Multiple Cities, Zip Codes, Addresses, Streets, Neighborhoods, MLS IDs
(separate each with the word OR)
Ex.Miami OR Coral Springs OR Boca Raton33319 OR 33321 OR 33467
Find Kissimmee Townhouses for Sale by clicking on the relevant neighborhood.
View all Kissimmee Townhouses for Sale
REGAL OAKS AT OLD TOWN - O6413741 - 2606 ROADSTER LN, KISSIMMEE, FL 34746 Just Added on 06/05/2026 9:57AM
$267,000 | Townhouse | 2 beds | 2.5 baths
Welcome to Regal Oaks Resort, where comfort, convenience, and resort-style living come together in this 2-bedroom, 2.5-bathroom townhouse. Offered fully furnished, this property is ready for immediate enjoyment as a vacation home, investment property, or personal retreat. Step inside to find a spacious and inviting open-concept layout designed for both relaxation and entertaining. The fully equipped kitchen flows seamlessly into the dining and living areas, creating the perfect gathering space for family and friends. One of the standout features of this home is the private west-facing lanai, providing sunny afternoons and stunning evening sunsets. Unwind after a day of adventure in your own private hot tub, an ideal space to relax and enjoy Florida's beautiful weather year-round. The upstairs level offers two generously sized bedrooms, each with its own ensuite bathroom, providing privacy and comfort for owners and guests alike. A convenient main-floor powder room adds additional functionality. Located just a short walk from Regal Oaks' resort amenities, residents and guests enjoy access to a community pool, clubhouse, fitness facilities, restaurant, and recreational areas. Situated minutes from world-famous attractions, shopping, dining, and entertainment, this location offers exceptional convenience while maintaining a peaceful resort atmosphere. Whether you're looking for a vacation getaway, income-producing property, or both, this fully furnished townhouse presents an outstanding opportunity in one of Central Florida's most desirable resort communities.
Listing is courtesy of: BETTER HOMES & GARDENS LIFESTYLES REALTY
WINDSOR AT WESTSIDE; WINDSOR/WESTSIDE - O6412966 - 8932 SYDNEY AVE, KISSIMMEE, FL 34747 Just Added on 06/05/2026 9:22AM
$449,000 | Townhouse | 5 beds | 4.5 baths
TURN-KEY SHORT-TERM RENTAL | FULLY FURNISHED | SOUTH-FACING POOL| END UNIT Welcome to this exceptional 5-bedroom, 4.5-bathroom townhome—a true turn-key investment opportunity or vacation retreat, professionally designed and ready to generate income from day one. Property Highlights: End Unit Star War loft; Frozen and Nemo theme rooms Highly desirable 5-bedroom floor plan with one bedroom conveniently located on the first floor Private south-facing pool—perfect for all-day sunshine and guest enjoyment Half bath on the patio for added convenience by the pool area Spacious loft area—themed star war for a game room with sofa and TV Upgraded kitchen with modern cabinetry and countertops Professional furniture package included—stylish, cohesive, and rental-ready by a professional Community & Resort Amenities: Access to TWO resort-style pools—one within the subdivision and another at the main clubhouse Stunning Mediterranean-style recreation center featuring: Grand lobby Resort-style pool with lazy river splash zone Indoor/outdoor restaurant & bar Fitness center Outdoor fireplace, sports courts, and playground Prime Location: Ideally situated between ChampionsGate and US-192 Easy access to I-4, Walt Disney World, and Orlando International Airport Minutes from shopping, dining, golf courses, and major attractions Whether you're looking for a high-performing short-term rental, a vacation getaway, or a second home, this property checks every box with its unbeatable layout, location, and amenities. Schedule your showing today—this one won’t last!
Listing is courtesy of: GOLDEN SUN REALTY INC
LUCAYA VILLAGE PH 2 - O6413995 - 2900 EDENSHIRE WAY #107, KISSIMMEE, FL 34746 1 Day on yellowkey
$290,000 | Townhouse | 3 beds | 2.0 baths
WATER VIEW lovers — this is THE ONE that you've been waiting for! Welcome to your new home, where your mornings begin with sunshine sparkling off the lake and your evenings wind down under the trees beside a peaceful fountain — all from the comfort of your own backyard retreat. This bright and cheerful 3-bedroom, 2-bath home invites you into a life of calm, convenience, and charm. Featuring a beautifully maintained open layout, granite countertops, stainless steel appliances, and natural light throughout, this home is perfect for full-time living, weekend escapes, or income-generating vacation stays. Step outside and you’re greeted with lush green space, a tranquil WATER VIEW, and access to a resort-style pool just moments away. The primary suite offers comfort and privacy, while two guest bedrooms add space for family, friends, or a home office with a view. Located in a gated community just minutes from Walt Disney World, dining, shopping, and more — this is a RARE OPPORTUNITY to own a piece of serenity right in the heart of the magic. Because this isn't just a place to live... it's a place to feel something.
Listing is courtesy of: COLDWELL BANKER REALTY
OAKWATER CONDO PH 20-23 - S5151122 - 2827 OAKWATER DR, KISSIMMEE, FL 34747 1 Day on yellowkey
$320,000 | Townhouse | 3 beds | 2.5 baths | 1 gar
Fantastic Vacation Home in the heart of the Attraction area! This is an incredible opportunity for townhome-style living in a gated community! This beautiful home features 3 bedrooms and 2 full bathrooms and a half bath. This home features 1,808 square feet of living area with 2,018 total square feet under roof. The home layout features spacious rooms, very large living room and kitchen with walk-in pantry, breakfast bar ... with eat-in-dinette space and a formal dining area as well (currently being used as a sitting/family room). The second level features the primary bedroom with an ensuite bathroom and walk-in closet. Bedroom number 2 and 3 share a bathroom. The utility room is also upstairs. The home comes completely furnished! Relax on the back porch taking in the waterfront view! The OAKWATER COMMUNITY is a resort-style, short term rental approved community with amenities including a Clubhouse with game room, Fitness Center, Playground, Swimming Pool, Splash Pad, beach volleyball, Pickleball, and Tennis Courts. This amazing home is perfect for a vacation rental, a second home or full-time Florida living! Central Florida is home to world class golf, the finest dining, and easy access to major roads, East and West Coast beaches and the International Airport. Call today to schedule a showing.
Listing is courtesy of: PREFERRED REAL ESTATE
WINDSOR HILLS PH 2 - S5151169 - 7667 OTTERSPOOL ST, KISSIMMEE, FL 34747 1 Day on yellowkey
$449,000 | Townhouse | 3 beds | 3.0 baths
Beautifully End-Unit Townhome in Windsor Hills! In a premier 24-hour guard-gated community! Perfect for year-round living, a vacation retreat, or a profitable short-term rental. Step inside to a bright, open-concept main floor, a kitchen with, breakfast bar, and premium appliances. The open living and dining area opens through sliding glass doors to your private screened-in pool, ideal for relaxing or entertaining. A main-level bedroom and full bath supply comfort and convenience for guests. Upstairs, the primary suite provides a walk-in closet and an en-suite bath. An additional bedroom, full hall bath, and in-unit laundry complete the second floor. Enjoy resort-style living with Windsor Hills with unmatched amenities: a community pool and hot tub, water park, fitness center, tennis, basketball, and volleyball courts, game room, movie theatre, tot lot & recreation park, plus an on-site marketplace and grill. Just minutes from Disney World and area attractions - this is the lifestyle you’ve been dreaming of. Schedule your private showing today!
Listing is courtesy of: REAL BROKER, LLC
BVL UNIT 1 - O6413875 - 2 LAKE VILLA WAY, KISSIMMEE, FL 34743 1 Day on yellowkey
$230,000 | Townhouse | 3 beds | 2.0 baths
Welcome to 2 Lake Villa Way, Kissimmee, FL 34743, an excellent opportunity for first-time homebuyers, investors, or anyone seeking low-maintenance living in a convenient Central Florida location. This one-story townhome offers 3 bedrooms, 2 bathrooms, and an open-concept floor plan designed for comfortable everyday living. Step inside to find tile flooring throughout, creating a seamless flow between the spacious living, dining, and kitchen areas. The thoughtfully designed layout provides plenty of room for entertaining and gathering with family and friends. The generously sized bedrooms offer comfort and flexibility, including a private primary suite complete with an attached bathroom. Residents can enjoy access to the community pool, perfect for relaxing and enjoying Florida's sunshine year-round. Conveniently located near shopping centers, restaurants, parks, and recreational facilities, this home places everything you need within easy reach. Plus, with Orlando International Airport, Lake Nona and Medical City just minutes away, commuting and travel are effortless. Whether you're looking for your first home, a vacation property, or a great investment opportunity, this well-located townhome is one you won't want to miss!
Listing is courtesy of: EXP REALTY LLC
TERRA ESMERALDA TWNHMS - O6413805 - 4712 TERRA ESMERALDA DR, KISSIMMEE, FL 34746 1 Day on yellowkey
$355,000 | Townhouse | 3 beds | 2.5 baths
Perfectly positioned for the hospitality lifestyle, this 3-bedroom, 2.5-bath townhome in the gated community of Terra Esmeralda puts you minutes from the heart of Central Florida's most iconic entertainment corridor and the region's biggest employers, attractions, and everyday conveniences. Built in 2019, the home offers 1,591 sq ft of move-in ready living with an open-concept layout, stainless steel appliances, and a half bath downstairs ideal for guests. Upstairs, three bedrooms provide comfortable separation of space, with the primary en-suite offering a private retreat after a long shift. A conveniently located hallway laundry keeps daily routines low-effort. The community delivers the extras that matter: a sparkling pool, playground, and gated entry. No minimum lease restriction means the flexibility to rent short-term or settle in long-term. Whether you're planting roots near the parks or building a rental portfolio, this one checks the boxes.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III