Osceola Homes with Private Pool type

Osceola Homes with Private Pool type

Welcome to Osceola County, Florida – a vibrant and picturesque region that perfectly blends natural beauty with modern living. Nestled in the heart of Central Florida, Osceola County is renowned for its stunning landscapes, rich cultural heritage, and an abundance of recreational activities. From the enchanting wetlands of the Kissimmee River to the thrilling attractions of nearby Orlando, this county offers something for everyone.

Osceola is not just a destination; it’s a lifestyle. The county boasts a variety of charming neighborhoods, each with its unique character and appeal. For those seeking a slice of paradise right at home, consider the allure of homes with private pools. Imagine stepping into your backyard oasis, where you can unwind, entertain, or simply bask in the Florida sunshine. These homes provide the ultimate retreat, allowing you to enjoy leisurely afternoons by the poolside or host unforgettable gatherings with friends and family.

Whether you’re looking for a cozy villa or a spacious family home, Osceola County’s real estate market offers a diverse range of properties, many featuring luxurious private pools. With close proximity to world-famous attractions, top-rated schools, and a thriving community, living in Osceola means embracing a lifestyle that emphasizes both relaxation and adventure.

Don’t miss your chance to experience the best of Florida living. Explore the exquisite homes with private pools in Osceola County today, and discover your perfect sanctuary in this enchanting region!

Newest Osceola Homes with Private Pool type

$299,000
2 Beds ⋅ 2 Baths ⋅ Indian Ridge Villas Ph 1 SubDv. ⋅ 34747 Zip Code
Beautifully Updated Home Minutes from Disney – Ideal Primary Residence, Vacation Home, or Investment Opportunity!Welcome to this beautifully 2-bedroom, 2-bathroom home located in the desirable Kissimmee area, just minutes from Walt Disney World. This move-in-ready property offers a perfect blend of comfort, functionality, and investment potential.The home features an updated knockdown ceiling texture throughout, replacing the original finish for a fresh, modern look. The spacious living areas flow seamlessly into the kitchen and comfortable bedrooms.Enjoy Florida living in your private backyard featuring a refreshing swimming pool with a recently replaced pool pump, perfect for relaxing or entertaining. The fully fenced yard provides added privacy and security.Additional recent improvements include a newer air conditioning system, offering energy efficiency and peace of mind. The garage has been professionally converted into a versatile bonus room complete with its own mini-split air conditioning unit and upgraded electrical panel, making it ideal for a home office, game room, fitness area, guest space, or hobby room.Conveniently located just minutes from Disney, this property presents an outstanding opportunity for investors seeking short-term rental income (subject to local regulations and community restrictions). Easy access to SR 429, I-4, shopping, dining, entertainment, and Central Florida's world-famous attractions makes this an exceptional location for both residents and visitors alike.Don't miss the opportunity to own this beautifully updated home in one of Central Florida's most sought-after locations!

7732 Water Oak Ct, Kissimmee
$380,000
4 Beds ⋅ 3 Baths ⋅ Stoneybrook South Ph I-1 & J-1 SubDv. ⋅ 33896 Zip Code
If you're looking for peaceful living in a resort-like community, look no further than the Retreat at Champions Gate. This beautiful 4-bedroom, 3-bath home is move-in ready and allows for short-term rentals. The freshly updated interior boasts a gorgeous open-concept layout and bright interior. Upon entering, you'll notice 10' ceilings. A large open kitchen is the heart of your home with quartz countertops and stainless steel appliances, a peninsula, and a vented range with both 42-inch and floor-to-ceiling cabinetry. Featuring a ground-floor private suite facing north. You will enjoy dual sinks with a vanity and a large walk-in shower. The additional 3 bedrooms are nicely sized and well located upstairs, offering plenty of space for family or guests. Make your way out back where you will love spending time relaxing in the screen-enclosed pool. Only minutes from Disney and Universal Resorts and Disney City Walk. The HOA includes cable, high-speed internet, a resort-style pool and splash pad, mini-golf, arcade, ice cream shop, restaurant and bar, fitness center, playgrounds, and a dog park. This is a Fannie Mae Homepath property.

1592 Moon Valley Drive, Davenport
$525,000
5 Beds ⋅ 5 Baths ⋅ Paradise Palms Resort Ph 4 SubDv. ⋅ 34747 Zip Code
**Exceptional 5-Bedroom Resort-Style Home in Prime Kissimmee Location!!!!This beautifully upgraded home at 2908 Banana Palm Dr puts you minutes from world-famous theme parks, shopping, restaurants, major roads, and the airport. Welcome to the perfect blend of comfort and convenience in one of Florida's most sought-after vacation destinations. Step inside this spacious 2-story home featuring over 3,000 square feet of thoughtfully designed living space. The grand entry showcases custom tile work and elegant shadow box molding that flows through the living room and dining area. Soaring vaulted ceilings and high ceilings throughout create an open, airy feel you'll love. The completely renovated kitchen is a chef's dream with brand new cabinets and porcelain countertops installed May 2025. Premium Forno appliances include a double wall oven, 36-inch French door electric range with convection, oversized 40-inch refrigerator, and a convenient microwave drawer built into the cabinetry. All five bedrooms offer comfortable retreats, with the primary bath featuring a modern bidet toilet. New LVP flooring runs throughout the entire home, while bedrooms feature cozy carpet. Recent upgrades include a new HVAC system (July 2025), hot water heater (April 2025), pool filter (November 2025), and washer/dryer (April 2025). Relax in your private screened pool and spa with privacy screens, backing up to a peaceful nature preserve. The resort-style community amenities are incredible: clubhouse, fitness center, Tiki bar, pool, two hot tubs, splash park, waterslide, movie theater, sauna, and sports courts. With over $100,000 in upgrades, this move-in ready home is approved for short-term rentals, making it perfect for personal use or investment income. Don't miss this incredible opportunity!

2908 Banana Palm Drive, Kissimmee
$695,000
5 Beds ⋅ 6 Baths ⋅ Reunion West Ph 1 East SubDv. ⋅ 34747 Zip Code
Welcome to 7564 Marker Avenue, an outstanding turnkey investment and lifestyle opportunity in the highly desirable gated resort community of Encore at Reunion, just minutes from Walt Disney World and Orlando’s world-class attractions. This fully furnished, professionally themed 5-bedroom, 5.5-bath luxury home offers over 3,300 square feet of thoughtfully designed living space, blending comfort, style, and strong short-term rental potential. The open-concept main level features a spacious family room, dining area, and modern kitchen, with the primary suite conveniently located on the first floor for added privacy and functionality. Upstairs, guests will find additional themed bedrooms and a versatile bonus/game room, creating an immersive vacation experience that consistently appeals to short-term rental guests. The home is designed for maximum occupancy appeal while still offering a warm and inviting feel for personal use. Step outside to your private resort-style pool and spa, complete with outdoor lounging space ideal for relaxing or entertaining after a day at the parks. All furnishings are included, making this a true turnkey purchase opportunity ready for immediate enjoyment or rental income. Located within Encore at Reunion, residents and guests enjoy world-class amenities including a water park, clubhouse, fitness center, tennis courts, and 24-hour gated security. With its prime location, strong vacation rental demand, and resort-style features, this property represents an exceptional opportunity for both personal enjoyment and income-producing investment.

7564 Marker Avenue, Kissimmee
$1,375,000
6 Beds ⋅ 5 Baths ⋅ Waterside Vista SubDv. ⋅ 34771 Zip Code
Virtually Staged. Mediterranean Elegance Meets Waterfront Luxury in the Exclusive Gated Community of Waterside Vista. Experience luxury, privacy, and convenience in this stunning Mediterranean-inspired estate nestled within the exclusive gated enclave of a private boating community of only 24 custom residences. This one-of-a-kind property features a residential elevator, breathtaking canal views, direct access to the Chain of Lakes, a heated saltwater pool, a rare five-car split garage, and an extended driveway accommodating up to 11 vehicles, perfect for your boats, cars, RVs, and all your recreational toys. Enjoy the benefit of lower St. Cloud taxes while being adjacent to Lake Nona, just minutes from world-class dining, shopping, and only 20 minutes from Orlando International Airport. Situated on a .64-acre waterfront homesite, this 5,193-square-foot estate offers 6 bedrooms, 5 bathrooms, and two versatile flex rooms ideal for a home office, gym, playroom, or additional guest space. Enjoy breathtaking canal views with direct access to Fells Cove, East Lake Tohopekaliga, and the Chain of Lakes. The deep-water canal offers the opportunity to build your own private dock and enjoy the ultimate Florida boating lifestyle. From the moment you arrive, the home's striking Mediterranean architecture commands attention. A dramatic two-story turreted entrance, reminiscent of a castle, welcomes you into a spectacular 24-foot foyer with an elegant Juliet balcony. The home's impressive curb appeal is further enhanced by an extended driveway that comfortably accommodates accommodates up to 11 vehicles and is complemented by a rare five-car split garage, perfect for car enthusiasts, boat owners, or multigenerational living. The garage also features both a Tesla charger and an EVBox charging station. The open-concept floor plan is designed for entertaining and everyday living, featuring a chef's kitchen with an oversized granite island, upgraded countertops, stainless steel appliances, gas cooktop, and separate butler's pantry. An oversized laundry room offers abundant cabinetry, while thoughtful accessibility features including a residential elevator and front entry ramp provide comfort and convenience. The first-floor owner's suite is a private retreat featuring a custom walk-in closet with built-in organizers. A second first-floor bedroom and full bath are ideal for guests or multigenerational living. Upstairs offers a spacious living room with wet bar, a dedicated theater room, and four oversized bedrooms, including one with its own Juliet balcony. Step onto the second-floor balcony and take in beautiful canal views. Outdoor living shines with a heated saltwater pool, recently replaced pool motor, and a brand-new screened enclosure. More than 84 solar panels will convey with the home to help minimize electric costs, while a whole-home water treatment system enhances everyday comfort and efficiency. This exceptional home combines luxury waterfront living, private boating access, energy-efficient upgrades, accessibility features, abundant parking, and an unbeatable location next to Lake Nona. Contact the listing agent today to schedule your private tour or RSVP for the upcoming Open House.

5229 Waterside Vista Lane, St Cloud
$439,900
4 Beds ⋅ 2 Baths ⋅ Wyndham Palms Ph 3 SubDv. ⋅ 34747 Zip Code
Do you visit Orlando so much that it simply makes more sense to own a vacation home there?  Do you often stay at hotels and Airbnbs and wish you had more of a "home" feel to enjoy your stay?  If you answered yes to any of these.....then 2220 Wyndham Palms Way in Kissimmee could be your next home away from home!  Securely located in a 24-hour guard-gated community, this fully furnished home has just undergone a very successful renovation and is now ready for its new owners.  Once across the threshold you can instantly appreciate the sellers have done for you; starting with a 100% updated kitchen that includes new quartz countertops, new cabinetry, new hardware, floating shelves and updated appliances, making this an entertainer's dream.  New laminate flooring leads you from the entryway and throughout the entire home, leaving not one stitch of carpet to walk on or worry about cleaning.  A two-way split floor plan creates additional privacy, with the primary bedroom located on the right side of the home, tastefully updated with custom woodwork and sconces that flank the brand new bedroom set.  Your hotel-like en-suite bathroom does not fall short in any way; and has matching quartz and cabinetry as the kitchen and secondary bathroom.  Three other generously sized bedrooms are on the opposite side of the home, each with its own brand new bedroom set and serviced by its own, very well-updated bathroom.  A thoroughly outfitted game room includes a billiards table, games for your guests, as well as its own private TV.  If you're ready to enjoy the Florida sun, this stunning back patio and pool area will not disappoint!  Tea lights set the backdrop for movie night by the pool, where you can create endless memories with your friends and family, and have guests leaving 5 stars after their stay.  > BRAND NEW FURNITURE | 100% UPDATED KITCHEN & BATHROOMS | LAMINATE FLOORING THROUGHOUT | 2018 ROOF | 2021 HVAC | 2024 POOL PUMP | 2020 POOL HEATER | 2022 WATER HEATER | < UP TO 70% OCCUPANCY & POTENTIAL NOI OF $35,000+.  Don't you deserve to own a piece of the Florida sunshine in 2026?

2220 Wyndham Palms Way, Kissimmee
$595,000
4 Beds ⋅ 5 Baths ⋅ Reunion Ph 02 Prcl 01 & 1a SubDv. ⋅ 34747 Zip Code
Virtually Staged. Exceptional 4-bedroom, 5-bathroom home on Arnold Palmer Championship Course (Hole 5) in gated Reunion Resort. This property features fresh interior paint, brand-new kitchen appliances, granite kitchen and bathroom surfaces, new washer/dryer in the primary residence, plantation shutters throughout, and 2-car garage. Open floor plan with soaring ceilings and natural light flows from the gourmet kitchen with granite countertops to spacious living areas perfect for entertaining, enhanced by a ceiling speaker system. Primary suite upstairs features spa-inspired ensuite with dual sinks, jetted soaking tub, and stand-up shower, large walk-in closet, plus private golf course balcony. Two additional bedrooms upstairs with another full bathroom accommodate family or guests. Separate fully-equipped in-law suite with one bedroom, full bathroom, kitchenette, and living room featuring private entrance—ideal for extended guests or rental income. Heated and cooled resort-style pool sits in fully fenced courtyard with vinyl fencing, covered patio for al fresco dining, and half pool bath. Reunion Resort community offers three championship golf courses, water park, lazy rivers, wave pools, luxury spa, tennis, and fitness centers. HOA covers lawn care, irrigation, pest control, high-speed internet, cable, pressure washing, and 24-hour gated security. Zoned for short-term rentals with excellent cash flow potential. Minutes from I-4, 429, and Central Florida attractions. Perfect as primary residence, vacation retreat, or investment property. Property does not include resort membership. Up to 1% towards buyer's closing costs if using Seller's preferred lender, terms and conditions apply.

7526 Excitement Drive, Reunion
$565,000
3 Beds ⋅ 2 Baths ⋅ S L & I C SubDv. ⋅ 34769 Zip Code
Over an acre of land. NO HOA. A private pool. Within City Limits! A massive boat & RV garage. Peace, privacy, and the freedom to actually enjoy your property. Welcome to the kind of home buyers wait months to find. Tucked away on 1.19 beautifully maintained acres at the end of a quiet dead-end road, this meticulously cared-for, second-owner home offers something that's becoming increasingly rare: space to live life on your terms. Picture slow mornings with coffee on the lanai. Sunny afternoons by the screened-in pool. Weekends loading up the RV, launching the boat, or finally having room for every hobby you've dreamed about—with dedicated RV hookups and multiple storage buildings to keep everything organized. Inside, timeless craftsmanship meets everyday comfort with rich wood cabinetry, granite countertops, newer slate appliances, updated bathrooms, spacious gathering areas, and a cozy fireplace that instantly makes the house feel like home. A new roof and gutters (2020) mean the major work has already been done. And while it feels like your own private escape, you're only minutes from Lake Nona Medical City, Orlando International Airport, top-rated dining, shopping, and major highways.

634 Grape Avenue, St Cloud
$569,000
5 Beds ⋅ 4 Baths ⋅ Cove At Storey Lake 4 SubDv. ⋅ 34746 Zip Code
Welcome to this stunning fully furnished 5-bedroom, 4-bathroom vacation home located in the highly desirable community of Kissimmee! This beautifully designed property offers the perfect combination of comfort, style, and investment potential. Featuring spacious open-concept living areas, a modern kitchen with stainless steel appliances, and plenty of room for family and guests, this home is ideal as a primary residence, second home, or short-term rental. The highlight of the property is the incredible themed bedrooms, including a magical Harry Potter-inspired room and an exciting Star Wars-themed room, creating an unforgettable experience for guests of all ages. The home also boasts generously sized bedrooms, elegant bathrooms, and a private outdoor space perfect for relaxing after a day at the nearby attractions. Conveniently located just minutes from Disney, shopping, dining, and entertainment, this property is a rare opportunity to own a turnkey vacation home in one of Central Florida’s most sought-after areas. Don’t miss your chance to make this exceptional home yours!

2994 Protagonist Street, Kissimmee
$445,900
4 Beds ⋅ 3 Baths ⋅ Oak Island Cove SubDv. ⋅ 34747 Zip Code
Fully furnished 4-bedroom, 3-bath pool home located in the desirable Oak Island Cove community in Kissimmee, just minutes from Walt Disney World, Margaritaville Resort, shopping, dining, and major attractions. Whether you're looking for a primary residence, a vacation home, or a turnkey short-term rental investment, this property offers the perfect combination of comfort and flexibility. The spacious open floor plan features two primary suites, a bright living area, a private screened pool and a converted games room for added entertainment. Zoned for short-term rentals with low HOA fees, this move-in ready home is an excellent opportunity to enjoy the Florida lifestyle while offering outstanding vacation rental potential. ROOF replaced in 2018

2914 Blooming Alamanda Loop, Kissimmee
$615,000
6 Beds ⋅ 6 Baths ⋅ Stoneybrook South North Prcl Ph 3 SubDv. ⋅ 33896 Zip Code
Welcome to this exceptional fully furnished 6-bedroom, 5.5-bath luxury pool home in the highly sought-after ChampionsGate Resort community, Set within the prestigious, 24-HOUR GUARD-GATE, this FULLY FURNISHED LUXURY POOL HOME offers over 3,800 SQUARE FEET OF beautifully designed living space with 6 BEDROOMS, 5.5 BATHROOMS, and an exceptional floor plan designed for entertaining, vacation living, or maximizing short-term rental income. Built in 2020 and professionally decorated, this TURNKEY PROPERTY presents an outstanding opportunity for homeowners and investors alike. As you arrive, the home's attractive exterior, paver driveway, and manicured landscaping create an inviting first impression. Step through the front door into a bright, welcoming foyer where SOARING CEILINGS and abundant natural light immediately showcase the home's spacious OPEN-CONCEPT DESIGN. Moving into the heart of the home, you'll find an expansive FAMILY ROOM, DINING AREA, and GOURMET KITCHEN that seamlessly flow together, creating the perfect gathering space for family, friends, and vacation guests. The kitchen features STAINLESS STEEL APPLIANCES, ABUNDANT CABINETRY, GENEROUS COUNTER SPACE, a LARGE PANTRY, and an OVERSIZED BREAKFAST BAR that provides ample seating for casual meals and entertaining. Whether hosting large groups or enjoying a quiet evening at home, this thoughtfully designed layout keeps everyone connected. The professionally furnished interior offers modern décor, stylish finishes, and a welcoming atmosphere throughout. Several bedrooms feature CUSTOM THEMED DESIGNS, creating a memorable experience for guests while adding tremendous appeal for vacation rental bookings. Each bedroom is generously sized and strategically positioned to provide privacy and comfort for multiple families or large groups. A dedicated GAME ROOM provides endless entertainment and serves as the perfect place to unwind after enjoying Central Florida's world-famous attractions. Sliding glass doors open to your own PRIVATE SCREENED LANAI featuring a SPARKLING POOL, RELAXING SPA, and an EXPANSIVE PAVER PATIO. This outdoor retreat is ideal for dining under the stars, entertaining guests, or simply relaxing while enjoying Florida's year-round sunshine. Whether you're searching for a PRIMARY RESIDENCE, SECOND HOME, or HIGH-INCOME SHORT-TERM RENTAL, this property offers remarkable flexibility. ChampionsGate Resort remains one of Central Florida's most sought-after vacation destinations, making this home an exceptional investment opportunity with strong income-producing potential. Residents and guests enjoy access to WORLD-CLASS RESORT AMENITIES, including the OASIS CLUB featuring a RESORT-STYLE POOL, LAZY RIVER, WATER SLIDES, SPLASH PARK, FITNESS CENTER, MOVIE THEATER, GAME ROOM, RESTAURANT, TIKI BAR, TENNIS COURTS, VOLLEYBALL COURTS, PLAYGROUNDS, and CHAMPIONSHIP GOLF COURSES. Perfectly located just minutes from WALT DISNEY WORLD, UNIVERSAL ORLANDO, POSNER PARK, SHOPPING, DINING, MAJOR HIGHWAYS, and Orlando's premier attractions, this meticulously maintained home combines LUXURY, LOCATION, SPACE, AND INVESTMENT POTENTIAL into one extraordinary opportunity. Schedule your private showing today and experience the ultimate Florida resort lifestyle.

740 Drop Shot Drive, Davenport
$879,000
4 Beds ⋅ 4 Baths ⋅ Del Webb Sunbridge SubDv. ⋅ 34771 Zip Code
Welcome to this beautifully upgraded single-story pool home in Del Webb Sunbridge, a premier 55+ community near Lake Nona and the greater Orlando area. With nearly 2,900 square feet, the home offers an open, comfortable layout with wide-plank wood-look tile, crown molding, designer lighting, and thoughtful custom finishes throughout. Solar-powered tubular skylights bring natural daylight into the home during the day and automatically provide a soft ambient glow after dark. The kitchen is a standout, featuring crisp white cabinetry, a large contrasting island with seating, pendant lighting, stainless-steel appliances, tile backsplash, glass-front display cabinetry, and under-cabinet lighting. A separate butler's pantry adds cabinetry, a built-in wine rack, and beverage refrigerator, while the custom pantry provides excellent organization and storage. The kitchen opens to the dining and living areas, creating an easy flow for everyday living and entertaining. The living room is finished with a tray ceiling, crown molding, built-in smart speakers, and views of the pool. The smart speakers in the living area and primary suite can be controlled from a phone. Expansive sliding glass doors disappear completely into pockets, opening the interior to the screened lanai and pool. A flexible room with glass double doors provides additional space for work, hobbies, reading, or whatever best suits the next owner's needs. The spacious primary suite includes two fully customized closets with extensive built-in storage. The primary bath offers dual furniture-style vanities, a large frameless walk-in shower with a built-in bench, refined tilework, and a private water closet. The secondary bedrooms are thoughtfully arranged with private bath access, giving overnight guests added comfort and privacy. The large laundry room includes cabinetry, a utility sink, and workspace. A separate mudroom and abundant interior storage help keep the home organized. Additional upgrades include a whole-house water softener, an electric vehicle charger in the three-car garage, and a fully fenced backyard. Outside, the expansive screened lanai extends the living space with multiple covered areas for seating and dining. The private pool, paver-style deck, and fenced yard create an inviting setting for quiet afternoons and weekend gatherings. Del Webb Sunbridge offers an exceptional lifestyle centered around the approximately 27,000-square-foot Hammock Club. Amenities include an onsite tavern and grille with outdoor seating, covered grilling pavilion, resort-style community pool, fitness center, movement studio, pickleball and tennis courts, ballroom with performance stage and breakout rooms, club and arts-and-crafts rooms, fire pits, cornhole courts, poolside hammocks, and walking and biking trails. An onsite lifestyle director coordinates activities and opportunities for residents to connect.

2865 Cherry Blossom Loop, St Cloud
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