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

1888 Southbury Drive, Kissimmee
$491,790
4 Beds ⋅ 3 Baths ⋅ Kindred SubDv. ⋅ 34744 Zip Code
Under Construction. Inside this beautiful 4-bedroom, 3-bathroom home welcomes the Multi-Gen where you will find 2,077 square feet of comfortable living. The first Bedroom on the left has it’s own bathroom and sitting area with a kitchenette and a private entry to come and go as you please. 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 2 sink vanity. *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.*

1888 Southbury Drive, Kissimmee
1629 Bitteroot Street, Kissimmee
$310,000
3 Beds ⋅ 3 Baths ⋅ Kindred Ph 3b 3c & 3d SubDv. ⋅ 34744 Zip Code
Short Sale. Beautiful townhome in the desirable Kindred community! This home features an open floor plan with the kitchen flowing seamlessly into the dining and living areas. The kitchen offers stainless steel appliances, granite countertops, and a large center island. All bedrooms and the laundry room are conveniently located upstairs. The spacious primary suite includes an ensuite bathroom with a walk-in shower and large walk-in closet. Enjoy the Florida weather from the cozy screened-in back porch. Kindred offers resort-style amenities including a pool, fitness center, dog park, beach volleyball, soccer field, tennis courts, and more. Conveniently located near hospitals, shopping, supermarkets, restaurants, and everyday essentials.

1629 Bitteroot Street, Kissimmee
1747 King Edward Drive, Kissimmee
$445,000
3 Beds ⋅ 2 Baths ⋅ Kings Pt Sub SubDv. ⋅ 34744 Zip Code
Virtually Staged. Welcome to 1747 Edward Drive, Kissimmee, FL 34744! Comfort, charm, and privacy come together in this beautiful single-story 3-bedroom, 2-bath home with a separate office, ideally located between Kissimmee and St. Cloud. Situated on over 1/3 of an acre and surrounded by beautiful Southern Live Oak trees, this property offers the space and peaceful Florida setting you’ve been looking for—with NO HOA and NO CDD! Inside, you’ll find ceramic tile flooring, crown molding, and ceiling fans throughout. The spacious primary suite features a large walk-in closet, while the kitchen is equipped with quality KraftMaid cabinetry, self-closing drawers, a convenient pull-out cutting board, and a built-in wine rack. This home has been thoughtfully maintained and upgraded for comfort and efficiency. Features include a tankless water heater, water softener, whole-house surge protection, R-38 attic insulation, and plumbing that was updated in 2011. The roof is approximately five years old, and the skylight has also been recently replaced. Need extra space? You’ll appreciate the additional storage areas and the enclosed porch featuring its own mini-split A/C system, creating a comfortable bonus space to enjoy throughout the year. The carport provides convenient lighting and water access, and the property also includes a connection for an electric generator, adding extra convenience and peace of mind. With its oversized lot, mature trees, comfortable interior, valuable upgrades, and central location, this home truly feels like your own private Florida retreat. 3 Bedrooms | 2 Bathrooms | Separate Office | 1 Story | 1/3+ Acre | NO HOA | NO CDD Come see everything this warm and inviting home have.—you may have just found the one!

1747 King Edward Drive, Kissimmee
91 Club Villas Lane, Kissimmee
$289,000
2 Beds ⋅ 2 Baths ⋅ Remington Ph 1 Tr A SubDv. ⋅ 34744 Zip Code
Looking for a maintenance free home where peaceful golf course living meets everyday convenience? You've found it right here in the gated Club Villas community within Remington! Perfectly positioned on a cul-de-sac overlooking the Remington Golf Course, this charming 2-bedroom, 2-bathroom villa offers 1,306 heated square feet of comfortable living space and picturesque views extending across the fairway to a serene pond beyond. Step through the covered, enclosed front porch into a spacious open-concept living area, where the living room features soft carpet flooring and sliding glass doors leading to a second covered and enclosed porch—the perfect place to unwind while taking in the beautiful surroundings. The kitchen offers a bright, crisp aesthetic with white cabinetry, white and grey granite countertops, tile flooring, and an adjoining dining area. A cozy dinette framed by a bay window overlooks the golf course, creating an ideal spot for morning coffee, casual meals, or simply enjoying the view. Both bedrooms are generously sized, while the primary suite features a private en-suite bathroom and dual closets. Beyond the villa, residents enjoy the added privacy of a gated community tucked inside Remington, an active community centered around the Remington Golf Course. The location places you approximately one mile from the Florida Turnpike entrance and within close proximity to shopping, dining, medical facilities, and schools. The Saint Cloud Lakefront is also nearby, offering four miles of walking paths, a splash pad and playground, marina and fishing pier, along with waterfront dining at Crabby Bill’s. With golf course and water views, two enclosed porches, a cul-de-sac location, and convenient access to so many of the area’s amenities, this villa offers a lifestyle and location ready to welcome its new owners.

91 Club Villas Lane, Kissimmee
135 Oaxaca Lane, Kissimmee
$329,000
3 Beds ⋅ 2 Baths ⋅ Bvl Unit 3 SubDv. ⋅ 34743 Zip Code
Discover your new sanctuary in this comfortable 3-bedroom, 2-bathroom home, offering 1,631 square feet of well-appointed living space. Perfectly designed for comfort and convenience, this residence features a spacious fenced yard, ideal for outdoor activities and gatherings. The master suite is a true highlight, showcasing a beautiful stall shower. Enjoy easy-to-maintain laminate floors in all bedrooms for style and durability. The kitchen offers ample cabinet space for all your storage needs. The fully enclosed Florida room has heat and air conditioning. Additional features include ceiling fans in every room for year-round comfort and a 1-car garage. The Seller will replace the roof before closing. The home is conveniently located near shopping, restaurants, transportation, and expressways.

135 Oaxaca Lane, Kissimmee
2502 Crown Ridge Circle, Kissimmee
$375,000
4 Beds ⋅ 2 Baths ⋅ Remington Prcl H Ph 1 SubDv. ⋅ 34744 Zip Code
THIS 4 BED 2 BATH HOME IN THE GATED GOLF COMMUNITY OF REMINGTON IS LOOKING FOR A NEW OWNER. SITUATED IN A QUIET CIRCLE OF THE MAIN REMINGTOM BLVD THE HOUSE COMES WITH NO REAR NEIGHBOURS. THIS IS AN OPEN SPLIT FLOORPLAN WITH A LANAI AND FLORIDA ROOM TO THE REAR. THE HOUSE COMES WITH CERMAMIC TILE THROUGHOUT THE HOUSE TO HELP COOL AND FOR EASY CLEANING. THE CURRENT OWNER REPLACED THE HOTWATER TANK WITH A TANKLESS SYSTEM GIVING HOT WATER ON DEMAND THUS REDUCING YOUR ELECTRIC BILL. THE A/C HAS BEEN REPLACED WITH AN UPGRADED SYSTEM BOTH INSIDE AND OUT. THE DRIVE WAY IS ONE OF THE FEW ON THE ROAD WITH BRICK PAVERS WHICH ADDS TO THE CURB APPEAL. WITH A LITTLE TLC THIS HOUSE COULD BE A PALACE IN THE MAKING. SCHEDULE A VIEWING AND LET YOUR IMAGINATION RUN RIOT.

2502 Crown Ridge Circle, Kissimmee
2963 Sera Bella Way, Kissimmee
$500,000
3 Beds ⋅ 3 Baths ⋅ Sera Bella SubDv. ⋅ 34744 Zip Code
A 3-bed single family residence in Sera Bella with water views, a private entrance in-law suite, and potential 4th bedroom flexibility is hard to find in Kissimmee. This 2-story home offers 2,416 heated square feet, 2.5 baths, a 2-car garage, pond views with fountains and lights, and access to Sera Bella community amenities. This beautifully maintained home in Kissimmee’s 34744 area delivers the space, layout, and location buyers want. The inviting exterior features a brick paver driveway, covered entry, landscaped curb appeal, sidewalks, and an attached 2-car garage. Inside, the bright floor plan offers ceramic tile flooring, formal dining, a spacious living room, and a comfortable family room that flows naturally into the kitchen. The kitchen features granite counters, stainless steel appliances, a center island, closet pantry, stone counters, and generous workspace for everyday meals or entertaining. One of the home’s most valuable features is the attached in-law suite with a kitchenette, studio layout, and private entrance, creating added flexibility for guests, extended stay needs, a work-from-home setup, or a private retreat. Upstairs, the primary suite offers tray ceilings, a walk-in closet, dual sinks, granite counters, a garden bath, and a separate shower. Two additional bedrooms, an upstairs laundry room, and a spacious loft complete the second floor. The loft has excellent potential to become a 4th bedroom, with an existing built-in area intended for a closet. The covered, enclosed, screened rear porch overlooks the pond, where fountains and evening lights create a peaceful backdrop for relaxing or entertaining. Convenient to Lake Nona, Medical City, shopping, dining, major roads, Orlando International Airport, and Central Florida attractions.

2963 Sera Bella Way, Kissimmee
1516 Kelby Road, Kissimmee
$289,900
3 Beds ⋅ 2 Baths ⋅ Shenandoah SubDv. ⋅ 34744 Zip Code
Welcome to 1516 Kelby Road in Kissimmee! This 3-bedroom, 1.5-bathroom single-family home offers approximately 1,321 square feet of living space on a 5,227-square-foot lot in the established Shenandoah community. The home features a functional layout, central air conditioning, ceiling fans and a combination of carpet, tile and laminate flooring. The property also offers a converted garage for additional flexible space and a paved road for convenient access. With no HOA, this home provides added flexibility for its next owner. Conveniently located near US-192, major roadways, shopping, dining and everyday conveniences. Schedule your showing today!

1516 Kelby Road, Kissimmee
261 Autumn Lane Unit 5, Kissimmee
$240,000
3 Beds ⋅ 3 Baths ⋅ Autumn Lane Twnhms Condo SubDv. ⋅ 34743 Zip Code
3 BEDROOM, 3 FULL BATH KISSIMMEE CONDO WITH TWO EN-SUITE BEDROOMS, 2025 ROOF, 2022 A/C & ASSIGNED PARKING! Welcome to 261 Autumn Lane #5, a two-story, townhome-style condo in the Buenaventura Lakes (BVL) area of Kissimmee, FL 34743, offering 1,504 sq ft of living space and a floor plan that is hard to find at this size. DUAL EN-SUITE LAYOUT: Two of the three bedrooms have their own private full bathroom, giving you the feel of two primary suites. A third bedroom and third full bath complete the split-bedroom layout. This is an ideal setup for multi-generational living, a guest suite, a roommate floor plan, or a dedicated home office. BIG-TICKET UPDATES ALREADY DONE: NEW ROOF (2025) and replaced A/C (2022), two of the most expensive items a buyer worries about. Built in 2007, with assigned parking included. LOCATION, LOCATION: Set in Osceola County, minutes from Osceola Parkway, Florida's Turnpike and SR 417, with an easy commute to Orlando International Airport (MCO), Lake Nona and Medical City, and the greater Orlando area. Central Florida's theme parks and attractions are within easy reach. Everyday shopping is close by, including ALDI, Walmart Neighborhood Market, The Loop, and plenty of restaurants and services. Whether you are a first-time home buyer, downsizing, relocating to Central Florida, or looking for low-maintenance condo living near Orlando, this 3 bed / 3 bath Kissimmee condo delivers space, privacy and value. Schedule your private showing today! HOA covers building insurance, exterior maintenance and grounds maintenance for low-maintenance condo living.

261 Autumn Lane Unit 5, Kissimmee
125 Pansy Court, Kissimmee
$485,000
4 Beds ⋅ 3 Baths ⋅ Bvl Unit 2 SubDv. ⋅ 34743 Zip Code
LOCATION, LOCATION, LOCATION! Beautifully updated 4-bedroom, 3-full-bath home with over 2,100 sq. ft. and THREE PRIMARY SUITES! Enjoy NO HOA, NO CDD, and NO FLOOD ZONE, with space for RV or boat parking, subject to local regulations. Conveniently located near Lake Nona, Orlando International Airport, and Walt Disney World. This spacious home has been extensively updated, including a new roof (2023), remodeled kitchen (2022) with stainless-steel appliances, new A/C (2025), new water heater 2026, water softener, front windows, garage door (2023), gutters, and updated bathroom sinks and primary bathtub (2023). The interior was freshly painted in January 2026. Enjoy additional outdoor storage with a new shed and a new vinyl backyard fence (2025), a second kitchen in the florida room. The versatile three-primary-suite layout is ideal for a large family, multi-generational living, guests, or those seeking additional private spaces. Furniture is available for separate purchase. With major updates already completed and a highly convenient Central Florida location, this home is ready for its next owner. Schedule your showing today!

125 Pansy Court, Kissimmee
1733 Felicity Lane, Kissimmee
$419,900
4 Beds ⋅ 3 Baths ⋅ Tohoqua Ph 1 SubDv. ⋅ 34744 Zip Code
Welcome to 1733 Felicity Ln, a beautifully designed single-story Mattamy Homes residence located on a desirable corner lot in Tohoqua, one of Kissimmee’s sought-after master-planned communities. With approximately 2,740 total building sq ft, this home combines space, flexibility, energy-conscious features, and an excellent Central Florida location. The thoughtfully designed floor plan features 4 bedrooms and 3 full bathrooms, including a private guest suite configuration with its own full bath—an excellent option for overnight guests, multigenerational living, a private workspace, or added everyday flexibility. The open-concept kitchen, dining, and gathering areas create a natural flow for daily living and entertaining, while the extended screened lanai expands the living experience outdoors. A welcoming covered front porch and the additional privacy and presence of a corner lot further enhance the home’s appeal. Additional features include a solar energy system and whole-house water filtration system, adding practical value for buyers looking for efficiency-focused home features. The spacious layout, guest suite, outdoor living area, and corner-lot setting also make this property attractive to buyers and investors seeking a versatile single-family home in the growing Kissimmee–St. Cloud corridor. Tohoqua residents enjoy resort-style community amenities including a zero-entry pool, clubhouse, fitness center, playground, lighted tennis courts, basketball court, sidewalks, outdoor gathering areas, and an extensive network of walking and biking trails. The community also provides convenient access to Florida’s Turnpike, shopping, dining, NeoCity, Lake Nona, Orlando International Airport, and the many employment, recreation, and entertainment destinations throughout Central Florida. **The property has an existing mortgage that may be assumable by a qualified buyer, subject to lender approval, underwriting, existing loan terms, and all applicable requirements..** Discover the combination of space, location, lifestyle, and flexibility that makes 1733 Felicity Ln stand out. Schedule your private showing today and see how this home can fit your next chapter.

1733 Felicity Lane, Kissimmee
1852 Summer Serenity Drive, Kissimmee
$350,000
3 Beds ⋅ 3 Baths ⋅ Tohoqua Ph 4a SubDv. ⋅ 34744 Zip Code
Short Sale. Welcome home to this 3 bedroom, 2.5 bathroom home located in the desirable Tohoqua community in Kissimmee! Offering a functional two story layout, beautiful pond views, and comfortable living spaces, this home is designed for both everyday living and entertaining. The main level features tile flooring throughout the living areas and an open, welcoming layout. The kitchen is equipped with granite countertops, stainless steel appliances, ample cabinet space, and a large pantry for additional storage. A convenient half bathroom is located downstairs for guests. Sliding glass doors extend the living space outdoors to a covered paver patio overlooking the pond, creating a relaxing spot to unwind and enjoy the peaceful water views. Upstairs, a landing at the top of the stairs provides additional space along with a convenient storage closet. All three bedrooms are located on the second floor, including the spacious primary suite featuring a walk in closet and an en suite bathroom with a dual sink vanity and stand up shower. The two additional bedrooms share the hall bathroom, which features a large vanity and tub/shower combination. An indoor laundry room with a utility sink is also conveniently located upstairs near the bedrooms. Additional features include a two car garage and a Rain Bird irrigation system. Located in the sought after Tohoqua community with convenient access to shopping, dining, schools, major roadways, and all that the Kissimmee area has to offer. Schedule your private showing today!

1852 Summer Serenity Drive, Kissimmee
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