Winderlakes
Established lake-chain community with five bodies of water and fishing access.
Live the MaxLife.
$650K
Median Price
$400K – $950K
110
Homes
$95–$175
Monthly HOA
1979
Established
Windy Ridge K-8 School
School Zone
Winderlakes — What's Selling
Recent closed sales in and around Winderlakes, live from the Stellar MLS · about $269/sq ft · aggregates only, no addresses published.
Search Homes for Sale in Winderlakes
Stellar MLS · 2026-04-26 · 3 closed sales
Recent market data
Median sold
$700,000
$524K – $900K
$/sqft
$267
Median DOM
37
days on market
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Background
A brief history
Winderlakes was developed between 1979 and 1988 in the northern portion of Dr. Phillips off Conroy-Windermere Road. The neighborhood was planned around a chain of five interior lakes, providing resident fishing access and water views for a significant percentage of homesites. The community was designed as a non-gated alternative with emphasis on water amenities and tree preservation. Development filled steadily through the 1980s and 1990s, establishing Winderlakes as one of the oldest residential communities in the Dr. Phillips area.
The feel
What it's like to live here
Winderlakes feels like a quiet lake-community village. Five bodies of water interspersed throughout provide fishing and water-view amenities for many residents. Homes are predominantly 1980s architecture — contemporary, Florida ranch, Cape Cod, and Key West styles — typically 2,100–3,800 square feet with 3–4 bedrooms. Sidewalks under tall shade trees define the street experience. Many properties offer water views or access to fishing docks. The community is non-gated but has distinctive identity tied to the lakes and mature tree canopy.
The details
What to expect
Architecture & Lots
1980s contemporary, Florida ranch, Cape Cod, and Key West styles. Homes 2,100–3,800 square feet, 3–4 bedrooms. Many lots offer water views or direct water access via fishing docks. Lots typically 0.3–0.5 acre with mature tree canopy. Some waterfront properties feature boat docks.
Lifestyle & Amenities
Five interior lakes provide fishing access and water recreation. Picnic tables and seating areas by the water. Sidewalks under tall shade trees. Walking paths and water-view gazebos. Non-gated but community-oriented with water-focused lifestyle. Quiet, low-traffic neighborhood.
HOA Rules & Fees
Mandatory HOA — $95–$175/month depending on water access and lot size. Architectural review for exterior changes. Short-term rentals typically prohibited. Fishing and boating rules managed by HOA. Dock and boat lift modifications require approval.
Schools
Zoned for schools in the 32835 zip code area (Winderlakes may use alternate school zone — verify with OCPS). Typically serves Sand Lake Elementary or nearby alternatives, Southwest Middle, and Dr. Phillips High School.
Access & Commute
Located off Conroy-Windermere Road on the north side of Dr. Phillips. I-4 access via Sand Lake Road (2–3 miles). 15–20 minutes to Disney, 15 to Universal, 30 to MCO. Downtown Orlando 30–35 minutes off-peak.
Community
Amenities
- Five interior lakes with fishing access
- Picnic tables and water-view seating areas
- Sidewalks under mature shade trees
- Water-view gazebos and walking paths
- Quiet, non-gated neighborhood
- Water recreation and fishing lifestyle
Know Before You Buy
HOA rules worth knowing
- Mandatory HOA — $95–$175/month
- Fishing and boating rules managed by HOA
- Dock and boat lift modifications require approval
- Architectural review for exterior changes
- Short-term rentals typically prohibited
Education
School assignments
- Windy Ridge K-8 School
- Chain of Lakes Middle School
- Olympia High School
- The First Academy (private, ~30 min)
School zone assignments change. Verify with Orange County Public Schools before purchase.
Market Commentary
What the market is doing
Winderlakes homes trade in the $400K–$950K range, with most sales clustering $550K–$800K. Waterfront or water-view homes command 20–30% premiums over interior lots. Price per square foot averages $265, reflecting the 1980s construction and mixed amenity profile. Days-on-market typically 60–85 days. The fishing and water-access positioning attracts buyers seeking water lifestyle without gated-community requirements.
Active MLS Inventory
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Homes available in Winderlakes
1 home currently listed in Winderlakes.
Also Worth Seeing
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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 June 6, 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.
Ryan Solberg, Broker · MaxLife Realty LLC · FL License #BK3354351 · Equal Housing Opportunity · Full disclaimer · DMCA