Windsor Landing
Single-family homes · Built 2001 to 2005 · about 2,350 to 4,350 sq ft
Gated Mediterranean homes between Gotha and Windermere.
Windsor Landing at a glance
Location: Maguire Road at Sagecrest Drive, with a second entrance at Thornebrooke Drive
Builder: Lennar
Built: 2001 to 2005
Homes: 215 homes
Home types: Single-family homes
Size: About 2,350 to 4,350 sq ft
Bedrooms: 4 to 5 bedrooms
Entry: Gated
Area: South Ocoee & Maguire Road
What Windsor Landing has
What is close to Windsor Landing
- Freedom Park ~0.5 mi
- Plantation Grove (Publix) ~1 mi
- Downtown Windermere ~2 mi
- SR 50 shopping ~2 mi
Approximate distances from the community entrance. Walt Disney World is roughly 20 to 25 minutes away off-peak. SR 50, Clarke Road and Maguire Road back up at rush hour, so send me your work address and I will map your real commute.
Schools
🏫 Thornebrooke Elementary
🏫 Gotha Middle
🏫 Olympia High
Orange County Public Schools. Zoning changes, so verify every address.
Windsor Landing market snapshot
Stellar MLS, residential closed sales, 12 months ending September 30, 2026. Pulled Oct 15, 2026 and refreshed every quarter. Deemed reliable but not guaranteed. For a specific home, request a custom report.
Windsor Landing homes for sale right now
Straight from Stellar MLS. Save the search and get new Windsor Landing listings the day they hit.
Start of list of properties
MLS# O6443350
Florida Realty Investments
MLS# O6429310
Southern Realty Group LLC
MLS# O6445614
Florida Realty Investments
Buying or selling in Windsor Landing?
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🏡 Buyer Guide
How buying in Windsor Landing works, from new construction versus resale to what to verify on HOA, CDD and school zoning.
🔑 Seller Guide
Pricing, prep and timing for selling your current home, including how to sell and buy at the same time without moving twice.
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Next step: book a 30 minute call and we will walk through it together for Windsor Landing.
Windsor Landing FAQ
Where is Windsor Landing in Ocoee?
Windsor Landing is in south Ocoee along the Maguire Road corridor, at Maguire Road at Sagecrest Drive, with a second entrance at Thornebrooke Drive.
How far is Windsor Landing from Walt Disney World?
Roughly 20 to 25 minutes off-peak from this part of Ocoee. I will map the exact drive from the entrance before you choose.
When were homes in Windsor Landing built?
2001 to 2005, by Lennar.
What amenities does Windsor Landing have?
Gated entry, Fishing dock, Playground, Basketball court, Mediterranean-style architecture.
Is Windsor Landing a gated community?
Yes. Windsor Landing has a gated entry. I confirm gate type and access rules for any home before you write an offer.
What schools serve Windsor Landing?
Schools commonly listed for this community: Thornebrooke Elementary, Gotha Middle, Olympia High. Assignments change, so verify zoning for a specific address with the OCPS School Locator.
Is Windsor Landing inside Ocoee city limits?
Most Ocoee neighborhoods are inside city limits, but some homes with an Ocoee, Apopka, Winter Garden or Orlando mailing address sit in unincorporated Orange County. Taxes, utilities and services differ, so I confirm the jurisdiction for every address.
What do homes in Windsor Landing sell for?
Per Stellar MLS, the median sale price in Windsor Landing was $750,000 across 8 closed sales in the 12 months ending September 30, 2026. Call or text me at 407.502.4719 for recent sales that match your home.
Thinking about Windsor Landing?
Give me 30 minutes and tell me your timeline. I will send back:
- Recent closed sales in Windsor Landing, straight from Stellar MLS
- City or county, HOA and CDD for the homes that fit
- Your real commute, mapped from the entrance
No pressure. If you are selling a home somewhere else first, we will plan both sides together.
Semper Fi to your real estate needs. Jorge Martinez, REALTOR®
Information deemed reliable but not guaranteed. Community details come from public sources and change over time; distances are approximate. Market data from Stellar MLS. Buyers should verify city or county jurisdiction, school assignments, HOA, CDD, lake access and all property details independently. The JEM Property Group is an independently owned and operated real estate team affiliated with Keller Williams Realty. Equal Housing Opportunity.