Windsor Island Residence Homes under $500,000

Windsor Island Residence Homes under $500,000

Welcome to Windsor Island Residence, a picturesque community nestled in the heart of Davenport, Florida, within the vibrant Polk County. This charming subdivision offers a perfect blend of serene living and modern convenience, making it an ideal destination for families, retirees, and everyone in between.

Windsor Island Residence is designed with a focus on community and outdoor enjoyment. Residents can take advantage of the beautifully landscaped surroundings, walking trails, and recreational facilities that foster a friendly neighborhood atmosphere. With its strategic location, you’ll find that everything you need is just a stone's throw away—from shopping centers and dining options to entertainment venues and top-rated schools.

One of the standout features of Windsor Island Residence is its selection of stunning homes available for under $500,000. These properties offer exceptional value, combining quality construction with modern amenities. Whether you’re seeking a cozy single-family home or a spacious townhouse, you’ll find a variety of floor plans and styles to suit your lifestyle. Many homes boast open-concept designs, gourmet kitchens, and private outdoor spaces perfect for relaxing or entertaining.

Living in Windsor Island Residence means embracing a lifestyle filled with sunshine and adventure. With nearby attractions like Walt Disney World and beautiful Florida beaches, your weekends will be brimming with fun activities. Discover the charm of Davenport and make Windsor Island Residence your new home today—where affordability meets a vibrant community spirit!

Newest Windsor Island Residence Homes under $500,000

920 Paradise Dr, Davenport
$459,900
5 Beds ⋅ 5 Baths ⋅ Windsor Island Residence SubDv. ⋅ 33837 Zip Code
A blank canvas in one of the Disney area’s most sought-after resort communities. This 5-bedroom, 4.5-bath townhome, built in 2021, offers 2,293 sq ft behind a guard-gated entrance, and arrives unfurnished, which is a rare find at Windsor Island and a genuine opportunity for the right buyer. Most homes here come with someone else’s décor already decided. This one doesn’t. Whether you want to create immersive themed bedrooms that short-term rental guests will remember and rebook, or design a personal vacation retreat that feels like yours from the first night, you start with clean, well-kept rooms and your own imagination. No furniture to replace, no theming to undo, no compromises on someone else’s taste. The layout is built for how guests actually stay. The first floor includes a bedroom and full bath, ideal for visitors who prefer to avoid stairs. Upstairs you’ll find a primary suite with a walk-in closet, a second primary suite, two further bedrooms ready to be themed, and a versatile loft that works equally well as a games room, cinema space or quiet retreat. Stainless steel appliances are in place in the kitchen. Step outside to your own private screened pool, with the community’s resort amenities a short stroll away. 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 location gives easy access to US 192, I-4, shopping, dining, golf, supermarkets and Central Florida’s major attractions, with Disney just a short drive away. Purchased as an income-producing short-term rental or a personal vacation home, 920 Paradise offers something most resort properties can’t: the chance to shape every room to your own vision and set your home apart in a community where standing out matters.

920 Paradise Dr, Davenport

1206 Aloha Boulevard, Davenport
$499,900
5 Beds ⋅ 6 Baths ⋅ Windsor Island Residence SubDv. ⋅ 33897 Zip Code
Welcome to your own private retreat in Davenport’s sought-after gated, resort-style community, where luxury, comfort, and endless entertainment come together in one incredible destination. This fully furnished, turnkey 5-bedroom, 5½-bathroom private pool home is designed for both unforgettable family vacations and outstanding short-term rental potential. With spacious accommodations, upscale furnishings, and a large private heated pool, this home offers the perfect combination of privacy and resort-style living. Beyond your private retreat, residents and guests can enjoy an impressive collection of hotel-inspired resort amenities, including a spectacular resort-style pool, fun splash park, thrilling waterslides, lazy river, fitness center, pickleball courts, beach sand volleyball, mini golf, tiki bar, and so much more. There is truly something for everyone... from relaxing poolside to keeping the whole family entertained from morning until night. Located just a short drive from Walt Disney World’s world-famous theme parks, the home is also conveniently close to an abundance of restaurants, shopping, entertainment, and other Central Florida attractions. Whether you’re looking for a personal vacation home, an investment property, or a turnkey short-term rental, this property offers an exceptional opportunity to own a piece of the Central Florida vacation lifestyle. Fully furnished. Private pool. Resort amenities. Gated community. Close to Disney. Turnkey and ready to enjoy or rent. Your dream Florida getaway and potentially your next investment awaits.

1206 Aloha Boulevard, Davenport

936 Paradise Drive, Davenport
$459,000
5 Beds ⋅ 5 Baths ⋅ Windsor Island Residence SubDv. ⋅ 33897 Zip Code
Welcome to this beautifully furnished 5-bedroom, 4.5-bath townhome in the highly desirable Windsor Island Resort. This two-story home features stylish furnishings, comfortable living areas, and a private screened-in splash pool with covered patio, perfect for relaxing or entertaining. One of the home’s prime advantages is its location directly across from the clubhouse and resort amenities, offering guests quick and convenient access to all the fun. Windsor Island Resort features a gated entrance, clubhouse, fitness center, resort-style pool with lazy river, splash pad, playground, mini golf, on-site restaurant and bar. Conveniently located near Central Florida’s world-class attractions, shopping, and dining, this turnkey property is ideal as a vacation home, primary residence, or income-producing rental. All information available to the Seller and Listing Agent has been provided in the listing and disclosures. If information is not included, it is not available to us. Buyers and their agents are responsible for verifying all information that is important to their purchase, including but not limited to HOA rules and regulations, leasing restrictions, fees, room dimensions, square footage, lot size, taxes, and any other property details. All measurements and listing information are approximate and should be independently verified by the Buyer and Buyer's Agent.

936 Paradise Drive, Davenport

237 Jetty Way, Davenport
$399,000
5 Beds ⋅ 5 Baths ⋅ Windsor Island Residence SubDv. ⋅ 33897 Zip Code
Welcome to resort-style living at Windsor Island Resort! This beautifully furnished 5-bedroom, 4.5-bath townhome, built in 2021, offers 2,293 sq ft of thoughtfully designed space behind a guard-gated entrance. The first floor features a bedroom and full bath for guests, while upstairs you'll find a primary suite with a walk-in closet, a second primary suite, two additional themed bedrooms that are well-decorated to attract short-term rental guests, and a versatile loft. All appliances are stainless steel. Step out to your own private screened pool, or enjoy the community's resort-style amenities. This is a pet-free house, although pets are allowed in the community. Windsor Island Resort is known for outstanding amenities, including an 8,000 sq. ft. clubhouse, resort-style pool and spa, lazy river, poolside cabanas, fitness center, on-site restaurant and bar, playgrounds, sports courts, arcade, and lounge areas for guests of all ages. The community's prime location provides convenient access to US 192, I-4, shopping, dining, golf, supermarkets, and Central Florida's major attractions. Whether purchased as a personal vacation retreat or income-producing short-term rental investment, this beautifully upgraded home offers a compelling opportunity in one of the Disney area's most desirable resort communities, just a short drive away. With a fully furnished turnkey setup, immersive themed spaces, standout entertainment areas, and a guest-focused design throughout, 237 Jetty Way is ready for its next owner to enjoy from day one.

237 Jetty Way, Davenport

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

616 Jasmine Lane, Davenport

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

886 Paradise Drive, Davenport

830 Paradise Drive, Davenport
$479,000
5 Beds ⋅ 5 Baths ⋅ Windsor Island Residence SubDv. ⋅ 33897 Zip Code
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

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