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

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

Explore the latest Winterset Park 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 Park 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 Park

Winterset Park is one of Lee’s Summit’s most sought-after neighborhoods, blending natural beauty with resort-style amenities. Located on the west side of the city, this award-winning community features tree-lined streets, wooded walking trails, and family-friendly amenities, all just minutes from shopping, dining, and highway access. With spacious homes and a welcoming atmosphere, Winterset Park is perfect for those looking to enjoy both convenience and tranquility.

History and Development

Winterset Park is part of the larger Winterset master-planned community, which was developed with an emphasis on preserving green space and creating a neighborhood where nature and modern living coexist harmoniously. Established in the 1990s, the community has steadily grown into an area known for its custom-built homes, strong resale values, and timeless curb appeal. Many of the original homeowners still live here, and the neighborhood has maintained its reputation for thoughtful planning, excellent upkeep, and long-term desirability.

Amenities in Winterset Park

Living in Winterset Park feels like being part of a private resort. Residents enjoy:

Three community pools, including a competition-sized pool and family-friendly splash pools.
Over nine miles of paved walking and biking trails winding through wooded preserves, creeks, and butterfly gardens.
Two stocked fishing lakes and multiple pocket parks for play and relaxation.
Tennis and pickleball courts, playgrounds, and sports fields for active lifestyles.
A community clubhouse and event center, hosting neighborhood gatherings, swim team events, and private parties.

The neighborhood’s HOA keeps the amenities well-maintained and organizes events such as Fourth of July parades, Easter egg hunts, and summer pool parties, making it easy to meet neighbors and feel connected.

Other Key Features

Top-Rated Schools: Winterset Park feeds into the highly regarded Lee’s Summit R-7 School District, including Cedar Creek Elementary, Pleasant Lea Middle School, and Lee’s Summit High School.
Location & Commute: With quick access to I-470 and Highway 50, residents can reach downtown Kansas City in about 25 minutes and Overland Park in 20 minutes. Summit Fair shopping center and historic downtown Lee’s Summit are just minutes away.
Home Styles: Winterset Park features a variety of home designs, ranging from spacious ranches to two-story executive homes, often with 4–5 bedrooms, large lots, and treed backyards. Villas and maintenance-provided options are also available.
Community Pride: With an active HOA and high rate of owner-occupancy, the neighborhood consistently looks beautiful and maintains strong property values.

What New Residents Should Know

Winterset Park is a robust homeowners’ association (HOA) neighborhood with annual dues that support its extensive amenities and events. The community is very family-oriented, with a steady calendar of activities and safe, low-traffic streets perfect for kids. It’s a car-dependent area, so most errands require a short drive, but the highway access makes commuting to other parts of Kansas City easy.

Winterset Park in Lee’s Summit offers the best of both worlds: a peaceful, nature-filled neighborhood with resort-style amenities and convenent access to the Kansas City metro. With its award-winning schools, active community life, and beautiful homes, it’s no wonder families and professionals alike love living here.

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Top 10 Reasons People Love Living in Winterset Park

Resort-Style Amenities
Three community pools, tennis and pickleball courts, a clubhouse, and sports fields make every weekend feel like a staycation.
Scenic Walking Trails
Over nine miles of paved trails wind through wooded preserves, lakes, and butterfly gardens—perfect for morning jogs or evening strolls.
Family-Friendly Atmosphere
Safe, low-traffic streets and multiple playgrounds make it easy for kids to play outside and for families to connect.
Community Events Year-Round
From July 4th parades to Easter egg hunts and summer pool parties, Winterset Park keeps neighbors connected and kids entertained.
Beautiful Homes with Variety
Custom-built homes, ranging from spacious ranches to two-story executive houses and maintenance-provided villas, give buyers plenty of options.
Award-Winning Schools
Families love being in the Lee’s Summit R-7 School District, with access to highly regarded schools like Cedar Creek Elementary and Lee’s Summit High.
Nature in Your Backyard
Wildlife sightings of deer, foxes, and owls are common—living here means being surrounded by nature without giving up modern conveniences.
Convenient Location
Quick access to I-470 and Highway 50 makes commuting a breeze. Downtown KC, Overland Park, and Lee’s Summit’s historic downtown are all within 10–30 minutes.
Active HOA & Well-Maintained Grounds
The neighborhood always looks its best thanks to an engaged homeowners’ association that organizes events and maintains trails, lakes, and common areas.
Strong Property Values
With high demand, quick sales, and thoughtful design, Winterset Park homes hold their value and are considered some of the best in Lee’s Summit.

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 Park Real Estate

Winterset Park real estate in Lee’s Summit, MO, stands out for its upscale, custom homes within a serene natural setting, offering a unique blend of elegance, comfort, and access to wooded trails and green space. This sought-after neighborhood features ranch, 1.5-story, and two-story designs, with many homes offering 4–5 bedrooms, 3-car garages, and spacious lots. Exteriors showcase brick, stone, and traditional siding for timeless curb appeal, while interiors highlight open floor plans, soaring ceilings, and modern finishes. For those searching for homes for sale in Lee’s Summit, Winterset Park delivers distinctive, resort-like living that sets it apart from conventional subdivisions.