Kissimmee Homes with Pool Community Features

Kissimmee Homes with Pool Community Features

Welcome to Kissimmee, Florida – a vibrant city that beautifully blends the charm of small-town living with the excitement of a bustling tourist destination! Nestled in Osceola County, Kissimmee is just a stone's throw away from the world-renowned attractions of Orlando, making it a prime location for families and adventure-seekers alike. With its rich history, diverse culture, and picturesque landscapes, Kissimmee offers a lifestyle that is as dynamic as it is inviting.

One of the standout features of Kissimmee is its array of homes with pool community options. Imagine stepping out into your backyard to a sparkling pool, perfect for those sunny Florida days! These communities are designed with relaxation and recreation in mind, providing residents with access to resort-style amenities that include private swimming pools, lush landscaping, and often, community clubhouses. Whether you're hosting a summer barbecue or enjoying a quiet evening under the stars, these homes offer the perfect backdrop for creating lasting memories.

Living in Kissimmee means you can enjoy the best of both worlds – the tranquility of suburban life with the excitement of nearby attractions like Walt Disney World, Universal Studios, and an array of shopping and dining options. The warm, welcoming community spirit and the endless opportunities for outdoor activities make Kissimmee an ideal place to call home. Discover your dream home in one of Kissimmee’s beautiful pool communities and embrace the Florida lifestyle you’ve always imagined!

Newest Kissimmee Homes with Pool Community Features

$239,900
3 Beds ⋅ 3 Baths ⋅ Trafalgar Village Ph 1 SubDv. ⋅ 34758 Zip Code
Beautifully maintained 3-bedroom, 3 full-bath townhome located in Trafalgar Village, one of Kissimmee's most desirable guard-gated communities. This move-in-ready home features an open-concept floor plan with a spacious kitchen overlooking the dining and living areas, creating the perfect space for entertaining or everyday living. A full bathroom and laundry closet are conveniently located on the first floor, while upstairs you'll a spacious primary suite featuring two closets and an ensuite primary bathroom with a double vanity, along with generously sized secondary bedrooms offering ample closet space. The HOA provides exceptional value by covering the roof, exterior maintenance, exterior siding, lawn care, landscaping, and trash service, allowing you to enjoy truly low-maintenance living. Trafalgar Village offers an impressive collection of resort-style amenities, including 24-hour guarded security, a large community pool with spa, an artificial beach, fitness center, 48-seat movie theater, game room with billiards and video games, basketball court, pickleball court, shuffleboard courts, dog park, playground, barbecue and picnic area, scenic walking and jogging trails, private community mailboxes, and beautifully maintained common areas. Conveniently located just minutes from major highways, shopping, dining, entertainment, and approximately 10 minutes from Walt Disney World and Central Florida's world-famous attractions, this home is an excellent opportunity as a primary residence, vacation, or investment property.

4997 Town Terrace S, Kissimmee
$519,060
4 Beds ⋅ 3 Baths ⋅ Tohoqua SubDv. ⋅ 34744 Zip Code
Tohoqua is the kind of neighborhood you've been looking for, with an exciting amenity center and a location within proximity to major roadways, including US-192, the FL. Turnpike and within 30 minutes of Orlando International Airport, Orlando’s world class amusement parks, and Medical City. Enjoy the adjacent Twin Oaks Park Florida Trail, featuring trails along famous Lake Tohopekaliga and connectivity to regional trail networks. A planned Village Center at the entrance to Tohoqua will offer shops, restaurants, healthcare and medical offices, a farmers' market and much more. Community amenities include a clubhouse, resort-style pool, community parks, a dog park, fitness center, sports courts, a playground and more! State-of-the-art technology will ensure that your family and business are connected to the latest and best tech options. Welcome to the Concord, a thoughtfully designed AllGen residence created to bring comfort, flexibility, and togetherness to every generation. This spacious one-story home offers a total of 4 bedrooms, 3 bathrooms, an “All Gen Living” space, an enclosed flex room, and a 2-car garage, with an innovative layout that truly provides a place for everyone. At the heart of this design is the private AllGen suite, ideal for multi-generational living or long-term guests. This self-contained space features its own indoor entrance, a comfortable bedroom, a full bathroom with a glass-enclosed walk-in shower, and a dedicated “All Gen” living area complete with a kitchenette, providing independence while still being seamlessly connected to the main home. As you step inside the main entrance, you’re greeted by an inviting, extended foyer that guides you into the open-concept living area. The chef-inspired kitchen boasts Whirlpool stainless steel appliances, a convenient pantry, elegant Trenton Quill cabinetry, quartz countertops, a single-bowl stainless steel sink, pendant light pre-wiring, and a large center island perfect for meal prep and gathering with loved ones. The kitchen flows effortlessly into the café area, where a sliding glass door opens to the covered lanai. Enhanced by abundant windows, this entire space is filled with beautiful natural light. The private Owner’s Suite offers a peaceful escape, featuring a spacious walk-in closet and a spa-like en suite bathroom complete with dual sinks atop a quartz-topped vanity, a linen closet, a private water closet, and a luxurious glass enclosed shower, and free standing tub. Separate from the AllGen suite, two additional bedrooms and a full secondary bathroom are situated together in their own hallway, creating an ideal layout for privacy and comfort. Rounding out the home is an enclosed flex room, offering endless possibilities: create a quiet home office, a hobby space, a media room, or a cozy reading nook—the choice is yours. The Concord combines modern elegance, thoughtful functionality, and multi-generational versatility, making it the perfect place to call home.

2562 Winter Sky Street, Kissimmee
$599,900
4 Beds ⋅ 4 Baths ⋅ Reunion West Village 3a SubDv. ⋅ 34747 Zip Code
Virtually Staged. Welcome to this exceptional Reunion residence offering the perfect blend of comfort, privacy, and resort-style living. This beautifully designed 4-bedroom, 3.5-bath home features a spacious open layout, elegant finishes, a private pool. The first-floor primary suite provides convenience and privacy, while the upstairs bedrooms and bonus space offer flexibility for family, guests, or entertaining. Located in the sought-after Reunion West community, residents can enjoy access to world-class amenities, including multiple championship golf courses, resort-style pools, dining, and recreational opportunities. Whether used as a primary residence, vacation retreat, or investment property, this home offers an incredible opportunity to experience the best of Central Florida living.

877 Desert Mountain Court, Kissimmee
$379,290
3 Beds ⋅ 3 Baths ⋅ Tohoqua SubDv. ⋅ 34744 Zip Code
Under Construction. Tohoqua is the kind of neighborhood you've been looking for, with an exciting amenity center and a location within proximity to major roadways, including US-192, the FL. Turnpike and within 30 minutes of Orlando International Airport, Orlando’s world class amusement parks, and Medical City. Enjoy the adjacent Twin Oaks Park Florida Trail, featuring trails along famous Lake Tohopekaliga and connectivity to regional trail networks. A planned Village Center at the entrance to Tohoqua will offer shops, restaurants, healthcare and medical offices, a farmers' market and much more. Community amenities include a clubhouse, resort-style pool, community parks, a dog park, fitness center, sports courts, a playground and more! State-of-the-art technology will ensure that your family and business are connected to the latest and best tech options. Introducing the Camden bungalow, a brand-new home that includes 3 spacious bedrooms, 2 full bathrooms, a powder room, and a 2-car rear-load attached garage. The heart of the home is the open-concept kitchen, café, and gathering room, all bathed in natural light. This inviting space is perfect for both everyday living and entertaining. The kitchen boasts a large center island, a convenient storage pantry, and top-of-the-line Whirlpool stainless steel appliances—including a refrigerator. Burlap cabinetry, decorative tile backsplash, and quartz countertops complete the sophisticated look. For added convenience, the first floor includes a powder room. Upstairs, you’ll find the private owner’s suite, two additional bedrooms, a second full bathroom, and the laundry room. The owner’s suite is a true retreat, featuring a walk-in closet and a luxurious en suite bathroom with a frameless glass-enclosed shower, quartz-topped dual vanity, and linen closet. Throughout the first floor living spaces, enjoy the beauty of Wood-Look Luxury Vinyl Plank flooring, while tile enhances the laundry room and bathrooms. Plush, stain-resistant Shaw carpet covers the stairs, flex room, and bedrooms, adding comfort and style. This new construction home perfectly blends luxury, convenience, and modern design, making it the ideal place to live and unwind.

2644 Clear Night Avenue Drive, Kissimmee
$429,000
2 Beds ⋅ 2 Baths ⋅ Solivita SubDv. ⋅ 34759 Zip Code
Virtually Staged. Location, Location, Location! NEW ROOF 3/26! This stunning builder’s custom Cabella Model offers the perfect combination of luxury, comfort, and convenience. Ideally situated just a short distance from the main gate and a quick walk to the Village Center with its amenities, restaurants, and events, this home truly has it all. Enjoy expansive golf course views from this 2-bedroom, 2-bath home with a den/study and a climate-controlled workshop/hobby room. Designed as a builder’s model, this residence boasts numerous custom upgrades and has been meticulously cared for—LIVED IN ONLY FOUR YEARS! Step through the stone façade and leaded glass front door into a bright, open-concept living area that seamlessly flows to the screened lanai and the serene golf course beyond. The chef’s kitchen features Quartz counters, an eat-at bar, walk-in pantry, and abundant cabinetry, while the dining area offers beautiful views of the lanai and fairway. The spacious primary suite includes an en-suite bath with Quartz counters, dual sinks, a walk-in shower with seat, and an oversized walk-in closet. The guest bedroom and guest bath with walk-in shower, are thoughtfully positioned on the opposite side for privacy. The den/study is enhanced with custom built-in cabinetry and shelving. Outdoor living is at its finest with a screened lanai, a large pavered patio, and a custom outdoor fireplace—perfect for entertaining. Additional highlights include: CDD Debt Paid Off. Exterior Painted 2025. Custom landscaping & pavered walkway. Tray ceilings & crown molding. Whole-house water filtration system with UV light. Extra closet shelving. New bedroom carpets (2021). Air-conditioned shop/craft room with storage. The HOA provides exceptional value by covering landscaping maintenance, irrigation, cable TV, and high-speed Internet, allowing you to enjoy a low-maintenance lifestyle in this desirable community. Solivita is a premier 55+ community, offering residents an exceptional lifestyle with state-of-the-art amenities. Enjoy a fully 2 equipped fitness centers, dance and aerobics studios, and an impressive array of recreational options including 14 heated swimming pools, two heated spas, tennis courts, pickleball courts, shuffleboard, bocce ball, billiards, and an art gallery. The community also features three on-site restaurants and two championship 18-hole golf courses. With a full calendar of activities and events, there’s always something new to explore and enjoy. This home is conveniently located near a hospital and medical office complex, and shopping center.

159 Casavista Drive, Kissimmee
$68,900
1 Beds ⋅ 1 Baths ⋅ Greenpoint Essential Bldg 1 SubDv. ⋅ 34746 Zip Code
This newly remodeled studio offers the perfect investment opportunity in the heart of everything Kissimmee and Orlando have to offer. Turn-key, convenient, and rental-ready, this property is ideal for investors looking to add a low-maintenance asset to their portfolio. Located just minutes from the world-famous Disney parks, as well as nearby Celebration, shopping centers, dining, and entertainment, this studio provides an unbeatable location with strong rental potential. Whether you're looking for a vacation rental, long-term investment, or a property close to Orlando’s top attractions, this is an opportunity you don’t want to miss!

5367 W Irlo Bronson Mem Hwy Unit 1-203, Kissimmee
$215,000
3 Beds ⋅ 2 Baths ⋅ Villas At Seven Dwarfs Lane Condo SubDv. ⋅ 34746 Zip Code
Welcome to this well-maintained and move-in-ready3 bedroom 2 bath home, offering comfort, flexibility, and exceptional investment potential, located in the desirable Kissimmee area "Villas at Seven Dwarfs". Is been cared for and kept in excellent condition, this move-in ready property features a desirable first-floor primary suite, providing added privacy and convenience. Conveniently located near shopping, dining, major highways, and Central Florida's world famous attractions.

2616 Lodi Circle Unit 104, Kissimmee
$399,900
4 Beds ⋅ 3 Baths ⋅ Storey Creek SubDv. ⋅ 34746 Zip Code
**Welcome home to this beautifully maintained 4 bedroom, 2.5 bath Lennar Dawson floor plan, built in 2020 and cared for by its original owners. Offering 2,357 square feet of designed living space, this home features an open concept layout that's perfect for both everyday living and entertaining. Step inside to a welcoming foyer that opens to a spacious living area filled with natural light from large windows and sliding glass doors. The kitchen is the heart of the home, featuring a large center island with space for bar seating, stainless steel appliances, abundant cabinet and counter space, and an open view of the living room. Just off the kitchen, the dedicated dining area overlooks the fully fenced backyard, creating the perfect setting for family meals and gatherings. Enjoy Florida living year-round from the screened-in patio, offering a peaceful space to relax while overlooking the private backyard. A convenient half bath and under stair storage complete the first floor. Upstairs, you'll find all four bedrooms, along with a versatile loft that makes an ideal home office, study area, or second living space. The spacious primary suite offers plenty of room to unwind and features a large walk-in closet, dual vanity, and private en-suite bath. The upstairs laundry room includes the washer and dryer for added convenience. Located in a desirable Kissimmee community close to shopping, dining, major roadways, and Central Florida attractions, this move-in-ready home combines modern design, functional living spaces, and pride of ownership throughout. Don't miss your opportunity to make it yours!

4330 Sunny Creek Place, Kissimmee
$494,990
3 Beds ⋅ 3 Baths ⋅ Ham Brown Reserve Ph 1a SubDv. ⋅ 34746 Zip Code
Under Construction. Discover the perfect blend of style and comfort in this stunning Ashton Woods home featuring, offering a covered lanai with peaceful pond views. This thoughtfully designed open floor plan includes tile flooring throughout the main living areas. The boasts 42" cabinets, granite countertops, and plenty of space for cooking and entertaining. Nestled in a quiet Kissimmee community with resort-style pool and playground area , this home provides easy access to all that Central Florida has to offer—just 30 minutes from Orlando International Airport, 33 minutes from Disney’s world-famous theme parks, and 30 minutes from the charming shops and restaurants of Celebration.

2677 Broadwing Street, Kissimmee
$449,990
4 Beds ⋅ 2 Baths ⋅ Ham Brown Reserve Ph 1a SubDv. ⋅ 34746 Zip Code
Under Construction. Welcome to Hawks Run, a quiet St. Cloud community featuring a beautifully single family homes by Ashton Woods. This residence offers a covered patio with peaceful water views, creating the perfect backdrop for relaxing mornings or evening gatherings. Inside, the open-concept layout showcases granite countertops, 42" kitchen cabinets, and tile flooring throughout the main living areas, blending style with everyday functionality. Thoughtful finishes and natural light enhance the home’s warm, inviting feel. Conveniently located just 37 minutes from Orlando International Airport, 33 minutes from world-famous theme parks, and 30 minutes from Celebration, Hawks Run provides easy access to top destinations while remaining tucked away in a serene community served by great schools. Residents also enjoy an amenity center with community pool, playground area and more. This home delivers the ideal balance of comfort, convenience, and tranquil Florida living.

2669 Broadwing Street, 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
$257,000
3 Beds ⋅ 2 Baths ⋅ Sun Lake Condo SubDv. ⋅ 34747 Zip Code
Welcome to effortless resort-style living in the heart of Central Florida's premier vacation corridor. Perfectly positioned in the highly desirable gated community of Sun Lake Condominiums, this beautifully updated 3-bedroom, 2-bath residence offers the ideal blend of comfort, convenience, and investment potential just minutes from Walt Disney World, Margaritaville Resort Orlando, Island H2O Water Park, ESPN Wide World of Sports, Celebration Golf Club, world-class dining, shopping, and entertainment. Whether you're searching for a primary residence or your vacation retreat this exceptional property delivers a lifestyle that's difficult to match. Inside, you'll find a bright, open-concept floor plan designed for both everyday living and entertaining. The spacious gathering room is filled with natural light and flows effortlessly to the oversized screened balcony, where peaceful lake views create the perfect setting for morning coffee, evening relaxation, or simply unwinding after a day enjoying everything the Disney area has to offer. The kitchen overlooks the living and dining areas and features abundant cabinetry, generous counter space, a breakfast bar, stainless steel appliances, and a brand-new refrigerator, making it equally functional and inviting. The private primary suite serves as a relaxing retreat with tranquil lake views and direct access to the screened balcony. The spacious en-suite bathroom features dual vanities and ample storage. Throughout the home you'll appreciate the fresh, modern feel created by updated light fixtures, designer switches and outlets, and luxury vinyl plank flooring installed throughout all three bedrooms. This home has been thoughtfully updated to provide years of worry-free ownership, including a new roof completed in 2025, a 2020 HVAC system, a 2021 water heater, and all appliances included with the sale, making this property truly move-in and rental ready. Sun Lake offers residents and guests an exceptional resort lifestyle with gated security, a beautifully appointed clubhouse, heated swimming pool, relaxing spa, fitness center, tennis courts, and meticulously maintained grounds. The condominium association also power washes every building approximately every two years, helping preserve the community's attractive appearance and curb appeal. Located just minutes from Disney's four theme parks, Margaritaville Resort Orlando, Sunset Walk, Island H2O Water Park, Celebration, and major roadways including SR-429, SR-417, and I-4, you'll enjoy easy access to Orlando International Airport, countless restaurants, championship golf, shopping, and all the attractions that make Central Florida one of the world's most visited destinations. Opportunities to own an updated, move-in-ready condominium with peaceful lake views in this location are becoming increasingly rare. Whether you're looking for your own Florida retreat or an exceptional investment in one of Orlando's most desirable resort communities, this property is ready to welcome you home.

3141 Sun Lake Court Unit A, Kissimmee
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