Well Maintained 5BD/5BA - WINDSOR HILLS PH 3, KISSIMMEE
Open Concept - WINDSOR HILLS PH 3, KISSIMMEE
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Solid Surface Countertops - WINDSOR HILLS PH 3, KISSIMMEE
A variety of dining options - WINDSOR HILLS PH 3, KISSIMMEE
Open Concept Dining Room - WINDSOR HILLS PH 3, KISSIMMEE
Breakfast Bar and Upgraded Cabinets - WINDSOR HILLS PH 3, KISSIMMEE
Stainless Steel Appliances - WINDSOR HILLS PH 3, KISSIMMEE
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Many Dining Options - WINDSOR HILLS PH 3, KISSIMMEE
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Breakfast Nook - WINDSOR HILLS PH 3, KISSIMMEE
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First Floor Primary Bedroom 1 - WINDSOR HILLS PH 3, KISSIMMEE
First Floor Primary Bath 1 - WINDSOR HILLS PH 3, KISSIMMEE
En Suite - WINDSOR HILLS PH 3, KISSIMMEE
First Floor Primary Bed 2 - WINDSOR HILLS PH 3, KISSIMMEE
First Floor Bedroom 3 - WINDSOR HILLS PH 3, KISSIMMEE
First Floor Primary Bath 2 - WINDSOR HILLS PH 3, KISSIMMEE
Second Floor Mickey Room - WINDSOR HILLS PH 3, KISSIMMEE
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Mickey Full Bath En Suite - WINDSOR HILLS PH 3, KISSIMMEE
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Finding Nemo 2nd Floor Hall Bath - WINDSOR HILLS PH 3, KISSIMMEE
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Game Room - WINDSOR HILLS PH 3, KISSIMMEE
Many Vacationer Supplies Included - WINDSOR HILLS PH 3, KISSIMMEE
Updated Wood Laminate Stairway - WINDSOR HILLS PH 3, KISSIMMEE
2 Story Front Entry - WINDSOR HILLS PH 3, KISSIMMEE
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Heated Pool and Spa - WINDSOR HILLS PH 3, KISSIMMEE
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63 photos

$609,000

WINDSOR HILLS PH 3
KISSIMMEE, FL 34747
Listed by Mark Breymeier
Bedrooms
5
Bathrooms
5
Living area
2,297 sqft
Year built
2006

About this home

This beautifully maintained 5-bedroom, 5-bath home in the 5-Star Windsor Hills Resort is an income-producing short-term vacation rental located just minutes from Walt Disney World. Highly sought after for its open floorplan, this property features the resort’s most desirable 5-bedroom layout, offering exceptional flow and comfort for large families and vacationing groups. The home immediately stands out thanks to extensive mechanical and interior upgrades, including a 2022 roof with 30-year architectural shingles, a 2023 saltwater pool system that is both low-cost and low-maintenance, a 2023 WiFi-controlled pool heater, a brand-new 2026 water heater with WiFi capability, new toilets added in 2026, and dual HVAC systems with major components replaced in 2016 and newer coils added within the last two years. Nest thermostats enhance efficiency, while upgraded bath vanities with solid-surface counters and wood-laminate hickory flooring in all bedrooms elevate the home’s interior appeal, durability, and rental desirability. For investors, the seller is willing to transfer any future bookings, allowing for immediate income continuity. Inside, the open main level features a spacious main dining area, a separate breakfast room, kitchen bar seating, granite countertops, stainless steel appliances, and a large living area ideal for gathering. Two first-floor ensuite bedrooms and an additional queen bedroom with adjacent bath provide convenient main-level living, while the second floor offers two Disney-themed junior suites, each with its own bathroom—an instant favorite among vacationing families. The converted garage game room with air hockey and pool tables adds to the home’s strong guest appeal. Outside, the screened lanai features a private heated saltwater pool and spa surrounded by privacy screening and a mature hedge, creating a secluded retreat perfect for relaxing after a day at the parks. Windsor Hills Resort remains one of Central Florida’s most desirable vacation rental communities, offering a clubhouse with lagoon-style pool, tennis courts, racquetball court, basketball court, marketplace, theater, game room, and fitness center, along with playgrounds, putting greens, and 24-hour guarded security. It is a prime vacation location due to its proximity to Disney, making this home an exceptional opportunity for buyers seeking a reliable, well-maintained, income-generating vacation property.

Highlights

Private pool

Property details

MLS
Stellar MLS
MLS #
MFRO6413930
Property type
Single Family Residence
Subdivision
WINDSOR HILLS PH 3
Status
Active
Days on market
80
On market date
June 11, 2026
Stories
N/A
Total bathrooms
5
Garage spaces
N/A
Parking spaces
N/A
Lot size
0.14 acres

Market position

How this listing compares to current activity in KISSIMMEE, from live MLS data.

On the market 80 days -- 21 fewer days than KISSIMMEE's current average of 101 days.
For reference, the median list price across 5,310 active listings in KISSIMMEE right now is $315,000.

Mortgage calculator

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Est. monthly payment
$3,817/mo
$121,800 down
$487,200 loan
Principal & interest$3,160
Property tax (est.)$508
Home insurance (est.)$150

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Data source: Listing information provided by Stellar MLS (mfrmls) via Trestle/CoreLogic. Last updated September 2, 2026.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.