Winterset Garden Homes For Sale in Lee's Summit, MO

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Winterset Garden Real Estate in Lee's Summit + Valuable Neighborhood Info

Explore the latest Winterset Garden real estate listings below. Simply click on any property to view full details, including photos, property descriptions, and pricing. From there, you can easily request more information, schedule a private showing, or ask for recent Winterset Garden market reports with sales history, days on market, and final sold prices for homes in the area. Our team can also provide HOA details, community guidelines, and tips for navigating the local Lee's Summit real estate market. Give us a call at 816-239-2434 for answers!

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About Winterset Garden

Winterset Garden is one of the distinct neighborhoods that make up the award-winning Winterset community in Lee’s Summit. While each Winterset neighborhood has its own unique personality, Winterset Garden fills an important niche by offering a maintenance-provided lifestyle within the larger community’s natural, amenity-rich setting.

This neighborhood is ideal for homeowners who want to enjoy the benefits of living in Winterset; miles of walking trails, lakes, pools, and green spaces, without the ongoing responsibilities of exterior lawn care and landscaping. It is especially appealing to busy professionals, frequent travelers, and those seeking a lower-maintenance home in a vibrant, connected community.

History and Development

Winterset Garden was designed as a smaller, more intimate section of the Winterset neighborhoods, built with just 58 villa-style homes. The focus from the start was to combine comfortable, well-crafted residences with shared green space and a peaceful, nature-infused atmosphere.

While the greater Winterset development began in the 1990s and has grown to include several distinct areas including Winterset Park, Winterset Valley, Winterset Summit, and others. Winterset Garden has remained one of its most serene and tightly knit enclaves. The consistent HOA management, carefully maintained landscaping, and shared amenities have preserved its beauty and desirability over the years.

Amenities in Winterset Garden

Although residents have access to the full range of Winterset community amenities, Winterset Garden also has its own special touches.

Butterfly Garden: A beautifully landscaped, Zen-like butterfly garden creates a peaceful gathering place, offering seasonal beauty year-round.
Waterfall Feature: One of Winterset’s signature waterfalls is located here, adding to the neighborhood’s relaxing atmosphere.
Walking Trail Perimeter: A walking trail encircles the neighborhood, connecting to the broader Winterset trail network while providing residents with an easy way to enjoy fresh air right outside their doors.
Access to Winterset Amenities: Three community pools, lighted tennis courts, a fishing lake, playgrounds, a clubhouse, and over nine miles of trails are available to all Winterset residents.

Maintenance-Provided Lifestyle

One of the main reasons people choose Winterset Garden is the maintenance-provided villa home setup. This includes:

Lawn care and landscaping maintenance for each home’s exterior
Snow removal from common areas and, depending on the HOA agreement, possibly driveways and walkways
Upkeep of shared green spaces and common-area plantings
Regular maintenance of the butterfly garden, walking paths, and water feature

This arrangement enables homeowners to appreciate the beauty of a well-maintained property and neighborhood without the time commitment or physical labor required for exterior upkeep.

What New Residents Should Know

Moving to Winterset Garden means joining a small, welcoming group of just 58 neighbors who value privacy, natural beauty, and convenience. While it is not an age-restricted community, its low-maintenance lifestyle appeals to a wide range of residents, from active retirees to young professionals.

Key things to know before moving in:

HOA fees cover extensive exterior maintenance, so you can focus on enjoying the neighborhood and its amenities.
The community is pet-friendly, but it does have guidelines; please review the HOA rules to understand any restrictions.
The peaceful, garden-like setting is balanced by quick access to major roads, shopping, and dining in Lee’s Summit.
Living here gives you access to the entire Winterset community’s social events, amenities, and recreational spaces.

Winterset Garden offers the best of both worlds; a quiet, beautifully maintained enclave surrounded by nature, plus full access to one of Lee’s Summit’s most desirable master-planned communities. Whether you are downsizing, relocating, or simply seeking a home where the HOA handles the yard work, Winterset Garden is a place where comfort, community, and convenience come together.

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Top 10 Reasons People Love Living in Winterset Garden

Maintenance Provided Freedom
Residents enjoy a low-maintenance lifestyle with the HOA taking care of yard work and common area upkeep. This is ideal for busy individuals who prefer to spend their time relaxing rather than mowing lawns or tending to landscaping.
Exceptional Outdoor Amenities
The community offers walking trails, lighted tennis courts, three refreshing swimming pools, a clubhouse, a butterfly garden, a fishing lake, and even putting greens. There is always something to enjoy outdoors.
Natural Beauty Throughout the Community
Winterset Gardens is surrounded by more than 200 acres of protected nature. Mature trees, native Missouri plants, and lush green spaces create the feeling of living inside a private park.
Proximity to Longview Lake
The neighborhood’s location provides quick access to Longview Lake, where residents can kayak, paddleboard, fish, or simply enjoy the water views. It is a perfect blend of neighborhood living and outdoor recreation.
Designed for Social Connection
The clubhouse serves as a central gathering place for neighbors and friends. Complete with a full kitchen, fireplace, and seating for up to 32 guests, it is ideal for hosting parties, community events, or casual get-togethers.
Convenient Location with Natural Privacy
Winterset Gardens is close to major highways, shopping, restaurants, and coffee spots such as Panera and Starbucks. Despite its accessibility, the neighborhood is surrounded by nature, offering a quiet and peaceful environment.
Opportunities for an Active Lifestyle
Residents can enjoy tennis, swimming, fishing, walking, and biking within the community. The amenities encourage a healthy, active lifestyle for all ages.
A Neighborhood Built to Endure
The community was designed with long-term appeal in mind. Mature landscaping, well-planned layouts, and a resident-focused approach have contributed to lasting value and stability.
Welcoming to All Life Stages
Winterset Gardens has no age restrictions, making it a comfortable fit for families, singles, and those looking to downsize. Its variety of amenities and homes attract a diverse range of residents.
More Than a Home, It Is a Lifestyle
People choose Winterset Gardens not only for the homes but for the lifestyle it offers. Comfort, natural beauty, community spirit, and convenience all combine to create an exceptional living experience.

Cedar Creek Elementary

Cedar Creek Elementary is recognized for its strong academic programs and welcoming community. The school regularly ranks among the top 20% of Missouri elementary schools and has impressive proficiency rates. Programs such as Gifted & Talented and Project Lead the Way help students develop critical thinking skills. Families appreciate the close-knit atmosphere and the staff’s dedication to helping every student succeed.

Pleasant Lea Middle School

Pleasant Lea Middle School welcomes students in grades 6 to 8 and is part of the respected Lee’s Summit R-VII School District. With approximately 938 students, Pleasant Lea offers a wide range of academic and extracurricular options, including Project Lead the Way for hands-on learning experiences. The school is known for its above-average ratings and strong reputation. Parents and students appreciate the many ways to get involved in academics, sports, and the arts.

Lee’s Summit High School

Lee’s Summit High School has a strong tradition of academic achievement and community involvement. The school often ranks among the top 10 to 20% statewide in test scores. Students can choose from the International Baccalaureate (IB) program, the Advanced Placement (AP) program, and numerous extracurricular activities, including performing arts, athletics, and AFJROTC. Lee’s Summit High has received honors such as the Missouri Gold Star School award and the “Best High School” award, demonstrating its commitment to helping students succeed.

Winterset Garden Real Estate

Winterset Garden features 58 thoughtfully designed villa-style homes that reflect the timeless charm and quality construction found throughout the larger Winterset community. Built as part of Winterset’s expansion primarily in the early 2000s, these residences blend classic Midwestern architecture with low-maintenance living. Exteriors often showcase brick or stone accents, well-proportioned windows, and inviting front porches, creating a warm and welcoming streetscape. Inside, open floor plans, main-level living, and modern amenities cater to comfort and convenience, while the neighborhood’s carefully landscaped grounds and surrounding natural beauty seamlessly integrate the homes into the serene, garden-like setting that defines Winterset Garden in Lee's Summit, MO.