Orwin Manor

Both. Orwin Manor is split between the two cities. This page covers the 227 homes inside City of Winter Park limits in the Westminster and Stratford sections, with Winter Park 32789 addresses. The rest of the Westminster and Stratford sections, the Lakeshore section and Replat No. 1 are in the City of Orlando, according to Orange County parcel records.

The Winter Park part of Orwin Manor has 227 single-family homes, according to Orange County Property Appraiser records, built from 1922 on, mostly from 1925 to 1959, with newer infill. Most are one-story, from about 790 to 4,610 square feet. MLS listings show 2 to 5 bedrooms.

Over the past two years (MLS data, October 2026), homes in the Winter Park part of Orwin Manor sold 18 times for a median of about $660,000, with most between about $450,000 and $1.1 million; the highest sale was about $1.9 million. For today's listings, see the top of this page.

There is no mandatory HOA, and most MLS listings show no HOA fee. Listings describe a voluntary neighborhood association, registered with the state as Orwin Manor Westminster Association Inc.; no mandatory HOA was found. Orange County property records and Florida's official list of special districts don't show a community development district (CDD) for Orwin Manor, but check the property tax bill for any special assessments.

Orange County Public Schools' 2026-27 school zones place the Westminster section homes in Killarney Elementary, College Park Middle and Edgewater High School. Stratford section homes, on Norfolk Avenue, Leith Avenue and part of Westchester Avenue, are zoned for Princeton Elementary, College Park Middle and Edgewater High School. None are zoned for Winter Park 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.

Orange County plat records list the Central Florida Development Company as the developer of both the Westminster section, recorded in 1924, and the Stratford section, recorded in 1925. No single home builder is documented. Most of the Winter Park homes date from 1925 to 1959, and some newer homes were built since 2010.

No Orwin Manor-specific rental rules turned up in our research, and there is no mandatory HOA. City of Winter Park rules apply to the homes on this page, so confirm them before buying if you plan to rent short term.