Windsor Hills Ph 3 Single Family Homes For Sale in Kissimmee - 7 homes

Remarks: Under contract-accepting backup offers. Discover an exceptional investment opportunity in the highly sought after Windsor Hills Resort just 2.5 miles from Walt Disney World. This 6 or 7 bedroom, 4 bath home has been upgraded with a new roof (2025), two new A/C units (2023), a new pool heater (2026), and new kitchen appliances (2023). Buy with confidence as a pre listing inspection has been completed and items have been addressed. With the major improvements already handled, the home is perfectly positioned for your own decorating vision. The first floor features a themed Frozen inspired room that is ideal for additional sleeping capacity, a private office, or a media room, and includes French doors for privacy. Also on the first floor is a new Star Wars themed game room upgraded with a pool table, foosball, and stand alone video game units. An additional room on the main level functions perfectly as a dedicated office or an extra TV entertainment room, offering flexibility for work, relaxation, or guest use. The home offers multiple gathering areas and a well designed bedroom layout, including a King primary ensuite with an oversized bathroom and a large walk in closet, as well as a second King ensuite bedroom with its own bath and spacious walk in closet. These suites provide comfort, storage, and privacy for guests and extended families. Step outside to your private screened in, heated inground pool and spa, offering year round enjoyment and the perfect place to unwind after a day at the parks. The outdoor space also includes a large covered lanai with generous shaded seating and dining areas that are ideal for relaxing or entertaining. From a short term rental perspective, this home is in a prime location within Windsor Hills, just a block from the castle playgrounds and a few blocks from the clubhouse. It can sleep sixteen or more guests who will appreciate the open kitchen and family room, the themed game room, and the inviting lanai, all of which create multiple spaces for relaxation during their stay. The driveway accommodates parking for three cars, making it ideal for extended families. Windsor Hills provides unmatched resort style amenities with no resort fees, including a lagoon style pool with a water park, a splash area, a fitness center, a movie theater, a game room, tennis courts, pickleball courts, basketball courts, a dog park, additional playgrounds, and an on site marketplace and grill.

Listing is courtesy of: IN TOUCH REAL ESTATE LLC (800-515-0321)

Listing Agent: Mark Breymeier (215-275-0487)

Remarks: Welcome to this beautifully maintained 6-bedroom, 4-bathroom pool home located in the highly sought-after Windsor Hills Resort. Ideally located approximately 0.4 miles from the clubhouse, just a short walk away, and featuring no rear neighbors, this home offers exceptional privacy—an increasingly rare find in the community. Significant upgrades include a brand-new roof (2022), two new HVAC systems (2022), and luxury vinyl plank flooring throughout (2022). The private pool was professionally resurfaced in 2017, and the home underwent a full remodel the same year, ensuring modern comfort, style, and long-term durability. This property has been meticulously cared for and is ideal as a second home, or high-performing short-term rental investment. The main level features a bedroom with a full bathroom, perfect for guests or multi-generational living. Upstairs offers two spacious suites and three themed guest bedrooms. The garage has been converted into a fun game room, adding even more entertainment space. The HOA fee includes lawn service, irrigation maintenance, daily valet trash pickup, internet, and basic cable. Community amenities include 24/7 manned gated entry, a resort-style clubhouse, community pool, sports courts, and putting green. Located just minutes from Disney parks, major attractions, dining, shopping, championship golf courses, major airports, and Florida’s famous beaches, this is an exceptional opportunity to own a turn-key home in one of Central Florida’s most desirable resort communities.

Listing is courtesy of: RATIO REAL ESTATE, LLC (407-674-0460)

Listing Agent: Veronica Li (407-674-0460)

Remarks: 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.

Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)

Listing Agent: Mike Chen, P.A (503-888-8070)

Remarks: Under contract-accepting backup offers. Great opportunity to own a beautifully maintained vacation home located in the highly desirable Windsor Hills Resort! This spacious and well-designed property offers an open floor plan ideal for both relaxation and entertaining. The home features themed bedrooms that enhance the vacation experience, along with a private screened-in pool area perfect for enjoying the Florida lifestyle. Laminate flooring throughout provides a modern look with easy maintenance. Just minutes from Walt Disney World and major Orlando attractions, this property is perfectly positioned for short-term rentals or personal use. Windsor Hills Resort is a gated community offering resort-style amenities, including a clubhouse, resort pool with water slide, fitness center, movie theater, playground, and more. Currently operating as a short-term rental. Schedule your showing today and don’t miss this incredible investment opportunity!

Listing is courtesy of: FLORIDA CONNEXION PROPERTIES (407-574-2636)

Listing Agent: Danilo Aquino (689-243-6300)

Remarks: 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.

Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)

Listing Agent: Steven Koleno (804-656-5007)

Remarks: 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.

Listing is courtesy of: RE/MAX PRIME PROPERTIES (407-347-4512)

Listing Agent: Paul Donovan (407-785-7070)

Remarks: This Stunning, fully renovated, turnkey 6-bedroom, 4-bathroom pool home is located in the highly sought-after resort community of Windsor Hills. From the moment you enter, you're greeted by updated flooring that complements the open-concept layout and spacious interior. The bright and modern formal dining room flows seamlessly into a family room filled with natural light. The stylish kitchen features stainless steel appliances, and a charming breakfast nook, perfect for both entertaining and everyday living. Sliding glass doors open to your private outdoor oasis, complete with a sparkling pool, relaxing hot tub, and an extended covered lanai. In addition, the first floor also includes a convenient bedroom, while the second level offers five additional bedrooms, including two beautifully appointed en-suites. Windsor Hills is a premier, guard-gated community offering five-star amenities, including waterslides, a splash pad, resort-style pool and hot tub, sundry shop, movie theater, arcade, fitness center, playgrounds, and courts for tennis, volleyball, and basketball. Conveniently located approximately 1 mile from Hwy 192, this home provides quick access to great shopping, dining, I-4, and theme parks—making it the perfect primary residence, vacation home, or income-producing short-term rental.

Listing is courtesy of: ORLANDO REGIONAL PROPERTY MANAGEMENT (407-800-4545)

Listing Agent: Jeannette Lopez (407-800-4545)