Kissimmee Homes with Sidewalk Exterior Features

Kissimmee Homes with Sidewalk Exterior Features

Welcome to Kissimmee, a charming city located in Osceola County, Florida. Known for its proximity to world-famous theme parks like Walt Disney World, Kissimmee offers a unique blend of small-town charm and big-city amenities.

One of the standout features of homes in Kissimmee is their sidewalk exterior design. True to its community-oriented spirit, many homes in Kissimmee come with sidewalks that not only enhance the curb appeal but also promote a healthy and active lifestyle. Imagine taking a leisurely stroll or a brisk jog around your neighborhood, waving to friendly neighbors along the way.

Living in a home with sidewalk exterior features in Kissimmee means you can enjoy the beautiful Florida weather while staying connected to the community. Whether you're taking a morning walk with your furry friend or chatting with neighbors on an evening stroll, the sidewalks in Kissimmee add to the overall charm of the city.

With a variety of housing options to choose from, including single-family homes, townhouses, and condos, Kissimmee has something for everyone. Whether you're looking for a cozy starter home or a spacious property for your growing family, Kissimmee's real estate market is sure to have the perfect fit for you.

Come and discover the magic of Kissimmee, where sidewalk-lined streets lead to endless possibilities and a true sense of community awaits.

Newest Kissimmee Homes with Sidewalk Exterior 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
$399,900
4 Beds ⋅ 4 Baths ⋅ Compass Bay Unit 3 SubDv. ⋅ 34746 Zip Code
Welcome to this highly desirable corner unit townhome! Located in a hybrid community where both short-term and long-term rentals are allowed, this beautiful home offers exceptional flexibility for homeowners and investors alike. Featuring an open-concept layout, spacious living areas, and a modern kitchen, this property is perfect as a primary residence, vacation home, or income-producing investment. Enjoy peaceful pond views from the backyard, creating a relaxing outdoor setting to unwind and entertain. Conveniently located just minutes from Disney, shopping, dining, and major highways, residents and guests also enjoy access to outstanding resort-style amenities. Don’t miss this incredible opportunity to own a versatile property in the heart of Central Florida!

3175 Tocoa Circle, 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
$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
$260,000
3 Beds ⋅ 2 Baths ⋅ Pine Island Villas At Bvl SubDv. ⋅ 34743 Zip Code
Welcome home, perfectly situated in the quiet, established community of Pine Island Villas in Kissimmee! Unbeatable location meets everyday convenience in this charming home. Positioned just off Buenaventura Boulevard with quick access to Osceola Parkway and Florida’s Turnpike, commuting across Central Florida is a breeze. Enjoy the convenience of being just minutes from local shopping plazas, dining options, top-rated medical centers, and essential services, all while remaining a short drive from Central Florida’s world-famous attractions and Orlando International Airport. Upgrades on this home are: Roof 2015 by HOA, HVAC unit 2018, Water Heater 2025, French doors and Sliding doors on 2021, exhaust vent 2023. Designed for easy, low-maintenance living, this property features a functional, light-filled layout ideal for a primary residence or a long-term investment. Don't miss this opportunity to enjoy comfort, connectivity, and peace of mind in a wonderful Kissimmee neighborhood. Schedule your private tour today!

49 Pine Island Circle, 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
$695,000
8 Beds ⋅ 6 Baths ⋅ Windsor At Westside Ph1 SubDv. ⋅ 34747 Zip Code
Discover this stunning 8-bedroom, 6-bathroom luxury home located in the highly sought-after Windsor at Westside Resort, just 15 minutes from Walt Disney World! This property sits on one of the most desirable lots in the community —just a one-minute walk to the magnificent clubhouse in Phase I. This turn-key, fully furnished vacation home is ready for short-term rental or personal use. It has been professionally decorated and can comfortably host up to 22 guests — an ideal choice for families, groups, and high-performing investors. Property Highlights: • Spacious 8 bedrooms and 6 full bathrooms • Beautiful lake views in front house and just a one-minute walk to the magnificent clubhouse in Phase I. • Luxury vinyl flooring throughout (no carpet) • Disney-themed game room with pool table and foosball at loft • Three custom-designed themed bedrooms: Star Wars, Harry Potter, and Frozen • And Five bedrooms with Fully furnished and tastefully decorated for wide guest appeal • Two sets of washers, dryers, and refrigerators for high guest turnover convenience. in 2022 new AC unit replaced • Large dining area with 16 chairs plus 4 bar stools for group gatherings • Screened patio with spa and no rear neighbors for extra privacy Resort Amenities: Windsor at Westside offers an exceptional 8,000 sq. ft. resort-style clubhouse featuring: • Heated pool and spa • Lazy river and water playground • Fitness center and game room • Restaurant, tiki bar, and on-site convenience store • Sand volleyball, tennis, and basketball courts • 24-hour gated security Prime Location: • Only 15 minutes to Walt Disney World • 6 miles to Orlando Premium Outlets • 10 miles to the Orange County Convention Center • Close to golf courses, supermarkets (Sam’s Club, Walmart), and restaurants • Approximately 30 minutes from Orlando International Airport (MCO)

2137 Malta Terrace, Kissimmee
$425,000
4 Beds ⋅ 3 Baths ⋅ Poinciana Village 2 Nbhd 3 SubDv. ⋅ 34758 Zip Code
*Offering interest rate buy down or closing cost credit through preferred lender!* An impressive residence in Poinciana offering the space, flexibility, and distinctive features that are increasingly hard to find. One of the larger homes currently available in the community, this property is situated on a generous corner lot and provides an exceptional amount of living and storage space ideal for a growing household, multi-generational living, entertaining, or simply anyone who wants room to spread out. From the moment you arrive, the home makes a statement with its expansive multi-car paver driveway, providing plenty of parking for residents and guests. The spacious garage adds even more versatility, with ample room for multiple vehicles, storage, recreational equipment, tools, and toys. Step inside and you're immediately greeted by a dramatic living area showcasing soaring approximately 20-foot ceilings that create an incredible sense of openness and scale. One of the home's standout architectural features is the custom staircase with decorative railings, adding character and elegance while overlooking the impressive main living space. The first floor also features a private home office, providing a dedicated space for working remotely, studying, managing a business, or creating a quiet flex room away from the main gathering areas. The spacious floor plan offers multiple areas for everyday living and entertaining, giving everyone room to enjoy the home comfortably. Upstairs, a large loft creates another valuable living space that can easily become a media room, game room, playroom, second family room, fitness area, or additional workspace. The oversized primary suite provides a private retreat with plenty of room for a full bedroom setup and sitting area, complemented by a generously sized primary bathroom designed for comfort and functionality. Outside, the covered lanai extends the living space and provides a shaded setting for outdoor dining, relaxing, grilling, and enjoying Florida's year-round lifestyle. Combined with the oversized corner homesite, there's plenty of opportunity to make the outdoor space your own. With its exceptional size, dramatic ceilings, custom staircase, private office, oversized loft, spacious primary suite, substantial garage and parking, covered lanai, and large corner lot, 331 Ashburton Way delivers the kind of space and versatility that makes a home truly adaptable for years to come. If you've been searching for a large Poinciana home with room for everyone—and everything—this one deserves to be at the top of your list.

331 Ashburton Way, Kissimmee
$389,000
4 Beds ⋅ 2 Baths ⋅ Kindred Ph 1d SubDv. ⋅ 34744 Zip Code
Welcome to this beautifully maintained 4-bedroom, 2-bath home located in the highly desirable Kindred community. This move-in ready residence offers a bright open floor plan, a modern kitchen with a large island, stainless steel appliances, and a spacious owner’s suite with a walk-in closet. Enjoy the covered lanai and fully fenced backyard, perfect for entertaining or relaxing. Residents of Kindred enjoy resort-style amenities, including a community pool, clubhouse, fitness center, playgrounds, parks, walking trails, and more. Conveniently located near Lake Nona, Medical City, Florida’s Turnpike, shopping, dining, schools, and Orlando International Airport. Schedule your private showing today!

1795 Partin Terrace Road S, Kissimmee
$725,000
6 Beds ⋅ 6 Baths ⋅ Sonoma Resort At Tapestry Ph 1 SubDv. ⋅ 34741 Zip Code
Super rare opportunity to own a professionally designed home in the exclusive guard-gated resort community of Sonoma Resort at Tapestry! Lightly and gently used as a vacation retreat, this immaculate 6-bedroom, 6-bath contemporary residence has been meticulously maintained and is offered fully furnished. The interior was specially designed by acclaimed Brazilian-born Orlando interior designer Flavia Gueiros, whose signature blend of modern design and a light-toned palette gives the home a bright, clean, and elevated aesthetic throughout. Soaring high ceilings, an open floor plan, and a seamless living/dining combination create an airy, light-filled atmosphere from the moment you step inside. Ceramic tile flooring runs throughout, and the chef's kitchen features an eating space, dry bar, and generous storage. Enjoy your own private in-ground pool and spa overlooking serene water and pond views. The screened, covered lanai extends the living space outdoors, complete with a built-in outdoor kitchen and grill—ideal for entertaining or unwinding in the Florida sunshine. Additional highlights include a two-car attached garage, upper-level laundry, masonry fencing, tile roof, and a full suite of modern appliances. Sonoma Resort at Tapestry offers 24-hour guard-gated security, a resort-style pool, clubhouse, and fitness center. Ideally positioned near Orlando's world-famous attractions, dining, and major roadways, this community also permits short-term rentals—an excellent option for investors or vacation-home buyers. Built in 2018 and move-in ready, this turnkey designer home is a true standout. Schedule your private showing today!

2667 Calistoga Avenue, Kissimmee
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