$295,000
2302 Barbados Drive
Winter Park, FL 32792
Listing updated: September 15, 2026 at 9:07 AM ET
Listing courtesy of Keller Williams Realty At The Parks · George Freelove · MLS #O6440892 · Active · 407-629-4420Property type
Year built
Lot size
Price / sq ft
HOA dues
Days on market
Flood zone
About this home
Welcome to Windward Square, a desirable Winter Park community conveniently located near shopping, dining, entertainment and major roadways. This spacious end-unit home offers 2 bedrooms, 2 full bathrooms and approximately 1,544 square feet of living space, plus an enclosed 260-square-foot sunroom, providing nearly 1,800 square feet of usable living area. Originally designed as a 3-bedroom home, the third bedroom has been converted into a versatile flex room—ideal for a home office, den, hobby room or additional living space. The primary suite features a spacious walk-in closet with custom built-ins. Recent updates include a new roof in 2023, new flooring, fresh interior paint and more. As an end unit, the home provides additional privacy and a more open feel than interior units. The enclosed sunroom offers additional space for relaxing, entertaining or enjoying your morning coffee. Windward Square residents enjoy community amenities including a swimming pool and tennis courts. The convenient location provides easy access to Winter Park, Orlando and surrounding areas. Whether you’re looking for a primary residence or an investment opportunity, this move-in-ready home offers space, flexibility and an excellent Winter Park location.
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 history4 days on market
- Status: ActiveSep 11, 2026
- Listed$295,000Sep 11, 2026
- Price increased$295,000
Facts & features
- Property type
- Residential
- Sub type
- Townhouse
- Status
- Active
- Days on market
- 4
- Subdivision
- Windward Square Sec 3
- County
- Seminole
- Year built
- 1980
- Living area
- 1,544 sq ft
- Price/sq ft
- $191
- Building area
- 1,800 sq ft (Public Records)
- Lot size
- 4,024 sq ft
- Lot category
- 0 to less than 1/4
- Flood zone
- X (12117C0260F)
- Annual taxes
- $576 (2025)
- Parcel #
- 34-21-30-525-0000-3170
- Zoning
- RMF-13
- MLS #
- O6440892
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Interior Details
- Bedrooms
- 2
- Full bathrooms
- 2
- Flooring
- Laminate
- Appliances
- Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, Refrigerator
- Interior features
- Built-in Features
- Laundry
- Inside
- Stories / Levels
- One
- Direction faces
- West
Heating & Cooling
- Heating
- Electric
- Cooling
- Central Air
Parking
- Parking features
- Assigned
HOA & Financial
- HOA fee
- $99 / Monthly
- Monthly HOA
- $99/mo
- Total monthly fees
- $99/mo
- Total annual fees
- $1,186
- HOA name
- Nicholas Pacheco
- CDD
- No
- Homestead exemption
- Yes
- Min lease term
- 6 Months
- Listing terms
- Cash, Conventional, FHA, VA Loan
- Ownership
- Fee Simple
- Available for lease
- Yes
- Lease restrictions
- Yes
- Additional lease restrictions
- Owner must own the property for a minimum of 3 years before leasing.
Exterior & Construction
- Construction materials
- Block, Stucco
- Roof
- Membrane
- Foundation
- Slab
- Road surface
- Asphalt
Utilities
- Sewer
- Public Sewer
- Water source
- Public
- Utilities
- Electricity 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 |
|---|---|---|
| Living Room | First | 13x17 |
| Dinette | First | 6x9 |
| Kitchen | First | 9x8 |
| Library | First | 5x9 |
| Primary Bedroom | First | 12x15 |
| Bathroom 2 | First | 10x12 |
| Office | First | 9x7 |
| Florida Room | First | 25x8 |
Listing Details
- Listing date
- 2026-09-11
- On market date
- 2026-09-11
- Original list price
- $295,000
- Occupant type
- Vacant
- MLS area
- 32792 - Winter Park/Aloma
- Listing AOR
- Orlando Regional
- Status changed
- 2026-09-11
- Tax legal description
- LOT 317 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
Take 436 to Howell Branch Road turn east, go about 1500 feet and Winward Square is on the right, take the fist entrance on to Barbados go keep straight past the pool and clubhouse to 2302 Barbados which is on the left.
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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 15, 2026 at 9:07 AM 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.
All or a portion of the multiple listing information is provided by Stellar MLS, from a copyrighted compilation of listings. The compilation of listings and each individual listing are © 2026 Stellar MLS. All rights reserved.
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