Kissimmee Single Family Homes For Sale - 2023 homes

Remarks: Stunning fully furnished 6-bedroom, 5.5-bath luxury home located at 4688 Golden Beach Court, designed to impress and deliver unforgettable experiences. This spectacular property features exquisitely themed bedrooms inspired by Star Wars, Avengers, Harry Potter, and Mickey Mouse, creating a one-of-a-kind retreat that delights guests of all ages. The spacious layout offers both comfort and functionality, ideal for large families or high-performing vacation rentals. Step outside to your private pool and enjoy true Florida living, perfect for relaxing or entertaining year-round. With resort-style appeal, premium finishes, and immersive theming, this home stands out as a rare opportunity for investors and homeowners seeking strong rental potential and unmatched charm. A must-see property that combines luxury, creativity, and exceptional income potential in one extraordinary address.

Listing is courtesy of: FLORIDA SCANDI REALTY LLC (407-982-7224)

Listing Agent: Flavia Cabral (407-470-4992)

Remarks: One or more photo(s) has been virtually staged. For the first time in eight years, one of the rarest lots in The Oaks is now available. Special Holiday Promotion Free 85 inch samsung Tv if purchased by January 1st! Welcome to 2924 Boating Boulevard, Kissimmee, Florida 34746, a breathtaking 5-bedroom, 3-bath residence where elegance, craftsmanship, and nature come together. From its custom MasterCraft masonry in the front to its extended enclosed lanai in the back, this home was built to impress. Nestled along oak-lined streets in one of Kissimmee’s most desirable golf course communities, it sits on one of the rarest lots in the neighborhood backing up to a protected conservation area and positioned directly across from the boat lift that takes you straight onto Lake Toho, one of America’s best bass fishing lakes. With a peaceful pond, scenic trails, and lake access all just 40 feet from your back door, this property offers a lifestyle few others can match. Step inside and experience the seamless flow of the open-concept design. At the heart of the home is a chef-inspired kitchen featuring rich cherry wood cabinets, black sparkling granite countertops, a center island, and a bar that opens to the living area, ideal for entertaining or family gatherings. Just off the main living space, the downstairs suite offers a comfortable bedroom with a nearby full bath, perfect for guests, in-laws, or anyone who prefers first-floor living. Upstairs, the oversized master suite spans nearly half the top floor, creating a luxurious retreat where the owner truly gets the best. The master bathroom features dual Jack and Jill sinks, a royal soaking bathtub, a separate shower stall, and a closeted toilet for extra privacy during your most personal moments. Down the hall, three additional bedrooms each feature walk-in closets, while a large loft adds flexibility for a home theater, gym, or office. This home has been lovingly maintained and upgraded with a brand-new roof (2025), AC serviced (2024), updated flooring (2018), new gutters (2018), and a French drain for added drainage and foundation protection, along with many other repairs and improvements as needed for lasting comfort and peace of mind. Out back, the extended enclosed lanai spans the full width of the home, offering a tranquil escape surrounded by nature. Without taking more than a step out your back door, you can watch deer grazing, wild turkey exploring, otters playing near the shoreline, and eagles soaring above. With no fence behind you and direct access to the lift, pond, and walking trails, this home perfectly blends luxury, serenity, and adventure. The Oaks community features a golf course, tennis and pickleball courts, basketball, playgrounds, and a clubhouse with a new restaurant. Located just 40 minutes from Orlando International Airport and 30 minutes from Disney, this home delivers the perfect balance of luxury, lifestyle, and location. Wanna see the rest? Schedule your private showing today. Virtual tour available upon request.

Listing is courtesy of: MCKINNEY REALTY CO (407-750-0208)

Listing Agent: Matt Mckinney (407-750-0208)

Remarks: Welcome! Enjoy no rear neighbors forever, and a low-key HOA, with this well-appointed home, which offers five spacious bedrooms, four and a half bathrooms, and exceptional flexibility for family living, hosting guests, or creating dedicated work and relaxation spaces. The open floor plan boasts 4,964 square feet, with high ceilings, a gourmet kitchen with premium finishes, and multiple living areas designed for comfort and entertaining. A dedicated theater room can easily serve as a sixth bedroom, while the oversized 3-car garage provides ample storage. Each bedroom offers versatile options for family, home offices, or guest quarters, and generous square footage creates a natural balance between shared spaces and private retreats. Nestled on a 0.54-acre lot in a small, private gated community, this property combines privacy and convenience—located near shopping, lakefront parks, quality schools, SunRail, and minutes from charming downtown Kissimmee. Schedule your private tour today!

Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY (407-203-0007)

Listing Agent: Joseph Doher (407-203-0007)

Remarks: Welcome to this exceptional waterfront vacation home located in the heart of Storey Lake Resort at 4221 Paragraph Drive. Offering 8 bedrooms and 5 full bathrooms, this spacious and thoughtfully designed home is perfectly suited for large families, multi generational stays, or investors seeking a strong short term rental opportunity in one of Central Florida’s most in demand resort communities. The first floor welcomes you with an inviting foyer and an open concept layout designed for both comfort and entertaining. The gourmet kitchen features a large breakfast bar, ample cabinetry, and a generous pantry, all opening seamlessly to the dining area and great room. Sliding glass doors lead to a covered patio and screened in private pool and spa overlooking a peaceful water view, creating a true indoor outdoor living experience. The main level also includes a primary bedroom with an en suite bathroom, additional guest bedroom and full bath, and a large game room ideal for hosting and relaxing. Upstairs, a spacious loft media area provides additional gathering space, along with a conveniently located laundry area. The second level features the remaining bedrooms and bathrooms, offering plenty of room and privacy for guests. The layout is well balanced, functional, and designed to accommodate large groups comfortably. Storey Lake Resort is known for its outstanding amenities, including a resort style clubhouse, fitness center, water park with slides and lazy river, sports courts, playgrounds, and more. Located just minutes from Walt Disney World, Universal Studios, SeaWorld, shopping, dining, and entertainment, this home delivers both lifestyle and location. Whether you are looking for a turn key vacation home or a high performing investment, this Storey Lake property offers space, setting, and resort living at its best.

Listing is courtesy of: KRESSLER REAL ESTATE (407-864-2184)

Listing Agent: Andre Kressler (407-864-2184)

Remarks: Welcome to an exceptional lakeview residence in Kissimmee! This beautifully upgraded 5-bedroom, 5-bathroom home—featuring 5 private suites—offers luxury, comfort, and strong investment potential in a prime location near the Club House. Designed to impress, the home boasts a stunning double-height living room with a modern Raindrop chandelier, elegant Modani furnishings, and high-resistance vinyl flooring throughout the main level. The gourmet kitchen features a waterfall island and quartz countertops, complemented by recently upgraded appliances. All bathrooms are finished with quartz countertops and glass shower enclosures. Step outside to your private oasis: a resort-style pool with SPA and waterfall, fully screened enclosure, automated pool heating, solar-powered outdoor speakers, gazebo, and a covered patio with awning—perfect for entertaining while enjoying serene conservation and lake views. Additional premium features include smart home technology such as an Ecobee thermostat, Eufy digital door lock, MyQ smart garage system, external security cameras, and an IFLO system for automatic AC drain line cleaning. The home is also pre-wired for an electric vehicle charger and includes a laundry room with an inox sink. With its unbeatable combination of luxury upgrades, privacy (backing onto a conservation area), and proximity to amenities, this property is a rare opportunity—ideal as a primary residence, vacation home, or income-producing investment.

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

Listing Agent: Regiane Rodrigues Dian (321-424-8968)

Remarks: Welcome to this impressive waterfront vacation home located in the heart of Storey Lake Resort at 2956 Penelope Loop in Kissimmee. Offering 8 bedrooms and 5 full bathrooms, this spacious home is designed for both memorable stays and strong rental performance in one of Central Florida’s most sought after short term rental communities. The first floor welcomes you with a bright entry foyer and an open, functional layout ideal for entertaining large groups. The gourmet kitchen features ample cabinetry, a breakfast bar, and a large pantry, all flowing seamlessly into the dining area and expansive great room. Multiple bedrooms on the main level provide flexibility and convenience, including a primary suite with a private en suite bathroom. A dedicated game room creates an additional gathering space perfect for guests to unwind. Sliding glass doors lead to a covered patio and a screened in private pool and spa overlooking the water, creating a true resort style outdoor experience. This setup is ideal for relaxing after park days or enjoying Florida evenings with family and friends. The second floor offers a large loft style media area, additional bedrooms, and multiple full bathrooms, allowing everyone to have space and privacy. The layout is well suited for large families, multi generational stays, and group vacations. Storey Lake Resort is known for its high demand and outstanding amenities, including a resort style clubhouse, fitness center, water park, sports courts, and more. The location places you minutes from Disney World, Universal, SeaWorld, dining, and shopping, with both coasts reachable in just over an hour. Whether you are looking for a high performing vacation rental, a second home, or a combination of both, this waterfront Storey Lake property offers location, scale, and lifestyle all in one. Contact us today for your private showing.

Listing is courtesy of: KRESSLER REAL ESTATE (407-864-2184)

Listing Agent: Andre Kressler (407-864-2184)

Remarks: Under contract-accepting backup offers. Welcome to this well-maintained 3-bedroom, 2-bath home perfectly situated on a desirable corner lot in a quiet cul-de-sac. This flexible floor plan features a spacious living room and dining area, which can also be used as a home office, flex space, or additional sitting area to fit your lifestyle. Enjoy the open family room and kitchen combo, ideal for everyday living and entertaining. The home features ceramic tile throughout the main living areas and like-new carpet in the bedrooms, offering both durability and comfort. You'll appreciate the ample closet space, oversized pantry, and conveniently located washer and dryer. The roof was replaced in 2018, providing added peace of mind. Seller is offering credit toward installation of a new primary bathroom shower giving you the opportunity customize the space to your taste.

Listing is courtesy of: CENTURY 21 BE3 (727-596-1811)

Listing Agent: Crystal Washington Booth (865-296-2726)

Remarks: Best value in the city of Kissimmee! CASH ONLY. This upgraded 3-bedroom, 1-bath home is one of the most affordable properties in the entire zip code—an incredible opportunity you don’t want to miss. Move-in ready with recent improvements, this property offers the added benefit of NO HOA, providing freedom and flexibility for homeowners and investors alike. Ideally located in Kissimmee, just approximately 20 minutes from Orlando International Airport and 25 minutes from Walt Disney World. Enjoy easy access to major roadways, including US-192, John Young Parkway, Osceola Parkway, and Florida’s Turnpike, making commuting a breeze. Conveniently close to shopping, dining, and schools. Perfect for first-time buyers or investors looking for strong value in a high-demand area!

Listing is courtesy of: FLORIDA LAKES REALTY (407-593-9087)

Listing Agent: Tatiana Diaz (407-593-9087)

Remarks: Motivated seller—bring your BEST OFFER! (More pictures coming soon...) Beautifully maintained home located in the growing Poinciana community, situated on an oversized lot of approximately half an acre, offering a spacious backyard with plenty of room for outdoor living, entertaining, or future possibilities. The interior features soaring ceilings, tile flooring throughout the main living areas, and a functional layout designed for comfort and everyday living. Additional highlights include hardwood cabinetry, crown molding, window blinds, and energy-efficient features such as LED lighting and modern windows. Residents enjoy access to Poinciana’s wide range of amenities, including parks, walking trails, sports fields, fishing areas, and dog parks, supporting an active and family-friendly lifestyle. Conveniently located with easy access to Poinciana Parkway, as well as nearby schools, shopping, dining, and medical facilities.

Listing is courtesy of: LA ROSA REALTY KISSIMMEE (407-930-3530)

Listing Agent: Carmen Sousa Erazo (401-323-3577)

Remarks: Maintenance Grounds included!! An amazing 3 Bedroom and 2 full-bath single-family one-story home with a beautiful kitchen, Quartz tops, and latest generation appliances in the Beautiful and Growing Community of Storey Creek at Lennar, with a playground, Sport Court, Tennis Court, Volleyball Court, Basketball Court, and Swimming Pool. Located in Kissimmee, Florida, Storey Creek is more than just beautiful, new homes. The community offers residents luxury amenities in a great location and easy access to major Florida highways, such as SR 535, I-4, and US 192. These single-family homes come with many features, including WiFi certification and more. Don't lose this opportunity !!!

Listing is courtesy of: U S GLORY REALTY (407-222-7801)

Listing Agent: Rui Gao (407-222-7801)

Remarks: BRAND NEW AC with 10 YEAR TRANSFERABLE WARRANTY! 5.99 INTEREST RATE for qualified buyers who use our preferred lender! PHASE 1 WATERFRONT 4 bedroom cottage in the heart of Margaritaville Resort located just 5 minutes from Disney! Just steps from the resort amenity area, this immaculately kept cottage is fully equip with Margaritaville Resort approved furnishings by Ethan Allen. This spacious open floorplan home has 4 bedrooms, all with their own en suite bathrooms and separate thermostats for each level, along with high end wood look tile, quartz countertops, wooden stairs, private owners closet, high ceilings, multiple private balconies, an outdoor shower, and so much more! The large fenced in patio features a private, heated pool, ample eating and entertaining space, and sweeping lagoon views. This property can be used as a full time residence, second home, or short term rental property. This resort style community features two large swimming pools, multiple restaurants and bars, fitness center, full service spa, lush and tranquil walking trails to all ends of the community, as well as a moments walk to all of the restaurants, bars, shops and entertainment that Sunset Walk has Low maintenance resort living includes fully maintained grounds, home exterior, lawn care, and 24/7 roaming security.

Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)

Listing Agent: Jenna Palmero (407-697-8727)

Remarks: This property is a great investment opportunity you shouldn't pass up! This is a duplex (410 & 412 Rosland) with 2 bedroom and 1 bathroom on each side. It is just minutes from downtown Kissimmee and the Osceola Regional Medical Center. Kitchens have been recently redone along with the electrical. Owner is motivated to make a deal! Don't delay since this one will not last long!

Listing is courtesy of: SOLANTIS LLC (407-929-1571)

Listing Agent: Mario Guevara (407-929-1571)

Remarks: Brand-New Roof to Be Installed Before Closing! This charming 3-bedroom, 2-bath home offers the perfect combination of comfort, convenience, and value. Featuring a spacious backyard ideal for entertaining and family gatherings, this move-in ready property is located in a highly desirable central area just minutes from major avenues, shopping centers, restaurants, gas stations, and only 1 mile from Florida Turnpike and US-192. Residents enjoy access to resort-style community amenities including swimming pools, fitness centers, walking trails, tennis courts, and social spaces—perfect for enjoying the Florida lifestyle. With stylish living spaces, an unbeatable location, and the added benefit of a brand-new roof prior to closing, this home is an incredible opportunity for buyers seeking peace of mind and long-term value. Motivated sellers—schedule your showing today!

Listing is courtesy of: REALTY ONE GROUP MAGIC CITY (407-589-9080)

Listing Agent: Elsie Cruz (407-561-4957)

Remarks: Welcome to this 3-bedroom, 2-bathroom home located in a gated community in the heart of Kissimmee, Florida, just minutes from The Loop, a popular shopping, dining, and entertainment destination. Enjoy convenient access to Walt Disney World (approximately 25 minutes) as well as Universal Orlando and Central Florida’s world-famous theme parks. This move-in ready home features a desirable split floor plan with spacious living areas and thoughtful updates throughout. Inside all appliances are brand new. Brand new floor. You will find fresh exterior and interior paint, and a refreshed front door that give the home a clean and welcoming feel. The layout offers generously sized bedrooms, along with a kitchen and family room combination that creates a comfortable space for gathering and entertaining. A formal living and dining area provides additional flexibility and can easily function as a home office, flex space, additional living area, or hobby room. Other Residents of this gated Kissimmee community enjoy access to neighborhood amenities including a community pool, playground, and clubhouse, adding to the convenience and lifestyle this location offers. With easy access to shopping, dining, major roadways, and Central Florida attractions, this Kissimmee home offers comfort, convenience, and the opportunity to make it your own. LOW HOA. Call to schedule your private showing!

Listing is courtesy of: PROFILES INTERNATIONAL REALTY (321-297-8161)

Listing Agent: Ekramul Chowdhury (407-360-8991)

Remarks: One or more photo(s) has been virtually staged. Enjoy peaceful lake views at 2838 Sweetspire Circle in Kissimmee, FL, where this spacious 4-bedroom, 2-bathroom home offers 2,528 square feet of comfortable and versatile living. The layout features multiple living and dining areas with tile flooring throughout, creating a clean, cohesive feel ideal for both entertaining and everyday comfort. The kitchen provides ample space and functionality, perfect for daily living and gatherings. The primary suite and additional bedrooms are generously sized, offering flexibility for families, guests, or a home office setup. This home has been freshly painted inside and out. Major systems have been recently updated, including an HVAC system, stove, hot water tank, and garbage disposal—all less than a year old. Step outside to take in the serene water view, offering a sense of privacy and relaxation. A spacious two-car garage and interior laundry area add to the home’s overall convenience. Ideally located just minutes from shopping, dining, schools, and parks, with quick access to US-192, Florida’s Turnpike, and I-4, this property offers both everyday convenience and excellent connectivity to Orlando and surrounding attractions—making it a great option for homeowners and investors alike.

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

Listing Agent: Carlos German (888-883-8509)

Remarks: This Disney Airbnb produced $54,000 in 2024! Discover this stunning 8-bedroom, 7-bath luxury retreat in the world-renowned Encore Resort at Reunion, just minutes from Walt Disney World! This fully furnished, turnkey investment property is already a successful and regularly booked short-term rental, offering immediate income potential and the flexibility to enjoy it as your own family vacation home. Step inside to an expansive open-concept living space, a gourmet kitchen with quartz countertops and stainless steel appliances, and themed bedrooms that guests adore. Outside, relax in your private screened pool and spa, complete with a spacious lanai perfect for lounging and dining outdoors. Encore Resort boasts five-star amenities, including a water park with thrilling slides, resort pool, clubhouse with restaurant and bar, fitness center, sports courts, concierge services, and shuttle service to Disney Parks. Perfectly located 10 minutes from Disney, 15 minutes from Universal and SeaWorld, and close to shopping, dining, and golf—this home is both a proven income generator and a dream family getaway. Move-in ready, fully equipped, and performing—this Encore Resort gem truly has it all!

Listing is courtesy of: REGENCY REAL ESTATE LLC (407-469-5021)

Listing Agent: Heather Spirazza (407-757-6022)

Remarks: Under contract-accepting backup offers. Welcome to 4385 Silver Creek Street in Kissimmee, FL 34771—an upgraded 4-bedroom, 2-bath home on an oversized corner lot in a prime Central Florida location just minutes from Lake Nona, Medical City, and Orlando International Airport. This move-in-ready property features a fully upgraded kitchen with modern appliances, reverse osmosis system, custom pantry, and added natural light from two extra windows, along with crown molding, upgraded baseboards, and a custom bar that enhance the open living space. The primary suite includes custom closets and additional windows for improved light and storage. The home is equipped with solar panels, a full-house water filtration system, and a central vacuum system for efficiency and convenience, and has been recently painted inside and out. Outside, enjoy a 3-car garage with overhead storage, an expanded driveway, paver patio, custom landscaping, and a shed for additional storage or workspace. Located near top-rated schools, shopping, restaurants, and hospitals, this property offers a strong combination of upgrades, functionality, and location—ideal for families or investors seeking long-term value.

Listing is courtesy of: LA ROSA REALTY KISSIMMEE (407-930-3530)

Listing Agent: Brandon Rincon (954-548-0326)

Remarks: Under contract-accepting backup offers. Positioned inside the GATED community of Isles of Bellalago, this 3-BEDROOM, 2-BATH home delivers OVER 2,000 SQ FT of living space on a .20-ACRE LOT with MATURE LANDSCAPING and inviting curb appeal. Step inside to a LIGHT-FILLED, OPEN LAYOUT designed for both everyday living and entertaining. The SPLIT BEDROOM FLOOR PLAN creates privacy between the PRIMARY SUITE and secondary bedrooms, while ALL TILE FLOORS run throughout for a clean, low-maintenance finish. Recent UPDATES include FRESH INTERIOR PAINT, UPDATED LIGHTING, CEILING FANS, and a REFRESHED KITCHEN. At the center of the home, the kitchen features SOLID WOOD CABINETRY, PANTRY STORAGE, and a BREAKFAST BAR that flows seamlessly into the main living areas, keeping everything connected. The PRIVATE PRIMARY SUITE is tucked away on its own side and offers a WALK-IN CLOSET and a well-appointed EN-SUITE BATH with DUAL SINKS, a SOAKING TUB, and a SEPARATE GLASS-ENCLOSED SHOWER with detailed tilework. Bedrooms 2 and 3 sit on the opposite wing and share a FULL BATH, offering flexibility for guests, work-from-home, or additional living needs. Sliding glass doors lead to a SCREENED LANAI with TILE FLOORING, creating an easy extension for outdoor living and dining. The backyard opens to GREEN SPACE and natural surroundings, giving a more PRIVATE, RELAXED feel. Key upgrades include a NEWER A/C (2021) and a durable TILE ROOF in solid condition. Located in Isles of Bellalago, residents enjoy GATED ACCESS, RESORT-STYLE AMENITIES, SCENIC TRAILS, and access to LAKE TOHO, all while staying close to shopping, dining, schools, and Central Florida attractions. MOVE-IN READY with the right balance of SPACE, UPDATES, and COMMUNITY LIFESTYLE.

Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)

Listing Agent: David Plasencia, Llc (407-579-9369)

Remarks: CORNER LOT! Why wait for a new home to be built, when you can buy this fully furnished, turn-key VACATION HOME in the sought-after gated community of Windsor at Westside! Excellent Income Producing SHORT-TERM RENTAL Home. ONLY 10 MINS from Disney Gate! Fully furnished and professionally decorated two-story home with a private pool. This 5 bed/4 bath Winstone model features a spacious great room and kitchen with granite Island, allowing for ample seating and space to entertain. The sliding doors lead to your own private oasis with a covered, screened lanai with pool. One Guest Bedroom/Bath downstairs. Enjoy the myriad benefits of a resort-style community and have a blast! You'll have access to a fantastic clubhouse, a heated pool and spa, wireless internet on the pool deck, a lazy river, a state-of-the-art fitness center, a playground, a game room, and much more - all designed for families to relish for hours! The HOA takes care of landscaping maintenance, provides internet and cable services, and offers daily valet garbage disposal for your convenience. Located just a short distance from Highway 192, this charming short-term rental community provides easy access to major highways like I-4 and US-27. Plus, it's just a stone's throw away from theme parks, attractions, shopping malls, outlets, local restaurants, and grocery stores. Don't miss out on this fantastic opportunity to own a piece of the vacation rental market in the heart of Kissimmee!

Listing is courtesy of: RATIO REAL ESTATE, LLC (407-674-0460)

Listing Agent: Veronica Li (407-674-0460)

Remarks: Welcome home to 2704 Eagle Creek, where comfort, style, and everyday convenience come together. This well-maintained residence offers a thoughtful layout designed for both relaxed living and effortless entertaining, enhanced by designer finishes throughout and abundant natural light. The kitchen is a true focal point, featuring European-style cabinetry and stunning waterfall solid stone countertops, blending sleek modern design with everyday functionality—ideal for cooking, gathering, and entertaining. The primary suite provides a peaceful retreat, while additional rooms offer flexibility for guests, a home office, or hobbies. The garage is equipped with an abundance of built-in storage cabinets, offering exceptional organization and practicality rarely found. Step outside to enjoy a private outdoor space perfect for morning coffee, weekend barbecues, or unwinding at the end of the day. Conveniently located near shopping, dining, and major roadways, 2704 Eagle Creek delivers the perfect balance of tranquility, accessibility, and modern living.

Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)

Listing Agent: Louisa Sims (407-446-0969)