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

1884 Southbury Drive, Kissimmee
$513,985
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.*

1884 Southbury Drive, Kissimmee
1888 Southbury Drive, Kissimmee
$491,790
4 Beds ⋅ 3 Baths ⋅ Kindred SubDv. ⋅ 34744 Zip Code
Under Construction. Inside this beautiful 4-bedroom, 3-bathroom home welcomes the Multi-Gen where you will find 2,077 square feet of comfortable living. The first Bedroom on the left has it’s own bathroom and sitting area with a kitchenette and a private entry to come and go as you please. The living area is an open concept, where your kitchen, living, and dining areas blend seamlessly into a space perfect for everyday living and entertaining. The kitchen features modern cabinets, quartz countertops, and sleek stainless-steel appliances. You'll never be too far from the action with the living and dining area right there. Find RevWood Select Flooring throughout a majority of the home including the family room, primary bedroom, kitchen, bathrooms, laundry and foyer. The primary bedroom has its own attached bathroom that features a walk-in closet and 2 sink vanity. *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.*

1888 Southbury Drive, Kissimmee
1629 Bitteroot Street, Kissimmee
$310,000
3 Beds ⋅ 3 Baths ⋅ Kindred Ph 3b 3c & 3d SubDv. ⋅ 34744 Zip Code
Short Sale. Beautiful townhome in the desirable Kindred community! This home features an open floor plan with the kitchen flowing seamlessly into the dining and living areas. The kitchen offers stainless steel appliances, granite countertops, and a large center island. All bedrooms and the laundry room are conveniently located upstairs. The spacious primary suite includes an ensuite bathroom with a walk-in shower and large walk-in closet. Enjoy the Florida weather from the cozy screened-in back porch. Kindred offers resort-style amenities including a pool, fitness center, dog park, beach volleyball, soccer field, tennis courts, and more. Conveniently located near hospitals, shopping, supermarkets, restaurants, and everyday essentials.

1629 Bitteroot Street, Kissimmee
91 Club Villas Lane, Kissimmee
$289,000
2 Beds ⋅ 2 Baths ⋅ Remington Ph 1 Tr A SubDv. ⋅ 34744 Zip Code
Looking for a maintenance free home where peaceful golf course living meets everyday convenience? You've found it right here in the gated Club Villas community within Remington! Perfectly positioned on a cul-de-sac overlooking the Remington Golf Course, this charming 2-bedroom, 2-bathroom villa offers 1,306 heated square feet of comfortable living space and picturesque views extending across the fairway to a serene pond beyond. Step through the covered, enclosed front porch into a spacious open-concept living area, where the living room features soft carpet flooring and sliding glass doors leading to a second covered and enclosed porch—the perfect place to unwind while taking in the beautiful surroundings. The kitchen offers a bright, crisp aesthetic with white cabinetry, white and grey granite countertops, tile flooring, and an adjoining dining area. A cozy dinette framed by a bay window overlooks the golf course, creating an ideal spot for morning coffee, casual meals, or simply enjoying the view. Both bedrooms are generously sized, while the primary suite features a private en-suite bathroom and dual closets. Beyond the villa, residents enjoy the added privacy of a gated community tucked inside Remington, an active community centered around the Remington Golf Course. The location places you approximately one mile from the Florida Turnpike entrance and within close proximity to shopping, dining, medical facilities, and schools. The Saint Cloud Lakefront is also nearby, offering four miles of walking paths, a splash pad and playground, marina and fishing pier, along with waterfront dining at Crabby Bill’s. With golf course and water views, two enclosed porches, a cul-de-sac location, and convenient access to so many of the area’s amenities, this villa offers a lifestyle and location ready to welcome its new owners.

91 Club Villas Lane, Kissimmee
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
2512 Brookstone Drive, Kissimmee
$452,000
4 Beds ⋅ 3 Baths ⋅ Remington Prcl I SubDv. ⋅ 34744 Zip Code
Virtually Staged. MUST SEE! Discover an exceptional combination of space, flexibility, and indoor-outdoor living in this impressive 2,469-square-foot home located in the gated Remington Golf Resort community. Featuring 4 bedrooms, a flexible bonus room that can be used as a fifth bedroom, 3 full bathrooms, and a 3-car garage, this home offers the generous living space and versatility today’s buyers are searching for. Even better—a NEW ROOF will be installed before closing with a full price offer! Step inside to a bright, expansive floor plan with updated flooring, refreshed lighting, updated bathroom spaces, abundant natural light, and generously sized rooms throughout. The flexible bonus room provides valuable additional living space and can be used as a fifth bedroom, home office, media room, playroom, or guest retreat. The spacious primary suite opens through French doors to a private deck—an ideal setting for morning coffee, evening relaxation, or your own outdoor retreat. A separate screened patio creates even more space to relax, entertain, and enjoy Florida living throughout the year. The freshly painted exterior makes a striking first impression with Web Gray, Extra White accents, and a Loyal Blue front door. Additional highlights include Ring cameras positioned at the front, side, and rear of the home; dusk-to-dawn front exterior lighting; storage; multiple flexible living areas; a 3-car garage; a low HOA; and the added value of a new roof before closing. Conveniently located near shopping, dining, major roadways, Central Florida attractions, and area recreation, this move-in-ready home delivers the space, updates, and lifestyle features that are increasingly difficult to find. Schedule your private showing—this is a must-see opportunity!

2512 Brookstone 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
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