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WINDWARD SQUARE Condos For Sale

More Details about MLS # O6357934 : 2401 ANTILLES DRIVE MLS # O6357934
Active Listing
Asking Price is $325,000

More Details about MLS # O6303931 : 2487 HARBOUR WAY MLS # O6303931
Active Listing
Asking Price is $319,900

More Details about MLS # TB8429166 : 2399 ANTILLES DRIVE MLS # TB8429166
SOLD!
for $250,000
on 2025-11-03

Currently, there are 2 active listings in WINDWARD SQUARE priced from $319,900 to $325,000. Over the last 180 days, 7 Condos have been reported as sold in WINDWARD SQUARE. Final sale price ranged from $250,000 up to $290,000 pending possible revisions. The median sale price was $270,000 with a median Price Per Square Foot of $255.


  • Min List Price: $319,900
  • Max List Price: $325,000
  • Active Listings: 2
  • WINTER PARK, FL 32792
  • Gated/Security
  • Pool
  • Exercise Room
  • One Story
  • Assigned Parking
  • Year Built: 1979

Looking to buy?
2401 ANTILLES DRIVE WINTER PARK FL 32792
Status: ACTIVE   List Price: $325,000   3 Bedrooms   2 Baths   1719 Sq Ft    1977 Year

MLS: O6357934
Primary Photo for MLS#: O6357934

2401 ANTILLES DRIVE
WINTER PARK FL 32792
Community: WINDWARD SQUARE
Status: ACTIVEList Price: $325,000
3 Bedrooms2 Baths
1719 Sq Ft 1977 Year

Fantastic end unit with enclosed Florida Room in the sought after Windward Square! This 3/2 features several updates including a, updated kitchen with 42" wood cabinets, granite counters and a center island! Most rooms have upgraded ceiling fans from Dan”s Fans with a lifetime guarantee. This is a wonderful space and great to prep for a dinner party! Open floor concept with dining room and family room. Enclosed Florida room with high impact windows is great extra living space marking this ...

Listing Courtesy of KELLER WILLIAMS WINTER PARK
2487 HARBOUR WAY WINTER PARK FL 32792
Status: ACTIVE   List Price: $319,900   3 Bedrooms   3 Baths   1803 Sq Ft    1978 Year

MLS: O6303931
Primary Photo for MLS#: O6303931

2487 HARBOUR WAY
WINTER PARK FL 32792
Community: WINDWARD SQUARE
Status: ACTIVEList Price: $319,900
3 Bedrooms3 Baths
1803 Sq Ft 1978 Year

Unmissable opportunity in Winter Park! Beautiful house for sale with 3 bedrooms and 3 bathrooms, perfect for those seeking comfort, convenience and quality of life. Located in one of the most sought-after areas of Winter Park, with an excellent location, close to schools, shops, restaurants, parks and much more! The community offers a complete infrastructure with a swimming pool, playground, sidewalks for walking and a family environment ideal for all ages. Don't miss this chance ...

Listing Courtesy of WRA BUSINESS & REAL ESTATE

Active WINDWARD SQUARE Condos for Sale

MLSAddressList Price Beds Baths Sq Ft Year
O63579342401 ANTILLES DRIVE $325,000 3 2 1719 1977
O63039312487 HARBOUR WAY $319,900 3 3 1803 1978

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, 7 Condos have been reported as sold in WINDWARD SQUARE. Final sale price ranged from $250,000 up to $290,000 pending possible revisions. The median sale price was $270,000 with a median Price Per Square Foot of $255.
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: 2025-12-03 12:10:19