Kissimmee Homes with Pool Amenities

Kissimmee Homes with Pool Amenities

Welcome to Kissimmee, Florida—a vibrant city brimming with charm and excitement! Nestled just south of the world-renowned Orlando, Kissimmee offers a perfect blend of suburban tranquility and urban convenience. With its warm climate, picturesque landscapes, and proximity to iconic attractions like Walt Disney World and Universal Studios, Kissimmee is an ideal destination for families, retirees, and anyone looking to embrace the Sunshine State lifestyle.

One of the standout features of Kissimmee's real estate market is the abundance of homes with pool amenities. Imagine stepping into your backyard oasis, where you can relax and soak up the Florida sun or host unforgettable gatherings with friends and family. Whether you prefer a cozy, intimate pool or a sprawling resort-style retreat, Kissimmee has a diverse range of properties to suit every taste and budget.

The homes in this area often boast modern designs, spacious layouts, and lush landscaping, providing the perfect backdrop for your everyday life. With many properties located in family-friendly neighborhoods and gated communities, you’ll enjoy a sense of security and community while being just moments away from shopping, dining, and recreational activities.

Kissimmee’s rich cultural heritage, combined with its recreational offerings—like the nearby Lake Tohopekaliga for fishing and boating—ensures that there’s always something to do. So, whether you’re diving into your sparkling pool or exploring the local attractions, Kissimmee is a place where you can truly live your best life. Embrace the Florida lifestyle and discover your dream home with pool amenities in the heart of Kissimmee today!

Newest Kissimmee Homes with Pool Amenities

$975,000
5 Beds ⋅ 5 Baths ⋅ Bellalago Ph 6h & 6i SubDv. ⋅ 34746 Zip Code
Vacation every day in this luxury lakefront home, extensively renovated in 2024 and designed for both comfort and style. Enjoy the most beautiful view in the community, creating a serene backdrop for everyday living. The home features new luxury vinyl flooring throughout (2024) and custom built-in cabinetry in the kitchen and hearth room, blending functionality with elegance. The spa-inspired primary bathroom has been completely renovated, offering a private retreat. Perfect for entertaining, the home seamlessly connects indoor and outdoor living with custom folding sliding doors that open to a spacious lanai—ideal for gatherings or relaxing evenings by the water. A dedicated media room provides the perfect setting for family movie nights. Dog lovers will appreciate the thoughtfully designed custom dog wash, adding convenience and luxury for every member of the household. Located in a resort-style community, this home offers the ultimate in lakefront living and lifestyle.

3713 Dockside Dr, Kissimmee
$409,900
4 Beds ⋅ 2 Baths ⋅ Eagle Bay Ph 2 SubDv. ⋅ 34743 Zip Code
Welcome to this beautifully maintained, one-owner home conveniently located just 17 minutes from the Lake Nona VA Medical Center and approximately 15 minutes from Orlando International Airport. This 4-bedroom, 2-bath home offers a comfortable and functional layout, a two-car garage, and no carpet throughout. The home has been meticulously cared for and features several recent improvements, including fresh interior and exterior paint completed in July 2026 and a brand-new interior A/C unit, also replaced in July 2026. Additional features include a water softener, high-efficiency water heater, solar panels, a fully fenced yard, and an extended screened-in back porch that provides a comfortable space to relax, entertain, or simply enjoy the Florida weather year-round. With thoughtful upgrades, a well-maintained interior, and a convenient Central Florida location, this home is truly move-in ready and ready for its next owner.

2587 Tanner Terrace, Kissimmee
$429,000
4 Beds ⋅ 3 Baths ⋅ Waterview Ph 1b SubDv. ⋅ 34758 Zip Code
Welcome to this spacious 4-bedroom, 3-bathroom home in the desirable Waterview community of Kissimmee. Featuring over 2,800 square feet of living space, this beautifully designed home offers an open-concept floor plan with a spacious kitchen overlooking the living and dining areas—perfect for everyday living and entertaining. Upstairs, the generous primary suite includes a walk-in closet and private bath, while the additional bedrooms provide plenty of space for family or guests. Step outside to enjoy the fully fenced backyard, ideal for relaxing, entertaining, or pets. Conveniently located near shopping, dining, major highways, Orlando International Airport, and world-renowned attractions including Walt Disney World, Universal Orlando Resort, and SeaWorld. Don't miss this incredible opportunity—schedule your private showing today!

2259 Waukegan Drive, Kissimmee
$399,000
4 Beds ⋅ 2 Baths ⋅ Kindred Ph 2c & 2d SubDv. ⋅ 34744 Zip Code
Welcome Home to Kindred living at its finest! Built in 2022, this move-in-ready, single-story home offers 4 spacious bedrooms, 2 full bathrooms, and 1,846 sq. ft. of open-concept living space. Step inside to discover a bright, airy floor plan featuring seamless flow between the living, dining, and kitchen areas—perfect for everyday living and effortless entertaining. The kitchen comes equipped with ample cabinetry, counter space, and a center island, overlooking the expansive living room filled with natural light. The primary suite serves as your private retreat, complete with a generous walk-in closet and an en-suite bathroom featuring dual sinks and a walk-in shower. Three additional bedrooms provide flexibility for family, guests, or a dedicated home office. Unbeatable Neighborhood Location: Situated on Park Side Ave, this home is conveniently located close to both the community Kindred K-8 school and Kindred’s main clubhouse complex, making daily routines and weekend relaxation effortless! Beyond the front door, experience the ultimate Florida lifestyle with Kindred’s resort-style amenities, including multiple community pools, splash pads, fully equipped fitness centers, sports courts (tennis and volleyball), miles of walking trails, tot lots, and a dedicated dog park. Prime Connectivity: Minutes from Neptune Road, US-192, and the Florida Turnpike for easy commuting. Conveniently located near NeoCity (Central Florida’s premier high-tech hub), Lake Tohopekaliga, Lake Nona, and Orlando International Airport (MCO). Schedule your private showing today and make this gorgeous Kindred home yours!

1735 Park Side Avenue, Kissimmee
$350,000
4 Beds ⋅ 3 Baths ⋅ Paradise Palms Resort Ph 1 SubDv. ⋅ 34747 Zip Code
Welcome to this beautifully furnished 4-bedroom 3-bath townhouse in the sought-after Paradise Palms Resort. Featuring an open-concept layout, a private screened heated pool, and just minutes from Walt Disney World, this property is ideal as a primary residence, vacation home, or income-producing short-term rental. Enjoy resort-style amenities including a beautiful clubhouse, arcade, fitness center, community pool, sports courts, and 24-hour gated security. HOA Covers- 24-hour guarded gate, Resort-style pool and spa, Clubhouse, Fitness center, Tennis and basketball courts, Playground, Cable TV, Internet, Exterior grounds maintenance, Security, Resort amenities, Trash service, Landscaping, Exterior building (structure) maintenance.

8957 Cat Palm Road, Kissimmee
$225,000
2 Beds ⋅ 2 Baths ⋅ Las Palmas Villas SubDv. ⋅ 34743 Zip Code
Discover this well-maintained 2-bedroom, 2-bathdroom block-construction villa offering 960 sq ft of bright, single-level living on a 0.04acre corner lot with a BRAND-NEW roof just installed in 2026! Enjoy a private covered & enclosed rear porch perfect for morning coffee, sliding doors to the patio, and low maintenance living with community pool and sidewalks. With paved asphalt streets and assigned parking, and a prime Kissimmee location minutes to shopping, dining, schools & 192, this move -in ready home is perfect for first time buyers, investors, or those seeking Florida convenience. . Don't miss this incredible opportunity schedule your private showing today!

26 Las Palmas Way Unit 1, Kissimmee
$423,000
4 Beds ⋅ 3 Baths ⋅ Hammock Trails SubDv. ⋅ 34758 Zip Code
Great spacious corner lot property. Amazing space, check out this 4 bedroom 2.5 bath with large loft, formal dining, 2 living rooms, breakfast area and private office. The gourmet kitchen with ample cabinet/surface space and large walk in pantry. The master room is large enough for a king size bed and separate sitting area. The master bath is equipped with a garden tub, raised vanity with double sinks and stand up shower. New roof. New AC unit.

4664 Caverns Drive, Kissimmee
$898,000
9 Beds ⋅ 5 Baths ⋅ Storey Lake Ph 3 SubDv. ⋅ 34746 Zip Code
Welcome to this spectacular 9-bedroom, 5-bathroom vacation home in the highly desirable Storey Lake Resort, offering the perfect combination of luxury, comfort, and investment potential. Sold fully furnished and professionally decorated, this turnkey property is ready to generate rental income or serve as your own private vacation retreat from day one. Designed to impress, the home features a spacious open-concept layout, beautifully themed and stylishly decorated interiors, a private screened pool, and an incredible game room that guests of all ages will love. The backyard overlooks a peaceful pond, providing a tranquil setting with no rear neighbors for added privacy and relaxation. Ideally located just minutes from Walt Disney World, Universal Orlando, world-class shopping, dining, and entertainment, this property is perfectly positioned for a successful short-term rental investment. Whether you're expanding your investment portfolio or searching for the ultimate vacation home, this exceptional property offers everything today's guests are looking for. Don't miss this rare opportunity to own a fully furnished, beautifully decorated vacation home with a private pool, game room, and premium pond-view lot in one of Central Florida's most sought-after resort communities.

2931 Fable Street, Kissimmee
$315,290
4 Beds ⋅ 2 Baths ⋅ Westview 45s Gc SubDv. ⋅ 34758 Zip Code
Under Construction. Introducing the new and exciting Sentosa! This elegant four-bedroom home provides convenient single-story living. An open-concept floorplan maximizes interior space and encourages seamless transitions between a modern kitchen, elegant dining room and comfortable family room. Three secondary bedrooms are tucked away to the side of the home, while a luxurious owner’s suite is nestled 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.

5636 Seagrape Lane, Kissimmee
$525,000
4 Beds ⋅ 3 Baths ⋅ Tapestry Ph 2 SubDv. ⋅ 34741 Zip Code
Welcome to this beautifully upgraded corner-lot home in the highly sought-after 24-hour guard-gated community of Tapestry! This spacious two-story residence features 4 bedrooms, 2.5 bathrooms, plus a versatile bonus room on the first floor—ideal as a home office, gym, playroom, or guest space. All four bedrooms are privately located upstairs, creating the perfect separation between living and sleeping areas. The open-concept layout is filled with natural light and showcases elegant porcelain tile throughout the entire first floor. The modern kitchen overlooks the spacious living and dining areas, making it perfect for entertaining family and friends. Additional upgrades include a luxurious marble epoxy-coated garage floor, irrigation system, beautiful landscaping, and a partially fenced backyard. Step outside to enjoy the covered, screened lanai, perfect for relaxing year-round while overlooking the spacious corner lot. With plenty of room for children to play, pets to roam, or hosting weekend barbecues and family gatherings, the outdoor space is just as inviting as the interior. Residents enjoy resort-style amenities including a 24-hour guard-gated entrance, elegant clubhouse, state-of-the-art fitness center, resort-style lakefront pool, playgrounds, scenic walking trails, and beautiful lakes and green spaces throughout the community. Ideally located near The Loop, Orlando International Airport, major highways, shopping, dining, medical facilities, and world-famous attractions, this move-in-ready home offers the perfect combination of luxury, comfort, and convenience.

2527 Nouveau Way, Kissimmee
$565,000
4 Beds ⋅ 3 Baths ⋅ Georgetown At Celebration Condo SubDv. ⋅ 34747 Zip Code
Welcome to Georgetown at Celebration, where style, comfort, and convenience come together in one exceptional home. This beautifully updated three-story townhome features a rear-entry two-car garage, four spacious bedrooms—including a first-floor bedroom perfect for guests, a home office, or multigenerational living—and 2.5 bathrooms. The thoughtfully designed floor plan offers an open kitchen, dining, and family room combination, along with a separate living room that provides additional space to relax or entertain. As a desirable end unit, you'll also enjoy an impressive 24-foot covered porch, the perfect spot to unwind and enjoy the fresh Florida air. Inside, you'll find numerous updates including luxury vinyl plank flooring, tile in select areas, granite countertops, fresh interior paint, and a true move-in-ready condition. Georgetown residents enjoy outstanding amenities including a clubhouse, resort-style swimming pool, tennis and pickleball courts, a fitness center, and a playground. Located in the heart of Celebration (celebration.fl.us/amenities/), you'll be just moments from charming restaurants, boutique shopping, year-round entertainment, scenic walking trails, and world-famous attractions—allowing you to enjoy the unique experience of living in a destination. Best of all, the homeowners association maintains the exterior of the property, providing a low-maintenance lifestyle so you can spend more time enjoying everything Celebration has to offer. This is truly a home that must be seen to be fully appreciated.

236 Celebration Boulevard Unit 236, Celebration
$654,900
7 Beds ⋅ 6 Baths ⋅ Emerald Island Resort Ph 4 SubDv. ⋅ 34747 Zip Code
Turnkey short-term rental home, minutes to Disney! Discover a rare opportunity to own this stunning 7 bedroom, 6 bathroom pool home in the sought after Emerald Island Resort. Boasting the largest layout in the community at 3,667 sq. ft., this home is perfectly suited as a vacation getaway, income-generating investment, or forever family home. Enjoy unparalleled waterfront views framed by lush wooded backdrops, creating a serene and private retreat. The expansive screened lanai, which spans the length of the house, features a partially covered area ideal for year round entertaining. Relax by the sparkling South facing private pool and spa and take in the ultimate Florida lifestyle. Step inside to find a well designed floor plan with ample living space, ideal for families or hosting guests. The stylish kitchen is a chef’s dream with abundant cabinet and countertop space, a breakfast bar, and a breakfast nook overlooking the huge living room and pool, your new favorite spot for morning coffee or casual dining. The main floor also features two bedrooms, a formal dining room and the charming “Harry Potter” closet for extra fun and storage. The upper level is thoughtfully divided by two staircases. One leads to a loft sitting area and three themed bedrooms and the other leads to two additional themed bedrooms, all designed for comfort, as five of the bedrooms feature en-suite bathrooms, while the remaining two share a convenient Jack and Jill bath. The 3 car garage has been transformed into an entertainment haven with air conditioning, complete with a mini movie theatre (seating for 8) and a game room with a pool table. Updates include: A brand new roof (11/24), a new pool heater (04/24), newer exterior paint (01/22) and a newer A/C and heat pump (11/20), replumbed A/C lines (2024) and spa actuators replaced (2024). As part of this premier gated community, you’ll enjoy access to an impressive clubhouse with a resort-style pool, Tiki bar, fitness center, sauna, and sundry shop. Other amenities include tennis and pickleball courts, volleyball, basketball, bike rentals, and 11 acres of natural walking trails. The prime location is conveniently located near Orlando’s major attractions, including theme parks, outlet shopping, restaurants, Promenade at Sunset Walk, and Island H2O Live! water park. This home comes fully furnished and equipped with a strong rental history, ready to generate income as a short term rental or provide your family with a wonderful retreat. Schedule your tour today and experience the ultimate Florida lifestyle in this stunning property.

8557 La Isla Drive, Kissimmee
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