Oakglen Estates
Single-family homes · Built 2005 to 2006 · Varies by floor plan
64 homes with a West Orange Trail entrance at the front gate.
Oakglen Estates at a glance
Location: E. Division Street or N. Fullers Cross Road and Hearthglen Boulevard
Builder: Custom and individual builders
Built: 2005 to 2006
Homes: 64 single-family homes
Home types: Single-family homes
Size: Varies by floor plan
Bedrooms: Varies by floor plan
Area: North Winter Garden & Lake Apopka
What Oakglen Estates has
What is close to Oakglen Estates
- Downtown Winter Garden ~1.5 mi
- West Point Commons Shopping Center with Grocery Store ~2.5 mi
- Fountains West with Grocery Store ~3.5 mi
- Winter Garden Village ~4.5 mi
Approximate distances from the community entrance. Walt Disney World is roughly 25 to 30 minutes away off-peak. SR 50, the 429 interchanges and Avalon Road back up at rush hour, so send me your work address and I will map your real commute.
Schools
🏫 Dillard Street Elementary
🏫 Lakeview Middle
🏫 Ocoee High
Orange County Public Schools. Zoning changes, so verify every address.
Oakglen Estates market snapshot
Oakglen Estates had no closed sales in the last 12 months. That is too few for a median that means anything, so I price homes here one at a time.
Get the real numbers for Oakglen Estates
Call or text me at 407.502.4719 and I will send every recent closed sale in and around Oakglen Estates, straight from Stellar MLS, with what each one tells us about value.
Stellar MLS, residential closed sales, 12 months ending September 30, 2026. Pulled Oct 16, 2026 and refreshed every quarter. Deemed reliable but not guaranteed. For a specific home, request a custom report.
Oakglen Estates homes for sale right now
Straight from Stellar MLS. Save the search and get new Oakglen Estates listings the day they hit.
Buying or selling in Oakglen Estates?
Pick your guide, tell me where to send it, and it opens right away.
🏡 Buyer Guide
How buying in Oakglen Estates 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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If it did not open, use the buttons below. It is yours to keep.
Next step: book a 30 minute call and we will walk through it together for Oakglen Estates.
Oakglen Estates FAQ
Where is Oakglen Estates in Winter Garden?
Oakglen Estates is in north Winter Garden between downtown and the Lake Apopka shore, at E. Division Street or N. Fullers Cross Road and Hearthglen Boulevard.
How far is Oakglen Estates from Walt Disney World?
Roughly 25 to 30 minutes off-peak from this part of Winter Garden. I will map the exact drive from the entrance before you choose.
When were homes in Oakglen Estates built?
2005 to 2006. Most homes were built by individual or custom builders.
What amenities does Oakglen Estates have?
Direct access to the West Orange Trail at the entrance of Hearthglen Blvd and E Division St.
Is Oakglen Estates a gated community?
Oakglen Estates is not listed as gated. Ask me about gated options nearby.
What schools serve Oakglen Estates?
Schools commonly listed for this community: Dillard Street Elementary, Lakeview Middle, Ocoee High. Assignments change, so verify zoning for a specific address with the OCPS School Locator.
Is Oakglen Estates inside Winter Garden city limits?
Many homes with a Winter Garden 34787 address, including much of Horizon West, sit in unincorporated Orange County rather than the City of Winter Garden. Taxes, utilities and services differ, so I confirm the jurisdiction for every address.
What do homes in Oakglen Estates sell for?
Too few homes sold in Oakglen Estates in the last 12 months for a reliable median. Call or text me at 407.502.4719 and I will send recent closed sales in and around Oakglen Estates from Stellar MLS.
Thinking about Oakglen Estates?
Give me 30 minutes and tell me your timeline. I will send back:
- Recent closed sales in Oakglen Estates, 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.