Kissimmee Single Family Homes For Sale - 2064 homes

Remarks: Move-In Ready Single-Story Home in Hammock Trails with NEW ROOF! Beautifully maintained 3-bedroom, 2-bath home featuring block construction, a 2-car garage, tile flooring throughout, and a NEW ROOF for added peace of mind. A water softener system is included. Relax on the welcoming covered front entry or unwind in the screened-in rear porch, overlooking a standard lot with mature landscaping. Hammock Trails community amenities include two parks/playgrounds, a community pool with cabana, and a soccer field. Ideally located near schools, shopping, dining, supermarkets, banks, major highways, and just minutes from world-famous theme parks. This move-in ready home is a must-see—schedule your private showing today!

Listing is courtesy of: VS INTERNATIONAL PROPERTIES (407-513-4722)

Listing Agent: Jose Serrano, Pa (407-334-4685)

Remarks: One or more photo(s) has been virtually staged. Welcome to this spacious 5-BEDROOM, 3-BATH home in the heart of POINCIANA. Built in 2019, this move-in-ready residence offers nearly 2,000 SQ FT of comfortable living with an OPEN FLOOR PLAN, a modern KITCHEN, and a SPLIT BEDROOM LAYOUT that provides privacy for family and guests. Sitting on an oversized 10,000+ SQ FT LOT, this home features a 2-CAR GARAGE, ample outdoor space, and is located in FLOOD ZONE X—meaning NO FLOOD INSURANCE REQUIRED. Inside, you’ll find generous living areas, well-sized bedrooms, and a layout ideal for growing families, multi-generational living, or buyers seeking extra room for work or recreation. Enjoy community living with access to PARKS, PLAYGROUNDS, SPORTS COURTS, and the many recreational amenities maintained by the ASSOCIATION OF POINCIANA VILLAGES (APV). Conveniently located near SCHOOLS, SHOPPING, and major COMMUTER ROUTES INTO ORLANDO, this home offers the perfect blend of COMFORT, SPACE, and ACCESSIBILITY.

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

Listing Agent: Charles Watson (818-321-6494)

Remarks: Experience luxury living in the premier gated community of Tapestry! This stunning residence at 3020 Cardillino Way offers the perfect blend of modern elegance and resort-style comfort. From the moment you arrive, you’ll be captivated by the curb appeal and meticulously maintained surroundings. Inside, the home features a spacious, open-concept floor plan designed for contemporary living, boasting abundant natural light and high-end finishes throughout. The gourmet kitchen serves as the heart of the home, flowing effortlessly into the expansive living and dining areas—ideal for hosting family and friends. Living in Tapestry means more than just a beautiful home; it’s a lifestyle. Residents enjoy exclusive access to world-class amenities, including a zero-entry sparkling pool, a splash pad, a state-of-the-art fitness center, a grand clubhouse, dog parks, and scenic walking trails. Strategically located just minutes from The Loop, you’ll have premier shopping, dining, and entertainment right at your doorstep. With quick access to the Florida Turnpike and Osceola Parkway, you are perfectly positioned for a short commute to Orlando International Airport and all major theme parks. Whether you are looking for a forever home or a high-end investment, this property is a must - see. Schedule your private tour today and start living the Tapestry lifestyle!

Listing is courtesy of: AGENT TRUST REALTY CORPORATION (407-251-0669)

Listing Agent: Luceyda Rodriguez Otero (407-301-8394)

Remarks: Under contract-accepting backup offers. Two screened outdoor living spaces and a large fenced backyard make this Kissimmee home stand out. This well maintained 2 bedroom, 2 bathroom property offers approximately 1,200 square feet of comfortable living space with durable tile flooring throughout and a bright, functional layout. Enjoy relaxing or entertaining in the screened porch or the additional screened patio, both perfect for enjoying the Florida breeze year round. The spacious 0.18 acre lot provides a large backyard with plenty of room to gather, garden, or create your own outdoor retreat, plus a storage shed for added convenience. The garage has also been screened, creating a versatile bonus space that works well as a hangout area, hobby space, or additional storage. A wide driveway and welcoming front entry add to the home's appeal. Conveniently located near shopping, dining, and major roadways, this property offers comfort, flexibility, and easy maintenance. Schedule your private showing today.

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

Listing Agent: Gissel Ortega (646-512-2581)

Remarks: Spacious and versatile 4-bedroom, 2-bathroom pool home located in the established Lindfields community, just minutes from Walt Disney World and the shopping, dining, and entertainment along US-192. A new roof was installed in 2020 and the property was just refurbished including interior paint, exterior paint, pool deck painted, luxury vinyl flooring installed throughout the property, new light fittings and a new roof 2020. Positioned toward the rear of the neighborhood, this community benefits from good sized lots and a floor plan offering over 2,000 sq ft of well-designed living space. No HOA—one of the few communities in the area - offers home owners unrivaled flexibility. The home features a bright and open layout filled with lots of natural light, including a large living and dining room with sliding doors leading to the pool deck, a separate family room, and a breakfast nook with sliding patio doors offering additional pool deck access. The spacious kitchen includes a breakfast bar and ample cabinetry, ideal for both everyday living and entertaining. A split floor plan provides privacy, with a generously sized primary suite offering dual sinks, a garden tub, and separate shower. The house bathroom also includes direct pool access for added convenience. Step outside to enjoy a private fenced yard and expansive south facing L-shaped pool deck—perfect for relaxing, entertaining, or enjoying the Florida lifestyle. Zoned for short-term rental, this home is ideal as a primary residence, vacation home, or income-producing investment in a prime Central Florida location.

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

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

Remarks: Your Private Oasis Awaits at the fantastic Windsor at Westside Resort community. Step into luxury and leisure of this fully furnished 6-bedroom, 4.5-bathroom retreat nestled in one of Central Florida’s most sought-after vacation communities. Designed for comfort and entertainment, this spacious home features a stunning loft, soaring ceilings, and an open-concept layout that seamlessly blends elegance with functionality. It features a private heated south facing pool and spa for year-round relaxation, an expansive covered lanai with sun loungers and patio seating, a gourmet kitchen with stainless steel appliances and generous counter space and a breakfast bar, dual master suites, one on each floor making it ideal for guests or multi-generational living, a converted garage game room for added fun and entertainment, and stylish finishes throughout, including ceramic tile and plush carpeting. Recent upgrades include a brand-new AC compressor and brand-new dryer. The resort features lots of great amenities including a lazy river, splash pool, clubhouse bar, fitness center, and game room. The community is guard gated and the HOA includes cable, internet, and grounds maintenance. All this and just minutes from world-famous attractions, shopping, and dining, this property offers the perfect blend of convenience and escape. Whether you're seeking a second home, a vacation getaway, or a high-performing short-term rental, this residence delivers exceptional value and unforgettable experiences.

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

Listing Agent: Ping Ma (863-332-0298)

Remarks: Check out this beautiful 5-bedroom, 4-bathroom pool home in the highly sought after resort community of Windsor at Westside! This fully furnished home is in great condition and it's just minutes from Disney and Orlando’s iconic attractions. Designed with gatherings in mind, this home boasts an open-concept layout featuring a generous family room and oversized dining area, perfect for entertaining or hosting extended family vacations. The modern kitchen impresses with 42" cabinets, stainless steel appliances, stone countertops, and a breakfast bar ideal for casual meals. Step through the sliding doors to your private outdoor paradise, a west-facing heated pool that basks in afternoon sun, complete with a brick-paver deck and covered lanai for all-weather relaxation. Inside, the home comes tastefully furnished with a stylish, turn-key décor. A converted garage adds a bonus game room to the already expansive layout, ensuring fun and comfort for every guest. Windsor at Westside offers a gated, amenity-rich lifestyle with a resort-style clubhouse, heated pool and spa, lazy river, splash pad, fitness center, arcade, sand volleyball, tennis and basketball courts, and an on-site restaurant and bar.

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

Listing Agent: Ping Ma (863-332-0298)

Remarks: Under contract-accepting backup offers. Great Investment Opportunity in Poinciana! Spacious 3-bedroom, 2-bath home offering 1,279 sq. ft. of living space and excellent potential. Features include stainless steel appliances, an oversized Florida Room, and a primary suite with walk-in closet. Enjoy a large fenced yard with mature trees providing privacy and outdoor space. Home needs some TLC—perfect for investors or buyers looking to add value. Conveniently located near shopping, hospitals, and major highways.

Listing is courtesy of: CENTURY 21 CARIOTI (407-354-0074)

Listing Agent: Luis Talavera (863-368-7289)

Remarks: Imagine waking up to peaceful conservation views in one of The Oaks' most desirable communities. This 4-bedroom, 2-bath home offers nearly 2,000 square feet of open-concept living with modern finishes, energy-saving solar panels, and access to a private boat ramp on Shingle Creek.The oversized kitchen serves as the heart of the home, featuring granite countertops, stainless steel appliances, abundant cabinetry, and a large island perfect for entertaining family and guests.Step outside to your covered lanai and enjoy the privacy of a wooded conservation area with no rear neighbors. Residents enjoy access to boating, fishing, playgrounds, and convenient proximity to The Loop, Disney, Orlando International Airport, and major highways.

Listing is courtesy of: AGENT TRUST REALTY CORPORATION (407-251-0669)

Listing Agent: Ana Manzo (321-318-9338)

Remarks: Move-in ready three-bedroom, two-bathroom home located in the Poinciana Subdivision Neighbourhood 5 North Village. This residence features a functional layout designed for modern living, highlighted by a kitchen that is beautifully finished with quartz countertops and stainless steel appliances. The primary suite offers added convenience with a large walk-in closet, providing ample storage space. The exterior of the home includes a fully fenced-in backyard, offering a secure space for outdoor entertaining or pets. Perfectly positioned near shopping, dining, schools, and everyday essentials, this home is part of a Planned Unit Development (PUD) with low HOA fees. Schedule your private showing today!

Listing is courtesy of: ENTERA REALTY LLC (888-216-6364)

Listing Agent: Robert Salmons (888-216-6364)

Remarks: Welcome to this spacious 7-bedroom, 4.5-bathroom pool home located in the highly desirable Emerald Island Resort, one of the most sought-after short-term rental communities in the Orlando area. With nearly 2,900 square feet of living space, this home is ideal as an income-producing vacation rental or a private second home near the attractions. Designed for comfort and entertainment, the home features multiple living areas, themed bedrooms, a theater room, and a game room, offering an unforgettable experience for guests and owners alike. The private screened pool and spa provide the perfect place to relax after a day exploring Orlando. Recent updates include fresh interior and exterior paint and updated furnishings, including new living room furniture and refreshed pool patio furniture. The roof is a 2023, the pool equipment is 2025, and the HVAC units are newer and have been serviced regularly. Emerald Island Resort is a 24-hour guard-gated community offering resort-style amenities including a clubhouse, community pool and spa, fitness center, tennis and basketball courts, playgrounds, and walking trails. Ideally located just 10–15 minutes from Walt Disney World, approximately 20–25 minutes to Universal Orlando Resort and Epic Universe, and around 20 minutes to SeaWorld. Florida’s East Coast beaches such as Cocoa Beach are about an hour away, while the Gulf Coast beaches including Clearwater and St. Pete Beach are roughly 1 hour and 45 minutes away. With its prime location near shopping, dining, and major attractions, this property offers the perfect combination of investment potential and vacation lifestyle in the heart of Central Florida. BOOKING AND INCOME HISTORY AVAILABLE UPON REQUEST.

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

Listing Agent: Rebecca Readus (423-414-5019)

Remarks: Welcome to your own private retreat in the heart of Poinciana! Located in the growing Polk County side of Poinciana, this spacious 2-story home at 2074 Rio Grande Canyon Loop offers the perfect combination of functionality, comfort, and outdoor living that is hard to find at this price point. Featuring 4 bedrooms, 2.5 bathrooms, and approximately 2,154 square feet of living space, this home was designed with family living and entertaining in mind. The first floor offers a formal living room and formal dining room that are ideal for holidays, gatherings, and special occasions. The oversized kitchen provides abundant cabinet and counter space, a breakfast bar, and an additional dinette area, all overlooking the large family room to create an open and inviting atmosphere. A downstairs laundry room and convenient half bath complete the first floor layout. While the interior is in very good condition, the home also presents an excellent opportunity for the next owner to add their own modern touches and upgrades over time. To help make that transition even easier, the seller is willing to offer a flooring credit with a reasonable accepted offer so the new owner can personalize the flooring to their own taste and style. But the TRUE SHOWSTOPPER of this property is the incredible backyard oasis. Step outside and prepare to fall in love with a resort-style outdoor retreat featuring an estimated $70,000 custom pool and spa package designed for year-round Florida living. Whether you are entertaining guests or simply relaxing after a long day, this backyard was built to impress. The outdoor space includes a beautiful pergola, outdoor seating area, grilling station, electric fireplace, and even a pop-up TV — all of which convey with the property. This outdoor paradise creates the perfect setting for family gatherings, game days, weekend BBQs, or peaceful evenings under the stars. Additional upgrades and features include: Recently replaced AC system Pre-wire and electric capability for a generator Spacious floorplan with multiple living areas Large backyard entertainment space Pool and spa retreat perfect for Florida living This is more than just a house — it is an opportunity to own a home with incredible outdoor living potential, solid major upgrades already completed, and the ability to customize the interior to your own personal style.

Listing is courtesy of: NONA LEGACY POWERED BY LA ROSA (407-270-6841)

Listing Agent: Alex Vazquez (407-270-6841)

Remarks: Welcome to this spacious two-story home perfectly positioned on a desirable corner lot! This inviting 3-bedroom, 2.5-bath residence offers plenty of potential for a growing family seeking comfort, privacy, and convenience. The first floor showcases an open-concept layout with tile flooring throughout, creating a practical and functional flow. Upstairs, you’ll find cozy carpeted bedrooms offering a comfortable retreat for rest and relaxation. Enjoy year-round outdoor living with your own private, screened-in pool complete with a fenced backyard for added privacy. Inside, the home features a convenient laundry room, ample natural light, and generous storage space throughout. Perfectly located, this home is literally just minutes from Florida’s Turnpike, providing quick access to the 417 Central Florida Greenway and Orlando International Airport. You’ll also be a short drive from world-famous attractions such as Walt Disney World, Universal Studios, SeaWorld, and Lake Nona’s Medical City. Close to shopping, dining, and excellent schools, this property offers outstanding potential and a great opportunity to own a pool home in one of Kissimmee’s most convenient locations!

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

Listing Agent: Junior Montero (407-234-2334)

Remarks: THE ONE YOU HAVE BEEN SEARCHING FOR, PRICED TO SELL!! 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. Fully furnished 9-bedroom, 6.5-bathroom home in the sought-after Solara Resort! Currently operating as a successful Airbnb, this property offers an excellent opportunity for both investors and personal use. The open-concept layout features spacious living and dining areas, along with a well-equipped kitchen with stainless steel appliances and a large island perfect for entertaining. Step outside to your private screened-in pool and spa with Private Rear Views – No Rear Neighbors, offering added privacy and relaxation. Additional highlights include a garage game room, upstairs loft, and themed bedrooms designed for guest enjoyment. Located just minutes from Disney, Universal, and Orlando’s top attractions, Solara Resort offers resort-style amenities including a clubhouse, pool, restaurant, fitness center, and more. A turnkey vacation home with proven rental potential!

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

Listing Agent: Ariel Vargas (407-558-5161)

Remarks: Rare find! Triple Master with additional Bedroom and Bonus Room plus In-Law Suite with Private Entrance. Great for multi-gen, large family or Air BnB! Located on an oversized corner lot. As you walk into your new home, the entranceway is breathtaking; as you look above you will see a grand chandelier, a beautiful decorative fireplace and high ceilings. To the right, through the double doors you will find the Bonus room with a bay window - a peaceful place to relax. This home has four sets of sliding glass doors which lead you to a screened enclosure with a built-in pool. The yard is completely fenced for your privacy with Mature Palm Trees throughout the landscaping and an area perfect for a conversational fire pit. The In-Law Suite includes a large living area, a Kitchenette, oversized bedroom as well as an Ensuite bathroom. There is a private entrance for parking and entry. Perfect for family members or to be utilized as extra income.

Listing is courtesy of: PREMIER NEIGHBORHOOD REALTY (321-805-3331)

Listing Agent: Frannie Nasello (407-361-4942)

Remarks: Welcome to this beautiful fully furnished 5 bedroom, 5 bathroom pool home located in a highly desirable gated resort community in Kissimmee. Whether you are looking for a vacation getaway, primary residence, or investment opportunity, this property offers the perfect combination of comfort, style, and convenience. Step inside to an inviting open concept layout filled with natural light, high ceilings, and a spacious living and dining area designed for relaxing and entertaining. The modern kitchen features granite countertops and ample cabinetry, making it ideal for hosting family and guests. All bedrooms are generously sized, providing privacy and comfort for everyone. Enjoy the Florida lifestyle year round in your private screened pool and lanai, perfect for morning coffee or evening gatherings.Ideally located just minutes from Walt Disney World Resort, Universal Orlando Resort, Disney Springs, as well as shopping, dining, and major highways, this home offers unbeatable access to everything Central Florida has to enjoy. The community features resort style amenities including a clubhouse, pool, fitness center, movie theater, game room, and more. Move in ready and full of potential, this is a rare opportunity to own in one of the most sought after areas in Kissimmee. Schedule your private showing today.

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

Listing Agent: Antonio Nouer (407-837-6981)

Remarks: Welcome to your dream vacation retreat in the highly sought-after Windsor at Westside Resort! This stunning 7-bedroom, 5.5-bath pool home is professionally furnished, beautifully decorated, and completely turnkey—offering everything you need for a successful vacation rental investment, a family getaway, or the perfect combination of both. From the moment you step inside, you'll appreciate the spacious open-concept layout designed for entertaining and relaxation. The fully stocked kitchen features granite countertops, abundant cabinetry, and a large island overlooking the expansive living and dining areas, making it easy to gather with family and friends after a day of fun at the parks. The first-floor primary suite offers a private retreat with direct access to the pool area through the ensuite bathroom—a thoughtful feature that's perfect after an afternoon swim. Step outside and discover your own private oasis, complete with a sparkling screened pool, relaxing hot tub, covered lanai, and the added benefit of no rear neighbors, providing a peaceful setting to enjoy the Florida sunshine year-round. Upstairs, a spacious loft serves as the ultimate entertainment hub, featuring a large-screen viewing area ideal for movie nights, gaming tournaments, or simply unwinding after an exciting day of adventure. The thoughtfully designed split-bedroom floor plan offers plenty of room for multiple families and guests, including two additional ensuite bedrooms and four beautifully themed and/or decorated guest rooms that add an extra touch of magic and fun to every stay. Located within the guard-gated Windsor at Westside Resort, owners and guests enjoy access to world-class amenities centered around the impressive 8,000-square-foot clubhouse. Enjoy dining and drinks at Tu Casa Bar & Lounge, grab essentials at the market and deli, challenge friends in the video arcade, or stay active in the fitness center. Outside, the resort truly shines with its spectacular zero-entry pool, lazy river, water playground with slides, cabanas, tiki bar, volleyball court, and playground. Even better, the HOA includes lawn care and daily valet garbage service, allowing you to spend more time enjoying the resort lifestyle and less time worrying about maintenance. Whether you're searching for a high-performing vacation rental, a second home near Disney, or a luxury retreat for family and friends, this exceptional property checks every box. Just minutes from Walt Disney World, shopping, dining, golf, and Orlando's world-famous attractions, this is your opportunity to own a piece of paradise in one of Central Florida's premier vacation home communities. Schedule your private showing today and experience the Windsor at Westside lifestyle for yourself!

Listing is courtesy of: FLORIDA RESORT REALTY LLC (863-255-2300)

Listing Agent: Danae Pitcher (863-255-2300)

Remarks: Beautifully updated and move-in ready, this 3-bedroom, 2-bath home offers modern finishes and valuable system upgrades throughout. Fresh interior paint, new LVP flooring, new carpet, and new light fixtures create a bright, welcoming feel. The redesigned kitchen features new cabinets, new quartz countertops, and a full suite of new appliances including a range, microwave, and dishwasher. Bathrooms have been tastefully refreshed, while major improvements including a new HVAC system and new water heater provide added comfort and peace of mind. With an open layout, spacious bedrooms, and stylish updates throughout, this home is ready for its next owner.

Listing is courtesy of: OFFERPAD BROKERAGE FL, LLC (813-534-6326)

Listing Agent: Rob Jones (844-448-0749)

Remarks: Under Construction. Kindred presents the Allex. This all concrete block constructed, one-story layout optimizes living space with an open concept. As you go down the hallway and enter a spacious kitchen featuring stainless steel appliances with ample counter space and a walk-in pantry for extra storage. The living room is complete with a view to the covered lanai outside. Bedroom one, located at the back of the home for privacy, has an en suite bathroom that features a double vanity sink with a walk-in closet. Two additional guest bedrooms and one bath are tucked away down the hall from the dining room. The laundry room is located at the front of home near the two-car garage. Like all homes in Kindred, the Allex 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: Beautifully maintained split-bedroom home featuring an open and spacious floor plan perfect for everyday living and entertaining! Enjoy peace of mind with a new roof (2024) and water heater (2025). The kitchen overlooks the backyard and offers stainless steel appliances, plenty of cabinet space and a breakfast bar. Upgraded bathrooms, laminate and tile flooring throughout, and abundant natural light add to the home's appeal. The spacious primary suite features walk-in closets, stand up shower, and relaxing backyard views. There is a spacious back patio perfect for a relaxing evening. The HOA fee includes FREE cable TV, high-speed internet, and access to incredible community amenities including a pool, fitness center, baseball, volleyball, basketball and tennis courts, plus numerous playgrounds and dog parks. Conveniently located near HCA Florida Poinciana Hospital, top-rated schools, shopping, dining, and parks.

Listing is courtesy of: CENTURY 21 CARIOTI (407-770-0322)

Listing Agent: Kavita Uttamchandani (239-691-2289)