Kissimmee Homes with Pool Amenities

Kissimmee Homes with Pool Amenities

Welcome to Kissimmee, Florida – a vibrant city nestled in Osceola County that serves as the gateway to some of the most enchanting attractions in the Sunshine State. Known for its warm climate, Kissimmee boasts a rich tapestry of culture, adventure, and community spirit. With its proximity to world-famous theme parks like Walt Disney World and Universal Studios, Kissimmee is not only a fantastic destination for vacationers but also an ideal place to call home.

Imagine living in a community where sunny days are complemented by your very own pool. Homes in Kissimmee with pool amenities offer a refreshing escape right in your backyard. Whether you’re diving in for a morning swim, hosting summer barbecues, or simply enjoying a sunset while lounging by the water, these properties bring a touch of luxury and relaxation to everyday life.

The real estate market in Kissimmee is diverse, featuring a range of styles from charming single-family homes to modern townhouses, all designed to accommodate various lifestyles and budgets. Many of these homes are situated in family-friendly neighborhoods, complete with parks, schools, and shopping centers just a stone’s throw away.

Living in Kissimmee means embracing a lifestyle filled with outdoor activities, vibrant community events, and the joy of being close to nature. With beautiful lakes, lush parks, and a wealth of recreational opportunities, Kissimmee is a place where families can thrive and create lasting memories. Explore our listings today and discover your dream home with a pool in this enchanting Florida city!

Newest Kissimmee Homes with Pool Amenities

3064 Slough Creek Drive, Kissimmee
$435,000
5 Beds ⋅ 3 Baths ⋅ Creekside At Boggy Creek Ph 2 SubDv. ⋅ 34744 Zip Code
This beautifully maintained home, built in 2020, offers the perfect combination of modern design and functional living spaces, all located in a gated neighborhood in an unbeatable location! TOUR THE HOUSE WITH THE VIRTUAL TOUR and VIDEO WALK THROUGH LINKS. The spacious kitchen overlooks the main living and dining areas, creating a seamless flow for gatherings with family and friends. Through the sliding glass door, the fenced backyard will be a great place for your weekend barbeques, or for letting the furry friends and littles play. The fifth bedroom is located downstairs, and is easily used as a home office. Upstairs, an additional living space is found as well as four bedrooms and a laundry room. The primary suite will become your retreat, with double walk-in closets, and a spacious bathroom with double-sink vanity and large tiled shower. The secondary bathroom also features double sinks and a tub/shower combo. Other notable features include: double-paned windows, pavered driveway, epoxy floor and utility sink in garage, ceiling fans throughout the house, and smart-home features. The house is low-maintenance, freeing up time for you to say hello to friendly neighbors at the clubhouse, dog park, pool, or playground located within the neighborhood---included within the low HOA fee (with NO CDD). Located convenient to Lake Nona, Medical City, Orlando International Airport, Brightline, and the 417, you’ll enjoy all the great shopping and dining in the area, as well as quick access to Orlando’s world-famous attractions. This home delivers the lifestyle you’ve been searching for!

3064 Slough Creek Drive, Kissimmee

4423 Biscayne Breeze Way, Kissimmee
$559,900
4 Beds ⋅ 3 Baths ⋅ North Point SubDv. ⋅ 34744 Zip Code
A screened saltwater pool and spa, a wooded backdrop, and a first-floor primary suite set the stage for this inviting North Point home, where comfortable interior spaces meet an exceptional outdoor living area. Situated on a fenced homesite within a gated community, this two-story Home Dynamics residence offers 2,601 square feet, four bedrooms, two full baths, and a half bath. The primary suite is conveniently located on the first floor, while three additional bedrooms and a versatile loft occupy the second level. A paver driveway and covered front porch lead to a decorative glass entry door and a bright, open interior. Diagonally laid tile connects the main living spaces, while arched openings and tray ceiling details add character. The generous front living room provides room to arrange both conversation and media areas, with windows bringing in natural light along the side of the home. Beyond it, the kitchen and dining spaces open toward the pool, keeping the rear of the home connected to the lanai. White cabinetry with crown trim, granite countertops, a tile backsplash, and stainless steel appliances give the kitchen a crisp, cohesive finish. An island with breakfast-bar seating creates a natural gathering point, complemented by pendant lighting and a separate breakfast nook. The adjoining dining room has a tray ceiling and French doors to the covered outdoor sitting area, making it easy to carry meals and conversation outside. A first-floor laundry room, included washer and dryer, nearby half bath, and attached two-car garage support everyday convenience. Positioned at the rear of the first floor, the primary suite has carpet underfoot, a tray ceiling, a ceiling fan, and French doors opening directly to the lanai. A walk-in closet with shelving and hanging storage leads into a spacious private bath with dual sinks, granite counters, a soaking tub, a separate glass-enclosed shower, and a private water closet. Upstairs, three carpeted bedrooms share a full bath with dual sinks and a tub-shower combination. One bedroom offers an especially generous, extended layout, while the open loft provides additional space for a desk, hobbies, or a second lounge. The outdoor living area is the home's defining feature. A broad screened enclosure surrounds the heated saltwater pool and attached spa, with a raised, stone-accented spillover adding texture to the poolscape. The covered lanai offers shade for seating beneath a ceiling fan, while the surrounding deck leaves room for dining and lounging beside the water. Beyond the enclosure, the fenced lawn and trees along the rear create a green backdrop, with neighboring homes to either side. French-door access from both the dining area and primary bedroom makes the pool and lanai a natural extension of the interior. Updates include a Puronics reverse-osmosis water filtration system installed in April 2025 and an IntelliChlor salt cell replaced in September 2026. A water softener is also included. North Point offers gated entry, a community pool, and a playground. With a Kissimmee address near the Lake Nona area, this home pairs community amenities with the everyday appeal of a main-floor suite and a poolside setting of its own.

4423 Biscayne Breeze Way, Kissimmee

1900 Southbury Drive, Kissimmee
$514,335
5 Beds ⋅ 3 Baths ⋅ Kindred SubDv. ⋅ 34744 Zip Code
Under Construction. Kindred presents the Hayden. This amazing all concrete block construction single-family home features 5 bedrooms and 3 bathrooms optimizing living space with an open concept layout. The kitchen overlooks the dining area and great room, while having a view to the covered lanai outside. Ample windows and a set of sliding glass doors allow lighting into the living area. The well-appointed kitchen features an island with bar seating, beautiful quartz countertops and stainless-steel appliances, making entertaining a breeze. The first floor also features a flex room that provides an area for work or play, a bedroom, and full bathroom. As we head up to the second floor, we are greeted with bedroom one that features an en suite bathroom as well as three additional bedrooms that surround a second living area, a full bathroom, and a laundry area. Like all homes in Kindred, the Hayden includes 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.*

1900 Southbury Drive, Kissimmee

1952 Southbury Drive, Kissimmee
$380,990
3 Beds ⋅ 2 Baths ⋅ Kindred SubDv. ⋅ 34744 Zip Code
Virtually Staged. Under Construction. Kindred present the Astor. This all-concrete block constructed single family home features 3 bedrooms and 2 bathrooms. As you enter the foyer you are greeted by with an open concept living space. The kitchen overlooks the dining and living room, while having a view to the oversized outdoor living space. The well-appointed kitchen features an island with bar seating, plentiful cabinet with beautiful quartz countertops and stainless steel appliances, making entertaining a breeze. Bedroom one, located off the living space, has an en suite bathroom with double vanity and spacious walk-in closet providing ample space for storage. Two additional bedrooms and one full bath are located at the front of the home along with a coat closet, linen closet, and laundry room. Like all homes in Kindred, the Astor includes 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. *

1952 Southbury Drive, Kissimmee

2215 Rita Lane, Kissimmee
$347,990
3 Beds ⋅ 3 Baths ⋅ Fish Lake Cove Townhome SubDv. ⋅ 34744 Zip Code
Virtually Staged. Under Construction. Fish Lake Cove Townhome presents the Stratford, available to build in (City), Florida. 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 Fish Lake Cove Townhome, 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.*

2215 Rita Lane, Kissimmee

3820 Springlake Village Court, Kissimmee
$480,000
4 Beds ⋅ 3 Baths ⋅ Springlake Vlg Ph 1 SubDv. ⋅ 34744 Zip Code
Welcome to the highly sought-after gated community of Springlake Village in Kissimmee! Situated on the largest corner lot in the community, spanning 0.28 acres, this spacious 4-bedroom, 3-bathroom home offers 2,135 square feet of living space with an exceptional combination of privacy, comfort, and outdoor living. Major improvements include a 2020 roof, providing added peace of mind for the next owner. Inside, you'll find a thoughtfully designed floor plan featuring generous living spaces, a formal dining area, and an upgraded kitchen with custom cabinetry and granite countertops. Step outside and enjoy your own private backyard retreat, complete with a swimming pool and spa, an enclosed patio for year-round enjoyment, and a dedicated concrete basketball pad, perfect for shooting hoops and outdoor recreation. The oversized corner homesite provides plenty of additional space to enjoy, entertain, and make the most of the Florida lifestyle. Springlake Village offers residents an outstanding selection of community amenities, including a community pool, clubhouse, playground, and gated access. Conveniently located just minutes from Lake Nona, Medical City, Orlando International Airport, shopping, dining, and major roadways, this home offers the perfect combination of spacious living, unique outdoor features, and convenience. Don't miss your opportunity to own this exceptional home in one of Kissimmee's desirable gated communities!

3820 Springlake Village Court, Kissimmee

2220 Rolling Hills Road N, Kissimmee
$361,990
3 Beds ⋅ 3 Baths ⋅ Kindred Townhome SubDv. ⋅ 34744 Zip Code
Virtually Staged. 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.*

2220 Rolling Hills Road N, Kissimmee

2218 Rolling Hills Road N, Kissimmee
$347,990
3 Beds ⋅ 3 Baths ⋅ Kindred Townhome SubDv. ⋅ 34744 Zip Code
Virtually Staged. 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.*

2218 Rolling Hills Road N, Kissimmee

2216 Rolling Hilld Road N, Kissimmee
$347,990
3 Beds ⋅ 3 Baths ⋅ Kindred Townhome SubDv. ⋅ 34744 Zip Code
Virtually Staged. 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.*

2216 Rolling Hilld Road N, Kissimmee

Start Your Search

How much is your home worth?

Get instant property value now!