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Single family home for sale at 4708 Windwood Dr, Kissimmee, FL 34746 | MLS# O6451109 | Listing updated on 2026-10-25
Photo 1 of Single family home for sale at 4708 Windwood Dr, Kissimmee, FL 34746 | MLS# O6451109 | Listing updated on 2026-10-25
Photo 2 of Single family home for sale at 4708 Windwood Dr, Kissimmee, FL 34746 | MLS# O6451109 | Listing updated on 2026-10-25
Photo 3 of Single family home for sale at 4708 Windwood Dr, Kissimmee, FL 34746 | MLS# O6451109 | Listing updated on 2026-10-25
Photo 4 of Single family home for sale at 4708 Windwood Dr, Kissimmee, FL 34746 | MLS# O6451109 | Listing updated on 2026-10-25
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Street View

$359,900

Monthly Est:$1,791

  • Beds Icon3 Beds
  • Beds Icon
    2 Baths
  • Beds Icon1,657sqft

4708 Windwood Dr, Kissimmee, FL 34746

$1,791/moEst:

Get Pre-Approved

  • 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 pea
ce 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 Stellar MLS-FL as distributed by MLS GRID

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    1

  • County

    Osceola County

  • City

    Kissimmee

  • 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

DateEventPrice

10/19/2026

Source: mls_logoStellar MLS-FL #MFRO6451109

Listed for Sale

$359,900 +16416.75%

$217/sqft

08/12/2025

Source: mls_logoStellar MLS-FL as distributed by MLS GRID #MFRTB8398157

Sold

$2,179

$1/sqft

08/07/2025

Source: mls_logoStellar MLS-FL #MFRTB8398157

Pending

$2,179

$1/sqft

07/30/2025

Source: mls_logoStellar MLS-FL #MFRTB8398157

Price Decreased

$2,179 -4.81%

$1/sqft

07/23/2025

Source: mls_logoStellar MLS-FL #MFRTB8398157

Price Decreased

$2,289 -4.98%

$1/sqft

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Getting Around 4708 Windwood Dr

Bike Score®

Bike Score

Somewhat Bikeable

30/100

Walk Score®

Walk Score

Car-Dependent

24/100

Data provided by Redfin

Nearby Homes

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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