Kissimmee Homes with Sidewalks Community Features

Welcome to this beautiful home located in the desirable Kissimmee area! This inviting property offers a comfortable and functional layout with spacious living areas perfect for everyday living and entertaining. Enjoy a bright, open atmosphere with plenty of natural light throughout. The home provides comfortable bedrooms, ample storage, and a well-designed floor plan. Conveniently located near shopping, dining, schools, major roadways, and Central Florida attractions. Enjoy easy access to Orlando, Lake Nona, and surrounding communities. Don’t miss the opportunity to make this wonderful property your new home—schedule your private showing today!

2421 Ruddenstone Way, Kissimmee

$444,900

3 Beds ⋅ 2 Baths ⋅ S5158025 MLS

A HOME DESIGNED FOR LIFE'S NEXT CHAPTER Imagine coming home to a place where there’s room for everyone—and room to make memories. Nestled on approximately 1/3 acre, this charming 3-bedroom, 2-bath single-family home offers the space, flexibility, and privacy that today’s buyers are looking for. One of the most special features is the home’s two primary-bedroom options, providing incredible flexibility for families, guests, or creating your own private retreat. Need space for extended family? The separate in-law suite, located under the same roof with its own private entrance, offers a wonderful opportunity for multigenerational living while allowing everyone to maintain their own sense of independence and privacy. Step outside and discover a fully fenced yard where you can picture weekend barbecues, pets running freely, gardening, or simply enjoying a quiet evening at home. A workshop and shed add even more functionality, giving you space for hobbies, projects, tools, and all the things that make a house truly feel like home. And the location? Convenience meets Central Florida living. With a low HOA and a location just minutes from Florida’s Turnpike, the Orlando VA Medical Center, and Orlando’s area attractions, you can enjoy easy access to work, healthcare, entertainment, and dining. This isn't just a house—it’s a place with room to grow, space to gather, and flexibility for whatever your next chapter brings. Come discover the possibilities and imagine yourself calling this one home.

1508 Jenni Lee Court, Kissimmee

$395,000

4 Beds ⋅ 3 Baths ⋅ S5157991 MLS

Welcome to this beautifully renovated 4-bedroom, 2.5-bath home offering over 1,800 sq. ft. of comfortable living space in the desirable Remington community. This move-in-ready home has been thoughtfully updated with a brand-new kitchen featuring Corian countertops, beautifully renovated bathrooms, new flooring, and fresh interior and exterior paint. The spacious floor plan offers plenty of room for everyday living and entertaining, including an inviting kitchen and family room combination. Upstairs, you’ll find generously sized bedrooms, with two offering walk-in closets. The location is another great feature! Enjoy convenient access to an expanding selection of restaurants, supermarkets, pharmacies, shopping, major roadways, US-192, and the Florida Turnpike. Best of all, beautiful Lake Tohopekaliga and the nearby marina and scenic walking trails provide wonderful opportunities to enjoy the Florida outdoors. Remington also offers a variety of community amenities, including a swimming pool, recreation center, tennis and basketball courts, baseball field, and playground. Beautifully renovated, conveniently located, and ready for its new owners—schedule your private showing today!

2425 Ashecroft Drive, Kissimmee

$347,900

2 Beds ⋅ 2 Baths ⋅ S5157977 MLS

This beautifully maintained home offers a bright, open-concept layout with tile flooring throughout the main living areas and plenty of natural light. The kitchen features white cabinetry, beautiful countertops, a decorative backsplash, modern appliances, a pantry, and a large center island overlooking the dining and living areas. Step outside to a private fenced backyard with an extended paver patio and covered lanai, perfect for relaxing or entertaining. Additional highlights include a two-car garage, paver driveway, attractive landscaping, and a spacious laundry room with additional cabinetry and storage. Enjoy the exceptional Tohoqua lifestyle with a resort-style pool, clubhouse, sports courts, walking trails, green spaces, and scenic ponds. Conveniently located in Kissimmee with easy access to Florida’s Turnpike, shopping, dining, and the growing surrounding area, this home combines modern comfort with an amenity-rich Florida lifestyle.

2706 Summer Retreat Lane, Kissimmee

$769,000

O6371129 MLS

Attention!! Investors, developers, or any kind of business seeking in one of central Florida's most dynamic historic district. Ideal or mixed use commercial or businesses. This must-see property !! Come and Check for good opportunity. The price includes the 2 vacant parcel lot . O N. Main St. Kissimmee, Florida 34741 and O Parkway St., Kissimmee Florida, 34741. Must be sold.

1215 N Main Street, Kissimmee

$535,000

5 Beds ⋅ 3 Baths ⋅ S5157639 MLS

Perfectly positioned and centrally located in the desirable Tohoqua community, this stunning 5-bedroom, 3-bathroom Lennar Peabody offers just under 3,300 square feet of thoughtfully designed living space with modern finishes. Built in 2023, this move-in-ready home combines contemporary style with exceptional functionality for your growing family. The open-concept living area is filled with natural light and upgraded wood plank tile, which seamlessly connects through the sliders to a covered, fully paved lanai that extends into the yard, offering plenty of room for outdoor dining, lounging, or entertaining. The backyard is fully fenced with a 6-ft vinyl privacy fence and two gates, giving you a private, secure outdoor space perfect for pets and family. At the heart of the home, the gourmet kitchen, is designed to impress with Quartz countertops, large center island with seating, Stainless Steel appliances, Subway tile back-splash, abundant cabinetry and a generous pantry. The kitchen opens directly into the family room area with a dedicated technology corner with a built-in Quartz desk which creates a quiet, purpose built spot for homework or remote work. No need to give up a bedroom for a workspace. A versatile flex room on the first floor sits adjacent to a full bathroom, giving buyers the first-floor bedroom so many are searching for. Ideal as a private guest suite or in-law space, with the flexibility to serve as a home office if you so choose. Upstairs, the home continues to impress with a large loft, a bonus space perfect for movie nights, playtime, or a second living area along with four additional bedrooms, each with a walk-in closet, and two full baths. The owner's suite is a true retreat, featuring a spa-inspired bath with dual vanities, a walk-in shower, and dual his and hers closets, conveniently located near the upstairs laundry room. The home is also equipped with Home automation, including a keyless smart door lock, RING video doorbell and security system as well as a smart thermostat, giving you convenience and peace of mind. The massive 3-car garage provides plenty of space for vehicles and storage, and is equipped with a Rhino high performance whole house water filtration system. Residents of Tohoqua enjoy a wellness-focused, master-planned community spread across more than 700 acres of natural beauty. Enjoy resort-style amenities including a zero-entry swimming pool, a fully equipped fitness center, tennis and pickle ball courts, playgrounds, a dog park, and more than 5 miles of scenic walking trails. With Cross-Prairie K-8 school and future High School planned within the community, and just minutes from the Florida's Turnpike, Tohoqua offers the perfect balance of small-town serenity and big-city convenience. This beautifully maintained home offers the perfect combination of luxury, comfort, and convenience.

2478 Relaxing Lane, Kissimmee

$460,000

5 Beds ⋅ 3 Baths ⋅ O6442897 MLS

Kindred presents the Robie. This impressive all concrete block construction, two-story plan features a versatile floorplan to fit your needs. A spacious open-concept first floor which includes a well-appointed kitchen with sleek stainless steel appliances overlooking the living and dining area. Just off the living room you will find the singular downstairs bedroom and full bathroom. As you move upstairs you are greeted with a nice sized living/foyer space to utilize for work or play. Bedroom one is located just off the loft space and includes a spacious walk-in closet as well as ensuite bathroom with double vanity. Three additional bedrooms share a second upstairs bathroom and linen closet for extra storage. Your laundry room is located on the second floor as well as extra storage closets. Like all homes in Kindred, the Robie includes a 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.*

1929 Howard Mesa Drive, Kissimmee

$471,990

5 Beds ⋅ 3 Baths ⋅ O6442875 MLS

Kindred presents the Robie. This impressive all concrete block construction, two-story plan features a versatile floorplan to fit your needs. A spacious open-concept first floor which includes a well-appointed kitchen with sleek stainless steel appliances overlooking the living and dining area. Just off the living room you will find the singular downstairs bedroom and full bathroom. As you move upstairs you are greeted with a nice sized living/foyer space to utilize for work or play. Bedroom one is located just off the loft space and includes a spacious walk-in closet as well as ensuite bathroom with double vanity. Three additional bedrooms share a second upstairs bathroom and linen closet for extra storage. Your laundry room is located on the second floor as well as extra storage closets. Like all homes in Kindred, the Robie includes a 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.*

1945 Howard Mesa Drive, Kissimmee

$464,900

5 Beds ⋅ 3 Baths ⋅ O6442809 MLS

SPECTACULAR FIVE-BEDROOM HOME WITH HUGE, FULLY FENCED YARD! UP TO 1% LENDER CREDIT with Sellers preferred lender! THIS HOME IS LOCATED FACING A BEAUTIFUL BODY OF WATER SURROUNDED BY TREES AND WITH A FOUNTAIN IN THE POND for the ultimate serenity! Sit on your front porch and enjoy peace and quiet with a beautiful view of water and mature, well-kept trees to hear the wind rustling through the trees on these Florida breezy days and evenings. It is nearly impossible to find a NEWER HOME with THIS MUCH LAND these days. This home is in the SOUGHT-AFTER COMMUNITY OF KINDRED. Offering STATE OF ART AMENITIES such as COMMUNITY POOLS, PARKS and so much more! As you approach the home you are greeted by a welcoming front porch. Once entering the home, you will find a living room that can be an office or flex room, then you enter the great room and kitchen areas that flow seamlessly into the dining area and back yard. This yard is large enough for anything you would want to do such as adding a pool, having a complete outdoor entertainment area or anything else and still plenty of yard to enjoy. There is a guest bedroom and bath on the main floor with the Master Bedroom, Bonus Room and other guest rooms tucked upstairs for amazing privacy. The master bedroom has HUGE WALK IN CLOSETS and large master bathroom with double vanities, large shower and private water closet. The home is in a quiet yet master planned community. It is located just a few minutes from the Turnpike, US-192, 441 & John Young Parkway to get anywhere you need to go. This is in a great location with Publix just over 1 mile away, Walmart just over 3 miles away, The Loop just over 8 miles away, all major attractions close by and so much more for the ultimate convenience. COME LIVE IN A QUIET LOCATION AWAY FROM THE HUSTLE AND BUSTLE with a SMALL-TOWN feel yet moments from everything you need. This is a growing area with a great investment opportunity! This is a place where you can sit in your backyard or front yard and hear nothing but the quiet sounds of birds chirping and wind rustling through the trees. Come visit this amazing, warm and friendly neighborhood because you are sure to want to stay forever!

1450 Silverado Flats Street, Kissimmee

$410,990

3 Beds ⋅ 2 Baths ⋅ O6442813 MLS

Kindred presents the Jemison. A front porch welcomes to you into one-story all concrete block construction home. Designed to optimizes living space with an open concept kitchen that overlooks the versatile great room and large covered lanai. The well-appointed kitchen features an island with bar seating, oversized walk in pantry and sleek stainless steel appliances! Bedroom one is located at the rear of the home for privacy and has an ensuite bathroom with double vanity and spacious walk-in closet providing substantial storage space. A second bedroom and bath are located at the front of the home. Just off the kitchen the versatile third bedroom, perfect to meet your needs. Like all homes in Kindred, the Jemison includes a Home is Connected 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.*

1832 Kindle Street, Kissimmee

$325,000

3 Beds ⋅ 3 Baths ⋅ O6442381 MLS

Virtually Staged. Welcome to 2017 Gold Spring Cove!! COMPLETELY MOVE IN READY and tucked behind the gates of desirable Meadow Woods Cove, this beautifully maintained 3-bedroom, 2.5-bathroom Toll Brothers Townhouse offers 2,079 square feet, an attached 1-car garage, a BRAND-NEW ROOF installed in September 2026, and a 2023 HVAC system! These major improvements provide exceptional peace of mind from day one. The interior has also been freshly painted, and there is NO CARPET anywhere in the home. Tile flooring spans the main level, while upgraded hard surface flooring continues up the staircase and throughout the second floor. From the moment you arrive, the brick and stone accented exterior, brick paver driveway, and canopy of mature trees give the home and community a warm, established charm. Inside, a flexible front living area can serve as a sitting room, home office, or additional gathering space. Continue into the heart of the home, where the open living and dining areas are enhanced by soaring ceilings, abundant natural light, recessed lighting, and a dramatic staircase with the upstairs loft overlooking the main living space. The upgraded kitchen feels fresh and inviting, featuring granite countertops, two tone painted cabinetry, updated hardware, a breakfast bar, and updated stainless steel appliances. Its open design keeps the kitchen connected to the dining and living areas, making the layout equally comfortable for quiet evenings and entertaining. Sliding glass doors lead to the screened porch, where you can relax while overlooking HOA maintained green space with NO REAR NEIGHBORS! Upstairs, the spacious loft offers flexibility for a bonus room, home office, media space, or secondary living area. The generously sized primary suite includes multiple closets and an upgraded private bathroom with separate vanity areas, a soaking tub, a glass enclosed shower, and upgraded tile and flooring. Two additional bedrooms, a full guest bathroom, and a conveniently located upstairs laundry area complete the second floor. Meadow Woods Cove offers gated entry, a community pool, mature landscaping, and an affordable HOA fee of only $215 per month. The location is phenomenal, with easy access to Osceola Parkway, SR 417, and Florida’s Turnpike. Shopping and dining at The Loop are nearby, with Lake Nona and Medical City approximately seven minutes away and Orlando International Airport approximately ten minutes away. Walt Disney World is approximately 12 miles from the community, placing Central Florida’s world-famous attractions within easy reach while keeping everyday conveniences close to home. The owners have loved and carefully maintained this home over the years, and that pride of ownership is evident throughout. With a brand-new roof, 2023 HVAC, fresh paint, no carpet, generous living space, a 1-car garage, a gated setting, and no rear neighbors, this is an exceptional opportunity to purchase a truly move in ready home. Schedule your private showing today!

2017 Gold Spring Cove, Kissimmee

$416,990

3 Beds ⋅ 2 Baths ⋅ O6442520 MLS

Kindred presents the Allex. This all concrete block constructed, one-story layout optimizes living space with an open concept. As you go down the hallway and enter a spacious kitchen featuring stainless steel appliances with ample counter space and a walk-in pantry for extra storage. The living room is complete with a view to the covered lanai outside. Bedroom one, located at the back of the home for privacy, has an en suite bathroom that features a double vanity sink with a walk-in closet. Two additional guest bedrooms and one bath are tucked away down the hall from the dining room. The laundry room is located at the front of home near the two-car garage. Like all homes in Kindred, the Allex 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.*

1828 Kindle Street, Kissimmee

Kissimmee Homes with Sidewalks Community Features

Newest Kissimmee Homes with Sidewalks Community Features