Kissimmee Single Family Homes For Sale - 2122 homes

Remarks: Price reduced! Seller motivated. Spacious 5 bedroom 3 bath home located in The Oaks. Features a freshly painted exterior and a functional layout ideal for everyday living. Located near shopping center, dining and major roadways. Easy access to local amenities.

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

Listing Agent: Katya Rivera Torres (407-967-8823)

Remarks: Welcome to an extraordinary luxury vacation residence in the highly sought-after Sonoma Resort at Tapestry, where sophisticated modern design meets exceptional short-term rental potential. Perfectly positioned with tranquil water views at the front, this professionally curated home delivers a true resort-style experience just minutes from Disney, world-class dining, shopping, and Orlando’s premier attractions. Designed for both elegance and functionality, the home showcases expansive open-concept living spaces enhanced by sleek tile flooring throughout all common areas — completely free of carpet in the main living spaces for a refined aesthetic and easy maintenance. The chef-inspired kitchen seamlessly flows into the oversized dining and gathering areas, creating the ideal setting for entertaining large groups and luxury vacation stays. Every detail of this residence has been thoughtfully elevated, from the designer lighting and upscale finishes to the spectacular themed entertainment spaces that set this property apart from the competition. Multiple immersive themed bedrooms create unforgettable guest experiences, while the custom game rooms and private theater-style entertainment areas offer resort-level amenities rarely found in comparable properties. The beautifully designed themed suites provide both visual impact and strong guest appeal, making this home exceptionally attractive for high-performing vacation rental income. Step outside to your private screened pool and outdoor living area, offering the perfect Florida retreat for relaxation and entertaining year-round. Whether utilized as a primary residence, second home, or income-producing investment property, this exceptional home combines luxury, location, and proven vacation-rental desirability in one of Central Florida’s premier resort communities.

Listing is courtesy of: INTEREALTY SERVICE (626-328-8535)

Listing Agent: Emma Yue (626-328-8535)

Remarks: Turnkey investment opportunity in a highly sought-after resort-style community just minutes from Disney World! This fully furnished home is a heavily booked short-term rental with strong income potential and future bookings in place. Designed to stand out, the property features themed rooms including a Frozen-inspired bedroom and a Star Wars-themed room with immersive LED lighting, creating a memorable guest experience that drives repeat bookings. The garage has been professionally converted into a game room, perfect for entertainment and maximizing rental appeal. Recent updates include new vinyl flooring in the loft, adding a fresh, modern touch to the living space. The open layout, spacious bedrooms, and private accommodations make this home ideal for large groups and vacationing families. Located just minutes from world-class attractions, dining, and shopping, this property offers both a fantastic personal getaway and a income-producing asset. Bookings, financials, and rental history available upon request!

Listing is courtesy of: SPECTRUM GLOBAL REALTY, INC (407-770-0067)

Listing Agent: Nisha Mehta (407-462-9297)

Remarks: Priced to Sell! Motivated Seller! Stunning 6BD/4.5BA villa, professionally designed, truly a gem at this price! Fully furnished and ready to generate attractive short-term rental income. Enjoy a private pool, modern layout, and access to Solara Resort’s top-tier amenities, heated pool, surf simulator, gym, bar & grill, and more. HOA includes internet, landscaping, and full access to resort perks.

Listing is courtesy of: SINGULAR REALTY LLC (407-999-6899)

Listing Agent: Juliana Martins (786-546-6195)

Remarks: Welcome to a truly unparalleled luxury estate, nestled on 5 acres of serene privacy. This custom-built masterpiece, completed in 2009, boasts an impressive 11,138 square feet of meticulously designed living space, where every detail has been thoughtfully curated for the discerning homeowner. As you enter through the private gate, you are greeted by a stunning family room featuring a handcrafted stone gas fireplace and soaring ceilings that create an inviting atmosphere. The elegant curving marble staircase, adorned with a magnificent Swarovski crystal chandelier, sets the tone for the opulence that awaits. This estate offers 5 spacious bedrooms, each with large walk-in closets and en-suite bathrooms, ensuring comfort and privacy for family and guests alike. The main living areas are enhanced by exquisite woodwork, including a gorgeous dining room and a living room that seamlessly connects to the outdoor oasis through sliding glass doors that open at the corner, perfect for entertaining. Indulge in the ultimate entertainment experience in the media room, complete with luxurious seating and a stunning chandelier commissioned from Tiffany's in New York. The primary suite is a true retreat, featuring a cozy sitting area and an expansive closet. Additional highlights include a gym with a steam room, an office/study/library, and an upstairs game room that overlooks a spacious covered balcony. The outdoor amenities are equally impressive, featuring a large pool with a spa, ample undercover seating, an outdoor kitchen, and tennis courts, all surrounded by lush landscaping and majestic oak trees. The estate also includes a wine cellar, a wet bar with custom woodwork, and coffered ceilings adorned with unique prints. With a 4-car side garage and an attention to detail that is truly one of a kind, this estate is unlike anything you have ever seen. Experience luxury living at its finest—schedule your private tour today and discover the extraordinary lifestyle that awaits you.

Listing is courtesy of: THE AGENCY FL (407-335-4119)

Listing Agent: Brian Hyser (407-951-2472)

Remarks: Indulge in Luxury Living at Encore Reunion! Welcome to this stunning 2-story home, located in the exclusive, sought-after community of Encore at Reunion. Renowned for its private waterpark and world-class amenities, Encore is the ideal place for relaxation and adventure. Nestled on THE LARGEST LOT in the community, this Grand Pool home offers the perfect balance of comfort and excitement. Boasting 8 spacious bedrooms and 7 full bathrooms, this expansive fully furnished residence provides ample space for family, guests, or business use. The state-of-the-art kitchen features top-tier appliances, while the generously sized living areas and cozy bedrooms ensure guests experience ultimate comfort. On the first floor, two beautifully designed rooms serve as either guest accommodations or private offices. The second floor features a large loft area that leads to five additional rooms, in addition to its luxurious primary bedroom suite that offers a serene retreat. Every corner of this home has been thoughtfully designed for both style and comfort. Recently updated, the home showcases a fresh, clean look with a new coat of paint that brightens the interior. Plush new carpeting throughout the bedrooms adds warmth and coziness, while ceiling fans improve airflow and enhance the modern aesthetic. The oversized, fully fenced lot boasts a private pool and ample yard space, ideal for a wide range of outdoor activities or enjoyable family game time. The garage has been upgraded with durable epoxy flooring and an AC unit, making it perfect for storage or as a versatile workspace. The new HVAC system ensures efficient climate control for year-round comfort. Beyond its luxurious features, this property also represents an exceptional investment opportunity. Located within an approved short-term rental community, this fully furnished home is perfectly positioned to succeed in the short-term rental market. Whether you're looking to generate income or provide guests with an unforgettable stay, this home is an ideal choice. Guests will love the convenient access to local cafes, restaurants, shopping, and entertainment, including parks and theaters. Encore at Reunion offers premier facilities and top-notch security, providing peace of mind for both residents and renters alike. With outstanding potential for strong returns on investment, this property is ready to start earning immediately. Don’t miss out on this incredible opportunity!

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

Listing Agent: Christina Laidley (954-579-3742)

Remarks: Just minutes from Walt Disney World, this beautifully maintained 4-bedroom, 3-bathroom vacation home is located in the highly sought-after Emerald Island Resort and enjoys a private setting backing to a peaceful wooded conservation area in the heart of the community. Fully furnished and truly turnkey, the home features an open-concept layout designed for comfort, entertaining, and strong rental appeal. The garage has been professionally converted into a fully air-conditioned games room—an amenity guests consistently love and one that enhances occupancy and revenue performance. This property is an established and successful vacation rental with a strong booking history, and future reservations can transfer to the new owner if desired—offering immediate income from day one. Major capital improvements provide added peace of mind, including a new roof (2023), new pool heater, and new A/C system. Step outside to your private pool and covered lanai overlooking tranquil wooded surroundings with no rear neighbors—an ideal setting for guests to unwind after a day at the parks. Whether you are seeking a high-performing investment property or a personal Florida retreat with income potential, this home offers the flexibility to do both. Emerald Island Resort offers resort-style amenities including a gated entrance, clubhouse, community pool, fitness center, tiki bar, tennis and volleyball courts, and playground. With its unbeatable proximity to Disney, central resort location, strong rental performance, and recent upgrades, this property delivers the ultimate Central Florida vacation lifestyle and investment opportunity.

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

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

Remarks: Short Sale. Welcome to a charming home in a well-established neighborhood in Kissimmee, Florida. This inviting property offers a comfortable layout designed for everyday living. Bright natural light fills the interior and creates a warm, welcoming feel throughout. The main living areas provide a flexible space for relaxing or entertaining guests. The kitchen offers plenty of room for preparing meals and gathering with family and friends. The bedrooms are thoughtfully positioned to provide comfort and privacy. The home sits on a generously sized lot with room to enjoy the outdoors. The backyard provides space for weekend barbecues, gardening, or simply unwinding after a long day. Mature surroundings add to the sense of tranquility and charm. Convenient access to shopping, dining, and daily essentials makes errands simple. Commuters will appreciate the proximity to major roadways connecting the area. The location offers an easy drive to the attractions and employment centers of Orlando, Florida. Nearby parks and recreation options provide opportunities to enjoy the Florida lifestyle year-round. Whether you're looking for a primary residence or an investment opportunity, this home is full of potential. Schedule your private showing and discover everything this property has to offer.

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

Listing Agent: Cesar Estrada, Pa (321-209-4782)

Remarks: Spacious and inviting, this 4-bedroom, 3-bath home offers over 2,000 square feet of comfortable living space in a desirable Kissimmee. Situated in the Remington area, the property offers a practical layout for families or anyone needing extra room, with a manageable lot size and easy access to the greater Orlando–Kissimmee area. This home sits in an established neighborhood with steady demand. Location is everything, and this home delivers, Remington is a community that offers a lifestyle among beautifully maintained grounds, 18-hole championship golf course, and a host of amenities including a community pool, tennis courts, playground, basketball court and Clubhouse. Proximity to major highways like the Florida Turnpike and SR 417 (Central FL GreeneWay), commuting to downtown Orlando, the Orlando International Airport (OIA), and public transportation is effortless. Come see it today!

Listing is courtesy of: HOMETRUST REALTY GROUP (813-444-5777)

Listing Agent: Paula Daza (407-244-6911)

Remarks: This beautiful lakeview single-family home is located in the resort-style gated community of Bellalago. It offers four bedrooms, two bathrooms, a gourmet kitchen, a spacious Dining room, a living room, and a separate laundry room. The home includes a 2-car garage and an exquisite Lanai with remarkable lake views. Residents will enjoy top-class amenities, including access to three swimming pools, a well-equipped gymnasium, a ping-pong table for leisure, a Tennis court for tennis lovers, and waterside adventures such as boating & fishing! Remember our four-legged friends - an exclusive dog park catering to your beloved pets! Revel in tranquility or entertain guests on your screened patio, secured by a state-of-the-art, 24/7 guarded community. Don't miss this golden opportunity. Please call the listing agent and make your appointment today.

Listing is courtesy of: LOKATION (954-545-5583)

Listing Agent: Syed Shah (754-265-9514)

Remarks: Welcome to 4382 Sunny Creek Place in Kissimmee, FL—an excellent opportunity for both homeowners and investors! This well-maintained property features a spacious and functional layout, with an open-concept design that seamlessly connects the living, dining, and kitchen areas—perfect for comfortable everyday living and entertaining. The home offers generously sized bedrooms, a modern kitchen with ample cabinet space, and plenty of natural light throughout. Step outside to a large backyard, ideal for relaxing or hosting gatherings while enjoying Florida’s beautiful weather. For investors, this is a standout opportunity! The property is currently generating approximately $3,600 per month in rental income, making it a strong cash-flowing asset. Conveniently located near shopping, dining, schools, and major highways, this property combines comfort, location, and income potential. Don’t miss your chance to own this versatile and valuable home!

Listing is courtesy of: LOKATION (954-545-5583)

Listing Agent: Syed Shah (754-265-9514)

Remarks: Under Construction. The Hayden is an amazing all concrete block construction single-family home features 5 bedrooms and 3 bathrooms optimizing living space with an open concept layout. The kitchen overlooks the dining area and great room, while having a view to the covered lanai outside. Ample windows and a set of sliding glass doors allow lighting into the living area. The well-appointed kitchen features an island with bar seating, beautiful quartz countertops and stainless-steel appliances, making entertaining a breeze. The first floor also features a flex room that provides an area for work or play, a bedroom, and full bathroom. As we head up to the second floor, we are greeted with bedroom one that features an en suite bathroom as well as three additional bedrooms that surround a second living area, a full bathroom, and a laundry area. The Hayden includes Smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

Listing is courtesy of: DR HORTON REALTY OF CENTRAL FLORIDA LLC (407-250-7299)

Listing Agent: Stephen Cline (407-250-7299)

Remarks: Welcome to this spacious 4-bedroom, 2-bathroom home located in the desirable Poinciana Village community of Kissimmee! Situated on just under a quarter-acre lot, this property offers plenty of space both inside and out. Step inside to find an open and functional layout featuring a large living and dining area perfect for entertaining or everyday living. The kitchen offers ample cabinet and counter space, a breakfast bar overlooking the living area, pantry storage, and plenty of natural light. Vaulted ceilings throughout the main living spaces create an airy and inviting feel. The primary suite features a spacious bedroom along with an ensuite bathroom complete with dual vanities, a garden tub, and separate walk-in shower. Three additional bedrooms and a second full bathroom provide flexibility for family, guests, or a home office setup. Enjoy the outdoors in the fully fenced backyard offering room to relax, play, or garden. A large storage shed with a roll-up door provides excellent storage or workshop potential. Additional features include a 2-car garage, indoor laundry area, and mature landscaping with palm trees that add to the home’s Florida charm. Conveniently located near shopping, dining, schools, parks, and major roadways for easy access to Orlando attractions and Central Florida amenities.

Listing is courtesy of: JT REALTY & ASSOCIATES (352-279-2640)

Listing Agent: Lindsey Funderburk (352-606-9639)

Remarks: Imagine waking up each morning in a serene oasis, where tranquility meets modern living. Welcome to 2800 Woodsmere Court, nestled in one of Kissimmee's most coveted neighborhoods, Pleasant Hill Lakes. This stunning four-bedroom, two-bathroom pool home offers a lifestyle that balances relaxation and adventure, all within moments of Disney's magic and vibrant local dining and shopping. As you approach this meticulously maintained residence, you'll be greeted by an extra-long driveway, capable of accommodating multiple cars, a boat, or even your RV perfect for those who embrace the joy of adventure. The home sits on an expansive half-acre lot, adorned with mature landscaping that provides both beauty and privacy, with no rear neighbors to interrupt your peaceful retreats. Step inside to discover a thoughtfully designed split floor plan that effortlessly flows from room to room. The heart of this home is undoubtedly its spacious kitchen, featuring wood cabinets, sleek granite countertops, and stainless-steel appliances. Imagine gathering with loved ones in the cozy dinette or hosting dinner parties in the dedicated dining room, where memories will be made around the table. The generous living room invites you to unwind, while the four spacious bedrooms ensure everyone has their personal sanctuary. The primary suite is a true retreat, boasting an expansive en-suite bathroom with a double vanity, a relaxing soaking tub, and a separate shower. A large walk-in closet completes this tranquil escape, while a private, screened-in porch offers a perfect spot for morning coffee or evening stargazing. Step outside to your own personal paradise. The pool and spa beckon you to dive in, whether for a refreshing swim or a leisurely soak under the sun. The pool is ideal for swimming laps, making it perfect for both relaxation and fitness. Recent updates, including a new AC and water heater(2025), roof (2018), and pool resurfacing (2022), ensure that this home is not only beautiful but also ready for you to move in and enjoy. With the convenience of included washer and dryer and a practical storage shed, your new home caters to all your needs. The low HOA and top-rated schools add to the allure, making this the perfect place to settle down and enjoy life in sunny Florida. Embrace the opportunity to create your story in this enchanting home where every moment feels like a vacation. Are you ready to make it yours?

Listing is courtesy of: FOWLKES REALTY CO (407-361-2052)

Listing Agent: Jenaia Fowlkes (407-361-2052)

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: 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: 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)