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

8Bedroom(s)
6Bathroom(s)
56Picture(s)
4,036Sqft
Spacious 8-Bedroom Pool Home in the Sought-After Windsor Island Resort – Davenport, FL Welcome to your dream vacation home! This stunning 8-bedroom, 6-bathroom single-family residence is located in the highly desirable Windsor Island Resort—one of Davenport’s premier gated vacation communities just minutes from Disney.
$720,000
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Residential

DAVENPORT, Florida 33897

10Bedroom(s)
8Bathroom(s)
100Picture(s)
4,399Sqft
A fantastic corner-lot short-term rental and strong income producer. Located at Windsor Island Resort in Davenport, FL, just a few miles from Walt Disney World.
$828,000
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Residential

DAVENPORT, Florida 33897

5Bedroom(s)
4Bathroom(s)
37Picture(s)
2,496Sqft
2317 Lelani Cir is a beautifully styled Windsor Island Resort vacation home designed to feel both elegant and fun from the moment guests arrive.
$550,000
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Residential

DAVENPORT, Florida 33897

10Bedroom(s)
8Bathroom(s)
78Picture(s)
4,399Sqft
Step into paradise at 3621 Lily Ln, a breathtaking turn-key estate located within the highly sought-after, guard-gated Windsor Island Resort community. Perfect as an incredible income generator or an unforgettable multi-family retreat, this grand 10-bedroom, 8-bathroom residence comes fully furnished and professionally decorated, offering effortless luxury from day one.
$799,999
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Residential

DAVENPORT, Florida 33897

5Bedroom(s)
4Bathroom(s)
28Picture(s)
2,283Sqft
Fully furnished, turnkey 5-bedroom, 4.5-bath townhouse in Windsor Island Resort, one of Davenport's most sought-after guard-gated vacation communities, just minutes from Walt Disney World. Built in 2023 and offering a bright and open living space, this home is zoned for short-term rental and is currently generating income.
$525,000
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Residential

DAVENPORT, Florida 33897

10Bedroom(s)
8Bathroom(s)
94Picture(s)
4,399Sqft
Where Central Florida vacations become the stories families retell for years. Tucked behind the gates of Windsor Island Resort, this 10-bedroom, 8.5-bath retreat (4,399 SqFt, built 2021) was made for the arrival — that moment when ten doors open onto ten different worlds and the whole group scatters, laughing, before anyone has unpacked a single bag.
$799,000
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Residential

DAVENPORT, Florida 33897

7Bedroom(s)
5Bathroom(s)
48Picture(s)
3,282Sqft
Experience the perfect combination of luxury, comfort, and investment potential in this beautifully appointed 7-bedroom, 5.5-bathroom home located in the highly sought-after Windsor Island Resort.
$750,000
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Residential

DAVENPORT, Florida 33897

7Bedroom(s)
5Bathroom(s)
47Picture(s)
3,234Sqft
NEW PRICE! TURNKEY & FULLY FURNISHED AND EQUIPPED VACATION HOME IN WINDSOR ISLAND RESORT! Welcome to this exceptional 7-bedroom, 5.5-bath vacation home located in one of Central Florida’s most sought-after short-term rental communities.
$629,900
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Residential

DAVENPORT, Florida 33897

7Bedroom(s)
5Bathroom(s)
96Picture(s)
3,303Sqft
LOCATION! LOCATION! LOCATION! EXCELLENT BOOKING HISTORY AND FUTURE BOOKINGS CAN CONVEY! Just a few steps from the fabulous clubhouse! Welcome to 1806 Summer Drive in Davenport — a stunning 7-bedroom, 5.5-bathroom CORNER LOT home designed to impress and built for unforgettable experiences.
$719,000
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Residential

DAVENPORT, Florida 33897

7Bedroom(s)
5Bathroom(s)
42Picture(s)
3,282Sqft
Don't miss GEM.This spacious luxury home in the exclusive Windsor Island Resort, offering the perfect combination of comfort, style, and an unbeatable location. Just minutes from Orlando's world-famous theme parks, shopping, restaurants, and entertainment. The home features professionally designed themed bedrooms that create a fun and memorable experience for guests of all ages.
$750,000
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Residential

DAVENPORT, Florida 33897

5Bedroom(s)
4Bathroom(s)
61Picture(s)
2,293Sqft
TURNKEY VACATION HOME IN WINDSOR ISLAND RESORT – FULLY FURNISHED & READY TO GENERATE INCOME Experience the perfect blend of luxury, comfort, and investment potential at 197 Jetty Way, an exceptional 5-bedroom, 4.5-bathroom townhome located within the prestigious Windsor Island Resort—one of Central Florida’s most desirable vacation rental communities.
$485,000
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Residential

DAVENPORT, Florida 33897

5Bedroom(s)
4Bathroom(s)
1Picture(s)
2,293Sqft
Welcome to this beautifully appointed, fully furnished 5-bedroom, 4-bathroom townhouse located in the highly sought-after Windsor Island Resort. Built in 2023, this spacious home offers an open-concept floor plan with a modern kitchen featuring stainless steel appliances, solid surface countertops, and a large island overlooking the bright and inviting living and dining areas.
$495,000
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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!