Kissimmee Homes with Attached Style

Kissimmee Homes with Attached Style

Welcome to Kissimmee, a vibrant city located in the heart of Florida! Known for its sunny weather, friendly atmosphere, and endless entertainment options, Kissimmee is a fantastic place to call home.

If you're looking for a home with attached style in Kissimmee, you're in luck. True Homes in Kissimmee offer a convenient and low-maintenance lifestyle, perfect for those looking to enjoy all that the city has to offer without worrying about extensive upkeep. Whether you're a first-time buyer, a growing family, or a retiree looking to downsize, Kissimmee's homes with attached style provide a range of options to suit your needs.

Living in Kissimmee means being just a short drive away from world-famous theme parks like Walt Disney World and Universal Studios, as well as beautiful natural attractions like Lake Tohopekaliga and Shingle Creek Regional Park. The city also boasts a diverse dining scene, shopping opportunities, and a rich cultural heritage that is sure to captivate residents of all ages.

With its convenient location in the Sunshine State, Kissimmee offers the perfect blend of small-town charm and big-city amenities. Don't miss out on the opportunity to make Kissimmee your home and experience the best that Florida living has to offer!

Newest Kissimmee Homes with Attached Style

4 Beds ⋅ 4 Baths ⋅ O6434044 MLS ⋅ Na BLDG.

Turnkey 4BR/3.5BA End-Unit Villa in Regal Oaks Resort — Miles to Disney Renovated and carpet-free throughout, this 4-bedroom, 3.5-bath end-unit townhome in the gated Regal Oaks Resort offers sleeping capacity for up to 10 — an ideal short-term rental investment, second home, etc, just miles from the Walt Disney World entrance and walking distance to Old Town and Fun Spot. The home is currently operating as a successful short-term rental and conveys fully furnished — a true turnkey opportunity for a buyer to assume operations at closing. Each bedroom is fully furnished with a flat-screen TV, dresser, and closet. The home includes a spacious living area, fully equipped kitchen, and full-size washer/dryer. Dual master suites provide flexibility and privacy: a first-floor master with a Disney Mickey Mouse theme, queen bed plus extra-long twin, and full en-suite bath; and a second-floor master with a king bed, en-suite bath, walk-in closet, and private balcony. Two additional upstairs bedrooms share a third full bath. A half bath completes the main floor. Ownership includes access to Regal Oaks' resort-style clubhouse amenities: pools with water slides, spa, fitness center, tiki bar, on-site restaurant, game room, tennis courts, convenience shop, etc. Unbeatable location: several miles to Disney, 8.5 to SeaWorld, 12.3 to Universal. Old Town and Fun Spot are walkable; Celebration Town Center is 3 miles; Publix is 1.2 miles and Super Target 3 miles. Multiple golf courses and dinner shows are within 3–12 miles. Sold as-is with right to inspect. Buyer and buyer's agent to verify all room dimensions, square footage, HOA fees, lease restrictions, HOA regulation, etc

2700 Camaro Drive, Kissimmee

3 Beds ⋅ 3 Baths ⋅ O6433292 MLS ⋅ Na BLDG.

Fully furnished and beautifully decorated 3-bedroom townhome in Regal Oaks at Old Town, a gated resort community where short-term rentals are permitted, just approximately 3 miles from the entrance to Walt Disney World. This two-story home features a spacious screened patio overlooking a wooded area, offering exceptional privacy and a peaceful setting for relaxing or entertaining. It offers 3 bedrooms and 2.5 baths. The open-concept main level features a granite kitchen with wood cabinetry and stainless-steel appliances, flowing into the dining and living areas. Sliding glass doors open to a screened lanai with a private hot tub, an upgraded feature beyond the standard unit in the community. A convenient half bath completes the first floor. The home features durable hard-surface flooring throughout with no carpet, and the interior was freshly painted in 2025. Upstairs, the primary suite includes a private bath with dual sinks, while two additional bedrooms share a second full bath. A full-size washer and dryer are also included. Owners and guests enjoy access to the extensive Regal Oaks resort amenities, including multiple pools with water slides, a spa, poolside bar, on-site restaurant and market, fitness center, tennis courts, game room, and gated entry. Currently operating as a short-term rental with an established booking history, the property is offered fully turnkey. The sale includes furniture, televisions, wall art, mirrors, décor, linens, towels, cookware, dinnerware, small appliances, and the existing appliances, washer, and dryer. The buyer may continue the existing rental operation, use the home as a personal vacation property, occupy it directly, or enjoy a combination of personal use and rental income. Prime location near Orlando's top attractions: Old Town adjoins the community, Fun Spot is approximately 0.5 mile away, Publix is about 1.2 miles, Celebration and Super Target approximately 3 miles, Premium Outlets approximately 7 miles, SeaWorld approximately 8.5 miles, and Universal Orlando approximately 12 miles. Sold as-is with right to inspect. Buyer and buyer's agent to independently verify all room dimensions, square footage, HOA fees, lease and rental restrictions, and regulations, etc.

5710 Olga Street, Kissimmee

3 Beds ⋅ 2 Baths ⋅ O6433899 MLS ⋅ 3226 BLDG.

Welcome home to the beautiful, established community of Shadow Bay! This delightful 2-story condominium offers the perfect blend of comfort, style, and unbeatable convenience. Boasting 3 spacious bedrooms and 2 full bathrooms across 1,375 square feet of functional living space, this home is designed to impress. The highly sought-after floor plan features a private primary bedroom suite on the main level, complete with its own full bathroom. Upstairs, you will find two additional bright and airy bedrooms, perfect for family, guests, or a dedicated home office. Enjoy low-maintenance Florida living just minutes away from premier shopping centers, popular dining districts, local schools, and major highways for an easy commute. Schedule your private viewing today and make this cozy home your new residence.

3226 Rio Grande Trl Unit 3226, Kissimmee

5 Beds ⋅ 7 Baths ⋅ O6430459 MLS

Welcome to 1516 Sunset Pointe Place, an extraordinary luxury estate nestled within the exclusive gated Sunset Pointe community. Perfectly positioned on a beautifully landscaped half-acre corner lot overlooking a tranquil pond, this exceptional residence offers 4,966 square feet of elegant living space, 5 spacious bedrooms, each with its own private en-suite bathroom, 2 half bathrooms, a media/bonus room, and an oversized 3-car garage. Designed for both sophisticated entertaining and everyday comfort, the home showcases soaring ceilings, designer chandeliers, rich wood, tile, and carpet flooring, three HVAC systems, and a spectacular chef's kitchen featuring premium appliances, custom cabinetry, an oversized island, luxury finishes, and a convenient pot filler above the cooktop. The owner's retreat offers a spa-inspired bath with a Jacuzzi tub, oversized walk-in shower, his-and-her walk-in closets, and an elegant mirror gallery. Outdoors, enjoy a screen-enclosed resort-style pool, summer kitchen, mature tropical landscaping, and peaceful pond views that create your own private oasis. Beyond the home, residents enjoy one of Central Florida's premier luxury lifestyles. Located just minutes from Lake Tohopekaliga (Lake Toho), Brownie Wise Park, and the award-winning St. Cloud Lakefront, you'll enjoy world-class boating, bass fishing, kayaking, waterfront parks, beaches, marinas, nature trails, dining, and year-round community events. The property is also ideally situated near NeoCity, Central Florida's internationally recognized 500-acre technology and innovation district, featuring semiconductor manufacturing, artificial intelligence, robotics, advanced research facilities, the future AdventHealth Medical Campus, the exciting NeoCity City Center, and NeoCity Academy, a National Blue Ribbon STEM school preparing students for tomorrow's high-tech careers. Conveniently located near Florida's Turnpike, US-192, US-441, Osceola Parkway, SR-417, Lake Nona Medical City, Orlando International Airport, Walt Disney World, premier shopping, fine dining, healthcare, and top-rated schools, this remarkable estate offers an exceptional blend of luxury, privacy, recreation, and long-term investment potential in one of Central Florida's fastest-growing and most desirable communities.

1516 Sunset Pointe Place, Kissimmee

3 Beds ⋅ 2 Baths ⋅ O6431898 MLS ⋅ 2806 BLDG.

This End Unit is on the 2nd floor, the 3 bedroom, 2 bathroom condo with a screened balcony is Fully Furnished, Ready Move In! It is located in the professional managed beautiful "Club Cortiile" Gated community which has many amenities including a large inground pool, spa, tennis court, playground, and much more. The area is close to the entrance of world most well-known theme park: Walt Disney World, which offers both business and entertainments convenience. Sam's Wholesale Club is just around the corner in walking distance from the community, nearby shopping plazas full of named fast food chains, restaurants and specialty stores. Wal-Marts stores are on both east and west sides within 3 miles distance, Target, Marshall Depts. and Publix Supermarket are all around the corners which provide many employment opportunities. This area is in the convenience of all major expressways (417 Greenway, Osceola Parkway) and highways (Hwy 192, 535) which leading to Kissimmee/Orlando business districts and east/west coasts!

2806 Club Cortile Circle Unit B, Kissimmee

4 Beds ⋅ 3 Baths ⋅ O6433263 MLS

Under Construction. Beautiful Corner Lot This new single-story McCartney Next Gen® home features a private suite with its own entrance, living area, kitchenette, bedroom, bathroom and laundry, perfect for multigenerational households. The main home is host to an inviting open-concept layout with easy access to a covered patio for seamless indoor-outdoor living. Two secondary bedrooms are located off the foyer, and a lavish owner’s suite is tucked into a private rear corner, complete with a full bathroom and walk-in closet. Westview is a master-planned community in Poinciana, FL. This amenity-rich, pet-friendly community has something for residents of all ages to enjoy, including a swimming pool, dog park, clubhouse and sports fields. Lake Marion Creek Wildlife Management Area is nearby with hiking trails, as well as Poinciana for shopping, dining and entertainment options. The community is in close proximity to Highway 17 for easy commuting to Greater Orlando.

5561 Morant Bay Path, Kissimmee

2 Beds ⋅ 2 Baths ⋅ O6433248 MLS

Virtually Staged. Under Construction. This lovely Venice is a convenient single-story home. An inviting open-concept floorplan boasts access to the lanai for seamless outdoor living and leisure. A secluded study and bedroom are tucked away off the main living area. The luxurious owner’s suite is nestled into a private rear corner with a full bathroom and walk-in closet. With “Everything’s Included”, luxury and value go hand in hand. Enjoy connectivity, green building features, plus new energy conscious appliances. Lennar at Esplanade is a master-planned community in Poinciana, FL. This amenity-rich, pet-friendly community has something for residents of all ages to enjoy, including a swimming pool, dog park, clubhouse and sports fields. Lake Marion Creek Wildlife Management Area is nearby with hiking trails, as well as Poinciana for shopping, dining and entertainment options. The community is in close proximity to Highway 17 for easy commuting to Greater Orlando.

4476 Ochos Rios Place, Kissimmee

2 Beds ⋅ 2 Baths ⋅ O6433236 MLS

Virtually Staged. Under Construction. With a secluded study off the entry, this new single-level Siesta is designed for modern lifestyles. A spacious and versatile open-concept floorplan features access to an outdoor lanai, ideal for entertaining and everyday multitasking. Two bedrooms are tucked away to the side of the home for increased comfort and privacy, including the owner’s suite with a private bathroom and walk-in closet. With “Everything’s Included”, luxury and value go hand in hand. Enjoy connectivity, green building features, plus new energy conscious appliances. Lennar at Esplanade is a master-planned community in Poinciana, FL. This amenity-rich, pet-friendly community has something for residents of all ages to enjoy, including a swimming pool, dog park, clubhouse and sports fields. Lake Marion Creek Wildlife Management Area is nearby with hiking trails, as well as Poinciana for shopping, dining and entertainment options. The community is in close proximity to Highway 17 for easy commuting to Greater Orlando.

4493 Ochos Rios Place, Kissimmee

2 Beds ⋅ 2 Baths ⋅ O6433231 MLS

Virtually Staged. Under Construction. This new single-level Sanibel features a modern and low-maintenance design. Off the entry is a versatile flex space, leading to an open-concept floorplan shared between the kitchen, living and dining areas. A nearby lanai provides seamless outdoor living and entertainment. A convenient study is easily accessible off the main living area, with two bedrooms tucked away to the side of the home, including the luxurious owner’s suite with a full bathroom. With “Everything’s Included”, luxury and value go hand in hand. Enjoy connectivity, green building features, plus new energy conscious appliances. Lennar at Esplanade is a master-planned community in Poinciana, FL. This amenity-rich, pet-friendly community has something for residents of all ages to enjoy, including a swimming pool, dog park, clubhouse and sports fields. Lake Marion Creek Wildlife Management Area is nearby with hiking trails, as well as Poinciana for shopping, dining and entertainment options. The community is in close proximity to Highway 17 for easy commuting to Greater Orlando.

4464 Ochos Rios Place, Kissimmee

2 Beds ⋅ 2 Baths ⋅ O6432911 MLS

Welcome to the Four Seasons of Orlando's 55+ Community in Kissimmee, Florida just minutes from the Disney Theme Parks. This is a "Sandpiper" Villa with two bedrooms and two full baths plus a bonus room that can be an office or third bedroom. You will enjoy the spacious open concept living with sliders out to your own private heated pool. The caged lanai is extended with plenty of sunshine coming in. The Four Seasons is intertwined within Mystic Dunes Golf Course which makes for an interesting property lay-outs. We have a gate access over to the golf course and can enjoy lunch or dinner at the restaurant. You will also enjoy the two heated pools with a lap lane and hot tub. The clubhouse features a large ballroom, kitchen, game rooms, meeting rooms, gym and excercise room. Come join our community, it sure is a special place to live and minutes to the Disney Parks.

1896 Flora Pass Place, Kissimmee

4 Beds ⋅ 2 Baths ⋅ S5155464 MLS

Welcome to this well-maintained 4-bedroom, 2-bathroom home in the desirable Poinciana Village community of Kissimmee, Florida. Designed for comfortable everyday living, this home features tile flooring throughout the main living areas and carpeted bedrooms, along with ceiling fans in all bedrooms. The spacious living room showcases high ceilings, creating an open and inviting atmosphere. The kitchen offers a functional island with seating, making it a great space for casual dining and entertaining. The primary suite features a walk-in closet and private ensuite bathroom complete with a relaxing garden tub and separate shower. A separate laundry room and two-car garage add convenience and functionality. Step outside to the screened-in patio overlooking the large, fully fenced backyard—an ideal setting for enjoying Florida's outdoor lifestyle, entertaining guests, or simply relaxing at home. Location is another highlight. The property is adjacent to Deerwood Park and conveniently close to Charlie Wheeler Community Park and the Huckleberry Island Trailhead, offering opportunities for recreation and outdoor activities. Discovery Intermediate School is located near the front entrance of the community. You'll also enjoy an easy commute to everyday conveniences, including Sprouts Farmers Market, Walmart Supercenter, HCA Florida Hospital, and Crunch Fitness. Whether you're looking for a comfortable primary residence or an investment opportunity, this Poinciana Village home offers space, convenience, and a great Kissimmee location. Schedule your private showing today!

36 Bradford Court, Kissimmee

4 Beds ⋅ 2 Baths ⋅ O6431874 MLS

Tucked away in the sought-after Oaks Golf Community, this well-cared-for home combines lasting quality with everyday comfort. A brand new roof and updated tile flooring run throughout, freshly painted inside and out, updated bathroom, and Laminate in the bedrooms giving the space a fresh, low maintenance foundation. Sunlight pours through the interior, lending an open, welcoming feel to every room. At the heart of the home, the renovated kitchen impresses with sleek countertops, brand new appliances, and an oversized island with breakfast bar seating , perfect for quick meals or hosting friends. The adjoining family room opens generously into the surrounding living areas, creating an easy flow that's ideal for entertaining or simply unwinding. The primary suite serves as a true escape, offering a generous walk-in closet and a spa-like ensuite with a garden tub, walk-in shower, dual vanities, and a linen closet. Outside, privacy takes center stage. With conservation views and no rear neighbors, the screened and covered patio becomes the perfect setting for quiet mornings or weekend cookouts. A screened front vestibule and attached two-car garage round out the home's thoughtful design. Beyond the home itself, The Oaks community delivers resort-style perks: tennis and pickleball courts, a playground, and access to a beautiful golf course. With shopping, dining, and major theme parks just minutes away, this home is equally suited as a full-time residence, a getaway retreat, or an investment. Call and book your showing today to make this home yours before its gone!

2106 The Oaks Boulevard, Kissimmee

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