Osceola Homes with Pool

Osceola Homes with Pool

Welcome to Osceola County, Florida – a vibrant and picturesque destination that perfectly blends natural beauty with modern living. Nestled in the heart of Central Florida, Osceola County is renowned for its breathtaking landscapes, family-friendly communities, and a wealth of recreational opportunities. With its proximity to world-famous attractions like Walt Disney World and Universal Studios, Osceola offers an ideal location for both residents and visitors alike.

Osceola County is characterized by its diverse neighborhoods, each offering a unique charm and lifestyle. From the bustling city of Kissimmee to the tranquil surroundings of St. Cloud, this county is home to a variety of housing options that cater to every taste and budget. One of the standout features of homes in this area is the abundance of properties with private pools, allowing residents to enjoy the Florida sunshine in the comfort of their own backyard.

Imagine coming home to a stunning property with a sparkling pool, perfect for hosting summer barbecues, relaxing with a good book, or enjoying quality time with family and friends. Whether you’re searching for a cozy single-family home or a luxurious villa, Osceola County's real estate market has something for everyone.

With a warm climate year-round and a strong sense of community, Osceola County is not just a place to live; it’s a place to thrive. Embrace the Florida lifestyle and discover your dream home with a pool in this beautiful county today!

Newest Osceola Homes with Pool

5 Beds ⋅ 7 Baths ⋅ O6433720 MLS

Welcome to 7829 Palmilla Court, a custom Mediterranean estate in Reunion Resort that delivers the rare combination of luxury living, premium golf frontage, resort amenities, and proven rental income potential. Set on one of the premier lots in Legend’s Corner, this oversized pie-shaped homesite offers an impressive 148 feet of frontage along the 12th green of the Nicklaus Tradition Course. Add a rare 3-car garage, long driveway, and an active Reunion Club membership, and the value here extends well beyond the home itself. Inside, the scale is immediately apparent. The grand entry opens to soaring 25-foot ceilings, dramatic architectural details, a winding staircase, wine room, walls of glass overlooking the pool, and multiple fireplaces throughout the residence. The chef’s kitchen was built for entertaining, featuring custom cabinetry, paneled refrigeration, a six-burner dual-oven range, oversized island with prep sink, hidden walk-in pantry, wet bar, wine refrigerator, ice maker, and seating for a crowd. The first-floor owner’s suite feels like a private retreat with its own fireplace, dual walk-in closets, direct pool access, and a spa-inspired bath with separate vanities, jetted tub, and walkthrough shower,. Entertainment is where Palmilla truly separates itself. The home offers a private theater, multiple game rooms, three wet bars, built-in audio throughout, a flexible gym/office or potential sixth bedroom, and expansive gathering spaces designed for groups of all sizes. Upstairs, additional king suites enjoy private baths and balcony access overlooking the pool and golf course. Outside, the resort lifestyle takes over. The expansive travertine lanai features a summer kitchen with built-in grill and sink, fireplace, TV, generous covered living space, and a full pool bath. The custom pool includes a round infinity-edge spa, sun shelf, water features, and sweeping golf-course views that become even more impressive at sunset. For buyers seeking income potential, this property brings more than just possibility — it brings a strong established rental history with excellent occupancy, making it an attractive option as a luxury vacation rental, second home, or hybrid personal-use investment. Whether the goal is to generate income when you’re away, create unforgettable family vacations, entertain on a grand scale, or simply enjoy one of Reunion’s most impressive golf-front settings, 7829 Palmilla Court offers a lifestyle few properties can match.

7829 Palmilla Court, Kissimmee

2 Beds ⋅ 3 Baths ⋅ O6433749 MLS ⋅ 2683 BLDG.

Welcome to 2683 Corvette Ln, a beautifully updated and fully furnished 2-bedroom, 2.5-bath townhome in the gated Regal Oaks Resort community, ideally located just minutes from Old Town, Celebration, Disney, and Central Florida's world-class attractions. This spacious two-story home features an open floor plan, fresh interior paint, luxury vinyl plank and tile flooring, and a well-appointed kitchen with granite countertops, wood cabinetry, stainless steel appliances, and a stylish backsplash. Upstairs, you'll find two spacious primary suites, each offering comfort and privacy. Recent updates include a brand-new A/C system with UV air purification, new electrical outlets, contemporary ceiling fans, and a new washer and dryer. Step outside to the screened-in private lanai featuring a 5-person jacuzzi and peaceful conservation views with no rear neighbors. The home is being offered completely furnished and decorated, making it an excellent opportunity for a vacation home, investment property, or primary residence. Regal Oaks offers resort-style amenities including a tropical community pool, clubhouse, fitness center, playground, arcade, billiards, on-site restaurant and bar, and 24-hour gated security. Enjoy the best of Central Florida living with shopping, dining, entertainment, and major theme parks all close by!

2683 Corvette Lane, Kissimmee

5 Beds ⋅ 3 Baths ⋅ S5155576 MLS

Welcome to this beautiful home in the desirable Saint Cloud area, offering a spacious and functional floor plan designed for comfortable everyday living and entertaining. Enjoy bright living spaces, well-appointed rooms, and a welcoming atmosphere throughout. Conveniently located near schools, shopping, dining, major highways, and Central Florida’s most popular attractions. Whether you're looking for a primary residence, second home, or investment opportunity, this property offers an excellent combination of comfort, location, and value. Don't miss the opportunity to make this Saint Cloud home your own!

4382 Southern Vista Loop, St Cloud (Magnolia Square)

4 Beds ⋅ 4 Baths ⋅ O6433725 MLS

What's Special: Close to Trails | Larger Backyard | 3-Car Garage. New Construction - Ready Now! Welcome to the Java at 813 Ladyfish Trai in The Waters at Center Lake Ranch! The heart of the home is an impressive open-concept great room that connects seamlessly to the kitchen, dining area, and covered lanai, creating a bright and inviting space for everyday living and entertaining. The private primary suite is thoughtfully tucked away and features a generous bath and walk-in closet for a relaxing retreat. Two secondary bedrooms, each with access to a nearby full bath, offer comfortable accommodations, while a versatile flex room provides space for a home office, fitness area, or hobby room. Convenient laundry, abundant storage, and a three-car garage add functionality to this well-designed floor plan. With spacious gathering areas and flexible living spaces throughout, this home is designed to fit the way you live. The Waters at Center Lake Ranch sits within a 2,050-acre master-planned community just south of Lake Nona. Conveniently located along the Narcoossee corridor, this natural gas community offers strong value near Medical City. Enjoy a walkable setting with cohesive neighborhoods, multi-use trails, recreation areas, and conservation wetlands that enrich daily living. Additional Highlights Include: pocket sliding glass door at great room, upgraded cabinets with backsplash, and tile floors. Photos are for representative purposes only. MLS#O6433725

813 Ladyfish Trail, St Cloud (Magnolia Square)

3 Beds ⋅ 2 Baths ⋅ S5155253 MLS

Welcome to 4424 Brave Lane, a beautifully updated 3-bedroom, 2-bath home offering 1,196 heated square feet in the gated 55+ community of Teka Village. Built in 1991 and thoughtfully updated, this home offers comfortable Florida living with many of the major improvements already completed. Step inside to find NEW FLOORING, NEW WINDOWS, UPDATED PLUMBING, and newer appliances. The HVAC is approximately 5 years old, while the METAL ROOF and gutters add even more value. The spacious primary suite features a large private bath with a walk-in shower. Enjoy the Florida lifestyle from the SCREEN-ENCLOSED FLORIDA ROOM, a great additional space for morning coffee, entertaining or simply relaxing. A 1-car carport plus EXTRA PARKING provides added convenience, and the INSULATED STORAGE ROOM/WORKSHOP WITH ELECTRICITY offers excellent space for hobbies, projects, tools and additional storage. Teka Village is a GATED 55+ COMMUNITY known for its active and social atmosphere. Community amenities include a CLUBHOUSE, LARGE COVERED AND HEATED POOL, FITNESS/EXERCISE AREA, SHUFFLEBOARD, GATHERING AND GAME AREAS, along with a variety of activities and opportunities to socialize. Residents can also enjoy RV, BOAT AND CAMPER STORAGE and golf-cart-friendly living. Conveniently located near the FLORIDA TURNPIKE, with easy access to shopping, dining and medical services, Teka Village offers the perfect combination of community, convenience and an active Florida lifestyle. With 3 BEDROOMS, NUMEROUS UPDATES AND GREAT AMENITIES, this home is ready to welcome its next owner!

4424 Brave Lane, St Cloud (Narcoossee Road)

2 Beds ⋅ 2 Baths ⋅ S5155591 MLS ⋅ D BLDG.

Welcome to this charming 2 bedroom, 2 bathroom condo in the heart of Kissimmee! Featuring tile flooring throughout, this home offers a bright, open, and airy feel that’s easy to maintain. Relax on the screened in balcony, the perfect spot to enjoy your morning coffee or unwind at the end of the day. The spacious primary suite provides plenty of room for your furniture and includes a private en-suite bathroom. For added peace of mind, the A/C system was recently replaced. Residents can enjoy the community swimming pool and convenient on site laundry facilities. Ideally located near Lynx bus lines, shopping, banks, hospitals, restaurants, and a variety of local attractions, this condo offers comfort, convenience, and an unbeatable location. Don’t miss this opportunity, call today and start living the Florida lifestyle!

1034 Plantation Drive Unit D4, Kissimmee

4 Beds ⋅ 4 Baths ⋅ O6428476 MLS

Virtually Staged. WILDLY WONDERFUL! Imagine waking to birdsong and nature moving just beyond your windows. Before your feet find their way into slippers, you may catch sight of a Bald Eagle soaring above the protected woods, Sandhill Cranes beginning their familiar morning stroll, or deer appearing quietly along the wooded edge. Coffee tastes better on the lanai, where morning unfolds at nature’s pace. With protected Bald Eagle habitat behind the home and an open natural area alongside it, this exceptional homesite has only one neighboring residence—creating a rare sense of openness, privacy, and connection to the wild beauty of Florida. As the day awakens, possibilities prevail. Walk or bike the community trails, meet friends for tennis, relax beside the resort-style pool, or head onto Lake Tohopekaliga for boating, jet skiing, fishing, and adventure. Perhaps you will soar with the eagles from a different perspective, gliding across one of Central Florida’s most celebrated lakes beneath an endless blue sky. When hunger calls, wander over to Flip Flops Bar & Grille for a relaxed lunch or early dinner. The clubhouse, pools, fitness facilities, sports courts, playgrounds, dog park, restaurant, and Lake Toho access are approximately a five-minute walk away—close enough to enjoy whenever the mood strikes, yet far enough to preserve the peace of your nature-wrapped retreat. Back home, pocketing sliders open the gathering room to the lanai and an expansive backyard awaiting its next owner’s imagination. Create a private pool and spa beneath the palms. Design a summer kitchen where vegetables picked from your own garden go straight to the grill. Plant citrus and fruit trees, cultivate a pollinator garden, gather around a firepit beneath the stars—or combine them into an outdoor paradise entirely your own. Inside, approximately $122,000 in thoughtfully chosen builder upgrades bring refinement to everyday living. The single-story design features Mediterranean-inspired architecture, 8-foot doors, 5¼-inch baseboards, decorative tray ceilings with crown molding, and upgraded wood-look tile throughout the primary gathering spaces. The gourmet kitchen is designed for quiet mornings and celebrations that linger: 42-inch painted cabinetry, quartz countertops, designer backsplash, under-cabinet lighting, pot filler, cooktop, vented designer hood, built-in double ovens, generous island, and adjoining butler’s pantry. A formal dining room, French-door study, and extended primary suite add elegance and flexibility, while the oversized laundry room provides abundant cabinetry, workspace, and utility sink. As evening arrives, bring home dinner from the community restaurant, pour something cold, and return to the lanai as the sky softens over the woods. Listen as the wildlife settles and the evening chorus begins. Some nights may call for conversation beneath the stars; others for dinner fresh from the garden, a moonlit swim in the future pool, or the pleasure of doing absolutely nothing. When the feeling to explore grabs you, shopping, dining, entertainment, Walt Disney World, and Orlando International Airport are within easy reach. Here, you can live surrounded by nature without surrendering the convenience and adventure of Central Florida. This is more than a beautiful home on one of BellaLago’s most coveted homesites. It is privacy, possibility, resort living, and nature in remarkable harmony—the life you have been waiting to live.

1490 Beacon Drive, Kissimmee

3 Beds ⋅ 2 Baths ⋅ O6432628 MLS

Being sold AS/IS This fully furnished home offers excellent potential as a primary residence, vacation getaway, or income-producing short-term rental. Ideally situated in Central Florida’s popular vacation corridor, the property provides convenient access to Walt Disney World, area theme parks, shopping, dining, golf, and entertainment. The spacious floor plan features a private primary suite complete with dual sinks, walk-in shower, generous closet space, and direct access to the pool area. Two additional bedrooms are located on the opposite side of the home and share a full bathroom with a tub, providing added privacy for family members or guests. With separate living, dining, and family rooms, there is plenty of space for everyone to spread out and relax. The home features carpet in the bedrooms and main living areas with tile flooring in the wet areas. Step outside to enjoy the large screened lanai and private pool, creating an inviting space for entertaining, relaxing, or enjoying the Florida sunshine. Offered fully furnished, this property presents a great opportunity for an investor or homeowner looking to add their own personal style and updates while building additional value. An added benefit is the exceptionally low HOA of approximately $70 annually, helping to keep ongoing ownership costs to a minimum.

1016 Lester Ridge Court, Kissimmee

2 Beds ⋅ 2 Baths ⋅ S5155648 MLS ⋅ 3341 BLDG.

Don’t miss this two-bedroom, two-bathroom home in St. Cloud’s Magnolia Glen community, complete with a NEW ROOF in 2026! This single-story townhome features an attached one-car garage and a spacious, functional floor plan. Step inside through the foyer, where a coat closet and linen closet provide convenient storage. The eat-in kitchen offers ample cabinet and counter space, a pantry closet, and a pass-through window overlooking the adjoining dining room. Just beyond the kitchen, the dining and living areas are highlighted by vaulted ceilings that create an open and inviting feel. The spacious primary suite features a walk-in closet, private bathroom with a walk-in shower, and sliding glass doors providing direct access to the screened patio. A second bedroom and full bathroom provide additional space for family, guests, or a home office. One of the highlights of the home is the approximately 26-foot-long screened patio, accessible from both the living room and primary bedroom and offering plenty of room to relax and enjoy the outdoors. A separate utility room with washer and dryer hookups is conveniently located just off the patio. Magnolia Glen residents enjoy access to a community pool, while HOA-provided grounds maintenance allows for a low-maintenance lifestyle without the responsibility of routine lawn care. With a new roof, comfortable single-story layout, attached garage, generous screened outdoor living space, and convenient St. Cloud location, this townhome is ready for its next owner. Schedule your showing today!

3341 Celena Circle, St Cloud (City of St Cloud)

5 Beds ⋅ 5 Baths ⋅ O6433662 MLS

Expansive Luxury Home 5/4 with golf course views and inground pool and hot tub with Private In-Law Suite and 1/1 above the 3 car garage Multi Generational Living or Rental income producing Apartment Welcome to an architectural gem at 2120 Bunker View Ct, where luxurious living meets exceptional investment opportunity. This sprawling 5-bedroom, 4.5-bathroom estate in Kissimmee, FL, brings an unparalleled lifestyle with stunning golf course and water views. Key Property Features: Luxurious Main Residence: Enjoy an open-concept floor plan, high coffered ceilings, a main-floor master suite, and custom details throughout the approximately 4,580 sq. ft. of living space. tile floors, Split floorplan with multiple sitting area and an architectural dream with columns and coffered ceilings, a laundry room, tile floors, new interior paint, new fans, open concept living, a breakfast nook, 2 pantries, double ovens, new Appliances, Nest Thermostat, new water heater, new salt water cell for the pool, etc. ( This is a well cared for home) ROOF is only 3 yrs old Breathtaking Views: The home is situated on a cul-de-sac with picturesque views from every room of the golf course and water, offering a serene and peaceful environment. A golfers dream and fun for walkers and bikers and there is a playground and a clubhouse to enjoy too. Outdoor Oasis: Relax in the private, in-ground pool and hot tub with beautiful pavers, outdoor fans with a screened covering and a lanai with an unobstructed view of the 14th golf course hole. Also another HIGHLIGHT of this property is the fully renovated 1-bedroom accessory dwelling unit (ADU) situated privately above the 3-car garage, complete with its own kitchen, bathroom, W/D, and a balcony overlooking the lake. This versatile space can be used for multigenerational living, a private home office, or a high-demand rental unit to generate significant passive income. Prime Location: Located just minutes from Publix Grocery store, shopping centers, restaurants, and a short drive to world-famous Disney, Universal, Fun Spot, and other attractions. This is a rare opportunity to own a piece of Central Florida luxury that provides both an elevated lifestyle, custom build, amazing views in a prime location. Some Furniture is negotiable at an additional price

2120 Bunker View Court, Kissimmee

4 Beds ⋅ 3 Baths ⋅ O6428826 MLS

Virtually Staged. Welcome to this BEAUTIFULLY MAINTAINED 4-Bedroom, 3-Bath, single-story POOL HOME in Tuscany Westside of Kissimmee, offering an exceptional opportunity for a SHORT-TERM RENTAL, VACATION HOME OR PRIMARY RESIDENCE, with short-term rentals allowed! Tucked away on a quiet CUL-DE-SAC with very little traffic, this MOVE-IN READY home combines a peaceful setting, thoughtful updates and the best of Florida outdoor living. The neighborhood makes a wonderful first impression with TREE-LINED SIDEWALKS, well-maintained homes and MANICURED LAWNS maintained by the HOA. Inside, you'll immediately appreciate the warmth and easy maintenance of BEAUTIFUL WOOD-LOOK TILE FLOORING throughout. The OPEN CONCEPT layout brings the Kitchen and Living Room together, creating a comfortable space for everyday living or entertaining guests. The Kitchen features stainless steel appliances, including a NEW WHIRLPOOL STOVE AND DISHWASHER (2023), along with a closet pantry, breakfast bar and sunny BREAKFAST NOOK. The NEW WASHER AND DRYER (2023) are conveniently tucked away in a Kitchen closet, making laundry day a breeze. The bright Living Room features sliding glass doors that open to the back patio and pool, allowing NATURAL LIGHT to fill the space and creating an effortless connection between indoor and outdoor living. The PRIMARY SUITE is a relaxing retreat with a WALK-IN CLOSET and private en-suite bath, complete with a door providing DIRECT ACCESS TO THE POOL AREA. Three additional bedrooms offer flexibility for family, guests or rental accommodations. One bedroom features its own EN-SUITE BATH, making it an excellent option for MULTI-GENERATIONAL LIVING or guests seeking additional privacy. The remaining two bedrooms share a convenient JACK-AND-JILL BATHROOM. All three bathrooms have been refreshed with NEW MIRRORS, LIGHTING AND FIXTURES, along with TWO NEW TOILETS (2023). Step outside and discover your own private oasis! The SCREENED LANAI surrounds the HEATED IN-GROUND POOL with NEW POOL HEATER (2025) and NEW FILTER (2026), overlooking a generous backyard with peaceful POND VIEWS and no rear neighbors. A PAVER PATIO provides plenty of room for lounging, dining and entertaining after a day at the parks—or simply relaxing poolside while taking in the tranquil view. Additional updates include FRESH INTERIOR PAINT (2023), ALL BEDROOMS PAINTED (2026), a NEW WATER HEATER (2026) and a NEW GARAGE DOOR OPENER SYSTEM (2023) serving the 2-CAR GARAGE. And the location is hard to beat for a vacation property! JUST MINUTES from Disney's theme parks, Margaritaville and Island H2O, with an abundance of shopping, dining, entertainment and recreation nearby. You'll also enjoy EASY ACCESS to the attractions, restaurants and entertainment throughout the growing Westside/Kissimmee area, while major roadways make getting around Central Florida convenient. Whether you're looking for an income-producing SHORT-TERM RENTAL, a Florida vacation getaway or a spacious place to call your own, this MOVE-IN READY POOL HOME checks all the boxes—don't miss your opportunity to make this GEM yours! Call today to schedule your private showing!

9011 Murano Mews Court, Kissimmee

5 Beds ⋅ 4 Baths ⋅ TB8537319 MLS ⋅ Meritage Homes BLDG.

Brand new, energy-efficient home available NOW! Welcoming open layout with a bright great room, spacious kitchen, and private first-floor primary suite. Upstairs loft and bedrooms have comfortable extra space. The Meadow at Crossprairie is a community of new single-family homes for sale in St. Cloud, FL. This offers easy access to the Turnpike, major employment centers, & great schools. Each of our homes is built with innovative, energy-efficient features designed to help you enjoy more savings, better health, real comfort and peace of mind.

4494 Eagle Perch Court, St Cloud (Narcoossee Road)

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