Kissimmee Condos For Sale - 404 condos

Remarks: Welcome to this beautifully maintained 2-bedroom, 2-bathroom condo located in the highly sought-after Windsor Hills community in Kissimmee. This spacious unit offers a well-designed floor plan with comfortable living and dining areas, perfect for both relaxing and entertaining. The condo features a functional kitchen with ample cabinet space and a breakfast bar that opens to the main living area, creating a bright and inviting atmosphere. Both bedrooms are generously sized, with the primary suite offering a private ensuite bathroom for added convenience. Whether you're looking for a vacation home, short-term rental opportunity, or a primary residence, this property offers incredible flexibility. While the unit has not been updated, it provides a clean and well-kept canvas ready for your personal touch or future enhancements. Windsor Hills is a gated resort-style community known for its outstanding amenities, including a resort pool with water park features, fitness center, clubhouse, tennis courts, playgrounds, and more—all just minutes from Walt Disney World, shopping, dining, and major attractions. Don’t miss this opportunity to own in one of Central Florida’s most popular communities!

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

Listing Agent: Paul Donovan (407-785-7070)

Remarks: Virtually Staged. Walk through the front door and the space opens up — nearly 1,300 square feet of first-floor living that feels larger than the number suggests, with natural light pouring in from every direction and a layout that flows easily from the foyer through the dining and living areas out to the screened porch. The home has all new window treatments and fresh paint throughout. The smart split floor plan keeps the primary suite separate from the secondary bedrooms for added privacy. The updated kitchen features white shaker cabinets, new stainless appliances, and a large pantry with room to actually stock up. The bathrooms have been refreshed, and the screened porch off the living room gives you a spot to settle in with morning coffee or wind down after a day out. Washer and dryer are included. Step outside and you're a few feet from the community pool and the tennis and pickleball court. Zoned for short-term rental, this one is ready to drop straight into an investor's portfolio, or settle into as a primary home or seasonal getaway. Location is the headline here. You're ten minutes from Walt Disney World, eight minutes from Sunset Walk dining and entertainment, seven minutes from H2O Live water park, and twenty-five minutes from Universal Studios. US-192 and I-4 are right there, putting every Central Florida attraction inside an easy drive. For STR investors targeting the Disney crowd, the math here writes itself. The HOA covers exterior maintenance including the roof. Three bedrooms, two baths, pool-and-court views, STR-ready, ten minutes from the Magic. Come see it.

Listing is courtesy of: HOMEVEST REALTY (407-897-5400)

Listing Agent: Brad Young (407-897-5400)

Remarks: Turn-key investment opportunity in one of Kissimmee’s premier short-term rental approved communities! This fully furnished 3-bedroom, 2-bath condo with a spacious loft (which can easily function as a 4th bedroom) offers 1,667 sq ft of comfortable living space and is currently operating as a successful vacation rental. One of the biggest advantages of this property is that it already has booked reservations through 2026, and those bookings are fully transferable to the new owner—allowing you to start generating income immediately. The property averages about 25 booked nights a month, producing up to $4,000+ a month in short-term rental income. If preferred, the unit can also be rented long-term for $2,000+ a month. Rental financials from August 2021 to present are available for review. The condo is being sold fully furnished, making it a true move-in or rent-ready investment, and it also includes a 2-year condo warranty for added peace of mind. Residents and guests enjoy access to excellent community amenities, including CABLE TV, INTERNET, WATER, TRASH SERVICE, RESORT-STYLE POOLS, FITNESS CENTER, INDOOR BASKETBALL COURT, PLAYGROUNDS, LAWN CARE, DISNEY SHUTTLE SERVICE, AND ACCESS TO CASTAWAY COVE ADVENTURE PARK. Located just minutes from Walt Disney World, Orlando International Airport, shopping, dining, and major attractions. This is an ideal opportunity for investors or second-home buyers looking for a proven income-producing property.

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

Listing Agent: Christopher Soto (407-402-1095)

Remarks: Have you visited Orlando so much that you thought it would simply make more sense to have your own condominium here, well you're correct!  8838 Coral Springs is just that: a "lock & leave" style home that gives you full peace of mind when you're not here, and the true convenience of having a home away from home.  Located minutes away from Disney World Resort & Parks, Universal Studios & H2O Waterpark, and 45 minutes from each coast....there is no shortage of places to visit.  Located on the 1st floor, this fully furnished three-bedroom, two-bathroom unit doesn't have one stitch of carpet, and offers a 3-way split floor-plan, making it the ideal layout for larger families or guests who want privacy, with the primary bedroom positioned in the rear of the house.  Neutral colored laminate flooring and tile cover the entire space wall to wall, while there is a separate space for your family room and dining room, both adjacent to your open kitchen.  Do you like enjoying a morning cappuccino or an evening cabernet, well imagine doing that on your own private (screened-in) patio with the backdrop of the conservation immediately behind you... tranquility at its finest!  Palm Villas is an amenity-rich community with a pool, tennis courts, a picnic area, fitness center and much more. Don't you believe that you finally deserve to own a home in Orlando in 2026?

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

Listing Agent: Steven Horner (321-226-8499)

Remarks: Turnkey investment opportunity in the heart of Kissimmee! NEAR DISNEY! This fully furnished 3-bedroom, 2-bathroom first-floor corner-unit condo is approved for short-term rentals, making it an excellent option for investors, vacation homeowners, or those seeking flexible rental income potential. Enjoy added privacy with no rear neighbors, creating a more peaceful and desirable setting for owners and guests alike. This well maintained property features a renovated kitchen with modern finishes, brand new appliances, a 2 year old A/C system, brand new roof, fresh exterior paint, and a new paved walkway, offering both style and peace of mind. The spacious layout is completely move-in or rental ready, with all furniture included in the sale for a seamless transition. Ideally located just minutes from major attractions, shopping, dining, entertainment, and major highways, this property is perfectly positioned for both personal enjoyment and strong income producing potential. Don’t miss this opportunity to own a fully equipped vacation rental in one of Central Florida’s most desirable tourist corridors!

Listing is courtesy of: URBAN NEST CLUB INC (407-312-5330)

Listing Agent: Monica Ramirez (407-312-5330)

Remarks: Welcome to this beautifully updated 2-bedroom, 2-bathroom condominium, offering the perfect blend of comfort, style, and convenience. MOVE IN READY and THOUGHTFULLY UPGRADED, this home features BRAND-NEW PAINT, TILE FLOORING THROUGHOUT, ENERGY-EFFICIENT DOUBLE-PANEL WINDOWS, MODERM LIGHT FIXTURES, CEILING FANS, and STYLISH MIRRORS IN BOTH BATHROOMS. The open and functional layout is designed for everyday living and easy maintenance. Enjoy the convenience of a community swimming pool, fitness center, playground, and clubhouse, providing a resort-style lifestyle for residents. Ideally located just minutes from AdventHealth Celebration Hospital, Walt Disney World, major highways (417, I-4, and 192), shopping centers, restaurants, outlets, and entertainment, making it an excellent option for both primary residence and investment. WATER INCLUDED IN THE HOA , adding even more value and convenience.

Listing is courtesy of: EMPIRE NETWORK REALTY (407-440-3798)

Listing Agent: Claudia Bonilla Pa (407-754-5700)

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: Step outside and you’re just a few feet from the community pool, tennis courts, and pickleball courts from this desirable top-floor unit. Whether you’re looking for a primary residence, vacation getaway, or income-producing property, this Airbnb-approved condo checks all the boxes. Zoned for short-term rentals and located in one of Central Florida’s most sought-after vacation corridors, it’s ready to be added to an investor’s portfolio from day one. Location is the headline here. Less than 20 minutes from Walt Disney World Resort, approximately 15 minutes from Sunset Walk dining and entertainment, under 15 minutes from Island H2O Water Park, and less than 20 minutes from Universal Orlando Resort, you’ll be surrounded by the attractions that draw millions of visitors to the area every year. With US-192 and I-4 nearby, getting anywhere in Central Florida is quick and convenient. For short-term rental investors targeting the Disney and theme park market, the opportunity here is clear. The HOA covers exterior maintenance, including the roof, helping simplify ownership and reduce maintenance concerns. Featuring three bedrooms, two bathrooms, and direct pool-and-court views, this top-floor condo offers the ideal combination of location, flexibility, and investment potential.

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

Listing Agent: Avel Ramirez (321-304-1690)

Remarks: Virtually Staged. Seller is offering a credit toward furnishings, making this an even better opportunity for buyers looking to create a fully turnkey Airbnb or vacation rental from day one. With its ideal layout, strong location, and short term rental zoning, this condo is perfectly suited for Airbnb guests and income producing potential. Welcome to this beautifully maintained 3 bedroom, 2 bathroom condo located in the desirable Villas at Somerset community in Kissimmee. This property offers a rare opportunity to own in a community that allows short term rentals, making it an excellent option for a primary residence, vacation home, or income producing Airbnb investment. The interior features a functional and open layout designed for both comfort and efficiency. The living and dining areas flow seamlessly into the kitchen, creating a welcoming space for relaxing or entertaining. The kitchen has been updated with new appliances in 2024, providing a fresh, modern feel and reliable functionality for everyday use or guest stays. All three bedrooms are well sized and filled with natural light. The primary bedroom includes its own private bathroom, offering a quiet retreat after a long day. The two additional bedrooms are versatile and ideal for guests, family members, or maximizing short term rental occupancy. A second full bathroom serves these rooms and is conveniently located. This condo stands out for its extensive system updates, giving buyers peace of mind and reducing future maintenance concerns. The roof was replaced in 2024, the air conditioning system was installed in 2021 and serviced in 2025, and the water heater is new. A new washer and dryer are also included, adding everyday convenience and making the home truly move in or rental ready. The Villas at Somerset community offers a low maintenance lifestyle with an HOA that covers water, sewer, trash, exterior maintenance, and access to community amenities. This setup is ideal for owners who want predictable expenses and minimal hands on upkeep, especially those purchasing as a second home or investment property. Located in the heart of Kissimmee, this condo is just minutes from major highways, shopping, dining, entertainment, and Central Florida’s world renowned theme parks. The location is highly attractive to both residents and short term renters, offering convenience, accessibility, and strong rental demand. Whether you are looking to expand your investment portfolio, purchase a vacation getaway, or settle into a well cared for home in a prime location, this 3 bedroom condo at Villas at Somerset delivers flexibility, value, and long term appeal.

Listing is courtesy of: HOMEVEST REALTY (407-897-5400)

Listing Agent: Erica Diaz (407-897-5400)

Remarks: Live, Work & Play in Paradise! Don’t miss this incredible opportunity to own a 3BD/2BA townhouse-style condo in the 24/7 GUARD GATED community of Villas at Seven Dwarfs—one of Central Florida’s most popular resort communities! This FULLY FURNISHED and TURN-KEY property is ZONED FOR SHORT-TERM & LONG-TERM RENTALS, making it the perfect investment, vacation home, or primary residence. The bright OPEN CONCEPT layout features a spacious living and dining area—ideal for entertaining. The BREAKFAST BAR offers additional seating and connects to the charming KITCHEN, complete with coordinating appliances, solid surface countertops, and a stylish backsplash. The PRIMARY SUITE IS CONVENIENTLY LOCATED ON THE FIRST FLOOR, offering a WALK-IN CLOSET and private EN-SUITE BATH—a perfect retreat after a day at the parks. Upstairs, you’ll find the MOVIE-THEMED second and third bedrooms with accent walls, abundant natural light, and a shared FULL BATH, creating a fun and memorable guest experience. This home has been thoughtfully maintained and refreshed with modern finishes and functional upgrades, including a NEW A/C (2024)—a major value for any buyer. The unit features tasteful furnishings, updated paint, durable luxury vinyl flooring throughout, and a full-size washer & dryer, making it truly move-in or rental-ready. Enjoy resort-style living with world-class amenities, including a resort pool, spa, splash pad, Tiki bar, fitness center, tennis, basketball, volleyball courts, playground, clubhouse, and more! The HOA includes basic cable, internet, exterior pest control, and lawn care, offering low-maintenance ownership. Ideally located just 15 minutes from Disney, with easy access to SR 535, 417, and I-4, plus shopping, dining, and entertainment nearby. Whether you’re looking to generate income, own a vacation retreat, or enjoy resort living year-round—this property checks every box. Move-In Incentive Available! Qualified buyers who finance with our affiliated lender may choose one of the following: a 4.5(FHA) 4.99(Conv) interest rate or $5,000 toward closing costs (buyer must qualify; incentive applies only when using our affiliated lender) Schedule your private showing today—this one won’t last!

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

Listing Agent: Katherine Rodriguez (978-327-2081)

Remarks: Calling cash buyers for this fully updated third floor unit in the gated community of Images Condominium. One bedroom and one bathroom and includes 1 car garage. AC 2023, new roof, fresh paint, new carpet in primary bedroom. Tenant occupied until Feb 2027. Easy access to major highways, Airport, restaurants and Disney parks.

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

Listing Agent: Maite Martinez (407-446-1280)

Remarks: Discover a place where comfort, convenience, and a relaxed Florida lifestyle come together. Nestled within a gated community surrounded by mature trees, this inviting residence offers beautiful golf course views and a low-maintenance lifestyle in one of Kissimmee's most desirable locations. Step inside to discover a spacious layout enhanced by high ceilings, tile flooring, and the added quality of concrete floors and ceilings, providing extra peace and quiet throughout the home. Newer double-pane windows bring in natural light while helping create a comfortable interior environment. Walk-in closets offer generous storage, and the recently replaced roof provides added peace of mind. Whether you're enjoying your morning coffee overlooking the golf course or unwinding after a day exploring Central Florida, this home offers the perfect setting to relax and recharge. Residents also enjoy access to a community pool, creating even more opportunities to enjoy Florida's year-round sunshine. Conveniently located near major roadways, shopping, dining, and everyday essentials, you'll appreciate having everything you need within easy reach. World-famous attractions, entertainment destinations, golf courses, and recreation opportunities are all just a short drive away, making it easy to enjoy everything the area has to offer. If you have been searching for a home that combines space, comfort, convenience, and scenic surroundings, this property is ready to welcome its next owner.

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

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

Remarks: Welcome to this beautifully renovated downstairs condo located in the highly sought-after Sweetwater Club subdivision. This move-in-ready home has been completely updated from top to bottom, offering modern finishes and thoughtful upgrades throughout. Step inside to find gorgeous laminate flooring flowing through the entire unit. No carpet anywhere! The spacious living room is perfect for entertaining, while the elegant dining area sets the tone for memorable gatherings. The stunning kitchen features sleek countertops, stylish cabinetry, and updated appliances, making it both functional and eye-catching. Retreat to the luxurious master suite, complete with a spa-inspired shower and an oversized walk-in closet. A dedicated laundry closet with a washer, dryer, and built-in shelving adds convenience to your daily routine. Enjoy all the amenities Sweetwater Club has to offer, including a clubhouse, sparkling community pool, fitness center, tennis courts, basketball and volleyball courts, and a picnic area. This impeccably maintained home is a fantastic opportunity for both homeowners and investors alike. Don't miss your chance to make this property part of your portfolio. Schedule your private showing today!

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

Listing Agent: Jacob Rodriguez (407-745-8455)

Remarks: Under contract-accepting backup offers. Escape to paradise with this stunning 2-bedroom, 2-bath condo nestled in the highly sought-after resort community of Storey Lake. Whether you're starting your day with breathtaking pool views from your private balcony or unwinding in the tranquil evenings, this condo promises a picturesque backdrop that enhances every moment. Unleash your inner vacationer with a myriad of amenities, including a community pool complete with a rejuvenating hot tub and a lazy river. Stay active with access to a state-of-the-art fitness center and a basketball court, or indulge in leisure with tiki bar refreshments and nearby kayak rentals. Immerse yourself in a vibrant calendar of events designed to entertain and delight throughout the year. Experience the pinnacle of Florida living in this luxurious condo, a lucrative opportunity to embrace a lifestyle filled with relaxation, recreation, and endless enjoyment. Welcome to your ultimate Florida retreat where every day feels like a vacation, minutes from Disney and all major attractions.

Listing is courtesy of: ELITE REALTY, LLC (407-572-9936)

Listing Agent: Roselin Diaz (407-572-9936)

Remarks: Exceptional vacation rental and ownership opportunity in the highly desirable guard-gated Wyndham Palms resort community. This fully furnished 2-bedroom, 2-bath fully furnished, condo nestled within the highly sought-after, upscale short-term rental community, Secured by a 24-hour. 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.

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

Listing Agent: Nora Hazan (786-277-3870)

Remarks: "Exceptional investment opportunity! Unique condo-hotel unit, beautifully furnished and located in a prime area, approved for short-term rentals. Perfect for investors seeking strong returns or buyers looking for a vacation property with income potential."

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

Listing Agent: Diana Ramirez (407-419-4757)

Remarks: Under contract-accepting backup offers. This 1-bedroom, 1-bathroom condo is in excellent condition and features, perfect for relaxing at home. The open layout and well-kept interiors make it move-in ready and easy to personalize. The kitchen includes appliances in perfect condition. Located in a convenient area of Kissimmee, you’re just minutes from schools, shopping centers, restaurants, hospitals, pharmacies, banks, and local stores. The community is well-organized and professionally managed, keeping common areas maintained and ensuring a smooth living experience. This condo offers the perfect combination of comfort, convenience, and practicality—ideal for anyone looking for a move-in ready home in a great location. An appointment must be scheduled at least 24 hours in advance. There is an administrative fee payable to the association that the new owner must pay ($750). The HOA fee includes sewer, trash, and pest control. THE SELLER IS WILLING TO FINANCE $70,000 FOR THE BUYER AT AN INTEREST RATE OF FIVE FOR A TEN-YEAR MORTGAGE, BUT IT MUST BE THE FIRST MORTGAGE. NOT A SECOND ONE. FIRST MORTGAGE, SAME CONDITION AS A BANK.

Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)

Listing Agent: Marianna Spinelli (786-447-1655)

Remarks: Condo-hotel units in a high-demand location surrounded by major retail, restaurants, and attractions. These hotel-style units participate in a professionally managed short-term rental program, making them an excellent option for investors looking to generate consistent rental income. Prime location + strong rental demand = smart investment potential.

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

Listing Agent: Diana Ramirez (407-419-4757)

Remarks: Excellent investment opportunity in a condo-hotel located in a highly desirable area of Kissimmee. Fully furnished unit and ready for operation. The property is part of a professionally managed complex offering on-site management and convenient

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

Listing Agent: Diana Ramirez (407-419-4757)

Remarks: Under contract-accepting backup offers. DISNEY DREAM LOCATION! - **LOWEST PRICE AVAILABLE** DISNEY Zip Code 34747. Short Term Rental AirBnb *VERY DESIRBLE UNDER 3 Miles to DISNEY PROPERTY. EVERYTHING NEEDED TO BE an AirBnb "Guest Favorite" Even a Walmart DIRECTLY NEXT DOOR. ALSO Excellent Primary or Second Home. This BEAUTIFUL 2 Bed Condo Unit With SCREENED BALCONY and 1 CAR GARAGE comes *COMPLETELY FURNISHED. Guests will love being able to walk to the nearby Walmart and a variety of restaurants on Irlo Bronson Memorial Highway. The community of Oakwater itself is a major selling point, with resort-style amenities including a sparkling pool, a clubhouse with a gym, a games room, a kids' splash pad, and tennis and pickleball courts—all just steps from your door. With easy access to I-4 for trips to Universal, Orlando, and Tampa, this property is poised to deliver exceptional returns and provide an unforgettable vacation experience.

Listing is courtesy of: TOP AGENCY REALTY INC (407-592-9211)

Listing Agent: John Hill (407-592-9211)