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, where sunshine and charm meet. Known for its close proximity to world-renowned attractions like Walt Disney World and Universal Studios, Kissimmee is not just a tourist destination; it’s a thriving community that offers a perfect blend of leisure, culture, and residential comfort.

Kissimmee boasts a rich history and a diverse population, making it a melting pot of cultures and experiences. The city is surrounded by stunning natural landscapes, including the serene waters of Lake Tohopekaliga and the lush greenery of nearby parks, providing residents with ample opportunities for outdoor activities such as fishing, hiking, and bird watching.

One of the standout features of homes in Kissimmee is their inviting sidewalk exteriors. These charming walkways not only enhance the aesthetic appeal of the neighborhoods but also foster a sense of community. Picture yourself strolling down tree-lined streets, greeting friendly neighbors, and enjoying the warm Florida breeze. Sidewalks encourage an active lifestyle, making it easy for families to take evening walks or for children to play safely in their front yards.

Whether you are looking for a cozy single-family home or a spacious townhome, Kissimmee offers a variety of housing options that cater to different lifestyles and budgets. With its blend of modern amenities and classic southern hospitality, Kissimmee is more than just a place to live; it’s a place to call home. Come explore the possibilities and discover your dream home in this enchanting city!

Newest Kissimmee Homes with Sidewalk Exterior Features

2214 Rolling Hills Road N, Kissimmee
$365,990
3 Beds ⋅ 3 Baths ⋅ Kindred Townhome SubDv. ⋅ 34744 Zip Code
Virtually Staged. Under Construction. Kindred presents the Stratford. This spacious all concrete block construction end unit townhome optimizes living space with an elevated design featuring 3 bedrooms, 2.5 baths and a 2 Car Garage. As you enter the foyer, you’ll step into a home that reflects your style with an open concept dining area, living room and a spacious kitchen with bar seating. The kitchen is complete with a pantry, stainless steel appliances, and quartz countertops making cooking and cleaning a breeze. Towards the back of the townhome you will find a half bathroom and private entry from the garage. As you head up to the second floor you are greeted with the 3 bedrooms and 2 bathrooms. The bedroom one-bathroom impresses with double bowl vanity, and modern shower/tub space as well as a spacious walk in closet. The second floor is complete with two guest bedrooms, an additional bathroom, and an enclosed laundry room space. This home features modern details that elevate your personal style. Like all homes in Kindred, the Stratford 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.*

2214 Rolling Hills Road N, Kissimmee
2454 Quail Run Boulevard N, Kissimmee
$355,000
3 Beds ⋅ 2 Baths ⋅ Quail Hollow Ph 3 SubDv. ⋅ 34744 Zip Code
Welcome home to this inviting Kissimmee property, offering the perfect blend of comfort, functionality, and Florida lifestyle! NO HOA! The well-appointed kitchen features beautiful wood cabinetry, granite countertops, and stainless-steel appliances, creating a stylish and practical space for everyday living and entertaining. Enjoy the best of indoor-outdoor living in the screened-in Florida room, an ideal spot to relax, enjoy your morning coffee, or unwind while taking in the beautiful Florida weather. The fenced-in backyard offers added privacy, along with plenty of room for outdoor activities, entertaining, pets, or creating your very own garden oasis. Conveniently located near schools, parks, lakes, shopping, dining, entertainment and medical facilities, this home puts everyday conveniences and recreational opportunities right at your fingertips. Just minutes from the charm and attractions of Historic Downtown Kissimmee and its beautiful lakefront, you'll enjoy easy access to local shops, restaurants, community events, and waterfront activities. The property is also approximately 5 minutes from the emerging Neo City development, a growing technology and innovation hub bringing exciting economic development and investment potential to the area. Located right off of major highways, such as 192 and Florida Turnpike, making it convenient for commuting. Whether you're looking for a place to call home, a property with an open floor plan to enjoy the Florida lifestyle, or an opportunity to invest in a growing area, this Kissimmee property is one you won't want to miss!

2454 Quail Run Boulevard N, Kissimmee
4511 Monado Drive, Kissimmee
$569,990
5 Beds ⋅ 6 Baths ⋅ Bellavida Ph 2a SubDv. ⋅ 34746 Zip Code
PRIVATE POOL, FIVE ENSUITE BEDROOMS, AND A RESORT LOCATION NEAR CENTRAL FLORIDA’S TOP ATTRACTIONS! Welcome to 4511 Monado Drive in guard-gated Bella Vida Resort, where spacious living and vacation-home potential come together. Built in 2015, this 5-bedroom, 5-bathroom home offers approximately 3,042 square feet of living space, a two-car garage, and an inviting layout suited to entertaining and accommodating guests. The open-concept living and dining areas create a comfortable gathering space, while the kitchen features granite countertops, ample cabinetry, and room to prepare meals between outings. Each bedroom features an ensuite bathroom, providing privacy and convenience—a valuable feature for vacationing groups sharing a home. A spacious game room offers the opportunity to create an entertainment area that enhances the vacation experience. Step outside to the PRIVATE SCREENED-IN POOL IN THE BACK OF THE HOME! This inviting outdoor retreat provides space for refreshing swims, poolside relaxation, and making the most of Florida’s sunshine. The lanai and surrounding deck offer room to create outdoor dining and lounge areas, giving owners and guests a welcoming place to unwind after a day at the parks. LOCATION IS A KEY PART OF THE APPEAL. Enjoy access to Walt Disney World Resort, Disney Springs, SeaWorld Orlando, and Universal Orlando Resort, along with the dining and entertainment options throughout the surrounding tourist corridor. Nearby outings include Medieval Times Dinner & Tournament and Old Town Kissimmee, adding variety beyond the major theme parks. Shopping destinations within the surrounding area include The LOOP and LOOP West, Lake Buena Vista Factory Stores, and Orlando Vineland Premium Outlets. Restaurants, grocery stores, and everyday conveniences along US-192 make it easy to stock the kitchen, dine out, and plan a comfortable extended stay. For buyers exploring short-term rental opportunities, the combination of five ensuite bedrooms, a private backyard pool, recreation space, and resort amenities provides compelling features to showcase in a future vacation rental listing. The layout accommodates shared gatherings while offering separate spaces for privacy, and the location gives visitors access to theme parks, shopping, dining, and entertainment throughout their stay. Offered UNFURNISHED, this property gives the next owner the freedom to develop a distinctive design and furnishing package. Create themed bedrooms, a coordinated interior, and an inviting game room tailored to your vision for a personal retreat or vacation rental. Bella Vida Resort complements the home with guard-gated entry, a clubhouse, community pool and spa, fitness center, and recreation amenities. Discover the possibilities of owning a spacious pool home in an established Kissimmee vacation-home community. Schedule your private showing today! Buyer to verify rental eligibility, licensing requirements, occupancy limits, HOA restrictions, fees, and amenity access.

4511 Monado Drive, Kissimmee
801 Oak Shadows Road, Celebration
$2,495,000
6 Beds ⋅ 5 Baths ⋅ Celebration East Village Unit 3 SubDv. ⋅ 34747 Zip Code
Tucked on a quiet, tree-lined street in Celebration's sought after East Village, this single-story 6 bedrooms estate greets you with a wrap-around porch of red Chicago brick, made for slow afternoons, and a screened side porch off the dining room for dinner al fresco. Set on an oversized homesite of nearly half an acre, it offers a sense of space and privacy that is hard to find in Celebration. Double doors open to formal dining, a living room or office, and a formal living room overlooking the screened patio and pool. High ceilings and crown molding throughout. The upgraded kitchen flows into a breakfast nook wrapped in glass and a family room. The owner's suite opens to the patio, with plantation shutters, two large closets, a soaking tub, separate vanities and a sauna in the shower. Two bedrooms share a Jack and Jill bath, and a third bedroom or office connects to a pool bath. A large laundry room and two flex rooms complete the home. Step outside and the home becomes a private resort. The screened patio opens to a sparkling pool and spa framed by lush, mature landscaping, with palms and tropical greenery creating a natural sense of seclusion. Beyond the pool, a sprawling backyard unfolds, with citrus trees and room to garden, play or entertain, all backing to conservation woods. A porte-cochère and long driveway lead to a six-car garage with a 2-bed, 2-bath guest house above, with a full kitchen and a private deck over conservation woods. A six-car garage is almost unheard of in Celebration, with room for a car collection, a workshop, golf carts and more. Paid-off solar adds lasting savings. Living in East Village means morning walks on tree-shaded sidewalks, evenings by golf cart to the lakefront shops and restaurants of downtown Celebration, and a community of parks, trails and front porches, just minutes from Disney and the best of Central Florida. Schedule your private showing today.

801 Oak Shadows Road, Celebration
150 Barefoot Beach Way, Kissimmee
$413,000
4 Beds ⋅ 3 Baths ⋅ Terra Verde Ph 2 SubDv. ⋅ 34746 Zip Code
WELCOME TO THIS STUNNING FULLY FURNISHED POOL HOME ON A CORNER LOT IN TERRA VERDE RESORT! This 4-bedroom, 3-bathroom single-family home offers added privacy with its corner-lot location and the flexibility to enjoy your own Florida vacation retreat while pursuing short-term rental income potential. Recent updates include a new water heater, a new living room TV, new ceiling fans in all bedrooms, and a new AC unit in the garage for added comfort in the game room. Fully Equipped and furnished for vacation stays, the home includes comfortable furnishings, a fully equipped kitchen, and practical guest essentials, including strollers and car seats. The private screened-in pool creates an inviting setting to relax after a day exploring Orlando’s attractions or have an amazing family barbecue party by the pool . The garage is set up as a game room with a pool table and additional game tables, providing entertainment for guests. A laundry area with a washer and dryer is also located in the garage. Located within the gated Terra Verde Resort community, owners and guests can enjoy resort-style amenities, including a clubhouse, community pool, hot tub, Tiki Bar & Grill, movie theater, fitness center, arcade/game room, and sports courts. This community is one of the few with no CDD. Conveniently situated just off US 192, the property offers easy access to shopping, dining, and entertainment, as well as Walt Disney World, Universal Studios, and SeaWorld. Whether you are seeking a vacation home, an investment property, or a combination of both, this furnished home brings together a private pool, recent updates, added corner-lot privacy, and a resort lifestyle in a desirable Central Florida location. Schedule your private showing today!

150 Barefoot Beach Way, Kissimmee
8513 Bay Lilly Loop, Kissimmee
$380,000
4 Beds ⋅ 3 Baths ⋅ Encantada Ph 1 SubDv. ⋅ 34747 Zip Code
Attention Investors! This beautiful FULLY FURNISHED 4-bedroom 3-bathroom Townhouse with private heated pool could be yours. This home comes not just fully furnished, but equipped with appliances, dishes, flatware, bowls, coffee makers (including Keurig), blender, popcorn machine, sheets, towels, washcloths, pillows, everything you will need for a fully operational short-term rental, turnkey. The four bedrooms are all furnished with beds, nightstands, lamps, dressers, flat screen televisions, ready for you and your family or your guests. Encantada is a short-term rental community with a fully functioning award-winning clubhouse, with a gym/fitness center, game room, restaurant/cafe, sundry shop, two community pools, two hot tubs/spa, and a very peaceful and delightful fishing pier. Upon entering you will notice the bright open space. When opening the sliding patio doors to your private pool and patio, you'll be in awe. The 4-burner grill is included in the sale of this property. This space is great for entertainment and relaxation. HOA fees include 24-hour manned security, landscaping, high-speed Internet, cable, private telephone with a local number and free calls within the U.S. and of course outside maintenance and repairs. ENCANTADA, is located off of US 192, and minutes from Disney World, restaurants, shopping plazas with the most popular and convenient stores. A/C is only 18 months old; Pool includes a smart heater than can be accessed using a phone app. The property is equipped with an electronic smart lock with key. Whether you want to occupy it or use it as a short-term rental vacation home This townhome has a lot to offer at an exceptional value. A Must See!

8513 Bay Lilly Loop, Kissimmee
1771 Sawyer Palm Place, Kissimmee
$549,000
6 Beds ⋅ 5 Baths ⋅ Solara Resort SubDv. ⋅ 34747 Zip Code
Experience the ultimate blend of comfort, entertainment, and turnkey convenience at 1771 Sawyer Palm Pl, an expansive 6-bedroom, 4.5-bathroom fully furnished home nestled in the premier, gated community of Solara Resort. Designed to impress vacation-home seekers and savvy short-term rental investors alike, the property boasts a light-filled, open-concept floor plan built for seamless gathering. Step outside to your private oasis featuring a screened-in lanai, private pool with an extended deck, and spa, ideal for unwinding under the warm Florida sunshine. Inside, continuous entertainment awaits in the converted garage game room, offering endless fun for guests and family members of all ages. Beyond the front door, Solara Resort delivers a world-class lifestyle with an exceptional Grand Clubhouse, zero-entry lagoon pool, FlowRider® surf simulator, kids’ splash pad, and private poolside cabanas. Residents and guests enjoy an on-site bar and grill, a modern fitness center, beach volleyball, basketball courts, and a full-size soccer field. Located just minutes from Central Florida’s world-renowned theme parks, premier golf courses, the Promenade at Sunset Walk, and an array of shopping and dining corridors, this residence offers an effortless, high-performing asset or an unforgettable family retreat.

1771 Sawyer Palm Place, Kissimmee
4714 Hemingway House Street, Kissimmee
$259,000
3 Beds ⋅ 3 Baths ⋅ Fiesta Key SubDv. ⋅ 34746 Zip Code
FULLY FURNISHED & MOVE-IN READY! SHORT-TERM RENTALS ALLOWED! Welcome to this beautiful 3-bedroom, 2.5-bathroom townhome located in the gated, resort-style community of Fiesta Key, just minutes from Walt Disney World and Celebration! Whether you're searching for a primary residence, vacation home, or investment opportunity, this property offers the perfect combination of comfort, convenience, and flexibility. All furniture and furnishings are included in the sale, making this home truly move-in ready! The interior features an upgraded kitchen with quartz countertops, ceramic tile flooring throughout the first floor, and luxury vinyl plank flooring upstairs. Enjoy the added benefit of NO CARPET throughout the entire home! The spacious primary suite features a double-sink vanity, offering both comfort and functionality. Residents and guests can enjoy an impressive selection of resort-style amenities, including a clubhouse, fitness center, community pool, playground, tennis courts, and gated security. Conveniently located near shopping, restaurants, entertainment, and Central Florida's world-famous attractions, this property is an excellent opportunity for homeowners, vacationers, and investors alike. Don't miss your chance to own a fully furnished townhome in one of Kissimmee's short-term rental-friendly communities. Schedule your private showing today!

4714 Hemingway House Street, Kissimmee
4542 Red Fish Run, Kissimmee
$444,990
5 Beds ⋅ 3 Baths ⋅ Travis Landing SubDv. ⋅ 34746 Zip Code
Under Construction. Inside this beautiful 5-bedroom, 3-bathroom home, you'll find 2,077 square feet of comfortable living. The living area is an open concept, where your kitchen, living, and dining areas blend seamlessly into a space perfect for everyday living and entertaining. The kitchen features modern cabinets, quartz countertops, and sleek stainless-steel appliances. You'll never be too far from the action with the living and dining area right there. Find RevWood Select Flooring throughout a majority of the home including the family room, primary bedroom, kitchen, bathrooms, laundry and foyer. The primary bedroom has its own attached bathroom that features a walk-in closet and all the space you need to get ready in the morning. Privacy is guaranteed with a separate door for the toilet and shower. *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.*

4542 Red Fish Run, Kissimmee
8809 Dunes Court Unit 303, Kissimmee
$229,900
3 Beds ⋅ 2 Baths ⋅ Legacy Dunes Condo SubDv. ⋅ 34747 Zip Code
Expect To Be Impressed With This Pristine Maintained And Fully Furnished 3 Bedroom, 2 Bath Condo. Ideally Located With Just A Short Walking Distance To Clubhouse And Amenities. This Top Floor Condo Eliminates Any Noises Above Unit, Offers Open Living Areas With Built In Shelving, Split Bedroom Plan, Walk In Closets, Inside Laundry Room, Ceiling Fans, Screen Enclosed Lanai And Much More ! This Privacy Gated Community Provides An Array Of Resort Style Amenities Which Include A Club House, Two Pools, Fitness Center, Game Room, Lighted Tennis, Basketball, And Pickleball Courts, Sand Volley Ball Court, Playground, Walking Trails, BBQ Grills, And Golf Driving Net. All Of This Plus Being Located Just Minutes From Walt Disney World And The Other Major Tourist Attractions, Shopping, Restaurants, Main Highways/Expressways. Fantastic Opportunity To Own Full Time Or As A Vacation Property.

8809 Dunes Court Unit 303, Kissimmee
1916 Southbury Drive, Kissimmee
$494,790
5 Beds ⋅ 3 Baths ⋅ Kindred SubDv. ⋅ 34744 Zip Code
Inside this beautiful 5-bedroom, 3-bathroom home, you'll find 2,077 square feet of comfortable living. The living area is an open concept, where your kitchen, living, and dining areas blend seamlessly into a space perfect for everyday living and entertaining. The kitchen features modern cabinets, quartz countertops, and sleek stainless-steel appliances. You'll never be too far from the action with the living and dining area right there. Find RevWood Select Flooring throughout a majority of the home including the family room, primary bedroom, kitchen, bathrooms, laundry and foyer. The primary bedroom has its own attached bathroom that features a walk-in closet and all the space you need to get ready in the morning. Privacy is guaranteed with a separate door for the toilet and shower. *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.*

1916 Southbury Drive, Kissimmee
1948 Southbury Drive, Kissimmee
$394,990
4 Beds ⋅ 2 Baths ⋅ Kindred SubDv. ⋅ 34744 Zip Code
Under Construction. Kindred presents the Baldwin. This all concrete block constructed, one-story layout features 4 bedrooms and 2 bathrooms. As you enter the foyer you are greeted by with an open concept living space. The kitchen overlooks the dining and living room, while having a view to the oversized outdoor living space. The well-appointed kitchen features an island with bar seating, plentiful cabinet with beautiful quartz countertops and stainless steel appliances, making entertaining a breeze. Bedroom one, located off the living space, has an en suite bathroom with double vanity and spacious walk-in closet providing ample space for storage. Three additional bedrooms and one full bath are located at the front of the home along with a closet and laundry room. Like all homes in Kindred, the Baldwin 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.*

1948 Southbury Drive, Kissimmee
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