Kissimmee Townhomes For Sale - 684 townhouses

Remarks: One or more photo(s) has been virtually staged. Welcome to 2915 Castaway Ln, a gated, 3-bedroom, 3-bathroom two-story townhome located in the Rolling Oaks community of Kissimmee. The monthly HOA covers a wide range of services, including common area landscaping, bulk cable, internet and telephone, annual termite inspection and baiting, valet trash collection, community security, and building insurance that includes full roof replacement. Rolling Oaks is zoned for short-term rentals, while also allowing mid- and long-term leases, as well as full-time residency. Within the community, you’ll find a small playground, dog park, and Adirondack seating area. While the neighborhood itself keeps amenities minimal, residents and guests have access to the nearby Margaritaville Fins Up Beach Club for an additional fee. Located just minutes from US-192, this property places you approximately 20 minutes from Walt Disney World and about 35 minutes from Universal Orlando. Dining, shopping, and entertainment options, including Margaritaville Resort and Sunset Walk, are all close by. Enjoy! *Some marketing images have been AI-assisted and virtually staged to illustrate the property’s potential layout, design, use of space, and possible aesthetic enhancements. Certain photos may include digitally enhanced visualization of furnishings, décor, finishes, landscaping, or cosmetic elements for marketing and illustrative purposes only. Actual property conditions, features, finishes, fixtures, and appearance may vary, and buyers are encouraged to independently inspect the property to verify all present conditions.*

Listing is courtesy of: PROFESSIONAL REAL ESTATE TEAM (407-483-4964)

Listing Agent: Jany Perez (407-483-4964)

Remarks: Welcome to your new dream home in the community of Lake Wilson Reserve! This beautifully maintained two-story townhome provides the rare opportunity to have a fenced-in yard and to live in an unbeatable Central Florida location. From the moment you step inside, you’re welcomed by a bright and inviting open-concept layout where the living, dining, and kitchen areas flow seamlessly together, creating the perfect setting for both everyday living and effortless entertaining. Natural light pours throughout the main living spaces, highlighting the modern finishes and warm atmosphere that instantly makes this home feel inviting. The kitchen is truly the heart of the home, featuring modern appliances, generous counter space, and abundant cabinetry so preparing meals of any size feels easy and enjoyable. Upstairs, the private bedroom layout creates a peaceful retreat away from the main entertaining spaces below. Each bedroom offers ample natural light, comfortable space, and a welcoming feel so everyone can truly feel at home. One of the most unique and desirable features of this property is the fully fenced backyard, which is an incredibly rare opportunity for townhome living. Whether you’re relaxing outdoors, entertaining guests, gardening, or letting little ones and four-legged friends play freely, this private outdoor space offers flexibility and privacy that’s hard to find in a townhome community. Lovingly cared for by its original owner and never used as a rental property, this home offers buyers added confidence and peace of mind in its exceptional condition and upkeep. Lake Wilson Reserve enhances the lifestyle even further with amenities including a community pool, playground, scenic walking trails, and convenient pet waste stations throughout the neighborhood. Location truly sets this home apart! Just minutes from Walt Disney World and with quick access to major highways, commuting and enjoying everything Central Florida has to provide is effortless. Shopping, dining, entertainment, and everyday conveniences are all nearby, putting the very best of the area right at your fingertips. Opportunities like this don’t come around often, so don't wait!! Schedule your private showing TODAY!!!

Listing is courtesy of: DENIZ REALTY PARTNERS LLC (407-704-0780)

Listing Agent: Mario Deniz (407-704-0780)

Remarks: Fully upgraded from floor to ceiling, this luxury townhome blends contemporary elegance with high-end functionality — designed specifically for short-term rental success. Located in the exclusive Doppio Westside community in Kissimmee, just 15 minutes from Walt Disney World, this 5-bedroom, 4.5-bath home features an open-concept layout with spacious integrated living, dining, and kitchen areas that flow seamlessly to your own private heated pool. The kitchen is a showstopper with two oversized islands, Level 5 quartz countertops, designer backsplash, slatted wood detail, and Whirlpool stainless steel appliances. All cabinetry throughout the home includes soft-close features and matte hardware for a sleek, modern finish. Each of the five bedrooms is designed with comfort and rental flexibility in mind — including four full en-suites and one located on the first floor. The bathrooms are finished with high-end porcelain tile, glass shower enclosures, built-in niches, and vessel sinks in select locations. Luxury vinyl plank flooring runs throughout the entire home — no carpet anywhere — and 5.5" square baseboards give a clean, elevated look. Additional features include PVC windows, a smart front door lock, a lockable owner’s closet, a hybrid water heater, thermostat, and 2 Car Parking Spot. Construction is full concrete block, including second floor, with an insulated "sandwich" roof system and rubber membrane roofing designed for durability and energy efficiency. Located within a gated community, Doppio Westside offers resort-style amenities such as a lagoon-style pool, full-service restaurant, clubhouse with front desk concierge, fitness center, playground, convention center, and EV charging stations — all exclusively zoned for short-term rental with no public school restrictions. Don't miss this opportunity to invest in one of Central Florida’s most unique STR communities — fully upgraded as standard, and built with both guest experience and investor return in mind.

Listing is courtesy of: INVESTOR'S REAL ESTATE LLC (407-688-4355)

Listing Agent: Maria Bandarra (407-414-4592)

Remarks: Fully upgraded from floor to ceiling, this luxury townhome blends contemporary elegance with high-end functionality — designed specifically for short-term rental success. Located in the exclusive Doppio Westside community in Kissimmee, just 15 minutes from Walt Disney World, this 5-bedroom, 4.5-bath home features an open-concept layout with spacious integrated living, dining, and kitchen areas that flow seamlessly to your own private heated pool. The kitchen is a showstopper with two oversized islands, Level 5 quartz countertops, designer backsplash, slatted wood detail, and Whirlpool stainless steel appliances. All cabinetry throughout the home includes soft-close features and matte hardware for a sleek, modern finish. Each of the five bedrooms is designed with comfort and rental flexibility in mind — including four full en-suites and one located on the first floor. The bathrooms are finished with high-end porcelain tile, glass shower enclosures, built-in niches, and vessel sinks in select locations. Luxury vinyl plank flooring runs throughout the entire home — no carpet anywhere — and 5.5" square baseboards give a clean, elevated look. Additional features include PVC windows, a smart front door lock, a lockable owner’s closet, a hybrid water heater, thermostat, and 2 Car Parking Spot. Construction is full concrete block, including second floor, with an insulated "sandwich" roof system and rubber membrane roofing designed for durability and energy efficiency. Located within a gated community, Doppio Westside offers resort-style amenities such as a lagoon-style pool, full-service restaurant, clubhouse with front desk concierge, fitness center, playground, convention center, and EV charging stations — all exclusively zoned for short-term rental with no public school restrictions. Don't miss this opportunity to invest in one of Central Florida’s most unique STR communities — fully upgraded as standard, and built with both guest experience and investor return in mind.

Listing is courtesy of: INVESTOR'S REAL ESTATE LLC (407-688-4355)

Listing Agent: Maria Bandarra (407-414-4592)

Remarks: Welcome to this fully furnished 3-bedroom, 3-bathroom townhome nestled in the gated community of Crestwynd Bay. This move-in-ready home offers a durable tile roof, a private concrete patio, and the rare bonus of no rear neighbors—just peaceful green conservation views for added privacy and tranquility. Inside, you'll find a spacious layout perfect for personal use or short-term rental. The HOA includes exterior maintenance, basic cable, internet, trash service, and access to community amenities like a pool and playground. Ideally located just minutes from Walmart, Disney World, and major resorts, with quick access to I-4, Osceola Parkway, Highway 192, and the 429 toll road, this home offers both comfort and convenience. Whether you're seeking a primary residence, vacation retreat, or investment property, this townhome delivers value and location in one.

Listing is courtesy of: THE FIRM RE (407-227-3345)

Listing Agent: Naf Zaman (407-580-5483)

Remarks: Welcome to Windsor at Westside! This stunning 5-bedroom, 4.5-bathroom townhome is beautifully decorated and comes fully furnished with top-of-the-line model home furniture. Zoned for short term rental this fantastic vacation home is the perfect investment property or second home. The home features open floor plan and a fantastic kitchen with granite countertops, 42-inch cabinets and stainless-steel appliances. It boasts spacious living spaces, a lovely covered lanai and screened in private swimming pool. Windsor at Westside Resort provides one of a kind amenities including an 8,000 square foot resort-style clubhouse with a huge heated pool, a spa, and a lazy river as well as a recreation center, poolside cabana, playground, volleyball, tennis, and basketball courts and a game room, restaurant, bar, and relaxing lounge area with indoor/outdoor fireplace! The community is just minutes to Disney World and all the other famous attractions!

Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)

Listing Agent: Ping Ma (863-332-0298)

Remarks: INVEST IN THE FUTURE — STEPS FROM NEOCITY! Rare opportunity to own a massive 4-bedroom townhome with an unusually low HOA of only $158/month in a premier gated community. This isn’t just a home; it’s a strategic seat at the table of Florida’s most exciting growth engine. Located less than 10 minutes from NeoCity, the state’s 500-acre high-tech epicenter, this property is perfectly positioned to benefit from the massive $470M semiconductor investment and the influx of high-wage tech jobs coming to the area. Whether you are looking for a spacious family residence or a high-yield investment, the 4-bedroom layout (rare for this area) provides maximum flexibility and demand. The home features a 2018-build with an open-concept kitchen, granite countertops, and a screened-in patio for private relaxation. Upstairs, four generously sized bedrooms and a convenient laundry room await. Enjoy resort-style community amenities without the resort-style price tag. With an HOA fee of $158/month, this low and the NeoCity tech boom next door, this property represents one of the strongest values in Osceola County. Schedule your showing before the secret is out!

Listing is courtesy of: LPT REALTY, LLC (877-366-2213)

Listing Agent: Juancarlos Caballero (407-334-7873)

Remarks: Why wait to build when this tremendous home is available now! Located near all of Florida’s major attractions such as the theme parks and major roads, to several shopping centers such as The Loop, and more! Feel at peace as this home is located in a gated community which also contains beautiful ponds, playground, and a community pool; so much to enjoy! Stepping into the wonderful home through that captivating red door, wind down the hallway to see the spacious family room, dining room, and the stunning kitchen! The kitchen is truly a beauty, having quartz countertops, stainless steel appliances, and dark color cabinets that stand out. The upgrades keep coming as this marvelous home has crown molding throughout several areas on the first floor including the master bedroom, laminated flooring throughout the whole house, and modern style bathrooms. Enjoy serenity by stepping onto the screen enclosed patio with renovated flooring and take in the luscious view of the lake behind the house. There is enough room for you and your family thanks to the spacious floor plan. Do not wait any longer, come make this home yours today!

Listing is courtesy of: REMAX PREMIER PROPERTIES (407-343-4245)

Listing Agent: Blanca Armada (407-908-2846)

Remarks: Lowest-priced unit in the community! Now is your chance to own in the highly desirable Terra Verde Villas and enjoy true resort-style living every day. This private, well-maintained townhouse is tucked toward the back of the community for added peace and quiet. Inside, you’ll find a bright and functional layout featuring an organized kitchen, open dining and living space, a convenient downstairs bath, and a separate laundry and storage room. Step outside to your own private patio with a spa/hot tub and relaxing wooded conservation views — no rear neighbors. Upstairs offers 3 spacious bedrooms and 2 full baths, providing comfort for family, guests, or vacation renters. Located just minutes from the theme parks, restaurants, shopping, and major highways — everything is within easy reach. The gated community amenities include: • Resort-style pool • Clubhouse with restaurant & tiki bar • Hot tub & fitness area • Tennis courts • On-site cinema Perfect as a primary residence, vacation home, or income-producing investment. In today’s buyer-friendly market, this is outstanding value.

Listing is courtesy of: BHHS FLORIDA REALTY (407-876-2090)

Listing Agent: Charles Kohlinger (407-421-9188)

Remarks: Welcome to Reflections at Storey Lake — a sought-after gated community where comfort, convenience, and Central Florida living come together. This beautifully maintained 3-bedroom, 2.5-bathroom townhome was built in 2019 and offers the perfect blend of modern design and everyday functionality. The open-concept main floor features ceramic tile throughout, a bright and spacious great room, and a well-appointed kitchen complete with 42" cabinetry, quartz countertops, stainless steel appliances, a newer dishwasher, and a washer and dryer set that all convey with the home. Upstairs, you'll find plush carpet in all bedrooms, including a generous primary suite with a walk-in closet featuring custom built-in shelving for added organization. The private en-suite bathroom features dual sinks and a walk-in shower. Two additional bedrooms are well-sized, with a full bathroom and upstairs laundry for added convenience. The attached 2-car garage adds rare practicality in this community. Your HOA works hard for you. Monthly dues include cable, internet, and phone bundle, exterior building and roof maintenance, lawn and landscaping care, and exterior building insurance — giving you true peace of mind and low maintenance compared to a traditional single-family home. Reflections has its own resort-style amenities — a community pool, fully equipped fitness center, clubhouse, dog park, and kids' playground — all exclusively for Reflections residents. Please note: This is NOT a short-term rental community. Reflections at Storey Lake is a residential neighborhood with a minimum 1 year lease period, making it ideal for full-time residents or long-term investors seeking a stable, high-demand rental market. Ideally located just minutes from Walt Disney World, Disney Springs, Lake Buena Vista, The Loop, top-rated schools, major shopping, dining, and easy access to I-4, Osceola Parkway, and FL-535. Move-in ready and waiting for you — schedule your private showing today!

Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)

Listing Agent: Shaun Reed (407-617-4899)

Remarks: Discover this stunning 3-bedroom + loft corner unit townhome in the highly desirable gated community of Heritage Run! The moment you step inside, you'll be captivated by the elegant tile flooring that stretches across the entire first floor, effortlessly combining contemporary style with everyday livability. At the center of it all is a gourmet kitchen designed for entertaining — featuring 42-inch solid wood cabinetry, gleaming granite countertops, stainless steel appliances, and a generous breakfast bar that's perfect for hosting friends and family. Head upstairs to find a sprawling primary suite complete with a luxurious en suite bath boasting dual vanities, a walk-in shower, and an oversized walk-in closet. The open loft area provides flexible space ideal for a home office, personal gym, or media room. Both secondary bedrooms are generously sized and thoughtfully appointed with private vanities and access to a shared guest bath perfect for family members or visiting guests. Out back, a screened-in porch overlooks a tranquil greenspace, offering a peaceful retreat for your morning coffee, evening wind-down, or lazy weekend mornings. A washer and dryer are also included for added convenience. Situated just off Highway 192 and the Turnpike, you're only minutes away from premier shopping, top-rated dining, Walt Disney World, and Orlando International Airport. Homes like this move fast, book your private showing, TODAY!

Listing is courtesy of: THE SHUGAN GROUP INC (407-755-7588)

Listing Agent: Trevor Hall (646-872-3261)

Remarks: Welcome to your next great investment or personal retreat at 2644 Roadster Lane! This charming 2-bedroom, 2.5-bathroom townhome is located in the highly sought-after, guard-gated community of Regal Oaks at Old Town. Designed with an open floor plan that flows seamlessly to your private, screened-in patio, this home offers the ultimate Florida lifestyle—complete with an above-ground hot tub perfect for relaxing after a day at the parks. Whether you are looking for a vacation home or a high-performing vacation rental, this property is move-in ready and strategically positioned for success. The location is truly unbeatable, situated just steps away from Old Town and Fun Spot, and only minutes from Disney World, Universal Studios, and SeaWorld. Residents and guests alike can take advantage of the resort-style amenities Regal Oaks has to offer, including a massive beach-entry pool with dual waterslides, a clubhouse with a restaurant and bar, a fitness center, and tennis courts. For the savvy investor, this is a prime opportunity; the property consistently boasts high occupancy rates due to its proximity to world-class dining, shopping, and Central Florida's major attractions, making it a lucrative addition to any portfolio.

Listing is courtesy of: TEAM DONOVAN (407-705-2616)

Listing Agent: James Donovan (407-705-2616)

Remarks: Welcome to Soho at Lakeside! This newly completed 3-bedroom, 2.5-bath modern townhouse is move-in ready. Featuring high ceilings, oversized windows, and an open-concept layout filled with natural light. The kitchen offers a large island, quartz countertops, stainless steel appliances, and 42” European-style cabinets—perfect for entertaining. Upstairs, the spacious primary suite includes two closets, a private balcony, and a luxurious bath with dual vanities and a walk-in shower. Two additional bedrooms, a full bath, and a conveniently located laundry closet complete the second floor. Enjoy upgraded wood-look porcelain tile in main areas and baths, plus a 2-car garage with extra storage. Located near Fortune Rd & Lakeside Blvd with access to community amenities, parks, and Osceola Heritage Park. Minutes to major highways, Orlando International Airport, shopping, dining, and theme parks.

Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)

Listing Agent: Rudy Morales, Pa (305-454-7821)

Remarks: Discover this brand-new construction townhome in Kissimmee, FL (34743) located in the highly desirable SoHo at Lakeside community, just minutes from Lake Nona, Orlando International Airport, and Medical City. This modern 3-bedroom, 2.5-bath townhouse offers a spacious open-concept layout designed for today’s lifestyle. Featuring high ceilings, contemporary finishes, 42” cabinetry, and stainless steel appliances, this home blends style, comfort, and functionality—perfect for both homeowners and investors. The primary suite provides a private retreat with dual closets, a balcony, and a double vanity bathroom, while additional bedrooms ,flexibility for family, guests, or a home office. Enjoy the benefits of new construction in Kissimmee, including energy efficiency, low maintenance, and updated design standards. The community offers resort-style amenities and a prime location with easy access to major highways, shopping centers, restaurants, and top employment hubs in Central Florida. Key Highlights: New Construction Townhome in Kissimmee 34743 Minutes from Lake Nona & Orlando International Airport Ideal for First-Time Buyers & Real Estate Investors Low-maintenance living with HOA-covered amenities Strong rental and appreciation potential in a growing area Whether you're looking to buy your first home in Orlando, invest in a high-demand rental property near Lake Nona, or secure a property in one of the fastest-growing areas of Central Florida—this is an exceptional opportunity.

Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)

Listing Agent: Rudy Morales, Pa (305-454-7821)

Remarks: This new duplex-style Ventura offers convenient single-floor living for simple entertaining and multitasking. An inviting open-concept floorplan maximizes space and features direct access to the lanai for outdoor entertainment and leisure. A secluded study shares a hallway with a bedroom and full bathroom, and the lavish owner’s suite is tucked into a private rear corner, complete with an en-suite bathroom and walk-in closet. Lennar at Esplanade is a master-planned community in Poinciana, FL. This is an amenity-rich, safe gated community. Amenities include resort style swimming pool, dog park, clubhouse, pickle ball, bocce ball. 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.

Listing is courtesy of: LENNAR REALTY (800-229-0611)

Listing Agent: Ben Goldstein (407-310-7677)

Remarks: JUST LISTED | Turnkey Disney vacation home in West Lucaya Village resort – best in the community! Welcome to 3206 Gold Lane, Kissimmee, FL 34747 — one of the standout townhomes in the highly sought-after West Lucaya Village Resort, located just 7 miles from Walt Disney World® and minutes from Orlando's top attractions, shopping, dining, golf, and entertainment. This beautifully maintained 4-bedroom, 3-bathroom vacation townhome comfortably sleeps up to 10 guests and is being offered fully furnished and rental-ready. Whether you're looking for a short-term rental investment property, vacation home, second home, or primary residence, this turnkey opportunity is ready to enjoy from day one. The open-concept layout features a fully equipped kitchen, spacious living and dining areas, and guest-favorite themed bedrooms. The first floor offers a convenient bedroom and full bathroom, while upstairs you'll find three additional bedrooms, including a Queen suite with attached bathroom, a Star Wars-themed twin bedroom, and a Frozen-themed twin bedroom. Located within a gated resort community with resort-style amenities, this home offers the perfect combination of location, flexibility, and income-producing potential in the heart of Central Florida's thriving vacation rental market. Schedule your private showing today and discover why Disney-area vacation homes remain one of the most sought-after investment opportunities in Orlando.

Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)

Listing Agent: Matt Dixon (407-965-8906)

Remarks: Welcome to resort-style living and effortless ownership in this fully furnished end-unit townhome, ideally located just a short 3-minute walk from the community's premier amenities. Whether you're searching for a vacation retreat, short-term rental investment, or a combination of both, this property offers the flexibility and convenience today's buyers are looking for. Inside, durable wood-look luxury vinyl flooring provides a stylish, low-maintenance space designed to accommodate guests with ease. Outside your door, enjoy peace of mind with 24-hour manned gate security and access to an impressive lineup of resort amenities. Residents and guests can take advantage of a sprawling clubhouse, resort-style pool, lazy river, hot tub, tennis and volleyball courts, a fully equipped fitness center, and an arcade, creating an unforgettable vacation experience year-round. Perfectly positioned for personal enjoyment or income-producing potential, this turnkey property offers the opportunity to own a piece of Central Florida's thriving vacation market while enjoying all the benefits of a world-class resort community.

Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)

Listing Agent: Liam Glover Pa (954-804-7579)

Remarks: MOTIVATED SELLER! Welcome to 2379 Caravelle Circle in Kissimmee, located in the desirable Coral Cay Resort community. This spacious and fully furnished 4-bedroom, 2/1-bath townhome offers a bright open floor plan perfect for comfortable living or vacation use. Features include a first-floor guest bedroom, a large upstairs primary suite with private bath, and a screened patio ideal for relaxing after a long day. Enjoy resort-style amenities including a community pool, spa, fitness center, clubhouse, playground, walking paths, and private movie theater. Conveniently located near Disney parks, shopping, restaurants, entertainment, and major highways. Excellent opportunity for primary residence, vacation home, or investment property. Move-in ready with an easy approval process. Enjoy the Florida lifestyle today!

Listing is courtesy of: DELUX MIAMI GROUP, LLC. (305-481-0730)

Listing Agent: Denise Simoes (305-481-0730)

Remarks: Located in the sought-after Tapestry community, this beautiful 3-bedroom, 2.5-bath townhome offers a spacious and inviting layout with numerous upgrades throughout. The open-concept design features a large kitchen with granite countertops, stainless steel appliances, and ample cabinetry, seamlessly connected to the dining and living areas—ideal for entertaining and everyday living. High ceilings enhance the natural light and create an airy feel throughout the home. All bedrooms are located upstairs, including the primary suite, along with two additional bedrooms and a conveniently positioned laundry room. The bedrooms are generously sized and offer plenty of storage space and large windows. All appliances are included. Conveniently situated near major roads, shopping, dining, and everyday conveniences. A great opportunity to own in one of the area’s most desirable communities!

Listing is courtesy of: ORLANDO BROTHERS REAL ESTATE LLC (407-925-2221)

Listing Agent: Iluska Kruse (407-925-2221)

Remarks: BEAUTIFUL FULLY FURNISHED WATERFRONT VILLA IN MARGARITAVILLE RESORT ORLANDO! This Villa has 3 Bedrooms, 3 Baths, High-End Quartz Countertops, Upgraded "Wood" Tile Flooring and Appliances. Kitchen has Island with Seating, Large Counter Space and Windows with Lots of Natural Light. Master Bedroom Located Upstairs has En Suite Bathroom. Each Bedroom has a Ceiling Fan and One Bathroom Includes a Shower/Tub Combo. Backyard has a Beautiful Paved Patio with Tropical Foliage! High Capacity Washer and Dryer. This is a Wonderful Community to Live in Full Time, Own a Second Home or Invest in a Vacation Rental Property! List Price Includes Furniture/Housewares. Also Includes Blinds, Drapes, TVs, Artwork, Kitchen Necessities, Dishware, Linens, and so MUCH MORE! Unique First of its Kind Resort with Multiple Pools, Gym, On-Site Water Park, Sunset Walk Restaurants Bars, Live Music, Retail, Live Music and More! LOCATED MINUTES FROM DISNEY! It's A Lifestyle Choice For Those Who Want To Experience The Best Of Florida Living, Where Every Day Feels Like A Vacation!

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Suzanne Docobo (954-304-4932)