Kissimmee Single Family Homes For Sale - 1550 homes

Remarks: Bring your imagination!!!fixer upper in the best part of city of Kissimmee! Vintage home ready for that buyer that loves a bit of history. room. Great possibilities. Income producer $4,000 a month

Listing is courtesy of: REMAX PREMIER PROPERTIES (407-343-4245)

Listing Agent: Paola Almonte (407-968-7511)

Remarks: Property in excellent condition! SOLD AS IS! * You have to see it to believe it! * NO HOA* PLUS A PRIVATE NICE POOL, AND ALMOST 1 ACRE LOT FOR YOUR PRIVACY. *For your convenience, this property is equipped with solar panels. As a result, your electricity bill will be very low, allowing you to keep more money in your pocket. But that’s not all—the best part is that these panels are already fully paid off, so they come at no additional cost to you. Congratulations! * A marvelous split floor plan, you’ll step out onto a relaxing large backyard & Pool. Save money every month... No Water or sewer bill anymore, Just minutes from downtown Kissimmee and local attractions. * All measurements are approximate and not guaranteed, any info contained herein critical to buyer's decision to purchase must be verified by buyers or buyer's agent.

Listing is courtesy of: TOP SAVING REALTY (407-846-0573)

Listing Agent: Sonya Dietsch (407-666-4515)

Remarks: Under contract-accepting backup offers. **Seller may consider buyer concessions if made in an offer**Welcome to an extraordinary opportunity in the GUARD-GATED RESORT-STYLE community of Windsor at Westside—a beautifully maintained 6-bedroom, 4.5-bath retreat offering over 3,800 SQUARE FEET of luxurious living space. Built in 2016 and kept in immaculate condition, this FULLY FURNISHED HOME (negotiable) is perfect as a high-performing SHORT-TERM RENTAL or as an indulgent personal getaway near Orlando’s world-famous attractions. Step inside to an inviting OPEN-CONCEPT main floor, where the Kitchen, Dining, and Living spaces flow effortlessly together. The spacious Kitchen anchors the home with a functional layout, including an abundance of solid wood cabinets and STONE COUNTERTOPS, and a charming Dining area sits just off the Kitchen, offering a convenient and cozy spot for daily dining. Modern CERAMIC TILE FLOORS, bright natural light, and an ELEGANT ACCENT WALL in the Living Room create a warm, contemporary ambiance. Sliders open to the covered patio, leading you to your private outdoor oasis. The HEATED IN-GROUND POOL AND SPA, enclosed within a screened lanai, promise year-round enjoyment. With a remote-controlled pool heater, PAVER-STONE DECKING, and plenty of room for relaxing or dining al fresco, this is Florida living at its finest. The first floor features one of TWO PRIMARY SUITES, complete with a walk-in closet and a SPA-INSPIRED EN SUITE BATH offering dual sinks, a garden tub, step-in shower, and private water closet—an ideal retreat for owners or guests. A convenient half bath and a separate laundry room are also located on the main level. The garage has been transformed into a stylish air-conditioned MEDIA/GAME ROOM, adding tremendous entertainment value. Upstairs, a SPACIOUS LOFT provides an additional lounge or TV area—perfect for guests. You’ll also find the SECOND PRIMARY SUITE with en suite bath, plus FOUR MORE THEMED BEDROOMS and two additional full bathrooms, providing maximum comfort and flexibility for large groups. This property offers fully remote SMART HOME features, where everything from air conditioning, pool heat, and access can be controlled remotely! As part of the Windsor at Westside experience, enjoy access to an UNPARALLELED COLLECTION OF RESORT AMENITIES including a massive community pool, waterslide, lazy river, poolside cabanas, splash zone/water park, full-service clubhouse, fitness center, restaurant, bar, arcade, and sports courts. It’s a destination that feels like a vacation in itself. This PRIME LOCATION places you just minutes from Disney World, Margaritaville’s Sunset Walk, Island H2O Waterpark, the Promenade at Sunset Walk, golf courses, shopping, dining, and major highways including US-192, SR-429, US-27, and I-4—making every day or every guest stay exceptional. Whether you’re seeking a standout INCOME-PRODUCING PROPERTY or a LUXURIOUS RESORT ESCAPE for yourself, this Windsor at Westside home is truly a rare find. Schedule your tour Today!

Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)

Listing Agent: Jenny Wemert (407-809-1193)

Remarks: 4% Assumable FHA with ROAM! Discover the opportunity at 1214 Cherokee Court in the heart of Kissimmee! Tucked away on a quiet cul-de-sac, this property offers the perfect blend of privacy, flexibility, and location — just minutes from world-famous attractions including Walt Disney World, Universal Orlando Resort, and SeaWorld Orlando. This home is ideal for homeowners and investors alike, featuring NO HOA and NO RENTAL RESTRICTIONS, giving you the freedom to live in it full-time, use it as a vacation home, or maximize income potential with short-term or long-term rentals. Enjoy convenient access to major roadways, shopping, dining, schools, and Orlando International Airport, all while being just a short drive to Central Florida’s top entertainment destinations. Whether you're looking for a primary residence, second home, or income-producing property, this location delivers unmatched versatility and value. Don’t miss your chance to own a property with flexibility, freedom, and a prime location close to everything buyers and guests are looking for!

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

Listing Agent: Jamey Briscoe (615-428-8775)

Remarks: One or more photo(s) has been virtually staged. Under Construction. $10,000 CLOSING COST INCENTIVE WITH PREFERRED LENDER and acceptable contract!!!! One or more photo(s) has been virtually staged. Under Construction. Welcome to your dream home! This exquisite brand-new construction offers a perfect blend of modern luxury and comfortable living, featuring 3 spacious bedrooms and 3 beautifully designed bathrooms. Located in the vibrant community of Kissimmee, this residence is just minutes away from world-renowned attractions, shopping, and dining. Enjoy an open concept living area that seamlessly connects the kitchen, dining, and family rooms, ideal for entertaining and family gatherings. The chef’s kitchen is equipped with stainless steel appliances, granite countertops, a large island, and ample cabinet space, making it a culinary paradise. The three bedrooms are generously sized, perfect for family and guests, with no carpeting and large windows that invite natural light. The three bathrooms feature contemporary fixtures, stylish tile work, and premium finishes, providing a spa-like experience at home. Step outside to your private backyard, perfect for outdoor gatherings, barbecues, or simply enjoying Florida's beautiful weather. This home is built with the latest energy-efficient technology, ensuring comfort while saving on utility bills. Nestled in a family-friendly neighborhood, this home offers easy access to top-rated schools, parks, and recreational facilities. Plus, with major highways nearby, the hustle and bustle of Orlando is just a short drive away. Don’t miss the chance to own this beautiful new construction home in Kissimmee. Schedule your showing today and step into a lifestyle of elegance and convenience!

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

Listing Agent: Elmy Peralta (407-785-4621)

Remarks: This beautifully furnished single-family home features 5 spacious bedrooms with brand-new luxury vinyl floor and is located in the sought-after resort-style community of Emerald Island. The home offers a formal dining room and formal living area that opens directly to the pool, perfect for both entertaining and relaxing. The kitchen boasts generous counter space, a breakfast bar, and modern appliances, while the master suite provides direct access to the pool area for added convenience and privacy. Emerald Island is a 24-hour guard-gated community with resort-style amenities, including a community pool, multiple playgrounds, two tennis courts, a volleyball court, and a clubhouse with a fitness center, computer room, video arcade, and meeting room. Conveniently located just minutes from US-192 and a short drive to Disney, this home offers easy access to shopping, dining, and local attractions. Room measurements are approximate.

Listing is courtesy of: CORNERSTONE INTERNATIONAL PROPERTY GROUP LLC (407-334-7497)

Listing Agent: Helen Lei (407-371-1225)

Remarks: One or more photo(s) has been virtually staged. Builder offering $10k towards permanent/temporary rate buy down or closing costs with preferred lender. Now is your chance! Welcome to your dream home! This exquisite brand-new construction offers a perfect blend of modern luxury and comfortable living, featuring 4 spacious bedrooms and 3 beautifully designed bathrooms. Located in the vibrant community of Kissimmee, this residence is just minutes away from world-renowned attractions, shopping, and dining. Enjoy an open concept living area that seamlessly connects the kitchen, dining, and family rooms, ideal for entertaining and family gatherings. The chef’s kitchen is equipped with stainless steel appliances, granite countertops, a large island, and ample cabinet space, making it a culinary paradise. The four bedrooms are generously sized, perfect for family and guests, with no carpeting and large windows that invite natural light. The three bathrooms feature contemporary fixtures, stylish tile work, and premium finishes, providing a spa-like experience at home. Step outside to your private backyard, perfect for outdoor gatherings, barbecues, or simply enjoying Florida's beautiful weather. This home is built with the latest energy-efficient technology, ensuring comfort while saving on utility bills. Nestled in a family-friendly neighborhood, this home offers easy access to top-rated schools, parks, and recreational facilities. Plus, with major highways nearby, the hustle and bustle of Orlando is just a short drive away. Don’t miss the chance to own this beautiful new construction home in Kissimmee. Schedule your showing today and step into a lifestyle of elegance and convenience!

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

Listing Agent: Elmy Peralta (407-785-4621)

Remarks: One or more photo(s) has been virtually staged. Take advantage of the most aggressively priced 9-bedroom in Encore in the past year & priced to sell! VACATION in STYLE in this turnkey, fully furnished property in Encore Resort! This property offers 9 bedrooms, 8.5 bathrooms and sleeps 16+! Whether hosting family get-togethers, reunions, holidays, or business retreats, this home provides all the space guests need to spread out! The open concept living area features a large dining area, plenty of seating, and great views of the pool. The kitchen is well-equipped with two refrigerators, two dishwashers, and an oversized island to gather around. The pool area is the perfect place to enjoy the Florida sun while still being very private with an oversized lot, fence and hedges all around. The downstairs master retreat is spacious and offers access to the pool and its own private bathroom. The garage has been turned into a game room with Pacman, air hockey, foosball, and skee ball. Upstairs you will find a loft with a pool table and TV. Seven more bedrooms provide plenty of room for guests. The Encore at Reunion Resort includes a spectacular clubhouse, award-winning restaurant, a Water Park, full-service spa, two playgrounds, state-of-the-art gym, basketball, volleyball & tennis courts. The HOA fee covers 24-hour gated entrances & roaming security, trash pickup, & an annual exterior house cleaning. A concierge desk is available at the clubhouse to assist with booking tickets, meals, airline check ins, resort provided shuttles to parks, & more. Enjoy being minutes away from three golf courses and in the heart of attractions, shopping, dining and more. Call us today to schedule your private tour!

Listing is courtesy of: PALM CIRCLE REALTY (352-988-4975)

Listing Agent: Kelly French (352-988-4975)

Remarks: Under contract-accepting backup offers. This beautifully furnished 3-bedroom, 2-bathroom home with its own private pool is designed for comfort, convenience, and year-round enjoyment. From the moment you step inside, you’ll notice the open, flowing layout. The living and dining room combination is filled with natural light and opens directly onto the screened pool deck through sliding glass doors—seamlessly blending indoor and outdoor living. The kitchen is bright and functional, featuring crisp white cabinets, a stainless steel stove and dishwasher, and a breakfast nook wrapped in windows where you can enjoy the morning light. The spacious primary bedroom feels like a retreat with its picture window overlooking the pool, two sets of built-in closets, and an ensuite bathroom with a sink, vanity desk, and separate shower and toilet area. Two additional bedrooms and a second full bath provide plenty of flexibility for guests, work, or hobbies. Wood plank tile flooring throughout the main living areas and baths adds both style and durability. Step outside to your private screened pool, perfectly positioned to capture the morning sun with its east-facing deck. Beyond the screen, a huge extended sundeck offers additional space for lounging, entertaining, or soaking up the Florida sunshine. The fully fenced backyard with white vinyl fencing provides both privacy and a clean, modern finish. Additional features include a two-car garage with washer and dryer, and tasteful furnishings throughout—making the home move-in ready or rental-ready. The location adds incredible value: less than a mile to US-192 for shopping and dining, about 25 minutes to Walt Disney World®, 30 minutes to Universal Studios, and 30 minutes to Orlando International Airport. Even the beaches are within easy reach—just over an hour to the east coast and two hours to the west. Whether you’re searching for a full-time residence, vacation property, or rental investment, this home offers a winning combination of style, functionality, and proximity to everything Central Florida has to offer.

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

Listing Agent: Irena Aistrop (321-443-7535)

Remarks: This beautifully updated home with a newer roof for peace of mind rests on a .76-acre oak-shaded corner lot in a quiet, established neighborhood. Located within easy walking distance to downtown Kissimmee, Neocity, and the SunRail station, it offers both serenity and accessibility. NO HOA here, and you’ll also enjoy effortless access to restaurants, shopping, public boat ramps, and the nearby bass-rich waters of Lake Toho. Inside, large windows fill the space with natural light, complementing a neutral color palette, updated lighting fixtures, and newly installed luxury vinyl plank flooring. The open living area is perfect for entertaining, featuring wide open spaces and a stacked stone fireplace that sets the tone for gatherings. Glass-inset French doors lead to a spacious screened Florida room with an in-ground spa, ideal for relaxing while overlooking the peaceful, tree-lined backyard. The recently updated kitchen is thoughtfully designed with Shaker-style cabinetry, a stainless farmhouse apron sink, recessed LED lighting, solid surface countertops, stainless steel appliances, and a center island that invites casual dining and conversation. The owner’s suite offers a spa-inspired retreat with a marble-topped double vanity and a walk-in shower adorned with custom tilework and pebble-style flooring. Two additional guest rooms and an updated full guest bath provide comfort for visitors or a growing household. A dedicated laundry room with a front-load washer and dryer adds everyday convenience. Bring your toys as the oversized lot easily accommodates boats, RVs, and outdoor gear. A storage shed adds functionality, and mature landscaping enhances the sense of calm and privacy. This home delivers the peaceful feel of country living with all the conveniences of city life, making it a rare and inviting find in the heart of Kissimmee.

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

Listing Agent: Jodenny Ogando (407-454-1551)

Remarks: One or more photo(s) has been virtually staged. Welcome to 423 Vernon Court – a modern 3-bedroom, 2-bath home tucked away on a quiet, secluded street in Poinciana. Sitting on an expansive 10,000 sq. ft. lot, this property offers both privacy and space to enjoy Florida living. Step inside to a bright, open-concept floor plan with high ceilings, sleek tile flooring, and abundant natural light. The contemporary kitchen boasts stainless steel appliances, granite countertops, a spacious island, and plenty of cabinet storage—perfect for cooking and entertaining. The primary suite includes a walk-in closet and a private en-suite bathroom, while two additional bedrooms provide flexibility for family, guests, or a home office. A full guest bath and dedicated laundry area add convenience. Outside, the large backyard is ideal for outdoor gatherings, gardening, or simply relaxing in your own retreat. With modern finishes throughout, a spacious layout, and a peaceful location, this home is ready for its new owners.

Listing is courtesy of: AROD PARTNERS REALTY (407-627-7621)

Listing Agent: Carolina Mejia (407-572-1340)

Remarks: Under contract-accepting backup offers. Don’t miss this amazing opportunity to buy this beautifully LAKEFRONT 8 bedroom 6 bathroom FULL FURNISHED POOL HOME in the most desirable resort, fully screened HEATED POOL & SPA, makes it perfect for indoor/outdoor entertaining. Windsor at Westside is gated resort community , one of the favorite desired resort style communities around Orlando and Kissimmee. This community has it all, clubhouse, lake & pier, zero-entry resortstyle pool complete with a waterslide, lazy river, and Kid's water playground, fitness center, volleyball courts, a sundry shop, and a video arcade. This is an ideal location it offers easy access to Disney World® attractions and many others theme parks in the areas. This home sleep up to 14 comfortably and features an open concept floor plan with a large living area. With plenty space spread out for entertaining and relax throughout entire house. The first floor Master Bedroom offers privacy and space, the kitchen has granite countertops and stainless steel appliances. Heated pool and spa to enjoy it at any time of the day. Don't miss this great opportunity

Listing is courtesy of: DOUBLE PINES REALTY, LLC (954-756-1835)

Listing Agent: Richard Lee (954-756-1835)

Remarks: Exceptional value, unbelievable price, price low and firm for your pre-approved buyers who want a great deal on the nicest house in town. HURRY! It won't last long at this low, low price! Beautiful and spacious two-story home located in a quiet cul-de-sac in Kissimmee! This well-maintained property features high ceilings, abundant natural light, and an open, functional layout perfect for comfortable living or investment. The home offers multiple bedrooms and generous living spaces, including a bright loft area ideal for a second living room, office, or entertainment space. The kitchen and bathrooms provide a clean and functional layout ready for your personal touch. Step outside to your private screened-in pool and spa—perfect for relaxing or entertaining year-round. The covered patio area offers great indoor-outdoor flow, ideal for gatherings. Additional features include a 2-car garage, spacious driveway, and mature landscaping. Conveniently located near major attractions, shopping, dining, and highways, making it an excellent option for a primary residence, vacation home, or short-term rental. Move-in ready with great potential—don’t miss this opportunity!

Listing is courtesy of: ORION REALTY LLC (305-497-8029)

Listing Agent: Katherine Murillo (305-497-8029)

Remarks: Beautiful fully furnished vacation home located in the highly desirable Paradise Palms Resort in Kissimmee. This spacious residence features 5 bedrooms and 5 bathrooms, offering a functional and comfortable layout ideal for both personal use and short-term rental investment. The home boasts an open-concept floor plan with a bright and inviting living area, a well-appointed kitchen with ample cabinetry and counter space, and generously sized bedrooms. Each bathroom is thoughtfully designed to provide privacy and convenience for owners and guests alike. The property also includes a private screened pool, perfect for enjoying Florida’s lifestyle year-round. Paradise Palms is a gated resort-style community known for its outstanding amenities, including a luxurious clubhouse, resort pool, fitness center, movie theater, game room, convenience store, playground, and more. The community allows short-term rentals, making this property an excellent income-producing opportunity. Ideally located just minutes from Walt Disney World, major attractions, shopping, dining, and highways, this home offers the perfect balance of lifestyle, comfort, and investment potential. Whether you are looking for a primary residence, a vacation getaway, or a high-performing rental property, this home delivers exceptional value in one of Central Florida’s most sought-after resort communities.

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

Listing Agent: Carla Braga (407-205-9852)

Remarks: This single-story home is comprised of three spacious bedrooms, two full bathrooms and incredible entertainment space. Features included with the home are stainless steel appliances, quartz countertops, recessed lighting, front yard landscaping and much more. A dining room and connected family room stretch across the home to the covered back patio, providing even greater entertainment space. Best of all, residents have exclusive access to resort amenities just up the road, including a 10- acre water park with a water slide, swimming pool, playground, sports courts and more!

Listing is courtesy of: LGI REALTY- FLORIDA, LLC (904-449-3938)

Listing Agent: Gayle Van Wagenen (904-449-3938)

Remarks: 708 Duffer Lane in Kissimmee is a completely remodeled home tucked away on a quiet dead-end cul-de-sac with few neighbors, offering great privacy thanks to no rear neighbors and a spacious quarter-acre lot. This 3-bedroom, 2-bathroom property offers comfortable living inside and out. A refreshed paver driveway leads to the front door and garage, while a sturdy metal roof provides peace of mind during summer storms. Inside, two bedrooms share a full bath on one side, while the large primary suite on the other boasts a roomy walk-in closet and private en-suite bath. The covered patio is perfect for year-round gatherings, with a panoramic view of the backyard where over 45 bird species can be spotted. LOW HOA | Minutes to HSA Florida Healthcare, Publix, aquatic and fitness centers, tennis and basketball courts. Isn’t it time to call this place home?

Listing is courtesy of: WF REALTY CORP. (407-994-2900)

Listing Agent: Freddy Figueroa (407-729-1838)

Remarks: huge,huge lot close to hospital 4-bedroom, 2-bath home on a large lot! Features a covered entry and a spacious floor plan with over 2,200 heated sq/ft. Includes a living/dining combo, eat-in kitchen, and family room with built-in entertainment center. Inside laundry, walk-in closet, and tub/shower combo in the master suite. Enjoy cookouts on the covered back patio. 2-car garage. Conveniently located near schools, shopping, dining, banks, and major roads.

Listing is courtesy of: WF REALTY CORP. (407-994-2900)

Listing Agent: Freddy Figueroa (407-729-1838)

Remarks: Under contract-accepting backup offers. This stunning 4-bedroom, 2.5-bathroom home built in 2022, located in a peaceful cul-de-sac. Offering modern comforts and ample space including an office/flex room PLUS a spacious loft! Step inside and be greeted by an open floor plan, featuring a spacious living area with plenty of natural light. With a convenient layout, you'll love the flow from the kitchen to the dining and living areas, ideal for both daily living and entertaining. The primary bedroom includes an en-suite bathroom, complete with dual vanities, a large shower, and a walk-in closet. Outside, the large backyard provides plenty of room for your dream outdoor oasis. Whether you are enjoying outdoor activities such as gardening. You will find yourself enjoying a handful of delicious fruits such as orange, mango, avocado and guayaba from the comfort of your yard! Conveniently located near shopping centers, restaurants, and easy access to major highways, you'll have everything you need just minutes away, additionally the low HOA fee includes cable and internet . Don't miss the opportunity to call this nearly brand-new home yours!

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

Listing Agent: Hillary Alvarez (407-721-1932)

Remarks: Luxurious custom-built home located on East Lake Tohopekaliga in the exclusive gated North Pointe community and only minutes away from Lake Nona! Elegance and Style define this custom-built Richmond American home. The owners have spared no expense with a grand 25' high entrance featuring a spiral wood staircase. The massive kitchen with custom lighting, an oversized granite island, an oversized pantry and incredible storage. All this overlooks the breakfast nook and family room perfect for entertaining. There is also a custom built Wine Cellar room perfect for any occasion. This open concept family room opens to the extended covered lanai with 4 folding glass sliding doors to open the indoor space to the outdoor space with a pond view. Located downstairs is the gym/ 5th bedroom with a full bathroom across the hall. The extended patio also is with an enclosed lanai and thoughtfully designed outdoor kitchen. The full sized laundry room is equipped with lots of storage and the oversized 3 car garage has easy access to a drop zone. Upstairs, the bedrooms have convenient private and semi-private bathrooms. The master bedroom is a full 17x28 extended bedroom with a sitting area that makes the perfect oasis for relaxation. The stunning bathroom is granite with a European style shower and enclosed bath. All this located with Lake Nona amenities and excellent Osceola County schools. North Pointe is an exceptional gated community with the oversized lots you cannot find anywhere else. Ask about the water filtration system, and much more. This stunning home is a rare Gem!!!

Listing is courtesy of: VITAL REALTY GROUP INC (407-944-1833)

Listing Agent: Maria Genao Santos (407-552-6355)

Remarks: A gem of a home overlooking a tranquil water. A 5BR and 2BA Pool Home with 2 Master Suites – Ideal for living or Short-Term Rental! Welcome to this beautifully maintained, located in the highly sought-after Lake Berkley Resort, a 24-hour guard-gated community just minutes from Disney, shopping, and dining. This spacious, move-in-ready home features an open split floor plan, perfect for families, guests, or rental flexibility. The fully equipped kitchen with quality appliances, breakfast bar. The living area opens directly onto a partially covered, screened lanai and private heated pool. Enjoy Lake Berkley Resort’s clubhouse, heated community pool & spa, fitness center, tennis & volleyball courts, basketball court, playground, scenic lake with walking trail and fishing pier. Whether you’re looking for a full-time residence, second home, or income-producing vacation rental, this home has it all. Easy living!

Listing is courtesy of: FREEDOM PROPERTY AGENT LLC (407-530-4600)

Listing Agent: Franc Marrero (321-217-3533)