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WINDWARD SQUARE Condos For Sale

More Details about MLS # O6411958 : 2676 BARBADOS DRIVE MLS # O6411958
Active Listing
Asking Price is $340,000

More Details about MLS # O6415345 : 2339 INAGUA WAY MLS # O6415345
Active Listing
Asking Price is $299,999

More Details about MLS # O6357934 : 2401 ANTILLES DRIVE MLS # O6357934
Pending Listing
Asking Price is $320,000

Currently, there are 2 active listings in WINDWARD SQUARE priced from $299,999 to $340,000. Over the last 180 days there have been no reported sales in WINDWARD SQUARE.


  • Min List Price: $299,999
  • Max List Price: $340,000
  • Active Listings: 2
  • WINTER PARK, FL 32792
  • Gated/Security
  • Pool
  • Exercise Room
  • One Story
  • Assigned Parking
  • Year Built: 1979

Looking to buy?
2676 BARBADOS DRIVE WINTER PARK FL 32792
Status: ACTIVE   List Price: $340,000   3 Bedrooms   2 Baths   1743 Sq Ft    1978 Year

MLS: O6411958
Primary Photo for MLS#: O6411958

2676 BARBADOS DRIVE
WINTER PARK FL 32792
Community: WINDWARD SQUARE
Status: ACTIVEList Price: $340,000
3 Bedrooms2 Baths
1743 Sq Ft 1978 Year

Welcome to this beautifully maintained 3-bedroom, 2-bathroom corner-unit townhome located in the heart of Winter Park. Offering 1,743 square feet of thoughtfully designed living space, this home combines comfort, style, and an unbeatable location just minutes from shopping, dining, parks, and top-rated schools. The desirable corner-unit placement provides added privacy, extra natural light, and a spacious feel throughout. Inside, you’ll find luxury vinyl plank flooring flowing seamlessly ...

Listing Courtesy of KELLER WILLIAMS WINTER PARK
2339 INAGUA WAY WINTER PARK FL 32792
Status: ACTIVE   List Price: $299,999   3 Bedrooms   2 Baths   1284 Sq Ft    1979 Year

MLS: O6415345
Primary Photo for MLS#: O6415345

2339 INAGUA WAY
WINTER PARK FL 32792
Community: WINDWARD SQUARE
Status: ACTIVEList Price: $299,999
3 Bedrooms2 Baths
1284 Sq Ft 1979 Year

Enjoy abundant natural light throughout this beautifully maintained one-story, 3-bedroom, 2-bath home, enhanced by soaring vaulted ceilings and an inviting open layout. The kitchen features natural wood cabinetry, stainless steel appliances, and a charming breakfast nook with access to the front patio. The spacious primary suite offers a walk-in closet and private access to the patio. A desirable split-bedroom floor plan provides added privacy, with two guest bedrooms and a full guest bath ...

Listing Courtesy of BAIRD REALTY, LLC

Active WINDWARD SQUARE Condos for Sale

MLSAddressList Price Beds Baths Sq Ft Year
O64119582676 BARBADOS DRIVE $340,000 3 2 1743 1978
O64153452339 INAGUA WAY $299,999 3 2 1284 1979

Pending: WINDWARD SQUARE Condos for Sale

MLSAddressList Price Beds Baths Sq Ft Year
O63579342401 ANTILLES DRIVE $320,000 3 2 1719 1977
O63944062400 DOMINICA RUN $220,000 2 1 854 1979

Condo Mania Agent:
Anna Lohr

Featured Real Estate Agent Anna Lohr

Urbanista
Davich Lohr Team
Phone: 321-277-4797

Contact Anna

Featured Real Estate Agent Anna Lohr

Condo Mania Agent:
Anna Lohr

Urbanista
Davich Lohr Team
Phone: 321-277-4797

Contact Anna

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Listing Locations

Recently Sold Condos in WINDWARD SQUARE

Over the last 180 days there have been no reported sales in WINDWARD SQUARE.

Address COE Date Sold Price $/SQFT Beds Baths
2399 ANTILLES DRIVE 2025-11-03 $250,000 $293 2 1
2462 HARBOUR WAY 2025-10-22 $285,000 $196 3 2
2517 WINDWARD WAY 2025-09-02 $272,500 $255 2 2
2426 WINDWARD WAY 2025-08-28 $270,000 $290 2 2
2398 DOMINICA RUN 2025-08-21 $255,000 $198 2 2
2541 LEEWARD WAY 2025-07-14 $290,000 $284 2 2
2464 HARBOUR WAY 2025-06-13 $265,000 $204 2 2
2539 ANTILLES DRIVE 2025-05-23 $284,000 $249 3 2
2529 LEEWARD WAY 2025-04-29 $235,000 $258 2 1
2337 ANTILLES DRIVE 2025-03-27 $249,900 $294 2 1


Detailed Analysis of Recently Sold Condos in WINDWARD SQUARE

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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; availability of any listing should always be independently verified.

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Information Deemed Reliable But Not Guaranteed. The information being provided is for consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. This information, including square footage, while not guaranteed, has been acquired from sources believed to be reliable.

Last Updated: 2026-06-20 12:10:16