738 S Pennsylvania Avenue, Winter Park, FL 32789
Local realty services provided by:ERA ONETEAM REALTY
Listed by: justin jodha
Office: compass florida llc.
MLS#:S5151458
Source:MFRMLS
Price summary
- Price:$735,000
- Price per sq. ft.:$350.17
About this home
Experience the pinnacle of the Winter Park lifestyle in this enchanting historic cottage, offering an unbeatable, highly walkable location just a 2-minute stroll from the pristine campus of Rollins College, a 4-minute walk to the neighborhood coffee shop, and approximately 11 minutes on foot to the boutique shops, world-class dining, and scenic shores of the Winter Park Chain of Lakes along Park Avenue. Families will secure unparalleled long-term educational value with zoning for highly rated schools including Audubon Park K-8 and Winter Park High School. Stepping inside, the home's authentic character is immediately felt, anchored by beautiful real heart of pine wood flooring that flows seamlessly throughout the entire 1,739-square-foot livable layout. The private primary suite serves as a true retreat, complete with a walk-in closet and a sunlit office/flex space ideal for a remote work setup. The home also features an indoor wood-burning fire pit, adding warmth and character to the living space. Natural gas is available on-site, adding efficiency and flexibility for future upgrades, and the home benefits from a new roof installed in 2023. Situated on a rare, sweeping 9,525-square-foot lot that holds substantial land value on its own, the property offers a massive backyard oasis with ample space for a future pool and endless possibilities for outdoor living. A detached garage provides valuable storage and presents excellent potential for conversion into an accessory dwelling unit (ADU), guest house, home office, or income-producing space, subject to buyer verification and local regulations. Adding even more flexibility, an incredible attic space/storage within the home offers the opportunity to create a unique bonus room, studio, office, or creative retreat. Whether you're seeking a charming historic residence, a highly walkable lifestyle, or a property with exceptional long-term upside, this rare Winter Park offering combines character, location, land value, and future potential in a way that is increasingly difficult to find....
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Home facts
- Year built:1925
- Listing ID #:S5151458
- Added:4 day(s) ago
- Updated:June 13, 2026 at 08:04 AM
Rooms and interior
- Bedrooms:3
- Total bathrooms:2
- Full bathrooms:2
- Flooring:Wood
- Kitchen Description:Dishwasher, Range, Refrigerator
- Bedroom Description:Walk-In Closet(s)
- Basement Description:Crawlspace
- Living area:1,739 sq. ft.
Heating and cooling
- Cooling:Central Air
- Heating:Natural Gas
- Central air:Yes
Structure and exterior
- Roof:Shingle
- Year built:1925
- Building area:1,739 sq. ft.
- Lot area:0.22 Acres
- Architectural Style:Cottage, Historic
- Construction Materials:Frame, Vinyl Siding
- Exterior Features:Enclosed, Front Porch
- Levels:1 Story
Schools
- High school:Winter Park High
- Middle school:Glenridge Middle
- Elementary school:Audubon Park K8
Utilities
- Water:Water Available
- Sewer:Public Sewer, Sewer Available
Finances and disclosures
- Price:$735,000
- Price per sq. ft.:$350.17
- Tax amount:$2,730 (2025)
Features and amenities
- Appliances:Dishwasher, Gas Water Heater, Irrigation Equipment, Range, Refrigerator
- Laundry features:Inside
- Amenities:Cable Available, Ceiling Fans(s), Electricity Available, Irrigation Equipment, Natural Gas Available, Walk-In Closet(s)
- Pool features:Public Pool
Parking
- Garage:Yes
- Garage spaces:1
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