Windsor Island Residence Homes with Sidewalks Community Features

Windsor Island Residence Homes with Sidewalks Community Features

Welcome to Windsor Island Residence, a charming subdivision located in the heart of Davenport, Polk County, Florida. This community is known for its picturesque streets lined with beautiful homes and convenient sidewalks that make strolls around the neighborhood a delight.

Homes in Windsor Island Residence are designed with a focus on quality, comfort, and style. From cozy single-family homes to spacious estates, there is a diverse range of properties to choose from to suit every lifestyle and preference.

One of the standout features of this community is the Homes with Sidewalks, which offer residents a safe and inviting environment to take leisurely walks, jog, or simply enjoy the fresh air. The sidewalks not only enhance the aesthetic appeal of the neighborhood but also promote a sense of community and neighborly interaction.

Living in Windsor Island Residence means enjoying a tranquil and family-friendly atmosphere while still being close to all the amenities and attractions that Davenport has to offer. From shopping and dining to entertainment and outdoor activities, residents here have easy access to everything they need for a fulfilling lifestyle.

Come and experience the charm and convenience of Windsor Island Residence – where quality homes, beautiful surroundings, and a welcoming community await you.

Newest Windsor Island Residence Homes with Sidewalks Community Features

$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
$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
$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
$499,000
5 Beds ⋅ 4 Baths ⋅ Windsor Island Residence SubDv. ⋅ 33897 Zip Code
Short Sale. Investor opportunity in the sought-after Windsor Island Resort! Fully furnished 5-bedroom, 4-bath townhome ideal for use as a vacation home or income-producing short-term rental. This spacious and functional layout is designed to accommodate guests comfortably and maximize rental appeal. Located in a premier resort-style community featuring a clubhouse, resort pool, lazy river, water park, fitness center, sports courts, and more. The property is turnkey and furnished, allowing for immediate rental operations or personal vacation use. Conveniently located near major attractions, shopping, dining, and main roadways. A strong addition to any investment portfolio in a high-demand vacation rental market.

107 Jetty Way, Davenport
$499,000
5 Beds ⋅ 4 Baths ⋅ Windsor Island Residence SubDv. ⋅ 33897 Zip Code
Price to Sell!!Welcome to this exceptional 5-bedroom, 4.5-bath townhome in the popular Windsor Island Resort, one of the most sought-after vacation destinations near Disney World! Professionally decorated and fully furnished, this luxurious property is turn-key ready, offering the perfect retreat for vacationers or a prime opportunity for short-term rental income. This unit boasts one of the best locations in the community, just a short walk to the clubhouse and offering exceptional privacy with no rear neighbors. The open-concept layout features stylish living spaces, a modern kitchen with upgraded appliances, and beautifully appointed bedrooms designed for relaxation. Guests will also love the premium resort amenities, including a lagoon-style pool, lazy river, splash pad, mini-golf, fitness center, and more! Located just minutes from Disney parks, shopping, dining, and entertainment, this townhome offers a rare blend of comfort, convenience, and resort-style living in the heart of Orlando’s top vacation area.

126 Jetty Way, Davenport
$714,900
5 Beds ⋅ 6 Baths ⋅ Windsor Island Residence SubDv. ⋅ 33897 Zip Code
Turn-key short-term rental property located inside the sought-after Windsor Island Resort — a gated community approved for short-term rentals. This beautiful and well-maintained home offers a great combination of functionality, privacy, and resort-style living. The home features a unique and desirable floor plan with 5 bedrooms, each with its own private bathroom, plus an additional half bathroom conveniently located by the pool area. Designed for comfort and easy maintenance, the property offers tile flooring throughout with no carpet. The garage has been converted into a themed game room, adding extra entertainment space, and the home includes themed bedrooms, including a Princess-themed bedroom and a Harry Potter-themed bedroom, enhancing its appeal for guests and families. Enjoy a peaceful backyard with no rear neighbors, providing additional privacy, and benefit from the close proximity to the clubhouse, offering quick access to community amenities. The community is conveniently located near major highways, shopping, dining, and just minutes from world-famous attractions such as Walt Disney World. Whether used as a primary residence, vacation home, or short-term rental property, this home presents an excellent opportunity. Schedule your private showing today.

1711 Kona Lane, Davenport
$609,000
5 Beds ⋅ 4 Baths ⋅ Windsor Island Residence SubDv. ⋅ 33897 Zip Code
Turnkey 5-Bedroom Pool Home in Windsor Island Resort — No Rear Neighbors & Close to Clubhouse! Welcome to this like-new, fully furnished 5-bedroom, 4-bath vacation home built in 2020 and located in the highly sought-after Windsor Island Resort — one of Central Florida’s premier resort communities just minutes from Orlando’s world-famous theme parks. This beautifully designed property offers no rear neighbors and is conveniently located close to the clubhouse, providing both privacy and easy access to resort amenities. Step inside to a grand high-ceiling entryway and an elegant custom accent wall in the living room. The first floor features a guest bedroom with a full bath, perfect for multigenerational living. Upstairs, you’ll find an oversized owner’s suite, an additional en-suite bedroom, and two professionally themed bedrooms — one Avengers-inspired and one Tangled-themed — creating a magical experience for guests of all ages. The open-concept kitchen is equipped with granite countertops, stainless steel appliances, and a large center island that flows seamlessly into the dining and living areas — ideal for entertaining. Sliding glass doors lead to your private screened-in pool and covered patio, where you can relax and enjoy Florida’s sunshine year-round. As an owner or guest, you’ll enjoy full access to Windsor Island’s spectacular resort amenities, including a luxury clubhouse with lazy river, dual water slides, splash pad, resort-style pool, fitness center, game room, café, ice cream shop, fire pit, tropical walking trail, basketball court, sand volleyball court, and putt-putt golf. With its prime location near shopping, dining, and entertainment, this turnkey home is perfect as a vacation retreat, second home, or high-performing short-term rental investment.

1180 Aloha Boulevard, Davenport
$609,990
7 Beds ⋅ 6 Baths ⋅ Windsor Island Residence SubDv. ⋅ 33897 Zip Code
Welcome to this tastiflly furnished home located in the prestige Windsor Island Resort! Just minutes from Disney and world-class attractions, this home is fully furnished and ready for daily rentals. Special features include: Open floor plan with a modern kitchen with granite countertops and oversized island for extra seating; Themed bedrooms and game rooms. Windows Resort Amenities Include: Resort-style pool, lazy river, hot tub, and splash pad Mini-golf, pMickey, Little Mermaid, and Harry Potter bedrooms layground, basketball court. Outdoor bar and dining area, fire pit lounge, and clubhouse Fitness center, arcade, and 24/7 gated security Zoned for short-term daily rentals. This home is very closed to theme parks, shopping, restaurants, and major highways.

2226 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
$549,900
5 Beds ⋅ 5 Baths ⋅ Windsor Island Residence SubDv. ⋅ 33897 Zip Code
Welcome to this beautifully remodeled and fully furnished 5-bedroom, 4.5-bathroom townhome in the highly sought-after Windsor Island Resort—one of Central Florida’s top destinations for vacation rentals. Impeccably maintained and thoughtfully upgraded, this home now features newly designed themed bedrooms, including a magical Princess Room, an immersive Star Wars Room, and a fun Disney-themed loft that guests absolutely love. Step inside to an elegant open-concept layout where the gourmet kitchen, spacious dining area, and inviting family room create the perfect setting for entertaining and relaxing. The home offers multiple spaces for comfort and enjoyment, including a bright living room, a private screened pool, and a versatile second-floor loft—ideal for movie nights, gaming, or family time. Located just a short walk from the resort’s world-class amenities, you’ll have access to a grand clubhouse with friendly guest check-in, a state-of-the-art fitness center, a resort-style pool with a lazy river, splash zone, playground, outdoor fire pit, restaurant/bar, and a variety of sports courts. It’s the perfect blend of luxury, convenience, and entertainment. Whether you’re looking for an exceptional vacation home or a high-performing investment property, this townhome checks all the boxes. Homes in Windsor Island are in high demand—don’t miss your chance to own this upgraded slice of paradise. Schedule your private showing or virtual tour today!

127 Jetty Way, Davenport
$950,000
10 Beds ⋅ 8 Baths ⋅ Windsor Island Residence SubDv. ⋅ 33897 Zip Code
Step into a world of enchantment and luxury at 2210 Lelani Circle! A fully furnished and turnkey 10-bedroom, 8-bathroom home that is meticulously decorated to deliver a timeless Florida vacation experience. Spanning approximately 4,399 sq ft of living space on a nearly 6,000 sq ft lot, this home embodies the perfect blend of comfort and whimsy. Upon entering, you're greeted by an open-concept design that flows seamlessly into a gourmet kitchen equipped with an oversized island, ideal for both cooking and socializing. The dining area accommodates over 15 guests under modern, sculptural lighting—setting a chic stage for unforgettable gatherings. Each of the ten bedrooms is richly themed to honor beloved Disney characters and stories—from enchanting princess suites to daring adventure rooms—creating a personalized and immersive experience for every guest. The excitement continues upstairs with a Jurassic Park-inspired game and TV room, while the converted garage is home to an awe-inspiring Star Wars-themed game room, elevating entertainment to an intergalactic level. Step outside to discover your private oasis: a gorgeous pool fringed by sun-washed decking, offering serene relaxation and exclusivity. The property is nestled within the resort-style Windsor at Westside community, where residents enjoy access to stellar amenities—including a beach-style community pool, lazy river, water slides, clubhouse with fitness center and game room, tennis courts, mini-golf, volleyball, cornhole, and more. Conveniently located within close proximity to world-renowned theme parks, this estate offers not only a magical getaway but also a lucrative investment opportunity—especially appealing for short-term rentals, thanks to its unique theming, turnkey condition, and high guest appeal. This home is an active short term rental with transferable bookings!

2210 Lelani Circle, Davenport
Start Your Search