Kissimmee Homes with Private Pool type

Kissimmee Homes with Private Pool type

Welcome to Kissimmee, Florida, where sunshine, adventure, and charm come together to create the perfect backdrop for your dream home. Nestled in Osceola County, Kissimmee is a vibrant city known for its close proximity to world-renowned theme parks, stunning natural landscapes, and a warm, welcoming community. With a rich history and diverse culture, this city offers a unique blend of excitement and tranquility.

Imagine stepping out of your back door to your very own private oasis. Homes with private pools in Kissimmee are not just a luxury; they are a lifestyle. Whether you’re looking to soak up the sun, host a barbecue, or enjoy a peaceful evening under the stars, a private pool provides the perfect escape right in your backyard. These homes are designed for relaxation and entertainment, featuring spacious layouts, modern amenities, and beautifully landscaped yards that enhance your outdoor living experience.

Kissimmee is more than just a place to live; it’s a community filled with opportunities for exploration and adventure. From the thrilling rides at Walt Disney World and Universal Studios to the serene beauty of Lake Tohopekaliga, there’s something for everyone. With numerous dining options, shopping centers, and recreational activities, you’ll never run out of things to do.

Whether you’re seeking a vacation home or a permanent residence, Kissimmee’s homes with private pools offer the perfect sanctuary to enjoy the Florida lifestyle. Dive into your new life in Kissimmee, where every day feels like a vacation!

Newest Kissimmee Homes with Private Pool type

2615 Chatham Circle, Kissimmee
$455,000
3 Beds ⋅ 2 Baths ⋅ Chatham Park At Sausalito Ph 2 SubDv. ⋅ 34746 Zip Code
Welcome to your turnkey, exceptional investment opportunity or move-in-ready dream home! This beautifully updated residence—sold "AS-IS" for a seamless transaction—perfectly blends resort-style comfort with ultimate convenience. No Carpet, FULLY FURNISHED with modern furniture and currently operating as a short-term rental, this property allows you to step right in and generate immediate revenue from day one, with no additional setup required. Every major mechanical and structural component has been recently upgraded to ensure years of worry-free ownership, including a new Carrier HVAC system (2020), a premium RainSoft water softener and filtration system (2021) that protects both you and the home's equipment, a new shingle roof (2023), a new A. O. Smith ProLine water heater (2024), and a Lorex smart security camera system (2024) providing full exterior coverage. The interior showcases recent upgrades, including a fully remodeled guest bathroom and living area (2025), alongside elegant new quartz kitchen countertops (2026). Step outside into your private backyard featuring a pristine swimming pool ideal for year-round relaxation. The outdoor area was enhanced in 2024 with premium herringbone-pattern pavers, offering a sleek, modern look and an ultra-low-maintenance alternative to a traditional lawn. Situated in a quiet, highly desirable community just minutes from Walt Disney World Resort, major Orlando attractions, world-class dining, premier shopping, and the airport, this location is unbeatable. Residents and guests also enjoy fantastic HOA amenities, including a community pool, park, playground, and basketball courts. Whether you are looking to expand your rental portfolio or find your personal piece of paradise, this property delivers the quintessential Florida lifestyle. Schedule your viewing today!

2615 Chatham Circle, Kissimmee
3101 Yellow Lantana Lane, Kissimmee
$356,000
3 Beds ⋅ 3 Baths ⋅ Encantada Ph 1 SubDv. ⋅ 34747 Zip Code
Close to Disney World, Margaritaville, other Theme Parks, Highway 192 restaurant row. Lakefront Pool Townhome that is so pretty .Gated Community & Priced to Sell! Experience the perfect blend of luxury, convenience, and investment potential with this stunning lakefront townhome in the highly sought-after Encantada Resort, just minutes from world-famous theme parks, championship golf, premier shopping, and dining. Zoned for short-term rentals, this meticulously maintained 3-bedroom, 2.5-bathroom home offers 1,295 sq. ft. of beautifully updated living space with breathtaking water views. Inside, you’ll find quartz countertops, fresh interior paint, and a flawless open-concept layout, designed for comfort and style. Step outside to your private screened-in splash pool, perfect for relaxing after a day of adventure. Additional features include an exterior storage closet for added convenience. Encantada’s resort-style amenities include a clubhouse, state-of-the-art fitness center, resort pool, playground, limited bar menu, meeting room and a community fishing pier overlooking the serene lake. Whether you’re looking for a vacation rental, second home, or primary residence, this property is a rare find in one of Central Florida’s best locations. HOA includes access to the clubhouse and amenities, exterior and ground maintenance, internet and cable! Lots of bookings fo income is secured. More photos coming soon.

3101 Yellow Lantana Lane, Kissimmee
2687 Manesty Lane, Kissimmee
$649,900
5 Beds ⋅ 5 Baths ⋅ Windsor Hills Ph 3 SubDv. ⋅ 34747 Zip Code
Your Own Private Resort Retreat in the Windsor Hills Community, Just Minutes from Walt Disney World! Discover this spacious 5 Bedroom, 5 Bath Vacation Home offering comfort, entertainment and investment potential. Currently operating as a Short-Term Rental, this beautifully furnished property welcomes you with soaring ceilings, an inviting Living Room, Formal Dining Area, Fully Equipped Kitchen with Breakfast Nook and plenty of space for gathering and entertaining. Step outside to your own private tropical escape featuring a Screen-Enclosed Pool and Spa, Expansive Brick Paver Deck and Covered Patio, perfect for relaxing after a day at the parks. One of the home's standout features is the impressive Garage Conversion into a Private Home Theater and Game Room, complete with a 110" Screen, 4K Projector, Polk Soundbar, Dedicated Mini-Split A/C, Theater Seating, Arcade Gaming and Foosball Table, creating an exceptional entertainment experience! Thoughtful improvements include Remodeled Bedrooms, Updated Twin Beds, New Dishwasher and Pool Pump (2021), Pool Heater and Refrigerator (2022), Hot Water Heater and New Pool Furniture (2025). Located within this Gated Resort, owners and guests enjoy exceptional amenities including a Resort-Style Pool, Water Slides, Clubhouse, Fitness Center, Movie Theater, Game Room, Playgrounds, Sports Courts and More! With its Prime Location near Disney World, Shopping, Dining and Orlando's World-Class Attractions, this property presents an exciting opportunity for a Personal Vacation Retreat or Income-Producing Short-Term Rental Investment. Experience the Best of Florida Resort Living! Schedule Your Showing Today!

2687 Manesty Lane, Kissimmee
456 Southfield Street, Kissimmee
$720,000
5 Beds ⋅ 5 Baths ⋅ Reunion West Ph 4 SubDv. ⋅ 34747 Zip Code
Stunning Fully Furnished 5-Bedroom Pool Home in Encore at Reunion Resort – Minutes from Disney! Welcome to this beautifully designed, FULLY FURNISHED 5-bedroom, 4-full-bathroom home with an additional half bathroom conveniently located by the pool. Featuring modern, stylish décor and elegant finishes throughout, this property is move-in ready and perfect as a primary residence, vacation retreat, or income-producing investment. The spacious open-concept floor plan seamlessly connects the living, dining, and kitchen areas, creating an inviting space for entertaining and family gatherings. A dedicated movie theater room adds the perfect touch of entertainment and luxury. Step outside to your private heated pool and spa, surrounded by a spacious backyard with NO REAR NEIGHBORS, providing enhanced privacy and a peaceful setting to relax, entertain, and enjoy the Florida sunshine. The home also features a garage for added convenience. Located in the highly desirable Encore at Reunion Resort, residents and guests can enjoy exceptional resort-style amenities, including a water park, on-site restaurant and bar, fitness center, tennis courts, soccer fields, and sand volleyball courts. Just minutes from Walt Disney World, Orlando's world-famous attractions, shopping destinations, and a wide variety of dining options. Whether you're looking for a beautiful place to call home, a vacation getaway for family and friends, or an investment property with rental income potential, this home offers the perfect combination of luxury, comfort, location, privacy, and resort-style living!

456 Southfield Street, Kissimmee
3891 Oakville Avenue, Kissimmee
$689,900
5 Beds ⋅ 5 Baths ⋅ Sonoma Resort At Tapestry Ph 1 SubDv. ⋅ 34741 Zip Code
Turnkey, Water-View, Investment Home at Sonoma Resort. Don’t miss this rare opportunity to own a fully furnished 5-bedroom, 5-bathroom home on an extra-large corner lot with serene water views in the highly sought-after gated community of Sonoma Resort at Tapestry.This single-level residence with an open floor plan is already operating successfully as a short-term rental and is ready for immediate income. With lots of space, a private screened-in pool, and an expansive deck with extended lanai, it’s perfectly designed for entertaining and maximizing rental potential. Inside you’ll find a bright open layout with tile flooring throughout, a large kitchen island, white cabinetry, stainless steel appliances, and stylish backsplash. Outside, the private pool and deck overlook peaceful water views—creating the ideal Florida lifestyle you are looking for. Enjoy resort-style amenities including a modern clubhouse, fitness center, and aquatic complex, all within a secure gated community with 24/7 guard service. Located about 8 miles from Disney and minutes from major attractions, restaurants, shopping and the MCO airport. Whether you’re seeking a second home residence or a proven income-producing property, this home delivers. Act now—homes like this with water views, private pool, and existing rental management don’t last long.

3891 Oakville Avenue, Kissimmee
1012 Tapestry Lane, Celebration
$2,999,000
6 Beds ⋅ 6 Baths ⋅ Celebration Area 5 SubDv. ⋅ 34747 Zip Code
There are beautiful homes, and then there are homes that are truly extraordinary. Welcome to 1012 Tapestry Lane, a modern Mediterranean estate in Celebration's coveted Artisan Park, reimagined from the studs up with over $1.2 million in renovations. Created by its owners as their own home, every wall, ceiling and floor was redone and every finish chosen without compromise. Set on approximately one-third of an acre with conservation views front and back, the home is approached by a private drive beneath an elegant porte-cochère to a six-car garage and an expansive motor court with additional parking. Inside, marble flows throughout the main level, up a staircase edged in frameless glass and brushed-gold hardware, and out to the lanai and pool deck. Six 8-foot Andersen doors, modern plantation shutters and four designer fireplaces set the tone, including a statement marble fireplace crowned by a circular gold convex mirror. Sculptural glass-and-brass lighting and Restoration Hardware gold mirrors glow like modern jewelry, with Lutron smart lighting, dimming and under-cabinet lighting all controlled from your phone. The kitchen is a culinary showpiece: a hand-built ILVE range and hood from Venice, Italy, Café Platinum Glass appliances with four ovens including a Speed Cook Advantium, Starmark cabinetry with illuminated glass uppers, quartz counters and backsplash, an island with oversized farmhouse sink, and a coffee bar with a prep sink. The powder room features an Italian Murano glass floating vanity, gold vessel sink and Murano crystal mirror. The first-floor owner's suite features a handcrafted fireplace wall concealing Laurameroni-inspired wardrobe storage with gold inlay detailing, plus two walk-in closets. The spa bath boasts a 10-foot glass wet room with dual showers, body jets and Newport Brass fixtures, and Victoria + Albert volcanic limestone sinks and freestanding tub beneath a John Richard chandelier. A first-floor office with walk-in closet and en-suite marble bath works equally well as a bedroom. Upstairs, two separate wings offer an en-suite bedroom, a second bedroom with hall bath and a turret room, plus a spacious bonus suite above the garage with its own staircase, bath and closet. All full baths are renovated with glass walk-in showers. Indoors meet outdoors on the over 600 sq ft covered lanai, with soaring ceilings, a three-sided fireplace and an outdoor kitchen overlooking a resurfaced, retiled heated pool and spa, surrounded by lush, private conservation. Residents enjoy the private Artisan Park clubhouse with resort-style pool, fitness center and on-site restaurant and bar, all within Celebration's charming downtown and trails. 1012 Tapestry Lane offers extraordinary space, craftsmanship and privacy, and a lifestyle that is distinctly Celebration. A home of this caliber, with this level of renovation, conservation surroundings and garage capacity, is a rare find, and one that deserves to be experienced in person.

1012 Tapestry Lane, Celebration
330 Chelmsford Court, Kissimmee
$272,300
3 Beds ⋅ 2 Baths ⋅ Poinciana Village 2 Nbhd 1 SubDv. ⋅ 34758 Zip Code
Short Sale. Welcome to this spacious home featuring a private screened-in pool and desirable split-bedroom floor plan. The open living and dining room combination offers plenty of space for entertaining. The kitchen features granite countertops and flows into the family room. The primary suite overlooks the pool and includes an ensuite bathroom and walk-in closets. No carpet throughout! Enjoy a low HOA fee that includes cable TV, internet, and access to a clubhouse, fitness center, community pool, and tennis courts. Great home with fantastic amenities!

330 Chelmsford Court, Kissimmee
1001 Sandlace Court, Celebration
$795,000
3 Beds ⋅ 3 Baths ⋅ Celebration East Village Unit 3 SubDv. ⋅ 34747 Zip Code
Virtually Staged. Settle into the charm of Celebration’s East Village, where a welcoming front porch, greenspace views, and a private pool set the scene for relaxed Florida living. With a first-floor primary suite and flexible gathering spaces, this home offers comfort and convenience close to parks and neighborhood amenities. A wide front porch stretches across the home, overlooking an expansive greenspace and offering a welcoming spot for morning coffee or an evening unwind. Inside, the kitchen features updated countertops and backsplash and opens to the family room, keeping cooking, conversation, and everyday living connected. The first-floor primary suite offers convenience, while two upstairs bedrooms, a full bath, and an oversized loft provide room for guests, work, play, or movie nights. Out back, enjoy your own swimming pool and fenced yard—a private setting for sunny afternoons and relaxed weekends. Updates include the roof, A/C, and fence in 2020; exterior paint in 2023; and kitchen countertops, backsplash, refrigerator, and pool filter in 2025. Just one block from the open space and sports field and two blocks from the East Village community pool and playground, this home puts outdoor recreation close at hand. Celebration’s scenic trails, parks, community pools, downtown shops, restaurants, and year-round events complete the lifestyle, with convenient access to major highways, Walt Disney World, and Central Florida’s attractions.

1001 Sandlace Court, Celebration
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
201 Falls Drive, Kissimmee
$850,000
8 Beds ⋅ 7 Baths ⋅ Reunion West Ph 2a West SubDv. ⋅ 34747 Zip Code
Investing in this community marks an ideal commencement for your investment journey. With a substantial annual influx of guests, this community's allure is further enhanced by its proximity to the clubhouse and its unique advantage of having no neighboring properties of scarcity. Boasting two master suites, this residence is primed for your vacation needs and comes fully furnished. The Encore Resort presents an array of exclusive amenities including an exhilarating water park with racing and drop slides, a fitness center, splash pad, basketball courts, as well as a restaurant and bar, catering to enjoyable experiences for the entire family. Basking in Florida's sunshine is made perfect by the private patio and swimming pool. Situated just under a 6-mile drive away, Walt Disney World and its four enchanting theme parks await. This home is both a sound investment and a retreat for relaxation, ensuring substantial returns. Don't miss out on this opportunity!

201 Falls Drive, Kissimmee
2510 W Doris Street, Kissimmee
$409,000
3 Beds ⋅ 2 Baths ⋅ Orange Gardens Sec 2 SubDv. ⋅ 34741 Zip Code
COME HOME FOR THE HOLIDAYS! Imagine celebrating the season and making new memories in this beautifully renovated 3-bedroom, 2-bathroom pool home in the heart of Kissimmee! Thoughtfully refreshed from top to bottom, this move-in-ready home welcomes you with bright, inviting living spaces, stylish finishes, updated flooring, and a beautifully remodeled kitchen featuring stainless steel appliances, crisp white cabinetry, warm wood accents, and a stunning blue tile backsplash. The thoughtfully designed floor plan offers comfortable bedrooms, updated bathrooms, a spacious primary suite with a walk-in closet, and additional living space perfect for relaxing or entertaining. Step outside to your own private Florida retreat! The fully fenced backyard features a sparkling in-ground swimming pool, generous patio space, and a charming covered outdoor gathering area—perfect for weekend barbecues, poolside afternoons, and unforgettable celebrations with family and friends. With NO HOA, you'll enjoy the freedom to truly make this home your own. Conveniently located near shopping, dining, schools, and everything Central Florida has to offer, this home brings together modern updates, everyday comfort, and the Florida lifestyle you've been dreaming of. The best gift this holiday season? A place to call home. Schedule your private showing today and start making memories that will last for years to come!

2510 W Doris Street, Kissimmee
7499 Marker Avenue, Kissimmee
$585,000
6 Beds ⋅ 7 Baths ⋅ Reunion West Ph 1 East SubDv. ⋅ 34747 Zip Code
Gated Reunion West living with room for everyone. This two-story home offers 6 bedrooms, 6.5 baths, and a private bath for nearly every bedroom across approximately 3,317 sq ft. Formal living and dining, plus a kitchen with a center island and raised peninsula with bar seating. The first-floor suite includes a walk-in closet, private bath, and sliders opening to the pool. Upstairs, a spacious loft currently set as a theater room opens to a second-floor patio. Private pool with attached spa, under-stair storage, and guarded community access. Bring your vision and updates to make it your own.

7499 Marker Avenue, Kissimmee
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