Kissimmee Condos For Sale - 384 condos

Remarks: Experience the ultimate turnkey investment or vacation getaway with this stunning, fully furnished 2-bedroom, 1-bathroom condo located on the top floor of building 18 in the highly sought-after Legacy Dunes resort. This unit has been meticulously renovated to meet the highest standards, featuring luxury vinyl flooring throughout and a modern kitchen boasting new cabinets, quartz countertops, ceramic floor tiles and backsplash, and kitchen lights were upgraded to pot lights. The property features new appliances including a stove, fridge, microwave, and dishwasher, complemented by a fully redesigned bathroom featuring a new bathtub, anti-fog vanity mirror, and sleek ceramic surrounds. With premium furniture from Rooms To Go, Samsung Smart TVs (50" in bedrooms, 55" in living room), and a rare dual-storage setup (including a newly added lockable maid’s closet plus the exterior owner's closet), this home is perfectly optimized for short-term rental success. Beyond the front door, relax on your private screened-in patio with a peaceful forest view, far from the hustle and bustle. Legacy Dunes offers world-class amenities including a sparkling resort-style pool, fitness center, clubhouse, and sports courts, all while being just minutes from Disney World, Universal Studios, premier dining, and shopping. To ensure your success, the sellers are offering a unique "soft transition" package, including 3-6 months of co-hosting and specialized training on a pricing structure designed to outperform standard property managers. Whether you are looking for a personal tropical retreat or a high-performing asset, this condo is a rare find in the heart of Central Florida.

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

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

Remarks: Exceptional investment choice with Short Term Rentals permitted! Discover this beautifully furnished 2 bedroom, 1 bath apartment located on the 2nd floor of Legacy Dunes, Building 11. This unit is ideally positioned near the pond, a playground, and the secondary swimming pool. Residents can enjoy a sand volleyball court right at the building's end. Experience the warm natural light streaming through the living room's sliding doors that open to a cozy screened balcony. The living space feels expansive due to the lighter brown laminate flooring. The renovated kitchen is equipped with a new range and refrigerator, and features a breakfast bar that opens to the dining area. The rear of the kitchen houses a convenient laundry room. Property amenities include two resort-style pools, illuminated tennis and basketball courts, a clubhouse with a state-of-the-art fitness center, a play area, and a picnic area with BBQ grills. The HOA fee includes basic cable, water, and valet trash service door-to-door. Located close to Highway 192, the area offers a variety of dining and shopping options, with parks and major attractions such as Disney World just minutes away. Schedule your showing now!

Listing is courtesy of: CENTURY 21 NEXT LEVEL REALTY (407-969-0016)

Listing Agent: Maria Torres Beltran (407-724-1281)

Remarks: Charming 2-bedroom, 1.5-bath condo perfect for a first-time homebuyer, starter home, or investment opportunity. This inviting home features an updated kitchen with granite countertops, bright white cabinetry, and mix stainless steel appliances, offering a clean and functional space that opens to the main living area. The first floor features tile flooring throughout the living and dining areas, while both bedrooms are privately located upstairs with carpet flooring for added comfort. Enjoy relaxing outdoors on the spacious screened-in porch with a private rear view. Additional highlights include a 1-car garage and a location just steps from the community pool and clubhouse, making it easy to enjoy the neighborhood amenities. Great investment potential with rental rates in the area available. Conveniently located near shopping, dining, and major roadways.

Listing is courtesy of: HELLO SUNSHINE REALTY LLC (407-719-8932)

Listing Agent: Marissa Mcclung (407-719-8932)

Remarks: Experience the perfect blend of style, comfort, and investment potential with this fully updated 3-bedroom, 2-bathroom second-floor condo in one of Kissimmee’s most convenient locations! Designed with a modern open-concept layout, this move-in-ready unit features sleek contemporary cabinetry, stylish countertops, upgraded finishes, and a bright, inviting living space that feels both elegant and functional. Whether you’re looking for a primary residence, vacation home, or income-producing property, this condo checks all the boxes. Airbnb-friendly and ideal for long-term rentals, this turnkey opportunity is ready to generate cash flow from day one. Even better, the property can be sold fully furnished as shown in the photos, making the transition seamless for the next owner or investor. Step outside onto your private rear patio and enjoy peaceful mornings with coffee or unwind during beautiful Florida sunsets in this quiet and well-maintained community. Conveniently located just minutes from Disney, major highways, shopping centers, grocery stores, restaurants, and entertainment, this location offers unbeatable accessibility for both residents and guests. Opportunities like this are rare — schedule your private showing today and see why this property stands out from the rest!

Listing is courtesy of: MARKET CONNECT REALTY LLC (407-250-4708)

Listing Agent: Ayoub Seffari (407-497-4015)

Remarks: Turnkey Investment Opportunity in Gated Legacy Dunes – Successful Airbnb! Welcome to this beautifully furnished 2-bedroom, 2-bathroom first-floor condo located in the highly desirable gated community of Legacy Dunes just minutes from Disney, world-class attractions, shopping, restaurants, and everything Central Florida has to offer. This condo has been a successful Airbnb and is the perfect opportunity for an investor looking for a proven short-term rental property, vacation home, or even a full-time residence. Inside, you’ll find ceramic tile flooring throughout, an updated kitchen featuring granite countertops, neutral white cabinetry, and all new appliances including a washer and dryer. The open-concept layout creates a bright and spacious feel, while the screened-in patio offers the perfect place to relax and unwind after a day at the parks. The homeowners association includes internet, water, trash pickup, and pest control, adding even more value and convenience for owners and guests alike. Legacy Dunes offers resort-style amenities including a large clubhouse, 2 sparkling pools, fitness center, tennis courts, basketball courts, walking trails, and playgrounds — giving owners and guests the true Florida resort lifestyle experience. Whether you’re looking to expand your investment portfolio, purchase a vacation getaway, or own a property close to Disney with incredible income potential, this condo checks all the boxes. Schedule your private showing today before this one is gone!

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

Listing Agent: Belinda Santos, Llc (407-873-8416)

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 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: 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: The Seller is offering to cover 6 months of HOA dues paid at closing. Discover an exceptional opportunity to own a high-demand, income-generating property in the heart of Kissimmee. This fully furnished, ideally located condo at 7664 Comrow Street at 7664 Comrow Street, Unit #304 offers the perfect blend of comfort, convenience, and strong short-term rental potential. Positioned in a sought-after vacation corridor near major attractions, this property is perfect for investors looking to maximize returns or buyers seeking a personal getaway with income-producing benefits. Enjoy being approximately 10 to 15 minutes from Walt Disney World Resort, 20 to 25 minutes from Universal Orlando Resort, and 20 to 25 minutes from SeaWorld Orlando, making this property highly desirable for both vacationers and long-term residents. For outdoor and recreational fun, explore nearby golf courses, water parks, and nature trails. Indulge in a wide variety of dining options just 5 minutes away along US-192 Irlo Bronson Memorial Highway, offering everything from casual eateries to international cuisine. Shopping is convenient with Orlando Vineland Premium Outlets just 15 to 20 minutes away and The Loop approximately 20 minutes away, featuring top retail brands, entertainment, and dining. Water, cable TV, and internet are included in the condo fees, adding exceptional value and convenience for owners and guests alike. This is more than just a property; it is a strategic investment in one of Central Florida’s most desirable rental markets. With its unbeatable location, strong income potential, and year-round demand from visitors around the world, this condo stands out as a rare opportunity to own a piece of the thriving vacation market. Opportunities like this do not last, secure your investment and start generating income from day one.

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

Listing Agent: Betsy Breton-Garcia, Pa (407-580-5350)

Remarks: Under Construction. The Lucia Model delivers smart design and modern living with 3 bedrooms and 2 bathrooms efficiently laid out across 1,125 square feet. This thoughtfully designed residence features an open-concept kitchen with island flowing seamlessly into the living and dining areas, creating a bright and functional space ideal for everyday living or entertaining. The split-bedroom layout offers privacy, while the spacious primary suite includes a walk-in closet and private in-suite bath. Enjoy contemporary finishes, natural light, and a private balcony that complements the relaxed lifestyle of Reunion living. Perfect for buyers seeking lifestyle, second home ownership, or short-term rental potential. Parcel ID is used for multiple units 35-25-27-4896-0001-0C10

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

Listing Agent: Keegan Siegfried (813-670-7226)

Remarks: Under contract-accepting backup offers. Welcome to 3141 Paradox Cir #201 in Kissimmee — a beautifully maintained 3-bedroom, 2-bathroom fully furnished condo located in the highly sought-after Storey Lake Resort, one of Central Florida’s premier vacation communities. This turnkey water view property is the perfect opportunity for both investors and vacation home buyers. Ideally situated just minutes from Walt Disney World, Universal Studios, and Orlando’s top attractions, the location supports strong rental demand, high occupancy rates, and excellent income potential. Inside, you’ll find a bright and open floor plan featuring tile flooring in the main living areas and carpet in the bedrooms for added comfort. The modern kitchen is equipped with quartz countertops, stainless steel appliances, and a spacious center island, perfect for entertaining or hosting guests. The flexible guest bedroom can accommodate multiple beds, making it ideal for short-term rental setups. Step outside to your private patio overlooking a peaceful water view, with no rear neighbors for added privacy and tranquility. Enjoy the convenience of both elevator access in the building and easy entry, with parking just steps from your door. The unit is just a short walk to the resort pool, making it highly attractive for guests. Storey Lake Resort delivers a true resort-style experience with world-class amenities, including a resort pool, lazy river, splash pad, water park, tiki bar, fitness center, clubhouse, on-site dining, and 24/7 security. Even better, the HOA covers water, cable, and internet—keeping your monthly expenses simple and predictable, with electricity as the only additional utility cost. Fully furnished and rental-ready, this property stands out in today’s competitive market as a high-performing investment or a personal getaway in the heart of Central Florida. Don’t miss your chance to own a piece of paradise in one of Orlando’s most desirable vacation destinations.

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

Listing Agent: Anna Shi (407-216-1215)

Remarks: Under contract-accepting backup offers. Welcome to this beautiful 3-bedroom, 2-bathroom, fully furnished top-floor condo in the highly sought-after Kissimmee area. Perfect as a full-time residence, vacation getaway, or investment property, this home blends comfort, style, and convenience in one exceptional package. Inside, you’re welcomed by a bright, open-concept layout filled with natural light. The spacious living area flows seamlessly into the dining space and kitchen, creating an inviting atmosphere for both relaxing and entertaining. The kitchen features a breakfast bar that overlooks the main living space—ideal for casual dining or hosting guests. The primary suite offers a private retreat with a generous layout, dual walk-in closets, and an ensuite bathroom complete with a soaking tub and a separate glass-enclosed shower. Two additional bedrooms are well-sized and share a full bathroom, providing flexibility for family, guests, or a home office. Step outside to your private screened-in balcony and enjoy peaceful views—perfect for morning coffee or evening relaxation. Located just minutes from world-renowned attractions like Walt Disney World, as well as shopping, dining, and entertainment options, this home offers unbeatable convenience. With easy access to I-4, commuting throughout Central Florida is simple and efficient. Residents enjoy access to resort-style amenities, including a sparkling swimming pool, fitness center, and beautifully maintained grounds. Move-in ready and ideally located, this condo is a standout opportunity you don’t want to miss. Schedule your private showing today!

Listing is courtesy of: JASON MITCHELL REAL ESTATE FLO (754-307-0607)

Listing Agent: Jennifer Cobb (305-619-3713)

Remarks: Ground Floor | Gated | Wooded Nature Views | Zoned for Short Term Rental | Minutes from Disney World No rear neighbors, just mature Florida landscape and genuine privacy. Fresh paint, updated luxury vinyl flooring, and a fully furnished interior means nothing is left to coordinate, you arrive and vacation or immediately start booking rentals. Both bedrooms provide walk-in closets and private bathrooms. The screened lanai extends the living space outdoors, framing the view. Owners may rent privately, full flexibility with no mandatory rental program. Heated pool, hot tub, fitness center, 24/7 owner's access to clubhouse, water, cable, and internet included. Caribe Cove is just minutes from Walt Disney World, with quick access to US-192, dining, and all of Orlando's major attractions.

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

Listing Agent: Dawn Reeves-Mckinney (352-298-3514)

Remarks: Come see this spacious 2 bedroom 2 bath villa with a fenced back patio and ready for you to move-in or put on the market for rent as it's ideal as investment. Enjoy this excellent location, close to everything, shops, bus stops, super markets and our world class theme parks. Residential use only. No short term rentals are allowed.

Listing is courtesy of: VIVA ORLANDO REALTY INC. (407-861-0000)

Listing Agent: Milena Valle (407-861-0000)

Remarks: Welcome to your dream vacation destination at Lake Marion Golf Resort Condo! This stunning 3-bedroom, 2-bathroom condo is the perfect retreat for families, friends, or couples looking to escape to the beautiful surroundings of Central Florida. Nestled within the prestigious Lake Marion Golf Resort, this condo offers a luxurious and comfortable stay with all the amenities you could desire. Step inside and be greeted by a spacious and tastefully decorated living area, perfect for relaxing after a day of exploring the nearby attractions. The fully equipped kitchen is ideal for preparing delicious meals to enjoy on the private balcony overlooking the lush greenery of the resort. Take a dip in the community pool, perfect for cooling off on those hot Florida days, or challenge your friends to a game of tennis on the on-site courts. For golf enthusiasts, the resort offers a championship golf course just steps away from your front door. Located just a short drive from the magical world of Disney, Universal Studios, and other popular attractions, Lake Marion Golf Resort Condo is the ideal home base for your Orlando adventure. Book your stay today and experience the ultimate in luxury and relaxation at this beautiful condo in Lake Marion Golf Resort.

Listing is courtesy of: AGENT TRUST REALTY CORPORATION (407-251-0669)

Listing Agent: Franklyn Fennelys, Pa (407-346-8075)

Remarks: Escape to your sunny sanctuary at 3060 Pirates Retreat Ct Unit 309! Perched on the third floor within the delightful Caribe Cove Resort, this stylish 3 bed / 2 bath condo is your ticket to the ultimate Central Florida experience. Imagine unwinding on your private, screened-in patio after a day of adventure. Caribe Cove isn't just a place to stay—it's a lifestyle, offering a sparkling heated pool and spa for blissful relaxation, a well-equipped fitness center to stay energized, a welcoming clubhouse, and a fun playground. But the excitement doesn't end there! Step outside and find yourself moments away from the magic of Central Florida's top attractions, a dazzling array of restaurants to tantalize your taste buds, fantastic shopping finds, and endless entertainment. This isn't just a condo; it's your gateway to unforgettable vacations and a savvy investment in a prime location. Picture yourself making memories here – make it a reality!

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

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

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: PROFESSIONALLY MANAGED with MANY Short Term Rentals! The Royal Retreat at Windsor Palms: Your Ultimate Orlando Oasis! Prepare to be captivated by this exceptional, fully furnished, two-bedroom, two-bathroom condo nestled within the highly sought-after, gated, upscale short-term rental community of Windsor Palms Resort! Secured by a 24-hour manned entrance for your peace of mind, this property is truly a turn-key investment or a private paradise ready for immediate enjoyment. Its location is unbeatable, placing you just 3 miles from the enchantment of Walt Disney World! Enjoy effortless access to ALL Disney Parks, Universal Studios, and other world-class attractions, alongside championship Golf Courses, diverse Shopping options, a local Winery, and a plethora of fine dining and casual restaurants. Step into a space that is nicely decorated throughout and designed for immediate occupancy; a phenomenal bonus is that ALL furnishings are INCLUDED with the property purchase, including sleek flat-panel TVs and everything needed for a comfortable stay. This unit is completely turn-key and ready for short-term rental guests from day one. The Windsor Palms community elevates every stay into a true vacation experience, featuring a large communal pool with a tiki bar, a luxurious whirlpool spa, a grand clubhouse with a state-of-the-art fitness room, a fun-filled game room, and a classic movie theater. Active fun is available with tennis, basketball, and volleyball courts, plus a designated playground for younger guests, and an on-site convenience store ensures you never have to go far for necessities. Whether you envision this as a lucrative short-term rental investment, a flexible private vacation home, or a vibrant full-time residence, this property offers unlimited potential and is offered as equal opportunity housing. Equal opportunity housing.

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

Listing Agent: Bill Owens (813-220-8877)

Remarks: Under contract-accepting backup offers. 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: PROFESSIONALLY MANAGED with MANY Short Term Rentals! Your spectacular HARRY POTTER themed Gateway to Magic: Turn-Key Dream Condo! Prepare to be captivated by this exceptional, fully furnished, two-bedroom, two-bathroom condo nestled within the highly sought-after, gated, upscale Windsor Palms resort community. Imagine waking up just three miles from the enchantment of Walt Disney World, with a secure, 24-hour manned entrance ensuring peace of mind. This is more than just a home; it's a completely turn-key investment or dream vacation retreat, ready for immediate enjoyment or rental income! The sellers have spared no expense with recent dramatic upgrades, including sleek vinyl flooring replacing the carpet, luxurious granite countertops, stylish new vanities and taps in both bathrooms, and brand-new appliances (dishwasher, microwave, and washing machine). BRAND NEW windows installed in DEC 2025! Every inch is tastefully decorated, featuring modern furniture and flat-panel TVs, making it a beautiful and hassle-free offering. Step outside and immerse yourself in the resort lifestyle: grab a drink at the tiki bar by the large communal pool, relax in the whirlpool spa, stop by the convenient on-site store, or enjoy the massive clubhouse with a fitness center, game room, private movie theater, and multiple sports courts (tennis, basketball, and volleyball). Perfectly positioned close to all Disney Parks, Universal Studios, world-class golf, shopping, and dining, this condo offers the ultimate central Florida experience. Whether you choose to leverage its full short-term rental potential, live here full-time, or use it as your private vacation oasis, everything you see, including ALL furnishings, is yours. This is your chance to own a piece of the magic—don't miss this opportunity! Equal opportunity housing.

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

Listing Agent: Bill Owens (813-220-8877)

Remarks: CALENDAR BLOCKED AND READY TO SHOW. Make this your full time residence, vacation property or income stream with AIRbnb and VRBO! Great rental income! Discover this updated 2-bedroom, 2-bathroom condo located on the 4th floor in Windsor Hills. This unit features luxury vinyl flooring throughout and offers great views with no units above, ensuring a quieter living experience. The property is situated in the desirable Windsor Hills community, known for its excellent rental potential. This condo has a proven track record for short-term rentals including Airbnb and VRBO, making it an attractive investment opportunity. Location is a major highlight, with Walt Disney World nearby along with plenty of shopping and dining options. The Island H2O water park is just over a mile away, providing family-friendly entertainment. For daily necessities, Target Grocery is conveniently located about 3 miles from the property. The updated interior and prime location make this condo ideal for both personal use and rental income. The 4th-floor position provides elevated views while the luxury vinyl flooring adds a modern touch throughout the living spaces. Windsor Hills offers residents and guests access to community amenities in a well-maintained environment. The proximity to major attractions and everyday conveniences makes this location highly sought after by both buyers and renters.

Listing is courtesy of: LUXE PROPERTIES LLC (305-809-7650)

Listing Agent: Deanna Meredith (407-331-6542)