Windsor Hills Ph 3 Homes with Pool

Windsor Hills Ph 3 Homes with Pool

Welcome to Windsor Hills Phase 3, a delightful subdivision nestled in the heart of Kissimmee, Florida. This vibrant community is part of Osceola County and is perfectly positioned to offer residents the best of both worlds: a serene suburban lifestyle with easy access to the excitement of Orlando's famous attractions.

Windsor Hills Phase 3 is renowned for its beautifully designed homes, many of which come complete with private pools, making it an ideal choice for families and vacationers alike. Imagine soaking up the Florida sun right in your backyard, where you can host pool parties, enjoy lazy afternoons, or simply unwind after a day of adventure. The homes in this community feature a variety of styles and layouts, ensuring that there’s a perfect fit for every taste and need.

Beyond the stunning residences, Windsor Hills boasts a wealth of amenities that enhance the living experience. Residents can enjoy a community clubhouse, fitness center, and playgrounds, along with a sparkling resort-style pool and a movie theater. The well-maintained landscapes and friendly atmosphere make it a welcoming environment for families, retirees, and seasonal visitors.

Located just minutes from the magic of Walt Disney World, Universal Studios, and other world-class attractions, Windsor Hills Phase 3 offers the convenience of proximity to entertainment while providing a peaceful retreat at the end of the day. Whether you’re looking for a permanent residence or a vacation home, Windsor Hills Phase 3 is the perfect place to call home in sunny Florida!

Newest Windsor Hills Ph 3 Homes with Pool

$629,900
5 Beds ⋅ 5 Baths ⋅ O6434446 MLS
Whether you're looking for an income-producing vacation rental or a personal retreat, this 5-bedroom, 5-bath home in the highly desirable gated community of Windsor Hills is an excellent opportunity. The kitchen is positioned at the front of the home and overlooks the formal dining area, creating a welcoming space for family meals and entertaining. The living room is located at the rear of the home and opens to the screened-in pool deck, offering a relaxing space to enjoy the Florida sunshine. Two bedrooms are conveniently located on the first floor, along with two of the bathrooms, while the remaining bedrooms and bathrooms are upstairs, providing comfort and privacy for guests. The garage has been converted into a fun games room with pool and foosball tables, adding extra appeal for renters. Windsor Hills is one of the closest resorts to Disney and features outstanding amenities, including a resort-style pool with water slides, clubhouse, fitness center, and sports courts. Ideal for short-term rental investment, second home, or full-time residence.

7795 Basnett Circle, Kissimmee
$699,000
6 Beds ⋅ 4 Baths ⋅ O6423586 MLS
Welcome to 7765 Tosteth Street, a beautifully appointed vacation home in the heart of Windsor Hills Resort — Orlando's premier gated short-term rental community, just minutes from Walt Disney World. This spacious 6-bedroom, 4-bathroom pool home offers 2,812 sq ft of thoughtfully designed living space, perfect for large groups looking for comfort, privacy, and resort-style amenities. The open-concept main floor features a generous living and dining area, a fully equipped kitchen, a first-floor bedroom with full bath — ideal for guests who prefer single-level living — a dedicated laundry room, and a game room for added entertainment. Step outside to your private screened pool with heated spa, surrounded by a covered patio and deck — the perfect setting for relaxing afternoons under the Florida sun. Windsor Hills Resort amenities include a clubhouse, resort-style community pool, waterpark, fitness center, game room, tennis courts, and 24-hour gated security — everything your guests need without ever leaving the community. Whether you're looking for a turn-key investment property with strong short-term rental potential or a private family retreat steps from the magic of Orlando, 7765 Tosteth Street is ready to deliver. Offered fully furnished and ready to generate income from day one.

7765 Tosteth Street, Kissimmee
$610,000
5 Beds ⋅ 5 Baths ⋅ O6413930 MLS
This beautifully maintained 5-bedroom, 5-bath home in the 5-Star Windsor Hills Resort is an income-producing short-term vacation rental located just minutes from Walt Disney World. Highly sought after for its open floorplan, this property features the resort’s most desirable 5-bedroom layout, offering exceptional flow and comfort for large families and vacationing groups. The home immediately stands out thanks to extensive mechanical and interior upgrades, including a 2022 roof with 30-year architectural shingles, a 2023 saltwater pool system that is both low-cost and low-maintenance, a 2023 WiFi-controlled pool heater, a brand-new 2026 water heater with WiFi capability, new toilets added in 2026, and dual HVAC systems with major components replaced in 2016 and newer coils added within the last two years. Nest thermostats enhance efficiency, while upgraded bath vanities with solid-surface counters and wood-laminate hickory flooring in all bedrooms elevate the home’s interior appeal, durability, and rental desirability. For investors, the seller is willing to transfer any future bookings, allowing for immediate income continuity. Inside, the open main level features a spacious main dining area, a separate breakfast room, kitchen bar seating, granite countertops, stainless steel appliances, and a large living area ideal for gathering. Two first-floor ensuite bedrooms and an additional queen bedroom with adjacent bath provide convenient main-level living, while the second floor offers two Disney-themed junior suites, each with its own bathroom—an instant favorite among vacationing families. The converted garage game room with air hockey and pool tables adds to the home’s strong guest appeal. Outside, the screened lanai features a private heated saltwater pool and spa surrounded by privacy screening and a mature hedge, creating a secluded retreat perfect for relaxing after a day at the parks. Windsor Hills Resort remains one of Central Florida’s most desirable vacation rental communities, offering a clubhouse with lagoon-style pool, tennis courts, racquetball court, basketball court, marketplace, theater, game room, and fitness center, along with playgrounds, putting greens, and 24-hour guarded security. It is a prime vacation location due to its proximity to Disney, making this home an exceptional opportunity for buyers seeking a reliable, well-maintained, income-generating vacation property.

Kissimmee
$630,000
6 Beds ⋅ 4 Baths ⋅ O6398878 MLS
Welcome to this beautifully maintained 6-bedroom, 4-bathroom fully furnished home located in the highly sought-after Windsor Hills Resort in Kissimmee. Designed for comfort and convenience, this spacious property is ideal as a primary residence, vacation retreat, or income-producing short-term rental. Step inside to an open and inviting floor plan featuring generous living spaces perfect for gatherings. The home comes turn-key furnished, allowing for a seamless move-in or immediate rental potential. Guests of all ages will enjoy the dedicated game room, offering endless entertainment. Outdoors, unwind in your private screened pool, an ideal spot to relax after a day at the parks or soak up Florida sunshine in complete privacy. With six well-appointed bedrooms and four full bathrooms, there’s ample space for family and guests alike. Situated just minutes from world-class attractions, shopping, dining, and entertainment, Windsor Hills also offers resort-style amenities including a clubhouse, water park, fitness center, and more—all within a secure, gated community. This exceptional home truly offers the best of Florida resort living. Schedule your private showing today.

7759 Tosteth Street, Kissimmee
$625,000
5 Beds ⋅ 5 Baths ⋅ O6394288 MLS
Welcome to this beautifully updated beach-themed oasis, a fully renovated and furnished STR home located in the heart of Kissimmee. This property underwent a complete renovation in 2022, featuring a modernized kitchen with updated cabinetry, countertops, and appliances, along with new flooring and fresh interior paint throughout. Major capital improvements include a new roof (2022) and a recently resurfaced private pool (2025), offering peace of mind and long-term value. Designed for both comfort and functionality, each bedroom features its own dedicated full bathroom, providing privacy and convenience for guests—an setup for STR and multi-family use. The home also includes a converted garage game room equipped with ping pong, foosball, and arcade games, creating a fun and engaging entertainment space that enhances guest experience and rental appeal. The open-concept layout flows seamlessly to a screened-in lanai and private pool area, delivering the indoor-outdoor living experience for entertaining or relaxing after a day at nearby attractions. Located just minutes from Walt Disney World, shopping, dining, and major highways, this home is perfectly positioned for both strong STR income potential and long-term appreciation. The HOA provides exceptional value, including lawn service, irrigation maintenance, daily valet trash pickup, internet, basic cable, and a 24/7 manned guard gate for added security and convenience. Residents and guests enjoy access to a resort-style amenity package, including a large clubhouse, tropical community pool with water park slide and zero-entry access, open-air lounge, convenience store, fitness center, movie theater, billiards/game room, table tennis, lighted basketball and tennis courts, sand volleyball court, putting green, RV/boat parking area, and multiple playgrounds.

2648 Dinville Street, Kissimmee
$649,000
5 Beds ⋅ 5 Baths ⋅ O6371195 MLS
Strong booking activity through the end of 2026!! Welcome to your ultimate vacation getaway—fully renovated in 2025 and featuring a brand-new roof (2025), all on a prime corner lot just 5 miles from Walt Disney World. This beautifully upgraded 5-bedroom pool and spa home is designed for comfort, fun, and strong short-term rental appeal, complete with an impressive converted garage game room for unforgettable guest experiences. Recent upgrades include two new water heaters (2025), exterior painting (2025) updated kitchen and all five bathroom vanities (2025), granite countertops in every bathroom, and new commercial-grade carpet installed in 2025, new furniture, and many more—making this home truly move-in ready. ACs were replaced in 2024 and 2022. Themed living takes center stage with 7 immersive themes throughout the home. The two primary suites feature How to Train Your Dragon and Avengers themes. The main-level bedroom is Star Wars, while the upstairs bedrooms are Toy Story and Mickey Mouse. Sleeping arrangements include 3 king beds and 4 twin beds. The garage is transformed into a Harry Potter–themed game room with foosball, air hockey, and a pool table, while the dining room brings the fun with a Super Nintendo World theme. Located in the highly sought-after, guard-gated Windsor Hills community, owners and guests enjoy top-tier resort amenities including a lagoon-style pool, water park with slides, fitness center, movie theater, arcade, bar, convenience store, playgrounds, and sports courts—all just minutes from Central Florida’s world-class attractions. Selller is a licensed real estate agent.

7788 Basnett Circle, Kissimmee
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