Kissimmee Homes with Pool Community Features

Kissimmee Homes with Pool Community Features

Welcome to Kissimmee, Florida, a vibrant city nestled in the heart of Osceola County, just a stone's throw away from the magic of Orlando. Known for its warm climate, stunning natural beauty, and family-friendly attractions, Kissimmee is the perfect place to call home. With an abundance of parks, lakes, and recreational areas, residents can enjoy outdoor activities year-round, making it an ideal setting for families and nature enthusiasts alike.

One of the standout features of Kissimmee is its diverse selection of homes, particularly those with pool community features. Imagine stepping out into your backyard oasis, where a sparkling pool awaits you after a long day. These homes offer not just a place to live, but a lifestyle filled with leisure and relaxation. Many of the communities boast resort-style amenities, including clubhouses, fitness centers, and playgrounds, fostering a sense of community and connection among neighbors.

Kissimmee is also conveniently located near world-renowned attractions such as Walt Disney World, Universal Studios, and a myriad of shopping and dining options. Whether you're seeking adventure or tranquility, this city has it all. With its rich cultural heritage and welcoming atmosphere, Kissimmee is more than just a place to live—it's a place to thrive.

Explore the possibilities of owning a home with pool community features in Kissimmee, where every day feels like a vacation. Embrace the Florida lifestyle and create lasting memories in this enchanting city!

Newest Kissimmee Homes with Pool Community Features

182 Westmoreland Circle, Kissimmee
$349,600
3 Beds ⋅ 2 Baths ⋅ Remington Ph 1 Tr F SubDv. ⋅ 34744 Zip Code
Short Sale. Welcome to this beautiful home in the desirable Remington Golf Community! Featuring an open floor plan with vaulted ceilings, a screened-in saltwater pool with spa, and a fully fenced backyard with white vinyl privacy fencing. The kitchen offers white cabinetry, stone countertops, stainless steel appliances, and a cozy breakfast nook. A versatile bonus room leads directly to the pool area. The spacious primary suite features walk-in closets and an ensuite with dual sinks, granite countertops, soaking tub, and separate shower. Enjoy LOW HOA fees and community amenities including golf, clubhouse restaurant and bar, pool, fitness center, basketball and tennis courts. Conveniently located near shopping, dining, schools, attractions, beaches, and Orlando International Airport. There is a 15,000 dollar buyers premium due to at closing.

182 Westmoreland Circle, Kissimmee
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
2431 Addison Creek Dr Drive, Kissimmee
$405,000
3 Beds ⋅ 2 Baths ⋅ Waterview Ph 3b SubDv. ⋅ 34745 Zip Code
Welcome to this beautifully maintained single-story home located in the desirable Waterview community of Kissimmee, Florida! Offering 2,116 square feet of living space, this spacious home features 3 bedrooms, 2 full bathrooms, and a versatile den/office or a 4th bedroom, perfect for working from home or creating an additional flex space. The kitchen features elegant granite countertops, complemented by granite countertops in the primary bathroom. The home also offers ceramic tile flooring throughout the main living areas, vinyl flooring in the bedrooms, and ceiling fans in every room for added comfort. Both bathrooms feature upgraded showers. Recent improvements include a new A/C system and stove, both replaced in 2025. Home sold AS-IS.Enjoy Florida living year-round with a full-length backyard patio and covered outdoor space overlooking a beautiful pond. The fenced backyard provides added privacy and a wonderful space to relax or entertain. Additional features include solar panels, with the electric bill estimated at approximately $160 per month, and an epoxy-coated garage floor. Residents of Waterview can enjoy the community pool, while the home's convenient location places Central Florida's famous theme parks approximately 30 minutes away.Don't miss the opportunity to make this wonderful home yours!Buyer Incentive: Eligible buyers who obtain financing from our preferred lender may receive a lender credit equal to 1% of the loan amount, up to $7500, to be applied to allowable closing costs, prepaid items, and/or interest rate buydown. Use of the preferred lender is optional. Not a commitment to lend; terms subject to change by lender

2431 Addison Creek Dr Drive, Kissimmee
3833 Siskin Drive, Kissimmee
$480,000
5 Beds ⋅ 3 Baths ⋅ Springlake Village Ph 5b SubDv. ⋅ 34744 Zip Code
Affordability and luxury meets the Lake Nona lifestyle in Spring Lake Village, a gated community with resort-style amenities and convenient access to restaurants, shopping, healthcare, entertainment, parks, and trails. This home offers five spacious bedrooms, three full bathrooms, and approximately 2,800 square feet of living space. The first-floor primary suite provides a comfortable private retreat. A modern kitchen opens to the family room, creating a welcoming space for everyday living and entertaining. Community amenities include heated pools, a fitness center, tennis and basketball courts, a sand volleyball court, shuffleboard courts, and a full-size soccer field. The clubhouse features a community lounge and game room. Outdoor amenities include playgrounds, a dog park, walking trails, and scenic ponds. Enjoy convenient access to Lake Nona’s medical and educational centers, local events, and Orlando International Airport. Schedule a private showing to explore this home and all that Spring Lake Village has to offer.

3833 Siskin Drive, Kissimmee
1571 Dawnview Way, Kissimmee
$309,900
3 Beds ⋅ 3 Baths ⋅ Kindred Ph 2a SubDv. ⋅ 34744 Zip Code
WELCOME HOME TO KINDRED! **INCREDIBLE OPPORTUNITY TO ASSUME AN EXISTING MORTGAGE WITH A 2.5% FIXED INTEREST RATE, SUBJECT TO LENDER APPROVAL AND QUALIFICATION!** Discover this beautiful END-UNIT townhouse offering 3 bedrooms, 2.5 bathrooms, and 1,870 square feet of living space in Kissimmee's desirable Kindred community! Built in 2020, this spacious two-story home features an inviting open-concept floor plan, perfect for everyday living and entertaining. The kitchen showcases beautiful QUARTZ COUNTERTOPS, a stylish BACKSPLASH, ample cabinet space, and a functional layout that opens to the dining and living areas. Upstairs, you'll find three comfortable bedrooms and a versatile loft area, providing additional space for a home office, playroom, or relaxation. The home also features an attached one-car garage. Enjoy the added privacy and natural light of an END UNIT! Living in Kindred means enjoying resort-style amenities, including THREE swimming pools, fitness centers, playgrounds, walking and biking trails, tennis and volleyball courts, a soccer field, and a dog park. Conveniently located near shopping, dining, schools, Florida's Turnpike, and SR 417, with easy access to Orlando International Airport and Central Florida attractions. Don't miss this wonderful opportunity to enjoy comfortable living in a vibrant community. Schedule your private showing today!

1571 Dawnview Way, 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
1012 Whirlaway Drive, Kissimmee
$419,900
4 Beds ⋅ 4 Baths ⋅ Legacy Park Ph 1 SubDv. ⋅ 34744 Zip Code
Virtually Staged. Welcome home to this spacious two-story residence nestled in the desirable gated community of Legacy Park in Kissimmee! Featuring 4 bedrooms, an attached garage, and an expansive floor plan, this home offers comfortable living spaces, attractive curb appeal, and the added privacy of no rear neighbors! The inviting covered front porch welcomes you into a versatile layout with plenty of room for everyday living, entertaining guests, or creating your ideal home office. Step outside and enjoy the peaceful backyard setting, perfect for relaxing or spending time outdoors. This property presents a wonderful opportunity to add your personal touches and make it truly your own. Enjoy community amenities, including a swimming pool and playground, along with convenient access to Florida's Turnpike, US-192, shopping, dining, schools, and Central Florida's world-famous attractions. Whether you're looking for a primary residence, vacation getaway, or investment property, this home offers outstanding potential and flexibility! With its convenient location, spacious layout, and desirable community setting, this is an opportunity you won't want to miss. Schedule your private showing today!

1012 Whirlaway Drive, 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
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