Great opportunity in the established Windward Square community of Winter Park! This END-UNIT home offers 3 bedrooms, 2 full bathrooms and approximately 1,467 square feet of living space, with added privacy and plenty of potential. ROOF REPLACED IN 2017! 10K seller contribution for the floor.
The home is ready for some TLC and personal updates, giving the next owner the opportunity to renovate and make it their own. The spacious living and dining areas gives a functional layout, while the large screened porch provides additional space to relax, entertain, and enjoy Florida living.
Being located at the end provides additional privacy and a more open feel compared with interior units. The community offers amenities including a swimming pool and tennis courts.
Conveniently located near shopping, dining and major roadways, with easy access to Winter Park, Orlando and surrounding areas.
Whether you’re looking for a primary residence or an investment opportunity, this property offers great potential and an excellent opportunity to add value through your own improvements. Bring your vision and make this home your own!
The home is ready for some TLC and personal updates, giving the next owner the opportunity to renovate and make it their own. The spacious living and dining areas gives a functional layout, while the large screened porch provides additional space to relax, entertain, and enjoy Florida living.
Being located at the end provides additional privacy and a more open feel compared with interior units. The community offers amenities including a swimming pool and tennis courts.
Conveniently located near shopping, dining and major roadways, with easy access to Winter Park, Orlando and surrounding areas.
Whether you’re looking for a primary residence or an investment opportunity, this property offers great potential and an excellent opportunity to add value through your own improvements. Bring your vision and make this home your own!
Property Details
Price:
$299,990
MLS #:
O6439848
Status:
Active
Beds:
3
Baths:
2
Type:
Townhouse
Subdivision:
WINDWARD SQUARE SEC 3
Neighborhood:
32792winterparkaloma
Listed Date:
Sep 7, 2026
Finished Sq Ft:
1,467
Total Sq Ft:
1,787
Lot Size:
4,533 sqft / 0.10 acres (approx)
Year Built:
1980
See this Listing
Schools
Interior
Appliances
Convection Oven, Dishwasher, Electric Water Heater, Microwave, Refrigerator
Bathrooms
2 Full Bathrooms
Cooling
Central Air
Flooring
Tile
Heating
Central
Interior Features
High Ceilings, Walk-In Closet(s)
Laundry Features
Laundry Closet
Levels
One
Exterior
Community Features
Playground
Construction Materials
Stucco
Direction Faces
South
Exterior Features
Other
Roof
Shingle
Financial
HOA Fee
$85
HOA Fee Frequency
Monthly
HOA Includes
Maintenance Grounds, Maintenance Repairs
HOA Name
winter park
Tax Year
2025
Taxes
$4,730
Map
Community
- Address2275 ISLAND RUN WINTER PARK FL
- SubdivisionWINDWARD SQUARE SEC 3
- CityWINTER PARK
- CountySeminole
- Zip Code32792
Subdivisions in WINTER PARK
Market Summary
Current real estate data for Townhouse in WINTER PARK as of Oct 19, 2026
38
Townhouse Listed
89
Avg DOM
342
Avg $ / SqFt
$823,257
Avg List Price
Property Summary
- Located in the WINDWARD SQUARE SEC 3 subdivision, 2275 ISLAND RUN WINTER PARK FL is a Townhouse for sale in WINTER PARK, FL, 32792. It is listed for $299,990 and features 3 beds, 2 baths, and has approximately 1,467 square feet of living space, and was originally constructed in 1980. The current price per square foot is $204. The average price per square foot for Townhouse listings in WINTER PARK is $342. The average listing price for Townhouse in WINTER PARK is $823,257. To schedule a showing of MLS#o6439848 at 2275 ISLAND RUN in WINTER PARK, FL, contact your InvestPro Properties, Inc. agent at 561-203-7022.
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Courtesy of U KEY REALTY. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Orlando/Tampa – FL. Detailed information about real estate listings held by brokerage firms other than InvestPro Properties, Inc. include the name of the listing broker. Neither the listing company nor InvestPro Properties, Inc. shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. Orlando/Tampa – FL. All rights reserved. 2275 ISLAND RUN
WINTER PARK, FL