Kissimmee Homes with Pool

Kissimmee Homes with Pool

Welcome to Kissimmee, a vibrant city located in the sunny state of Florida! Kissimmee is a popular destination known for its beautiful weather, exciting attractions, and friendly community. Whether you are looking to relocate or invest in real estate, Kissimmee has something to offer for everyone.

One of the most sought-after features in Kissimmee real estate is homes with pools. Imagine coming home to your own private oasis where you can relax, entertain guests, and enjoy the Florida sunshine all year round. Homes with pools in Kissimmee are not only a great place to cool off during the hot summer months but also add value to your property.

Living in a home with a pool allows you to create unforgettable memories with your loved ones, host pool parties, and enjoy the ultimate luxury lifestyle. Additionally, having a pool can provide health benefits such as exercise opportunities and stress relief right in the comfort of your own backyard.

If you are considering buying a home with a pool in Kissimmee, now is the perfect time to explore the real estate market and find your dream home. With a wide range of options available, you can discover the perfect property that suits your lifestyle and preferences.

Don't miss out on the opportunity to own a piece of paradise in Kissimmee with a home featuring a refreshing pool. Get in touch with a local real estate agent today to start your journey towards owning a beautiful home in this charming city.

Newest Kissimmee Homes with Pool

2187 Tripoli Court, Kissimmee
$570,000
8 Beds ⋅ 6 Baths ⋅ Windsor At Westside Ph 1 SubDv. ⋅ 34747 Zip Code
Buyer shall assume the existing solar contract at closing! Beautifully and tastefully decorated, this exceptional 8-bedroom, 6-bath single-family pool home is located within the highly sought-after Windsor at Westside Resort, one of the premier resort communities in the Orlando/Kissimmee area. Enjoy convenient access to world-class theme parks, dining, shopping, and entertainment. The home features a fully equipped kitchen with stainless steel appliances, granite countertops, and custom cabinetry, along with stylish furnishings and décor throughout. All furniture, décor, and appliances are included, making this a truly turnkey opportunity. Whether used as a vacation rental, a seasonal getaway, or a personal vacation home, this property offers outstanding flexibility. Owners and guests enjoy access to resort-style amenities, including a 10,000-square-foot clubhouse, state-of-the-art fitness center, expansive resort pool with splash area, and a relaxing lazy river. Additional amenities include Tu Casa Bar & Lounge, market and deli, concierge services, sand volleyball court, multi-purpose sports courts, a small soccer field, and playground—all designed to deliver a true resort lifestyle.

2187 Tripoli Court, Kissimmee
1894 Cassidy Knoll Drive, Kissimmee
$545,000
5 Beds ⋅ 4 Baths ⋅ Kindred Ph 1e SubDv. ⋅ 34744 Zip Code
Virtually Staged. Welcome to 1894 Cassidy Knoll, an exceptional home in the highly sought-after Kindred community featuring one of the largest and most desirable floor plans ever offered in the neighborhood. No longer available from the builder, this expansive design is known for its generously sized rooms, outstanding functionality, and flexible living spaces. The enormous first-floor primary suite offers exceptional privacy and convenience, complete with a massive walk-in closet and a unique, code-compliant doorway providing direct access to the garage. This thoughtful upgrade allows homeowners to come and go without disturbing the rest of the household. The home also features another spacious bedroom with a private en-suite bathroom, ideal for guests or multigenerational living, along with a versatile flex room that could serve as a formal dining room, home office, or potential sixth bedroom. What truly separates this home from others in Kindred is the extensive investment in aftermarket upgrades. The backyard features a massive 44-by-15-foot professionally installed paver lanai, offering approximately 660 square feet of outdoor entertaining space. A newly fenced backyard and a 7-by-7-foot shed/workshop, which conveys with the property, provide even more functionality. Inside, all carpeted areas have been replaced with premium luxury vinyl plank flooring. Exterior improvements include a widened driveway designed to accommodate larger vehicles and a paver walkway connecting to the driveway. The garage is equally impressive, featuring epoxy flooring, multiple 220-volt outlets suitable for electric vehicle charging equipment, a granite-topped utility sink, and additional washer and dryer hookups. While the main laundry room is upstairs, the garage provides the flexibility for a second laundry area. Two separate garage access points and a newer whole-home water softener and filtration system add even more convenience. Kindred offers an outstanding location just minutes from Florida's Turnpike, allowing residents to bypass much of the congestion along US 192. Shopping, dining, and everyday conveniences are nearby, while Walt Disney World is approximately 25 to 30 minutes away. The community also features its own K-8 school and resort-style amenities, including a swimming pool, clubhouse, fitness center, tennis courts, and basketball courts. A future commercial section is also planned within the community. With its rarely available floor plan, oversized bedrooms, first-floor primary suite, incredible outdoor entertaining space, and extensive upgrades, 1894 Cassidy Knoll offers a combination of size, comfort, and functionality that is increasingly difficult to find in today's new construction.

1894 Cassidy Knoll Drive, Kissimmee
7713 Graben Street, Kissimmee
$1,200,000
11 Beds ⋅ 13 Baths ⋅ Reunion West Ph 2b West SubDv. ⋅ 34747 Zip Code
Exceptional 11-bedroom luxury vacation home in the highly sought-after Encore at Reunion, just minutes from Walt Disney World. Offered fully furnished and turn-key rental ready, this spacious 5,496 sq ft home is designed for entertaining and accommodating large groups with ease. The chef-inspired kitchen features quartz countertops, multiple sinks, double refrigerators, dual ovens and double dishwashers. Outdoors, enjoy your own private resort-style oasis with a pool, splash pad, spa with cascading waterfall and covered patio. Upstairs offers even more entertainment with a dedicated theater room. Guests can also enjoy Encore’s incredible resort amenities, including the water park, clubhouse, dining, fitness center, sports courts and concierge services. A standout opportunity for a luxury vacation home, second home or investment property in one of Central Florida’s premier resort communities.

7713 Graben Street, Kissimmee
2869 Simile Street, Kissimmee
$439,000
4 Beds ⋅ 3 Baths ⋅ Cove At Storey Lake Iii SubDv. ⋅ 34746 Zip Code
Enjoy resort living in this beautifully presented four-bedroom, three-bathroom townhome in Storey Lake. Currently participating in an established short-term rental programme, this home offers an appealing opportunity for buyers seeking a vacation retreat with rental potential. The bright, open-plan living and dining area features contemporary furnishings, neutral décor and sliding doors leading to a private screened splash pool and covered patio. The kitchen offers white cabinetry, stainless steel appliances and a large island with breakfast-bar seating, creating a welcoming space for gathering after a day at the parks. A downstairs bedroom and full bathroom provide a flexible layout, while upstairs you’ll find the spacious primary suite with a dual-sink vanity, two additional bedrooms, a further bathroom and laundry facilities. Storey Lake’s resort amenities include pools, a lazy river, waterslides, a fitness centre and sports courts. Conveniently located for Walt Disney World, shopping and dining, this home brings together comfortable accommodation, resort amenities and an established vacation-rental setup.

2869 Simile Street, Kissimmee
2500 Avian Loop, Kissimmee
$475,000
4 Beds ⋅ 3 Baths ⋅ Tapestry Ph 5 SubDv. ⋅ 34741 Zip Code
Welcome to 2500 Avian Loop, a spacious 4-bedroom, 2.5-bath home located in the desirable Tapestry community of Kissimmee. Built in 2020 and offering 2,170 square feet of living space, this single-story home features a bright, open layout with high ceilings, ceramic tile throughout the main living areas, and plenty of room to gather and entertain. The kitchen opens to the living area and features solid-surface countertops, solid wood cabinetry, a large center island, stainless steel appliances, and generous storage. The spacious primary suite includes a tray ceiling, large walk-in closet, and en-suite bath with dual sinks, soaking tub, and separate shower. Three additional bedrooms provide flexibility for guests, a home office, or additional living space. Step outside to the screened lanai overlooking the fully fenced backyard—perfect for relaxing or enjoying the Florida weather. Additional features include an attached two-car garage, indoor laundry area, and a convenient single-level floor plan. Tapestry offers community amenities including a pool and playground, along with 24-hour guard service. Conveniently located near shopping, dining, major roadways, and all that Central Florida has to offer. Schedule your private showing today!

2500 Avian Loop, Kissimmee
4980 Worchester Drive, Kissimmee
$449,000
4 Beds ⋅ 2 Baths ⋅ Knightsbridge Ph 1 SubDv. ⋅ 34746 Zip Code
Beautiful corner-unit 4-bedroom, 2-bathroom home featuring a bright, open-concept layout and an abundance of natural light. The home offers a newly renovated modern kitchen with sleek finishes and ample space for cooking and entertaining. Both bathrooms have been tastefully updated for a fresh, contemporary feel. Enjoy a spacious, open backyard ideal for outdoor entertaining, relaxing, or enjoying beautiful sunsets. A warm and inviting home that is move-in ready and waiting for its new owner!

4980 Worchester Drive, Kissimmee
2900 Edenshire Way Unit 106, Kissimmee
$280,000
3 Beds ⋅ 2 Baths ⋅ Lucaya Village SubDv. ⋅ 34746 Zip Code
Welcome to this beautifully 3-bedroom, 2-bathroom townhouse in a gated Kissimmee community. The home features stylish interior decor, stainless steel appliances, and an open floor plan that creates a comfortable flow between the living and dining areas. Conveniently located near shopping centers, outlets, restaurants, and Central Florida’s major theme parks. A wonderful opportunity to own a well-located home in Kissimmee.

2900 Edenshire Way Unit 106, Kissimmee
121 Lochness Lane, Kissimmee
$399,000
3 Beds ⋅ 2 Baths ⋅ Cypress Lakes Ph 3 SubDv. ⋅ 34743 Zip Code
Beautifully remodeled pool home with NO HOA! This 3-bedroom, 2-bath property also features a versatile bonus room, ideal for a home office, guest room, playroom, or additional flex space. Thoughtfully updated just two years ago, the home offers a modern open-concept kitchen, beautifully renovated bathrooms, and fresh interior and exterior paint. Major improvements include a NEW A/C installed in 2024 and a 2021 roof, offering added peace of mind for the next owner. The spacious living area flows effortlessly toward the fully fenced backyard, where your private pool creates the perfect setting for relaxing, entertaining, and enjoying the Florida lifestyle year-round. A bright breakfast nook filled with natural light adds to the home's warm and inviting feel. Conveniently located near shopping, dining, entertainment, and everyday essentials, this move-in-ready home combines comfort, flexibility, and valuable updates all with no HOA. Schedule your private showing today!

121 Lochness Lane, Kissimmee
2852 Tanzanite Terrace, Kissimmee
$239,999
3 Beds ⋅ 2 Baths ⋅ Emerald Lake SubDv. ⋅ 34758 Zip Code
Step into the perfect blend of comfort, style, and convenience in this beautifully updated 4-bedroom, 2-bath townhome in the desirable Emerald Lake community! Offering 1,838 sq. ft. of spacious living, this home features newer appliances, stylish LVP flooring, and an open, inviting layout designed for everyday living and entertaining. Major updates including a newer roof and refreshed stucco provide added peace of mind. Enjoy the convenience of 2-car parking, along with community amenities including a pool, park, and playground. Ideally located near shopping, dining, major highways, and Central Florida’s world-famous attractions, this home puts everything you need within easy reach. **Updated, spacious, and move-in ready—this is one you won’t want to miss!**

2852 Tanzanite Terrace, Kissimmee
7398 Gathering Court, Kissimmee
$1,050,000
4 Beds ⋅ 5 Baths ⋅ Reunion Ph 1 Prcl 1 Unit 3 SubDv. ⋅ 34747 Zip Code
**Reunion Resort Membership Available with this Property purchase** Golf-front living on Reunion's Watson course, with the 7th and 8th holes on this signature golf course. This custom Mediterranean-style home, built in 2010, offers 4 en-suite bedrooms, 4.5 baths and 3,294 heated sq ft. Cathedral and tray ceilings, crown molding, and travertine and wood floors set the tone the moment you walk in. The open great room flows into a kitchen made for entertaining, with granite counters, 42-inch wood cabinets, stainless appliances, a breakfast bar and a bar fridge. The primary suite is on the main floor, and upstairs three more private suites each open to their own balcony with elevated views across the course. French doors lead out to a covered patio, heated private pool, extended deck and summer kitchen, all facing the fairways. Short-term rentals are allowed with no association approval, so it works as a primary residence, second home or investment. Furnishings are negotiable, and the HOA covers 24-hour guard-gated security, internet, grounds care and pest control. Beyond your door is the resort lifestyle of Reunion, a 2,300-acre private golf and tennis community with three championship golf courses, a water park with lazy river and water slide, resort pools, a clubhouse, restaurants, a fitness center and a day spa all accessible with the resort membership. It's just 6 miles from Walt Disney World and a short drive to Orlando International Airport.

7398 Gathering Court, Kissimmee
8947 Amelia Downs Trail, Kissimmee
$568,888
7 Beds ⋅ 5 Baths ⋅ Solara Resort Vacation Villas Rep SubDv. ⋅ 34747 Zip Code
Stunning 7-Bedroom Pool Home in Solara Resort – Minutes from Disney Welcome to this beautifully appointed 7-bedroom, 4.5-bath pool home in the highly sought-after Solara Resort, offering nearly 3,000 sq. ft. of spacious Florida living just minutes from Walt Disney World. Designed for both personal enjoyment and vacation-rental potential, this spacious home features an exceptional layout with four king bedrooms plus three fun themed bedrooms inspired by Harry Potter, Frozen and Spider-Man. The open-concept living and dining areas flow into a well-equipped kitchen with generous space for entertaining family and guests. Step outside to your private screened pool and spa with covered lanai—perfect for relaxing and enjoying the Florida lifestyle. A converted garage game room provides another entertainment space, while the upstairs loft offers additional room for guests to gather, relax or watch TV. Upgraded flooring throughout means no carpet, creating a clean, modern look that's also easy to maintain. Ownership at Solara Resort provides access to an impressive collection of resort-style amenities, including a clubhouse, resort pool, FlowRider surf simulator, fitness center, sports courts, playground, splash area, restaurant/bar and more. Whether you're looking for a Florida vacation home, a short-term rental opportunity, or a combination of both, this property offers the space, private pool, flexible bedroom layout and resort lifestyle that make Solara such a popular destination. 7 bedrooms. 4.5 baths. Private pool & spa. Game room. Themed bedrooms. Nearly 3,000 sq. ft. Resort amenities. Minutes from Disney.

8947 Amelia Downs Trail, Kissimmee
1859 Beach Ridge Rd, Celebration
$1,670,000
4 Beds ⋅ 4 Baths ⋅ Celebration Island Village Ph 1b SubDv. ⋅ 34747 Zip Code
Prof Photos Coming Soon! Luxury, technology & resort-style living come together beautifully in this highly upgraded SANIBEL COASTAL by Mattamy Homes, ideally positioned on a **PREMIUM CONSERVATION HOMESITE** offering a peaceful natural backdrop & enhanced privacy. Featuring 4 bdrms,3.5 bths,approx 3,499 sq ft & a 3-car tandem garage,this exceptional home has been thoughtfully designed for both everyday living and entertaining.The open-concept kitchen,dining area & Great Room are complemented by a 1ST-floor Owner’s Suite, private 1ST-floor Guest Suite,versatile Flex Room with double glass doors, & an upstairs Loft with 2 additional bedrooms and shared bath.The impressive kitchen showcases ceiling-height upgraded cabinetry with soft-close doors & drawers,quartz countertops,a designer island sink & combination oven/microwave Luxury vinyl plank flooring flows throughout the home,complemented by upgraded bathroom tile,8-foot interior doors,enhanced trim & extensive LED lighting.Sound-barrier insulation was added to interior walls on both levels for enhanced comfort & privacy.The 1st-floor Owner’s Suite offers a spa-inspired retreat with an upgraded freestanding soaking tub,spacious walk-in shower,ceiling-height cabinetry & designer tile finishes.The Flex Room provides an ideal home office or additional guest space & includes a queen-size Murphy bed concealed within the closet.Step outside to your own private Florida resort,beautifully complemented by the *conservation setting beyond the backyard*. The spectacular outdoor living area features an EASY TO MAINTAIN luxury pool, that automatically fills & drains to maintain water levels & includes a waterfall spa,deck jets & sun shelf, all surrounded by a full screen enclosure.Entertain from the outdoor kitchen,practice your short game on the private PUTTING GREEN,or simply relax among tropical landscaping & accent landscape lighting.The backyard is fully fenced for privacy.Technology is integrated throughout the home,including Cat 6A Ethernet wiring,whole-home Wi-Fi access points,5.1 surround sound in the Great Room with speakers extending to the lanai,security cameras & video doorbell.Smart-phone control is available for the pool & spa,HVAC,garage doors,irrigation,security system & select exterior lighting.Programmable automated Levolor blinds enhance the front windows, & the garage is prewired for an EV charger.Fiber internet service.Additional upgrades include a Pure Touch water filtration system & water softener,ceiling fans,gutters,whole-home electrical surge protection,upgraded closet & pantry shelving,wall shelving,TV wall mounts & termite protection.The 3-car tandem garage provides excellent vehicle & storage space. This is far more than a builder-standard home.The *premium conservation homesite*, extensive upgrades, advanced technology & thoughtfully designed indoor/outdoor living spaces combine to create an exceptional move-in-ready property where luxury Florida living begins the moment you arrive. Located in Island Village, the latest development within the world-renowned community of Celebration; the town developed by Disney.Residents enjoy a host of amenities including Golf, Pools, Playgrounds,Tennis & Basketball, miles of biking/walking trails,several shopping & eating plazas along w/a charming Waterfront Downtown. Celebration sponsors a number of seasonal & holiday events along with a Sunday Farmer's Market. Close to Disney World,major roadways,medical services & so much more!

1859 Beach Ridge Rd, Celebration
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