There are multiple listings for this address:
Welcome to 2539 Antilles Dr, Winter Park, FL – a beautiful corner unit townhouse in the highly desirable Windward Square. As you step inside, you’re welcomed by a cozy living room that seamlessly leads into the kitchen, featuring a new dishwasher and plenty of cabinet space. As you continue walking through the house you will notice the 3 spacious bedrooms and 2 bathrooms. Outside, you’ll find a private front patio, a screened-in rear porch with a separate storage room, and a fenced backyard ideal for pets, outdoor dining, or gardening. The best part? You’ll have direct access to community amenities, including tennis courts, pool and clubhouse just steps from your back porch. The Windward community also boasts 3 pools, shuffleboard courts, and a playground, all just minutes from shopping, dining, and everyday essentials. This home truly has it all—schedule your private tour today!
Property Details
Price:
$299,900
MLS #:
O6286815
Status:
Active
Beds:
3
Baths:
2
Address:
2539 ANTILLES DRIVE
Type:
Townhouse
Subdivision:
WINDWARD SQUARE SEC 1
Neighborhood:
32792 – Winter Park/Aloma
City:
WINTER PARK
Listed Date:
Mar 5, 2025
State:
FL
Finished Sq Ft:
1,308
Total Sq Ft:
1,308
ZIP:
32792
Lot Size:
4,058 sqft / 0.09 acres (approx)
Year Built:
1976
Schools
Elementary School:
Eastbrook Elementary
Middle School:
Tuskawilla Middle
High School:
Lake Howell High
Interior
Appliances
Dishwasher, Disposal, Electric Water Heater, Refrigerator
Bathrooms
2 Full Bathrooms
Cooling
Central Air
Flooring
Luxury Vinyl, Tile
Heating
Central
Laundry Features
Electric Dryer Hookup, Inside, Washer Hookup
Exterior
Community Features
Clubhouse, Park, Playground, Pool, Sidewalks, Tennis Court(s)
Construction Materials
Block, Concrete, Stucco
Exterior Features
Lighting, Private Mailbox, Sliding Doors
Parking Features
Assigned, Curb Parking
Roof
Metal
Financial
HOA Fee
$95
HOA Frequency
Monthly
HOA Includes
Community Pool, Maintenance Grounds, Pool Maintenance
HOA Name
Specialty Management/ Sharri Scott
Tax Year
2024
Taxes
$2,575
Map
Community
- Address2539 ANTILLES DRIVE WINTER PARK FL
- SubdivisionWINDWARD SQUARE SEC 1
- CityWINTER PARK
- CountySeminole
- Zip Code32792
Similar Listings Nearby
- 2681 SWEET MAGNOLIA PLACE
OVIEDO, FL$388,800
2.95 miles away
- 8426 CHAMBERLAIN PLACE
OVIEDO, FL$379,900
2.70 miles away
- 643 WOODRIDGE DRIVE
FERN PARK, FL$379,000
2.59 miles away
- 2830 OAKVILLE PLACE
OVIEDO, FL$370,000
3.69 miles away
- 140 PINESONG DRIVE
CASSELBERRY, FL$369,900
2.05 miles away
- 4052 FALLING LILLY COURT
WINTER SPRINGS, FL$365,000
2.48 miles away

2539 ANTILLES DRIVE
WINTER PARK, FL
Welcome to 2539 Antilles Dr, Winter Park, FL – a beautiful corner unit townhouse in the highly desirable Windward Square. As you step inside, you’re welcomed by a cozy living room that seamlessly leads into the kitchen, featuring a new dishwasher and plenty of cabinet space. As you continue walking through the house you will notice the 3 spacious bedrooms and 2 bathrooms. Outside, you’ll find a private front patio, a screened-in rear porch with a separate storage room, and a fenced backyard ideal for pets, outdoor dining, or gardening. The best part? You’ll have direct access to community amenities, including tennis courts, pool and clubhouse just steps from your back porch. The Windward community also boasts 3 pools, shuffleboard courts, and a playground, all just minutes from shopping, dining, and everyday essentials. This home truly has it all—schedule your private tour today!
Property Details
Price:
$2,100
MLS #:
O6291856
Status:
Active
Beds:
3
Baths:
2
Address:
2539 ANTILLES DRIVE
Type:
Rental
Subtype:
Townhouse
Subdivision:
WINDWARD SQUARE SEC 1
Neighborhood:
32792 – Winter Park/Aloma
City:
WINTER PARK
Listed Date:
Mar 21, 2025
State:
FL
Finished Sq Ft:
1,308
Total Sq Ft:
1,308
ZIP:
32792
Lot Size:
4,058 sqft / 0.09 acres (approx)
Year Built:
1976
Schools
Elementary School:
Eastbrook Elementary
Middle School:
Tuskawilla Middle
High School:
Lake Howell High
Interior
Appliances
Dishwasher, Disposal, Electric Water Heater, Refrigerator
Bathrooms
2 Full Bathrooms
Cooling
Central Air
Flooring
Luxury Vinyl, Tile
Heating
Central
Laundry Features
Electric Dryer Hookup, Inside, Washer Hookup
Exterior
Community Features
Clubhouse, Park, Playground, Pool, Sidewalks, Tennis Court(s)
Construction Materials
Block, Concrete, Stucco
Exterior Features
Lighting, Private Mailbox, Sliding Doors
Parking Features
Assigned, Curb Parking
Roof
Metal
Financial
HOA Fee
$95
HOA Frequency
Monthly
HOA Includes
Community Pool, Maintenance Grounds, Pool Maintenance
HOA Name
Specialty Management/ Sharri Scott
Tax Year
2024
Taxes
$2,575
Map
Community
- Address2539 ANTILLES DRIVE WINTER PARK FL
- SubdivisionWINDWARD SQUARE SEC 1
- CityWINTER PARK
- CountySeminole
- Zip Code32792
Similar Listings Nearby
- 2765 BELLEWATER PLACE
OVIEDO, FL$2,700
4.70 miles away
- 7712 HOOSIER PLACE
ORLANDO, FL$2,699
4.20 miles away
- 642 BALFOUR DRIVE
WINTER PARK, FL$2,695
1.29 miles away
- 7164 GREEN NEEDLE DRIVE
WINTER PARK, FL$2,695
2.30 miles away
- 2308 DUNBURY COURT
WINTER PARK, FL$2,675
0.80 miles away
- 728 LAKE HOWELL ROAD
MAITLAND, FL$2,650
1.28 miles away
LIGHTBOX-IMAGES