USAFLWinter ParkWinter Park738 S Pennsylvania Ave

738 S Pennsylvania Ave, Winter Park, FL

House

For Sale

Listed price in listed location currency (USD).

$735,000

321

MLS® S5151458

Key Facts
Description
Rooms
Map

Key Facts

Type Single Family Residence

Levels Residential

Size 1739 sqft

Garage Yes

Taxes $2,730

Days Active 0

Lot Size

Approx. Age 1925

Avg. Price Per Sqft $422

MLS® Number S5151458

Property Address: 738 S Pennsylvania Ave, WINTER PARK, FL, 32789-5050

Average square foot calculated using Size range provided by listing agent.

Description

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.

MLS® NumberS5151458

Laundry LevelEnsuite

Central VacNo

FireplaceYes

Acreage

Exterior

GarageYes

Approx. Age1925

Basement

Driveway

Garage Spaces

Heat

A/C

Heating Fuel

Extras

Price History

-End Date

Not Sold YetSold Price

For Sale

Jun 8, 2026List Date

$735,000List Price

Home Appraisal

This property is estimated to sell between: $695,000 and $755,000.

Similar properties in this area sold on average for: $695,000

Expected to sell in 61 days. Similar properties sold in 61 days. This home has been on eXp Realty for 0 days.

The estimated sale price does not take into account many variables such as recent renovations, type of appliances, school district etc. To get a more accurate estimate please contact agent.

Commute

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Starting Address

Destination Address

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