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Woods of Windermere Homes for Sale

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

Woods of Windermere Homes for Sale

Windermere, FL 34786 | Boutique 12-Home Mediterranean Estate Enclave on Wooded Lots

Woods of Windermere is a small, exclusive enclave of 12 Mediterranean estate homes tucked along Maravilloso Loop between Park Ridge Gotha Road and Hempel Avenue in northeastern Windermere. Built between 2012 and 2014 by Emerald Homes (a D.R. Horton division), the community is defined by oversized half-acre-plus wooded homesites, tile-roof estate architecture, and a quiet pond-front setting backed by a private conservation buffer. View Available Homes

✔ Information verified current as of November 2025

About Woods of Windermere Neighborhood

Woods of Windermere is one of the smallest residential communities in Windermere — just 12 home sites on a single Maravilloso Loop street pattern, accessed off Park Ridge Gotha Road in the northeast quadrant of the 34786 ZIP code. The neighborhood was developed by Emerald Homes, a luxury division of national builder D.R. Horton, with construction running from 2012 through 2014. Four floor plans were offered (Florence, Siena, Tillman, and Verona), all in a Mediterranean architectural language with clay tile roofs, stucco exteriors, and arched entry features.

Homes range from approximately 3,730 to 5,229 square feet, with most plans configured as 5-bedroom, 5.5-to-6.5-bathroom residences with three-car garages. Lots are unusually generous for the area — roughly half an acre to eight-tenths of an acre — and the development was specifically sited to preserve a heavy live-oak canopy. The result is a community that reads more like a private wooded estate compound than a production subdivision, with a single internal pond and a private conservation buffer providing the rear boundary for several homesites.

Practically, the location is the selling proposition. Woods of Windermere sits roughly one mile from downtown Windermere's Main Street, has direct sidewalk access to Thornebrooke Elementary School, and feeds onto Hempel Avenue — a corridor that connects northward to Gotha and southward toward the Butler Chain neighborhoods. The 12-home count means listings here are rare, and resale velocity tends to be slow in the way exclusive small enclaves typically are.

📊 Quick Facts
Property Style:Single-Family Mediterranean Estate Homes
Home Sizes:Approximately 3,730 – 5,229 sq ft
Bedrooms:4 – 5
Bathrooms:4 – 6.5
Lot Sizes:Approximately 0.5 – 0.8 acres
Year Built:2012 – 2014
Builder:Emerald Homes (a D.R. Horton division)
HOA Fee:Contact us for current fee
CDD Fee:No
Total Homes:12
Community Features:Private pond, wooded conservation buffer, mature live-oak canopy, sidewalks
🏡 What Makes Woods of Windermere Distinct
  • Scarcity: Only 12 homes total — among the smallest gated-style enclaves in the Windermere 34786 inventory. Resale listings are infrequent.
  • Original tree canopy preserved: Unlike most 2010s-era construction in the area, lots were graded around the existing live oaks rather than cleared and replanted.
  • Pond and conservation buffer: The internal pond and adjoining wooded conservation easement provide rear privacy and water views for select homesites — uncommon in a 12-home footprint.
  • Estate-scale lots in a small subdivision: Half-acre-plus lot sizes are standard here, which is rare for newer construction in this part of Windermere.
  • Walk-to-school adjacency: Direct sidewalk access to Thornebrooke Elementary, which is uncommon for an estate-home community at this price point.

↑ Back to Top | View Available Homes →

Woods of Windermere Location & Connections

Woods of Windermere sits in the northeast section of Windermere, accessed via Maravilloso Loop off Park Ridge Gotha Road, with Hempel Avenue forming the eastern frame of the immediate area. The location is a transitional one: north into the historic Gotha district, south through the Westover Roberts Road corridor toward the Butler Chain communities, and west into downtown Windermere proper. Regional connections are short — both Florida's Turnpike and the SR-429 (Western Beltway) are within a few miles, putting Orlando International Airport, downtown Orlando, and the theme park corridor in standard suburban commuting range.

🏘️ Adjacent Neighborhoods & Areas
  • Park Ridge Gotha Road — primary access road frontage along the north edge of the community
  • Hempel Avenue — north-south corridor immediately east, connecting to Gotha and the southern Windermere lake neighborhoods
  • Thornebrooke Elementary School — directly adjacent with dedicated sidewalk access from the community
  • Private wooded conservation buffer and community pond — internal natural features that border several homesites and provide the rear boundary of the development
  • Worthington Park — established residential neighborhood immediately east on Hempel Avenue
  • Gotha historic district — to the northwest, accessible via Gotha's historic core a short drive up Hempel Avenue
  • Lake Olivia area — to the south-southwest (see Lake Olivia Reserve for the closest hub-listed lakefront enclave)
  • Westover Roberts Road corridor — connecting south toward Westover Club and Westover Reserve
  • Florida's Turnpike — access via SR-50 / Highway 50 to the north
  • SR-429 (Western Beltway) — access to the west, connecting to Winter Garden, Apopka, and the western suburbs
🚗 Detailed Commute Times
  • Downtown Windermere (Main Street): 4 minutes (~1 mile)
  • Downtown Orlando: 25 minutes (~14 miles)
  • Walt Disney World: 20 minutes (~11 miles)
  • Universal Orlando: 18 minutes (~10 miles)
  • SeaWorld Orlando: 22 minutes (~12 miles)
  • UCF Campus: 35 minutes (~24 miles)
  • Lake Nona Medical City: 35 minutes (~22 miles)
  • Cocoa Beach: 70 minutes (~60 miles)
✈️ Airport Access
  • Orlando International Airport (MCO): 30 minutes (~20 miles)
  • Orlando Sanford International Airport (SFB): 50 minutes (~37 miles)
  • Orlando Executive Airport: 28 minutes (~17 miles)

↑ Back to Top | View Available Homes →

Woods of Windermere Amenities & Lifestyle

Lifestyle here is shaped by the small footprint and the trees. With only 12 homes and no clubhouse, pool, or fitness amenity, the community functions as a quiet residential cul-de-sac more than a managed lifestyle development — privacy and the natural setting are the amenities. Residents reach the broader Windermere amenity base in a short drive: downtown Main Street is roughly a mile away, the Butler Chain corridor is south, and Gotha's small-town shopping is north up Hempel Avenue, with SR-429 providing fast access west and north.

🏊 Neighborhood Amenities

On-site amenities at Woods of Windermere are intentionally minimal — the trade-off for the boutique scale and large lots:

  • Private community pond with conservation views
  • Wooded conservation buffer along the rear of several homesites
  • Mature live-oak canopy throughout the development
  • Internal sidewalks (uncommon for estate-lot communities)
  • Dedicated sidewalk access to Thornebrooke Elementary School

Note: There is no community pool, clubhouse, or fitness amenity. Residents typically install private pools.

🛍️ Shopping & Services

Daily shopping needs are served by Publix locations along the SR-535 corridor and downtown Windermere's Main Street boutiques, with the larger Winter Garden Village open-air center about 10 minutes north via SR-429.

For comprehensive shopping information: View our Windermere Shopping Guide →

🍽️ Restaurants

Dining options range from Main Street cafes in downtown Windermere to the broader Sand Lake Road "Restaurant Row" corridor about 15 minutes east, with casual neighborhood-center dining at venues like the Grove at Isleworth in between.

For comprehensive restaurant information: View our Windermere Restaurants Guide →

🎭 Arts & Culture

Cultural anchors nearby include Windermere's Town Square seasonal events and the Dr. Phillips Center for the Performing Arts in downtown Orlando, roughly 25 minutes east.

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

🏃 Health & Wellness

Healthcare access includes Orlando Health Horizon West Hospital (the closest full-service hospital for the 34786 ZIP), the Orlando Health Medical Pavilion Summerport on CR 535, and Dr. P. Phillips Hospital roughly 15 minutes east.

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

🌳 Parks & Recreation

Public recreation in the area centers on the Butler Chain of Lakes and its access points (Fernwood Park, R.D. Keene Park), plus the West Orange Trail for biking and walking.

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

⚽ Sports & Athletics

The Windermere area offers golf at multiple private and semi-private clubs, watersports and bass fishing on the Butler Chain, and youth athletics through OCPS and the surrounding park system. West Orange Country Club is a short drive north.

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

🎉 Fun Things to Do

Local recurring events include the Windermere Farmers Market on Friday mornings, monthly Food Truck Night at Town Square, and the Halloween Costume Parade — alongside year-round access to the theme park corridor.

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

🎓 Schools

Woods of Windermere is served by Orange County Public Schools (OCPS):

  • Elementary: Thornebrooke Elementary School (directly adjacent with sidewalk access)
  • Middle: Gotha Middle School
  • High: Olympia High School

Note: School assignments are subject to change. Always verify current zoning with Orange County Public Schools before purchase.

For comprehensive school information: View our Windermere Schools Guide →

↑ Back to Top | View Available Homes →

How Woods of Windermere Compares

The relevant peer set for Woods of Windermere is other small-to-mid-sized Mediterranean estate communities in the 34786 ZIP code built within roughly the same window — places where the value proposition is large lots, tree canopy, and proximity to downtown Windermere or the Butler Chain. Below is a side-by-side against two reasonable comparison points.

Feature Woods of Windermere Casa Del Lago Tuscany Ridge
Total Homes 12 ~25 ~80
Typical Lot Size 0.5 – 0.8 acres 0.3 – 0.5 acres 0.2 – 0.4 acres
Year Built 2012 – 2014 Mid-2000s – early 2010s Mid-2000s – 2010s
Architecture Mediterranean estate Mediterranean lakefront Mediterranean / Tuscan
CDD Fee No No No
Mature Tree Canopy Yes (live oak preserved) Partial Partial

💡 Value Proposition: Woods of Windermere trades the resort-style amenity package of a larger community for two things that are genuinely scarce in 34786 newer construction: half-acre-plus wooded lots with preserved mature trees, and a 12-home footprint that keeps the community quiet and rarely on the market.

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Woods of Windermere HOA & CDD Information

Woods of Windermere operates under a single homeowners association covering the 12-home community. Because the development is small and amenity-light, the HOA structure is correspondingly simple — primarily handling common area landscaping, the community pond, and architectural standards. There is no Community Development District (CDD) layered on top of the HOA assessment.

💰 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 Typically Cover
  • Community pond maintenance
  • Common area landscaping along Maravilloso Loop and entry
  • Conservation buffer maintenance
  • Street lighting
  • Architectural review and standards enforcement
  • HOA insurance for common areas
  • Reserve fund contributions
📐 Architectural Standards

As a Mediterranean-themed community built within a tight 2012–2014 window, Woods of Windermere generally maintains consistent architectural character through HOA architectural review. Exterior modifications, landscaping changes affecting view corridors or the conservation buffer, and any new construction features typically require HOA approval. Contact us for the current architectural review process and document set.

↑ Back to Top | View Available Homes →

Frequently Asked Questions

How many homes are in Woods of Windermere?
Woods of Windermere is a small enclave of 12 single-family Mediterranean estate homes. It is one of the smaller residential communities in the Windermere 34786 ZIP code, which is part of why resale listings here are infrequent.
Who built Woods of Windermere and when?
The community was built between 2012 and 2014 by Emerald Homes, a luxury division of national builder D.R. Horton. Four floor plans were offered at the time of original construction: Florence, Siena, Tillman, and Verona.
What is the HOA fee?
Please contact us for the current HOA fee, payment schedule, and HOA management company contact information. The HOA primarily covers the community pond, common landscaping, the conservation buffer, and architectural standards for the 12-home community.
Is there a CDD fee?
No, Woods of Windermere does not have Community Development District (CDD) fees. Buyers pay only standard Orange County property taxes and the community HOA assessment.
What schools serve Woods of Windermere?
Woods of Windermere is zoned for Orange County Public Schools — specifically Thornebrooke Elementary School (directly adjacent with sidewalk access), Gotha Middle School, and Olympia High School. School assignments are subject to change, so verify current zoning with OCPS before purchase.
How big are the lots?
Lots in Woods of Windermere range from approximately half an acre to eight-tenths of an acre, which is significantly larger than typical newer construction in the 34786 area. The development was specifically graded to preserve the mature live-oak canopy rather than clear-cutting and replanting.
What is the typical home size and configuration?
Homes range from approximately 3,730 to 5,229 square feet. Most plans are configured as 5-bedroom, 5.5-to-6.5-bathroom residences with three-car garages, all in Mediterranean architectural style with tile roofs and stucco exteriors.
How close is Woods of Windermere to downtown Windermere?
Downtown Windermere's Main Street is approximately one mile away — about a four-minute drive. The community's location in the northeast section of Windermere along Park Ridge Gotha Road also provides quick access to Hempel Avenue heading north toward Gotha.
Does Woods of Windermere have a community pool or clubhouse?
No. Given the small 12-home footprint, Woods of Windermere does not have a community pool, clubhouse, or fitness amenity. Most homes have private pools, and the community's amenity profile is centered on the natural setting — the private pond, conservation buffer, and mature tree canopy.
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