Kissimmee Homes For Sale & Real Estate - 2476 homes

Remarks: Under contract-accepting backup offers. Welcome to 1103 Marygon Street, a beautifully maintained 3-bedroom, 2-bathroom home offering comfort, functionality, and peace of mind. With major updates already completed, including a new roof (2022), A/C system (2021), electrical panel (2021), and water heater (2019), this home is truly move-in ready. Inside, you’ll find a bright and inviting layout with great natural light and flexible living spaces to fit your lifestyle. The kitchen features granite countertops and stainless steel appliances, providing both style and everyday convenience. The home offers a practical layout ideal for both daily living. Located in a prime Kissimmee area, you’ll enjoy easy access to major highways, shopping, dining, and schools, making commuting and everyday living simple and convenient. The outdoor space provides room to relax, entertain, and enjoy the Florida lifestyle. A must see. Schedule your private showing today.

Listing is courtesy of: ORANGE SLICE PROPERTIES (863-632-9765)

Listing Agent: Yessenia Cruz (340-226-1690)

Remarks: Highly motivated seller! Prime location! Located in the desirable Buenaventura area of Kissimmee. Just minutes from medical offices, restaurants, and shopping centers. A short drive to Valencia College – Osceola Campus, approximately 15 minutes from Orlando International Airport, and about 30 minutes from major attractions. The A/C unit and water heater were replaced in 2016, and the roof will be replaced before closing. PROPERTY IS BEING SOLD AS IS. The seller is a mortgage broker and is offering up to $5,000 toward the buyer’s closing costs if the buyer obtains financing through Sunland Capital Mortgage. https://www.blink.mortgage/partner/4TESAECS/5PKKP2QL/search

Listing is courtesy of: JOURNEY HOMES REALTY LLC (407-579-9459)

Listing Agent: Elsa Malave Llc (321-314-9901)

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Short Sale. SHORT SALE:Welcome to 716 Caribou Drive, a bright and spacious 2-bedroom, 2-bathroom home with a flexible additional space that can function as a third bedroom or home office, located in the quiet, family-friendly neighborhood of Poinciana Village 3. This single-family residence features a thoughtful layout with a spacious kitchen and dining area, a brand-new dishwasher (2024), a cozy living room filled with natural light, and a fully enclosed lanai—perfect for relaxing or entertaining with garden views. The property is equipped with hurricane shutters on all windows and doors, providing added peace of mind. The low $90/month HOA includes access to a community pool, fitness center, basketball court, parks, playgrounds, and even cable and internet, offering exceptional value. The home is conveniently located just minutes from Publix, Walmart, Home Depot, Lowe’s, and the Poinciana Medical Center, with easy access to major roadways like Poinciana Parkway, Highway 17-92, and I-4. Major attractions such as Walt Disney World, Universal Studios, and the upcoming Epic Universe theme park are only 35 minutes away. Poinciana is growing rapidly, with new developments bringing national retailers and restaurants to the area. Residents will also benefit from the upcoming retail additions at the SunRail station. Families will enjoy abundant outdoor recreational options within 15 miles, with popular spots like Vance Harmon Park and Poinciana Community Park offering a mix of sports courts, playgrounds, skate parks, and expansive green spaces. For date nights or exploring the local food scene, there’s a wide variety of restaurants offering unique culinary experiences. Fitness enthusiasts will also appreciate the proximity to top-rated gyms. Whether you’re looking for tranquility, convenience, or a well-rounded lifestyle, this home offers comfort and value in a rapidly developing community—perfect for families and professionals alike.

Listing is courtesy of: 10 STARS PROPERTY MANAGEMENT LLC (813-810-7099)

Listing Agent: Chant Karajian (813-810-7099)

Remarks: 2 BEDROOM 2 BATHROOM COTTAGE

Listing is courtesy of: FIRST STEP REALTY GROUP (786-641-6840)

Listing Agent: Kevin Velazquez (786-298-0394)

Remarks: Discover the ideal blend of indoor and outdoor living in this spacious 3 bedroom 2 bathroom corner lot unit, perfectly situated in the desirable Buenaventura Lakes community. The home’s layout was designed for comfortable living, with a dedicated dining room for special occasions and a cozy eat-in kitchen for casual meals. The home offers a mix of practical tile and soft carpet, providing a welcoming retreat. Outside, the fully fenced backyard provides a safe space for recreation, while the screened-in pool promises endless hours of relaxation and entertainment. With an attached one-car garage, this home provides both comfort and ease of access. Its prime location places you just moments away from a variety of shopping and dining options, making errands and date nights equally convenient.

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

Listing Agent: Debbie Browning (407-908-9060)

Remarks: Nestled within the beautifully maintained, gated community of Remington Golf Course, this exceptional two-story pool home offers the perfect blend of elegance, comfort, and true Florida luxury living. Featuring 5 spacious bedrooms, 4 full bathrooms, and breathtaking golf course views, this residence stands out as a rare opportunity. From the moment you arrive, the lush landscaping, manicured lawn, and charming front porch create a warm and inviting first impression. Step inside to a bright, open-concept layout filled with natural light, where the living room, dining area, and kitchen flow seamlessly, perfect for both everyday living and entertaining. The chef-inspired kitchen is designed to impress, featuring stainless steel appliances, including a new gas stove—a rare and highly desirable feature in Florida—pristine countertops, a breakfast bar, and abundant cabinetry, perfect for cooking and gathering with family and friends. The primary suite, located on the main floor, offers a private retreat with direct pool access. The en-suite bathroom features dual vanities, a soaking tub, walk-in shower, and a spacious walk-in closet. An additional main-level room provides flexibility as a guest suite, home office, or playroom, with a full bathroom nearby for added convenience. Upstairs, you’ll find a spacious loft, perfect for gatherings or relaxation, along with three additional bedrooms and two full bathrooms, offering plenty of space and privacy for family or guests. Step outside through sliding glass doors to your screened lanai and sparkling private pool with spa, all overlooking the serene Remington Golf Course. Whether entertaining or unwinding, this outdoor space is your personal oasis. Additional highlights include a newer roof (2019), direct golf course access, and a prime location near top-rated schools, shopping, dining, and major roadways. Don’t miss the opportunity to own this stunning golf course home in the heart of Kissimmee, schedule your private showing today.

Listing is courtesy of: SIGNATURE INTERNATIONAL REAL E (561-404-7263)

Listing Agent: Lorena Moscoso (954-204-9505)

Remarks: Short Sale. Investor opportunity! Fully furnished 5-bedroom, 4.5-bath pool home ideal for use as a vacation rental or income-producing property. Designed for short-term or long-term rental potential, this spacious home offers multiple sleeping areas, generous living space, and a private pool perfect for guest enjoyment. The property is turnkey and furnished, allowing for a smooth transition to immediate rental operations or personal vacation use. Its functional layout comfortably accommodates larger groups, maximizing rental appeal and occupancy potential. Priced to sell, this is a rare opportunity for investors seeking a furnished pool home with strong flexibility and income possibilities. Schedule your showing today and secure a property built for returns.

Listing is courtesy of: REALTY ONE GROUP EVOLUTION (786-477-4715)

Listing Agent: Francis Stark, Pa (407-255-3700)

Remarks: Discover this modern 4 bedroom, 2 bathroom home offering 2,105 sq ft of comfortable living space. The newer construction features a bright, open layout with spacious living and dining areas that flow seamlessly into the kitchen, making it ideal for both everyday living and entertaining. The primary suite includes a private bathroom and generous closet space, while the additional bedrooms provide flexibility for family, guests, or a home office. Outside, enjoy a nicely sized yard with room to relax or personalize. Located in a quiet, well-kept neighborhood, this move-in ready home is easy to show and ready for its next owner.

Listing is courtesy of: SOVEREIGN REAL ESTATE GROUP (305-662-1502)

Listing Agent: Raul Pino (305-662-1502)

Remarks: Property is managed by a property management company-avaibility must be confirmed. Stunning FULLY FURNISHED investment opportunity to own your vacation home near Disney with this modern townhome located in the luxury resort community of CHAMPIONS GATE. This beautifully decorated home has 5 bedrooms, 4 bathrooms, stainless steel appliances, washer, dryer, and a private pool with no rear neighbors which allows for privacy for enjoying pool time with friends and family! With an open floorplan, smart home technology, an excellent location and everything needed for the perfect rental property. The amazing resort of Champions Gate features an 18-hole Golf Course, Inter-community Transportation, Gated Main Entrance, 7 Tennis Courts, Lazy River, Splash Park, Fitness Center, Business Center, Movie Theater, Tiki Bar, Indoor and Outdoor Dining, Volleyball Courts and Private Air-Conditioned Cabanas with Private Services. Enjoy the convenience of one of the best locations in Central Florida, located within minutes to major highways, Orlando International Airport, quick access to all Disney Parks and attractions, the I-4, Highway 27, 429 and 417 offering access to shopping, restaurants, and much more! Schedule your showing today. SELLER MOTIVATED!

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

Listing Agent: Glauco Pochine (407-600-8766)

Remarks: Short Sale. Welcome to Seasons at Big Sky, where modern living meets everyday convenience in one of Kissimmee’s fastest-growing corridors. This beautifully maintained residence at 1491 August Gray Dr offers a fresh, open feel with thoughtfully designed spaces that cater to both comfort and functionality. From the moment you arrive, the clean lines, inviting entry, and well-kept surroundings set the tone for what’s inside. Step into a light-filled interior where the layout flows effortlessly, creating the perfect setting for both relaxed living and entertaining. The living areas feel connected yet defined, giving you flexibility for gatherings, work-from-home needs, or simply unwinding at the end of the day. Positioned for convenience, this home places you just minutes from Lake Nona, Medical City, and the Orlando International Airport, with easy access to major roadways including Florida’s Turnpike and US-192. Daily essentials, dining, and shopping are all within reach, while continued development in the surrounding area is bringing exciting new retail, dining, and lifestyle destinations to the community. Outdoor enthusiasts will appreciate nearby parks, green spaces, and recreational options, offering plenty of ways to enjoy the Florida sunshine year-round. As growth continues throughout Kissimmee and the surrounding areas, this location stands out for its accessibility and long-term appeal. Whether you're looking for your next home or a smart investment in a thriving area, this property offers the perfect balance of style, location, and future potential.

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

Listing Agent: Gilberto Figueroa (407-860-5627)

Remarks: STOP — Welcome Home! This is the pool home you’ve been searching for—offering privacy, upgrades, and exceptional value all in one. With no rear neighbors and a beautifully designed outdoor space, you can enjoy your own private retreat featuring a screened-in pool, expansive deck, and covered lanai with a built-in bar—perfect for entertaining or relaxing weekends at home. Inside, you’re welcomed by an open floor plan with vaulted ceilings and abundant natural light pouring in through double sliding glass doors, creating seamless indoor-outdoor living and offering stunning pool views from multiple areas. This turn-key 4-bedroom, 2-bath home has been thoughtfully updated with waterproof laminate flooring, modern lighting, and a fully renovated kitchen featuring granite countertops, a cooking island, new cabinetry, and a 2023 dishwasher. The split-bedroom layout provides ideal privacy, with the spacious owner’s suite tucked away on one side, complete with a walk-in closet and an upgraded en-suite bath featuring dual vanities, a walk-in shower, and a relaxing Jacuzzi tub. On the opposite side, three additional bedrooms—all with ceiling fans—share a beautifully updated second bathroom. Additional improvements bring peace of mind and efficiency, including a 2022 AC handler, a 9-year-old roof, solar panels, and a water filtration system. The home also features vinyl fencing for added privacy, a large interior laundry room, and a metal shed for extra storage, helping keep your garage space clear and organized. Location adds even more value—just minutes (approximately 7 minutes) from shopping, dining, and medical facilities. The community enhances your lifestyle with amenities such as a pool, fitness center, park, cable TV, and internet, while Poinciana residents also enjoy access to a hospital and medical center, YMCA, parks, walking trails, and convenient toll road access toward I-4 and Reunion. This home truly checks every box—privacy, upgrades, location, and lifestyle.

Listing is courtesy of: RESIDENTIAL MATCHMAKERS LLC (407-286-1698)

Listing Agent: Swanise Brown (954-479-4711)

Remarks: One or more photo(s) has been virtually staged. Welcome to Villas at Somerset, where location, flexibility, and upside potential come together in this 3 bedroom, 2 bath ground floor condo in Kissimmee. Offering a spacious one level layout, this unit features an open living and dining area filled with natural light from the large front windows, along with a functional kitchen that includes a breakfast bar and easy connection to the main living spaces. The split bedroom layout gives the primary suite added privacy, while the secondary bedrooms offer flexibility for guests, family, or additional use. This property is ideal for a buyer looking to renovate and make it their own. The home needs updates, including flooring and additional improvements, creating an opportunity to finish the space to your personal standards and style. The covered ground floor entry offers a more private arrival, and the unit enjoys views toward the community tennis court. Residents of Villas at Somerset have access to resort style amenities including a pool, hot tub, fitness center, clubhouse, and grill area. Short term rentals are allowed, making this a compelling option for investors, vacation use, or buyers seeking value in a highly convenient location just minutes from Walt Disney World, Universal Studios, shopping, dining, and entertainment.

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

Listing Agent: Peter Luu (321-917-7864)

Remarks: If you’ve been searching for charm, character, and convenience, this is it. This fully updated bungalow exudes a cozy cottage feel with modern finishes throughout, creating the perfect blend of comfort and style. As soon as you walk in, you’ll notice how open and airy the space feels, making it perfect for both everyday living and entertaining. This home truly has all the upgrades you can think of, including Corian countertops, a durable metal roof, a beautiful electric fireplace, a whole-home water filtration system, a well, and a septic tank that was flushed just two months ago. The windows have been upgraded to double pane windows. The roof and windows were replaced in 2019, and the A/C was replaced in 2026, offering added peace of mind. Situated on a quiet, established street, it provides a peaceful retreat while still being just minutes from Lake Nona, St. Cloud, Orlando International Airport, major highways, and the area’s top attractions, plus it's conveniently located near Austin-Tindall Sports Complex. From the moment you pull into the paver driveway, you’ll feel right at home.

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

Listing Agent: Cassandra Kelly (407-433-2000)

Remarks: Great 4 bedroom 3 bath home in a gated community. lose to the schools. Split floorplan, built-in entertainment center.

Listing is courtesy of: MBT HOMES (407-569-5884)

Listing Agent: Pascale Trosch (407-791-6319)

Remarks: Luxury 4-Suite Corner Villa at Magic Village Views | The Ultimate Theme Park–Adjacent Investment & Vacation Oasis... Experience resort living in this stunning corner-unit villa located in the prestigious gated community of Magic Village Views. Perfectly positioned just minutes from world-famous theme parks and the top attractions of Orlando, this property offers a rare combination of high-end luxury, ultimate privacy, and investment potential. This impeccably maintained 4-bedroom, 4.5-bathroom is designed for those who appreciate space and sophistication. As a coveted corner unit, the home is filled with natural light and offers an added sense of tranquility. 4 Full Suites: Every bedroom features its own private, spa-inspired en-suite bathroom, ensuring maximum comfort for all guests. Summer Kitchen: The expansive covered patio includes a built-in summer kitchen/BBQ station, perfect for Florida-style entertaining under the stars after a long day at the parks, golf, shopping or relaxing by the pool. Modern Elegance: Open-concept living with floor-to-ceiling windows, a gourmet chef’s kitchen with stainless steel appliances, and high-end finishes throughout. World-Class Resort Amenities. Ownership at Magic Village Views grants you and your guests access to a luxury concierge lifestyle that rivals five-star resorts: On-site restaurant offering a fusion of traditional and modern cuisine* Heated resort-style pool and hot tub with sun deck* State-of-the-art fitness center, plus tennis and beach volleyball courts* Family-friendly amenities including a kids’ playroom* Concierge services to assist with theme park tickets, transportation, and more* 24-hour gated security with professional on-site management* The Opportunity... Whether you are looking for a breathtaking second home or a high-performing short-term rental, 3062 Rockefeller Way presents an exceptional opportunity. Its close proximity to the theme parks, combined with the privacy of a corner lot, makes it one of the most desirable residences in the community. Don’t miss your chance to own your own slice of Orlando’s resort lifestyle!

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

Listing Agent: Donna Calhoun (407-329-6253)

Remarks: Beautiful 4-bedroom, 4-bath Pool Home in Premier Windsor Hills Resort. Income-Producing and Fully Furnished. Don't miss this exceptional opportunity to own a high-performing vacation rental in the highly sought-after Windsor Hills Resort, just minutes from Walt Disney World. This tastefully furnished and meticulously maintained 4-bedroom, 4-bathroom home offers a private screened-in heated pool and spa, with no rear neighbors and serene views of a large pond. Step inside to an open-concept layout with a spacious main living area, perfect for entertaining or relaxing after a day at the parks. Each bedroom features its own private en-suite bathroom, providing comfort and privacy for all guests. The home is being sold fully furnished, including a game room (garage-converted), updated stainless steel appliances, and all new kitchen cabinet doors and drawer fronts recently installed. Other upgrades include: newer roof (December 2024), newer air conditioning system (Sept 2023), ceiling fans in all bedrooms (and 2 on the lanai), new air hockey and foosball table in game room (March 2026). Windsor Hills is a guard-gated resort community with world-class amenities, including a clubhouse with a movie theater, game room, fitness center, on-site market and snack bar. Enjoy the lagoon-style heated pool, water park with kid’s slide, hot tub, multiple playgrounds, sports courts (basketball, tennis, volleyball, pickle ball), putting green, BBQ area, and more. This home is currently an active vacation rental and comes with future bookings already in place, offering an immediate return on investment. Whether you’re looking for a personal getaway or a proven income-generating property, this home has it all. Schedule your private showing today; you have to see it to truly appreciate everything it offers!

Listing is courtesy of: BRIDGE REALTY GROUP (407-966-4700)

Listing Agent: Rem Vonk (407-966-4700)

Remarks: Welcome to the best of Florida resort life! This 8 bedroom 6 bathroom house has all you can ask for and more! Fully furnished, this home is ready for an immediate occupancy, whether you're seeking an ideal AirBNB/Short-Term Rental or a personal vacation/ winter time residence. Airy and bright, the open-concept floor plan connects the living, dining, and kitchen areas, providing the perfect layout. The sliding doors in the family room area lead you directly to the pool patio area, creating a seamless indoor-outdoor living experience. An oversized heated pool with a jacuzzi and large patio space allows for cookouts, pool parties and watching the sunsets. The first-floor primary suite with a private bathroom and direct access to the lanai provides you a great personal space. An additional first-floor bedroom offers flexibility. Upstairs, there are six more spacious bedrooms and a loft space suitable for movie nights or a play area.  Located in the luxurious community of Windsor at Westside, you'll have access to a variety of resort-style amenities, including a grand clubhouse, fitness center, lazy river, and more. Theme parks , beaches and shopping are just a short drive away, you'll have endless entertainment options at your fingertips. The HOA covers cable, internet, lawn care, trash, 24 hr security guard for a smooth and worry free life style. Make your appointment today! Equal Opportunity Housing.

Listing is courtesy of: LAWHUN ENTERPRISES IV, LLC DBA:FLORIDA REALTY INVESTMENTS IV (407-207-2220)

Listing Agent: Magdalena Danos, Pll (407-760-9286)

Remarks: Fantastic townhome for sale offering comfort and convenience. This home is a standout choice for those seeking quality and value. Located in a sought after neighborhood only 15 minutes from the magic of Disney. You'll love the convenience of nearby highways and having the best local dining and shopping just around the corner. You’re minutes from everything while enjoying the quiet of a residential enclave This beautiful townhome has a new AC unit (2024), ensuring energy efficiency and comfort for years to come. An ideal option for a primary residence or an investment property, the interior features an intuitive layout that maximizes every square inch. Community Perks: Enjoy a well-maintained, quiet neighborhood with a sparkling community pool. Act fast to secure this unbeatable combination of price and position.

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

Listing Agent: Colin Farrell (407-506-7233)

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Some homes check the boxes. This one raises the bar. Nestled in the coveted Westside Calabria community just minutes from Walt Disney World, this stunning pool home has been thoughtfully updated from top to bottom with new flooring, new quartz countertops, fresh interior paint, new appliances, and a new AC, so you can move right in and start living! Inside, you'll find a flowing open floor plan dressed in crown molding, elegant arched doorways, and decorative columns that give the home a timeless, polished feel. The kitchen is anchored by a large center island, gleaming quartz countertops, subway tile backsplash, and stainless steel appliances. Plantation shutters and modern black-framed windows frame every room with style, while a formal living room, dining room, and expansive family room give everyone space to spread out. The primary suite is a true retreat, complete with a spa-like en-suite featuring a soaking tub. Step through the sliding glass doors and into your own backyard oasis, a screened-in pool and spa, serene pond views, and an oversized paver lanai made for morning coffee and sunset gatherings alike. Whether you're searching for a primary residence or a short-term rental investment, Westside Calabria delivers the flexibility you need in one of Central Florida's most desirable corridors. Just minutes to I-4, US-192, world-class dining, shopping, and every attraction the area has to offer.

Listing is courtesy of: ACME REAL ESTATE FLORIDA LLC (407-601-4958)

Listing Agent: Regan Jackson (407-421-1420)

Remarks: Seller will contribute $10,000 toward buyer’s closing costs or to buy down your interest rate! Turnkey Luxury Investment Home Just Steps from the Clubhouse in Solara Resort – Fully Furnished 9-Bedroom Model with Pool, Spa & Game Room... Now available is a rare opportunity to own a former model home in the exclusive, guard-gated Solara Resort—ideally located just steps from the clubhouse and world-class amenities. This beautifully appointed Naples II floor plan features 9 spacious bedrooms, 6.5 bathrooms, a large loft, a two-car garage, and comes fully furnished, making it a true turnkey investment. Meticulously maintained and still under builder warranty for another year, this home was previously a lease-back to Mattamy Homes and showcases over $100,000 in high-end upgrades. From the moment you walk in, you’ll be impressed by the open-concept layout, soaring ceilings, abundant natural light, and stylish design. The gourmet kitchen is a chef’s dream, featuring 42-inch cabinets, granite countertops, stainless steel appliances, and a large island with breakfast bar—perfect for casual meals and entertaining. The living and dining areas flow seamlessly onto a covered patio overlooking a private heated pool and spa, creating the perfect outdoor retreat for relaxation or hosting guests. The primary suite is conveniently located on the first floor and includes a walk-in closet and spa-like en-suite bath with dual vanities, soaking tub, and separate shower. Upstairs, themed bedrooms and a large loft with multiple big-screen TVs an immersive and fun-filled experience for guests, making this home highly desirable for short-term rentals. The garage has been transformed into a vibrant game room, further enhancing the home’s appeal on platforms like Airbnb and VRBO. With strong booking performance and an option for the seller to share future reservations, this is an investment opportunity you don’t want to miss. Located less than 15 minutes from Walt Disney World and with easy access to I-4, US-192, and US-27, the home offers unmatched convenience to Orlando’s top attractions, restaurants, and shopping destinations. The HOA includes internet, cable, landscaping, and access to one of Central Florida’s most impressive amenity centers. Solara Resort delivers the ultimate resort lifestyle, with a zero-entry pool, FlowRider surf simulator, water slides, poolside cabanas, bar and grill, on-site café, state-of-the-art fitness center, yoga lawn, splash zone, playground, marketplace, and sports courts for basketball, soccer, and volleyball. Whether you’re looking to generate passive income or create a luxurious family getaway, this property checks every box. With limited inventory and high demand in Solara Resort, opportunities like this are extremely rare. The motivated seller is open to offers and welcomes Realtor collaboration.

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

Listing Agent: Glauco Pochine (407-600-8766)