Kissimmee Homes with Private Pool type

Kissimmee Homes with Private Pool type

Welcome to Kissimmee, Florida—a vibrant city that perfectly blends the magic of theme parks with the charm of a friendly community. Nestled just minutes from the world-renowned Walt Disney World Resort, Kissimmee serves as the ideal gateway for families and adventure seekers alike. With its sunny climate, lush landscapes, and a plethora of recreational activities, Kissimmee is not just a destination; it’s a lifestyle.

One of the most sought-after features in Kissimmee’s real estate market is homes with private pools. Imagine stepping into your backyard oasis after a day of exploring theme parks or enjoying the stunning Florida sunshine. These homes offer the perfect retreat for relaxation and entertainment, allowing you to unwind in your own private space. Whether you’re hosting a family barbecue or enjoying a tranquil evening under the stars, a private pool elevates your living experience.

Kissimmee boasts a diverse range of properties, from charming single-family homes to luxurious villas, many of which are designed with vacation rentals in mind. With the added benefit of a private pool, these homes not only provide comfort but also the potential for lucrative rental income. Families visiting the area often seek out these amenities, making your investment both enjoyable and profitable.

Explore the enchanting neighborhoods of Kissimmee, where you’ll find friendly neighbors, beautiful parks, and convenient access to shopping and dining. With its unique blend of entertainment and tranquility, Kissimmee is truly a place where dreams come home. Discover your perfect property with a private pool today, and dive into the Florida lifestyle you’ve always desired!

Newest Kissimmee Homes with Private Pool type

$654,900
7 Beds 6 Baths Emerald Island Resort Ph 4 SubDv. 34747 Zip Code
Turnkey short-term rental home, minutes to Disney! Discover a rare opportunity to own this stunning 7 bedroom, 6 bathroom pool home in the sought after Emerald Island Resort. Boasting the largest layout in the community at 3,667 sq. ft., this home is perfectly suited as a vacation getaway, income-generating investment, or forever family home. Enjoy unparalleled waterfront views framed by lush wooded backdrops, creating a serene and private retreat. The expansive screened lanai, which spans the length of the house, features a partially covered area ideal for year round entertaining. Relax by the sparkling South facing private pool and spa and take in the ultimate Florida lifestyle. Step inside to find a well designed floor plan with ample living space, ideal for families or hosting guests. The stylish kitchen is a chef’s dream with abundant cabinet and countertop space, a breakfast bar, and a breakfast nook overlooking the huge living room and pool, your new favorite spot for morning coffee or casual dining. The main floor also features two bedrooms, a formal dining room and the charming “Harry Potter” closet for extra fun and storage. The upper level is thoughtfully divided by two staircases. One leads to a loft sitting area and three themed bedrooms and the other leads to two additional themed bedrooms, all designed for comfort, as five of the bedrooms feature en-suite bathrooms, while the remaining two share a convenient Jack and Jill bath. The 3 car garage has been transformed into an entertainment haven with air conditioning, complete with a mini movie theatre (seating for 8) and a game room with a pool table. Updates include: A brand new roof (11/24), a new pool heater (04/24), newer exterior paint (01/22) and a newer A/C and heat pump (11/20), replumbed A/C lines (2024) and spa actuators replaced (2024). As part of this premier gated community, you’ll enjoy access to an impressive clubhouse with a resort-style pool, Tiki bar, fitness center, sauna, and sundry shop. Other amenities include tennis and pickleball courts, volleyball, basketball, bike rentals, and 11 acres of natural walking trails. The prime location is conveniently located near Orlando’s major attractions, including theme parks, outlet shopping, restaurants, Promenade at Sunset Walk, and Island H2O Live! water park. This home comes fully furnished and equipped with a strong rental history, ready to generate income as a short term rental or provide your family with a wonderful retreat. Schedule your tour today and experience the ultimate Florida lifestyle in this stunning property.

8557 La Isla Drive, Kissimmee

$4,495,000
4 Beds 4 Baths Celebration Village Unit 2 SubDv. 34747 Zip Code
Welcome to Crescentwood, a truly rare offering in the Main Village of Celebration, a fully reimagined estate set across two homesites, creating a scale and presence seldom found within the community. Thoughtfully renovated with high-end materials and custom finishes throughout, the residence blends timeless architecture with modern luxury in a way that is both refined and highly livable. As you enter, the foyer welcomes you with substantial millwork, curated lighting, and a level of craftsmanship that immediately defines the residence. Formal and casual living spaces are elegantly proportioned, featuring beautiful tile flooring, layered ceiling details with integrated lighting, custom built-ins, French doors and oversized windows that fill the interiors with natural light. A beautiful sitting room framed by eight windows creates an inviting space bathed in natural light throughout the day. At the center of the home, the completely redesigned chef’s kitchen showcases custom Poggenpohl cabinetry, premium integrated appliances, dramatic illuminated stone surfaces, extensive preparation space, and a seamless connection to the adjacent living and dining areas, creating an ideal setting for both entertaining and everyday living. The owner’s suite serves as a luxurious private retreat with a spa-inspired bath finished in striking marble, custom fixtures, and refined architectural detailing. The suite is further enhanced by two walk-in closets, offering exceptional organization and boutique-style functionality. Each secondary bedroom are designed as private ensuite retreats complete with walk-in closets and beautifully updated bathrooms featuring elevated finishes and distinctive design details. The third-story movie room offers a true cinematic experience tucked away as a private entertainment space. Adding to the property’s versatility is a fully upgraded one-bedroom apartment featuring a private entrance, luxurious bath with a freestanding tub and separate shower, eat in space, living room and full-size washer and dryer offering ideal flexibility for guests, extended family or private office space. The main residence includes a two-car garage, while automotive enthusiasts and collectors will especially appreciate the separate temperature controlled oversized three-car garage. Designed with high ceiling height to accommodate vehicle lifts, the space has the potential to house up to six vehicles—an extraordinarily rare amenity within Celebration. The outdoor living experience is equally impressive, featuring a swimming pool and spa surrounded by elegant limestone pavers, summer kitchen, covered entertaining areas, and lush landscaping. A substantial stucco masonry wall encloses the grounds, creating an ultra-private backyard and pool setting rarely found within Celebration’s Main Village. Extensive landscape lighting beautifully illuminates the property and architectural details in the evening, enhancing the estate’s ambiance and presence after sunset. Multiple outdoor gathering spaces further elevate the estate-like atmosphere, creating the feel of a private luxury resort. Crescentwood represents a one-of-one opportunity within Celebration, offering the rarity of a double homesite, a fully renovated luxury residence and a level of finish and scale that is nearly impossible to replicate within the Main Village.

706 Golfpark Drive, Celebration

$349,000
3 Beds 2 Baths Monterey Village Ph 1 Unit 1 SubDv. 34743 Zip Code
At the end of a quiet cul-de-sac, you'll find something that's getting harder to come by... privacy. With no rear neighbors now or ever, the backyard feels like your own little escape. No backdoor neighbors. No one peeking over the fence. Just mature trees, peace and quiet. The screened pool and covered lanai make it easy to enjoy Florida year-round, whether it's coffee before work, jumping in the pool after a long day, or firing up the grill on the weekend. Inside, this beautifully updated 3-bedroom, 2-bath home feels fresh from the moment you walk in. Luxury vinyl plank flooring runs throughout, the kitchen has been completely updated with quartz countertops, stainless steel appliances, and modern finishes, and both bathrooms have been beautifully renovated. The split-bedroom floor plan gives the primary suite a little separation from the secondary bedrooms, while the open living and dining spaces feel bright, comfortable, and easy to live in. The super low HOA is just one more thing to appreciate, giving you the benefits of the neighborhood without the high monthly dues that have become so common. The location checks all the right boxes. You're about 15 minutes from The Loop, putting shopping, restaurants, and everyday errands close by, with easy access to Florida's Turnpike and Osceola Parkway for an easy commute. Walt Disney World, Universal Orlando, Lake Nona, Orlando International Airport, and countless other Central Florida destinations are all within easy reach. Close to everything. Far from the noise.

2346 Cordova Court, Kissimmee

$359,900
3 Beds 2 Baths Indian Ridge Villas Ph 1 SubDv. 34747 Zip Code
Welcome to this inviting 3-bedroom, 2-bath pool home in a prime Kissimmee location! The welcoming single-story exterior features a covered front entry, attached two-car garage, mature palm trees, established landscaping, and a spacious driveway offering convenient off-street parking. Inside, the bright living and dining room combination features vaulted ceilings, wood-look flooring, neutral finishes, abundant natural light, and sliding glass doors providing easy access to the screened pool area. The kitchen offers bright cabinetry, generous counter space, a double-basin sink, a full appliance package, wood-look flooring, and an arched window that fills the space with natural light. The spacious primary bedroom features wood-look flooring, neutral finishes, abundant natural light, a large walk-in closet, and convenient access to the private en-suite bathroom. The primary bathroom includes an extended vanity with ample storage, an oversized mirror, wood-look flooring, a separate walk-in shower, a large soaking tub, and natural light. The walk-in closet offers wraparound shelving and generous storage for clothing, shoes, and accessories. Bedrooms two and three feature wood-look flooring, neutral finishes, ample closet space, and windows that provide plenty of natural light—ideal for guests, a home office, or additional living space. The bright second bathroom includes a spacious vanity with storage, an oversized mirror, wood-look flooring, and a tiled tub-and-shower combination. Step outside to the inviting screened pool and covered lanai area, featuring a spacious pool deck, safety fencing, and plenty of room for relaxing, outdoor dining, and entertaining. Enjoy the Florida lifestyle year-round from your own private outdoor retreat. Located just minutes from Walt Disney World, with Universal Orlando, SeaWorld, and the attractions corridor within easy reach. Restaurants, grocery stores, shopping, and entertainment along US-192 are nearby, while convenient access to SR-429 and I-4 provides an easy connection to downtown Orlando and Orlando International Airport. The community offers a neighborhood pool, tennis court, playground, and park surrounded by mature shade trees. The neighborhood may also allow both short-term and long-term rentals, offering potential flexibility as a primary residence, vacation home, second home, or investment property. Buyers should independently verify all rental restrictions, zoning requirements, permitting, and community rules with the HOA and Osceola County. Schedule your private showing today!

1512 Oak Hill Trail, Kissimmee

$385,000
4 Beds 2 Baths Indian Ridge Villas Ph 1 SubDv. 34747 Zip Code
Welcome to 1513 Indian Oaks Trail, a spacious 4-bedroom, 2-bath pool home offering a flexible floor plan, low HOA fees, and an excellent location near Central Florida’s world-famous attractions. The welcoming single-story exterior features a screened front entry, attached two-car garage, mature palm trees, low-maintenance landscaping, and a spacious driveway that creates inviting curb appeal. Inside, the open-concept living area features vaulted ceilings, tile flooring, recessed lighting, neutral finishes, and a seamless flow into the kitchen and screened outdoor living area. The bright dining space offers sliding glass doors that fill the room with natural light and provide convenient access to the lanai and pool. The kitchen features bright cabinetry, solid-surface countertops, stainless steel appliances, ample preparation space, an eat-in area, and a spacious breakfast bar overlooking the main living area. The primary bedroom offers wood-look flooring, neutral finishes, natural light, and convenient access to the private en-suite bathroom. The primary bath features a dual-sink vanity with abundant cabinet storage, an oversized mirror, tile flooring, a walk-in shower, and a large soaking tub positioned beneath a window. A spacious walk-in closet provides wraparound shelving, generous hanging space, and plenty of organized storage. Bedrooms two through four offer comfortable layouts, neutral finishes, natural light, and ample closet space. Two bedrooms feature wood-look flooring, while another includes carpeting and decorative chair-rail molding, creating flexible options for family, guests, or a home office. The updated second bathroom includes a tiled tub and shower combination with subway tile surround, a modern vanity, updated fixtures, and a window providing natural light. Step outside to an inviting covered and screened lanai, ideal for relaxing or entertaining. The screened-in pool features a safety fence, expansive pool deck, and privacy fencing, creating a private setting for enjoying Florida’s year-round sunshine. Located just minutes from Walt Disney World, with Universal Orlando, SeaWorld, and the attractions corridor within easy reach. Restaurants, grocery stores, shopping, and entertainment along US-192 are nearby, while convenient access to SR-429 and I-4 provides an easy connection to downtown Orlando and Orlando International Airport. The community offers a neighborhood pool, tennis court, playground, and park surrounded by mature shade trees. The neighborhood may also allow both short-term and long-term rentals, offering potential flexibility for a primary residence, vacation home, second home, or investment property. Buyers should independently verify all rental restrictions, zoning requirements, and permitting with the HOA and Osceola County. Schedule your private showing today!

1513 Indian Oaks Trail, Kissimmee

$929,000
7 Beds 6 Baths Sonoma Resort At Tapestry Ph 1 SubDv. 34741 Zip Code
INVESTMENT & VACATION HOME OPPORTUNITY in the heart of Kissimmee! Welcome to 3841 Sonoma Blvd, an exceptional property offering the ideal combination of location, versatility, and income-producing potential in one of Central Florida’s most popular vacation destinations. Whether you’re looking to expand your investment portfolio, own a vacation rental near the theme parks, or enjoy your own Florida getaway while renting it when not in use, this property is ready to impress. The home features several customized upgrades that enhance its style, comfort, and appeal, creating an inviting retreat for both owners and vacation guests. Designed with the Orlando vacation lifestyle in mind, the property offers plenty of space to relax, entertain, and recharge after a day enjoying Central Florida’s world-famous attractions. LOCATION is a major advantage! Conveniently situated near Walt Disney World, Universal Orlando, shopping, dining, entertainment, golf, and major roadways, the property provides easy access to everything that makes the Orlando/Kissimmee area one of the most visited vacation destinations in the world. For investors, this is an opportunity to own a property in a highly recognized vacation market with strong appeal to both domestic and international travelers. For second-home buyers, enjoy your own Central Florida retreat with the added flexibility and potential of vacation-rental use. Beautifully located, upgraded, and positioned for the vacation-home market, 3841 Sonoma Blvd offers the combination investors and vacation-home buyers are looking for. Don’t miss the opportunity to add this exceptional Kissimmee property to your portfolio. Schedule your private showing today!

3841 Sonoma Boulevard, Kissimmee

$345,000
3 Beds 3 Baths Alamo Estates Unit 1 SubDv. 34746 Zip Code
1+ ACRE |POOL HOME | DETACHED GUEST HOUSE | NO HOA | NEW ROOFS 2022. Two homes, one acre, no HOA - a rare Kissimmee setup in Alamo Estates offering the flexibility most buyers can't find at this price. Both structures received new roofs in 2022, so the big-ticket item is already handled. The main residence is a single-story 2-bedroom, 2-bath home with an attached 2-car garage and an in-ground pool with an open sun deck overlooking the fully fenced backyard - full Florida sun, no screen to maintain or replace after a storm. The real opportunity sits behind it: a fully detached 1-bedroom, 1-bath guest house with its own private entrance and its own attached 1-car garage. Live in the main home and rent the guest house, house extended family in complete privacy, or convert the oversized garage into the workshop, studio, or storage space you've been paying for somewhere else. With no HOA and no lease restrictions, you decide. The 1.06-acre grounds back to a scenic creek with mature oaks and palms throughout, plus a storage shed and room for a boat, RV, or trailer - no association telling you where to park it. Zoned for Pleasant Hill Elementary, Horizon Middle, and Poinciana High. Minutes to Poinciana Pkwy and US-17/92 for a straight shot to Walt Disney World, Lake Toho and Kissimmee's bass fishing, The Loop for shopping and dining, and Orlando International Airport.

4148 Big Valley Boulevard, Kissimmee

$423,979
4 Beds 2 Baths Allamanda Grace At Crescent Lakes SubDv. 34758 Zip Code
BETTER THAN NEW! This stunning, move-in ready 4-bedroom, 2-bath pool home has been beautifully updated from top to bottom and is packed with valuable upgrades that will save you thousands! Enjoy peace of mind with a NEW ROOF (2025), NEW A/C (2026), solar panels that will be PAID OFF at closing, a resurfaced screened pool (2023) with new pool screen enclosure (2025), and a whole-house water treatment system. Step inside to discover a completely refreshed interior featuring a beautifully renovated kitchen, updated bathrooms, fresh interior paint, and a bright, open layout that's perfect for everyday living and entertaining. Natural gas services the water heater, kitchen, and dryer, providing added efficiency and convenience. Situated on an oversized 0.29-acre lot, this property offers one of the largest backyards, an ideal setting for gardening, growing vegetables, planting fruit trees, creating your dream outdoor oasis, or simply enjoying the privacy and space. Whether you're relaxing by the sparkling screened pool, entertaining family and friends, or enjoying the comfort of a home where the major improvements have already been completed, this property truly has it all. Conveniently located near schools, shopping, restaurants, parks, hospitals, and major highways with easy access to Orlando's world-famous attractions. Homes with this combination of upgrades, energy efficiency, oversized lot, and private pool are hard to find. Schedule your private showing today before this exceptional opportunity is gone!

5347 Harmony Place, Kissimmee

$585,000
4 Beds 3 Baths Ashley Cove Unit 1 SubDv. 34744 Zip Code
Nestled on an oversized corner lot in the gated community of Ashley Cove, this spacious 4-bedroom, 3-bathroom pool home with an upstairs bonus room offers generous living space, beautiful water views, and a layout designed for both everyday comfort and entertaining. A double-door entry opens to a bright interior with tall ceilings, crown molding, and multiple living and dining areas. Large sliding glass doors connect the main living space to the screened pool area while bringing in natural light and showcasing the pond views beyond. The kitchen features abundant cabinetry, solid-surface countertops, stainless steel appliances, built-in ovens, a center prep island, breakfast bar seating, a pantry, and a breakfast nook overlooking the pool. The primary suite is privately positioned and includes wood flooring, tray ceilings, direct access to the lanai, and an en-suite bathroom with dual vanities, a soaking tub, a separate walk-in shower, and a walk-in closet. Three additional bedrooms and two full bathrooms provide plenty of space for family and guests. Upstairs, the spacious bonus room offers flexible use as a media room, game room, home office, fitness area, or guest space. Outside, the expansive screened lanai surrounds the pool and spa with plenty of brick-paver decking for outdoor seating, dining, and entertaining. The corner lot and pond views create a peaceful backdrop with added space around the home. Additional features include an indoor laundry room, generous storage, mature landscaping, and a driveway that leads to the garage along the side of the property. Conveniently located near shopping, dining, major roadways, Lake Tohopekaliga, Downtown Kissimmee, Orlando International Airport, and Central Florida attractions, this home offers an impressive combination of space, privacy, and waterfront scenery.

1605 Marina Lake Drive, Kissimmee

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