The Enclave at Windermere Landing
Mediterranean luxury with energy-efficient smart home technology and no CDD fees.
Live the MaxLife.
$1.9M
Median Price
$1.5M – $2.9M
100
Homes
$250–$450
Monthly HOA
2014
Established
Windermere Elementary or Sunset Park Elementary (zoning dependent)
School Zone
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Background
A brief history
The Enclave at Windermere Landing was developed by Meritage Homes starting in 2014 as an exclusive collection of approximately 100 energy-efficient Mediterranean-style homes built between 2014 and 2017. The community was designed with contemporary building science and smart home technology integrated into a Mediterranean architectural vocabulary. A defining feature is the lack of CDD (Community Development District) fees — common in newer Florida developments — which provides exceptional value in the luxury market. The main entrance is off Chase Road, less than a quarter mile east of Winter Garden Vineland Road, positioning it within easy reach of Windermere Prep and major arterials.
The feel
What it's like to live here
The Enclave reads as a sophisticated, contemporary-traditional community. Mediterranean Revival architectural elements predominate — arched doorways, barrel tile roofs, stucco and stone elevations, courtyard entries — but with modern, open floor plans and energy-efficient construction. Homes are sized 2,069–5,213 square feet across 4–6 bedroom plans. Lot sizes typically 0.3–0.6 acre, creating neighborhood density that's higher than sprawling estates but still maintains visual separation via landscaping. Two ponds with landscaped parks and boardwalks serve as community gathering spaces. It fits buyers who value move-in-ready, energy-efficient construction over fixer-uppers.
The details
What to expect
Architecture & Lots
Mediterranean Revival with modern, open floor plans. Homes 2,069–5,213 square feet, 4–6 bedrooms. Barrel tile roofs, stucco and stone elevations, arched doorways, courtyard entries. All homes Energy Star certified with smart home integration — WiFi-enabled thermostats, smart lighting, controlled ventilation. Lots 0.3–0.6 acre with landscaped privacy buffers.
Energy Efficiency & Smart Home
All homes built to Energy Star standards with advanced insulation, high-efficiency HVAC, and LED lighting. Smart home technology integrated: programmable thermostats, smart lighting systems, integrated home automation. Geothermal HVAC systems on select homes. These features result in measurable energy savings compared to traditionally built homes.
Community Amenities
Two ponds with landscaped park areas and boardwalks at the center of the community. Walking paths throughout. No CDD district — amenities are maintained by the HOA rather than a separate taxing authority. Direct walking gate to Windermere Preparatory School from the community.
HOA Rules & Fees
Monthly HOA $250–$450. No CDD fees (major value proposition vs. other Windermere developments). Architectural review required for exterior changes. Short-term rentals prohibited; 30-day minimum lease. Landscape and exterior maintenance standards enforced. No commercial vehicles or RVs on driveways.
Schools & Location
Main entrance off Chase Road, quarter mile east of Winter Garden Vineland Road. Private walking gate directly into Windermere Preparatory School. Ten miles southwest of downtown Orlando, just north of Walt Disney World. Quick access to Route 429 and Restaurant Row.
Community
Amenities
- Two ponds with landscaped park areas and boardwalks
- Direct walking gate to Windermere Preparatory School
- Walking paths throughout the community
- Lush gardens and natural wetland preserve
- Smart home technology integration in all homes
- Energy-efficient construction standards
Know Before You Buy
HOA rules worth knowing
- Monthly HOA $250–$450 (no additional CDD fees)
- No CDD district — rare and valuable in newer Windermere developments
- Architectural review for all exterior changes
- Short-term rentals prohibited; 30-day minimum lease
- Landscape and exterior maintenance standards enforced
- Commercial vehicles and RVs prohibited on driveways
- Smart home systems can be customized within HOA guidelines
Education
School assignments
- Windermere Elementary or Sunset Park Elementary (zoning dependent)
- Bridgewater Middle or Gotha Middle (zoning dependent)
- Windermere High or Olympia High (zoning dependent)
- Windermere Prep (private, direct walking access from community)
School zone assignments change. Verify with the Orange County school district before purchase.
Market Commentary
What the market is doing
The community trades in the $1.45M–$2.9M band depending on square footage, lot size, and finish level. Homes built 2014–2016 in original condition trade from $1.45M–$1.8M. More recently built or renovated homes (2017–present) trade from $1.8M–$2.5M. Top-tier waterfront homes with pond views and upgraded finishes reach $2.9M. Days-on-market average 20–35 days for homes priced to market. The lack of CDD fees is a significant selling point — typical CDD fees in Windermere run $500–$800/year, so buyers save $30K–$50K over a 30-year mortgage compared to similar communities with CDD.
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Homes near The Enclave at Windermere Landing
Nothing is listed in The Enclave at Windermere Landing right now. Showing homes in Windermere. Many The Enclave at Windermere Landing homes sell off-market — get notified first when new inventory comes available.
$4,350,000
9602 Maywood Dr
Windermere, FL 34786
5 bd · 5 ba · 5,305 sqft
Lake Down Shores
MLS ID #O6446848, DIAMOND REAL ESTATE GROUP.
Listing provided by Stellar MLS
$350,000
8516 Danforth Dr
Windermere, FL 34786
2 bd · 3 ba · 1,280 sqft
Lakes/Windermere - Lake Reams Townhomes
MLS ID #O6451433, HOGAN REALTY GROUP INC.
Listing provided by Stellar MLS
$400,000
14500 Bridgewater Crossings Blvd
Windermere, FL 34786
4 bd · 3 ba · 1,706 sqft
Tennyson Pk/Summerport
MLS ID #O6449184, NOVA REAL ESTATE SERVICES INC.
Listing provided by Stellar MLS
$365,000
8634 Danforth Dr
Windermere, FL 34786
2 bd · 3 ba · 1,380 sqft
Lakes/Windermere-Lk Reams Twnh
MLS ID #O6447780, REAL BROKER, LLC.
Listing provided by Stellar MLS
$290,000
11446 Jasper Kay Terrace #202
Windermere, FL 34786
2 bd · 2 ba · 1,161 sqft
Lakeside/Lks/Windermere
MLS ID #O6442239, KELLER WILLIAMS REALTY AT THE PARKS.
Listing provided by Stellar MLS
$445,000
12333 Via Derna Pl
Windermere, FL 34786
3 bd · 3 ba · 1,919 sqft
Carrington
MLS ID #O6441184, KARDOSH REALTY.
Listing provided by Stellar MLS
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Listings courtesy of Stellar MLS as distributed by MLS GRID
IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Based on information submitted to the MLS GRID as of October 25, 2026. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
All or a portion of the multiple listing information is provided by Stellar MLS, from a copyrighted compilation of listings. The compilation of listings and each individual listing are © 2026 Stellar MLS. All rights reserved.
Ryan Solberg, Broker · MaxLife Realty LLC · FL License #BK3354351 · Equal Housing Opportunity · Full disclaimer · DMCA