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Westover Reserve Homes for Sale

Home › Windermere › Westover Reserve
📋 What's on This Page
  • About Westover Reserve Neighborhood
  • Location & Connections
  • Neighborhood Amenities & Lifestyle
  • How Westover Reserve Compares
  • HOA Information
  • Frequently Asked Questions
  • Available Homes

Westover Reserve Homes for Sale

Windermere, FL 34786 | Gated enclave of 81 custom estate homes off Westover Roberts Road

Westover Reserve is an established gated community of 81 custom-built single-family homes in Windermere, situated at the corner of Westover Roberts Road and South Apopka Vineland Road. Built between 1997 and 2005 on tree-lined streets, the neighborhood offers tennis, a community park, and a playground within a single-entrance gated setting that gives residents the privacy of a small enclave with quick access to the Dr. Phillips and Restaurant Row corridors. View Available Homes

✔ Information verified current as of May 5, 2026

About Westover Reserve Neighborhood

Westover Reserve sits in the northeastern portion of Windermere's 34786 ZIP code, just north of the Dr. Phillips border and a short drive from downtown Windermere. The community has a single gated entrance located on Westover Roberts Road approximately 700 feet west of South Apopka Vineland Road, with all 81 homes accessed from interior streets that loop off Westover Reserve Boulevard. Tree-lined streets, mature landscaping, and the absence of through-traffic give the neighborhood a quieter character than the busier corridors on either side.

The 81 homes were custom-built between 1997 and 2005 in traditional Florida architectural styles — barrel tile or shingle roofs, stucco exteriors, and side- or front-load garages. Floor plans typically range from approximately 2,500 square feet to over 4,500 square feet, with four to six bedrooms and most homes featuring formal living and dining rooms in addition to a family-room-and-kitchen great-room arrangement. Lot sizes are larger than newer Windermere production communities, providing room for screened pools, lanais, summer kitchens, and mature backyard landscaping.

Community amenities are intentionally modest: a small park area, a playground, and a tennis court shared by the 81 homeowners. There is no clubhouse, fitness center, or community pool, which keeps HOA dues lower than amenity-heavy neighborhoods of the same vintage. Many of the homes feature private screened pools and spas, so the bulk of the recreation here happens at home rather than at a central facility.

📊 Quick Facts
Property Style(s):Custom single-family homes, traditional Florida architecture
Home Sizes:Approx. 2,500 – 4,500+ sq ft
Bedrooms / Bathrooms:4 – 6 bedrooms typical
Year Built:1997 – 2005
HOA Fee:Contact us for current fee
CDD Fee:No
Total Homes:81
Community Features:Gated entrance, community park, playground, tennis court
🏡 What Sets Westover Reserve Apart
  • Custom-built rather than production — homes were built individually rather than from a single builder's stock plans, so floor plans, elevations, and finishes vary across the 81 residences.
  • Single-entrance gated layout — one gated entry off Westover Roberts Road and no cut-through streets, which keeps traffic limited to residents and their guests.
  • Larger lots than newer Windermere production builds — most lots offer enough rear-yard depth for a screened pool, summer kitchen, and mature landscaping.
  • Established 20–25 year canopy — oaks and other shade trees have grown into a continuous streetscape, which most newer Windermere communities will not match for another decade or more.
  • No CDD layered on top of HOA dues — common in Windermere's established 34786 corridor and a notable cost difference from many newer Horizon West and Lake Nona communities. Read more about what a CDD is if you're new to Florida.

↑ Back to Top | View Available Homes →

Westover Reserve Location & Connections

Westover Reserve is at the intersection of Westover Roberts Road and South Apopka Vineland Road, near the boundary between Windermere and the Dr. Phillips area. The location puts residents within a couple of miles of the Restaurant Row dining corridor on Sand Lake Road, the shopping centers along Conroy-Windermere Road, and quick connections to I-4, the Florida Turnpike, and SR 429.

South Apopka Vineland Road runs straight south to Walt Disney World property and the SR 429 entrance ramps; northward it leads through downtown Windermere's roundabouts and into Gotha. Westover Roberts Road provides a direct east–west connection to Conroy-Windermere Road and the Dr. Phillips commercial district.

🏘️ Adjacent Neighborhoods & Areas
  • Westover Club — guard-gated community directly across Westover Roberts Road
  • Roberts Landing — older established neighborhood west across Westover Roberts Road, on Lake Olivia
  • Tuscany Ridge — Mediterranean-style luxury community to the south, sharing the same school zoning
  • Westover Roberts Road — the east–west arterial connecting the neighborhood to Conroy-Windermere Road
  • South Apopka Vineland Road — north–south corridor running past the community's east edge
🚗 Detailed Commute Times
  • Downtown Orlando: approximately 20–25 minutes (~13 miles via Conroy-Windermere Rd and I-4)
  • UCF Campus: approximately 35–40 minutes (~25 miles via SR 408)
  • Walt Disney World: approximately 15 minutes (~7 miles south via S Apopka-Vineland Rd)
  • Universal Orlando: approximately 15–20 minutes (~8 miles)
  • SeaWorld Orlando: approximately 15–20 minutes (~8 miles)
  • Disney Springs: approximately 15 minutes (~7 miles)
  • Lake Nona Medical City: approximately 35–40 minutes (~25 miles via SR 417)
  • Cocoa Beach: approximately 75–80 minutes (~65 miles via SR 528)
✈️ Airport Access
  • Orlando International Airport (MCO): approximately 25–30 minutes (~14 miles via SR 528)
  • Orlando Sanford International Airport (SFB): approximately 45–50 minutes (~32 miles via SR 417)
  • Orlando Executive Airport (ORL): approximately 20–25 minutes (~12 miles, general aviation)
  • Kissimmee Gateway Airport (ISM): approximately 25–30 minutes (~16 miles, general aviation)

↑ Back to Top | View Available Homes →

Westover Reserve Amenities & Lifestyle

The lifestyle at Westover Reserve leans residential and home-based rather than amenity-rich. The community's tennis court, playground, and small park are the only shared facilities, and there is no clubhouse, pool, or fitness center on site. That tradeoff keeps HOA fees moderate and pushes recreation toward residents' own backyards — which is workable here because most lots are large enough to support a private screened pool, lanai, and outdoor kitchen. For shopping, dining, parks, and schools, residents draw on the broader Windermere and Dr. Phillips areas.

🏊 Neighborhood Amenities

Amenities found within Westover Reserve:

  • Single-entrance gated access on Westover Roberts Road
  • Community park area
  • Children's playground
  • Tennis court
  • Tree-lined streets with mature landscaping
  • Sidewalks and street lights throughout

Note: Many homes have private screened pools, but there is no community pool, clubhouse, or fitness center.

🛍️ Shopping & Services

Westover Reserve is within a short drive of the Grove at Isleworth, the shopping centers along Sand Lake Road and Conroy-Windermere Road, and the broader Dr. Phillips commercial district. The Mall at Millenia is roughly 15 minutes east via Conroy-Windermere Road.

For comprehensive shopping information: View our Windermere Shopping Guide →

🍽️ Restaurants

The Sand Lake Road Restaurant Row dining district sits roughly 10 minutes south, putting Westover Reserve residents within easy reach of one of Central Florida's most concentrated upscale dining corridors. Downtown Windermere offers a more walkable, small-town dining scene a few minutes north.

For comprehensive restaurant information: View our Windermere Restaurants Guide →

🎭 Arts & Culture

The Dr. Phillips Center for the Performing Arts in downtown Orlando is roughly 20 minutes east, and downtown Windermere hosts the annual Fine Art Show at Town Square along with smaller civic events through the year.

For comprehensive arts & culture information: View our Windermere Arts & Culture Guide →

🏃 Health & Wellness

The closest hospital campus is Dr. P. Phillips Hospital, roughly 10 minutes south on Sand Lake Road. Orlando Health Medical Pavilion Summerport on CR 535 covers most multispecialty needs closer to home, and urgent-care options across Windermere 34786 handle walk-in needs.

For comprehensive health & wellness information: View our Windermere Health & Wellness Guide →

🌳 Parks & Recreation

Within a short drive, residents reach Tibet-Butler Preserve for nature trails, R.D. Keene Park for sports fields and a Butler Chain boat ramp, and Fernwood Park for Lake Butler access. The Butler Chain of Lakes is a few minutes west for boating, fishing, and watersports.

For comprehensive parks & recreation information: View our Windermere Parks & Recreation Guide →

⚽ Sports & Athletics

The community's own tennis court handles light recreational play. For more serious tennis and pickleball, Windermere's town courts and private clubs are within a few minutes. Golf options nearby include the public course at West Orange Country Club and the private clubs at Isleworth and Bay Hill.

For comprehensive sports & athletics information: View our Windermere Sports & Athletics Guide →

🎉 Fun Things to Do

Westover Reserve sits roughly 15 minutes from the major Orlando theme parks and Disney Springs. Closer to home, the Friday morning Farmers Market and monthly Food Truck Night are short drives away in downtown Windermere.

For comprehensive events & activities information: View our Windermere Events & Things To Do Guide →

🎓 Schools

Westover Reserve is served by Orange County Public Schools:

  • Elementary: Thornebrooke Elementary School (approximately 2 miles)
  • Middle: Gotha Middle School — likely zoned, verify with OCPS
  • High: Olympia High School — likely zoned, verify with OCPS

Note: Thornebrooke Elementary is confirmed in the Windermere school-zone mapping. Middle and high school assignments are typical for Westover Reserve's location in the 34786 corridor but should be verified with OCPS at the time of contract.

Private school options nearby include Windermere Preparatory School and other private and charter schools across the Windermere area.

For comprehensive school information: View our Windermere Schools Guide →

↑ Back to Top | View Available Homes →

How Westover Reserve Compares

Buyers shopping the gated 34786 corridor often weigh Westover Reserve against its two closest direct competitors: Westover Club directly across the street, and Tuscany Ridge just south. All three share the same school zoning and the same general location, so the differences are mostly around home age, amenity level, and gate type.

Feature Westover Reserve Westover Club Tuscany Ridge
Total Homes 81 ~160 Smaller enclave
Year Built 1997 – 2005 ~2000 – 2003 Newer construction
Gate Type Gated (single entrance) Guard-gated (24-hour staffed) Gated
Architectural Style Traditional Florida custom Custom traditional Mediterranean / Spanish
Community Amenities Park, playground, tennis Tennis, basketball, volleyball, playground Limited shared amenities
CDD Fee No No No

💡 Where Westover Reserve fits: The neighborhood typically appeals to buyers who want a small-enclave feel (81 homes vs. Westover Club's ~160), are comfortable with electronic gate access rather than a 24-hour staffed guardhouse, and prefer the look and feel of traditional Florida custom homes over Mediterranean styling. If staffed security is a priority, Westover Club next door is the better fit; if newer construction is the goal, Tuscany Ridge or other 34786 communities would be worth comparing.

↑ Back to Top | View Available Homes →

Westover Reserve HOA & CDD Information

Westover Reserve operates under a mandatory homeowners association that maintains the gated entrance, common areas, the small park, the playground, and the tennis court. Because the community has fewer shared amenities than larger gated neighborhoods, HOA dues are typically more moderate than communities with clubhouses, pools, and fitness centers. There is no Community Development District (CDD) assessment layered on top of HOA dues, which is standard for established 34786 Windermere communities.

💰 HOA Fees & Management Contact

HOA fees and management company information often change. Please contact us and we will be happy to provide you with the current HOA fee, payment schedule, and direct contact information for the HOA management company. We can also check for you to see if there are any current or upcoming special assessments.

📋 What HOA Fees Cover
  • Maintenance of the gated entrance and access controls
  • Common-area landscaping and irrigation
  • Community park, playground, and tennis court upkeep
  • Street lighting in common areas
  • HOA management and administrative costs
  • Insurance for common-area facilities
  • Reserves for long-term capital expenses

↑ Back to Top | View Available Homes →

Frequently Asked Questions

What is the HOA fee at Westover Reserve?
Please contact us for the current HOA fee, payment schedule, and HOA management company contact information. Dues fund the gated entrance, common-area landscaping, the community park, playground, and tennis court.
Is there a CDD fee at Westover Reserve?
No. Westover Reserve does not have a Community Development District assessment, which is standard for established Windermere 34786 communities and a meaningful cost difference compared with many newer Horizon West and Lake Nona neighborhoods.
What schools serve Westover Reserve?
Westover Reserve is zoned for Thornebrooke Elementary School in Orange County Public Schools. Middle and high school assignments are typically Gotha Middle and Olympia High based on the community's location in the 34786 corridor, though families should verify current zoning with OCPS at the time of contract.
How many homes are in Westover Reserve?
Westover Reserve consists of 81 custom single-family homes built between 1997 and 2005, accessed through a single gated entrance off Westover Roberts Road.
Is Westover Reserve guard-gated?
Westover Reserve is gated with a single controlled-access entrance on Westover Roberts Road, but is not staffed by a 24-hour guard. Buyers who specifically want a staffed guardhouse typically look at Westover Club directly across the street.
Do most homes have private pools?
Many homes in Westover Reserve feature private screened pools and spas. Lot sizes are larger than most newer Windermere production communities, providing room for pool decks, summer kitchens, and lanais. There is no community pool — pool access is private to each home.
What architectural styles are in Westover Reserve?
Homes are traditional Florida custom builds — typically stucco exteriors, barrel tile or shingle roofs, and traditional rather than Mediterranean elevations. Because the homes were built individually rather than from a single production builder's plans, floor plans and finishes vary across the 81 residences.
How far is Westover Reserve from Walt Disney World?
Walt Disney World is approximately 15 minutes south via South Apopka Vineland Road and SR 429 — among the closest established gated communities in Windermere to the parks. Universal Orlando, SeaWorld, and Disney Springs are all within roughly 15–20 minutes as well.
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