Homes For Sale in Kissimmee 34747 - 853 homes

Remarks: *****UPDATED PRICE*******Your dream home awaits! Welcome to this stunning 5-bedroom, 4-bathroom pool home in the coveted Windsor Palms Resort, just minutes from Disney World and all the magic of Orlando. Whether you're looking for the perfect getaway, a short-term rental investment, or a family retreat, this fully furnished home is ready for you! Step inside and discover a bright, open space designed for comfort and entertaining. The spacious kitchen is fully equipped for all your culinary needs and seamlessly integrates with the dining and living areas, perfect for gathering with family and friends. Step outside to your private, screened-in pool and spa, where you can enjoy the Florida sunshine or a relaxing sunset dip after a day at the parks. The garage has been transformed into an exciting game room, with entertainment for guests of all ages! Each bedroom is thoughtfully appointed, offering plenty of space and style. The master suite features a luxurious ensuite bathroom and provides a tranquil retreat for relaxation. Located in the Windsor Palms Resort, with guard-gated access, you'll have access to the incredible resort amenities: a sparkling community pool, clubhouse, tiki bar, movie theater, fitness center, tennis courts, and much more. This home is approved for short-term rentals, fully furnished, and ready to generate income from day one. Perfect as a vacation home, investment property, or personal paradise—it's up to you! Key Features: 5 bedrooms | 4 bathrooms, private pool & spa, exciting game room, fully furnished and move-in ready, short-term rental approved, minutes from Disney, restaurants, and shopping, resort amenities included. Don't miss your opportunity to own this fun and profitable Florida home in one of Kissimmee's most desirable communities. Schedule your private showing today and make this home your own slice of paradise!

Listing is courtesy of: EPIQUE REALTY, INC. (888-893-3537)

Listing Agent: Ana Silva (407-770-8801)

Remarks: Luxury pool home less than 10 miles from Walt Disney World. Make this your new fulltime residence, or earn money on short-term vacation rentals. Top features include a heated pool and spa for year-round enjoyment, private water and conservation view from the pool deck/lanai, 4 full bathrooms with convenient bathroom access from the pool deck, single-story construction, all tile floors, modern open floor plan and split bedroom plan, and low HOA fee. Located within the high-demand Disney "Golden Triangle" resort area, this home is less than 15 minutes door-to-door to the Magic Kingdom and convenient to the extensive amenities right outside the Disney resort without the high resort fees at other properties. Five bedrooms and four bathrooms easily accommodate 10 people. The home works as a vacation rental or as a fulltime residence within easy reach of tens of thousands of Disney and tourism jobs.

Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)

Listing Agent: Barbara Liston (407-739-7182)

Remarks: The Crescent, a beautifully designed 3-bedroom, 2-bathroom home that blends modern luxury with everyday practicality. From the moment you walk up to the covered front porch, you’ll feel the charm and warmth this home radiates. Inside, you’re greeted by an open-concept layout that effortlessly flows from room to room — perfect for both entertaining and quiet evenings at home. The heart of the home is the chef-inspired kitchen, featuring gleaming quartz countertops, stunning white cabinetry, a large kitchen island, and ample prep space that makes cooking a joy. The primary suite is a private retreat, complete with a spa-like en-suite bathroom and not one, but multiple walk-in closets to fit your every need. Two additional bedrooms offer flexibility for guests, a home office, or a growing family. Relax under the covered back porch, ideal for morning coffee or evening gatherings, rain or shine. Every detail in The Crescent was thoughtfully chosen to combine elegance with function.

Listing is courtesy of: LGI REALTY- FLORIDA, LLC (904-449-3938)

Listing Agent: Gayle Van Wagenen (904-449-3938)

Remarks: Short Sale. Welcome to your own slice of paradise in Margaritaville Resort Orlando! This unfurnished residence offers the perfect opportunity for a primary home, long-term rental, or investment property. Located just a 5-minute walk to shops, restaurants, grocery stores, and entertainment, convenience is at your doorstep. The home features an open layout with plenty of natural light and a relaxed, tropical feel throughout. Offered at a competitive price, this unit is ready for your personal touches—create your dream retreat in one of Central Florida’s most desirable communities. Enjoy the laid-back lifestyle Margaritaville is known for, with access to resort-style amenities and a location just minutes from Walt Disney World, I-4, and major attractions. Don’t miss this opportunity to invest in a flexible, well-located property where every day feels like a vacation.

Listing is courtesy of: REALTY ONE GROUP MVP (800-896-8790)

Listing Agent: Troy Funk (941-241-3850)

Remarks: Peaceful living at its finest in Happy Trails, a gated community, minutes from the Disney Resort! Renovated 4/3 main house with separate 927 sf in law quarters and office/studio with 483 sf. This property is ideal for extended and multi generational families. Brand new kitchen with solid wood cabinets, butler's pantry, quartz countertops and stainless steel appliances. All 3 bathrooms remodeled in 2025 with quartz countertops, wood cabinets and high end fixtures. Brand new engineered wood flooring with wide baseboards installed throughout and interior freshly painted. Ugrades include new hot water heater 2025, Metal roof 10/21, 2 zone ac 6/21 and new window treatments throughout. Bring your horses, this property is Equestrian ready with room in barn for horse stalls or large storage area & fenced paddock. Property includes 6.2 acres. There are 2 separate adjacent lots also available for sale.

Listing is courtesy of: UNITED REALTY GROUP INC. (407-250-4852)

Listing Agent: Mirta Sucena (786-367-7307)

Remarks: Under contract-accepting backup offers. 3D Home Tour & floor plan available by clicking on Virtual Tour 2 above. This is a must see, FULLY FURNISHED 8-bedroom, 7-bathroom home in ENCORE RESORT. It is the perfect blend of luxury and investment opportunity. A proven short-term rental performer. Designed to comfortably sleep up to 16 guests, the home features a spacious open floor plan combining the kitchen, dining, and living areas—ideal for entertaining and family gatherings. The layout offers two bedrooms on the main floor and six bedrooms upstairs, including TWO OWNER SUITES and a versatile loft area. Bedrooms are carpeted for comfort, while the main living areas and bathrooms feature durable tile flooring. Step outside to your own private retreat with a heated pool and spa, all overlooking a private backyard with no rear neighbors for added peace and relaxation. Encore at Reunion Resort includes a spectacular clubhouse, award-winning restaurant, a Water Park, full-service spa, two playgrounds, state-of-the-art gym, basketball, volleyball & tennis courts. The HOA fee covers 24-hour gated entrances & roaming security, trash pickup, & an annual exterior house cleaning. A concierge desk is available at the clubhouse to assist with booking tickets, meals, airline check ins, resort provided shuttles to parks, & more. Enjoy being minutes away from three golf courses and in the heart of attractions, shopping, dining and more. Call us today to schedule your private tour!

Listing is courtesy of: PALM CIRCLE REALTY (352-988-4975)

Listing Agent: Kelly French (352-988-4975)

Remarks: 3D Home Tour & floor plan available by clicking on Virtual Tour 2 above. Tastefully decorated with contemporary finishes, this exceptional 8-bedroom, 6.5-bathroom home is a great short-term rental opportunity in the sought-after Encore Resort. Designed to comfortably SLEEP UP TO 17 GUESTS, with an OPEN- CONCEPT FLOOR PLAN it is ideal for entertaining large families and groups. The main level features two bedrooms downstairs along with a seamless flow between the GOURMET kitchen, dining, and living areas. Tile flooring spans all main living spaces, while the bedrooms and loft are finished with plush carpet for added comfort. The garage game room, painted in a fun Mario Brothers theme, includes a ping pong table and basketball toss—perfect for guests of all ages. Step outside to your private lanai and enjoy the GORGEOUS HEATED IN-GROUND POOL WITH SPILLOVER SPA, ideal for relaxing after a day at the parks. A convenient poolside half bath adds functionality and enhances the guest experience. Upstairs, a large loft/media area serves as the ultimate entertainment hub, complete with 8 theater-style seats, three TVs, Xbox, PlayStation, and surround sound system—the perfect space for movie nights and game days. The second floor also includes six additional bedrooms, two with private en-suite baths, while the remaining four share two Jack-and-Jill bathrooms. Themed bedrooms featuring Disney Princesses and Star Wars add strong rental appeal. In addition, this residence is equipped with a NAPCO Commercial Firewolf fire alarm system. This system offers life saving benefits with early fire detection, Immediate audible & visual alerts (horns and strobes). It helps ensure safe evacuation. Designed to connect to a central monitoring station even works when the home is unoccupied. This FULLY FURNISHED, move-in-ready home offers an excellent opportunity for investors or second-home buyers looking for a high-demand vacation rental close to world-class attractions. Encore at Reunion Resort includes a spectacular clubhouse, award-winning restaurant, a Water Park, full-service spa, two playgrounds, state-of-the-art gym, basketball, volleyball & tennis courts. The HOA fee covers 24-hour gated entrances & roaming security, trash pickup, & an annual exterior house cleaning. A concierge desk is available at the clubhouse to assist with booking tickets, meals, airline check ins, resort provided shuttles to parks, & more. Enjoy being minutes away from three golf courses and in the heart of attractions, shopping, dining and more. Call us today to schedule your private tour!

Listing is courtesy of: PALM CIRCLE REALTY (352-988-4975)

Listing Agent: Kelly French (352-988-4975)

Remarks: Welcome to this fully furnished 3-bedroom, 3-bathroom townhome nestled in the gated community of Crestwynd Bay. This move-in-ready home offers a durable tile roof, a private concrete patio, and the rare bonus of no rear neighbors—just peaceful green conservation views for added privacy and tranquility. Inside, you'll find a spacious layout perfect for personal use or short-term rental. The HOA includes exterior maintenance, basic cable, internet, trash service, and access to community amenities like a pool and playground. Ideally located just minutes from Walmart, Disney World, and major resorts, with quick access to I-4, Osceola Parkway, Highway 192, and the 429 toll road, this home offers both comfort and convenience. Whether you're seeking a primary residence, vacation retreat, or investment property, this townhome delivers value and location in one.

Listing is courtesy of: THE FIRM RE (407-227-3345)

Listing Agent: Naf Zaman (407-580-5483)

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to this beautifully reimagined home in the heart of Celebration, where timeless community charm meets modern luxury living. Completely remodeled from top to bottom, this spacious 5-bedroom, 3.5-bath residence, including a private garage apartment, offers the perfect blend of comfort, flexibility, and style. From the moment you arrive, you’ll notice the fresh exterior paint, new landscaping with lush sod, extended driveway, and inviting curb appeal. Inside, the home feels bright, clean, and move-in ready with fresh interior paint, luxury vinyl flooring throughout most of the home, brand-new plantation shutters, and thoughtfully curated upgrades at every turn. At the center of the home is a stunning fully remodeled kitchen featuring luxury THOR stainless steel appliances, sleek quartz countertops, custom cabinetry, and a beautifully designed space that blends functionality with elevated style. The beautifully updated bathrooms, new AC systems for both the main home and garage apartment, and new hot water heaters throughout provide peace of mind and modern convenience. The spacious primary suite offers a true retreat, complete with a large walk-in closet featuring custom built-in cabinetry and shelving for exceptional organization and storage. Step outside to enjoy the sizable paver patio and backyard space, perfect for entertaining, relaxing, or enjoying Celebration’s year-round Florida lifestyle. The garage features a professionally sealed floor for easy maintenance and functionality, while the extended driveway easily accommodates multiple vehicles. One of the home’s standout features is the detached garage apartment, offering a flexible studio-style layout complete with a new efficiency kitchen featuring a refrigerator, microwave, sink, and a private ensuite full bath, ideal for guests, multigenerational living, a private office, or potential income opportunities. Perfectly positioned near Celebration Town Center, you can enjoy restaurants, shops, community events, scenic walking trails, and the weekly farmers market just moments from your front door. Celebration K-8 is conveniently located directly across the street, and Walt Disney World and Orlando’s world-famous attractions are only minutes away. Residents also enjoy access to Celebration’s exceptional community amenities including resort-style pools, tennis courts, basketball courts, splash pads, playgrounds, and miles of picturesque walking and biking trails. This is more than just a remodeled home, it’s an opportunity to experience the very best of Celebration living. Roof was replaced in 2017, AC in Main home and Garage Apartment was replaced in 2026, Water Heater(s) 2026, Interior and Exterior Paint 2026, Paver Patio 2026, Kitchen, Bathroom(s) & Garage Apartment Remodled in 2026.

Listing is courtesy of: BALDWIN PARK REALTY LLC (407-986-9800)

Listing Agent: Erica Diltz (407-784-4361)

Remarks: Note NEW price on this Amazing TOP Floor condo in desirable Legacy Dunes that can be used as a Short Term Rental, Vacation Home, long term rental or Primary Residence! You decide! Featuring 2 bedrooms, 2 baths, vaulted ceilings, tile floors, and it is updated inc. NEW Appliances, NEW HVAC * NEW ROOF 2025... ***The Seller will consider selling it with furniture. Currently occupied by a tenant. The monthly Fee includes being gated, use of Community pools, fitness center, courts, playground, clubhouse with game room and the community is gated for private access. Conveniently located to attractions, Restaurants, Shopping, Medical and a short drive to the best beaches in FL!

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

Listing Agent: Suzanne Swyers (407-222-2926)

Remarks: This is Windsor at Westside, your new home far from home! This beautiful townhouse features an amazing living room facing the desired pool you crave to see after a day of all the parks fun! INVESTMENT, this is the name of the game, this house has still books to come, which means money in your pocket. Upstairs, you will find 4 bedrooms with decorations ready to go.

Listing is courtesy of: FABIANO DIAS REALTY LLC (689-241-6853)

Listing Agent: Fabiano Dias (689-241-6853)

Remarks: Premium Investment Opportunity at Solara Resort: Fully Furnished 5-Bedroom Townhome 1549 Carey Palm Circle | 5 Bedrooms | 4 Bathrooms Own a piece of the magic with this stunning, turnkey townhouse located in the prestigious Solara Resort. This property is a prime real estate asset, meticulously maintained and professionally designed to stand out in the high-demand Orlando vacation home market. Situated just 15 minutes (approx. 8 miles) from the entrance of Walt Disney World, this home offers an unbeatable location for owners and investors alike. Key Property Features: • Turnkey & Fully Furnished: This home comes fully equipped and professionally decorated, including high-end finishes and custom-themed rooms that provide a competitive edge. • Private Outdoor Oasis: The property features a private, screened-in lanai with a splash pool and child safety fencing. The patio area includes a built-in BBQ station and dining area, perfect for Florida living. • High-Value Themed Bedrooms: * The Minion Suite: A custom-designed room with vibrant murals and twin bedding. • The Mickey Mouse Suite: A sophisticated take on a classic theme, featuring a custom bunk bed setup and high-impact wall art. • Modern Open Floor Plan: The ground floor offers a spacious layout with a gourmet kitchen, granite countertops, a large center island, and a dedicated dining space. • Functional Design: Includes a dedicated laundry room with full-size appliances and a layout that maximizes both privacy and communal living space. Why Solara Resort? Solara is one of Central Florida's most sought-after gated communities, known for its world-class amenities that drive property value: • Grand Clubhouse with a resort-style heated pool. • FlowRider® Surf Simulator. • State-of-the-art fitness center and sand volleyball/basketball courts. • Full-service restaurant and poolside bar. Location Advantage: Strategic positioning near Hwy 192, I-4, and US-27 ensures easy access to all major theme parks, world-class golf courses, and the premium shopping outlets that define the Orlando experience. This is a rare opportunity to acquire a high-performing property in a premier resort community. Whether you are looking for a personal vacation retreat or a high-yield investment, this Solara townhome is ready for its new owner. Contact today for a private showing or a virtual tour.

Listing is courtesy of: FABIANO DIAS REALTY LLC (689-241-6853)

Listing Agent: Fabiano Dias (689-241-6853)

Remarks: Under contract-accepting backup offers. Rare opportunity! This exquisite, fully renovated and beautifully furnished second-floor 4-bedroom, 2-bath condo is one of the very few four-bedroom units ever available in Legacy Dunes. Upgraded throughout — including double-pane windows, granite countertops, and stylish finishes — this condo is truly move-in ready. Perfect as an income-producing investment (short-term and long-term rentals allowed) or as your full-time residence, vacation getaway, or holiday retreat. Four-bedroom condos in this community are exceptionally rare, making this one a standout. Enjoy a screened-in balcony, an open and airy floor plan, and a spacious kitchen/living room combo. The kitchen features all major appliances, and the floorplan includes a separate laundry room plus outdoor storage. Bedrooms feature cozy carpet, while the kitchen and bathrooms are finished with durable tile. Resort-Style Amenities Legacy Dunes offers an unmatched lifestyle with: Two resort-style pools (one heated) Lighted tennis & basketball courts. Recently remodeled Elegant clubhouse with state-of-the-art fitness center, Tot lot /playground Picnic & BBQ areas. Golf practice cage. Walking trails10-minute drive to Disney World. The HOA fee includes water, Wi-Fi, pest control, and door-to-door valet trash service. Community maintains a strict no-smoking policy in all indoor and outdoor common areas. Strong reserves and an excellent association manager provide peace of mind. Buyer pays a $500 capital contribution at closing. Pet-friendly (max 50 lbs). This rare 4-bedroom condo won’t last — schedule your tour today!

Listing is courtesy of: FRONTLINE FLORIDA REALTY, INC. (407-832-4888)

Listing Agent: Alan Martin (407-832-4888)

Remarks: Welcome to this fully furnished 9-bedroom, 7-bathroom pool home in Solara Resort, offering over 4,300+ sq ft of spacious living just minutes from Walt Disney World—perfectly positioned as a turnkey short-term rental or vacation retreat. Featuring a highly functional and desirable floor plan with multiple en-suite bedrooms, expansive open-concept living and dining areas, and seamless indoor-outdoor flow to your private screened-in pool and patio—perfect for entertaining guests or maximizing rental appeal. This property stands out with its clean, modern interior and excellent overall condition, providing a move-in ready, low-maintenance investment opportunity. Unlike heavily themed homes that require ongoing upkeep and periodic updates, this residence offers a timeless design with broad guest appeal, while still allowing the next owner the flexibility to customize and further enhance rental income if desired. Positioned as one of the best value 9-bedroom opportunities in Solara, this home offers significantly more space compared to many competing listings—making it an attractive option for investors seeking strong occupancy potential and long-term upside. Located within the guard-gated Solara Resort, residents and guests enjoy access to world-class amenities including a resort-style pool, FlowRider® surf simulator, clubhouse, fitness center, restaurant, bar, sports courts, and more—all designed to deliver a true vacation experience. Conveniently situated near major highways, shopping, dining, and Orlando’s top attractions, this property offers the perfect combinatiion of location, size, and investment potential.

Listing is courtesy of: UNIONE REALTY INC (407-808-9080)

Listing Agent: Kyle Li (407-808-9080)

Remarks: Under contract-accepting backup offers. Located within the highly sought-after Windsor at Westside gated resort community, this fully furnished home offers flexibility as a primary residence, vacation getaway, or income-producing short-term rental. The property is already set up for Airbnb use and is being sold turnkey, allowing for immediate occupancy or continued rental operations. The home offers five bedrooms and four bathrooms, along with a game room and an open, airy floor plan designed for both comfort and functionality. The layout easily accommodates large groups, with multiple spaces to gather or unwind throughout the home. A private first-floor suite provides a quiet retreat, while the kitchen features modern finishes including granite counters and stainless steel appliances. Outdoors, a private pool to create the perfect place to relax at any time of day. Owners and guests enjoy access to a wide range of resort amenities, including a full-service clubhouse, lake and pier, expansive zero-entry pool, water slide, lazy river, splash area, fitness center, sports courts, arcade, and on-site convenience shop. Conveniently positioned near Disney and major attractions, this home combines location, lifestyle, and investment potential in one exceptional opportunity.

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

Listing Agent: Caitlin De Oliveira (407-267-7196)

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: REALIZE INTERNATIONAL REALTY L (407-970-9935)

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

Remarks: Exceptional corner unit at Magic Village offering rare privacy and beautiful garden views. This well-maintained home features four bedrooms, 4.5 baths, soaring ceilings in the living room, a summer kitchen and an excellent layout with a primary suite on the first floor. Upstairs includes an open-concept kitchen and full laundry room with full-size washer and dryer. In a prestigious gated resort community with concierge services, 24-hour clubhouse, pool, fitness center, playroom, on-site restaurant and housekeeping services, and just minutes from Orlando's top attractions. Ideal for short-term rental investment or vacation living. Strong income potential in one of the desirable resort-style communities in the area.

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

Listing Agent: Carolina Medeiros (305-753-1943)

Remarks: NEW PRICE REDUCTION*** Fully furnished and turnkey-ready, this stylish 3-bedroom, 2.5-bath townhome in the gated Emerald Island Resort is just 3 miles from Disney and close to dining, shopping, and entertainment. With 1,291 sq ft of space, the home features granite countertops, tile and laminate flooring, a private balcony off the primary bedroom, and a peaceful conservation view. Guests enjoy access to resort-style amenities, including a heated pool, hot tub, sauna, gym, tiki bar, tennis, mini golf, nature trails, and 24/7 security. Perfect for families or investors, this active short-term rental sleeps up to 8 and requires no special HOA approval.

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

Listing Agent: Kay Bingham (407-207-2220)

Remarks: Located in the popular gated community of Windsor Hills Resort, this condo offers resort-style living with access to fantastic amenities including a clubhouse with a movie theater and fitness center, a lagoon-style pool with water slides, sports courts, and scenic walking paths. The community is family-friendly and highly sought after for both residents and vacation rentals. Just minutes from Walt Disney World and close to Universal Studios and SeaWorld, the location provides easy access to Orlando’s top attractions. Nearby, you’ll find entertainment and shopping hubs like Old Town Kissimmee, The Loop outdoor mall, and charming Kissimmee Historic District. Outdoor lovers will enjoy nearby Kissimmee Lakefront Park and Lake Kissimmee State Park, perfect for relaxation and recreation. This blend of vibrant community amenities and proximity to world-class attractions makes it a great choice for living or investment.

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

Listing Agent: Kay Bingham (407-207-2220)

Remarks: Well-maintained 1-bedroom, 1-bath condo featuring ceramic tile throughout and an open floor plan. Spacious bedroom with walk-in closet Kitchen equipped and utility room. Community offers pool, fitness center, tennis/basketball courts, playground, and clubhouse. near shopping, dining, major highways, theme parks, and Celebration. Investor opportunity – leased through March 2027, income-producing property.

Listing is courtesy of: VS INTERNATIONAL PROPERTIES (407-513-4722)

Listing Agent: Vanessa Serrano (407-513-4722)