Kissimmee Homes with Sidewalk Exterior Features

Kissimmee Homes with Sidewalk Exterior Features

Welcome to Kissimmee, Florida – a vibrant city that perfectly blends the magic of Florida’s theme parks with the charm of small-town living. Nestled just south of Orlando, Kissimmee is a gateway to adventure, offering an array of attractions, outdoor activities, and a rich cultural tapestry. From the enchanting Walt Disney World Resort to the stunning natural beauty of Lake Tohopekaliga, Kissimmee is a haven for families, retirees, and everyone in between.

One of the standout features of homes in Kissimmee is their inviting sidewalk exterior. Picture yourself strolling down tree-lined streets, where friendly neighbors wave hello and children play in nearby parks. These sidewalks not only enhance the aesthetic appeal of the community but also promote an active lifestyle, providing safe pathways for walking, biking, or enjoying a leisurely jog.

Whether you’re looking for a cozy single-family home or a spacious townhouse, Kissimmee offers a diverse range of properties with charming sidewalk exteriors. Many of these homes are designed with family in mind, featuring open floor plans, modern amenities, and beautiful outdoor spaces perfect for gatherings.

With its close-knit community feel and easy access to world-renowned attractions, Kissimmee is more than just a place to live; it’s a lifestyle. Embrace the Florida sunshine and discover the joy of living in a city that combines comfort, convenience, and a touch of magic. Welcome home to Kissimmee, where your dream home awaits!

Newest Kissimmee Homes with Sidewalk Exterior Features

1881 Red Canyon Drive, Kissimmee
$310,000
3 Beds ⋅ 3 Baths ⋅ Kindred Ph 1e SubDv. ⋅ 34744 Zip Code
Welcome to this beautiful 3 bedroom, 2.5 bathroom townhouse in the desirable Kindred community of Kissimmee, offering comfortable living and resort-style amenities! Step inside to a spacious kitchen and family room combination, creating an inviting space for everyday living and entertaining. All three bedrooms are conveniently located upstairs, providing separation from the main living areas. Additional highlights include a rear-entry one-car garage and an alkaline water system included with the home. Living in Kindred means enjoying more than just a beautiful home! Residents have access to an impressive selection of amenities, including three swimming pools, three fitness centers, tennis and volleyball courts, a soccer field, a dog park, and approximately five miles of trails for walking, jogging, and biking. Whether you enjoy staying active, spending time outdoors, or relaxing by the pool, there's something for everyone to enjoy. Location is another major advantage! Conveniently situated near the Florida Turnpike, SR 417, and SR 528, with shopping and dining just a short drive away. Orlando International Airport is approximately 25 minutes away, and Central Florida's world-famous theme parks and attractions are also within easy reach. With its spacious layout, one-car garage, included alkaline water system, and incredible community amenities, this townhouse offers the Florida lifestyle you've been looking for. Schedule your private showing today!

1881 Red Canyon Drive, Kissimmee
5469 Gingham Drive, Kissimmee
$441,940
4 Beds ⋅ 3 Baths ⋅ Westview SubDv. ⋅ 34758 Zip Code
Pre-Construction. To be built. A Community Designed for Every Stage of Life. Westview features an intimate collection of 119 single-family homesites, creating a welcoming neighborhood feel with modern, thoughtfully designed floorplans. Whether you’re starting a new chapter or expanding your lifestyle, these homes are built to adapt to your needs. Personalization is at the heart of the experience, you’ll have the freedom to select your ideal homesite, design features, and finishes, allowing you to truly create a home that reflects your style and vision. Amenities That Inspire an Active, Social Lifestyle. At the center of the community is a vibrant social hub designed to bring neighbors together. The Hub clubhouse anchors the experience, offering: A fully equipped fitness center with a free weight room, an exciting rock-climbing wall, a multipurpose gymnasium with basketball court, a movement studio and locker facilities, and a welcoming gathering space with kitchenette and café. Step outside and enjoy an impressive collection of amenities designed for both recreation and relaxation: Pickleball, tennis, basketball, and volleyball courts, a lap pool, a resort-style pool with play features, and a dedicated kids pool, Open fields for baseball and soccer, a tot lot for younger residents, and a separate dog parks for small and large pets. Every detail is designed to support an active, connected, and wellness-focused lifestyle for residents of all ages. Welcome to the Heritage Bay! The Heritage Bay is a new two-story home design replacing the Hadley Bay, offering enhanced features for modern families. It features an open-concept first floor with high ceilings and ample natural light, a versatile first-floor bedroom, and a flex room. The second floor includes a loft and luxurious owner's suite. The home emphasizes indoor-outdoor living with a large patio, a gourmet kitchen, smart storage solutions, and family-friendly design elements. Two charming elevation options are available, with customizable exterior features. All Ryan Homes now include WIFI-enabled garage opener and Ecobee thermostat. **Closing cost assistance is available with use of Builder’s affiliated lender**. DISCLAIMER: Prices, financing, promotion, and offers subject to change without notice. Offer valid on new sales only. See Community Sales and Marketing Representative for details. Promotions cannot be combined with any other offer. Actual home may differ from photos. Schools: Elem: Koa Elementary School; Middle: Discovery Intermediate School; HS: New Dimensions High School.

5469 Gingham Drive, Kissimmee
8516 Crystal Cove Loop, Kissimmee
$235,000
3 Beds ⋅ 3 Baths ⋅ Emerald Island Resort Ph 2 SubDv. ⋅ 34747 Zip Code
Enjoy resort-style living in this furnished 3-bedroom, 2.5-bath townhome in gated Emerald Island Resort! Offering 1,291 square feet of living space, the home features an open-concept living and dining area, a balcony, and an included washer and dryer. Short-term rentals are permitted, offering flexibility for a vacation retreat or investment property, subject to community rules and existing reservations. Community amenities include a resort-style pool, tiki bar, fitness center, tennis and basketball courts, playground, sauna, game room, and nature trail. Conveniently located near Walt Disney World, Island H2O Water Park, shopping, and dining. Schedule your private showing to explore this Central Florida getaway!

8516 Crystal Cove Loop, Kissimmee
8831 Grand Palms Cir, Apt B, Kissimmee
$199,900
3 Beds ⋅ 2 Baths ⋅ Grand Palms Condo SubDv. ⋅ 34747 Zip Code
Your Florida getaway awaits just minutes from Disney! Welcome to this inviting 3-bedroom, 2-bathroom second-floor condo in the desirable Grand Palms community, offering the perfect combination of location, comfort, and investment potential. Freshly painted throughout, this condo features a bright, open floor plan with spacious living and dining areas, three comfortable bedrooms, and plenty of room for family and guests. Whether you're looking for a vacation retreat, primary residence, or short-term rental investment, this property offers wonderful flexibility, subject to applicable rental restrictions. Enjoy resort-style community amenities including a sparkling swimming pool, fitness center, and tennis court, all within a beautifully maintained setting. Conveniently located just minutes from Walt Disney World, with easy access to Universal Orlando, shopping, restaurants, golf, entertainment, and major highways. With three bedrooms, fresh interior paint, desirable amenities, and an outstanding location near Central Florida's world-famous attractions, this Grand Palms condo is an opportunity you won't want to miss. Schedule your private showing today!

8831 Grand Palms Cir, Apt B, Kissimmee
1640 Talon Court, Kissimmee
$290,000
3 Beds ⋅ 2 Baths ⋅ Eagles Nest At The Oaks SubDv. ⋅ 34746 Zip Code
Don’t miss the opportunity to make this beautiful home in a desirable Kissimmee community your own. This well-maintained 3-bedroom, 2-bath home offers a comfortable and functional floor plan with spacious living areas and plenty of natural light. The freshly painted interior and brand-new carpet give the home a clean, move-in-ready feel. The kitchen features abundant cabinetry, ample counter space, a breakfast bar, and a convenient open connection to the dining and living areas-perfect for everyday living and entertaining. The spacious primary suite offers a private retreat, while the additional bedrooms provide flexibility for family, and guests. Step outside to the screened-in porch, where you can relax and enjoy peaceful views of the lush backyard and mature trees. The home also features a NEWER A/C system installed in 2025, providing added peace of mind. Location is another major highlight! Close to John Young Parkway, with shopping, restaurants, banking, and grocery stores conveniently nearby. Plus, Disney and the major attractions are less than 30 minutes away, making this an excellent location for enjoying everything Central Florida has to offer.

1640 Talon Court, Kissimmee
7959 Delwin Lane, Kissimmee
$395,000
3 Beds ⋅ 3 Baths ⋅ Reunion Village SubDv. ⋅ 34747 Zip Code
Nothing compares to this exceptional home in Kissimmee! Located in the highly sought-after Reunion Village, this beautifully maintained 3-bedroom, 2.5-bath residence, built in 2021, offers the perfect blend of modern comfort, quality construction, and resort-style living. Step inside to bright, open living spaces, elegant finishes, and a welcoming layout designed for both everyday living and entertaining. Enjoy the feeling of being on vacation every day while being just minutes from Walt Disney World, Orlando’s world-class attractions, shopping, dining, and entertainment. Whether you’re looking for a primary residence, second home, or investment opportunity, this property offers an outstanding combination of location, lifestyle, and convenience. Opportunities like this in one of Central Florida’s most sought-after communities don’t come along every day. Come see for yourself why 7959 Delwin Ln stands apart—schedule your private showing today and make this exceptional Kissimmee property your next home or investment! Opportunities like this in one of Central Florida’s most sought-after communities don’t come along every day. Come see for yourself why 7959 Delwin Ln stands apart! Schedule your private showing today and make this exceptional Kissimmee property your next home or investment!

7959 Delwin Lane, Kissimmee
2985 Buccaneer Palm Road, Kissimmee
$522,000
5 Beds ⋅ 5 Baths ⋅ Paradise Palms Resort Ph 3a SubDv. ⋅ 34747 Zip Code
Minutes from Walt Disney World Resort and Disney’s Animal Kingdom, this fully furnished 5-bedroom, 5-bath vacation home in the gated Paradise Palms Resort offers an exceptional combination of location, comfort, and resort-style amenities. The community is also convenient to Lake Davenport, restaurants, shopping, and major roadways including US-192 and FL-429. With no rear neighbors, the home features an open-concept layout, a fully equipped kitchen with quality cabinetry and stone countertops, and sliding doors opening to a spacious outdoor living area. Enjoy a private heated, covered pool and spa for year-round relaxation. Paradise Palms offers an impressive clubhouse with a large resort pool, waterslide, waterfall, fitness center, movie theater, tennis and basketball courts, game room, playground, and tiki bar. An excellent opportunity for a vacation home, short-term rental, second home, or primary residence.

2985 Buccaneer Palm Road, Kissimmee
7403 Velleux Street, Kissimmee
$489,500
3 Beds ⋅ 3 Baths ⋅ Reunion Ph 1 Prcl 1 Unit 1 SubDv. ⋅ 34747 Zip Code
**Property has an available Reunion Resort Membership associated**. Welcome to 7403 Velleux Street, a fully renovated home here in Homestead neighborhood of beautiful Reunion Resort. This home is a turnkey second home or vacation property and is approved for short-term rentals investment if you wish. House has new roof (2025), newer HVAC, Water heater etc. Nice open quaint floor plan for gathering, cooking, and relaxing after a day at the parks. The renovated interior has room for family and guests, with three bedrooms and two and a half baths. Sliding glass doors lead to your own backyard with a private covered lanai and pool, good for morning coffee, afternoon swims, or dinner outside. An attached 2-car garage adds parking and storage. Pets are welcome. You're a short walk from the center of Reunion, including the golf pro shop, the clubhouse, and The Reunion Grande. The resort has three championship golf courses designed by Arnold Palmer, Tom Watson, and Jack Nicklaus, all on property, and a water park with a lazy river and water slide. You'll also find many resort pools and restaurants ranging from burgers at The Cove to fine dining at Forte. The location is hard to beat. Walt Disney World is just two exits away, and Universal, SeaWorld, shopping, dining, and Orlando International Airport are an easy drive. That's why vacationing families keep coming back to Reunion and why it works so well for owners. Schedule your private showing of 7403 Velleux Street and see the Reunion lifestyle for yourself.

7403 Velleux Street, Kissimmee
2478 Sweetwater Club Circle Unit 92, Kissimmee
$215,000
3 Beds ⋅ 2 Baths ⋅ Sweetwater Club Condo SubDv. ⋅ 34746 Zip Code
Step into a bright, airy retreat where the view takes center stage. This stunning corner unit is designed to maximize its surroundings, offering an open-concept layout that feels both spacious and inviting. The living room and primary suite feature high ceilings, adding to the open and airy feel of the home. The main living area is wrapped in large windows that flood the space with natural light, while UV protection helps keep the interior cool and comfortable throughout the day. The home flows effortlessly over natural-toned flooring, creating a warm and inviting atmosphere. The kitchen features a full suite of stainless steel appliances, including a stove, microwave, refrigerator, and dishwasher. A washer and dryer are also conveniently located within the unit. The HVAC system was replaced in 2024, offering added peace of mind. One of the standout features is the private balcony, the perfect place to unwind, enjoy beautiful water views, and watch stunning sunsets. Best of all, this condo comes fully furnished, making it truly turn-key and ready for you to move in. Enjoy resort-style amenities right in the community, including a pool, fitness center, clubhouse, tennis courts, and basketball court. And with Disney just minutes away, you'll be close to world-class entertainment, dining, and attractions. Whether you're looking for a vacation retreat, investment property, or a place to call home, this beautifully furnished corner unit is ready for you to move in and start enjoying the Florida lifestyle.

2478 Sweetwater Club Circle Unit 92, Kissimmee
1003 Old Blush Road, Celebration
$499,900
2 Beds ⋅ 3 Baths ⋅ Celebration Roseville Corner SubDv. ⋅ 34747 Zip Code
Fresh, Beautifully Renovated, and Move-In Ready in Celebration! Welcome to 1003 Old Blush Road in East Village, where classic Celebration charm meets a fresh, beautifully renovated interior! This delightful end-unit residence is filled with natural light and enjoys an exceptional setting directly across from a peaceful conservation area and scenic walking path. With a surprisingly spacious yard for its price point, a detached garage, and extensive recent improvements, this home offers a wonderful combination of charm, comfort, and value in one of Central Florida's most beloved communities. Step inside and discover a bright, inviting interior featuring beautiful new Honey Oak luxury vinyl plank flooring throughout the main level, fresh interior paint, elegant 5-inch baseboards, and professionally painted cabinetry with new hardware. New ceiling fans with remotes and recessed lighting with dimmers on the main floor add to the home's contemporary feel. The kitchen features stunning new Quartzite countertops, a classic tiled backsplash, and a new stainless steel range and dishwasher. The bathrooms have been tastefully refreshed with new tile flooring, Moen plumbing fixtures, sinks, Kohler comfort-height toilets, mirrors, lighting, and refreshed showers and tub with a new shower door. Beyond the beautiful finishes, the home has also undergone a complete repipe with new PEX-B plumbing, providing an important improvement for insurance purposes. One of this property's most appealing features is its outdoor space. The generously sized yard offers room to relax, entertain, garden, or simply enjoy Florida's beautiful weather — a particularly attractive feature at this price point. The detached garage adds convenience, while the end-unit location provides abundant natural light and an open, airy feel. Just across the street, a tranquil conservation area offers lovely views from the front room, while the adjacent walking path invites morning walks and evening strolls. And then there's Celebration itself! With its picturesque streets, charming architecture, beautiful parks, vibrant downtown, and more than 26 miles of walking and biking paths, Celebration offers a lifestyle unlike any other. Enjoy neighborhood pools, community events, restaurants, shops, and the wonderful sense of community that makes this town so special. Come see it TODAY!

1003 Old Blush Road, Celebration
2939 Castaway Lane, Kissimmee
$330,000
2 Beds ⋅ 3 Baths ⋅ Rolling Oaks SubDv. ⋅ 34747 Zip Code
Welcome to resort-style living in the heart of Margaritaville Resort Orlando! This bright and spacious 2-bedroom townhome with a bonus room is located in the desirable Rolling Oaks community, just minutes from Walt Disney World. The flexible bonus room is currently set up with a twin bed, making it a great additional sleeping space, guest room, or cozy retreat. Inside, you’ll find stylish wood-look tile, quartz countertops, upgraded appliances, wood stairs, high ceilings, a private owner’s closet, and plenty of space to relax and unwind. Whether you’re looking for a full-time residence, a Florida getaway, or a short-term rental investment, this property offers incredible flexibility. Margaritaville Resort delivers the vacation lifestyle with multiple resort-style pools, restaurants and bars, a fitness center, full-service spa, walking trails, gated security, and convenient access to Sunset Walk, where shopping, dining, entertainment, and Island H2O Water Park are practically at your doorstep. With exterior maintenance, landscaping, and lawn care included, you can spend less time worrying about upkeep and more time enjoying everything Central Florida has to offer!

2939 Castaway Lane, Kissimmee
2187 Tripoli Court, Kissimmee
$570,000
8 Beds ⋅ 6 Baths ⋅ Windsor At Westside Ph 1 SubDv. ⋅ 34747 Zip Code
Buyer shall assume the existing solar contract at closing! Beautifully and tastefully decorated, this exceptional 8-bedroom, 6-bath single-family pool home is located within the highly sought-after Windsor at Westside Resort, one of the premier resort communities in the Orlando/Kissimmee area. Enjoy convenient access to world-class theme parks, dining, shopping, and entertainment. The home features a fully equipped kitchen with stainless steel appliances, granite countertops, and custom cabinetry, along with stylish furnishings and décor throughout. All furniture, décor, and appliances are included, making this a truly turnkey opportunity. Whether used as a vacation rental, a seasonal getaway, or a personal vacation home, this property offers outstanding flexibility. Owners and guests enjoy access to resort-style amenities, including a 10,000-square-foot clubhouse, state-of-the-art fitness center, expansive resort pool with splash area, and a relaxing lazy river. Additional amenities include Tu Casa Bar & Lounge, market and deli, concierge services, sand volleyball court, multi-purpose sports courts, a small soccer field, and playground—all designed to deliver a true resort lifestyle.

2187 Tripoli Court, Kissimmee
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