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

$399,900
3 Beds ⋅ 2 Baths ⋅ Pebble Pointe Unit 1 SubDv. ⋅ 34743 Zip Code
Welcome to your new home in the desirable Pebble Pointe community of Kissimmee! This beautifully maintained 3-bedroom, 2-bathroom home offers a bright and functional layout with tile flooring throughout the main living areas. The remodeled kitchen features updated finishes, creating a modern and inviting space for cooking and entertaining. The spacious primary suite offers the added warmth and comfort of beautiful wood flooring, creating a cozy private retreat. Step outside to your peaceful backyard overlooking a tranquil pond, the perfect setting for relaxing mornings, evening sunsets, or entertaining family and friends. Ideally located just minutes from major highways, shopping, dining, schools, medical facilities, and Central Florida’s world-famous attractions, this home combines comfort with convenience. Residents also enjoy access to a community pool, playground, basketball court, sidewalks, and green spaces. Whether you’re a first-time homebuyer, downsizing, or looking for a move-in-ready home in a fantastic location, this is an exceptional opportunity. Schedule your private showing today and experience everything this beautiful home.

2803 Middleton Circle, Kissimmee
$415,000
3 Beds ⋅ 3 Baths ⋅ Creekside At Boggy Creek Ph 1 SubDv. ⋅ 34744 Zip Code
Virtually Staged. Why wait to build when you can move right into this 2019 BUILT home in the GATED COMMUNITY of Creekside at Boggy Creek! Offering the perfect blend of space, style and energy efficiency, this 3-bedroom, 2.5-bath home features ***PAID-OFF SOLAR PANELS***, saving you money while adding long-term value. Just minutes from Lake Nona, this home also boasts a private FENCED BACKYARD, attractive landscaping, a paver driveway and fantastic curb appeal. Inside, TILE FLOORING flows throughout the main level where an OPEN CONCEPT living, dining and kitchen layout is filled with natural light, creating an inviting space for everyday living and effortless entertaining. The chef-inspired kitchen showcases granite countertops, STAINLESS STEEL APPLIANCES, pendant lighting, a large center ISLAND with seating and a spacious pantry. Sliding glass doors extend the living space to a COVERED LANAI overlooking the privacy-fenced backyard – perfect for relaxing, pets or weekend gatherings. Upstairs, a generous BONUS/LOFT offers flexible space for a media room, home office or playroom. All three bedrooms are thoughtfully located on the second floor, including your PRIMARY SUITE with twin windows that fill the room with natural light, a WALK-IN CLOSET and a dedicated en-suite bath. Two additional bedrooms share a full bath, and the conveniently located second-floor laundry room makes everyday chores a breeze. Wood laminate flooring enhances the primary bedroom and one secondary bedroom. Residents of Creekside at Boggy Creek enjoy a gated entrance, COMMUNITY POOL and playground just four homes away, plus an unbeatable location with quick access to Boggy Creek Road, Narcoossee Road, SR 417, shopping, dining, parks, lakes and all the conveniences of the thriving Lake Nona area. Zoned for “A-RATED” Narcoossee Middle School, this home delivers the lifestyle, location and features you have been searching for. Call today to schedule a tour ~ WELCOME HOME!

4366 Silver Creek Street, Kissimmee
$415,000
3 Beds ⋅ 3 Baths ⋅ Malibu Estates SubDv. ⋅ 34744 Zip Code
Situated on an oversized lot of more than a 1/4 acre, this 3/2,5 home offers fantastic curb appeal, a desirable layout, and endless potential to make it your own! Step inside to find a formal living room and dining room that flow into a spacious family room & kitchen, creating the perfect space for both everyday living and entertaining, The kitchen features granite countertops and stainless-steel appliances. Ceramic tile flooring runs throughout the home, making the maintenance a breeze! The primary owner suite offers his-and-her closets and an en-suite bathroom complete with dual vanities, garden tub, and a separate walk-in shower. One of the homes standout features is the enclosed Florida room, which opens to a screened in lanai and an in-ground swimming pool--an ideal setting for enjoying Florida's year-round sunshine! Additional highlights include a 2 Car Garage and a community with NO HOA. Also, the seller has added on a TILE ROOF (2020).the AC is 2017. Conveniently located just minutes from major highways, shopping, dining, and everyday conveniences, this home combines location, space and value. This home needs cosmetic TLC and has been priced accordingly, making it an excellent opportunity for buyers looking to add their own personal touches and build equity. Come out and see it today!!

2125 Triumfo Circle, Kissimmee
$324,190
3 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. This modern townhome features 3 bedrooms, 2 full bathrooms, a powder room, and a 2-car rear-facing garage, all complemented by our Move-In Ready appliance and window blinds package. The first floor is designed with entertaining in mind, offering an open-concept kitchen, café, and gathering room that flow together effortlessly. The chef-inspired kitchen is a highlight, featuring a large center island, a spacious storage pantry, Trenton Quill cabinetry, a decorative tile backsplash, Lyra quartz countertops, and stainless-steel appliances, including a refrigerator and vented microwave. The first-floor powder room adds an extra layer of convenience for guests. The entire first floor, including the kitchen, café, gathering room, and powder room, is finished with elegant Shaw wood-look luxury vinyl plank for both style and easy maintenance. At the end of the day, retreat to your private oasis on the second floor. The Owner’s Suite offers a spacious walk-in closet and a luxurious en suite bathroom with a double-sink, quartz-topped vanity and a glass-enclosed shower. Two additional bedrooms, a secondary bathroom, and a linen closet for added storage are located on the opposite side of the floor, ensuring privacy and plenty of space. Soft, stain-resistant Shaw brand carpet adds comfort to the stairs and bedrooms, creating a cozy atmosphere throughout. In the bathrooms and laundry room, you’ll find beautiful porcelain tile. With thoughtful design, high-end finishes, and a focus on everyday convenience, the Orchid townhome is a perfect blend of style and practicality, offering a truly elevated living experience.

2118 Southbury Drive, Kissimmee
$519,060
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, 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 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, a convenient pantry, elegant Trenton Quill 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, and free standing tub. 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 enclosed 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.

2562 Winter Sky Street, Kissimmee
$379,290
3 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. Introducing the Camden bungalow, a brand-new home that includes 3 spacious bedrooms, 2 full bathrooms, a powder room, and a 2-car rear-load attached garage. The heart of the home is the open-concept kitchen, café, and gathering room, all bathed in natural light. This inviting space is perfect for both everyday living and entertaining. The kitchen boasts a large center island, a convenient storage pantry, and top-of-the-line Whirlpool stainless steel appliances—including a refrigerator. Burlap cabinetry, decorative tile backsplash, and quartz countertops complete the sophisticated look. For added convenience, the first floor includes a powder room. Upstairs, you’ll find the private owner’s suite, two additional bedrooms, a second full bathroom, and the laundry room. The owner’s suite is a true retreat, featuring a walk-in closet and a luxurious en suite bathroom with a frameless glass-enclosed shower, quartz-topped dual vanity, and linen closet. Throughout the first floor living spaces, enjoy the beauty of Wood-Look Luxury Vinyl Plank flooring, while tile enhances the laundry room and bathrooms. Plush, stain-resistant Shaw carpet covers the stairs, flex room, and bedrooms, adding comfort and style. This new construction home perfectly blends luxury, convenience, and modern design, making it the ideal place to live and unwind.

2644 Clear Night Avenue Drive, Kissimmee
$395,000
4 Beds ⋅ 3 Baths ⋅ Magic Landings Ph 2 SubDv. ⋅ 34744 Zip Code
Welcome to 336 Magical Way, a recently repainted throughout, 4-bedroom, 3-bathroom pool home located at the end of a cul-de-sac in the gated community of Magic Landings. Previously used as both a short-term vacation rental and a long-term rental, this property is also well suited as a primary residence. The open floor plan features a combined living and dining area with a kitchen offering a breakfast bar and stainless steel appliances. A separate laundry room with a washer and dryer is located just off the kitchen. The home offers a split-bedroom layout. At the front of the home are two bedrooms that share a full family bathroom. At the rear are two primary-style bedrooms, each with a walk-in closet, ensuite bathroom, and direct access to the screened pool and patio. One ensuite includes a separate soaking tub and walk-in shower, while the other features a walk-in shower. Outside, enjoy a fully screened private pool overlooking a wooded area with no rear neighbors, providing added privacy. Added benefits include a new roof in November 2022 and a new HVAC in March 2022. Conveniently located in Kissimmee, the home offers easy access to major highways, shopping, dining, golf courses, and Central Florida's popular attractions, making it an excellent option for a primary residence, vacation home, or investment property.

336 Magical Way, Kissimmee
$399,990
3 Beds ⋅ 2 Baths ⋅ Kindred Ph 3b 3c & 3d SubDv. ⋅ 34744 Zip Code
Kindred presents the Jemison. A front porch welcomes to you into a one-story all concrete block construction home. Designed to optimize living space with an open concept kitchen that overlooks the versatile great room and covered lanai. The well-appointed kitchen features an island with bar seating, oversized walk in pantry and sleek stainless steel appliances. Bedroom one is located at the rear of the home for privacy and has an en suite bathroom with a double vanity and spacious walk-in closet providing substantial storage space. A second bedroom and bathroom are located at the front of the home. Just off the kitchen, the versatile flex space can be utilized as an office or cozy den. Like all homes in Kindred, the Jemison 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.*

1912 Howard Mesa Drive, Kissimmee
$424,990
4 Beds ⋅ 2 Baths ⋅ Kindred Ph 3b 3c & 3d SubDv. ⋅ 34744 Zip Code
The Harper floorplan offers a 4-bedroom, 2-bathroom home with 1,665 sq ft of living space. Features include quartz and Revwood floors, an open layout, a spacious living room with natural light, a chef's kitchen with quartz countertops and stainless steel appliances, and a primary suite with a private ensuite bathroom. This all concrete block construction home also includes smart home technology for control via smart devices. *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.*

1856 Howard Mesa Drive, Kissimmee
$499,990
4 Beds ⋅ 3 Baths ⋅ Tohoqua Ph 3 SubDv. ⋅ 34744 Zip Code
Welcome to one of the community's most exceptional homes. Situated on a premium corner lot with approximately 8,276 sq. ft. of land, this 2023 residence offers generous outdoor space and stands out for its pristine, like-new condition. Never rented and occupied by the owners only a few days per week, the home has been meticulously maintained with exceptional care. Its elegant blend of modern finishes, spacious living areas, and abundant natural light creates an atmosphere of peace and sophistication from the moment you step inside. Enjoy resort-style amenities including two clubhouses, pools, scenic walking trails around the lake, and a dog park, all just minutes from the Florida Turnpike, top-rated schools, and the continued growth of Lake Nona and Orlando. After visiting hundreds of homes throughout my real estate career, I can confidently say that few properties convey the sense of harmony and warmth found here. Some homes are visited; others are felt. This is one of them. A unique opportunity for those seeking more than a house—a lifestyle. The next chapter of this home's story could begin with you. Schedule your private showing today.

2466 Relaxing Lane, Kissimmee
$359,000
3 Beds ⋅ 2 Baths ⋅ Windsong SubDv. ⋅ 34744 Zip Code
Welcome to this beautifully remodeled 3-bedroom, 2-bath, block pool home offering the perfect combination of style, comfort, and convenience. Situated on an oversized, fully fenced backyard, this property provides plenty of space for entertaining, pets, play, or simply relaxing by your private pool. The interior has been completely remodeled with modern finishes, creating a move-in ready home you'll love from the moment you walk in. Conveniently located just minutes from everything Kissimmee has to offer, including approximately 1 mile to AdventHealth Kissimmee, 2 miles to historic Downtown Kissimmee, and only 4 miles to The Loop, where you'll enjoy shopping, dining, and entertainment. With easy access to major highways, Orlando attractions, schools, and everyday conveniences, this is a place you'll be proud to call home. Come see for yourself why this beautiful property is the perfect place to begin your next chapter.

1240 Windway Circle, Kissimmee
$440,000
4 Beds ⋅ 3 Baths ⋅ Tohoqua Ph 2 SubDv. ⋅ 34744 Zip Code
Welcome to this beautifully designed 4-bedroom, 3-bath home in sought-after Tohoqua community in Kissimmee. This spacious two-story floor plan offers 2,024 square feet of living space with upgraded tile flooring on the first floor and wet areas with plush carpeting in all bedrooms. The open kitchen features sleek Quartz countertops, a Island with pendant lighting, a full suite of appliances including Refrigerator, Dishwasher, Range, Microwave and Washer and Dryer. Generous cabinet space, and a built in pantry. The open floor plans allows for a seamless flow into the living and dining areas. Also on the first floor you’ll find a private bedroom and full bath, ideal for guests or a home office. Upstairs the owner’s suite is a true retreat with a private en-suite , dual sinks, a glass-enclosed shower, and ample closet space. A versatile loft just outside the Owner suite has a built in desk. The Laundry room and two additional bedrooms with a full bath (Jack & Jill) can also be found upstairs. Downstairs just inside the back entry, a mudroom with another built-in desk adds everyday function. Step out to a covered, screened-in patio with brick pavers that connect to a detached 2-car garage. The fully fenced backyard adds privacy and low-maintenance artificial turf on both sides keep things tidy year-round. Out front, enjoy peaceful park-like green space. Community amenities shine with a resort pool, splash pad, tennis courts, picnic pavilions and playgrounds all set between Lake Toho and East Lake Toho. Minutes from the Florida Turnpike, The Loop, and Lakefront Park, this home keeps you close to Gatorland and all the dining, shopping, and recreation in Kissimmee and St. Cloud. Modern comfort, smart design, and prime location, all in one place. (Stay tuned Pictures are being done the week of July27.)

1704 Friendship Row, Kissimmee
Start Your Search