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)
74Picture(s)
2,283Sqft
Welcome to this beautifully furnished 5-bedroom, 4.5-bath townhome in the highly desirable Windsor Island Resort. This two-story home features stylish furnishings, comfortable living areas, and a private screened-in splash pool with covered patio, perfect for relaxing or entertaining.
$459,000

Residential

DAVENPORT, Florida 33897

5Bedroom(s)
4Bathroom(s)
27Picture(s)
2,283Sqft
Welcome to this beautifully FULLY FURNISHED townhouse located in Windsor Island Resort, one of Davenport’s premier short-term rental communities. This stunning 5-bedroom, 4.5-bath retreat offers the perfect blend of comfort, style, and resort-level living. Step inside to an inviting open floor plan that seamlessly connects the living, dining, and kitchen areas.
$499,000

Residential

DAVENPORT, Florida 33897

5Bedroom(s)
4Bathroom(s)
31Picture(s)
2,293Sqft
Turn-Key Short-Term Rental | Strong Occupancy Appeal South Facing Pool | Guard-Gated Resort Income-producing short-term rental — professionally designed & fully furnished, especially the theme rooms to attract tourists Turn-key operation — no setup required, ready to generate revenue immediately with many existing bookings can be transferred.
$489,000

Residential

DAVENPORT, Florida 33897

5Bedroom(s)
4Bathroom(s)
64Picture(s)
2,280Sqft
LUXURY ** PROFESSIONALLY DESIGNED BY TOP DECORATORS ** INCOME-READY 5BR VACATION HOME IN ORLANDO’S #1 RESORT ** PRE-BOOKED 2025 DATES. Why choose this home? This 2023-built, 5BR/4.
$549,000

Residential

DAVENPORT, Florida 33897

5Bedroom(s)
4Bathroom(s)
48Picture(s)
2,283Sqft
Welcome to 4314 Lana Ave, a beautifully maintained, fully furnished 5-bedroom, 4.5-bath end-unit townhome in the highly sought-after gated community of Windsor Island Resort. Built in 2023, this turnkey property offers an exceptional opportunity as a vacation home and short-term rental investment.
$458,000

Residential

DAVENPORT, Florida 33897

10Bedroom(s)
8Bathroom(s)
70Picture(s)
4,399Sqft
Step into a world of enchantment and luxury at 2210 Lelani Circle! A fully furnished and turnkey 10-bedroom, 8-bathroom home that is meticulously decorated to deliver a timeless Florida vacation experience. Spanning approximately 4,399 sq ft of living space on a nearly 6,000 sq ft lot, this home embodies the perfect blend of comfort and whimsy.
$950,000

Residential

DAVENPORT, Florida 33897

10Bedroom(s)
8Bathroom(s)
49Picture(s)
4,399Sqft
Short Sale. Welcome to Windsor Island Resort! This fully furnished 10-bedroom, 8-bathroom vacation home offers 4,399 square feet of thoughtfully designed living space, making it ideal for large gatherings, multi-generational stays, or short-term rental use.
$720,650

Residential

DAVENPORT, Florida 33897

8Bedroom(s)
6Bathroom(s)
69Picture(s)
4,036Sqft
Welcome to 3707 Lana Avenue, this is a stunning 8 bedroom, 6 bathroom pool home situated in the exclusive Windsor Island Resort. If you have been looking for the perfect vacation home... you have found it!!! This fabulous home is a Pulte built Baymont model and every aspect of the wonderful design has been done to ensure that your guests will have the most wonderful vacation.
$745,000

Residential

DAVENPORT, Florida 33897

7Bedroom(s)
5Bathroom(s)
44Picture(s)
3,282Sqft
Welcome to an exceptional vacation home in the highly desirable Windsor Island Resort! This beautifully furnished 7-bedroom residence offers the perfect combination of comfort, entertainment, and investment potential in one of the Orlando area’s premier short-term rental communities.
$699,900

Residential

DAVENPORT, Florida 33897

7Bedroom(s)
5Bathroom(s)
72Picture(s)
3,282Sqft
PRICED TO SELL! Welcome to this beautifully maintained 7-bedroom, 5.5-bathroom home located in the highly sought-after Windsor Island Resort, where short-term rentals are permitted. Overlooking a tranquil open view, this fully furnished, turnkey property offers exceptional income potential as both a luxury vacation retreat and a high-performing investment.
$648,000

Residential

DAVENPORT, Florida 33897

6Bedroom(s)
4Bathroom(s)
73Picture(s)
3,113Sqft
Turnkey 7-bedroom short-term rental home located in the highly sought-after Windsor Island Resort! This beautifully furnished vacation home offers no rear neighbors and a peaceful open view from the backyard. Ideally situated just minutes from Disney, Epcot, Universal, SeaWorld, and world-class golf courses, the location provides exceptional convenience for guests and owners alike.
$799,000

Residential

DAVENPORT, Florida 33897

5Bedroom(s)
4Bathroom(s)
39Picture(s)
2,504Sqft
NO REAR NEIGHBORS! Ready to live in paradise full time? This is the community for you. Owners can reside full time here! Welcome to this stunning 5-bedroom, 4-bathroom home at 3397 Lilac Way in Davenport. Perfect for vacation rental income, or use as a second home so you dont miss any of the excitement that Florida has.
$589,000
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!