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4708 WINDWOOD DRIVE
Kissimmee, FL 34746
$359,900
Virtually Staged. Whether you are searching for a sun-drenched primary residence to raise your family or a high-performing asset for your real estate portfolio, this charming, move-in-ready pool home with 3bedrooms/2bathrooms/2car garage, delivers the best of both worlds.
Nestled in the established and quiet community of Windward Cay, this property offers the ultimate blend of peace, privacy, and unbeatable proximity to Orlando’s world-class attractions. Tucked away just off US-192, you will enjoy a quiet neighborhood feel paired with prime Central Florida convenience. Best of all, a brand-new roof (October 2026) gives you immediate peace of mind.
The home features a central, open-concept kitchen effortlessly connects the formal dining and living rooms on one side to a cozy family room and breakfast dinette on the other ;The spacious primary suite is positioned completely separate from the guest bedrooms for maximum privacy ; the home showcases a blend of low-maintenance ceramic tile in wet areas, cozy Berber carpet in the guest bedrooms, and durable luxury vinyl plank flooring throughout the main living areas and primary suite. The family room opens up to a fully screened, in-ground swimming pool and a securely fenced backyard—providing a private haven for pets, and the perfect setup for year-round entertaining and weekend barbecues. It is perfect as a primary residence, a seasonal getaway, or a high-demand, income-producing vacation home and only minutes from local schools, championship golf courses, premier shopping, dining, and major highways. You are just a short ...
Listing Courtesy of: SOUTHERN PRESTIGE REALTY INC
863-521-2067
| Listing Id: | O6451109 |
|---|---|
| List Price: | $359,900 |
| Property Type: | Residential |
| Property Sub Type: | Single Family Residence |
| Status: | Active |
| Bedrooms Total: | 3 |
| Bathrooms Full: | 2 |
| Living Area: | 1,657 |
| Tax Annual Amount: | $5,659 |
| Lot Size Square Feet: | 7,492 |
| Lot Size Acres: | 0.17 |
| Waterfront?: | No |
| City: | Kissimmee |
| County Or Parish: | Osceola |
| Subdivision Name: | Windward Cay Unit 1 |
| Postal Code: | 34746 |
| Year Built: | 1992 |
| Appliances: | Dishwasher, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer |
| Association Fee: | $300 |
| Association Fee Frequency: | Annually |
| Attached Garage?: | Yes |
| Bathrooms Total Integer: | 2 |
| Building Area Source: | Public Records |
| Building Area Total: | 2117 |
| Building Area Units: | Square Feet |
| Direction Faces: | North |
| Foundation Details: | Slab |
| Construction Materials: | Block, Stucco |
| Cooling: | Central Air |
| Directions: | From 192 East and Four Winds Blvd: Head East on US-192 toward Four Winds Boulevard. Turn Right onto Four Winds Boulevard, Turn Right into the Windwood Cay community and then turn Left onto Windwood Drive. |
| Exterior Features: | Other |
| Flooring: | Carpet, Luxury Vinyl, Tile |
| Furnished: | Unfurnished |
| Garage Spaces: | 2 |
| Garage?: | Yes |
| Heating: | Central |
| Interior Features: | Kitchen/Family Room Combo, Living Room/Dining Room Combo, Open Floorplan |
| Laundry Features: | In Garage |
| Levels: | One |
| Listing Contract Date: | 2026-10-18 |
| Ownership: | Fee Simple |
| Living Area Source: | Public Records |
| Living Area Units: | Square Feet |
| Lot Size Acres: | 0.17 |
| Lot Size Dimensions: | 75x100 |
| Postal Code Plus4: | 5968 |
| MLS Area Major: | 34746 - Kissimmee (West Of Town) |
| MLS Area Major: | 34746 - Kissimmee (West of Town) |
| Original List Price: | $359,900 |
| Parcel Number: | 13-25-28-5469-0001-0070 |
| Pets Allowed: | Breed Restrictions, Cats OK, Dogs OK |
| Pool Features: | In Ground, Gunite |
| Stories Total: | 1 |
| Township: | 25S |
| Road Surface Type: | Paved |
| Roof: | Shingle |
| Listing Terms: | Cash, Conventional, FHA, VA Loan |
| Tax Year: | 2025 |
| Sewer: | Public Sewer |
| Special Listing Conditions: | None |
| State Or Province: | FL |
| Association?: | Yes |
| Utilities: | BB/HS Internet Available, Cable Available, Electricity Connected, Sewer Connected, Water Connected |
| View: | Water |
| Water Source: | Public |
| Public Survey Range: | 28E |
| Public Survey Section: | 13 |
| Zoning: | OPUD |
| Possession: | Close Of Escrow |
| Spa Features: | In Ground |
| Spa?: | Yes |
| Alternate Key Folio Num: | 132528546900010070 |
| Association Approval Required Yn: | No |
| Association Email: | RGRAY@SENTRYMGT.COM |
| Association Fee Requirement: | Required |
| Association Url: | http://sentrymgt.com/ |
| Available For Lease Yn: | Yes |
| Building Area Total Srch Sq M: | 196.68 |
| Calculated List Price By Calcula: | 217.20 |
| Cddyn: | No |
| Exist Lse Tenant Yn: | No |
| Flood Zone Code: | X |
| Flood Zone Date: | 2013-06-18 |
| Flood Zone Panel: | 12097C0065G |
| Green Verification Count: | 0 |
| Homestead Yn: | No |
| Lease Restrictions Yn: | No |
| Listing Exclusion Yn: | No |
| Living Area Meters: | 153.94 |
| Lot Size Square Meters: | 696 |
| Minimum Lease: | 1-7 Days |
| Monthly Hoa Amount: | $25 |
| Pet Restrictions: | Please contact HOA for pets and deed restrictions. Thank you |
| Room Count: | 6 |
| Sdeo yn: | No |
| Total Acreage: | 0 to less than 1/4 |
| Total Annual Fees: | $300 |
| Total Monthly Fees: | $25 |
| Unit Number Yn: | No |
| Water Access: | Pond |
| Water Access Yn: | Yes |
| Water Extras Yn: | No |
| Water Frontage Feet Pond: | 200 |
| Waterfront Feet Total: | 200 |
| Water View: | Yes |
| Yrs Of Owner Prior To Leasing Re: | 0 |
| Zoning Compatible Yn: | Yes |
| Association Name: | Sentry Management/Rebecca Gray |
| Association Phone: | 407-846-6323 |
| Association 2 Yn: | 0 |
| Attribution Contact: | 8635212067 |
| Originating System Name : | Stellar MLS |
| Dock Yn: | No |
| In Law Suite Yn: | No |
| Green Energy Generation Yn: | No |
| Pool Private?: | Yes |
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Property Last Updated: October 20, 2026 06:25 AM - ET
