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

ACTIVE UNDER CONTRACT Status ⋅ Mark Lebedun

Private sale. Data for comparisons only.

14120 Baywood Villages Dr, Chesterfield

COMING SOON Status ⋅ Patty Herzog

Prepare to be WOWED when you see this beautiful and well maintained home located in the desirable Meadowbrook Farm neighborhood. Featuring 4 bedrooms, 3 full bathrooms plus a half bath on the main floor. The main floor features beautiful hardwood flooring, except in the kitchen and breakfast room which have ceramic tile. The kitchen has all new appliances, induction cook top and built in range, granite counters and the most amazing view out the window. Whether your lifestyle is laid back or go go go, there is room for everyone in this home. There is a spacious living room that flows into the dining room and a separate family room with a wood burning fireplace which flows into the kitchen. The owners of this home recently built an amazing wood deck which is partially covered and allows for many opportunities to enjoy your huge backyard with tons of nature all around. Upstairs is the primary suite with an updated bathroom featuring a walk in shower and ceramic flooring. The remaining 3 bedrooms are good sizes with plenty of closet space. The lower level is mostly finished with a large family room big enough for a workout space, entertainment area or whatever your personal needs are. There is a sleeping area and the 3rd bathroom. Walkout the slider to the patio and backyard and extend the fun! Family ball or soccer games, chasing your furbabies, or just relaxing in your new home. Hurry, this one is sure to go fast.

2175 Parasol Dr, Chesterfield

ACTIVE Status ⋅ Regina Jett

Beautifully maintained atrium ranch villa in desirable Baxter Pointe Villas! This spacious home features soaring 11-foot ceilings, hardwood floors, and an open floor plan filled with natural light from dramatic floor-to-ceiling windows. The living room opens to a private deck, while the kitchen offers a center island, built-in oven and microwave, planning desk, and abundant cabinetry. The main-floor primary suite includes a bay window, walk-in closet, and luxury bath with double vanities, soaking tub, and separate shower. The finished lower level features a large family room with gas fireplace, wet bar, second suite with full bath, and a versatile bonus room perfect for an office, gym, or hobby space. New roof in 2025. Conveniently located near shopping, dining, and major highways, this exceptional villa offers the perfect blend of comfort, style, and low-maintenance living.

386 Shetland Valley Ct, Chesterfield

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

ACTIVE Status ⋅ Ellen McCarthy

Classic architecture, modern updates, and an enviable Westbury Manor setting define this beautifully maintained Mansard-roof two-story home. Ideally located in Chesterfield near shopping, dining, entertainment, and downtown attractions, this spacious residence also offers access to the neighborhood pool and clubhouse. Inside, gleaming hardwood floors flow through an open layout featuring thoughtful updates and exceptional pride of ownership. The sun-filled dining room connects seamlessly to a beautifully remodeled kitchen with custom cabinetry, coffee bar, granite countertops, stainless steel appliances, and a large island with ample storage, workspace, and bistro-height seating. The expansive living and family room includes a cozy gas fireplace and opens to a screened porch, patio, and private, tree-lined backyard—perfect for entertaining, grilling, fireside gatherings, or a covered hot tub retreat. Upstairs, the impressive primary suite features a sitting room with a wood-burning fireplace, a light-filled bedroom, with an updated en-suite bath with walk-in shower. Three additional spacious bedrooms with Casablanca ceiling fans and Levolor custom window treatments share a renovated bath. Smart-home conveniences include dual USB outlets and Alexa-compatible outlets in every room, plus Alexa-compatible switches in the kitchen and dining room for safe remote settings while travelling. A rear-entry two-car garage offers private convenience to unload directly to the kitchen and the unfinished lower level with ample storage shelving, laundry hookups, sink, and workshop area add everyday function and future potential. Recent updates include refinished hardwood flooring, fresh painting of upstairs bedrooms and closets, tuckpointing, chimney clean-out, fresh paint throughout including basement floor. Located in the award-winning Parkway School District and just moments from the neighborhood pool. Welcome home!

70 Glen Cove Dr, Chesterfield

ACTIVE UNDER CONTRACT Status ⋅ Kate Thompson

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

14382 Stablestone Ct, Chesterfield

ACTIVE Status ⋅ Lisa Haug

RIVER BEND ESTATES - MOVE IN READY / Parkway Schools / 5 Bedrooms, 3 1/2 Baths, Full walk-out basement. Two-Story on quiet cul-de-sac. Updates throughout include refinished hardwood floors, luxury vinyl flooring, updated light fixtures, freshly painted and refreshed bathrooms. Fenced yard backs to wooded common ground for private setting. Large composite deck perfect for entertaining or simply relaxing. Lots of wildlife for your viewing enjoyment including deer, turkey, racoons, foxes and birds. Basement is large and has lots of storage space, as well as a half bath. Oversized 2 car garage with storage room. Driveway is large enough to fit 6 cars. Plus, great neighbors! This is the listing agents' home.

166 Southdown Dr, Chesterfield

ACTIVE Status ⋅ Richard Hart

This traditional single-family residence, built in 1970, features four Bedrooms, two full and one half bath is an attractive property in a convenient location. The large two story foyer features gleaming hardwood floors, a staircase that winds up to the second floor and provides a great transition as you enter the home. On the left is a large dinning room with easy kitchen access and to the right is a spacious living room. Through the hall is a formal living room featuring beautiful detailed woodwork, a fireplace, and an exterior sliding door. A freshly reimagined half bath completes the first floor. This home offers a distinguished opportunity for discerning individuals seeking a well-maintained and thoughtfully designed living space. The kitchen is appointed with a double oven and a practical peninsula, designed to facilitate both culinary endeavors and social gatherings. A well-appointed bathroom features a walk-in shower, offering a blend of functionality and contemporary design. Further enhancing the property's appeal are a spacious basement and a conveniently attached garage, providing ample utility and storage solutions. We invite you to discover the refined living experience offered by this exceptional residence.

14336 Bramblewood Ct, Chesterfield

ACTIVE Status ⋅ Alicia Metzger

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

2421 Baxton Way, Chesterfield

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

ACTIVE Status ⋅ Bridget Forbes

Tucked away on a quiet cul-de-sac with a private backyard backing to mature trees, this 4 bed 3 bath brick two-story offers over 3,300 square feet of living space in a desirable Chesterfield location. Step inside to a spacious entry foyer where new luxury vinyl plank flooring flows through the foyer, living room, and dining room. Fresh neutral paint throughout and new carpet on the staircase and upper level create a bright, move-in-ready feel. The classic central hall floor plan showcases an open staircase, formal living and dining rooms, and a welcoming family room featuring a wood-burning fireplace. The kitchen opens to the breakfast room, providing the perfect space for everyday living and entertaining. The main floor laundry off of the kitchen is a great convenience! Upstairs, you’ll find four generously sized bedrooms and two full baths, including a spacious primary suite with its own private bath. The finished walkout lower level expands the living space and offers endless possibilities for a recreation room, home gym, media room, playroom, or home office. Step outside and enjoy the peaceful, tree-lined backyard setting, offering privacy and room to relax, entertain, or play. Additional highlights include a two-car attached garage and a one-year home warranty for added peace of mind. Conveniently located near shopping, dining, parks, and major highways, this move-in-ready Chesterfield home combines space, updates, and a fantastic setting—all waiting for its next owner to bring their finishing touches.

223 Trailtop Ct, Chesterfield

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

ACTIVE Status ⋅ Lisa Guiffrida

Stunning 4-Bedroom Brick Home with Finished Lower Level in Parkway School District. Welcome to this beautifully maintained 2,500-square-foot brick home located in the highly desirable Parkway School District. Offering 4 spacious bedrooms, 2 full baths, and 2 half baths, this move-in-ready residence combines timeless character with modern conveniences in an exceptional family-friendly setting. From the moment you arrive, you'll appreciate the classic curb appeal and quality craftsmanship of this all-brick home. Inside, fresh paint and new flooring throughout create a bright, updated atmosphere that complements the home's generous living spaces. The inviting family room serves as the heart of the home, featuring a cozy wood-burning fireplace and built-in bookshelves—perfect for relaxing evenings or entertaining guests. The spacious kitchen is equipped with stainless steel appliances and offers ample workspace and storage with a nice sized pantry, main floor laundry. The adjoining dining area showcases a charming built-in buffet, adding both style and functionality. Huge master suite complete with bathroom with soaking tub and separate shower. Three additional bedrooms with a full and half bath. The partially finished lower level offers even more living and entertaining space, complete with a wet bar, recreation area, half bath and plenty of storage. Step outside to enjoy the level, fully fenced backyard—perfect for children, pets, outdoor gatherings, and summer barbecues. Additional features include hardwired security cameras for added peace of mind and security. Conveniently located near shopping, dining, parks, and major highways, this exceptional home offers the perfect combination of space, updates, and location. New Furnace being installed 6/25/2026! Comes with Extended Warranty With Classic Aire Care! Sellers including a home warranty! Don't miss your opportunity to own this beautifully updated Parkway School District home—schedule your private showing today!

1538 Woodroyal West Dr, Chesterfield

ACTIVE UNDER CONTRACT Status ⋅ Tracy Kelly

Welcome to this charming Chesterfield home where your story begins today! It feels like HOME from the moment you step inside to this immaculate and well maintained one owner, 4 bedroom, 2.5 bath spacious 2 Story. Main floor boasts open entry foyer, living and dining rooms, spacious family room with gorgeous hardwood flooring, Wood Burning brick fireplace with built in surrounds on each side. . Open wet bar area off the family room, half bath, large breakfast room and kitchen w/bay window, planning desk, pantry, wall oven/microwave combo, Solid Surface countertop, hardwood flooring, main floor laundry with cabinets and closet space located off the 2 car attached garage. Second floor includes a spacious primary suite w/large walk-in closet, updated primary bath w/seperate his and hers vanities.. The secondary bedrooms are very roomy. Finished lower level with large family room for entertaining, craft room, sleeping area is complete with a Full Bath. All located in the desirable Parkway Central School District! SCHEDULE YOUR SHOWING TODAY!

310 Stablestone Dr, Chesterfield

ACTIVE Status ⋅ Beata Kruchowska

Stunning and Move-In ready 2 story! Location! Privacy! Updates! Such a unique opportunity with 3 levels of living space 3,800sqft, bright house with a peaceful view of the nature, backing to common ground, leveled fenced backyard in desired Clarkson Woods! Quiet street! So many high-end quality updates: new roof (2025), new HVAC (2025), Vinyl siding (2017), trendy finished basement (2019), installed sprinkler system (2018), refinished hardwood floors throughout main level, wood floors in the kitchen (2017), new carpet (2024), Premium Vinyl Planks in Primary bedroom (2017), granite countertops (2017), new stainless steel appliances (2023-2024), modern light fixtures/ can lights, freshly painted, and more. The open floor plan transitions beautifully from family room to the breakfast room to the kitchen highlighting the elegance of the wood floors – all backing up to the splendid view of peaceful nature! So unique for this highly desired subdivision! The large kitchen with a big central island, granite countertops and new stainless-steel appliances is perfect and ready for a chef with many cabinets and pantry!! The main level is completed with living room, dining room, powder room and a convenient and private laundry/ mud room with separate entrance, sink and large closet. Direct entrance from the garage to the kitchen provides not only convenience but the sought privacy. The 2nd floor offers 4 big bedrooms. Updated, Oversized and Bright Primary Suite with sitting area offers so much space! Another 3 big bedrooms and full bathroom complete the 2nd level. Enjoy the privacy on freshly painted terrace. Beautifully finished Lower Level offers another level of living space great for entertainment. Fantastic subdivision with walking distance to schools, shops, minutes to hwy 64, aquapark, playgrounds, parks, shopping centers and restaurants. Desired Rockwood schools!

16014 Meadow Oak Dr, Chesterfield

ACTIVE Status ⋅ Katie McLaughlin

This beautifully renovated single-level condominium 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

COMING SOON Status ⋅ James Moll

Updated kitchen cabinets and high end appliances.......Furnace and AC new in 2022......Interior walls freshly painted July 2026

113 High Valley Dr, Chesterfield

ACTIVE Status ⋅ Jason Cooper

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

343 Ridge Trail Dr, Chesterfield

ACTIVE Status ⋅ Steven Mathes

Renovated Baxter Ridge Villa offering approximately 2,510 square feet of living space on two levels. 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

ACTIVE 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

ACTIVE 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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