Kissimmee Homes with Pool Community Features

Kissimmee Homes with Pool Community Features

Welcome to Kissimmee, Florida – a vibrant city that perfectly blends the magic of theme parks with the charm of a welcoming community. Nestled just south of Orlando, Kissimmee is renowned for its picturesque landscapes, rich cultural heritage, and an abundance of recreational opportunities. With its sunny weather and proximity to world-famous attractions like Walt Disney World, Universal Studios, and the beautiful lakes of the Kissimmee Chain, this city offers a lifestyle that is both exhilarating and relaxing.

One of the most appealing aspects of living in Kissimmee is the abundance of homes that feature community pools. Imagine coming home to a tranquil oasis where you can unwind after a long day, or gather with friends and family for a weekend barbecue by the poolside. These homes with pool community features are designed for those who appreciate a blend of leisure and luxury.

Many neighborhoods in Kissimmee boast beautifully landscaped grounds, providing residents with a serene environment to enjoy outdoor activities. Whether you’re looking to take a refreshing dip, host a pool party, or simply soak up the sun, these communities cater to a lifestyle that encourages relaxation and socialization.

With a variety of styles and price ranges available, Kissimmee’s homes with pool community features are ideal for families, retirees, and everyone in between. Come explore the enchanting charm of Kissimmee, where your dream home with a pool awaits, and experience the perfect blend of leisure and adventure in the heart of Florida!

Newest Kissimmee Homes with Pool Community Features

$919,000
7 Beds ⋅ 5 Baths ⋅ Cove At Storey Lake 4 SubDv. ⋅ 34746 Zip Code
Exceptional corner-lot vacation home with beautiful water views in the highly desirable Storey Lake Resort community. This fully furnished and professionally decorated property offers 3,994 heated square feet, 5 full bathrooms, and a flexible layout currently configured to accommodate up to 9 bedrooms, including custom-themed rooms designed for memorable guest experiences. The spacious open-concept kitchen and living area overlook a private outdoor retreat featuring an in-ground pool, spa, and peaceful pond views. Ideal as a vacation rental, investment property, or multigenerational residence. Storey Lake offers outstanding resort-style amenities, including a clubhouse, fitness center, community pools, lazy river, splash park, playground, tennis and basketball courts, and 24-hour gated security. Conveniently located near Walt Disney World, major attractions, shopping, dining, and entertainment. Schedule your private showing today!

2901 Protagonist Street, Kissimmee
$549,000
6 Beds ⋅ 5 Baths ⋅ Solara Resort Vacation Villas Rep SubDv. ⋅ 34747 Zip Code
Welcome to this beautifully furnished and turnkey 6-bedroom, 4.5-bath vacation home located in the highly desirable gated Solara Resort community in Kissimmee! Built in 2020 and offering 2,987 square feet of living space, this spacious two-story property is thoughtfully designed for both comfortable family living and memorable vacation stays. Step inside to an inviting open-concept floor plan featuring spacious living and dining areas, a large kitchen with stone countertops, stainless-steel appliances, ample cabinetry, and a convenient eat-in area. The main-floor primary suite provides added privacy and convenience, while the additional bedrooms provide plenty of space for family and guests. This house also features crown molding, ceramic tile and carpet flooring, window treatments, walk-in closets, a dedicated laundry area with washer and dryer, and multiple entertainment spaces. One of the highlights is the private outdoor oasis! Enjoy Florida living year-round with a screened-in, heated private pool and in-ground spa, surrounded by a child-safety fence and complemented by convenient outdoor bathroom access. The fenced backyard provides a relaxing setting for enjoying the Florida sunshine, entertaining guests, or unwinding after a day at the area's world-famous attractions. The property is located within Solara Resort, a gated resort-style community offering an impressive collection of amenities, including a grand clubhouse, resort-style heated pool, fitness center, restaurant/ bar, coffee lounge, playgrounds, basketball and tennis courts, soccer field, sand volleyball, walking trails, recreational areas, spa/hot tub, game room and additional entertainment facilities. The community also provides 24-hour guarded security, internet, cable TV, recreational facilities, grounds/structure maintenance, sewer and trash services as part of the association services, subject to HOA terms and conditions. Located in the heart of the Kissimmee vacation corridor, this home offers convenient access to Walt Disney World, Disney Springs, Universal Orlando, SeaWorld, International Drive, major highways, shopping, dining, and entertainment. The community's resort-style amenities and proximity to Orlando's major attractions make this property particularly appealing as a primary residence, second home, vacation property, or investment opportunity. Don't miss this opportunity to own a spacious, fully furnished vacation-style home with a private pool and spa in one of Central Florida's sought-after resort communities. Schedule your private showing today!

8937 Amelia Downs Trail, Kissimmee
$485,000
4 Beds ⋅ 3 Baths ⋅ Cypress Hammock Ph 2 SubDv. ⋅ 34746 Zip Code
Welcome to 5317 Royal Point Ave, a beautifully designed 4-bedroom, 3-bath home situated on a desirable corner lot in the Cypress Hammock community. This spacious home offers approximately 2,207 square feet of living space with an open-concept floor plan ideal for everyday living and entertaining. The kitchen features quartz countertops, white cabinetry, stainless steel appliances, a center island, pantry, and ceramic tile backsplash, opening seamlessly to the main living and dining areas. A bedroom and full bathroom on the first floor provide added flexibility for guests, a home office, or multigenerational living. Upstairs, you'll find a versatile loft along with the primary suite featuring a walk-in closet, dual sinks, and walk-in shower. Enjoy Florida living from the covered lanai, plus the convenience of a two-car garage. Cypress Hammock offers resort-style amenities including a community pool, clubhouse, covered playground, walking trails, and sidewalks. Conveniently located near shopping, dining, entertainment, and major roadways with easy access to everything Central Florida has to offer. Whether you're looking for a primary residence or investment property, this home offers space, flexibility, and a great location. Schedule your private showing today!

5317 Royal Point Avenue, Kissimmee
$475,000
4 Beds ⋅ 3 Baths ⋅ Preserve At Tapestry Ph 3 & 4 SubDv. ⋅ 34741 Zip Code
Welcome to 2815 Monticello Way—where comfortable living, entertaining space, and a convenient Kissimmee location come together! This 4-bedroom, 2.5-bath two-story home in the Preserve at Tapestry offers 2,328 square feet of living space, a two-car garage, and a large backyard designed for enjoying the outdoors. (*Listing includes some labeled virtually staged photographs.) Inside, the main level is made for gathering. The great room creates an easy flow between the spacious kitchen, large center island, dining area, and living room—giving everyone room to spread out while staying connected. Laminate flooring runs throughout the lower level, creating a clean and practical foundation for everyday living. Upstairs, the private primary suite offers a comfortable retreat with its own ensuite bath, while three additional bedrooms and a guest bath provide flexibility for family, guests, an office, or hobbies. Step outside and the living space continues! The large backyard features a screened porch, patio area, and garden space, creating multiple spots to relax, entertain, enjoy your morning coffee, or simply unwind at the end of the day. The generous yard also provides plenty of room to enjoy the outdoors and make the space your own. Recent updates include: Dishwasher — approximately 6 months old Range — approximately 1.5 years old Washing machine — approximately 1.5 years old Dryer — approximately 3 years old Life in Preserve at Tapestry includes access to community amenities such as a resort-style pool, clubhouse, playground, and trails, all included with the monthly HOA. Scenic ponds, tree-lined streets, and established landscaping contribute to the neighborhood's inviting setting. And then there’s the location! The Loop, shopping and dining along US-192 are just minutes away, while nearby Osceola Parkway provides convenient access toward Walt Disney World, Lake Nona, the Florida Turnpike, and SR 417. Orlando International Airport and Kissimmee Gateway Airport, Disney Springs, the major theme park corridor, Lake Tohopekaliga, and historic Downtown Kissimmee are also within easy reach. Come see 2815 Monticello Way and discover a home that offers space to gather, room to relax, and a Central Florida location that keeps you close to it all!

2518 Monticello Way, Kissimmee
$438,480
4 Beds ⋅ 3 Baths ⋅ Westview 50s Gc SubDv. ⋅ 34758 Zip Code
Under Construction. This new single-story McCartney Next Gen® home features a private suite with its own entrance, living area, kitchenette, bedroom, bathroom and laundry, perfect for multigenerational households. The main home is host to an inviting open-concept layout with easy access to a covered patio for seamless indoor-outdoor living. Two secondary bedrooms are located off the foyer, and a lavish owner’s suite is tucked into a private rear corner, complete with a full bathroom and walk-in closet. Westview is a master-planned community in Poinciana, FL. This amenity-rich, pet-friendly community has something for residents of all ages to enjoy, including a swimming pool, dog park, clubhouse and sports fields. Lake Marion Creek Wildlife Management Area is nearby with hiking trails, as well as Poinciana for shopping, dining and entertainment options. The community is in close proximity to Highway 17 for easy commuting to Greater Orlando.

5595 Dennery Bay Road, Kissimmee
$319,000
3 Beds ⋅ 3 Baths ⋅ Regal Oaks At Old Town SubDv. ⋅ 34746 Zip Code
Escape to one of the most desirable resort community with this beautifully maintained 3-bedroom, 2.5-bath townhome, and a private screened lanai with jacuzzi, creating the perfect setting to relax after a day of enjoying Central Florida's world-famous attractions. Step inside to discover a bright, open-concept floor plan designed for comfort and entertaining. The spacious kitchen flows seamlessly into the living and dining areas, while large windows invite natural light. Upstairs, the primary suite serves as a private retreat with balcony, featuring an en-suite bath with a generous walk-in shower. Whether you're seeking a vacation home, short-term rental investment, or full-time residence, this property offers the flexibility for the want of today's buyers. Located within the gated Regal Oaks Resort, owners and guests enjoy exceptional amenities including a resort-style pool with exciting water slides, clubhouse, restaurant, fitness center, tennis courts, and more. Imagine starting your mornings with peaceful setting and ending your evenings soaking in your private jacuzzi under the screened lanai. All of this just minutes from Disney, premier shopping, dining, and entertainment. Highlights: Tile roof... Private screened lanai with jacuzzi spa... Corner unit... 3 Bedrooms 2.5 Bathrooms... Open concept living and entertaining spaces... Inside laundry... Gated and guarded resort community with top-tier amenities... Ideal as a vacation home, investment property, or primary residence... Minutes from Disney, dining, shopping, and attractions. Don't miss your opportunity to own the community's best-valued townhome.

2715 Coupe Street, Kissimmee
$509,985
5 Beds ⋅ 3 Baths ⋅ Kindred SubDv. ⋅ 34744 Zip Code
Under Construction. Kindred presents the Hayden. This amazing all concrete block construction single-family home features 5 bedrooms and 3 bathrooms optimizing living space with an open concept layout. The kitchen overlooks the dining area and great room, while having a view to the covered lanai outside. Ample windows and a set of sliding glass doors allow lighting into the living area. The well-appointed kitchen features an island with bar seating, beautiful quartz countertops and stainless-steel appliances, making entertaining a breeze. The first floor also features a flex room that provides an area for work or play, a bedroom, and full bathroom. As we head up to the second floor, we are greeted with bedroom one that features an en suite bathroom as well as three additional bedrooms that surround a second living area, a full bathroom, and a laundry area. Like all homes in Kindred, the Hayden includes Smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

1872 Southbury Drive, Kissimmee
$275,000
3 Beds ⋅ 3 Baths ⋅ Paradise Cay SubDv. ⋅ 34746 Zip Code
Beautiful and spacious 3 bedroom, 3 bathroom townhouse in the GATED COMMUNITY of PARADISE CAY. This LARGER UNIT boasts 1,362 square feet under A/C and features an OPEN FLOOR PLAN with a recently UPGRADED kitchen including GRANITE COUNTERTOPS and FRESHLY PAINTED CABINETS. With 2 BEDROOMS and 2 FULL bathrooms upstairs, and a MASTER BEDROOM WITH FULL BATH ON THE FIRST FLOOR, this home is perfect for families. ALL APPLIANCES ARE NEW OR HAVE BEEN PURCHASED SINCE MARCH 2023 including the dryer, washer, refrigerator, garbage disposal, water heater, and AC/heating unit except for the stove and dishwasher, which were already new when the current owners purchased the home. All bedroom windows have blinds and curtains, while the living room window and patio have blinds. Located within WALKING DISTANCE to US 192, residents will enjoy easy access to restaurants, grocery stores, and other convenient stores. Paradise Cay is a Mediterranean-style community just 4 miles from the Disney main gate, offering a pool, cabana, and playground area for residents to enjoy making this home a great investment opportunity or a comfortable primary residence.

5315 Paradise Cay Circle, Kissimmee
$439,685
4 Beds ⋅ 2 Baths ⋅ Kindred Ph 2a SubDv. ⋅ 34744 Zip Code
Kindred presents the Cali. This all concrete block constructed, one-story layout optimizes living space with an open concept kitchen overlooking the living area, dining room, and outdoor lanai. Entertaining is a breeze, as this popular single-family home features a spacious kitchen island, dining area and a spacious pantry for extra storage. This community has stainless steel appliances, making cooking a piece of cake. Bedroom one, located in the back of the home for privacy, has an en suite bathroom with a double vanity, spacious shower/tub space as well as a spacious walk-in closet. Towards the front of the home two additional bedrooms share a second full bathroom. Across the hall you will find a fourth bedroom. This home features a space to fit all your needs. Like all homes in Kindred, the Cali includes Smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

1511 Beechmont Drive, Kissimmee
$400,000
3 Beds ⋅ 2 Baths ⋅ Kindred Ph 3b 3c & 3d SubDv. ⋅ 34744 Zip Code
Kindred presents the Allex. This all concrete block constructed, one-story layout optimizes living space with an open concept. As you go down the hallway and enter a spacious kitchen featuring stainless steel appliances with ample counter space and a walk-in pantry for extra storage. The living room is complete with a view to the covered lanai outside. Bedroom one, located at the back of the home for privacy, has an en suite bathroom that features a double vanity sink with a walk-in closet. Two additional guest bedrooms and one bath are tucked away down the hall from the dining room. The laundry room is located at the front of home near the two-car garage. Like all homes in Kindred, the Allex includes Smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

1921 Howard Mesa Drive, Kissimmee
$445,690
5 Beds ⋅ 3 Baths ⋅ Westview SubDv. ⋅ 34758 Zip Code
MODEL LEASEBACK OPPORTUNITY! A Community Designed for Every Stage of Life. Westview features an intimate collection of 119 single-family homesites, creating a welcoming neighborhood feel with modern, thoughtfully designed floorplans. Whether you’re starting a new chapter or expanding your lifestyle, these homes are built to adapt to your needs. Personalization is at the heart of the experience, you’ll have the freedom to select your ideal homesite, design features, and finishes, allowing you to truly create a home that reflects your style and vision. Amenities That Inspire an Active, Social Lifestyle. At the center of the community is a vibrant social hub designed to bring neighbors together. The Hub clubhouse anchors the experience, offering: A fully equipped fitness center with a free weight room, an exciting rock-climbing wall, a multipurpose gymnasium with basketball court, a movement studio and locker facilities, and a welcoming gathering space with kitchenette and café. Step outside and enjoy an impressive collection of amenities designed for both recreation and relaxation: Pickleball, tennis, basketball, and volleyball courts, a lap pool, a resort-style pool with play features, and a dedicated kids pool, Open fields for baseball and soccer, a tot lot for younger residents, and a separate dog parks for small and large pets. Every detail is designed to support an active, connected, and wellness-focused lifestyle for residents of all ages. The Marina floor plan is the crown jewel of our 30’ collection offering an impressive 2,520 sq. ft. of refined living space. This premium residence features five bedrooms and three baths, including a private first-floor suite perfect for guests or multi-generational living. The heart of the home showcases a chef-inspired kitchen with an expansive island that flows seamlessly into light-filled dining and great room areas. Upstairs, find a luxurious owner’s retreat with dual walk-in closets, three additional bedrooms, and a versatile loft space bathed in natural light from thoughtfully positioned windows. Available in three distinctive elevation options with customizable stone accents. The Marina delivers uncompromising style and functionality for growing families seeking generous space without sacrificing sophistication. All Ryan Homes now include WIFI-enabled garage opener and Ecobee thermostat. **Closing cost assistance is available with use of Builder’s affiliated lender**. DISCLAIMER: Prices, financing, promotion, and offers subject to change without notice. Offer valid on new sales only. See Community Sales and Marketing Representative for details. Promotions cannot be combined with any other offer. All uploaded photos are stock photos of this floor plan. Actual home may differ from photos. Schools: Elem: Koa Elementary School; Middle: Discovery Intermediate School; HS: New Dimensions High School.

4760 Goodmans Bay Drive, Kissimmee
$515,000
4 Beds ⋅ 5 Baths ⋅ Magic Village Resort 2 SubDv. ⋅ 34747 Zip Code
4-Suite Villa at Magic Village Views The Ultimate Disney-Adjacent Investment & Vacation Oasis Step into elevated resort living with this fully furnished villa located inside the gated community of Magic Village Views. Situated less than 2 miles from Disney’s Animal Kingdom and close to Orlando’s top dining and entertainment districts, this residence offers an exceptional blend of modern sophistication, effortless comfort, and turnkey rental potential. The Home Designed with a clean, contemporary aesthetic, this spacious 4-bedroom, 4.5-bathroom "Columbia" floor plan is built for high-end relaxation and entertaining. Bright interior spaces and premium finishes set the tone throughout. 4 Private En-Suites: Each bedroom serves as its own quiet retreat, featuring a private, spa-inspired bathroom for ultimate guest convenience. Open-Concept Living: Soaring floor-to-ceiling windows flood the main living area with natural light, seamlessly connecting the indoor lounge to the outdoor patio. Gourmet Kitchen: Fully equipped with stainless steel appliances, sleek cabinetry, quartz counter space, and a breakfast bar for casual dining. Covered Patio: A private outdoor patio space perfect for morning coffee, lounging in the Florida sun, or unwinding after a day at the parks. Resort Amenities Owners and guests enjoy access to "The Magic Way" service—a full-service resort ecosystem with top-tier amenities: On-Site Dining: Enjoy elevated fusion cuisine right in the community at Japa Sushi. Resort-Style Pool: Large heated swimming pool, hot tub, and expansive sun deck open year-round. Active Recreation: Fully equipped fitness center, tennis court, and beach volleyball court. Concierge & Guest Services: Front desk service, park ticket assistance, and an activity room. Peace of Mind: 24-hour manned security gate and professional on-site property management. The Opportunity Ideal as a private retreat or a revenue-generating vacation property, this villa combines a prime Orlando location with high-demand resort features. Elevate your portfolio with a turnkey asset in one of the region's top destination communities. Schedule your private showing today and step into the Orlando resort lifestyle!

7521 Brooklyn Drive, Kissimmee
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