Kissimmee Homes with Pool Amenities

Kissimmee Homes with Pool Amenities

Welcome to Kissimmee, Florida—where the magic of sunshine meets the charm of a vibrant community! Nestled in the heart of Osceola County, Kissimmee offers a unique blend of suburban tranquility and proximity to world-renowned attractions. Just a stone’s throw from the enchanting Walt Disney World Resort and Universal Studios, this lively city is perfect for families, retirees, and anyone seeking a slice of Florida paradise.

Kissimmee boasts a rich tapestry of cultural experiences, outdoor adventures, and recreational activities. From the picturesque Lake Tohopekaliga, where you can enjoy fishing, boating, and breathtaking sunsets, to the bustling Old Town district filled with shops, restaurants, and entertainment, there’s never a dull moment here. The region is also known for its diverse dining options, ranging from local eateries to international cuisine, ensuring you’ll always find something to satisfy your palate.

One of the standout features of homes in Kissimmee is the abundance of properties with pool amenities. Imagine coming home to your own private oasis, where you can relax and unwind in your sparkling pool after a long day of exploring the nearby attractions. Whether you’re hosting summer barbecues, enjoying family fun in the sun, or simply soaking up the Florida rays, a home with a pool is the perfect complement to the warm, inviting climate of Kissimmee.

With its ideal location, rich culture, and stunning homes with pool amenities, Kissimmee is not just a place to live; it’s a lifestyle waiting to be embraced. Come discover your dream home in this enchanting city today!

Newest Kissimmee Homes with Pool Amenities

$341,990
3 Beds 3 Baths Kindred SubDv. 34744 Zip Code
Under Construction. Kindred presents the Sterling. This spacious all concrete block construction townhome optimizes living space with an elevated design featuring 3 bedrooms, 2.5 baths and a 2 Car Garage. As you enter the foyer, you’ll step into a home that reflects your style with an open concept dining area, living room and a spacious kitchen with bar seating. The kitchen is complete with a pantry, stainless steel appliances, and upgraded countertops making cooking and cleaning a breeze. Towards the back of the townhome you will find a half bathroom and private entry from the garage. As you head up to the second floor you are greeted with the 3 bedrooms and 2 bathrooms. The bedroom one-bathroom impresses with double bowl vanity, and modern shower/tub space as well as a spacious walk in closet. The second floor is complete with two guest bedrooms, an additional bathroom, and an enclosed laundry room space. This home features modern details that elevate your personal style. Like all homes in Kindred, the Sterling includes a Smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

1859 Southbury Drive, Kissimmee

$341,990
3 Beds 3 Baths Kindred SubDv. 34744 Zip Code
Under Construction. Kindred presents the Sterling. This spacious all concrete block construction townhome optimizes living space with an elevated design featuring 3 bedrooms, 2.5 baths and a 2 Car Garage. As you enter the foyer, you’ll step into a home that reflects your style with an open concept dining area, living room and a spacious kitchen with bar seating. The kitchen is complete with a pantry, stainless steel appliances, and upgraded countertops making cooking and cleaning a breeze. Towards the back of the townhome you will find a half bathroom and private entry from the garage. As you head up to the second floor you are greeted with the 3 bedrooms and 2 bathrooms. The bedroom one-bathroom impresses with double bowl vanity, and modern shower/tub space as well as a spacious walk in closet. The second floor is complete with two guest bedrooms, an additional bathroom, and an enclosed laundry room space. This home features modern details that elevate your personal style. Like all homes in Kindred, the Sterling includes a Smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

1857 Southbury Drive, Kissimmee

$355,990
3 Beds 3 Baths Kindred SubDv. 34744 Zip Code
Under Construction. Kindred presents the Stratford. This spacious all concrete block construction end unit townhome optimizes living space with an elevated design featuring 3 bedrooms, 2.5 baths and a 2 Car Garage. As you enter the foyer, you’ll step into a home that reflects your style with an open concept dining area, living room and a spacious kitchen with bar seating. The kitchen is complete with a pantry, stainless steel appliances, and quartz countertops making cooking and cleaning a breeze. Towards the back of the townhome you will find a half bathroom and private entry from the garage. As you head up to the second floor you are greeted with the 3 bedrooms and 2 bathrooms. The bedroom one-bathroom impresses with double bowl vanity, and modern shower/tub space as well as a spacious walk in closet. The second floor is complete with two guest bedrooms, an additional bathroom, and an enclosed laundry room space. This home features modern details that elevate your personal style. Like all homes in Kindred, the Stratford includes a Smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

1855 Southbury Drive, Kissimmee

$357,990
3 Beds 3 Baths Kindred SubDv. 34744 Zip Code
Under Construction. Kindred presents the Stratford. This spacious all concrete block construction end unit townhome optimizes living space with an elevated design featuring 3 bedrooms, 2.5 baths and a 2 Car Garage. As you enter the foyer, you’ll step into a home that reflects your style with an open concept dining area, living room and a spacious kitchen with bar seating. The kitchen is complete with a pantry, stainless steel appliances, and quartz countertops making cooking and cleaning a breeze. Towards the back of the townhome you will find a half bathroom and private entry from the garage. As you head up to the second floor you are greeted with the 3 bedrooms and 2 bathrooms. The bedroom one-bathroom impresses with double bowl vanity, and modern shower/tub space as well as a spacious walk in closet. The second floor is complete with two guest bedrooms, an additional bathroom, and an enclosed laundry room space. This home features modern details that elevate your personal style. Like all homes in Kindred, the Stratford includes a Smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

1851 Southbury Drive, Kissimmee

$344,990
3 Beds 3 Baths Kindred SubDv. 34744 Zip Code
Under Construction. Kindred presents the Sterling. This spacious all concrete block construction townhome optimizes living space with an elevated design featuring 3 bedrooms, 2.5 baths and a 2 Car Garage. As you enter the foyer, you’ll step into a home that reflects your style with an open concept dining area, living room and a spacious kitchen with bar seating. The kitchen is complete with a pantry, stainless steel appliances, and upgraded countertops making cooking and cleaning a breeze. Towards the back of the townhome you will find a half bathroom and private entry from the garage. As you head up to the second floor you are greeted with the 3 bedrooms and 2 bathrooms. The bedroom one-bathroom impresses with double bowl vanity, and modern shower/tub space as well as a spacious walk in closet. The second floor is complete with two guest bedrooms, an additional bathroom, and an enclosed laundry room space. This home features modern details that elevate your personal style. Like all homes in Kindred, the Sterling includes a Smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

1849 Southbury Drive, Kissimmee

$344,990
3 Beds 3 Baths Kindred SubDv. 34744 Zip Code
Under Construction. Kindred presents the Sterling. This spacious all concrete block construction townhome optimizes living space with an elevated design featuring 3 bedrooms, 2.5 baths and a 2 Car Garage. As you enter the foyer, you’ll step into a home that reflects your style with an open concept dining area, living room and a spacious kitchen with bar seating. The kitchen is complete with a pantry, stainless steel appliances, and upgraded countertops making cooking and cleaning a breeze. Towards the back of the townhome you will find a half bathroom and private entry from the garage. As you head up to the second floor you are greeted with the 3 bedrooms and 2 bathrooms. The bedroom one-bathroom impresses with double bowl vanity, and modern shower/tub space as well as a spacious walk in closet. The second floor is complete with two guest bedrooms, an additional bathroom, and an enclosed laundry room space. This home features modern details that elevate your personal style. Like all homes in Kindred, the Sterling includes a Smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

1847 Southbury Drive, Kissimmee

$345,990
3 Beds 3 Baths Kindred SubDv. 34744 Zip Code
Under Construction. Kindred presents the Sterling. This spacious all concrete block construction townhome optimizes living space with an elevated design featuring 3 bedrooms, 2.5 baths and a 2 Car Garage. As you enter the foyer, you’ll step into a home that reflects your style with an open concept dining area, living room and a spacious kitchen with bar seating. The kitchen is complete with a pantry, stainless steel appliances, and upgraded countertops making cooking and cleaning a breeze. Towards the back of the townhome you will find a half bathroom and private entry from the garage. As you head up to the second floor you are greeted with the 3 bedrooms and 2 bathrooms. The bedroom one-bathroom impresses with double bowl vanity, and modern shower/tub space as well as a spacious walk in closet. The second floor is complete with two guest bedrooms, an additional bathroom, and an enclosed laundry room space. This home features modern details that elevate your personal style. Like all homes in Kindred, the Sterling includes a Smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

1845 Southbury Drive, Kissimmee

$515,000
4 Beds 4 Baths Tohoqua Ph 1b SubDv. 34744 Zip Code
This beautifully maintained two-story home, built in 2022, offers 4 spacious bedrooms, 3.5 bathrooms, and over 2,760 square feet of thoughtfully designed living space. Located in the highly desirable Tohoqua community, this home combines modern finishes, comfort, and convenience. The open-concept floor plan features a spacious living and dining area that flows seamlessly into the contemporary kitchen, complete with ample cabinetry, generous counter space, and a large island perfect for entertaining and everyday living. Upstairs, you'll find generously sized bedrooms, including a spacious primary suite with a walk-in closet and an en-suite bathroom designed for relaxation. A rare and highly desirable feature of this home is the additional en-suite bedroom with its own private bathroom, making it ideal for guests, in-laws, or multigenerational living. Enjoy a large backyard with plenty of room for outdoor gatherings, play, or simply unwinding after a long day. Additional features include a 2-car garage with a tandem third-car bay, energy-efficient construction, and modern finishes throughout. Residents of Tohoqua enjoy an exceptional resort-style lifestyle with amenities designed for recreation, wellness, and community living. The community features a beautiful resort-style swimming pool with a sundeck, a state-of-the-art fitness center, and a clubhouse that serves as a gathering place for residents and community events, tennis courts, playgrounds, and scenic walking and biking trails that wind throughout the neighborhood. Conveniently located near Lake Nona Medical City, Orlando International Airport, Florida's Turnpike, major employers, shopping, dining, and entertainment, Tohoqua combines modern amenities with an unbeatable Central Florida location, making it one of Kissimmee's most desirable communities. Schedule your private showing today and experience everything this exceptional home has to offer!

2436 Blowing Breeze Avenue, Kissimmee

$523,230
4 Beds 3 Baths Tohoqua SubDv. 34744 Zip Code
Tohoqua is the kind of neighborhood you've been looking for, with an exciting amenity center and a location within proximity to major roadways, including US-192, the FL. Turnpike and within 30 minutes of Orlando International Airport, Orlando’s world class amusement parks, and Medical City. Enjoy the adjacent Twin Oaks Park Florida Trail, featuring trails along famous Lake Tohopekaliga and connectivity to regional trail networks. A planned Village Center at the entrance to Tohoqua will offer shops, restaurants, healthcare and medical offices, a farmers' market and much more. Community amenities include a clubhouse, resort-style pool, community parks, a dog park, fitness center, sports courts, a playground and more! State-of-the-art technology will ensure that your family and business are connected to the latest and best tech options. Welcome to the Concord, a thoughtfully designed AllGen residence created to bring comfort, flexibility, and togetherness to every generation. This spacious one-story home offers a total of 4 bedrooms, 3 bathrooms, an “All Gen Living” space with its own private entrance, an enclosed flex room, and a 2-car garage, with an innovative layout that truly provides a place for everyone. At the heart of this design is the private AllGen suite, ideal for multi-generational living or long-term guests. This self-contained space features its own indoor and outdoor entrance, a comfortable bedroom, a full bathroom with a glass-enclosed walk-in shower, and a dedicated “All Gen” living area complete with a kitchenette, providing independence while still being seamlessly connected to the main home. As you step inside the main entrance, you’re greeted by an inviting, extended foyer that guides you into the open-concept living area. The chef-inspired kitchen boasts Whirlpool stainless steel appliances – including a refrigerator, a convenient pantry, elegant 42” white cabinetry, quartz countertops, a single-bowl stainless steel sink, pendant light pre-wiring, and a large center island perfect for meal prep and gathering with loved ones. The kitchen flows effortlessly into the café area, where a sliding glass door opens to the covered lanai. Enhanced by abundant windows, this entire space is filled with beautiful natural light. The private Owner’s Suite offers a peaceful escape, featuring a spacious walk-in closet and a spa-like en suite bathroom complete with dual sinks atop a quartz-topped vanity, a linen closet, a private water closet, and a luxurious glass enclosed shower. Separate from the AllGen suite, two additional bedrooms and a full secondary bathroom are situated together in their own hallway, creating an ideal layout for privacy and comfort. Rounding out the home is an open flex room, offering endless possibilities: create a quiet home office, a hobby space, a media room, or a cozy reading nook—the choice is yours. The Concord combines modern elegance, thoughtful functionality, and multi-generational versatility, making it the perfect place to call home.

2603 Clear Night Avenue, Kissimmee

$498,520
3 Beds 2 Baths Tohoqua SubDv. 34744 Zip Code
Tohoqua is the kind of neighborhood you've been looking for, with an exciting amenity center and a location within proximity to major roadways, including US-192, the FL. Turnpike and within 30 minutes of Orlando International Airport, Orlando’s world class amusement parks, and Medical City. Enjoy the adjacent Twin Oaks Park Florida Trail, featuring trails along famous Lake Tohopekaliga and connectivity to regional trail networks. A planned Village Center at the entrance to Tohoqua will offer shops, restaurants, healthcare and medical offices, a farmers' market and much more. Community amenities include a clubhouse, resort-style pool, community parks, a dog park, fitness center, sports courts, a playground and more! State-of-the-art technology will ensure that your family and business are connected to the latest and best tech options. Step into the Mystique, a single-story new construction home situated just a short walk away from the community amenities offering 3 spacious bedrooms, 2 beautifully appointed bathrooms, and a 2-car garage with additional tandem storage space. The open-concept layout seamlessly connects the gourmet kitchen, café, and gathering room, creating an airy atmosphere. The many windows bathe the entire space in natural light, elevating the overall feeling of openness. The heart of the home is the chef-inspired kitchen, where 42” soft-close white cabinetry meets luxurious quartz countertops. The Whirlpool stainless steel appliances—including a built-in cooktop and a refrigerator—ensure you have everything you need for both everyday meals and special occasions. The kitchen flows effortlessly into the café and gathering room, where a pocket sliding glass door leads to the covered lanai, making this home ideal for seamless indoor-outdoor living. Retreat to the luxurious owner’s suite, a serene sanctuary with a spacious walk-in closet and a spa-like en suite bathroom. Dual vanity sinks, a walk-in shower with a built-in bench, an enclosed toilet, and a linen closet complete the tranquil space. Located at the front of the home, two secondary bedrooms and a bathroom provide ample space for everyone. The upgraded laundry room with built-in cabinetry, quartz countertop, utility sink, and a Whirlpool washer and dryer make daily tasks a breeze. Designer-curated finishes elevate every corner of this home, including wood-look luxury vinyl plank flooring throughout, tile flooring in the bathrooms and laundry room, pendant light pre-wire in the kitchen, 2” faux wood blinds, Sherwin Williams City Loft interior paint, and matte black hardware and plumbing fixtures. The 2-car garage offers extra tandem storage space, ensuring that every part of your home is both beautiful and practical. With its stunning design and thoughtful touches, the Mystique home provides the perfect blend of luxury and functionality for today’s lifestyle.

2656 Blowing Breeze Avenue, Kissimmee

$537,050
5 Beds 3 Baths Tohoqua SubDv. 34744 Zip Code
Under Construction. Tohoqua is the kind of neighborhood you've been looking for, with an exciting amenity center and a location within proximity to major roadways, including US-192, the FL. Turnpike and within 30 minutes of Orlando International Airport, Orlando’s world class amusement parks, and Medical City. Enjoy the adjacent Twin Oaks Park Florida Trail, featuring trails along famous Lake Tohopekaliga and connectivity to regional trail networks. A planned Village Center at the entrance to Tohoqua will offer shops, restaurants, healthcare and medical offices, a farmers' market and much more. Community amenities include a clubhouse, resort-style pool, community parks, a dog park, fitness center, sports courts, a playground and more! State-of-the-art technology will ensure that your family and business are connected to the latest and best tech options. The new two-story Trailside home, with 5 bedrooms, 3 bathrooms, a loft, and a 2-car garage is ready for you to move in and start living the life you deserve. Upon entry, you’re welcomed by a beautiful wrap around staircase and a foyer that is flooded with natural light. The foyer leads you toward the heart of the home, where the kitchen, gathering room, and café seamlessly flow together, all overlooking the covered lanai. Your chef-inspired kitchen is a true standout, offering a large center island and built-in stainless-steel Whirlpool appliances, including a refrigerator. White cabinetry with quartz countertops, a single-bowl stainless-steel sink, and upgraded faucet combine to create a stylish and functional space. A guest bedroom and full bathroom are located on the main level, perfect for visitors, a home office, or flexible living space. Upstairs, the Owner’s Suite offers a peaceful retreat with a large walk-in closet and an en suite bath featuring dual sinks, a quartz-topped vanity, a private water closet, and a walk-In shower with a built-in bench. Also located on the second floor, three additional bedrooms, another secondary bathroom, a loft, and a conveniently located laundry room offer both privacy and functionality. Throughout the home, professionally curated design selections and premium finishes elevate the living experience. Wood-look luxury vinyl plank flooring spans the first-floor living spaces; tile graces the bathroom and laundry room floors, while soft, stain-resistant Shaw carpet enhances the bedrooms and second-floor living spaces. Additional touches such as 2” faux wood blinds, Whirlpool washer and dryer, Sherwin Williams City Loft Interior Wall Paint, and matte black hardware and plumbing fixtures add both style and convenience. The open spindle railing at the first-floor staircase completes the home’s elegant feel. This Trailside home is where luxury and practicality meet. Don’t miss your chance to make this exceptional home yours—schedule a tour today!

1888 Serenity Garden Drive, Kissimmee

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