Set on over half an acre in Winter Park’s coveted Orwin Manor, this 1935 French Provincial estate offers a rare blend of architectural character, modern system updates, and extraordinary future potential. The property offers the unique opportunity to own an estate in a beautifully historic Winter Park neighborhood. Whether thoughtfully renovated, expanded, or reimagined, this property stands as a truly special opportunity in one of Winter Park’s most desirable neighborhoods. A charming brick path leads to a welcoming covered front porch and into a light-filled living room featuring original cypress beams with iron strapping, vaulted ceilings, and a dramatic fireplace crowned by the home’s original bronze chandelier. Glass doors open to a delightful sunroom and a central hallway with abundant storage, and a convenient half bath. The private primary suite is tucked away and offers a peaceful retreat with vaulted ceilings, ceiling fan, wood floors, a wall of closets, and a newly renovated 2023 bath featuring an oversized deep soaking tub and marble vanity. A second ensuite bedroom includes a designer bath with a large glass shower, rain head, and wand. An oversized third bedroom—currently used as a family room—features a vaulted tongue-and-groove ceiling with beams, a walk-in closet, and glass sliders opening to the brick patio and expansive grounds. The dining room and breakfast area flow seamlessly to outdoor living spaces, creating an effortless indoor-outdoor connection. The renovated kitchen includes a farmhouse sink, gas cooking, butcher block countertops, and access to a private walled rose garden and extensive parking options. A newly covered kitchen entrance with custom terrazzo flooring with inset marble pattern leads to a laundry room and versatile studio or workshop with built-ins. Throughout the home, an abundance of windows frames peaceful green views and fills the space with natural light. Outdoors, enjoy raised garden beds, multiple brick patios with fountains, ceiling fans, and partial coverings—perfect for entertaining or quiet reflection. Separate outbuilding is dry, plumbed and wired with a workshop, a large storage space ideal for future ADU and 2-car carport. With major system improvements already completed and an oversized lot offering flexibility for renovation, expansion, new construction, or potential lot division (buyer to verify), this is a legacy property with limitless possibilities. Major system improvements include a 2021 roof & tankless water heater, full re-plumb in 2023, replacement of all major under-home trusses, three updated electrical panels, two HVAC systems (2014 & 2019), providing modern efficiency while preserving the home’s original character. See MLS#O6374414
- Built in 1935
- $465.09/sqft
- Lot size: 22,190 sqft
- 8 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
Interior
Exterior
Utilities
Structure
Pets, Accessibility & Amenities
Financial
Tax, Legal & Financing
Let's get in touch!
Let's get in touch!

Fernanda Pizzammiglio
Florida Realtor 🇺🇸 🇧🇷
- Source: Stellar MLS
- MLS #: O6374409
Listing updated: January 28, 2026 at 3:29PM
Listing provided by: Lisa Gould, KELLER WILLIAMS WINTER PARK
Last checked 7 hours ago
Listing provided by: Lisa Gould, KELLER WILLIAMS WINTER PARK
Last checked 7 hours ago
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Some IDX listings have been excluded from this website.







