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)
58Picture(s)
2,355Sqft
Welcome to this fully furnished, CORNER UNIT, 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.
$489,000
More Details

Residential

DAVENPORT, Florida 33897

5Bedroom(s)
4Bathroom(s)
48Picture(s)
2,293Sqft
TURNKEY VACATION HOME IN WINDSOR ISLAND RESORT! This beautifully furnished 5-bedroom, 4.5-bath townhome offers the ideal combination of modern comfort, resort-style living and a prime location for enjoying all that Central Florida has to offer. Built in 2023 and offering 2,293 square feet, this spacious home is designed for both relaxing and entertaining.
$485,000
More Details

Residential

DAVENPORT, Florida 33897

9Bedroom(s)
6Bathroom(s)
75Picture(s)
4,399Sqft
Welcome to this exceptional 9-bedroom, 6-bathroom vacation home located in the highly sought-after Windsor Island Resort in Davenport.
$750,000
More Details

Residential

DAVENPORT, Florida 33897

5Bedroom(s)
5Bathroom(s)
61Picture(s)
2,622Sqft
Discover a fully furnished, income-producing Short Term rental in Davenport’s Windsor Island Resort. This two story home offers an open living and dining area, an island kitchen with stainless steel appliances, themed bedrooms, and a game room with ping pong and foosball. Outside, a private pool and covered lanai offer space to unwind between outings.
$575,000
More Details

Residential

DAVENPORT, Florida 33897

6Bedroom(s)
4Bathroom(s)
42Picture(s)
3,108Sqft
Windsor Island Resort investment opportunity with an exceptional location just STEP FROM THE CLUBHOUSE! This fully furnished vacation home combines resort convenience with a private setting and NO REAR NEIGHBORS TO INTERRUPT THE PEACEFUL ENJOYMENT. The elevated lot and extended lanai create an inviting outdoor retreat, complete with a private hot tub and views toward Disney fireworks.
$611,777
More Details

Residential

DAVENPORT, Florida 33897

5Bedroom(s)
4Bathroom(s)
26Picture(s)
2,293Sqft
Welcome to this stunning fully furnished vacation townhouse located just minutes from Walt Disney World in the highly desirable Disney Area! This modern and beautifully decorated property offers the perfect blend of comfort, style, and convenience—ideal for both personal use and short-term rental investment.
$495,000
More Details

Residential

DAVENPORT, Florida 33897

5Bedroom(s)
4Bathroom(s)
50Picture(s)
2,293Sqft
INVESTOR-READY, FULLY THEMED SHORT-TERM RENTAL WITH DOCUMENTED INCOME. $86,331 gross revenue Jul 2025–Jun 2026 and near-full occupancy in September according to the professional management report (available on request).
$495,990
More Details

Residential

DAVENPORT, Florida 33897

10Bedroom(s)
8Bathroom(s)
5Picture(s)
4,399Sqft
Welcome to 3613 Lily Lane, an exceptional 10-bedroom, 8-bathroom vacation home offering approximately 4,399 square feet in the highly desirable, guard-gated Windsor Island Resort. Ideally located near Walt Disney World, premier shopping, dining, golf, and Central Florida’s world-famous attractions, this home combines outstanding convenience with true resort-style living.
$885,000
More Details

Residential

DAVENPORT, Florida 33897

5Bedroom(s)
5Bathroom(s)
21Picture(s)
2,621Sqft
Welcome to luxury vacation living at Windsor Island Resort! Located on desirable Summer Drive in Davenport’s premier gated resort community, this fully furnished, turn-key home is designed for both unforgettable getaways and short-term rental potential.
$540,000
More Details

Residential

DAVENPORT, Florida 33897

5Bedroom(s)
4Bathroom(s)
81Picture(s)
2,293Sqft
Welcome to this beautifully furnished 5-bedroom, 4.5-bathroom townhome in the highly sought-after Windsor Island Resort, ideally located just minutes from Walt Disney World, restaurants, shopping, and Orlando’s world-class attractions.
$487,000
More Details

Residential

DAVENPORT, Florida 33897

10Bedroom(s)
8Bathroom(s)
88Picture(s)
4,399Sqft
Welcome to 4361 Lana Ave, a fully furnished 10-bedroom, 8-bathroom vacation home located in Windsor Island Resort, one of Central Florida's premier vacation-home communities.
$929,900
More Details

Residential

DAVENPORT, Florida 33897

5Bedroom(s)
4Bathroom(s)
2,496Sqft
Private backyard with firework view! Welcome to 2116 Lelani Circle in the prestige Windsor Island Resort. This elegant home has very tastiful design, very open and pleasant floor plan, and under a very professional management. The home is fully furnished and and with themed bedrooms iplus a Disney and Harry Potter Star Wars-themed game room with arcade and entertainment zone.
$499,995
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!