Chesterfield Luxury Homes

5 Beds ⋅ 4 Baths ⋅ 26046683 MLS ⋅ COMING SOON Status

COMING SOON Fully updated this home is worth $1M+! RARE opportunity for a fixer upper in Chesterfield! Current owner is a contractor and willing to do the renovation for the buyer if they need someone.

2223 Twin Estates Cir, Chesterfield

$1,375,000

5 Beds ⋅ 5 Baths ⋅ 26047514 MLS ⋅ COMING SOON Status

Welcome to 823 Silver Buck Ln, an exceptional luxury residence nestled in the prestigious Silver Buck subdivision within the highly sought-after Bluff view community. Situated on a premium lot with outstanding curb appeal, this beautifully appointed home showcases quality craftsmanship, extensive upgrades, and an open-concept floor plan designed for both everyday living and elegant entertaining. Soaring ceilings, an upgraded staircase, and walls of oversized windows fill the spacious great room with an abundance of natural light, creating a warm and inviting atmosphere throughout. The gourmet kitchen is a chef’s dream, featuring custom cabinetry, premium stainless steel appliances, dual ovens, quartz countertops, and generous prep and storage space, while the spacious laundry room offers custom cabinetry for added functionality. The luxurious primary suite serves as a private retreat with bay windows overlooking the scenic bluff, a spa-inspired bathroom with granite countertops, a soaking tub, walk-in shower, and oversized walk-in closets. Additional bedrooms are generously sized and feature walk-in closets, including both a Jack-and-Jill bathroom and an attached en-suite bath, providing comfort and privacy for family and guests. The finished walkout lower level expands the living space with a large recreation area featuring a built-in speaker system, an additional bedroom with a walk-in closet, a full bathroom, abundant storage, and direct access to the backyard patio. The oversized three-car garage includes a built-in electric vehicle charger and a Wi-Fi-enabled garage door opener, adding modern convenience to this impressive home. Located within the award-winning Rockwood School District and just minutes from Chesterfield Valley, premier shopping, restaurants, parks, and Highway 40/I-64, 823 Silver Buck Ln offers the perfect combination of luxury, comfort, and an unbeatable location.

823 Silver Buck Ln, Chesterfield

$750,000

4 Beds ⋅ 4 Baths ⋅ 26046855 MLS ⋅ ACTIVE Status

Welcome to this beautifully updated 2-story home tucked away on a quiet cul-de-sac in the highly desirable Coventry Farm subdivision of Chesterfield. Offering 4 bedrooms, 3 full baths, 1 half bath, and over 3,800 square feet of finished living space, this exceptional home blends timeless elegance with modern updates in the award-winning Rockwood School District. From the moment you arrive, you'll be impressed by the charming curb appeal, mature shade trees, professionally landscaped yard, and inviting covered front porch. Step inside to a grand two-story foyer featuring gleaming hardwood floors, elegant crown molding, and an open staircase that sets the tone for the rest of the home. Designed for both everyday living and entertaining with gorgeous custom plantation shutters throughout. The spacious formal dining room provides the perfect setting for holiday gatherings, while the private front office is light and bright creates an ideal work-from-home space. The expansive family room is filled with natural light from oversized windows and is anchored by a beautiful fireplace with flanking cabinets, creating a warm and inviting atmosphere. The heart of the home is the stunning, featuring fully renovated kitchen, custom cabinetry, paneled appliances, oversized farmhouse sink, interior upgraded pullouts and quartz countertops. A large center island with seating, breakfast bar, stainless steel stove, custom paneled beverage refrigerator, updated designer lighting, pantry, and abundant cabinet and prep space. The adjoining breakfast room overlooks the private backyard and offers seamless access to the outdoor living area. Upstairs, the luxurious primary suite serves as a peaceful retreat with vaulted ceilings, hardwood flooring, a spacious walk-in closet, and a spa-inspired ensuite bath showcasing dual vanities, custom cabinetry, an air jetted tub, oversized walk-in shower with designer tile, and elegant finishes throughout. Three additional generously sized bedrooms and an updated full bathroom provide plenty of space for family and guests. The finished walk-up lower level with new luxury vinyl plank flooring, offers endless flexibility with a large recreation room featuring extensive custom built-in cabinetry, a spacious family room, dedicated fitness area, additional sleeping area or guest room, full bathroom, and ample storage. Step outside to enjoy the beautifully landscaped, level backyard complete with a spacious patio, mature trees, and plenty of room for outdoor entertaining, gardening, or simply relaxing in your own private oasis. Additional highlights include a main-floor laundry room with custom cabinetry, hardwood flooring throughout the main level and all but 2 bedroom upstairs, recessed lighting, updated bathrooms, a two-car oversized rear entry garage, zoned HVAC and exceptional storage throughout the home. Conveniently located near shopping, dining, parks, walking trails, and major highways, this move-in-ready Chesterfield home offers the perfect combination of luxury, comfort, and an unbeatable location. Don't miss your opportunity to make this Coventry Farm gem your next home!

15673 Coventry Farm Dr, Chesterfield

$765,000

3 Beds ⋅ 4 Baths ⋅ 25064048 MLS ⋅ ACTIVE Status

Welcome to the Villages of Kendall Bluff, a sought-after gated community offering low-maintenance living in the heart of Chesterfield! This beautifully designed 1.5-story villa features 3 bedrooms and 3.5 bathrooms with upgrades throughout. This inviting open layout balances daily functionality with stylish entertaining. Upon entry you'll notice the living room/office that opens to the formal dining room with butler’s pantry, leading to the gourmet kitchen with large center island/breakfast bar with granite counters, a double oven and custom cabinetry that all create a seamless flow into the impressive 2-story great room. Here, built-in bookcases, a soaring wall of windows, and access to your private deck create a warm, inviting space. The main-floor primary suite offers spacious closets and a large bathroom with separate vanities. A main-floor laundry, half bathroom and attached 2-car garage add everyday convenience. Upstairs, find two generously sized bedrooms - each with its own walk-in closet and full bath - plus a loft overlooking the great room, ideal for a home office, media room, or to simply lounge. The lower level is ready for your finishing touch. All this in a gated neighborhood just minutes from Chesterfield’s best shopping, dining, parks, and highways!

138 Kendall Bluff Ct, Chesterfield

$795,000

4 Beds ⋅ 4 Baths ⋅ 26039593 MLS ⋅ ACTIVE Status

Open Sat, 7/25, 11am-1pm and Sun, 7/26, 12-2pm. Welcome to this meticulously maintained, one-owner 2-story home in the desirable Nooning Tree subdivision! Offering 4 spacious bedrooms, 3.5 bathrooms, and a finished 3-car garage, this exceptional home combines timeless elegance with thoughtful updates throughout. The beautifully appointed kitchen features stunning Taj Mahal quartzite countertops, Monogram stainless steel appliances, a Bosch dishwasher, and opens to a light-filled morning room that's perfect for enjoying your morning coffee. A formal dining room provides the ideal setting for holiday gatherings and entertaining, while the adjoining walk-in pantry/laundry room adds everyday convenience. Upstairs, a spacious bonus loft offers the perfect flex space for a family room, home office, playroom, or media area. Rich Acacia walnut hardwood flooring, a marble foyer, and quality finishes create an inviting atmosphere from the moment you enter. Every bedroom features a walk-in closet and en-suite bath access, offering exceptional comfort and privacy. Major updates include a new roof (2022), zoned HVAC system (2023), and a low-maintenance composite deck (2024), allowing you to move in with confidence. Ideally located near Faust Park, the Butterfly House, shopping, restaurants, and major highways, this home offers the perfect blend of luxury, convenience, and pride of ownership.

314 Calliope Pl, Chesterfield

$2,000,000

5 Beds ⋅ 6 Baths ⋅ 26017344 MLS ⋅ ACTIVE Status

First showings on Saturday, 7/25 from 1-3pm. Homes of this caliber and level of finish, built as recently as 2023, rarely become available in Chesterfield, especially within the sought after Fienup Farms subdivision off Wild Horse Creek. Offering over 6,700 square feet, this residence presents a true opportunity to secure newer construction without the time, cost, or compromise of building. A striking interior unfolds with clean architectural lines, refined finishes, and a chef’s kitchen anchored by Wolf appliances, seamlessly connecting to the main living spaces. The layout is thoughtfully designed with a luxurious main floor primary suite, complemented by a private secondary ensuite on the opposite wing, ideal for guests or multigenerational living. A private office and formal dining room are positioned with intention, enhancing functionality while maintaining a seamless flow throughout the home. Upstairs, three spacious bedrooms and a generous bonus room provide flexible living and gathering spaces. The finished lower level expands the experience with extensive recreation areas and direct walkout access to an expansive patio. Outdoor living is equally considered, with a covered deck offering privacy and a relaxed setting overlooking the level backyard, well suited for a pool or curated outdoor living environment. A three car side entry garage completes the offering. For the buyer seeking newer construction without compromise, in one of Chesterfield’s most desirable settings, this is a rare and complete opportunity.

16936 Lake Mdw, Chesterfield

$950,000

5 Beds ⋅ 5 Baths ⋅ 26041581 MLS ⋅ ACTIVE UNDER CONTRACT Status

Open House Sunday 7/12, 1-3. Set on a beautifully landscaped 1.02-acre homesite with private lake access in the prestigious Chesterfield Meadow community, this distinguished all-brick estate offers a rare combination of timeless architecture, refined comfort, and resort-style living within the Rockwood School District. A sweeping circular drive creates a grand first impression, complemented by a side-entry garage and expansive parking designed to accommodate both everyday living and elegant entertaining. Inside, the home unfolds with generously scaled living spaces, a sophisticated neutral palette, and sunlit bay windows that bathe the interiors in natural light. The thoughtfully designed floor plan blends form and function, featuring a private main-floor guest suite, an adaptable formal living space ideal for a refined home office or sitting room, cheerful eat-in kitchen with granite counters and a well-appointed main-floor laundry. The updated primary suite offers a serene retreat, while spacious secondary bedrooms upstairs provide comfort and privacy for family and guests. Outdoor living is truly exceptional. A screened-in porch overlooks the tranquil lake and lush grounds, while the saltwater pool creates a resort-like setting perfect for both quiet relaxation and elevated entertaining. The finished walk-out lower level, complete with a full bath and dressing area, offers seamless access to the pool and grounds—ideal for hosting or extended stays. Designed to accommodate both intimate moments and grand gatherings, this residence delivers an unparalleled lifestyle in one of Chesterfield’s most desirable settings.

1868 Stenton Path, Chesterfield

$1,299,900

6 Beds ⋅ 5 Baths ⋅ 26033129 MLS ⋅ ACTIVE Status

Open Sunday, August 2nd - 1-3pm. Welcome to 655 Old Riverwoods Lane, a completely renovated 6 bedroom, 4.5 bath masterpiece offering 5,411 square feet of exceptional living space in one of Chesterfield’s most prestigious and sought after neighborhoods. Nestled in the acclaimed Parkway School District, this home delivers the perfect blend of modern luxury and timeless elegance. Step inside to discover all newly refinished wood and tile flooring that flows gracefully throughout the bright, open main level. The fully remodeled chef’s kitchen is a true showstopper, featuring stainless steel appliances including double ovens, a spacious refrigerator, and dishwasher, along with a convenient desk area and a sophisticated wet bar that seamlessly opens into the family room. Elegant designated spaces for dining and a refined home office, plus a main floor laundry room, complete this exceptionally functional layout. The main level primary suite offers a private sanctuary with soaring tray ceilings, a custom designed closet, and an indulgent fully renovated bathroom boasting double vanities, a luxurious stand up shower, a separate soaking tub, and a pampering towel warmer. Bathed in abundant natural light and offering tons of storage throughout, the home also features a highly versatile walk out lower level with a full second kitchen, perfect for guests, multi generational living, or entertaining. A spacious 3 car garage adds even more convenience and storage. Ideally located near world class restaurants, upscale shopping, and endless recreation, this move-in-ready gem combines thoughtful updates, generous space, and an unbeatable location. An extraordinary opportunity in a desirable Chesterfield enclave!

655 Old Riverwoods Ln, Chesterfield

$899,000

4 Beds ⋅ 5 Baths ⋅ 26032202 MLS ⋅ ACTIVE Status

Nestled in the highly sought-after The Forest subdivision in Chesterfield, this exceptionally updated and meticulously maintained. 1.5-story brick and Hardie-sided home offers an exceptional blend of timeless architecture, thoughtful updates, and incredible living space surrounded by a serene wooded setting. From the moment you arrive, the paver driveway, attractive exterior, and mature landscaping create stunning curb appeal. Inside, the home offers a spacious and functional floor plan designed for both everyday living and entertaining. The main-floor primary suite serves as a private retreat featuring direct access to the expansive rear deck and a beautifully updated primary bath. The heart of the home features a large great room with soaring ceilings, a wet bar, and fireplace, creating an inviting gathering space filled with natural light. The main level also includes a generous formal dining room with bay window, separate living room, and an expansive eat-in kitchen with granite countertops, stainless steel appliances, and abundant cabinetry. Just off the kitchen, a charming sunroom offers the perfect place to relax while overlooking the beautiful wooded backyard. Step outside to enjoy one of the home’s standout features — a large deck spanning the width of the home, complete with a covered awning and ceiling fans, creating an exceptional outdoor entertaining space with peaceful privacy. The second floor offers three additional spacious bedrooms, two full bathrooms, and a large loft area, providing flexibility for family, guests, or home office area. The finished walk-out lower level expands the living space even further with a nicely appointed recreation area, small kitchenette, full bath, and abundant storage space. Additional features include attached 2-car garage, upgraded windows, durable Hardie siding, extensive storage throughout, and a premium wooded lot with new retaining wall offering privacy and natural beauty. A rare opportunity to own a beautifully updated home in one of Chesterfield’s most desirable neighborhoods offering space, character, and exceptional indoor-outdoor living.

16557 Baxter Forest Ridge Dr, Chesterfield

$824,900

3 Beds ⋅ 4 Baths ⋅ 26040896 MLS ⋅ ACTIVE Status

New construction by Fischer Homes in the beautiful Wildhorse Village community, featuring the Hanover floorplan. This townhome design offers 3 bedrooms, 3 full baths, and 1 half bath. The main level showcases an open-concept layout where spacious kitchen with large pantry storage connects to the central dining area, with a view of the light-filled family room with fireplace. The upper level provides a private owner's suite featuring an en-suite bath, plus two additional bedrooms, a full bath, and a conveniently located laundry room. The main level offers a versatile rec room and full bath. This home combines smart vertical design with thoughtful customization options, creating modern functionality with versatile living spaces tailored to your lifestyle. The spacious 2-bay garage completes this exceptional home.

16591 Honey Locust Dr, Chesterfield

$780,900

3 Beds ⋅ 4 Baths ⋅ 26040841 MLS ⋅ ACTIVE Status

New construction by Fischer Homes in the beautiful Wildhorse Village community, featuring the Hanover floorplan! This townhome design offers 3 bedrooms, 3 full baths, and 1 half baths. The second level showcases an open-concept layout where the spacious kitchen with large pantry connects to the central dining areas with a view to the light-filled family room with fireplace and walk-out access. The upper level provides a private owner's suite featuring an en-suite bath, plus two additional bedrooms, a full bath, and a conveniently located laundry room. The entry level offers a spacious study and full bath, perfect for a home office. This home combines smart vertical design with thoughtful customization options, creating modern functionality with versatile living spaces tailored to your lifestyle. The spacious 2-bay garage completes this exceptional home.

16589 Honey Locust Dr, Chesterfield

$800,000

5 Beds ⋅ 5 Baths ⋅ 26040690 MLS ⋅ ACTIVE Status

Impeccably kept and ideally located, this exceptional villa offers more than 4,000 square feet of living space with a thoughtful, comfortable floorplan designed for both everyday living and entertaining. The updated kitchen serves as the heart of the home, while several newer windows bring in wonderful natural light throughout. Enjoy two gas fireplaces, inviting living spaces, and a nice rear patio that provides a great place to relax or entertain outdoors. The finished lower level adds valuable living area and flexibility for guests, hobbies, recreation, or a home office. Located in a secure villa community with a pool and desirable amenities, this home combines low-maintenance living with convenience to shopping, dining, parks, and major routes. Move-in ready and clearly cared for with pride, this is a fantastic opportunity to enjoy spacious villa living in a highly convenient setting.

15920 Picardy Crest Ct, Chesterfield

$799,900

3 Beds ⋅ 4 Baths ⋅ 26040580 MLS ⋅ ACTIVE Status

New construction by Fischer Homes in the beautiful Wildhorse Village community! This townhome design offers 3 bedrooms, 3 full baths, and 1 half bath, with an entry level flex room/study. The second level showcases an open-concept kitchen with large pantry, quartz counters and spacious pantry connects to the the open dining room and light-filled family rooms, with fireplace and walk out access to the deck. The upper level provides a private retreat owner's suite featuring an en-suite bath, plus two additional bedrooms, a full bath, and a conveniently located laundry room. This home combines smart vertical design with thoughtful customization options, creating modern functionality with versatile living spaces tailored to your lifestyle. The spacious 2-bay garage completes this exceptional home.

303 Mistflower Ct, Chesterfield

$810,900

3 Beds ⋅ 4 Baths ⋅ 26040603 MLS ⋅ ACTIVE Status

New construction by Fischer Homes in the beautiful Wildhorse Village community, This condo design offers 3 bedrooms, 3 full baths, and 1 half bath. First level study/flex room and full bath, perfect for home office. The second level showcases an open-concept layout with spacious kitchen with large pantry connects flexible dining area to light-filled family room, with fireplace and walk-out access. The upper level provides a private owner's suite featuring an en-suite bath, plus two additional bedrooms, a full bath, and a conveniently located laundry room. This home combines smart vertical design with thoughtful customization options, creating modern functionality with versatile living spaces tailored to your lifestyle. The spacious 2-bay garage completes this exceptional home.

16587 Honey Locust Dr, Chesterfield

$1,350,000

6 Beds ⋅ 5 Baths ⋅ 26038043 MLS ⋅ ACTIVE Status

This stunning story-and-a-half home offers 6 bedrooms, 4.5 baths, and more than 5,500 square feet of beautifully designed living space. Situated on a private lot with a secluded backyard, the property features a sparkling saltwater pool, abundant natural light, and thoughtful updates throughout. The main level showcases a dreamy kitchen including Custom cabinetry, solid surface countertops, walk-in pantry and stainless steel appliances. A luxurious primary suite complete with a spa-inspired bathroom and two spacious walk-in closets. The inviting great room features a gas fireplace and large windows that fill the home with natural light. rounds out the main floor. Upstairs, you'll find a massive loft area along with four generously sized bedrooms, including one bedroom with a private ensuite bath and two bedrooms connected by a Jack-and-Jill bathroom. The finished walk-out lower level is ideal for entertaining, offering a built-in bar, a sixth bedroom, and a full bath, providing excellent space for guests or multigenerational living. Recent Updates Include: Roof (2025) Siding (2026) New pool equipment (2023) Vent hood (2026) Garage doors (2021) Deck flooring, stairs, and railing (2026) With spacious living areas, extensive updates, and resort-style outdoor amenities, this home offers the perfect blend of luxury, comfort, and functionality.

220 Woodcliffe Place Dr, Chesterfield

Chesterfield Real Estate

Chesterfield Luxury Homes