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!

Sort Option
  • Date Added
  • Price
  • Sq Ft
  • Bedrooms
  • Bathrooms
Grid
List
More Details

Residential

DAVENPORT, Florida 33897

5Bedroom(s)
4Bathroom(s)
70Picture(s)
2,293Sqft
Welcome to this beautifully appointed 5-bedroom, 4.5-bathroom luxury townhome in the highly desirable 24-hour guard-gated Windsor Island Resort in Davenport, Florida.
$459,900
More Details

Residential

DAVENPORT, Florida 33897

10Bedroom(s)
8Bathroom(s)
76Picture(s)
4,399Sqft
For buyers seeking a short-term rental investment designed around the guest experience, 2127 Lelani Circle is a fully furnished, turnkey property in the amenity-rich Windsor Island Resort, offering 4,399 sq. ft. with 10 bedrooms and 8 bathrooms.
$849,900
More Details

Residential

DAVENPORT, Florida 33897

5Bedroom(s)
4Bathroom(s)
64Picture(s)
2,293Sqft
Welcome to this fully furnished short-term rental investment property located in Windsor Island Resort. This spacious 5-bedroom, 4-bathroom townhome is thoughtfully designed for both personal enjoyment and strong income-producing potential.
$420,000
More Details

Residential

DAVENPORT, Florida 33897

6Bedroom(s)
4Bathroom(s)
46Picture(s)
3,108Sqft
Welcome to this spectacular 6-bedroom vacation home in the highly sought-after Windsor Island Resort, offering privacy with no rear neighbors, beautiful open views, and exceptional resort-style living. Fully furnished and ready to enjoy, this home features a heated private pool, spacious loft, and an open-concept floor plan designed for both entertaining and relaxing.
$565,000
More Details

Residential

DAVENPORT, Florida 33897

7Bedroom(s)
5Bathroom(s)
60Picture(s)
3,234Sqft
LUXURY VACATION HOME | PRIVATE POOL & SPA | WINDSOR ISLAND RESORT Welcome to 3325 Lilac Way, a stunning 7-bedroom, 5.5-bathroom pool home in the highly sought-after Windsor Island Resort in Davenport. Offering over 3,200 square feet of beautifully designed living space, this spacious home is ideal for a vacation retreat, investment property, or large family getaways.
$740,000
More Details

Residential

DAVENPORT, Florida 33897

10Bedroom(s)
8Bathroom(s)
87Picture(s)
4,399Sqft
Welcome to 3028 Mahalo Dr in the highly desirable Windsor Island Resort! This impressive vacation home offers an exceptional combination of space, comfort, and investment potential, featuring 10 bedrooms, 8 bathrooms, and approximately 4,399 sq. ft. of living space. Designed for entertaining and accommodating large groups, the home features a private pool and spacious living areas.
$879,000
More Details

Residential

DAVENPORT, Florida 33897

5Bedroom(s)
4Bathroom(s)
53Picture(s)
2,504Sqft
An Absolute MUST SEE!! This SPACIOUS 5 Bedroom 4 FULL Bath Private Pool Home is being offered FULLY FURNISHED! SUCCESSFUL VACATION RENTAL PROPERTY with over $60,000+ in Rental Income this year & $30,000 already in future bookings for 2027 that can convey to next owner if desired, great for a 1031 exchange to immediately start cash flow income! Located in the beautiful upscale gated community
$588,900
More Details

Residential

DAVENPORT, Florida 33897

10Bedroom(s)
8Bathroom(s)
54Picture(s)
4,399Sqft
Unbeatable location! This is the closest 10-bedroom home to the resort-style clubhouse in Windsor Island Resort—just a 3-minute walk away! Truly the best spot in the entire community, offering unmatched convenience for guests and exceptional rental appeal. This beautifully upgraded and fully furnished 10-bedroom, 8-bathroom pool home is a rare find.
$925,000
More Details

Residential

DAVENPORT, Florida 33897

10Bedroom(s)
8Bathroom(s)
46Picture(s)
4,399Sqft
Welcome to a 10-Bedroom vacation short-term rental pool home is located just 15 minutes from Disney and is the perfect destination for a magical getaway.11 theme bedrooms and garage with perfect decor. The home features a private pool and jacuzzi, movie theater room, game room, bedrooms with themes and lighting. Solar panels including to save the energy.
$870,000
More Details

Residential

DAVENPORT, Florida 33897

5Bedroom(s)
4Bathroom(s)
19Picture(s)
2,283Sqft
Short Sale. Welcome to this fully furnished, turnkey 5-bedroom, 4.5-bathroom home located in the highly desirable gated Windsor Island Resort! With short-term rentals allowed, this property is ideal as a vacation home, investment opportunity, or personal getaway.
$399,800
More Details

Residential

DAVENPORT, Florida 33897

5Bedroom(s)
4Bathroom(s)
75Picture(s)
2,293Sqft
Welcome to resort-style living at Windsor Island Resort! This beautifully furnished 5-bedroom, 4.5-bath townhome, built in 2021, offers 2,293 sq ft of thoughtfully designed space behind a guard-gated entrance.
$399,000
More Details

Residential

DAVENPORT, Florida 33897

7Bedroom(s)
5Bathroom(s)
99Picture(s)
3,102Sqft
Don't miss this incredible turn-key short-term rental home in the highly desirable Windsor Island Resort in Davenport, FL. Boasting an unbeatable location, this property is just a few miles from Walt Disney World, Universal Studios, Orlando International Airport. Enjoy ultimate convenience with top shopping plazas, supermarkets, dining, and daily essentials only minutes away.
$650,000
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!