Chesterfield Real Estate Search

Chesterfield Properties between $500,000 and $600,000 for Sale

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Newest Chesterfield Properties between $500,000 and $600,000 for Sale

$580,000
ACTIVE Status Michael Zangara
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

$535,000
ACTIVE UNDER CONTRACT Status Aaron Wilson
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

$569,900
ACTIVE UNDER CONTRACT Status Amy Copeland
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

$549,000
ACTIVE UNDER CONTRACT Status Catherine O'Neill
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

$505,000
ACTIVE Status Mike Palermo
Welcome to 15534 Wendimill Dr, where there is plenty of room to spread out, entertain and make the most of summer. Located in Kehrs Mill Bend, this 4 bed, 2.5 bath home offers more than 2,600 sq. ft. of total living area, a newly finished basement and a backyard that might quickly become your favorite part of the house. The in-ground pool is the centerpiece of a backyard made for enjoying. Spend summer afternoons floating in the pool, fire up the grill with friends or settle into the screened-in porch with your morning coffee or unwind there after a long day. With plenty of patio space to relax and entertain, the whole backyard has an easy, vacation-at-home feel that is hard to beat. Inside, the home has been freshly painted throughout and features a classic 2-story layout with multiple living spaces. The main level offers plenty of room to gather, including a family room with a fireplace, a separate dining space and an eat-in kitchen overlooking the backyard. Upstairs, you'll find all 4 bedrooms, including a spacious primary suite with its own private bath. The finished lower level adds even more flexibility with a large recreation area and second fireplace, perfect for movie nights, a home gym, playroom or additional hangout space. A 2-car attached garage adds everyday convenience and plenty of room for storage. Located in the Rockwood School District near Kehrs Mill Elementary, this home brings together space, a flexible layout and the kind of backyard you'll want to enjoy all summer long. Fresh updates, move-in ready and waiting for its next chapter. Come see why 15534 Wendimill Dr just feels like a fun place to call home.

15534 Wendimill Dr, Chesterfield

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

312 Diplomat Ln, Chesterfield

$550,000
ACTIVE Status Mark & Neil Gellman
Welcome to this beautifully refined residence in sought-after Chesterfield, where timeless elegance meets elevated everyday living. This home offers a fresh, luxurious feel from the moment you step inside. The main level showcases sophisticated formal living and dining rooms with rich hardwood flooring, complemented by a spacious family room designed for both comfort and style. The kitchen is a standout, appointed with hardwood cabinetry, granite countertops, stainless steel appliances, a sleek glass cooktop with hood, and double wall ovens—perfect for both intimate dinners and elevated entertaining. Step outside to a level, partially fenced backyard, offering a serene setting for outdoor gatherings or quiet evenings. Upstairs, retreat to the expansive primary suite, complete with dual walk-in closets and a spa-inspired en suite bath featuring dual vanities separated by a glass-enclosed shower. Two additional bedrooms share a well-appointed full bath, providing both comfort and convenience. New carpet has been installed throughout this level of the home. Just a few steps down from the main level, discover a versatile fourth bedroom or private office, along with a generously sized laundry room with utility sink. The finished lower level is an entertainer’s dream, boasting multiple expansive living areas, a second powder room, kitchenette, and a private sleeping space—ideal for hosting guests or creating a luxurious retreat. All of this, located within the highly acclaimed Parkway School District, makes this home an exceptional blend of style, space, and sophistication.

334 Dungate Dr, Chesterfield

$525,000
ACTIVE Status Brittany Peterson
Welcome to a home where classic two-story architecture meets modern updates. From the moment you step inside, you'll notice the entire home has been transformed with brand-new flooring stretching across every room and a crisp, neutral coat of paint that brings a bright and airy energy to the space. The main level offers an ideal layout for both everyday living and entertaining, featuring a formal dining room, a cozy family room with a gas fireplace, a convenient half bathroom, and main-floor laundry. In the heart of the home, the kitchen includes a charming breakfast nook and comes complete with a brand-new dishwasher ready to handle your culinary cleanup with ease. Retreat upstairs to find four spacious bedrooms, including a beautifully appointed primary bedroom suite featuring a walk-in closet and private bath. The primary bathroom boasts a gorgeous, brand-new walk-in shower, your own personal oasis to start or end the day. An additional full bathroom on the upper level serves the remaining bedrooms, ensuring comfort and convenience for everyone. Looking for extra storage or space to customize? The unfinished basement offers a blank canvas to meet your needs. Outside, the property features a gorgeous yard space that has been professionally cleared and optimized and an attached 2-car garage, all situated in a highly desirable Chesterfield location. This beautifully updated gem is ready for its next chapter. Schedule your showing today!

14529 Brittania Dr, Chesterfield

$525,000
ACTIVE Status Katie McLaughlin
This beautifully renovated single-level penthouse unit offers more than 2,700 square feet of living space, featuring 2 bedrooms, 3 full baths, and a spacious den ideal for a home office or guest area. Enjoy the privacy and quiet of a top-floor location combined with the convenience of one-level living. From the moment you enter, you'll appreciate the extensive updates that make this home truly move-in ready. The remodeled kitchen has modern finishes and functionality, while updated bathrooms, flooring, lighting, and laundry area create a fresh, cohesive feel throughout. Generous room sizes and an open, flowing layout provide the perfect balance of comfort and sophistication. The primary suite serves as a retreat with an inviting seating area that features a fireplace, beautifully updated bath and two huge walk-in closets. A secondary bedroom with an en-suite full bath offers comfort for guests, while a third full hall bath adds convenience. One of the home's most unique features is the rare three-car garage, providing exceptional parking and storage options seldom found in condominium communities. Residents also enjoy access to the community pool, offering a resort-style amenity just steps from home. Combining the ease of maintenance-free living with the spaciousness of a larger home, this exceptional top-floor residence offers a rare opportunity to enjoy updated, lock-and-leave living in a highly desirable setting.

14443 Bantry Ln Unit 33, Chesterfield

$549,000
ACTIVE UNDER CONTRACT Status Steven Mathes
Renovated Baxter Ridge Villa offering approximately 2,510 square feet of living space on two levels. * Offered $64K below most recent closed sale with the same sq footage.* The open floor plan is ideal for everyday living and entertaining. Private End unit at the back of the street. A dramatic two-story great room features half-moon windows, abundant natural light, and a gas fireplace. The vaulted kitchen/breakfast room is appointed with granite countertops, a gas cooktop, oven, double stainless-steel sink, and bay window. The main level features three bedrooms, and two baths including a spacious primary suite. The second and third bedrooms are currently utilized as a home office with built-ins and laundry room with hanging storage, providing exceptional flexibility. Updates include plantation shutters, a newer low-maintenance deck, new patio, new ceramic tile and an updated hall bath all completed in 2018. The upper level offers a private fourth bedroom, full bath, and vaulted loft/family room with built-in storage, creating an ideal retreat for guests, hobbies or additional living space. Other amenities include a main floor laundry, security system, lawn irrigation system, a detached two-car garage, a private rear courtyard area, and a large unfinished lower level with abundant storage with future finishing potential. Enjoy Baxter Ridge community amenities including a pool and tennis courts. Conveniently located in the heart of Chesterfield near shopping, restaurants, and major highways. A wonderful combination of size, location and value- Welcome home!

15826 Harris Ridge Ct Unit 15826, Chesterfield

$525,000
ACTIVE UNDER CONTRACT Status Janet Zerler
Beautifully Renovated Villa offering 3 Bedrooms, 3 Full Bathrooms, and a 2-Car Garage in the Highly Desirable Villages at Baxter Ridge. This Home combines Low-Maintenance Living with thoughtful Design and Functional Main-Level Layout. The Main Floor features a Formal Dining Room and a Spacious Great Room highlighted by a Gas Fireplace, and Direct Access to Expansive Deck through Double French Doors. REAL WOOD FLOORS THROUGHOUT THE MAIN FLOOR including the Bedrooms! The Kitchen offers Crisp White Cabinetry, Granite Counters, Stainless Steel Appliances, Double sink, Breakfast Bay, and Convenient access to the attached Garage. The Main-floor Laundry adds everyday convenience. Two Bedrooms are located on the Main Level. The Primary Suite is Generously sized with a Bay Window, Vaulted ceiling, Ceiling Fan. The En-suite bath features Double Vanities, a Separate Soaking Tub, and Walk In Tiled Shower. The Guest Bedroom includes a large window and ample closet space. The Finished Walk Out Lower Level provides an additional Bedroom, Full Bathroom with Walk In Shower, and Family Room ideal for Recreation, Media, Office, extra sleep space, or hobby or exercise use. Second set of Laundry Hookups. The Private Outdoor Space serves as a True Extension of the Home with a Deck, Mature Landscaping, and a Patio off the lower level. The Private Courtyard enhances flexibility and convenience. Located in a prime Chesterfield setting close to shopping, dining, and major highways, this Villa offers comfort, privacy, and accessibility in one of West County’s most convenient corridors. Parkway Schools.

15810 Harris Ridge Ct, Chesterfield

$564,000
ACTIVE UNDER CONTRACT Status Marcy Byrne
Easy, low-maintenance living in Town & Country-with space and flexibility today's buyers are looking for. This 1.5 story villa offers over 3,500 sq ft, giving you room to live, work and entertain without the upkeep of a traditional home. The open floor plan features soaring ceilings, skylights, new luxury vinyl flooring on main and upper level, new carpet, and a newer roof. The great room includes a floor-to ceiling wood burning fireplace, wet bar, and a layout that's ideal for hosting or just relaxing at home. A spacious dining area flows into the eat-in kitchen with granite countertops and access to a private patio-perfect for morning coffee or casual evenings outside. The main level includes a bedroom suite and laundry for added convenience. Upstairs, the primary suite offers an updated bath and large walk-in closet, along with a versatile den/office/nursery and half bath. The finished lower level adds even more flexible space with a family room, wet bar, office or workout area, gas fireplace, and a private sleeping area with full bath-great for guests or extended stays. Plantation shutters on all upstairs windows. Aggregate driveway, Enjoy Cedar Springs community amenities including a clubhouse, pool, tennis and pickleball courts, and walking trails-all supporting an active, social lifestyle. A great blend of space, convenience and lock-and-leave ease in a prime location! Owners are able to purchase a warranty for the Town & Country lateral outside sewer line. Call 844-257-8795

14380 Cedar Springs Dr, Chesterfield

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