Homes For Sale in Kissimmee 34747 - 893 homes

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: Welcome to Paradise Palms Resort! This beautifully maintained and fully furnished 4-bedroom, 3-bathroom townhome offers the perfect combination of vacation luxury and investment potential. Featuring an open-concept floor plan, a convenient first-floor bedroom, spacious upstairs suites, and a private screened-in heated pool, this home is ready for immediate enjoyment or short-term rental income. The resort-style gated community offers outstanding amenities including a lagoon-style pool, spa, fitness center, movie theater, arcade, clubhouse, sports courts, concierge services, and 24-hour guarded security. HOA fees include cable, internet, landscaping, and exterior maintenance. Ideally located just minutes from Walt Disney World, shopping, dining, golf, and major attractions. Whether you’re looking for a vacation retreat, investment property, or primary residence, this turnkey home delivers exceptional value in one of Central Florida’s most sought-after resort communities.

Listing is courtesy of: WEICHERT, REALTORS-HALLMARK PR (352-536-9948)

Listing Agent: Elcio Loch (781-504-3895)

Remarks: Waterfront • Professionally Decorated & Fully Furnished • Move-In Ready • Guarded Gated Community • Resort-Style Living Welcome to 1350 Greenfield Loop, a beautifully appointed 3-bedroom, 2-bath home built in 2023 and perfectly situated on a premium waterfront lot in the highly desirable Reunion Village community. This fully furnished, move-in ready home has been professionally designed with a light, airy style that creates a comfortable and relaxing, vacation-like atmosphere from the moment you enter. The open-concept layout features inviting living spaces, a modern kitchen, and thoughtfully curated finishes throughout. The covered patio overlooks peaceful water views, offering the perfect space to relax, entertain, or enjoy quiet mornings outdoors. Located within a guarded gated community, residents enjoy exceptional resort amenities, including a private waterpark, multiple pools, fitness center, and recreational areas, all just minutes from world- famous theme parks, shopping, dining, and major highways. Ideal as a primary residence, vacation home, or turnkey investment property, this waterfront, fully furnished home offers effortless Florida living — everything is ready for you from day one.

Listing is courtesy of: SAVVY AVENUE, LLC (888-490-1268)

Listing Agent: Moe Mossa (888-490-1268)

Remarks: This stunning retreat Nestled Townhouse in Windsor at Westside, one of Kissimmee's premier short-term rental communities, this FULLY FURNISHED townhouse is your oasis of luxury and relaxation. With five spacious bedrooms and four and a half bathrooms, offers the perfect blend of comfort and sophistication. As you step inside, you're greeted by an open floor plan that seamlessly integrates the living, dining, and kitchen areas. The kitchen boasts elegant quartz countertops and sleek stainless steel appliances, creating a modern yet inviting atmosphere. The spacious loft upstairs provides an additional living area, perfect for relaxing, entertaining, or even setting up a home office. One of the highlights of this townhouse is the private pool, easily accessible through pool-facing telescopic sliding glass doors. Staying in Windsor at Westside means enjoying world-class amenities. The HOA grants you access to an impressive 8,000 sq ft clubhouse, featuring a lazy river, sports courts, an arcade game room, and more. To make your stay even more effortless, the HOA covers cable, high-speed internet, exterior maintenance, trash pick-up, pest control, and lawn care. Every detail has been thoughtfully curated to ensure your experience is nothing short of extraordinary. This townhouse isn't just a home; it's a lifestyle. Schedule a showing today and take the first step toward making this dream retreat yours.

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

Listing Agent: Karla Cintra (407-881-7730)

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: Under contract-accepting backup offers. Located in the highly desirable Windsor Palms Resort, this fully furnished 3-bedroom, 3-bath pool home is the perfect short-term rental investment or vacation getaway. Featuring an open-concept layout, spacious bedrooms, and a private screened-in pool, this property offers comfort and relaxation for guests and owners alike. Resort-style amenities include a clubhouse, community pool, fitness center, tennis courts, playground, and more. Just minutes from Walt Disney World Resort, shopping, dining, and entertainment. Excellent income-producing opportunity in one of Central Florida’s most popular vacation communities!

Listing is courtesy of: MALIBU BAY REALTY (786-601-7928)

Listing Agent: Lisbey Tamayo Pa (786-514-9356)

Remarks: It’s 5 O’clock right here in the world-renowned Margaritaville Resort Orlando! This spectacular, carpet-free luxury home features durable tile flooring and ceiling fans throughout, offering 4 generously sized bedrooms, each equipped with its own private en-suite bathroom. The kitchen opens seamlessly to the main living area, making it perfect for entertaining or vacation hosting. One of the bedrooms has a custom storage closet, setting this home apart from other resort 4 bedrooms. Enjoy the quintessential Florida lifestyle with front balcony access on both the second and third floors, offering incredible nightly views of the theme park fireworks. Located in a pet-friendly community, the monthly HOA covers high-speed internet, digital cable, phone, daily doorstep garbage pickup, professional landscaping, and pest control. The Fins UP Beach Club gives you access to enjoy full access to world-class resort amenities including 7 resort pools, a fitness center/gym, an internal resort shuttle, and free transportation shuttles directly to the local theme parks. This unique resort setup is highly walkable, situated just steps from Island H2O Water Park and Sunset Walk’s vibrant mix of restaurants, bars, live music, Target, and Ulta. Centrally located with lightning-fast access to Disney, Universal, SeaWorld, and Gatorland, this property is a premier choice for a primary residence, second home, or lucrative vacation investment.

Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)

Listing Agent: Nikki Felix (916-765-9564)

Remarks: Gorgeous 9-bedroom luxury home with private pool located in the sought-after guard-gated Solara Resort, just minutes from Walt Disney World. Designed to deliver a high-end experience, this newly updated residence features themed bedrooms, a super-sized entertainment loft, a dedicated movie theater with recliner seating, and a vibrant and equipped game room, gaming consoles, pool table, and foosball. The home offers 6.5 bathrooms and a spacious open layout with a high-end furnished interior, multiple king and queen suites, a fully equipped modern kitchen with 42”cabinets, and upgraded luxury finishes throughout. The screened-in private pool and spa area offering a spectacular outdoor retreat with full privacy. Located very close to the Solara Clubhouse, residents and guests enjoy access to an impressive amenity center featuring a resort-style water complex, Flow Rider surf simulator, full fitness center, bar and grill, ice-cream parlor, market café, sand volleyball, soccer field, basketball courts, playgrounds, lounges, workstations, and a tween/teen hangout zone. The community offers 24/7 gated security and is surrounded by Orlando attractions, dining, shopping, and major highways for easy travel. Whether used as a private vacation getaway or an income-producing short-term rental, this spectacular designer home offers the perfect blend of luxury, entertainment, and prime location in one of Central Florida’s most exciting resort communities.

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

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

Remarks: Stunning Vacation Home in the Heart of Solara Resort – Close to Disney! Fully furnished Brand NEW vacation home located in the sought-after Solara Resort. This beautifully designed property offers the perfect blend of luxury, comfort, and convenience, ideal for short-term rental or your personal retreat. This spacious home features 5 bedrooms and 4 1/2 bathrooms, an open-concept layout, and stylish finishes throughout. The gourmet kitchen boasts modern cabinetry, stainless steel appliances, and a large island perfect for entertaining. Step outside to your private screened-in pool and spa, the ultimate spot to relax after a day at the parks. Solara Resort offers great amenities, including a resort-style pool with a splash pad, flow rider surf simulator, clubhouse, fitness center, restaurant, bar, playgrounds, sports courts, and more, all within a gated, secure community.HOA fee includes resort security, use of clubhouse and amenities, landscaping house, irrigation, cable and internet house, daily trash pick up. Whether you're looking for an income-producing property or a vacation home for family getaways, this property offers it all turnkey ready and perfectly located close to Disney, shopping, dining, and entertainment. Don't miss your chance to own a piece of paradise.

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

Listing Agent: Rosa Suarez (954-682-2633)

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

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

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

Remarks: Price Reduction! Located in the gated Reunion community, this fully furnished and beautifully themed single-family home is the perfect addition to any short-term rental portfolio. Designed with both comfort and profitability in mind, every bedroom features its own attached full bathroom, maximizing guest privacy and appeal for larger rental groups. The open-concept kitchen comes equipped with granite countertops, stainless steel appliances, and flows seamlessly into the living and dining area—an ideal setup for entertaining and group gatherings. Step outside to the private pool and spa, complete with a covered lanai and no rear neighbors, offering an attractive outdoor experience for guests. Upstairs, the loft serves as an entertainment center, while the converted garage provides an additional family room for more usable living space. Full-size washer and dryer sets on both floors add extra convenience for turnovers and extended stays. Owners and guests also enjoy access to the Encore Resort at Reunion, featuring a clubhouse, water park, fitness center, playground, volleyball and basketball courts, community grills, and on-site restaurant—all of which enhance rental demand and guest satisfaction. Situated close to major theme parks, multiple golf courses, and a variety of restaurants and shops, this home has plenty to offer. With its turnkey setup, and resort-style amenities, this property is ready for investors looking for short-term rental potential or families looking for a resort-style retreat.

Listing is courtesy of: REAL BROKER, LLC (407-922-8986)

Listing Agent: Nicholas Taylor (407-810-9680)

Remarks: BIG PRICED REDUCTION!! CHECK OUT THE VIRTUAL TOUR!!! The buyer will need to assume the Solar Loan at approximately $86K. Easily Assumable. Come see this Amazing Fully Furnished single family POOL home in the gated Windsor Palms resort community with 24 hour security. Windsor Palms is just minutes from Walt Disney World, Sea World, Universal and provides an amazing Vacation for both you and your guests. This home has a New Roof and Solar Panels installed. The Buyer to assume the Solar Loan, and still take advantage of the great electrical rates!! Carpet has been replaced with beautiful Laminate thru all the bedrooms. Centrally located close to area attractions, dining and shopping. The community facilities include on-site convenience store, large community pool with tiki bar, whirlpool spa, clubhouse with fitness room, game room, tennis, movie theater, basketball and volleyball courts and playground.

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

Listing Agent: Harold Olson (407-738-6600)

Remarks: MUST SEE! Own a piece of paradise with this stunning, fully furnished waterfront townhome in the premier guard-gated resort of Paradise Palms! This 1,900+ sq. ft. retreat is a versatile powerhouse, perfect as a turnkey Airbnb, a high-performing long-term rental, or your own private personal residence. Meticulously maintained, the home features a newer AC system, elegant LVP flooring in the Master, crown molding, and designer accent walls. Guests and family will love the immersive Star Wars and Mickey Mouse themed rooms, while the chef-inspired kitchen boasts granite counters, stainless appliances, and solid wood cabinetry. Step through the spacious family room to your private heated pool and deck, where you can lounge and dine overlooking serene water views. Perfectly situated just a short walk from world-class amenities—including a movie theater, tiki bar, and resort pool—and only minutes from Disney, water parks, and premier dining. The HOA offers total peace of mind, covering cable, internet, lawn care, and 24-hour guarded security. Don’t miss this incredible investment opportunity—schedule your showing today!

Listing is courtesy of: TOP ORLANDO REALTY (407-284-1213)

Listing Agent: Alex Galitsky (321-277-2904)

Remarks: PRICE IMPROVEMENT!! LOCATION LOCATION LOCATION, beautiful, luxurious short-term rental townhome located just MINUTES from Disney parks!! This home offers all in-suite bedrooms and a private patio. This is a 4 bedroom, 4.5 bathroom townhome, with individual bathrooms plus a 1/2 bath—many upgrades such as granite countertops and premium carpeting. The home is beautifully decorated full of upgrades. Save on costs using a tankless water heater and natural gas appliances. Private patio. Luxury finishes and an open floor plan complement today's contemporary lifestyles. Summerville resort has an amazing location just minutes away from shops, Disney Theme Parks, and restaurants. Zoned for short-term rentals. In good condition currently rented with several bookings for short term rental.

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

Listing Agent: Juan Delgado (407-744-4469)

Remarks: High-performing 3-bedroom, 3.5-bath luxury townhome in Magic Village Resort, just minutes from Disney’s Animal Kingdom. This well-maintained, income-producing property features an open-concept layout with high ceilings, a modern kitchen, and spacious living areas designed for guest comfort. All bedrooms offer private ensuite baths. Enjoy a private extended patio with outdoor kitchen—ideal for entertaining and enhancing rental appeal. Located in a sought-after resort community with premium amenities including clubhouse, pool, fitness center, tennis courts, and on-site dining. Recently reduced HOA fees and strong rental history make this a turnkey investment or vacation home opportunity. One of the best opportunities currently available in the resort.

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

Listing Agent: Ciro Noccioli Monteiro Alves (321-442-9680)

Remarks: ***TENANT OCCUPIED*** Discover an exceptional opportunity with this beautiful 4-bedroom, 3.5-bathroom townhome, ideally located just minutes from the Walt Disney World Resort. This 2,102 sq. ft. property, built in 2016, is situated in the desirable, gated Windsor at Westside Community. The townhome includes a private pool and a one-car attached garage. The open floorplan features a kitchen/family room combo, high ceilings, tile and carpet flooring, walk-in closets, and an in-wall pest system. The HOA fees cover internet, cable, ground maintenance, pest control, trash disposal, and exterior maintenance, making it a low-maintenance option for owners. This property is an excellent option for short-term rental/vacation home use, with a minimum lease of just 1-7 days allowed, offering great potential for rental income. It can also be rented as a residencial long term. Residents and guests have access to Windsor at Westside's extensive, 8,000 sq. ft. clubhouse and amenity center, which includes: A resort-style heated pool and spa, Lazy river, Fitness center, Poolside cabanas, On-site store, restaurant, and bar, Sports courts (volleyball, tennis, basketball), Playground and game room. This home offers a perfect blend of a private retreat and resort-style living, with everything needed for a primary residence, second home, or profitable investment property.

Listing is courtesy of: TALENT REALTY SOLUTIONS (407-910-2020)

Listing Agent: Danielle Marcondes Franca Viana Silva (407-668-0245)

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

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

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

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

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

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

Remarks: Under contract-accepting backup offers. REDUCED PRICE! Disney Area Vacation Home! Turnkey income property with 5 bedroom/5 bathroom and pool/screened lanai! Gated community, in a prime Kissimmee location! Zero renovation needed! Short and long term rentals allowed! Start renting immediately! Welcome to this beautiful two-story property located in one of Kissimmee's most convenient and desirable areas, just minutes from world-famous attractions like Walt Disney World Resort. This well-maintained and spacious home offers an inviting open-concept layout designed for comfortable living and entertaining. High ceiling, natural light, modern kitchen with ample cabinetry, granite, clean and modern living and dining room furniture. The five bedrooms are generously sized, providing privacy and relaxation. Three themed bedrooms, wood work at the mezzanine on the second floor, wall paper, TVs in all bedrooms, modern furniture and accents, turn key package, converted garage into play room and laundry room with laundry sink. Sellers just replaced all fans. Step outside to enjoy the outdoor space, perfect for relaxing or hosting gatherings. Screened lanai with pool and seating area to enjoy Florida Weather, with a sip of coffee or a glass of wine. The community offers easy access to major highway, shopping, dining, and world-class attractions, including Universal Orlando Resort, Disney Springs, and premium outlets. Schedule an appointment! You are going to love it! There is a youtube link with a video of the property.

Listing is courtesy of: ANA TEIXEIRA REALTY (321-624-4325)

Listing Agent: Ana Paula Teixeira (321-624-4325)

Remarks: JUST REDUCED!!! Centrally located 3BD/3BTH townhome in a gated Kissimmee community just minutes from Disney and Orlando’s top attractions. Smart, flexible layout featuring a first floor bedroom and full bath, plus 2 upstairs bedrooms including a private primary suite. Enjoy a private patio with **no rear neighbors** for added privacy and outdoor relaxation. HOA covers lawn care, exterior maintenance, and roof for added convenience. Community amenities include pool, clubhouse, and playground. Ideal for investors seeking strong rental potential in a high demand location.

Listing is courtesy of: REAL ESTATE EMPIRE GROUP, INC. (305-592-1588)

Listing Agent: Carrie Castro, Pa (786-338-1050)