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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

75 Properties Found. Page 1 of 3.
Photo of Listing #T3475786
New

2026 Lelani Circle

$1,000,000
DAVENPORT
MLS® # T3475786
8 Beds, 6 Baths, 4,025 Sf
Photo of Listing #S5092178
New

2170 Lelani Circle

$1,195,000
DAVENPORT
MLS® # S5092178
10 Beds, 8 Baths, 4,399 Sf
Photo of Listing #O6145666
New

4250 Lana Avenue

$615,000
DAVENPORT
MLS® # O6145666
5 Beds, 5 Baths, 2,271 Sf
Photo of Listing #S5092150
New

3404 Lilac Way

$749,000
DAVENPORT
MLS® # S5092150
7 Beds, 6 Baths, 3,281 Sf
Photo of Listing #O6145244
New

3787 Lana Avenue

$750,000
DAVENPORT
MLS® # O6145244
6 Beds, 5 Baths, 3,113 Sf
Photo of Listing #L4939698

3799 Lana Avenue

$829,000
DAVENPORT
MLS® # L4939698
5 Beds, 6 Baths, 2,587 Sf
Photo of Listing #O6143284
Reduced 3.9%
DAVENPORT
MLS® # O6143284
5 Beds, 5 Baths, 2,283 Sf
Photo of Listing #O6143277
DAVENPORT
MLS® # O6143277
5 Beds, 5 Baths, 2,283 Sf
Photo of Listing #O6142275

4226 Lana Avenue

$549,900
DAVENPORT
MLS® # O6142275
5 Beds, 5 Baths, 2,271 Sf
Photo of Listing #O6141350
DAVENPORT
MLS® # O6141350
5 Beds, 5 Baths, 2,283 Sf
Photo of Listing #S5091221

3723 Lana Avenue

$1,050,000
DAVENPORT
MLS® # S5091221
10 Beds, 8 Baths, 4,383 Sf
Photo of Listing #S5091223

3365 Lilac Way

$825,000
DAVENPORT
MLS® # S5091223
7 Beds, 6 Baths, 3,234 Sf
Photo of Listing #S5090722
Pending

3771 Lana Avenue

$729,000
DAVENPORT
MLS® # S5090722
6 Beds, 5 Baths, 3,113 Sf
Photo of Listing #O6140275

3032 Mahalo Drive

$1,099,999
DAVENPORT
MLS® # O6140275
10 Beds, 8 Baths, 4,378 Sf
Photo of Listing #O6137612

3823 Lana Avenue

$749,000
DAVENPORT
MLS® # O6137612
5 Beds, 6 Baths, 2,622 Sf
Photo of Listing #O6138380
DAVENPORT
MLS® # O6138380
6 Beds, 5 Baths, 3,213 Sf
Photo of Listing #O6137074
Reduced 0.9%
DAVENPORT
MLS® # O6137074
5 Beds, 5 Baths, 2,276 Sf
Photo of Listing #O6120258
Pending
DAVENPORT
MLS® # O6120258
5 Beds, 5 Baths, 2,283 Sf
Photo of Listing #S5088801
Pending

612 Jasmine Lane

$535,000
DAVENPORT
MLS® # S5088801
5 Beds, 5 Baths, 2,283 Sf
Photo of Listing #O6134321
DAVENPORT
MLS® # O6134321
10 Beds, 8 Baths, 4,399 Sf
Photo of Listing #O6132970

108 Jetty Way

$637,000
DAVENPORT
MLS® # O6132970
5 Beds, 5 Baths, 2,283 Sf
Photo of Listing #O6133138
DAVENPORT
MLS® # O6133138
8 Beds, 6 Baths, 4,025 Sf
Photo of Listing #O6131317
Reduced 3.5%

3381 Lilac Way

$695,000
DAVENPORT
MLS® # O6131317
5 Beds, 6 Baths, 2,622 Sf
Photo of Listing #O6130956

3729 Pacific Ln

$580,000
DAVENPORT
MLS® # O6130956
5 Beds, 5 Baths, 2,355 Sf
Photo of Listing #O6128107
Reduced 2%
DAVENPORT
MLS® # O6128107
9 Beds, 6 Baths, 4,399 Sf
Photo of Listing #O6128589
Reduced 2.4%
DAVENPORT
MLS® # O6128589
5 Beds, 5 Baths, 2,283 Sf
Photo of Listing #O6127003
Reduced 3%
DAVENPORT
MLS® # O6127003
7 Beds, 5 Baths, 3,296 Sf
Photo of Listing #O6125376

3512 Lavender Drive

$1,150,000
DAVENPORT
MLS® # O6125376
10 Beds, 8 Baths, 4,399 Sf
Photo of Listing #S5087632
Reduced 1.7%
DAVENPORT
MLS® # S5087632
5 Beds, 5 Baths, 2,283 Sf
Photo of Listing #O6123827
Reduced 2.3%

2166 Lelani Circle

$1,075,000
DAVENPORT
MLS® # O6123827
8 Beds, 6 Baths, 4,036 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 October 2nd, 2023 at 9:04pm EDT.