Kissimmee Condos For Sale - 402 condos

Remarks: Unlock the Magic—A Standout Investment Opportunity Near Walt Disney World. FULLY FURNISHED and turnkey, this 3-bedroom, 2-bathroom top-floor corner unit is located in Windsor Hills Resort, nestled in one of Orlando’s most sought-after gated communities. Offering 1,450 SQ FT of bright, open living space, this exceptional TOP-FLOOR CORNER UNIT features the largest and most desirable floor plan in the community, positioned in a premier location within Windsor Hills. Just minutes from Walt Disney World, this vacation-ready property delivers both elevated living and INCOME POTENTIAL. Whether you're building your investment portfolio, enjoying a seasonal retreat, or creating unforgettable family moments, this residence delivers an exceptional experience. INSIDE THE UNIT. Fully furnished and thoughtfully designed—just bring your suitcase. The spacious open-concept layout is filled with natural light, creating an inviting and comfortable atmosphere. The private primary suite includes an en-suite bath and walk-in closet, while the split floor plan offers added privacy for guests. Strong rental history with proven performance—ready to generate income from day one. ZONED FOR SHORT-TERM RENTALS and currently operating as a successful vacation property, boasting a 4.95-STAR RATING across 171 reviews. BUILDING & COMMUNITY FEATURES. Located in the desirable Ventura building with ELEVATOR ACCESS to every floor, offering convenience for all. Ample parking available, including oversized and RV-friendly options. RESORT-STYLE AMENITIES. Enjoy a lagoon-style pool with water slides and splash pad, a modern clubhouse with fitness center and game room, plus tennis, volleyball, and basketball courts. Additional features include a putting green, playground, and picnic areas. Guard-gated with 24/7 security for peace of mind. The HOA provides exceptional value, covering 24-hour security, cable TV, internet, water, trash service, and exterior pest control. PRIME LOCATION. Unmatched location just minutes from Walt Disney World, Sunset Walk, Margaritaville, and top attractions like Fun Spot America and Old Town—placing entertainment, dining, and adventure right at your doorstep. Easy access to I-4, US-192, and SR-429.Whether you're seeking income, lifestyle, or both—this is a rare opportunity in Windsor Hills. Schedule your private tour today. Visit our 3D TOUR.

Listing is courtesy of: RE/MAX COLLECTIVE (813-438-7841)

Listing Agent: Martha Loss (813-421-0042)

Remarks: Under contract-accepting backup offers. Discover the perfect blend of comfort, style, and convenience at 455 Prestwick, a beautifully maintained home nestled in a desirable community close to everything Central Florida has to offer. This inviting property features spacious living areas, abundant natural light, and thoughtfully designed spaces ideal for both everyday living and entertaining. Enjoy easy access to nearby golf courses, lakes, shopping, dining, parks, and top local attractions, while still enjoying the peace and privacy of a well-established neighborhood. Whether you’re relaxing at home, hosting family and friends, or exploring the vibrant surrounding area, this property offers the ideal Florida lifestyle with exceptional convenience and charm.

Listing is courtesy of: KELLER WILLIAMS REALTY SMART 1 (863-508-3000)

Listing Agent: Malak Hassani Benbachir (863-624-7266)

Remarks: Exceptional investment opportunity in the heart of Kissimmee! This versatile property is approved for short-term rentals, making it the perfect option for Airbnb, vacation rental income, or a primary residence with outstanding earning potential offering flexibility for both investors and future end users. Ideally situated just minutes from Orlando’s world-famous attractions, including approximately 18 minutes to Walt Disney World Resort and Disney's Animal Kingdom, while also providing quick access to US-192. Enjoy being surrounded by endless dining, shopping, entertainment, and area attractions that make this location highly desirable for visitors and residents alike. Whether you’re looking to expand your investment portfolio or secure a property in one of Central Florida’s most sought-after rental markets, this opportunity delivers the perfect blend of location, convenience, and income potential. Don’t miss your chance to own in the thriving Kissimmee vacation corridor!

Listing is courtesy of: TCT REALTY GROUP LLC (352-895-9044)

Listing Agent: Romel Camacho (352-229-2986)

Remarks: Excellent opportunity to own a 2-bedroom, 2-bath condominium in the heart of Kissimmee. This property offers approximately 1,118 square feet of living space with a functional layout that includes a combined living and dining area, kitchen, and well-sized bedrooms with natural light throughout.Located within an established community with convenient access to the Florida Turnpike and major roadways, and just minutes from shopping centers, restaurants, supermarkets, and essential services. Additionally, the property is a short driving distance to Orlando’s major theme parks and the Orlando International Airport, making it an ideal option for both primary residence and investment. Seller is open to considering offers. Don’t miss this opportunity.

Listing is courtesy of: GPS PROPERTY GROUP INC. (407-439-2527)

Listing Agent: Abel Jimenez (407-452-4119)

Remarks: Beautifully renovated and truly move-in ready 3-bedroom, 2-bath condo located in the desired Gables at Lakeside community. This spacious unit features a private individual entrance and a peaceful pond view from the front porch — the perfect place to enjoy your morning coffee or unwind in the evening. Inside, you’ll find modern updates, a bright and open layout, and comfortable living spaces designed for everyday living. The community offers fantastic amenities including a swimming pool, fitness center, and tennis court, all within a super quiet and well-maintained environment. Conveniently located near shopping, mall, dining, major highways, and local attractions, this property is ideal as a primary residence or investment opportunity. Don’t miss the chance to own a fully updated condo in one of Kissimmee’s most convenient locations.

Listing is courtesy of: CAINANBA LLC (407-724-4173)

Listing Agent: Luz Linares (786-458-2110)

Remarks: This 2-bedroom, 2-bath home offers 1,118 square feet of comfortable living space in a highly convenient location near NeoCity and Valencia College. If you're looking for an investment opportunity, this property presents excellent potential for passive income and long-term equity growth. Inside, you'll find a spacious layout featuring two generously sized bedrooms and durable wood-look vinyl plank flooring throughout the home. The primary bathroom has been tastefully updated, adding modern appeal and functionality. The kitchen is equipped with granite countertops and stainless steel appliances, making it both stylish and practical for everyday living and entertaining. Ideally situated close to shopping, public transportation, and local schools, this home combines comfort, convenience, and value. Enjoy the balcony in the evening hours with friends and family.New shower in 2022, New HVAC in 2022 Don’t miss your chance to own in this desirable area.

Listing is courtesy of: CORCORAN CONNECT LLC (407-953-9118)

Listing Agent: Milinda Knollinger (321-624-7384)

Remarks: Under contract-accepting backup offers. Welcome to this beautiful 3 bedroom / 2 bathroom fully furnished LUXURY condo in Storey Lake NEAR DISNEY! Located on the fourth floor with easy elevator access! Views of DISNEY FIREWORKS from your private balcony! Perfect for SHORT TERM RENTAL INCOME or to have as a vacation home, you'll fall in love with what this unit offers! Some of the features include a spacious great room, generously sized bedrooms, NEW WASHER/DRYER, an oversized kitchen island, tons of kitchen cabinet space, an enormous balcony, and many modern upgrades such as black stainless steel GE appliances, quartz countertops, upgraded lighting, and feature walls throughout. The community has tons of amenities as well! THREE RESORT STYLE POOLS, a LAZY RIVER, an 18 hole mini golf course, water slides, a volleyball court, a fitness center, basketball hoops, GUARD GATED COMMUNITY, and much more! AMAZING LOCATION! Conveniently located within close proximity from all the attractions like Disney, Sea World, Universal, as well as many restaurants and some of the best shopping that Orlando has to offer. This listing won't last long, so give us a call today!

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

Listing Agent: Andrew Kincaid (407-304-0454)

Remarks: Located in the beautiful resort community of Windsor Hills just minutes from Disney. This spacious 2-bedroom, 2-bathroom condo comes fully furnished and is currently being used for short-term rental. Turnkey condo is in the perfect 2nd floor location, New AC (August 2024) and water heater (March 2025) ready for short-term rentals with opportunity to transfer management and bookings already in place. The Windsor Hills Resort is a 24-hour guard gated community with amazing amenities such as a large resort “beach entry style” pool and waterpark with a waterslide and splash pad. The large clubhouse includes a fitness center, theatre and game rooms, welcome center and Sundry Shop. The resort amenities also include outdoor tennis courts, basketball court and picnic/grill area, all adjacent to this condo building. Association fees include water, high-speed Internet, cable TV, trash service and 24-hour resort security. Located just 2.5 miles from the Disney entrance and extremely close to dining, shopping and entertainment don’t miss out on this opportunity!!

Listing is courtesy of: IMAGINATION REALTY, INC (321-939-1300)

Listing Agent: Jennifer Schreiber (407-973-5575)

Remarks: SHORT TERM RENTAL *** Located in a guard-gated resort community in Kissimmee, this property offers the perfect blend of convenience, lifestyle, and investment potential. Just minutes from Walt Disney World, approximately 3 miles from Disney's Animal Kingdom, and about a mile from Margaritaville Resort Orlando. The community itself is rich with resort-style amenities, including a saltwater pool, hot tub, kiddie pool, concierge services, a game room with billiards and arcade, a 58-seat movie theater, business center, fitness facility, sports courts, playground, BBQ areas, and scenic walking paths. This second-floor condo features a spacious 1,268 sq. ft. layout with three bedrooms and two full bathrooms, thoughtfully designed with a split-bedroom floor plan that enhances privacy—ideal for full-time living, a vacation getaway, or a short-term rental as permitted by zoning. The home is filled with natural light and includes a fully equipped kitchen with recently updated appliances, along with a screened-in balcony perfect for relaxing. Additional highlights include open parking and a walking path directly behind the building. The community allows short-term rentals, providing excellent income potential when the property is not in personal use. A Master HOA maintains the amenities and common areas, while the condo association covers essentials such as water, high-speed internet, exterior maintenance, roof, and staircases.

Listing is courtesy of: KELLER WILLIAMS LEGACY REALTY (407-855-2222)

Listing Agent: Daniel Araque (321-276-0747)

Remarks: Fabulous 3/2 Vacation Villa - Zoned for SHORT TERM Rental, Less than 5 minutes from Disney! This Top Floor, CORNER UNIT features soaring VAULTED CEILINGS and pictures windows all around bringing in plenty of NATURAL LIGHT! Recent upgrades , FRESHLY PAINTED interior, and NEW FIXTURES in every room! Fully stocked kitchen with breakfast bar, closet pantry, and ALL APPLIANCES included! Inside utility room with washer/dryer included! Large master suite with cathedral ceilings, WALK-IN CLOSET, suite bathroom, and your very own PRIVATE BALCONY! Plenty of space to store your personal items with a keyed owner's closet inside and a private STORAGE UNIT on the front patio!

Listing is courtesy of: LOKATION (954-545-5583)

Listing Agent: Odair Magalhaes (407-766-7979)

Remarks: Fall in love with this beautiful, completely remodeled 2-bedroom, 1.5-bathroom townhome with lake views, designed for comfort and warmth. Located in the heart of Kissimmee, this inviting home features two bedrooms and a full bathroom upstairs, plus a convenient half-bathroom downstairs, a porch on the ground floor, and a balcony on the upper level. The open-concept living area is the heart of the home, complete with a cozy fireplace, perfect for relaxing on cool evenings. It boasts modern finishes and updated kitchen and bathrooms. With an excellent location close to shops, restaurants, schools, major highways, and popular attractions, this home offers the perfect blend of comfort, charm, convenience, and a safe community. Whether you're looking for your first home or a smart investment, this property will make you feel right at home from the moment you step inside.

Listing is courtesy of: THE RENTAL & SALES GALLERY LLC (407-709-5569)

Listing Agent: Xenia Calero (561-317-0175)

Remarks: Recently reduced!!! Fully managed turn key unit, nestled amoung the trees! Owner recently had all new flooiring installed, currently a STR with great rental history. Don't miss these last couple units at these prices!

Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)

Listing Agent: Nicholaus Rohrbach (407-797-4920)

Remarks: Welcome to this spacious 3-bedroom, 2.5-bath townhome located in the highly desirable Oakwater Resort Community in Kissimmee. This home features a bright and open layout designed for comfort and functionality.The main living area includes a large living and dining room, perfect for entertaining or relaxing. The oversized eat-in kitchen comes fully equipped with all appliances and offers ample cabinetry and counter space. A mix of tile and carpet flooring, generous closet space, and a spacious primary suite with an en-suite bath complete the interior. Additional convenience includes a 1-car garage. Situated within a gated resort-style community, residents enjoy access to a lagoon-style pool, playground, state-of-the-art fitness center, tennis courts, and sand volleyball court. Fully furnished and approved for short-term rentals, this property is ideal as a primary residence, vacation home, or investment opportunity.

Listing is courtesy of: NOVA REAL ESTATE SERVICES INC (407-592-1744)

Listing Agent: Wilianny Brillante (407-873-9654)

Remarks: MOTIVATED SELLER! Fantastic Location, Minutes from Disney! This beautifully renovated 2-bedroom, 2-bath split floor plan condo is just minutes from Walt Disney World, Celebration, Universal Studios, and Orlando International Airport. Enjoy quick access to I-4, 417, Downtown Orlando, shopping, and dining, making it the perfect hub for all that Central Florida has to offer. Inside, the upgraded unit showcases quartz countertops, stainless steel appliances, sleek cabinetry, modern finishes, and brand-new windows. Both bathrooms have been thoughtfully updated with stylish tilework and fixtures. For added convenience, all appliances, including washer and dryer, are included. Blossom Park Villas provides resort-style amenities, featuring a clubhouse, fitness center, swimming pool and spa, sports courts, playground, and walking paths. This home is truly move-in ready and perfect for embracing the Florida lifestyle. Schedule your showing today!

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

Listing Agent: Carlos German (888-883-8509)

Remarks: Welcome to this spacious end-unit, two-story condo in the gated Club Cortile community, offering 4 bedrooms, 3 bathrooms, and 1,873 square feet of flexible living space. With a smart floor plan, pond-front setting, furnished interior, and short-term rental flexibility noted in the MLS, this home is well positioned for a primary residence, vacation home, or investment opportunity. The first floor features an open living and dining area, a functional kitchen, interior laundry room, and a covered screened rear patio overlooking green space and the community pond. A first-floor bedroom and full bathroom add valuable flexibility for guests, multi-generational living, or rental use. Upstairs, the primary suite offers a private retreat with its own bathroom and walk-in closet. Two additional bedrooms and a full bathroom complete the second level, giving the home a comfortable split layout with room for family, visitors, or extended stays. Club Cortile is a gated, pet-free community built around a small lake and designed for both everyday living and vacation-style convenience. Community amenities include a clubhouse and activity center, fitness center, outdoor pool and hot tub, movie theater, computer room, playground, tennis court, and basketball court. The community is also close to shopping, dining, and Central Florida attractions, with Walt Disney World approximately 10 to 15 minutes away and Universal Studios, SeaWorld, Gatorland, and Old Town also nearby. With its premium lakefront location, end-unit position, desirable north-south orientation, 4-bedroom layout, first-floor bedroom and bath, screened outdoor living space, tranquil water views, and resort-style community amenities, this property offers a unique opportunity to enjoy the best of Central Florida living, whether as a full-time residence, vacation retreat, or income-producing investment.

Listing is courtesy of: REAL BROKER, LLC (855-450-0442)

Listing Agent: Peter Luu (321-917-7864)

Remarks: Investor opportunity!! Short term rental approved!! Welcome to this stunning, nearly new condo in the heart of Kissimmee! Designed with luxury finishes and meticulous attention to detail, this 2-bedroom, 1-bathroom residence is the perfect blend of modern elegance and comfort. From the sleek, open-concept kitchen with premium countertops and stainless-steel appliances to the stylish flooring and designer lighting, every inch of this space radiates sophistication. Guests will enjoy the convenience of a tranquil on-site park, ideal for relaxing strolls or outdoor leisure. Situated just minutes from Orlando's top attractions, this condo is an incredible Airbnb opportunity, offering a prime location, unmatched style, and an unforgettable experience for every visitor. This property can be sold furnished or unfurnished.

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

Listing Agent: Viviana Arias (760-313-9240)

Remarks: Take advantage of this outstanding opportunity to own a prime investment or vacation property just minutes from Disney, world-class attractions, shopping, and dining. Located in a short-term rental–approved community that welcomes Airbnb and VRBO, this fully furnished, first-floor 2-bedroom, 2-bath condo offers exceptional flexibility with daily, weekly, monthly, or long-term rental options. The current owner has recently completed several upgrades, including a new hot water heater (5/26), A/C system (Nov. 2024), updated window treatments, new carpet, a refreshed guest bathroom vanity, and upgraded stainless steel appliances, including microwave, dishwasher, stove, refrigerator and a new Dryer. Both bedrooms feature generous walk-in closets, and the living area includes two queen pull-out sofas to comfortably accommodate additional guests. Owners and guests can enjoy the nearby Calypso Cay amenities, featuring mini golf, water slides, a zip line, rope course, and more, (additional fees may apply). Start your morning or unwind after a day at the parks on the private covered porch. With NO CDD fees, Runaway Beach offers desirable resort-style amenities including a large swimming pool, fitness center, BBQ area, high-speed internet, and more, including complementary shuttle to Disney attractions (schedule in office). Whether you're seeking a turnkey investment or a personal vacation retreat, this property delivers on every level. Room sizes are approximate and should be verified by the buyer.

Listing is courtesy of: CENTERGATE REALTY LLC (407-228-9711)

Listing Agent: Nancy Dipasqua, Pll (321-266-7993)

Remarks: Beautiful 4-bedroom, 3-bath corner townhome- located in the guard-gated community of Venetian Bay Villages. Conveniently situated near major attractions, Orlando International Airport, The Loop shopping center, and main roadways. The community offers 3 pools, including a main heated pool open until late daily, as well as a fitness room and theater next to the clubhouse. Additional amenities include a beach volleyball court, basketball and tennis courts, and 2 satellite pools with play areas throughout the neighborhood. This property offers a great location within a resort-style setting. Short term rentals are allowed. Schedule your showing today! This home qualifies for rent to own program, please contact for more info.

Listing is courtesy of: RE/MAX PRIME PROPERTIES (407-347-4512)

Listing Agent: Michael Danganan (321-230-4500)

Remarks: This townhome offers 3 bedrooms and 2 bathrooms. Primary bedroom is conveniently located on the first floor with large walk in closet, and the 2nd and 3rd bedrooms on the second floor. Appliances include stacked washer and dryer, range, refrigerator, dishwasher and microwave. Ceiling fans in all bedrooms and living space. Plenty of parking, visitor parking throughout the development. This community is conveniently located near Disney, the Loop shopping center, restaurants and and Lake Toho. This townhouse can serves as a primary residence, a long term or short term rental investment. Schedule your showing today! This home qualifies for rent to own, please contact for more information. (Buyer to verify all measurements.)

Listing is courtesy of: RE/MAX PRIME PROPERTIES (407-347-4512)

Listing Agent: Michael Danganan (321-230-4500)

Remarks: One or more photo(s) has been virtually staged. 3019 Bonfire Beach Dr #205 is a 1-bedroom, 1-bath condo in a gated community where the HOA covers the essentials you’d typically pay separately: WiFi, roof maintenance, plus access to the Resort Beach Club pool and hotel-style amenities just across the street. The layout is simple and open, offering a clean slate to update and make it your own over time. Flexible use allows for short-term rental, long-term rental, or full-time living. Located just minutes from Walt Disney World, with easy access to International Drive, Universal Studios Florida, SeaWorld Orlando, and Orlando International Airport, this is a low-maintenance option with key expenses already handled in a central location. *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)