Welcome to this charming 1935 Winter Park bungalow that blends timeless character with smart, modern upgrades in one of the city’s most walkable locations. This 2-bedroom, 1-bath home offers 1,002 square feet of thoughtfully updated living space, including a remodeled kitchen and bathroom (2021), newer ROOF (2021), Carrier A/C (2020), new flooring, and a tankless EcoSmart water heater. As you arrive, you’re welcomed by a charming old brick walkway with positive sayings painted along the bricks, adding warmth and personality to the curb appeal. The enclosed front porch creates a cozy bonus space with a swing—perfect for morning coffee or evening relaxation. The home features a separate dining area—a rare bonus in a bungalow this size—along with a surprisingly spacious kitchen offering abundant storage, modern appliances, butcher block counter, an over-the-stove microwave, and a space-saving 3-in-1 sink dishwasher. The bathroom showcases a luxury shower panel system with rainfall shower head and handheld spray. Additional upgrades include a GE electrical panel, ceiling fans in the living areas, and an interior utility room for added convenience. Walk to Hannibal Square, Park Avenue, Rollins College, SunRail, the Winter Park Library, and Rollins baseball field, with Trader Joe’s nearby and quick access to I-4. Whether you’re seeking a move-in-ready residence, income-producing investment, or a premium lot ideal for future luxury construction, this property offers exceptional flexibility and long-term value. Motivated seller—schedule your private showing today.
- Built in 1935
- $512.43/sqft
- Lot size: 7,256 sqft
- 1 days on market
- Directions: From I-4 head East on Fairbanks Ave. Turn left on W Canton Ave and continue toward downtown Winter Park. Turn left on S Denning Drive. Turn right on W Comstock Ave and the house will be on your right..
- County: Orange
- Geo subdivision: WINTER PARK
Nearby Schools
Audubon Park K8
Audubon Park K-8
Winter Park High
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Exterior
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Let's get in touch!
Let's get in touch!

Fúlvio Massaro
PropTech enthusiast
- Source: Stellar MLS
- MLS #: O6379596
Listing updated: February 7, 2026 at 7:35AM
Listing provided by: Manny del Valle, KELLER WILLIAMS WINTER PARK
Last checked 0 seconds ago
Listing provided by: Manny del Valle, KELLER WILLIAMS WINTER PARK
Last checked 0 seconds ago
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