Welcome Home in the heart of Winter Park! Fantastic single-level townhouse fully remodeled with 3 bedrooms and 2 bathrooms, featuring beautiful cathedral ceilings upon entry and modern upgrades throughout. This move-in ready property offers a brand-new 2026 roof, freshly painted interior and exterior, a beautifully renovated kitchen, and fully updated bathrooms with elegant quartz countertops. Featuring a newer A/C system and new water heater, this home provides extra peace of mind for the new owners. Situated on a spacious corner lot, this home is perfect for families seeking comfort, style, and convenience. Enjoy your own private fenced backyard, ideal for relaxing, entertaining, or pets. The community offers a low HOA with fantastic amenities including a swimming pool, tennis courts, and playground. Conveniently located just 8 miles from UCF with quick access to shopping, dining, entertainment, and major highways. A perfect blend of location, lifestyle, and value!
Sold for $299,000
$299,000
2529 Windward Way, Winter Park, FL 32792
3beds
1,105sqft
Townhouse
Built in 1977
3,760 Square Feet Lot
$298,700 Zestimate®
$271/sqft
$2,012 Estimated rent
Home value
$298,700
$284,000 - $314,000
$2,012/mo
Zestimate® history
Owner options
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$2,074/mo
Est. payment
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$2,074/mo
Est. payment
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List your homeWhat's special
Modern upgrades throughoutTennis courtsBeautifully renovated kitchenNew water heaterSpacious corner lotSingle-level townhousePrivate fenced backyard
Zillow last checked:
Listing updated:
Listed by:
Myriam Quintero 407-289-7608,
MY Q REALTY, LLC 407-289-7608
Bought with:
Nelia Perez Urdaneta, 3285571
MY REALTY GROUP, LLC.
Source: Stellar MLS,MLS#: S5150790
Originating MLS: Osceola
Originating MLS: Osceola
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: Walk-In Closet(s)
- Level: First
Primary bathroom
- Level: First
Bathroom 2
- Level: First
Great room
- Level: First
Kitchen
- Level: First
Heating
- Central
Cooling
- Central Air
Appliances
- Included: Dishwasher, Microwave, Range, Refrigerator
- Laundry: Laundry Closet
Features
- Cathedral Ceiling(s), Thermostat
- Flooring: Vinyl
- Doors: Sliding Doors
- Has fireplace: No
Interior area
- Total structure area: 1,171
- Total interior livable area: 1,105 sqft
Property
Parking
- Parking features: Assigned, Driveway, Parking Pad
- Has uncovered spaces: Yes
Features
- Levels: One
- Stories: 1
- Exterior features: Private Mailbox
Lot
- Size: 3,760 Square Feet
Details
- Parcel number: 34213051900000060
- Zoning: RMF-13
- Special conditions: None
Construction
Type & style
- Home type: Townhouse
- Property subtype: Townhouse
Materials
- Block, Stucco
- Foundation: Slab
- Roof: Membrane
Condition
- New construction: No
- Year built: 1977
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Public
Community & HOA
Community
- Features: Clubhouse, Playground, Pool, Tennis Court(s)
- Pet fee: $0 monthly
- Subdivision: WINDWARD SQUARE SEC 1
HOA
- Has HOA: Yes
- Services included: Community Pool, Maintenance Structure, Pool Maintenance
- HOA fee: $99 monthly
- HOA name: Specialty Management Company
- HOA phone: 407-647-2622
Location
- Region: Winter Park
Financial & listing details
- Price per square foot: $271/sqft
- Tax assessed value: $206,876
- Annual tax amount: $332
- Date on market: 5/28/2026
- Cumulative days on market: 5 days
- Listing terms: Cash,Conventional,VA Loan
- Ownership: Fee Simple
- Total actual rent: 0
- Road surface type: Concrete
Price history
| Date | Event | Price |
|---|---|---|
| 6/17/2026 | Sold | $299,000$271/sqft |
Source:  Stellar MLS #S5150790 Report a problem | ||
| 6/2/2026 | Pending sale | $299,000$271/sqft |
Source: Stellar MLS #S5150790 Report a problem | ||
| 5/28/2026 | Listed for sale | $299,000+63.4%$271/sqft |
Source: Stellar MLS #S5150790 Report a problem | ||
| 4/3/2026 | Sold | $183,000-12.4%$166/sqft |
Source: Stellar MLS #O6388076 Report a problem | ||
| 3/13/2026 | Pending sale | $209,000$189/sqft |
Source: Stellar MLS #O6388076 Report a problem | ||
| 3/9/2026 | Listed for sale | $209,000+134.8%$189/sqft |
Source: Stellar MLS #O6388076 Report a problem | ||
| 11/22/2009 | Listing removed | $89,000$81/sqft |
Source: Visual Tour #O4883973 Report a problem | ||
| 6/20/2009 | Listed for sale | $89,000+5.3%$81/sqft |
Source: Visual Tour #O4883973 Report a problem | ||
| 3/11/2009 | Sold | $84,500-5.1%$76/sqft |
Source: Stellar MLS #O4883973 Report a problem | ||
| 12/4/2008 | Listed for sale | $89,000+69.5%$81/sqft |
Source: Prudential Real Estate #O4883973 Report a problem | ||
| 12/7/1994 | Sold | $52,500$48/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $332 +9.4% | $56,740 +2.9% |
| 2024 | $304 +1.5% | $55,141 +3% |
| 2023 | $299 +2.5% | $53,535 +3% |
| 2022 | $292 -8.5% | $51,976 +3% |
| 2021 | $319 +2.2% | $50,462 +1.4% |
| 2020 | $312 +2.4% | $49,765 +2.3% |
| 2019 | $305 | $48,646 +1.9% |
| 2018 | $305 +2.2% | $47,739 +2.1% |
| 2017 | $298 +1.7% | $46,757 +1.4% |
| 2016 | $293 +0.1% | $46,116 +1.4% |
| 2015 | $293 | $45,477 +0.8% |
| 2014 | $293 +18.2% | $45,116 +1.5% |
| 2013 | $248 -7.5% | $44,449 -5.1% |
| 2012 | $268 -26.4% | $46,852 -16.9% |
| 2011 | $364 -17.4% | $56,358 -14.1% |
| 2010 | $440 -74.4% | $65,603 -28.9% |
| 2009 | $1,719 -18.5% | $92,241 -23.4% |
| 2008 | $2,108 -1.2% | $120,361 -3.1% |
| 2007 | $2,133 +1.5% | $124,185 +8.5% |
| 2006 | $2,101 +24.2% | $114,441 +26% |
| 2005 | $1,691 +10.7% | $90,794 +13.7% |
| 2004 | $1,528 +15.3% | $79,822 +16.8% |
| 2003 | $1,325 +4.1% | $68,350 +5.6% |
| 2002 | $1,273 +22% | $64,730 +22.3% |
| 2000 | $1,044 | $52,910 |
Find assessor info on the county website
Neighborhood: 32792
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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
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Estimated market value
$298,700
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
$298,700
- Florida
- Seminole County
- Winter Park
- 32792
- 2529 Windward Way
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