Kissimmee Homes with Private Pool type

Kissimmee Homes with Private Pool type

Located in the heart of Osceola County, Kissimmee, Florida is a vibrant city known for its proximity to world-famous theme parks and natural attractions. With its close proximity to Walt Disney World and other popular destinations, Kissimmee is a sought-after location for both tourists and residents alike.

For those seeking the ultimate in luxury living, homes with private pools in Kissimmee offer a unique opportunity to enjoy resort-style amenities right in the comfort of your own backyard. Whether you're looking to relax poolside on a lazy afternoon or host unforgettable gatherings with family and friends, these properties provide the perfect setting for creating lasting memories.

Imagine coming home to your own private oasis, where you can unwind in the refreshing waters of your pool or soak up the Florida sunshine in peace and privacy. Homes with private pools in Kissimmee offer the perfect blend of comfort, convenience, and luxury, making them an ideal choice for those looking to elevate their lifestyle in this beautiful region of Florida.

Newest Kissimmee Homes with Private Pool type

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
269 Coralwood Court, Kissimmee
$358,888
3 Beds ⋅ 2 Baths ⋅ Coralwood SubDv. ⋅ 34743 Zip Code
STOP SCROLLING: 2.25% ASSUMABLE MORTGAGE! Priced for a quick sale. Qualified buyers may assume approximately $174,500 of the seller’s existing mortgage at 2.25%, with a secondary financing option available for the remaining purchase amount, subject to lender approval. Welcome to your own slice of Florida paradise! This charming 3 bedroom, 2 bathroom pool home offers the perfect combination of comfort, convenience, and waterfront living. From the moment you arrive, you'll appreciate the inviting curb appeal, tropical landscaping, and bright interior. Inside, discover a spacious kitchen featuring granite countertops, stainless steel appliances, ample cabinetry, and tile flooring. The beautifully updated bathroom features dual vessel sinks, a contemporary vanity, and an impressive walk-in shower with glass enclosure and marble-look tile. The primary bedroom offers a relaxing retreat with warm wood-look flooring and a modern ceiling fan. Step outside to the true highlight of this property: your private screened-in pool overlooking peaceful water views! Complete with shade sails and plenty of room for lounging and entertaining, this backyard offers the perfect setting for morning coffee, weekend barbecues, or simply unwinding while enjoying the Florida sunshine. With no immediate rear neighbors across the water, the picturesque setting adds an extra touch of tranquility. Conveniently located just minutes from Florida's Turnpike, The Loop, shopping, restaurants, and everyday essentials, this home offers easy access to everything Central Florida has to offer. Whether you're purchasing your first home, downsizing, or looking for a Florida retreat, this property offers an opportunity to enjoy the poolside lifestyle you've been dreaming of. Your own private pool, beautiful water views, and a convenient Kissimmee location. Schedule your private showing today!

269 Coralwood Court, Kissimmee
1559 Skyline Drive, Kissimmee
$650,000
4 Beds ⋅ 3 Baths ⋅ Harbour Oaks Unit 1 SubDv. ⋅ 34744 Zip Code
Welcome to 1559 Skyline Dr, Kissimmee, located in the desirable Harbour Oaks community! This spacious 4-bedroom, 3-bath pool home sits on approximately 0.34 acres and offers an impressive combination of indoor comfort, outdoor living, and valuable upgrades. Major improvements include a roof replaced in 2021, pool resurfaced in 2021, PAID-OFF solar panels, and a pool enclosure re-screened in 2025. The pool also features a hybrid heater with a dedicated solar panel, while a solar-powered attic fan provides an additional energy-conscious feature. Inside, you'll find an updated kitchen and bathrooms, generous living and dining areas, and a versatile floor plan ideal for everyday living and entertaining. Additional features include motorized window treatments and a central vacuum system. Step outside and enjoy Florida living with a screened pool and spa, spacious covered lanai, and fully fenced backyard surrounded by mature landscaping. The generous lot provides plenty of additional outdoor space and even includes a chicken coop. Location adds even more appeal. Harbour Oaks is conveniently situated near the growing NeoCity development, with easy access to shopping, dining, and major Central Florida roadways, and is approximately 30 minutes from Orlando International Airport (MCO). With approximately 0.34 acres, a pool and spa, paid-off solar panels, 2021 roof, updated kitchen and bathrooms, and numerous improvements, this home offers an exceptional combination of space, comfort, and functionality. Schedule your private showing today and discover everything 1559 Skyline Dr has!

1559 Skyline Drive, Kissimmee
100 Windy Dune Court, Kissimmee
$380,000
3 Beds ⋅ 3 Baths ⋅ Coralwood SubDv. ⋅ 34743 Zip Code
Welcome to this beautifully maintained 3-bedroom, 2.5-bath home ideally situated on a desirable corner lot. Offering an excellent combination of comfort, privacy, and outdoor living, this property is perfect for a family or investor. The home features stainless steel appliances, tile flooring throughout, and a convenient inside laundry room. Step outside to your private retreat featuring a screened-in-ground pool, fully fenced yard, and a massive outdoor space with pavers throughout. Great location and tremendous potential—this is an opportunity you won’t want to miss!

100 Windy Dune Court, Kissimmee
406 E Drury Avenue, Kissimmee
$395,000
3 Beds ⋅ 2 Baths ⋅ Neptune Replat SubDv. ⋅ 34744 Zip Code
This 3 bedroom, 2 bath pool home in the Lakeshore neighborhood, located approximately one block from Lake Tohopekaliga and within 0.3 miles of Broadway Ave. in Downtown Kissimmee. The home features a split-bedroom floor plan, new vinyl flooring in the main living areas, fresh neutral paint, and large windows providing abundant natural light. The kitchen includes custom cabinetry, stainless steel appliances, and a built-in desk area. The kitchen, dining, and living areas provide an open layout with views of the in-ground pool and backyard. The primary bedroom also overlooks the pool and the backyard. The property includes a detached garage and metal storage shed for additional storage. The backyard overlooks a pond leading toward Kissimmee Lakefront Park and with Florida-native landscaping. Kissimmee Lakefront Park offers playgrounds, a splash pad, fishing, boating, and walking paths. Downtown Kissimmee is nearby with restaurants, events, a farmers market, and SunRail access.

406 E Drury Avenue, Kissimmee
2841 Autumn Breeze Way, Kissimmee
$649,990
5 Beds ⋅ 3 Baths ⋅ North Point Ph 2a SubDv. ⋅ 34744 Zip Code
Welcome to 2841 Autumn Breeze Way, located in the highly sought after neighborhood of North Pointe. This stunning 5BR/3BA single-story residence boasts exceptional curb appeal, framed by lush, well-groomed landscaping leading into the entry. NEW AC 2026 w/ 10-YEAR Transferable Warranty and features a full home water softener and filtration system. Offering 2,940 sq ft of open-concept living, the home features an entertaining-style kitchen designed for gathering, a flexible 5th bedroom/office, and a spacious 3-car garage. Modern convenience is integrated throughout with smart home features, including smart lighting, smart smoke detectors, smart garage access, an electronic front door lock, and a Ring doorbell. Enjoy Florida weather in the expansive pool area—offering ample space for family and entertaining while you cool down overlooking the serene conservation backdrop with total privacy and no rear neighbors. This home has been well cared for by the current owners and is move-in ready. Conveniently located near SR-417 & Boggy Creek Road, you have quick access to Lake Nona, Medical City, Orlando’s International Airport & Downtown Orlando, with shopping, dining & everyday conveniences just minutes away. Also situated along East Lake Toho & adjacent to Austin Tindall Sports Complex, North Point offers easy access to recreation & outdoor activities. Boggy Creek Rd expansion is almost completed. This is an incredible opportunity where luxury living and serenity meet you right at the front door. Come tour this beautiful home for yourself—schedule your private showing today before it’s gone!

2841 Autumn Breeze Way, Kissimmee
2330 Santa Lucia Street, Kissimmee
$365,000
3 Beds ⋅ 3 Baths ⋅ Monterey Village Ph 1 Unit 1 SubDv. ⋅ 34743 Zip Code
**This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Welcome to 2330 Santa Lucia Street in Kissimmee, a two-story, 3-bedroom, 2.5-bath home in the Lakeside community. Offering multiple gathering areas and inviting outdoor space, the home provides a flexible layout for relaxing, entertaining, and everyday living. Inside, the home features both a living room and family room, providing separate spaces for gathering, relaxing, or entertaining. Three bedrooms offer comfortable accommodations, while 2.5 bathrooms provide added convenience for residents and guests. Outside, a screen-enclosed in-ground pool creates a private setting for enjoying the Florida weather. The surrounding pool deck and patio provide plenty of space for lounging, outdoor dining, and entertaining. Beyond the pool area, the private yard offers an open canvas for personalization, whether envisioned as a garden, play area, or additional outdoor retreat. Located in the Lakeside area of Kissimmee, the home is convenient to neighborhood schools, shopping, dining, parks, and everyday services. The location also provides easy access to East Lake Tohopekaliga, major roadways, Orlando International Airport, and other Central Florida destinations.

2330 Santa Lucia Street, Kissimmee
1320 Oak Grove Court, Kissimmee
$355,000
3 Beds ⋅ 2 Baths ⋅ Oak Grove SubDv. ⋅ 34744 Zip Code
Welcome to 1320 Oak Grove Court - this is an ideal home or rental property for those seeking an updated living space. This renovated POOL home has 3 bedrooms with 2 bathrooms. The renovations include new kitchen cabinets, kitchen appliances and Quartz countertops, fully renovated luxurious bathrooms, new flooring, new lighting, new ceiling fans and more. NEW Roof in 2021! This home also has a newly painted interior/exterior. Quiet Neighborhood, Close to all Major Highways, and Shopping Centers. Also an excellent rental investment opportunity.

1320 Oak Grove Court, Kissimmee
2747 Callaway Lane, Kissimmee
$375,000
4 Beds ⋅ 2 Baths ⋅ Remington Prcl M1 SubDv. ⋅ 34744 Zip Code
Virtually Staged. Welcome to this beautiful 4-bedroom, 2-bath POOL home located in the highly sought-after Windsor Park neighborhood within the gated Remington Golf & Country Club community. Perfectly positioned on a scenic pond-front homesite, this move-in-ready residence offers the ideal blend of comfort, convenience, and Florida lifestyle living. Step inside to an open and airy floor plan featuring stylish laminate flooring, abundant natural light, and spacious living areas designed for both everyday living and entertaining. The well-appointed kitchen overlooks the living and dining spaces, creating a seamless flow for gatherings with family and friends. Sliding glass doors open to your private screened-in pool and lanai, where you can relax and enjoy tranquil pond views year-round. The spacious primary suite offers a walk-in closet and an upgraded ensuite bathroom, while the additional bedrooms are generously sized with ample closet space and ceiling fans throughout. Whether you're searching for a primary residence, vacation home, or income-producing property, this home offers exceptional flexibility with zoning that allows short-term rentals. Lawn care is included in the HOA dues, and the CDD is conveniently included in the annual property tax bill. Residents of Remington enjoy an impressive array of amenities, including a clubhouse, fitness center, recreation room, lap pool, kiddie pool, playground, tennis courts, basketball courts, beach volleyball, baseball and soccer fields, walking trails, and access to the community's beautiful golf course setting. Conveniently located near major highways, shopping, dining, schools, Orlando International Airport, world-famous theme parks, and Central Florida attractions, this exceptional home offers the perfect opportunity to enjoy resort-style living in one of Kissimmee's most desirable golf communities. Come experience the best of Florida living—your private pool retreat awaits

2747 Callaway Lane, Kissimmee
225 Southbridge Circle, Kissimmee
$342,000
3 Beds ⋅ 2 Baths ⋅ Remington Prcl J SubDv. ⋅ 34744 Zip Code
225 Southbridge Cir is a 1-story Kissimmee home with an open layout, screened pool, and attached garage. The kitchen includes white cabinetry, a range, built-in microwave, refrigerator, and counter seating for meal preparation. The main living area has tile flooring, large windows, and sliding glass doors that connect to the pool enclosure. Three bedrooms provide flexible space, while two bathrooms include vanities and tub-shower combinations for daily routines. Outdoor areas include a covered entry, screened in-ground pool, and lawn space. A 2-car attached garage completes this residence with practical amenities throughout. Included 100-Day Home Warranty with buyer activation

225 Southbridge Circle, Kissimmee
2745 Lloyd Lane, Kissimmee
$1,549,000
5 Beds ⋅ 4 Baths ⋅ Florida Fruit Belt Sls Co SubDv. ⋅ 34744 Zip Code
Experience elevated country living in this rare, custom-built estate compound set on 5.23 fully cleared and fenced acres in the heart of Kissimmee. Designed for both privacy and functionality, the property features two separate concrete driveways with electronic gated entry for seamless access. The main residence offers 5 bedrooms, 3.5 bathrooms, and a 3-car garage, with a thoughtfully designed split, open-concept floor plan. Light-filled living spaces include formal living and dining areas, a spacious family room, and a striking Chicago brick wood-burning fireplace that anchors the home with warmth and character. A large bonus room and screened living area provide flexible space for entertaining and everyday comfort. Outdoors, enjoy a true resort-style experience with a stunning pool and waterfall feature, complemented by a dedicated pool bath for guests. Expansive front and rear views showcase the beauty and scale of the property. For car enthusiasts, hobbyists, or business use, the nearly 4,000 sq ft steel-constructed outbuilding is equipped with upgraded electrical and a car lift, offering exceptional versatility. An additional bonus/play space above the garage adds even more room for recreation or creative use. A unique blend of space, style, and capability—this is a one-of-a-kind opportunity ready for immediate enjoyment.

2745 Lloyd Lane, Kissimmee
1730 Kasey Court, Kissimmee
$549,900
4 Beds ⋅ 2 Baths ⋅ Breckenridge SubDv. ⋅ 34744 Zip Code
Virtually Staged. Welcome to Breckenridge, an all-age community located just off Kings Highway in Kissimmee. This 4-bedroom, 2-bathroom fenced home offers expansive living on nearly half an acre with versatile spaces and major mechanical peace of mind. The front entryway opens directly to formal living and dining areas designed for fluid entertaining. In the heart of the home, a generous kitchen equipped with stainless steel appliances provides clear views out to the sparkling pool and overlooks the family room, complete with a cozy wood-burning fireplace and a casual dinette area. The primary retreat offers exceptional privacy, featuring a large walk-in closet and an en-suite layout with two separate vanities located in individual rooms—each featuring its own sink—alongside a soaking jacuzzi tub and separate shower. On the opposite wing, two comfortable guest bedrooms share a full bath with dual sinks, conveniently positioned near the interior laundry room. The fourth bedroom was converted from a one-car garage into a true bedroom complete with a closet and central air, while the fifth room is an air-conditioned bonus room converted into an office with private exterior access out to the spacious yard, all while still maintaining a functional two-car garage. Outdoor living shines with a 12x30 fiberglass pool and an outdoor prep sink within the fully fenced yard. The expansive parking footprint includes the two-car garage alongside a massive driveway built to accommodate 8 to 11 vehicles, offering ample space for multi-vehicle households and guest parking. Major capital improvements have all been completed, including a new roof installed in October 2024, energy-efficient replacement windows rated to withstand 140mph winds from 2021, and both the central air conditioning system and water heater replaced in April 2025. Make this your new home and schedule your private tour today!

1730 Kasey Court, Kissimmee
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