Windsor Island Resort Homes for Sale

Windsor Island Resort Homes for Sale

Welcome to Windsor Island Resort, a stunning subdivision nestled in the heart of Davenport, Florida, within the picturesque Polk County. This vibrant community is not just a place to live; it’s a lifestyle brimming with amenities and a sense of togetherness. Windsor Island Resort is designed for those who appreciate the perfect blend of relaxation and adventure, making it an ideal choice for families, retirees, and vacationers alike.

As you explore this exceptional community, you'll discover beautifully crafted homes for sale that cater to a variety of tastes and preferences. From spacious single-family homes to luxurious townhouses, each residence is thoughtfully designed with modern finishes and open floor plans that maximize comfort and style. Many of these homes come with private pools, offering a serene retreat after a day of exploring the nearby attractions.

Windsor Island Resort is not just about the homes; it boasts a wealth of amenities that enhance the living experience. Residents enjoy access to a resort-style pool, a state-of-the-art fitness center, and a clubhouse perfect for social gatherings. The community is also home to lush green spaces, walking trails, and playgrounds, ensuring that there’s something for everyone.

Situated just minutes from the world-renowned theme parks and attractions of Orlando, Windsor Island Resort offers the perfect balance of tranquility and excitement. If you’re in the market for a new home, this enchanting community could be your next dream destination. Come and experience the charm of Windsor Island Resort, where every day feels like a vacation!

Newest Windsor Island Resort Homes for Sale

7 Beds ⋅ 6 Baths ⋅ O6425539 MLS

Don't miss GEM.This spacious luxury home in the exclusive Windsor Island Resort, offering the perfect combination of comfort, style, and an unbeatable location. Just minutes from Orlando's world-famous theme parks, shopping, restaurants, and entertainment. The home features professionally designed themed bedrooms that create a fun and memorable experience for guests of all ages.Multiple inviting living areas, a cozy loft, and a gourmet kitchen fully equipped with modern appliances.Adjacent to the kitchen is a generous dining area with seating for everyone, plus additional seating at the stylish breakfast bar.Most of the rooms have been designed as stunning themed rooms, each with a unique style, while the garage has been transformed into a magnificent game room.Open the sliding glass doors to create a seamless indoor-outdoor living space. Step onto the covered lanai featuring alfresco dining, comfortable lounge seating, and a beautiful private resort-style pool and spa —your own private oasis for relaxation.Just minutes walk to the Windsor Island Resort clubhouse. Enjoy the outstanding amenities, including a spectacular resort-style clubhouse, a large community pool, a complimentary arcade room, fitness center, waterslides, and many more family-friendly attractions.

1891 Summer Drive, Davenport

Listing courtesy of TOPSKY REALTY INC. 407-476-6189

7 Beds ⋅ 6 Baths ⋅ O6423233 MLS

Welcome to this spacious luxury home in the exclusive Windsor Island Resort, offering the perfect combination of comfort, style, and an unbeatable location. Just minutes from Orlando's world-famous theme parks, shopping, restaurants, and entertainment.Recently updated with fresh renovations and a newly installed solar energy system, the home features professionally designed themed bedrooms that create a fun and memorable experience for guests of all ages.Multiple inviting living areas, a cozy loft, and a gourmet kitchen fully equipped with modern appliances, cookware, and everything needed to prepare breakfast, lunch, or dinner with ease.Adjacent to the kitchen is a generous dining area with seating for everyone, plus additional seating at the stylish breakfast bar.Open the sliding glass doors to create a seamless indoor-outdoor living space. Step onto the covered lanai featuring alfresco dining, comfortable lounge seating, and a beautiful private resort-style pool and spa overlooking the peaceful lake—your own private oasis for relaxation.Enjoy the Windsor Island Resort's outstanding amenities, including a spectacular resort-style clubhouse, a large community pool, a complimentary arcade room, fitness center, waterslides, and many more family-friendly attractions.

1897 Summer Drive, Davenport

Listing courtesy of TOPSKY REALTY INC. 407-476-6189

7 Beds ⋅ 6 Baths ⋅ O6383749 MLS

LOCATION! LOCATION! LOCATION! EXCELLENT BOOKING HISTORY AND FUTURE BOOKINGS CAN CONVEY! Just a few steps from the fabulous clubhouse! Welcome to 1806 Summer Drive in Davenport — a stunning 7-bedroom, 5.5-bathroom CORNER LOT home designed to impress and built for unforgettable experiences. EXCELLENT BOOKING HISTORY AND FUTURE BOOKINGS CAN CONVEY ! Whether you’re looking for a high-performing short-term rental or a spacious vacation retreat, this property offers the perfect blend of comfort, style, and entertainment. Step inside to discover expansive living areas filled with natural light, an open-concept layout ideal for gatherings, and beautifully appointed bedrooms — including incredible themed rooms inspired by Frozen and Spider-Man that will delight guests of all ages. The garage was transformed in an espetacular GAME ROOM inspired by the Justice League movie where guests of all ages can play and enjoy the atmosphere. The private screened-in pool provides the perfect Florida oasis for relaxing under the sun, while the dedicated game room adds even more entertainment value for family and visitors. With generous bedroom space and multiple bathrooms, this home comfortably accommodates large groups with ease. Located just minutes from world-renowned attractions, shopping, dining, and major highways, this property offers convenience and strong rental appeal. Don’t miss the opportunity to own a turn-key home that combines luxury, fun, and investment potential all in one.

1806 Summer Drive, Davenport

Listing courtesy of FLORIDA SCANDI REALTY LLC. 407-982-7224

7 Beds ⋅ 6 Baths ⋅ O6359800 MLS

Welcome to an exceptional income-producing home located in the highly sought-after, guard-gated Windsor Island Resort in Davenport, Florida. This fully furnished 7-bedroom, 5.5-bathroom vacation pool home delivers an outstanding combination of luxury, comfort, and prime proximity to Orlando’s world-famous attractions. Ideal as an investment property or a personal getaway, this residence stands out for its thoughtful design and turn-key convenience. Step inside to a bright and spacious open floor plan perfect for hosting and accommodating large groups. The first-floor primary suite offers added privacy and convenient access for owners or guests. The home’s gathering spaces flow seamlessly into the modern kitchen, showcasing sleek cabinetry, stone countertops, stainless steel appliances, and a large island overlooking the living and dining areas. Upstairs features multiple ensuite bedrooms, themed guest rooms, and a generous loft that provides flexible space for entertainment, relaxation, or additional sleeping options. The layout is designed to comfortably support multi-family stays and vacation groups looking for ample room. Outdoors, the private screen-enclosed heated pool and covered lanai create the ideal setting for enjoying the Florida lifestyle year-round. Situated on a desirable corner lot, the property offers extra privacy and additional outdoor space, increasing both guest satisfaction and rental desirability. Located just minutes from Disney, Margaritaville, dining, shopping, golf courses, and major highways, this home is perfectly positioned to benefit from strong short-term rental demand. Whether you are expanding your portfolio or seeking a turn-key vacation retreat, this property represents a standout opportunity in one of Central Florida’s premier resort communities.

3404 Lilac Way, Davenport

Listing courtesy of MARKET CONNECT REALTY LLC. 407-250-4708

8 Beds ⋅ 6 Baths ⋅ S5133131 MLS

Imagine stepping into the ultimate vacation home, a place where every detail is designed for unforgettable family getaways and incredible returns. Welcome to 3520 Lavender Drive, a fully furnished, 8-bedroom, 6-bathroom oasis located in the heart of Windsor Island Resort. This isn't just a house; it's a turnkey investment property ready to impress. Guests enjoy the Florida sun from their private, screened-in pool and spa, or gather for movie night in the spacious upstairs loft. The excitement continues with uniquely themed bedrooms that transport kids and adults alike into a world of pure fun. Beyond the front door, a world-class resort awaits. Windsor Island Resort is a gated paradise with a zero-entry main pool, a thrilling lazy river, and high-energy water slides. Guests can challenge each other on the mini-golf course and sports courts or unwind by the fire pit or in the peaceful hammock garden. The clubhouse features a state-of-the-art game room, while the poolside bar and grill offers the perfect spot for a casual meal. Best of all, this prime location is just a short drive from Orlando’s world-famous attractions, including Walt Disney World, as well as endless dining, shopping, and entertainment options. This is your chance to own a highly desirable, high-earning property in Central Florida's premier vacation destination.

3520 Lavender Drive, Davenport

Listing courtesy of TEAM DONOVAN. 407-705-2616

8 Beds ⋅ 6 Baths ⋅ P4935392 MLS

Welcome to your Florida dream home! Located just 5 miles from Walt Disney World and 15 miles from Universal Orlando, this sprawling 8-bedroom, 6-bathroom estate offers over 4,000 square feet of beautifully upgraded living space, perfect for vacation rental investors, second-home seekers, or full-time residents who want it all. Step inside to find an open-concept layout with a huge loft, a fully-equipped game room, and a gourmet kitchen packed with high-end finishes. With over $150,000 in upgrades, no detail has been spared — from modern flooring and premium countertops to designer fixtures and smart home features. Out back, enjoy the screened-in private pool and lanai with no rear neighbors, providing ultimate privacy and tranquility after a day at the parks. Located in a resort-style community, you’ll also have access to world-class amenities including a waterpark-style pool area, on-site restaurant, spa, and fitness center — all just steps from your door. Whether you’re hosting guests or relaxing with family, this home delivers the perfect blend of space, luxury, and location.

2090 Lelani Circle, Davenport

Listing courtesy of 3D TEAM REALTY LLC. 407-504-9325

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David Hazellief

David E. Hazellief Broker | CENTURY 21 Hazellief & Prevatt Realty With over 40 years of real estate experience and a lifetime of service to the Okeechobee community, David Hazellief is more than just a broker—he’s a trusted local expert who brings unmatched knowledge, leadership, and dedication to every client relationship. David is a fourth-term Okeechobee County Commissioner, currently serving as Chairman of the Board. His extensive involvement in county planning, housing, and land use gives his clients a unique advantage—especially when it comes to understanding growth patterns, zoning, and investment potential. He’s completed the Florida Association of Counties’ Commissioner Certification Program and serves on numerous local boards, including the Affordable Housing Committee (Chairman), Economic Council of Okeechobee, and the Water Resource Advisory Commission. As owner of Hazellief & Prevatt Realty, H&P Holdings, and Hazellief Family Ranch, David combines deep real estate expertise with a strong agricultural and commercial background. He’s a longtime member of the Okeechobee Chamber of Commerce, Cattleman's Association, Farm Bureau (currently serving as secretary), and the local Board of Realtors. Whether you're buying your first home, expanding your investment portfolio, or looking for acreage, David brings a steady hand, sharp eye, and boots-on-the-ground knowledge to help you make confident decisions. Local roots. Proven leadership. Real results. That’s what you get when you work with David Hazellief.

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Cristie Schmidt

Cristie is a very seasoned Real Estate Agent she brings almost 20 years of Real Estate experience with her. Born in Stuart, Florida this native came from Martin County to Okeechobee County in 1995. She started her Real Estate career in 2008 after the untimely death of her husband. Cristie was the Okeechobee County Board of Realtors Rookie of the year for 2008 and hasn't slowed one iota since. She has been the Top Producer of every office she has worked at since she became licensed. Cristie currently serves as the Vice President of the Okeechobee County Board of Realtors. Cristie also is serving her 4th year on the Board of Directors for Stellar MLS the 3rd largest MLS in the United States. Cristie invites anyone she has met to come see her at her C21 office and anyone she hasn't met please feel free to stop by and introduce yourself, this girl has never met a stranger. Cristie is ready, willing and able to do ALL Real Estate transactions with extensive experience in Residential, short sales, bank owned assets and foreclosures. For honest, relaxed no pressure sales combined with close to 20 years experience call Cristie. Her motto speaks for itself "Doing what I say I will do sometimes more but never less."

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Mark Goodbread

Mark was raised in Okeechobee and graduated from Okeechobee High School in 1985. After graduation from High School Mark attended Texas A&M University to further his education and graduated with a Bachelor of Science degree in Agri-Business in 1992. After graduating college he returned to Okeechobee and worked in the family businesses of a local Real Estate Development Company and the active cattle operation of Goodbread Ranches. Mark has been involved in developing Single Family, Multi-Family and Commercial projects in the area. Mark holds two professional licenses of Florida Licensed General Contractor and Florida Real Estate Broker Associate license. Call Mark as he is over qualified to help you with any type of Real Estate transaction.

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Brad Goodbread

Brad is a Sixth Generation Floridian from a Family of Florida Farmers and Ranchers. He was the President of the Okeechobee High School FFA Chapter his Senior year and Graduated in 1982. After Graduation Brad attended Texas A&M University where he graduated with a Bachelors Degree in Agriculture Economics in 1987 and a Masters Degree in Land Economics Real Estate in 1989. He was a Commercial Real Estate Appraiser in Bryan and Houston, Texas for 6 years before moving back to Florida to help his family in their Ranching and Real Estate Development Businesses. He has been a Licensed Real Estate Salesman since 1988. Recently, he has owned and managed a Trucking Company and is presently in his 3rd term as an elected official as a Commissioner on the Okeechobee County Board of County Commissioners and serves as the 1st Vice Chairman. Brad has also been a Licensed Pilot since 1986.

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