Kissimmee Homes For Sale & Real Estate - 2681 homes

Remarks: Welcome to this beautiful 7 Bed/ 5.5 Bath luxury vacation/investment home with WATERVIEW, nested in one of the most popular resort in Orlando: Windsor at Westside. This Turnkey vacation home comes with high end furnitures and professionally decorated and can easily accommodate up to 15 guests. Some great features of this house include spacious family/dining room combo, variety of game tables in the garage and upstair loft, spacious private pool/hot spa area in screened patio, which make it perfect for family and friends to gather for entertainment. Open kitchen is equipped with high-end cabinetry, granite countertops, and stainless-steel appliances. Spacious master suites on both floors are available to provide more comfort and privacy for owners and guests. The Windsor at Westside Resort provides massive amenities, including 8,000 square feet resort-style clubhouse, resort-style heated pool and spa, wireless internet on the pool deck, lazy river, recreation center, poolside cabana, playground, volleyball, tennis, basketball, game room, restaurant, bar, relaxing lounge area with indoor/outdoor fireplace, TVs and much more... This community is also in close proximity from Disney World and other attractions, like Universal Studios, Sea World, Golf courses, and Shopping Centers.Come check out this luxury and low maintenance vacation home before it slip away. Schedule a private showing today.

Listing is courtesy of: KN PREMIER REALTY, INC (407-668-8888)

Listing Agent: Guanhua Zhang (407-668-8888)

Remarks: Welcome to this beautiful 5Bed/4.5 Bath fully furnished short term rental vacation home in Windsor At Westside. This townhouse features open kitchen with granite countertop, 42 in cabinetry, and stainless steel appliances, spacious living spaces, and private swimming pool. The Windsor at Westside Resort provides massive amenities, including 8,000 square feet resort-style clubhouse, resort-style heated pool and spa, wireless internet on the pool deck, lazy river, recreation center, poolside cabana, playground, volleyball, tennis, basketball, game room, restaurant, bar, relaxing lounge area with indoor/outdoor fireplace, TVs and much more... This community is also in close proximity from Disney World and other attractions, like Universal Studios, Sea World, Golf courses, and Shopping Centers. Schedule a private showing today...

Listing is courtesy of: KN PREMIER REALTY, INC (407-668-8888)

Listing Agent: Guanhua Zhang (407-668-8888)

Remarks: Step into this inviting 4 bedroom, 2.5 baths home in Kissimmee Built in 2020 with plenty of modern touches. Offering 1,960 sq.ft of comfortable living space. This two story home is designed for everyday living and entertaining. Great Lake View with screened lanai. Inside, you will enjoy a bright open layout, a chef's kitchen perfect for gatherings, and spacious bedrooms where everyone has room to relax. Conveniently located near shopping, dinning, schools, and major highways, this home combines comfort, convenience and value making it a wonderful choice for your next chapter.

Listing is courtesy of: VENOSA REALTY LLC (407-442-6164)

Listing Agent: Giuseppina Mottolese (407-716-5177)

Remarks: Welcome to this beautiful 4-bedroom, 3-bathroom townhome located in the highly desirable Paradise Palms Resort in Kissimmee, just minutes from Walt Disney World and Orlando’s world-famous attractions. This spacious property offers approximately 1,900 square feet of living space, combining comfort, style, and an ideal investment opportunity. The home features an open-concept layout with a bright living and dining area, perfect for entertaining or relaxing after a day at the parks. The kitchen is designed for convenience with ample cabinetry, modern appliances, and plenty of counter space. Upstairs and downstairs bedrooms provide flexibility for families and guests, making this property ideal as a vacation home, primary residence, or short-term rental investment. The home also offers a private outdoor area perfect for enjoying Florida’s beautiful weather. Located inside the gated Paradise Palms Resort, owners and guests enjoy access to resort-style amenities including a clubhouse, large lagoon-style pool with water features, fitness center, sports courts, movie theater, and more. Paradise Palms is one of the most sought-after vacation communities in the Disney area and allows short-term rentals, making this property a fantastic opportunity for investors looking to generate rental income while enjoying their own Florida getaway. Don’t miss the chance to own a property in one of Central Florida’s most popular resort communities.

Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)

Listing Agent: Mara Brasil (407-970-9935)

Remarks: Location, location, location! This luxury townhome perfectly combines modern design, convenience, and the Florida lifestyle in one of the most desirable areas of Kissimmee – minutes from Disney, Margaritaville, and the best shopping, dining, and entertainment in Central Florida. Built in 2023, this stunning residence includes 3 bedrooms and 3 full bathrooms across 1,360 sq ft of elegant living space. The open-concept floor plan features a bright and spacious living area that flows seamlessly into the designer kitchen, complete with stone countertops, stainless-steel appliances, and contemporary cabinetry — perfect for entertaining or enjoying family meals. Upstairs, you’ll find a comfortable and private primary suite with a large walk-in closet and a beautifully finished bathroom, while the additional bedrooms provide flexibility for family, guests, or a home office. Each bathroom showcases modern finishes and premium materials that enhance the home’s stylish feel. Enjoy maintenance-free living with an HOA that covers exterior care and common areas, allowing you to focus on what truly matters — relaxation and quality of life. The community features beautiful landscaping, well-kept streets, and a welcoming neighborhood atmosphere. Whether you’re seeking a primary residence, second home, or investment property, this luxury townhome at 3261 Tranquil Trail delivers the perfect combination of style, comfort, and prime location — just a short drive from I-4, world-class attractions, and everything Central Florida provides. The property currently has a tenant in place and can be sold either with the tenant (income-producing) or vacant at closing, depending on the buyer’s preference. La propiedad actualmente tiene un inquilino y puede venderse con el inquilino (generando ingresos) o desocupada al cierre, según la preferencia del comprador. Schedule your private showing today and see for yourself how beautiful this home truly is.

Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)

Listing Agent: Mara Brasil (407-970-9935)

Remarks: Are you looking for the perfect family home in a prime location? Look no further welcome home! This stunning 3,600-square-foot residence combines elegance and comfort with beautiful hardwood and tile floors throughout. The primary suite, located on the main floor, offers serene lake views and a luxurious ensuite with double vanities topped with marble, a soaking tub, and a separate shower. Also on the main floor, you'll find an additional bedroom with its own full bathroom perfect for guests or multigenerational living. Upstairs, there's plenty of space for everyone. A spacious loft with wood floors offers an additional living area. You'll also find four generously sized bedrooms, each with large closets, along with two well-appointed bathrooms to ensure comfort and privacy for both family and guests. The kitchen is a true showstopper with granite countertops, with brand-new appliances. Additional this home includes a newer roof, hot water heater, and AC system, as well as a three-car garage and an extended covered lanai perfect for entertaining where you can relax and enjoy breathtaking lake views and vibrant sunsets.

Listing is courtesy of: WEICHERT REALTORS HALLMARK PRO (407-870-8388)

Listing Agent: Regina Groccia (407-232-3092)

Remarks: Stunning LAKEVIEW townhome in Terra Verde Resort – a TRUE INVESTOR’S DREAM! This beautiful 4-BEDROOM, 3-BATHROOM property is located in one of Kissimmee’s most desirable GATED RESORT COMMUNITIES, and is SHORT-TERM RENTAL FRIENDLY, making it the perfect opportunity for Airbnb, VRBO, or other vacation rental platforms. Offering BREATHTAKING LAKE VIEWS from your private courtyard, this home delivers the ultimate Florida vacation experience that guests love – and return for! For added peace of mind and reduced maintenance costs, the entire A/C system was REPLACED IN 2021, ensuring comfort and efficiency for years to come – a major plus for both owners and guests. Just a SHORT WALK TO THE CLUBHOUSE, your guests will enjoy WORLD-CLASS AMENITIES including a RESORT-STYLE HEATED POOL, poolside tiki bar, modern fitness center, sports courts, playgrounds, mini golf, a scenic lake with fishing pier, nature trails, and 24-HOUR GATED SECURITY. Its PRIME LOCATION puts you MINUTES FROM DISNEY PARKS, shopping outlets, restaurants, and major highways – ensuring YEAR-ROUND BOOKING POTENTIAL. Whether you’re looking to grow your investment portfolio or secure a HIGH-DEMAND VACATION HOME that also generates income, this property offers the perfect combination of LOCATION, LIFESTYLE, AND PROFITABILITY. Fall in love with the view, the amenities, and the INCREDIBLE ROI POTENTIAL. Schedule your showing today and take the first step toward owning one of the BEST SHORT-TERM RENTAL PROPERTIES in Central Florida!

Listing is courtesy of: THE FLORIDA LOUNGE REALTY LLC (786-241-7619)

Listing Agent: Alessandra Jardim (786-277-6005)

Remarks: Under contract-accepting backup offers. Welcome to this charming 3-bedroom, 2-bathroom single-story home offering comfort, style, and functionality. The heart of the home features a modern kitchen with white cabinets, sleek granite countertops, and stainless steel appliances—perfect for both everyday living and entertaining. Enjoy the easy-care tile and vinyl flooring throughout, providing a clean and contemporary feel. Step outside to a spacious, fully fenced backyard ideal for extras and relax year-round in the screened rear porch. Additional highlights include an attached garage for convenient parking and storage. Don’t miss your chance to own this beautiful move-in ready home! Corporate seller, selling as/is, may not know age of roof, ac, systems.

Listing is courtesy of: MAINSTAY BROKERAGE LLC (800-583-2914)

Listing Agent: Rochele Minerd (678-263-2640)

Remarks: Fantastic and beautiful 4 bedrooms, 2.5 bathrooms in KISSIMMEE, FL. Property is being sold “as-is” with right to inspect. It is the buyers and buyer’s agent responsibility to verify all room measurements, utilities info, lot size, schools zoning, building addition permits, building materials, along with all property information in this listing. All room measurements and dimensions are estimates.

Listing is courtesy of: CALEB SERAPHIN INC (754-354-7338)

Listing Agent: Caleb Seraphin (754-354-7338)

Remarks: Here is your opportunity to own one of the small number of single story 4 bedroom 4 bathroom homes that were built in the gated resort of Windsor Hills. The turnkey home is being sold fully furnished and features tasteful upgrades throughout including stainless steel appliances and solid stone countertops in the open plan kitchen. There are two ensuite primary bedrooms and two further bedrooms featuring two twin beds in each room. Ceramic tiling is featured throughout the main living spaces and in the bathrooms while the bedrooms are carpeted. At the rear of the property through any of the numerous sliding glass doors is a covered lanai, block paved deck and the south-facing screened in pool & spa, perfect for soaking up the Florida sun all day long! The 2-car garage is currently being used as an air conditioned games room equipped with a pool table, an arcade style video game, a table Foosball game, an air hockey table and a television. The roof is constructed using tiles as opposed to the more common asphalt shingles, alleviating any concerns about replacement or insurance worries. The resort offers many amenities for you to enjoy such as 24 hour gated manned entry point, a large zero-entry lagoon-style heated pool with water slides, tennis courts, fitness center, movie theater, sundry shop and cafe, and much more! Windsor Hills is one of the closest communities to Walt Disney World at just 4 miles to the main gates! This home is being sold fully furnished and is ready to live in or can continue to be used as an income producing short term rental property. As a very popular rental property on VRBO, a full rental history is available upon request.

Listing is courtesy of: CENTURY 21 EDGE (321-351-2121)

Listing Agent: Iain Robinson (407-334-3804)

Remarks: NEW ROOF INSTALLED 01/26. CANAL FRONT TO LAKE TOHO!!! Beautifully remodeled 4 bedroom 2 1/2 bath home with a screened in swimming pool! Florida room that was remodeled into a summer kitchen equipped with a vented grill, mini fridge, bar with sink and a mini split a/c for comfort with double sets of sliding glass doors going onto the pool deck. The kitchen features skylight, espresso cabinets, granite counters, a wine fridge, built-in wine rack stainless steel appliances, built in oven, built in microwave, cooktop, breakfast bar and eating space! You will fall in love with the hard wood and modern tile flooring throughout the home. The previous owner put in all new interior doors, ceiling fans and lighting. The primary bedroom comes equipped with dual sinks, a claw foot bathtub, and a walk-in shower. There is a fire pit deck area with plenty of room for outside seating outside the pool enclosure. This property has a large, fenced backyard with many fruit trees including Loquat, Peach, Papaya, Orange, Jack Fruit, Blueberry bush, Lychee, Mango, Lemon, 2 Avocado’s and a Banana tree all on an oversized corner lot with a 2-car garage and parking pad for up to 4 vehicles! Private community boat ramp is next to the house, and there is NO HOA FEES! The home is conveniently located near the Florida Turnpike with access to all major roads throughout central Florida.

Listing is courtesy of: FLORIDA REALTY RESULTS LLC (407-498-3838)

Listing Agent: Marie A Collins Pa (407-791-8232)

Remarks: Welcome to your FULLY FURNISHED Central Florida retreat—where luxury, flexibility, and investment potential come together just under 20 minutes from Walt Disney World. This impeccably maintained 5-bedroom, 4.5-bathroom home offers the perfect blend of comfort and opportunity, whether you’re searching for a primary residence, vacation getaway, or high-performing income property. All within the prestigious Solara gated community. Step inside to a bright, open-concept layout designed for modern living and effortless entertaining. The spacious kitchen is a true centerpiece, featuring sleek white cabinetry, stainless steel appliances, and a large island that flows seamlessly into the dining and living areas—ideal for hosting guests or relaxing. Large sliding glass doors lead you to your private outdoor oasis. Enjoy your own screened-in pool and covered lanai, creating the perfect space to unwind, entertain, or soak up the Florida sunshine in total privacy. Every detail of this home has been thoughtfully maintained, allowing for a truly move-in or rental-ready experience from day one. The generously sized bedrooms—including a luxurious primary suite—offer comfort and versatility for both owners and guests. Being sold fully furnished, this property is turnkey and ready to continue generating income immediately. Located within a highly sought-after resort-style community, residents and guests enjoy access to an incredible amenity package including a resort pool, splash park, shopping, recreational courts, poolside bar, and a fully equipped fitness center—delivering a true vacation experience without ever leaving the neighborhood. For investors, this property stands out with a proven high occupancy rate for short-term rentals, making it an exceptional income-producing opportunity in one of Central Florida’s most desirable areas. Whether you’re looking to live, vacation, or invest, this home checks every box. Schedule your private showing today.

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

Listing Agent: Christopher Silberlight (732-804-2719)

Remarks: Escape to the ultimate "Island Time" lifestyle with this stunning, fully furnished 3-bedroom, 3-bathroom townhome at 2993 Caribbean Soul Drive! This property is a jewel within the highly sought-after Margaritaville Resort Orlando, offering a true turnkey vacation experience. Its location couldn't be better—you're mere steps away from one of the resort's beautiful community pools, inviting you to dive into paradise the moment you arrive. Owners and guests enjoy access to the resort's phenomenal amenities, including multiple lagoon pools, a relaxing lazy river, the full-service St. Somewhere Spa, the Fins Up Fitness Center, delicious dining options, lively bars, and the adjacent Promenade at Sunset Walk entertainment district. This townhome is a dream acquisition for both vacation home buyers and savvy investors. Beyond the resort, you are perfectly positioned to enjoy Central Florida's best, with Walt Disney World, world-class dining, premium shopping, and all the region's top attractions just minutes away. Secure your piece of paradise and a reliable income stream with this effortless, high-demand investment opportunity!

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

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

Remarks: BRAND NEW AC with 10 YEAR TRANSFERABLE WARRANTY! 5.99 INTEREST RATE for qualified buyers who use our preferred lender! PHASE 1 WATERFRONT 4 bedroom cottage in the heart of Margaritaville Resort located just 5 minutes from Disney! Just steps from the resort amenity area, this immaculately kept cottage is fully equip with Margaritaville Resort approved furnishings by Ethan Allen. This spacious open floorplan home has 4 bedrooms, all with their own en suite bathrooms and separate thermostats for each level, along with high end wood look tile, quartz countertops, wooden stairs, private owners closet, high ceilings, multiple private balconies, an outdoor shower, and so much more! The large fenced in patio features a private, heated pool, ample eating and entertaining space, and sweeping lagoon views. This property can be used as a full time residence, second home, or short term rental property. This resort style community features two large swimming pools, multiple restaurants and bars, fitness center, full service spa, lush and tranquil walking trails to all ends of the community, as well as a moments walk to all of the restaurants, bars, shops and entertainment that Sunset Walk has Low maintenance resort living includes fully maintained grounds, home exterior, lawn care, and 24/7 roaming security.

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

Listing Agent: Jenna Palmero (407-697-8727)

Remarks: Welcome to this move-in-ready, three-bedroom, two-bathroom home located in the desirable Buenaventura Lakes Unit 03 community. The residence features an inviting layout highlighted by tall ceilings in the living room, creating a bright and airy atmosphere that flows seamlessly through the main living areas. The kitchen is beautifully updated with sleek granite countertops and stainless steel appliances, serving as the functional and stylish heart of the home. Designed for comfort, the primary bedroom includes a large walk-in closet providing ample storage. Conveniently located near a variety of shopping, dining, and entertainment options, this property provides easy access to major highways and everything Kissimmee has to offer. Schedule your private showing today!

Listing is courtesy of: ENTERA REALTY LLC (888-216-6364)

Listing Agent: Robert Salmons (888-216-6364)

Remarks: Seller Motivated – Incredible Investment Opportunity! This luxury 8-bedroom, 5-bath vacation home in the highly sought-after Bella Vida Resort offers the perfect blend of comfort, style, and convenience in the heart of Kissimmee. LOW HOA! No CDD! Fully furnished and ready for guests, this home is ideal as a short-term rental or a family retreat. Inside, you’ll find a spacious open-plan living and dining area, perfect for gatherings, and a gourmet kitchen featuring two refrigerators, stainless steel appliances, solid-surface countertops, and a large island for entertaining. Themed bedrooms, crafted by a talented mural artist, bring a touch of magic to every stay, creating lasting memories for guests of all ages. Step outside to the screened patio with a private pool—an inviting space to enjoy the Florida sun or a refreshing swim. The garage has been converted into a stylish game room, while two laundry areas (upstairs & downstairs) add extra convenience for larger groups. Bella Vida Resort offers world-class amenities, including 24-hour gated security, a clubhouse with fitness center, movie and game rooms, resort-style pool & spa, playground, and basketball court. Ideally located just minutes from Disney, Universal, SeaWorld, shopping, dining, and major highways, this property provides both excitement and convenience. With low ownership costs and high rental potential, this is a rare opportunity to own a turnkey investment or vacation retreat in one of Central Florida’s premier resort communities. Schedule your showing today!

Listing is courtesy of: RATIO REAL ESTATE, LLC (407-674-0460)

Listing Agent: Xiaoyu Su (352-216-1257)

Remarks: Experience luxury living in the premier gated community of Tapestry! This stunning residence at 3020 Cardillino Way offers the perfect blend of modern elegance and resort-style comfort. From the moment you arrive, you’ll be captivated by the curb appeal and meticulously maintained surroundings. Inside, the home features a spacious, open-concept floor plan designed for contemporary living, boasting abundant natural light and high-end finishes throughout. The gourmet kitchen serves as the heart of the home, flowing effortlessly into the expansive living and dining areas—ideal for hosting family and friends. Living in Tapestry means more than just a beautiful home; it’s a lifestyle. Residents enjoy exclusive access to world-class amenities, including a zero-entry sparkling pool, a splash pad, a state-of-the-art fitness center, a grand clubhouse, dog parks, and scenic walking trails. Strategically located just minutes from The Loop, you’ll have premier shopping, dining, and entertainment right at your doorstep. With quick access to the Florida Turnpike and Osceola Parkway, you are perfectly positioned for a short commute to Orlando International Airport and all major theme parks. Whether you are looking for a forever home or a high-end investment, this property is a must - see. Schedule your private tour today and start living the Tapestry lifestyle!

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

Listing Agent: Luceyda Rodriguez Otero (407-301-8394)

Remarks: Under contract-accepting backup offers. BACK ON THE MARKET BUYERS LOSS YOUR GAIN!! SELLER MOTOVIATED / PRIME PARKING WITH ACTIVE MEMBERSHIP / ELEVATOR / POOL VIEW / ROOF TOP PATIO / FRESH PAINT INSIDE!! Welcome to Spectrum+ at Reunion!! Experience luxury and modern elegance in this fully furnished 4-bedroom, 3.5-bath condo, featuring breathtaking community pool views, the convenience of a building elevator and located in a prime location for parking. The kitchen stands as the heart of the home, showcasing upgraded cabinetry, quartz counters and a spacious pantry making it a culinary haven. The bright and airy living area, seamlessly flows into the kitchen, creating an ideal space for entertaining and daily living. Ascend to the upper level to find a versatile game room, an additional room with a full bathroom, and a family room that opens to an expansive balcony perfect for soaking in the serene views. Every inch of this home exudes sophistication, from the porcelain tile flooring to the upgraded recessed lighting and elegant window treatments throughout. The master suite offers a private retreat with a luxurious shower, double sinks with quartz countertops, and a spacious walk-in closet. Ceiling fans in every room ensure comfort and style. The highlight of this gem is undoubtedly the picturesque views of the community pool, complemented by resort-style amenities. Residents of Spectrum at Reunion have access to an exclusive clubhouse with a luxurious pool, fireplace, pool cabanas, a gathering room, activity room, gym and access to three PGA Championship golf courses. Enjoy the convenience of being just 40 minutes from Downtown Orlando, 30 minutes from Orlando International Airport, and 20 minutes from Disney and other major attractions. You can enjoy this luxurious townhome as your full-time residence, second home, or short-term rental. Schedule your showing today and see what resort living is about!

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

Listing Agent: Jenny Varrasse (386-837-6343)

Remarks: High-performing, income-producing short-term rental in one of Kissimmee’s most desirable vacation rental communities. This fully furnished 3-bedroom, 2.5-bath townhouse is a true turnkey investment, already generating consistent income with proven occupancy and rental history in place. Designed for maximum ROI, the property offers a functional open layout, strong guest appeal, and comes fully equipped to continue operations immediately—no setup needed. Located in a gated, resort-style community with high-demand amenities including multiple pools, spa, fitness center, and recreational areas that drive repeat bookings. Strategically positioned just minutes from Disney and Orlando’s top attractions, ensuring year-round rental demand and strong booking potential. An exceptional opportunity for investors seeking a ready-to-cash-flow asset in a high-traffic short-term rental market.

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

Listing Agent: Brendy Calderon (407-458-3235)

Remarks: SELLER MOTIVATED. OFFERING TO PAY FIRST YEAR OF HOA FEES AT CLOSING -OR- $8,000 TOWARD BUYER’S CLOSING COSTS. FULLY FURNISHED, MOVE-IN-READY. Welcome to this charming, three bedroom, two bath townhome in the RESORT-STYLE community, of West Lucaya Village, located less than 5 miles from DISNEY. Perfectly situated in the heart of Kissimmee, this property offers both convenience and lifestyle. You’ll find yourself close to popular restaurants, shopping and entertainment making every day living and vacation stays effortless. Step inside to a spacious and comfortable layout that blends modern living with low-maintenance ease. Spacious Primary bedroom located on the first floor with a private in-suite bathroom and walk-in closet. Kitchen has GRANITE countertops and STAINLESS STEEL appliances. Beautiful outdoor walkway, with no direct-facing neighbors. Whether you’re looking for your very own retreat near the magic of Disney or an investment opportunity with short-term rental potential, this Home is ready to meet your needs. Amenities include a POOL, SPA, CLUBHOUSE, FITNESS CENTER, PLAYGROUND, BBQ AREA, and a BARBER SHOP on site. Don’t miss your chance to own a slice of Kissimmee’s paradise. Perfect as a vacation home, investment property, or a comfortable place to call your own. SCHEDULE A SHOWING TODAY!

Listing is courtesy of: REALTY ONE GROUP ADVANTAGE (813-909-0909)

Listing Agent: Hope Owens Henry (646-996-8483)