Windsor Island Residence Homes for Sale in Davenport - 81 homes

Remarks: ONE-OF-A-KIND TOWNHOME WITH LUXURY DESIGN! Experience the pinnacle of opulence and comfort in this remarkable 5-bedroom, 4.5-bathroom vacation haven situated within an exclusive gated community in Orlando. This residence, a harmonious blend of style and functionality, offers a captivating escape for guests in the enchanting city. Nestled in a highly coveted neighborhood, the property not only provides convenience but also serenity. Set within a meticulously planned community, it ensures effortless access to Orlando's attractions while granting a peaceful retreat. Enter this carefully curated home, where each room in this 2023-built gem is intricately themed and impeccably designed, earning its place as one of the most aesthetically pleasing properties in the entire community. When not venturing into the wonders of Orlando, revel in ultimate relaxation within your private sanctuary. The residence boasts a complete leisure area, inviting you to unwind in unparalleled style. Whether lounging by the pool, engaging in friendly games in the opulent game room, or simply savoring the beauty of the landscaped surroundings, this vacation home guarantees an experience of unmatched luxury. Secure your private tour now and immerse yourself in the enchanting ambiance of this exquisitely adorned retreat.

Listing is courtesy of: ONLI REALTY GROUP LLC (352-278-8544)

Listing Agent: Annelise Pinto (407-413-6321)

Remarks: PREMIUM TURNKEY INVESTMENT- 100% RENTAL READY IN WINDSOR ISLAND! Avoid the massive upfront setup costs and months of delivery delays. 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!

Listing is courtesy of: CHAMPION HOMES (863-420-0007)

Listing Agent: Tammy Moore (352-636-2684)

Remarks: 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.

Listing is courtesy of: UNIONE REALTY INC (407-808-9080)

Listing Agent: Kyle Li (407-808-9080)

Remarks: 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.

Listing is courtesy of: HOMIQ REALTY LLC (407-577-0952)

Listing Agent: Erwin Isokaitis Junior (407-577-0952)

Remarks: 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.

Listing is courtesy of: MCO REALTY GROUP LLC (407-747-3822)

Listing Agent: Erika Neutzling (407-701-7948)

Remarks: Welcome to your dream vacation home just minutes from Disney, this exceptionally furnished 7-bedroom, 5.5-bathroom pool home offers the perfect blend of luxury, comfort, and privacy. This beautifully updated residence features bright open-concept living and dining areas with modern flooring, a spacious kitchen with contemporary appliances and a large island, and the convenience of dual primary suites, one on the main floor and one upstairs, making it ideal for multi-generational living or guest flexibility. A cozy upstairs loft provides an additional living space perfect for movies, gaming, or relaxation, while the remaining bedrooms are generously sized and thoughtfully designed for comfort. The garage has been converted to a games room so you and your guests can enjoy hours of entertainment and fun. Step outside to your private oasis with a sparkling pool and spa, enhanced by the tranquility of no rear neighbors and a covered patio perfect for lounging or entertaining. Located in Windsor Island Resort, just minutes from Disney, this community is packed with world-class amenities: a zero-entry resort pool, lazy river, water slide, splash pad, clubhouse with concierge and arcade, fitness center, mini golf, playground, firepit with Disney fireworks views, and the Blue Marlin Grille restaurant. Zoned for short-term rentals that are in high demand year-round, this property offers both lifestyle and income potential as this home is an outstanding investment or personal vacation retreat offering exceptional convenience and year-round appeal.

Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)

Listing Agent: Ping Ma (863-332-0298)

Remarks: Don’t miss your chance to own this stunning fully furnished vacation townhome in the highly sought-after Windsor Island Resort, ideally located just minutes from Orlando’s world-famous theme parks. Built in 2022, this turn-key 5-bedroom, 4.5-bath short-term rental offers an open-concept layout with a bright, airy great room overlooking the private pool, a seamless flow between the family room, dining area, and kitchen, and a beautifully appointed chef’s space featuring a large granite island, extended breakfast bar seating, stainless steel appliances, and stylish cabinetry. Sliding doors lead to the screened lanai and sparkling pool, perfect for outdoor gatherings, while a convenient half bath opens directly to the pool area. Upstairs, a spacious loft provides additional room for relaxation or family fun, and four well-sized bedrooms ensure comfort for everyone. As part of this premier resort-style gated community, you’ll enjoy world-class amenities including a lazy river, spa, dual waterslides, kids’ splash pad, resort-style pool, the Blue Marlin Grille on-site restaurant and bar, fitness center, basketball court, miniature golf, rental cabanas, and a fire pit. Whether you’re seeking a high-performing vacation rental or a move-in-ready residence, this home delivers the ultimate resort-style living just minutes from Disney and Central Florida’s top attractions—schedule your tour today.

Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)

Listing Agent: Ping Ma (863-332-0298)

Remarks: This professionally designed, fully furnished 7-bedroom, 5.5-bath vacation retreat offering over 3,200 square feet of upgraded living space in one of Central Florida’s most sought-after resort communities. This turnkey property blends upscale finishes with functional design, ideal for investors and vacationers alike. Step inside to discover a spacious open-concept layout perfect for large groups. The gourmet kitchen features rich espresso cabinetry, granite countertops, stainless steel appliances, and a generous center island with seating that's ideal for casual dining and entertaining. The main-level primary suite offers direct pool access and a spa-inspired en suite bath with dual sinks, a garden tub, and walk-in shower. Upstairs, a sprawling loft has been transformed into a private game and movie room, surrounded by six additional bedrooms and four full baths, providing ample space for guests and family. Outside, enjoy your own private oasis with a heated pool and spa, covered lanai, and plenty of seating for sun-soaked relaxation or evening gatherings. Located in Windsor Island Resort, just minutes from Disney, this community is packed with world-class amenities: a zero-entry resort pool, lazy river, water slide, splash pad, clubhouse with concierge and arcade, fitness center, mini golf, playground, firepit with Disney fireworks views, and the Blue Marlin Grille restaurant. With short-term rentals allowed and high demand year-round, this property offers both lifestyle and income potential.

Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)

Listing Agent: Ping Ma (863-332-0298)

Remarks: Check out this spacious townhome featuring 5 bedrooms and 4 bathrooms! Lightly used as a vacation home and short-term rental, it’s been kept in outstanding condition and feels barely lived in. Best of all, it’s completely turnkey — professionally themed, fully furnished, and ready for immediate use or rental income.The property has strong short-term rental appeal, and future bookings and revenue may even transfer with the sale. It’s also conveniently located just a short walk from the community’s main entertainment and amenity center, where owners and guests can enjoy tennis courts, pickleball, a water park, restaurant, playground, and park areas.The community offers 24/7 gated security with live guards and roaming patrols, giving residents and visitors extra peace of mind. Plus, the location is hard to beat — just minutes from Universal Orlando, Epic Universe, Walt Disney World, major shopping, top golf courses, Reunion Resort, ChampionsGate Town Center, and even a short drive to some of Florida’s best beaches. Priced competitively with excellent rental potential and strong investment upside, this is a fantastic opportunity for both investors and buyers looking for a vacation lifestyle property. The seller is motivated and open to considering all offers.

Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)

Listing Agent: Juan Delgado (407-744-4469)

Remarks: Fully furnished 6-bedroom, 4.5-bath vacation home located in the highly sought-after Windsor Island Resort. This spacious property features an open-concept floor plan, private screened-in pool and spa, themed bedrooms, game room, and modern kitchen with stainless steel appliances. The owner also invested in several builder upgrades including enhanced interior finishes and upgraded outdoor spa features, adding additional value and appeal to the home. Ideal as a short-term rental investment or vacation home. Windsor Island Resort offers world-class amenities including clubhouse, resort-style pool, lazy river, fitness center, sports courts, and more. Conveniently located near Disney, shopping, dining, and major attractions.

Listing is courtesy of: LINART REALTY, LLC (954-866-8936)

Listing Agent: Manzurul Haque (863-280-9814)

Remarks: Beatiful 7 bedrooms 5.5 baths fully equipped and ready for you and your family to have fun and make income , at the biggest clubhouse in the community windsor island resort . You will fall in love with the rooms decorations and garage theme Avatar . Call us now and make your appointment.

Listing is courtesy of: GARCIA REALTY GROUP (407-920-3616)

Listing Agent: Elaine Garcia (407-920-3616)

Remarks: One or more photo(s) has been virtually staged. Discover Your Oasis at 3344 Lilac Way. Welcome to this exquisite 7-bedroom, 5.5-bathroom vacation home. A true gem nestled within the coveted Windsor Island Resort, one of Orlando’s premier gated vacation communities. Whether you’re seeking relaxation or adventure, this property has it all. Special Themed Bedrooms and Game Room: Families visiting Orlando will be captivated by the unique charm of our customized bedrooms and the entertainment-packed game room. Each room tells a story, making your stay truly memorable. Pool and Spa Delight: Step onto the lanai and soak in the Florida sunshine. The pool and spa deck invite you to unwind, splash, and rejuvenate. Imagine evenings spent under the stars, laughter echoing across the water. Gourmet Kitchen: Equipped with sleek stainless-steel appliances, including a refrigerator with an ice-maker and water dispenser, a glass cooktop range, microwave, and dishwasher, our kitchen is a culinary haven. Abundant storage ensures you have everything you need to create delicious meals. Open-Concept Living: The kitchen seamlessly flows into the dining room, which overlooks the inviting pool area through sliding doors. This open space, also known as the gathering room, is where friends and family come together to share stories, laughter, and good times. Proximity to Magic: Just a stone’s throw away from Orlando’s world-famous theme parks and attractions, 3344 Lilac Way is your gateway to adventure. Whether it’s a day at Disney, Universal Studios, or exploring the enchanting local culture, you’re perfectly situated.

Listing is courtesy of: ONLI REALTY GROUP LLC (352-278-8544)

Listing Agent: Vinny Machado Da Silva (352-278-8544)

Remarks: Location, location, location. This fully furnished, professionally designed 5-bedroom, 4.5-bath vacation retreat in the beautiful Windsor Island Resort, and it directly across from the clubhouse, within 1 minute walking:) This home provides an open, natural sun light-filled layout throughout. This house is well maintained by professional management company. A private screened-in heated pool and BBQ area, ideal for relaxing under the sunshine throughout the year. Community amenities include a full-service clubhouse, fitness center, lazy river, water slide, splash pad, sports courts, mini golf, and on-site dining. Schedule your private tour today!

Listing is courtesy of: MULTI CHOICE REALTY LLC (352-404-6542)

Listing Agent: Chunxue Yang (321-666-4414)

Remarks: Welcome to 3600 Lily Lane, an exceptional 10-bedroom, 8-bathroom vacation home in the highly sought-after Windsor Island Resort, one of Central Florida’s premier short-term rental communities. Fully furnished and turnkey, this impressive property offers space, style, location, and income-producing potential just minutes from Walt Disney World Resort and Orlando’s world-famous attractions. The sellers have invested over $170,000 in upgrades, sparing no expense to create a memorable guest experience and a home that stands out in a competitive vacation rental market. From immersive themed rooms to enhanced entertainment spaces and quality furnishings, every improvement has been made with comfort, presentation, and guest satisfaction in mind. Why start from scratch as a new short-term rental owner when you can step into an established, beautifully upgraded home and benefit from the work, investment, and reputation already built? Inside, the bright open-concept floor plan is designed for large families, group vacations, and effortless entertaining. The carpet-free interior adds style and convenience, offering an easy-care finish well-suited for vacation rental ownership. The spacious kitchen features stone countertops, stainless steel appliances, a generous breakfast bar, and plenty of room for gathering, while the adjoining dining and living areas create a welcoming space for guests to relax and reconnect. One of the home’s most impressive features is the stunning Avatar-themed games room, thoughtfully and creatively designed to deliver the highest level of guest experience. Complete with air hockey, foosball, arcade games, and state-of-the-art gaming setups, this unforgettable space offers endless fun and gives guests another compelling reason to choose this home. The experience continues upstairs with a Harry Potter-inspired loft and beautifully executed immersive themed bedrooms, including Moana, Star Wars, Mario, Frozen, and Nemo designs. These detailed spaces create excitement and escape, appealing to families, children, and multigenerational groups looking for more than just a place to stay. With 10 well-appointed bedrooms, including themed rooms and stylish contemporary retreats, the home comfortably accommodates a wide range of guests. The outdoor living area is equally impressive, featuring a screened-in heated pool and spa, a spacious covered lanai, and plenty of room to enjoy Florida’s sunshine. Whether guests are returning from the parks or relaxing at home, this private outdoor retreat enhances the overall vacation experience. 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. With extensive upgrades already completed, a fully furnished turnkey setup, carpet-free convenience, immersive themed spaces, standout entertainment areas, and a guest-focused design throughout, 3600 Lily Lane is ready for its next owner to enjoy from day one.

Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)

Listing Agent: Nikki Ansons (321-522-9063)

Remarks: Welcome to this exquisite 8-BEDROOM, 6-BATHROOM LUXURY VACATION HOME with a PRIVATE HEATED POOL & SPA in the highly sought-after WINDSOR ISLAND RESORT! FULLY FURNISHED and DESIGNER-DECORATED, this home is move-in ready or ideal as a turn-key investment property. The open-concept main floor features a spacious living and dining area, a GOURMET KITCHEN with GRANITE COUNTERTOPS, STAINLESS STEEL APPLIANCES AND A BREAKFAST BAR, plus two bedrooms including a MASTER SUITE WITH DIRECT POOL ACCESS. Upstairs, you’ll find GREAT ROOM THAT HAS A POOL TABLE FOR ENTERTAINMENT! There are themed bedrooms (Frozen, Minions & Star Wars) that are sure to impress guests, along with cozy carpeted spaces for comfort. Every room includes a smart TV for endless entertainment. Step outside to a SCREEN-ENCLOSED LANAI with a STATE-OF-THE-ART, FULLY AUTOMATED POOL & SPA WITH NO REAR NEIGHBORS!!—perfect for relaxing or hosting family gatherings. Windsor Island Resort offers WORLD-CLASS AMENITIES, including a RESORT-STYLE CLUBHOUSE, ZERO-ENTRY POOL, LAZY RIVER, DUAL WATER SLIDES, WATER PARK, MINI-GOLF, CABANAS, FITNESS CENTER, SPORTS COURTS, A GAME ROOM, CAFÉ, ICE CREAM SHOP, AND MORE. Conveniently located near Disney, golf, shopping, dining, and just over an hour to Florida’s famous beaches, this property has it all. Don’t miss the chance to own your dream vacation or investment home—schedule your private showing today!

Listing is courtesy of: REAL BROKER, LLC (855-450-0442)

Listing Agent: Liz Wilson (863-557-6135)

Remarks: Immaculately maintained and fully turnkey, this pristine 6-bedroom vacation pool home in the highly sought-after Windsor Island Resort shows like a model and is completely guest-ready from day one. Why spend thousands updating furniture, décor, and themed spaces when it’s already been done for you? This beautifully updated property features stylish new furnishings, custom décor, immersive Star Wars, Marvel, and Disney-inspired rooms, and an incredible upgraded game room designed to create unforgettable guest experiences. The spacious open-concept layout is perfect for entertaining, while the private screened pool and spa offer the ideal place to relax after a day at the parks. Guests will also enjoy Windsor Island Resort’s incredible amenities, including water slides, lazy river, volleyball, basketball, tiki bar, game room, and mini golf. Completely furnished, exceptionally well-kept, and rental-ready, this one-of-a-kind home offers strong short-term rental appeal and is the perfect luxury vacation retreat or income-producing investment near Orlando’s top attractions.

Listing is courtesy of: HOLIDAY REALTY LLC (321-278-5486)

Listing Agent: Brad Rogers (407-617-6757)

Remarks: 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.

Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)

Listing Agent: Tatiana Calegaro (407-750-1980)

Remarks: Under contract-accepting backup offers. Everything is new and professionally decorated inside! This is a Rare investment opportunity in the premier Windsor Island Resort! This exceptional 8-bedroom, 6-bathroom corner lot home is the closest 8-bed property to the clubhouse, located just 200 yards from world-class amenities including the lazy river, pool, and fitness center. The extensive renovations were completed January 2026. Boasting over $145,000 in high-end upgrades, every room features professional short-term décor designed to maximize occupancy. Standout features include a brand-new, state-of-the-art game room and a thoughtfully curated furniture package. This property is being sold fully turnkey and move-in ready, including all linens, housewares, and electronics. Whether you are looking for a high-performing addition to your portfolio or a luxury vacation home, this property is ready to generate income from day one. Corner lot privacy and unbeatable proximity to the heart of the resort make this a must-see. Schedule your private showing today!

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Chris Gabriel, Pa (386-451-1361)

Remarks: Escape to luxury in this immaculate Windsor Island Resort home in Davenport, Florida. This 8-bedroom, 6-bathroom residence offers a full sun, south-facing pool, and an open, airy floor plan perfect for vacation living, multigenerational guests, or a lucrative rental opportunity. Interiors feature tasteful, whimsical decor with carpeted bedrooms and durable ceramic tile plus luxury vinyl plank throughout for easy maintenance. Entertainment highlights include a dedicated game room and a game loft. Outdoor living is highlighted by a covered lanai and sun-drenched pool, with easy-to-maintain landscaping. The community provides a fully guarded, gated resort-within-a-resort experience and access to resort-style amenities such as a clubhouse, fitness center, and water features. Ideal for large families or investors seeking strong occupancy potential with ample common spaces and modern, low-maintenance finishes. Key Features: 8 bedrooms, 6 bathrooms South-facing pool; sun-filled outdoor living Game Room and Game Loft Carpeted bedrooms; ceramic tile and luxury vinyl plank throughout Easy maintenance design Resort-style, guarded, gated Windsor Island amenities

Listing is courtesy of: THE JERRY BARKER GROUP LLC (407-756-7296)

Listing Agent: Alyssa Barker (407-756-7296)

Remarks: Discover an incredible opportunity to own a like-new 5-bedroom vacation home in the highly sought-after Windsor Island Resort! This fully furnished, turn-key property is ready for rentals right now—no need to wait months for new construction! This stunning home boasts 5 bedrooms, 5.5 bathrooms, and over 2,500 sq. ft. of living space. Enjoy an open floor plan with beautiful views of the heated private pool. The spacious loft area provides extra entertainment space, while the gourmet kitchen features an oversized island, granite countertops, and stainless steel appliances. Windsor Island Resort is one of the top vacation destinations in the Disney area, offering world-class amenities. This home is the perfect investment for vacation rentals or personal use. Don’t miss this chance—schedule a showing today!

Listing is courtesy of: FLORIDA CONNEXION PROPERTIES (407-574-2636)

Listing Agent: Priscila Triska (321-354-5459)