Homes for Sale in Windsor Island Resort

The life you want to live is waiting for you at Windsor Island Resort.

Browse Homes for Sale in Windsor Island Resort!

View our hand picked listings available in the Windsor Island Resort community, just minutes from Orlando’s world-class attractions!

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Residential

DAVENPORT, Florida 33897

10Bedroom(s)
8Bathroom(s)
100Picture(s)
4,399Sqft
PRICE IMPROVEMENT! Seller has reduced the price by $46,000! Luxurious Ten-Bedroom Home at Windsor Island Resort, Minutes from Disney World! This stunning, fully furnished, professionally themed vacation home generated over $100,000 in gross rental income last year, with more than $87,000 in future bookings already secured (June 2026–June 2027).
$949,000
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Residential

DAVENPORT, Florida 33897

5Bedroom(s)
4Bathroom(s)
32Picture(s)
2,283Sqft
This luxurious 5-bedroom, 4.5-bathroom vacation home is located in Windsor Island Resort, one of Orlando’s top vacation communities with the highest occupancy rates. Built in 2023 and fully furnished and professionally decorated, this home is income-ready and already has confirmed bookings for 2025.
$540,000
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Residential

DAVENPORT, Florida 33897

10Bedroom(s)
8Bathroom(s)
57Picture(s)
4,399Sqft
Like a brand new house, 10 beds could sell with or without furniture, you can use the turnkey vacation home to generate great income, or design it as you wish. One of the best and most exciting vacation home communities situated near the major attractions of central Florida. This is a corner lot 10 bedroom, 8 bathroom single-family home features a private screened-in pool with spa.
$828,900
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Residential

DAVENPORT, Florida 33897

5Bedroom(s)
4Bathroom(s)
30Picture(s)
2,283Sqft
Welcome to Windsor Island Resort where everyday luxury meets vacation living! This immaculate 5-bedroom, 4.5-bath townhouse offers over 2,200 sq. ft. of thoughtfully designed living space and comes fully furnished, turnkey, and Airbnb-ready, ideal as a personal retreat or an investment property.
$610,000
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Residential

DAVENPORT, Florida 33897

8Bedroom(s)
6Bathroom(s)
73Picture(s)
4,036Sqft
TREMENDOUS PRICE REDUCTION!! LIVE VIRTUAL TOUR! Fully furnished pool home located in a desirable short-term rental resort community in the Kissimmee/Davenport area, offering an established history of guest use and rental activity. This property functions as a proven income-producing vacation rental asset within one of Central Florida’s most active tourism corridors.
$650,000
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Residential

DAVENPORT, Florida 33897

8Bedroom(s)
6Bathroom(s)
28Picture(s)
4,036Sqft
Welcome to your dream home in Davenport! This stunning, spacious residence offers 8 bedrooms and 6 bathrooms, providing ample room for a large family or someone who needs plenty space. The inviting layout combines comfort and elegance, with cozy living areas and a beautifully designed interior. Step outside to enjoy the private pool, perfect for relaxing or entertaining guests.
$910,000
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Residential

DAVENPORT, Florida 33897

5Bedroom(s)
5Bathroom(s)
51Picture(s)
2,622Sqft
Discover an incredible opportunity to own a like-new 5-bedroom vacation home in the highly sought-after Windsor Island Resort! This fully furnished, turn-key property is ready for rentals right now—no need to wait months for new construction! This stunning home boasts 5 bedrooms, 5.5 bathrooms, and over 2,500 sq. ft. of living space.
$644,900
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Residential

DAVENPORT, Florida 33897

8Bedroom(s)
6Bathroom(s)
65Picture(s)
4,025Sqft
Discover an outstanding opportunity in Windsor Island Resort, one of the most desirable vacation home communities near Disney! This beautifully furnished 8-bedroom, 6-bath residence offers an expansive open floor plan designed for both relaxation and entertaining. Step into a grand two-story foyer with a striking staircase leading upstairs.
$688,000
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Residential

DAVENPORT, Florida 33897

8Bedroom(s)
6Bathroom(s)
57Picture(s)
4,036Sqft
Imagine stepping into the ultimate vacation home, a place where every detail is designed for unforgettable family getaways and incredible returns. Welcome to 3520 Lavender Drive, a fully furnished, 8-bedroom, 6-bathroom oasis located in the heart of Windsor Island Resort. This isn't just a house; it's a turnkey investment property ready to impress.
$899,999
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Residential

DAVENPORT, Florida 33897

8Bedroom(s)
6Bathroom(s)
57Picture(s)
4,025Sqft
Discover the epitome of luxury in Windsor Island Resort, one of the premier vacation home communities near Disney! This fully furnished residence offers 8 spacious bedrooms and 6 elegant bathrooms, with a sprawling open floor plan that caters to both relaxation and entertaining.
$729,000
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Residential

DAVENPORT, Florida 33897

5Bedroom(s)
4Bathroom(s)
94Picture(s)
2,283Sqft
FULLY FURNISHED 5 BED / 4.5 BATH POOL HOME in WINDSOR ISLAND RESORT – Located in one of the most desirable GATED VACATION COMMUNITIES near Disney, this beautifully designed townhome sits on a PREMIUM LOT, just a short walk from the stunning resort-style clubhouse. With 2,283 SqFt under air, this light-filled home features an OPEN CONCEPT layout and a rare MAIN-FLOOR MASTER SUITE.
$463,000
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Residential

DAVENPORT, Florida 33897

10Bedroom(s)
8Bathroom(s)
20Picture(s)
4,399Sqft
Escape to your own private oasis just moments away from the magic of Disney at Windsor Island Resort. This exquisite vacation home offers the ultimate in luxury and convenience, boasting 10 bedrooms, 8 bathrooms, and an array of upscale amenities to accommodate even the largest of families or groups.
$980,000
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The Best Windsor Island Resort Homes for Sale

Windsor Island Resort is the perfect choice for your brand new vacation home or zoned short term rental. With a location that can’t be beat near Orlando’s world-class attractions, ample shopping, dining and entertainment, and resort-style amenities, Windsor Island Resort is bound to have everything you are looking for.  It’s located off Sand Mine Road in Davenport, FL, just minutes away from Interstate 4.

With the builder now delivering on their ambitious promises and rapid progress clear to see, this new opportunity is not to be overlooked. Designed with the features and benefits that owners and renters alike demand, Homes for Sale in Windsor Island Resort are a fantastic choice for people looking to own their new home.

If you’re looking for Windsor Island Resort Homes For Sale Then you have come to the right place.  We are the experts with over 11 years of successfully securing the best deals for our buyers. It’s time to buy at Windsor Island Resort, let’s get started.

Be sure to call or email today to receive information on these exceptionally priced homes.

How far is Windsor Island Resort to Disney World?

Windsor Island Resort is 11 miles from Walt Disney World in Orlando, FL. Take Highway 27 to Highway 192 East and you will end up at the park in no time. From this side, you can quickly enter the park near Disney’s Animal Kingdom and Disney’s Blizzard Beach Water Park.

How far is Windsor Island Resort to Universal Studios Orlando?

Universal Studios is on the other side of Greater Orlando, about 30 miles northeast of Windsor Island Resort. Take Highway 27 South to Interstate 4 North, exit S Kirkman Road.

How far is Windsor Island Resort to Orlando International Airport (MCO)?

Windsor Island Resort is approximately 37 miles southeast of Orlando International Airport (MCO)

What golf courses are near Windsor Island Resort?

There are several golf courses in the area, including Highlands Reserve Golf Club, Mystic Dunes Golf Club, and Orange Lake Golf.

How far is the beach from Windsor Island Resort?

Cocoa Beach is 84 miles east of Windsor Island Resort and Clearwater Beach is 88 miles west. You can take your pick depending on whether you want to visit the Atlantic coast or the Gulf of Mexico.

If you’re looking for Windsor Island Resort Homes For Sale Then you have come to the right place.  We are the experts with over 11 years of successfully securing the best deals for our buyers. It’s time to buy at Windsor Island Resort, let’s get started.

Be sure to call or email today to receive information on these exceptionally priced homes.

Speak to one of our Central Florida Real Estate Specialists Today!