Lakes of Windermere
Master-planned family community with Victorian charm and lake-view living.
Live the MaxLife.
$1.6M
Median Price
$850K – $2.9M
606
Homes
$82–$82
Monthly HOA
2002
Established
Bay Lake Elementary (located within community)
School Zone
Lakes of Windermere — Market Pulse
Active listings + recent-sold aggregates from the Stellar MLS, 34786 area · about $283/sq ft · aggregate statistics only, no addresses or individual listings published.
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Background
A brief history
Lakes of Windermere was developed starting in 2002 as a master-planned community by Ashton Woods Homes on the southern shores of the 93-acre Lake Sawyer. The initial phases established the community's Victorian and Craftsman architectural vocabulary, emphasizing front porches, tree-lined streets, and traditional neighborhood design. Approximately 606 homesites were ultimately platted across multiple sections. Build-out continued steadily through 2006, with new construction resuming in 2020 when Ryan Homes entered the community with modern floor plans while respecting the established architectural language. The community represents a successful blend of early-2000s master-planning with contemporary construction and design standards.
The feel
What it's like to live here
Lakes of Windermere reads as a traditional neighborhood designed with walkability in mind. Wide streets with mature palm and oak canopy, front porches on all homes, and a strong visual language of Victorian, Craftsman, and Classic styles create a cohesive community feel. Lot sizes typically range 0.35–0.65 acre, with homes sited close enough to streets to encourage neighborly interaction but with adequate landscaping for privacy. The centerpiece is Lake Sawyer — a 93-acre lake providing fishing access, scenic views, and a focus for community gathering. The resort-style pool complex with splash pad is well-maintained and active year-round. Walking and biking trails wind through the community; residents genuinely use them. Disney fireworks are visible from most of the western section on clear nights.
The details
What to expect
Architecture & Lots
Victorian, Craftsman, and Classic styles predominate. Homes range 1,800–4,300 square feet across two-story and ranch plans. Lots typically 0.35–0.65 acre. All homes feature front porches and front-facing garages. Newer construction emphasizes open floor plans and modern kitchens while maintaining architectural consistency. Architectural review applies to exterior changes.
Lake Sawyer & Water Recreation
The 93-acre Lake Sawyer is the community's centerpiece. Public fishing pier available to residents. Walking trails circle the lake. Pond views and waterfront homes available in select sections. Lake overlooks from many non-waterfront lots. Nightly Disney fireworks visible from western sections on clear nights.
Community Amenities
Resort-style community pool with large lap pool and adjacent splash pad for young children. Basketball court, tennis courts, and children's playground. Fishing pier on Lake Sawyer. Extensive paved walking and biking trails throughout the community. Multiple playgrounds and neighborhood parks. Bay Lake Elementary School is located within the community, allowing students to walk or bike to school.
HOA Rules & Fees
HOA $245/quarter (~$82/month), confirmed via lakesofwindermere-hoa.com, Apr 2026. Covers resort-style pool, trails, parks, tennis/basketball courts, and common area maintenance. Architectural review required for exterior changes. No short-term rentals; 30-day minimum lease. Commercial vehicle parking restricted.
Schools & Location
Bay Lake Elementary is located within the community itself. Zoned for Windermere Elementary or Sunset Park Elementary depending on section. Zoned for Bridgewater Middle or Gotha Middle. Windermere High or Olympia High depending on location. Six miles north of Walt Disney World; 18 miles southwest of downtown Orlando. Shopping center with Publix, fitness center, and services less than one mile away.
Community
Amenities
- 93-acre Lake Sawyer with fishing pier
- Resort-style community pool with splash pad
- Tennis courts and basketball court
- Extensive paved walking and biking trails
- Multiple neighborhood parks and playgrounds
- Bay Lake Elementary School within community
- Lake overlooks and waterfront homes in select sections
Know Before You Buy
HOA rules worth knowing
- HOA $245/quarter (~$82/month) — confirmed via lakesofwindermere-hoa.com, Apr 2026
- Architectural review for exterior changes and landscaping
- Short-term rentals prohibited or restricted; 30-day minimum lease
- Commercial vehicle parking restricted
- Landscape maintenance standards enforced
- Lake access and boat lift rules by section
Education
School assignments
- Bay Lake Elementary (located within community)
- Windermere Elementary or Sunset Park Elementary (zoning dependent)
- Bridgewater Middle or Gotha Middle (zoning dependent)
- Windermere High or Olympia High (zoning dependent)
School zone assignments change. Verify with Orange County Public Schools before purchase.
Market Commentary
What the market is doing
Market sits in the $1.1M–$1.9M band for renovated Ashton Woods homes built 2002–2006, with Lake Sawyer view/waterfront homes crossing $2M–$2.9M. Newer Ryan Homes construction (2020+) enters at $1.2M–$1.5M depending on floor plan and finish level. Homes built 15–20 years ago that haven't been renovated are now in the $850K–$1.2M range and typically need kitchen/bath updates. Days-on-market average 25–45 days for homes in move-in condition. The community moves steadily with family turnover and empty-nesters upsizing or downsizing.
Active MLS Inventory
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Homes available in Lakes of Windermere
12 homes currently listed in Lakes of Windermere.
$895,000
13542 Gorgona Isle Dr
Windermere, FL 34786
4 bd · 3 ba · 2,224 sqft
Windermere Isle
MLS ID #O6390582, WRA BUSINESS & REAL ESTATE.
Listing provided by Stellar MLS
$282,500
8179 Maritime Flag St #206
Windermere, FL 34786
3 bd · 2 ba · 1,332 sqft
Lakeside/Lks/Windermere
This property is under contract. Contact us for backup offer opportunities.
MLS ID #S5152137, PROFESSIONAL REAL ESTATE TEAM.
Listing provided by Stellar MLS
$2,375,000
5624 W Lake Butler Rd
Windermere, FL 34786
4 bd · 4 ba · 3,736 sqft
Kelso On Lake Butler
MLS ID #O6411407, RE/MAX PRIME PROPERTIES.
Listing provided by Stellar MLS
$360,000
14250 Sonco
Windermere, FL 34786
2 bd · 2 ba · 1,155 sqft
Summerport Phase4
MLS ID #O6425518, WATSON REALTY CORP.
Listing provided by Stellar MLS
$15,900,000
6119 Grosvenor Shore Dr
Windermere, FL 34786
7 bd · 9 ba · 14,068 sqft
Keene'S Point
MLS ID #O6421205, PREMIER SOTHEBY'S INTL. REALTY.
Listing provided by Stellar MLS
$1,595,000
6533 Cartmel Ln
Windermere, FL 34786
5 bd · 4 ba · 3,751 sqft
Reserve At Lake Butler Sound
MLS ID #O6425396, COLDWELL BANKER 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 July 16, 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