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 conveniences. Nestled in the heart of Central Florida, Osceola County is renowned for its stunning landscapes, rich cultural heritage, and proximity to world-famous attractions. With the enchanting Kissimmee and the serene St. Cloud, this county offers a unique lifestyle that appeals to families, retirees, and everyone in between.

One of the standout features of Osceola County is its diverse range of homes, including those with private pools. Imagine stepping into your own backyard oasis, where you can soak up the Florida sun, host summer barbecues, or simply unwind after a long day. Homes with private pools in Osceola County provide not just a luxurious amenity but also a lifestyle of relaxation and enjoyment. Whether you’re looking for a cozy single-family home or a sprawling estate, the options are plentiful.

Osceola County is also home to a wealth of recreational opportunities. With numerous parks, lakes, and nature trails, outdoor enthusiasts will find plenty to explore. The county is conveniently located near major highways, making it easy to access the attractions of Orlando, including Walt Disney World and Universal Studios, while still enjoying the tranquility of suburban living.

In Osceola County, you don’t just find a home; you find a community rich in culture and opportunity. Embrace the Florida lifestyle with a home that features a private pool, where every day can feel like a vacation. Come discover the charm of Osceola County—your dream home awaits!

Newest Osceola Homes with Private Pool type

$1,800,000
5 Beds ⋅ 4 Baths ⋅ Celebration South Village Unit 3 SubDv. ⋅ 34747 Zip Code
Perfectly positioned on a beautifully landscaped corner homesite in Celebration's sought-after South Village, this exceptional Issa Dorchester residence offers timeless architecture, luxurious finishes, and an impeccably maintained single-story floor plan designed for both elegant entertaining and everyday comfort. With a private one-bedroom garage apartment, a three-car garage, and a resort-style pool and spa, this home represents the very best of Celebration living. From the moment you enter, you'll appreciate the home's rich architectural details, including luxury plank flooring, extensive decorative trim, elegant cove ceilings, custom window blinds, and an abundance of natural light. The spacious family room serves as the heart of the home, featuring a handsome built-in entertainment center and seamless flow into the gourmet kitchen. Designed for the culinary enthusiast, the chef's kitchen is both stunning and functional, showcasing a professional-grade gas range with pot filler, granite countertops, stainless steel appliances, center island, breakfast bar, custom tile backsplash, recessed and designer pendant lighting, and generous workspace for entertaining. The thoughtfully expanded owner's retreat is one of the largest you'll find in Celebration, enlarged by approximately two feet during construction to create an exceptionally spacious primary suite. The luxurious primary bath offers a soaking tub, separate walk-in shower, and an inviting spa-like atmosphere. A handsome library/home office with custom built-in desk and bookshelves provides the perfect space for working remotely or enjoying a quiet retreat. Step outside to your private backyard oasis where a screened lanai overlooks the sparkling pool and spa, surrounded by mature landscaping. Vinyl fencing provides privacy while creating the perfect setting for relaxing or entertaining year-round. Above the oversized three-car garage, guests or extended family will enjoy a private one-bedroom apartment complete with its own kitchen. Additional features include a spacious laundry room with utility sink and abundant storage, designer lighting, built-in cabinetry, and meticulous pride of ownership throughout. Every detail reflects quality craftsmanship, making this residence feel virtually brand new. Located in the award-winning community of Celebration, residents enjoy an unmatched lifestyle featuring charming tree-lined streets, over 26 miles of scenic walking and biking trails, community parks, playgrounds, multiple resort-style pools, tennis and basketball courts, and a vibrant downtown filled with exceptional dining, boutique shopping, lakeside events, and year-round community celebrations. Ideally situated just minutes from Walt Disney World Resort, with convenient access to Interstate 4, State Roads 417 and 429, Orlando International Airport, and Central Florida's premier shopping, dining, golf, and entertainment destinations, this remarkable home offers luxury living in one of Florida's most iconic communities.

906 Spring Park Loop, Celebration
$399,000
5 Beds ⋅ 3 Baths ⋅ Brighton Lakes Ph 1 SubDv. ⋅ 34746 Zip Code
Virtually Staged. Welcome to 2414 Huron Circle, a 3,100-square-foot, two-story home offering 5 bedrooms and 3 bathrooms on a generous lot in the desirable Brighton Lakes community. With soaring ceilings, an open great room, formal dining space, and a versatile layout, this home offers the space and bones today's buyers are looking for. Two of the biggest investments are already done: a newer roof and newer AC system, giving buyers real peace of mind and immediate savings. The screened, extended pool area offers a fantastic outdoor space to relax or entertain, all set on a large lot with room to spread out. This home is ready for someone to bring their vision and updates throughout — flooring, finishes, and cosmetic touches — to truly make it shine. With great structural bones, a functional layout, and major systems already updated, this is a rare opportunity in a sought-after Kissimmee neighborhood. Bring your imagination — this one has real upside!

2414 Huron Circle, Kissimmee
$495,000
5 Beds ⋅ 5 Baths ⋅ Windsor At Westside Ph 3 SubDv. ⋅ 34747 Zip Code
Welcome to this beautifully maintained 5-bedroom, 4.5-bathroom home located in the highly sought-after Windsor at Westside Resort in Kissimmee. Whether you're searching for a primary residence, vacation home, or investment property, this home offers the perfect blend of comfort, style, and convenience. The spacious open-concept floor plan features a modern kitchen with granite countertops, stainless steel appliances, and a large island overlooking the living and dining areas. The first-floor primary suite provides privacy and convenience, while the additional bedrooms plenty of space for family and guests. Step outside to your private screened-in pool, perfect for relaxing after a day at the theme parks. Residents and guests enjoy access to resort-style amenities including a clubhouse, fitness center, resort pool, lazy river, waterslide, sports courts, playground, and 24-hour gated security. Ideally located just minutes from Walt Disney World, shopping, dining, golf courses, and major highways, this property offers exceptional convenience for both homeowners and vacation guests. Don't miss this opportunity to own a home in one of Central Florida's premier resort communities.

2417 Dubai Street, Kissimmee
$498,000
8 Beds ⋅ 6 Baths ⋅ Emerald Island Resort Ph 1 SubDv. ⋅ 34747 Zip Code
One of best vacation home at Emerald Island Resort…Close to club house, New roof(2023), one 2024 new Air conditioner, new TVs and Sofa fully updated granite countertop in kitchen and all bathrooms…. Luxury design and decoration, no carpet, open floor plan, high ceiling, huge patio area, 2 min walking to club house and resort pool ….6 bedroom 5.5 baths, it have Great opportunity awaits you in this executive villa in Emerald Island Resort. The gated resort-style community of Emerald Island is an attraction itself. The clubhouse has a pool, hot tub, sauna, fitness room, cyber Internet room, 24-hour guard gated security and a video arcade. There is even a Tiki bar outside on the pool deck, numerous playgrounds, a sand volleyball court, tennis center and a nature trail to enjoy. Great location for residence, vacation home or short/long term rentals.

8475 Oasis Key Cove, Kissimmee
$600,000
4 Beds ⋅ 4 Baths ⋅ Nova Grove SubDv. ⋅ 34771 Zip Code
Welcome to this beautifully maintained 4-bedroom, 4-bath pool home in the desirable Nova Grove community, conveniently located off Narcoossee Road. Step inside to discover a formal dining room with an elegant tray ceiling overlooking the front yard. Plantation shutters and wood-look ceramic tile flooring flow throughout the main living areas, leading into the spacious open-concept floor plan featuring the living room, dining area, and stunning kitchen with rich cabinetry, granite countertops, stainless steel appliances, and abundant storage. A private first-floor guest suite with a full bath is perfect for visitors or multigenerational living. Upstairs, you'll find a spacious loft ideal for a second living area, media room, playroom, or home office, along with two secondary bedrooms connected by a Jack-and-Jill bathroom, each offering its own walk-in closet. The expansive primary suite is a true retreat with a flexible sitting area that could serve as a nursery, office, or workout space, plus a luxurious ensuite featuring dual vanities and two oversized walk-in closets. Step outside to your private backyard oasis where a covered lanai overlooks the screened-in pool, creating the perfect space for relaxing or entertaining year-round. The fully fenced backyard offers plenty of room for pets and play, while the peaceful pond beyond the fence line and no rear neighbors provide added privacy and beautiful views. Nova Grove residents enjoy exceptional community amenities including a resort-style pool, tennis courts, playground, park, and dog park. This incredible home offers the perfect combination of space, style, privacy, and location. Schedule your private showing today!

5233 Villa Rosa Avenue, St Cloud
$389,900
4 Beds ⋅ 3 Baths ⋅ Magic Landings Ph 2 SubDv. ⋅ 34744 Zip Code
Welcome to Magic Landings, a desirable gated community in Kissimmee! This well-maintained, move-in ready home features 4 bedrooms, including two primary suites, 3 full bathrooms, and a 2-car garage. The open-concept floor plan offers a spacious great room that flows seamlessly into the main living areas, making it ideal for everyday living and entertaining. Enjoy Florida living year-round with your private screened and heated in-ground pool and screened in garage. Recent updates include a new roof (2022), new A/C (August 2025), new water heater (2025), and rain gutters. The home also comes equipped with hurricane panels for added peace of mind. Conveniently located just minutes from the Florida Turnpike, shopping, dining, schools, and Central Florida attractions, including Walt Disney World. This exceptional home offers comfort, convenience, and outstanding value. A must-see property ready for its new owners!

291 Magical Way, Kissimmee
$415,000
5 Beds ⋅ 5 Baths ⋅ Windsor At Westside Ph 1 SubDv. ⋅ 34747 Zip Code
Where else can you live in Florida feeling like you are on Vacation everyday?! Resort style pools, Lazy River, Water Playground, Fitness Center, Restaurant & Club House, Pond and Pier and so much more! Those are just the amenities; lets talk about this 5 Bedroom & 5 Bath with a private garage in paradise. You have enough space for the family and some including a theatre area for all to enjoy. Subtle taste of Disney throughout the home and a very nice size kitchen for all to gather. Don't want to stop the fun from the community pool? Well bring it home since you'll have your very own private pool and patio area to enjoy. Its spacious, its clean and comes completely furnished as you see it all you need is the key to make it yours. You can enjoy this home as little or as much as you'd like as short term rental is allowed as well as long term if you'd choose. Want the best of both worlds? Why not leave your vehicle stored in the garage and some personal items in your very own, owners closet's throughout the house. Having too many options is never a bad thing when you either way you are making the right choice. Schedule your next appointment today!

9025 Rhodes Street, Kissimmee
$659,000
8 Beds ⋅ 7 Baths ⋅ Encore At Reunion, Reunion West SubDv. ⋅ 34747 Zip Code
Prepare to be wowed by 341 Pendant Ct, an absolute showstopper and turnkey vacation powerhouse located in the prestigious, gated community of Encore at Reunion! This fully furnished, high-capacity 8-bedroom, 7-bathroom retreat is engineered for non-stop fun and maximum rental returns. Step through the expansive living space out to your private backyard paradise featuring a sparkling pool and spa, upgraded with a brand-new heater installed in December 2025 and a freshly expanded paved lounge area ideal for soaking up the Florida sunshine. Indoors, the excitement continues in the converted garage gaming area—a massive hit for vacationers and family members alike. The adventure extends right into the community, where owners and guests enjoy access to Encore at Reunion’s world-class resort amenities, including a 10-acre waterpark with thrilling high-speed slides, an expansive clubhouse, a state-of-the-art fitness center, arcade, sports courts, and on-site dining. Ideally positioned just minutes from Walt Disney World, Universal Studios, championship golf, premier shopping, and fine dining, this home puts the very best of Orlando right at your doorstep. Whether you are expanding a high-yield short-term rental portfolio or securing an unforgettable multi-family getaway, 341 Pendant Ct is completely move-in ready to start generating income and memories on day one!

341 Pendant Court, Kissimmee
$560,000
4 Beds ⋅ 3 Baths ⋅ Cove At Storey Lake 5 SubDv. ⋅ 34746 Zip Code
Turnkey Vacation Rental Opportunity in Storey Lake! Welcome to 4383 Scene Lane, Kissimmee—a beautifully furnished 4-bedroom, 3-bathroom townhome in the highly sought-after Storey Lake Resort Community, just minutes from Central Florida's world-famous attractions. Whether you're looking for a high-performing short-term rental or a fully furnished vacation home, this property is ready to impress from day one. Thoughtfully designed with vacation guests in mind, the current owners have professionally furnished and decorated the home to create an unforgettable experience. Everyone will love the Harry Potter-themed bedroom and Mickey Mouse-themed bedroom, while the tranquil beach-themed suite provides the perfect place to relax after a day at the parks. The home also features a spacious, fully equipped kitchen with stainless steel appliances, making it easy to prepare meals and entertain family and friends. Step outside to your own private oasis featuring a heated pool, perfect for unwinding after exploring nearby attractions. Sold fully furnished, this home is truly turnkey and ready to continue operating as a successful vacation rental. Located approximately 10 minutes from Walt Disney World® Resort and with convenient access to Universal Orlando Resort and SeaWorld Orlando, Storey Lake is one of Central Florida's premier resort communities. Residents and guests enjoy an exceptional array of resort-style amenities, including: Resort-style swimming pools with thrilling water slides and a lazy river Two clubhouse amenity centers, including one featuring a pirate-themed pool Tiki bar Fitness center Sports courts Mini golf Kayaking and water recreation Whether you're expanding your investment portfolio or searching for the perfect vacation retreat, this exceptional Storey Lake townhome offers the ideal combination of location, luxury, and income-producing potential. Schedule your private showing today and discover why this property is the perfect place to vacation, invest, and create lasting memories.

4383 Scene Lane, Kissimmee
$424,999
4 Beds ⋅ 4 Baths ⋅ Cumbrian Lakes Resort Ph 3 SubDv. ⋅ 34746 Zip Code
Virtually Staged. Short Sale. One or more photos have been virtually staged. Welcome to this beautiful home located in the exclusive gated community of Cumbrian Lakes, one of Kissimmee's most sought-after neighborhoods for short-term vacation rentals and investment properties. This spacious home features an open-concept floor plan, making it ideal as a primary residence, vacation home, or income-producing investment property. The heart of the home is the well-appointed kitchen, featuring stainless steel appliances, a large breakfast island, and seamless flow into the living room, dining area, and covered lanai—creating the perfect space for entertaining. Step outside to your private screened pool, where you can relax and enjoy Florida's year-round sunshine. High ceilings fill the home with abundant natural light, while the split-bedroom floor plan provides added privacy. The garage has been professionally converted into a climate-controlled living space with air conditioning and heating, adding approximately 440 square feet of additional living area—ideal for a game room, home office, fitness room, or flexible living space. The spacious primary suite offers direct access to the lanai and pool and features an en-suite bathroom with a garden tub, separate walk-in shower, and walk-in closet. Bedrooms two and three share a Jack-and-Jill bathroom, while the fourth bedroom is conveniently located near another full bathroom. An additional half bathroom and an outdoor poolside shower provide extra convenience for family and guests. The covered lanai includes a ceiling fan and lighting, making it the perfect place to enjoy outdoor living throughout the year. Lawn maintenance is included in the HOA fee, offering added convenience and low-maintenance ownership. Ideally located just minutes from Walt Disney World, Universal Orlando Resort, SeaWorld Orlando, shopping, dining, major highways, and the SunRail station, this property offers exceptional convenience and accessibility. Cumbrian Lakes is a highly desirable gated community that allows short-term rentals, making it an outstanding opportunity for investors seeking strong rental potential or buyers looking for a vacation home in the heart of Central Florida. Don't miss this exceptional opportunity to own a property in one of Kissimmee's premier vacation rental communities!

4806 Cumbrian Lakes Drive, Kissimmee
$770,000
8 Beds ⋅ 5 Baths ⋅ Storey Lake 2 50 Resort SubDv. ⋅ 34746 Zip Code
Turnkey and fully furnished, this impressive 8-bedroom, 5-bathroom vacation home is located in the highly desirable Storey Lake Resort—just minutes from Walt Disney World, Disney Springs, shopping, dining, and Orlando's top attractions. With over 4,300 square feet of thoughtfully designed living space, the home features an open-concept floor plan, two spacious primary suites, a large loft, and a private screened pool and spa, making it ideal for large groups and vacation guests. Whether you're expanding your portfolio or searching for a second home that generates income, this property offers outstanding short-term rental potential in one of Central Florida's premier resort communities. Owners and guests enjoy world-class amenities, including a lazy river, water slides, resort-style pools, fitness center, mini golf, sports courts, playgrounds, and a tiki bar. Don't miss this opportunity to own a high-demand vacation home in one of Orlando's most sought-after resort destinations.

4536 Target Boulevard, Kissimmee
$1,230,000
5 Beds ⋅ 5 Baths ⋅ Celebration North Village Unit 6 SubDv. ⋅ 34747 Zip Code
Rare Space. Endless Possibilities. One of Celebration's Best Values. Welcome to one of the most versatile homes available in Celebration—the town Disney built. 5 bedrooms, 4.5 bathrooms and 3,418 square feet, this exceptional residence combines generous living space, luxury features, income potential, primary first floor suite, pool, game room, sun deck, garage apt and 3 car garage. Inside, you'll discover hardwood flooring, custom moldings, abundant natural light. The heart of the home is an impressive Chef's Kitchen featuring: • Massive granite center island • Premium GE Monogram appliances • Coveted Sub-Zero refrigerator • Gas cooktop • Warming drawers • Generous custom storage • Open concept design ideal for entertaining family and friends. The spacious family room with a cozy gas fireplace flows seamlessly into the formal dining room, while a dedicated home office offers an ideal work-from-home space or optional additional bedroom. The first-floor owner's retreat is a rare find in Celebration, featuring dual closets, an ensuite bath, direct backyard access, and even a private stacked washer and dryer tucked inside the walk-in closet for ultimate convenience. Upstairs, two oversized bedrooms share an expansive Jack-and-Jill bathroom, while an additional laundry room adds everyday convenience. A detached pool suite with its own entrance, kitchenette, and full bathroom creates endless opportunities as • Guest suite • In-law quarters • Home gym • Art studio • Private office • Media room • Teen retreat. Above the attached 3-car garage, you'll discover a completely separate 1-bedroom apartment complete with • Private entrance • Full kitchen • Full bathroom • Washer & dryer • Expansive second-story deck. Whether used for visiting family, multigenerational living, a private executive office, or rental income, this apartment adds tremendous long-term value. Your own backyard retreat features a beautiful heated pool and spa surrounded by elegant brick pavers—perfect for relaxing after a day at the parks or entertaining guests year-round in Florida's sunshine. Buy with confidence knowing several important improvements have already been completed, including: • New Roof (2021) • Fresh interior paint • Routine HVAC maintenance • Water system maintenance. Located just steps from North Village Park, playgrounds, volleyball courts, athletic fields, and the community pool, you'll enjoy one of Celebration's most beloved neighborhoods. As a Celebration resident you'll also enjoy: Six community pools, Tennis & pickleball courts, Fitness centers, More than 20 miles of walking and biking trails, Beautiful parks and lakes, Year-round community events, charming downtown Celebration with restaurants, boutiques, coffee shops and entertainment. With quick access to I-4, SR-417, US-192, Walt Disney World, Orlando International Airport, and Central Florida's world-famous attractions, the location is as convenient as it is beautiful. Homes with this much flexibility are incredibly difficult to find in Celebration. Between the first-floor primary suite, detached pool suite, private apartment, three-car garage, heated pool and outstanding North Village location, this property checks boxes that very few homes can. Whether you're looking for multigenerational living, guest accommodations, rental income, or simply room to spread out, 205 N Village Street delivers exceptional value and endless possibilities in one of Florida's most iconic hometowns.

205 N Village Street, Celebration
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