Kissimmee Homes with Sidewalks Community Features

Kissimmee Homes with Sidewalks Community Features

Welcome to Kissimmee, Florida – a vibrant community nestled in the heart of Osceola County, just a stone's throw away from the magic of Orlando! Known for its rich cultural heritage and stunning natural beauty, Kissimmee offers an enchanting blend of suburban charm and urban convenience. With its proximity to world-renowned theme parks, pristine lakes, and lush parks, residents can enjoy endless recreational opportunities right at their doorstep.

One of the standout features of Kissimmee is its commitment to creating a walkable community. Many neighborhoods boast homes with sidewalks, fostering a sense of connection among residents. Imagine taking leisurely strolls along tree-lined streets, with friendly neighbors waving hello and children riding their bikes in a safe, inviting environment. Sidewalks not only enhance the aesthetic appeal of the community but also promote a healthy lifestyle, encouraging families to explore local parks, shops, and dining options.

Kissimmee’s real estate market offers a variety of homes, from charming single-family residences to modern townhouses, all designed with community living in mind. This region is perfect for families, retirees, and everyone in between, providing a welcoming atmosphere where you can truly feel at home.

With its unique blend of convenience, community, and charm, Kissimmee is not just a place to live – it’s a place to thrive. Explore our listings today and discover your dream home in this delightful Florida gem, where every day feels like a vacation!

Newest Kissimmee Homes with Sidewalks Community Features

3052 Rising Mist Court, Kissimmee
$590,000
4 Beds ⋅ 3 Baths ⋅ Legacy Park Ph 1 SubDv. ⋅ 34744 Zip Code
Welcome to luxury, space & comfort in Kissimmee this stunning two-story pool home nestled in the heart of Kissimmee, Florida, within a desirable gated community! Offering nearly 3,000 square feet of thoughtfully designed living space, this beautiful 4-bedroom, 2.5-bathroom home combines comfort, style, and functionality. This home features several recent upgrades, including: Freshly painted interior throughout. Newly renovated primary bathroom. Newly installed water heater. Two brand-new chandeliers. Professionally cleaned carpets. Private heated saltwater swimming pool. The spacious first floor offers a versatile bonus room that can easily serve as a home office, guest bedroom, or flex space to fit your needs. Upstairs, you'll find the remaining bedrooms along with a generous loft area, perfect for a media room, study area, playroom, or additional family gathering space. The oversized kitchen is truly the heart of the home, featuring beautiful quartz countertops, abundant cabinetry, and plenty of space for cooking, entertaining, and creating lasting memories with family and friends. Retreat to the generously sized bedrooms, designed to provide comfort, privacy, and plenty of room for everyone. Step outside and enjoy your own private backyard oasis! The heated saltwater pool is perfect for relaxing, entertaining guests, and enjoying Florida living all year long. Conveniently located near major shopping centers, restaurants, entertainment, and everyday conveniences, this home offers the perfect combination of location, space, and lifestyle. Don't miss your opportunity to own this beautiful, move-in-ready pool home in one of Kissimmee's desirable gated communities. Schedule your private showing today and make this home yours!

3052 Rising Mist Court, Kissimmee

2711 Summer Retreat Lane, Kissimmee
$349,990
3 Beds ⋅ 2 Baths ⋅ Tohoqua Ph 5a SubDv. ⋅ 34744 Zip Code
Discover the perfect blend of comfort, style, and effortless living in this beautifully upgraded 3-bedroom, 2-bath villa **located in one of Kissimmee’s desirable communities. Featuring 1,579 square feet of thoughtfully designed living space, this move-in-ready home offers a modern open-concept layout with elegant finishes and a relaxed, resort-inspired lifestyle. From the moment you arrive, you’ll appreciate the charming curb appeal, featuring a paver driveway, beautifully maintained landscaping, and a welcoming covered entrance. Step inside to discover a bright and spacious interior filled with natural light, complemented by tile flooring in the entire home, upgraded lighting, and plantation shutters all throughout. The open kitchen seamlessly connects to the dining and living spaces, making it ideal for entertaining guests or enjoying everyday moments with family. The thoughtfully designed split-bedroom floor plan provides added privacy, while the separate room offers flexibility for remote work, a home library, or a personal hobby space. The spacious primary suite features a walk-in closet and a well-appointed en-suite bathroom designed with comfort and convenience in mind. Enjoy Florida living at its best in the covered lanai and fenced in backyard creating the perfect outdoor retreat for relaxing mornings, evening gatherings, or entertaining friends. Additional features include a two-car garage, dedicated indoor laundry room, and easy, low-maintenance living that allows you to spend more time enjoying the things you love. Ideally situated near Lake Nona, Medical City, Orlando International Airport, SR-417, Florida’s Turnpike, and Osceola Parkway, this home offers convenient access to shopping, dining, entertainment, and Orlando’s world-famous attractions.

2711 Summer Retreat Lane, Kissimmee

2622 Hunley Loop, Kissimmee
$394,999
4 Beds ⋅ 2 Baths ⋅ Eagle Bay Ph 1 SubDv. ⋅ 34743 Zip Code
NEW ROOF IN 2025, HVAC REPLACED IN 2019, AND LOW HOA! Welcome to 2622 Hunley Loop, a beautifully maintained 4-bedroom, 2-bathroom home in Kissimmee’s Eagle Bay community. Lovingly cared for and occupied by its original owners since purchase, this inviting home reflects pride of ownership throughout. High ceilings, abundant natural light, and tile flooring create a bright, welcoming interior. Separate living and dining areas, a comfortable family room, and a breakfast nook offer flexible spaces for everyday living and entertaining. The kitchen features granite countertops, stainless steel appliances, ample cabinetry, and a breakfast bar overlooking the family room. The spacious primary bedroom includes a private adjoining bathroom, while three additional bedrooms provide space for guests, hobbies, or a home office. Sliding glass doors open to a fenced backyard, and a two-car garage adds convenience. Enjoy a community pool, volleyball court, and playgrounds with a low HOA fee of just $37 per month. Everyday essentials are close by, including Walmart, Publix, Walgreens, a Wawa gas station at the nearby corner, and a variety of restaurants. Orlando International Airport is approximately 20 minutes away, depending on traffic. With major updates already completed, beautifully maintained interiors, and a convenient location, this home is ready for its next chapter. Contact your Realtor today to schedule a private showing and discover everything this Eagle Bay home has to offer!

2622 Hunley Loop, Kissimmee

2015 Spring Shower Circle, Kissimmee
$412,000
3 Beds ⋅ 2 Baths ⋅ Tohoqua Reserve SubDv. ⋅ 34744 Zip Code
**SELLER CONTRIBUTION TO CLOSING COSTS AVAILABLE** Great opportunity and price for this immaculately maintained home inside the GATED 55+ Tohoqua Reserve. This split floor plan 3/2 with a den / flex space which can be easily converted to a 4th bedroom, office, or living area, features luxurious details such as neutral ceramic tile floors throughout the entire home, kitchen with oversized island, 42" cabinets with crown moulding, granite countertops and stainless steel appliances, overlooking the living and dining room, for an open concept designed for entertaining, which flows seamlessly into a covered screened-in extended patio, facing a large backyard with no rear neighbors for added privacy and enjoying nature. The primary bedroom is located in the back of the home, providing a tranquil retreat which includes an en-suite bathroom featuring a fully tiled super-shower with a bench, double vanity, huge walk-in closet and quartz countertops. The remaining bedrooms are spacious and comfortable for your guests or occupants alike, and the secondary bathroom has a tub perfect for soaking and relaxing. The home is rounded off by a convenient inside laundry room with a washer and dryer, a 2 car garage with extra mounted storage space, and paved driveway for additional vehicles. The community features private amenities like a Clubhouse with Fitness Center, resort-style pool and outdoor fire pit, pickleball and bocce ball courts, dog park and more – exclusively reserved for those 55 and older. Residents also have access to Tohoqua's amenities outside the reserve, including another resort style pool for younger guests, and there are more than 5 miles of trails winding throughout the community for walking, running and bicycling to enjoy the Florida Lifestyle. The Tohoqua trails connect to trails outside the community, including the Twin Oaks Conservation Area trail that takes you to the shores of Lake Tohopekaliga. For those who prefer to paddle, you can launch a canoe or kayak into the Saint Cloud Canal and go north to East Lake Tohopekaliga or south to Lake Tohopekaliga. Restaurants, shopping centers, medical facilities and major roads like the Turnpike and 192 are minutes away, and less than an hour from the East Coast beaches and theme parks. Come see this home today!

2015 Spring Shower Circle, Kissimmee

1478 Bitteroot Street, Kissimmee
$441,990
4 Beds ⋅ 2 Baths ⋅ Kindred SubDv. ⋅ 34744 Zip Code
Under Construction. 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.*

1478 Bitteroot Street, Kissimmee

1892 Southbury Drive, Kissimmee
$455,990
4 Beds ⋅ 2 Baths ⋅ Kindred SubDv. ⋅ 34744 Zip Code
Under Construction. 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.*

1892 Southbury Drive, Kissimmee

1515 Southbury Drive, Kissimmee
$325,990
3 Beds ⋅ 3 Baths ⋅ Kindred Ph 2a SubDv. ⋅ 34744 Zip Code
Welcome to this inviting 3-bedroom, 2.5-bathroom townhome in the desirable Kindred community of Kissimmee, where comfortable living meets resort-style amenities (All the furniture is negotiable). The spacious kitchen opens to the family room, creating a welcoming setting for everyday living and entertaining. All three bedrooms are located upstairs, providing separation from the main living areas. Additional features include a rear-entry one-car garage and an alkaline water system included with the home. Kindred residents enjoy an extensive selection of amenities, including three swimming pools, three fitness centers, tennis and volleyball courts, a soccer field, a dog park, and approximately five miles of trails for walking, jogging, and biking. Whether you prefer outdoor recreation, an active routine, or relaxing by the pool, the community offers plenty of opportunities to enjoy your surroundings. Conveniently located near the Florida Turnpike, SR 417, and SR 528, the property provides access to shopping, dining, and destinations throughout Central Florida. Orlando International Airport is approximately 25 minutes away, and the area's renowned theme parks and attractions are within easy reach. With its functional layout, one-car garage, included alkaline water system, and extensive community amenities, this townhome offers an excellent opportunity to enjoy the Florida lifestyle. Schedule your private showing today!

1515 Southbury Drive, Kissimmee

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