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Windsor Island Resort Kissimmee Vacation Homes for Sale Windsor Island Resort Real Estate Windsor Island Resort Orlando Vacation Homes for Sale Windsor Island Resort Orlando Investment Property Real Estate


A modern vacation home set within an exciting five-star luxury resort, multiple resort-style amenities, and convenience to Orlando’s world-class attractions are just some of stellar features of Windsor Island Vacation Community in Kissimmee. This Pulte Homes community offers some of the largest vacation homes you’ll find, from five bedroom townhomes to 10-bedroom single-family homes.

Windsor Island Resort Homes for Sale

Windsor Island Resort Homes for Sale

95 Properties Found. Page 1 of 4.
Photo of Listing #O6196021
New

4174 Lana Avenue

$539,000
DAVENPORT
MLS® # O6196021
5 Beds, 5 Baths, 2,283 Sf
Photo of Listing #O6195839
New

3708 Lana Avenue

$875,000
DAVENPORT
MLS® # O6195839
8 Beds, 6 Baths, 4,036 Sf
Photo of Listing #S5102888
New

2186 Lelani Circle

$1,075,000
DAVENPORT
MLS® # S5102888
10 Beds, 8 Baths, 4,399 Sf
Photo of Listing #O6195168
New

3934 Lana Ave

$589,900
DAVENPORT
MLS® # O6195168
5 Beds, 5 Baths, 2,283 Sf
Photo of Listing #O6185767
New

3633 Lily Lane

$1,098,000
DAVENPORT
MLS® # O6185767
10 Beds, 8 Baths, 4,399 Sf
Photo of Listing #O6193131

4238 Lana Avenue

$599,000
DAVENPORT
MLS® # O6193131
5 Beds, 5 Baths, 2,283 Sf
Photo of Listing #O6191872

3285 Lilac Way

$849,000
DAVENPORT
MLS® # O6191872
7 Beds, 5 Baths, 3,282 Sf
Photo of Listing #O6192221

4361 Lana Avenue

$986,000
DAVENPORT
MLS® # O6192221
10 Beds, 8 Baths, 4,383 Sf
Photo of Listing #O6191499

4289 Lana Avenue

$1,099,000
DAVENPORT
MLS® # O6191499
10 Beds, 8 Baths, 4,399 Sf
Photo of Listing #O6190283
DAVENPORT
MLS® # O6190283
7 Beds, 6 Baths, 3,296 Sf
Photo of Listing #O6189762

3723 Lana Avenue

$949,000
DAVENPORT
MLS® # O6189762
10 Beds, 8 Baths, 4,399 Sf
Photo of Listing #S5101503
DAVENPORT
MLS® # S5101503
5 Beds, 5 Baths, 2,355 Sf
Photo of Listing #O6187636
DAVENPORT
MLS® # O6187636
5 Beds, 5 Baths, 2,283 Sf
Photo of Listing #W7862918

281 Jetty Way

$579,999
DAVENPORT
MLS® # W7862918
5 Beds, 5 Baths, 2,283 Sf
Photo of Listing #O6187207
DAVENPORT
MLS® # O6187207
7 Beds, 5 Baths, 3,282 Sf
Photo of Listing #O6184802
DAVENPORT
MLS® # O6184802
5 Beds, 5 Baths, 2,283 Sf
Photo of Listing #O6184803

3545 Lavender Drive

$1,100,000
DAVENPORT
MLS® # O6184803
9 Beds, 6 Baths, 4,398 Sf
Photo of Listing #O6185531
DAVENPORT
MLS® # O6185531
5 Beds, 5 Baths, 2,283 Sf
Photo of Listing #O6185254

3369 Lilac

$735,000
DAVENPORT
MLS® # O6185254
5 Beds, 6 Baths, 2,622 Sf
Photo of Listing #O6183936
Pending
DAVENPORT
MLS® # O6183936
7 Beds, 6 Baths, 3,282 Sf
Photo of Listing #S5100448
DAVENPORT
MLS® # S5100448
5 Beds, 5 Baths, 2,283 Sf
Photo of Listing #O6182704
Pending

4249 Lana Avenue

$889,000
DAVENPORT
MLS® # O6182704
10 Beds, 8 Baths, 4,383 Sf
Photo of Listing #O6181978

4462 Kaipo Road

$859,900
DAVENPORT
MLS® # O6181978
7 Beds, 6 Baths, 3,222 Sf
Photo of Listing #S5097893
Pending
DAVENPORT
MLS® # S5097893
5 Beds, 4 Baths, 2,283 Sf
Photo of Listing #O6181547
Reduced 2.1%

4118 Lana Avenue

$509,300
DAVENPORT
MLS® # O6181547
5 Beds, 5 Baths, 2,283 Sf
Photo of Listing #O6181056

4478 Kaipo Road

$949,000
DAVENPORT
MLS® # O6181056
7 Beds, 6 Baths, 3,282 Sf
Photo of Listing #O6181674
Reduced 3.5%

4346 Lana Avenue

$549,900
DAVENPORT
MLS® # O6181674
5 Beds, 5 Baths, 2,283 Sf
Photo of Listing #O6166876
Pending
DAVENPORT
MLS® # O6166876
5 Beds, 4 Baths, 2,496 Sf
Photo of Listing #O6180729

3814 Lana Avenue

$599,000
DAVENPORT
MLS® # O6180729
5 Beds, 5 Baths, 2,283 Sf
Photo of Listing #O6179944

3751 Lana Avenue

$749,000
DAVENPORT
MLS® # O6179944
5 Beds, 6 Baths, 2,621 Sf


This gated community, located off of Highway 27 and Sand Mine Road in Davenport, is a dream come true for buyers who not only want space for the whole family, but who are also looking for an investment property and short term rental income, not to mention luxurious accommodations and top-notch resort amenities. 

With nine distinct designs to choose from, the 136 townhomes and 464 single-family homes here each feature modern, sophisticated décor, open concepts, and private pools or courtyards. Quality finishes include brick paver driveways, granite in the kitchen and baths, stainless steel appliances and shingle roofs. Each is designed to accommodate multiple guests and provide the very best when it comes to entertaining, but also focuses on the need for individual privacy.

Windsor Island Resort Private Vacation Home Pool

When not enjoying the comforts of home, residents have access to multiple amenities right outside their front door, from mini-golf, to a lazy river, to a clubhouse that includes a fitness center and game room. Nightly fireworks can be seen from the fire pit, which is also a great place to get to know neighbors. A sand volleyball court and basketball court are perfect for getting in some afternoon activity. And the spa and hammock garden are ideal for some rest and relaxation. 



This is a vacation-lovers paradise and one that is ripe with opportunities for those wanting to make short term rental income while not on vacation. Don’t delay. Find out how you can own a piece of this one-of-a-kind resort today!

Windsor Island Resort Community Site & Floor Plans

PDF Icon Windsor Island Resort Site Plan

PDF Icon Windsor Island Resort Floor Plans

Windsor Island Resort Community Information

Location: Sand Mine Road East of US-27
Year Built: 2020 - Homesites Available
Builder: PulteGroup
Number of Units: 617
Square Footage: 2,263 - 4,398
HOA Fees: $390 - $410* (Estimated)
Community Amenities: Resort-style swimming pool, waterslide, pool bar, cabanas, spa, clubhouse, fitness center, game room, mini-golf, lazy river, beach volleyball, basketball court, fire pit, cornhole, hammock garden, walking paths, cafe, hammock garden, firework views, fully maintained landscaping and lawn irrigation.

Dining and Shopping

  • Berry Town Center with Publix Super Market – Distance: 1 mile 

  • Ridgeview Plaza – Distance: 4.5 miles
  • 
Posner Park Shopping Center – Distance: 6.5 miles
  • 
Orange Lake Towne Center with Grocery Store – Distance: 6.5 miles

  • Deer Creek Crossings Shopping Center – Distance: 7 miles
  • 
Champions Gate Village with Grocery Store – Distance: 7 miles
  • 
Rolling Oak Commons with Grocery Store, Dining & Services - Distance: 7 miles
  • 
Formosa Gardens Village – Distance: 7 miles
Celebration Town Center – Distance: 13 miles
  • Restaurant Row - Distance: 22 miles
  • The Mall at Millenia, Retail Shopping Centers, & BJ's Wholesale Club - Distance: 25.5 Miles
  • 
Downtown Orlando - Distance: 29 miles

Parks and Recreation

  • Florida Highlands Reserve: 1 mile

  • Northeast Regional Park – Distance: 1.5 miles

  • Polo Park – Distance: 3 miles
  • 
Loughman Park - Distance: 11.5 miles

  • Walt Disney World Resort – Distance: 11 miles

  • Universal Studios – Distance: 23 miles

  • SeaWorld – Distance - 21 miles

Hospitals

  • AdventHealth Celebration – Distance: 11.5 miles
  • 
Orlando Health Southlake Hospital – Distance: 18 miles

*Distances are approximately measured from Windsor Island Resort community entrance

All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified.

Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.

Listing data comes from My Florida Regional MLS DBA Stellar MLS.

Listing information last updated on April 14th, 2024 at 4:18am EDT.