Kissimmee Single Family Homes For Sale - 1649 homes

Remarks: Absolutely stunning, turnkey 5-bedroom, 5-bath pool home located in the premier vacation rental community of Windsor Hills Resort—just 2 miles from Walt Disney World. This beautifully maintained home features an open-concept floor plan with immediate views of the private pool and hot tub from the entry, living, and dining areas—creating a bright, inviting space perfect for entertaining or relaxing. The spacious dine-in kitchen opens seamlessly to the main living area. The first floor offers two primary suites, an additional bedroom with adjacent full bath, and a large game room/arcade equipped with a pool table, pinball machine, bubble hockey, arcade games, darts, computer station, and an additional large TV—an ideal setup for guests and rental appeal. Upstairs, you’ll find two more generously sized bedrooms, each with its own en-suite bathroom featuring tub/shower combinations. Windsor Hills Resort is one of the most sought-after short-term rental communities in the area, offering world-class amenities including a movie theater, game room, convenience store, multiple playgrounds, tennis courts, basketball court, volleyball court, and more. Recent upgrades include: • All A/C systems replaced in 2025 & 2026 Ideal as a turnkey vacation rental, investment property, or primary residence.

Listing is courtesy of: GLORY INTL. REAL ESTATE CO (386-775-7778)

Listing Agent: Greg Roberts (321-305-2303)

Remarks: Fully renovated and move-in ready! Welcome to this beautifully updated home in the heart of Kissimmee with NO HOA—offering both freedom and flexibility. This property has been thoughtfully remodeled with modern finishes throughout, creating a stylish and comfortable living space. From the updated interiors to the inviting layout, every detail has been designed to enhance everyday living. Enjoy a spacious backyard perfect for entertaining, relaxing, or storing your outdoor toys, complete with a convenient storage shed for extra space and organization. Ideally located near major highways, shopping, dining, and Central Florida attractions, this home is perfect as a primary residence, vacation getaway, or investment opportunity. Don’t miss your chance to own a beautifully upgraded home with no HOA restrictions!

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

Listing Agent: Sandra Mercado (407-225-9310)

Remarks: Price reduction for this Magnificent property located in the fabulous gated Bella Lago Resort, the property comes with its own private boat dock ramp and located on the chain of lakes, access to many wonderful water areas is possible, the property has real hardwood Floors flooring throughout, recently completely re-modeled. Quartz surfaces throughout, incredible open plan kitchen overlooking water view with center island, solid quartz surfaces. Multiple quartz work surfaces. Full length cabinets with oversize crown molding. Multiple inbuilt ovens and inbuilt ceramic hob. Walk in wine cellar with fitted wine racks and 2 wine coolers glass barn style sliding door. Utility room with French deep porcelain sink and washer dryer and multiple storage cabinets. Walk out balcony on first floor led recessed lighting, high quality cabinets with crown molding tops, built in wine cellar, Large screened Florida room with Art Deco cooling ceiling fans and facing the water Too many upgrades to list, the property interior was professionally designed and undertaken.

Listing is courtesy of: ZAINS REALTY, LLC (407-994-3171)

Listing Agent: Phil Dinnis (407-908-0275)

Remarks: JUST REDUCED Great property in great condition lovely location with rear water view, heated and screened swimming pool. Property has been maintained properly over many years, new external paintwork, recent roof, new plumbing and water heater. Great Location close to all shops, attractions and highways. Fabulous heated pool area looking onto a water view with no rear neighbors. Swimming pool is heated by economical Heat Pump Pool Heater The property can be used for residential or if desired as a short term rental with no daily restrictions. Home has short term Zoning

Listing is courtesy of: ZAINS REALTY, LLC (407-994-3171)

Listing Agent: Phil Dinnis (407-908-0275)

Remarks: Step into this charming, move-in ready 3 bedroom, 2 bathroom home on just over a ¼ acre corner lot. Beautifully maintained inside and out, it offers the perfect mix of comfort, style, and functionality. Inside you’ll find a spacious split floor plan with a large family room plus formal living and dining areas. These spaces can easily be used as a home office, playroom, or flex room to fit your needs. The open kitchen features abundant cabinetry, a pantry, plenty of counter space, and a breakfast bar that is perfect for casual meals or morning coffee. The primary suite includes a walk-in closet and a spa-like bathroom with a garden tub and separate shower. Step outside to the large screened-in porch and enjoy the Florida weather year round. Solar Panels installed with the seller paying them off. With low HOA fees and a prime location close to shopping, dining, schools, hospitals, theme parks, and more, this home offers both convenience and peace of mind. Lovingly cared for and truly move-in ready, this one is a must see.

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

Listing Agent: Tara Raun (541-914-7755)

Remarks: This beautifully located property is part of the highly desirable Margaritaville Resort Orlando, delivering a true resort-style lifestyle just minutes from Walt Disney World, shopping, dining, and entertainment. Enjoy a vibrant community surrounded by tropical landscaping, multiple pools, fitness amenities, and on-site restaurants, all designed for relaxed Florida living. Short-term rentals are permitted, making this an excellent option for personal use or income-producing potential. Convenient access to major highways provides easy travel to Orlando International Airport and Central Florida attractions. Experience island-inspired living where every day feels like a vacation.

Listing is courtesy of: NAIM REAL ESTATE LLC (818-268-9917)

Listing Agent: Yuliana Naim (818-434-9717)

Remarks: Under contract-accepting backup offers. LOCATION, LOCATION, LOCATION... DISCOVER THIS TRUE GEM, METICULOUSLY MAINTAINED AND MOVE IN READY. THIS HOME SHINES WITH FRESH INTERIOR PAINT AND FEATURES SPACIOUS, EXQUISITE, ROOMS THROUGHOUT. THE KITCHEN COMES COMPLETE WITH ALL APPLICANCES IN EXCELLENT WORKING CONDITION. ENJOY THE OUTDOORS FROM YOUR EXPANSIVE ENCLOSED REAR PORCH OR RELAX IN THE PRIVACY OF A FULLY VINYL FENCED BACKYARD - COMPLETE WITH YOUR VERY OWN MANGO TREE. THE PERFECT SPOT: STAY CONNECTED WITH EVERYTHING THAT IS HAPPENING IN KISSIMMEE. SPORTS AND FUN: MINUTES FROM THE SILVER SPURS ARENA. EASY COMMUTE: CONVENIENT ACCESS TO ALL MAJOR HIGHWAYS. EDUCATION: CONVENIENTLY LOCATED NEAR GOOD SCHOOLS. THIS HOME IS IN STELLAR CONDITION IN A SOUGHT AFTER NEIGHBORHOOD.

Listing is courtesy of: PARTNERSHIP REALTY INC. (561-355-0270)

Listing Agent: Llwellyn Edwards (321-442-2751)

Remarks: PRICE REDUCTION! SELLER MOTIVATED! Welcome to Woodland Creek. This beautifully maintained 4-bedroom, 2.5-bath home offering space, comfort, and modern upgrades throughout. A versatile first-floor bonus room provides the perfect option for a fifth bedroom, home office, gym, or playroom, while the main living area is ideal for entertaining and family gatherings. The updated kitchen features quartz countertops, stainless steel appliances, and two walk-in pantry closets, delivering exceptional storage and functionality. A nearby laundry room and enclosed porch add everyday convenience and additional living space. Upstairs, all four bedrooms are generously sized, each capable of accommodating king-size beds. The spacious primary suite includes dual sinks, a soaking tub, separate shower, and two walk-in closets. A second-floor loft offers additional flexible space for a family room, office, or study area. Enjoy the large backyard with mature trees, patio space, and plenty of room for outdoor entertaining. Major updates include roof (2021), two Carrier A/C units (2023 & 2024), exterior paint (2024), bathroom upgrades (2024), kitchen updates (2020), vinyl fencing, and LVP flooring. Conveniently located near shopping, dining, Florida Turnpike, Osceola Parkway, and major theme parks. Property is also approved for short-term rental.

Listing is courtesy of: RE/MAX PRIME PROPERTIES (407-347-4512)

Listing Agent: Roland Barcenilla (407-480-6438)

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to 431 Cardinal Ct, a residence that perfectly captures the essence of comfortable Florida living with the upgrades today’s savvy buyers demand. The crown jewel of this property is undoubtedly the massive 25 x 14 Florida Room. Unlike standard lanais, this space is fully air-conditioned, allowing you to enjoy the lush views of your backyard in complete climate-controlled comfort. Whether you envision a sophisticated home office, a bright and airy fitness studio, or the ultimate entertainment hub for game days, this expansive 350 square-foot addition essentially redefines the home's living footprint. The heart of the home features a seamless flow, ideal for hosting gatherings or keeping an eye on the family while preparing meals. Clean lines, ample natural light, and a layout that maximizes every square inch. The split plan provides a primary bedroom that is a private retreat designed for relaxation after a long day. Situated in the heart of Poinciana, 431 Cardinal Ct offers more than just a house; it offers a lifestyle. You are minutes away from the Association of Poinciana Villages (APV) amenities, including the Victory Pool, state-of-the-art fitness centers, and scenic walking trails. With the Poinciana Parkway nearby, you have quick access to the attractions, world-class shopping, and the Orlando International Airport, all while maintaining the peace of a tucked-away community. Don't wait—schedule your private tour today! **** NEWS FLASH **** This home qualifies for a limited-time lender-paid 2-1 buydown— reduced monthly payments for the first 2 years at no cost to the buyer or seller. .. CALL FOR DETAILS!

Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)

Listing Agent: Brian Mason (407-900-9256)

Remarks: Welcome to 3549 Somerset Circle in Kissimmee—a beautifully furnished 4-bedroom, 3-bathroom waterfront pool home offering the perfect blend of comfort, style, and Florida living. This move-in-ready residence features brand-new flooring throughout, double-pane (double glass) windows for added efficiency and comfort, and a **new pool heater**, allowing you to enjoy the pool year-round. The home comes fully furnished, making it an excellent opportunity for buyers seeking a second home, vacation retreat, or turnkey investment property. The spacious, open-concept layout is ideal for both relaxing and entertaining, with large windows that fill the home with natural light. Step outside to your private backyard oasis, where stunning waterfront views create the perfect setting for peaceful mornings or sunset evenings. One of the standout features is the private boat dock, offering direct lake access for boating, fishing, or simply enjoying the tranquil surroundings. Located in the gated community of Bellalago, this home is just minutes from shopping, dining, and world-famous attractions like Walt Disney World. With its prime location, thoughtful upgrades, and fully furnished convenience, this property is a rare opportunity in Central Florida—especially for those looking for the perfect second home. Contact us for more information or to schedule your private showing.

Listing is courtesy of: KAT REALTY & PROPERTY MANAGEME (407-201-1712)

Listing Agent: Michiel Groenendijk (407-750-2669)

Remarks: Under contract-accepting backup offers. Welcome to a truly rare opportunity—an exceptional private estate set on over 5 acres, with no HOA, just minutes from ChampionsGate and a short drive to Disney. Properties like this are seldom available, offering a unique blend of peaceful country living and unbeatable convenience in one of Central Florida’s most desirable locations. Tucked away down a private road and secured by an electronic gate, this home delivers the privacy, space, and freedom that are increasingly hard to find. With well water and septic already in place, you’ll also enjoy lower ongoing costs—an added benefit for those seeking both lifestyle and value. The setting is nothing short of special. A beautifully restored and stocked pond greets you on arrival, complete with a dock, fountain, and an abundance of wildlife including birds, Tilapia, and Koi carp. Whether you’re enjoying quiet mornings by the water or evenings around the firepit, this property offers a sense of calm and connection to nature that is hard to replicate. Despite its peaceful setting, the location is exceptionally convenient. Approximately 15–20 minutes from Walt Disney World, 30 minutes to Orlando Airport, easy access to I-4 for travel to both Orlando and Tampa. The home itself has been thoughtfully updated and impeccably maintained, with a new roof (2025), fresh exterior paint (2025), decorative shutters, and a gas water heater. Inside, the layout is both spacious and inviting, designed for comfortable everyday living and effortless entertaining. A large wraparound screened porch with tile flooring and ceiling fans extends your living space outdoors—perfect for dining, relaxing, or unwinding in the hot tub while overlooking your private grounds. The main living area features soaring cathedral ceilings, a wood-burning fireplace, and dual aspect French doors that open to the porch, creating a light-filled and welcoming atmosphere. The open-plan kitchen and dining space is centered around a large island, complete with a gas stove, built-in storage, and bar area—ideal for hosting family and friends. The home offers four generously sized bedrooms, including two ensuite rooms on the ground floor. The primary suite is a true retreat, featuring a custom walk-in closet and a spacious bathroom with double vanities, an oversized shower, and a private sauna. A second ensuite bedroom opens directly onto the porch and hot tub, offering guests their own private escape. Upstairs, a galleried landing overlooks the main living space and provides a flexible area for a study or additional lounge. Two further bedrooms, a guest bathroom, and a fully equipped theatre room with custom seating and surround sound complete the second floor. Beyond the main home, the property continues to impress. A separate 32 x 15 air-conditioned outbuilding is perfectly suited as a home office or games room, offering ideal separation for work or leisure. A large barn ( 45ft x 46ft) with power, two bathrooms, and EV/RV charging capability provides exceptional versatility—whether for personal use, business needs, or income generation through vehicle, RV, or boat storage. An additional parking area further enhances its income potential. This is more than just a home—it’s a lifestyle property offering space, flexibility, privacy, and income potential, all within minutes of world-class amenities. Opportunities like this are incredibly rare. If you’ve been searching for something truly special, this is it.

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

Listing Agent: Nikki Ansons (321-522-9063)

Remarks: POOL HOME nestled on Tee 8 of the Remington GOLF COURSE.......large and in charge, nearly 3200 sf, ALL BEDROOMS ARE ON THE FIRST FLOOR!! NO SOLAR LIENS......BRAND NEW ROOF 2026, HOA is only $166 a year, the CDD is only $1120 a year. UNIFORM TILE FLOORING in all areas with the bedroom and Bonus Room having carpet. Owner's Suite is OVERSIZED, has a HUGE walk-in closet, a 2nd traditional closet, a private bath, & private access to the pool patio. BUILT-IN SHELVING, CROWN MOLDING, RECESSED LIGHTING, VAULTED CEILINGS, PLANTATION SHUTTERS, BAY WINDOW NOOKS, HURRICANE SHUTTERS, & A 3-CAR GARAGE!! This home has 2 a/c units.....1 upstairs, 1 down. A timer on the water heater adds efficiency, a water softener is in place, both garage doors have openers, a generator outlet is installed, irrigation helps keep the landscaping beautiful, professional curbing adds beauty, and the views from inside are gorgeous!! The 4th bedroom has its own bathroom......which is also accessible from the pool patio for convenience. This bedroom has a built-in desk and could double as a home office. Upstairs is an awesome BONUS ROOM.....equipped with THREE CLOSETS, it could easily suffice as an additional bedroom. There is a living room AND a family room.......BOTH with sliders to the pool patio. The laundry room has extra storage, cabinets, & a utility sink. We have THE Kitchen for entertaining......overlooking the family room, boasting a stunning pool view, wrap-around breakfast bar, TWO closet pantries, and LOTS of counter space. Step outside and relax in a tranquil pool and hot tub panorama.......stacked rock, pebble pool finish, screened-in, retractable awnings, multiple sitting areas, established hedge that offers seclusion from the course, and majestic trees all create the ambiance you expect. Remington offers an attractive GOLF COURSE, a Clubhouse, Community Pool, Basketball Courts, Tennis Courts, Volleyball Beach, & Kiddie Playground. Great proximity to the FL Turnpike, 16+ miles to the OIA, 54+ miles to Melbourne Beach, 25+ miles to Magic Kingdom, 12+ miles to Lake Nona, & 5+ miles to downtown St. Cloud. St. Remington sits on the Kissimmee/St. Cloud line so enjoying the St. Cloud lakes, shopping, local farms, East Lake park & beach, are all very convenient. It's VERY RARE to find a home of this size in Remington.......super for multiple families or multi-generational living. We are ready for you......come take a peek!

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

Listing Agent: Jennifer Davis, Pa (407-361-1072)

Remarks: Welcome to this beautiful 4-bedroom, 2.5-bath two-story home located in the gated golf community of Eagle’s Nest in Kissimmee. This spacious residence features an open and functional layout with a bonus room/den, perfect for a home office, playroom, or additional living space. The home offers a bright living area, tile flooring in the main areas, and a well-appointed kitchen with wood cabinetry, stainless steel appliances, and plenty of counter space, ideal for everyday living and entertaining. The large primary suite includes a spacious bathroom with dual sinks, soaking tub, and separate shower. Enjoy the outdoors in the private backyard surrounded by mature trees, providing a peaceful setting for relaxing or gatherings. Major update includes roof replaced in 2020. Located just minutes from major highways, shopping, dining, and entertainment, this home offers both convenience and comfort in a desirable community setting.

Listing is courtesy of: GR REALTY EXPERTS (407-690-0597)

Listing Agent: Gilbert Rivera (407-690-0597)

Remarks: Welcome home to this beautifully designed one-story residence offering the perfect blend of comfort and flexibility with 3 bedrooms plus a versatile flex room that can easily be converted into a 4th bedroom. Step inside to an open and inviting floorplan where luxury vinyl plank flooring flows throughout the main living areas, creating a seamless and modern feel. The kitchen serves as the heart of the home, featuring granite countertops, abundant cabinetry, a spacious pantry, and a counter-height island with seating that overlooks the expansive living and dining areas, ideal for both everyday living and entertaining. Thoughtfully designed with a split bedroom layout, the primary suite and flex room are privately positioned away from the secondary bedrooms, offering added privacy and endless possibilities for how the space can be used, whether as a home office, playroom, fitness area, or guest room. The primary suite offers a relaxing retreat with a large en-suite bath complete with a double sink vanity, quartz countertops, and a walk-in shower. Secondary bedrooms are well-sized and thoughtfully positioned, while the additional bathroom also showcases quartz countertops for a cohesive, upgraded look. Enjoy indoor-outdoor living with sliding glass doors leading to a screened lanai and a fully fenced backyard offering added flexibility with gate access on both sides, including a double gate entry. Additional highlights include a spacious laundry room, a two-car garage, and a welcoming covered front entry. Located in the Poinciana area, residents enjoy access to a variety of community amenities including parks, playgrounds, sports courts, fitness centers, and recreational facilities, along with nearby shopping, dining, and everyday conveniences, making this home an ideal blend of comfort and lifestyle.

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

Listing Agent: Alex Vastardis (407-947-6264)

Remarks: PRICE REDUCTION: Whether you’re looking for a permanent residence, property for short-term rental or long-term lease, this is the perfect choice for you. The location can’t get any better as the community is close to local attractions, shopping, fine dining and the airport, and schools. This spacious home with an open floor plan comes nicely furnished. It is immaculate, well taken care of and ready for occupancy.

Listing is courtesy of: OFFILER, LUCILLE JANICE (407-396-7650)

Listing Agent: Lucille Offiler (407-396-7650)

Remarks: Discover the perfect blend of modern elegance and convenience in this meticulously updated 5-bedroom, 3.5-bath home nestled in the tranquil Rolling Hills neighborhood. Featuring stunning vaulted ceilings, durable Pergo engineering flooring, and an open-concept living area bathed in natural light. The designer kitchen boasts quartz countertops, a stylish backsplash, and stainless steel appliances. Relax in the refined comfort of remodeled limestone bathrooms. The main floor features a private primary suite, a second bedroom, and a full laundry room. Step outside to your private screened-in oasis—perfect for entertaining. Whether you are looking for a stunning primary residence, a relaxing vacation home, or a high-yield investment, this home offers it all.

Listing is courtesy of: 407 PROPERTIES (407-545-2594)

Listing Agent: Manuel Hernandez Pacheco (407-686-7686)

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 views over the lake. Residents will enjoy top-class amenities, including access to three swimming pools, a well-equipped gymnasium, Ping pong Table for leisure time fun, a Tennis court for tennis lovers, and waterside adventures comprising boating & fishing options! 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: One or more photo(s) has been virtually staged. Welcome to 2561 Montego Bay Blvd, a contemporary and stunning home located just 6 miles from the magical attractions of Walt Disney World. This fully furnished gem offers the perfect blend of comfort and luxury. Nestled in the well-maintained Montego Bay community, this home is an ideal retreat for families or groups, with its prime location and exceptional features. This immaculate 2,766 square-foot home features a spacious, open design that’s perfect for large families or gatherings. The home is in pristine condition, meticulously maintained as a family retreat, and is move-in ready. One of the standout features is the chef’s kitchen, which is equipped with top-of-the-line appliances, including a luxury, oversized food refrigerator and a wine fridge. The kitchen also boasts a custom 10-foot island with sleek quartz countertops, providing the perfect space for cooking and entertaining. The home is further enhanced by a stunning glass staircase and quartz steps, which add a modern touch to the interior design. The outdoor living area is a true highlight, featuring a newly installed lanai screen for maximum comfort while enjoying the Florida weather. It includes an outdoor kitchen with a wet bar, high-end grilling space, and granite countertops, making it perfect for entertaining after a day spent at the theme parks. Inside, you’ll find high ceilings and large porcelain tiles throughout, elevating the home’s overall ambiance. A rain-shower and Jacuzzi tub in the luxurious bathrooms offer a spa-like experience, while built-in speakers in the living room, primary bedroom, and backyard enhance the atmosphere with premium sound. Additionally, the home is equipped with six exterior security cameras, offering peace of mind whether you're home or away. With the growing potential for Airbnb rentals, this home offers an incredible opportunity for long-term returns in one of the most desirable locations in Central Florida. Beyond the home itself, the community offers amazing amenities such as a community pool and tennis court, providing residents with ample recreation options right outside their door. The location is unbeatable, with proximity to Disney, Universal Studios, SeaWorld, and other Orlando attractions, making this property an ideal choice for both a family retreat and your dream Florida home.

Listing is courtesy of: KELLER WILLIAMS REALTY AT THE LAKES (407-566-1800)

Listing Agent: Stacey Vazquez (407-874-5751)

Remarks: ***NEW PRICE****The family-friendly layout of the Fishtail offers 3 bedrooms, 2 full bathrooms, and a spacious 2-car garage. The thoughtfully designed split floor plan provides the welcoming primary suite with added privacy from the secondary bedrooms. The Owner’s Suite features a full bathroom and a generous walk-in closet. The laundry room is conveniently located just steps away and offers direct access to the 2-car garage for everyday convenience. The open-concept kitchen and great room create the perfect space for entertaining and family gatherings, while a separate dining area provides additional room for hosting. Additional features include an indoor laundry room and a comprehensive warranty package, including a 10-Year Structural Warranty, Builder’s Warranty, and Manufacturer warranties for added peace of mind.

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

Listing Agent: Marilyn Garcia (305-338-7875)

Remarks: Welcome to this charming residence in the Fortunes Lakes community in Kissimmee, offering spacious and bright living areas perfect for families or investors. A standout feature is the bonus room / mother-in-law suite, ideal for extended family, long-term guests, a private office, or potential extra income. Recent updates include a new roof (2022), kitchen renovations (2025), a newly built mother-in-law suite (2025), and bathroom upgrades. Excellent location near shopping, schools, dining, and major highways.

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

Listing Agent: Angel Ramirez (407-967-5368)