Kissimmee Homes with Sidewalks Community Features

Kissimmee Homes with Sidewalks Community Features

Welcome to Kissimmee, Florida, a vibrant city nestled in the heart of Osceola County, where the magic of the Sunshine State meets the charm of a close-knit community. Known for its warm climate, Kissimmee is a haven for families, retirees, and anyone seeking a lively atmosphere paired with natural beauty. With its proximity to world-renowned attractions like Walt Disney World and Universal Studios, residents enjoy a unique blend of excitement and tranquility.

One of the standout features of Kissimmee is its welcoming neighborhoods, many of which boast homes with sidewalks. These pedestrian-friendly communities create an inviting environment for families and neighbors to connect. Imagine evening strolls along tree-lined streets, where children can safely ride their bikes and neighbors can catch up over a friendly wave. Sidewalks encourage an active lifestyle, promoting walks to nearby parks, schools, and local shops.

Kissimmee's homes with sidewalks are not just about aesthetics; they foster a sense of belonging and community spirit. Many neighborhoods host seasonal events, from summer barbecues to holiday gatherings, allowing residents to bond and create lasting memories. The lush landscapes and thoughtfully designed homes enhance the overall appeal, making Kissimmee not just a place to live, but a place to thrive.

Whether you’re looking to invest in your first home or seeking a tranquil retirement retreat, Kissimmee offers a diverse range of properties that cater to every lifestyle. Come discover the charm of this enchanting city, where your dream home awaits amid the warmth and hospitality of Florida living.

Newest Kissimmee Homes with Sidewalks Community Features

3 Beds ⋅ 3 Baths ⋅ Esplanade At Westview SubDv. ⋅ 34758 Zip Code

What's Special: No Rear Neighbors | Pond View | Close to Amenities. New Construction – Ready Now! Welcome to the Ambra at 5683 Nevis Terrace in Esplanade at Westview! This home welcomes you with a bright, open-concept layout filled with natural light. The great room flows effortlessly into the gourmet kitchen with a large center island, creating a comfortable space for everyday living and entertaining. Sliding glass pocket doors in the great room lead to an expansive covered lanai, offering the perfect spot to relax and enjoy the backyard and warm weather. The private primary suite features an attached bathroom with a dual sinks, soaking tub, and separate shower. On the opposite side of the home, a second suite with its own bathroom provides added privacy, while the front of the home includes a dining, a secondary bedroom, and a full bathroom for additional convenience. Additional Highlights Include: 8' interior doors, soaking tub with a separate shower in the primary bathroom, and laundry room sink and cabinets. MLS#O6441274 Experience resort-style living at Esplanade at Westview in Kissimmee! Enjoy a resort-style pool, Bahama Bar, private cabanas, fitness center, tennis, pickleball, and bocce courts. Relax with spa services, gather around the firepit, or visit the Bark Park with your pup. This thoughtfully designed community offers endless opportunities to stay active, social, and refreshed. Conveniently located near BridgePrep Academy of Osceola charter school.

5683 Nevis Terrace, Kissimmee

3 Beds ⋅ 2 Baths ⋅ Indian Point Ph 2 SubDv. ⋅ 34746 Zip Code

OPPORTUNITY TO MAKE IT YOUR OWN! Welcome to 4609 Cheyenne Point, a Kissimmee home offering buyers the chance to personalize and update at their own pace rather than pay for someone else's renovation choices. The home has been freshly painted and cleaned, while the kitchen, bathrooms, flooring and other finishes offer plenty of opportunity for your own vision and style. Roof was replaced in 2017 and A/C 2020, hot water heater in 2000. Enjoy outdoor space with a fenced backyard, plus access to the community pool—all with an HOA of approximately just $60 per year. Conveniently located near Super Walmart, Home Depot, restaurants, shopping, Schools, and Shingle Creek Regional Park, with its walking trails and kayaking opportunities. The Disney area, I-4, and other Central Florida attractions are also within convenient driving distance. Offered at $334,900, this could be a great fit for a buyer who values location, potential and the opportunity to create a home that reflects their own style. Schedule your private showing and come see the possibilities for yourself!

4609 Cheyenne Point Trail, Kissimmee

3 Beds ⋅ 3 Baths ⋅ Hub At Westside Reserve SubDv. ⋅ 34747 Zip Code

Just 15 minutes from Disney, this beautifully furnished townhome offers the perfect combination of style, comfort, and investment potential. The first floor features a private bedroom with convenient hall access to a full bath, ideal for guests or added privacy. Upstairs, you’ll find two spacious bedrooms with private bath, a versatile loft, and laundry. Beautifully decorated with modern, cozy furnishings, this home is move-in ready. Enjoy it as your primary residence, vacation getaway, short-term rental, or long-term investment. Located in one of Kissimmee’s most desirable communities near Disney, this is an incredible opportunity to own a turnkey Florida property in a prime location. Come see it for yourself—schedule your private showing today!

8746 Good Vibes Place, Kissimmee

3 Beds ⋅ 3 Baths ⋅ Paradise Cay SubDv. ⋅ 34746 Zip Code

LOCATION, UPDATES & INVESTMENT POTENTIAL! Welcome to this beautifully updated 3-bedroom, 3-bathroom home in the gated community of Paradise Cay, ideally located just 15 minutes from Walt Disney World and Orlando’s world-famous attractions. Whether you’re looking for an investment property, vacation home, or primary residence, this home offers an exceptional combination of location, amenities, and recent improvements. The desirable split-bedroom floor plan provides privacy and functionality, while the small, private backyard area offers a comfortable space to relax or entertain. Major updates include a new A/C system installed in March 2026, plus a new dishwasher, range, refrigerator, water heater, and flooring, all completed in May 2026. Enjoy resort-style living within the gated community, featuring a community pool, tennis courts, spa, pickleball, shuffleboard, bocce ball, BBQ area, clubhouse, and fitness center. The location is truly a standout feature—approximately 15 minutes to Walt Disney World and conveniently close to Orlando’s world-renowned theme parks, attractions, dining, shopping, entertainment, and major roadways. This prime location makes the property especially appealing to both long-term and vacation-oriented investors. The property has an established rental history- an additional appeal for investors. With its recent upgrades, flexible floor plan, extensive community amenities, and unbeatable proximity to Disney and the attractions, this property is an excellent opportunity for an investor, second-home buyer, or family looking to enjoy the best of the Central Florida lifestyle.

5340 Paradise Cay Circle, Kissimmee

1 Beds ⋅ 1 Baths ⋅ Seven Eagles Condo SubDv. ⋅ 34747 Zip Code

Enjoy SPECTACULAR Panoramic Golf Views from the OVERSIZED lanai of this GROUND FLOOR Condo. As you enter the unit you notice that the living area and bedroom have updated flooring. The spacious living area provides ample room to relax & unwind while entertaining friends & family. The Kitchen is equipped with hardwood cabinets, granite countertops and also includes a gas range. The primary bedroom includes a large soaking tub and also provides access to the lanai. The Primary bathroom also has hardwood cabinets, granite countertops and a walk-in shower. The HVAC has been recently replaced for peace of mind to the next owner. There is a laundry facility is conveniently located on the first floor of the building. The exterior of all buildings were recently painted and roofs replaced. This unit is a short walk to The Cove at Seven Eagles Amenity Complex that includes a large community pool, (2) jacuzzi's, pool bar, and fitness center. This unit is also a short walk to the Reunion Grande and its Restaurants, Clubhouse, Miniature Golf, Tennis and Pickleball Facility. This condo can be a primary residence, second home or vacation rental property. Fantastic location in the heart of Reunion. Reunion Resort is a 2,300 acre Resort and Golf Community with three championship signature golf courses, a multimillion dollar waterpark located just 6 miles from DISNEY and the parks, 20 minutes to the Orlando International Airport and easily accessible to the major highways. REUNION MEMBERSHIP AVAILABLE call for more details.

1323 Seven Eagles Court Unit 102, Reunion

2 Beds ⋅ 2 Baths ⋅ Mirasol At Celebration Condominium SubDv. ⋅ 34747 Zip Code

Beautifully upgraded first-floor condo in Mirasol at Celebration featuring one of the community’s most popular two-bedroom floor plans. This spacious residence offers two bedrooms, two full baths, plus an enclosed den that adds valuable flexibility for a home office, guest space, or additional living area. Warm wood flooring in the main living areas pairs beautifully with updated lighting and custom plantation shutters. The kitchen features 42-inch cabinetry, granite countertops, a closet pantry, and generous counter space. Palladium-style windows fill the home with natural light, and the screened lanai offers additional outdoor living space. The combination of a spacious layout, thoughtful upgrades, and desirable first-floor location makes this a wonderful Mirasol offering. Mirasol at Celebration is known for its award-winning architecture and impressive amenities, including a resort-style heated pool and spa, 24-hour fitness center, resident clubroom with billiards, business center with private conference room and cyber café, on-site professional management, and day spa. Residents also enjoy Celebration’s extensive network of scenic walking and biking trails, with dining, shopping, and entertainment nearby in Celebration Town Center. Conveniently located near Walt Disney World and Central Florida’s world-class attractions. Currently tenant occupied with lease in place through January 2027. Photos reflect previous furnishings; current furnishings will differ. Optional temperature-controlled storage unit located in Building 501 is available for purchase separately for $30,000. Ask listing agent for details.

513 Mirasol Circle Unit 101, Celebration

2 Beds ⋅ 2 Baths ⋅ Legacy Dunes Condo SubDv. ⋅ 34747 Zip Code

DESIRABLE FIRST-FLOOR CONDO JUST MINUTES FROM DISNEY! Welcome to this inviting 2-bedroom, 2-bathroom condo located in the gated resort-style community of Legacy Dunes. One of this home's biggest advantages is its highly desirable FIRST-FLOOR location, providing convenient, easy access with no stairs to climb—an especially valuable feature since there are no elevators in the community. Step inside to a comfortable and functional floor plan featuring two spacious bedrooms, two full bathrooms, and a private patio where you can relax and enjoy the Florida lifestyle. Whether you're looking for a primary residence, vacation getaway, or investment property, this condo offers tremendous flexibility with the ability to be used as a short-term or long-term rental. Another standout feature is the location within the community. The swimming pool, fitness center, and clubhouse are just a short walk away, allowing you and your guests to easily enjoy the resort-style amenities Legacy Dunes has to offer. The HOA provides added convenience by including exterior maintenance, water, sewer, WiFi, valet trash pickup, and access to the community amenities, making ownership that much easier. And when it comes to location, it's hard to beat! Conveniently situated just off the Highway 192 corridor, you're close to an abundance of restaurants, shopping, entertainment, and everyday conveniences. Sunset Walk and Margaritaville are nearby, and Walt Disney World is less than 10 minutes away, putting some of Central Florida's most popular attractions practically at your doorstep. With its first-floor accessibility, excellent community location, resort-style amenities, and multiple options for personal or investment use, this Legacy Dunes condo checks all the boxes. Don't miss the opportunity to make it yours—schedule your private showing today!

8816 Dunes Ct Unit 103, Kissimmee

6 Beds ⋅ 11 Baths ⋅ Reunion West Villages North SubDv. ⋅ 34747 Zip Code

Designed for elevated resort living, this striking Reunion Resort sanctuary offers a seamless blend of architectural grandeur, effortless entertaining, and world-class golf views. The ultimate retreat for vacationers and families alike, custom-crafted with exquisite millwork, modern design touches, and premium finishes throughout, the sprawling multi-level residence features 6 ultra-spacious bedrooms—each with its own private ensuite bathroom— 11 bathrooms, thoughtfully arranged to host large gatherings with ease. Premium indoor amenities include a private home gym and a state-of-the-art multimedia movie theater equipped with surround sound. The gourmet kitchen is a culinary showcase featuring seamless paneling, brushed gold hardware, and an expansive waterfall marble island with an integrated breakfast buffet that comfortably seats eight. Engineered for serious entertaining, it comes equipped with dual dishwashers, a dedicated preparation sink, a massive refrigerator with matching paneled freezer zones, and a commercial-grade gas range topped with a sleek, custom statement hood—all anchored by premier Thermador appliances. The open-concept layout is rounded out by high-end details such as two full laundry rooms (one on each level), luxury vinyl plank flooring, soaring ceilings, automated shades, and custom walk-in closets throughout. Step outside to a serene backyard sanctuary featuring a heated swimming pool with an integrated, raised spillover spa. The expansive paved deck includes a built-in sun shelf with submerged in-pool loungers, a cozy fire pit lounge area, and a fully equipped summer kitchen designed for al fresco dining—all set against peaceful views of the coveted Reunion Resort golf course. With full Reunion Resort membership included, everyday life feels like a five-star vacation. Set behind 24/7 guarded and gated security, residents and guests enjoy exclusive access to three signature championship golf courses designed by legends Jack Nicklaus, Arnold Palmer, and Tom Watson. Beyond the fairways, the community boasts a 5-acre water park with a lazy river and splash zones, 11 community pools, a tennis and pickleball complex, fitness centers, mini-golf, walking trails, and six exceptional on-site dining venues ranging from casual poolside grills to fine dining at Eleven.

300 Muirfield Loop, Reunion

3 Beds ⋅ 3 Baths ⋅ Regal Oaks At Old Town SubDv. ⋅ 34746 Zip Code

Virtually Staged. Discover the perfect blend of luxury, relaxation, and investment potential at Regal Oaks Resort. Just minutes from Disney and the charming shops and restaurants of Celebration and Old Town, this is a beautifully located 3-bedroom, 2.5-bathroom townhome. Step inside and appreciate the upgraded marble flooring throughout the living and dining areas, complemented by beautifully upgraded stairs that add an elegant touch to the home. Enjoy effortless resort living with an array of amenities at your fingertips, including a stunning resort pool with waterslide, onsite restaurant and bar, spa, fitness center, tennis courts, arcade, and concierge services. Inside, the spacious townhome provides a comfortable and elegant retreat with generous living and dining areas, convenient laundry, and plenty of room to entertain family and friends. Situated in a gated community with short-term rental opportunities, this property offers the flexibility to e your personal luxury getaway, a vacation home, or an income-producing investment. Management options are available for a truly hands-off ownership experience.

2706 Impala Lane Unit 2706, Kissimmee

5 Beds ⋅ 5 Baths ⋅ Windsor At Westside Ph 2b SubDv. ⋅ 34747 Zip Code

Exceptional Investment Opportunity in Windsor at Westside! Welcome to 8859 Geneve Court, a spacious 5-bedroom, 4.5-bathroom townhome with a private pool, located in the highly desirable Windsor at Westside resort community in Kissimmee. Offering approximately 2,263 square feet of living space, this two-story property combines generous accommodations, an excellent location, and resort-style living—all just minutes from Central Florida's world-famous attractions. The thoughtfully designed floor plan provides plenty of space for family and guests, with comfortable living and dining areas that flow seamlessly together. The kitchen offers ample cabinetry, generous counter space, modern appliances, and an open layout ideal for both everyday living and entertaining. With five spacious bedrooms and four-and-a-half bathrooms, the home provides excellent flexibility and privacy for larger families and guests. The well-planned bedroom configuration makes this property particularly attractive as a vacation home, second residence, or investment opportunity. Step outside to your own private screened-in pool and patio area, creating the perfect setting to relax, entertain, and enjoy Florida's beautiful weather. Located within the sought-after Windsor at Westside community, residents and guests can enjoy a resort-style atmosphere and convenient access to community amenities. The property is ideally situated near US-192, shopping, dining, golf, entertainment, and major roadways, with Walt Disney World just a short drive away. Whether you're searching for a Florida vacation home, investment property, or spacious residence near Orlando's attractions, this property offers an outstanding combination of location, space, private pool, and resort-style community living. Don't miss this opportunity to own a beautiful 5-bedroom pool home in one of Kissimmee's most popular resort communities. Schedule your private showing today!

8859 Geneve Court, Kissimmee

4 Beds ⋅ 3 Baths ⋅ Shingle Creek Reserve At The Oaks Ph 7 Rep 2 SubDv. ⋅ 34746 Zip Code

Welcome to this beautiful 4-bedroom, 2.5-bathroom home located in the desirable community of Shingle Creek Reserve at The Oaks. Featuring a brand-new roof installed in 2026 and fresh interior paint, this move-in-ready home offers a comfortable and inviting atmosphere from the moment you step inside. The first floor provides plenty of space for everyday living and entertaining, featuring a spacious family room, dining area, kitchen, half bathroom, and oversized indoor utility room. Step outside to the covered rear porch and enjoy a private outdoor setting with no rear neighbors—perfect for relaxing or entertaining family and friends. Upstairs, the spacious primary suite features a large walk-in closet and private ensuite bathroom. Three additional bedrooms and another full bathroom complete the second floor, providing a functional and comfortable layout. Shingle Creek Reserve at The Oaks offers a variety of recreational opportunities, including golfing, boating, fishing, kayaking, hiking, and biking. Residents also enjoy convenient access to the community boat lift leading to Shingle Creek and Lake Toho, while restaurants, shopping, entertainment, and everyday conveniences are just minutes away. With its brand-new 2026 roof, fresh interior paint, upgraded flooring, spacious layout, covered rear porch, and no rear neighbors, this home offers an excellent combination of comfort, privacy, and Florida lifestyle living. Schedule your showing today!

1512 Nature Trail, Kissimmee

4 Beds ⋅ 2 Baths ⋅ Kindred SubDv. ⋅ 34744 Zip Code

Under Construction. Kindred presents the Cali. This all concrete block constructed, one-story layout optimizes living space with an open concept kitchen overlooking the living area, dining room, and outdoor lanai. Entertaining is a breeze, as this popular single-family home features a spacious kitchen island, dining area and a spacious pantry for extra storage. This community has stainless steel appliances, making cooking a piece of cake. Bedroom one, located in the back of the home for privacy, has an en suite bathroom with a double vanity, spacious shower/tub space as well as a spacious walk-in closet. Towards the front of the home two additional bedrooms share a second full bathroom. Across the hall you will find a fourth bedroom. This home features a space to fit all your needs. Like all homes in Kindred, the Cali 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.*

1868 Southbury Drive, Kissimmee

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