×

Information about
Cheshire Woods, Ocoee, FL 34761

Cheshire Woods is a charming residential neighborhood nestled in the heart of Ocoee, Florida, offering residents a peaceful suburban lifestyle with convenient access to urban amenities. This community stands out for its well-maintained homes and family-friendly atmosphere, making it an appealing choice for those seeking a balanced living experience in Central Florida.

The history of Cheshire Woods reflects the growth of Ocoee as a desirable suburb, with development likely occurring in the late 1990s to early 2000s as part of broader regional expansion. While specific founding details are sparse, the area has evolved into a stable neighborhood known for its community cohesion.

Situated in Ocoee, FL 34761, Cheshire Woods benefits from excellent accessibility. It is conveniently located near major highways including the Florida Turnpike and SR 408, providing quick commutes to downtown Orlando, theme parks, and employment centers in the region. The neighborhood's position in Orange County places it close to both natural attractions and city conveniences.

Lifestyle in Cheshire Woods emphasizes relaxation and recreation within a secure environment. Residents enjoy a sense of privacy and community fostered by the gated entrances, allowing for a tranquil daily routine amid Florida's sunny climate. The setting encourages outdoor activities and neighborly interactions.

Real estate in Cheshire Woods primarily consists of single-family homes ranging from three to four bedrooms, with modern designs suited to contemporary families. The market features well-kept properties that appeal to buyers looking for move-in ready homes in a established subdivision.

Nearby attractions include the vibrant downtown Ocoee area, with its local events and dining options, as well as proximity to Orlando's world-famous theme parks like Walt Disney World and Universal Studios, which are just a short drive away.

Parks and recreation opportunities abound in the surrounding region, with access to trails, lakes, and green spaces that complement the community's own recreational offerings.

Shopping and dining are readily available along nearby corridors, featuring a mix of national retailers, grocery stores, and local eateries that cater to everyday needs and special occasions.

Transportation options include major roadways for driving, as well as public transit connections to greater Orlando, making commuting straightforward for residents.

Demographics reflect a diverse mix of families and professionals drawn to the area's affordability and location advantages within Orange County.

Safety and livability are enhanced by the gated access and community-focused design, contributing to a welcoming environment where residents feel secure.

Local highlights include the blend of suburban tranquility with easy access to Central Florida's entertainment and employment hubs, positioning Cheshire Woods as an attractive option for long-term living.

Why people choose to live in the community often centers on the combination of gated security, recreational facilities, and strategic location that supports both work and leisure.

Community Amenities

  • Name: ** ** Community Pool

    • Type of Amenity: Swimming pool
    • Availability within the community or nearby: Within Cheshire Woods / Wesmere
    • Description: Community swimming pool for resident use
    • Key features: Pool area for gatherings
    • Capacity or size: Details not publicly available
    • Hours of operation: Details not publicly available
    • Access restrictions: Residents only
    • Ratings and reviews: Details not publicly available
    • Email: Details not publicly available
    • Phone number: 352-404-4116
    • Office Phone number: 352-404-4116
  • Name: ** ** Clubhouse

    • Type of Amenity: Clubhouse
    • Availability within the community or nearby: Within Cheshire Woods / Wesmere
    • Description: Community clubhouse
    • Key features: Recreational space
    • Capacity or size: Details not publicly available
    • Hours of operation: Details not publicly available
    • Access restrictions: Residents only
    • Ratings and reviews: Details not publicly available
    • Email: Details not publicly available
    • Phone number: 352-404-4116
    • Office Phone number: 352-404-4116
  • Name: ** ** Tennis Courts

    • Type of Amenity: Tennis court
    • Availability within the community or nearby: Within Cheshire Woods / Wesmere
    • Description: Tennis courts
    • Key features: Courts for play
    • Capacity or size: Details not publicly available
    • Hours of operation: Details not publicly available
    • Access restrictions: Residents only
    • Ratings and reviews: Details not publicly available
    • Email: Details not publicly available
    • Phone number: 352-404-4116
    • Office Phone number: 352-404-4116
  • Name: ** ** Pickleball Courts

    • Type of Amenity: Resort-style amenity
    • Availability within the community or nearby: Within Cheshire Woods / Wesmere
    • Description: Pickleball courts
    • Key features: Dedicated courts
    • Capacity or size: Details not publicly available
    • Hours of operation: Details not publicly available
    • Access restrictions: Residents only
    • Ratings and reviews: Details not publicly available
    • Email: Details not publicly available
    • Phone number: 352-404-4116
    • Office Phone number: 352-404-4116
  • Name: ** ** Basketball Court

    • Type of Amenity: Resort-style amenity
    • Availability within the community or nearby: Within Cheshire Woods / Wesmere
    • Description: Basketball court
    • Key features: Court for play
    • Capacity or size: Details not publicly available
    • Hours of operation: Details not publicly available
    • Access restrictions: Residents only
    • Ratings and reviews: Details not publicly available
    • Email: Details not publicly available
    • Phone number: 352-404-4116
    • Office Phone number: 352-404-4116
  • Name: ** ** Playground

    • Type of Amenity: Park
    • Availability within the community or nearby: Within Cheshire Woods / Wesmere
    • Description: Playground area
    • Key features: Play equipment
    • Capacity or size: Details not publicly available
    • Hours of operation: Details not publicly available
    • Access restrictions: Residents only
    • Ratings and reviews: Details not publicly available
    • Email: Details not publicly available
    • Phone number: 352-404-4116
    • Office Phone number: 352-404-4116

    Notes Management company: Ellis Property Management. Sources: Zillow listings, Realtor.com, Homes.com (2024-2026). Contact details from property listings referencing Ellis Property Management.

Need a correction?