Homes For Sale in Kissimmee 34747 - 640 homes

Remarks: This beautiful, two-story luxury vacation home features four bedrooms and 4.5 baths, just minutes from Walt Disney World Resort. This fully furnished property offers a bright open floor plan with a spacious living room, dining area and a modern kitchen equipped with all appliances and a breakfast bar perfect for entertaining. High-quality cabinets and furniture. Each bedroom includes its own ensuite bath, providing comfort and privacy for residents and guests. The home showcases charming Disney-inspired décor throughout, creating a unique and memorable experience ideal for short-term rentals or personal use. Step outside to your private backyard oasis features a pool and an outdoor seating area perfect for relaxing or hosting gatherings. Additional highlights include a convenient in-home laundry room and ample natural light throughout. It is located in a well-maintained, gated community with access to a clubhouse and resort-style pool. Prime location near Walt Disney World, shopping, dining and entertainment, makes this property an excellent opportunity as a vacation home, primary residence or income-producing investment. Schedule your private showing today!

Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-581-7888)

Listing Agent: Paulo Leal (407-714-7368)

Remarks: Great pool home with a desirable South-East facing pool deck! This stunning property offers 6 bedrooms and 4 bathrooms and is a very well-maintained rental home that is NOT like other tired homes on the market. Recently updated and newly decorated as of January 2026, with no outstanding maintenance or update issues required, this home allows you to simply walk in and enjoy it or continue operating it as a successful vacation rental. Numerous upgrades are featured throughout, including granite countertops, and the garage has been converted into a fun and functional games room which can easily be converted back to a garage if desired. The home is sold unfurnished, however the current furniture can be negotiated separately if required. The spacious layout includes a large open-plan living and kitchen area, a second lounge area, and a second dining area, offering excellent flexibility for families and guests. Expansive sliding patio doors open directly onto the pool deck, creating a seamless indoor-outdoor living experience ideal for the Florida lifestyle. Several bedrooms are tastefully themed, adding strong appeal for vacation guests. Currently operating as a high-performing vacation rental, the property already has 25 weeks booked for 2026 as of 01/15/26, providing immediate income potential. If sold to a buyer requiring the home for their own residency, all existing bookings will be transferred or cancelled at closing. Ideally located just 3 miles from Walt Disney World, with SeaWorld, Universal Studios, and other major attractions close by, this home is perfectly suited as an investment opportunity, vacation retreat, or permanent residence.

Listing is courtesy of: FLORIDA VILLAS REALTY, LLC (407-557-3651)

Listing Agent: John O'Donnell (407-749-6736)

Remarks: CALENDAR BLOCKED AND READY TO SHOW MARCH 22-27TH AND APRIL 2-12. Make this your full time residence, vacation property or income stream with AIRbnb and VRBO! Experience spectacular Disney fireworks from your own private balcony at this charming two-bedroom, two-bathroom condo in Kissimmee. This updated unit features an open floor plan that makes entertaining a breeze, complete with elegant stone countertops, rich wood cabinets, and sleek stainless steel appliances that would make any chef smile. Both bedrooms are thoughtfully themed and move-in ready, making this property perfect for generating rental income or creating magical vacation memories. The primary bedroom and second bedroom comfortable retreats after busy days exploring Central Florida's attractions. The community amenities are truly impressive and provide endless entertainment options. Take a splash at the on-site waterpark, relax by the sparkling pool, or treat yourself to a meal at the community restaurant. When you need to unwind, the spa services offer the perfect escape. Stay active with tennis and basketball courts, ensuring there's something for everyone to enjoy. Location couldn't be more convenient, with theme parks just minutes away and shopping centers nearby for all your needs. Island H2O water park is practically next door, adding even more aquatic fun to your Florida lifestyle. Target Grocery is also conveniently located for easy shopping trips. Whether you're looking for a profitable investment property or a personal vacation retreat, this condo offers the best of both worlds. The combination of stunning Disney views, modern updates, and resort-style amenities creates an opportunity that's hard to find. Don't miss your chance to own a piece of the magic in one of Florida's most desirable vacation destinations.

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

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

Remarks: Welcome to the best of Florida resort life! This 8 bedroom 6 bathroom house has all you can ask for and more! Fully furnished, this home is ready for an immediate occupancy, whether you're seeking an ideal AirBNB/Short-Term Rental or a personal vacation/ winter time residence. Airy and bright, the open-concept floor plan connects the living, dining, and kitchen areas, providing the perfect layout. The sliding doors in the family room area lead you directly to the pool patio area, creating a seamless indoor-outdoor living experience. An oversized heated pool with a jacuzzi and large patio space allows for cookouts, pool parties and watching the sunsets. The first-floor primary suite with a private bathroom and direct access to the lanai provides you a great personal space. An additional first-floor bedroom offers flexibility. Upstairs, there are six more spacious bedrooms and a loft space suitable for movie nights or a play area.  Located in the luxurious community of Windsor at Westside, you'll have access to a variety of resort-style amenities, including a grand clubhouse, fitness center, lazy river, and more. Theme parks , beaches and shopping are just a short drive away, you'll have endless entertainment options at your fingertips. The HOA covers cable, internet, lawn care, trash, 24 hr security guard for a smooth and worry free life style. Make your appointment today! Equal Opportunity Housing.

Listing is courtesy of: LAWHUN ENTERPRISES IV, LLC DBA:FLORIDA REALTY INVESTMENTS IV (407-207-2220)

Listing Agent: Magdalena Danos, Pll (407-760-9286)

Remarks: Under contract-accepting backup offers. Located in one of Central Florida’s most desirable and convenient areas, this 4-bedroom, 2.5-bathroom home combines prime location with unmatched lifestyle and investment potential. Just minutes from Walt Disney World®, and 25–30 minutes from Universal Studios® and SeaWorld®, plus close to Orlando Premium Outlets, dining, golf, and entertainment, everything Central Florida offers is within easy reach. With NO HOA, NO CDD, and NO restrictions, the property gives you complete freedom — perfect for a personal residence, long-term lease, or short-term vacation rentals like Airbnb or VRBO. Exceptional location and unforgettable experiences: enjoy quick access not only to world-class theme parks but also to Island H2O Live! Water Park and the vibrant Margaritaville Resort Orlando entertainment district — a dynamic, growing area filled with dining, shopping, and family fun just minutes away. From Disney Springs and Old Town Kissimmee to Sunset Walk and premium outlets, this home offers the perfect blend of everyday living, lifestyle enjoyment, and investment flexibility in the heart of Central Florida.

Listing is courtesy of: UNITED REALTY GROUP INC (954-450-2000)

Listing Agent: Yashira Arroyo Colon (407-864-4904)

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

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

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

Remarks: Welcome to resort-style living in the sought-after 55+ guard-gated community of Four Seasons at Orlando. This beautifully maintained home at 1999 Kay Bay Trail offers comfort, security, and thoughtful upgrades designed for easy, relaxed living. From the moment you arrive, you’ll notice the care and improvements throughout the home. Enjoy your extended paver lanai (2023), perfect for morning coffee or evening gatherings, along with added gutters (2024), full-house crown molding (2023), updated blinds (2023), a screened patio (2024), and a security system (2023). The home also features a water heater with a built-in circulating pump for added convenience. Peace of mind comes standard here. A 22.000 kw standby generator ensures you’ll never be without power it automatically activates within seconds, so you can continue cooking, doing laundry, and enjoying your home without interruption. For added protection, all openings are equipped with motorized roll-down shutters, offering security during storms and strong winds. This is just a glimpse of what this home has to provide. Located near hospitals, shopping, dining, and world-famous attractions like Disney, you’ll have everything you need just minutes away. Come see it for yourself this may be the lifestyle and home you’ve been waiting for.

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

Listing Agent: Fernando Pavon Sosa (321-278-8555)

Remarks: Spectacular Fully Furnished Investment Apartment – Income Producing & Prime Location !!! Beautifully furnished and completely equipped apartment, turnkey and ready to generate income from day one on short-term rental platforms such as Airbnb and Booking. This stunning property has been professionally decorated and thoughtfully set up to provide guests with a comfortable and memorable stay. It is already producing strong rental income, offering the new owner not just a property, but a fully operational, income-producing business with proven performance. Ideally located just 10 minutes from Walt Disney World, 30 minutes from Universal Studios and Epic Universe, and surrounded by supermarkets, shopping, dining, and everyday conveniences. The property also offers quick access to major highways, allowing easy connectivity to all the most important areas of Orlando. An exceptional opportunity for investors seeking immediate cash flow in one of Central Florida’s most desirable short-term rental locations.

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

Listing Agent: Carola Garcia De Montenegro (407-616-5098)

Remarks: Welcome to your dream Florida getaway at 8491 Oasis Key Cove, nestled in the prestigious, guard-gated Emerald Island Resort. This expansive 7-bedroom, 4.5-bathroom residence comes fully furnished, offering a seamless transition for primary residents, vacation home seekers, or savvy investors looking for a high-performing short-term rental. The home is perfectly positioned on a quiet cul-de-sac with no rear neighbors, providing a private sanctuary for you to enjoy the screened-in pool and spa. Inside, the spacious floor plan and high ceilings create an inviting atmosphere, designed specifically for comfort and effortless entertaining. Beyond your private oasis, Emerald Island Resort offers a wealth of world-class amenities, including a luxury clubhouse, a fitness center with a sauna, a poolside Tiki bar, tennis and basketball courts, sand volleyball, mini-golf, and scenic nature trails. You are just minutes away from the magic of Walt Disney World, as well as premier Central Florida dining, shopping, and major attractions. As an added incentive for serious buyers, the Seller will offer a $20,000 credit with a full-price offer—the perfect opportunity to customize your new home or offset closing costs.

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

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

Remarks: The opportunity to own a well-located 3-bedroom, 2-bath ground-floor condo in one of the most desirable areas of Kissimmee, just minutes from Disney, major shopping centers, restaurants, and entertainment. Located at 8720 Rockingham Terrace, Unit B, this property offers a functional and spacious layout, with laminate flooring throughout the main living areas and tile in the wet areas, making it both practical and easy to maintain. The primary bedroom is thoughtfully positioned for privacy, featuring its own full bathroom and ample closet space. The two additional bedrooms are versatile and can comfortably serve as guest rooms, family bedrooms, or a home office—depending on your needs. The community itself is a big plus. Just steps from the unit, residents can enjoy a community pool, along with a tennis court and a playground, creating a great balance between relaxation and an active lifestyle. Whether you’re looking for a primary residence, a vacation property, or a high-demand rental investment, this condo checks all the boxes. Its location alone drives strong year-round rental demand, making it an excellent option for investors seeking consistency and long-term value in Central Florida. Opportunities like this—in a growing area with continued global demand—don’t come around often. This is a solid choice for both homeowners and investors looking to position themselves well in the Kissimmee market.

Listing is courtesy of: QUALITY REALTY USA (321-219-8206)

Listing Agent: Edgar Gurmeitte (407-715-5403)

Remarks: Under contract-accepting backup offers. Welcome to this fully furnished 6-bedroom, 3.5-bath pool home located in the highly sought-after Wyndham Palms community, just minutes from Disney and Central Florida’s top attractions. Designed for flexibility and income potential, this two-story residence offers 2,434 sq ft of heated living space and is approved for short-term rentals, making it ideal as a primary residence, second home, or investment property. The open and airy floor plan features high ceilings, crown molding, and a combined living and dining area, perfect for entertaining. The kitchen offers solid surface counters, ample prep space, and an eat-in dining area. The primary bedroom is conveniently located on the main floor, providing privacy and ease of access. Step outside to your private screened pool and heated spa, complete with child safety fencing—ideal for relaxing or hosting guests year-round. Additional highlights include a covered and screened patio, attached 2-car garage, and a furnished interior ready for immediate use. Residents of Wyndham Palms enjoy 24-hour guard-gated security and resort-style amenities including a community pool, fitness center, tennis courts, playground, and clubhouse, with cable, internet, grounds maintenance, and recreational facilities included. Situated in a prime Kissimmee location near shopping, dining, major highways, and world-renowned theme parks, this home offers the perfect blend of convenience, comfort, and opportunity.

Listing is courtesy of: REMAX SUNSTATE REALTY (416-450-7436)

Listing Agent: Jagdeep Dhamrait (416-450-7436)

Remarks: Nice 4 bed 2bath home close to Disney and has been a successful investment property for the Seller Priced to sell to allow for some updating. Roof 2018 and HVAC 2025

Listing is courtesy of: THE REAL ESTATE TEAM, INC. (407-343-0154)

Listing Agent: Alexandra Green (407-343-0154)

Remarks: Premier lot and perfect location with gorgeous water views and no rear neighbors! ** Brand New HVAC 2026 ** Brand New Water Heater 2026 ** Brand New Pool Filtration System 2026 ** Roof 2018. This beautiful, one-of-a-kind 4-bedroom, 2-bathroom single-family home in Four Corners, Kissimmee—comes FULLY FURNISHED. Owned and meticulously maintained by the original owners, this home features a highly desirable open floor plan. Enjoy peaceful pond views and lush greenery from your private screened-in pool—perfect for relaxing or entertaining. Ideal as a primary home or an income-producing investment with long - and short-term rental flexibility. Opportunities like this don’t last long!

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

Listing Agent: Nathan Meyer (865-789-0198)

Remarks: Come view this fully furnished 3-Bedroom, 2.5 bathroom townhome in beautiful Emerald Island Resort. Comes fully Furnished and located in the highly sought after Emerald Island Resort community. From the time you drive inside the community is lined with palm trees you will be amazed by the beauty of the community. Perfectly located just 10 minutes from the attractions like Walt Disney World, Universal Studios, and SeaWorld. The townhome is close to endless entertainment, dining, shopping and major roadways. Placing all of Central Florida at your doorstep. As part of Emerald Island Resort, you’ll enjoy all amenities, two community pools and hot tubs, relaxing sauna and a scenic walking trail, Indoor / outdoor Tiki bar, tennis, volleyball and basketball courts, clubhouse with a fitness center and social area. 24/7 gated security for peace of mind. You can have a primary residence, a vacation getaway home or a short-term or long-term rental investment property in the community. Don’t miss your chance to own this townhome in Emerald Island Resort. Contact your agent today and schedule your private showing.

Listing is courtesy of: AMERICAN IDEAL HOMES, LLC (407-908-8020)

Listing Agent: Bernard Scarpa (407-572-3022)

Remarks: Beautifully furnished and meticulously maintained 3-bedroom, 2-bath condo with a 1-car garage located in a gated, resort-style community. This corner unit offers a spacious open floor plan with a screened patio and is being sold fully furnished, making it ideal as a primary residence, vacation home, or short-term rental investment. Recent updates include granite countertops, luxury vinyl plank flooring throughout, new ceiling fans, updated smoke detectors, a Wi-Fi thermostat, and newer furnishings. The HOA fee includes cable, internet, landscaping, and exterior maintenance, including building painting and tile roofs. Community amenities include a resort-style pool and spa, splash pad, fitness center, clubhouse, game room, playground, waterfront walking trail, pet stations, and courts for tennis, basketball, volleyball, and pickleball. Conveniently located near shopping, dining, and entertainment along US-192, with easy access to I-4, 417, and 429. Just minutes from Walt Disney World, Celebration Town Center, and other major attractions.

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

Listing Agent: Kenny Medina (407-412-4190)

Remarks: This beautifully furnished 5-bedroom, 4.5-bath townhouse offers an exceptional investment opportunity just minutes from Walt Disney World. Located in the highly desirable Windsor at Westside Resort—one of Orlando’s premier short-term rental communities—this home is designed to impress guests and maximize rental income. The property features a professionally curated furniture package, high-end décor, and luxurious finishes throughout. The fully equipped chef’s kitchen opens to a spacious dining area and comfortable family room, creating an ideal layout for entertaining and hosting large groups. With generous bedroom suites and stylish living spaces, this home delivers both comfort and convenience for vacationers. Windsor at Westside provides world-class resort amenities, including an impressive clubhouse with guest check-in, a fitness center, resort-style pool with lazy river, splash zone, indoor/outdoor restaurant and bar, outdoor firepit, sports courts, and a playground. The community’s strong reputation and extensive amenities make it a top choice for visitors seeking a high-quality vacation experience. Whether you’re looking for a personal getaway or a high-performing short-term rental, this property offers the perfect blend of luxury, location, and income potential in one of Central Florida’s most sought-after resort communities.

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

Listing Agent: Eugene Phillip (407-900-6095)

Remarks: Step into a world of high-yield luxury and Disney-area magic with this premier top-floor, 3-bedroom, 2-bathroom sanctuary at the legendary Windsor Hills Resort! Fully furnished and reimagined at the start of 2026, this gem offers a turnkey experience for modern buyers. Standout features added this year include new quartz kitchen countertops, new appliances (stove & fridge), and new bathroom counters, vanity sinks, and faucets, complemented by newly resurfaced bathtubs, shower stalls, and surrounding tiles. The interior shines with luxury vinyl flooring in all bedrooms, new ceiling fans in the living room and master, and a complete furniture refresh featuring a new sofa, coffee table, and a 55" Samsung Smart TV in the living area. Each bedroom is optimized for comfort, from the master’s new desk and 50" Samsung TV to the second bedroom’s queen-size bed and the third bedroom’s new twin-over-double bunk bed. For the savvy investor, this property is a certified powerhouse, boasting a 2025 gross Airbnb income of $43,300. Managed with ease via a Schlage smart lock and Nest thermostat, the condo sits within a resort offering a lagoon-style pool, water park, fitness center, and cinema, all just minutes from Central Florida’s world-class attractions, dining, and shopping. Don’t just buy any property; own a proven, high-performance vacation home!

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

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

Remarks: Welcome to 7790 Teascone Blvd!Discover the charm of this beautifully maintained home in the desirable Windsor Hills community. With 5 spacious bedrooms and 5 bathrooms, this residence offers ample space for relaxation and entertainment.Spacious living areas perfect for family gatherings or cozy nights, comfortable bedrooms with plenty of natural light, stunning pool and spa in the backyard, ideal for creating unforgettable memories. Located in the heart of Kissimmee, this property provides easy access to:Amusement parks, schools, shopping centers and plenty of entertainment options near by. Enjoy the perfect blend of convenience and peaceful living. The house has been freshly painted (April 2025), and new pictures have been added to showcase its vibrant new look. This home is sold fully furnished and ready for you to move in and make it your own. Schedule a Viewing today, don't miss out on this opportunity! Contact us today to schedule a viewing and experience the charm of 7790 Teascone Blvd for yourself.

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

Listing Agent: Giselle Crestani Dimitratos (718-350-0350)

Remarks: Your 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. YOUTUBE VIDEO STREAMING TOUR: https://youtu.be/C5YPkil2GuA

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

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

Remarks: Buyer Financing fell thru. Experience elevated resort-style living in Four Seasons at Orlando, Central Florida’s premier 55+ guard-gated active adult community located just minutes from Walt Disney World in the highly sought-after Four Corners area of Kissimmee. This beautifully maintained 2018 K. Hovnanian residence offers approximately 1,904 square feet of thoughtfully designed living space with 3 bedrooms and 2 bathrooms, blending comfort, privacy, and sophisticated Florida living. The open-concept layout creates an inviting atmosphere for both everyday living and entertaining, anchored by a well-appointed kitchen featuring 42”cabinetry, walk in pantry, stone countertops, high-end stainless steel appliances with gas stove top and a seamless flow into the living and dining areas. The primary suite offers a peaceful retreat with a spacious walk-in closet and private bath, while the additional bedrooms feature beautiful wood flooring, creating warm and elegant guest or office spaces. Designed for comfort and peace of mind, the home includes a whole-home central vacuum system, water softener/filtration and a whole-house Generac generator, providing both convenience and security. Outdoors, the property truly shines with a screen-enclosed private salt water pool and spa, heated by natural gas allowing for year-round enjoyment while taking in serene golf course views with additional privacy screens for enhanced tranquility. The home is ideally positioned on a premium corner lot backing to the golf course, offering scenic views. Additional features include tile flooring throughout the main living areas, ceiling fans, roman shades throughout, irrigation system, natural gas connection, and a two-car attached garage. Residents of Four Seasons at Orlando enjoy access to the impressive Four Seasons Golf and Sports Club, a resort-style clubhouse featuring pools, fitness center, pickleball and tennis courts, walking trails, social events, and an active lifestyle calendar designed specifically for residents 55 and better. Ideally located near ChampionsGate, Reunion, Margaritaville, major highways including I-4 and SR-429, world-class golf, shopping, dining, medical facilities, and Orlando International Airport, this exceptional home offers the perfect combination of luxury active adult living, privacy, and convenience in the heart of Central Florida.

Listing is courtesy of: WATSON REALTY CORP. (407-589-1600)

Listing Agent: Dominique Anthony (407-603-1868)