4708 Windwood Dr
Kissimmee, FL 34746
For more information on this listing, contact us at: (352) 871-7333
Active
$359,900
4708 Windwood Dr Kissimmee, FL 34746
Single Family Home
Property Type
3
Beds
2
Baths
1,657
Sq. Ft.
1992
Year Built
Osceola
County
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 drive from Walt Disney World, Universal Studios, and SeaWorld, ensuring a premium lifestyle for residents and maximum occupancy for short-term guests.
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 drive from Walt Disney World, Universal Studios, and SeaWorld, ensuring a premium lifestyle for residents and maximum occupancy for short-term guests.
MLS #
O6451109
Monthly HOA
$25
On Site
3 Days
Last Updated
10/20/2026
Contact Agent
Angela Stewart
(352) 871-7333Property Details
Community Information
Address
4708 Windwood Dr, Kissimmee, FL 34746
County
Osceola
City
Kissimmee
Subdivision
Windward Cay Unit 1
Zip Code
34746
Architecture
Bedrooms
3
Bathrooms
2
Year Built
1992
Stories
1
Construction Materials
Block, Stucco
Flooring Types
Carpet, Luxury Vinyl, Tile
Roof
Shingle
Foundation
Slab
Garage Spaces
2
Features / Amenities
Interior Features
Kitchen/Family Room Combo, Living Room/Dining Room Combo, Open Floorplan
Appliances
Dishwasher, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer
Flooring
Carpet, Luxury Vinyl, Tile
Laundry
In Garage
Spa
In Ground
Furnished
Unfurnished
Pool
In Ground, Gunite
Spa
In Ground
Garage Spaces
2
Carport Spaces
0
Cooling
Central Air
Heating
Central
Air Conditioning
Central Air
Property Features
Lot Size
7,492 Sq. Ft. / 0.17 Acres
Lot Dimensions
75x100
View
Water
Water Access
Pond
Water View
Pond
Waterfront Feet
200
Lot #
7
Flood Zone
X
Utilities
BB/HS Internet Available, Cable Available, Electricity Connected, Sewer Connected, Water Connected
Sewer
Public Sewer
Water
Public
Road Surface
Paved
Zoning
OPUD
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.
Pets Allowed
Breed Restrictions, Cats OK, Dogs OK
Pet Restrictions
Please contact HOA for pets and deed restrictions. Thank you
Tax and Financial Info
Tax Year
2025
Tax Annual Amount
$5,658.63
Ownership
Fee Simple
Financing Available
Cash, Conventional, FHA, VA Loan
Financing Available
Cash, Conventional, FHA, VA Loan
Homestead
No
Total Annual Fees
$300
Average Monthly Fees
$25
Minimum Lease
1-7 Days
Association Fee
$300 (paid Annually)
HOA Payment Schedule
Annually
HOA / Community Association
Required
Rooms
| Size | Features | |
| Primary Bedroom | 12 X 15 | En Suite Bathroom |
| Bedroom 2 | 10 X 11 | |
| Bedroom 3 | 10 X 11 |
Mortgage Calculator
Your monthly payment will be
$0,000
Loan and interest only.
Purchase price
Down payment
Schools
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Listing provided courtesy of Southern Prestige Realty Inc (863-521-2067).
© 2026 My Florida Regional MLS DBA Stellar MLS. All rights reserved.
The data relating to real estate displayed on this website comes in part from the Internet Data Exchange (IDX) Program of My Florida Regional MLS DBA Stellar MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumers' personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Stellar MLS data last updated at October 22, 2026 2:45 AM EST.
The data relating to real estate displayed on this website comes in part from the Internet Data Exchange (IDX) Program of My Florida Regional MLS DBA Stellar MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumers' personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Stellar MLS data last updated at October 22, 2026 2:45 AM EST.
