Josephhealeyhomesales.com Search Results

Fully furnished 10-bedroom, 8-bathroom luxury resort home located in the highly sought-after Windsor Island Resort. Designed for both exceptional rental performance and unforgettable vacations, this expansive home features a converted garage game room, plus a massive upstairs loft complete with a private theater and pool table—perfect for entertaining guests of all ages. The home boasts beautifully designed themed bedrooms, a heated private pool and spa, and a fully screened lanai for year-round enjoyment. Situated in a guard-gated community, Windsor Island Resort offers premier amenities and peace of mind. The monthly assessment covers comprehensive community operations, including professional on-site management, operation of the Aloha Clubhouse and resort amenities, landscaping and irrigation, valet trash and litter pickup, bulk cable and internet, 24-hour manned front gate, and roving patrol services. An exceptional opportunity to own a turn-key vacation rental or second home in one of Central Florida’s most popular resort communities.

10 Beds ⋅ 8 Baths ⋅ Windsor Island Residence Ph 2b SubDv. ⋅ 33897 Zip Code

Fully furnished 10-bedroom, 8-bathroom luxury resort home located in the highly sought-after Windsor Island Resort. Designed for both exceptional rental performance and unforgettable vacations, this expansive home features a converted garage game room, plus a massive upstairs loft complete with a private theater and pool table—perfect for entertaining guests of all ages. The home boasts beautifully designed themed bedrooms, a heated private pool and spa, and a fully screened lanai for year-round enjoyment. Situated in a guard-gated community, Windsor Island Resort offers premier amenities and peace of mind. The monthly assessment covers comprehensive community operations, including professional on-site management, operation of the Aloha Clubhouse and resort amenities, landscaping and irrigation, valet trash and litter pickup, bulk cable and internet, 24-hour manned front gate, and roving patrol services. An exceptional opportunity to own a turn-key vacation rental or second home in one of Central Florida’s most popular resort communities.

3740 Lana Avenue, Davenport

$640,000

An Exciting 7 Bedroom Vacation Home in Windsor Island is looking for a new owner. Close to the Disney Parks! Beautifully furnished with high end furniture. 5 King Bedrooms all with super comfortable beds. All bedrooms have tv's and the two kids bedrooms are fun themed with bunk beds. Garage has been converted into an out of this world game room with Double Gaming Station, Real Slate Pool table and a $10,000 Racing Simulator. Loft has an additional movie theater with a 165 inch screen and projector ready for a family movie night. Every bedroom in the house has its own TV. 5 adult bedrooms all have king beds and 3 are en-suite. Two kids rooms have bunks beds and fun theming with Wreck It Ralph and Moana. Kitchen is fully equipped with everything you would need for a comfortable stay. This 3300 sq ft vacation home is one of the newest vacation homes in Orlando and located in the wonderful resort of Windsor Island. The resort features super modern and spacious Club house. The resort amenities include a large Community Pool with a Slide, Hot Tub, Fitness Center, Arcade Room, Pickle Ball Courts, Volley Ball Court, Mini Golf court, Bar and Restaurant, Security gates and more. Call and schedule your private tour today!

7 Beds ⋅ 6 Baths ⋅ Windsor Island Residence Ph 2b SubDv. ⋅ 33897 Zip Code

An Exciting 7 Bedroom Vacation Home in Windsor Island is looking for a new owner. Close to the Disney Parks! Beautifully furnished with high end furniture. 5 King Bedrooms all with super comfortable beds. All bedrooms have tv's and the two kids bedrooms are fun themed with bunk beds. Garage has been converted into an out of this world game room with Double Gaming Station, Real Slate Pool table and a $10,000 Racing Simulator. Loft has an additional movie theater with a 165 inch screen and projector ready for a family movie night. Every bedroom in the house has its own TV. 5 adult bedrooms all have king beds and 3 are en-suite. Two kids rooms have bunks beds and fun theming with Wreck It Ralph and Moana. Kitchen is fully equipped with everything you would need for a comfortable stay. This 3300 sq ft vacation home is one of the newest vacation homes in Orlando and located in the wonderful resort of Windsor Island. The resort features super modern and spacious Club house. The resort amenities include a large Community Pool with a Slide, Hot Tub, Fitness Center, Arcade Room, Pickle Ball Courts, Volley Ball Court, Mini Golf court, Bar and Restaurant, Security gates and more. Call and schedule your private tour today!

3783 Lana Avenue, Davenport

$550,000

Welcome to a 6 Bedroom vacation short-term rental pool home is located just 15 minutes from Disney and is the perfect destination for a magical getaway.6 theme bedrooms and garage with perfect decor. The home features a private pool and jacuzzi, GAME GARAGE room, game room, bedrooms with themes and lighting. Enjoy all the thrills of a theme park vacation in the comfort and convenience of your own private paradise. Take a dip in the sparkling pool, relax in the cabanas, or enjoy a game of volleyball or basketball take a ride down the lazy river. The clubhouse has a hot tub, fitness room, and a mini golf course. With such a variety of amenities, this property is the perfect place to live and play!

6 Beds ⋅ 5 Baths ⋅ Windsor Island Residence Ph 2b SubDv. ⋅ 33897 Zip Code

Welcome to a 6 Bedroom vacation short-term rental pool home is located just 15 minutes from Disney and is the perfect destination for a magical getaway.6 theme bedrooms and garage with perfect decor. The home features a private pool and jacuzzi, GAME GARAGE room, game room, bedrooms with themes and lighting. Enjoy all the thrills of a theme park vacation in the comfort and convenience of your own private paradise. Take a dip in the sparkling pool, relax in the cabanas, or enjoy a game of volleyball or basketball take a ride down the lazy river. The clubhouse has a hot tub, fitness room, and a mini golf course. With such a variety of amenities, this property is the perfect place to live and play!

3763 Lana Avenue, Davenport

$465,000

THE LIST PRICE REPRESENTS THE OPENING OFFER AMOUNT. Beautiful home in the highly desirable Windsor Island Resort, just 7.7 miles from Disney! Featuring an open floor plan, modern kitchen with stainless steel appliances and breakfast bar, bright living and dining areas, and a spacious primary suite with en-suite bath. Additional bedrooms offer flexibility for guests or office space. Enjoy resort-style living in a gated community with quick access to US-27, I-4, shopping, dining, medical facilities, and world-class golf courses. Perfect as a short-term rental investment or vacation home. Schedule showings via Showing Time. Offers accepted until September 16, 2025, at 1:00 PM. Seller may accept an offer at any time.

5 Beds ⋅ 5 Baths ⋅ Windsor Island Residence Ph 2b SubDv. ⋅ 33897 Zip Code

THE LIST PRICE REPRESENTS THE OPENING OFFER AMOUNT. Beautiful home in the highly desirable Windsor Island Resort, just 7.7 miles from Disney! Featuring an open floor plan, modern kitchen with stainless steel appliances and breakfast bar, bright living and dining areas, and a spacious primary suite with en-suite bath. Additional bedrooms offer flexibility for guests or office space. Enjoy resort-style living in a gated community with quick access to US-27, I-4, shopping, dining, medical facilities, and world-class golf courses. Perfect as a short-term rental investment or vacation home. Schedule showings via Showing Time. Offers accepted until September 16, 2025, at 1:00 PM. Seller may accept an offer at any time.

3878 Lana Avenue, Davenport

$450,000

One of the most desirable short term rental community with great location and amenities, plus the rental history showing a wonderful ROÍ, furthermore fully furnished where you and your guest can be confident you are going to enjoy of an amazing profesional decoration

5 Beds ⋅ 5 Baths ⋅ Windsor Island Residence Ph 2b SubDv. ⋅ 33897 Zip Code

One of the most desirable short term rental community with great location and amenities, plus the rental history showing a wonderful ROÍ, furthermore fully furnished where you and your guest can be confident you are going to enjoy of an amazing profesional decoration

4254 Lana Avenue, Davenport

$440,000

Discover this spacious end unit 5 bedroom 4 bathroom townhome, lightly used as a vacation and short term rental and maintained in exceptional condition, making it feel barely lived in and truly turn key. The home is professionally themed, fully furnished, and being sold ready for immediate use, with strong rental appeal and the possibility of future bookings and revenue to convey with the sale. Located just a short distance from the community’s entertainment and amenity complex, residents and guests can enjoy tennis courts, a pickleball court, water park, restaurant, playground, and park. Safety and peace of mind are prioritized with 24/7 live guard security at the gate along with roaming patrols throughout the community. This prime location offers easy access to Universal Orlando, Epic Universe, Walt Disney World, major shopping, outstanding golf courses, Reunion Resort, Championsgate City Center, and a convenient drive to some of the best beaches in the country. With a competitive price point, excellent rental appeal, strong potential investment returns, and a motivated seller who is open to considering all offers, this property represents an exceptional opportunity for both investors and lifestyle buyers alike.

5 Beds ⋅ 4 Baths ⋅ Windsor Island Residence Ph 2b SubDv. ⋅ 33897 Zip Code

Discover this spacious end unit 5 bedroom 4 bathroom townhome, lightly used as a vacation and short term rental and maintained in exceptional condition, making it feel barely lived in and truly turn key. The home is professionally themed, fully furnished, and being sold ready for immediate use, with strong rental appeal and the possibility of future bookings and revenue to convey with the sale. Located just a short distance from the community’s entertainment and amenity complex, residents and guests can enjoy tennis courts, a pickleball court, water park, restaurant, playground, and park. Safety and peace of mind are prioritized with 24/7 live guard security at the gate along with roaming patrols throughout the community. This prime location offers easy access to Universal Orlando, Epic Universe, Walt Disney World, major shopping, outstanding golf courses, Reunion Resort, Championsgate City Center, and a convenient drive to some of the best beaches in the country. With a competitive price point, excellent rental appeal, strong potential investment returns, and a motivated seller who is open to considering all offers, this property represents an exceptional opportunity for both investors and lifestyle buyers alike.

4250 Lana Avenue, Davenport