Rare oversized ½+ acre parcel located in the heart of Winter Park’s highly sought-after Orwin Manor neighborhood. This property offers exceptional flexibility for builders, investors, or end users seeking to create a custom estate, new construction project, or potential lot division (buyer to verify zoning, setbacks, and city approvals). Currently improved with an existing residence, the property allows for multiple redevelopment paths including renovation, expansion, tear-down, or reconfiguration. The expansive lot size, mature landscaping, and established neighborhood setting create an ideal canvas for a luxury new build or multi-phase estate vision. Centrally located near Park Avenue, Winter Park and Dubsdread Golf Course, dining, shopping, and top-rated schools, opportunities of this scale and location are increasingly rare. A prime offering for those seeking long-term value in one of Central Florida’s most stable markets. See MLS #O6374409. Seller's conventional mortgage of 3.5% around $300K is Assumable! The City of Winter Park affirmed the lot may be divided.
- Lot size: 22,190 sqft
- 26 days on market
- Directions: From Park Avenue, Winter Park, Take Fairbanks west and follow the curve for N Orange Avenue on the left. Turn right on Westchester. The home is on the corner of Westchester and Pelham with the front door opening on Pelham.
- County: Orange
- Geo subdivision: ORWIN MANOR WESTMINSTER SEC
Nearby Schools
Killarney Elem
College Park Middle
Edgewater High
Features
Exterior
Utilities
Structure
Pets, Accessibility & Amenities
Financial
Tax, Legal & Financing
Let's get in touch!
Let's get in touch!

Gabriella Massaro
Real Estate Agent 🇺🇸
- Source: Stellar MLS
- MLS #: O6374414
Listing updated: February 15, 2026 at 8:12PM
Listing provided by: Lisa Gould, KELLER WILLIAMS WINTER PARK
Last checked 0 seconds ago
Listing provided by: Lisa Gould, KELLER WILLIAMS WINTER PARK
Last checked 0 seconds ago
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