$290,000
SOLD JUL 14, 2025
2 Beds
2 Baths
1,020 Sq Ft
$95/mo HOA Fee

Recently Sold

$284 Per Sq Ft

8 Days on Market

Highlights

  • Clubhouse
  • Cathedral Ceiling
  • Tennis Courts
  • Lake Howell High School Rated A-
  • Community Pool
  • Walk-In Closet

About This Home

As of July 2025

Discover One of Winter Park’s Best-Kept Secrets — Windward Square!

Welcome to your beautifully renovated 2-bedroom, 2-bath townhome in the highly sought-after Windward Square community. This move-in ready home boasts a bright, open floor plan, with a modern kitchen that flows effortlessly into the spacious living area.

The fully updated kitchen features brand-new stainless steel appliances, including a refrigerator with ice maker, plus 42" upper cabinets — ideal for everyday living and entertaining.

The primary suite offers a generous walk-in closet, and both bedrooms are filled with natural light. Step outside to your private, screened-in patio and fenced backyard — perfect for morning coffee or evening relaxation.

Additional highlights:

Three dedicated parking spaces

Beautiful green space throughout the community

Resort-style amenities at Windward Square include:

Three swimming pools, including a dedicated kids' pool

Tennis courts

Playground

Putting Green

Welcoming clubhouse

Located just minutes from Full Sail University, UCF, shopping, dining, and all that Winter Park has to offer. Zoned for top-rated schools, this townhome provides the perfect blend of comfort, convenience, and community living.

Don’t miss your opportunity to own a home in one of Winter Park’s most charming and well-maintained neighborhoods!

Last Agent to Sell the Property

Jason Howell

REAL BROKER, LLC Brokerage Phone: 855-450-0442 License #3269864 Listed on: 06/05/2025

REAL BROKER, LLC

Last Buyer's Agent

Matt Anderson

EXP REALTY LLC License #3503512

EXP REALTY LLC

Townhouse Details

Home Type

  • Townhome

Est. Annual Taxes

  • $2,497

Year Built

  • Built in 1977

Lot Details

  • 2,985 Sq Ft Lot
  • South Facing Home

HOA Fees

  • $95 Monthly HOA Fees

Home Design

  • Slab Foundation
  • Frame Construction
  • Built-Up Roof
  • Block Exterior

Interior Spaces

  • 1,020 Sq Ft Home
  • 1-Story Property
  • Cathedral Ceiling
  • Ceiling Fan
  • Sliding Doors
  • Living Room
  • Dining Room

Kitchen

  • Range
  • Recirculated Exhaust Fan
  • Microwave
  • Ice Maker
  • Dishwasher
  • Disposal

Flooring

  • Ceramic Tile
  • Luxury Vinyl Tile

Bedrooms and Bathrooms

  • 2 Bedrooms
  • Walk-In Closet
  • 2 Full Bathrooms

Laundry

  • Dryer
  • Washer

Outdoor Features

  • Rain Gutters

Utilities

  • Central Heating and Cooling System
  • Electric Water Heater

Listing and Financial Details

Community Details

Overview

  • Association fees include pool, insurance
  • Specialty Management/Sharri Scott Association, Phone Number (407) 647-2622
  • Windward Square Sec 2 Subdivision

Amenities

  • Clubhouse

Recreation

  • Tennis Courts
  • Community Playground
  • Community Pool
  • Park

Pet Policy

  • Pets Allowed

Townhouse Details

Home Type

Townhome

Est. Annual Taxes

$2,497

Year Built

Built in 1977

Lot Details

0

HOA Fees

$95 per month

Listing Details

  • HOA Fee Includes: Pool, Insurance
  • Property Type: Residential
  • Property Sub Type: Townhouse
  • Construction Materials: Block, Frame
  • Fireplace: No
  • Living Area: 1020
  • Lot Size Acres: 0.07
  • New Construction: No
  • Year Built: 1977
  • Building Area Total: 1020
  • Lot Size Sq Ft: 2985
  • Directions to Property: From 436 Turn East on Howell Branch and then turn right onto Antilles Dr. Then right on to Leeward Way. Property on the right.
  • Status: Sold
  • Ownership: Fee Simple
  • Available for Lease YN: 1
  • Escrow City: Orlando
  • Escrow Postal Code: 32828
  • Escrow State: FL
  • Escrow Street Name: Lake Underhill Rd Suite 258
  • Escrow Street Number: 12301
  • List Office Head Office Key Nume: 198057009
  • Minimum Lease: 7 Months
  • RATIO Current Price By Calculate: 284.31
  • Total Acreage: 0 to less than 1/4
  • Unit Number YN: 0
  • Water Access YN: 0
  • MFR_InLawSuiteYN: 0
  • MFR_DockYN: 0
  • Attribution Contact: 855-450-0442
  • Tax Year: 2024
  • Special Features: VirtualTour

Interior Features

  • Living Area Units: Square Feet
  • Flooring: Ceramic Tile, Luxury Vinyl
  • Full Bathrooms: 2
  • Interior Amenities: Cathedral Ceiling(s), Ceiling Fans(s), Primary Bedroom Main Floor, Walk-In Closet(s)
  • Appliances Included: Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Ice Maker, Microwave, Range, Refrigerator, Washer
  • Foundation Details: Slab
  • Total Bedrooms: 2
  • Levels: One
  • Stories: 1
  • Street Number Modifier: 2541
  • Living Area Meters: 94.76
  • Room Count: 5

Exterior Features

  • Direction Faces: South
  • Exterior Features: Rain Gutters, Sliding Doors
  • Roof: Built-Up
  • Pool Private: No
  • Waterfront: No
  • Road Surface Type: Asphalt
  • Water Extras YN: 0
  • Water View YN: 0
  • Waterfront Feet Total: 0

Garage/Parking

  • Carport Y N: No
  • Garage Yn: No

Utilities

  • Utilities: Public
  • Cooling: Central Air
  • Heating: Central
  • Laundry Features: Electric Dryer Hookup, Washer Hookup
  • Sewer: Public Sewer
  • Water Source: Public

Condo/Co-op/Association

  • Community Features: Clubhouse, Park, Playground, Pool, Tennis Court(s)
  • Association Fee: 95.46
  • Association Fee Frequency: Monthly
  • Association Name: Specialty Management/Sharri Scott
  • Phone: 407-647-2622
  • Association: Yes
  • Senior Community: No
  • Association 2 YN: 0
  • Association Approval Required YN: 0
  • Association Fee Requirement: Required
  • Building Name Number: 0
  • Association Email: sscott@greatcommunities.com

Fee Information

  • Total Annual Fees: 1145.52
  • Total Monthly Fees: 95.46
  • Monthly HOA Amount: 95.46

Lot Info

  • Zoning: RMF-13
  • Parcel Number: 34-21-30-521-0000-1110
  • Additional Parcels: No
  • Flood Zone Code: x
  • Homestead YN: 0
  • Lot Size Square Meters: 277

Green Features

  • Green Verification Count: 0

Rental Info

  • Pets Allowed: Yes
  • Lease Restrictions YN: 1
  • Additional Lease Restrictions: Consult with HOA for any lease restrictions.

Tax Info

  • Tax Annual Amount: 2497.23
  • Tax Block: 0
  • Tax Book Number: 20-34
  • Tax Lot: 111

Ownership History

Date Name Owned For Owner Type

Purchase Details

Listed on
Jun 5, 2025
Closed on
Jul 14, 2025
Sold by
Howell Jason and Howell Jill
Bought by
Czaja Hunter M
Seller's Agent
Jason Howell
REAL BROKER, LLC
Buyer's Agent
Matt Anderson
EXP REALTY LLC
List Price
$290,000
Sold Price
$290,000
Views
119

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
-72.27%

Purchase Details

Listed on
Dec 10, 2024
Closed on
Jan 8, 2025
Sold by
2541 Leeward Way Land Trust and Estateco Llc
Bought by
Howell Jason and Howell Jill
Seller's Agent
Michael Kara
CORBELO LLC
Buyer's Agent
Jason Howell
REAL BROKER, LLC
List Price
$145,000
Sold Price
$151,000
Premium/Discount to List
$6,000
4.14%
Views
29

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
259.52%

Purchase Details

Closed on
May 16, 2024
Sold by
Whideman Kevin and Whideman Todd
Bought by
2541 Leeward Way Land Trust and Estateco Llc

Purchase Details

Closed on
Jun 1, 1987
Bought by
Whideman Esther M Heirs

Purchase Details

Closed on
Dec 1, 1983
Bought by
Whideman Esther M Heirs

Purchase Details

Closed on
Jan 1, 1977
Bought by
Whideman Esther M Heirs
Source: Public Records

Range of Values:

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Average Value
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List Price
Sold Price
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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Purchase History

Date Type Sale Price Title Company
Warranty Deed $290,000 Sunshine State Title
Warranty Deed $290,000 Sunshine State Title
Warranty Deed $151,000 None Listed On Document
Warranty Deed $151,000 None Listed On Document
Quit Claim Deed $100 None Listed On Document
Warranty Deed $54,500 --
Warranty Deed $60,000 --
Warranty Deed $36,100 --
Source: Public Records

Property History

Date Event Price Change Sq Ft Price
07/14/2025 07/14/25 Sold $290,000 0.0% $284 / Sq Ft
06/13/2025 06/13/25 Pending -- -- --
06/05/2025 06/05/25 For Sale $290,000 +92.1% $284 / Sq Ft
01/08/2025 01/08/25 Sold $151,000 +4.1% $148 / Sq Ft
12/12/2024 12/12/24 Pending -- -- --
12/10/2024 12/10/24 For Sale $145,000 -- $142 / Sq Ft
Source: Stellar MLS

Tax History Compared to Growth

Source: Public Records

Tax History

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2024 $2,497 $126,058 -- --
2023 $2,321 $114,598 $0 $0
2021 $1,873 $94,709 $0 $0
2020 $1,687 $121,170 $0 $0
2019 $1,589 $114,361 $0 $0
2018 $1,436 $99,061 $0 $0
2017 $1,284 $64,687 $0 $0
2016 $1,193 $73,057 $0 $0
2015 $901 $59,199 $0 $0
2014 $901 $48,600 $0 $0
Source: Public Records

Agents Affiliated with this Home

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Map

Source: Stellar MLS

MLS Number: O6315951

Stellar MLS

APN: 34-21-30-521-0000-1110