Recently Viewed Properties
See This Home
Save This Listing
Close

$250,000

  • Sold
  • Closed
  • Townhouse
  • 2 Beds
  • 1 Full Bath
  • 854 Sq. Ft.
See This Home
Save This Home
See This Home
Save This Home
Discover this beautifully updated townhouse in the heart of Winter Park. Featuring 2 bedrooms and 1 full bath, this home blends modern updates with everyday convenience. A new roof (2019) and brand-new double sliding doors with built-in blinds provide peace of mind and style. The spacious fenced backyard with patio is designed for relaxing, entertaining, or simply enjoying the outdoors. Inside, the living area showcases laminate flooring, while the kitchen offers stainless steel appliances, a custom tile backsplash, open shelving, and a new faucet. Both bedrooms feature newer laminate floors and ample closet storage. The renovated bath includes custom tilework, an updated vanity, and upgraded lighting. A stacked washer and dryer are tucked neatly inside for added convenience. Additional highlights include a double-wide parking pad and front-entry mailbox. The community offers a variety of amenities for residents, including two pools, tennis courts, a playground, shuffleboard, covered lanai, and picnic area-all for a low monthly fee of $76. Located minutes from shopping and dining at Casselberry Commons, 10 minutes to Winter Park's Park Avenue, and approximately 20 minutes to Orlando International Airport, this home offers both comfort and convenience. Move-in ready and waiting for its next chapter-schedule your showing today.

Full Property Details for 2399 Antilles Dr

General

  • Sold For: $250,000
  • HOA FEE: $95/month
  • Taxes: $1,283 (2024)
  • Status: Closed
  • Type: Townhouse
  • Source: MidFloridaRegionalMLS
  • MLS ID: TB8429166
  • Added to Site: 141 day(s) ago

Rental Information

  • Min. Lease: 1-7 Days

Interior

  • Number of Rooms: 4
  • Interior Features: Built-in Features, Ceiling Fan(s)
  • Appliances: Dishwasher, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer
  • Furnishings: Unfurnished
  • Flooring: Laminate

Rooms

Bathrooms

  • Total Bathrooms: 1
  • Full Bathrooms: 1

Bedrooms

  • Total Bedrooms: 2

Other Rooms

  • Laundry: Laundry Closet

Exterior

  • Exterior Features: Sidewalk, Sliding Doors, Storage

Parking

  • Parking Features: Oversized, Parking Pad

Location

  • Area: 32792 - Winter Park/Aloma
  • County: Seminole
  • Development Name: 32792 - Winter Park/Aloma
  • Subdivision: WINDWARD SQUARE SEC 3
  • Driving Directions: From Winter Park, head East on Howell Branch Road - Right on Antilles Drive - Property will be on the Right.
  • Direction Faces: East

School Information

  • Elementary School: Eastbrook Elementary
  • Middle School: Tuskawilla Middle
  • High School: Lake Howell High

Community

  • Community Name: 32792 - Winter Park/Aloma
  • Community Features: Clubhouse, Playground, Pool
  • Association: Yes
  • Assoc. Name: Sharri Scott
  • Assoc. Fees Include: Community Pool, Maintenance Grounds, Pool Maintenance, Recreational Facilities
  • Pet Restrictions: Buyer and/or buyer's agent to verify all HOA rules/regulations on pet restrictions.

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Public

Structural Information

  • Exterior Const.: Block, Stucco
  • Roof: Built-Up
  • Common Walls: Corner Unit
  • Stories/Levels: One
  • Square Feet: 854
  • Sq. Ft. Source: Public Records
  • Living Area: 854 Sq. Ft.
  • Year Built: 1979

Lot Features

  • Property View: City
  • Lot Size (Acres): 0.09
  • Lot Size (Sq. Ft.): 4,121
  • Lot Size: 4121
  • Street/Road Desc.: Asphalt, Gravel
  • Fencing (Description): Wood

Financial Considerations

  • Association Fee: $95
  • Assoc Fee Freq.: Monthly
  • Assoc Fee Desc.: Required
  • Tax Amount: $1,283.69
  • Tax Year: 2024

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: LOT 228 WINDWARD SQUARE SEC 3 PB 22 PGS 28 & 29
  • Flood Zone Info: X
  • APN: 34213052500002280
  • Property ID: 34213052500002280

Listed by Renaissance Realty Network, In
Sold by Keller Williams Advantage Iii

Listing agent

— 2399 Antilles Dr —

  • Renaissance Realty Network, In

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 2399 Antilles Dr

School District:Seminole County School District
NameGradesDistance
Eastbrook Elementary School
5525 Tangerine Avenue, Winter Park, FL 32792
K-51 mi
Tuskawilla Middle School
1801 Tuskawilla Road, Oviedo, FL 32765
6-82.9 mi
Lake Howell High School
4200 Dike Road, Winter Park, FL 32792
9-122.5 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 2399 Antilles Dr

Date
Details
Price
Change
Source
11/03/2025
Sold
$250,000
—
MLS
9/24/2025
Listed
$250,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Listed by Renaissance Realty Network, In
Sold by Keller Williams Advantage Iii

Similar Properties near 2399 Antilles Dr

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

457 Hemlock St, Altamonte Springs, FL 32714 - Photo 1
$240,000

457 Hemlock St  Altamonte Springs, FL 32714

  • Townhouse
  • Active
  • 2
    Beds
  • 2
    Total Baths
  • 956
    Sq. Ft.
Listed by Florida Realty Investments
702 St Matthew Cir, Altamonte Springs, FL 32714 - Photo 1
$250,000

702 St Matthew Cir  Altamonte Springs, FL 32714

  • Townhouse
  • Active
  • Updated 10 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,561
    Sq. Ft.
Listed by R Michaels Realty Llc
6438 S Goldenrod Rd, Orlando, FL 32822 - Photo 1
$248,000

6438 S Goldenrod Rd  #19A  Orlando, FL 32822

  • Townhouse
  • Active
  • 2
    Beds
  • 2
    Total Baths
  • 1,200
    Sq. Ft.
Listed by My Realty Group, Llc.
6484 S Goldenrod Rd, Orlando, FL 32822 - Photo 1
$260,000

6484 S Goldenrod Rd  #41A  Orlando, FL 32822

  • Townhouse
  • Active
  • 2
    Beds
  • 2
    Total Baths
  • 1,200
    Sq. Ft.
Listed by Re/Max Vantage

Just Listed near 2399 Antilles Dr

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

1321 Benevolent St, Maitland, FL 32751 - Photo 1 Just Listed
$394,900
Open House

1321 Benevolent St  Maitland, FL 32751

  • Townhouse
  • Active
  • Updated 1 day ago
  • 3
    Beds
  • 3
    Total Baths
  • 1,751
    Sq. Ft.
Listed by Shirley Jones (407) 719-9180
101 Whitecaps Cir, Maitland, FL 32751 - Photo 1 Just Listed
$2,150,000

101 Whitecaps Cir  Maitland, FL 32751

  • Single Family
  • Active
  • Updated 2 days ago
  • 5
    Beds
  • 5
    Total Baths
  • 4,004
    Sq. Ft.
Listed by One Luxury International Llc
2514 Tuscarora Trail, Maitland, FL 32751 - Photo 1 Price Reduced
-$10,000 (-1.18%)
$839,000

2514 Tuscarora Trail  Maitland, FL 32751

  • Single Family
  • Active
  • Updated 22 minutes ago
  • 4
    Beds
  • 3
    Total Baths
  • 3,000
    Sq. Ft.
Listed by Noelke Realty
213 Doverwood Rd, Fern Park, FL 32730 - Photo 1 Just Listed
$549,000
Open House

213 Doverwood Rd  Fern Park, FL 32730

  • Single Family
  • Active
  • Updated 21 hours ago
  • 4
    Beds
  • 2
    Total Baths
  • 2,127
    Sq. Ft.
Listed by Preferred Real Estate Brokers

Price Reduced near 2399 Antilles Dr

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

1175 Lake Shadow Cir, Maitland, FL 32751 - Photo 1 Price Reduced
-$5,000 (-2.05%)
$239,000

1175 Lake Shadow Cir  #4308  Maitland, FL 32751

  • Condo
  • Active
  • Updated 2 days ago
  • 4
    Beds
  • 2
    Total Baths
  • 1,372
    Sq. Ft.
Listed by Julie Ruh (407) 587-9654
2514 Tuscarora Trail, Maitland, FL 32751 - Photo 1 Price Reduced
-$10,000 (-1.18%)
$839,000

2514 Tuscarora Trail  Maitland, FL 32751

  • Single Family
  • Active
  • Updated 22 minutes ago
  • 4
    Beds
  • 3
    Total Baths
  • 3,000
    Sq. Ft.
Listed by Noelke Realty
1291 Blessing St, Maitland, FL 32751 - Photo 1 Price Reduced
-$5,100 (-1.32%)
$379,900
Open House

1291 Blessing St  Maitland, FL 32751

  • Townhouse
  • Active
  • Updated 6 days ago
  • 3
    Beds
  • 3
    Total Baths
  • 1,674
    Sq. Ft.
Listed by Palmano Group Re Brokerage Llc
204 Quayside Cir, Maitland, FL 32751 - Photo 1 Price Reduced
-$45,000 (-6.47%)
$650,000

204 Quayside Cir  #202  Maitland, FL 32751

  • Condo
  • Active
  • Updated 2 days ago
  • 2
    Beds
  • 2
    Total Baths
  • 1,203
    Sq. Ft.
Listed by Fannie Hillman & Associates

Recent Sales near 2399 Antilles Dr

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

2398 Dominica Run, Winter Park, FL 32792 - Photo 1 Sold
$255,000

2398 Dominica Run  Winter Park, FL 32792

  • Townhouse
  • Closed
  • 2
    Beds
  • 2
    Total Baths
  • 1,290
    Sq. Ft.
Listed by Keller Williams Realty At The Parks
Sold by Atrium Realty, Llc
2462 Harbour Way, Winter Park, FL 32792 - Photo 1 Sold
$285,000

2462 Harbour Way  Winter Park, FL 32792

  • Townhouse
  • Closed
  • 3
    Beds
  • 2
    Total Baths
  • 1,456
    Sq. Ft.
Listed by Nona Legacy Powered By La Rosa
Sold by Epique Realty, Inc.
2426 Windward Way, Winter Park, FL 32792 - Photo 1 Sold
$270,000

2426 Windward Way  Winter Park, FL 32792

  • Townhouse
  • Closed
  • 2
    Beds
  • 2
    Total Baths
  • 932
    Sq. Ft.
Listed by Re/Max Town & Country Realty
Sold by Keller Williams Advantage Iii
2517 Windward Way, Winter Park, FL 32792 - Photo 1 Sold
$272,500

2517 Windward Way  Winter Park, FL 32792

  • Townhouse
  • Closed
  • 2
    Beds
  • 2
    Total Baths
  • 1,070
    Sq. Ft.
Listed by Sheila Mathews
Sold by Exp Realty Llc

2399 Antilles Drive, Winter Park, FL 32792 (MLS# TB8429166) is a Townhouse property that was sold at $250,000 on November 03, 2025. Want to learn more about 2399 Antilles Drive? Do you have questions about finding other Townhouse real estate for sale in Winter Park? You can browse all Winter Park real estate or contact a Coldwell Banker agent to request more information.