Kissimmee Homes For Sale & Real Estate - 3167 homes

Remarks: Under contract-accepting backup offers. Fully Furnished Disney-Themed Vacation Home – 5 Bedrooms in a Corner Lot Resort Community. Step into this beautifully themed 5-bedroom, 4-bathroom townhome in the highly sought-after Storey Lake Resort, just minutes from Orlando’s top attractions, malls, and restaurants. Designed for comfort and entertainment, this home features themed bedrooms, including Harry Potter, Toy Story, Mickey Mouse, Spiderman, and a Princess Room. The spacious open floor plan includes a fully equipped kitchen with 42” cabinets, two large master suites upstairs, and a private heated pool. Enjoy access to resort-style amenities such as a heated pool, lazy river, two water slides, a splash park, rental kayaks, and a 9-hole mini golf course. Additional facilities include sand volleyball and tennis courts, an extended-hours fitness center, and a tiki bar with entertainment. Perfect as a full-time residence or vacation rental investment, this home offers relaxation and adventure for family, friends, or guests. HOA fees cover 24-hour gated security, trash collection, landscaping, exterior pest control, water and sewer, cable TV, internet, exterior paint reserves, and roof maintenance. Experience the perfect blend of luxury, convenience, and fun—your dream vacation home awaits!

Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)

Listing Agent: Mike Chen, P.A (503-888-8070)

Remarks: The largest home on one of the best lots in entire Windsor at Westside resort. This fully furnished/equipped home with private pool deck, is just stone throw away from fabulous clubhouse and resort amenities. Brand new Duralux water proof flooring throughout second floor and ground floor bedrooms. UPGRADED CABINETRY throughout. Large private pool deck, heated pool and spa are ideal for entertaining large group of guests. Wide open game room equipped with wet bar and fridge. Dark granites for kitchen and bathroom counters, stainless steel appliances including two full size french door fridges, 42" cabinets and high ceilings. Windsor at Westside resort features state of art Clubhouse, 24 hour guarded gate, restaurant, bar, scheme park style water park. This home could be your ideal second home or the dream vacation rental investment property you’ve been looking for.

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

Listing Agent: Shawn Huang (512-804-9960)

Remarks: **WATERFRONT** If you're looking for an open-floor plan move-in ready home with a waterfront view, you've found it. Located in the heart of Hunter's Creek less than 5 minutes from The Loop Town Center, this home is ready to meet its new owners. Highlights: Three spacious bedrooms with walk-in California style closets, high ceilings, tons of windows and natural light, long entry corridor, gourmet kitchen with tiled mosaic floors, formal dining area PLUS a breakfast nook area, and a screened-in front porch and rear porch. Laundry room features custom built-in cabinets for extra storage and washer/dryer is also included. Major appliances: Roof (2020) AC (2019). Home is also equipped with wired security cameras, an irrigation system, and rain gutters. But let's be honest, the real selling point is that WATER VIEW. Talk about peace and serenity! Enjoy resort-style community amenities such as a community pool, clubhouse, fitness center, tennis courts, and walking trails. You'll never be bored! HOA covers your lawn maintenance and let's not forget, the community is gated and private. Located close to shopping plazas, restaurants, entertainment, medical facilities and highways, everything you could ever want is within a mile radius. Bonus: Disney is only 10 minutes away!

Listing is courtesy of: REAL BROKER, LLC (855-450-0442)

Listing Agent: Angie Kollcaku (407-454-4078)

Remarks: Motivated Seller! Welcome to this spacious 4-bedroom, 2.5-bath two-story home located in the desirable Blackstone Landing Phase 3 community in Osceola County. Built in 2009, this home offers nearly 3,000 sq ft of living space with an open and functional floor plan, generous living areas, and a 2-car garage. Enjoy peaceful pond views from the backyard and a well-maintained community featuring sidewalks and a low HOA of $60/month. Solar panels are installed, offering energy efficiency and potential utility savings. A standout feature of this property is the private in-law suite/apartment with its own separate entrance and mailbox. This space includes a living room, kitchen, bedroom, and full bathroom with shower. Ideal for multi-generational living, guest accommodations, or potential rental income. Seller is willing to convert the suite back into a connected bonus/entertainment room with private bedroom and bath with acceptable offer, providing flexibility to suit buyer needs. Conveniently located near shopping, dining, and major roadways. A rare opportunity combining space, versatility, and income potential.

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

Listing Agent: Fina Perez (407-780-6680)

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: Back on Market! Brand new kitchen cabinets and countertops are in the processing of being installed, and there is a Transferable Termite Bond!! Welcome home to 310 E Magnolia St, Kissimmee, FL 34744 — a rare opportunity just steps from the heart of historic Downtown Kissimmee with NO HOA, endless flexibility, and serious upside! This charming property sits on a nearly Quarter-Acre, Fully Fenced lot with a huge Extended Driveway that easily fits multiple vehicles meaning bring your boat, trailer, or work trucks with no restrictions. Whether you’re a primary homeowner craving space or an investor looking for income potential, or BOTH — this one checks all the boxes. The main home welcomes you with a cute front deck, perfect for morning coffee or evening sunsets. Inside, you’ll find 3 bedrooms and 1.5 bathrooms, including a full bathroom with an updated Tiled freestanding shower. The layout offers an open living and dining room combo, plenty of natural light, laminate and tile flooring throughout (no carpet), a kitchen equipped with all essential appliances, and an indoor laundry room with washer/dryer connections. Toward the rear of the home, a bonus flex room near the half bath provides the perfect space for a home office, gym, or playroom. The true standout? A Detached Garage converted into a Studio Apartment featuring a full bedroom AND full bathroom—ideal for guest accommodations, multigenerational living, or immediate rental income to boost your cash flow. Location is everything, and this one is unbeatable. Just a few blocks from Downtown Kissimmee, you’re minutes from Lake Tohopekaliga’s scenic waterfront, Kissimmee Lakefront Park, vibrant restaurants, boutique and antique shops, artisan stores, the Kissimmee Valley Farmers Market, year-round community events, seasonal festivities, and SunRail access for easy commuting. Add in proximity to schools, Disney, major roads and highways, the Turnpike, Orlando International Airport, and hospitals, and you’ve got prime convenience wrapped in small-town charm. With the city’s continued growth and revitalization, owning here isn’t just buying a home- it’s investing in the future. Opportunities like this in Downtown Kissimmee don’t come around often. Schedule your private showing Today before it’s gone!

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

Listing Agent: Veronica Figueroa (407-519-3980)

Remarks: This expansive five-bedroom, four-bath residence offers over 2,700 square feet of living space and is perfectly positioned in a highly desirable location. Brimming with potential, this property presents a rare opportunity with vision to transform it into a truly exceptional home. With generous room sizes, a versatile layout, and strong structural footprint, this home is ideal for a complete renovation tailored to your personal style or investment goals. Properties of this size in such a prime area are increasingly hard to come by, making this a unique chance to create significant value. Whether you’re looking to design your dream home or secure a promising investment in a sought-after neighborhood, this property is a canvas ready for its next chapter

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

Listing Agent: Neal Lovell (407-466-1529)

Remarks: Skip the wait and move straight into luxury! This 2BR/2BA home is located inside the gated community Four Seasons at Orlando. Features include a stunning open floor plan, and a owner’s retreat. As part of this premier 55+ community, you’ll enjoy a 12,000 sq ft clubhouse, resort pools, pickleball, tennis, bocce, and golf at Mystic Dunes Resort. Local Perk: You’re less than 10 minutes from AdventHealth Celebration and just a short drive to the world-class freshwater fishing at Lake Tohopekaliga. Live where others vacation—minutes from Disney, championship golf, and upscale dining. Schedule your tour today!

Listing is courtesy of: CENTURY 21 WOLF'S CROSSING REALTY (407-449-0000)

Listing Agent: Anthony Ullio (321-578-2379)

Remarks: Seller Financing available. The most Luxurious Short Term NEW BuILD IN KISSIMMEE- 5-Bedroom Modern Townhome with Private Pool – Fully Furnished and STR-Ready near Disney! Welcome to this brand-new luxury townhouse located in one of the most sought-after short-term rental communities just minutes from the Disney Parks! This high-end 5-bedroom, 4-bathroom residence is professionally decorated and comes fully furnished, offering a turn-key investment opportunity or a dream vacation retreat.Designed with style and comfort in mind, the home features an open-concept layout, sleek modern finishes, and a private screened-in pool – perfect for relaxing after a day of adventure. Every detail has been thoughtfully curated to impress guests and maximize rental income. The community is packed with resort-style amenities, including an upcoming on-site restaurant and a state-of-the-art clubhouse with pool, fitness center, and more – creating a true destination experience. Whether you're looking to capitalize on Central Florida’s booming STR market or enjoy your own getaway near the magic, this property checks every box. Schedule your showing today and step into effortless ownership!

Listing is courtesy of: SUMMERHILL REALTY GROUP LLC (407-963-8083)

Listing Agent: Bruno Iarussi (954-643-4831)

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: Welcome to your slice of paradise at Windsor at Westside! Fully furnished and Airbnb-ready, this spacious 5-bedroom, 4.5-bath townhome with a private pool is located in one of Greater Orlando’s most sought-after short-term rental communities. Designed to comfortably accommodate 14+ guests, this property is ideal as both a personal getaway and an income-producing investment. The open-concept floorplan creates a bright, inviting atmosphere, enhanced by modern finishes and ample space for gathering and entertaining. Step outside to your private screened-in pool—perfect for unwinding after a day at the parks or enjoying Florida’s year-round sunshine in total privacy. The HOA delivers exceptional value, covering cable, internet, trash removal, lawn care, and 24/7 guard-gated security, offering a truly low-maintenance ownership experience. Residents and guests enjoy access to world-class resort amenities, including a 10,000 sq. ft. clubhouse, resort-style pool with lazy river and splash zone, hot tub, fitness center, arcade, sports courts, sand volleyball, playground, on-site market and deli, concierge services, and the popular Tu Casa Tiki Bar. Ideally located just minutes from Walt Disney World, with easy access to shopping, dining, and major attractions, this property offers the perfect blend of lifestyle and investment potential. Whether you’re expanding your short-term rental portfolio or searching for a vacation home that pays for itself, this opportunity checks all the boxes. Schedule your private showing today.

Listing is courtesy of: REALTY ONE GROUP INSPIRATION (321-233-2300)

Listing Agent: Fernando Peralta (267-474-7628)

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: Looking for an investment opportunity or first home? Look no further; this one has it all. Located in Windsor Palms Resort near Orlando's Theme Parks and attractions. NEW ROOF. NEW HVAC system and brand-new pool equipment. Spacious fully equipped kitchen with all appliances, dishware, and cutlery. Dining room with wooden table and 8 chairs. Half-bathroom with access to pool deck. The expansive family room comes with sofa, loveseat, and armchair and 65? Smart TV. Master bedroom with King bed and ultra spacious bathroom. Shower stall. Separate bathtub. Jack and Jill wash basins. Walk-in closet. Direct access to pool. Blackout blinds for your comfort and sleeping time. Second King bedroom with ensuite. Bathtub with shower. 40? Smart TV. Walk-in closet. Bunk bedroom. Full bed on bottom and single on top. Shared bathroom with second king bedroom. 32? Smart TV. Closet. Queen bedroom with ensuite. Shower stall. Walk-in closet. 40? Smart TV. Twin bedroom which shares bathroom with Queen bedroom. Walk-in closet. 32? Smart TV. PRIVATE POOL /JACUZZI with Child Safety Fence. The home comes with a fully enclosed pool and large jacuzzi which nestles up to a marvelous conservation area with Florida pines and other beautiful flora. An outdoor dining set for 6 guests is located in covered lanai area with high ceiling, fan, and light.

Listing is courtesy of: FLORIDA REALTY MARKETPLACE (863-877-1915)

Listing Agent: Lizzy Byrne (863-585-8266)

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: PRICE REDUCED TO SELL!!! Seller offering contribution toward buyer’s closing costs and/or interest rate buydown with acceptable offer—excellent opportunity for buyers to reduce upfront costs and monthly payment. Welcome to an exceptional opportunity in the heart of Kissimmee! You OWN the land Tucked away in a peaceful community with easy access to major highways, grocery stores, shopping, dining, and all of Central Florida’s world-famous theme parks, this well-maintained residence offers comfort, functionality, and lifestyle in one complete package. This inviting home features 3 spacious bedrooms and 2 full bathrooms, providing the perfect layout for families, first-time buyers, or investors. Recent upgrades give you peace of mind and modern appeal, including a brand-new roof, new vinyl flooring throughout, and a beautifully refreshed kitchen complete with new appliances and updated cabinetry. Enjoy bright, open living spaces ideal for entertaining or relaxing at home. The thoughtful improvements and move-in-ready condition make this property a standout opportunity in today’s market. Whether you’re looking for your primary residence, a vacation home, or an investment property, this Kissimmee gem checks all the boxes. Schedule your private showing today!

Listing is courtesy of: SAND DOLLAR REALTY GROUP INC (407-389-7318)

Listing Agent: Robert Arnold, Jr (407-389-7318)

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)