Kissimmee Homes with Pool Amenities

Kissimmee Homes with Pool Amenities

Welcome to Kissimmee, Florida – a vibrant city that perfectly blends the magic of theme parks with the tranquility of serene lakes and lush landscapes. Nestled just minutes away from the world-renowned Walt Disney World Resort, Kissimmee offers an idyllic setting for both families and retirees alike. With its warm climate, friendly communities, and endless recreational opportunities, it’s no wonder that Kissimmee is a sought-after destination for homebuyers.

One of the most appealing features of homes in Kissimmee is the abundance of properties boasting pool amenities. Imagine stepping into your backyard oasis, where shimmering waters invite you to unwind after a long day. Whether you're hosting summer barbecues or enjoying peaceful evenings under the stars, a private pool can transform your home into a personal retreat. Many of these residences are designed with outdoor living in mind, featuring spacious patios, lush landscaping, and easy access to the pool area, making them perfect for entertaining friends and family.

Kissimmee is also home to a variety of housing options, from charming single-family homes to luxurious villas, many equipped with resort-style pools. This city caters to diverse lifestyles, ensuring that everyone can find their dream home with the perfect poolside escape.

With its rich culture, diverse dining options, and proximity to some of Florida's most beautiful natural attractions, Kissimmee is not just a place to live but a place to thrive. Explore the possibilities of owning a home with pool amenities in this enchanting city, and dive into the Florida lifestyle you've always dreamed of!

Newest Kissimmee Homes with Pool Amenities

8809 Dunes Court Unit 303, Kissimmee
$229,900
3 Beds ⋅ 2 Baths ⋅ Legacy Dunes Condo SubDv. ⋅ 34747 Zip Code
Expect To Be Impressed With This Pristine Maintained And Fully Furnished 3 Bedroom, 2 Bath Condo. Ideally Located With Just A Short Walking Distance To Clubhouse And Amenities. This Top Floor Condo Eliminates Any Noises Above Unit, Offers Open Living Areas With Built In Shelving, Split Bedroom Plan, Walk In Closets, Inside Laundry Room, Ceiling Fans, Screen Enclosed Lanai And Much More ! This Privacy Gated Community Provides An Array Of Resort Style Amenities Which Include A Club House, Two Pools, Fitness Center, Game Room, Lighted Tennis, Basketball, And Pickleball Courts, Sand Volley Ball Court, Playground, Walking Trails, BBQ Grills, And Golf Driving Net. All Of This Plus Being Located Just Minutes From Walt Disney World And The Other Major Tourist Attractions, Shopping, Restaurants, Main Highways/Expressways. Fantastic Opportunity To Own Full Time Or As A Vacation Property.

8809 Dunes Court Unit 303, Kissimmee
1916 Southbury Drive, Kissimmee
$494,790
5 Beds ⋅ 3 Baths ⋅ Kindred SubDv. ⋅ 34744 Zip Code
Inside this beautiful 5-bedroom, 3-bathroom home, you'll find 2,077 square feet of comfortable living. The living area is an open concept, where your kitchen, living, and dining areas blend seamlessly into a space perfect for everyday living and entertaining. The kitchen features modern cabinets, quartz countertops, and sleek stainless-steel appliances. You'll never be too far from the action with the living and dining area right there. Find RevWood Select Flooring throughout a majority of the home including the family room, primary bedroom, kitchen, bathrooms, laundry and foyer. The primary bedroom has its own attached bathroom that features a walk-in closet and all the space you need to get ready in the morning. Privacy is guaranteed with a separate door for the toilet and shower. *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.*

1916 Southbury Drive, Kissimmee
1920 Southbury Drive, Kissimmee
$501,490
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.*

1920 Southbury Drive, Kissimmee
1948 Southbury Drive, Kissimmee
$394,990
4 Beds ⋅ 2 Baths ⋅ Kindred SubDv. ⋅ 34744 Zip Code
Under Construction. Kindred presents the Baldwin. This all concrete block constructed, one-story layout features 4 bedrooms and 2 bathrooms. As you enter the foyer you are greeted by with an open concept living space. The kitchen overlooks the dining and living room, while having a view to the oversized outdoor living space. The well-appointed kitchen features an island with bar seating, plentiful cabinet with beautiful quartz countertops and stainless steel appliances, making entertaining a breeze. Bedroom one, located off the living space, has an en suite bathroom with double vanity and spacious walk-in closet providing ample space for storage. Three additional bedrooms and one full bath are located at the front of the home along with a closet and laundry room. Like all homes in Kindred, the Baldwin 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.*

1948 Southbury Drive, Kissimmee
1944 Southbury Drive, Kissimmee
$397,990
4 Beds ⋅ 2 Baths ⋅ Kindred SubDv. ⋅ 34744 Zip Code
Under Construction. Kindred presents the Baldwin. This all concrete block constructed, one-story layout features 4 bedrooms and 2 bathrooms. As you enter the foyer you are greeted by with an open concept living space. The kitchen overlooks the dining and living room, while having a view to the oversized outdoor living space. The well-appointed kitchen features an island with bar seating, plentiful cabinet with beautiful quartz countertops and stainless steel appliances, making entertaining a breeze. Bedroom one, located off the living space, has an en suite bathroom with double vanity and spacious walk-in closet providing ample space for storage. Three additional bedrooms and one full bath are located at the front of the home along with a closet and laundry room. The Baldwin 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.*

1944 Southbury Drive, Kissimmee
437 Hunter Circle, Kissimmee
$159,000
2 Beds ⋅ 2 Baths ⋅ Coopersmith Village At Poinciana SubDv. ⋅ 34758 Zip Code
Enjoy easy, single-story Florida living in this well-appointed 2-bedroom, 2-bathroom corner-unit home located in Coopersmith Village. Positioned on an end lot for added privacy and abundant natural light, this residence welcomes you through an inviting entry foyer. Directly to the front right of the entry sits the secondary bedroom and adjacent bath, with a private indoor laundry room conveniently located on the right side of the home. To the left, you'll discover the dedicated dinette and kitchen flowing seamlessly into a spacious living room and dining room combination. Privately situated toward the back of the home, the primary bedroom provides a quiet retreat. Through the sliding glass doors, you’ll find a private enclosed lanai, creating an ideal space for outdoor entertaining, relaxed dining, or unwinding in comfort. Coopersmith Village provides low-maintenance neighborhood living, with dues covering exterior building and roof maintenance, common grounds landscaping, trash collection, assigned parking, and access to the private village swimming pool. Additionally, the Association of Poinciana Villages (APV) master association covers bulk cable and high-speed internet service, alongside full access to master community amenities—including the Poinciana Activity Campus fitness center, the Vance Harmon Sports Complex, competition-style aquatic centers, sports courts, regional parks, and walking trails. Conveniently located near local dining, shopping, medical services, and commuter routes. Contact today to schedule your private tour!

437 Hunter Circle, Kissimmee
3729 Isles Arbor Lane, Kissimmee
$390,000
4 Beds ⋅ 2 Baths ⋅ Isles Bellalago SubDv. ⋅ 34746 Zip Code
Blending timeless curb appeal with effortless Florida charm, this pristine 4-bed, 2-bath home stands out with its Spanish tile roof, stacked-stone frontage, and attached two-car garage. The open interior pairs easy-care ceramic tile throughout the shared living spaces with cozy carpeting in the bedrooms. The formal dining area flows directly into a bright, airy living room, creating an expansive setting for family gatherings. In the kitchen, you’ll find premium cabinetry, granite counters, stainless appliances, and contemporary pendant fixtures. The primary suite serves as a peaceful haven, featuring a large walk-in closet and an en-suite bath equipped with a double-sink vanity and an oversized walk-in shower. Step through the sliding doors to unwind on your screened-in patio, where tranquil pond views and the absence of rear neighbors offer total privacy. Situated in Bellalago, a 24-hour guard-gated resort community, residents enjoy access to premier amenities, including twin 8,000-square-foot aquatic centers featuring a Junior Olympic pool, water slides, splash pads, and active social programming as well as top rated schools. Tour today!

3729 Isles Arbor Lane, Kissimmee
3235 Falcon Point Drive, Kissimmee
$430,000
3 Beds ⋅ 3 Baths ⋅ Herons Landing Ph 3 SubDv. ⋅ 34741 Zip Code
Discover this spacious two-story home in desirable Herons Landing, offering 3 bedrooms, 2.5 bathrooms, a versatile loft, and a 2-car garage! The open layout features soaring ceilings, abundant natural light, a combined living and dining area, and a kitchen with stainless steel appliances and a breakfast nook. The first-floor primary suite offers a garden tub, separate shower, dual sinks, and a generous walk-in closet. Additional highlights include laminate and tile flooring, a covered patio, and a flexible upstairs loft perfect for an office, playroom, or additional living space. Enjoy community amenities including a pool, walking trail, park, and playground. LOW HOA AND NO CDD FEES! Conveniently located near Hunters Creek, The Loop, shopping, restaurants, major highways, and Disney attractions. Schedule your showing today!

3235 Falcon Point Drive, Kissimmee
4661 Caverns Drive, Kissimmee
$337,000
3 Beds ⋅ 3 Baths ⋅ Hammock Trails SubDv. ⋅ 34758 Zip Code
WELCOME HOME to this Beautiful 2 Story Home located in the community of Hammock Trails. **AC REPLACED in 2016** NEW DOUBLE PANE Sliding Door**GUTTERS INSTALLED 2017**DISHWASHER 2019**NEW REFRIGERATOR 2020**NO CARPET**ENGINEERED HARDWOOD FLOORS in LOFT and STAIRS 2017**LUXURY VINYL FLOORS in Secondary Bedrooms 2020**Blinds Installed throughout the home. As you enter the Home you are greeted by a spacious Living / Dining Room Combination that naturally flows into the Great Room / Kitchen with breakfast bar, cooktop, built-in oven with microwave and separate eat-in dinette area. Bedrooms located on the second Floor. French Doors welcome you into the master bedroom with tray ceilings, large walk-in closet with custom shelving. Master bathroom has dual sinks, soaking tub with separate shower. Large loft area with plenty of space for home office. 2 bedrooms and a bathroom with dual sinks. This home also has a security system with window smash sensors. Lush landscaping and fenced backyard round out this beautiful home. Hammock Trails provides a pool, picnic areas, playgrounds, soccer nets and walking trails.

4661 Caverns Drive, Kissimmee
2553 Maneshaw Lane, Kissimmee
$439,000
3 Beds ⋅ 3 Baths ⋅ Windsor Hills Ph 04 SubDv. ⋅ 34747 Zip Code
Welcome to 2553 Maneshaw Ln., a charming, fully furnished townhome in the sought-after resort community of Windsor Hills, just two miles from the magic of Disney! Beautifully maintained and move-in ready, this home offers the perfect blend of comfort and convenience, making it ideal for vacationers, investors, or anyone looking for a relaxing retreat near world-class attractions. Inside, you'll find a spacious, inviting layout with 3 bedrooms, 3 bathrooms, a well-appointed kitchen, and a cozy living area perfect for unwinding after a day at the parks. Step outside to your own private screened-in pool with peaceful park views. Life in gated Windsor Hills feels like a vacation every day. Residents enjoy a resort-style pool with a waterslide, clubhouse, fitness center, movie theater, basketball courts, and more. You're also just minutes from dining, shopping, entertainment, and Central Florida's top theme parks. Don't miss your chance to own this charming townhome. Schedule your showing today!

2553 Maneshaw Lane, Kissimmee
2630 Roadster Lane, Kissimmee
$235,000
2 Beds ⋅ 3 Baths ⋅ Regal Oaks At Old Town SubDv. ⋅ 34746 Zip Code
Discover the perfect combination of comfort, convenience, and investment potential at 2630 Roadster Lane, a beautifully presented 2-bedroom, 2.5-bathroom townhome located within the sought-after, guard-gated resort community of Regal Oaks at Old Town. Whether you’re searching for your own Florida vacation retreat or an income-producing short-term rental, this property offers an exceptional opportunity in the heart of Central Florida’s vacation destination. The thoughtfully designed open-concept floor plan creates a bright and inviting living space, seamlessly connecting the kitchen, dining, and living areas. Step outside to your private screened-in patio, complete with an above-ground hot tub, providing the perfect setting to unwind after a day exploring the nearby attractions. Regal Oaks offers an impressive selection of resort-style amenities, including a spectacular beach-entry swimming pool with dual waterslides, a clubhouse featuring a restaurant and bar, a fitness center, and tennis courts. The location is equally impressive, with Old Town and Fun Spot just a short walk away, while Walt Disney World, Universal Studios, SeaWorld, and an abundance of shopping, dining, and entertainment options are all within easy reach. For investors, the community’s desirable location and short-term rental appeal provide an attractive opportunity to capitalize on Central Florida’s thriving vacation market. Combining resort amenities, an unbeatable location, and the flexibility of personal enjoyment or vacation rental use, 2644 Roadster Lane is an opportunity not to be missed.

2630 Roadster Lane, Kissimmee
2212 San Vittorino Circle Unit 28-107, Kissimmee
$248,000
4 Beds ⋅ 3 Baths ⋅ Venetian Bay Village Condo Ph 2 SubDv. ⋅ 34741 Zip Code
READY TO MOVE IN! Updated in 2020 with new wood kitchen cabinets, Italian granite kitchen countertops, and new tile in the downstairs living room. See attached features sheet. CORNER UNIT with 4 bedrooms, 3 bathrooms and TWO PRIMARY SUITES: one on the ground floor and one on the upper floor. The downstairs primary bathroom was completely remodeled in 2023. The great room has French doors, and the air conditioning was replaced approximately 1 year ago. This beautiful townhouse can be a short-term rental or a primary home. Conveniently located near schools, restaurants, theme parks, shopping and major highways. Venetian Bay is a 24-hour guarded community offering resort-style amenities: 4 swimming pools (main pool is heated), sun deck, 4 play areas, clubhouse with kitchen, fitness center, game room, sand volleyball, basketball, tennis courts, picnic areas, fishing dock and more. This gem won't last long. Call today for your private showing!

2212 San Vittorino Circle Unit 28-107, Kissimmee
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