Kissimmee Homes For Sale & Real Estate - 3291 homes

Remarks: PRICE REDUCTION! SELLER MOTIVATED! Welcome to Woodland Creek. This beautifully maintained 4-bedroom, 2.5-bath home offering space, comfort, and modern upgrades throughout. A versatile first-floor bonus room provides the perfect option for a fifth bedroom, home office, gym, or playroom, while the main living area is ideal for entertaining and family gatherings. The updated kitchen features quartz countertops, stainless steel appliances, and two walk-in pantry closets, delivering exceptional storage and functionality. A nearby laundry room and enclosed porch add everyday convenience and additional living space. Upstairs, all four bedrooms are generously sized, each capable of accommodating king-size beds. The spacious primary suite includes dual sinks, a soaking tub, separate shower, and two walk-in closets. A second-floor loft offers additional flexible space for a family room, office, or study area. Enjoy the large backyard with mature trees, patio space, and plenty of room for outdoor entertaining. Major updates include roof (2021), two Carrier A/C units (2023 & 2024), exterior paint (2024), bathroom upgrades (2024), kitchen updates (2020), vinyl fencing, and LVP flooring. Conveniently located near shopping, dining, Florida Turnpike, Osceola Parkway, and major theme parks. Property is also approved for short-term rental.

Listing is courtesy of: RE/MAX PRIME PROPERTIES (407-347-4512)

Listing Agent: Roland Barcenilla (407-480-6438)

Remarks: Welcome to this beautifully furnished 3-bedroom, 2-bathroom condo located in the tranquil and gated community of Caribe Cove. Offering the perfect blend of luxury and comfort, this spacious condo is ideal for both personal enjoyment and investment, with short-term rentals allowed. The open-concept living area features large windows that fill the space with natural light, creating a warm and inviting atmosphere. The modern kitchen is equipped with contemporary appliances, sleek cabinetry, and ample counter space—perfect for entertaining or everyday living. Step out onto your private balcony to enjoy your morning coffee or unwind with peaceful sunset views. Each bedroom offers generous space and privacy, while the master suite includes an en-suite bathroom for added convenience. Residents enjoy access to top-tier amenities including a resort-style swimming pool, fitness center, and beautifully landscaped grounds. Located just minutes from theme parks, shopping, dining, and entertainment, this condo combines serene living with unbeatable accessibility.

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

Listing Agent: Jaqueline Santos De Tabares (786-452-5684)

Remarks: Discover the perfect blend of style and serenity in this elegant two-story townhouse, offering three spacious bedrooms and three beautifully appointed baths that provide plenty of room to unwind. Spanning 1,440 square feet of impeccably designed living space , the home features a modern kitchen that makes hosting effortless. Nestled within the secure, gated enclave of Regal Oaks at Old Town , this retreat is designed for a lifestyle of ease with resort-style amenities including a playground , lush surroundings, and a private balcony for morning reflections. You will love the convenience of being within walking distance to the boutique shopping and dining of Old Town and just a short drive from the magic of Walt Disney World Resort. Whether you are envisioning a savvy investment with no minimum lease restrictions or a stylish personal sanctuary, you are perfectly positioned near world-class attractions and the best of Central Florida. This move-in-ready gem comes with a dedicated parking space and low-maintenance living, ensuring you have more time to enjoy the sunshine and the vibrant community atmosphere.

Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)

Listing Agent: Danny Laniado (917-662-6161)

Remarks: Level lot, big house, no house behind the back yard in wood area, very bright inside the house. Kitchen - remodel, new granite countertops, sink, and faucets, new lighting fixture, repainted cabinets inside, outside, & draws, all appliance stainless steel and range 3 or 4 years. Dinning room - new lighting fixture. All bedrooms - new carpet, new paint for the interior, door, and trims. Bathrooms - remodeled, new granite countertops, sinks, and faucets, repainted inside of cabinets and draws, new lighting fixtures. Garage - ceiling storage shelf, new wall and ceiling paint, new epoxy floor. New hot water heater tank with 12 years material warranty, 3 years manufacturer and 5 years Allstate buydown labor warranty. New dryer and 3 years old washer with 10 years warranty. New roof installed in Dec 2021, with four points and wind mitigation inspections to reduce your insurance premium, with 50 years lifetime material warranty and one time transfer, 10 years labor warranty with one time transfer from the installer. New grass in front and sides. Exterior paint 7 years old with Sherwin Williams 25 years material warranty. Tile floor in the entire first floor. One bedroom and one full bathroom in the first floor. New HVAC installed in April 2023 with Trane brand, 10 years material and 3 years labor warranty and transfer.

Listing is courtesy of: HOMECOIN.COM (888-400-2513)

Listing Agent: Jonathan Minerick (888-400-2513)

Remarks: Turn-key and FULLY FURNISHED in a desirable gated resort community in Kissimmee, making it ideal for primary residence, or as investment property! BRAND NEW ROOF (March 2026), NEW FLOORING in all bedrooms, NEW FURNITURE, screened-in pool, and tranquil lake views. Located next to a preserved conservation area, this home offers added privacy and a peaceful setting. Residents enjoy access to a stunning resort-style clubhouse with pool, fitness center, movie theater, game room, sand volleyball court, and more. A perfect blend of comfort, lifestyle, and income potential. Must see!!

Listing is courtesy of: AGENT PLUS REALTY (954-605-2954)

Listing Agent: Mauricio Doche (954-304-1534)

Remarks: Spacious two-story pool home located in the desirable Veranda Palms community in Kissimmee. Built in 2014, this well-designed residence offers approximately 2,806 square feet of heated living space and over 3,300 total square feet, featuring 5 bedrooms and 4.5 bathrooms, ideal for primary residence, vacation use, or investment purposes. The property includes a private in-ground pool, spa, screened enclosure, and functional layout with generous living areas and natural light throughout. Situated on a low-maintenance residential lot, the home provides comfort and flexibility for both owner-occupants and investors seeking strong rental demand in the Central Florida market. Conveniently located near major highways, shopping, dining, entertainment, and Orlando’s world-renowned attractions, this property presents an excellent opportunity to own in a high-growth area with proven sales activity within the subdivision. Showings require advance coordination.

Listing is courtesy of: IAD FLORIDA LLC (407-720-0020)

Listing Agent: Eduardo Angulo (786-393-0017)

Remarks: Discover comfort and space at 442 Big Black Place in Kissimmee, a charming 4-bedroom, 2-bath home designed for easy living. This inviting property features a bright open-concept layout that seamlessly connects the kitchen, dining room, and living room, creating the perfect setting for everyday living and entertaining. The spacious bedrooms offer flexibility for family, guests, or a home office, while the functional floor plan provides both comfort and convenience. Whether you're hosting gatherings, enjoying quiet evenings at home, or simply appreciating the flow of an open living space, this home delivers a warm and welcoming atmosphere in a great location. Don’t miss your opportunity—schedule your showing today and see everything this home has to offer! The home is being sold in As Is condition.

Listing is courtesy of: REALTYCITY INC (863-438-6605)

Listing Agent: Jesse Carriedo (863-438-6605)

Remarks: MAJOR PRICE IMPROVEMENT!!!Welcome to 4902 Coral Castle Drive, a beautifully maintained 3 bedroom, 2.5 bath home offering 1,728 sq. ft. of modern living space, built in 2022 and located in a gated resort-style community and only 10 minutes to Disney World. This thoughtfully designed home features an open and functional floor plan ideal for everyday living & entertaining. This spacious living and dining areas flow seamlessly into the kitchen, while upstairs bedrooms provide privacy and comfort. The primary suite offers a relaxing retreat with an en-suite bath, and the additional bedrooms are generously sized and versatile. Residents enjoy an impressive array of community amenities, including a resort-style swimming pool, tennis court, and a scenic walking and biking trail, all within a secure, gated setting. Ideally located just minutes from Disney World and Universal Studios, as well as shopping, dining, and major roadways, this home offers the perfect blend of lifestyle and convenience. Whether you are seeking a primary residence, vacation home or investment opportunity, this home delivers exceptional value in one of Central Florida's most desirable locations. Schedule your private showing today!

Listing is courtesy of: RE/MAX CENTRAL REALTY (407-333-4400)

Listing Agent: Gary Berkson (407-920-0206)

Remarks: Experience the pinnacle of resort living and high-yield investment potential at 7936 Jacks Club Court, a stunning 6-bedroom, 6.5-bathroom masterpiece located within the prestigious Bear’s Den enclave at Reunion Resort. Meticulously designed to sleep 14 guests, this fully furnished villa serves as the ultimate "home away from home" where a chef’s kitchen anchors the heart of the residence, boasting a massive combined dining capacity for 20 that flows seamlessly into a living area built for movie-theater style relaxation. A rare find in vacation rentals, the first floor features two secluded master suites, perfect for guests seeking accessibility and privacy without stairs. The entertainment value is unmatched, featuring a Tetris-themed garage-turned-arcade equipped with Air Hockey and Batman racing games to drive repeat bookings, while a second-floor loft offers a VIP retreat complete with Billiards, Shuffleboard, and a sleek wet bar. Step outside to your private Florida oasis where a spectacular pool with a spillover spa and ledge loungers awaits, complemented by a stainless steel summer kitchen perfect for al-fresco dining against a backdrop of serene golf course views. Upstairs, the luxury continues with three additional primary bedrooms featuring private balconies and a custom-built "Magical Village" bunk room that offers a unique experience for younger guests. Ideally situated just minutes from Orlando’s world-class theme parks, dining, and shopping, this property grants access to Reunion Resort’s elite amenities, including three signature golf courses, a multi-acre water park, tennis courts, and fitness centers. Whether you are seeking a premier vacation retreat or a powerhouse addition to your investment portfolio, this turnkey villa delivers luxury and performance at every turn.

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

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

Remarks: Fully Renovated 5-Bedroom Pool Home with Pond View in Prime Kissimmee Location! Welcome to this beautifully updated corner-lot residence ideally situated in the heart of Kissimmee, just off Highway 192 — offering quick access to shopping, dining, entertainment, and world-famous attractions. This stunning two-story home has been fully renovated to combine modern style with everyday comfort, making it truly move-in ready. Step inside to discover a bright and open floor plan featuring brand-new flooring throughout, fresh interior and exterior paint, and high ceilings that create an inviting sense of space. The fully upgraded kitchen showcases new cabinets, elegant countertops, and ample storage, making it a dream for both everyday living and entertaining. This spacious home offers five bedrooms and three full bathrooms, with the primary suite conveniently located on the main floor for added privacy and comfort. Upstairs, you’ll find additional well-sized bedrooms perfect for family, guests, or a home office. Outdoors, enjoy your very own private screened-in pool overlooking a peaceful pond view, providing the perfect setting for relaxation or weekend gatherings. The extended driveway offers plenty of parking space, ideal for large families or guests. With its prime location, thoughtful upgrades, and elegant design, this home has it all — whether you’re seeking a family residence, vacation retreat, or investment opportunity. Don’t miss your chance to own this beautifully renovated home — schedule your private showing today!

Listing is courtesy of: BLUE CHIP INTERNATIONAL REALTY LLC (407-988-6543)

Listing Agent: Xiao Pang (407-988-6543)

Remarks: Welcome to your next home in the prestigious gated community of Kissimmee Bay Country Club, where luxury, technology, and nature come together in perfect harmony, offering breathtaking views of the majestic Lake Tohopekaliga (Lake Toho). This spectacular, fully renovated residence features 5 spacious bedrooms and 4.5 bathrooms, thoughtfully designed to provide comfort, elegance, and functionality. The primary suite, located on the first floor, offers private access to the pool and kitchen, along with a spa-style bathroom complete with a sauna—perfect for relaxation. The main level also includes an additional bedroom ideal for a home office or guest suite. Upstairs, you’ll find three additional bedrooms: one with a private en-suite bathroom and two that share a full bath, offering both privacy and flexibility. The interior showcases a modern and sophisticated design, featuring porcelain tile flooring on the main level and waterproof, light-toned laminate flooring upstairs and on the staircase, beautifully simulating natural wood for a warm and elegant ambiance. The open-concept layout seamlessly connects the kitchen, living room, and dining area, all with stunning views of the private pool and the lake. The chef-inspired kitchen includes quartz countertops, modern cabinetry, ample storage, a walk-in pantry with an additional refrigerator, smart Samsung appliances, an electric stove, and a full-house water filtration system with UV technology. Designed as a true smart home, this property includes: • USB and USB-C charging outlets throughout the home • Smart lighting controlled via the Kasa app • Remote-access smart locks • 360° high-definition security camera system • Smart intercom system connecting key areas of the home • Smart Samsung appliances (washer, dryer, and refrigerators) All systems can be conveniently controlled from your smartphone, providing maximum comfort, efficiency, and security. The main living area features a sleek electric fireplace, while the home also includes a fully equipped private gym with lake views, creating an inspiring space for workouts. The outdoor area is truly exceptional, featuring a pool with spa and waterfall, a fully equipped grilling area, a convenient poolside bathroom, ambient evening lighting, and a spacious backyard where you can enjoy beautiful sunrises and local wildlife, including birds, turtles, ducks, squirrels, and rabbits. For energy efficiency, the home includes a solar water heater, two additional traditional water heaters, three A/C units, and a new pool pump. The property also offers covered parking for three vehicles, plus additional space for up to eight more. Residents of Kissimmee Bay Country Club enjoy exclusive community amenities: • Private golf course • Tennis and basketball courts • Recreational park and event hall • Private boat dock with water access • RV and boat parking (annual lease available) • High-speed internet included in the HOA (Spectrum) Additionally, the property offers: • Boat parking available for an annual fee Don’t miss the opportunity to live in a home where luxury, smart technology, and nature create an unparalleled living experience on beautiful Lake Toho. Schedule your private tour today.

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

Listing Agent: Mariana Rondon (407-607-3558)

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: Water VIEW with peaceful back yard ! Stunning fully furnished home located in one of Kissimmee’s most desirable SHORT-TERM RENTAL communities. This beautifully designed property offers a spacious open-concept layout, modern finishes, and a turnkey opportunity for both investors and homeowners. The home features a bright and inviting living area, a contemporary kitchen with stainless steel appliances and a large island, and multiple well-appointed bedrooms—perfect for accommodating guests or large groups. Sold fully furnished, this property is ready for immediate use or rental from day one. Located just minutes from Orlando’s world-renowned theme parks, shopping, dining, and entertainment, this home is ideally positioned for short-term rental success. The community offers resort-style amenities, making it even more attractive for vacation guests. If you’re looking for a VACATION HOME, this is an exceptional opportunity to own in a high-demand area.

Listing is courtesy of: KARDOSH REALTY (407-499-4466)

Listing Agent: Allan Kardosh (407-499-4466)

Remarks: Welcome to this beautifully designed modern home offering space, comfort, and privacy. Currently being operated as an extremely successful vacation rental, the home is being sold turnkey and ready to generate income from day one with forward bookings to convey if desired! Recent major upgrades provide peace of mind, including a new roof (2020), brand-new AC system downstairs (2025), and water heater (2026). Luxury vinyl plank flooring runs throughout the home (August 2024), combining durability with modern style. Featuring a stunning oversized pool deck with no rear neighbors, this property is perfect for living the Florida lifestyle; entirely screened, there is generous space for lounging, enjoying outdoor meals and delighting in the large, heated pool. Facing west it benefits from sunshine throughout the afternoon and evening. Inside, you’ll find a bright and open-concept layout with double-height living areas that create an airy, luxurious feel. The home includes three separate living spaces, ideal for large families or hosting guests, along with a dedicated workspace for remote work or study. The first living room is situated at the entrance, welcoming you into the home and seamlessly blending into the dining area. This leads us to the kitchen which is both functional and inviting, complete with all stainless-steel appliances, granite countertops, a large pantry, and a sunny breakfast nook overlooking the pool area through the expanse of sliding glass doors. The second living area spans the rear of the home, also benefiting from views out to the pool area and abundant natural light thanks to the second set of sliding glass doors behind. The property boasts 6 bedrooms and 5.5 bathrooms with a rare find of 3 bedrooms that could be classed as a Master/primary, as each have their own private ensuite bathroom. The first bedroom is situated on the ground floor and has a walk-in closet and ensuite bathroom with garden tub, elongated vanity space, separate shower stall and separate toilet space. On the first floor you will find the further 5 bedrooms spaced out around the expansive loft area, providing privacy to each resident, with the third living area being a very popular feature with vacation rental guests. To the far left you’ll find another of the large bedrooms with its private ensuite, to the far right down its own corridor you’ll find the third bedroom with own ensuite and walk-in closet. This floor also has the further three bedrooms, sharing two bathrooms, which are interspersed across the landing area. An additional highlight of this home is the fully equipped games room with its own independent AC meaning it is one of very few in the area that can be used all year round in comfort. Located in the stunning Terra Verde Resort you are just 1 minute walk from all of the fantastic amenities this community offers. The beautiful pool area, with large sundeck and chaise lounges, hot tub and on-site Tiki Bar benefit from serene views over the community’s private lake. There is also a game room with an arcade, child’s playground, beach volleyball, basketball court, and fitness center. You or your guests have endless options; relaxing and recharging in the hot tub, detoxing from stress in the sauna, or unwinding poolside with a beverage from the Tiki Bar!

Listing is courtesy of: HOUSE PROUD REALTY (407-497-4835)

Listing Agent: Charlotte Wallace (407-497-4835)

Remarks: Welcome to this furnished and very well maintained Townhouse! This beautiful 3 bed / 2.5 bath townhouse is located in a desirable and quiet neighborhood in Kissimmee. This home is perfect for first time home buyer and/or investment. The community is conveniently located near stores, restaurants, schools and Theme Parks. This townhouse includes all appliances and a spacious kitchen to enjoy breakfast with your family. HOA allows Short term rental and long term rental. Ready to move-in! Seller is happy to work with Realtors!

Listing is courtesy of: EMPIRE NETWORK REALTY (407-440-3798)

Listing Agent: Mayerlin Andrade Segovia (305-399-4633)

Remarks: ***Seller Motivated***Nestled on a quiet cul-de-sac in a desirable golf-course community, this charming Kissimmee home offers comfort, privacy, and with its brand-new roof and AC unit, you’ll enjoy peace of mind and long-term savings from day one. Inside, you’ll find a bright and open layout with spacious living areas that flow seamlessly into the kitchen and dining nook. The primary suite features a walk-in closet and private bath, while the additional bedrooms provide plenty of versatility for family, guests, or a home office. Step outside to a large backyard with no rear neighbors, perfect for relaxing, entertaining, or building your future outdoor oasis. Conveniently located minutes from major highways, shopping, dining, and Orlando’s world-famous attractions, this home delivers both convenience and tranquility. The beautiful golf community only has one low HOA and NO CDD!! Don’t miss your chance to schedule your showing today!

Listing is courtesy of: NONA LEGACY POWERED BY LA ROSA (407-270-6841)

Listing Agent: Johanna Torres (407-701-2647)

Remarks: Turnkey 3-bedroom, 3-bathroom townhome in Windsor Palms, just minutes from Walt Disney World Resort and ideally located off US Highway 192. This is the closest townhome to the clubhouse, set in a prime position with a south-facing private pool overlooking a large green area so no immediate rear neighbors. The layout includes a first-floor bedroom with ensuite, plus an upstairs primary suite with ensuite and walk-in closet. A fully equipped kitchen, additional guest pantry, and full-size washer/dryer make it ideal for short-term rental. Impeccably maintained current owner has invested over $40K in upgrades including A/C (2021), pool heater (2018), water heater (2021), and pool pump (2024). Proven short-term rental with a 5-year average of 259 booked days each year (not counting owners personal use) and future reservations in place for 2026 and 2027. Seller will assist with a seamless transition including systems and repeat guest database. Windsor Palms offers manned, gated access and resort-style amenities including clubhouse, pool, fitness center, tennis courts, and more— if you are looking for an outstanding investment or second home opportunity – you found it!

Listing is courtesy of: RE/MAX HERITAGE (863-424-2309)

Listing Agent: Steven Silcock (407-574-0218)

Remarks: Under contract-accepting backup offers. Step into this fully furnished, turnkey 3-bedroom, 2-bathroom second-floor condo in the gated resort community of Windsor Palms—one of the closest resort-style neighborhoods to Disney World. Whether you're looking for a vacation home, investment property, or full-time residence, this condo delivers comfort, convenience, and strong rental appeal. Enjoy access to a full suite of resort amenities, including a large swimming pool, hot tub, splash pad, fitness center, movie theater, business center, convenience store, and courts for tennis, basketball, volleyball, and beach volleyball. Additional features such as table tennis, BBQ picnic areas, and scenic walking paths offer plenty of options for relaxation and recreation. With quick access to major highways, you're minutes from Orlando’s world-class attractions, dining, and shopping. This is a great opportunity to own in one of the area’s most desirable resort communities. Schedule your showing today and see everything Windsor Palms has to offer.

Listing is courtesy of: MARKET CONNECT REALTY LLC (407-250-4708)

Listing Agent: Corey Smallman (407-744-2765)

Remarks: This Cabella Model built in 2017 is in The Tre Visa neighborhood, a favored location close to the village center, restaurants, the golf course and shop as well as the state of the art work out center. As you open the front door and walk into this home you are greeted with a panoramic view through your 4 Season Florida room of the beautiful pond and its wildlife. This 2 bedroom, 2 bath plus den is tiled throughout except for the 2 bedrooms. The Great room has a recessed ceiling and a ceiling fan. The kitchen has Linen cabinets, Stainless steel appliances and granite counter tops, as well as a corner pantry and cabinets for built in recycling and trash. All window coverings are included and custom made for the Great room and Florida Room. The Primary Bathroom has 2 sinks, Corian counter tops and oversized walk in shower and a large walk-in closet. The Laundry room includes washer and dryer, cabinets and a utility sink. The Garage is a 2 car garage with an added bonus feature. It includes a 10 x 10 craft room that is air conditioned and heated so you can work on your hobbies away from the living area of the home.

Listing is courtesy of: BELLA VERDE REALTY LLC (407-641-2688)

Listing Agent: Suzanne Foels (407-288-7992)

Remarks: Welcome to your dream home near Disney! This stunning 6-bedroom, 4.5-bathroom residence offers the perfect blend of comfort, space, and style. From the moment you step inside, you’ll notice it looks brand new and attention to detail throughout. The home features a spacious open-concept layout, a well-appointed kitchen with modern finishes, and multiple themed bedrooms that add a unique and playful touch, which is perfect for family and guests. Step outside to your own private oasis: a cozy yet inviting pool, ideal for relaxing after a fun day at the nearby theme parks. Whether you're looking for a primary residence, vacation home, or investment property, this home has it all. Located in a nice area with convenient access to shopping, dining, and major attractions, this is one you don’t want to miss!

Listing is courtesy of: MS LAND & BUILDING LLC (407-512-1213)

Listing Agent: Vivian Branco (305-469-0729)