Refine Search
Map
Sort by
$435,000
5 Beds ⋅ 5 Baths ⋅ S5152558 MLS ⋅ 267 BLDG.
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

Listing courtesy of COLDWELL BANKER REALTY. 407-647-1211
$569,000
5 Beds ⋅ 5 Baths ⋅ O6420344 MLS ⋅ 996 BLDG.
Available to view July 29 and 30. Ask y ou agent for viewing today!! Fully furnished Themed short term rental. LED lighting inside and out. Game room in the house! Open layout with modern kitchen and private pool. Windsor Island Resort has amazing amenities: mini-golf, a resort style pool, waterslides, lazy river, and bar and restaurant. This home will impress any guests!

996 Paradise Drive, Davenport

Listing courtesy of EXP REALTY LLC. 888-883-8509
$585,000
5 Beds ⋅ 5 Baths ⋅ O6419919 MLS ⋅ Jetty BLDG.
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

Listing courtesy of ZEAL REALTY. 407-789-2051
$520,000
5 Beds ⋅ 5 Baths ⋅ O6410922 MLS ⋅ Na BLDG.
Welcome to your piece of Paradise on 806 Paradise Drive! This fully furnished 5-bedroom, 4.5-bathroom vacation home is located in the highly desirable Windsor Island Resort and sits on one of the best lots in the community. This premium corner lot offers extra privacy with no neighbor on one side and no direct rear neighbor, while also being conveniently located near the clubhouse and close to the security gate. The home features an open-concept layout, modern kitchen with granite countertops, stainless steel appliances, spacious living and dining areas, and sliding doors leading to a covered lanai and screened-in heated pool. A convenient pool bath is accessible from the lanai. Upstairs offers a generous primary suite, additional bedrooms, and a versatile loft area perfect for a game room or family lounge. All furniture, appliances, and décor are included, making this a true turn-key opportunity. Windsor Island Resort offers resort-style amenities including a clubhouse, pool, lazy river, water slides, splash zone, playground, fitness center, and more. Just minutes from Disney, shopping, dining, and Central Florida attractions. Perfect as a vacation home or investment property! Schedule your showing.

806 Paradise Drive, Davenport

Listing courtesy of HOMIQ REALTY LLC. 407-577-0952
$459,000
5 Beds ⋅ 5 Baths ⋅ O6404784 MLS ⋅ . BLDG.
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

Listing courtesy of THE JERRY BARKER GROUP LLC. 407-756-7296
$489,000
5 Beds ⋅ 4 Baths ⋅ 11680915 MLS
Welcome to this stunning 5-bedroom, 4.5-bathroom vacation pool retreat located in the highly sought-after Windsor Island Resort community in Davenport, FL. Short walk to clubhouse! This fully furnished, turnkey home boasts a bright open-concept layout, a modern gourmet kitchen with stainless steel appliances, and a spacious living area perfect for entertaining. Upstairs, a large loft offers additional space for relaxation, while the private screened-in pool and covered lanai create the ultimate Florida getaway. As part of the resort community, owners and guests enjoy access to world-class amenities including a clubhouse, lazy river, water slides, fitness center, and sports courts. Conveniently located just minutes from Disney World, restaurants, and shopping, this property is ideal as a short-term rental investment or personal vacation home. Don't miss the chance to own this beautiful income-generating property in one of Central Florida's most desirable vacation communities!

967 Paradise Drive, Davenport

Listing courtesy of .

$489,000
5 Beds ⋅ 4 Baths ⋅ O6393500 MLS ⋅ 967 BLDG.
Welcome to this stunning 5-bedroom, 4.5-bathroom vacation pool retreat located in the highly sought-after Windsor Island Resort community in Davenport, FL. Short walk to clubhouse! This fully furnished, turnkey home boasts a bright open-concept layout, a modern gourmet kitchen with stainless steel appliances, and a spacious living area perfect for entertaining. Upstairs, a large loft offers additional space for relaxation, while the private screened-in pool and covered lanai create the ultimate Florida getaway. As part of the resort community, owners and guests enjoy access to world-class amenities including a clubhouse, lazy river, water slides, fitness center, and sports courts. Conveniently located just minutes from Disney World, restaurants, and shopping, this property is ideal as a short-term rental investment or personal vacation home. Don’t miss the chance to own this beautiful income-generating property in one of Central Florida’s most desirable vacation communities!

967 Paradise Drive, Davenport

Listing courtesy of LA ROSA REALTY LLC. 321-939-3748
$495,000
5 Beds ⋅ 5 Baths ⋅ O6391623 MLS ⋅ 886 BLDG.
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

Listing courtesy of EXP REALTY LLC. 888-883-8509
$539,000
5 Beds ⋅ 5 Baths ⋅ O6391388 MLS ⋅ Na BLDG.
Welcome to 830 Paradise Drive, an exceptional professionally decorated vacation home located in the highly sought-after Windsor Island Resort. This spacious and beautifully furnished property offers 5 bedrooms and 4.5 bathrooms, featuring an open-concept floor plan perfect for entertaining and enjoying quality time with family and friends. All furniture and décor are included in the sale, making this a true turn-key opportunity. The modern kitchen features abundant cabinet space, granite countertops, stainless steel appliances, and a convenient breakfast bar. The bright living area flows effortlessly to the outdoors through sliding glass doors, leading to a covered lanai and a screened-in heated pool— complete with a dedicated half bath accessible from the lanai for added convenience. Upstairs, you’ll find a generous primary suite, two additional bedrooms, and a versatile loft area ideal for a game room, family lounge, or entertainment space. Windsor Island Resort offers world-class amenities, including a spectacular resort-style pool, water slides, splash zone, lazy river, playground, and much more—ensuring comfort, fun, and unforgettable experiences. All of this is just minutes from Disney and Central Florida’s most iconic attractions. Whether you're seeking a personal vacation retreat or a high-performing investment property, this fully furnished, turn-key home is ready for you. Schedule your private showing today!

830 Paradise Drive, Davenport

Listing courtesy of PRISTINE INTERNATIONAL REALTY LLC. 407-286-3846
$469,900
5 Beds ⋅ 5 Baths ⋅ O6391286 MLS ⋅ 236 BLDG.
Get ready to be enchanted by this magnificent 5-bedroom, 4.5-bathroom townhome ,nestled in the Windsor Island Resort — a coveted address blending luxury and comfort! This home comes equipped with a fully installed solar panel system, offering significant savings on electricity bills and a more sustainable lifestyle. Just a short walk from the clubhouse, this stunning home is designed with modern sophistication, making it perfect for families seeking unforgettable memories or investors looking for a high-return short-term rental property. Enjoy spacious living areas, contemporary finishes, and a private outdoor retreat, ideal for relaxation. Windsor Island Resort elevates your experience with world-class amenities: a vibrant clubhouse, lazy river, water slides, state-of-the-art fitness center, mini golf, and more — all just minutes from Orlando’s top attractions and Central Florida’s highlights. Whether you’re turning it into your dream vacation getaway or securing a lucrative rental income, this townhome is a must-see jewel! Schedule your visit and fall in love with this tropical paradise.

236 Jetty Way, Davenport

Listing courtesy of PREMIUM REALTY GROUP USA. 321-234-1757
$549,000
5 Beds ⋅ 4.5 Baths ⋅ 11655157 MLS
Amazing, income generating, turn-key ready vacation rental in the renowned Windsor Island Resort! 5 bedrooms, 4.5 bathrooms featuring 2 themed bedrooms, 2 king bedrooms and a guest bedroom with queen bed, white cabinetry, private heatable splash-pool, walking distance from the clubhouse.

227 Jetty Way, Davenport

Listing courtesy of .

$549,000
5 Beds ⋅ 5 Baths ⋅ O6381756 MLS ⋅ 227 BLDG.
Amazing, income generating, turn-key ready vacation rental in the renowned Windsor Island Resort! 5 bedrooms, 4.5 bathrooms featuring 2 themed bedrooms, 2 king bedrooms and a guest bedroom with queen bed, white cabinetry, private heatable splash-pool, walking distance from the clubhouse.

227 Jetty Way, Davenport

Listing courtesy of LA ROSA REALTY LLC. 321-939-3748
$499,000
5 Beds ⋅ 4 Baths ⋅ O6379988 MLS ⋅ Windsor Island Residence BLDG.
Short Sale. Investor opportunity in the sought-after Windsor Island Resort! Fully furnished 5-bedroom, 4-bath townhome ideal for use as a vacation home or income-producing short-term rental. This spacious and functional layout is designed to accommodate guests comfortably and maximize rental appeal. Located in a premier resort-style community featuring a clubhouse, resort pool, lazy river, water park, fitness center, sports courts, and more. The property is turnkey and furnished, allowing for immediate rental operations or personal vacation use. Conveniently located near major attractions, shopping, dining, and main roadways. A strong addition to any investment portfolio in a high-demand vacation rental market.

107 Jetty Way, Davenport

Listing courtesy of REALTY ONE GROUP EVOLUTION. 786-477-4715
$499,000
5 Beds ⋅ 4 Baths ⋅ O6376855 MLS ⋅ X BLDG.
Price to Sell!!Welcome to this exceptional 5-bedroom, 4.5-bath townhome in the popular Windsor Island Resort, one of the most sought-after vacation destinations near Disney World! Professionally decorated and fully furnished, this luxurious property is turn-key ready, offering the perfect retreat for vacationers or a prime opportunity for short-term rental income. This unit boasts one of the best locations in the community, just a short walk to the clubhouse and offering exceptional privacy with no rear neighbors. The open-concept layout features stylish living spaces, a modern kitchen with upgraded appliances, and beautifully appointed bedrooms designed for relaxation. Guests will also love the premium resort amenities, including a lagoon-style pool, lazy river, splash pad, mini-golf, fitness center, and more! Located just minutes from Disney parks, shopping, dining, and entertainment, this townhome offers a rare blend of comfort, convenience, and resort-style living in the heart of Orlando’s top vacation area.

126 Jetty Way, Davenport

Listing courtesy of MCO REALTY GROUP LLC. 407-747-3822
$549,900
5 Beds ⋅ 5 Baths ⋅ O6360180 MLS ⋅ N/A BLDG.
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

Listing courtesy of FLORIDA CONNEXION PROPERTIES. 407-574-2636
$659,000
5 Beds ⋅ 5 Baths ⋅ O6333387 MLS ⋅ 4070 BLDG.
Immaculate five-bedroom, four-bath fully furnished vacation townhome in the prestigious Windsor Island Resort, just minutes from Disney! This 2,283-square-foot property features a private screened-in pool, open-concept design, and premium finishes throughout. Operating as a successful Airbnb, this home boasts near 100% occupancy year-round, making it a potential turnkey investment opportunity. Zoned for short-term rental, with access to world-class amenities including a resort pool, clubhouse, fitness center, mini golf and more. Whether for personal use or rental income, this home delivers on lifestyle and ROI.

4070 Lana Avenue, Davenport

Listing courtesy of PREMIER SOTHEBYS INT'L REALTY. 407-581-7888
$499,900
5 Beds ⋅ 5 Baths ⋅ O6316353 MLS ⋅ Lot 75 BLDG.
Step out your front door and the Windsor Island Resort clubhouse is right there — visible and walkable. That's the kind of position most vacation home buyers dream about and rarely find. Fully furnished, turn-key, and priced at a compelling new price point, this 5-bedroom, 4.5-bath townhome at 720 Gardenia Lane sits at the heart of one of the Disney corridor's most celebrated resort communities — and it's ready to perform from day one. Inside, 2,283 square feet of bright, open living space is built for the way vacation guests actually live. Shaker-Style cabinetry, granite countertops, stainless steel appliances, and a generous open-concept layout set a confident tone throughout. Luxury vinyl plank flooring runs through every bedroom, the staircase, and the upper loft — sleek, cohesive, and designed to handle high turnover without showing it. The loft provides a comfortable second living space with wall-mounted TV, cozy seating, and a gaming area — ideal for unwinding between park days. Out back, the private south-facing heated pool soaks up sunlight all day long — exactly the outdoor setup guests search for and book for. Between the pool and the clubhouse steps from your front door, guests at 720 Gardenia Lane never need to leave the resort. Windsor Island Resort sets the gold standard for vacation home communities in Central Florida. A grand clubhouse with concierge, lounge, fitness center, arcade, sundry shop, and the popular Blue Marlin Grille Bar and Restaurant anchors the community, while the outdoor amenities — heated zero-entry pool, lazy river, dual water slides, splash pad, mini golf, pickleball, playground, fire pit with Disney fireworks views, and poolside cabanas — deliver the full resort experience every single day. This is the lifestyle that drives demand. Aloha! Minutes from Walt Disney World, owner-furnished with care, and now offered at a compelling new price point — 720 Gardenia Lane is one of Windsor Island's strongest opportunities right now. Don't forget to check out the lifestyle video included with this listing. All information, including room dimensions, is deemed reliable but not guaranteed. Buyers and buyer agents are encouraged to verify all details independently.

720 Gardenia Lane, Davenport

Listing courtesy of FATHOM REALTY FL LLC. 888-455-6040
$478,000
5 Beds ⋅ 5 Baths ⋅ S5126361 MLS ⋅ 971 Paradise Dr BLDG.
FULLY FURNISHED 5 BED / 4.5 BATH POOL HOME in WINDSOR ISLAND RESORT – Located in one of the most desirable GATED VACATION COMMUNITIES near Disney, this beautifully designed townhome sits on a PREMIUM LOT, just a short walk from the stunning resort-style clubhouse. With 2,283 SqFt under air, this light-filled home features an OPEN CONCEPT layout and a rare MAIN-FLOOR MASTER SUITE. Step through the charming front porch into spacious living areas perfect for entertaining or relaxing between park visits. The GOURMET KITCHEN includes STAINLESS STEEL APPLIANCES, 42” espresso cabinetry, sleek GRANITE COUNTERTOPS, and an extended island with DOUBLE SINK and seating. The kitchen flows into the DINING AREA and GATHERING ROOM, with sliding doors leading to the COVERED LANAI and HEATED SCREENED-IN POOL with brick pavers. Upstairs, a generous LOFT serves as a media or game room, accompanied by four additional bedrooms including a spacious SECOND MASTER SUITE with WALK-IN CLOSET, dual vanity, and glass-enclosed shower. Windsor Island Resort offers WORLD-CLASS AMENITIES including a resort-style pool, splash pad, water slides, FlowRider surf simulator, fitness center, arcade, sports courts, on-site dining, and more. Just minutes from Disney and Central Florida attractions—this home is the perfect TURNKEY VACATION RENTAL opportunity.

971 Paradise Drive, Davenport

Listing courtesy of LPT REALTY, LLC. 877-366-2213
$499,000
5 Beds ⋅ 5 Baths ⋅ O6184802 MLS ⋅ Pulte BLDG.
Not all townhomes are created equal — and this one proves it. As a premium end unit, this 5-bedroom Windsor Island Resort home enjoys extra natural light, enhanced privacy, and a west-facing heated pool perfectly positioned to catch golden afternoon sun and spectacular evening skies. Turnkey, professionally furnished, and minutes from Walt Disney World, it's designed to impress guests and deliver strong short-term rental returns from the moment you close. The main level sets a confident tone with an open-concept living and dining area, modern kitchen with granite countertops, white Shaker-style cabinetry, stainless steel appliances, and a spacious center island made for gathering. A first-floor bedroom and bathroom adds flexibility for guests who prefer to avoid the stairs. Upstairs is where this home pulls away from the competition. The loft has been transformed into a Millennium Falcon-inspired entertainment lounge — custom theming, large wall-mounted TV, and a plush sectional that makes it impossible to leave. Two standout themed bedrooms follow: a Frozen room with custom bunk beds, whimsical lighting, and creative detailing that delights every age, and an Avengers room with custom bunks and dynamic LED lighting that brings the energy. Two additional bedrooms offer refined, upscale comfort for guests who prefer a calmer retreat. These are the kind of details guests mention in five-star reviews. Outside, the private screened pool and covered lanai face west — sun-drenched afternoons, alfresco dining, and evenings that wind down at exactly the right pace. Windsor Island Resort backs it all up with a grand clubhouse, concierge, fitness center, arcade, sundry shop, Blue Marlin Grille Bar and Restaurant, heated zero-entry pool, lazy river, water slide, splash pad, mini golf, fire pit with Disney fireworks views, and poolside cabanas — one of the most complete amenity packages in the Disney corridor. End units at Windsor Island are the most desirable — and this one is priced sharply with theming guests actively search for. Check out the lifestyle video included with this listing. All information provided, including room sizes, is deemed reliable but not guaranteed and should be independently verified by the buyer or buyer's agent.

900 Paradise Drive, Davenport

Listing courtesy of FATHOM REALTY FL LLC. 888-455-6040