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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

$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

$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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