Kissimmee Condos For Sale - 416 condos

Remarks: Discover the perfect blend of luxury and convenience with this fully furnished 2-bedroom, 2-bathroom condo located on the second floor of Building 1 at Embassy Suites by Hilton Sunset Walk. This residence offers a seamless "lock-and-leave" lifestyle, making it an ideal choice for a sophisticated vacation getaway or a strategic addition to an investment portfolio. Positioned within the heart of a premier resort community, this unit provides the comfort of a private home paired with the upscale services and high-standard hospitality associated with a world-class brand. As part of the vibrant Sunset Walk district, owners and guests have access to a wealth of premium amenities, including a tropical resort-style pool, fitness facilities, and signature dining and social experiences. Its prime location puts you just moments away from Central Florida’s iconic theme parks, world-class shopping, and an array of entertainment venues. Whether you’re looking to capitalize on the area's robust tourism market or seeking a personal retreat in the center of the action, this property offers an effortless ownership experience in one of Orlando's most sought-after destinations.

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

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

Remarks: STOP THE PRESS!!!!! INVESTOR OPPORTUNITY – WELL RENTED THROUGH THE ONSITE RENTAL PROGRAM Located in the highly desirable resort corridor near Walt Disney World, this fully furnished 2-bedroom, 2-bath ground-floor corner condo in Embassy Suites by Hilton Orlando Sunset Walk presents an outstanding turnkey short-term rental investment with proven income potential. Featuring a wraparound patio, providing easy guest access with no stairs or elevators, a highly desirable feature for vacation renters and families. Ideally situated directly across from the fitness center and just steps from resort amenities, the location enhances guest convenience, walkability, and rental appeal. The corner-unit design also provides additional privacy and natural light, key factors that contribute to higher guest satisfaction and repeat bookings. Inside, the open-concept floor plan offers a fully equipped kitchen, spacious living and dining areas, and two generously sized bedrooms, making it ideal for family vacations and group stays. The condo is offered fully furnished, well maintained, and rental-ready, allowing for immediate income generation from day one. The property is also well rented through the onsite rental program, providing a true hands-off investment opportunity. With professional onsite management handling bookings, marketing, guest services, and maintenance, this property is ideal for investors seeking a low-maintenance, income-producing vacation rental in one of the strongest tourism markets in the world. Owners and guests enjoy access to resort-style amenities, including a large swimming pool, fitness center, on-site dining, and hotel services. The property is located less than half a mile from the vibrant Promenade at Sunset Walk, featuring over 25 restaurants, bars, live entertainment venues, retail shops, a movie theater, and year-round events and festivals, making it one of Central Florida’s most popular entertainment destinations for visitors. An exceptional opportunity to own a turnkey investment property near Disney in a high-demand vacation destination.

Listing is courtesy of: RE/MAX HERITAGE (863-424-2309)

Listing Agent: Nick Freeze (717-521-2520)

Remarks: Under contract-accepting backup offers. ***TURNKEY & THEMED CONDO*** AC UNIT REPLACED IN 2024! Come see this TASTEFULLY FURNISHED & THEMED condo in beautiful WINDSOR HILLS RESORT! This condo has been renovated by the current owners to stand out in the short-term rental market and is ready to hit the ground running for the new owner! FULLY FURNISHED & meticulously maintained by the current owner this unit has had upgrades such as newer cabinets & touches of Star Wars themes throughout! This unit has already proven success in the short term rental market and even comes with plenty of bookings if the new owner stays with the current property management company! GROUND FLOOR and conveniently located in one of the closest buildings to the CLUBHOUSE & WATERPARK being just a 1 min walk away! WINDSOR HILLS is known as arguably the best short-term rental resort in the DISNEY CORRIDOR! Location is unbeatable being a short 5 min drive and 2 miles to DISNEY & close to other major attractions such as UNIVERSAL, SEA WORLD, & LEGOLAND. Bookings are practically effortless in this community!! Windsor hills is right around the corner from shopping & restaurants! The clubhouse is full of amenities such as the MOVIE THEATER, ARCADE, SUNDRY SHOP, FITNESS CENTER, WATERSLIDES, OVERSIZED HOT TUB, & OCCASIONAL LIVE MUSIC! The clubhouse is a great place to wrap up a family day at the parks with beautiful sunsets overlooking LAKE REEDY! WINDSOR HILLS is geared towards family fun and has PLAYGROUNDS scattered around the resort for the young ones! Windsor Hills also has a PUTTING GREEN, PLAYGROUNDS, TENNIS COURTS, BEACH VOLLEYBALL, BASKETBALL COURT, & RV PARKING as well! Start making family memories today that will last a lifetime! Schedule you’re showing today before it's too late!

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

Listing Agent: Brandon Ramirez (407-489-0159)

Remarks: A beautiful 3-bedroom, 2-bathroom condo located in the highly sought-after gated community of Windsor Hills Resort in Kissimmee. This turnkey property is not only a fantastic vacation home but also a proven income-producing investment. This property has delivered consistent returns generating approximately $25,000 / year in profit. With a strong rental history and a Premier Listing on Vrbo / HomeAway, this condo is already positioned for continued success. Recent Upgrades: Brand New AC Unit (2025) ($7,900) All New Appliances (2024) ($2800)

Listing is courtesy of: COMMUNITY REALTY ASSOCIATES (561-852-1341)

Listing Agent: Douglas Addeo (561-251-3408)

Remarks: Discover the vibrant charm of 3139 Britannia Blvd, Unit C, nestled in the highly sought-after Villa Island Club in Kissimmee, Florida. This delightful condo offers an unbeatable location, fantastic amenities, and a welcoming atmosphere, making it the perfect choice for a short-term rental or your own vacation escape. Just off HWY 192 and less than 15 minutes from the magical gates of Walt Disney World, you’ll be right at the heart of all the action and excitement! Priced at an amazing $245,000, this unit is one of the best deals on the market! Boasting three spacious bedrooms and two well-appointed bathrooms, it provides plenty of room for relaxation and fun. Step out onto the peaceful deck off the back and unwind after an action-packed day. As part of this fantastic gated community, you’ll have access to multiple resort-style pools, exciting play areas, and well-maintained tennis courts – ensuring endless fun and entertainment for everyone. Already a shining star in the rental pool, this condo proudly holds a 5-star rating on Airbnb, managed by a top-notch company. With numerous future reservations lined up, you’ll enjoy a steady stream of income right from the start! This turnkey opportunity is your ticket to effortless vacation home ownership and a rewarding investment. Get ready to embrace a life of comfort, convenience, and excitement at 3139 Britannia Blvd, Unit C. Make your dream of owning a vacation home a thrilling reality today!

Listing is courtesy of: EPIC FLORIDA REALTY LLC (407-553-3313)

Listing Agent: Casey Hatfield (407-473-6921)

Remarks: INCOME- PRODUCING 1 BEDROOM -1 BATHROOM CONDO -MINUTES TO WALT DISNEY WORLD PRIME LOCATION!!!! -Strong income poitential based on location ,demand and comparable rentals in the area -Close proximidy to theme parks ,shopping , outlets ,dining, and major highways ,enhancing guest appeal -Low maintenance condo Ownership ideal for investors seeking cash flow - income Potencial driven by constant tourism demand and year-round visitor traffic -ideal for airbnb ,vrbo ,seasonal use or portafolio expancion

Listing is courtesy of: LA ROSA REALTY KISSIMMEE (407-930-3530)

Listing Agent: Raquel Inciarte (407-450-2955)

Remarks: Windsor Hills Resort! One of best resort Minutes to Disney, Fully Furnished and updated 2bed 2bath, quiet, gorgeous and space, Located just a few steps to Clubhouse with the lagoon style pool, water park , slides and an array of world-class amenities…. airbnb short rentals with high return…..great opportunity for investment, vacation home or residence….

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

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

Remarks: Windsor Hills Resort! One of best resort Minutes to Disney, Fully Furnished and updated 3bed 2bath, quiet, gorgeous and space, Located just a few steps to Clubhouse with the lagoon style pool, water park , slides and an array of world-class amenities…. airbnb short rentals with high return…..great opportunity for investment, vacation home or residence….

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

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

Remarks: Windsor Hills Resort! One of best resort Minutes to Disney, Fully Furnished and updated 3bed 2bath, quiet, gorgeous and space, Located just a few steps to Clubhouse with the lagoon style pool, water park , slides and an array of world-class amenities…. airbnb short rentals with high return…..great opportunity for investment, vacation home or residence….

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

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

Remarks: Experience the pinnacle of resort-style living with this sophisticated, fully furnished 1-bedroom, 1-bathroom condo located on the 2nd floor of Building 1 at the prestigious Embassy Suites by Hilton Orlando Sunset Walk. This meticulously designed residence offers a seamless blend of modern luxury and vacation-style comfort, featuring an open-concept living space that extends to a private, screened-in patio. Situated in the heart of the community's first phase, this unit provides immediate proximity to the resort’s primary lobby and registration center, ensuring a convenient and premium experience for both owners and guests. For the savvy investor or vacation home buyer, this property represents a rare opportunity to own within a world-renowned Hilton-branded resort with a professional on-site management program. Owners and guests enjoy access to a wealth of upscale amenities, including a lushly landscaped resort-style pool with a sun deck, a state-of-the-art fitness center, and a vibrant social atrium. The location is truly unbeatable, just steps from the Promenade at Sunset Walk, which offers dozens of unique dining, shopping, and entertainment venues. Best of all, you are only minutes away from Walt Disney World Resort and Central Florida’s most iconic theme parks, making this the ultimate turnkey retreat or high-potential addition to your portfolio.

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

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

Remarks: Experience the ultimate vacation lifestyle with this stunning, fully furnished 1-bedroom, 1-bathroom studio condo located on the 3rd floor of Building 2 in the prestigious Embassy Suites by Hilton at Sunset Walk. As an owner, you or your guests will have access to an array of exclusive resort-style amenities designed for comfort and leisure, ranging from tropical recreation areas to premium dining and social spaces. With professional on-site management and the convenience of an established hospitality brand, this property represents a premier opportunity for savvy investors or those seeking a private tropical retreat. Positioned in the vibrant Promenade at Sunset Walk, you are just steps away from a curated collection of unique dining options, boutique shopping, and live entertainment. The location is unbeatable for those looking to experience the best of Central Florida, situated just minutes from Walt Disney World Resort and other world-famous theme parks. With easy access to championship golf and major travel hubs, this studio condo is perfectly placed to enjoy the energy and excitement of the area. Whether you are looking for a high-performing addition to your portfolio or a personal getaway in a world-renowned destination, this "suite" spot at Sunset Walk delivers the lifestyle and value you’ve been searching for.

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

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

Remarks: One or more photo(s) has been virtually staged. Welcome to this charming and furnished second-floor residence in Blossom Park, featuring two bedrooms, two bathrooms, and plenty of open living space. The spacious family room flows seamlessly into the kitchen, creating the perfect setting to enjoy time with loved ones or a quiet evening at home. Nestled in a serene and private setting, this furnished unit offers ample parking and a truly move-in-ready lifestyle. Sun-filled rooms include generous walk-in closets, while the in-unit laundry is conveniently located just off the kitchen. The unit has been tastefully upgraded with BRAND-NEW WINDOWS (September 2025), newer bathroom vanities, newer flooring throughout, ceiling fans, blinds, granite countertops in both the kitchen and bathrooms, and a newer refrigerator, stove, washer, and dryer. Blossom Park residents enjoy outstanding community amenities, including a refreshing pool, heated spa, fitness center, tennis and basketball courts, and a playground. The location is unbeatable—just minutes from Disney, Celebration, shopping, and I-4, with a hospital and bus stop nearby. Downtown Celebration, Celebration Hospital, and I-4 are all within a five-minute drive. The property is also zoned for the highly regarded Celebration High School, making it an excellent choice for families, professionals, or investors. Picture yourself returning home after a long day and unwinding with a swim in the pool under the blue Florida sky, surrounded by lush landscaping and nature. Don’t miss the opportunity to own this beautifully updated condominium—schedule your private showing today!

Listing is courtesy of: MILLENIUM REALTY GROUP (407-277-1400)

Listing Agent: Irina Carp (407-969-9937)

Remarks: Minutes to Disney, Fully Furnished 3bed 2bath, quiet, gorgeous and space, ground floor, Located just a few steps to Clubhouse with Community Pool and many other amenities…fully upgradated within 5 years…,granite countertops, tile floor throughout… easy to maintenance….. airbnb short rentals with high return…..great opportunity for investment, vacation home or residence…. Free to enjoy community resort-style pool, a full arcade/game room, state-of-the-art fitness center, a movie theater room, convenience store, BBQ/picnic areas, playground, and tiki bar... Conveniently located near shopping, restaurants, and Central Florida tourist attractions.( Finished, furniture included)

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

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

Remarks: BACK ON THE MARKET! Great investment opportunity, FULLY-furnished, stainless steel appliances, granite countertops. Located in the gated community of Villas at Island Club, this beautifully maintained second-floor condo offers the perfect Florida living, just minutes from Disney, and all major attractions! Zoned short term making it a lucrative investment. Contact us today to schedule your private tour!

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

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

Remarks: Fully furnished, income-producing 2-bedroom, 2-bath condo in the short-term rental approved Laguna Bay community. Zoned for short-term rental and heavily booked at over 300 nights per year, this property offers immediate cash flow with an established rental history. Serious income potential in one of Central Florida’s most desirable vacation corridors. This turnkey unit features laminate flooring throughout, updated lighting, and a tastefully tiled bathroom. The open layout and large feature windows create a bright, welcoming space that appeals to vacation guests year-round. The primary suite includes a walk-in closet and private bath with a tiled shower. An in-unit washer and dryer and a dedicated owner’s storage closet provide convenience and operational flexibility. Laguna Bay’s prime location near Disney, Universal, SeaWorld, major shopping, dining, and entertainment supports strong occupancy throughout the year. Community amenities include a pool, hot tub, fitness center, tennis court, playground, picnic area, and clubhouse — all attractive features for guest bookings.

Listing is courtesy of: CENTURY 21 CARIOTI (407-566-0555)

Listing Agent: Scarlett Williams, Pa (863-670-2315)

Remarks: Welcome to this beautifully maintained 3-bedroom, 2-bathroom condo located in the heart of Kissimmee! As you step inside, you’re greeted by a bright and spacious living area, highlighted by a large window that fills the space with natural sunlight. The primary suite offers a private retreat, featuring a sliding glass door that leads to a cozy balcony with serene views of trees and wooded surroundings—perfect for relaxing mornings or quiet evenings. The additional two bedrooms are generously sized, providing comfort and flexibility for family, guests, or a home office. Conveniently situated near major roads and highways, this property offers easy access to shopping centers, medical facilities, restaurants, and world-famous entertainment, including nearby theme parks. With its prime location and inviting layout, this condo makes for an ideal primary residence, vacation home, or investment opportunity.

Listing is courtesy of: CENTURY 21 ALL HOMES & PROPERT (407-343-1300)

Listing Agent: Karina Balkaran (407-922-0111)

Remarks: Step into effortless luxury and income potential with this fully upgraded 3-bedroom, 2-bath residence located in an exclusive gated resort community. Already performing successfully on Booking, this property offers a seamless, hands-free investment opportunity—purchase today and immediately collect income.Showcasing a refined open-concept design, this home features a brand-new A/C, in-unit laundry, and a tranquil private balcony ideal for enjoying radiant sunsets and fresh morning breezes. The community provides premium amenities including a resort-style pool, modern fitness center, and BBQ pavilion.Perfectly situated just minutes from world-famous theme parks, fine dining, luxury shopping, and major highways, this remarkable property delivers unmatched comfort, convenience, and income-generating potential in the heart of Central Florida.

Listing is courtesy of: TRUE OAK REALTY (954-280-7778)

Listing Agent: Paulo Rodrigues (954-274-9261)

Remarks: Call agent for showing

Listing is courtesy of: AUTHENTIC REAL ESTATE TEAM (407-440-1010)

Listing Agent: Lucca Scarabottolo (407-928-0668)

Remarks: Call agent for showing

Listing is courtesy of: AUTHENTIC REAL ESTATE TEAM (407-440-1010)

Listing Agent: Lucca Scarabottolo (407-928-0668)

Remarks: Welcome to this beautiful 3-bedroom, 2.5-bath condo with a rare 2-car garage located in a desirable Kissimmee community. This spacious home features an open and functional layout, generous bedrooms, and plenty of natural light, creating a comfortable space for everyday living. The property offers the perfect opportunity for both homeowners and investors, with residential zoning allowing primary residence or long-term rental. Conveniently located near shopping, dining, major highways, and Central Florida attractions, making commuting and entertainment easy. Whether you're looking for your next home or a smart investment, this property offers value, space, and location all in one. Schedule your private showing today!

Listing is courtesy of: VESTI LLC (407-749-5489)

Listing Agent: Alejandro Bastidas (407-738-1680)