2535 LEEWARD WAY
Winter Park, FL 32792
$325,000
A rare opportunity in Windward Square! This spacious 3-bedroom, 2-bath home offers 1,783 square feet of living space and 2,107 total square feet, along with sought-after features that are hard to find: a covered carport, a bright sunroom with its own A/C, and a private outdoor space. Engineered hardwood floors run throughout, and the kitchen was updated in 2011. Major updates include plumbing and electrical improvements in 2011, a roof replaced in June 2022, a 2022 hot water heater, and an HVAC system installed in January 2019. The covered carport and an additional uncovered space provide parking for three vehicles. Washer and dryer convey; the dryer was replaced in 2026. Enjoy Windward Square amenities including two pools, tennis courts, a clubhouse, and a playground, plus remote gate access to SR 436. The HOA includes exterior lawn maintenance; owners maintain the area inside their small fence.
Listing Courtesy of: CHARLES RUTENBERG REALTY ORLANDO
407-622-2122
| Listing Id: | O6454266 |
|---|---|
| List Price: | $325,000 |
| Property Type: | Residential |
| Property Sub Type: | Townhouse |
| Status: | Active |
| Bedrooms Total: | 3 |
| Bathrooms Full: | 2 |
| Living Area: | 1,783 |
| Tax Annual Amount: | $513 |
| Lot Size Square Feet: | 4,510 |
| Lot Size Acres: | 0.1 |
| Waterfront?: | No |
| City: | Winter Park |
| County Or Parish: | Seminole |
| Subdivision Name: | Windward Square Sec 2 |
| Postal Code: | 32792 |
| Year Built: | 1977 |
| Additional Parcels?: | No |
| Appliances: | Dishwasher, Dryer, Range, Range Hood, Refrigerator, Washer |
| Association Fee: | $99 |
| Association Fee Frequency: | Monthly |
| Association Fee Includes: | Maintenance Structure |
| Bathrooms Total Integer: | 2 |
| Building Area Source: | Public Records |
| Building Area Total: | 2107 |
| Building Area Units: | Square Feet |
| Carport Spaces: | 3 |
| Carport?: | Yes |
| Direction Faces: | North |
| Foundation Details: | Slab |
| Construction Materials: | Wood Siding |
| Cooling: | Central Air |
| Directions: | From FL-426 W/Aloma Ave, Turn right onto Bear Gully Rd, Turn left to stay on Bear Gully Rd, At the traffic circle, continue straight to stay on Bear Gully Rd, Turn right onto Howell Branch Rd, Turn left onto Antilles Dr, Turn right onto Leeward Way |
| Elementary School: | Eastbrook Elementary |
| Exterior Features: | Storage |
| Flooring: | Hardwood |
| Furnished: | Unfurnished |
| Garage?: | No |
| Community Features: | Clubhouse, Playground, Pool, Tennis Court(s) |
| Heating: | Central |
| High School: | Lake Howell High |
| Interior Features: | Split Bedroom |
| Laundry Features: | Inside |
| Levels: | One |
| Listing Contract Date: | 2026-11-01 |
| Ownership: | Fee Simple |
| Living Area Source: | Public Records |
| Living Area Units: | Square Feet |
| Lot Features: | City Limits |
| Lot Size Acres: | 0.1 |
| Postal Code Plus4: | 1624 |
| Middle Or Junior School: | Tuskawilla Middle |
| MLS Area Major: | 32792 - Winter Park/Aloma |
| MLS Area Major: | 32792 - Winter Park/Aloma |
| Original List Price: | $325,000 |
| Parcel Number: | 34-21-30-521-0000-1140 |
| Parking Features: | Covered |
| Pets Allowed: | Yes |
| Township: | 21 |
| Road Surface Type: | Paved |
| Roof: | Shingle |
| Listing Terms: | Cash, Conventional, FHA, VA Loan |
| Tax Year: | 2025 |
| Senior Community?: | No |
| Sewer: | Public Sewer |
| Special Listing Conditions: | None |
| State Or Province: | FL |
| Association?: | Yes |
| Utilities: | Electricity Connected, Water Connected |
| Water Source: | None |
| Public Survey Range: | 30 |
| Public Survey Section: | 34 |
| Zoning: | RMF-13 |
| Possession: | Close Of Escrow |
| Window Features: | Skylight(s) |
| Home Warranty?: | No |
| Additional Lease Restrictions: | Must own for 3 years prior to renting out. See HOA Docs attached |
| Additional Rooms: | Inside Utility |
| Alternate Key Folio Num: | 21-30-34-521-0000-1140 |
| Association Approval Required Yn: | No |
| Association Email: | info@greatcommunities.com |
| Association Fee Requirement: | Required |
| Available For Lease Yn: | No |
| Building Area Total Srch Sq M: | 195.75 |
| Building Name Number: | 2535 |
| Calculated List Price By Calcula: | 182.28 |
| Cddyn: | No |
| Exist Lse Tenant Yn: | No |
| Flood Zone Code: | X |
| Flood Zone Date: | 2007-09-28 |
| Flood Zone Panel: | 12117C0260F |
| Green Verification Count: | 0 |
| Homestead Yn: | Yes |
| Lease Restrictions Yn: | Yes |
| Listing Exclusion Yn: | No |
| Living Area Meters: | 165.65 |
| Lot Size Square Meters: | 419 |
| Monthly Hoa Amount: | $99 |
| Num Of Own Years Prior To Lse: | 3 |
| Property Description: | End Unit |
| Realtor Info: | As-Is |
| Room Count: | 3 |
| Sdeo yn: | No |
| Total Acreage: | 0 to less than 1/4 |
| Total Annual Fees: | $1,186 |
| Total Monthly Fees: | $99 |
| Unit Number Yn: | No |
| Water Access Yn: | No |
| Water Extras Yn: | No |
| Water View: | No |
| Yrs Of Owner Prior To Leasing Re: | 1 |
| Association Name: | Specialty Management |
| Association Phone: | 407-647-2622 |
| Association 2 Yn: | 0 |
| Attribution Contact: | 407-622-2122 |
| Originating System Name : | Stellar MLS |
| Dock Yn: | No |
| In Law Suite Yn: | No |
| Green Energy Generation Yn: | No |
| Fireplace?: | No |
| Pool Private?: | No |
| New Construction?: | No |
| New Construction?: | No |
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Property Last Updated: November 02, 2026 02:40 AM - ET
