Motivated seller! We encourage all offers! 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!
Sold for $284,000
$284,000
2539 ANTILLES DRIVE, WINTER PARK, FL 32792
3beds
1,140sqft
Townhouse
Built in 1976
4,058 Square Feet Lot
$278,800 Zestimate®
$249/sqft
$1,959 Estimated rent
Home value
$278,800
$251,000 - $309,000
$1,959/mo
Zestimate® history
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$1,959/mo
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$1,959/mo
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$1,988/mo
Est. payment
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$1,988/mo
Est. payment
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List your homeWhat's special
Private front patioFenced backyardSeparate storage roomNew dishwasherCorner unit townhouseScreened-in rear porchPlenty of cabinet space
Zillow last checked:
Listing updated:
Listed by:
Allie George 407-457-4815,
CORCORAN PREMIER REALTY 407-965-1155
Bought with:
Jeannie Torres, 3070744
OLYMPUS EXECUTIVE REALTY INC
Source: Stellar MLS,MLS#: O6286815
Originating MLS: Orlando Regional
Originating MLS: Orlando Regional
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
- Full bathrooms: 2
Primary bedroom
- Features: Walk-In Closet(s)
- Level: First
Bedroom 2
- Features: Walk-In Closet(s)
- Level: First
Bedroom 3
- Features: Built-in Closet
- Level: First
Primary bathroom
- Level: First
Bathroom 2
- Level: First
Kitchen
- Level: First
Living room
- Level: First
Heating
- Central
Cooling
- Central Air
Appliances
- Included: Dishwasher, Disposal, Electric Water Heater, Refrigerator
- Laundry: Electric Dryer Hookup, Inside, Washer Hookup
Features
- Ceiling Fan(s)
- Flooring: Luxury Vinyl, Tile
- Doors: Sliding Doors
- Has fireplace: No
Interior area
- Total structure area: 1,308
- Total interior livable area: 1,140 sqft
Property
Parking
- Parking features: Assigned, Curb Parking
Features
- Levels: One
- Stories: 1
- Patio & porch: Covered, Screened
- Exterior features: Lighting, Private Mailbox
- Pool features: In Ground, Lighting
- Fencing: Wood
Lot
- Size: 4,058 Square Feet
Details
- Parcel number: 34213051900000010
- Zoning: RMF-13
- Special conditions: None
Construction
Type & style
- Home type: Townhouse
- Property subtype: Townhouse
Materials
- Block, Concrete, Stucco
- Foundation: Slab
- Roof: Metal
Condition
- New construction: No
- Year built: 1976
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Electricity Connected, Water Connected
Community & HOA
Community
- Features: Clubhouse, Park, Playground, Pool, Sidewalks, Tennis Court(s)
- Pet fee: $0 monthly
- Subdivision: WINDWARD SQUARE SEC 1
HOA
- Has HOA: Yes
- Services included: Community Pool, Maintenance Grounds, Pool Maintenance
- HOA fee: $95 monthly
- HOA name: Specialty Management/ Sharri Scott
- HOA phone: 407-647-2622
Location
- Region: Winter Park
Financial & listing details
- Price per square foot: $249/sqft
- Tax assessed value: $241,934
- Annual tax amount: $2,575
- Date on market: 3/5/2025
- Cumulative days on market: 50 days
- Ownership: Fee Simple
- Total actual rent: 0
- Electric utility on property: Yes
- Road surface type: Asphalt
Price history
| Date | Event | Price |
|---|---|---|
| 5/27/2025 | Listing removed | $2,100$2/sqft |
Source: Stellar MLS #O6291856 Report a problem | ||
| 5/23/2025 | Sold | $284,000-0.3%$249/sqft |
Source:  Stellar MLS #O6286815 Report a problem | ||
| 4/26/2025 | Listed for rent | $2,100$2/sqft |
Source: Stellar MLS #O6291856 Report a problem | ||
| 4/26/2025 | Listing removed | $2,100$2/sqft |
Source: Zillow Rentals Report a problem | ||
| 4/25/2025 | Pending sale | $284,900$250/sqft |
Source: Stellar MLS #O6286815 Report a problem | ||
| 4/8/2025 | Price change | $284,900-5%$250/sqft |
Source: Stellar MLS #O6286815 Report a problem | ||
| 3/22/2025 | Listed for rent | $2,100+5%$2/sqft |
Source: Zillow Rentals Report a problem | ||
| 3/5/2025 | Listed for sale | $299,900+476.7%$263/sqft |
Source: Stellar MLS #O6286815 Report a problem | ||
| 1/25/2023 | Listing removed | -- |
Source: Zillow Rentals Report a problem | ||
| 1/7/2023 | Listed for rent | $2,000$2/sqft |
Source: Zillow Rentals Report a problem | ||
| 8/24/2001 | Sold | $52,000-11.9%$46/sqft |
Source: Public Record Report a problem | ||
| 9/8/1994 | Sold | $59,000$52/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $3,123 +21.3% | $143,334 +10% |
| 2024 | $2,575 +7.5% | $130,304 +10% |
| 2023 | $2,395 +14.2% | $118,458 +10% |
| 2022 | $2,096 +8.5% | $107,689 +10% |
| 2021 | $1,932 +11.1% | $97,899 +10% |
| 2020 | $1,739 +6.1% | $88,999 +10% |
| 2019 | $1,639 | $80,908 -20.9% |
| 2018 | $1,639 +10.5% | $102,327 +53% |
| 2017 | $1,483 +12% | $66,866 -11.3% |
| 2016 | $1,324 +7.5% | $75,386 +22.9% |
| 2015 | $1,233 | $61,329 +22.1% |
| 2014 | $1,233 +41% | $50,237 +9.3% |
| 2013 | $874 -1.9% | $45,976 -5.2% |
| 2012 | $891 -17.8% | $48,483 -17% |
| 2011 | $1,084 -15% | $58,431 -14.2% |
| 2010 | $1,275 -28.3% | $68,125 -28.6% |
| 2009 | $1,779 -18.6% | $95,462 -23.4% |
| 2008 | $2,184 -2.2% | $124,700 -4.1% |
| 2007 | $2,234 +1.3% | $129,998 +8.2% |
| 2006 | $2,206 +24.1% | $120,138 +26% |
| 2005 | $1,777 +10.7% | $95,367 +13.8% |
| 2004 | $1,605 +15.4% | $83,828 +16.8% |
| 2003 | $1,391 +3.9% | $71,744 +5.5% |
| 2002 | $1,338 +154.3% | $68,035 +30.4% |
| 2000 | $526 | $52,178 |
Find assessor info on the county website
Neighborhood: 32792
Nearby homes
- $239,2002 bd2 ba1k sqft2537 Antilles Dr, Winter Park, FL 32792Off Market
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Nearby schools
GreatSchools rating
- 7/10Eastbrook Elementary SchoolGrades: PK-5Distance: 1 mi
- 8/10Tuskawilla Middle SchoolGrades: 6-8Distance: 2.9 mi
- 7/10Lake Howell High SchoolGrades: 9-12Distance: 2.5 mi
Schools provided by the listing agent
- Elementary: Eastbrook Elementary
- Middle: Tuskawilla Middle
- High: Lake Howell High
Source: Stellar MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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Estimated market value
$278,800
Get a cash offer in 3 minutes
Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
Estimated market value
$278,800
- Florida
- Seminole County
- Winter Park
- 32792
- 2539 ANTILLES DRIVE
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