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Welcome to Lake Chesterfield! 🐟

 

A Scenic, Amenity-Rich Community in the Heart of Wildwood, Missouri

 

If you’re searching for a home in a neighborhood that combines natural beauty, community connection, and everyday convenience, look no further than Lake Chesterfield in Wildwood, MO. This well-loved subdivision is a standout in the Rockwood School District, offering a lifestyle that feels like a private retreat while still being close to shopping, dining, and outdoor adventure.

 

🌳 Neighborhood Charm & Lifestyle

 

Set among tree-lined streets and gently sloping terrain, Lake Chesterfield offers scenic lake views, a peaceful atmosphere, and a strong sense of community. Residents enjoy:

A private lake perfect for fishing, paddleboarding, or lakeside relaxation

A vibrant clubhouse and swimming pool for summer fun

Walking and biking trails that connect to the Wildwood trail system

Tennis courts, green spaces, and community events year-round

 

Whether you’re out for a morning jog or hosting a barbecue on your back patio, Lake Chesterfield makes it easy to feel at home.

 

 

🏘️ Homes for Sale in Lake Chesterfield

 

Lake Chesterfield features a wide variety of housing options, including:

Single-family homes with 3–5 bedrooms, often featuring large backyards, finished basements, and updated kitchens

Townhomes and villas with low-maintenance exteriors—ideal for first-time buyers or downsizers

Many homes offer private wooded lots, lake views, or cul-de-sac locations

 

Each home offers something unique while benefiting from the established feel of the neighborhood and access to excellent schools.

 

Pro Tip: Homes here don’t stay on the market long—ask us about early alerts for new listings!

 

 

📍 Location & Accessibility

 

Lake Chesterfield is conveniently located just minutes from:

Wildwood Town Center (Schnucks, Starbucks, boutique shopping, restaurants)

Castlewood State Park and local conservation areas

Major routes like Hwy 100 (Manchester Rd) and Hwy 109

Top-rated Rockwood schools, including Lafayette High School

 

This balance of natural surroundings and modern amenities is a major draw for buyers.

 

💬 Thinking About Moving to Lake Chesterfield?

 

We’d love to help you explore homes in this beautiful Wildwood neighborhood. Whether you’re buying your first home or upgrading to your dream location, Lake Chesterfield offers a rare mix of charm, convenience, and community spirit.

 

📲 Contact us today to get insider updates, private showings, or help with a custom search.

 

Ready to sell in Lake Chesterfield,   check out our automated home valuation tool, and CALL TODAY for a targeted assessment and home selling strategy!

Lake Chesterfield Home Sales

$555,000
5 Beds 4 Baths 26050122 MLS CLOSED Status
Welcome home to this spacious 5-bedroom, 3.5-bath home offering over 4,000 square feet of living space in the highly sought-after Harbors at Lake Chesterfield subdivision. Nestled on a private, park-like lot, this home truly must be seen to be appreciated. Designed for both everyday living and entertaining, the open, bright floor plan features a stunning two-story foyer with stylish barn doors leading into the living room, which flows seamlessly into the expansive family room with a cozy fireplace. Recessed lighting is found throughout the home, while the convenient split staircase provides easy access between levels.The kitchen is beautifully appointed with stainless steel appliances, granite countertops, a stone sink, and a walk-in pantry. A generous mudroom includes the main-floor laundry for added convenience. Step outside to enjoy the newer pure pine deck and patio, just two years old, creating the perfect setting for outdoor gatherings and backyard parties.The primary suite offers elegant coved and vaulted ceilings in both the bedroom and bath, creating a spacious and relaxing retreat. The finished walk-out lower level provides incredible flexibility with a fifth bedroom, full bath, family room, office or gaming area, and plenty of space for entertaining or accommodating out-of-town guests. Located in a premier community with a clubhouse, lake, tennis courts, and swimming pool, you’ll love the unbeatable location and outstanding neighborhood amenities. Spacious, private, and impeccably maintained—this is a home you won’t want to miss!

316 Mission Bay Ct, Wildwood

$498,450
4 Beds 3 Baths 26047890 MLS ACTIVE Status
Saturday open house (09/12), 12:00 - 2:00 p.m. Welcome to this attractive 2-story home, located on a cul-de-sac, with 4 bedrooms, 2.5 bathrooms and partially completed lower level. Lots of natural light. Spacious backyard with large deck (22x19) ideal for gatherings or quiet evenings. Roof (03/2026), siding (02/2026), deck stained (08/15/2026). The 2-story foyer opens to the dining room with gleaming hardwood floor and built-ins. The family room features a wood-burning fireplace, built-in shelves, gleaming hardwood floor, bay window and ceiling fan. Opens to the spacious kitchen and breakfast area with custom cabinetry, gas stove, island/breakfast bar, built-in microwave, pantry and planning desk. Leads out to the deck. Main floor laundry room with countertop and cabinets. All 4 bedrooms on the second floor with 2 full bathrooms. The primary bedroom has a vaulted ceiling, walk-in closet and luxurious bathroom with double bowl vanity, tub and separate shower. The partially finished lower level offers a game area with pool table, entertaining space with built-in countertop/ cabinets and storage room. Attached 2-car garage. The deck will be stained prior to closing. Neighborhood amenities include: Clubhouse, pool, tennis/pickleball courts, lake, walking trails. Access to miles of beautiful Wildwood hiking/biking trails. Convenient to shops/restaurants. Minutes to Wildwood Towne Center. Rockwood school district.

175 Beacon Point Ln, Wildwood

$530,000
4 Beds 3 Baths 26043225 MLS CLOSED Status
Enjoy exceptional space, beautiful updates, and an incredible backyard setting in this meticulously maintained two-story home located in the sought-after Landings at Lake Chesterfield. From the dramatic two-story entry and expansive main living areas to the spectacular composite deck overlooking the private backyard, every space has been thoughtfully designed for comfortable everyday living and effortless entertaining. An impressive two-story foyer with gleaming hardwood floors, soaring ceilings, and an open staircase creates a memorable first impression. The thoughtfully designed main level balances elegance and functionality with a formal dining room featuring a coffered ceiling and decorative wainscoting, as well as a private home office tucked behind French doors. The expansive family room is the heart of the home, where rich hardwood flooring, a stunning floor-to-ceiling brick wood-burning fireplace, and walls of windows frame peaceful, tree-lined views while filling the space with natural light. Flowing seamlessly into the adjoining breakfast room and kitchen, the open floor plan is ideal for gathering with family and friends. The spacious kitchen offers abundant custom cabinetry, expansive countertops, a custom tile backsplash, stainless steel appliances, a gas oven, walk-in pantry, planning desk, and an oversized center island with generous prep space and seating. Just beyond, the light-filled breakfast room is surrounded by windows and opens through a newer sliding glass door to the expansive composite deck, creating a seamless transition between indoor and outdoor living while showcasing beautiful views of the private backyard. Upstairs, the generously sized primary suite offers a peaceful retreat with a coffered ceiling, large walk-in closet, and an ensuite bath featuring dual vanities, a soaking tub, separate shower, and updated luxury flooring. Three additional bedrooms, each with generous closet space, share a spacious hall bath. The walk-out lower level offers endless possibilities for future expansion and already includes a bathroom rough-in, providing an exceptional opportunity to create additional living space tailored to your needs. Outdoor living is truly a highlight of this home. The composite deck, thoughtfully designed with both covered and open-air spaces, overlooks a beautifully landscaped, level backyard surrounded by mature trees for added privacy. Lush green space, established gardens, a fire pit, and plenty of room to relax, entertain, or play create an outdoor setting that’s as inviting as the home itself. Additional updates include a new roof (2024), composite deck (2020), A three-car garage, and main-floor laundry. Residents of The Landings at Lake Chesterfield enjoy exceptional neighborhood amenities, including a community pool, and playground. Conveniently located in the highly regarded Rockwood School District and just minutes from popular shopping, dining, parks, and major highways, this is a home you do not want to miss!

212 Harbour Pointe Dr, Wildwood

$526,500
4 Beds 2 Baths 26041057 MLS CLOSED Status
Welcome to 11 Windjammer Court, a beautifully maintained 4-bedroom, 2-bath ranch offering 1,797 square feet of comfortable living space in the heart of Wildwood. Nestled on a quiet cul-de-sac, this move-in ready home features a large, level backyard and access to outstanding neighborhood amenities, including pools, lakeside clubhouse, fishing, and pickleball courts. Major mechanical and exterior improvements have already been completed, allowing the next owner to simply move in and enjoy. Recent updates include a new roof, new siding, oversized 6-inch gutters, new HVAC system, updated kitchen, renovated hall bathroom, new front door, 75-gallon water heater, and updated windows and sliding glass door. Inside, you’ll find a bright, open floor plan with a soaring cathedral ceiling and a cozy fireplace in the great room. The updated kitchen features quartz countertops, stainless steel appliances, luxury vinyl plank flooring, and plenty of workspace for cooking and entertaining. The spacious primary suite includes a walk-in closet, and the convenient main-floor laundry makes everyday living easy. The unfinished lower level provides abundant storage and offers endless possibilities for future living space, whether you envision a family room, home gym, workshop, or recreation area. Step outside to the patio overlooking the spacious, level backyard—perfect for summer barbecues, entertaining friends, gardening, or simply relaxing. Located in the award-winning Rockwood School District and just minutes from bike paths, parks, shopping, dining, and major highways, this exceptional home offers the perfect combination of thoughtful updates, desirable amenities, and an unbeatable location. Move in and enjoy with confidence—the major updates have already been completed!

11 Windjammer Ct, Wildwood

$539,900
4 Beds 3 Baths 26038621 MLS CLOSED Status
THIS HOUSE IS GORGEOUS!! Corner lot, rear-entry 3 CAR GARAGE and perfect curb appeal! Enter this UPDATED BRIGHT OPEN floor plan to find: 2 sty foyer; separate dining & living room; family room w/gas fireplace, bay window; spacious kitchen w/ breakfast bar, custom cabinetry, granite countertops, stainless steel appliances w/induction stove and double oven, center island, additional countertop space, garden window, pantry, recessed lighting and eat-in area; half bath and laundry room w/utility sink, all on the main level. Upper level includes; primary bedroom suite - large bdroom w/vaulted ceiling, walk-in closet - full bath w/ceramic tile floor, tub/sep shower, linen closet, double vanity; 3 additional bedrooms w/overhead lighting; full bath w/dbl vanity. Beautiful flat fenced backyard w/deck. Additional updates include: wood flooring thruout main flr, 6 panel doors, newer baseboards, newer roof, hvac systems, water heater, professional landscaping + outdoor lighting, sprinkler and security systems, newer light fixtures and hardware throughout, exterior shutters and newer fence. Awesome 3 car garage updates include: new side-opening garage door openers, garage door tracks relocated vertically for additional clearance, new storage shelving, fully refinished drywall, ceiling, baseboards and paint. Neighborhood amenities include clubhouse, pools, tennis and basketball courts, lake, walking trail and excercise area. Rockwood Schools.

16129 Sea Breeze Ct, Wildwood

$552,000
4 Beds 4 Baths 26029506 MLS CLOSED Status
Welcome to your own private retreat within the highly sought after Lake Chesterfield neighborhood in Wildwood. Perfectly positioned on a quiet cul-de-sac, this beautifully updated 4 bed, 3.5 bath, 2-story home offers over 3,300 square feet of thoughtfully designed living space, including a finished lower level, and combines everyday comfort with exceptional outdoor living. The backyard is truly the star of the show, featuring a custom 19,500-gallon gunite heated saltwater private inground pool with a stunning water fountain feature, expansive pool deck, outdoor kitchen, and fire pit—creating the ultimate setting for summer gatherings, weekend celebrations, or peaceful evenings under the stars. Inside, the beautifully appointed kitchen serves as the heart of the home, featuring granite countertops, a center island, stainless steel appliances, and a dry bar area where conversations naturally unfold. Gather around the cozy wood-burning fireplace on chilly evenings, host holiday dinners in the elegant formal dining room, or enjoy quiet conversations in the formal living room. A convenient main-floor laundry room adds ease to busy daily routines. Upstairs four spacious bedrooms provide comfortable retreats, while recent updates (2026)—including a stunning primary bath and additional remodeled full bath. Newly remodeled finished basement offers large rec room, additional sleeping area and new full bathroom. Additional improvements include fresh paint and new blinds throughout (2026) a new HVAC system; new pool chlorinator (2023), and luxury vinyl plank flooring across the main level (2022). Located in the award-winning Rockwood School District, this exceptional community offers three pools, fishing ponds, walking trails, a clubhouse, pickleball and tennis courts, basketball courts, and an active swim team. More than a home, this is a place where lifelong memories are waiting to be made.

6 Venice Place Ct, Wildwood

$559,000
4 Beds 4 Baths 26031793 MLS CLOSED Status
Welcome to this beautifully updated 2-story former display home, ideally situated on a quiet cul-de-sac within the award-winning Rockwood School District. With thoughtful updates throughout, this home offers a perfect blend of style, space, and everyday functionality. This spacious home features 4 bedrooms, 3.5 baths, and an additional sleeping room in the walkout basement, providing flexibility for guests, work-from-home needs, or additional living space. The main level showcases luxury vinyl plank flooring, a sunken living room filled with natural light, and a warm, inviting family room complete with a wood burning brick fireplace and wet bar—ideal for both relaxing and entertaining. The kitchen is a true standout, beautifully redesigned with quartz countertops, a large island with seating, high-end gas cooktop, and premium Thermador double wall ovens. It opens seamlessly to the breakfast room and hearth room, creating a natural gathering space enhanced by abundant light. A private dining room with French doors offers the perfect setting for more formal occasions, while main floor laundry adds everyday convenience. Upstairs, all bedrooms have been updated with fresh finishes and new carpet. The primary suite offers a true retreat with vaulted ceilings, double door entry, and a spacious en suite featuring a modern dual-faucet sink design, soaking tub, separate shower, linen storage, and multiple walk-in closets. One secondary bedroom is currently configured as a dedicated laundry space with sink, offering flexibility and easy conversion back to a bedroom if desired. The walkout lower level expands your living space with a large rec room, kitchenette, sleeping area, and a walk in climate-controlled wine cellar with an added humidor—perfect for entertaining or unwinding. Step outside to enjoy a beautifully landscaped lot with mature trees, an aggregate patio and walkway, and a charming pond feature that brings a soothing and unexpected element to the outdoor space. The expansive deck with dual access points creates an ideal setting for gatherings or quiet evenings. The 3-car garage provides ample storage and functionality. Located in the Harbors at Lake Chesterfield, residents enjoy access to a neighborhood pool, clubhouse, walking trails, multiple lakes, and many other perks. This established community remains a top choice for buyers seeking amenities, setting, and long-term value.

107 Watercrest Ct, Grover

$450,000
3 Beds 3 Baths 26031415 MLS CLOSED Status
Welcome to 164 Crestmont Circle, a beautifully refreshed and loved two story home tucked into the heart of Lake Chesterfield. From the moment you step inside, the bright, freshly painted interior and gorgeous, light filled foyer create an immediate sense of warmth and welcome. Sunlight pours through the home, enhancing its effortless flow and making every room feel open, airy, and inviting. Designed for both comfort and connection, this 3 bedroom, 3 bath home offers easy living and gracious entertaining. The main level features a natural gathering space perfect for hosting family and friends, celebrating milestones, or enjoying cozy evenings at home by the wood burning fireplace. The kitchen and breakfast area open directly to the large, fully fenced, level backyard that is an ideal setting for fur babies, play, gardening, or weekend barbecues. It’s truly an outdoor extension of your living space. Upstairs, three spacious bedrooms provide room to unwind, including a peaceful primary suite with its own private bath featuring a soaking tub and separate shower. The finished lower level expands your options even further with a generous recreation area and a dedicated office which is perfect for working from home, relaxing, or creating a media or hobby space tailored to your lifestyle. The amenities in Wildwood make everyday living effortless, just minutes from shopping, dining, parks, and top rated Rockwood schools. As a resident of Lake Chesterfield, you’ll enjoy lakes, pools, a clubhouse, sport courts, and walking trails; this is an unbeatable lifestyle in a truly exceptional neighborhood. Warm, bright, and beautifully cared for, this home is ready to welcome you.

164 Crestmont Cir, Wildwood

$542,000
4 Beds 4 Baths 26019050 MLS CLOSED Status
Welcome home to this timeless traditional two-story, located in the highly sought-after Rockwood School District. Showcasing classic curb appeal with its crisp white exterior, spacious two-car garage, and an extended driveway with the ability to accommodate three cars across, this home offers the perfect blend of style, comfort, and functionality. Step inside to a stunning two-story entryway featuring beautiful hardwood floors and an abundance of natural light, creating a warm and inviting first impression. The main level offers a well-designed layout ideal for both everyday living and entertaining, complete with a convenient half bath for guests. The kitchen is a true highlight, featuring stainless steel appliances, a gas stove, and granite countertops—perfect for both casual meals and hosting gatherings. From the kitchen, step outside to enjoy the level backyard with a patio, ideal for relaxing, entertaining, or playing. Upstairs, you’ll find four generously sized bedrooms, including a spacious primary suite designed for comfort and retreat. The en-suite bathroom features a double vanity, a separate soaking tub, and a shower. A full hall bath serves the additional bedrooms, offering both convenience and functionality. The partially finished basement provides even more versatile living space, including a dedicated flex room that can easily serve as a home office, workout area, or playroom. An additional half bath in the lower level adds to the home’s convenience, along with a separate storage area to keep everything organized and out of sight. Enjoy all the benefits of neighborhood living with access to a subdivision pool and playground, perfect for recreation and community connection. Conveniently located close to shopping, restaurants, and everyday essentials, this home truly has it all. Don’t miss your opportunity to own a beautiful, move-in-ready home in an exceptional location!

205 Harbour Pointe Dr, Wildwood

$550,000
4 Beds 4 Baths 26017248 MLS CLOSED Status
OPEN HOUSE CANCELED for Thursday, April 09, 2026. Welcome home to a lifestyle that feels like a year-round vacation. Enjoy stunning views of the lake and surrounding common ground from your newly finished deck, your own peaceful retreat right in the heart of Wildwood and within the award-winning Rockwood School District. With over 3,900 sq ft of finished living space, this home offers room to relax, entertain, and make lasting memories. The property adjoins and backs to common ground and a private lake, perfect for catching a fish or simply unwinding as you take in the tranquil fountain views. Step inside to beautiful wood floors that flow throughout the main level. The dining room features a chair rail and chandelier, while the living room opens seamlessly into the hearth room, complete with a gas log fireplace and crown molding. The updated kitchen shines with 42" cabinets, granite countertops, a center island, and abundant drawer storage. Sunlight fills every corner of the main floor thanks to numerous windows, including bay windows and atrium doors showcasing the natural surroundings. Upstairs, the vaulted primary suite offers a spacious walk-in closet and a beautifully remodeled ensuite bath with a double-sink vanity, whirlpool tub, separate shower, heated tile floor, and a skylight, making every morning feel luxurious. Three additional generously sized bedrooms with new carpet complete the upper level. The light-filled walkout lower level expands your living options even further, featuring a large open recreation area with built-in shelving, a wet bar, a full bath, and two sizeable storage rooms. Let's talk about a few more bonuses: an oversized two-car garage (20 x 25) allows room for an extended-cab full-size truck to park inside, and you can still walk around the truck; the garage also has an enclosed attic storage space with ventilation; a 6-year-old roof with architectural shingles and extra-wide gutters. This vibrant community includes a clubhouse, pool, tennis courts, walking trails, and multiple private lakes. All of this is located just moments from local dining, shopping, and parks, an unbeatable combination of serenity and convenience.

16243 Waterfront Way, Wildwood

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