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$599,000
5 Beds 4 Baths Windsor Island Residence SubDv. 33897 Zip Code
An Absolute MUST SEE!! This SPACIOUS 5 Bedroom 4 FULL Bath Private Pool Home is being offered FULLY FURNISHED! SUCCESSFUL VACATION RENTAL PROPERTY with over $60,000+ in Rental Income this year & additional future bookings for 2027 that can convey to next owner if desired, great for a 1031 exchange to immediately start cash flow income! Located in the beautiful upscale gated community of Windsor Island Resort, this home is perfect for entertaining friends & family. As you proceed through the foyer, you will immediately notice the open concept that creates an even flow into the kitchen & dining area. The kitchen is equipped with a large island with a breakfast bar, stainless appliances, stone countertops, and hardwood cabinets with crown moulding. There is a dining area conveniently located adjacent to the kitchen with seating for 6 ppl. From the living area enjoy an amazing view of your pool deck with a beautiful decorative accent wall which includes a large sectional sofa providing ample space for everyone. As an added bonus there is a guest room located on the first floor as well. You will notice as you walk out onto the pool area it has a covered lanai and large pool that will provide hours of enjoyment and lasting memories. When you arrive upstairs, you find a loft space perfect for a small office or gaming area. The large primary suite also has enough space to add furniture for an additional seating area is desired. The primary bath has dual vanity sinks, stone countertops, hardwood cabinets and a large walk-in shower. The reaming 4 guest suites are also located on the 2nd floor, and 3 of the guests rooms are professionally themed, elevating the fun and excitement for everyone. Windsor Island has a state of the art Amenity Complex and Clubhouse that includes Zero Entry Pool with Cabanas, Waterslides, Lazy River, Fitness Center, Splash Zone, Volleyball & Tennis Courts, and a Pool Bar that offers great Food & Beverage offerings throughout the day. This gated resort community features a fantastic clubhouse, that comes with a fitness center, pool, waterslide, lazy river, volley ball court, tennis courts, a play zone with lots of activities, and much more! HOA includes lawn maintenance, internet, cable, daily valet trash service in 24- hour gated community. Minutes aways from shopping, dining, and world Disney attractions! Schedule your showing appointment now to make this home a turn key dream!

1607 Kona Lane, Davenport

$625,000
7 Beds 6 Baths Windsor Island Residence SubDv. 33897 Zip Code
1876 Summer Drive at Windsor Island Resort is the turnkey, fully furnished vacation home investors and second-home buyers have been waiting for. Designed for both fun and function, this spacious property offers an open-concept layout, private screened pool, multiple ensuite-style bedroom options, themed rooms, and an entertainment-packed upstairs loft with theater seating, games, and air hockey. It has everything today’s guests are looking for in a memorable Central Florida stay. From the moment you step inside, you’re welcomed by a bright and spacious open-concept floor plan where the kitchen, dining area, and living room come together seamlessly, each with beautiful views of the private screened pool. The first-floor primary suite offers comfort and convenience, featuring an ensuite bathroom and direct pool access. The main level also includes a half bath and laundry room for added functionality. Upstairs, the fun continues with a spacious family room and game loft designed for entertainment. Whether enjoying movie night in theater-style seating, playing video games, challenging friends to chess or checkers, or enjoying a game of air hockey, this home is built for memory-making. The upstairs bedrooms are thoughtfully arranged in three separate sections, offering privacy and flexibility for owners and guests. At the front of the home, two bedrooms each feature their own private bathrooms. In the middle there is two additional bedrooms are positioned near the charming themed rooms, Princess and Captain America, adding a fun and memorable touch for younger guests. Toward the rear, two more bedrooms share a full bathroom, creating a layout that comfortably accommodates larger groups. With close proximity to Disney, Universal, SeaWorld, Orlando International Airport, and the resort-style amenities of Windsor Island, this beautifully furnished property is ready to deliver as a primary residence, second home, or short-term rental investment.

1876 Summer Drive, Davenport

$435,000
5 Beds 5 Baths Windsor Island Residence SubDv. 33897 Zip Code
Welcome to resort-style living at Windsor Island Resort! This beautifully furnished 5-bedroom, 4.5-bath townhome, built in 2021, offers 2,293 sq ft of thoughtfully designed space behind a guard-gated entrance. The first floor features a bedroom and full bath for guests, while upstairs you'll find a primary suite with a walk-in closet, a second primary suite, two additional themed bedrooms that are well-decorated to attract short-term rental guests, and a versatile loft. All appliances are stainless steel. Step out to your own private screened pool, or enjoy the community's resort-style amenities. This is a pet-free house, although pets are allowed in the community. Windsor Island Resort is known for outstanding amenities, including an 8,000 sq. ft. clubhouse, resort-style pool and spa, lazy river, poolside cabanas, fitness center, on-site restaurant and bar, playgrounds, sports courts, arcade, and lounge areas for guests of all ages. The community's prime location provides convenient access to US 192, I-4, shopping, dining, golf, supermarkets, and Central Florida's major attractions. Whether purchased as a personal vacation retreat or income-producing short-term rental investment, this beautifully upgraded home offers a compelling opportunity in one of the Disney area's most desirable resort communities, just a short drive away. With a fully furnished turnkey setup, immersive themed spaces, standout entertainment areas, and a guest-focused design throughout, 267 Jetty Way is ready for its next owner to enjoy from day one.

267 Jetty Way, Davenport

$585,000
5 Beds 5 Baths Windsor Island Residence SubDv. 33897 Zip Code
Stylish former model home with private pool in the highly desirable Windsor Island Resort community! Located directly across from the clubhouse and resort amenities, this fully furnished end-unit home offers an excellent location, abundant natural light, and a bright, open floor plan. The kitchen features a breakfast bar, granite countertops, stainless steel appliances, and ample white cabinetry. Enjoy your own private screened pool, perfect for relaxing or entertaining. Windsor Island Resort offers outstanding amenities, including a clubhouse, fitness center, resort-style pool, waterslide, lazy river, volleyball and tennis courts, play zone, mini golf, and full-service bar. Conveniently located just minutes from Disney World, area attractions, restaurants, and shopping. Great opportunity for vacation use, short-term rental, or investment. Booking history and calendar available in MLS attachments.

108 Jetty Way, Davenport

$660,000
7 Beds 6 Baths Windsor Island Residence SubDv. 33897 Zip Code
Stunning two-story home, fully furnished and thoughtfully designed to offer comfort, sophistication, and excellent investment potential. A charming front porch and landscaped entry create a warm and elegant first impression. Perfect for short-term rentals, this property is located in a high-demand vacation rental area, making it an excellent opportunity for investors or those seeking a vacation home. The home features 7 spacious bedrooms, 5 full bathrooms, and 1 half bath, providing plenty of space to accommodate family and guests comfortably. The kitchen is fully equipped with all essential appliances and is move-in ready. Sliding glass doors seamlessly connect the indoor and outdoor living spaces, leading to a private screened pool, covered lanai, and an ideal area for entertaining and barbecues. To enhance the resort-style experience, the home also includes a heated spa, perfect for relaxing year-round. The laundry room is fully equipped and ready for use. The spacious living and dining areas create a comfortable and inviting atmosphere, perfect for gathering and entertaining. Located in the exclusive Windsor Island Resort, residents and guests enjoy access to outstanding amenities, including a resort-style pool, clubhouse, game room, beach volleyball court, water park, lazy river, fitness center, and more. Conveniently located near major attractions such as Walt Disney World Resort, Universal Orlando Resort, ChampionsGate, shopping, restaurants, supermarkets, and with easy access to US-27 and I-4, making travel throughout Central Florida simple and convenient. This is an incredible opportunity for anyone looking for a luxury vacation home or an income-producing investment property in a prime location. Contact us today to schedule a private showing.

1671 Kona Lane, Davenport

$459,000
5 Beds 5 Baths Windsor Island Residence SubDv. 33897 Zip Code
Welcome to your perfect Florida escape — a beautifully maintained 5-bedroom, 4.5-bath townhome nestled within the sought-after Windsor Island Resort, just steps from the community’s coveted clubhouse. Whether you’re searching for a vacation retreat or income-producing investment property, this home checks every box. Thoughtfully cared for and move-in ready, this spacious townhome offers generous living spaces designed for both relaxation and entertaining. The open-concept main floor flows effortlessly to your private west-facing splash pool — the ideal spot to unwind each evening as the Florida sun sets after a magical day at Walt Disney World, Universal Studios, or any of the area’s world-class attractions, all just minutes away. Five well-appointed bedrooms provide ample room for family and guests, while four and a half baths ensure everyone’s morning routine runs smoothly. The prime location within the resort means the award-winning clubhouse — complete with a water park, restaurant, fitness center, and more — is literally right outside your door. Highlights: • 5 bedrooms / 4.5 bathrooms • Private west-facing splash pool — perfect for golden-hour relaxation • Steps to the Windsor Island Resort Clubhouse & water park amenities • Minutes to Walt Disney World, Universal Studios & area theme parks • Well-maintained and vacation-rental ready • Ideal as a vacation home or investment property Don’t miss this opportunity to own a piece of one of Central Florida’s most desirable resort communities. Schedule your private showing today!

616 Jasmine Lane, Davenport

$649,000
5 Beds 5 Baths Windsor Island Residence SubDv. 33897 Zip Code
Turnkey fully furnished vacation home located in the highly sought-after Windsor Island Resort community, just minutes from Walt Disney World, Margaritaville, ChampionsGate, dining, shopping, and Central Florida attractions. This spacious 5-bedroom, 5-bath residence offers an open-concept floorplan designed for both entertaining and short-term rental performance. Features include a private screened-in pool, themed guest rooms, expansive upstairs loft/game area, modern kitchen with oversized island, and multiple en-suite bedrooms ideal for guests and large groups. Windsor Island Resort is a gated resort-style community allowing short-term rentals and offering premium amenities including a resort pool with lazy river, water slides, splash pad, fitness center, clubhouse, arcade, sports courts, playground, cabanas, and on-site dining. Excellent opportunity for investors seeking strong Airbnb income potential or buyers looking for a personal vacation retreat with resort amenities. Individual occupancy/use is limited to no more than 120 days per calendar year for any single occupant.

1177 Aloha Boulevard, Davenport

$589,900
5 Beds 4 Baths Windsor Island Residence SubDv. 33897 Zip Code
Opportunity in Windsor Island Resort! Welcome to this beautifully furnished 5 bedroom, 4 bathroom home in one of the most desirable vacation communities in Central Florida. This property stands out with its elegant design, including custom wood accent walls that add warmth and a unique touch throughout the home. The open layout offers plenty of space for gathering and relaxing. Enjoy a private screened pool and a fully equipped game room, perfect for entertaining guests. One bedroom features a themed design, while the others are tastefully furnished in a clean, modern style, creating a more refined and comfortable feel. This home is fully furnished and ready to use, making it ideal as a short-term rental or a private vacation home. The design appeals to a wide range of guests looking for both fun and comfort. Windsor Island Resort offers amazing amenities, including a clubhouse, lazy river, water slides, fitness center, mini golf, and more. All just minutes from Disney, shopping, dining, and major attractions. A great opportunity to own a property that offers style, comfort, and rental potential.

1721 Kona Lane Lane, Davenport

$495,000
5 Beds 5 Baths Windsor Island Residence SubDv. 33897 Zip Code
Welcome to Windsor Island Resort—where luxury, location, and lifestyle come together in one of Central Florida’s most sought-after vacation communities. Perfectly positioned just moments from the clubhouse, this beautifully updated and professionally themed 5-bedroom, 4.5-bath townhome offers not only convenience, but a true resort experience right at your doorstep. Built in 2021 and offered fully furnished and turn-key, this home stands out with its tasteful upgrades and eye-catching themed rooms designed to elevate both guest experience and rental performance. The open-concept layout features a bright and spacious living area that flows seamlessly into a modern kitchen complete with granite countertops, oversized island, stainless steel appliances, and ample seating—ideal for entertaining or hosting large groups. Step outside through sliding glass doors to your private screened-in pool and lanai, creating the perfect indoor-outdoor living space. With direct access to a convenient pool bath, this setup is designed for both comfort and functionality. Downstairs, you’ll find one bedroom and a full bath for added convenience, while upstairs features additional bedrooms, including spacious suites, along with a versatile loft/game area—perfect for relaxing after a day at the parks. Each space has been thoughtfully designed with stylish finishes and high-quality furnishings, making this home truly move-in or rental ready. Located just a short walk to the resort’s world-class amenities, Windsor Island offers an unmatched lifestyle featuring a resort-style pool, lazy river, water slides, splash pad, fitness center, mini golf, arcade, sports courts, tiki bar, and on-site dining. Guests and owners alike enjoy the convenience of being minutes from Disney, major attractions, shopping, and dining. Whether you’re looking for a high-performing short-term rental or your own private vacation retreat, this home checks every box—with premium location, standout design, and exceptional amenities

886 Paradise Drive, Davenport

$630,000
7 Beds 5 Baths Windsor Island Residence SubDv. 33897 Zip Code
**This home comes with a lender credit provided by seller's preferred lender, pending qualification.** Welcome to 1697 Kona Lane in Windsor Island Resort, a fully furnished 7 bedroom, 5 bathroom pool home located in one of the Davenport/Orlando area’s sought-after resort-style communities. Built in 2021, this spacious residence offers over 3,200 square feet of well-designed living space with an open-concept layout, stylish finishes, and a private screened pool and in-ground spa for year-round enjoyment. Inside, the home features a bright and functional floor plan with a large kitchen with stone counters, solid-surface finishes, stainless steel appliances, and generous gathering space ideal for everyday living, entertaining, or hosting guests. Multiple bedroom suites provide flexibility and comfort, while the home’s fully furnished setup offers a convenient move-in-ready opportunity. Located in Windsor Island Resort, residents and guests enjoy access to resort-style amenities including a clubhouse, fitness center, playground, and community pool, all within a gated setting designed for convenience and recreation. The community’s location places you near Central Florida’s major attractions, dining, shopping, golf, and entertainment, with easy access to Disney, Orlando area theme parks, and key travel routes. Whether you are searching for a spacious Florida getaway, a second home, or a property in a popular short-term-rental area, this home offers size, location, amenities, and turnkey convenience in the heart of it all.

1697 Kona Lane, Davenport

$714,900
5 Beds 6 Baths Windsor Island Residence SubDv. 33897 Zip Code
Turn-key short-term rental property located inside the sought-after Windsor Island Resort — a gated community approved for short-term rentals. This beautiful and well-maintained home offers a great combination of functionality, privacy, and resort-style living. The home features a unique and desirable floor plan with 5 bedrooms, each with its own private bathroom, plus an additional half bathroom conveniently located by the pool area. Designed for comfort and easy maintenance, the property offers tile flooring throughout with no carpet. The garage has been converted into a themed game room, adding extra entertainment space, and the home includes themed bedrooms, including a Princess-themed bedroom and a Harry Potter-themed bedroom, enhancing its appeal for guests and families. Enjoy a peaceful backyard with no rear neighbors, providing additional privacy, and benefit from the close proximity to the clubhouse, offering quick access to community amenities. The community is conveniently located near major highways, shopping, dining, and just minutes from world-famous attractions such as Walt Disney World. Whether used as a primary residence, vacation home, or short-term rental property, this home presents an excellent opportunity. Schedule your private showing today.

1711 Kona Lane, Davenport

$609,990
7 Beds 6 Baths Windsor Island Residence SubDv. 33897 Zip Code
Welcome to this tastiflly furnished home located in the prestige Windsor Island Resort! Just minutes from Disney and world-class attractions, this home is fully furnished and ready for daily rentals. Special features include: Open floor plan with a modern kitchen with granite countertops and oversized island for extra seating; Themed bedrooms and game rooms. Windows Resort Amenities Include: Resort-style pool, lazy river, hot tub, and splash pad Mini-golf, pMickey, Little Mermaid, and Harry Potter bedrooms layground, basketball court. Outdoor bar and dining area, fire pit lounge, and clubhouse Fitness center, arcade, and 24/7 gated security Zoned for short-term daily rentals. This home is very closed to theme parks, shopping, restaurants, and major highways.

2226 Lelani Circle, Davenport

$749,000
9 Beds 6 Baths Windsor Island Residence SubDv. 33897 Zip Code
Discover this stunning, fully furnished 9-bedroom, 6-bathroom vacation home located in one of Central Florida’s most sought-after short-term rental communities — Windsor Island Resort. The backyard faces a dry pond, offering added privacy and peaceful open views. Best of all — no carpet anywhere: tile floors on the first level and durable vinyl plank flooring in all bedrooms and the loft. Designed with style, comfort, and income potential in mind, the home features a spacious open layout, beautifully themed spaces, and a large upstairs loft set up as an entertainment/game area for guests. The modern kitchen showcases granite countertops, stainless steel appliances, a walk-in pantry, breakfast bar seating, and dining space for up to 12 plus 4 additional seats at the island. Step outside to your private screened oasis with a heated pool and spa — perfect for relaxing mornings or evenings after a day at the parks. Windsor Island Resort offers world-class amenities including: 8,000 sq. ft. clubhouse with concierge services, fitness center, arcade, sundry shop, and on-site restaurant/bar. Outside amenities feature a heated zero-entry pool, lazy river, dual waterslides, splash pad, mini golf, firepit with Disney fireworks views, and cabanas. Prime location with quick access to I-4, Orlando, Tampa, MCO Airport, and Florida’s beautiful beaches. Zoned for short-term rental and completely turnkey, this property is an investor-ready opportunity with strong performance history.

2316 Lelani Circle, Davenport

$549,900
5 Beds 5 Baths Windsor Island Residence SubDv. 33897 Zip Code
Welcome to this beautifully remodeled and fully furnished 5-bedroom, 4.5-bathroom townhome in the highly sought-after Windsor Island Resort—one of Central Florida’s top destinations for vacation rentals. Impeccably maintained and thoughtfully upgraded, this home now features newly designed themed bedrooms, including a magical Princess Room, an immersive Star Wars Room, and a fun Disney-themed loft that guests absolutely love. Step inside to an elegant open-concept layout where the gourmet kitchen, spacious dining area, and inviting family room create the perfect setting for entertaining and relaxing. The home offers multiple spaces for comfort and enjoyment, including a bright living room, a private screened pool, and a versatile second-floor loft—ideal for movie nights, gaming, or family time. Located just a short walk from the resort’s world-class amenities, you’ll have access to a grand clubhouse with friendly guest check-in, a state-of-the-art fitness center, a resort-style pool with a lazy river, splash zone, playground, outdoor fire pit, restaurant/bar, and a variety of sports courts. It’s the perfect blend of luxury, convenience, and entertainment. Whether you’re looking for an exceptional vacation home or a high-performing investment property, this townhome checks all the boxes. Homes in Windsor Island are in high demand—don’t miss your chance to own this upgraded slice of paradise. Schedule your private showing or virtual tour today!

127 Jetty Way, Davenport

$599,000
5 Beds 6 Baths Windsor Island Residence SubDv. 33897 Zip Code
PREMIUM TURNKEY INVESTMENT- 100% RENTAL READY IN WINDSOR ISLAND! Avoid the massive upfront setup costs and months of delivery delays. This can be a 1031 exchange to immediately cash flow income!! This spectacular 5 BEDROOM, 5 DEDICATED ENSUITE BATHROOM resort luxury home is being sold fully furnished and professionally decorated. Half Bathroom leads out to Lanai. Engineered perfectly investor short-term rentals, the open layout leads directly to a private pool oasis. Located in Central Florida's top-tier resort community featuring a world class lazy river, clubhouse, and amenities. This pristine property is a true plug -and- play business asset. Seller requires a clean, and fast closing. Sold As-Is. Contact Listing agent today for booking history and secure this turnkey asset before the peak rental season!

1870 Summer Drive, Davenport

$619,900
6 Beds 5 Baths Windsor Island Residence SubDv. 33897 Zip Code
Modern Elegance Meets Resort Living at Windsor Island Welcome to the ultimate blend of style, space, and resort-style living—perfectly situated in the sought-after Windsor Island Resort community. Look No Further! Soon To Be Yours, This Stunning High-Occupancy-Performing Florida Vacation Investment Getaway Home offers unmatched value and versatility. Step inside and discover spacious luxury with 6 bedrooms and 4.5 bathrooms, thoughtfully designed to provide both comfort and privacy. The open-concept layout seamlessly connects the living, dining, and kitchen areas, making it ideal for entertaining and gathering. The gourmet kitchen is a showstopper, featuring granite countertops, stainless steel appliances, and an oversized island—perfect for cooking and conversation The main-floor master suite is a tranquil retreat, complete with a spacious en-suite bathroom and ample closet space. Upstairs, additional bedrooms and flexible living areas ensure plenty of room for guests or family. Step outside to your private oasis, where a covered lanai and sparkling pool invite you to unwind and enjoy the Florida sunshine. Whether you're relaxing poolside or dining alfresco, the outdoor living space offers the perfect setting for creating lasting memories. As part of Windsor Island Resort, you’ll enjoy access to world-class amenities, including: A state-of-the-art clubhouse with a game room Lazy river, waterslides, and splash park Fitness center, mini-golf, beach volleyball & basketball courts Fire pit with views of Disney fireworks Outdoor bar and dining area with multiple TVs Hammock garden and relaxing lounge spaces Location is everything. Walt Disney World, top-rated golf courses, luxury and value shopping, fine or family dining, and superior entertainment options. You're a short drive from Incredible New Universal Epic Universe, Universal Studios, Islands of Adventure, Universal's Volcano Bay, SeaWorld, and Orlando International Airport. Wait, there is so much more to explore Florida’s stunning coasts—from Cocoa Beach and the Kennedy Space Center to the incredibly soft, bright sands of Clearwater and St. Pete Beaches. This home offers more than just a place to stay—it delivers a lifestyle of comfort, fun, and an investment opportunity that pays for itself while you are not enjoying its beauty yourself. Don’t miss your chance to own a piece of paradise in one of Central Florida’s most desirable resort communities. Schedule your private showing today! Seller is Motivated, Make Your Move To Escape The Frigid Winter Weather Now!

2201 Lelani Circle, Davenport