Kissimmee Condos For Sale - 249 condos

Remarks: Short Term and Long Term Rental with no Restriction about how long the owner can stay in the property - NO CDD and the HOA includes water, internet and cable tv -You can do your own property management - FULLY- FURNISHED 1/1 Spacious Condo with living room, kitchen and separate dining area, and a hallway that leads to one bedroom, one full bath, walking closet and laundry room with washer and dryer -Gated Community- The community offers Tropical Pools and Spa, Tiki Bar, Fitness Center, Indoor Basketball Court, Picnic and BBQ areas, and a Dock overlooking the lagoon. Plus, Guests can access CALYPSO CAY CASTAWAY COVE ADVENTURE PARK & AMENITIES (additional fees may apply) with the Mini Golf, Rock Climbing Rope course, Zip Line, 3 Outdoor Heated Pools, 3 Water Slides, Sand Volleyball Court, Basketball Court, covered Grilling Areas, Cabanas and a Market Convenience Store

Listing is courtesy of: THE REALTY EXPERIENCE POWERED BY LRR (407-399-2055)

Listing Agent: Nelly Figueroa (407-319-5120)

Remarks: Discover an excellent vacation rental investment in the highly desirable resort-style, guard-gated community of Windsor Palms. This 2-bedroom, 2-bath, First Floor condo is just minutes from Disney Theme Parks and Orlando’s most popular attractions, making it a high-demand option for short-term rentals or personal use. Fully furnished and ready to move in. The building received fresh exterior paint in 2025. HOA fees cover water, trash, internet, and cable, so the owner only pays for electricity. Inside, this First Floor condo offers a bright, open layout with comfortable living and dining space, a fully equipped kitchen, an in-unit washer and dryer, and a screened lanai that is perfect for relaxing after a day at the parks. The primary suite includes a private ensuite bathroom, and the second bedroom and bathroom work well for family or guests. The condo also has new windows throughout, installed in 2025. Plank flooring throughout. Fully Furnished. No stairs, handicap accessible. Condo is close to parking area. Windsor Palms is a well-established vacation rental community with no usage restrictions. You can use the property as a primary home, second home, long-term rental, or short-term rental through platforms like Airbnb or VRBO. Owners are free to choose any property management company, which makes hands-off ownership very easy. Residents and visitors enjoy a full range of resort-style amenities, including a clubhouse, large community pool, fitness center, tennis courts, playground, basketball court, volleyball court, movie theater, and a convenience store. These features help keep rental demand strong. The location is close to Disney Theme Parks, Margaritaville Resort, shopping, dining fine and casual, and major roads such as US-192, I-4, and SR-429. Easy access from airport either via Freeway or Toll road. This condo offers an excellent mix of location, flexibility, and long-term investment value.

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

Listing Agent: Larysa Tsyupenko (407-780-5456)

Remarks: Priced to sell! This beautifully maintained 3-bedroom, 2-bathroom top-floor condo is offered fully furnished and zoned for short-term rental, making it an ideal investment or personal getaway. Lovingly used as a family vacation home, it has no rental history and has been exceptionally well cared for. A brand-new AC system will be installed prior to closing for added peace of mind. Located in the highly sought-after, gated community of Windsor Hills, you’re just minutes from Walt Disney World and Universal Studios Florida. Windsor Hills offers a true resort-style experience with world-class amenities, including a lagoon-style pool, water park, movie theater, fitness center, game room, on-site convenience store, bar, and more. Schedule your private showing today—this one won’t last!

Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)

Listing Agent: Mike Chen, P.A (503-888-8070)

Remarks: Excellent opportunity to own a first-floor condo-hotel unit in a prime Kissimmee location just minutes from major attractions, shopping, dining, and main highways. One of the few available first-floor units, this property offers exceptional convenience and accessibility, a highly desirable feature for guests and owners alike. Ideal for those looking to own a place in Orlando to enjoy personally while also benefiting from rental income potential. The property includes access to on-site amenities such as a pool, fitness center, parking, and maintained common areas, enhancing the overall experience. The adjacent unit is also available, creating a unique opportunity to own two side-by-side units, ideal for extended stays, larger groups, or expanded investment potential.

Listing is courtesy of: CENTURY 21 CARIOTI (407-573-2121)

Listing Agent: Gabby Lara (786-757-3852)

Remarks: Excellent opportunity to own a first-floor condo-hotel unit in a prime Kissimmee location just minutes from major attractions, shopping, dining, and main highways. One of the few available first-floor units, this property offers exceptional convenience and accessibility, a highly desirable feature for guests and owners alike. Ideal for those looking to own a place in Orlando to enjoy personally while also benefiting from rental income potential. The property includes access to on-site amenities such as a pool, fitness center, parking, and maintained common areas, enhancing the overall experience. The adjacent unit is also available, creating a unique opportunity to own two side-by-side units, ideal for extended stays, larger groups, or expanded investment potential.

Listing is courtesy of: CENTURY 21 CARIOTI (407-573-2121)

Listing Agent: Gabby Lara (786-757-3852)

Remarks: GREAT Condo Location and close to everything! This fabulous 2/2 Condo in sought after Blossom Park, ground floor, Large and spacious rooms so you can spread out! Inside laundry room located just off the kitchen, Beautiful community amenities. 10 MINUTE Walk to NEW Shoppes at Celebration Place and Bus Stop! 5 Minute drive to Downtown CELEBRATION, Hospital and I4! all right across the street and a 10 Minute drive to Disney World! Zoned for "A" Rated Celebration High School! BEST VALUE IN THE DISNEY/CELEBRATION corridor! There is a Community Pool, Tennis/Basketball Court, Playground and a Fitness center. Unwind on deck near Community Lake at your leisure.

Listing is courtesy of: MAGICMIND REALTY LLC (407-399-7486)

Listing Agent: Huafeng Fang (407-399-7486)

Remarks: Experience vibrant resort-style living at 3151 Sunset Walk Dr, Suite 511—a beautifully appointed condo-hotel unit located within Embassy Suites by Hilton. This studio-style suite offers stunning views, exceptional amenities, and full rental flexibility with the option for professional management. Ideally situated in the heart of Kissimmee’s lively Sunset Walk district, this turnkey property places you just steps from premier dining, shopping, live entertainment, and Island H2O Water Park, with Walt Disney World only minutes away. Enjoy walkable access to popular spots like Ford’s Garage, Rock & Brews, and Capone’s, along with quick drives to Celebration, major retailers, and countless attractions. Whether you’re seeking a personal vacation retreat or a high-performing investment opportunity, this suite offers the perfect blend of comfort, convenience, and excitement.

Listing is courtesy of: BROKER HUB REALTY GROUP LLC (219-730-8364)

Listing Agent: Robert Rivera (407-369-2018)

Remarks: $27,000 in gross income over the past 6 months (86% occupancy), with April bookings not yet included. Open to view this weekend-4/11,4/12 and 4/13. Active Airbnb with future bookings in place. Seller is currently booking; guests can rebook with you once your account is set up. Running-cost summary attached. Fully furnished ground-floor condo in a gated community just -1.5 miles from Walt Disney World—no I-4 required. Low $495/month HOA includes cable and internet. Surrounded by 10+ championship golf courses. Private attached one-car garage, plus additional driveway and guest parking, and just steps from the clubhouse and resort pool. Appliances replaced -5 years ago. Travertine tile throughout. -1,200 sq ft with an open floor plan, light tones, designer furnishings, fully equipped kitchen, luxury linens, master en-suite, and screened patio. Amenities include a clubhouse, fitness center, resort-style pool, playground, and tennis, pickleball, and basketball courts. Perfect as an income property, vacation home, or primary residence. Ground-floor units with a private garage this close to Disney are rare. Pets allowed for primary residents (breed restrictions apply). Convenient to Orlando International Airport (-25 min), Universal and SeaWorld (-20 min), Sunset Walk (-10 min), and -1 hour to Cocoa Beach and Daytona Beach.

Listing is courtesy of: REALTY HUB (407-900-1001)

Listing Agent: Jane Lafrance (407-436-2130)

Remarks: MAJOR DEAL ALERT!! Act fast, it won't last long! Perfect for investors, if you want to move in, or just have it to do long term rentals. Do anything you like, no restrictions! A little about this luxury home: FULLY FURNISHED, ground-floor 3-bedroom, 3-bathroom condo. Just 7 miles from Disney World, your new home offers a spacious open layout, a modern newly built kitchen with premium appliances, and a comfortable living area. Enjoy all the resort-style amenities EXCLUSIVE to Spectrum Resort guests, including a pool with cabanas, fitness center, grab-and-go area, bar, game room, and attentive guest services. Live where everyone vacations! Engage in outdoor activities like biking, golfing, tennis, pickleball, and family fun at the playground with a dog park. INCLUDED MEMBERSHIP grants access to 3 championship golf courses, 11 swimming pools, and a waterpark. The list goes on with Spectrum's free shuttle service from the parking lot to your home and Reunion's shuttles to the parks, along with close proximity to numerous restaurants, groceries, and entertainment to add to the convenience. Available for both LONG-TERM and SHORT-TERM rentals, this exceptional condo is a fantastic investment opportunity. Don’t miss your chance to make this luxurious property and dream lifestyle your new home! It won't last long!

Listing is courtesy of: P4L REALTY LLC (407-845-9189)

Listing Agent: Michelle Fernandez (407-724-5033)

Remarks: SELLER MOTIVATED - Priced to Sell – 3BR Resort Condo Near Disney | Fully Furnished Welcome to Venetian Bay Village! This 3-bedroom, 2-bath condo is move-in ready and short-term rental friendly—perfect for investors or a personal getaway with income potential. Features include: • Spacious primary suite with jetted tub • Tile flooring in main living areas • Fully equipped kitchen + in-unit laundry • Smart layout with great storage Enjoy resort-style amenities: multiple pools, tennis courts, fitness center, playgrounds, and walking trails—all in a gated community just minutes from Disney. Bring your offers—this is one you don’t want to miss. schedule your showing today!

Listing is courtesy of: WEICHERT REALTORS HALLMARK PRO (407-841-0888)

Listing Agent: Pamela Sadowski (407-728-5779)

Remarks: Welcome to this beautifully located 3-bedroom, 2.5-bath condo in the desirable Villas of Estancia community in Kissimmee, FL. Perfectly situated across from the community pool, this home offers convenience and comfort in one of the area’s most accessible locations. Enjoy easy access to a wide variety of shopping, dining, and everyday essentials just minutes away. With a functional layout and spacious bedrooms, this condo is ideal as a primary residence, vacation home, or investment opportunity.

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

Listing Agent: Monica Fehlberg (407-497-9710)

Remarks: Club Cortile Condominium Association is a gated, pet-free residential community offering a relaxed, leisure-focused lifestyle enjoyed by permanent residents as well as both short- and long-term renters. This property has operated as a successful Airbnb for years, consistently earning excellent reviews. It is being offered fully furnished, with every detail thoughtfully prepared, making it a true turn-key investment opportunity. Located in one of Central Florida’s most desirable vacation corridors, the community is within close proximity to Disney World, Universal Studios, SeaWorld, Gatorland, Old Town, and many other major attractions. For families, Kissimmee Elementary and Middle Schools are less than five miles away. Whether you’re looking to expand your short-term rental portfolio or secure a low-maintenance vacation home, this property delivers strong rental potential, a prime location, and a community known for comfort, convenience, and security.

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

Listing Agent: Farzana Zalil (407-617-3258)

Remarks: One or more photo(s) has been virtually staged. Welcome to 2832 Osprey Cove, a charming home nestled in the desirable and serene Osprey Cove community in Kissimmee. This well-maintained residence offers the perfect balance of comfort and convenience, ideal for those looking for a peaceful yet connected lifestyle. Step into a bright and inviting space where natural light fills every corner, creating an atmosphere of warmth and tranquility. The layout is both practical and spacious, featuring three comfortable bedrooms and two bathrooms, making it a wonderful choice for families or those seeking extra space. The property boasts a well-designed kitchen and a cozy living area, all carefully crafted to make daily living easy and enjoyable. One of the standout features of this home is the peaceful neighborhood it resides in. Osprey Cove offers resort-style amenities such as a pool, clubhouse, and tennis courts, providing opportunities for relaxation and recreation just steps from your door. Whether you enjoy leisurely weekends by the pool or exploring nearby parks and lakes, this location offers a variety of outdoor activities for every lifestyle. Families will appreciate the close proximity to local schools, and with a short drive to Orlando’s entertainment hubs, this home provides the best of both worlds: a quiet retreat with easy access to the city’s world-class attractions. The community’s mature trees and well-maintained grounds add to the welcoming, established feel, offering a sense of home and connection. This home offers a sense of calm and convenience, with a thoughtful layout that maximizes space and a location that blends tranquility with accessibility. It’s easy to see why homes in this community are so desirable. Don't miss the opportunity to experience this wonderful home for yourself. Contact us to schedule a private showing and see why 2832 Osprey Cove is the perfect place to call home.

Listing is courtesy of: KELLER WILLIAMS REALTY AT THE LAKES (407-566-1800)

Listing Agent: Stacey Vazquez (407-874-5751)

Remarks: Welcome To Grand Palms! This Beautifully Apartment condominium 3/2 completely furnished with TV and appliances, community pool, gazebo, Gym, parking assigned, close to I92 and I4 and close to attritions of Disney and other Parks and shopping centers, all floors laminated and counters top granite, ceilings fans. Good to investments can rent short term and long term. Grand Palms provides resort-style amenities including fitness center, community pool. In this moment have rent approximately 1500 Monthly. The roof and maintenance include in HOA payments and Insurance of condominiums. Please send offer with pre-approval letter or proof of founds.

Listing is courtesy of: PROPERTY OUTLET INTERNATIONAL (407-723-7000)

Listing Agent: Jose Lozada (407-744-2904)

Remarks: Rare opportunity to own one of the very few condominiums in Runaway Beach offering an attached private garage, an exceptionally hard-to-find feature in this community. Welcome to 3019 Bonfire Beach Drive, a fully furnished second-floor, two-bedroom, two-bathroom condominium located in the sought-after Key West–style resort community of Runaway Beach, centrally positioned in Kissimmee just minutes from the entrance to Walt Disney World. This light-filled residence features a spacious open-concept kitchen, living, and dining area with high ceilings, a breakfast bar, and a dual-aspect living room that enhances the bright and airy feel throughout. The thoughtful layout includes a generous primary suite with an ensuite bathroom featuring a shower-over-bath, large vanity, and access to a walk-in closet. A second well-sized bedroom also offers a walk-in closet, complemented by an additional full family bathroom and linen closet. A conveniently tucked-away washer and dryer are located within a dedicated interior closet. What truly sets this property apart is the private attached garage with additional storage space, a rare and highly coveted combination in Runaway Beach. Whether used for secure parking, owner storage, or guest convenience, this feature significantly enhances both lifestyle appeal and rental desirability. While the condominium has been well-maintained, it would benefit from some updating and modernization, presenting an excellent opportunity for a new owner to add value and personalize the space to their taste. Runaway Beach Resort is a gated community offering scenic walking trails, a fitness center, two swimming pools, and a relaxing hot tub. Ideally located close to Disney, premium outlet shopping, dining, and major roadways. This versatile condominium may be used as a primary residence, long-term rental, or short-term vacation rental, making it an exceptional opportunity for homeowners and investors alike. The property is currently leased on a month-to-month lease. The tenant would like to renew their lease but will vacate if required.

Listing is courtesy of: WINTER GARDEN REAL ESTATE (407-910-1066)

Listing Agent: Anthony O'Reilly Brookes (407-910-1066)

Remarks: LOCATION LOCATION LOCATION!! Stay close to Disney and Universal Parks in a move in ready, well maintened home. Lots of amenities: Seven Dwarfs CONDO COMMUNITY 24-7 Guard Gated Community offers RESORT STYLE with tennis and basketball courts, beach-tennis, large community pool and spa, playground, club house, game room, fitness center, Tiki Bar, picinic areas, paddle-boats, car wash, and lots of spaces to relaxing. Townhouse included a Living and dining area, modern kitchen, washer and dryer combo, 3 spacious bedrooms (PRIMARY BEDROOM downstairs) and 2 full bath. Community is zoned for short-term vacation rentals, long-term rentals, or even as your primary residence. NEW A/C, NEW dryer and washer, NEW fridge, NEW stove. STRESS FREE: HOA FEE COVERS master building insurance, exterior painting and maintenance, cable, internet, pest control, roof, and common areas. THAT IS THE HOUSE YOU ARE LOOKING FOR!

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

Listing Agent: Vania Machado (321-333-9290)

Remarks: Beautiful fully furnished 2-bedroom, 2-bath condo located on the third floor with a private balcony overlooking the pool, offering both privacy and relaxing views. This turnkey property is ideal as a vacation home or income-producing investment. Located in the highly sought-after Storey Lake Resort, residents and guests enjoy access to resort-style amenities including a luxury clubhouse, multiple swimming pools, lazy river, water slides, splash park, fitness center, mini golf, kayak rentals, sand volleyball, sports courts, tiki bar, and walking trails. Conveniently situated just minutes from world-famous attractions, shopping, dining, and entertainment, this property offers excellent potential for short-term rental income.

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

Listing Agent: Brendy Calderon (407-458-3235)

Remarks: Welcome to this top-floor 3-bedroom, 2-bathroom condo in the Royal Palm Bay community in Kissimmee, FL, offering 1,326 square feet of bright, open living space. Perfect for investors, vacationers, or anyone seeking a prime location just 8 miles from Disney World, this home blends comfort and convenience in a highly sought-after area. Step inside to an open living concept where the living room flows seamlessly into the dining area and kitchen. Vaulted ceilings and abundant natural light create a welcoming atmosphere, complemented by built-in shelving for added charm and functionality. The kitchen boasts solid wood cabinets, ample storage, generous counter space, and a pantry, ideal for cooking and entertaining. The primary bedroom features a private balcony accessed through sliding glass doors, plus an en suite bathroom with a walk-in shower. Two additional bedrooms provide flexibility for family, guests, or a home office. An in-unit laundry adds everyday convenience. Residents enjoy a full suite of amenities, including a clubhouse with a fitness center, pool table, lounge area, and sauna, as well as a community pool and hot tub, playground, and tennis courts. Shopping, top-rated restaurants, and entertainment options are all just a short drive away, making this condo a perfect combination of relaxation and accessibility. Whether you’re looking for a turnkey Airbnb investment or a personal vacation retreat, this top-floor unit in the Royal Palm Bay community is a rare opportunity to own a slice of the Kissimmee lifestyle. Mortgage savings may be available for buyers of this listing.

Listing is courtesy of: REDFIN CORPORATION (407-708-9747)

Listing Agent: Pablo Cintron, Jr Pa (407-232-1819)

Remarks: Welcome to this 3-bedroom, 2-bathroom condo townhouse. Boasting the largest floor plan available, this spacious two story unit offers over 1,800 square feet of open-concept living space designed for comfort and functionality. Enjoy a bright and airy layout with soaring ceilings, a large living and dining area, and a private screened balcony, perfect for morning coffee or relaxing. The kitchen features ample cabinet space and a breakfast bar. The generous primary suite includes a walk-in closet and en-suite bathroom with dual sink. Two additional bedrooms provide plenty of space for family or guests. Oakwater is a resort-style, short-term rental approved community just minutes from Walt Disney World, shopping, and restaurants. Amenities include a sparkling community pool, clubhouse, fitness center, splash pad, tennis courts, and a game room, making it ideal for vacation rentals, a second home, or full-time Florida living. Schedule your private showing today!

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

Listing Agent: Maria Zapata Sevilla (954-675-2458)

Remarks: One or more photo(s) has been virtually staged. WELCOME HOME to this beautifully maintained 2-bedroom, 2-bath SECOND-FLOOR condo in the sought-after gated Lake Marion Golf Resort! This spacious unit offers an open and inviting layout with a generous kitchen featuring STAINLESS STEEL APPLIANCES, a bright living and dining room combination, and an interior laundry area for added convenience. The split-bedroom floor plan provides privacy, while the spacious primary suite features an en-suite bath with dual sinks, garden tub, and separate shower. Enjoy Florida living from your private SCREENED LANAI with NO REAR NEIGHBORS, offering a peaceful and private setting to relax and unwind. The community pool, playground, and resort amenities are just a short WALK from the unit, adding everyday convenience and lifestyle appeal. This condo also includes an ASSIGNED PARKING SPACE. Lake Marion Golf Resort offers two heated pools, spa, clubhouse, fitness area, playground, tennis, basketball, and shuffleboard courts. Conveniently located near shopping, dining, hospital, schools, and major roadways. Ideal as a primary residence, vacation home, or investment opportunity. Schedule your private showing today!

Listing is courtesy of: WATSON REALTY CORP (352-624-9300)

Listing Agent: Lalita Neil (407-334-5009)