$735,000
Active

738 S PENNSYLVANIA AVENUE

WINTER PARK, FL 32789 — WINTER PARK
3 Beds
2 Baths
1,739 sqft
0.22 acres
Built 1925
1-Car Garage

About This Property

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.

Property Details

Basics

Property Type
Residential
Property Subtype
Single Family Residence
MLS Number
S5151458
Year Built
1925
Levels
One
Architectural Style
Cottage, Historic
Floor Number
1
Additional Rooms
Attic,Bonus Room
Direction Faces
West
Occupant Type
Vacant

Size & Structure

Living Area
1,739 sqft
Total Area
2,099 sqft
Lot Size
0.22 acres
Lot Sq Ft
9,525 sqft
Bedrooms
3
Full Baths
2
Garage Spaces
1
Stories
1

Interior

Flooring
Wood
Appliances
Dishwasher, Gas Water Heater, Range, Refrigerator
Interior Features
Ceiling Fans(s), Walk-In Closet(s)
Laundry
Inside
Windows
ENERGY STAR Qualified Windows
Fireplace
Yes — Wood Burning
Furnished
Unfurnished
A/C
Central Air
Heating
Natural Gas

Exterior & Lot

Construction
Vinyl Siding, Frame
Roof
Shingle
Foundation
Crawlspace
Patio/Porch
Enclosed, Front Porch
Lot Features
Historic District

Water & Pool

Community & HOA

HOA
No
Homestead
Yes

Utilities & Systems

Water
None
Sewer
Public Sewer
Utilities
Cable Available, Electricity Available, Natural Gas Available, Sewer Available, Water Available
Cooling
Central Air
Heating
Natural Gas
Flood Zone
X

Financial

List Price
$735,000
Annual Taxes
$2,730
Tax Year
2025
Listing Terms
Cash, Conventional, FHA, VA Loan
Special Conditions
None

Schools

Elementary
Audubon Park K8
Middle School
Glenridge Middle
High School
Winter Park High

Virtual Tour

View Virtual Tour

Location