Osceola Homes with Pool View

Osceola Homes with Pool View

Welcome to Osceola County, Florida—a vibrant and diverse region that seamlessly blends natural beauty with modern conveniences. Nestled in the heart of Central Florida, Osceola County is home to the enchanting city of Kissimmee, known for its proximity to world-renowned attractions such as Walt Disney World and Universal Studios. But beyond the thrills of theme parks, this county boasts stunning landscapes, rich cultural heritage, and a community spirit that welcomes newcomers with open arms.

Osceola County is characterized by its picturesque lakes, lush parks, and outdoor recreational opportunities. Whether you’re kayaking on Lake Tohopekaliga, hiking through the scenic Shingle Creek Regional Park, or enjoying a picnic at one of the many family-friendly parks, there’s no shortage of ways to embrace the great outdoors. Additionally, the county is known for its diverse dining scene, shopping venues, and vibrant arts community, making it a fantastic place to call home.

For those seeking a slice of paradise, Osceola County offers an array of charming homes with captivating pool views. Imagine waking up to the serene sight of shimmering waters right outside your window, perfect for soaking up the Florida sun or hosting family gatherings. These homes not only provide a tranquil retreat but also enhance your lifestyle with the ultimate in relaxation and entertainment.

With a variety of options to suit different tastes and budgets, Osceola County’s real estate market is thriving. Discover your dream home today, where every day feels like a vacation in this beautiful slice of Florida.

Newest Osceola Homes with Pool View

$525,000
5 Beds ⋅ 4 Baths ⋅ Windsor At Westside SubDv. ⋅ 34747 Zip Code
Located within the highly sought-after Windsor at Westside gated resort community, this fully furnished home offers flexibility as a primary residence, vacation getaway, or income-producing short-term rental. The property is already set up for Airbnb use and is being sold turnkey, allowing for immediate occupancy or continued rental operations. The home offers five bedrooms and four bathrooms, along with a game room and an open, airy floor plan designed for both comfort and functionality. The layout easily accommodates large groups, with multiple spaces to gather or unwind throughout the home. A private first-floor suite provides a quiet retreat, while the kitchen features modern finishes including granite counters and stainless steel appliances. Outdoors, a private pool to create the perfect place to relax at any time of day. Owners and guests enjoy access to a wide range of resort amenities, including a full-service clubhouse, lake and pier, expansive zero-entry pool, water slide, lazy river, splash area, fitness center, sports courts, arcade, and on-site convenience shop. Conveniently positioned near Disney and major attractions, this home combines location, lifestyle, and investment potential in one exceptional opportunity.

2440 Tangier 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
$249,900
3 Beds ⋅ 3 Baths ⋅ Lake Berkley Resort Villas SubDv. ⋅ 34746 Zip Code
Beautiful 3 bedroom 2 bathroom townhome. Location is key as this resort style community is located minutes attractions and restaurants and shopping centers his property is an excellent investment opportunity, well-suited for short-term rentals or as a primary home, with a host of desirable amenities.,2 clubhouses, 2 pools, a fitness center, lake access, a covered playground, basketball, tennis, and volleyball courts. HOA fee includes garbage collection, 24-hour guard-gated security, clubhouse amenities, irrigation, and landscaping services. Including furniture. Don’t miss this opportunity to call this HOME.

1057 Park Ridge Circle, Kissimmee
$549,000
7 Beds ⋅ 5 Baths ⋅ Terra Verde Ph 02 SubDv. ⋅ 34746 Zip Code
Turnkey upscale seven-bedroom vacation home in the guard-gated Terra Verde Resort community. This spacious furnished property features a private south-facing screened pool and spa with peaceful pond views, providing an attractive setting for both personal use and short-term-rental guests.The kitchen and bathrooms have been extensively renovated with updated cabinetry, counters, fixtures and contemporary finishes. The attached two-car garage is currently configured as a game and entertainment room with pool table and additional games. Additional highlights include a first-floor primary suite, multiple living and dining spaces, high ceilings, an inside laundry room and abundant guest accommodations. The roof was replaced under a finalized permit in 2018.Furnishings are included, subject to agreed exclusions. Terra Verde amenities include a guarded entrance, clubhouse, resort pool and spa, fitness center, playground, sports courts, mini golf, community recreation areas and catch-and-release fishing. Conveniently located near Walt Disney World, shopping, dining and Central Florida attractions.

182 Hideaway Beach Lane, Kissimmee
$569,900
4 Beds ⋅ 4 Baths ⋅ Windsor Hills Ph 7 SubDv. ⋅ 34747 Zip Code
Exceptional Windsor Hills Pool Home with One of the Community’s Most Spectacular Views! Welcome to 2568 Archfeld Boulevard, where luxury, comfort, and investment potential come together in one of Central Florida’s premier vacation home communities. This beautifully appointed home offers soaring 10-foot ceilings, creating an open, spacious feel that sets it apart from the competition. Designed with entertaining in mind, the custom garage game room provides endless fun for guests while maximizing rental appeal. The home is being offered fully furnished with a designer furniture package, allowing you to begin enjoying or renting the property immediately. Step outside and discover what truly makes this property exceptional. The southwest-facing private pool is perfectly positioned to capture Florida’s breathtaking afternoon sunshine and spectacular sunset skies. Unlike many homes in the community, you’ll enjoy expansive, open views with no direct rear neighbors and no back-to-back pool views, creating an unmatched sense of privacy and tranquility. Widely regarded as one of the finest views in all of Windsor Hills, this outdoor oasis is the perfect place to relax after a day at the parks or entertain family and guests. For investors, future rental bookings may be included, offering the opportunity for immediate income after closing. Whether you’re searching for a luxury vacation retreat, a high-performing short-term rental, or both, this exceptional Windsor Hills home delivers an unbeatable combination of location, privacy, designer finishes, and income potential—just minutes from Walt Disney World, shopping, dining, and Orlando’s world-famous attractions.

2568 Archfeld Boulevard, Kissimmee
$359,000
3 Beds ⋅ 2 Baths ⋅ Windsong SubDv. ⋅ 34744 Zip Code
Welcome to this beautifully remodeled 3-bedroom, 2-bath, block pool home offering the perfect combination of style, comfort, and convenience. Situated on an oversized, fully fenced backyard, this property provides plenty of space for entertaining, pets, play, or simply relaxing by your private pool. The interior has been completely remodeled with modern finishes, creating a move-in ready home you'll love from the moment you walk in. Conveniently located just minutes from everything Kissimmee has to offer, including approximately 1 mile to AdventHealth Kissimmee, 2 miles to historic Downtown Kissimmee, and only 4 miles to The Loop, where you'll enjoy shopping, dining, and entertainment. With easy access to major highways, Orlando attractions, schools, and everyday conveniences, this is a place you'll be proud to call home. Come see for yourself why this beautiful property is the perfect place to begin your next chapter.

1240 Windway Circle, Kissimmee
$507,000
7 Beds ⋅ 6 Baths ⋅ Seasons SubDv. ⋅ 34746 Zip Code
Prime Disney area investment opportunity! This **7 bedroom, 5.5 bathroom** pool home is **sold fully furnished** and located just **15 minutes from Walt Disney World** in one of Central Florida's most desirable vacation rental corridors. Location is everything, and being this close to Disney helps maximize occupancy and minimize vacancy, making it an exceptional opportunity for short term rental investors, a vacation home, or a primary residence. The spacious floor plan features **four private bedroom suites with attached bathrooms, including one on the first floor and three upstairs**, plus an open concept living area, loft, and plenty of room for large families or vacation groups. Enjoy your own private screened pool, perfect for relaxing after a day at the parks. **Located in the highly sought after Seasons community, this home is zoned for short term rentals and is ideally positioned to attract year round vacation guests.** The community features a scenic lake, playground, and a low HOA, which includes community landscaping and grounds maintenance. Conveniently located near Walt Disney World, Universal Orlando, Celebration, Old Town, championship golf courses, shopping, dining, Walmart, Aldi, and major highways. Whether you're looking to generate vacation rental income or enjoy the Florida lifestyle, this unbeatable location has it all.

1265 Seasons Boulevard, Kissimmee
$305,000
1 Beds ⋅ 1 Baths ⋅ Town Center Condo SubDv. ⋅ 34747 Zip Code
This condo, a one-bedroom, one-bath, is located in the Celebration Town Center. Second floor with elevator access.With a restaurant, stores, and easy access to I-4. It is located 10 minutes from Disney Parks and Disney Springs. New stainless steel appliances, new AC, and water heater. Balcony just off the living room and another balcony from the master bedroom. Perfect for vacation or permanent living.

600 Market Street Unit 230, Celebration
$529,900
4 Beds ⋅ 3 Baths ⋅ Sawgrass Unit 2 SubDv. ⋅ 34772 Zip Code
Virtually Staged. Welcome to 3910 Countryside View Court, an exceptional 4-bedroom, 3-bath pool home with a private office, offering 2,772 square feet of thoughtfully designed living space on a spacious one-third acre lot in the desirable Sawgrass community of St. Cloud. This beautifully maintained home features a new roof (2025), luxury vinyl plank flooring (2026), soaring ceilings, abundant natural light, elegant architectural details, and a desirable split-bedroom floor plan. At the heart of the home is the expansive chef's kitchen, featuring an oversized center island, extensive cabinetry, abundant counter space, a built-in wall oven, cooktop, microwave, stainless steel appliances, wine refrigerator, and a large pantry. The kitchen opens seamlessly to the spacious family room and overlooks the covered lanai and screened pool, creating the perfect space for everyday living and entertaining. Formal living and dining rooms, highlighted by a beautiful fireplace. The private primary suite is a true retreat, showcasing new luxury vinyl plank flooring, tray ceilings, a cozy fireplace, direct access to the lanai, and a spacious en-suite bath with dual vanities, a relaxing garden tub, separate walk-in shower, and generous closet space. Three additional bedrooms, a dedicated office, and two full baths provide plenty of room for family, guests, or working from home. Step outside to your own Florida oasis featuring a screened-in pool, expansive covered lanai, and an oversized backyard with ample space for pets, play, or future outdoor enhancements. A large indoor laundry room adds convenience and abundant storage. Conveniently located just minutes from the Florida Turnpike, shopping, dining, schools, and the St. Cloud Lakefront, this home provides an easy commute to Lake Nona, Orlando International Airport, and Central Florida's world-famous attractions. Combining generous living space, quality updates, an outstanding floor plan, and an unbeatable location, this exceptional home is ready for its next owner.

3910 Countryside View Court, St Cloud
$265,000
4 Beds ⋅ 3 Baths ⋅ Venetian Bay Village Condo Ph 3 SubDv. ⋅ 34741 Zip Code
Welcome to this beautifully maintained, furnished 4-bedroom, 3-bathroom condo in the Venetian Bay Village community! Whether you're looking for a primary residence, vacation home, or income-producing investment, this property offers exceptional flexibility with short-term rentals permitted. The bright, open-concept floor plan features a spacious living and dining area that flows seamlessly into the kitchen, with quartz counter tops, stainless steel appliances(2021), and ample cabinetry. The thoughtfully designed layout provides comfortable accommodations for family and guests alike. The primary suite is conveniently located on the main level and features an updated en-suite bathroom. Positioned away from the secondary bedrooms, it offers enhanced privacy and a peaceful retreat. Recent updates include a new A/C system (2026) offering added peace of mind. Enjoy your private patio—perfect for relaxing after a day exploring Central Florida's world-famous attractions. Residents and guests enjoy resort-style amenities, including 4 outdoor pools, and a jacuzzi a fitness center, clubhouse, playgrounds, tennis, volley ball and basketball courts, children's play area game room, theater and internet room in the club house and 24-hour gated security. Conveniently located just minutes from Walt Disney World, Universal Orlando, shopping, dining, major highways, and Orlando International Airport, this move-in-ready condo is an outstanding opportunity in one of Central Florida's most desirable vacation rental communities. Schedule your private showing today!

4005 San Sebastian Drive Unit 101, Kissimmee
$525,000
5 Beds ⋅ 3 Baths ⋅ Southern Pines Ph 3b SubDv. ⋅ 34772 Zip Code
Virtually Staged. Built in 2022 and beautifully maintained, this spacious 5-bedroom, 3-bath home offers nearly 2,800 square feet of thoughtfully designed living space with peaceful pond views and room for everyone. From the moment you step inside, you'll appreciate the bright, open floor plan, soaring ceilings, and abundant natural light that fill the home with warmth and create an inviting atmosphere throughout. The heart of the home is the stunning kitchen featuring granite countertops, stainless steel appliances, 42-inch upper cabinets, pendant lighting, a large center island with seating, a walk-in pantry, and plenty of cabinet and counter space for everyday living and entertaining. The kitchen flows seamlessly into the dining area and expansive living room, all overlooking the tranquil pond through sliding glass doors that lead to the screened and covered lanai—the perfect place to enjoy your morning coffee or unwind while taking in the peaceful water views. A first-floor bedroom and full bath provide an ideal setup for guests, extended family, or a private home office. Upstairs is designed with both comfort and versatility in mind, featuring an expansive loft that provides the perfect bonus living space for movie nights, a game room, or home office. The private primary retreat offers peaceful pond views, a spacious en-suite bath, and an oversized walk-in closet with custom built-ins. Three additional bedrooms and another full bath complete the second floor, providing plenty of room for a growing family, overnight guests, or dedicated work and hobby spaces—all thoughtfully arranged to maximize both privacy and everyday convenience. One of the secondary bedrooms also features its own walk-in closet, and ceiling fans in every bedroom, the living room, and the loft provide year-round comfort. Thoughtful upgrades throughout include blinds on every window, washer and dryer, generous under-the-stair storage, gutters, and a two-car garage. For those working remotely, running a business, or enjoying online gaming, direct hardwired internet connections are available in the living room, loft, and one secondary bedroom, providing fast, reliable connectivity where it matters most. The home also features durable flooring throughout the kitchen and wet areas with comfortable carpeting in the bedrooms, living room, and loft. Step outside to your screened lanai and backyard where you'll enjoy serene pond views along with your own fruit trees, including lime, grapefruit, lemon-lime hybrid, and orange. Even better, the community amenities couldn't be more convenient—the neighborhood pool, playground, and mailboxes are located directly across the street and just a few doors down, making it easy to enjoy everything the community has to offer without having to drive. Conveniently located near Lake Nona Medical City, shopping, dining, top-rated schools, and major roadways, this home also offers an easy commute to some of Central Florida's most popular destinations. Orlando International Airport (MCO) is approximately 25 minutes away, while Walt Disney World is approximately 35–40 minutes away, making travel, work, and entertainment all within easy reach. Why wait to build when you can own this like-new home with thoughtful upgrades already in place? Don't miss your opportunity to make this exceptional home yours—schedule your private showing today!

3941 Southern Vista Loop, St Cloud
$669,000
6 Beds ⋅ 5 Baths ⋅ Solara Resort SubDv. ⋅ 34747 Zip Code
This beautiful home built 2018 with 6 bedrooms and 4.5 bathrooms located in Solara Resort Community a resort style vacation rental or can be investment property. Solara Resort features one of the most amazing clubhouse amenities. Gated entrance, full water complex, splash pad & water slide, Flow Rider Surf & Wake Stimulator, basket ball court, sand volleyball court , fitness center, game room, playground, restaurant & bars, and much more. Located perfectly off US-192, easy access to I-4 and US-27, just 8 minutes to world class theme park, Disney and short commute to Orlando Area location SeaWorld, Universal Studio and local beaches

9000 Egret Mills Terrace, Kissimmee
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