


$299,990
2275 Island Run
Winter Park, FL 32792
Listing updated: September 7, 2026 at 1:56 PM ET
Property type
Year built
Lot size
Price / sq ft
HOA dues
Days on market
Flood zone
About this home
Great opportunity in the established Windward Square community of Winter Park! This END-UNIT home offers 3 bedrooms, 2 full bathrooms and approximately 1,467 square feet of living space, with added privacy and plenty of potential. ROOF REPLACED IN 2017! The home is ready for some TLC and personal updates, giving the next owner the opportunity to renovate and make it their own. The spacious living and dining areas gives a functional layout, while the large screened porch provides additional space to relax, entertain, and enjoy Florida living. Being located at the end provides additional privacy and a more open feel compared with interior units. The community offers amenities including a swimming pool and tennis courts. Conveniently located near shopping, dining and major roadways, with easy access to Winter Park, Orlando and surrounding areas. Whether you’re looking for a primary residence or an investment opportunity, this property offers great potential and an excellent opportunity to add value through your own improvements. Bring your vision and make this home your own!
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 history0 days on market
- Status: ActiveSep 7, 2026
- Listed$299,990Sep 7, 2026
- Price increased$299,990
Facts & features
- Property type
- Residential
- Sub type
- Townhouse
- Status
- Active
- Days on market
- 0
- Subdivision
- Windward Square Sec 3
- County
- Seminole
- Year built
- 1980
- Living area
- 1,467 sq ft
- Price/sq ft
- $204
- Building area
- 1,787 sq ft (Public Records)
- Lot size
- 4,533 sq ft
- Lot category
- 0 to less than 1/4
- Flood zone
- X (12117C0260F)
- Annual taxes
- $4,730 (2025)
- Parcel #
- 34-21-30-525-0000-3030
- Zoning
- RMF-13
- MLS #
- O6439848
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Interior Details
- Bedrooms
- 3
- Full bathrooms
- 2
- Flooring
- Tile
- Appliances
- Convection Oven, Dishwasher, Electric Water Heater, Microwave, Refrigerator
- Interior features
- High Ceilings, Walk-In Closet(s)
- Laundry
- Laundry Closet
- Stories / Levels
- One
- Direction faces
- South
Heating & Cooling
- Heating
- Central
- Cooling
- Central Air
HOA & Financial
- HOA fee
- $85 / Monthly
- Monthly HOA
- $85/mo
- Total monthly fees
- $85/mo
- Total annual fees
- $1,020
- HOA name
- winter park
- CDD
- No
- Min lease term
- 8-12 Months
- Ownership
- Fee Simple
- Available for lease
- Yes
- Lease restrictions
- No
- Additional lease restrictions
- please verity all restrictions with HOA.
Exterior & Construction
- Exterior features
- Other
- Construction materials
- Stucco
- Roof
- Shingle
- Foundation
- Slab
- Road surface
- Concrete
Utilities
- Sewer
- Public Sewer
- Water source
- Public
- Utilities
- Electricity Available, Water Available
Community
- Pets allowed
- No
Room Details
| Room | Level | Dimensions |
|---|---|---|
| Bedroom 2 | First | 11x13 |
| Bedroom 3 | First | 12x15 |
| Dining Room | First | 11x12 |
| Kitchen | First | 4x11 |
| Living Room | First | 15x21 |
| Primary Bedroom | First | 12x14 |
Listing Details
- Listing date
- 2026-09-07
- On market date
- 2026-09-07
- Original list price
- $299,990
- Occupant type
- Vacant
- MLS area
- 32792 - Winter Park/Aloma
- Listing AOR
- Orlando Regional
- Status changed
- 2026-09-07
- Tax legal description
- LOT 303 WINDWARD SQUARE SEC 3 PB 22 PGS 28 & 29
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
one side Gates are not open, please go from Howell Branch run and follow the GPS.
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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 September 7, 2026 at 1:56 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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