Dubsdread Heights

Winter Park, FL
Average Sales Price
$372,450
Median Sales Price
$372,450
Population
-
Total Listings
2
Discover Life in Dubsdread Heights with Mike Vein
At a Glance
This page covers the part of Dubsdread Heights with Winter Park addresses, which is in unincorporated Orange County, not inside any city. The 15 homes on Cocoa Lane, Post Lane and part of Greens Avenue are inside the City of Orlando and part of the College Park area. Nearby Winter Park was incorporated as a town in 1887 and is home to Rollins College. Homes are zoned for Princeton Elementary, College Park Middle and Edgewater High School, according to Orange County Public Schools' 2026-27 school zones. MLS listings describe the neighborhood as having no HOA.
Homes & Builders
Orange County Property Appraiser records show 119 homes in the unincorporated part of Dubsdread Heights: 117 single-family homes and two small multi-family buildings. The plat was recorded in 1924. Most homes were built from 1950 to 1959, with some older houses from the 1920s to 1940s and 15 rebuilds since 2000. Most range from about 1,000 to 2,500 square feet and are one-story. MLS listings show 2 to 4 bedrooms.
Amenities
Dubsdread Heights has no community amenities and no gate. Seven homes in the plat back onto Little Lake Fairview, four of them in the unincorporated part on Driver Avenue and Oglesby Avenue; there is no community lake access.

Dubsdread Heights Homes for Sale

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Dubsdread Heights Homes Sold in the Past 12 Months

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Dubsdread Heights: Local Questions Answered

Is Dubsdread Heights in Winter Park or Orlando?

Most of it is in neither city. The 119 homes with Winter Park 32789 addresses, on Baffie Avenue, Overspin Drive, Driver Avenue, Julian Street, Minnesota Avenue, Oglesby Avenue and part of Greens Avenue, are in unincorporated Orange County. The 15 homes on Cocoa Lane, Post Lane and part of Greens Avenue are inside the City of Orlando and part of the College Park area.

What types of homes are in Dubsdread Heights?

The unincorporated part of Dubsdread Heights has 117 single-family homes and two small multi-family buildings, according to Orange County Property Appraiser records. Most were built in the 1950s, with some 1920s to 1940s houses and 15 rebuilds since 2000. Most range from about 1,000 to 2,500 square feet, and MLS listings show 2 to 4 bedrooms. There are no condos.

How much do homes cost in Dubsdread Heights?

Over the past two years (MLS data, October 2026), homes in Dubsdread Heights sold 16 times for a median of about $396,000, ranging from about $275,000 to $1.0 million. For today's listings, see the top of this page.

Is there an HOA in Dubsdread Heights?

No HOA was found. MLS listings describe Dubsdread Heights as having no HOA and show no HOA fee. Orange County property records and Florida's official list of special districts don't show a community development district (CDD) for Dubsdread Heights, but check the property tax bill for any special assessments.

What schools serve Dubsdread Heights?

Orange County Public Schools' 2026-27 school zones place Dubsdread Heights in Princeton Elementary, College Park Middle and Edgewater High School.

Zoning can change and varies by street, so confirm a specific address with Orange County Public Schools' Find My School tool, and compare school grades in the Florida School Accountability Reports.

Are there lakefront homes in Dubsdread Heights?

A few. County GIS shows seven home lots in the plat backing onto Little Lake Fairview, four in the unincorporated part on Driver Avenue and Oglesby Avenue and three in the City of Orlando part. These are private lots; there is no community lake access. The Dubsdread golf course to the south is a separate City of Orlando property, and other plats named Dubsdread nearby are separate subdivisions.

Can you rent homes in Dubsdread Heights short term?

No Dubsdread Heights-specific rental rules turned up in our research, and no HOA was found. Deed restrictions and Orange County rules can still apply, so confirm them before buying if you plan to rent short term.

Have questions about Dubsdread Heights?

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