Osceola Homes with Private Pool type

Osceola Homes with Private Pool type

Welcome to Osceola County, Florida, a vibrant destination that perfectly blends natural beauty, modern amenities, and a welcoming community spirit. Nestled in Central Florida, Osceola County is renowned for its stunning landscapes, including lush parks, serene lakes, and the enchanting Kissimmee River. With its close proximity to the world-famous attractions of Orlando, including Walt Disney World and Universal Studios, Osceola County offers the ideal balance of tranquility and excitement.

One of the standout features of homes in this picturesque county is the abundance of properties boasting private pools. Imagine stepping out into your own personal oasis, where you can unwind under the warm Florida sun or host unforgettable gatherings with family and friends. These homes with private pools are perfect for enjoying the year-round mild climate, providing a refreshing retreat at your fingertips.

Whether you’re looking for a cozy villa, a spacious family home, or a luxurious estate, Osceola County has a diverse range of properties to suit every lifestyle. Many of these homes are situated in friendly neighborhoods, complete with parks, schools, and convenient access to shopping and dining. Plus, the county’s thriving real estate market offers excellent investment opportunities for both primary residences and vacation rentals.

Discover the charm of Osceola County and explore the incredible selection of homes with private pools. With its captivating surroundings and a lifestyle that embraces outdoor living, it’s no wonder that Osceola County is a sought-after destination for homebuyers looking for their slice of paradise in Florida.

Newest Osceola Homes with Private Pool type

$324,990
3 Beds ⋅ 2 Baths ⋅ Poinciana Village 2 Nbhd 1 SubDv. ⋅ 34758 Zip Code
Welcome to this beautifully updated POOL HOME featuring an open floor plan, vaulted ceilings, and a spacious layout designed for comfortable everyday living and entertaining. The kitchen offers solid-surface countertops, stainless steel appliances, ample cabinetry, and an open connection to the main living areas. The primary suite features a walk-in closet and a spacious bathroom with dual sinks, a walk-in shower, and a Jacuzzi-style garden tub. The home has been thoughtfully updated throughout, including refreshed bathrooms with attractive tile finishes, and offers a clean, well-maintained interior that is ready for its next owner. Step outside to your own private retreat with a screened-in lanai and swimming pool, offering plenty of space to relax, entertain, or enjoy Florida living year-round. The POOL was resurfaced in 2024, and the pool pump was replaced in 2023. Additional recent improvements include a NEW ROOF and WATER HEATER in 2024, new window blinds in 2026, and fresh interior and exterior paint in 2026. Located in Poinciana Village 2 with no CDD, residents enjoy access to community amenities including internet and cable, a fitness center, community pool, playgrounds, parks, and recreational facilities. Conveniently located near shopping, dining, schools, medical facilities, and major roadways. With numerous recent updates, a private pool, and generous indoor and outdoor living space, this home is ready for its next owner. Schedule your private showing today.

1025 Derbyshire Drive, Kissimmee
$725,000
6 Beds ⋅ 6 Baths ⋅ Sonoma Resort At Tapestry Ph 1 SubDv. ⋅ 34741 Zip Code
Super rare opportunity to own a professionally designed home in the exclusive guard-gated resort community of Sonoma Resort at Tapestry! Lightly and gently used as a vacation retreat, this immaculate 6-bedroom, 6-bath contemporary residence has been meticulously maintained and is offered fully furnished. The interior was specially designed by acclaimed Brazilian-born Orlando interior designer Flavia Gueiros, whose signature blend of modern design and a light-toned palette gives the home a bright, clean, and elevated aesthetic throughout. Soaring high ceilings, an open floor plan, and a seamless living/dining combination create an airy, light-filled atmosphere from the moment you step inside. Ceramic tile flooring runs throughout, and the chef's kitchen features an eating space, dry bar, and generous storage. Enjoy your own private in-ground pool and spa overlooking serene water and pond views. The screened, covered lanai extends the living space outdoors, complete with a built-in outdoor kitchen and grill—ideal for entertaining or unwinding in the Florida sunshine. Additional highlights include a two-car attached garage, upper-level laundry, masonry fencing, tile roof, and a full suite of modern appliances. Sonoma Resort at Tapestry offers 24-hour guard-gated security, a resort-style pool, clubhouse, and fitness center. Ideally positioned near Orlando's world-famous attractions, dining, and major roadways, this community also permits short-term rentals—an excellent option for investors or vacation-home buyers. Built in 2018 and move-in ready, this turnkey designer home is a true standout. Schedule your private showing today!

2667 Calistoga Avenue, Kissimmee
$450,000
5 Beds ⋅ 2 Baths ⋅ Esprit Ph 01 SubDv. ⋅ 34772 Zip Code
Welcome to 3605 Daydream Place—an opportunity that stands out in the low-HOA Esprit community! Tucked away on a cul-de-sac, this spacious 5-bedroom, 2-bath home offers 2,028 sq ft, a 2-car garage, .27-acre fully fenced lot AND your own heated saltwater pool—a combination that can be hard to find, especially at this price point. From the covered front porch and beautiful landscaping with concrete curbing to the brick pavers widening the driveway, this home makes a great first impression. Step inside to an inviting home filled with natural light and plenty of room to spread out. Easy-care ceramic 12x24 tiles flow throughout with no carpet anywhere, while blinds on every window and ceiling fans in all bedrooms, the living room and family room add everyday comfort. The floor plan offers both living and family rooms along with a smart bedroom layout. Three secondary bedrooms are grouped together down one hallway, while another bedroom is positioned at the front of the home, providing separation and flexibility as a guest room, home office or hobby space. The kitchen features stainless steel appliances, an island, ample cabinetry and an adjoining dining area. The generously sized primary bedroom provides a comfortable retreat with plenty of room for larger furniture. The ensuite bath features dual sinks, a garden tub and separate shower, while the huge walk-in closet provides an impressive amount of storage. The backyard is where this home truly delivers the Florida lifestyle. Step from the covered lanai into the screened enclosure and your own heated saltwater pool—perfect for morning swims, weekend gatherings or relaxing at the end of the day. There’s plenty of room for lounging and entertaining, while the fully fenced yard still offers additional green space. A convenient dog door adds to the pet-friendly setup, and the pool enclosure screens were replaced approximately two years ago. Even more value comes from major improvements include a 2022 roof, newer A/C with Blue Light bacteria system added in 2025, fresh exterior paint in 2026 and paid-off solar panels—helping reduce monthly electric costs without the added expense of a solar loan or lease. The garage features an epoxy floor, pull-down attic access and wooden storage shelving that stays. Shopping, dining and everyday necessities are approximately 10 minutes away, with convenient access to the Florida Turnpike. Orlando International Airport is approximately 30–35 minutes away, with Walt Disney World and the Orlando theme park corridor roughly 35–45 minutes from home. Melbourne and the Atlantic beaches are approximately an hour away, making a beach day an easy getaway. With a private heated saltwater pool, oversized fenced lot, cul-de-sac location, low HOA, paid-off solar and several big-ticket improvements already completed, finding this much home and lifestyle at this price is an opportunity worth seeing in person. Don’t overlook everything 3605 Daydream Place has to offer—schedule your showing and come experience it for yourself!

3605 Daydream Place, St Cloud
$499,999
4 Beds ⋅ 2 Baths ⋅ Arrowhead Country Estates Unrec SubDv. ⋅ 34771 Zip Code
FULLY RENOVATED HOME ON AN ALMOST ONE-ACRE LOT WITH POOL! This stunning property offers the perfect combination of modern style, quality upgrades, and an expansive outdoor setting. The home has been fully renovated with attention to detail and is truly move-in ready. Step inside to discover beautiful quality wood kitchen cabinets, elegant quartz countertops, and luxury appliances, creating a sophisticated kitchen that is both functional and inviting. The bathrooms have been completely remodeled with modern, high-quality finishes and a contemporary design. Luxury vinyl flooring throughout the entire home provides a seamless, stylish look while offering durability and easy maintenance. Additional major upgrades include a new AC system and a 2018 roof, providing peace of mind for the new owner. Step outside and enjoy your private refinished pool with a new pool pump, perfect for relaxing, entertaining, and enjoying the Florida lifestyle. One of the property's standout features is the huge lot of almost one acre, offering an abundance of space and endless possibilities for outdoor living, recreation, gardening, parking, or future improvements. Whether you're looking for a beautiful primary residence or an excellent investment opportunity, this renovated home offers exceptional value, modern comfort, and plenty of space. Don't miss the opportunity to own a fully renovated home with a pool on an almost one-acre lot!

1192 Liza Street, St Cloud
$590,000
7 Beds ⋅ 5 Baths ⋅ Emerald Island Resort SubDv. ⋅ 34747 Zip Code
Welcome to Emerald Island Resort, a gated and guarded vacation community located just minutes from Walt Disney World! This spacious 7-bedroom, 4.5-bathroom home offers the perfect combination of a turnkey short-term rental investment, second home, or full-time Florida residence. Situated on a private conservation lot, the home features a large south-facing heated private pool and spa, extended sundeck, spacious covered lanai, and peaceful conservation views. The open floor plan includes a large kitchen with island, granite countertops and stainless steel appliances, three king-size bedroom suites, themed bedrooms, and a garage converted into a fully air-conditioned game room. The home is being sold fully furnished and is ready for immediate use or continued vacation rental operation. For investors, the property offers the opportunity to assume the existing future bookings, representing upwards of $30,000 in rental revenue, providing an immediate head start for the new owner. Recent improvements include a roof replacement in 2022, a full interior and exterior paint refresh in 2023, resolution of a prior A/C issue in 2026, and a newly replaced pool pump and air blower. Additional features include laminate flooring, updated window treatments, pool/spa heater, and updated upstairs and downstairs A/C systems. Emerald Island Resort offers an exceptional location and resort lifestyle, surrounded by conservation areas and conveniently located near Disney, restaurants, shopping and Central Florida’s major attractions. Owners and guests enjoy access to an impressive array of amenities, including a clubhouse, sauna, fitness center, resort pools and spas, food court and bar, tennis, basketball, volleyball, miniature golf, children’s play areas, walking trails and more. The clubhouse is approximately a 7-minute walk from the home. Whether you’re looking for a proven vacation rental opportunity, a family retreat, or a permanent Florida residence, this beautifully maintained and fully furnished home offers flexibility, privacy, resort amenities and an unbeatable location near the area’s world-famous attractions. Schedule your private showing today!

8452 Secret Key Cove, Kissimmee
$975,000
5 Beds ⋅ 5 Baths ⋅ Bellalago Ph 6h & 6i SubDv. ⋅ 34746 Zip Code
Vacation every day in this luxury lakefront home, extensively renovated in 2024 and designed for both comfort and style. Enjoy the most beautiful view in the community, creating a serene backdrop for everyday living. The home features new luxury vinyl flooring throughout (2024) and custom built-in cabinetry in the kitchen and hearth room, blending functionality with elegance. The spa-inspired primary bathroom has been completely renovated, offering a private retreat. Perfect for entertaining, the home seamlessly connects indoor and outdoor living with custom folding sliding doors that open to a spacious lanai—ideal for gatherings or relaxing evenings by the water. A dedicated media room provides the perfect setting for family movie nights. Dog lovers will appreciate the thoughtfully designed custom dog wash, adding convenience and luxury for every member of the household. Located in a resort-style community, this home offers the ultimate in lakefront living and lifestyle.

3713 Dockside Dr, Kissimmee
$615,000
6 Beds ⋅ 6 Baths ⋅ Stoneybrook South Ph J-2 & J-3 SubDv. ⋅ 33896 Zip Code
Welcome to this beautifully furnished 6-bedroom, 6-bathroom home in the highly sought-after ChampionsGate Resort, one of Central Florida's premier golf and vacation communities. Ideally located just a short walk from the Oasis Clubhouse, this property offers one of the best locations in the neighborhood. Designed for comfort and entertainment, the home features a spacious open floor plan, a fully equipped kitchen, a game room, and a private screened pool and spa, perfect for relaxing after a day exploring the area's world-famous attractions. Whether you're looking for a primary residence, a second home, or a high-performing short-term rental investment, this property offers exceptional flexibility. ChampionsGate residents and guests enjoy access to the renowned Oasis Club, featuring a lazy river, water slides, resort-style pools, a swim-up bar, splash pad, fitness center, movie theater, game room, tiki bar, on-site dining, tennis and volleyball courts, and more, all within a secure 24-hour guard-gated community. Conveniently located just minutes from Walt Disney World, major highways, shopping, dining, and Central Florida's top attractions, this home is an outstanding opportunity to own a piece of the Florida lifestyle. Schedule your private showing today!

1520 Flange Drive, Davenport
$385,000
3 Beds ⋅ 2 Baths ⋅ Remington Ph 1 Tr F SubDv. ⋅ 34744 Zip Code
Beautiful 3 Bedroom/2 Bathroom Home with a Private Pool. This home includes newer floors, newer plumbing (i.e. hot and cold water lines replaced to new), newer roof (2018), a screened pool, stainless steel appliances, updated AC May 2021, newer ceiling fans, and a 2 car garage. It is located in a golf course community which features a gated entry, community pool, walkways, tennis courts, shopping marts, an elementary school, a charter school, clubhouse, playgrounds, fitness center, basketball courts and much more. Close to shopping, dining and entertainment. Pet friendly. This property won't last! Call today!

209 Westmoreland Circle, Kissimmee
$350,000
4 Beds ⋅ 3 Baths ⋅ Paradise Palms Resort Ph 1 SubDv. ⋅ 34747 Zip Code
Welcome to this beautifully furnished 4-bedroom 3-bath townhouse in the sought-after Paradise Palms Resort. Featuring an open-concept layout, a private screened heated pool, and just minutes from Walt Disney World, this property is ideal as a primary residence, vacation home, or income-producing short-term rental. Enjoy resort-style amenities including a beautiful clubhouse, arcade, fitness center, community pool, sports courts, and 24-hour gated security. HOA Covers- 24-hour guarded gate, Resort-style pool and spa, Clubhouse, Fitness center, Tennis and basketball courts, Playground, Cable TV, Internet, Exterior grounds maintenance, Security, Resort amenities, Trash service, Landscaping, Exterior building (structure) maintenance.

8957 Cat Palm Road, Kissimmee
$2,250,000
4 Beds ⋅ 3 Baths ⋅ Acreage & Unrec SubDv. ⋅ 34744 Zip Code
Nearly 6 acres of private waterfront on beautiful East Lake Tohopekaliga (East Lake Toho)—an exceptionally rare opportunity to own one of Central Florida's most unique waterfront properties. Offering direct lake access, majestic oak trees, and an existing residence, this remarkable property is the perfect setting to build your dream waterfront estate, create a private family compound, or secure a one-of-a-kind investment. The existing home provides immediate use while you design your future vision. With no HOA, you'll enjoy the freedom to create the lifestyle you've always imagined, with room for boats, RVs, detached garages, workshops, expansive outdoor living, and more. Whether your vision is a custom waterfront estate, a multi-generational family compound, or exploring future development or rezoning opportunities, this remarkable property offers exceptional flexibility, subject to zoning, county approvals, and buyer due diligence. Enjoy world-class boating and fishing, breathtaking sunsets, abundant wildlife, and the peaceful privacy that only waterfront acreage can provide—all while being just minutes from Lake Nona, Medical City, Orlando International Airport, SR-417, Florida's Turnpike, shopping, dining, and entertainment. Large waterfront parcels of this size in such a prime location rarely come to market. Whether you're looking to build your forever home, create a legacy property for generations to enjoy, or invest in one of Central Florida's most desirable waterfront locations, this is an opportunity that is becoming increasingly difficult to find. Nearly 6 private waterfront acres. No HOA. Endless possibilities. A place to build not just a home—but a legacy.

2794 Holiday Woods Drive, Kissimmee
$1,050,000
5 Beds ⋅ 4 Baths ⋅ S L & I C SubDv. ⋅ 34772 Zip Code
A ONE OF A KIND CUSTOM ESTATE, BUILT LIKE NO OTHER. Sitting on 2.72 PRIVATE ACRES w/ NO HOA, this custom Colonial was built by a now retired developer for HIS OWN FAMILY, exceeding many modern building codes w/ a level of craftsmanship you simply cannot find anymore. MASSIVE Doric columns & timeless Chicago Brick create a BREATHTAKING entrance. Step inside to a 2 STORY FOYER w/ a radius staircase, SOLID walnut, oak, & mahogany trim, CUSTOM crown molding throughout, pocket sliding doors, 2 fireplaces, granite & marble counters, & IMMENSE closets. The main home offers 4 beds/3.5 baths, w/ all bdrms & laundry (w/ sink) upstairs, plus a private office/den w/ its own fireplace. Outside, enjoy a covered lanai w/ summer kitchen overlooking a screened pool & spa. BRAND NEW SINCE LAST ON MARKET... a stunning IN LAW SUITE w/ its own private entrance, private pool access, walk in closet, full bath, & kitchenette, bringing this home to 5 BEDROOMS TOTAL. Peace of mind included... ROOF & AC BOTH UPDATED/NEW IN 2022, keeping major systems young. Fully TILED garage. Washer, dryer, fixed cameras, in law suite fridge & microwave, ALL STAY w/ the home, plus a private well already equipped w/ water filtration. Homes of this caliber and character do not come around twice. Schedule your showing today.

4657 Hickory Tree Road, St Cloud
$898,000
9 Beds ⋅ 5 Baths ⋅ Storey Lake Ph 3 SubDv. ⋅ 34746 Zip Code
Welcome to this spectacular 9-bedroom, 5-bathroom vacation home in the highly desirable Storey Lake Resort, offering the perfect combination of luxury, comfort, and investment potential. Sold fully furnished and professionally decorated, this turnkey property is ready to generate rental income or serve as your own private vacation retreat from day one. Designed to impress, the home features a spacious open-concept layout, beautifully themed and stylishly decorated interiors, a private screened pool, and an incredible game room that guests of all ages will love. The backyard overlooks a peaceful pond, providing a tranquil setting with no rear neighbors for added privacy and relaxation. Ideally located just minutes from Walt Disney World, Universal Orlando, world-class shopping, dining, and entertainment, this property is perfectly positioned for a successful short-term rental investment. Whether you're expanding your investment portfolio or searching for the ultimate vacation home, this exceptional property offers everything today's guests are looking for. Don't miss this rare opportunity to own a fully furnished, beautifully decorated vacation home with a private pool, game room, and premium pond-view lot in one of Central Florida's most sought-after resort communities.

2931 Fable Street, Kissimmee
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