Kissimmee Homes with Pool Community Features

Kissimmee Homes with Pool Community Features

Welcome to Kissimmee, Florida—a vibrant city nestled in the heart of Osceola County, just a stone's throw from the magical allure of Walt Disney World and other world-renowned attractions. Known for its sunny skies and warm climate, Kissimmee is not just a destination; it’s a lifestyle. With its charming neighborhoods, lush landscapes, and a diverse community, this area offers the perfect blend of excitement and tranquility.

Kissimmee boasts a rich history and a plethora of outdoor recreational opportunities. From the picturesque Lake Tohopekaliga to the sprawling parks and nature reserves, residents can enjoy everything from fishing and boating to hiking and bird-watching. The city’s strategic location makes it easy to explore nearby attractions like Universal Studios and SeaWorld, while also providing a peaceful retreat from the hustle and bustle of tourist hotspots.

One of the standout features of Kissimmee is its homes with pool community. Imagine stepping out of your back door to a private oasis, where you can bask in the sun or take a refreshing dip in your own pool. These communities are designed for those who value leisure and relaxation, offering amenities such as clubhouse facilities, tennis courts, and walking trails. Whether you're looking for a family-friendly neighborhood or a serene retirement community, Kissimmee's homes with pool options cater to every lifestyle.

Experience the charm of Kissimmee, where every day feels like a vacation, and your dream home awaits! Come explore the endless possibilities that this enchanting city has to offer.

Newest Kissimmee Homes with Pool Community Features

1512 Fernmeadow Street, Kissimmee
$360,000
3 Beds ⋅ 2 Baths ⋅ OM733130 MLS
Welcome to 1512 Fernmeadow Street in the desirable Kindred community. This nearly new DR Horton Jemison floorplan features an open layout with a bright great room, stainless steel appliances, an oversized walk-in pantry, and smart home features. The private primary suite offers an ensuite bath with double vanity and walk-in closet, while two additional bedrooms provide space for guests, an office, or flexible living. Kindred offers resort-style amenities including pools, clubhouses, a fitness center, playgrounds, sports fields, a dog park, picnic areas, and walking and biking trails. Conveniently located near US-192 and Florida’s Turnpike, with easy access to NeoCity, Lake Nona, Orlando International Airport, Disney, shopping, dining, and downtown Kissimmee. Enjoy low-maintenance living with great amenities and convenient access to everything Central Florida has to offer.

1512 Fernmeadow Street, Kissimmee
1733 Felicity Lane, Kissimmee
$419,900
4 Beds ⋅ 3 Baths ⋅ S5158682 MLS
Welcome to 1733 Felicity Ln, a beautifully designed single-story Mattamy Homes residence located on a desirable corner lot in Tohoqua, one of Kissimmee’s sought-after master-planned communities. With approximately 2,740 total building sq ft, this home combines space, flexibility, energy-conscious features, and an excellent Central Florida location. The thoughtfully designed floor plan features 4 bedrooms and 3 full bathrooms, including a private guest suite configuration with its own full bath—an excellent option for overnight guests, multigenerational living, a private workspace, or added everyday flexibility. The open-concept kitchen, dining, and gathering areas create a natural flow for daily living and entertaining, while the extended screened lanai expands the living experience outdoors. A welcoming covered front porch and the additional privacy and presence of a corner lot further enhance the home’s appeal. Additional features include a solar energy system and whole-house water filtration system, adding practical value for buyers looking for efficiency-focused home features. The spacious layout, guest suite, outdoor living area, and corner-lot setting also make this property attractive to buyers and investors seeking a versatile single-family home in the growing Kissimmee–St. Cloud corridor. Tohoqua residents enjoy resort-style community amenities including a zero-entry pool, clubhouse, fitness center, playground, lighted tennis courts, basketball court, sidewalks, outdoor gathering areas, and an extensive network of walking and biking trails. The community also provides convenient access to Florida’s Turnpike, shopping, dining, NeoCity, Lake Nona, Orlando International Airport, and the many employment, recreation, and entertainment destinations throughout Central Florida. **The property has an existing mortgage that may be assumable by a qualified buyer, subject to lender approval, underwriting, existing loan terms, and all applicable requirements..** Discover the combination of space, location, lifestyle, and flexibility that makes 1733 Felicity Ln stand out. Schedule your private showing today and see how this home can fit your next chapter.

1733 Felicity Lane, Kissimmee
2578 Autumn Peace Drive, Kissimmee
$469,500
3 Beds ⋅ 2 Baths ⋅ O6445517 MLS
Welcome to this beautiful single-family home in the desirable Tohoqua community, built by Pulte in 2022. This modern home offers 3 bedrooms, 2 bathrooms, and a versatile flex room that can be used as a home office, den, playroom, or additional living space. The home features a modern look and thoughtfully designed layout, with an open-concept living area that creates a comfortable flow for everyday living and entertaining. Step outside to enjoy the fenced backyard and screened-in lanai, providing a comfortable outdoor space to relax, enjoy the Florida weather, or entertain guests. Built with modern construction and contemporary design, this home provides the benefits of newer construction in a desirable community. Tohoqua offers a variety of amenities and a convenient location with easy access to shopping, dining, major roads, and the surrounding Central Florida area. Don't miss the opportunity to make this beautiful home your own!

2578 Autumn Peace Drive, Kissimmee
2512 Brookstone Drive, Kissimmee
$452,000
4 Beds ⋅ 3 Baths ⋅ O6446057 MLS
Virtually Staged. MUST SEE! Discover an exceptional combination of space, flexibility, and indoor-outdoor living in this impressive 2,469-square-foot home located in the gated Remington Golf Resort community. Featuring 4 bedrooms, a flexible bonus room that can be used as a fifth bedroom, 3 full bathrooms, and a 3-car garage, this home offers the generous living space and versatility today’s buyers are searching for. Even better—a NEW ROOF will be installed before closing! Step inside to a bright, expansive floor plan with updated flooring, refreshed lighting, updated bathroom spaces, abundant natural light, and generously sized rooms throughout. The flexible bonus room provides valuable additional living space and can be used as a fifth bedroom, home office, media room, playroom, or guest retreat. The spacious primary suite opens through French doors to a private deck—an ideal setting for morning coffee, evening relaxation, or your own outdoor retreat. A separate screened patio creates even more space to relax, entertain, and enjoy Florida living throughout the year. The freshly painted exterior makes a striking first impression with Web Gray, Extra White accents, and a Loyal Blue front door. Additional highlights include Ring cameras positioned at the front, side, and rear of the home; dusk-to-dawn front exterior lighting; storage; multiple flexible living areas; a 3-car garage; a low HOA; and the added value of a new roof before closing. Conveniently located near shopping, dining, major roadways, Central Florida attractions, and area recreation, this move-in-ready home delivers the space, updates, and lifestyle features that are increasingly difficult to find. Schedule your private showing—this is a must-see opportunity!

2512 Brookstone Drive, Kissimmee
2580 Hunley Loop, Kissimmee
$395,000
4 Beds ⋅ 2 Baths ⋅ O6445251 MLS
Welcome to this spacious 4-bedroom, 2-bath home situated on a desirable CORNER LOT in the Eagle Bay community of Kissimmee! Offering approximately 1,874 sq. ft. of living space, this home features a functional layout with a living/dining room combination and a kitchen/family room combination, providing comfortable spaces for everyday living and entertaining. The kitchen features an eat-in area and generous workspace, and all kitchen appliances are included, along with the washer and dryer. Vaulted ceilings enhance the open feel of the main living areas. The primary suite features a private bath with dual sinks, a garden tub, and a separate shower. Step outside to the screened lanai and fenced patio, an inviting space to relax and enjoy Florida living. Additional highlights include a ROOF REPLACED IN 2025, a 2-car garage, and the additional outdoor space provided by this corner lot. LOW HOA of approximately $37 monthly, with community amenities including a swimming pool, playground, basketball court, and volleyball area. Location is another highlight! Enjoy convenient access to supermarkets, shopping, dining, and everyday essentials, as well as Simpson Road and Osceola Parkway, providing convenient connections to Florida’s Turnpike and SR-417 (Central Florida GreeneWay). The property is also conveniently positioned for access to Lake Nona Medical City, Orlando International Airport, and the greater Orlando area. Schedule your private showing and discover this Eagle Bay home today!

2580 Hunley Loop, Kissimmee
302 Cervantes Drive, Kissimmee
$237,000
2 Beds ⋅ 3 Baths ⋅ O6444024 MLS ⋅ 302 BLDG.
Welcome to 302 Cervantes Drive! This well-located 2-bedroom, 2.5-bath townhome offers approximately 1,120 square feet of comfortable living space in the Rio Hills Townhouses community. The functional two-story floor plan features the main living areas downstairs, a convenient half bath for guests, and both bedrooms upstairs for added privacy. The spacious kitchen offers plenty of storage, including a large pantry, and the home also features central A/C and an interior laundry with washer and dryer. Enjoy the convenience of community amenities, including a pool, while being ideally situated near shopping, dining, schools, major roadways, Orlando International Airport, and Central Florida attractions. A new roof was completed in 2026, adding even more value and peace of mind. Whether you’re looking for a primary residence or an investment opportunity, this Kissimmee townhome is ready for its next owner. Schedule your private showing today!

302 Cervantes Drive, Kissimmee
72 Pine Island Circle, Kissimmee
$290,000
3 Beds ⋅ 2 Baths ⋅ O6445302 MLS ⋅ N/A BLDG.
Virtually Staged. POND VIEWS, vaulted ceilings, and a FIRST-FLOOR PRIMARY SUITE—this townhome has the features buyers look for. Natural light fills the open living and dining area, which leads to a screened patio overlooking the water. The kitchen pairs granite countertops with two pantries and a handy pass-through for serving and entertaining. The primary suite offers a walk-in closet and private bath, while two bedrooms, a full bath, and laundry are upstairs. You’ll also find luxury vinyl flooring, granite in the baths, a screened front porch with a generous storage closet, and TWO ASSIGNED PARKING SPACES. A/C was replaced in 2022 and windows and doors in 2023. Close to Disney, Universal, SeaWorld, shopping, and dining, with convenient access to the Turnpike, SR 417, and Orlando International Airport.

72 Pine Island Circle, Kissimmee
1178 Jade East Lane, Kissimmee
$305,000
3 Beds ⋅ 2 Baths ⋅ G5118255 MLS ⋅ 1178 BLDG.
Affordable, Updated & Move-In Ready! Welcome to this charming 3-bedroom, 2-bath townhome in the desirable gated Jade East community! This home offers an excellent opportunity for a first-time buyer, second home, or investor looking for an affordable property with strong potential. Enjoy an open and comfortable layout, all vinyl flooring, updated appliances, HVAC replaced in 2019, and roof replaced in 2018. The spacious primary suite offers added privacy, while the additional bedrooms provide flexibility for guests, family, or a home office. Conveniently located near shopping, supermarket right across the subdivision, school less than 5 minutes, dining, major highways, and Florida’s Turnpike. Low-maintenance living at an affordable price — a great opportunity you won’t want to miss!

1178 Jade East Lane, Kissimmee
2421 Ruddenstone Way, Kissimmee
$375,000
3 Beds ⋅ 2 Baths ⋅ S5157562 MLS
Welcome to this beautiful home located in the desirable Kissimmee area! This inviting property offers a comfortable and functional layout with spacious living areas perfect for everyday living and entertaining. Enjoy a bright, open atmosphere with plenty of natural light throughout. The home provides comfortable bedrooms, ample storage, and a well-designed floor plan. Conveniently located near shopping, dining, schools, major roadways, and Central Florida attractions. Enjoy easy access to Orlando, Lake Nona, and surrounding communities. Don’t miss the opportunity to make this wonderful property your new home—schedule your private showing today!

2421 Ruddenstone Way, Kissimmee
2631 E Lake Pointe Drive, Kissimmee
$449,000
4 Beds ⋅ 3 Baths ⋅ O6443939 MLS
**This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Welcome to this BEAUTIFULLY MAINTAINED 2020-BUILT, 4-BEDROOM, 2.5-BATHROOM HOME in the desirable East Lake Preserve community of Kissimmee. Thoughtfully designed with a spacious TWO-STORY FLOOR PLAN, multiple living areas, and an abundance of natural light, this home offers the perfect combination of comfort, functionality, and Florida living. Step inside to a welcoming entryway highlighted by VOLUME CEILINGS and strategically placed upper-level windows that fill the foyer with natural light. CERAMIC TILE FLOORING extends throughout the first floor, creating a clean, cohesive feel and an easy-to-maintain living space. The well-appointed kitchen is the heart of the home, featuring GRANITE COUNTERTOPS, STAINLESS STEEL APPLIANCES, STYLISH BACKSPLASH, GENEROUS CABINETRY, A LARGE PANTRY, and an oversized island with ample seating. The kitchen flows seamlessly into the casual dining area and additional living space, creating an inviting setting for everyday living and entertaining. A separate FORMAL DINING ROOM, FIRST-FLOOR BEDROOM, AND HALF BATH add valuable versatility. Upstairs, a semi-wraparound staircase leads to a SPACIOUS LOFT, providing even more flexibility for a media room, game room, home gym, study area, or comfortable lounge. The PRIMARY SUITE offers a peaceful retreat with a LARGE WALK-IN CLOSET and private ensuite bathroom featuring DUAL VANITIES and an oversized WALK-IN SHOWER. Two additional bedrooms provide plenty of space for family and guests, while the second full bathroom features a tub/shower combination. A linen closet and UPSTAIRS LAUNDRY ROOM add everyday convenience. Step outside to enjoy the Florida lifestyle from the COVERED, SCREENED-IN PATIO, an ideal space for morning coffee, outdoor dining, relaxing, or entertaining guests. The GENEROUS BACKYARD offers plenty of room to create your own outdoor oasis, whether you envision adding a private pool, outdoor kitchen, playground, garden, or simply keeping the open green space for pets and recreation. The attached TWO-CAR GARAGE features durable EPOXY FLOORING, adding both style and functionality. Beyond the home itself, enjoy the lifestyle offered by East Lake Preserve, a welcoming residential community designed around everyday comfort and outdoor enjoyment. Residents have access to a COMMUNITY POOL, PLAYGROUND, SIDEWALKS, AND NEIGHBORHOOD GREEN SPACES. Nestled in a prime location, East Lake Preserve provides convenient access to SR-417 and major Central Florida roadways, Lake Nona, Medical City, Orlando International Airport, shopping, dining, entertainment, and other Central Florida attractions. Schedule your private showing!

2631 E Lake Pointe Drive, Kissimmee
2949 Gavin Sky Drive, Kissimmee
$540,000
4 Beds ⋅ 2 Baths ⋅ S5157135 MLS
LAKE VIEWS & OPEN-CONCEPT LIVING! Welcome to this beautiful 4-bedroom, 2-bathroom home in the desirable St. Cloud at the Seasons at Big Sky community in Kissimmee. This inviting home features a bright, open-concept layout with a spacious kitchen, an oversized island with plenty of seating, abundant cabinetry, modern pendant lighting, and a seamless connection to the dining and living areas. Large sliding glass doors bring in plenty of natural light and showcase the beautiful lake views, creating a relaxing setting for everyday living and entertaining. Enjoy the lifestyle Seasons at Big Sky has with resort-style amenities, including a community pool, playground, sports courts, walking trails, and beautifully maintained open spaces. Conveniently located near US-192, major highways, shopping, dining, and Central Florida's world-famous attractions. Come experience the comfort, views, and convenience this home offers!

2949 Gavin Sky Drive, Kissimmee
2841 Autumn Breeze Way, Kissimmee
$649,990
5 Beds ⋅ 3 Baths ⋅ O6442906 MLS
Welcome to 2841 Autumn Breeze Way, located in the highly sought after neighborhood of North Pointe. This stunning 5BR/3BA single-story residence boasts exceptional curb appeal, framed by lush, well-groomed landscaping leading into the entry. NEW AC 2026 w/ 10-YEAR Transferable Warranty and features a full home water softener and filtration system. Offering 2,940 sq ft of open-concept living, the home features an entertaining-style kitchen designed for gathering, a flexible 5th bedroom/office, and a spacious 3-car garage. Modern convenience is integrated throughout with smart home features, including smart lighting, smart smoke detectors, smart garage access, an electronic front door lock, and a Ring doorbell. Enjoy Florida weather in the expansive pool area—offering ample space for family and entertaining while you cool down overlooking the serene conservation backdrop with total privacy and no rear neighbors. This home has been well cared for by the current owners and is move-in ready. Conveniently located near SR-417 & Boggy Creek Road, you have quick access to Lake Nona, Medical City, Orlando’s International Airport & Downtown Orlando, with shopping, dining & everyday conveniences just minutes away. Also situated along East Lake Toho & adjacent to Austin Tindall Sports Complex, North Point offers easy access to recreation & outdoor activities. Boggy Creek Rd expansion is almost completed. This is an incredible opportunity where luxury living and serenity meet you right at the front door. Come tour this beautiful home for yourself—schedule your private showing today before it’s gone!

2841 Autumn Breeze Way, Kissimmee
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