Four Seasons Homes for Sale

Welcome to Four Seasons, a charming subdivision nestled in the heart of Chesterfield, St. Louis County, Missouri. Known for its picturesque landscapes and family-friendly atmosphere, Four Seasons offers a tranquil retreat from the hustle and bustle of city life while still being conveniently located near all the amenities you could need.

True Homes for Sale in Four Seasons cater to a variety of tastes and needs, ranging from cozy starter homes to spacious family residences. With well-maintained streets and lush green spaces, this neighborhood provides the perfect setting for those seeking a peaceful and welcoming community to call home.

Residents of Four Seasons enjoy easy access to top-rated schools, shopping centers, dining options, and recreational facilities, making it an ideal place for families, young professionals, and retirees alike. Whether you're looking to settle down or invest in real estate, Four Seasons offers a diverse range of housing options to suit every lifestyle.

Come and discover the beauty and convenience of Four Seasons in Chesterfield, MO. Explore the Homes for Sale in this sought-after subdivision and find your perfect place to live in this thriving community.

Newest Four Seasons Homes for Sale

$580,000

5 Beds ⋅ 3 Baths ⋅ 26051896 MLS ⋅ ACTIVE Status

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

$427,500

4 Beds ⋅ 3 Baths ⋅ 26048245 MLS ⋅ ACTIVE Status

Experience single-level living at 22 La Gorce Drive, a 4-bedroom, 3-bathroom home offering an incredible opportunity under $500K in Chesterfield. The classic brick-front exterior and long concrete driveway create an inviting entrance, framed by a concrete walkway, manicured bushes, and stone-bordered garden beds. Inside, the huge living room serves as the main focal point of the home, featuring tall, vaulted ceilings with white exposed beams, recessed lighting, warm wood-look flooring, and a forest green accent wall. A long row of windows floods the entire room with natural light and looks out toward the back patio area. The main living zone also includes a built-in wet bar with a railing and stepped-up access. The kitchen is equipped with white cabinetry, double wall ovens, tile flooring, a beige backsplash, and a separate coffee station setup with open shelving next to a stainless-steel refrigerator. The home offers four bedrooms and three full bathrooms. On the lower level, you'll find a large unfinished basement space set up as a workshop with built-in wooden workbenches and pegboards, along with a separate laundry area featuring a washer, dryer, and utility sink. Step outside to the private back patio, a spacious concrete courtyard enclosed by white vinyl fencing, complete with a garden bed and sliding glass door access from the house. Offering four bedrooms, three bathrooms, a huge living room, and a private patio, this home delivers space and functionality under $500K in Chesterfield. Welcome home to 22 La Gorce Drive.

22 La Gorce Dr, Chesterfield

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