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 |
| Mls 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 |
| 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 Frequency: | Annually |
| Attached Garage?: | Yes |
| Bathrooms Total Integer: | 2 |
| Building Area Source: | Public Records |
| Building Area Total: | 2117 |
| Construction Materials: | Block, Stucco |
| Cooling: | Central Air |
| Cumulative Days On Market: | 0 |
| Direction Faces: | North |
| 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 |
| Foundation Details: | Slab |
| 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 Terms: | Cash, Conventional, FHA, VA Loan |
| Lot Size Dimensions: | 75x100 |
| MLS Area Major: | 34746 - Kissimmee (West of Town) |
| Original List Price: | $359,900 |
| Parcel Number: | 13-25-28-5469-0001-0070 |
| Pet Restrictions: | Please contact HOA for pets and deed restrictions. Thank you |
| Pets Allowed: | Breed Restrictions, Cats OK, Dogs OK |
| Pool Features: | In Ground, Gunite |
| Postal Code Plus4: | 5968 |
| Public Survey Range: | 28E |
| Public Survey Section: | 13 |
| Roof: | Shingle |
| Spa Features: | In Ground |
| Spa?: | Yes |
| Special Listing Conditions: | None |
| State Or Province: | FL |
| Tax Year: | 2025 |
| Township: | 34746 - Kissimmee (West Of Town) |
| Utilities: | BB/HS Internet Available, Cable Available, Electricity Connected, Sewer Connected, Water Connected |
| View: | Water |
| Waterfront Feet Total: | 200 |
| Water View: | Yes |
| Zoning: | OPUD |
| Water Source: | Public |
| Sewer: | Public Sewer |
| Association?: | Yes |
| Road Surface Type: | Paved |
| Building Area Units: | Square Feet |
| Ownership: | Fee Simple |
| Living Area Source: | Public Records |
| Living Area Units: | Square Feet |
| Lot Size Acres: | 0.17 |
| Stories Total: | 1 |
| Township: | 25S |
| 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 |
| Green Energy Generation Yn: | No |
| Listing Contract Date: | 2026-10-18 |
| Pool Private?: | Yes |
| 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 |
| Yrs Of Owner Prior To Leasing Re: | 0 |
| Zoning Compatible Yn: | Yes |
| Possession: | Close Of Escrow |
| Association Name: | Sentry Management/Rebecca Gray |
| Association Phone: | 407-846-6323 |
| Association 2 Yn: | 0 |
| Attribution Contact: | 8635212067 |
| Originating System Name : | Stellar MLS |
| Association Fee: | $300 |
| Dock Yn: | No |
| In Law Suite Yn: | No |
Mortgage Calculator
Copyright 2026 My Florida Regional MLS DBA Stellar MLS. All rights reserved. Information deemed reliable but is not guaranteed. The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of My Florida Regional MLS DBA Stellar MLS. Real estate listings held by brokerage firms other than the owner of this page include the name of the listing broker. Information provided is for consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. This site will be monitored for 'scraping' and any use of search facilities of data on the site other than by a consumer looking to purchase real estate is prohibited. Listing broker has attempted to offer accurate data, but buyers are advised to confirm all items. Information last updated on October 20, 2026 02:57 AM - ET
Based on information submitted to the MLS GRID as of October 20, 2026 02:57 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. Properties displayed may be listed or sold by various participants in the MLS. Some listings have been excluded from this website.
IDX information is provided exclusively for consumers’ personal noncommercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, that the data is deemed reliable but is not guaranteed by MLS GRID, and that the use of the MLS GRID Data may be subject to an end user license agreement prescribed by the Member Participant’s applicable MLS if any and as amended from time to time.
Property Last Updated: October 20, 2026 02:57 AM - ET






















































