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Welcome to Windward Square in Winter Park, where location, comfort, and EFFORTLESS LIVING come together in this BEAUTIFULLY UPDATED single-story townhome featuring 2 bedrooms and 2 full baths.

2530 Leeward WayWinter Park, FL, 32792

2beds
2baths
1,199sqft
Townhouse
Built in 1976
$99 Monthly HOA Fee
$265,000
Sold
Price per sqft
$221
Sold on
May 29, 2026
MLS #O6380907Updated May 29, 2026

About this property

Well-maintained 2-bedroom, 2-bath home with 1,199 sq ft in a desirable Winter Park 32792 location offering a fenced backyard, low HOA, and a flexible bonus space ideal for a home office, study, or hobby area. The functional split-bedroom layout provides privacy, while the open living and dining areas create a comfortable space for everyday living or entertaining. The kitchen offers ample cabinetry and counter space, flowing seamlessly to the main living area plus upgraded appliances. The primary suite includes a private bath and generous closet space, while the secondary bedroom and full bath provide flexibility for guests, office use, or additional living needs. Enjoy outdoor living in the fully fenced yard—ideal for relaxing, gardening, or pets. Additional highlights include driveway parking, interior laundry, and low-maintenance living. -- NEW ROOF IN PROCESS --

Prime location with convenient access to major corridors and top destinations: ˜ 3 mi to Full Sail University, ˜ 5 mi to UCF, ˜ 4 mi to AdventHealth Winter Park, and ˜ 6 mi to Park Avenue and Downtown Winter Park. Nearby shopping, dining, and grocery options are within minutes, with quick connectivity to SR-436, University Blvd, and SR-417 for commuting throughout Central Florida.

An excellent opportunity to own in Winter Park with space, privacy, and strong location value.

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Property details

Property type
Townhouse
Street address
2530 Leeward Way
City
Winter Park
State
FL
ZIP code
32792
Year built
1976
New construction
No
Faces
North
Rooms
7
Living area
1,199 sqft
Total building area
1,395 sqft
Levels
One

Stellar MLSThe data relating to real estate displayed on this website comes in part from the Internet Data Exchange (IDX) Program of Stellar MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; the availability of any listing should always be independently verified. Listing information is provided for consumers' personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.Stellar (MFR) data last updated at November 8, 2026 at 6:00 AM EST

Price & sale history

EventPrice
SoldMLS #O6380907$265,000
Listed for saleMLS #O6380907$265,000
SoldMLS #O4743095$159,900
Listed for saleMLS #O4743095$164,900
History may be incomplete.
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Location

Welcome to Windward Square in Winter Park, where location, comfort, and EFFORTLESS LIVING come together in this BEAUTIFULLY UPDATED single-story townhome featuring 2 bedrooms and 2 full baths.
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