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 enchanting blend of suburban charm and proximity to world-famous attractions. With a rich tapestry of cultural diversity, Kissimmee offers residents a unique lifestyle that balances the excitement of nearby theme parks with the warmth of a close-knit community. Whether you’re drawn to the lively atmosphere of Old Town or the serene beauty of Lake Tohopekaliga, there’s something for everyone in this captivating city.

One of the standout features of Kissimmee’s residential neighborhoods is the abundance of homes adorned with lovely sidewalk exterior features. These charming properties not only enhance the aesthetic appeal of the area but also foster a sense of community. Picture yourself strolling along tree-lined sidewalks, greeting neighbors, and enjoying the Florida sunshine. Sidewalks create an inviting atmosphere for families and individuals alike, encouraging outdoor activities, morning jogs, and leisurely evening walks.

Kissimmee’s real estate market boasts a variety of homes that cater to diverse lifestyles and preferences. From cozy single-family residences to spacious modern builds, many properties feature beautifully landscaped yards and easy access to community amenities. Living in a home with sidewalk exterior features means you can enjoy the simple pleasures of life—whether it’s sipping coffee on your porch or hosting weekend gatherings with friends.

Explore the enchanting neighborhoods of Kissimmee today, and discover the perfect home where community spirit and outdoor living come together in harmony. Your dream lifestyle awaits in this sunny Florida gem!

Newest Kissimmee Homes with Sidewalk Exterior Features

$375,000
4 Beds ⋅ 3 Baths ⋅ Parsons Pond Ph 1 SubDv. ⋅ 34743 Zip Code
Beautifully updated 4-bedroom, 3-bathroom two-story home in the sought-after Parsons Pond community of Kissimmee! This 1,678 sq ft home sits on a prime corner lot with a fully fenced backyard (vinyl fence 2023) featuring mature avocado, mango, and banana trees — a private outdoor retreat perfect for entertaining or relaxing. Step inside to tile flooring throughout and an updated kitchen and bathrooms with stainless steel appliances. The main level offers a spacious bedroom and living room with French doors opening to a large covered back porch, ideal for Florida living. Upstairs you'll find two additional bedrooms plus a primary suite with its own en-suite bath. Major systems have been thoughtfully updated for peace of mind: Roof (2024), AC (2021), full home replumb (2026), water heater (2025), and A 1-car garage completes the package. With a low annual HOA of just $342 and no rental restrictions, this home is a fit for primary residence buyers, second-home buyers, investors, and short-term/Airbnb use alike. Centrally located near schools, shopping, and dining, and just minutes to major highways, Orlando International Airport, Lake Nona, the theme parks, and area beaches. Don't miss this move-in-ready gem in Parsons Pond — schedule your private showing today!

2411 Parsons Pond Circle, Kissimmee
$360,000
2 Beds ⋅ 2 Baths ⋅ Artisan Club Condo SubDv. ⋅ 34747 Zip Code
Welcome Home to Breathtaking Views! This amazing two bedroom/two bath condominium is located on the top floor with views of the gorgeous Artisan Park Village from your balcony. It's located in the exciting town Disney developed — Celebration, Florida! Take the elevator to the highest level and feel a sense of pride as soon as you enter your new condo. It has been beautifully updated with lovely, non-slip driftwood porcelain tile floors and crown molding throughout, classy lighting/ceiling fans, upgraded bathrooms, high-level wood shutters throughout, and top-of-the-line appliances (including large capacity Maytag washer and dryer). The kitchen features 42" raised panel maple cabinets, a built-in desk which provides a convenient place for your paperwork, newer dark grey stainless steel appliances, a farmhouse sink with a pullout spray faucet, and a light and bright breakfast nook/eat-in area. The split bedrooms afford privacy with the luxurious primary suite featuring a trey ceiling, a spacious walk-in closet with custom built-ins, and a classy bathroom that's complete with dual sinks and a large, walk-in shower boasting an extra-large Rain showerhead. French doors in the combination living/dining room lead to the amazing balcony — the perfect place to start and end your day! You'll love the extra storage cabinets in the laundry room and the outside storage cage that is a short walk from the condo. The furniture can also be purchased and there is a dedicated one-car garage. The clubhouse in Artisan Park is awesome with a restaurant, bar, billiard room, fitness center, outdoor kitchen, banquet room, and a fabulous resort-style heated pool and spa. The Artisan Park condos are adjacent to one of the wonderful walking trails of Celebration and is a short drive (or walk) to the downtown area which offers restaurants, shops, and a charming hotel. What a wonderful place to call home!

1410 Celebration Avenue Unit 407, Celebration
$459,990
4 Beds ⋅ 3 Baths ⋅ Cove At Storey Lake 4 SubDv. ⋅ 34746 Zip Code
Welcome to this beautifully furnished 4-bedroom, 3-bathroom townhome located in the highly desirable Storey Lake Resort! This turnkey vacation home offers the perfect combination of personal enjoyment and short-term rental potential, just minutes from Walt Disney World and Central Florida’s world-famous attractions. The open-concept floor plan features a modern kitchen with stainless steel appliances, spacious living and dining areas, and sliding doors leading to your private screened-in pool—perfect for relaxing after a day at the parks. One bedroom and full bathroom are conveniently located on the first floor, with the primary suite and additional bedrooms upstairs. Storey Lake Resort offers exceptional amenities including resort-style pools, a lazy river, water slides, fitness center, mini golf, playgrounds, basketball courts, clubhouse, and more. Conveniently located near Disney, shopping, dining, and major highways. Fully furnished and ready for your next vacation or investment opportunity!

4192 Paragraph Drive, Kissimmee
$560,000
6 Beds ⋅ 5 Baths ⋅ Solara Resort SubDv. ⋅ 34747 Zip Code
THE SELLER IS VERY MOTIVATED TO SELL!!!! Exceptional Vacation Home in Solara Resort – Private Pool, Short-Term Rental Approved & Minutes from Walt Disney World®! Welcome to this stunning fully furnished vacation home located in the highly sought-after Solara Resort, one of Central Florida's premier resort communities for short-term rentals. Whether you're looking for a profitable investment property, a vacation retreat, or a second home, this property offers the perfect combination of luxury, comfort, and location. From the moment you arrive, you'll be welcomed by a charming covered front porch and an inviting entryway leading into a bright, open-concept living area. Large sliding glass doors fill the home with natural light and open to a covered lanai overlooking the private screened-in pool, creating the perfect indoor-outdoor living space for relaxing or entertaining. The spacious kitchen is designed for both functionality and style, featuring solid wood cabinetry, a large breakfast bar, generous counter space, and a full set of appliances, making meal preparation effortless. This beautiful home offers 6 spacious bedrooms, 4 full bathrooms, and 1 half bath, plus a versatile upstairs loft ideal as a second family room or game area. The primary suite is conveniently located on the first floor and features a large walk-in closet and an elegant en-suite bathroom with dual vanities and plenty of space. Several bedrooms are professionally decorated with themed designs, creating an unforgettable experience for guests of all ages. The home also includes a 1-car garage. As part of the renowned Solara Resort, owners and guests enjoy access to world-class resort amenities, including a spectacular resort-style pool, FlowRider® surf simulator, clubhouse, fitness center, restaurant and poolside bar, splash pad, water slides, sports simulator, basketball court, beach volleyball court, soccer field, playground, game room, walking areas, and a gated entrance with resort-style security. Ideally located just minutes from Walt Disney World® Resort, Disney's Animal Kingdom, shopping, restaurants, golf courses, major highways, Island H2O Water Park, Sunset Walk, and other world-famous Orlando attractions, this home offers exceptional convenience for both owners and vacation guests. Don't miss this incredible opportunity to own a high-demand vacation home in one of Kissimmee's most desirable resort communities. Schedule your private showing today!

9012 Egret Mills Terrace, Kissimmee
$740,000
4 Beds ⋅ 3 Baths ⋅ Celebration South Village Unit 4 Rep 2 SubDv. ⋅ 34747 Zip Code
Welcome to 1425 Resolute Street, a beautifully designed David Weekley "Alameda" home nestled along the tree-lined streets of Spring Lake in Celebration. Charming Craftsman-inspired details and a picturesque covered front porch create an inviting first impression, while inside, a bright and spacious open floor plan was designed for comfortable everyday living and effortless entertaining. Beautiful wood flooring, crown molding, recessed lighting, updated fixtures, ceiling fans, and Hunter Douglas window treatments add warmth and character throughout. The kitchen is truly the heart of the home, featuring light cabinetry with glass-front accents and a built-in wine rack, granite countertops, stainless steel appliances, undermount sinks, a closet pantry, and a generous center island with additional storage and breakfast-bar seating. Open to the dining and family rooms, this welcoming space makes it easy to gather with family and friends. Wood stairs lead to the second floor, where you'll find three generously sized secondary bedrooms and a versatile loft featuring beautiful wood flooring. Ideal for today's flexible lifestyles, the loft offers wonderful additional living space for a home office, media room, playroom, or reading retreat. The oversized primary suite is filled with natural light and offers plenty of room for substantial furnishings plus a sitting area, reading nook, or workspace. The spacious primary bath features dual sinks, a garden tub, and separate shower. A large laundry room with tile flooring and additional storage adds everyday convenience. Built by David Weekley Homes, the residence also incorporates energy-efficient building features designed to enhance comfort and help reduce heating and cooling demands. Spring Lake residents enjoy their own neighborhood pool, fitness center, parks, green spaces, and access to Celebration's extensive network of scenic walking and biking trails. Follow the trails toward downtown Celebration, where lakeside views, restaurants, shops, community events, and charming Market Street create the distinctive small-town atmosphere Celebration is known for. Throughout the community, picturesque lakes, neighborhood parks, playgrounds, recreation facilities, and miles of trails offer endless opportunities to enjoy the Florida lifestyle. Spring Lake's convenient location near World Drive and I-4 also provides easy access to Walt Disney World Resort, Orlando's world-famous attractions, shopping, dining, entertainment, and major employment centers. AdventHealth Celebration and everyday conveniences are also nearby. With its welcoming front porch, spacious and flexible floor plan, beautiful interior details, energy-efficient construction, and wonderful Spring Lake location, 1425 Resolute Street is ready to welcome you home to the Celebration lifestyle.

1425 Resolute Street, Celebration
$648,000
7 Beds ⋅ 7 Baths ⋅ Solara Resort SubDv. ⋅ 34747 Zip Code
Step into your next high-performing investment at 1633 Nassau Point Trail! This breathtaking, fully furnished 7-bedroom, 6.5-bathroom retreat in the premier gated Solara Resort is a proven revenue generator built for ultimate guest satisfaction. Perfectly positioned just steps from the clubhouse and adjacent to convenient extra guest parking, this turnkey powerhouse delivers high-yield performance alongside effortless vacation living. Guests can cool off in the private screened-in pool and spa, catch the big game on multiple outdoor TV setups, or unwind in the air-conditioned, tiki-themed garage lounge—a massive hit for both adults and teens. Inside, custom hand-painted murals and immersive themed bedrooms elevate the guest experience, driving stellar reviews and consistent bookings. The numbers speak for themselves: this top-performing property boasts an impressive 70% overall occupancy rate over the last 12 months, surging to an incredible 82% occupancy so far in 2026. For savvy investors or vacation home buyers, Solara Resort offers unmatched marketing power, attracting global travelers directly and through travel agency networks, as well as major booking platforms. The resort itself is a major draw, featuring world-class amenities, including the famous FlowRider® surf simulator, a zero-entry pool, a splash pad, a fitness center, a bar and grill, and sports courts. Located just minutes from Orlando’s world-renowned theme parks, premier dining, and top shopping destinations, this income-generating asset is completely plug-and-play and ready to start delivering returns from day one.

1633 Nassau Point Trail, Kissimmee
$270,000
2 Beds ⋅ 3 Baths ⋅ Regal Oaks At Old Town SubDv. ⋅ 34746 Zip Code
Fully furnished 2-bedroom, 2.5-bath townhome in Regal Oaks Resort, conveniently located next to Old Town and minutes from Central Florida’s top attractions, shopping, dining, and entertainment. The home features a private rear setting with mature trees providing a natural privacy buffer from neighboring properties. The main level includes an open living and dining area, a well-appointed kitchen with stainless steel appliances and granite countertops, and convenient access to the outdoor living space. Upstairs, both bedrooms feature private en-suite bathrooms, making the layout ideal for both owners and guests. Regal Oaks offers resort-style amenities, including a pool complex, renovated ZAC’s Sports Bar & Grill, clubhouse, and more. Whether you’re looking for a vacation property, investment opportunity, or your own Central Florida getaway, this furnished townhome offers a convenient location within one of the area’s established resort communities.

2711 Coupe Street, Kissimmee
$359,900
3 Beds ⋅ 3 Baths ⋅ Tohoqua Ph 1 SubDv. ⋅ 34744 Zip Code
Welcome to this move-in ready three-bedroom, 2.5-bathroom townhome located in the desirable Tohoqua neighborhood. This home features an open-concept floor plan highlighted by soaring tall ceilings in the main living area, creating a spacious and airy feel throughout. The updated kitchen comes fully equipped with sleek stainless steel appliances, making it a functional and stylish space for cooking and everyday living. Upstairs, the primary bedroom serves as a comfortable retreat, complete with a large walk-in closet and an ensuite bathroom featuring a double-sink vanity. Ideally located, this property keeps you close to everything you need within a short drive. Enjoy the convenience of having schools very nearby, while taking advantage of easy access to all the shopping, dining, and amenities that Kissimmee and St. Cloud have to offer.

1752 Fulfillment Drive, Kissimmee
$379,900
3 Beds ⋅ 2 Baths ⋅ Kindred SubDv. ⋅ 34744 Zip Code
Welcome home! This well-maintained property is located in the desirable Kindred community of Kissimmee and features a thoughtfully designed floor plan that makes excellent use of the living space. The open layout creates a natural flow between the main living areas, offering comfortable spaces for everyday living and entertaining, while the bedrooms provide privacy and flexibility. Step outside and enjoy the screened porch, perfect for relaxing and enjoying the Florida lifestyle. Ideally situated within walking distance of the community clubhouse and school, this home puts everyday convenience close at hand. Enjoy all that Kindred has to offer, including resort-style amenities such as swimming pools, a fitness center, playgrounds, sports courts, walking trails, and more. Conveniently located with easy access to shopping, dining, major roadways, and everything Central Florida has to offer. A wonderful opportunity to enjoy a comfortable home in a vibrant, amenity-rich community!

1702 Walnut Creek Drive, Kissimmee
$800,000
8 Beds ⋅ 5 Baths ⋅ Bellavida Ph 2c SubDv. ⋅ 34746 Zip Code
Luxury Vacation Home in BellaVida Resort – Private Pool, Lake View & Approved for Short-Term Rentals! Discover this exceptional fully furnished home in the highly sought-after BellaVida Resort, one of Kissimmee's premier gated resort communities, perfectly located just minutes from Orlando's world-famous attractions. Designed for both personal enjoyment and investment, this spacious residence is approved for short-term rentals, making it an outstanding opportunity for vacation home buyers and investors alike. The home features 8 spacious bedrooms, 5 full bathrooms, and a versatile loft, providing plenty of space for large families and guests. The open-concept floor plan creates a bright and inviting atmosphere, seamlessly connecting the living room, dining area, and gourmet kitchen. The modern kitchen is beautifully appointed with luxury quartz countertops, solid wood cabinetry, stainless steel appliances, and premium finishes, offering both style and functionality. On the first floor, you'll find the elegant primary suite along with a convenient guest bedroom, ideal for added privacy and accessibility. Upstairs, a spacious loft provides additional entertainment or relaxation space, accompanied by six additional bedrooms, comfortably accommodating multiple guests. Step outside to your own private Florida oasis featuring a screen-enclosed heated pool overlooking a peaceful lake, creating the perfect setting to relax after a day at the parks or entertain family and friends while enjoying beautiful water views. Residents and guests enjoy access to the outstanding amenities of BellaVida Resort, including: Resort-style community pool Elegant clubhouse State-of-the-art fitness center Game room Movie theater Playground Sports courts Walking trails Gated entrance with security Beautifully maintained landscaping Located at 4472 Monado Dr, Kissimmee, FL 34746, this home is just minutes from Walt Disney World®, Universal Orlando Resort, SeaWorld®, Old Town Kissimmee, The Loop shopping and dining district, Orlando Vineland Premium Outlets, top-rated restaurants, golf courses, and Orlando International Airport, offering unmatched convenience for homeowners and vacation guests. Whether you're looking for a luxury vacation home, a primary residence, or a high-income investment property, this exceptional home offers the perfect combination of location, comfort, and resort-style living. Schedule your private showing today and experience everything this incredible property has in store!

4472 Monado Drive, Kissimmee
$290,000
4 Beds ⋅ 3 Baths ⋅ Poinciana Village 1 Nbhd 1 North SubDv. ⋅ 34758 Zip Code
Located on a quiet cul-de-sac, 308 Chiquita Ct, Kissimmee offers over 2,100 square feet of well-laid out spaces, 4 bedrooms, 2 bathrooms, and a two-vehicle garage. Its functional design, spacious indoor areas, and patio provide comfort and versatility to accommodate different lifestyles. The property is conveniently accessible to schools, shopping, restaurants, hospitals, parks and major thoroughfares connecting Orlando and Central Florida attractions. An excellent opportunity for those looking for a residence with a strategic location, generous spaces and a consolidated community with an affordable annual HOA fee.

308 Chiquita Court, Kissimmee
$360,000
3 Beds ⋅ 2 Baths ⋅ Cypress Hammock Ph 1 SubDv. ⋅ 34746 Zip Code
Experience Florida living in this inviting 3-bedroom, 2-bathroom home located in the sought-after Cypress Hammock community of Kissimmee. One of the highlights of the property is the private outdoor space. A screened lanai opens to a spacious backyard, creating the perfect setting for relaxing, entertaining, or enjoying Florida’s beautiful weather throughout the year. Inside, the home offers a thoughtfully designed split-bedroom floor plan that provides both comfort and privacy. The primary suite features a large walk-in closet and a private bathroom with dual vanities and a walk-in shower. Two additional bedrooms and a second full bathroom with plenty of versatility for family, guests, a home office, or additional living space. At the center of the home, the kitchen combines style and functionality with stainless steel appliances, a decorative tile backsplash, a large island with breakfast bar seating, and a striking range hood. The kitchen flows naturally into the dining and living areas, creating an open and welcoming space for gatherings and everyday living. The living room is filled with natural light thanks to a beautiful three-panel sliding glass door, while tray ceilings add an elegant architectural touch. Cypress Hammock residents enjoy access to resort-style amenities, including a community pool with a water slide, playground, recreational areas, pavilion, and a peaceful dock overlooking the lake. Conveniently positioned near shopping, dining, major roadways, and Central Florida’s world-famous attractions, including Walt Disney World and Universal Orlando, this home offers an excellent combination of location, lifestyle, and convenience. Schedule your private showing and see why this Cypress Hammock home could be the perfect fit for you.

5003 Royal Point Avenue, Kissimmee
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