Kissimmee Homes with Shingle Roof

Kissimmee Homes with Shingle Roof

Welcome to Kissimmee, Florida – a vibrant city nestled in the heart of Osceola County, where the magic of Florida living comes alive! Known for its warm climate and friendly atmosphere, Kissimmee offers a unique blend of natural beauty, cultural richness, and recreational opportunities. Just a stone's throw away from the world-renowned attractions of Orlando, Kissimmee serves as the perfect backdrop for both adventure seekers and those looking for a peaceful retreat.

Kissimmee boasts a diverse real estate market, with homes that cater to a variety of lifestyles. One of the standout features of many properties in this area is the classic shingle roof. These roofs not only enhance the aesthetic appeal of homes but also provide durability and protection against Florida's sunny weather and occasional storms. Whether you’re seeking a cozy single-family home or a spacious family residence, Kissimmee offers a plethora of options adorned with charming shingle roofs that blend seamlessly into the picturesque landscape.

In addition to its beautiful homes, Kissimmee is home to lush parks, scenic lakes, and a variety of dining and shopping experiences. Residents enjoy easy access to outdoor activities, from boating on Lake Tohopekaliga to exploring the nearby nature trails. With a strong sense of community and a welcoming spirit, Kissimmee is not just a place to live; it’s a place to thrive.

Discover your dream home in Kissimmee today, where the charm of shingle-roofed residences meets the excitement of Florida living!

Newest Kissimmee Homes with Shingle Roof

2 Beds ⋅ 2 Baths ⋅ S5157464 MLS ⋅ 414 BLDG.

Step into a little slice of heaven with this beautifully refreshed, designer-appointed two-bedroom, two-bathroom condo in Celebration—the town that Disney built! Nestled on the top floor, this peaceful retreat offers tall ceilings, added privacy and the wonderful benefit of no one living above you. Your private balcony overlooks the picturesque Water Street Canal, inspired by the canals of Amsterdam, creating the perfect place to lean into the peaceful surroundings, sip your morning coffee and enjoy beautiful Florida evenings. Inside, comfortable luxury meets thoughtful design. The open floor plan feels light, bright and welcoming, with decorative wall panels, stylish finishes and designer details throughout. The beautiful kitchen offers abundant cabinetry, elegant gold hardware and upgraded appliances—including a convenient pot filler above the stove. Even the everyday spaces feel special. The walk-in closets and laundry area have been thoughtfully styled with fresh wallpaper, customized closet systems and generous room for clothing, linens and additional storage. The inviting guest bedroom features polished wall treatments that give the space a wonderful sense of depth, warmth and character. The location is equally magical. Take a short stroll along beautiful Water Street to the lively yet quaint heart of Downtown Celebration, filled with restaurants, cafés, boutiques and year-round entertainment. In the other direction, Celebration Golf Club is approximately a one-minute walk away—perfect for those who love having the golf course practically at their doorstep. Enjoy comparatively lower condo fees while still having access to Celebration’s celebrated community amenities, including pools, fitness facilities, parks, playgrounds, walking trails and community events.*Celebration is marking its 30th anniversary with world-class festivities just a block away. Who’s ready for a street party featuring the Pop 2000 Tour boy bands? Let the fun begin in your new residence, where dreams really do come true amid the upscale Florida charm of this extraordinary town created by the Disney Imagineers.

414 Water Street Unit 414, Kissimmee

5 Beds ⋅ 4 Baths ⋅ O6440217 MLS

Experience elevated country living in this rare, custom-built estate compound set on 5.23 fully cleared and fenced acres in the heart of Kissimmee. Designed for both privacy and functionality, the property features two separate concrete driveways with electronic gated entry for seamless access. The main residence offers 5 bedrooms, 3.5 bathrooms, and a 3-car garage, with a thoughtfully designed split, open-concept floor plan. Light-filled living spaces include formal living and dining areas, a spacious family room, and a striking Chicago brick wood-burning fireplace that anchors the home with warmth and character. A large bonus room and screened living area provide flexible space for entertaining and everyday comfort. Outdoors, enjoy a true resort-style experience with a stunning pool and waterfall feature, complemented by a dedicated pool bath for guests. Expansive front and rear views showcase the beauty and scale of the property. For car enthusiasts, hobbyists, or business use, the nearly 4,000 sq ft steel-constructed outbuilding is equipped with upgraded electrical and a car lift, offering exceptional versatility. An additional bonus/play space above the garage adds even more room for recreation or creative use. A unique blend of space, style, and capability—this is a one-of-a-kind opportunity ready for immediate enjoyment.

2745 Lloyd Lane, Kissimmee

4 Beds ⋅ 4 Baths ⋅ S5155899 MLS

Welcome to your Kissimmee dream home! This beautiful newer 4-bedroom, 4-bathroom residence offers the perfect combination of modern comfort, generous living space, and an outstanding Central Florida location near the Orlando area's world-famous theme parks. Designed for today’s lifestyle, the home features a bright, open-concept floor plan with spacious living and dining areas that are ideal for both everyday living and entertaining. The modern kitchen serves as the heart of the home, offering abundant cabinetry, ample counter space, contemporary finishes, and plenty of room for family and guests to gather. With four generously sized bedrooms and four bathrooms, the floor plan provides exceptional flexibility and privacy. The primary suite offers a relaxing retreat with a spacious bedroom, walk-in closet, and private bathroom. The additional bedrooms are perfect for family members, overnight guests, a home office, or a combination of uses. Enjoy the Florida lifestyle with comfortable indoor and outdoor living spaces and plenty of room for entertaining, relaxing, or spending time with family and friends. The newer construction also provides the appeal of contemporary design, modern building standards, and updated systems. Location is one of this home's greatest advantages. Conveniently situated this property provides easy access to Walt Disney World, Universal Orlando, SeaWorld, shopping, restaurants, entertainment, major highways, and many of Central Florida’s most popular attractions. Homes in the area communities combine residential living with convenient access to the area's theme parks, dining, and entertainment. Whether you are searching for a primary residence, second home, or a Central Florida area property close to the attractions, this impressive 4-bedroom, 4-bath home offers the space, location, and modern lifestyle today's buyers are looking for. Property Highlights 4 spacious bedrooms 4 bathrooms Newer construction Modern open-concept design Spacious kitchen and living areas Private primary suite Flexible space for family, guests, or a home office Excellent indoor/outdoor Florida lifestyle Convenient access to major highways Near shopping, dining, and entertainment Convenient to Walt Disney World, Universal Orlando, SeaWorld, and other Central Florida attractions Experience modern Orlando living with the attractions, entertainment, and excitement of Central Florida just minutes from home. Schedule your private showing today!

4104 Gooseberry Trail, Kissimmee

3 Beds ⋅ 3 Baths ⋅ O6441274 MLS

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 ⋅ O6441348 MLS

POOL HOME + PAID-OFF SOLAR + NO HOA! Your Florida lifestyle starts here! This spacious 3-bedroom, 2-bath home with a two-car garage features an open floor plan, split-bedroom layout, vaulted ceilings, and beautiful tile flooring. The updated kitchen shines with quartz countertops, 42-inch shaker cabinets, stainless steel appliances, and a breakfast bar perfect for entertaining. Unwind in the spacious primary suite featuring a large walk-in closet and an upgraded bathroom with a beautifully tiled walk-in shower. The backyard is where the vibes come alive! Fire up the grill, gather with family and friends on the spacious patio deck, then cool off in your private in-ground pool. The oversized, fully fenced lot provides plenty of privacy and room to enjoy. Best of all, the solar panels are fully paid off—no solar loan or lease payment! Conveniently located near Florida’s Turnpike, Medical City, major hospitals, shopping, dining, Orlando International Airport, and Central Florida attractions. Don’t miss this opportunity—schedule your private showing today!

247 Competition Drive, Kissimmee

2 Beds ⋅ 2 Baths ⋅ P4939774 MLS

Virtually Staged. Welcome to 507 Presido Park Pl in Solivita, a sought-after gated 55+ community in Kissimmee. This beautifully maintained 2-bedroom, 2-bathroom single-family home offers comfortable, low-maintenance living with an inviting open floor plan and access to an exceptional resort-style lifestyle. The bright interior creates an easy flow between the kitchen, dining area, and living room—ideal for everyday living and entertaining. The well-appointed kitchen features stainless steel appliances, abundant cabinetry, generous counter space, and a convenient setting for casual dining or conversation with guests. The spacious primary suite provides a peaceful retreat, complete with a large walk-in closet and an ensuite bathroom with a walk-in shower. A second bedroom and full bathroom offer flexibility for guests, hobbies, or a home office. Step outside to the covered patio and enjoy the generous backyard. Whether you are starting the day with coffee, dining outdoors, hosting friends, or simply relaxing in Florida’s beautiful weather, this outdoor space extends the home’s living area and provides a comfortable place to unwind. Solivita offers an impressive selection of amenities, including multiple swimming pools, fitness centers, tennis, pickleball and bocce courts, a library, billiards room, scenic walking trails, and an extensive calendar of clubs, classes, activities, and social events. With its move-in-ready condition, convenient design, and access to a vibrant active-adult community, this home offers an excellent opportunity to enjoy the Solivita lifestyle. Additional highlight: A/C system installed in 2020. Come see the comfort, convenience, and community this home has to offer.

507 Presido Park Place, Kissimmee

3 Beds ⋅ 2 Baths ⋅ S5157339 MLS

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

4 Beds ⋅ 2 Baths ⋅ A4705896 MLS

Enjoy the Florida lifestyle in this well-maintained 4BR/2BA home that provides plenty of natural light and comfortable living space. The spacious layout provides room to gather, relax, and entertain, while the backyard pool and covered patio create an inviting setting for outdoor enjoyment year-round. The home features a 2-car attached garage that is currently being used as additional bedroom/living space. Conveniently located near shopping, dining, schools, major highways, Orlando International Airport, and Central Florida's world-famous attractions, this is a home you do not want to miss! Priced to sell, this property presents an opportunity for its new owner to add their own personal touch and make it their own.

4624 Eaglet Lane, Kissimmee

4 Beds ⋅ 2 Baths ⋅ S5157437 MLS

HUD CASE #094-516966 Perfect for the handy owner creat your master piece or the one of a kind home. ,do not let the heated area this home offwers plenty of space , the layout makes the home very comfortable with spaces for everyone.The laundry closet is conviniently located in the kitchen, 4 bedrooms 2 full bathrooms ,2 car garage. This neighborhood offers convenient access to schools, shopping centers, restaurants, hospitals, and major highways, as well as many Orlando attractions.

1523 Indian Oaks Trail, Kissimmee

4 Beds ⋅ 2 Baths ⋅ G5117711 MLS

Welcome to 7833 Turkey Oak Lane in Kissimmee! This beautifully maintained 4-bedroom, 2-bathroom pool home offers the perfect combination of comfort, convenience, and investment potential - with NO HOA! Fully furnished and move-in ready, this home features a private pool and a fun game room, making it ideal as a primary residence, vacation home or short-term rental opportunity. Enjoy easy access to SR-429, placing Disney just minutes away. You'll also be conveniently located near Sunset Walk, where you can enjoy a variety of restaurants. entertainment. shopping and nightlife. Whether you're looking to relax by the pool or explore the local area, this home puts you close to it all! Don't miss this opportunity to own a fully furnished pool home in a prime Kissimmee location with no HOA!

7833 Turkey Oak Lane, Kissimmee

3 Beds ⋅ 3 Baths ⋅ O6441253 MLS ⋅ The Hub BLDG.

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

4 Beds ⋅ 2 Baths ⋅ S5157364 MLS

Virtually Staged. Welcome to Breckenridge, an all-age community located just off Kings Highway in Kissimmee. This 4-bedroom, 2-bathroom fenced home offers expansive living on nearly half an acre with versatile spaces and major mechanical peace of mind. The front entryway opens directly to formal living and dining areas designed for fluid entertaining. In the heart of the home, a generous kitchen equipped with stainless steel appliances provides clear views out to the sparkling pool and overlooks the family room, complete with a cozy wood-burning fireplace and a casual dinette area. The primary retreat offers exceptional privacy, featuring a large walk-in closet and an en-suite layout with two separate vanities located in individual rooms—each featuring its own sink—alongside a soaking jacuzzi tub and separate shower. On the opposite wing, two comfortable guest bedrooms share a full bath with dual sinks, conveniently positioned near the interior laundry room. The fourth bedroom was converted from a one-car garage into a true bedroom complete with a closet and central air, while the fifth room is an air-conditioned bonus room converted into an office with private exterior access out to the spacious yard, all while still maintaining a functional two-car garage. Outdoor living shines with a 12x30 fiberglass pool and an outdoor prep sink within the fully fenced yard. The expansive parking footprint includes the two-car garage alongside a massive driveway built to accommodate 8 to 11 vehicles, offering ample space for multi-vehicle households and guest parking. Major capital improvements have all been completed, including a new roof installed in October 2024, energy-efficient replacement windows rated to withstand 140mph winds from 2021, and both the central air conditioning system and water heater replaced in April 2025. Make this your new home and schedule your private tour today!

1730 Kasey Court, Kissimmee

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