Windsor Island Residence Homes with Sidewalk Exterior Features

Windsor Island Residence Homes with Sidewalk Exterior Features

Welcome to Windsor Island Residence, a picturesque subdivision nestled in the heart of Davenport, Florida, within the vibrant Polk County. This enchanting community is designed for those who appreciate the perfect blend of comfort, style, and convenience. With its charming streets lined with lush greenery and well-maintained sidewalks, Windsor Island Residence offers a welcoming atmosphere that encourages leisurely strolls and a strong sense of community.

The homes in Windsor Island Residence boast exquisite exterior features, including beautifully landscaped gardens and inviting porches that exude curb appeal. The sidewalks throughout the neighborhood not only enhance the aesthetic charm but also provide safe pathways for families, joggers, and pet lovers to enjoy the outdoors. Imagine evening walks under the Florida sunset or weekend bike rides with the kids—this community is designed for an active lifestyle.

Each residence within Windsor Island is thoughtfully crafted, featuring modern designs and spacious layouts that cater to a variety of lifestyles. Whether you’re a first-time homebuyer, a growing family, or looking to downsize, you’ll find a home that perfectly suits your needs. The community is also conveniently located near shopping, dining, and entertainment options, making it easy to enjoy everything Davenport has to offer.

Windsor Island Residence is more than just a place to live; it’s a community where memories are made, friendships are formed, and a vibrant lifestyle awaits. Come discover your new home in this delightful neighborhood, where every day feels like a vacation!

Newest Windsor Island Residence Homes with Sidewalk Exterior Features

$599,000
5 Beds ⋅ 4 Baths ⋅ Windsor Island Residence SubDv. ⋅ 33897 Zip Code
An Absolute MUST SEE!! This SPACIOUS 5 Bedroom 4 FULL Bath Private Pool Home is being offered FULLY FURNISHED! SUCCESSFUL VACATION RENTAL PROPERTY with over $60,000+ in Rental Income this year & additional future bookings for 2027 that can convey to next owner if desired, great for a 1031 exchange to immediately start cash flow income! Located in the beautiful upscale gated community of Windsor Island Resort, this home is perfect for entertaining friends & family. As you proceed through the foyer, you will immediately notice the open concept that creates an even flow into the kitchen & dining area. The kitchen is equipped with a large island with a breakfast bar, stainless appliances, stone countertops, and hardwood cabinets with crown moulding. There is a dining area conveniently located adjacent to the kitchen with seating for 6 ppl. From the living area enjoy an amazing view of your pool deck with a beautiful decorative accent wall which includes a large sectional sofa providing ample space for everyone. As an added bonus there is a guest room located on the first floor as well. You will notice as you walk out onto the pool area it has a covered lanai and large pool that will provide hours of enjoyment and lasting memories. When you arrive upstairs, you find a loft space perfect for a small office or gaming area. The large primary suite also has enough space to add furniture for an additional seating area is desired. The primary bath has dual vanity sinks, stone countertops, hardwood cabinets and a large walk-in shower. The reaming 4 guest suites are also located on the 2nd floor, and 3 of the guests rooms are professionally themed, elevating the fun and excitement for everyone. Windsor Island has a state of the art Amenity Complex and Clubhouse that includes Zero Entry Pool with Cabanas, Waterslides, Lazy River, Fitness Center, Splash Zone, Volleyball & Tennis Courts, and a Pool Bar that offers great Food & Beverage offerings throughout the day. This gated resort community features a fantastic clubhouse, that comes with a fitness center, pool, waterslide, lazy river, volley ball court, tennis courts, a play zone with lots of activities, and much more! HOA includes lawn maintenance, internet, cable, daily valet trash service in 24- hour gated community. Minutes aways from shopping, dining, and world Disney attractions! Schedule your showing appointment now to make this home a turn key dream!

1607 Kona Lane, 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
$569,000
5 Beds ⋅ 5 Baths ⋅ Windsor Island Residence SubDv. ⋅ 33897 Zip Code
Available to view July 29 and 30. Ask y ou agent for viewing today!! 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
$660,000
7 Beds ⋅ 6 Baths ⋅ Windsor Island Residence SubDv. ⋅ 33897 Zip Code
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.

1671 Kona 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
$649,000
5 Beds ⋅ 5 Baths ⋅ Windsor Island Residence SubDv. ⋅ 33897 Zip Code
Turnkey fully furnished vacation home located in the highly sought-after Windsor Island Resort community, just minutes from Walt Disney World, Margaritaville, ChampionsGate, dining, shopping, and Central Florida attractions. This spacious 5-bedroom, 5-bath residence offers an open-concept floorplan designed for both entertaining and short-term rental performance. Features include a private screened-in pool, themed guest rooms, expansive upstairs loft/game area, modern kitchen with oversized island, and multiple en-suite bedrooms ideal for guests and large groups. Windsor Island Resort is a gated resort-style community allowing short-term rentals and offering premium amenities including a resort pool with lazy river, water slides, splash pad, fitness center, clubhouse, arcade, sports courts, playground, cabanas, and on-site dining. Excellent opportunity for investors seeking strong Airbnb income potential or buyers looking for a personal vacation retreat with resort amenities. Individual occupancy/use is limited to no more than 120 days per calendar year for any single occupant.

1177 Aloha Boulevard, Davenport
$589,900
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
$489,000
5 Beds ⋅ 4 Baths ⋅ Windsor Island Residence SubDv. ⋅ 33897 Zip Code
Welcome to this stunning 5-bedroom, 4.5-bathroom vacation pool retreat located in the highly sought-after Windsor Island Resort community in Davenport, FL. Short walk to clubhouse! This fully furnished, turnkey home boasts a bright open-concept layout, a modern gourmet kitchen with stainless steel appliances, and a spacious living area perfect for entertaining. Upstairs, a large loft offers additional space for relaxation, while the private screened-in pool and covered lanai create the ultimate Florida getaway. As part of the resort community, owners and guests enjoy access to world-class amenities including a clubhouse, lazy river, water slides, fitness center, and sports courts. Conveniently located just minutes from Disney World, restaurants, and shopping, this property is ideal as a short-term rental investment or personal vacation home. Don’t miss the chance to own this beautiful income-generating property in one of Central Florida’s most desirable vacation communities!

967 Paradise Drive, Davenport
$549,000
5 Beds ⋅ 5 Baths ⋅ Windsor Island Residence SubDv. ⋅ 33897 Zip Code
Amazing, income generating, turn-key ready vacation rental in the renowned Windsor Island Resort! 5 bedrooms, 4.5 bathrooms featuring 2 themed bedrooms, 2 king bedrooms and a guest bedroom with queen bed, white cabinetry, private heatable splash-pool, walking distance from the clubhouse.

227 Jetty Way, Davenport
$980,000
10 Beds ⋅ 8 Baths ⋅ Windsor Island Residence SubDv. ⋅ 33897 Zip Code
Exceptional investment opportunity in the highly sought-after Windsor Island Resort. This impressive single-family home features 10 bedrooms, 8 full bathrooms, and a private pool and spa, making it ideal for short-term rental income. The open-concept floor plan and spacious rooms are designed to comfortably accommodate large groups, maximizing occupancy and rental potential. The home offers a strong guest appeal with multiple themed bedrooms, including Star Wars, Moana, Avatar, and Mickey & Minnie, delivering a memorable vacation experience that drives repeat bookings. Located in one of the top vacation communities along the Disney corridor, Windsor Island Resort is known for its resort-style amenities that consistently attract vacationers year-round. Owners and guests enjoy access to a luxurious clubhouse with lounge areas, fitness center, arcade game room, on-site restaurant and bar, playground, mini golf, and more. With its prime location, high-demand community, and excellent rental appeal, this property represents a strong opportunity for investors seeking consistent income and long-term value appreciation.

2126 Lelani Circle, Davenport
$749,000
9 Beds ⋅ 6 Baths ⋅ Windsor Island Residence SubDv. ⋅ 33897 Zip Code
Discover this stunning, fully furnished 9-bedroom, 6-bathroom vacation home located in one of Central Florida’s most sought-after short-term rental communities — Windsor Island Resort. The backyard faces a dry pond, offering added privacy and peaceful open views. Best of all — no carpet anywhere: tile floors on the first level and durable vinyl plank flooring in all bedrooms and the loft. Designed with style, comfort, and income potential in mind, the home features a spacious open layout, beautifully themed spaces, and a large upstairs loft set up as an entertainment/game area for guests. The modern kitchen showcases granite countertops, stainless steel appliances, a walk-in pantry, breakfast bar seating, and dining space for up to 12 plus 4 additional seats at the island. Step outside to your private screened oasis with a heated pool and spa — perfect for relaxing mornings or evenings after a day at the parks. Windsor Island Resort offers world-class amenities including: 8,000 sq. ft. clubhouse with concierge services, fitness center, arcade, sundry shop, and on-site restaurant/bar. Outside amenities feature a heated zero-entry pool, lazy river, dual waterslides, splash pad, mini golf, firepit with Disney fireworks views, and cabanas. Prime location with quick access to I-4, Orlando, Tampa, MCO Airport, and Florida’s beautiful beaches. Zoned for short-term rental and completely turnkey, this property is an investor-ready opportunity with strong performance history.

2316 Lelani Circle, Davenport
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