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$265,000 Just Listed

  • For Sale
  • Active
  • Townhouse
  • 2 Beds
  • 2 Full Baths
  • 1,199 Sq. Ft.
  • Updated 36 minutes ago
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Well-maintained 2-bedroom, 2-bath home with 1,199 sq ft in a desirable Winter Park 32792 location offering a private fenced backyard and low HOA. The functional split-bedroom layout provides privacy, while the open living and dining areas create a comfortable space for everyday living or entertaining. The kitchen offers ample cabinetry and counter space, flowing seamlessly to the main living area. The primary suite includes a private bath and generous closet space, while the secondary bedroom and full bath provide flexibility for guests, office use, or additional living needs. Enjoy outdoor living in the fully fenced yard-ideal for relaxing, gardening, or pets. Additional highlights include driveway parking, interior laundry, and low-maintenance living. Prime location with convenient access to major corridors and top destinations: ˜ 3 mi to Full Sail University, ˜ 5 mi to UCF, ˜ 4 mi to AdventHealth Winter Park, and ˜ 6 mi to Park Avenue and Downtown Winter Park. Nearby shopping, dining, and grocery options are within minutes, with quick connectivity to SR-436, University Blvd, and SR-417 for commuting throughout Central Florida. An excellent opportunity to own in Winter Park with space, privacy, and strong location value.**Seller may consider buyer concessions if made in an offer**

Full Property Details for 2530 Leeward Way

General

  • Price: $265,000
  • HOA FEE: $99/month
  • Taxes: $795 (2024)
  • Status: Active
  • Type: Townhouse
  • Source: MidFloridaRegionalMLS
  • MLS ID: O6380907
  • Updated: 2/12/2026
  • Added to Site: 1 day(s) ago

Rental Information

  • Min. Lease: 1-2 Years

Interior

  • Number of Rooms: 7
  • Interior Features: Ceiling Fan(s), Crown Molding, Living Room/Dining Room Combo, Primary Bedroom Main Floor, Stone Counters
  • Appliances: Dryer, Microwave, Range, Refrigerator, Washer
  • Furnishings: Unfurnished
  • Flooring: Ceramic Tile, Laminate

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2

Bedrooms

  • Total Bedrooms: 2

Other Rooms

  • Laundry: Laundry Closet

Additional Information

  • Shared Amenities: Playground, Pool, Tennis Court(s)
  • Security/Safety: Smoke Detector(s)

Exterior

  • Exterior Features: Lighting, Sidewalk
  • Deck/Patio: Front Porch, Patio
  • Porch/Patio/Deck: Front Porch, Patio

Parking

  • Parking Features: Curb Parking

Location

  • Area: 32792 - Winter Park/Aloma
  • County: Seminole
  • Development Name: 32792 - Winter Park/Aloma
  • Subdivision: WINDWARD SQUARE SEC 1
  • Driving Directions: From I-4 E, use the right 2 lanes to take exit 90 A-B to merge onto FL-414 E/Maitland Blvd, merge onto N Orlando Ave/S US 17/S US Hwy 17 92, turn right onto FL-436 E, turn left onto Howell Branch Rd, turn right onto Antilles Dr, turn right onto Leeward Way, Home will be on the left.
  • Direction Faces: North

School Information

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

Community

  • Community Name: 32792 - Winter Park/Aloma
  • Community Features: Playground, Pool, Sidewalks, Tennis Court(s)
  • Optional Amenities: Playground, Pool, Tennis Court(s)
  • Association: Yes
  • Assoc. Name: Specialty Management Company/Kathy Ortiz
  • Assoc. Fees Include: Maintenance Grounds, Pool Maintenance
  • Pet Restrictions: Buyer to verify pet restrictions with HOA and/or city/county

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central, Heat Pump

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: BB/HS Internet Available, Cable TV Available, Electricity Available, Public, Sewer Connected, Water Available

Structural Information

  • Exterior Const.: Block, Stucco
  • Roof: Built-Up
  • Windows: Blinds
  • Stories/Levels: One
  • Square Feet: 1,199
  • Sq. Ft. Source: Public Records
  • Year Built: 1976

Lot Features

  • Property View: Garden
  • Lot Size (Acres): 0.11
  • Lot Size (Sq. Ft.): 4,737
  • Lot Size: 4737
  • Street/Road Desc.: Asphalt
  • Fencing (Description): Fenced

Financial Considerations

  • Association Fee: $99
  • Assoc Fee Freq.: Monthly
  • Assoc Fee Desc.: Required
  • Tax Amount: $795
  • Tax Year: 2024

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: LOT 105 WINDWARD SQUARE SEC 1 PB 19 PG 86
  • Flood Zone Info: X
  • APN: 34213051900001050
  • Property ID: 34213051900001050

Listed by Wemert Group Realty Llc

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Listing agents

— 2530 Leeward Way —

  • Wemert Group Realty Llc

  • Wemert Group Realty Llc

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 2530 Leeward Way

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 2530 Leeward Way Get Price Alerts and Save Property

Date
Details
Price
Change
Source
2/11/2026
Listed
$265,000
65.73%
MLS
2/09/2007
Sold
$159,900
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 2530 Leeward Way

Year
Property Taxes
Change
Tax Assessment
Change
2025
$941
18%
$92,378
3%
2024
$795
5%
$89,775
3%
2023
$759
5%
$87,160
6%
2021
$721
-4%
$82,156
-3%
2022
$751
4%
$84,621
4%
2021
$721
8%
$81,022
4%
2018
$668
2%
$77,723
2%
2017
$656
-2%
$76,124
2%
2016
$672
-2%
$74,558
-6%
2019
$684
-43%
$79,200
26%
2015
$1,190
163%
$62,702
32%
2014
$452
-1%
$47,679
2%
2013
$455
—
$46,974
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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NMLS#: 1598647

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Listed by Wemert Group Realty Llc

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2530 Leeward Way, Winter Park, FL 32792 (MLS# O6380907) is a Townhouse property with 2 bedrooms and 2 full bathrooms. 2530 Leeward Way is currently listed for $265,000 and was received on February 11, 2026. Want to learn more about 2530 Leeward Way? 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.

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