$325,000
2535 Leeward WayWinter Park, FL 32792
Listing updated: November 2, 2026 at 1:44 PM ET
Listing courtesy of Charles Rutenberg Realty Orlando · Angela Amy · MLS #O6454266 · Active · 407-622-2122Property type
Year built
Lot size
Price / sq ft
HOA dues
Day on market
Flood zone
About this home
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.
Estimated monthly payment
Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.
Price & listing history1 days on market
- Status: ActiveNov 1, 2026
- Listed$325,000Nov 1, 2026
Property Documents
Documents the listing agent has made public for this property. Free to view and download.
Facts & features
- Property type
- Residential
- Sub type
- Townhouse
- Status
- Active
- Days on market
- 1
- Subdivision
- Windward Square Sec 2
- County
- Seminole
- Year built
- 1977
- Living area
- 1,783 sq ft
- Price/sq ft
- $182
- Building area
- 2,107 sq ft (Public Records)
- Lot size
- 4,510 sq ft
- Lot category
- 0 to less than 1/4
- Flood zone
- X (12117C0260F)
- Annual taxes
- $513 (2025)
- Parcel #
- 34-21-30-521-0000-1140
- Zoning
- RMF-13
- MLS #
- O6454266
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Interior Details
- Bedrooms
- 3
- Full bathrooms
- 2
- Flooring
- Hardwood
- Appliances
- Dishwasher, Dryer, Range, Range Hood, Refrigerator, Washer
- Interior features
- Split Bedroom
- Laundry
- Inside
- Stories / Levels
- One
- Direction faces
- North
Heating & Cooling
- Heating
- Central
- Cooling
- Central Air
Parking
- Garage spaces
- 0
- Parking features
- Covered
- Carport
- Yes
HOA & Financial
- HOA fee
- $99 / Monthly
- Monthly HOA
- $99/mo
- Total monthly fees
- $99/mo
- Total annual fees
- $1,186
- HOA name
- Specialty Management
- CDD
- No
- Homestead exemption
- Yes
- Listing terms
- Cash, Conventional, FHA, VA Loan
- Ownership
- Fee Simple
- Available for lease
- No
- Lease restrictions
- Yes
- Additional lease restrictions
- Must own for 3 years prior to renting out. See HOA Docs attached
Exterior & Construction
- Exterior features
- Storage
- Construction materials
- Wood Siding
- Roof
- Shingle
- Foundation
- Slab
- Road surface
- Paved
Utilities
- Sewer
- Public Sewer
- Water source
- None
- Utilities
- Electricity Connected, Water Connected
Community
- Pets allowed
- Yes
Schools
Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.
Room Details
| Room | Level | Dimensions |
|---|---|---|
| Kitchen | First | 10x15 |
| Living Room | First | 20x16 |
| Primary Bedroom | First | 15x15 |
Listing Details
- Listing date
- 2026-11-01
- On market date
- 2026-11-01
- Original list price
- $325,000
- Occupant type
- Owner
- MLS area
- 32792 - Winter Park/Aloma
- Listing AOR
- Orlando Regional
- Status changed
- 2026-11-01
- Tax legal description
- LOT 114 WINDWARD SQUARE SEC 2 PB 20 PGS 34 & 35
Flood risk
Minimal-risk area outside the mapped floodplain. Flood insurance is optional and typically low-cost.
Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.
Location
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
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Listing provided by Stellar MLS
Listings courtesy of Stellar MLS as distributed by MLS GRID
IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Based on information submitted to the MLS GRID as of November 2, 2026 at 1:44 PM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
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