a spacious pantry with a coffee bar, and an oversized garage. A large deck and pergola overlook the backyard and are perfect for entertaining. Newer roof, HVAC systems, and appliances add peace of mind. Enjoy the space, versatility, and comfort of this exceptional home in a convenient Chesterfield location, close to shopping, dining, offices, and schools.

14258 Dinsmoor Dr, Chesterfield

2105 Brook Hill Ridge Dr, Chesterfield
$1,375,000
4 Beds ⋅ 6 Baths ⋅ 26069321 MLS ⋅ COMING SOON Status
Built by Miceli, this traditional 1.5 story has the perfect modern twist, super clean and neutral, very well maintained with endless substantial updates. Starting with the outstanding curb appeal, this home sits angled prominently on a large lot with a beautiful entry walk, covered front porch and new front door. To the rear is a lovely oasis with an inground pool and garden waterfall. Well landscaped, newer roof, newer concrete drive and front walk. 3 car side entry garage that has been resurfaced with epoxy finish, new utility sink in garage as well. To the rear there is a private deck that overlooks the pool area. Super peaceful with trees lining the fence line for privacy. Inside you will find a very fresh decor, recently painted throughout. Newer carpeting on 1st and 2nd floors, lots of wood floors on the first floor, beautiful moldings and wood trim work. New light fixtures and door hardware throughout, plantation shutters, all closets designed by St. Louis closets with custom built ins. Two story entry foyer, formal office with built in bookcases, formal dining room with bay window, formal powder room with pedestal sink, family room with wet bar, built in bookcases, gas fireplace, large bay window, plantation shutters and access to deck. Large kitchen with center island, new gas cooktop, stainless appliances, granite counters, built in subzero, large walk-in pantry, new sink and faucet, butler's pantry, planning desk, large breakfast room with gas fireplace. A vaulted sunroom to the rear off the breakfast room leads out to the private composite deck. First floor laundry with new sink and built in cabinets, second half bath. The primary bedroom is located on the first floor and has wood flooring, plantation shutters, one large, customized walk in and one slider closet with double rods and customized shelving. Large master bath, double vanities, separate shower and tub, private commode area. Upstairs there are three large bedrooms, one with a private in-suite bath, the other two share a jack and jill bath with private sink areas inside each bedroom. The lower level is a walk out to the pool area with a large family room with gas fireplace, recreation area with a wall of built cabinetry, and possible 5th bedroom which has window and French doors, but would need a closet; there is plenty of space to add a closet by expanding into the adjoining unfinished area. To complete the lower level there is a walk behind wet bar with mini frig and half bath, again plenty of room to expand this bath and add a shower by taking space from the adjoining unfinished area. Ample storage space. Zoned heating and cooling. Upstairs unit is newer, but both are well maintained and in working order. All new Marvin Infinity windows throughout, (52 to be exact), with the exception of any non-opening windows. This well cared for home is ready for its new owners!!! Showings start on November 7th. Open house Sunday November 8th 1-4pm. Interior photos available November 5th.

2105 Brook Hill Ridge Dr, Chesterfield

1709 Howehill Ct, Chesterfield
$545,000
4 Beds ⋅ 4 Baths ⋅ 26060054 MLS ⋅ ACTIVE Status
Light-filled four bedroom ranch in desirable Highcroft Estates brings together a peaceful natural setting and convenient proximity to fine shopping. Double front doors lead to an expansive living room and open sunroom with vaulted ceilings and beautiful views of the wooded area in back. Ideal for entertaining, the living room is centered by a large wood-burning fireplace; the dramatic sunroom – glass on three sides - has elegant, heated travertine floors and a door to the newly painted deck. There is a stylish separate dining room and a large eat-in kitchen featuring warm honey oak cabinets with lots of storage drawers and cupboards, a new floor, newer stainless steel appliances and a new gas cooktop. Sliding glass doors open from the kitchen onto a cedar deck and more wooded views. There are three bedrooms, two full baths and a powder room on the main level. Master suite with bath has a generous walk-in closet. Down the newly carpeted stairs to the spacious lower level is a cozy family room with gas fireplace, newer luxury vinyl plank floors and sliding glass doors to a brick patio. A fourth bedroom with full bath could be used as an office or guest suite. The ample laundry room includes gas washer and dryer, a newly added 50-gallon water heater and a large walk-in cedar closet. The oversized two-car garage features built-in shelving, a worktable and extensive storage. Roof and the heating/cooling unit are seven years old. This house has been well-maintained, thoughtfully landscaped and freshly painted throughout. Behind the property is a creek and common ground maintained by the HOA. Howehill shines as an appealing family neighborhood with fine schools, natural beauty, and access to enjoyable parks and a community swimming pool.

1709 Howehill Ct, Chesterfield

14980 Chateau Village Dr, Chesterfield
$615,000
4 Beds ⋅ 4 Baths ⋅ 26065302 MLS ⋅ ACTIVE Status
Welcome to your new "chateau". Classic charm meets modern convenience in this beautiful four-bedroom residence. The main level welcomes you with gleaming hardwood floors and a versatile living room that serves perfectly as a quiet home office. The inviting great room features cozy built-ins and a fireplace. The bay window offers a picturesque view of the beautifully landscaped fenced backyard-a private oasis complete with an irrigation system. This space flows effortlessly into the sprawling sunroom, where walls of windows invite in the light and offer a panoramic view of the lush greenery and paver patio. At the heart of the home is the spacious kitchen equipped with granite countertops, a center island, gas stove and double oven for effortless entertaining. The first-floor utility is a bright airy space featuring a skylight and custom built-ins that make organization a breeze. Retreat upstairs to find four generously sized bedrooms. In the primary suite you will find a walk-in closet with custom built -ins for easy organization. The primary bath has granite countertops and double sinks, each with its own built-in mirrored medicine cabinet. The expansive lower level offers a versatile layout that adapts to your lifestyle. A generous finished area - perfect spot for a media area or secondary gathering spot. It also offers a separate finished room , an ideal set up for a home office or workout space. This level also includes a convenient half bath and a large unfinished storage area. Rear entry garage. Over 4000 square feet in Parkway Schools. Don't miss seeing this beautiful home!

14980 Chateau Village Dr, Chesterfield

62 Highland Park Dr, Chesterfield
$550,000
4 Beds ⋅ 3 Baths ⋅ 26067904 MLS ⋅ COMING SOON Status
Spectacular mid-century ranch with golf course views in the sought after Four Seasons subdivision in Chesterfield! This updated ranch home overlooks the first hole at Four Seasons Country Club and boasts 4 Bedrooms, 3 Bathrooms, and over 3,500 square feet of total living space, including the finished lower level! Vaulted ceilings and hardwood floors complement the open layout. The kitchen features soft-close cabinetry, granite counters, a marble backsplash, and GE and KitchenAid appliances added in 2023. A breakfast bar connects the kitchen to the vaulted family room, where a gas fireplace with remote start adds warmth and convenience. Separate living and dining spaces provide additional room for gathering. The primary suite includes a walk-in closet, double vanity, and walk-in shower. The finished walkout lower level expands the possibilities with a spacious recreation room, two flexible rooms for an office or sleeping area, a third full bath, and generous storage. Basement carpeting was replaced in 2023, and the primary and lower-level bath vanities and counters were updated in 2025. Outside, take in the golf course setting from the TimberTech composite deck with lighted rails, or relax on the brick paver patio beneath an under-deck ceiling system. Backyard fencing, updated landscaping, and a sprinkler system with a smart controller complete the outdoor space. The attached two-car garage features insulated walls and ceiling, finished drywall, heavy-duty floor tile, and Gladiator wall storage. Additional improvements include select replacement windows and a sliding door, a gutter protection system, whole-house water softening and filtration, a 2024 water heater, and added attic insulation. Roof replaced in 2021; HVAC replaced in 2021. Location couldn't be better - close proximity to restaurants, shops, highway 141, and Parkway Central schools!

62 Highland Park Dr, Chesterfield

59 River Bend Dr, Chesterfield
$550,000
4 Beds ⋅ 5 Baths ⋅ 26068821 MLS ⋅ ACTIVE Status
Live in an Arbor Sanctuary. One of the most private locations in River Bend Estates, this 1963 two story on 1 acre has a wrap-around deck to enjoy wondrous views of nature from all rooms. The builder, Burton Duenke, designed this 4 bedroom, 3 full 2 half bathroom home with abundant windows to allow views of wildlife/nature from anywhere in the home. The wood-beamed sunroom showcases this spectacular treescape through all the seasons. Enjoy the multilevel deck which can be accessed from both the back and side of the home and is perfect for relaxing or entertaining. Upstairs the primary bedroom suite offers a door to the rooftop to enjoy your morning coffee while listening to the birds sing. Three additional bedrooms and two full baths are also planted to enjoy living among trees. Need more Space? The walk-out basement includes a vintage wet bar and convenient half bath. There is ample unfinished space for your storage needs plus a 2 car garage with an extended workshop area. The cedar shake roof (10 years old) allows the home to blend in with the trees. The home is priced right for you to select your own updates, paint and flooring and customize spaces to your personal style. Located in the River Bend neighborhood with a vibrant community center with a pool (optional annual membership/fees apply) and year-round activities. (See riverbendestates.org) Come visit this home among the trees and make this your arbor sanctuary Today!

59 River Bend Dr, Chesterfield

14650 Chesterfield Trails Dr, Chesterfield
$619,900
4 Beds ⋅ 4 Baths ⋅ 26068905 MLS ⋅ ACTIVE Status
Welcome to 14650 Chesterfield Trails Drive, with over 4,500 square feet of total living space, this 4-bedroom, 3.5-bath home offers room to spread out on both levels. The entry foyer opens to a sitting room on one side and a formal dining room on the other, both with hardwood floors that continue throughout the main level. At the heart of the home, the expansive living room features a wood-burning fireplace and a wet bar, perfect for entertaining. The large kitchen flows into a sunny breakfast nook. A convenient side entry from the 2-car garage leads past main-floor laundry. The primary suite includes a private bath and walk-in closet. Two more bedrooms and a full bath complete the main level, along with a half bath for guests. The finished walkout lower level adds over 2,000 square feet, including a huge recreation room, a fourth bedroom, a full bath, and plenty of storage. Outside, enjoy the deck and patio overlooking the trees. Major updates give buyers peace of mind: new roof (2023), new Lennox furnace and AC (2025), new electrical breaker panel (2025), and chimney tuck pointing (2026). Close to Clayton Road, Schoettler, shopping, dining, and highway access. Schedule your showing today!

14650 Chesterfield Trails Dr, Chesterfield

1455 Sycamore Manor Dr, Chesterfield
$575,000
3 Beds ⋅ 2 Baths ⋅ 26066538 MLS ⋅ ACTIVE UNDER CONTRACT Status
Beautiful Chesterfield ranch on a .35-acre lot featuring a private inground pool! Designed for comfortable one-level living and entertaining, this home offers an open floor plan with a vaulted great room showcasing a stunning stone fireplace and built-in cabinets. The bright, open kitchen features stainless steel appliances, while windows along the back of the home provide lovely views of the level fenced backyard. Enjoy outdoor living with a deck, patio, and private inground pool! A separate dining room adds the perfect touch for hosting family and friends. The spacious primary suite features custom walk-in closets and a beautifully updated luxury bath with a double-sink vanity, ceramic tile, and shower. Two additional bedrooms, an updated hall bath, and main-floor laundry complete the main level. The open staircase leads to a partially finished lower level with abundant additional storage. Freshly painted main living areas and new carpet add a fresh, move-in-ready feel. Ideally located in a desirable Chesterfield neighborhood with convenient access to Highway 40/64, shopping, dining, and everyday amenities. A wonderful combination of comfort, style, and outdoor enjoyment! Home is being Sold AS-IS

1455 Sycamore Manor Dr, Chesterfield

14361 Cedar Springs Dr, Town And Country
$625,000
3 Beds ⋅ 5 Baths ⋅ 26068076 MLS ⋅ ACTIVE Status
Villa living in Town & Country, stellar location at 40/141 with security attendant at the gatehouse entrance, Parkway Schools, RARE! Enjoy resort style, maintenance free living in 3800sq ft ranch with 3 Beds and 5 Baths. Open Floor Plan with 9-ft Vaulted Ceilings, Crown Molding throughout, newer Windows, centered around a 2-Story Stacked Stone Accent Wall. Large Kitchen with 42” Cherry Cabinets, Granite Counters, Bosch and KitchenAid stainless-steel Appliances with Breakfast Nook, flowing to Formal Dining Room and Great Room with floor to ceiling - Gas Fireplace w/remote (2024), Sunroom w/Deck. Retreat to the Primary Suite with Bay Window, newer Ceiling Fan w/remote, updated Ensuite (2024), with dual comfort height Vanities, extra Storage, oversized Shower, 2 Closets, overlooking the private Gated Courtyard, Koi Pond, serene views of the Wooded Common Ground and Walking Path where nature abounds. Second Bedroom and updated Full Bath/Shower, comfort height Vanity (2026) complete the Main Floor Living. Finished walkout lower level is built for entertaining with Large Family Room, Gas Fireplace, Custom Shelving/Storage, Wet Bar, Mini Kitchen, boasts a 3rd Bedroom with Ensuite Bath/Shower and Walk-In Closet, dedicated Office/Theatre Room with Ensuite Shower with extra storage, Workroom with MORE storage. Oversized 2-car Garage with newer epoxy covered flooring, Exterior Siding/Fascia Painted in 2025, newer Roof (2017). HOA Fees include Exterior Maintenance, Driveway Maintenance, Insurance, Landscaping, Tree/Bush Trimming, Driveway Snow Removal, Front/Side Yard Irrigation, Gutter Cleanings, Trash/Recycling, Pool, Clubhouse, Tennis/Pickleball/ Basketball Courts, Pond Fishing, 3 Walking Paths, Social Events and Monthly Newsletter. Come see this GEM in a beautiful, tree-line private community!

14361 Cedar Springs Dr, Town And Country

14960 Country Ridge Dr, Chesterfield
$685,000
4 Beds ⋅ 3 Baths ⋅ 26068354 MLS ⋅ ACTIVE Status
Experience the beauty & elegance of a bygone era in this timeless center hall colonial, in an unbelievably convenient location in CHESTERFIELD just minutes away from highways, shopping, hospitals,etc. Be greeted by a grand oak hardwood staircase and wide-plank floors flowing into the formal living/ dining rooms & main level. Pass by the classic powder room with pedestal sink and step into the stunning remodeled coastal cottage-style kitchen, complete with cozy beadboard walls, custom cabinetry, appliance garage, Perrin & Rowe faucet, farmhouse sink, colonial sconces, plantation shutters, custom range hood with true ventilation, and large carrara marble top island with matching backsplash, ledge, and pot rack. A 48" stainless refrigerator, 36" Verona range and Bosch 800 series dishwasher truly stand out in the kitchen filled with glorious natural light streaming in. Hardwood floors continue upstairs throughout the 4 bedrooms. 2 additional remodeled bathrooms with high end fixtures, custom tall shower glass, quartz counters, onyx subway surrounds, built-ins, marble floors, and classic clawfoot tub alongside a picture window to take in the majestic views from the very private backyard complete with brick patio, trellis, cedar fencing, and extensive yard upgrades, roof Nov 2025, window wraps, siding, upgraded front porch, electrical, plantation shutters. List of upgrades avail. upon request.

14960 Country Ridge Dr, Chesterfield

14507 Wellington Estates Mnr, Chesterfield
$799,900
4 Beds ⋅ 4 Baths ⋅ 26067852 MLS ⋅ ACTIVE Status
Welcome to this beautiful home in a desirable area of Chesterfield that is within walking distance to great schools, prime shopping at Town & Country Crossing, fun restaurants and close to parks and hospitals too! Tucked away in the Wellington Estates neighborhood, this classic 2 story home has approx 3868 Sq Ft of finished living space including 4+Bedrooms and 4 baths (3/1) . As you enter the home, you are greeted by the 2 story foyer and the new hardwood floors that were just added to the main level plus new carpet added to the second floor. There is a separate living room and a huge dining room that is perfect for entertaining! The great room has built-in bookshelves surrounding the masonry fireplace and a wet bar. The large eat-in kitchen has 42 inch cabinets, granite countertops, a center island and double ovens, plus it has access to the back deck which makes BBQing easy! There is a main floor laundry adjacent to the kitchen and a planning desk too! Upstairs are the 4 bedrooms including the generous primary bedroom suite which has double sinks, a soaking tub and a separate shower. The walk out lower level includes a large recreation area as well as a bonus room that could be a home office or sleeping area. To top it off, there is a 3 car garage too!

14507 Wellington Estates Mnr, Chesterfield

14167 Parliament Dr, Chesterfield
$699,900
4 Beds ⋅ 3 Baths ⋅ 26066480 MLS ⋅ ACTIVE Status
Welcome to LADUE TRAILS, one of the MOST SOUGHT AFTER NEIGHBORHOODS in Chesterfield! Spacious, inviting, and designed for connection, this 1970's brick ranch offers approximately 3,800 square feet, four bedrooms, and three full bathrooms—along with the flexible spaces and outdoor amenities that make everyday living and entertaining feel effortless. The main level welcomes you with three bedrooms, new flooring, and a beautifully appointed kitchen featuring custom cabinetry, marble countertops, and a stylish backsplash. Gather around the new gas fireplace in the comfortable living area, or extend the conversation into the large sunroom, where expansive views of the pool, patio, and park-like backyard create a natural backdrop for entertaining. Electrical service is already in place for a future hot tub, adding even more potential for outdoor relaxation. The expansive lower level is ideal for multigenerational living, extended guests, or a private retreat. It includes a spacious bedroom suite with an egress window, a full bathroom, a bar area, and a partial kitchen with the potential to be converted into a full kitchen. Additional washer and dryer hookups, generous storage, and extra closet space provide the flexibility and independence today’s households appreciate. Outdoor enjoyment comes naturally here, with a beautiful pool, inviting patio, and expansive backyard offering plenty of room for summer gatherings, play, and quiet evenings under the stars. The rear-facing, two-car garage is insulated and finished with drywall and includes storage shelving, washer and dryer hookups, and a freezer that stays. Ample parking makes hosting family and friends convenient. Additional highlights include a whole-house water softener, a roof approximately three years old, newer HVAC, and large televisions in nearly every room that remain with the home. Accessibility features, including safety grab bars, add comfort and convenience. With generous living spaces, a flexible lower level, and a backyard made for gathering, this well-appointed ranch offers room for everyone to live comfortably, entertain often, and enjoy every season together.

14167 Parliament Dr, Chesterfield

2057 Setters Hill Ct, Chesterfield
$490,900
4 Beds ⋅ 3 Baths ⋅ 26066965 MLS ⋅ ACTIVE UNDER CONTRACT Status
Located on a cul de sac in one of Chesterfield's most desirable neighborhoods in award winning Parkway West School District, this 4 bed, 3 bath ranch offers 3,800 square feet of living space and an open floor plan designed for everyday living. An inviting foyer leads to a living room and separate dining room, and an incredible family room beyond. With its vaulted ceiling, woodburning fireplace and built-ins, the family room is the hub of the home and adjoins a beautiful breakfast room set into a bay window overlooking the lovely composite deck and backyard beyond. The updated kitchen features newer appliances, granite countertops and a generous main floor laundry room. The spacious primary bedroom suite and three additional bedrooms are welcoming, and both main level baths feature tiled showers, updated vanities and flooring. The lower level is a wonderful surprise, with a large family room/rec room, full bath, bonus room, perfect as sleeping quarters or office space, an exercise/bonus room and loads of unfinished storage. The .29-acre yard is lush and private and backs to woods and open ground. A two-car garage adds convenience, and newer HVAC, appliances, and a 3-year old roof mean buyers can move in and enjoy. Just minutes from parks, shopping, dining, and major highways, this home combines generous living space, a great layout, and an exceptional Chesterfield location.

2057 Setters Hill Ct, Chesterfield

2176 Parasol Dr, Chesterfield
$399,000
4 Beds ⋅ 2 Baths ⋅ 26045838 MLS ⋅ ACTIVE UNDER CONTRACT Status
Set on a spacious, level 0.30-acre lot framed by mature trees, this lovingly maintained, one-owner brick ranch offers 4 bedrooms, 2 full baths, and 1,832 square feet of comfortable, single-level living. A welcoming covered front porch opens to a gracious foyer, flanked by a formal dining room and a light-filled living room. Hardwood floors extend throughout much of the main level, adding warmth and character. At the heart of the home, an inviting family room features a brick fireplace with gas insert and expansive glass doors overlooking the backyard. The adjoining kitchen offers abundant cabinetry, a walk-in pantry, and cheerful breakfast area, creating an easy flow for everyday living and entertaining. The spacious primary suite includes a private full bath and walk-in closet, while three additional bedrooms—one with charming built-in shelving—share a full hall bath. Outside, a brick patio overlooks the generous, level backyard, offering plenty of room for gardening, recreation, or simply relaxing beneath the mature trees. Notable updates include new carpeting (2026), new HVAC system (2025), hardwood flooring (2023), and roof (2014). The full, unfinished lower level offers endless possibilities for future living space, a home gym, workshop, or exceptional storage. An attached two-car garage adds everyday convenience. Ideally situated in a desirable Chesterfield location, this well-cared-for home offers a wonderful combination of space, comfort, and opportunity to make it your own! Visit: https://www.meadowbrookfarm-clarksonestates.com/ for HOA disclosures and community information.

2176 Parasol Dr, Chesterfield

15610 Cedarmill Dr, Chesterfield
$625,000
4 Beds ⋅ 4 Baths ⋅ 26065736 MLS ⋅ ACTIVE Status
Open Sun, 11/8, 1-3pm. Beautifully appointed and thoughtfully updated, this exceptional Chesterfield residence offers an inviting blend of timeless style, sophisticated finishes and effortless everyday living. Set on an expansive 1/3-acre lot in a highly desirable Parkway Schools neighborhood, the home’s spectacular backyard and vaulted three-season room create a private retreat for relaxing and entertaining throughout the seasons. The main level is defined by beautiful hardwood floors throughout the living spaces, plantation shutters and an abundance of natural light. A private office with French doors and custom built-in cabinetry provides an elegant and functional work-from-home setting. The beautifully updated kitchen features gorgeous hardwood cabinetry, stainless steel appliances and a gas range, while the adjoining family room offers a welcoming gathering space with a fireplace framed by brick surround and custom built-ins. A convenient main-floor laundry room and powder room complete the level. Upstairs, four generously sized bedrooms include a stunning primary suite featuring hardwood floors, a professionally organized walk-in closet and an updated en-suite bath. An additional updated full bath serves the secondary bedrooms. The finished lower level extends the home’s living space with a spacious recreation area, powder room and cedar closet, providing exceptional flexibility for guests, hobbies or entertaining. Outside, the expansive backyard is truly the heart of the home. Enjoy morning coffee or evening gatherings from the vaulted three-season room overlooking the beautifully sized grounds. Residents also enjoy outstanding neighborhood amenities, including a community pool, clubhouse and tennis courts. A rare combination of refined interiors, exceptional outdoor living, desirable community amenities and award-winning Parkway Schools, this beautifully cared-for home offers the quintessential Chesterfield lifestyle.

15610 Cedarmill Dr, Chesterfield

216 Trailtop Ct, Chesterfield
$570,000
5 Beds ⋅ 4 Baths ⋅ 26065563 MLS ⋅ ACTIVE Status
Incredible Home with TWO PRIMARY SUITES! One on the main level and another on the upper level. This home has so much to offer including but not limited to the following: 30 year architectural roof, Insulated garage, Brazilian Hard wood deck, "Dana King Design Build" Remodeled kitchen, Brazilian Ipe hardwood floors on the main level, Upper level primary bath remodel, HVAC 5 year young, finished walk out lower level. All of this beauty sits on a large half acre culdesac lot backing to trees. Exterior of the home is mostly brick with elegant curb appeal. Remodeled kitchen includes Amish cabinetry, quartz counter, farmhouse sink with touchless faucet, built in china cabinet with tv insert & lighting, double oven, counter microwave, center island and breakfast table, built in private dining area for pets, unique backsplash, brazilian ipe hardwood floors, large picture window and so much more. Main level includes the remodeled kitchen, separate dining room, greatroom with decorative fireplace, primary bedroom and bath, and a front living room perfect for game night, entertaining, or even a home office. Upper level has 3 bedrooms and a nursery/sitting room. The 4th bedroom was opened and connected to the primary bedroom. Lower level is a finished walkout with a large rec room and bar/counter space. Home has easy access to highways yet tucked away in private haven. So much to love. Come check it out. FYI.... two HOA. $100 annual to Green Trails and $250 annual to the master Ladue Woods.

216 Trailtop Ct, Chesterfield

2358 Sportsmen Hill Dr, Chesterfield
$525,000
4 Beds ⋅ 3 Baths ⋅ 26066881 MLS ⋅ ACTIVE Status
Beautifully updated, thoughtfully designed, and perfectly positioned in Chesterfield's sought-after Round Hill community! Tucked away on a quiet cul-de-sac, this 4-bedroom, 2.5-bath home offers an inviting blend of style, comfort, and everyday functionality. Step inside to discover fresh paint, gorgeous NEW neutral-toned luxury vinyl plank flooring throughout, abundant natural light, and spacious living areas with an open, connected feel while maintaining defined spaces. The family room features a cozy gas-log fireplace, while the updated kitchen impresses with quartz countertops, custom cabinetry, stainless steel appliances, gas stove, designer backsplash, and plenty of room for gathering. Convenient main-floor laundry adds to the thoughtful layout. Upstairs, the spacious primary suite offers a private retreat with a beautifully appointed bath, while three additional generously sized bedrooms and an updated full bathroom complete the upper level. Outside, the backyard has been transformed into an incredible outdoor living space featuring a gorgeous paver patio, NEW wood privacy fence, refreshed landscaping in both the front and back yards, and an irrigation system. Whether entertaining or unwinding, this space is ready to enjoy! And the location is just as impressive. Enjoy the charm of an established neighborhood with Kehrs Mill Elementary within walking distance, plus convenient access to shopping, dining, parks, and everything Chesterfield has to offer. With extensive updates, inviting living spaces, a beautifully designed backyard, and a prime cul-de-sac setting, this home truly checks all the boxes. Schedule your private showing and see it for yourself!

2358 Sportsmen Hill Dr, Chesterfield

14314 Strawbridge Ct, Chesterfield
$549,900
4 Beds ⋅ 4 Baths ⋅ 26054168 MLS ⋅ ACTIVE Status
Welcome to this spacious two-story brick home in Chesterfield, offering classic charm, generous living spaces, and an incredible opportunity to make it your own! Inside, the home offers a traditional layout with spacious living areas, classic architectural details, and plenty of room for both everyday living and entertaining. The formal dining room provides an inviting space for hosting gatherings and special occasions, while the separate sitting room offers a comfortable space for relaxing or enjoying quiet moments. The spacious family room is full of character, featuring beautiful parquet wood flooring, exposed ceiling beams, a brick fireplace, built-in shelving, and large windows that bring in natural light. The kitchen offers abundant wood cabinetry, generous counter space, a peninsula, and plenty of room for cooking and meal preparation. An adjoining breakfast room features a charming bay window overlooking the outdoors, creating a comfortable space for casual dining. A conveniently located main-floor laundry room and half bath add everyday functionality to the home's layout. Upstairs, the spacious primary suite offers a private retreat complete with a walk-in closet and ensuite bath featuring updated luxury vinyl plank flooring, a double vanity, separate soaking tub, and shower. Three additional generously sized bedrooms and a full hall bath with a shower/tub combination complete the upper level. The finished lower level provides even more versatile living space with a recreation area, an additional half bath, and plenty of room for storage. Additional features include dual heating and cooling systems serving the main and upper levels for enhanced comfort and temperature control, along with a built-in alarm system for added security. Outside, enjoy a spacious backyard featuring a large, level lawn, mature trees, and plenty of room for outdoor activities, entertaining, or simply relaxing. The established landscaping is complemented by a recently upgraded underground sprinkler system, offering added convenience for lawn and landscape maintenance. The classic brick exterior adds to the home's curb appeal, while an attached two-car garage provides everyday convenience. Conveniently located in the Greenfield Village subdivision near shopping, dining, parks, and major highways, this property offers tremendous potential to transform its spacious layout and timeless features into a home that truly reflects your vision!

14314 Strawbridge Ct, Chesterfield

15552 Chequer Dr, Chesterfield
$564,500
4 Beds ⋅ 3 Baths ⋅ 26064950 MLS ⋅ ACTIVE Status
Move-in-ready 2-story. This home offers the perfect combination of comfort, style, and modern functionality. It Features 4 bedrooms, 2 full baths, and 1 half bath. It sits on a Private lot and showcases a Screened In Porch. All kitchen appliances are included in the sale. Step inside to a bright, inviting floor plan that seamlessly connects the living spaces. The stunning kitchen is the heart of the home, showcasing Custom Cabinetry, Granite Countertops, recessed lighting, stainless steel appliances, a pantry, —ideal for gathering with family and friends. Upstairs, the spacious primary suite provides a private retreat complete with a walk-in closet and an en-suite master bath featuring a double vanity with modern finishes. Three additional bedrooms and a full bath offer flexibility for family, guests, or a dedicated home office. Lower level is with rough-in plumbing already in place and offers lots of storage. Parklike Back Yard! Located in the highly sought-after AAA-rated Parkway School District. This exceptional home offers the ideal blend of modern convenience, and everyday comfort. Don't miss your opportunity to make this beautiful home your own!

15552 Chequer Dr, Chesterfield

1435 & 1421 Schoettler Rd, Chesterfield
$679,000
2 Beds ⋅ 2 Baths ⋅ 26064616 MLS ⋅ ACTIVE UNDER CONTRACT Status
Country living on 1.092+/- sloped up/LEVEL Acres STUNNING acres in desirable, PRIME CHESTERFIELD LOCATION along Schoettler Road. It is truly a "diamond in the rough". CHARMING, RANCH home with 2 bedrooms, 2 baths, 2 bonus rooms & 2,614+/- SqFt of living space that offers an AWESOME, 40’ x 30’, 2-car, detached garage/metal outbuilding! Covered front porch greets you as you step inside the dining/breakfast room with job-finished wood flooring & bay window. Step down/sunken living room boasts a floor-to-ceiling brick gas fireplace, carpet flooring, 11’+/- tray ceiling w/wood beams & walk-out to deck. Kitchen features wood railing overlooking the living room, custom cabinetry, tile backsplash, granite, center island, walk-out to deck & garden window above sink allowing plenty of natural light. 2 Bedrooms with job-finished wood flooring, slide closets, ceiling fans & share hall bath with a shower/tub w/sliding glass doors & a single sink vanity. Walk-out lower level extends living quarters with 7’+/- ceilings, laundry room, rec room, full bath & 2 bonus rooms. Outdoors, one will enjoy a level backyard with a tree line, partially covered porch & gazebo. Within the Parkway School District w/easy access to HWY 64/Olive Blvd/Clarkson Rd/Clayton Rd, shopping, dining & Chesterfield amenities. MUST SEE! Listing includes 2 parcels: (1421 Schoettler Road) - Tax ID: 19S-64-0196 & (1435 Schoettler Road) - Tax ID: 19S-64-0206. THIS LISTING IS DUPLICATE OF MLS #26064615.

1435 & 1421 Schoettler Rd, Chesterfield

15056 Isleview Dr, Chesterfield
$559,000
4 Beds ⋅ 3 Baths ⋅ 26064919 MLS ⋅ ACTIVE UNDER CONTRACT Status
Welcome to comfortable, spacious living with a backyard retreat in Chesterfield’s Claymont Lake Estates. This lovingly cared-for 4-bedroom, 2.5-bath home has been thoughtfully maintained and continually improved by its owners, with updates that make everyday living easier and more enjoyable. The main level has a bright, open feel, beginning with the living and dining rooms at the front of the home, where expansive bay windows (2022) bring in plenty of natural light. Wood-look luxury vinyl flooring throughout the main level create a practical, easy-to-live-with backdrop. The kitchen was updated in 2023 with 42-inch white cabinetry, granite countertops, new refrigerator & dishwasher, and recessed & island lighting. You'll appreciate the induction range top and 2026 microwave. There's even an over-the-sink window with amazing view of the backyard. The family room is where you’ll want to settle in, with a stone fireplace (serviced in 2025) and newer sliding doors with built-in blinds (2023) opening to the completely redone patio (2021) and backyard beyond. And this backyard? There’s room for just about everything: grilling and outdoor dining, lacrosse and soccer games, or simply enjoying a quiet afternoon with wooded common ground as your backdrop. It’s a wonderful extension of the living space and one of the home’s best features! Upstairs are four bedrooms, including a roomy primary suite. One of the additional bedrooms is currently being used as an office, with the remaining bedrooms sharing a full hall bath. The lower level adds even more flexibility with newer carpet, a spacious recreation/media area, laundry room with built-in storage, and additional under-stair storage. A mudroom area connects the main level to the two-car garage, which includes an EV charger (2024) and even more storage. The care and investment in this home continue beyond the cosmetic updates, with a 2016 heat pump and AC compressor, 2017 thermostat, and 2015 water heater. Add in the Parkway School District, including Parkway West High School, and you have a home that combines space, comfort, thoughtful updates, and a backyard you’ll actually want to use.

15056 Isleview Dr, Chesterfield

1723 Millstream Dr, Chesterfield
$790,000
5 Beds ⋅ 5 Baths ⋅ 26065094 MLS ⋅ ACTIVE Status
Nestled on a quiet cul-de-sac lot backing to mature trees, this gorgeous open-concept ranch offers the perfect blend of elegance, comfort, and natural beauty. From the moment you step inside, you’ll be captivated by the soaring vaulted ceilings, expansive wall of windows overlooking the peaceful wooded backyard, and light-filled living spaces. The impressive great room features a dramatic floor-to-ceiling brick fireplace, skylights that fill the space with natural light, and gleaming wood floors. Designed for both everyday living and entertaining, the gourmet kitchen boasts two oversized islands, stylish modern chandeliers, abundant cabinetry, a double oven, pantry, and beverage refrigerator. The adjoining breakfast room is surrounded by windows and offers direct access to the composite deck—an ideal spot for outdoor dining and entertaining. The spacious primary suite features a large picture window framing serene wooded views and a beautifully updated luxury bath complete with a walk-in shower, elegant clawfoot soaking tub, and double vanity. A second generously sized bedroom with an en-suite bath and large closet, convenient main-floor laundry, and a half bath complete the main level. The open staircase leads to an expansive lower-level family room featuring another stunning brick fireplace, a wall of windows with a walkout door, crown molding, and recessed lighting. Three additional spacious bedrooms offer large picture windows, ample closet space, and ceiling fans, providing plenty of room for family, guests, or a home office. Additional highlights include a three-car garage, abundant lower-level storage, and a large, level side yard offering even more outdoor possibilities. With its beautiful architectural details, spacious layout, abundant natural light, and tranquil wooded backdrop, this exceptional home offers a rare combination of style, space, and privacy.

1723 Millstream 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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