Kissimmee Homes with Pool

Kissimmee Homes with Pool

Located in the heart of Osceola County, Florida, Kissimmee is a vibrant city that offers a perfect blend of natural beauty, exciting attractions, and a welcoming community. Known for its proximity to world-renowned theme parks like Walt Disney World Resort and Universal Orlando Resort, Kissimmee has become a popular destination for both tourists and residents alike.

If you're searching for a home in Kissimmee, you'll be pleased to know that many properties come with the added luxury of a pool. Whether you're looking for a refreshing dip on a hot summer day or a tranquil oasis to relax in, homes with pools in Kissimmee are a desirable feature for many buyers.

Having a pool in your backyard not only offers a great way to stay active and cool off, but it also provides a space for hosting gatherings and creating lasting memories with family and friends. From small plunge pools to expansive, resort-style designs, Kissimmee offers a wide range of homes with pools to suit various preferences and budgets.

In addition to the allure of poolside living, Kissimmee boasts a range of amenities and attractions. From picturesque lakes and nature trails to golf courses and shopping centers, there is always something to do in this vibrant city.

So, if you're looking to embrace the Florida lifestyle and enjoy the perks of owning a home with a pool, Kissimmee is the perfect place to call home. With its prime location and abundant recreational opportunities, Kissimmee offers a truly exceptional living experience.

Newest Kissimmee Homes with Pool

2963 Sera Bella Way, Kissimmee
$500,000
3 Beds ⋅ 3 Baths ⋅ Sera Bella SubDv. ⋅ 34744 Zip Code
A 3-bed single family residence in Sera Bella with water views, a private entrance in-law suite, and potential 4th bedroom flexibility is hard to find in Kissimmee. This 2-story home offers 2,416 heated square feet, 2.5 baths, a 2-car garage, pond views with fountains and lights, and access to Sera Bella community amenities. This beautifully maintained home in Kissimmee’s 34744 area delivers the space, layout, and location buyers want. The inviting exterior features a brick paver driveway, covered entry, landscaped curb appeal, sidewalks, and an attached 2-car garage. Inside, the bright floor plan offers ceramic tile flooring, formal dining, a spacious living room, and a comfortable family room that flows naturally into the kitchen. The kitchen features granite counters, stainless steel appliances, a center island, closet pantry, stone counters, and generous workspace for everyday meals or entertaining. One of the home’s most valuable features is the attached in-law suite with a kitchenette, studio layout, and private entrance, creating added flexibility for guests, extended stay needs, a work-from-home setup, or a private retreat. Upstairs, the primary suite offers tray ceilings, a walk-in closet, dual sinks, granite counters, a garden bath, and a separate shower. Two additional bedrooms, an upstairs laundry room, and a spacious loft complete the second floor. The loft has excellent potential to become a 4th bedroom, with an existing built-in area intended for a closet. The covered, enclosed, screened rear porch overlooks the pond, where fountains and evening lights create a peaceful backdrop for relaxing or entertaining. Convenient to Lake Nona, Medical City, shopping, dining, major roads, Orlando International Airport, and Central Florida attractions.

2963 Sera Bella Way, Kissimmee
651 Elderwood Court, Kissimmee
$389,900
4 Beds ⋅ 3 Baths ⋅ Bvl Unit 7 3rd Add SubDv. ⋅ 34743 Zip Code
The property at 651 Elderwood Ct, Kissimmee, FL 34743 is a single-family home built in 1983, featuring 4 bedrooms and 3 bathrooms within a 1,812 sq ft layout. Situated in the Buena Ventura Lakes neighborhood, it offers convenient access to major highways like the Florida Turnpike and SR 417, facilitating easy commutes to Orlando International Airport, Walt Disney World, Universal Studios, and SeaWorld. Boggy Creek elementary & Parkway middle school are only minutes away from the property. This property also has a screened in Pool. Roof was recently replaced.

651 Elderwood Court, Kissimmee
1512 Fernmeadow Street, Kissimmee
$360,000
3 Beds ⋅ 2 Baths ⋅ Kindred Ph 2c & 2d SubDv. ⋅ 34744 Zip Code
Welcome to 1512 Fernmeadow Street in the desirable Kindred community. This nearly new DR Horton Jemison floorplan features an open layout with a bright great room, stainless steel appliances, an oversized walk-in pantry, and smart home features. The private primary suite offers an ensuite bath with double vanity and walk-in closet, while two additional bedrooms provide space for guests, an office, or flexible living. Kindred offers resort-style amenities including pools, clubhouses, a fitness center, playgrounds, sports fields, a dog park, picnic areas, and walking and biking trails. Conveniently located near US-192 and Florida’s Turnpike, with easy access to NeoCity, Lake Nona, Orlando International Airport, Disney, shopping, dining, and downtown Kissimmee. Enjoy low-maintenance living with great amenities and convenient access to everything Central Florida has to offer.

1512 Fernmeadow Street, Kissimmee
1733 Felicity Lane, Kissimmee
$419,900
4 Beds ⋅ 3 Baths ⋅ Tohoqua Ph 1 SubDv. ⋅ 34744 Zip Code
Welcome to 1733 Felicity Ln, a beautifully designed single-story Mattamy Homes residence located on a desirable corner lot in Tohoqua, one of Kissimmee’s sought-after master-planned communities. With approximately 2,740 total building sq ft, this home combines space, flexibility, energy-conscious features, and an excellent Central Florida location. The thoughtfully designed floor plan features 4 bedrooms and 3 full bathrooms, including a private guest suite configuration with its own full bath—an excellent option for overnight guests, multigenerational living, a private workspace, or added everyday flexibility. The open-concept kitchen, dining, and gathering areas create a natural flow for daily living and entertaining, while the extended screened lanai expands the living experience outdoors. A welcoming covered front porch and the additional privacy and presence of a corner lot further enhance the home’s appeal. Additional features include a solar energy system and whole-house water filtration system, adding practical value for buyers looking for efficiency-focused home features. The spacious layout, guest suite, outdoor living area, and corner-lot setting also make this property attractive to buyers and investors seeking a versatile single-family home in the growing Kissimmee–St. Cloud corridor. Tohoqua residents enjoy resort-style community amenities including a zero-entry pool, clubhouse, fitness center, playground, lighted tennis courts, basketball court, sidewalks, outdoor gathering areas, and an extensive network of walking and biking trails. The community also provides convenient access to Florida’s Turnpike, shopping, dining, NeoCity, Lake Nona, Orlando International Airport, and the many employment, recreation, and entertainment destinations throughout Central Florida. **The property has an existing mortgage that may be assumable by a qualified buyer, subject to lender approval, underwriting, existing loan terms, and all applicable requirements..** Discover the combination of space, location, lifestyle, and flexibility that makes 1733 Felicity Ln stand out. Schedule your private showing today and see how this home can fit your next chapter.

1733 Felicity Lane, Kissimmee
2578 Autumn Peace Drive, Kissimmee
$469,500
3 Beds ⋅ 2 Baths ⋅ Tohoqua SubDv. ⋅ 34744 Zip Code
Welcome to this beautiful single-family home in the desirable Tohoqua community, built by Pulte in 2022. This modern home offers 3 bedrooms, 2 bathrooms, and a versatile flex room that can be used as a home office, den, playroom, or additional living space. The home features a modern look and thoughtfully designed layout, with an open-concept living area that creates a comfortable flow for everyday living and entertaining. Step outside to enjoy the fenced backyard and screened-in lanai, providing a comfortable outdoor space to relax, enjoy the Florida weather, or entertain guests. Built with modern construction and contemporary design, this home provides the benefits of newer construction in a desirable community. Tohoqua offers a variety of amenities and a convenient location with easy access to shopping, dining, major roads, and the surrounding Central Florida area. Don't miss the opportunity to make this beautiful home your own!

2578 Autumn Peace Drive, Kissimmee
2580 Hunley Loop, Kissimmee
$395,000
4 Beds ⋅ 2 Baths ⋅ Eagle Bay Ph 1 SubDv. ⋅ 34743 Zip Code
Welcome to this spacious 4-bedroom, 2-bath home situated on a desirable CORNER LOT in the Eagle Bay community of Kissimmee! Offering approximately 1,874 sq. ft. of living space, this home features a functional layout with a living/dining room combination and a kitchen/family room combination, providing comfortable spaces for everyday living and entertaining. The kitchen features an eat-in area and generous workspace, and all kitchen appliances are included, along with the washer and dryer. Vaulted ceilings enhance the open feel of the main living areas. The primary suite features a private bath with dual sinks, a garden tub, and a separate shower. Step outside to the screened lanai and fenced patio, an inviting space to relax and enjoy Florida living. Additional highlights include a ROOF REPLACED IN 2025, a 2-car garage, and the additional outdoor space provided by this corner lot. LOW HOA of approximately $37 monthly, with community amenities including a swimming pool, playground, basketball court, and volleyball area. Location is another highlight! Enjoy convenient access to supermarkets, shopping, dining, and everyday essentials, as well as Simpson Road and Osceola Parkway, providing convenient connections to Florida’s Turnpike and SR-417 (Central Florida GreeneWay). The property is also conveniently positioned for access to Lake Nona Medical City, Orlando International Airport, and the greater Orlando area. Schedule your private showing and discover this Eagle Bay home today!

2580 Hunley Loop, Kissimmee
302 Cervantes Drive, Kissimmee
$237,000
2 Beds ⋅ 3 Baths ⋅ Rio Hills Twnhs SubDv. ⋅ 34743 Zip Code
Welcome to 302 Cervantes Drive! This well-located 2-bedroom, 2.5-bath townhome offers approximately 1,120 square feet of comfortable living space in the Rio Hills Townhouses community. The functional two-story floor plan features the main living areas downstairs, a convenient half bath for guests, and both bedrooms upstairs for added privacy. The spacious kitchen offers plenty of storage, including a large pantry, and the home also features central A/C and an interior laundry with washer and dryer. Enjoy the convenience of community amenities, including a pool, while being ideally situated near shopping, dining, schools, major roadways, Orlando International Airport, and Central Florida attractions. A new roof was completed in 2026, adding even more value and peace of mind. Whether you’re looking for a primary residence or an investment opportunity, this Kissimmee townhome is ready for its next owner. Schedule your private showing today!

302 Cervantes Drive, Kissimmee
72 Pine Island Circle, Kissimmee
$290,000
3 Beds ⋅ 2 Baths ⋅ Pine Island Villas At Bvl SubDv. ⋅ 34743 Zip Code
Virtually Staged. POND VIEWS, vaulted ceilings, and a FIRST-FLOOR PRIMARY SUITE—this townhome has the features buyers look for. Natural light fills the open living and dining area, which leads to a screened patio overlooking the water. The kitchen pairs granite countertops with two pantries and a handy pass-through for serving and entertaining. The primary suite offers a walk-in closet and private bath, while two bedrooms, a full bath, and laundry are upstairs. You’ll also find luxury vinyl flooring, granite in the baths, a screened front porch with a generous storage closet, and TWO ASSIGNED PARKING SPACES. A/C was replaced in 2022 and windows and doors in 2023. Close to Disney, Universal, SeaWorld, shopping, and dining, with convenient access to the Turnpike, SR 417, and Orlando International Airport.

72 Pine Island Circle, Kissimmee
269 Coralwood Court, Kissimmee
$358,888
3 Beds ⋅ 2 Baths ⋅ Coralwood SubDv. ⋅ 34743 Zip Code
STOP SCROLLING: 2.25% ASSUMABLE MORTGAGE! Priced for a quick sale. Qualified buyers may assume approximately $174,500 of the seller’s existing mortgage at 2.25%, with a secondary financing option available for the remaining purchase amount, subject to lender approval. Welcome to your own slice of Florida paradise! This charming 3 bedroom, 2 bathroom pool home offers the perfect combination of comfort, convenience, and waterfront living. From the moment you arrive, you'll appreciate the inviting curb appeal, tropical landscaping, and bright interior. Inside, discover a spacious kitchen featuring granite countertops, stainless steel appliances, ample cabinetry, and tile flooring. The beautifully updated bathroom features dual vessel sinks, a contemporary vanity, and an impressive walk-in shower with glass enclosure and marble-look tile. The primary bedroom offers a relaxing retreat with warm wood-look flooring and a modern ceiling fan. Step outside to the true highlight of this property: your private screened-in pool overlooking peaceful water views! Complete with shade sails and plenty of room for lounging and entertaining, this backyard offers the perfect setting for morning coffee, weekend barbecues, or simply unwinding while enjoying the Florida sunshine. With no immediate rear neighbors across the water, the picturesque setting adds an extra touch of tranquility. Conveniently located just minutes from Florida's Turnpike, The Loop, shopping, restaurants, and everyday essentials, this home offers easy access to everything Central Florida has to offer. Whether you're purchasing your first home, downsizing, or looking for a Florida retreat, this property offers an opportunity to enjoy the poolside lifestyle you've been dreaming of. Your own private pool, beautiful water views, and a convenient Kissimmee location. Schedule your private showing today!

269 Coralwood Court, Kissimmee
1559 Skyline Drive, Kissimmee
$650,000
4 Beds ⋅ 3 Baths ⋅ Harbour Oaks Unit 1 SubDv. ⋅ 34744 Zip Code
Welcome to 1559 Skyline Dr, Kissimmee, located in the desirable Harbour Oaks community! This spacious 4-bedroom, 3-bath pool home sits on approximately 0.34 acres and offers an impressive combination of indoor comfort, outdoor living, and valuable upgrades. Major improvements include a roof replaced in 2021, pool resurfaced in 2021, PAID-OFF solar panels, and a pool enclosure re-screened in 2025. The pool also features a hybrid heater with a dedicated solar panel, while a solar-powered attic fan provides an additional energy-conscious feature. Inside, you'll find an updated kitchen and bathrooms, generous living and dining areas, and a versatile floor plan ideal for everyday living and entertaining. Additional features include motorized window treatments and a central vacuum system. Step outside and enjoy Florida living with a screened pool and spa, spacious covered lanai, and fully fenced backyard surrounded by mature landscaping. The generous lot provides plenty of additional outdoor space and even includes a chicken coop. Location adds even more appeal. Harbour Oaks is conveniently situated near the growing NeoCity development, with easy access to shopping, dining, and major Central Florida roadways, and is approximately 30 minutes from Orlando International Airport (MCO). With approximately 0.34 acres, a pool and spa, paid-off solar panels, 2021 roof, updated kitchen and bathrooms, and numerous improvements, this home offers an exceptional combination of space, comfort, and functionality. Schedule your private showing today and discover everything 1559 Skyline Dr has!

1559 Skyline Drive, Kissimmee
1178 Jade East Lane, Kissimmee
$305,000
3 Beds ⋅ 2 Baths ⋅ Jade East Unit 2 SubDv. ⋅ 34744 Zip Code
Affordable, Updated & Move-In Ready! Welcome to this charming 3-bedroom, 2-bath townhome in the desirable gated Jade East community! This home offers an excellent opportunity for a first-time buyer, second home, or investor looking for an affordable property with strong potential. Enjoy an open and comfortable layout, all vinyl flooring, updated appliances, HVAC replaced in 2019, and roof replaced in 2018. The spacious primary suite offers added privacy, while the additional bedrooms provide flexibility for guests, family, or a home office. Conveniently located near shopping, supermarket right across the subdivision, school less than 5 minutes, dining, major highways, and Florida’s Turnpike. Low-maintenance living at an affordable price — a great opportunity you won’t want to miss!

1178 Jade East Lane, Kissimmee
2421 Ruddenstone Way, Kissimmee
$375,000
3 Beds ⋅ 2 Baths ⋅ Remington Parcel K Ph 3 SubDv. ⋅ 34744 Zip Code
Welcome to this beautiful home located in the desirable Kissimmee area! This inviting property offers a comfortable and functional layout with spacious living areas perfect for everyday living and entertaining. Enjoy a bright, open atmosphere with plenty of natural light throughout. The home provides comfortable bedrooms, ample storage, and a well-designed floor plan. Conveniently located near shopping, dining, schools, major roadways, and Central Florida attractions. Enjoy easy access to Orlando, Lake Nona, and surrounding communities. Don’t miss the opportunity to make this wonderful property your new home—schedule your private showing today!

2421 Ruddenstone Way, Kissimmee
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