Chesterfield Real Estate

Work and/or Reside in the heart of Chesterfield! Perfect for continued office use on 1.17 acre (250X205SF) lot; existing 1,600+/- building. Zoned Commercial Service Procedure (CSP). New roof 2026, newer HVAC systems 2025, finished Lower LeveL with more office space, laundry facility and full bath. Sunroom and covered porch, sprinkler system, oversized 2-car garage. 13830 Olive delivers flexibility, location and value. Possibly divide property for two residential lots.

13830 Olive Blvd, Chesterfield

$599,400

4 Beds ⋅ 3 Baths ⋅ 26051546 MLS ⋅ COMING SOON Status

Welcome to 165 Saddleford Drive, where beautifully updated spaces and a thoughtfully opened floor plan create a home designed for both everyday living and entertaining. At the heart of the home is the renovated chef’s kitchen, featuring an oversized center island, updated cabinetry, new appliances, and plenty of room to gather. The kitchen flows seamlessly into the surrounding living and dining spaces, creating the open, connected feel everyone wants. Updated flooring runs throughout the home, complemented by abundant natural light, beautiful millwork, and replaced windows. All three bathrooms have been updated, including the private ensuite in the spacious primary. The finished lower level adds even more living space, including an additional room and half bath—perfect for a home office, playroom, craft room, workout space, or whatever fits your lifestyle. Outside, enjoy front porch living on a cul-du-sac while the backyard offers plenty of space to relax, play, or entertain. Located in the Parkway School District with convenient access to Chesterfield Valley shopping and dining, Faust Park, and I-64/US-40. Major improvements add even more value, including furnace and AC replaced in 2023, range in 2025, and a new roof and garage door in 2026. Beautifully updated, exceptionally functional, and ready for its next chapter!

165 Saddleford Dr, Chesterfield

$580,000

3 Beds ⋅ 2 Baths ⋅ 26057743 MLS ⋅ ACTIVE 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

$729,750

4 Beds ⋅ 4 Baths ⋅ 26057130 MLS ⋅ COMING SOON Status

Showings start 9/24. Professional pictures 9/17. You DO NOT want to miss out on this stunning Chesterfield home! 1917 Dovercliff Ct offers 3,302 square feet of living area, four bedrooms, four bathrooms, and a FINISHED LOWER LEVEL. The kitchen is unbelievable! Quartz countertops, soft-close cabinets, ceramic backsplash, Blanco sink, and stainless-steel appliances. The fridge stays! The family room includes a wood burning fireplace and bar area. The main level also contains a formal dining room, living room, powder room, and main floor laundry. Upstairs there are four bedrooms and two full bathrooms. The generous sized primary bedroom provides a walk-in closet and an ensuite bathroom. The bathrooms contain ceramic tile shower surrounds with modern matte black shower fixtures. The finished lower level adds valuable living space and a convenient full bathroom. The entire home boasts beautiful new LVP flooring, upgraded baseboards, and modern matte black light fixtures and door hardware. Keep your cars dry in the attached two car rear entry garage. The backyard is freshly landscaped and the patio is perfect for your morning coffee. The classic brick exterior adds to the stunning curb appeal. Additional upgrades include a 200 amp electric panel. Ideally located just minutes from Target, HomeGoods, shopping, dining, and everyday conveniences. 1917 Dovercliff Ct combines luxury, style, and an unbeatable location. Schedule your private showing today and experience everything this exceptional home has to offer.

1917 Dovercliff Ct, Chesterfield

$630,000

4 Beds ⋅ 3 Baths ⋅ 26054800 MLS ⋅ ACTIVE 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

$649,900

5 Beds ⋅ 3 Baths ⋅ 26057026 MLS ⋅ ACTIVE Status

Luxury lakefront living in the highly sought after Baxter Lakes neighborhood in the heart of Chesterfield! This completely updated five bedroom, three bath ranch offers over 3,700 square feet of beautifully finished living space, an open floor plan, and breathtaking views overlooking two lakes. Beautiful LVP flooring flows throughout the main living areas, where a fireplace creates a warm and inviting focal point. The stunning kitchen is designed for both everyday living and entertaining with an oversized island, gorgeous quartz countertops, stainless steel appliances, and plenty of space to gather. The primary suite feels like a private retreat with its own beautifully updated en suite bath, walk-in closet, and an oversized sliding glass door that fills the room with natural light and allows you to wake up to the peaceful views just outside. The thoughtfully designed main level also features a private office, main floor laundry and a butler’s pantry, new windows, beautifully tiled bathrooms, modern finishes, and thoughtful updates throughout. The completely finished lower level is an incredible extension of the home, offering a spacious second living and entertaining area anchored by a cozy fireplace, three versatile bonus rooms ideal for a home gym, playroom, hobby room, additional office, or guest space, and generous storage without sacrificing finished living space. Step outside onto the expansive deck and take in the peaceful lake views from the large, private backyard surrounded by mature trees. Baxter Lakes offers beautiful walking trails and an incredible natural setting where deer, birds, and other wildlife are frequent visitors, including a resident owl that returns to the tree out back each year to raise her owlets. Enjoy the tranquility and privacy of a setting that feels like a retreat while remaining just minutes from shopping, dining, entertainment, and major highways. Located in the highly sought after Parkway School District, this is more than a beautifully updated home, it is a lifestyle that is incredibly difficult to replicate. With over 3,700 square feet of finished living space, a fully finished lower level, incredible lake views, and the perfect combination of space, style, privacy, and convenience, this is a rare opportunity to own a home you will love coming home to.

1768 Orchard Hill Dr, Chesterfield

$679,000

3 Beds ⋅ 3 Baths ⋅ 26055928 MLS ⋅ COMING SOON Status

Villa living without compromise in desirable Baywood Villages! Offering approximately 2,299 sq. ft. above grade, plus a beautifully finished walkout lower level, this spacious 3-bedroom, 3-full-bath villa with a 2-car garage combines the ease of main-level living with the space, privacy and indoor-outdoor lifestyle of a single-family home. A dramatic entry sets the tone and opens to an expansive, light-filled living and dining area, where vaulted ceilings, skylight, gas fireplace and walls of windows create an impressive yet inviting gathering space. Glass doors extend the living area to the new composite deck with aluminum railing, overlooking a peaceful, tree-lined setting—an ideal spot for morning coffee, outdoor dining or entertaining. The updated kitchen offers abundant cabinetry, a center island and generous workspace, enhanced by freshly painted cabinetry, new granite countertops, new oven/microwave combination, dishwasher, sink, faucet and garbage disposal. The open dining area enjoys wonderful natural light and flows effortlessly into the main living space. The main-floor primary suite provides the comfort and convenience of one-level living and features a beautifully remodeled primary bath completed in 2025, with a freestanding soaking tub, dual vanity, oversized glass shower and contemporary finishes. An additional bedroom and updated full bath provide flexibility for family or guests, while main-floor laundry makes everyday living exceptionally convenient. The finished walkout lower level is an incredible extension of the home and offers abundant additional living and entertaining space. A large family/recreation room is anchored by a second gas fireplace, while a wet bar with a new countertop, office/flex space, additional bedroom and remodeled full bath provide wonderful versatility for guests, working from home or simply spreading out. Multiple windows and doors bring in natural light, and direct access to the covered patio and backyard creates a seamless connection to the outdoors. Beyond its inviting spaces, this villa has benefited from an extensive list of recent improvements. Major updates include new living-room trusses, new roof, new skylights, new rear gutters and downspouts, new composite deck and aluminum railing, and new flooring throughout the main and lower levels with the exception of the kitchen. Additional improvements include new drywall and insulation in select areas, new baseboards, freshly painted walls and doors, new ceilings and lighting, select new windows, a new exterior living-room door, and an updated living-room fireplace with new mantel and tile. The bathrooms have also been thoughtfully updated over the past several years, including the guest bath in 2023, lower-level full bath in 2024 and primary bath in 2025, while continued kitchen improvements in 2025 and 2026 bring a fresh, current feel to the heart of the home. This home offers the rare opportunity to enjoy generous space and a tranquil setting with the ease of villa living—all in an established Chesterfield community.

14141 Baywood Villages Dr, Chesterfield

$548,888

5 Beds ⋅ 3 Baths ⋅ 26057088 MLS ⋅ COMING SOON Status

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

1751 Canyon View Ct, Chesterfield

$650,000

3 Beds ⋅ 3 Baths ⋅ 26006182 MLS ⋅ ACTIVE Status

Beautiful Cedar Springs is a hidden resort-style community near shopping and excellent schools. Guard house entry, pool, tennis, pickleball, club house, lake, walking trail and convenient ground care and snow removal are offered. Three fireplaces, handsome laundry room with washer, dryer, refrigeratror, utility sink & opens to garage and exterior. Vaulted ceilings, tall windows, wood/carpet/tile flooring & gorgeous private grounds.

14292 Cedar Springs Dr, Chesterfield

$615,000

5 Beds ⋅ 5 Baths ⋅ 26054398 MLS ⋅ ACTIVE Status

Showings begin Sunday 8/30. at 10 AM. Opportunity knocks to buy this former builder display and make a few needed updates. Perfect Location...with easy access to 40/64, 270, 141, and even 364 through the bottoms! This lovely Parkway Schools 2-story offers over 3600 sq ft of living space across 3 levels and was built for entertaining family and friends! 5 Bedrooms; 4.5 Baths; Large Kitchen with 42" Cabinetry and Crown Molding; Huge Great Room with Masonry Wood-Burning Fireplace; Hearth Room with Gas Fireplace; Solid Hardwood Flooring in the Dining, Kitchen, Breakfast and Hearth Rooms; Coffered Ceiling in the Formal Dining Salon; Master with a 14' x 14' Bath and a Walk In Closet large enough for another bed; Finished Walk Out Lower Level; Main Floor Laundry; Side Entry Door; and a 3-Car Side Entry Garage! This is an As-Is sale, and the seller will make no repairs or warranties. Inspections are for information purposes only. Priced well for the area for a quick sale.

14001 Eagle Manor Ct, Chesterfield

$675,000

5 Beds ⋅ 4 Baths ⋅ 26055713 MLS ⋅ ACTIVE Status

Timeless Colonial style home with classic brick elevation and traditional symmetry, thoughtfully expanded for modern living. Classic design meets everyday comfort in this beautifully maintained home featuring a spacious tiled entry foyer, flanked by formal living and dining rooms—perfect for both entertaining and flexible living. The kitchen offers rich dark wood cabinetry and solid surface countertops, flowing seamlessly into the inviting den anchored by a wood-burning fireplace with brick surround. A convenient powder room sits just off this space. Sliding doors lead to a large patio overlooking a level, private backyard surrounded by mature trees—ideal for outdoor living and relaxation. The main level also includes a generously sized laundry room with service door to the backyard and access to the rear-entry 2-car garage. Upstairs, you’ll find four spacious bedrooms, including an owner’s suite with private bath and dual closets. A full hall bath with tub/shower and linen closet serves the additional bedrooms. The partially finished lower level expands your living space with a large rec room, kitchenette area, and two additional rooms perfect for a home office, craft room, or hobbies. Nestled on a quiet cul-de-sac in a desirable location with top-rated schools, this home offers space, privacy, and a traditional layout designed for today’s lifestyle.

184 Gunston Hall Ct, Chesterfield

$535,000

3 Beds ⋅ 2 Baths ⋅ 26054596 MLS ⋅ ACTIVE Status

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

1346 Cherry Glen Ct, Chesterfield

$535,000

3 Beds ⋅ 3 Baths ⋅ 26054457 MLS ⋅ ACTIVE UNDER CONTRACT Status

Welcome to 15250 Kingsman Circle—a move-in-ready Chesterfield home tucked on a quiet cul-de-sac in the highly sought-after Parkway School District. With extensive updates, flexible living spaces, a finished lower level, and your own private pool, this home offers an exceptional combination of comfort, convenience, and recreation. Inside, the bright and welcoming main level offers generous living and dining spaces designed for both everyday life and entertaining. A custom built-in bar, completed in 2026, creates a stylish gathering spot, while renovated bathrooms and a thoughtfully added hall closet/mudroom bring modern function to the home. The finished lower level, renovated in 2025, significantly expands the home’s living space and includes a versatile bonus room—ideal for a home office, guest space, playroom, fitness area, or media room. Outside, skip the crowded community pool and enjoy summer at home with your own private pool, featuring a new liner (2025) and pool pump (2026). A wired outdoor TV setup makes it easy to catch the game poolside, entertain friends, or unwind on a summer evening. Major improvements have already been completed, including a new HVAC system, front door, and garage door in 2025, allowing the next owner to move in and enjoy the home rather than inherit a long project list. Located in the heart of Chesterfield with convenient access to shopping, restaurants, parks, highways, and Parkway schools, 15250 Kingsman Circle delivers the space, updates, location, and amenities that make everyday living easy. Come see everything this home has to offer.

15250 Kingsman Cir, Chesterfield

$679,900

4 Beds ⋅ 3 Baths ⋅ 26052880 MLS ⋅ ACTIVE Status

Welcome home to this spacious 4-bedroom, 3-bath, 2-story home—one of the largest in the subdivision! From the moment you enter, the dramatic 2-story foyer and T-staircase set the tone for the generous space and thoughtful floor plan, while beautiful hardwood floors lead into the inviting main living areas. The family room features a wood-burning fireplace and large bay window and flows into the breakfast room and updated kitchen, with an adjoining living room adding to the open, comfortable main level. The beautifully updated kitchen features new LVP flooring, quartz countertops, stylish backsplash, updated lighting, and added pantry storage, including a spacious walk-in pantry. The main floor laundry is conveniently located off the kitchen. A separate dining room with crown molding is ideal for entertaining. Upstairs, the generously sized primary suite offers crown molding, a walk-in closet, and an updated ensuite bath with separate tub and shower. All three bathrooms have been tastefully updated. The finished lower level adds even more living space with a large recreation room and separate sleeping room/office—ideal for guests, a home office, or hobbies. Outside, enjoy the privacy of the fenced backyard and patio, perfect for outdoor entertaining. Additional highlights include new windows in 2024, ceiling fans, and an oversized 2-car garage. Conveniently located near highways and just minutes from Chesterfield’s shopping, dining, entertainment, and amenities, including The Valley. An excellent combination of space, updates, and location!

15706 Heathercroft Dr, Chesterfield

$569,900

5 Beds ⋅ 3 Baths ⋅ 26051896 MLS ⋅ ACTIVE UNDER CONTRACT Status

Welcome to 1 Oakland Hills Drive, updated 2-story home tucked into the sought-after Four Seasons community of Chesterfield. Offering 5 bedrooms, 3 full baths and just over 2,900 square feet of thoughtfully designed living space, this home perfectly blends classic charm with the updates and functionality today’s buyers are looking for. Step inside to beautiful hardwood flooring and an inviting foyer that opens to a spacious living room with a wonderful view of the Four Seasons Golf Course and subdivision pool. The main level also features a separate dining room conveniently located just off the kitchen, making entertaining a breeze. The updated kitchen offers custom cabinetry, quartz countertops, backsplash, under cabinet lighting, stainless steel appliances and breakfast bar seating, while the adjoining eat-in area flows seamlessly into the comfortable family room. The family room features an updated fireplace and an open layout that creates an inviting space for everyday living and gathering. A generous bonus room adds even more versatility and can easily accommodate a playroom, home office, hobby space or guest area, with convenient access to the backyard and deck. Upstairs, you’ll find a spacious primary suite with private bath, along with four additional bedrooms and another full bath, providing plenty of room for family and guests. The finished lower level offers additional recreation space currently being used as a play area and home gym. Outside, enjoy the expansive fenced backyard, spacious deck and beautiful golf-course views—an ideal setting for relaxing, entertaining or simply enjoying the peaceful surroundings. Additional highlights include a 3-car attached garage, full basement, community pool and clubhouse (extra $80/ year for membership), all in an incredible Chesterfield location within the Parkway School District. Recent interior updates include kitchen, fresh paint throughout, working fireplace-gas, new HVAC (both units), new water heater, switches & outlets, sliding door for deck entry, all completed between 2025 & 2026. Exterior updates include a new roof, siding, gutters and deck, all completed in 2022 as well as low maintenance landscaping in 2025. With its generous living spaces, flexible floor plan and fantastic location, check this gem out today!

1 Oakland Hills Dr, Chesterfield

$725,000

4 Beds ⋅ 3 Baths ⋅ 26050998 MLS ⋅ ACTIVE Status

Discover an exceptional lifestyle in this beautifully updated home nestled within a gated enclave in sought-after Town & Country, offering peaceful serenity, resort-style amenities, and the coveted Mason Ridge School. Ideally situated on a quiet cul-de-sac, this former display home features tall ceilings, large crown molding and an inviting open floor plan designed for both everyday living and effortless entertaining. The heart of the home is the spacious gourmet kitchen, featuring center island with breakfast bar, light cabinetry, granite countertops, full backsplash, stainless-steel appliances, hardwood floors, breakfast bar, and a large eat-in area that opens seamlessly to the hearth room/family room. Hearth room features a beautiful woodburning fireplace with full brick hearth, custom built-ins, and wet bar with additional seating, creating a warm and welcoming gathering space, while the adjacent sunroom provides an abundance of natural light and additional room to relax or entertain. French doors connect the sunroom to the hearth room and kitchen, sliding glass doors open to a fabulous covered, stamped-concrete patio and outdoor dining area buffered by the tranquil wooded backdrop, and also includes a covered hot tub. The stylish dining room features hardwood floors and a designer chandelier, with convenient access to the kitchen and adjacent wine room/living room. The updated primary suite is a true retreat, showcasing triple crown molding, large windows, a walk-in closet, plus a second closet, and a private balcony overlooking the front yard. The stunning, beautifully renovated primary bath features a designer soaking tub, separate shower, double vanity, quartz countertops, designer faucets and lighting, and large windows. Partially finished lower level offers additional flexible space for recreation, gaming, hobbies and loads of storage space in the unfinished portion. Outside, the cozy backyard extends toward a peaceful, wooded area, creating a private and serene setting. Enjoy the exceptional resort-like amenities and carefree lifestyle of this secure, gated community, including a resort-style pool, pickelball, tennis, basketball, clubhouse, large pond, paved walking trails, community events, attended gatehouse, and comprehensive lawn and property services. Beyond amenities, the HOA also includes lawn mowing, tree and shrub maintenance, sprinkler service, snow removal, and trash service. Conveniently located near Highway 40 and 141, with easy access to Clayton and all that West County has to offer, this home combines sophisticated living, thoughtful updates, exceptional community amenities, and the style and convenience of Town & Country living.

718 Cedar Field Ct, Chesterfield

$549,000

4 Beds ⋅ 4 Baths ⋅ 26045473 MLS ⋅ ACTIVE UNDER CONTRACT Status

A rare mid-century modern masterpiece on over an acre in River Bend Estates, this 1968 architectural jewel offers 4 bedrooms, 3.5 bathrooms, and 3,063 square feet of organic design, lovingly preserved by just three owners in nearly six decades. A stunning original wood front door leads into a dramatic entry foyer, opening to a sunlit floor plan anchored by a magnificent two-sided brick fireplace that warms both the formal living and family rooms. Complete with classic parquet wood floors, built-in MCM shelving, and massive windows framing treetop views, every corner honors its iconic heritage. The home flows naturally toward a sunlit breakfast room, which opens to a serene screened porch for seamless outdoor dining. Designed for ultimate flexibility, the layout features dual primary suites—one on the main level opening directly to the private outdoor grounds, and a second-level retreat with a dedicated sitting area and a balcony. Key infrastructure updates like a newer roof (2022) and high-efficiency HVAC provide peace of mind, leaving you free to customize the remaining spaces to your personal style. The flat acre+ lot backs to woods creating an exceptionally private space that features a sprawling brick patio made for entertaining. A partially finished basement ready for a gym or media room, main-level laundry, and an oversized two-car garage round out this amazing home. Located in the highly sought-after River Bend neighborhood where a vibrant community center with a pool (optional annual membership/fees apply) and year-round activities quickly make friends of neighbors, this home is as welcoming as it is historic.

105 Shady Valley Dr, Chesterfield

$650,000

3 Beds ⋅ 4 Baths ⋅ 26038642 MLS ⋅ ACTIVE Status ⋅ Baywood Villages Condo Ph Three BLDG.

Upscale and well maintained Baywood Villages neighborhood just minutes to HWY 40. If you want one of the best locations in West County this is it! Impressive entry has 2-double closets, vinyl floor,crystal chandelier & opens to magnificent 31 x 16 Living Room w/high ceiling,soft colored walls,white triple crown molding,Open staircase to the loft w/ cascading glass and copper dome fixture,recessed lights,skylight & new raised hearth FP w/gas & top quality Quartz. Double hung windows are on either side of FP w/transom accent windows. Large DR adjacent to LR has coffered ceiling,crown molding,5x5 picture window bay w/2 double hung windows on either side.Kitchen is all white with well thought out amenities...42" cabinets(26 smooth surface and 8 with glass fronts) ,SS LG appliances w/electric smooth cook top/convection oven & SS Exhaust hood. Built-in 5 x 2 Butlers pantry has 4 glass front cabinets with glass shelving. Also included is 3 horizontal drawers for pots and pans,7 x 2 deep pantry, and sleek gloss white subway tile backsplash. Breakfast room has coffered ceiling and opens to quaint patio for your morning coffee! Main floor laundry has lots of cabinets and sink and is conveniently located from the garage.Half bath has new Quartz vanity top, hardware & crystall chandelier.Bonus/Office room on main floor has a sliding door to the greenhouse and herbs all year round! Primary bedroom has new quality neutral carpeting,coffered ceiling w/crown molding, crystal chandelier, 2-double closets and 16 x 15 deck. Adjacent to the primary bedroom is a huge L-shaped walk-in closet and 2 hall closets entering the bath. The mostly updated bath features Quartz top vanity,sunken jet tub, new glass shower w/tile,new mirrors,lighting and hardware. Big Upstairs loft/2nd bedroom has new carpet,crown molding,fan and large walk-in closet w/some built in shelves. Bath has updated vanity w/Quartz top,new mirrors,lighting and double closet.Walk-out Lower level w/carpet and new paint on walls and ceiling has a family room, 3rd bedroom and a sitting room w/windows and atrium door. Bath has new vanity w/Quartz,marble floor, mirror,lighting and hardware. Additionally, there is mostly fresh new paint throughout property w/ walls,ceilings,Moldings and trim.This end unit condo is surrounded by mature trees, meticulous landscape and is ready for your convenience and enjoyment! Roof 2026

330 Morristown Ct, Chesterfield

$599,000

4 Beds ⋅ 3 Baths ⋅ 26049094 MLS ⋅ ACTIVE UNDER CONTRACT Status

Welcome to this meticulously maintained 4-bedroom, 2.5-bath home located in Parkway Central and nestled on a quiet cul-de-sac lot. Pride of ownership is evident throughout. Enjoy your morning coffee or unwind in the evening on the gorgeous patio overlooking the fabulous level, backyard. The main level features formal living and dining rooms, a spacious family room with fireplace and built-in bookshelves, a convenient half bath, first-floor laundry, and a bright breakfast area. The kitchen boasts granite countertops, stainless steel appliances, and a double oven, making it ideal for both everyday living and entertaining. Upstairs, you'll find four bedrooms, including a generous primary suite with a walk-in closet and an updated bath. The unfinished lower level offers endless possibilities for a playroom, home gym, recreation area, or future finished living space. Additional features and updates include new roof (July 2026), HVAC system replaced in 2022, two-car attached, oversized garage, insulated windows, six-panel doors, updated primary bath, built-in bookshelves, and more. Move-in ready and ideally located, this exceptional home offers the perfect combination of space, comfort, and convenience. Don't miss your opportunity to make it yours!

14246 Cypress Hill Dr, Chesterfield

$565,000

3 Beds ⋅ 4 Baths ⋅ 26048710 MLS ⋅ ACTIVE Status

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

505 Richley Dr, Chesterfield

$675,500

3 Beds ⋅ 3 Baths ⋅ 26048737 MLS ⋅ ACTIVE Status

Exceptional brick great room ranch beautifully designed & stylishly appointed to accommodate daily comfort & gracious entertaining. This popular “Seaport” model from Hayden Homes features an open floor plan with soaring ceilings, detailed trim work & full-height windows that draw in an abundance of natural light. Welcoming courtyard entrance leads to tiled foyer, formal dining room with wide bay window and vaulted great room with marble fireplace, granite bar and atrium door that opens to screened porch that overlooks wooded ground. Custom-designed kitchen with maple cabinetry, granite countertops, premium stainless steel appliances & center island adjoins light-filled breakfast room. The spacious primary bedroom suite with large walk-in closet, built-in storage cabinets & bath offers an appealing retreat. A 2nd bedroom, hall full bath & convenient laundry complete the main floor living quarters. Open staircase accesses Lower Level entertainment space with family room with floor-to-ceiling brick fireplace, game room with wet bar and guest suite. Situated on a private cul-de-sac lot with 2 screened porches, paver patio & 2-car garage. Complex amenities include clubhouse, pool & tennis court. 2nd association fee of $900/annually to Thousand Oaks for entrance, pool, tennis courts and 2 lakes.

14620 Timberlake Manor Ct, Chesterfield

$640,000

4 Beds ⋅ 4 Baths ⋅ 26045901 MLS ⋅ ACTIVE Status

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

1526 Candish Ln, Chesterfield

$505,000

4 Beds ⋅ 3 Baths ⋅ 26037578 MLS ⋅ ACTIVE Status

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

15534 Wendimill Dr, Chesterfield

$575,000

3 Beds ⋅ 4 Baths ⋅ 26039663 MLS ⋅ ACTIVE Status

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

312 Diplomat Ln, Chesterfield

$649,900

4 Beds ⋅ 3 Baths ⋅ 26043195 MLS ⋅ ACTIVE 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

Chesterfield High End Homes

Chesterfield Homes $500-$750,000