Homes For Sale in Kissimmee 34747 - 663 homes

Remarks: Stunning 7-bedroom, 6-bathroom plus 1 half-bath home beautifully decorated and meticulously maintained. Situated on a corner lot just steps from the Club House, this residence features a private pool, spacious living areas, and a versatile floorplan perfect for family, guests, or short-term rental investment. Enjoy the Florida lifestyle in this highly desirable community — bright, open rooms and premium amenities make this home truly exceptional!

Listing is courtesy of: POINTON REALTY INC (407-395-2860)

Listing Agent: Andrea Pointon (407-446-4414)

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: Welcome to your own slice of paradise in Margaritaville Resort Orlando , where lifestyle, location, and income potential come together effortlessly . This beautifully designed Cottage Floorplan 1539 C offers 3 bedrooms and 3 full bathrooms, perfectly suited for a vacation home, or high performing short term rental near Walt Disney World . Ideally located within WALKING DISTANCE to the resort pool, spa, fitness center, and premier amenities, this home places you in the heart of one of Kissimmee’s most desirable vacation communities. Inside, the open concept layout creates a bright and inviting atmosphere, featuring upgraded countertops, stainless steel appliances, and stylish wood look tile flooring throughout the main living areas. The spacious primary bedroom offers a private retreat with its own en suite bathroom, while the additional bedrooms are thoughtfully positioned to provide comfort and flexibility for guests. This home is offered FULLY FURNISHED with the MRO approved City Furniture Key West Sunset package, including furnishings, décor, TVs, window treatments, kitchen essentials, linens, and more. Truly turnkey and ready to enjoy or generate immediate rental income. Margaritaville Resort Orlando delivers an unmatched resort experience with multiple pools, a full service spa, fitness center, and direct access to Island H2 O Water Park. Just minutes away, Sunset Walk offers a vibrant mix of dining, entertainment, shopping, and live music. Whether you are looking to relax, invest, or do both, this property offers the perfect opportunity to own in a premier short term rental community near Disney and the best of Central Florida attractions.

Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)

Listing Agent: David Hung (407-417-0464)

Remarks: TURN-KEY INVESTMENT OPPORTUNITY! 8-BED LUXURY POOL HOME JUST MINUTES TO DISNEY! Welcome to your ultimate dream vacation home or high-performing short-term rental (Airbnb/VRBO) located in the highly sought-after Windsor community! Perfectly designed to accommodate large groups and multiple families to maximize your rental income. HOME FEATURES: Step inside to a modern, open-concept floor plan with high ceilings that seamlessly connects the fully-equipped chef's kitchen, dining area, and spacious family room. Head outside to your private, screened-in lanai where you will find a sparkling pool and a relaxing SPA—the absolute perfect backyard oasis to unwind after a long day at the theme parks. RESORT-STYLE AMENITIES: Located in a premier, secure gated community, you and your guests will have access to world-class resort amenities. Enjoy the massive luxury clubhouse, resort-style pool, lazy river, fitness center, playground, and more! It truly offers a 5-star resort lifestyle. UNBEATABLE LOCATION: Location is EVERYTHING! Situated in the prime 34747 zip code, you are just a short drive to Walt Disney World, world-class golf courses, and fantastic dining options on Hwy 192. Easy access to major highways and Orlando International Airport (MCO). Whether you are looking to expand your lucrative investment portfolio or seeking the perfect family getaway home, this property checks all the boxes. Properties of this size and in this prime location do not last long—act fast!

Listing is courtesy of: MULTI CHOICE REALTY LLC (352-404-6542)

Listing Agent: Mingke Li (352-973-2303)

Remarks: Bank-Owned Property! Great opportunity to make this 6 bedrooms 5 baths home your next primary or investment home. Perfectly situated within the exclusive, gated community of Emerald Island Resort, this massive home offers the ideal blend of comfort and resort-style living. Featuring an open-concept floor plan, the property boasts a private pool, along with four en-suite bedrooms—providing added convenience and privacy for residents and guests alike. The spacious primary suite is located on the main floor and includes a relaxing garden tub and a separate walk-in shower. Residents of Emerald Island Resort enjoy access to a wide range of amenities, including multiple community pools, volleyball, basketball, and tennis courts, a fitness center, sauna, and scenic nature trails. Conveniently located just minutes from Disney, shopping centers, top-rated schools, and major highways, this home truly offers both lifestyle and location. Recent upgrades include a new AC unit and fresh exterior paint, making this property move-in or rental-ready. Whether you're looking for a primary residence, vacation home, or investment opportunity, this property checks all the boxes.

Listing is courtesy of: HORIZON WEST REALTY (407-966-7653)

Listing Agent: Carmen Gonzalez (407-361-0149)

Remarks: Income-producing five-bedroom, four-bathroom corner townhouse located in Paradise Palms Resort. The property is being sold fully furnished with updated furniture, offering a turnkey setup. The home features an open floor plan with combined living and dining areas, providing a functional layout for everyday use. The kitchen is equipped with stainless steel appliances, granite countertops, and ample cabinet space. Sliding glass doors lead to a private screened-in pool with pond views, creating a separate outdoor area for relaxation. One bedroom and a full bathroom are located on the first floor, with additional bedrooms upstairs, allowing for flexible use of space. The corner unit location provides added privacy and natural light. Situated directly across from the clubhouse and community pool, the property has convenient access to resort-style amenities, including a pool, fitness center, sauna, arcade, basketball courts, and gated entry. Located within close proximity to Disney and other major attractions, with easy access to shopping, dining, and major roadways.

Listing is courtesy of: ALVES AND HOWELL REALTY (407-750-2171)

Listing Agent: Gabriel Mantovani (407-637-9878)

Remarks: Welcome to this beautifully maintained 5-bedroom, 5-bath pool home located just 5 miles from Walt Disney World® in the highly desirable Windsor Hills Resort. Situated on a premium corner lot with a west-facing front and unobstructed conservation views, this property offers privacy, strong rental appeal, and an ideal layout for both personal use and short-term rental investment. The open floor plan features a spacious central living area with multiple dining options including a formal 8-seat dining table, breakfast nook, and kitchen bar seating. The fully equipped kitchen overlooks the main living space, creating an ideal setup for entertaining. The converted garage has been transformed into a game room complete with a pool table and gaming area, perfect for those days lounging around. The first floor includes a primary suite with private ensuite bath, along with two additional guest bedrooms—each with their own bathroom. Upstairs you’ll find two themed bedrooms, both with private baths. Upgraded vinyl flooring (2022) enhances all bedrooms. Head outside to your private pool area, enjoy Florida living in the screened-in lanai for added tranquility. Recent updates include new vinyl flooring (2022), new second-floor AC unit (2022), and new pool pump (2024) The HOA fee includes lawn service, irrigation maintenance, daily valet trash pickup, internet, basic cable and a 24/7 manned guard gate. Community amenities include a large clubhouse, tropical setting community pool with water park slide, zero entry pool, open air lounge center, convenience store, fitness center, movie theater, billiards/game Room, table tennis, lighted basketball & tennis courts, sand volleyball court, putting green, RV/Boat parking area, two kiddie park/playgrounds. Located just minutes from Disney parks, major attractions, dining, shopping, championship golf courses, major airports, and Florida’s famous beaches, this is an exceptional opportunity to own a turn-key home in one of Central Florida’s most desirable resort communities. This home is sold fully furnished and ready for you to move in and make it your own. 2026 upcoming bookings may convey to the new owner if the current property manager is retained. Excellent opportunity for a primary residence, vacation home, or income-producing property. Schedule a Viewing today, don't miss out on this opportunity!

Listing is courtesy of: MAINFRAME REAL ESTATE (407-513-4257)

Listing Agent: Katie Bray (407-779-6677)

Remarks: PRICE IMPROVEMENT! SELLER MOTIVATED! *** Back on the market with recent upgrades *** Beautiful fully furnished 3-bedroom townhouse in a prime Kissimmee location, just 10 minutes from Disney. This well-maintained property features 2 full bathrooms plus a convenient half bath, offering comfort and functionality for residents and guests. Move-in ready and ideal for a primary residence, vacation home, or income-producing property with short-term or long-term rental potential. The home includes all furnishings with numerous recent upgrades: brand-new bedding throughout, new living room sofa, new area rug, new dining table and chairs, new kitchen breakfast table, and new light fixtures. The living room TV and the master suite TV are also brand new. The property is exceptionally clean and well cared for, with professionally cleaned carpet and inviting, comfortable living spaces. Excellent location with convenient pedestrian access to Walmart via the same sidewalk and close proximity to restaurants, shopping, and major attractions.Turnkey opportunity in one of Kissimmee’s most desirable areas

Listing is courtesy of: IDEAL REALTY GLOBAL (407-775-1799)

Listing Agent: Roseli Pereira (407-793-7345)

Remarks: Under contract-accepting backup offers. Beautiful and fully furnished 4-bedroom, 5-bath townhome located in the exclusive Magic Village Resort, just minutes from Disney. Offering 2,356 sq ft of modern living space, this two-story home features a sleek kitchen, open-concept layout, spacious suites, and a private balcony. Ideal for personal use or short-term rental investment. The resort offers premium amenities including concierge services, clubhouse, fitness center, and more. A prime opportunity in one of Central Florida’s top vacation rental communities!

Listing is courtesy of: FLORIDA CONNEXION PROPERTIES (407-574-2636)

Listing Agent: Catarina Ferlin Farah (407-232-4936)

Remarks: Short Sale. LOWEST PRICED 7 BEDROOM! Turnkey 7-Bedroom Vacation Home in Windsor at Westside – Active Short-Term Rental! Welcome to 1861 Nice Court, a beautifully furnished and actively producing 7-bedroom, 5-bathroom short-term rental located in the sought-after Windsor at Westside Resort. With 3,281 sq ft of living space, this stunning home is designed to impress guests and maximize occupancy—making it the perfect investment property or vacation retreat near the magic of Disney. Step inside to a bright, open-concept layout featuring a spacious living area, modern kitchen with stainless steel appliances, and generous dining space ideal for large families and groups. This home offers multiple ensuite bedrooms and themed guest rooms that delight visitors of all ages and keep bookings strong year-round. The private screened-in pool and patio provide the perfect place to unwind after a day at the parks, offering your guests the relaxation and resort-style experience they’re searching for. Located in the gated, 24-hour resort community of Windsor at Westside, owners and guests enjoy unmatched amenities including an 8,000+ sq ft clubhouse, fitness center, resort-style pool, waterslide, lazy river, volleyball court, tennis courts, and a full activity-filled play zone. The HOA covers lawn maintenance, internet, cable, daily valet trash service, and access to all resort amenities—making ownership truly hassle-free. Just minutes from Walt Disney World, Margaritaville, Sunset Walk, shopping, dining, and major attractions, this property offers strong rental history, excellent future booking potential, and a turnkey setup ready for its next owner. Whether you're looking to expand your STR portfolio or secure a high-performing vacation home, 1861 Nice Court is an exceptional opportunity in one of Central Florida’s premier resort communities.

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

Listing Agent: Michael Steward (386-243-9585)

Remarks: Under contract-accepting backup offers. Welcome to this stunning condo in the highly desirable Caribe Cove Resort. This fully renovated 2 bedroom, 2 bath residence delivers comfort, style, and income potential all in one. Whether you plan to live here full time, lease long term, or generate short-term rental revenue, this property fits your goals. Inside, you will find a fully furnished interior with clean lines, updated finishes, and a warm, modern design. The open concept floor plan connects the kitchen, dining, and living areas, creating a bright and functional space that feels both spacious and inviting. Perfect for relaxing after a day at the parks or hosting guests with ease.

Listing is courtesy of: LIFESTYLE INTERNATIONAL REALTY (305-809-8085)

Listing Agent: Rodrigo Marsal (407-431-8503)

Remarks: Beautiful home located in the fabulous Solara Resort, The house features an open floor plan with 4 bedrooms and 3.5 bathrooms and it is offered fully furnished, ready to use as residence, vacation home or investment property. Solara Resort features one of the most amazing Clubhouse amenities with a gated entrance, full water complex, splash pad & water slide, FlowRider Surf & Wake simulator, basketball court, sand volleyball court, fitness center, game room, playground, restaurant & bars, and much more. Perfectly located off US-192, nearby highways I-4 and US-27, just 8 miles to world class theme parks, and a short commute to world-famous Orlando Area Attractions, and Local Beaches. This amazing two-story home is perfect for you and your family! Don't miss this opportunity!

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

Listing Agent: Marcia Aguiar (321-286-6038)

Remarks: TURNKEY • FULLY FURNISHED • PROVEN INCOME PRODUCER Back on market due to buyer’s employment-related relocation restrictions—no fault of the property. Second chance to make this home yours! High-performing short-term rental with nearly $56,000 in 2025 revenue and strong future bookings already in place for 2026. This 5-bedroom, 5.5-bath home features an open main level with a guest suite, upgraded kitchen, and great room. Enjoy a private heated pool and spa, plus a converted game room for added guest appeal. Upstairs offers a loft and four ensuite bedrooms. HOA covers pool service, lawn care, and landscaping, internet, trash and surity. Located in Encore at Reunion Resort, offering a water park, fitness center, sports courts, dining, clubhouse, and concierge services. 3D tour available—schedule your private showing today.

Listing is courtesy of: REDFIN CORPORATION (407-708-9747)

Listing Agent: Nancy Postorino (908-636-0482)

Remarks: Upon entering the Malibu III, guests are greeted by a grand foyer that leads to a home built for entertaining. The kitchen features an expansive island complemented with granite counter tops, a chef-worthy walk-in pantry, a dining room, and stainless-steel appliances. At 3,500+ square feet, the Malibu III boasts 7 bedrooms, 6.5 bathrooms, a 2nd-floor loft and a gathering room bathed in natural light from the adjacent lanai. The Malibu III includes 2 owner's suites, with one located on the 1st floor. Featuring generous walk-in closets and a bathroom with a double sink vanity, the owner's suites are the perfect oasis for guests to relax and unwind after a long day. Melt away stress and take advantage of the Florida heat by taking a dip in the home’s adjoined private covered pool.

Listing is courtesy of: MATTAMY REAL ESTATE SERVICES (407-440-1760)

Listing Agent: Amanda Warren (321-662-0779)

Remarks: Welcome to your turnkey income-producing retreat at Encore Resort at Reunion. Situated on a rare 0.28-acre lot, this home offers an exceptionally large backyard, perfect for guests seeking space, privacy, and a true resort-style experience. The southwest-facing pool is a major highlight, delivering sun throughout the day and into the afternoon, ideal for year-round enjoyment. The upgraded oversized pool features a sun shelf and spa, creating a true vacation atmosphere. An outdoor kitchen completes the backyard, making it perfect for entertaining, relaxing, and maximizing rental appeal. Inside, the home has been fully refreshed with all-new furniture and is thoughtfully designed for short-term rental guests. Custom superhero mural artwork adds a fun, memorable touch that sets this property apart and attracts bookings, especially families and repeat visitors. Located within the highly desirable Encore Resort, the home is fully set up and ready for short-term rentals, offering owners great income potential. Encore’s resort-style amenities include a water park with slides, clubhouse, fitness center, sports courts, playgrounds, dining options, and more, all just minutes from Disney, Universal, and world-class golf. Whether you’re looking for a strong-performing investment, a vacation home, or both, this property delivers on space, style, sun exposure, and resort living. A rare opportunity in one of Central Florida’s most sought-after vacation communities.

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

Listing Agent: Lisa Grinceri (407-533-3050)

Remarks: Welcome to this beautifully updated beach-themed oasis, a fully renovated and furnished STR home located in the heart of Kissimmee. This property underwent a complete renovation in 2022, featuring a modernized kitchen with updated cabinetry, countertops, and appliances, along with new flooring and fresh interior paint throughout. Major capital improvements include a new roof (2022) and a recently resurfaced private pool (2025), offering peace of mind and long-term value. Designed for both comfort and functionality, each bedroom features its own dedicated full bathroom, providing privacy and convenience for guests—an setup for STR and multi-family use. The home also includes a converted garage game room equipped with ping pong, foosball, and arcade games, creating a fun and engaging entertainment space that enhances guest experience and rental appeal. The open-concept layout flows seamlessly to a screened-in lanai and private pool area, delivering the indoor-outdoor living experience for entertaining or relaxing after a day at nearby attractions. Located just minutes from Walt Disney World, shopping, dining, and major highways, this home is perfectly positioned for both strong STR income potential and long-term appreciation. The HOA provides exceptional value, including lawn service, irrigation maintenance, daily valet trash pickup, internet, basic cable, and a 24/7 manned guard gate for added security and convenience. Residents and guests enjoy access to a resort-style amenity package, including a large clubhouse, tropical community pool with water park slide and zero-entry access, open-air lounge, convenience store, fitness center, movie theater, billiards/game room, table tennis, lighted basketball and tennis courts, sand volleyball court, putting green, RV/boat parking area, and multiple playgrounds.

Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)

Listing Agent: Steven Koleno (804-656-5007)

Remarks: Motivated seller!!! $20,000 PRICE REDUCTION!!! Welcome to your vacation oasis! Nestled in the beautiful Emerald Island Resort, this 6-bedroom pool home is a true delight. Perfectly suited for short-term rental, this property boasts a new pool heater ensuring year-round enjoyment of the pool and spa, new roof in 2024, kitchen remodel, garage converted to game ready room, new paint throughout the home, all new smart televisions. . Currently in a rental pool with strong reservations, the projected revenue for 2025 exceeds $50,000, providing an attractive investment opportunity. Future reservations that are strong through October can stay with the home with continued use of current management company. The tastefully decorated interiors provide a clean slate for you to infuse your own magic touch. Home is loaded with potential! All furnishings will remain, facilitating a smooth transition. Owners and guests alike enjoy access to the resort's premier amenities, including 2 heated outdoor pools, a spa, dry sauna, fitness center, Tiki Bar, volleyball court, tennis, basketball & pickleball court, arcade, 2 playgrounds, and 11 acres of nature trails! Conveniently located with quick access to major theme parks, especially Disney World, being just 10 minutes away, this

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

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

Remarks: Welcome to this beautifully updated 3-bedroom, 3-bath townhome located in the highly sought-after Windsor Hills Resort, a premier guard-gated community just minutes from Walt Disney World. Ideal as an income-producing vacation rental, second home, or primary residence, this property combines thoughtful upgrades with an unbeatable location. A "Guest Favorite" on AirBnb, this townhome is primed and prepped for a turnkey vacation rental. The main living area features upgraded tile flooring throughout the downstairs living room and kitchen, offering a clean, modern look with durability and easy maintenance. The kitchen is well equipped with newer appliances including a brand new refrigerator (2026), new microwave, cooktop/oven, and dishwasher (2021), providing both functionality and style. Major mechanical updates include a new HVAC system (2021), water heater (2022), and saltwater pool pump and heater (2022), offering added peace of mind for future owners. Each of the three bedrooms includes its own bathroom, creating a comfortable and private layout for family and guests. Upstairs, the Star Wars–themed bedroom adds a fun and memorable touch that is especially appealing for short-term rental guests. A new washer and dryer (2025) further enhance the home’s turnkey appeal. Enjoy Florida living with your screened-in private splash pool, perfect for relaxing after a day exploring the parks. Windsor Hills Resort is known for its exceptional resort-style amenities, including a heated lagoon pool with waterslide, splash pad, clubhouse, fitness center, arcade, playground, tennis, basketball, and volleyball courts. With HOA-covered cable/internet, exterior maintenance and trash service, plus close proximity to world-class attractions, dining, and shopping, this townhome presents an outstanding opportunity in one of Central Florida’s most desirable resort communities.

Listing is courtesy of: STOCKWORTH REALTY GROUP (407-909-5900)

Listing Agent: Nikita Walker (407-739-9161)

Remarks: Welcome to an extraordinary opportunity in the highly sought-after Solara Resort in Kissimmee, Florida. This impeccably appointed 5-bedroom, 4.5-bath townhome is a true statement of luxury, offering an exceptional furniture and décor package curated for both elegance and comfort. Whether as a private retreat or investment property, this townhome delivers an elevated vacation experience. From the moment you step inside, you are greeted by a open-concept layout featuring a designer kitchen with modern finishes, an elegant dining space, and a beautifully styled living room that flows seamlessly for effortless entertaining. Every detail has been thoughtfully selected — from statement lighting to premium finishings — creating a warm yet refined ambiance. The primary ensuite is conveniently located on the main floor, providing privacy and convenience. A stylish half bath with direct access to the private pool area enhances functionality for guests enjoying the outdoor oasis. The covered patio and private pool create the perfect setting for relaxation after a day at the parks. Upstairs, a spacious loft offers a secondary lounge or entertainment space. The upper level features two additional ensuite bedrooms and two more exquisitely themed bedrooms that share a full bath. Each themed room has been professionally designed to captivate all guests, making this home especially desirable for short-term rentals. A dedicated laundry closet completes the second floor for added convenience. Smart Thermostat, Private Pool and much more. Located just moments from the Solara resort clubhouse, residents and guests enjoy access to world-class amenities including a resort-style pool, fitness center, sports courts, dining options, and entertainment areas.

Listing is courtesy of: FLORIDA SPIRIT HOMES (407-396-4441)

Listing Agent: Gabriel Silva Andrada (321-666-0301)