Windsor Island Residence Homes with Gated Community - Guard Community Features

Windsor Island Residence Homes with Gated Community - Guard Community Features

Welcome to Windsor Island Residence, an enchanting gated community nestled in the heart of Davenport, Florida, within the picturesque Polk County. This exclusive neighborhood offers a harmonious blend of luxury, comfort, and security, making it the perfect haven for families and individuals alike.

Windsor Island Residence is designed with your lifestyle in mind. As a guard-gated community, it provides an added layer of security, ensuring peace of mind for all residents. The meticulously landscaped grounds and stunning architecture create an inviting atmosphere that welcomes you home. With a variety of beautifully crafted homes, you’ll find options that cater to every taste and preference, from modern designs to classic styles.

Residents of Windsor Island Residence enjoy a wealth of amenities that enhance the community experience. Dive into relaxation at the sparkling resort-style pool, or challenge friends and family to a game on the sports courts. The well-appointed clubhouse serves as a social hub, perfect for gatherings and events. For those who appreciate the outdoors, the lush green spaces and walking trails offer a serene escape, encouraging an active and vibrant lifestyle.

Located just minutes from the excitement of Orlando, Windsor Island Residence provides easy access to world-class attractions, shopping, and dining, while still offering the tranquility of suburban living. Discover the charm of Davenport and experience the perfect blend of community, convenience, and security at Windsor Island Residence—where your dream home awaits!

Newest Windsor Island Residence Homes with Gated Community - Guard Community Features

$489,000
5 Beds ⋅ 5 Baths ⋅ Windsor Island Residence SubDv. ⋅ 33897 Zip Code
Turn-Key Short-Term Rental | Strong Occupancy Appeal South Facing Pool | Guard-Gated Resort Income-producing short-term rental — professionally designed & fully furnished, especially the theme rooms to attract tourists Turn-key operation — no setup required, ready to generate revenue immediately with many existing bookings can be transferred. Professional designer furniture set up with frozen and star war theme rooms. Pool heater was replaced in 2025.Highly desirable south-facing screened pool — maximizes sunlight & rental demand 5 bedrooms / 4.5 baths — ideal for large groups up to 14 persons, higher ADR & longer stays First-floor guest suite — appeals to multigenerational & accessibility-focused guests Upstairs loft adds entertainment space & booking flexibility Prime location near clubhouse & guarded gate — superior guest convenience vs interior units Close to the club house by walking 3 minutes. Located in a live guard-gated resort community with premium amenities: -Resort-style pools & lazy river with poolside bar -On-site restaurant -State-of-the-art fitness center -Mini golf, tennis, basketball & sand volleyball Strong appeal for Airbnb / Vrbo investors seeking consistent occupancy Ideal for investors targeting cash flow + long-term appreciation

716 Gardenia Lane, Davenport
$665,000
7 Beds ⋅ 6 Baths ⋅ Windsor Island Residence SubDv. ⋅ 33897 Zip Code
Tucked just steps from the clubhouse, you get the best of both worlds: easy access to resort amenities, plus a private, no-rear-neighbor setting that makes evenings on the extended lanai feel like your own retreat. Fire up the summer kitchen, relax, and enjoy the quiet. Inside, the home is packed with personality. Kids (and adults) will love the themed Minion and Mickey Mouse bedrooms, and the gaming loft is perfect for movie nights or letting groups spread out and unwind. The kitchen stands out too, with striking blue cabinetry and a custom coffee bar that gives the space a fresh, contemporary feel. Every bedroom offers plenty of space and privacy, so larger groups or multiple families can comfortably share the home without feeling on top of each other. And because it’s being sold fully furnished with high-quality, guest-ready decor, there’s no lag time between closing and welcoming your first booking. Beyond the home itself, Windsor Island delivers the resort lifestyle guests are searching for — guard-gated security, clubhouse access, and a location close to shopping, dining, entertainment, and major highways. It’s the kind of package that keeps renters coming back and keeps owners’ calendars full. If you’re looking for a short-term rental property that’s genuinely ready to go, this is the one!

1901 Summer Drive, Davenport
$625,000
7 Beds ⋅ 6 Baths ⋅ Windsor Island Residence SubDv. ⋅ 33897 Zip Code
1876 Summer Drive at Windsor Island Resort is the turnkey, fully furnished vacation home investors and second-home buyers have been waiting for. Designed for both fun and function, this spacious property offers an open-concept layout, private screened pool, multiple ensuite-style bedroom options, themed rooms, and an entertainment-packed upstairs loft with theater seating, games, and air hockey. It has everything today’s guests are looking for in a memorable Central Florida stay. From the moment you step inside, you’re welcomed by a bright and spacious open-concept floor plan where the kitchen, dining area, and living room come together seamlessly, each with beautiful views of the private screened pool. The first-floor primary suite offers comfort and convenience, featuring an ensuite bathroom and direct pool access. The main level also includes a half bath and laundry room for added functionality. Upstairs, the fun continues with a spacious family room and game loft designed for entertainment. Whether enjoying movie night in theater-style seating, playing video games, challenging friends to chess or checkers, or enjoying a game of air hockey, this home is built for memory-making. The upstairs bedrooms are thoughtfully arranged in three separate sections, offering privacy and flexibility for owners and guests. At the front of the home, two bedrooms each feature their own private bathrooms. In the middle there is two additional bedrooms are positioned near the charming themed rooms, Princess and Captain America, adding a fun and memorable touch for younger guests. Toward the rear, two more bedrooms share a full bathroom, creating a layout that comfortably accommodates larger groups. With close proximity to Disney, Universal, SeaWorld, Orlando International Airport, and the resort-style amenities of Windsor Island, this beautifully furnished property is ready to deliver as a primary residence, second home, or short-term rental investment.

1876 Summer Drive, Davenport
$429,000
5 Beds ⋅ 5 Baths ⋅ Windsor Island Residence SubDv. ⋅ 33897 Zip Code
Price Adjustment - 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
$569,000
5 Beds ⋅ 5 Baths ⋅ Windsor Island Residence SubDv. ⋅ 33897 Zip Code
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
$520,000
5 Beds ⋅ 5 Baths ⋅ Windsor Island Residence SubDv. ⋅ 33897 Zip Code
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
$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
$569,900
5 Beds ⋅ 4 Baths ⋅ Windsor Island Residence SubDv. ⋅ 33897 Zip Code
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.

1721 Kona Lane Lane, Davenport
$854,900
10 Beds ⋅ 8 Baths ⋅ Windsor Island Residence SubDv. ⋅ 33897 Zip Code
**3D Tour Available** - 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.

2320 Lelani Circle, 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
$539,000
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
$469,900
5 Beds ⋅ 5 Baths ⋅ Windsor Island Residence SubDv. ⋅ 33897 Zip Code
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
Start Your Search