- Overview
- Description
- Property Details
- Location
- HOA Management
- Facts & Features
- Getting Around
- Nearby Homes





Street View
$359,900
Monthly Est:$1,791
3 Beds
- 2 Baths
2 full baths
1,657sqft
4708 Windwood Dr, Kissimmee, FL 34746
$359,900
$1,791/moEst:
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Single Family Residence
Built in 1992
$25/mo HOA
7,492 sqft lot
$217/sq.ft
Description
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) AND NEW A/C UNIT, (September 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.
- Houzeo last checked: 0 minutes ago
- Listing updated: October 25, 2026 at 12:06 am
- Listing Provided by: Ali Yche (407) 968-2328 , Abdul Aitboukil | SOUTHERN PRESTIGE REALTY INC (407) 614-3873
- Source: Stellar MLS-FL as distributed by MLS GRID | MLS#: O6451109

Property Details
Status
Active
Type
Single Family Residence
No. of Stories
1
County
City
Neighborhood
--
Year Built
1992
HOA Fees
$25/mo
Finished Area
1,657 sqft
Lot Size
7,492 sqft lot
Basement Area
- sqft
MLS Name
Stellar MLS
MLS Number
O6451109
MLS Status
Active
Days on Market
10
Cumulative Days on Market
5

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Location
HOA Management
Sentry Management/Rebecca Gray
HOA Fees
$300/ Annually
Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.
Facts & Features
Rooms
Bedrooms & bathrooms
Bedrooms: 3
Bathrooms: 2
Interior
Sewer
Public Sewer
Cooling
Central Air
Appliances
Dishwasher, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer
Flooring
Carpet, Luxury Vinyl, Tile
Interior Features
Kitchen/family Room Combo, Living Room/dining Room Combo, Open Floorplan
Exterior Features
Other
Heating
Central
Construction
Year Built
Year Built: 1992
Home type
Single Family Residence
Construction Materials
Block, Stucco
Roof
Shingle
Foundation Details
Slab
Utilities & Energy
Utilities
Bb/hs Internet Available, Cable Available, Electricity Connected, Sewer Connected, Water Connected
Laundry Features
In Garage
Pool Features
In Ground, Gunite
Water Source
Public
Other Features
Subdivision Name
Windward Cay Unit 1
Price History
| Date | Event | Price |
|---|---|---|
10/19/2026 Source: | Listed for Sale | $359,900 +16416.75% $217/sqft |
08/12/2025 Source: | Sold | $2,179 $1/sqft |
08/07/2025 Source: | Pending | $2,179 $1/sqft |
07/30/2025 Source: | Price Decreased | $2,179 -4.81% $1/sqft |
07/23/2025 Source: | Price Decreased | $2,289 -4.98% $1/sqft |
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Getting Around 4708 Windwood Dr
Bike Score®
Somewhat Bikeable
30/100
Walk Score®
Car-Dependent
24/100
Data provided by Redfin
Nearby Homes
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Based on information from Stellar MLS® through Oct 31, 2026, 02:15AM as submitted to and distributed by MLS GRID. All data is obtained from various sources and may not have been verified by the 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. IDX information is provided exclusively for consumers’ personal non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. 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. © 2026 Stellar MLS. All Rights Reserved.
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