Kissimmee Homes with Sidewalk Exterior Features

Kissimmee Homes with Sidewalk Exterior Features

Welcome to Kissimmee, Florida – a vibrant city that perfectly blends the magic of Florida’s theme parks with the charm of small-town living. Nestled just south of Orlando, Kissimmee is a gateway to adventure, offering an array of attractions, outdoor activities, and a rich cultural tapestry. From the enchanting Walt Disney World Resort to the stunning natural beauty of Lake Tohopekaliga, Kissimmee is a haven for families, retirees, and everyone in between.

One of the standout features of homes in Kissimmee is their inviting sidewalk exterior. Picture yourself strolling down tree-lined streets, where friendly neighbors wave hello and children play in nearby parks. These sidewalks not only enhance the aesthetic appeal of the community but also promote an active lifestyle, providing safe pathways for walking, biking, or enjoying a leisurely jog.

Whether you’re looking for a cozy single-family home or a spacious townhouse, Kissimmee offers a diverse range of properties with charming sidewalk exteriors. Many of these homes are designed with family in mind, featuring open floor plans, modern amenities, and beautiful outdoor spaces perfect for gatherings.

With its close-knit community feel and easy access to world-renowned attractions, Kissimmee is more than just a place to live; it’s a lifestyle. Embrace the Florida sunshine and discover the joy of living in a city that combines comfort, convenience, and a touch of magic. Welcome home to Kissimmee, where your dream home awaits!

Newest Kissimmee Homes with Sidewalk Exterior Features

1003 Old Blush Road, Celebration
$499,900
2 Beds ⋅ 3 Baths ⋅ Celebration Roseville Corner SubDv. ⋅ 34747 Zip Code
Fresh, Beautifully Renovated, and Move-In Ready in Celebration! Welcome to 1003 Old Blush Road in East Village, where classic Celebration charm meets a fresh, beautifully renovated interior! This delightful end-unit residence is filled with natural light and enjoys an exceptional setting directly across from a peaceful conservation area and scenic walking path. With a surprisingly spacious yard for its price point, a detached garage, and extensive recent improvements, this home offers a wonderful combination of charm, comfort, and value in one of Central Florida's most beloved communities. Step inside and discover a bright, inviting interior featuring beautiful new Honey Oak luxury vinyl plank flooring throughout the main level, fresh interior paint, elegant 5-inch baseboards, and professionally painted cabinetry with new hardware. New ceiling fans with remotes and recessed lighting with dimmers on the main floor add to the home's contemporary feel. The kitchen features stunning new Quartzite countertops, a classic tiled backsplash, and a new stainless steel range and dishwasher. The bathrooms have been tastefully refreshed with new tile flooring, Moen plumbing fixtures, sinks, Kohler comfort-height toilets, mirrors, lighting, and refreshed showers and tub with a new shower door. Beyond the beautiful finishes, the home has also undergone a complete repipe with new PEX-B plumbing, providing an important improvement for insurance purposes. One of this property's most appealing features is its outdoor space. The generously sized yard offers room to relax, entertain, garden, or simply enjoy Florida's beautiful weather — a particularly attractive feature at this price point. The detached garage adds convenience, while the end-unit location provides abundant natural light and an open, airy feel. Just across the street, a tranquil conservation area offers lovely views from the front room, while the adjacent walking path invites morning walks and evening strolls. And then there's Celebration itself! With its picturesque streets, charming architecture, beautiful parks, vibrant downtown, and more than 26 miles of walking and biking paths, Celebration offers a lifestyle unlike any other. Enjoy neighborhood pools, community events, restaurants, shops, and the wonderful sense of community that makes this town so special. Come see it TODAY!

1003 Old Blush Road, Celebration
2939 Castaway Lane, Kissimmee
$330,000
2 Beds ⋅ 3 Baths ⋅ Rolling Oaks SubDv. ⋅ 34747 Zip Code
Welcome to resort-style living in the heart of Margaritaville Resort Orlando! This bright and spacious 2-bedroom townhome with a bonus room is located in the desirable Rolling Oaks community, just minutes from Walt Disney World. The flexible bonus room is currently set up with a twin bed, making it a great additional sleeping space, guest room, or cozy retreat. Inside, you’ll find stylish wood-look tile, quartz countertops, upgraded appliances, wood stairs, high ceilings, a private owner’s closet, and plenty of space to relax and unwind. Whether you’re looking for a full-time residence, a Florida getaway, or a short-term rental investment, this property offers incredible flexibility. Margaritaville Resort delivers the vacation lifestyle with multiple resort-style pools, restaurants and bars, a fitness center, full-service spa, walking trails, gated security, and convenient access to Sunset Walk, where shopping, dining, entertainment, and Island H2O Water Park are practically at your doorstep. With exterior maintenance, landscaping, and lawn care included, you can spend less time worrying about upkeep and more time enjoying everything Central Florida has to offer!

2939 Castaway Lane, Kissimmee
2187 Tripoli Court, Kissimmee
$570,000
8 Beds ⋅ 6 Baths ⋅ Windsor At Westside Ph 1 SubDv. ⋅ 34747 Zip Code
Buyer shall assume the existing solar contract at closing! Beautifully and tastefully decorated, this exceptional 8-bedroom, 6-bath single-family pool home is located within the highly sought-after Windsor at Westside Resort, one of the premier resort communities in the Orlando/Kissimmee area. Enjoy convenient access to world-class theme parks, dining, shopping, and entertainment. The home features a fully equipped kitchen with stainless steel appliances, granite countertops, and custom cabinetry, along with stylish furnishings and décor throughout. All furniture, décor, and appliances are included, making this a truly turnkey opportunity. Whether used as a vacation rental, a seasonal getaway, or a personal vacation home, this property offers outstanding flexibility. Owners and guests enjoy access to resort-style amenities, including a 10,000-square-foot clubhouse, state-of-the-art fitness center, expansive resort pool with splash area, and a relaxing lazy river. Additional amenities include Tu Casa Bar & Lounge, market and deli, concierge services, sand volleyball court, multi-purpose sports courts, a small soccer field, and playground—all designed to deliver a true resort lifestyle.

2187 Tripoli Court, Kissimmee
1894 Cassidy Knoll Drive, Kissimmee
$545,000
5 Beds ⋅ 4 Baths ⋅ Kindred Ph 1e SubDv. ⋅ 34744 Zip Code
Virtually Staged. Welcome to 1894 Cassidy Knoll, an exceptional home in the highly sought-after Kindred community featuring one of the largest and most desirable floor plans ever offered in the neighborhood. No longer available from the builder, this expansive design is known for its generously sized rooms, outstanding functionality, and flexible living spaces. The enormous first-floor primary suite offers exceptional privacy and convenience, complete with a massive walk-in closet and a unique, code-compliant doorway providing direct access to the garage. This thoughtful upgrade allows homeowners to come and go without disturbing the rest of the household. The home also features another spacious bedroom with a private en-suite bathroom, ideal for guests or multigenerational living, along with a versatile flex room that could serve as a formal dining room, home office, or potential sixth bedroom. What truly separates this home from others in Kindred is the extensive investment in aftermarket upgrades. The backyard features a massive 44-by-15-foot professionally installed paver lanai, offering approximately 660 square feet of outdoor entertaining space. A newly fenced backyard and a 7-by-7-foot shed/workshop, which conveys with the property, provide even more functionality. Inside, all carpeted areas have been replaced with premium luxury vinyl plank flooring. Exterior improvements include a widened driveway designed to accommodate larger vehicles and a paver walkway connecting to the driveway. The garage is equally impressive, featuring epoxy flooring, multiple 220-volt outlets suitable for electric vehicle charging equipment, a granite-topped utility sink, and additional washer and dryer hookups. While the main laundry room is upstairs, the garage provides the flexibility for a second laundry area. Two separate garage access points and a newer whole-home water softener and filtration system add even more convenience. Kindred offers an outstanding location just minutes from Florida's Turnpike, allowing residents to bypass much of the congestion along US 192. Shopping, dining, and everyday conveniences are nearby, while Walt Disney World is approximately 25 to 30 minutes away. The community also features its own K-8 school and resort-style amenities, including a swimming pool, clubhouse, fitness center, tennis courts, and basketball courts. A future commercial section is also planned within the community. With its rarely available floor plan, oversized bedrooms, first-floor primary suite, incredible outdoor entertaining space, and extensive upgrades, 1894 Cassidy Knoll offers a combination of size, comfort, and functionality that is increasingly difficult to find in today's new construction.

1894 Cassidy Knoll Drive, Kissimmee
7713 Graben Street, Kissimmee
$1,200,000
11 Beds ⋅ 13 Baths ⋅ Reunion West Ph 2b West SubDv. ⋅ 34747 Zip Code
Exceptional 11-bedroom luxury vacation home in the highly sought-after Encore at Reunion, just minutes from Walt Disney World. Offered fully furnished and turn-key rental ready, this spacious 5,496 sq ft home is designed for entertaining and accommodating large groups with ease. The chef-inspired kitchen features quartz countertops, multiple sinks, double refrigerators, dual ovens and double dishwashers. Outdoors, enjoy your own private resort-style oasis with a pool, splash pad, spa with cascading waterfall and covered patio. Upstairs offers even more entertainment with a dedicated theater room. Guests can also enjoy Encore’s incredible resort amenities, including the water park, clubhouse, dining, fitness center, sports courts and concierge services. A standout opportunity for a luxury vacation home, second home or investment property in one of Central Florida’s premier resort communities.

7713 Graben Street, Kissimmee
2500 Avian Loop, Kissimmee
$475,000
4 Beds ⋅ 3 Baths ⋅ Tapestry Ph 5 SubDv. ⋅ 34741 Zip Code
Welcome to 2500 Avian Loop, a spacious 4-bedroom, 2.5-bath home located in the desirable Tapestry community of Kissimmee. Built in 2020 and offering 2,170 square feet of living space, this single-story home features a bright, open layout with high ceilings, ceramic tile throughout the main living areas, and plenty of room to gather and entertain. The kitchen opens to the living area and features solid-surface countertops, solid wood cabinetry, a large center island, stainless steel appliances, and generous storage. The spacious primary suite includes a tray ceiling, large walk-in closet, and en-suite bath with dual sinks, soaking tub, and separate shower. Three additional bedrooms provide flexibility for guests, a home office, or additional living space. Step outside to the screened lanai overlooking the fully fenced backyard—perfect for relaxing or enjoying the Florida weather. Additional features include an attached two-car garage, indoor laundry area, and a convenient single-level floor plan. Tapestry offers community amenities including a pool and playground, along with 24-hour guard service. Conveniently located near shopping, dining, major roadways, and all that Central Florida has to offer. Schedule your private showing today!

2500 Avian Loop, Kissimmee
4911 Tribute Trail, Kissimmee
$365,000
4 Beds ⋅ 4 Baths ⋅ Storey Lake Tr K SubDv. ⋅ 34746 Zip Code
Welcome home to Storey Lake! This move-in-ready 4 bedroom, 3.5 bath townhome is vacant and easy to show, so you can picture yourself here the moment you walk in. The bright, open first floor brings the kitchen, dining, and living areas together, making everyday living and entertaining feel effortless. The kitchen features [quartz countertops, stainless steel appliances, and generous cabinet space]. Upstairs, the primary suite is a true retreat with a walk-in closet and a private bath, and the additional bedrooms offer flexibility for guests, a home office, or hobbies. You'll also have a two-car garage and low-maintenance living. Step outside and enjoy resort-style amenities just down the street, including clubhouse and playground. Storey Lake puts you minutes from Disney, shopping, dining, and major highways. Whether you want a full-time home, a vacation getaway, or an investment, this one is ready for you. Schedule your showing today!

4911 Tribute Trail, Kissimmee
121 Lochness Lane, Kissimmee
$399,000
3 Beds ⋅ 2 Baths ⋅ Cypress Lakes Ph 3 SubDv. ⋅ 34743 Zip Code
Beautifully remodeled pool home with NO HOA! This 3-bedroom, 2-bath property also features a versatile bonus room, ideal for a home office, guest room, playroom, or additional flex space. Thoughtfully updated just two years ago, the home offers a modern open-concept kitchen, beautifully renovated bathrooms, and fresh interior and exterior paint. Major improvements include a NEW A/C installed in 2024 and a 2021 roof, offering added peace of mind for the next owner. The spacious living area flows effortlessly toward the fully fenced backyard, where your private pool creates the perfect setting for relaxing, entertaining, and enjoying the Florida lifestyle year-round. A bright breakfast nook filled with natural light adds to the home's warm and inviting feel. Conveniently located near shopping, dining, entertainment, and everyday essentials, this move-in-ready home combines comfort, flexibility, and valuable updates all with no HOA. Schedule your private showing today!

121 Lochness Lane, Kissimmee
4116 Cannon Court, Kissimmee
$301,000
3 Beds ⋅ 2 Baths ⋅ Wilderness Ph 3 The SubDv. ⋅ 34746 Zip Code
Virtually Staged. Welcome home to 4116 Cannon Court! Nestled on a quiet street in The Wilderness subdivision of Kissimmee, this well-maintained 3-bedroom, 2-bath home offers a comfortable layout, inviting living spaces, and a private backyard perfect for enjoying the Florida lifestyle. Step inside to a desirable split-bedroom floor plan that provides added privacy for the primary suite while offering flexibility for family, guests, or a home office. Tile flooring throughout makes everyday living and maintenance a breeze, while beautiful bay windows in the living room and breakfast nook fill the home with natural light and added charm. One of the home's standout features is the spacious screened-in porch overlooking the fenced backyard—perfect for morning coffee, weekend gatherings, pets, or simply unwinding at the end of the day. Enjoy the peaceful neighborhood setting while still being just minutes from schools, shopping, grocery stores, restaurants, and everyday conveniences. With its functional floor plan, abundant natural light, low-maintenance flooring, and generous indoor-outdoor living space, this Kissimmee home is one you won't want to miss!

4116 Cannon Court, Kissimmee
2852 Tanzanite Terrace, Kissimmee
$239,999
3 Beds ⋅ 2 Baths ⋅ Emerald Lake SubDv. ⋅ 34758 Zip Code
Step into the perfect blend of comfort, style, and convenience in this beautifully updated 4-bedroom, 2-bath townhome in the desirable Emerald Lake community! Offering 1,838 sq. ft. of spacious living, this home features newer appliances, stylish LVP flooring, and an open, inviting layout designed for everyday living and entertaining. Major updates including a newer roof and refreshed stucco provide added peace of mind. Enjoy the convenience of 2-car parking, along with community amenities including a pool, park, and playground. Ideally located near shopping, dining, major highways, and Central Florida’s world-famous attractions, this home puts everything you need within easy reach. **Updated, spacious, and move-in ready—this is one you won’t want to miss!**

2852 Tanzanite Terrace, Kissimmee
3021 Sangria Street, Kissimmee
$380,900
3 Beds ⋅ 2 Baths ⋅ Villa Sol Village 4 Rep SubDv. ⋅ 34744 Zip Code
LOCATION, LOCATION, LOCATION! Welcome to this beautiful home in the highly desirable Villa Sol community, ideally situated in the heart of Kissimmee with convenient access to major highways, Orlando International Airport, shopping, dining, schools, and all that Central Florida has to offer. Enjoy resort-style community living with an impressive array of amenities, including a clubhouse, community pool, fitness center, tennis and basketball courts, playground, walking trails, and more. Even better, the HOA includes lawn care, internet, and cable—providing convenience and significant monthly savings while giving you more time to simply enjoy your home and the Florida lifestyle. Whether you’re looking for your primary residence or a Central Florida home in a convenient, amenity-rich community, this property offers an excellent combination of LOCATION, LIFESTYLE, and VALUE. Schedule your private showing today!

3021 Sangria Street, Kissimmee
1859 Beach Ridge Rd, Celebration
$1,670,000
4 Beds ⋅ 4 Baths ⋅ Celebration Island Village Ph 1b SubDv. ⋅ 34747 Zip Code
Prof Photos Coming Soon! Luxury, technology & resort-style living come together beautifully in this highly upgraded SANIBEL COASTAL by Mattamy Homes, ideally positioned on a **PREMIUM CONSERVATION HOMESITE** offering a peaceful natural backdrop & enhanced privacy. Featuring 4 bdrms,3.5 bths,approx 3,499 sq ft & a 3-car tandem garage,this exceptional home has been thoughtfully designed for both everyday living and entertaining.The open-concept kitchen,dining area & Great Room are complemented by a 1ST-floor Owner’s Suite, private 1ST-floor Guest Suite,versatile Flex Room with double glass doors, & an upstairs Loft with 2 additional bedrooms and shared bath.The impressive kitchen showcases ceiling-height upgraded cabinetry with soft-close doors & drawers,quartz countertops,a designer island sink & combination oven/microwave Luxury vinyl plank flooring flows throughout the home,complemented by upgraded bathroom tile,8-foot interior doors,enhanced trim & extensive LED lighting.Sound-barrier insulation was added to interior walls on both levels for enhanced comfort & privacy.The 1st-floor Owner’s Suite offers a spa-inspired retreat with an upgraded freestanding soaking tub,spacious walk-in shower,ceiling-height cabinetry & designer tile finishes.The Flex Room provides an ideal home office or additional guest space & includes a queen-size Murphy bed concealed within the closet.Step outside to your own private Florida resort,beautifully complemented by the *conservation setting beyond the backyard*. The spectacular outdoor living area features an EASY TO MAINTAIN luxury pool, that automatically fills & drains to maintain water levels & includes a waterfall spa,deck jets & sun shelf, all surrounded by a full screen enclosure.Entertain from the outdoor kitchen,practice your short game on the private PUTTING GREEN,or simply relax among tropical landscaping & accent landscape lighting.The backyard is fully fenced for privacy.Technology is integrated throughout the home,including Cat 6A Ethernet wiring,whole-home Wi-Fi access points,5.1 surround sound in the Great Room with speakers extending to the lanai,security cameras & video doorbell.Smart-phone control is available for the pool & spa,HVAC,garage doors,irrigation,security system & select exterior lighting.Programmable automated Levolor blinds enhance the front windows, & the garage is prewired for an EV charger.Fiber internet service.Additional upgrades include a Pure Touch water filtration system & water softener,ceiling fans,gutters,whole-home electrical surge protection,upgraded closet & pantry shelving,wall shelving,TV wall mounts & termite protection.The 3-car tandem garage provides excellent vehicle & storage space. This is far more than a builder-standard home.The *premium conservation homesite*, extensive upgrades, advanced technology & thoughtfully designed indoor/outdoor living spaces combine to create an exceptional move-in-ready property where luxury Florida living begins the moment you arrive. Located in Island Village, the latest development within the world-renowned community of Celebration; the town developed by Disney.Residents enjoy a host of amenities including Golf, Pools, Playgrounds,Tennis & Basketball, miles of biking/walking trails,several shopping & eating plazas along w/a charming Waterfront Downtown. Celebration sponsors a number of seasonal & holiday events along with a Sunday Farmer's Market. Close to Disney World,major roadways,medical services & so much more!

1859 Beach Ridge Rd, Celebration
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