Windsor Island Residence Single Family Homes For Sale in Davenport - 39 homes

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 this beautifully maintained 7-bedroom, 5.5-bathroom home located in the highly sought-after Windsor Island Resort, where short-term rentals are permitted. Overlooking a tranquil open view, this fully furnished, turnkey property offers exceptional income potential as both a luxury vacation retreat and a high-performing investment. The open-concept living area features elegant tile flooring and sliding glass doors that lead to your private pool and spa—perfect for enjoying Florida’s sunshine year-round. The chef’s kitchen is equipped with stainless steel appliances, granite countertops, and abundant cabinetry, ideal for entertaining large groups. Each bedroom is professionally themed, creating a fun and memorable experience for guests. The home offers two master suites—one on each level—providing comfort and privacy for families and groups. Upstairs, the spacious loft is designed as a game room, adding an additional entertainment space. Windsor Island Resort offers world-class amenities including an 8,000-square-foot clubhouse with concierge services, fitness center, arcade, sundry shop, and on-site restaurant and bar. Outdoor amenities feature a heated zero-entry pool, lazy river, dual waterslides, splash pad, mini golf, fire pit with Disney fireworks views, and private cabanas. Ideally located with quick access to I-4, Orlando, Tampa, MCO Airport, and Florida’s famous beaches. Zoned for short-term rental and completely turnkey, this is an investor-ready opportunity with strong performance history.

Listing is courtesy of: RATIO REAL ESTATE, LLC (407-674-0460)

Listing Agent: Veronica Li (407-674-0460)

Remarks: Escape to your own private oasis just moments away from the magic of Disney at Windsor Island Resort. This exquisite vacation home offers the ultimate in luxury and convenience, boasting 7 bedrooms, 5 bathrooms, and an array of upscale amenities to accommodate even the largest of families or groups. Step inside this stunning retreat and be greeted by an impeccably designed interior, meticulously furnished with comfort and style in mind. The spacious open-concept living area is perfect for gathering with loved ones, featuring comfortable yet elegant furniture, and plenty of natural light streaming in through the expansive windows. The gourmet kitchen is a chef's dream, complete with quartz counter tops, stainless steel appliances, and a large isle for casual dining or quick meals. Adjacent to the kitchen, the elegant dining area offers seating for the whole family, making mealtimes a special occasion. Each of the 7 bedrooms is beautifully appointed and decorated, offering a peaceful sanctuary for rest and relaxation after a day of adventure. Upstairs you will find a cozy media set in the large den, with a wet bar and a play table. The garage was converted into a one of a kind game room, full of modern games and professionally decorated. Outside you'll find a screened-in patio with a sparkling pool and spa, perfect for cooling off on hot Florida days or unwinding under the stars in the evening. As an added bonus, this exceptional vacation home comes FULLY FURNISHED and upgrades, adding an extra layer of magic and charm to your stay.. This home is truly stunning. Windsor Island Resort has quickly become known as one of the very best vacation resorts in the Disney tourist corridor and it’s little wonder why. Windsor Island Resort offers some of the best amenities ever seen in this area including an 8,000 sq ft clubhouse incorporating a lounge, concierge, sundry shop, fitness center, arcade game room, Blue Marlin Grille Bar, and Restaurant, playground, mini golf course, heated beach style ‘zero entry pool’, lazy river, water slide, splash pad, poolside cabanas, sun loungers galore and more! Windsor Island Resort is sure to impress owners and guests. Call TODAY! for your appointment to view, All information provided and contained herein in this listing, including room sizes, is deemed reliable but is not guaranteed and should be independently verified by the buyer or buyer's agent. Land, Site, and Tax Information.

Listing is courtesy of: LPT REALTY, LLC (877-366-2213)

Listing Agent: Reinaldo Rosado (407-881-3899)

Remarks: Property Highlights: -Full-time owner occupancy. Guests can stay for up to 120 days. -Turnkey: Sold fully furnished with professional decor-- ready for immediate rental or move-in. -Layout: Highly desirable "8-bed/6-bath" model with two primary suites on the main floor--perfect for multi-generational families. -Condition: Meticulously maintained and shows like a model home. -Location: Premium lot within close distance to the world-class resort amenities. Discover the pinnacle of resort living at 4453 Kaipo Rd, a sprawling 8-bedroom, 6-bathroom estate where luxury meets unprecedented flexibility. Located in the gorgeous Windsor Island Resort Community in Davenport, with approximately a 15-minute drive to Disney World, this home is now eligible for unlimited owner occupancy, offering a rare opportunity to enjoy this world-class destination as a full-time residence, seasonal retreat, or high-performing investment asset. Step into a light-filled sanctuary designed for both grand entertaining and private relaxation. The intelligently crafted floor plan features two spacious primary suites on the main level, including a luxurious owner's retreat with direct access to the outdoor oasis. Every inch of the interior is finished to the highest standard, from the state-of-the-art game room to the expansive upstairs loft and smart-home integrated living spaces. Your outdoor oasis awaits, featuring a fully automated, heated pool and spa set within an oversized, screened-in lanai--perfect for sunset dining or morning coffee in the Florida sun. Beyond your front door, Windsor Island Resort's 24/7 guard-gated community offers a lifestyle like no other: a zero-entry resort pool, lazy river, dual water slides, playground, fitness center, park, and hammock gardens. Sold fully furnished and turnkey, this home is ready to welcome you or your guests from day one. Whether you are looking for a permanent piece of paradise or a premier addition to your portfolio, this property is a must-see. Schedule your showing today!

Listing is courtesy of: FIRST OPTION REALTY INC (407-879-4354)

Listing Agent: Jurol Saintvil (407-969-9163)

Remarks: 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!

Listing is courtesy of: REAL BROKER, LLC (407-279-0038)

Listing Agent: Tony Pandzic (321-431-9575)

Remarks: Welcome to your new home at 2320 Lelani Cir, Davenport, FL 33897, a 10-bedroom, 8-bath pool and spa home located in the highly sought-after Windsor Island Resort, just minutes from Orlando’s world-famous theme parks. Built in 2021 and offering 4,383 sqft of living space, this home is fully furnished and turnkey, ideal as a primary residence, second home, or high-performing short-term rental. Designed with functionality and comfort in mind, the open-concept layout seamlessly connects the kitchen, living, and dining areas, creating a bright and inviting space for gatherings and entertainment. The first-floor features two bedrooms, including a primary suite with an en-suite bathroom and direct access to the pool area for added convenience. Step outside to a private screened pool and in-ground spa, complete with a dedicated pool bath—ideal for indoor-outdoor living without disrupting the main living spaces. Upstairs, a large loft/den provides additional space for entertainment, games, or relaxation, while multiple guest suites throughout the home offer privacy and flexibility for larger groups. The layout is designed to comfortably accommodate up to 26 guests, making it well-suited for both personal use and rental income. Located within a resort-style gated community, Windsor Island offers amenities including a water park, resort pool, clubhouse, fitness center, and on-site dining—all within close proximity to the home. This is a move-in-ready opportunity in one of Central Florida’s most in-demand vacation communities, combining location, space, and strong rental potential. Schedule your private showing today.

Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)

Listing Agent: Matt Dixon (407-965-8906)

Remarks: 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!

Listing is courtesy of: U S GLORY REALTY (407-222-7801)

Listing Agent: He Gao (407-955-0138)

Remarks: Welcome to 3505 Lavender Dr, located in the gated resort community of Windsor Island Resort in Davenport, FL. This spacious two-story home offers 8 bedrooms, 6 bathrooms, a private screened-in pool, and a flexible layout perfect for personal use or short-term rental potential. With fresh, modern finishes throughout - including wood-look flooring, recessed lighting, and a large open-concept kitchen with granite counters and a center island - this home is move-in ready and designed for effortless entertaining. Upstairs and down, multiple living areas provide space for guests to spread out, while generously sized bedrooms offer comfort and privacy. The covered lanai and pool deck create the ideal backdrop for relaxing after a day exploring Orlando’s world-famous attractions. Windsor Island Resort features world-class amenities including an 8,000 sq ft clubhouse, fitness center, arcade, mini golf, splash pad, lazy river, and courts for basketball, tennis, and volleyball. Conveniently located near US-192 and I-4, you’re just minutes from Walt Disney World, Margaritaville, and other top destinations. Whether you’re purchasing as a vacation home or an income-producing property, 3505 Lavender Dr is a standout.

Listing is courtesy of: PROFESSIONAL REAL ESTATE TEAM (407-483-4964)

Listing Agent: Jany Perez (407-483-4964)

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: Discover this impressive seven-bedroom, 5.5-bath home in the desirable Windsor Island Resort, just minutes from Disney. Enjoy the parks during the day and return to elegant finishes, modern features and a private resort-style swimming pool. Built in 2023 by Pulte Homes, this residence offers high ceilings and a bright open-concept design connecting the kitchen, dining space and expansive living area. Large sliding glass doors lead to a resort-style outdoor space with a pool and spa. The main level includes a primary suite with a private bath, laundry area, and a gourmet kitchen with granite countertops and stainless steel appliances. Upstairs, a spacious loft creates additional living space along with more bedrooms. Community amenities include a resort pool, lazy river, spa, splash pad, mini golf, outdoor bar and dining areas, fire pit, clubhouse, fitness center, arcade, playground, basketball courts and soccer fields. Conveniently near Disney, major attractions, shopping, dining and highways. A unique opportunity to own in one of the regions desirable communities.

Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-581-7888)

Listing Agent: Daniel Doura De Souza (954-305-3843)

Remarks: Discover an outstanding opportunity in Windsor Island Resort, one of the most desirable vacation home communities near Disney! This beautifully furnished 8-bedroom, 6-bath residence offers an expansive open floor plan designed for both relaxation and entertaining. Step into a grand two-story foyer with a striking staircase leading upstairs. The chef-inspired kitchen features stone countertops and stainless steel appliances, seamlessly opening to the spacious living and dining areas, which flow directly to the outdoor living space. Outside, enjoy your own private retreat with a large screened-in heated pool, spa, and generous lanai—perfect for alfresco dining and lounging. The first floor includes the primary suite and an additional guest suite for convenience. Upstairs, you’ll find two private suites, two Jack-and-Jill bedrooms, a versatile loft, and a dedicated game room for endless fun. The garage has also been converted into another fantastic game space, making this home an ideal vacation destination. Residents and guests of Windsor Island Resort enjoy world-class amenities, including an 8,000-square-foot clubhouse, resort-style pool with lazy river, water slides, poolside cabanas, a fitness center, restaurant and bar, playground, and sports courts. Whether you’re searching for a luxury getaway or a high-performing investment property, this Windsor Island home offers the perfect combination of comfort, style, and location. Don’t miss this incredible opportunity!

Listing is courtesy of: RATIO REAL ESTATE, LLC (407-674-0460)

Listing Agent: Veronica Li (407-674-0460)

Remarks: Welcome to a 10-Bedroom vacation short-term rental pool home is located just 15 minutes from Disney and is the perfect destination for a magical getaway.11 theme bedrooms and garage with perfect decor. The home features a private pool and jacuzzi, movie theater room, game room, bedrooms with themes and lighting. Solar panels including to save the energy. 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!

Listing is courtesy of: U S GLORY REALTY (407-222-7801)

Listing Agent: He Gao (407-955-0138)

Remarks: 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: Spectacular 10-Bedroom Resort Pool Home – Windsor Island, Davenport, FL. Your ultimate Florida escape awaits! This extraordinary 10-bedroom, 8-bath retreat sits in the heart of the world-class Windsor Island Resort—just minutes from Disney. Designed to impress, the home blends sleek, modern décor with a wide-open floor plan that’s perfect for entertaining, relaxing, or hosting unforgettable family gatherings. Chef’s kitchen with stainless steel appliances, oversized island, and seamless flow into the dining and living spaces. Three primary suites + themed bedrooms designed for fun and comfort—ideal for large families, groups, or high-earning vacation rental guests. Private screened pool + covered lanai for year-round outdoor living. Step outside your door and walk to the resort’s unmatched amenities: lazy river, dual water slides, splash pad, fitness center, mini golf, sports courts, and a lively clubhouse. Whether you’re seeking a high-income short-term rental investment or a personal paradise for your family, this home delivers the best of Central Florida living. Opportunities like this don’t last—schedule your showing today!

Listing is courtesy of: RE/MAX REALTEC GROUP (407-818-1100)

Listing Agent: Kenneth Holden, Pa (407-808-8175)

Remarks: Turnkey opportunity in the highly sought-after Windsor Island Resort! This spacious and well-maintained home is located in a short-term rental / Airbnb-approved community, making it ideal for both personal enjoyment and income-producing investment. Featuring generous living spaces, modern finishes, and access to resort-style amenities, this property offers the perfect blend of comfort and profitability. Owners and guests enjoy a gated entrance, clubhouse, pool, fitness center, and more—all within minutes of Central Florida attractions. Whether you’re looking for a primary residence, vacation home, or a proven rental performer, this property delivers exceptional value in a high-demand resort community.

Listing is courtesy of: PAK HOME REALTY (909-351-5105)

Listing Agent: Elizabeth Amesty (786-781-7576)

Remarks: Welcome to Windsor Island Resort, a gated community just minutes from the major theme park attractions. This stunning five-bedroom, four-and-a-half-bathroom single family home boasts modern elegance with granite countertops, stainless steel appliances, effortlessly blending comfort with style. Ideal for families or as an income-producing short-term rental, this home features one bedroom downstairs and four upstairs, ensuring privacy and convenience for all. The soundproof design guarantees peace, while the private pool and patio offers a tranquil outdoor retreat. Don't let this opportunity slip away – schedule your showing today and secure your slice of Florida paradise! Great investment opportunity.

Listing is courtesy of: AMERICAN HORIZONS REALTY (407-466-0256)

Listing Agent: Martonio Pinto (407-466-0256)

Remarks: Welcome to a 10-Bedroom vacation short-term rental pool home is located just 15 minutes from Disney and is the perfect destination for a magical getaway.11 theme bedrooms and garage with perfect decor. The home features a private pool and jacuzzi, movie theater 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!

Listing is courtesy of: U S GLORY REALTY (407-222-7801)

Listing Agent: He Gao (407-955-0138)

Remarks: Exceptional property alert. Come see this amazing Windsor Island 6-bedroom vacation home. This property is brand new and features custom decor and furnishings. If you want a pristine vacation home for personal and or rental purposes, this is it! Turnkey for rental, with very high-quality Sturdy furniture that will hold up for many years. Also featuring an amazing clubhouse adventure with full gym, arcade, lazy river, slides, pool bar and more! This is the number one newest Disney vacation community in Orlando:) Don’t miss it!

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

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

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: 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!

Listing is courtesy of: FLORIDA REALTY RESULTS LLC (407-498-3838)

Listing Agent: Stani Delcheva (407-405-6815)