Windsor Hills Ph 2 Real Estate

Windsor Hills Ph 2 Real Estate

Welcome to Windsor Hills Phase 2, a stunning subdivision nestled in the heart of Kissimmee, Florida, within the vibrant Osceola County. This enchanting community offers a perfect blend of luxury, comfort, and convenience, making it an ideal choice for families, vacationers, and investors alike.

Windsor Hills Phase 2 is renowned for its beautifully designed homes, many of which feature spacious layouts, modern amenities, and captivating views. With a variety of floor plans to choose from, residents can select the perfect home to suit their lifestyle, whether it be a cozy retreat or a grand family residence. The community’s architecture reflects a charming mix of Mediterranean and contemporary styles, creating an inviting atmosphere for all who enter.

One of the standout features of Windsor Hills Phase 2 is its exceptional amenities. Residents enjoy access to a sparkling resort-style pool, a state-of-the-art fitness center, and a clubhouse that serves as a hub for social gatherings and events. The community also boasts a playground, tennis courts, and walking trails, ensuring that there’s always something to do for all ages.

Location is key, and Windsor Hills Phase 2 does not disappoint. Just minutes away from the world-famous Walt Disney World Resort, Universal Studios, and a plethora of shopping and dining options, residents can experience the best of Central Florida living. With easy access to major highways, commuting to nearby cities is a breeze.

Discover the charm and excitement of Windsor Hills Phase 2, where community, comfort, and convenience come together to create an unparalleled living experience in Kissimmee, FL. Your dream home awaits!

Newest Listings in Windsor Hills Ph 2

$455,000
3 Beds ⋅ 3 Baths ⋅ O6427721 MLS ⋅ 2500 BLDG.
Turnkey Vacation Rental Investment in Windsor Hills Resort – Minutes from Disney World Exceptional opportunity to own a fully furnished, turnkey vacation rental in Windsor Hills Resort, one of the closest and most sought-after resort communities to Walt Disney World. This beautifully decorated, totally renovated townhome is ready for immediate rentals or personal enjoyment, with all furnishings included. Designed to maximize guest appeal, the home features luxury vinyl plank flooring throughout, a beautifully updated kitchen with granite countertops, stainless steel appliances, and a stylish tiled backsplash. The open, inviting floor plan creates the perfect gathering space for families vacationing together. A standout feature is the home's private heated pool. As an end unit backing to a large dry retention pond, there are no rear neighbors, providing a level of privacy that guests appreciate and that is difficult to find in Windsor Hills. The spacious primary suite offers a king bed and a beautifully updated en-suite bath with granite countertops, double sinks, and a walk-in shower. A first-floor queen bedroom provides convenient accommodations for multi-generational families, while the upstairs bedroom is designed to delight younger guests with bunk beds, a trundle bed, and two arcade games—Pac-Man and Golden Tee 3-D Golf. The two additional bathrooms also feature granite countertops. Guests will love the easy walk to Windsor Hills' award-winning amenities, including the resort clubhouse, lagoon-style pool, water park, fitness center, sports courts, playgrounds, movie theater, and more. With its unbeatable location near Disney, exceptional renovations, premium privacy, and family-friendly entertainment, this home is ideally positioned to attract vacation renters year after year. Whether you're adding to your investment portfolio or purchasing your first vacation rental, this move-in-ready home offers everything today's guests are looking for in one of Central Florida's premier resort communities.

2500 Renshaw Street, Kissimmee

Listing courtesy of CHARLES RUTENBERG REALTY ORLANDO. 407-622-2122
$420,000
3 Beds ⋅ 3 Baths ⋅ S5152612 MLS
Welcome to 7677 Fitzclarence St, a beautifully maintained and fully furnished townhome located in the highly desirable, guard-gated community of Windsor Hills Resort just minutes from Walt Disney World. This turnkey 3 bedroom, 3 bathroom home offers the perfect combination of comfort, convenience, and resort-style living, making it ideal as a primary residence, second home, or income-producing vacation property. Featuring a desirable open-concept floor plan with spacious living areas, a well-appointed kitchen, and a private screened pool area, this home is designed for both relaxation and entertaining. This property has been thoughtfully maintained with recent updates including a brand-new air conditioning system, brand-new hot water heater, and newly replaced pool screens, providing peace of mind for the next owner. The home comes fully furnished and ready for immediate enjoyment, offering a true turnkey opportunity with a strong rental history. Currently operating as a highly active and heavily booked Airbnb, this property has proven income potential while still providing the flexibility to enjoy your own Florida retreat. The functional layout includes a first-floor bedroom and full bathroom, with additional bedrooms upstairs including a spacious primary suite, providing privacy and comfort for owners and guests. Step outside to the screened private pool area and enjoy the Florida lifestyle year-round. Located in Windsor Hills, owners and guests enjoy access to exceptional resort amenities including 24-hour gated security, a clubhouse, resort-style pool, fitness center, recreation areas, sports courts, and more. With its unbeatable location close to Disney, shopping, dining, and major attractions, combined with strong rental demand, recent upgrades, and a proven vacation rental track record, 7677 Fitzclarence St is a rare opportunity to own a move-in-ready property in one of Central Florida’s most sought-after communities. This is the perfect blend of personal enjoyment and investment opportunity — just bring your suitcase and start enjoying everything Orlando has!

7677 Fitzclarence Street, Kissimmee

Listing courtesy of REAL BROKER, LLC. 855-450-0442
$399,000
3 Beds ⋅ 3 Baths ⋅ 11845745 MLS
SOUTH-FACING POOL! Welcome to a standout vacation home in the popular Windsor Hills Resort, just minutes from the magic of Disney! This beautifully furnished 3-bedroom, 3-bathroom townhome offers an exceptional blend of comfort, style, and rental potential. Guests are immediately drawn to the Disney-inspired living room, designed to create a memorable vacation experience from the moment they walk through the door. The home also features an incredible Toy Story-themed bedroom that delights younger guests, while the spacious first-floor primary suite showcases a unique Incredibles theme, making it both fun and functional for families visiting the area. The open-concept layout seamlessly connects the kitchen, dining, and living areas, creating the perfect gathering space for entertaining and relaxing after a day at the parks. A convenient first-floor bedroom with bath provides easy accessibility for owners and guests alike. Upstairs, an additional ensuite bedroom offers privacy and comfort, while durable flooring throughout the home eliminates carpet maintenance and is ideal for a high-performing short-term rental property. Step outside to your private screened lanai and enjoy the highly desirable south-facing heated pool, perfect for soaking up the Florida sunshine year-round. Whether guests are spending the afternoon poolside or unwinding after an exciting day at Disney, this outdoor oasis is sure to impress. Located within the gated Windsor Hills Resort community, residents and guests enjoy world-class amenities including a lagoon-style resort pool, water park, thrilling water slides, movie theater, fitness center, game room, sports courts, onsite convenience store, bar and grill, playgrounds, and more. Just minutes from Walt Disney World, Universal Orlando Resort, shopping, dining, and entertainment, this property offers the perfect combination of location, comfort, and investment potential. Don't miss this opportunity to own your own piece of the magic-schedule your private showing today!

7654 Otterspool Street, Kissimmee

Listing courtesy of .

$399,000
3 Beds ⋅ 3 Baths ⋅ O6417354 MLS ⋅ 7654 BLDG.
SOUTH-FACING POOL! Welcome to a standout vacation home in the popular Windsor Hills Resort, just minutes from the magic of Disney! This beautifully furnished 3-bedroom, 3-bathroom townhome offers an exceptional blend of comfort, style, and rental potential. Guests are immediately drawn to the Disney-inspired living room, designed to create a memorable vacation experience from the moment they walk through the door. The home also features an incredible Toy Story-themed bedroom that delights younger guests, while the spacious first-floor primary suite showcases a unique Incredibles theme, making it both fun and functional for families visiting the area. The open-concept layout seamlessly connects the kitchen, dining, and living areas, creating the perfect gathering space for entertaining and relaxing after a day at the parks. A convenient first-floor bedroom with bath provides easy accessibility for owners and guests alike. Upstairs, an additional ensuite bedroom offers privacy and comfort, while durable flooring throughout the home eliminates carpet maintenance and is ideal for a high-performing short-term rental property. Step outside to your private screened lanai and enjoy the highly desirable south-facing heated pool, perfect for soaking up the Florida sunshine year-round. Whether guests are spending the afternoon poolside or unwinding after an exciting day at Disney, this outdoor oasis is sure to impress. Located within the gated Windsor Hills Resort community, residents and guests enjoy world-class amenities including a lagoon-style resort pool, water park, thrilling water slides, movie theater, fitness center, game room, sports courts, onsite convenience store, bar and grill, playgrounds, and more. Just minutes from Walt Disney World, Universal Orlando Resort, shopping, dining, and entertainment, this property offers the perfect combination of location, comfort, and investment potential. Don't miss this opportunity to own your own piece of the magic—schedule your private showing today!

7654 Otterspool Street, Kissimmee

Listing courtesy of LA ROSA REALTY LLC. 321-939-3748
$449,000
3 Beds ⋅ 3 Baths ⋅ S5151169 MLS ⋅ 7667 BLDG.
Beautifully End-Unit Townhome in Windsor Hills! In a premier 24-hour guard-gated community! Perfect for year-round living, a vacation retreat, or a profitable short-term rental. Step inside to a bright, open-concept main floor, a kitchen with, breakfast bar, and premium appliances. The open living and dining area opens through sliding glass doors to your private screened-in pool, ideal for relaxing or entertaining. A main-level bedroom and full bath supply comfort and convenience for guests. Upstairs, the primary suite provides a walk-in closet and an en-suite bath. An additional bedroom, full hall bath, and in-unit laundry complete the second floor. Enjoy resort-style living with Windsor Hills with unmatched amenities: a community pool and hot tub, water park, fitness center, tennis, basketball, and volleyball courts, game room, movie theatre, tot lot & recreation park, plus an on-site marketplace and grill. Just minutes from Disney World and area attractions - this is the lifestyle you’ve been dreaming of. Schedule your private showing today!

7667 Otterspool Street, Kissimmee

Listing courtesy of REAL BROKER, LLC. 855-450-0442
$425,000
3 Beds ⋅ 3 Baths ⋅ 11800880 MLS
Welcome to this beautifully maintained and upgraded 3-bedroom, 3-bathroom pool townhome located in the highly sought-after Windsor Hills Resort, just minutes from Walt Disney World. Offered fully furnished, this turnkey property is ideal as a primary residence, vacation home, or income-producing short-term rental investment. This exceptional home stands out within the community thanks to its numerous quality upgrades and thoughtful enhancements. The updated kitchen features upgraded cabinetry, granite countertops, and stainless-steel appliances, creating a stylish and functional space for owners and guests alike. Luxury vinyl flooring extends throughout the entire home, providing durability, easy maintenance, and a modern look with no carpet anywhere. A major improvement includes a NEW AC system installed in June 2020, offering peace of mind and energy efficiency. Upstairs, guests will love the tastefully themed Disney bedroom, while each bedroom has been thoughtfully designed to create a magical and memorable Disney vacation experience. Step outside to your private screened-in pool, perfect for relaxing after a day at the theme parks. Whether you're seeking a high-performing vacation rental or a personal getaway near Disney, this home checks all the boxes. Located within the gated Windsor Hills Resort community, residents and guests enjoy world-class amenities including a lagoon-style resort pool, water park, thrilling water slides, movie theater, fitness center, game room, sports courts, onsite convenience store, bar and grill, playgrounds, and more. Just minutes from Walt Disney World, Universal Orlando Resort, shopping, dining, and entertainment, this property offers the perfect combination of location, comfort, and investment potential. Don't miss this opportunity to own your own piece of the magic-schedule your private showing today!

7674 Otterspool Street, Kissimmee

Listing courtesy of .

$425,000
3 Beds ⋅ 3 Baths ⋅ O6413246 MLS ⋅ 7674 BLDG.
Welcome to this beautifully maintained and upgraded 3-bedroom, 3-bathroom pool townhome located in the highly sought-after Windsor Hills Resort, just minutes from Walt Disney World. Offered fully furnished, this turnkey property is ideal as a primary residence, vacation home, or income-producing short-term rental investment. This exceptional home stands out within the community thanks to its numerous quality upgrades and thoughtful enhancements. The updated kitchen features upgraded cabinetry, granite countertops, and stainless-steel appliances, creating a stylish and functional space for owners and guests alike. Luxury vinyl flooring extends throughout the entire home, providing durability, easy maintenance, and a modern look with no carpet anywhere. A major improvement includes a NEW AC system installed in June 2020, offering peace of mind and energy efficiency. Upstairs, guests will love the tastefully themed Disney bedroom, while each bedroom has been thoughtfully designed to create a magical and memorable Disney vacation experience. Step outside to your private screened-in pool, perfect for relaxing after a day at the theme parks. Whether you're seeking a high-performing vacation rental or a personal getaway near Disney, this home checks all the boxes. Located within the gated Windsor Hills Resort community, residents and guests enjoy world-class amenities including a lagoon-style resort pool, water park, thrilling water slides, movie theater, fitness center, game room, sports courts, onsite convenience store, bar and grill, playgrounds, and more. Just minutes from Walt Disney World, Universal Orlando Resort, shopping, dining, and entertainment, this property offers the perfect combination of location, comfort, and investment potential. Don't miss this opportunity to own your own piece of the magic—schedule your private showing today!

7674 Otterspool Street, Kissimmee

Listing courtesy of LA ROSA REALTY LLC. 321-939-3748
$419,000
3 Beds ⋅ 3 Baths ⋅ O6404535 MLS ⋅ Na BLDG.
ANOTHER EPIC LISTING!!! Welcome to this beautiful appointed 3 bedroom - 3 bath townhome in in beautiful Windsor Hills. This is your chance to own a vacation property with a private pool that won't break the bank. This home offers the perfect blend of comfort, convenience and resort-style living. Ideally situated with no rear neighbors, the property provides added privacy and a peaceful setting while also being close to the happenings of the community. Inside your villa you have a thoughtfully designed layout featuring a spacious living area that seamlessly opens to your own private screened pool. The home provides a most desired feature in a downstairs bedroom and bath. Upstairs you will find two additional bedrooms and bathrooms along with a landing and gathering area. All guests will have their space. No carpet throughout the home makes for easy maintenance. Located within a sought -after 24-hour gated resort community, residents and guest enjoy access to an impressive array of amenities. These include tennis, basketball, and volleyball courts, along with a state-of-the-art fitness center and game room. The community shines with its resort-style water attractions-featuring a lazy river, thrilling water slides, splash park, and an expansive pool and spa area. Families will also enjoy the magical castle playground an on-site movie theatre, while the on-site dining and drinks add convenience and vacation like atmosphere. Perfectly positioned near major attractions, this townhome is not only an amazing personal getaway but also a highly desirable vacation rental opportunity. Its proximity to the water park and resort amenities makes it especially for short term guest seeking fun, relaxation, and convenience all in one place. Make sure if you are looking.... check this out.

2545 Renshaw Street, Kissimmee

Listing courtesy of EPIC FLORIDA REALTY LLC. 407-553-3313
$405,000
3 Beds ⋅ 3 Baths ⋅ O6393304 MLS ⋅ Windsor Hills BLDG.
NEW ROOF 2026 PRIVATE YARD VIEWS! Pool heater 2022,Very close to the waterpark! Welcome to your dream townhouse featuring three bedrooms and three bathrooms in a vibrant community setting. This beautiful home offers the luxury of a private pool with no direct rear neighbors, providing complete privacy for your outdoor enjoyment. The updated kitchen showcases elegant stone countertops, a breakfast bar, and bright appliances that make cooking a pleasure. Throughout the main floor, you'll find luxury ceramic plank flooring that combines durability with style. Each bedroom includes its own private bathroom, ensuring comfort and convenience for everyone. Generous closets provide ample storage space throughout the home. The community amenities are truly impressive, featuring tennis courts for the sports enthusiasts, a splash park complete with slide for fun, and a magical castle playground can let your imaginations run wild. You can unwind at the community pool and spa, shoot hoops on the basketball court, or grab a bite at the on-site restaurant. Location couldn't be better, with easy access to shopping and dining options nearby. Theme park lovers will appreciate the convenient proximity to major attractions, making this the perfect home base for both daily living and entertainment. This townhouse offers an excellent blend of private luxury and community amenities, creating a lifestyle that's both relaxing and exciting. Whether you're hosting poolside gatherings, enjoying community activities, renting with AirBNB or exploring nearby attractions, this home provides the perfect setting for making lasting memories with family and friends.

2556 Renshaw Street, Kissimmee

Listing courtesy of LUXE PROPERTIES LLC. 305-809-7650
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