Osceola Homes with Pool Community Features

Osceola Homes with Pool Community Features

Welcome to Osceola County, Florida—a vibrant and diverse destination that perfectly blends natural beauty with modern amenities. Nestled in the heart of Central Florida, Osceola County boasts a rich tapestry of culture, recreation, and community spirit. With its proximity to the enchanting attractions of Orlando, including world-renowned theme parks, this county offers an ideal balance of tranquility and excitement.

Osceola County is renowned for its stunning landscapes, featuring lush wetlands, scenic lakes, and picturesque parks. Outdoor enthusiasts will revel in the abundance of recreational opportunities, from fishing and boating on the Kissimmee Chain of Lakes to hiking the scenic trails of the many nature preserves. The county is also home to a variety of charming towns, each with its unique character, offering delightful shopping, dining, and entertainment options.

For those seeking a home in this idyllic setting, Osceola County features a remarkable selection of properties, including homes with pool community features. Imagine basking in the Florida sunshine by your very own pool, surrounded by beautifully landscaped gardens and friendly neighbors. These communities not only provide the perfect oasis for relaxation and recreation but also foster a sense of belonging and camaraderie among residents.

Whether you're drawn to the allure of a resort-style lifestyle or the convenience of nearby amenities, Osceola County offers a wealth of options to suit your needs. Discover your dream home in this enchanting part of Florida and experience the perfect blend of leisure and community living. Welcome to Osceola County—your new home awaits!

Newest Osceola Homes with Pool Community Features

$699,000
5 Beds ⋅ 5 Baths ⋅ Storey Lake SubDv. ⋅ 34746 Zip Code
Exceptional opportunity to own a fully furnished, turnkey 5-bedroom, 5-bath pool home in the highly sought-after Storey Lake Resort—one of Central Florida’s premier vacation destinations, just minutes from Walt Disney World! Designed with both guest experience and short-term rental functionality in mind, this spacious two-story residence offers an ideal combination of comfort, privacy, and entertainment. The bright open-concept living and dining areas feature soaring ceilings, abundant natural light, and a modern kitchen with granite countertops, stainless steel appliances, and plenty of space for gathering with family and friends. The thoughtfully designed floor plan includes two bedrooms on the first floor, providing added convenience and flexibility for guests, while the second level offers additional bedrooms and a spacious loft—perfect as a second entertainment or relaxation area. With five full bathrooms and well-appointed bedrooms, the home is exceptionally suited for larger families and groups. Step outside to your own private Florida retreat. The covered lanai opens to a screened-in pool, creating the perfect setting for guests to relax after a day at the theme parks and enjoy Central Florida’s year-round sunshine. Offered FULLY FURNISHED and equipped for immediate use, this property provides a true turnkey opportunity for buyers seeking a vacation home, second residence, or short-term rental investment. Storey Lake is especially desirable for its outstanding resort-style amenities, including multiple clubhouses, resort pools, lazy river, water slides, splash pad, fitness center, tiki bar, sports courts, mini-golf, playgrounds, kayak rentals, and more. The community’s exceptional location provides convenient access to Disney and Orlando’s world-famous attractions, as well as shopping, restaurants, major roadways, and Orlando International Airport. Properties offering this combination of five bedrooms, five bathrooms, a private pool, resort amenities, turnkey furnishings, and a prime Central Florida location are highly sought after. Whether you're expanding your investment portfolio or looking for your own Florida vacation retreat, this home delivers the lifestyle, flexibility, and location today’s buyers and vacation guests are looking for. Don’t miss the opportunity to own a piece of the Central Florida vacation market. Schedule your private showing today!

4733 Kings Castle Circle, Kissimmee
$499,999
3 Beds ⋅ 3 Baths ⋅ Esplanade At Westview SubDv. ⋅ 34758 Zip Code
What's Special: No Rear Neighbors | Pond View | Close to Amenities. New Construction – Ready Now! Welcome to the Ambra at 5683 Nevis Terrace in Esplanade at Westview! This home welcomes you with a bright, open-concept layout filled with natural light. The great room flows effortlessly into the gourmet kitchen with a large center island, creating a comfortable space for everyday living and entertaining. Sliding glass pocket doors in the great room lead to an expansive covered lanai, offering the perfect spot to relax and enjoy the backyard and warm weather. The private primary suite features an attached bathroom with a dual sinks, soaking tub, and separate shower. On the opposite side of the home, a second suite with its own bathroom provides added privacy, while the front of the home includes a dining, a secondary bedroom, and a full bathroom for additional convenience. Additional Highlights Include: 8' interior doors, soaking tub with a separate shower in the primary bathroom, and laundry room sink and cabinets. MLS#O6441274 Experience resort-style living at Esplanade at Westview in Kissimmee! Enjoy a resort-style pool, Bahama Bar, private cabanas, fitness center, tennis, pickleball, and bocce courts. Relax with spa services, gather around the firepit, or visit the Bark Park with your pup. This thoughtfully designed community offers endless opportunities to stay active, social, and refreshed. Conveniently located near BridgePrep Academy of Osceola charter school.

5683 Nevis Terrace, Kissimmee
$449,990
3 Beds ⋅ 2 Baths ⋅ Lakeside At Satilla SubDv. ⋅ 34771 Zip Code
Under Construction. With 2,051 square feet of thoughtfully planned space, the Talbot floorplan is perfectly arranged for easy everyday living. A welcoming front porch and foyer lead to bedrooms 2 and 3, which are tucked away with their own full bath for maximum privacy before you proceed to the versatile flex room. The home then opens up into a combined Great Room, dining, and kitchen area, where a large corner pantry and breakfast bar keep things streamlined. Step out onto the large, covered lanai to take meals and conversations outdoors, or retreat to the private owner’s suite, which features a dual-sink bath and a large walk-in closet.

5090 Salado Drive, St Cloud
$526,990
4 Beds ⋅ 4 Baths ⋅ Lakeside At Satilla SubDv. ⋅ 34771 Zip Code
Under Construction. This 2,575 sq. ft. Shenandoah offers thoughtfully designed 2-story living with 4 bedrooms, 3.5 baths and a 2-car garage. A walk-in pantry enhances the open, flowing space and connectedness of the kitchen and dining area. The owner’s suite has a large walk-in closet and linen storage. A loft offers even more flexible living space.

5096 Salado Drive, St Cloud
$439,000
4 Beds ⋅ 3 Baths ⋅ Stoneybrook South Ph F-1 SubDv. ⋅ 33896 Zip Code
LIVE LIKE A CHAMPION! FULL GOLF MEMBERSHIP INCLUDED IN HOA! Beautifully upgraded and impeccably maintained, this 4-bedroom, 2½-bath residence in the prestigious ChampionsGate Country Club offers nearly 2,500 square feet of refined living space with an exceptional end-of-cul-de-sac setting on Pro Shop. Thoughtfully enhanced throughout, the home combines sophisticated finishes, modern comfort, and the resort lifestyle ChampionsGate is known for. An east-facing backyard provides the perfect backdrop for peaceful Florida mornings, colorful sunrises, and spectacular rocket launches from the Space Coast. Inside, a light-filled, open-concept floor plan is complemented by luxury vinyl plank flooring throughout the main level and upstairs loft, creating a seamless and polished look. At the heart of the home, the expansive kitchen features quartz countertops, stainless steel appliances, elegant 42-inch cabinetry, a new dishwasher, and an oversized center island designed for both entertaining and everyday living. Custom feature walls in the main living and dining areas add architectural interest and a distinctive designer finish. Upstairs, all four bedrooms provide separation from the main entertaining spaces. The spacious primary suite is a true retreat, highlighted by a custom feature wall, built-in fireplace, generous walk-in closet, and private en-suite bath. The extensive list of improvements continues with a custom fiberglass front door backed by a lifetime warranty, fresh exterior paint, upgraded lighting throughout the main living areas, new remote-controlled ceiling fans, and new coils for the upstairs A/C system. The garage has also been thoughtfully enhanced with overhead rack shelving and built-in storage beneath the staircase, maximizing functionality without sacrificing space. Meticulously cared for and truly move-in ready, this home offers an impressive combination of location, upgrades, and lifestyle. ChampionsGate Country Club delivers resort-style living at an exceptional level. Homeownership includes a full golf membership, along with access to an extraordinary collection of amenities. The Oasis Club features a 14,000-square-foot clubhouse, restaurant, movie theater, fitness center, game room, tiki bar, lazy river, and private cabanas. Country Club residents also enjoy exclusive access to The Plaza, featuring a private restaurant and bar, fitness center, game room, and pool, along with a $75 monthly food and beverage credit. The Retreat Club adds yet another destination with its expansive waterpark, outdoor bar, and grill. From championship golf and resort-style amenities to a beautifully upgraded home in a premier cul-de-sac location, 1401 Pro Shop is an opportunity to experience the ChampionsGate lifestyle at its best.

1401 Pro Shop Court, Davenport
$499,900
4 Beds ⋅ 3 Baths ⋅ Harmony SubDv. ⋅ 34773 Zip Code
Virtually Staged. Welcome to this spacious Custom Tustin Model home in the desirable community of Harmony in Saint Cloud Florida! Ideally located close to Harmony Community School and just minutes from Lakeshore Park, this impressive two story home offers 4 bedrooms, 2.5 bathrooms, and 2,695 square feet of thoughtfully designed living space with plenty of room to spread out. The inviting kitchen features 42-inch wood cabinetry, recessed lighting, a closet pantry, and an oversized breakfast bar, making it perfect for everyday living and entertaining. The open and spacious floor plan offers a wonderful balance of functionality and comfort with no wasted space. The Owner’s Suite is conveniently located on the first floor and features an adjoining flex area that can easily be customized to fit your lifestyle that is perfect for a sitting area, home office, exercise space, or studio. Upstairs, you’ll find three additional bedrooms, providing plenty of flexibility for family, guests, a second primary suite, or even a bonus/recreation room. Step outside to the large screened-in lanai, an ideal spot to relax, enjoy your morning coffee, dine al fresco, or entertain family and friends. With its spacious floor plan, flexible living areas, and convenient location within Harmony, this home offers the perfect combination of comfort, space, and Florida living! This home offers golf-cart-friendly access through a nearby tunnel to Harmony Middle and Harmony High School. Residents enjoy exceptional amenities including Buck Lake with community pontoon boats, kayaks, canoes, and a fishing pier, along with resort-style pools, dog parks, playgrounds, walking trails, a fitness center, and bike paths. Enjoy easy golf cart rides to the neighborhood coffee shop, pizza restaurant, and Mexican dining. Conveniently located near Orlando International Airport, Medical City in Lake Nona, and Florida’s East Coast beaches, Harmony offers the perfect blend of lifestyle, nature, and location. Don’t miss your opportunity to own this move-in-ready home — schedule your private showing today! Buyer to verify all room measurements.

3353 Schoolhouse Rd, St Cloud
$334,900
3 Beds ⋅ 2 Baths ⋅ Indian Point Ph 2 SubDv. ⋅ 34746 Zip Code
OPPORTUNITY TO MAKE IT YOUR OWN! Welcome to 4609 Cheyenne Point, a Kissimmee home offering buyers the chance to personalize and update at their own pace rather than pay for someone else's renovation choices. The home has been freshly painted and cleaned, while the kitchen, bathrooms, flooring and other finishes offer plenty of opportunity for your own vision and style. Roof was replaced in 2017 and A/C 2020, hot water heater in 2000. Enjoy outdoor space with a fenced backyard, plus access to the community pool—all with an HOA of approximately just $60 per year. Conveniently located near Super Walmart, Home Depot, restaurants, shopping, Schools, and Shingle Creek Regional Park, with its walking trails and kayaking opportunities. The Disney area, I-4, and other Central Florida attractions are also within convenient driving distance. Offered at $334,900, this could be a great fit for a buyer who values location, potential and the opportunity to create a home that reflects their own style. Schedule your private showing and come see the possibilities for yourself!

4609 Cheyenne Point Trail, Kissimmee
$369,990
3 Beds ⋅ 3 Baths ⋅ Hub At Westside Reserve SubDv. ⋅ 34747 Zip Code
Just 15 minutes from Disney, this beautifully furnished townhome offers the perfect combination of style, comfort, and investment potential. The first floor features a private bedroom with convenient hall access to a full bath, ideal for guests or added privacy. Upstairs, you’ll find two spacious bedrooms with private bath, a versatile loft, and laundry. Beautifully decorated with modern, cozy furnishings, this home is move-in ready. Enjoy it as your primary residence, vacation getaway, short-term rental, or long-term investment. Located in one of Kissimmee’s most desirable communities near Disney, this is an incredible opportunity to own a turnkey Florida property in a prime location. Come see it for yourself—schedule your private showing today!

8746 Good Vibes Place, Kissimmee
$729,000
9 Beds ⋅ 7 Baths ⋅ Solara Resort SubDv. ⋅ 34747 Zip Code
Virtually Staged. Welcome to 9034 Sunshine Ridge Loop, a beautifully updated 9-bedroom, 6.5-bath home offering 4,363 square feet of living space in the gated Solara Resort community. This spacious home has been refreshed throughout and offers an impressive combination of size, comfort, entertainment space, and resort-style living. Recent updates include new plank flooring replacing the previous carpet, fresh interior paint, updated furnishings, a brand-new sectional sofa, and a new outdoor dining table set by the pool. The home is offered fully furnished, allowing the next owner to enjoy it from day one. Designed to accommodate large groups, the floor plan offers 9 bedrooms and 6.5 bathrooms with sleeping accommodations for up to 24 guests. The bedroom configuration includes 5 king beds along with queen, full, twin, and bunk-bed accommodations. A first-floor primary suite adds convenience, while the generous layout provides plenty of room for family and guests. The main living area features an open and inviting design with a spacious kitchen offering granite countertops, stainless steel appliances, abundant cabinetry, and plenty of space for gathering and entertaining. Separate dining and entertainment areas, an upstairs loft, game room, and theater room provide multiple spaces to relax and enjoy the home. Step outside to the screened private pool and spa, complete with the new outdoor dining set, creating an ideal setting for enjoying Florida's year-round sunshine, outdoor meals, and time by the pool. Solara Resort offers an extensive collection of amenities including a heated resort-style pool, FlowRider surf simulator, bar and grill, coffee bar, fitness center, sand volleyball court, full-size soccer field, basketball court, playground, poolside cabanas, game room, indoor and outdoor lounges, and additional recreational facilities. Conveniently located near Walt Disney World, Universal Orlando, SeaWorld, Disney Springs, shopping, dining, and entertainment, this home offers an exceptional combination of space, recent updates, private outdoor amenities, and access to one of the Orlando area's most popular resort communities.

9034 Sunshine Ridge Loop, Kissimmee
$209,900
2 Beds ⋅ 2 Baths ⋅ Ashley Park At Harmony SubDv. ⋅ 34773 Zip Code
Welcome to an easier way of living in Harmony, where your neighborhood is about much more than the home itself. This bright, end-unit townhome offers 2 bedrooms, 2 bathrooms and an attached one-car garage, all within easy walking distance of Harmony's town square, restaurant, community pool and miles of trails.Natural light fills the open living space, while a split-bedroom floor plan provides privacy and flexibility for everyday living, guests or a home office. The kitchen opens to the main living area, and sliding glass doors extend the space outdoors, perfect for enjoying the cooler weather just around the corner.What truly sets this home apart is the lifestyle just outside your door. Harmony was designed around connection, recreation and enjoying the outdoors, with community amenities, trails, green spaces and schools located right within the community. Walk to the town square for a bite to eat, head out for an evening stroll, spend the afternoon at the pool, or simply enjoy having so much of your everyday life close to home.For a first-time buyer or anyone looking for a lower-maintenance lifestyle without giving up a sense of community, this is an opportunity to make Harmony home. And when you're ready for a change of scenery, the Atlantic coast and Melbourne Beach are approximately a 40-minute drive away.

7107 Red Lantern Dr Unit 7107, Harmony
$275,000
3 Beds ⋅ 3 Baths ⋅ Paradise Cay SubDv. ⋅ 34746 Zip Code
LOCATION, UPDATES & INVESTMENT POTENTIAL! Welcome to this beautifully updated 3-bedroom, 3-bathroom home in the gated community of Paradise Cay, ideally located just 15 minutes from Walt Disney World and Orlando’s world-famous attractions. Whether you’re looking for an investment property, vacation home, or primary residence, this home offers an exceptional combination of location, amenities, and recent improvements. The desirable split-bedroom floor plan provides privacy and functionality, while the small, private backyard area offers a comfortable space to relax or entertain. Major updates include a new A/C system installed in March 2026, plus a new dishwasher, range, refrigerator, water heater, and flooring, all completed in May 2026. Enjoy resort-style living within the gated community, featuring a community pool, tennis courts, spa, pickleball, shuffleboard, bocce ball, BBQ area, clubhouse, and fitness center. The location is truly a standout feature—approximately 15 minutes to Walt Disney World and conveniently close to Orlando’s world-renowned theme parks, attractions, dining, shopping, entertainment, and major roadways. This prime location makes the property especially appealing to both long-term and vacation-oriented investors. The property has an established rental history- an additional appeal for investors. With its recent upgrades, flexible floor plan, extensive community amenities, and unbeatable proximity to Disney and the attractions, this property is an excellent opportunity for an investor, second-home buyer, or family looking to enjoy the best of the Central Florida lifestyle.

5340 Paradise Cay Circle, Kissimmee
$399,500
3 Beds ⋅ 2 Baths ⋅ Wiregrass Ph 1 SubDv. ⋅ 34771 Zip Code
Some homes are simply clean… and then there are homes that make you wonder if Mrs. Clean actually lives here! From the moment you step through the front door, it is immediately apparent that this 3-bedroom, 2-bathroom home has been exceptionally loved, cared for, and maintained. One of the cleanest and most well-kept homes you will find, this property offers that rare feeling of walking into a home where every detail has been thoughtfully cared for and there is truly nothing left to do but unpack and enjoy. Designed with comfortable Florida living in mind, the open-concept floor plan creates an inviting sense of space while allowing the living, dining, and kitchen areas to flow naturally together. Whether you're hosting friends for dinner, gathering with family, or simply enjoying a quiet evening at home, the layout feels both functional and effortlessly comfortable. The kitchen features stainless steel appliances and plenty of workspace, making everyday meals and entertaining a pleasure. The split-bedroom design provides a wonderful sense of privacy, with the primary suite thoughtfully separated from the additional bedrooms. A dedicated laundry room adds another layer of convenience to the home's well-planned design. But perhaps one of the most special features awaits just beyond the living area. Step onto the screened-in patio and take in the peaceful pond view. This is the kind of outdoor space that invites you to slow down—morning coffee while watching the water, an afternoon glass of wine, or an evening spent watching the sky transform into brilliant Florida sunset colors. The tranquil waterfront setting creates a beautiful backdrop and a sense of serenity that is becoming increasingly difficult to find. Beyond the home itself, you'll enjoy the benefits of an established community with amenities including a community pool and dog park, making it easy to enjoy Florida's outdoor lifestyle without sacrificing convenience. Pet lovers will appreciate the nearby Wiregrass Dog Park, while everyday shopping and dining are close at hand at Cornerstone at Narcoossee. Location is another standout. You'll be conveniently positioned near Lake Nona Medical City, Orlando International Airport, major transportation routes, shopping, dining, and highly regarded schools, giving you the ideal combination of accessibility and peaceful residential living. And while the location and amenities are certainly appealing, it is the condition of this home that truly sets it apart. Pride of ownership is evident throughout. This is not a home that has simply been prepared for the market—it feels like a home that has been genuinely cared for. Clean, comfortable, inviting, and exceptionally well maintained, it offers the kind of confidence buyers dream about finding. Imagine coming home, closing the door behind you, and leaving the day's demands behind. Enjoy dinner with friends, relax in the living room, or step outside to watch the sunset reflected across the pond. This is more than a house—it is a place where life feels easy, peaceful, and comfortable. If you've been waiting for a home that checks the boxes for location, layout, lifestyle, and condition, 1544 Wynell Street deserves to be at the top of your list. Homes this clean, this well cared for, and this inviting don't come along every day. Come see it for yourself—you may just find the home you've been waiting for.

1544 Wynell Street, St Cloud
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