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

5Bedroom(s)
4Bathroom(s)
53Picture(s)
2,293Sqft
Price to Sell!!Welcome to this exceptional 5-bedroom, 4.5-bath townhome in the popular Windsor Island Resort, one of the most sought-after vacation destinations near Disney World! Professionally decorated and fully furnished, this luxurious property is turn-key ready, offering the perfect retreat for vacationers or a prime opportunity for short-term rental income.
$489,000

Residential

DAVENPORT, Florida 33897

5Bedroom(s)
4Bathroom(s)
43Picture(s)
2,504Sqft
Turnkey 5-Bedroom Pool Home in Windsor Island Resort — No Rear Neighbors & Close to Clubhouse! Welcome to this like-new, fully furnished 5-bedroom, 4-bath vacation home built in 2020 and located in the highly sought-after Windsor Island Resort — one of Central Florida’s premier resort communities just minutes from Orlando’s world-famous theme parks.
$609,000

Residential

DAVENPORT, Florida 33897

6Bedroom(s)
4Bathroom(s)
63Picture(s)
3,113Sqft
Welcome to your dream vacation home in the highly sought-after Windsor Island Resort! This stunning turn-key 6-bedroom, 5-bathroom residence offers an unparalleled blend of luxury, entertainment, and investment potential—making it one of the best options on the market today.
$596,000

Residential

DAVENPORT, Florida 33897

10Bedroom(s)
8Bathroom(s)
100Picture(s)
4,399Sqft
Beautiful 10-bedroom, 8-bath single-family home located in the highly desirable Windsor Island Resort. Built in 2023, this fully furnished vacation home offers 4,399 sq ft of living space and 5,262 sq ft under roof, featuring an open-concept layout and a private screened pool. Ideal for short-term rental or second-home use.
$949,000

Residential

DAVENPORT, Florida 33897

9Bedroom(s)
6Bathroom(s)
56Picture(s)
4,399Sqft
Discover this stunning, fully furnished 9-bedroom, 6-bathroom vacation home located in one of Central Florida’s most sought-after short-term rental communities — Windsor Island Resort. The backyard faces a dry pond, offering added privacy and peaceful open views.
$749,000

Residential

DAVENPORT, Florida 33897

5Bedroom(s)
4Bathroom(s)
84Picture(s)
2,283Sqft
Not all townhomes are created equal — and this one proves it. As a premium end unit, this 5-bedroom Windsor Island Resort home enjoys extra natural light, enhanced privacy, and a west-facing heated pool perfectly positioned to catch golden afternoon sun and spectacular evening skies.
$499,000

Residential

DAVENPORT, Florida 33897

5Bedroom(s)
4Bathroom(s)
44Picture(s)
2,355Sqft
***Price Reduced***Welcome to this fully furnished 5-bedroom, 4-bath townhome located in the highly desirable Windsor Island Resort, a community zoned exclusively for short-term rental use. The open-concept floor plan features a spacious kitchen with ample cabinetry and counter space, flowing seamlessly into the dining and living areas—perfect for accommodating vacation guests.
$469,999

Residential

DAVENPORT, Florida 33897

6Bedroom(s)
4Bathroom(s)
66Picture(s)
3,117Sqft
This is the one investors wait for — a proven, high-occupancy vacation home in Windsor Island Resort with professionally themed rooms, a sun-drenched south-facing pool, and a price that makes the decision easy. The 6-bedroom, 4.
$596,000

Residential

DAVENPORT, Florida 33897

10Bedroom(s)
8Bathroom(s)
94Picture(s)
4,399Sqft
Welcome to Windsor Island Resort, situated in a desirable area of Davenport, close enough for day trips to nearby attractions yet tucked away for tranquility. This stunning and thoughtfully designed home 10-bedroom, 8-bathroom sanctuary sleeps up to 23 guests comfortably, offering both space and privacy for everyone. Ideal for large families, multi-family vacations, or group getaways.
$988,900

Residential

DAVENPORT, Florida 33897

5Bedroom(s)
4Bathroom(s)
37Picture(s)
2,283Sqft
Welcome to this beautifully remodeled and fully furnished 5-bedroom, 4.5-bathroom townhome in the highly sought-after Windsor Island Resort—one of Central Florida’s top destinations for vacation rentals.
$544,900

Residential

DAVENPORT, Florida 33897

6Bedroom(s)
4Bathroom(s)
47Picture(s)
3,113Sqft
Modern Elegance Meets Resort Living at Windsor Island Welcome to the ultimate blend of style, space, and resort-style living—perfectly situated in the sought-after Windsor Island Resort community. Look No Further! Soon To Be Yours, This Stunning High-Occupancy-Performing Florida Vacation Investment Getaway Home offers unmatched value and versatility.
$582,900

Residential

DAVENPORT, Florida 33897

8Bedroom(s)
6Bathroom(s)
54Picture(s)
4,025Sqft
Escape to luxury in this immaculate Windsor Island Resort home in Davenport, Florida. This 8-bedroom, 6-bathroom residence offers a full sun, south-facing pool, and an open, airy floor plan perfect for vacation living, multigenerational guests, or a lucrative rental opportunity.
$825,000
122 Results returned.Per Page

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!