Kissimmee Homes with Sidewalk Exterior Features

Kissimmee Homes with Sidewalk Exterior Features

Welcome to Kissimmee, Florida – a vibrant city nestled in the heart of Osceola County, renowned for its captivating charm and proximity to world-famous attractions. Just minutes away from Walt Disney World, Universal Studios, and an array of outdoor adventures, Kissimmee is a dream destination for families and retirees alike. With its sunny climate, lush landscapes, and a rich blend of cultural experiences, residents enjoy the perfect balance of relaxation and excitement.

Kissimmee is not just about fun and adventure; it’s also a place where community and comfort thrive. One of the standout features of homes in this area is the beautifully designed exterior with sidewalks, creating an inviting atmosphere for families and individuals alike. Imagine strolling along tree-lined streets, greeting neighbors, and enjoying evening walks with loved ones. The presence of sidewalks promotes a sense of community, encouraging outdoor activities and fostering connections among residents.

The homes in Kissimmee are as diverse as its population, offering a variety of styles and sizes to suit every lifestyle. From charming single-family homes to modern townhouses, there’s something for everyone. Many properties boast spacious yards, perfect for family gatherings or quiet evenings under the stars.

Whether you’re looking to invest in a vacation rental or find your forever home, Kissimmee offers a unique blend of accessibility, community spirit, and natural beauty. Embrace the opportunity to live in a place where every day feels like a vacation, and discover the charm of Kissimmee today!

Newest Kissimmee Homes with Sidewalk Exterior Features

255 Strathmore Circle, Kissimmee
$469,900
4 Beds ⋅ 2 Baths ⋅ Remington Ph 1 Tr B SubDv. ⋅ 34744 Zip Code
Immaculate golf course home overlooking the 18th hole, featuring a sparkling pool, spa, and gorgeous tile deck perfect for outdoor entertaining! This well-appointed home offers a NEW ROOF, vinyl plank flooring, shutters throughout, crown molding in the main living areas, decorative chair rail, and premium ceiling fans. The kitchen features granite countertops, a center island, decorative backsplash, and stainless-steel appliances. Vinyl plank flooring extends throughout most of the home and the spacious 3-car garage features epoxy-coated floors and an 18,000 BTU A/C wall unit. Must see home!

255 Strathmore Circle, Kissimmee
1800 Houston Street, Kissimmee
$316,000
3 Beds ⋅ 3 Baths ⋅ Soho At Lakeside Townhomes SubDv. ⋅ 34743 Zip Code
MUST SEE!! LAST CORNER UNIT AVAILABLE!!! Don't miss the opportunity to enjoy a brand new home in the heart of Kissimmee. This Corner lot unit at the Soho at Lakeside community featuring a modern elevation has a gorgeous layout and elegant high-end finishes. This is the perfect place to call Home!. This Luxury 3 bedrooms, 2.5 Bath count with high ceilings and tall windows. A spacious 2 car garage with paved driveway, a great layout distribution and a nice balcony in the master bedroom with his her hers closet. Modern and elegant tile through the first floor and nice carpet on the second floor and bedrooms. The kitchen features elegant Quartz counter tops and island, nice wood cabinets, back splash, modern fixtures and stainless steal appliances. Lots of natural light comes in due to the beautiful tall windows in the living room and bedrooms. All 3 bathrooms have beautiful elegant high-end features. This community has NO CDD, the HOA covers maintenance of the walking trail around the pond for morning or afternoon walks and a community pool, building exterior (including roof), cable TV, internet/Wi-Fi, lawn maintenance, & trash removal . This community is located close to everything with very easy access to the Turnpike, 417 and I-92; it is 15 minutes from Lake Nona-Medical City.. Don't look any longer you just found your perfect HOME; Seller financing available. Schedule your tour today!'

1800 Houston Street, Kissimmee
2613 Play Hard Alley, Kissimmee
$340,000
3 Beds ⋅ 3 Baths ⋅ Tohoqua-Ph 1 SubDv. ⋅ 34744 Zip Code
Beautiful home located in the desirable Tohoqua community of Kissimmee (34744)! This stunning property features a modern two story layout with a light filled open concept living and dining area designed for seamless everyday living and entertaining. The well appointed kitchen includes sleek countertops, spacious cabinetry, and a central island. Upstairs bedrooms provide comfort and privacy, including a spacious primary suite with a private full bathroom. Residents enjoy fantastic resort style community amenities including a luxury clubhouse, resort pool, fitness center, tennis courts, playground, and scenic walking trails. Ideally situated with quick access to Florida's Turnpike and US 192, ensuring an easy commute to Lake Nona Medical City, Orlando International Airport, local dining, and shopping. Schedule your private showing today!

2613 Play Hard Alley, Kissimmee
1744 Quail Ridge Loop, Kissimmee
$425,000
3 Beds ⋅ 3 Baths ⋅ Quail Hollow Ph 1 SubDv. ⋅ 34744 Zip Code
NEW PHOTOS COMING SOON! Welcome to 1744 Quail Ridge Loop in Kissimmee's Quail Hollow neighborhood! This two-story, 3-bedroom, 2.5-bath single-family home offers 1,260 sq ft of heated living space, a fireplace, and an attached garage. Unwind on the screened porch and enjoy a low-maintenance lot in flood zone X. Conveniently located near Florida's Turnpike and Florida Parkway for easy access to shopping, dining, schools, and all of Central Florida's attractions. Schedule your private showing today!

1744 Quail Ridge Loop, Kissimmee
2802 Quiet Water Trail, Kissimmee
$760,000
5 Beds ⋅ 5 Baths ⋅ North Shore Village SubDv. ⋅ 34744 Zip Code
Virtually Staged. YOUR PRIVATE FLORIDA RETREAT AWAITS! OVER 4,300 SQ. FT. OF RENOVATED MEDITERRANEAN ELEGANCE, SPECTACULAR SUNSETS, WATER VIEWS & RESORT-STYLE LIVING—JUST MINUTES FROM LAKE NONA! Discover one of Central Florida’s best-kept secrets in The Landings at North Shore, a beautiful gated community near the shores of East Lake Tohopekaliga. This impressive 5-bedroom, 5-bathroom executive residence, built by Centerline Homes, offers an extraordinary combination of space, elegance, modern upgrades, and location. Recently transformed with extensive improvements, this home welcomes you with soaring ceilings, a majestic staircase, and an inviting floor plan designed for both everyday comfort and unforgettable entertaining. Freshly painted inside and out, the residence features new water-resistant flooring and baseboards throughout the second floor and portions of the first floor, FIVE beautifully renovated bathrooms with modern cabinetry, quartz countertops, illuminated mirrors, and new toilets. The refreshed gourmet kitchen showcases updated cabinetry, stunning quartz countertops, and BRAND-NEW appliances. Both A/C systems have received significant component upgrades, and the pool features newly replaced valves and professional weekly maintenance. The thoughtfully designed first floor offers a private office with French doors opening to the front patio, elegant formal living and dining rooms, and a spacious family room filled with natural light. French doors invite you outside to the covered lanai, screened pool, and spa, where your very own Florida paradise begins. IMAGINE ENDING EVERY DAY WITH A SUNSET! Perfectly positioned on the WEST SIDE of the residence, the poolside retreat enjoys beautiful afternoon sunshine and breathtaking sunset skies overlooking the peaceful pond. Whether sipping your morning coffee, hosting weekend gatherings, or unwinding beneath the colors of a Florida sunset, this outdoor oasis makes every day feel like a vacation. The spacious primary suite offers tranquil water views, a generous walk-in closet, and an inviting bathroom with a jetted soaking tub, separate glass-enclosed shower, and dual vanities. Upstairs, an expansive bonus room with kitchenette, adjoining bedroom, and private bathroom creates an exceptional opportunity for multigenerational living, visiting guests, or a private entertainment retreat. Additional generously sized bedrooms, bathrooms, and a pond-view sitting area provide flexibility for today’s evolving lifestyles. LOCATION, LIFESTYLE & CONVENIENCE! Enjoy the benefits of living near Lake Nona’s thriving Medical City without sacrificing space or the charm of an established gated community. Conveniently located near the Orlando VA Medical Center, UCF’s medical campus, USTA National Campus, Orlando International Airport, and Austin-Tindall Sports Complex, with easy access to SR 417 and SR 528 connecting you to downtown Orlando, theme parks, shopping, dining, and Florida’s beaches. Offering approximately 4,323 square feet of living space, a THREE-CAR GARAGE, five bedrooms, five bathrooms, extensive recent upgrades, and a private pool and spa with picturesque water views, this residence is more than a home—IT’S THE FLORIDA LIFESTYLE YOU’VE BEEN DREAMING OF! Discover the space, experience the transformation, and fall in love with the sunsets. Schedule your private showing today!

2802 Quiet Water Trail, Kissimmee
2155 Jeremiah Way Unit 2155, Kissimmee
$280,000
3 Beds ⋅ 3 Baths ⋅ Cypress Lakes Twnhms Ph 2 Unit 1 SubDv. ⋅ 34743 Zip Code
Modern Comfort Meets Ultimate Energy Efficiency! Nestled on an attractive tree-lined brick-paver drive, this move-in-ready 3-bedroom, 2-bath home provides approximately 1,300 sq. ft. of smartly designed living. From the moment you arrive, quality and convenience stand out, headlined by PAID-OFF solar panels that deliver huge everyday energy savings with zero panel lease or loan to assume! Inside, you’ll love the fresh, contemporary feel of brand-new luxury vinyl plank (LVP) flooring extending across the living and sleeping areas. The open-concept living and dining area is perfect for gathering, while the primary suite offers an en-suite bath featuring double sinks, a soaking tub/shower, and ample closet space. Out in the garage, electric vehicle owners will appreciate the built-in EV charging setup. When you're ready to unwind, step outside and enjoy the community's premier amenities, including a sparkling swimming pool, relaxing cabana, and playground area just around the corner. Centrally located near top Kissimmee dining, shopping, major commuter corridors, and theme parks. Don’t miss this rare opportunity to own a tech-forward, money-saving home!

2155 Jeremiah Way Unit 2155, Kissimmee
2430 Marcasite Loop, Kissimmee
$449,999
4 Beds ⋅ 3 Baths ⋅ Emerald Pointe Ph 3 SubDv. ⋅ 34743 Zip Code
Spacious 4BR/2.5BA home featuring 2,419 sq. ft. of living space on an oversized 0.33-acre lot. This two-story residence offers generous living areas, spacious bedrooms, an attached garage, and plenty of outdoor space for entertaining or future improvements. Conveniently located near shopping, dining, major highways, Orlando attractions, and Orlando International Airport. A rare opportunity to own a spacious home with a large lot in an established Kissimmee community. Room measurements are approximate and must be verify by the buyer and or buyer's agent.

2430 Marcasite Loop, Kissimmee
1903 Binnacle Street, Kissimmee
$398,500
3 Beds ⋅ 2 Baths ⋅ Neptune Pointe SubDv. ⋅ 34744 Zip Code
Beautiful single-story 3-bedroom, 2-bath home located in a gated Kissimmee community with low HOA and no CDD. This home features a desirable split-bedroom floor plan, a dedicated den area ideal for a home office or flex space, and an open-concept living area. The gourmet kitchen is enhanced with new cabinetry and quartz countertops, while new flooring flows throughout the home. Enjoy a covered front porch, covered rear porch, and a private fenced backyard with plenty of room to relax, play, or entertain. Conveniently located in the greater Kissimmee area—schedule your showing today!

1903 Binnacle Street, Kissimmee
3209 Turret Drive, Kissimmee
$399,900
3 Beds ⋅ 3 Baths ⋅ Saratoga Park Ph 4b SubDv. ⋅ 34743 Zip Code
PRICED TO SELL! MOTIVATED SELLER! FAST CLOSING PREFERRED! Don't miss this opportunity to own a spacious two-story home in the desirable Saratoga Park community of Kissimmee! Offering 2,307 square feet of living space, this home features 3 bedrooms, 2.5 bathrooms, and a versatile loft with the potential to be converted into a 4th bedroom! The flexible loft provides additional living space, perfect for a family room, home office, entertainment area, or future bedroom conversion to suit your needs. The inviting open-concept layout seamlessly connects the main living area and kitchen, creating an ideal setting for everyday living and entertaining. Upstairs, you'll find generously sized bedrooms, including a spacious primary suite featuring dual sinks, a soaking tub, and a separate shower. Step outside to enjoy the screened-in rear porch overlooking the backyard, perfect for relaxing or entertaining. Additional highlights include an attached two-car garage and a functional floor plan offering flexibility and room to grow. SELLER IS MOTIVATED AND SEEKING A TIMELY SALE! Whether you're looking for extra living space, flexibility, or the opportunity to customize a home to fit your lifestyle, this property offers excellent potential. Schedule your private showing today!

3209 Turret Drive, Kissimmee
1881 Red Canyon Drive, Kissimmee
$310,000
3 Beds ⋅ 3 Baths ⋅ Kindred Ph 1e SubDv. ⋅ 34744 Zip Code
Welcome to this beautiful 3 bedroom, 2.5 bathroom townhouse in the desirable Kindred community of Kissimmee, offering comfortable living and resort-style amenities! Step inside to a spacious kitchen and family room combination, creating an inviting space for everyday living and entertaining. All three bedrooms are conveniently located upstairs, providing separation from the main living areas. Additional highlights include a rear-entry one-car garage and an alkaline water system included with the home. Living in Kindred means enjoying more than just a beautiful home! Residents have access to an impressive 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 enjoy staying active, spending time outdoors, or relaxing by the pool, there's something for everyone to enjoy. Location is another major advantage! Conveniently situated near the Florida Turnpike, SR 417, and SR 528, with shopping and dining just a short drive away. Orlando International Airport is approximately 25 minutes away, and Central Florida's world-famous theme parks and attractions are also within easy reach. With its spacious layout, one-car garage, included alkaline water system, and incredible community amenities, this townhouse offers the Florida lifestyle you've been looking for. Schedule your private showing today!

1881 Red Canyon Drive, Kissimmee
1894 Cassidy Knoll Drive, Kissimmee
$540,000
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
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
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