Kissimmee Homes with Sidewalks Community Features

Kissimmee Homes with Sidewalks Community Features

Welcome to Kissimmee, Florida – a vibrant city that perfectly blends the magic of Central Florida with a welcoming community atmosphere. Nestled just minutes from the enchanting world of Walt Disney World and other renowned attractions, Kissimmee is a haven for families, retirees, and anyone seeking a slice of sunshine. With its stunning natural landscapes, including beautiful lakes and lush parks, residents can enjoy outdoor activities year-round, from fishing and boating to hiking and picnicking.

One of the standout features of Kissimmee is its commitment to community living, particularly in neighborhoods designed with families in mind. Many homes in Kissimmee come with charming sidewalks that encourage a sense of connection and camaraderie among neighbors. These pedestrian-friendly pathways not only enhance the aesthetic appeal of the community but also promote an active lifestyle. Imagine taking leisurely strolls in the evenings, where friendly faces greet you and children play safely in their yards.

Kissimmee’s homes with sidewalks are perfect for those who value community interaction and outdoor leisure. With easy access to parks, playgrounds, and local shops, these neighborhoods foster a warm, inviting atmosphere where memories are made. Whether you’re sipping coffee on your porch or enjoying a sunset walk, the sidewalks in Kissimmee create a sense of belonging that makes this city feel like home.

Discover the charm of Kissimmee, where vibrant living meets community spirit, and find your dream home in this delightful Florida city today!

Newest Kissimmee Homes with Sidewalks Community Features

$359,000
3 Beds ⋅ 3 Baths ⋅ Kindred Ph 1e SubDv. ⋅ 34744 Zip Code
Well you can stop looking You found this gem, this spectacular 3 bedroom 2 half bath in the very Desirable subdivision of Kindred this particular unit is facing a beautiful park with the playground and walking trails You will enjoy second floor loft and love open concept on your on your first floor and get ready to live the resort style living with not one two but three pools but also three fitness centers that are there for your convenience Let's not talk about the tennis courts volleyball court and all that Kindred has to give to their residences With its 5 miles of trails for walking jogging Biking and let's not forget about the doggy park Or the soccer field So much to do to enjoy the Florida lifestyle living and so much is coming to this beautiful resort style subdivision And with a 5-10 minute drive to plenty of shopping And all kind of delicious restaurants You definitely won't be disappointed Come and put this one on your LIST This subdivision is centrally located 2 the Florida Turnpike the 417 and the 528 And only about a 25 minute drive to Orlando's International Airport And let's not forget all the theme parks

1854 Katz Crossing Drive, Kissimmee
$550,000
7 Beds ⋅ 6 Baths ⋅ Emerald Island Resort Ph 5a SubDv. ⋅ 34747 Zip Code
Superb opportunity in a sought-after 24-hour guard-gated community! This spacious 7-bedroom, 5.5-bath pool home is approved for short-term rental use and offers outstanding income potential. Features include a newly remodeled kitchen with modern soft-close cabinetry, quartz countertops, SS appliances, spacious living and dining areas, and accommodations for large groups. The private screened heated pool has been recently upgraded with new WiFi controlled pool equipment for worry-free enjoyment. Ideally located just minutes from Walt Disney World, first-class attractions, shopping, dining, golf, and major entertainment venues. Whether you’re seeking a vacation home, investment property, or both, this well-maintained home delivers the perfect combination of location, comfort, and rental appeal. The HOA includes resort-style amenities, community pool, clubhouse sauna, volleyball, tennis, pickleball, mini golf, grass cutting, trees trimming, internet, cable and trash service. A rare opportunity in one of Central Florida’s most desirable vacation rental markets!

8667 La Isla Drive, Kissimmee
$695,000
6 Beds ⋅ 4 Baths ⋅ Windsor Hills Ph 3 SubDv. ⋅ 34747 Zip Code
TURNKEY VACATION RENTAL INVESTMENT MINUTES FROM DISNEY WORLD! This beautifully decorated and totally renovated 6-bedroom, 3.5-bath single-family home is located in the highly desirable Windsor Hills Resort—one of the closest vacation home communities to Walt Disney World. Designed to stand out in the competitive vacation rental market, this home is being offered turnkey and is ready for its next owner and guests. The updated interior features stylish décor, granite countertops in the kitchen and bathrooms, and fun Star Wars-themed bedrooms that are sure to be a hit with younger guests. Outside, enjoy a south-facing private pool with no rear neighbors, providing excellent sun exposure and added privacy. One of the home's standout features is the poolside theater, allowing guests to watch movies, sports and TV while relaxing in or around the pool. The converted garage has been transformed into a fun, air-conditioned game room, adding another guest-favorite amenity and entertainment space. Location within the resort is another major advantage. The home is just a short 3-block walk to the Windsor Hills clubhouse, resort pool and water park. With its combination of location, renovations, privacy, themed bedrooms and guest-focused amenities, this property offers an outstanding opportunity for buyers seeking a turnkey Disney-area vacation home and short-term rental investment.

2630 Dinville Street, Kissimmee
$495,000
4 Beds ⋅ 2 Baths ⋅ Casa Bella SubDv. ⋅ 34746 Zip Code
WELCOME HOME! Beautifully upgraded 4-bedroom, 2-bath, 2,168 sq. ft. KB Home with a 2-car garage, premium conservation lot, no CDD, and HOA $194.72 per quarter. This open-concept home features porcelain tile throughout, an upgraded kitchen with a microwave vented to the exterior, quartz island, granite finishes, upgraded to stage 3 Maple wood cabinetry, water filtration, 2 newer refrigerators and standup freezer. The spacious primary suite offers privacy, while upgraded bathrooms with extended granite countertops, sound and thermal insulation, illuminated closets, ceiling fans, Wi-Fi garage opener, and custom garage shelving add comfort and convenience. Enjoy your own screened Florida oasis with an 8,000-gallon, approximately 5-foot-deep gunite pool featuring automatic cleaning, lighting, and Wi-Fi controls. The screened patio includes a ceiling fan, lighting, hurricane screening, and a remote-controlled electric awning. The beautifully landscaped yard includes new St. Augustine grass, river rock, full fencing with critter-resistant netting, permanent landscape lighting, Wi-Fi-controlled irrigation, and exterior Nest cameras. Remote-controlled hurricane screens provide additional protection. Energy-efficient features include a 10.92 kW solar system with Enphase microinverters and a stated 25-year warranty. The home also includes Massey termite protection with in-ground bait stations. This home truly has so much to offer! Please refer to the MLS attachments for a detailed list of upgrades. Manuals and warranties will be provided upon request. Don’t miss this opportunity to own an exceptionally upgraded Florida home with a private pool, conservation views, and extensive features. Schedule your private showing today!

4521 Casablanca Avenue, Kissimmee
$166,000
Reunion Ph 02 Prcl 01 & 1a SubDv. ⋅ 34747 Zip Code
Amazing opportunity to own a fantastic lot on the 3rd hole of the Palmer signature golf course. Land is hard to come by in Reunion these days so purchase while you can. The homesites do not have a time restriction to begin construction immediately so purchase now or for future generations to own. Build for full time residence or vacation home. Great proximity to all the major theme parks especially WALT DISNEY WORLD being just 2 exits away, makes this vacation community a top choice for visitors of all ages. If you are looking to take a few golf swings while on your vacation you can take the challenge on any of the 3 World Class Championship GOLF COURSES designed by Arnold Palmer, Tom Watson And Jack Nicklaus that are located on-site. Reunion offers many onsite restaurants from hamburgers at The Cove to fine dining at Chophouse and everything in between. There are 14 pools in the community including MULTIMILLION DOLLAR WATER PARK with lazy river & water slide.

7632 Excitement Drive, Reunion
$299,900
3 Beds ⋅ 3 Baths ⋅ Reunion Ph 1 Prcl 2 SubDv. ⋅ 34747 Zip Code
Virtually Staged. **Reunion Club Membership Available** Welcome to Carriage Pointe, located within the renowned guard-gated community of Reunion Resort. This beautifully renovated 3-bedroom, 2.5-bath townhome offers a truly exceptional combination of luxury, style, and modern design, complete with an attached 1-car garage. Completely renovated is an understatement, over $100,000 was invested into transforming this home from the studs up, with no detail overlooked. From the moment you enter, you’ll notice the luxury vinyl plank flooring that flows throughout the entire home, creating a sleek and cohesive feel. The heart of the home is the brand new open concept chef’s kitchen, featuring a large island, new appliances, and beautiful granite countertops. The contemporary upgrades continue upstairs, where custom under stair accent lighting adds a upscale touch, while the stunning cable railing system enhances the modern aesthetic. The spacious primary suite offers a private retreat with its own balcony and a beautifully remodeled en-suite bathroom featuring new cabinetry, quartz countertops, and an upgraded rainfall shower. Two additional bedrooms are located upstairs and share a second fully remodeled bathroom. With extensive renovations, high-end finishes, and a modern contemporary design throughout, this Carriage Pointe townhome is truly move-in ready and offers the opportunity to enjoy the exceptional lifestyle of Reunion Resort. Reunion Resort is a luxury resort, that also allows short term rental, and is a top choice for visitors of all ages, Reunion features 12 Pools In The Community, Including a multimillion dollar water park, Complete with a lazy river, splash park for the little ones, tiki bar, & Water Slides, 3 championship golf courses, 5 restaurants, tennis/pickleball courts, putt putt golf, and many more amenities, making Reunion truly a city within gates. This townhome is turnkey, and has so much more to see, that you will have to see in person to appreciate. It is now your turn to call Reunion Resort your new home, or home away from home, welcome home!

815 Assembly Court, Kissimmee
$299,900
3 Beds ⋅ 2 Baths ⋅ Westview Pod B Neighborhood 5 Ph 1 SubDv. ⋅ 34758 Zip Code
Come see this bright and inviting 3-bedroom, 2-bathroom home recently built in 2025 in Kissimmee. This move-in-ready residence blends modern design with everyday comfort, offering an easy, low-maintenance lifestyle just minutes from local shopping, dining, and major roadways. Step onto the covered front porch, an inviting spot for morning coffee, and through the front door into a bright, open-concept living space. The main living and dining areas feature a stylish tray ceiling that adds architectural interest, along with large windows that fill the rooms with natural light. Durable tile flooring runs throughout the main living areas, making cleanup a breeze. The kitchen is a true centerpiece, featuring crisp white cabinetry, sleek stainless-steel appliances, a tile backsplash, and a spacious island with bar seating, perfect for casual meals or entertaining guests. The adjacent dining area comfortably fits a full-size table, and the open flow into the living room makes this home ideal for gatherings with friends and family. The living room invites you through sliding glass doors to the backyard, creating a seamless indoor-outdoor connection. The primary suite offers a peaceful retreat with plush carpet, a ceiling fan, and plenty of natural light, while the second and third bedrooms provide flexible space for guests, family, or a home office. A dedicated large laundry room offers space for a full-size washer and dryer plus built-in shelving for extra storage. The two-car garage offers ample space for parking and storage, and the water softener conveys with the home for added value Outside, the home showcases attractive curb appeal with a paver driveway and walkway, stone accents at the entry, and a well-manicured lawn. Behind the home, unwind on the enclosed, covered lanai overlooking a large backyard and peaceful water view, a perfect spot to relax any time of the day. This home is part of Lennar at Esplanade, a new master-planned community in Kissimmee that welcomes pets, making it a great fit for owners with furry companions. Residents enjoy access to a community pool and clubhouse, a fitness center, dog park plus courts for tennis, pickleball and bocce ball, along with a spa for relaxing after a day of activity. The neighborhood sits close to Highway 17, putting the greater Orlando area within easy reach, and outdoor lovers will appreciate being a short drive from area lakes and nature trails for hiking and exploring, such as the Lake Marion Creek Wildlife Management area. Whether you're a first-time buyer, growing family, or investor, this property checks all the boxes: modern finishes, thoughtful design, and a location that puts you close to everything Central Florida has to offer. With green and energy-efficient construction plus thoughtful finishes throughout, this home offers the comfort of new construction without the wait. Come see the possibilities and make this house your own. Don't miss your chance to own this nearly new home. Schedule your private showing today!

4536 Ochos Rios Place, Kissimmee
$539,000
4 Beds ⋅ 3 Baths ⋅ Villa Sol Ph 1 Village 5 SubDv. ⋅ 34744 Zip Code
Virtually Staged. One or more photo(s) was virtually staged. Welcome to this Spanish-Mediterranean single-family home located in the gated community of Villa Sol in Kissimmee! Offering 4 bedrooms, 3 full bathrooms, a 2-car garage, and 2,351 sq. ft. of heated living space, this single-story residence combines flexible living with pond views. A key feature of the home is the attached in-law suite with its own private exterior back entrance, bedroom, and full bathroom. Inside, an open floor plan is filled with natural light, featuring polished porcelain tile flooring, vaulted ceilings, and architectural archways. The kitchen includes granite countertops, a multi-level breakfast bar, light grey cabinetry, stainless steel appliances, and pendant lighting. The primary bedroom suite offers luxury vinyl plank flooring, vaulted ceilings, a walk-in closet, and sliding glass door access to the pool deck. The en-suite bath features a dual-sink granite vanity, light grey cabinetry, a corner jetted soaking tub, and a separate glass-enclosed shower. Step outside to your private rear screen enclosure featuring an in-ground pool and integrated spa overlooking serene water views on an oversized lot. Villa Sol community amenities include a gated entry, clubhouse, fully equipped fitness center, resort-style community pool, tennis courts, basketball court, and playground, with cable TV and high-speed internet included in the low HOA fee. Perfectly positioned in Kissimmee, this home offers quick access to SR-417, US-192, and Boggy Creek Road, putting Lake Nona, Medical City, and Orlando International Airport (MCO) just a short drive away. Zoned for East Lake Elementary, Neptune Middle, and Tohopekaliga High School, you are also minutes from local shopping centers, dining, Lake Tohopekaliga parks, golf courses, and Central Florida's major theme parks and attractions. Schedule your private tour today!

3133 Riachuelo Lane, Kissimmee
$215,000
2 Beds ⋅ 2 Baths ⋅ Villas Del Sol At Kissimmee Condo SubDv. ⋅ 34741 Zip Code
Beautiful and well-maintained 2-bedroom, 2-bathroom first-floor condo offering a comfortable and spacious layout. Designed for everyday living, the functional floor plan provides generous living areas and the convenience of first-floor access, making it an excellent option for first-time buyers, seasonal residents, or investors. Currently tenant occupied. The community allows both short-term and long-term rentals, offering flexibility for future use. Enjoy resort-style amenities, including two swimming pools, a fitness center, tennis courts, a playground, walking paths, picnic and grilling areas, and beautifully maintained grounds. Conveniently located just minutes from The Loop, Publix, Walmart, restaurants, shopping, entertainment, schools, and medical facilities, with easy access to US-192, John Young Parkway, Osceola Parkway, Florida’s Turnpike, and I-4, providing convenient access to Disney, Celebration, and Orlando International Airport. Whether you’re looking for a place to call home or to expand your real estate portfolio, this condo offers the location, flexibility, and lifestyle you’ve been searching for. Schedule your private showing today!

2207 Antigua Place Unit 715, Kissimmee
$324,990
3 Beds ⋅ 2 Baths ⋅ Poinciana Village 2 Nbhd 1 SubDv. ⋅ 34758 Zip Code
Welcome to this beautifully updated POOL HOME featuring an open floor plan, vaulted ceilings, and a spacious layout designed for comfortable everyday living and entertaining. The kitchen offers solid-surface countertops, stainless steel appliances, ample cabinetry, and an open connection to the main living areas. The primary suite features a walk-in closet and a spacious bathroom with dual sinks, a walk-in shower, and a Jacuzzi-style garden tub. The home has been thoughtfully updated throughout, including refreshed bathrooms with attractive tile finishes, and offers a clean, well-maintained interior that is ready for its next owner. Step outside to your own private retreat with a screened-in lanai and swimming pool, offering plenty of space to relax, entertain, or enjoy Florida living year-round. The POOL was resurfaced in 2024, and the pool pump was replaced in 2023. Additional recent improvements include a NEW ROOF and WATER HEATER in 2024, new window blinds in 2026, and fresh interior and exterior paint in 2026. Located in Poinciana Village 2 with no CDD, residents enjoy access to community amenities including internet and cable, a fitness center, community pool, playgrounds, parks, and recreational facilities. Conveniently located near shopping, dining, schools, medical facilities, and major roadways. With numerous recent updates, a private pool, and generous indoor and outdoor living space, this home is ready for its next owner. Schedule your private showing today.

1025 Derbyshire Drive, Kissimmee
$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
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