Kissimmee Homes with Clubhouse Community Features

Kissimmee Homes with Clubhouse Community Features

Welcome to Kissimmee, Florida, a vibrant city nestled in the heart of Osceola County, where sunshine and charm meet to create a perfect living environment. Known for its close proximity to world-renowned attractions like Walt Disney World, Universal Studios, and a host of outdoor adventures, Kissimmee is a haven for both families and retirees seeking a dynamic lifestyle.

The real estate market in Kissimmee offers a variety of homes, but one standout feature that draws many to this area is the abundance of Clubhouse Community Homes. These communities provide not just a residence, but a lifestyle filled with amenities designed to enhance your living experience. Imagine waking up to a community where neighbors become friends, and every day feels like a getaway.

Clubhouse amenities often include sparkling swimming pools, fitness centers, game rooms, and social gathering spaces that host events, allowing residents to connect and create lasting memories. Whether you’re enjoying a sunny afternoon by the pool, participating in a yoga class, or attending a community barbecue, these features foster a sense of belonging and community spirit.

Kissimmee's Clubhouse Communities are perfect for those who appreciate a blend of leisure and activity, offering a lifestyle that’s both relaxed and engaging. With a diverse range of home styles and prices, there’s something for everyone in this enchanting city. Come explore Kissimmee, where your dream home awaits amidst a backdrop of sunshine, adventure, and community warmth!

Newest Kissimmee Homes with Clubhouse Community Features

2602 Brandywine Court, Kissimmee
$399,900
4 Beds ⋅ 3 Baths ⋅ S5159907 MLS
Welcome to this spacious 4-bedroom, 2.5-bathroom single-family home featuring 2,415 square feet of living space on a generous quarter plus-acre lot in Kissimmee. Built in 2000, this property offers ample room to grow, entertain, and enjoy the sunny Florida lifestyle. Primary bedroom is downstairs with 3 more bedrooms upstairs. Each bedroom as a walk-in closet. Large screened in back patio has a beautiful saltwater swimming pool and oversized back yard. The AC was replaced in 2023 and roof in 2017. Upgraded double pane windows help make the home more efficient! The community of Gleneagles is a gated community inside the golf community of Remington. On top of golfing, the community also offers a clubhouse, playground, community pool, basketball courts, and so much more! A vibrant walking community with sidewalks throughout gives so many opportunities for exercise and enjoying time outdoors meeting your neighbors!

2602 Brandywine Court, Kissimmee
1941 Partin Terrace Road, Kissimmee
$499,000
4 Beds ⋅ 4 Baths ⋅ O6451509 MLS
IN-LAW suite with separate entrance; includes its own kitchenette and full bathroom—ideal for multigenerational living or guests. Beautiful move-in-ready home featuring 4 bedrooms, 3.5 baths, and the highly sought-after Camden floor plan with a private in-law suite and its own separate entrance. The main living area offers a bright, open kitchen with granite countertops, custom backsplash, and a water filtration system. Tile and luxury vinyl plank flooring flow throughout the home. A built-in entertainment center with an electric fireplace adds a warm, modern touch. The spacious bonus room is perfect for a home office, hobby room, or additional flex space. Additional upgrades include: • Smart-home technology • Extensive camera system (some cameras convey) • Renovated attic with custom electric lift • Whole-home water softener • Ceiling fans in every room • Custom wine cabinet with extra storage Enjoy access to three clubhouses, three resort-style pools, two fitness centers, miles of scenic nature trails, playgrounds, and a dog park—all with a LOW HOA. Enjoy indoor-outdoor living in the large, enclosed Florida room, leading out to a beautiful paver patio overlooking breathtaking sunset views, rocket launches can even be seen from the backyard. Enjoy the expansive view of the wildlife preserve. The large corner lot features gated rear access, plus a covered shed for added storage.

1941 Partin Terrace Road, Kissimmee
4375 Silver Creek Street, Kissimmee
$599,900
5 Beds ⋅ 3 Baths ⋅ O6449223 MLS
Welcome to 4375 Silver Creek Street, where elegance meets modern comfort in the heart of Kissimmee! This beautifully designed two-story residence offers the perfect blend of sophistication, space, and functionality. Step inside to discover an inviting floor plan featuring elegant tile flooring, a stunning wood staircase with decorative iron railings, and spacious living areas ideal for both everyday comfort and entertaining. The beautifully appointed kitchen flows seamlessly into the expansive family room, while separate formal living and dining areas add a touch of elegance. The first floor also features a versatile bonus room that can easily serve as a fifth bedroom, private home office, or guest retreat. Upstairs, you'll find four generously sized bedrooms, including a spacious owner's suite with two closets and a private bathroom, along with a large loft perfect for entertainment or relaxation. Enjoy Florida living at its finest with an extended covered lanai, ideal for outdoor gatherings, and a convenient two-car garage. A remarkable home offering elegance, versatility, and exceptional living space. Schedule your private showing today!

4375 Silver Creek Street, Kissimmee
1785 Petiole Place, Kissimmee
$525,000
4 Beds ⋅ 3 Baths ⋅ O6449191 MLS
Short Sale. Welcome to this BEAUTIFULLY MAINTAINED 4-Bedroom, 3-Bath home in Penny Royal of Kissimmee! Built in 2023 and offering over 2,300 SQUARE FEET, this CORNER-LOT HOME still feels fresh and modern, with a MOVE-IN-READY condition and stylish finishes throughout. A BRICK PAVER DRIVEWAY leads to the TWO-CAR GARAGE, while a matching paver walkway welcomes you to the front porch. Step through the beautiful front door with its DECORATIVE BEVELED, TEXTURED GLASS INSERT and discover a bright, inviting interior featuring LUXURY VINYL PLANK FLOORING throughout.The OPEN-CONCEPT FLOOR PLAN seamlessly connects the Living Room, Dining Room and Kitchen, creating an ideal setting for everyday living and entertaining. NATURAL LIGHT pours in through the windows and sliding glass door, enhancing the home's warm, airy feel. The stunning Kitchen is designed to impress, featuring solid wood cabinetry, QUARTZ COUNTERTOPS, a stylish modern backsplash and a convenient closet pantry. A beautiful BELFAST SINK, built-in oven, sleek cooktop with a CONTEMPORARY RANGE HOOD, and a spacious center island with BREAKFAST BAR SEATING complete this thoughtfully designed space. A FIRST-FLOOR BEDROOM and Full Bath provide excellent flexibility for visiting guests, extended family or multigenerational living. Upstairs, a SPACIOUS LOFT offers additional living space—perfect for a game room, media area or a comfortable place to gather. The nearby Primary Suite provides a relaxing retreat, complete with an en suite Bath featuring DUAL SINKS, a GARDEN TUB, separate STEP-IN SHOWER and PRIVATE WATER CLOSET. The generous walk-in closet is enhanced by a CUSTOM BUILT-IN CLOSET SYSTEM (2025), creating an organized and functional space. Two additional Bedrooms, a Full Bath and an upstairs Laundry Room with a utility sink complete the second floor. Step outside to the COVERED REAR PORCH overlooking the GENEROUS BACKYARD, offering a wonderful space for outdoor dining, weekend gatherings or simply unwinding at the end of the day. Residents also enjoy a LOW-HOA COMMUNITY with a clubhouse, community pool and playground—perfect for enjoying the Florida sunshine close to home. CONVENIENTLY LOCATED in Kissimmee, Penny Royal offers access to everyday shopping, dining and recreation, with THE LOOP providing a popular destination for restaurants, entertainment, and shopping. Explore the waterfront and walking paths at KISSIMMEE LAKEFRONT PARK, enjoy local shops and dining in HISTORIC DOWNTOWN KISSIMMEE, or plan a day of adventure at Central Florida’s WORLD-FAMOUS THEME PARKS. Major roadways, including Florida’s Turnpike and US-192, help connect you to destinations throughout the Orlando area. With so much to love, from the MODERN FINISHES to the SPACIOUS LAYOUT and COMMUNITY AMENITIES, this NEARLY-NEW HOME offers the comfort and convenience of a thoughtfully designed home without the wait of new construction, and an exceptional place to call home. Come see it for yourself!

1785 Petiole Place, Kissimmee
1895 Cassidy Knoll Drive, Kissimmee
$375,000
3 Beds ⋅ 2 Baths ⋅ S5159824 MLS
MOVE-IN READY in KINDRED with HOA UNDER $11/MONTH! This 2019 single-story home offers 3 bedrooms, 2 baths and 1,676 sq ft in one of Kissimmee’s most sought-after communities. A bright, open-concept layout connects the living and dining areas to a kitchen with a large center island and breakfast bar, plenty of cabinet space and pendant lighting, ideal for everyday living and entertaining. The split-bedroom floor plan adds privacy, and the primary suite includes a spacious bath with dual sinks and a walk-in shower. Step out to the screened lanai overlooking a generous, fully fenced backyard with plenty of room to play, garden or relax. Other highlights include an interior laundry room, tile in the main traffic areas and a two-car garage. Kindred offers resort-style amenities: community pools, fitness centers, clubhouses, tennis courts, playgrounds, dog parks and walking trails, plus on-site elementary and middle schools. Minutes to Florida’s Turnpike, NeoCity, Lake Nona Medical City, shopping, dining and Central Florida’s world-famous attractions. Space, comfort, amenities and outstanding value. Schedule your private showing today!

1895 Cassidy Knoll Drive, Kissimmee
221 Westmoreland Circle, Kissimmee
$425,000
4 Beds ⋅ 2 Baths ⋅ O6450831 MLS
OVER $50,000 IN UPGRADES! FULLY RENOVATED! GOLF COURSE VIEW! MOVE-IN READY! WHY PAY MORE FOR NEW CONSTRUCTION? Welcome to 221 Westmoreland Circle, Kissimmee, FL 34744, a beautifully remodeled 4-BEDROOM, 2-BATHROOM, 1,767 SQFT single-family home located in the desirable REMINGTON GOLF COMMUNITY! Featuring beautiful GOLF COURSE VIEWS, modern finishes, and over $50,000 IN RECENT UPGRADES, this meticulously updated home offers exceptional value without the higher price tag often associated with new construction! The sellers have invested extensively in improvements, including a BRAND-NEW KITCHEN, BEAUTIFULLY UPDATED BATHROOMS, UPDATED FLOORING, NEW WATER HEATER, FRESH INTERIOR AND EXTERIOR PAINT, and a beautifully finished EPOXY-COATED GARAGE FLOOR! Additional features include RAIN GUTTERS and a spacious 2-CAR GARAGE. Step inside and experience a bright, inviting floor plan with soaring ceilings, beautifully updated living spaces, and contemporary finishes throughout. The completely renovated kitchen serves as the heart of the home, while the updated bathrooms and flooring create a fresh, modern atmosphere. Enjoy the added benefit of SCENIC GOLF COURSE VIEWS, providing a beautiful backdrop for everyday living, relaxing evenings, and entertaining guests. Used primarily as a SEASONAL WINTER RESIDENCE by its owners, this home has been enjoyed during their winter visits to Florida and thoughtfully maintained. Located in the established REMINGTON GOLF COMMUNITY, this property offers convenient access to FLORIDA'S TURNPIKE, US-192, SHOPPING, RESTAURANTS, PUBLIX, WALMART, AND EVERYDAY ESSENTIALS. Enjoy approximately 5–10 MINUTES TO SHOPPING AND GROCERY STORES, 8–10 MINUTES TO FLORIDA'S TURNPIKE, 20–25 MINUTES TO ORLANDO INTERNATIONAL AIRPORT (MCO), 25–30 MINUTES TO LAKE NONA, 35–40 MINUTES TO DOWNTOWN ORLANDO AND WALT DISNEY WORLD, AND 40–45 MINUTES TO UNIVERSAL ORLANDO, depending on traffic and route. Whether you're searching for a PRIMARY RESIDENCE, SECOND HOME, VACATION RETREAT, OR MOVE-IN READY HOME NEAR ORLANDO, this property offers the perfect combination of location, comfort, and modern upgrades! WHY WAIT FOR NEW CONSTRUCTION AND PAY EXTRA FOR UPGRADES WHEN YOU CAN OWN A METICULOUSLY REMODELED HOME WITH GOLF COURSE VIEWS IN AN ESTABLISHED COMMUNITY? With over $50,000 invested in improvements, scenic surroundings, and an excellent Central Florida location, this property is truly a must-see! SCHEDULE YOUR PRIVATE SHOWING TODAY! PLEASE NOTE: Select listing photos have been virtually enhanced with wall art and decorative accents. The furniture shown in the photographs is physically staged inside the property.

221 Westmoreland Circle, Kissimmee
2855 N Point Blvd, Kissimmee
$595,000
5 Beds ⋅ 4 Baths ⋅ S5159737 MLS
Looking for SPACE? You've found it! This beautiful property has so much room to spread out, space to gather, and a pond view to enjoy! Located in the gated North Pointe community, this two-story home offers 5 bedrooms, 3.5 bathrooms, and approximately 3,475 square feet of living space. The layout features a downstairs primary suite, separate formal dining room, office/den, and upstairs loft—giving you flexibility for work, relaxation, and entertaining.The kitchen features an island, breakfast bar, and walk-in pantry, while the covered patio offers a spot to unwind overlooking the pond. A three-car tandem garage provides additional parking and storage space. Enjoy community amenities including a pool, clubhouse, and playground, with access to Boggy Creek Road and the surrounding Lake Nona area. Schedule your private showing and explore the possibilities!

2855 N Point Blvd, Kissimmee
1485 Rylee Rock Way, Kissimmee
$320,000
3 Beds ⋅ 3 Baths ⋅ O6448206 MLS ⋅ 1485 BLDG.
Virtually Staged. BEAUTIFULLY RENOVATED END-UNIT TOWNHOME WITH OPEN GREEN-SPACE VIEWS IN KINDRED! Welcome to this move-in-ready 3-bedroom, 2.5-bath townhome offering 1,870 sq. ft. of living space, a versatile upstairs loft, and a desirable location directly across from an expansive community green space. Step inside to discover a bright, open floor plan featuring a beautifully updated kitchen with NEW white shaker cabinets, sparkling white quartz countertops, subway tile backsplash, stainless steel appliances, and modern fixtures. The spacious living and dining areas feature tile flooring, while NEW luxury vinyl plank flooring extends throughout the stairs and entire second floor, including all bedrooms and the loft—NO CARPET! Upstairs, the primary suite offers a walk-in closet and a private bathroom with a double-sink vanity, complemented by two additional bedrooms, a full bathroom, and a flexible loft ideal for a home office, playroom, or additional living space. Recent improvements include fresh interior paint, updated bathroom vanities and fixtures, new toilets and mirrors, ceiling fans in all bedrooms, modern lighting, and a smart thermostat. The convenient downstairs half bath and rear-entry garage complete the functional layout. Enjoy the added privacy of an END UNIT and an inviting front setting overlooking the community's open green space. Kindred offers an impressive selection of amenities, including community pools, clubhouse, fitness center, playgrounds, sports facilities, and recreational green spaces. Convenient access to the Florida Turnpike and US-192 makes commuting and exploring Central Florida easy. Beautifully updated, thoughtfully designed, and ready to move in!

1485 Rylee Rock Way, Kissimmee
255 Strathmore Circle, Kissimmee
$469,900
4 Beds ⋅ 2 Baths ⋅ O6449105 MLS
Immaculate golf course home overlooking the 18th hole, featuring a sparkling pool, spa, and gorgeous tile deck perfect for outdoor entertaining! This well-appointed home offers a NEW ROOF, vinyl plank flooring, shutters throughout, crown molding in the main living areas, decorative chair rail, and premium ceiling fans. The kitchen features granite countertops, a center island, decorative backsplash, and stainless-steel appliances. Vinyl plank flooring extends throughout most of the home and the spacious 3-car garage features epoxy-coated floors and an 18,000 BTU A/C wall unit. Must see home!

255 Strathmore Circle, Kissimmee
1805 Lee Janzen Drive, Kissimmee
$550,000
3 Beds ⋅ 3 Baths ⋅ O6449073 MLS
Virtually Staged. GOLF COURSE VIEWS, WATERFRONT SERENITY & YOUR OWN PRIVATE POOL! Experience resort-style Florida living in the desirable gated community of Kissimmee Bay Country Club! This stunning 3-bedroom, 3-bath POOL home offers 2,155 sq. ft. of living space and a 2-car garage. Featuring a desirable split-bedroom floor plan, formal living and dining rooms, and an inviting family room with fireplace. The kitchen boasts granite countertops, stainless steel appliances, custom cabinetry, and a charming breakfast area. The spacious primary suite features dual closets, a luxurious bath with dual vanities, soaking tub, separate shower, and direct pool access. STEP OUTSIDE TO YOUR OWN PRIVATE PARADISE! Enjoy breathtaking pond and golf course views from the expansive screened pool enclosure, complete with a brick-paver deck and covered lanai—perfect for entertaining or relaxing year-round! Kissimmee Bay offers an exceptional lifestyle with an 18-hole golf course, clubhouse restaurant, tennis courts, community dock, boat and RV storage, and playground. HOA benefits include basic cable, internet, nighttime security, and irrigation water. Certain amenities may require additional fees or memberships. Don't miss this incredible opportunity to own your own slice of Florida paradise! Schedule your private showing today!

1805 Lee Janzen Drive, Kissimmee
2613 Play Hard Alley, Kissimmee
$340,000
3 Beds ⋅ 3 Baths ⋅ S5159386 MLS ⋅ 2613 BLDG.
Beautiful home located in the desirable Tohoqua community of Kissimmee (34744)! This stunning property features a modern two story layout with a light filled open concept living and dining area designed for seamless everyday living and entertaining. The well appointed kitchen includes sleek countertops, spacious cabinetry, and a central island. Upstairs bedrooms provide comfort and privacy, including a spacious primary suite with a private full bathroom. Residents enjoy fantastic resort style community amenities including a luxury clubhouse, resort pool, fitness center, tennis courts, playground, and scenic walking trails. Ideally situated with quick access to Florida's Turnpike and US 192, ensuring an easy commute to Lake Nona Medical City, Orlando International Airport, local dining, and shopping. Schedule your private showing today!

2613 Play Hard Alley, Kissimmee
2802 Quiet Water Trail, Kissimmee
$760,000
5 Beds ⋅ 5 Baths ⋅ S5159332 MLS
Virtually Staged. YOUR PRIVATE FLORIDA RETREAT AWAITS! OVER 4,300 SQ. FT. OF RENOVATED MEDITERRANEAN ELEGANCE, SPECTACULAR SUNSETS, WATER VIEWS & RESORT-STYLE LIVING—JUST MINUTES FROM LAKE NONA! Discover one of Central Florida’s best-kept secrets in The Landings at North Shore, a beautiful gated community near the shores of East Lake Tohopekaliga. This impressive 5-bedroom, 5-bathroom executive residence, built by Centerline Homes, offers an extraordinary combination of space, elegance, modern upgrades, and location. Recently transformed with extensive improvements, this home welcomes you with soaring ceilings, a majestic staircase, and an inviting floor plan designed for both everyday comfort and unforgettable entertaining. Freshly painted inside and out, the residence features new water-resistant flooring and baseboards throughout the second floor and portions of the first floor, FIVE beautifully renovated bathrooms with modern cabinetry, quartz countertops, illuminated mirrors, and new toilets. The refreshed gourmet kitchen showcases updated cabinetry, stunning quartz countertops, and BRAND-NEW appliances. Both A/C systems have received significant component upgrades, and the pool features newly replaced valves and professional weekly maintenance. The thoughtfully designed first floor offers a private office with French doors opening to the front patio, elegant formal living and dining rooms, and a spacious family room filled with natural light. French doors invite you outside to the covered lanai, screened pool, and spa, where your very own Florida paradise begins. IMAGINE ENDING EVERY DAY WITH A SUNSET! Perfectly positioned on the WEST SIDE of the residence, the poolside retreat enjoys beautiful afternoon sunshine and breathtaking sunset skies overlooking the peaceful pond. Whether sipping your morning coffee, hosting weekend gatherings, or unwinding beneath the colors of a Florida sunset, this outdoor oasis makes every day feel like a vacation. The spacious primary suite offers tranquil water views, a generous walk-in closet, and an inviting bathroom with a jetted soaking tub, separate glass-enclosed shower, and dual vanities. Upstairs, an expansive bonus room with kitchenette, adjoining bedroom, and private bathroom creates an exceptional opportunity for multigenerational living, visiting guests, or a private entertainment retreat. Additional generously sized bedrooms, bathrooms, and a pond-view sitting area provide flexibility for today’s evolving lifestyles. LOCATION, LIFESTYLE & CONVENIENCE! Enjoy the benefits of living near Lake Nona’s thriving Medical City without sacrificing space or the charm of an established gated community. Conveniently located near the Orlando VA Medical Center, UCF’s medical campus, USTA National Campus, Orlando International Airport, and Austin-Tindall Sports Complex, with easy access to SR 417 and SR 528 connecting you to downtown Orlando, theme parks, shopping, dining, and Florida’s beaches. Offering approximately 4,323 square feet of living space, a THREE-CAR GARAGE, five bedrooms, five bathrooms, extensive recent upgrades, and a private pool and spa with picturesque water views, this residence is more than a home—IT’S THE FLORIDA LIFESTYLE YOU’VE BEEN DREAMING OF! Discover the space, experience the transformation, and fall in love with the sunsets. Schedule your private showing today!

2802 Quiet Water Trail, Kissimmee
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