Kissimmee Single Family Homes For Sale - 1755 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: 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: 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: 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: 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: This stunning home, meticulously upgraded to embody luxury, welcomes you with low-maintenance, high-end tile flooring flowing seamlessly throughout. The gourmet kitchen, a chef’s dream, boasts top-of-the-line stainless steel appliances, including a built-in oven and gas cooktop, anchored by a massive oversized island adorned with exquisite stone that extends to the matching backsplash. The open-concept design effortlessly connects the kitchen to the dining space and living room, perfect for entertaining guests or enjoying quality time together. Just off the living room, a door leads to a spacious screened-in paver patio, complete with a remarkable outdoor kitchen featuring a beverage fridge, sink, and gas grill, ideal for al fresco dining. The expansive master bedroom serves as a serene retreat, complemented by an ensuite bath showcasing dual sinks, a striking stone countertop, modern fixtures, and a luxurious walk-in shower. Nestled in a vibrant community, this home offers access to an array of amenities, including tennis courts, a pool, clubhouse, shuffleboard, and more, with the added perk of discounted play at the renowned Mystic Dunes Golf Course. Beyond the community, you’re just minutes away from dining, retail, entertainment, and the magic of Disney, ensuring every convenience is within reach.

Listing is courtesy of: BIRCH HAVEN REAL ESTATE, LLC (813-444-4995)

Listing Agent: Dalton Robinson (813-924-0251)

Remarks: Prime opportunity in a highly desirable location! Conveniently located just minutes from Old Town, major entertainment, and top hospitals—and only 20 minutes from Walt Disney World—this home is perfectly positioned for strong rental demand. Recent upgrades include a brand-new roof, updated electrical, new flooring, and a newly installed fence, providing peace of mind and low maintenance for years to come.Whether you’re looking to make this your primary residence or add a performing asset to your investment portfolio, this property delivers both value and versatility. Don’t miss this incredible opportunity!

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

Listing Agent: Amanda Little (407-720-9728)

Remarks: Discover the epitome of spacious living in this nine-bedroom, five-bathroom haven. The first-floor gourmet kitchen, adorned with quartz countertops and stainless-steel appliances, seamlessly merges with family and dining areas, a master suite, and an additional bedroom with a full bath, creating an inviting space for relaxation and entertainment. Step into tranquility with the oversized private pool and spa, surrounded by breathtaking water views. The expansive covered lanai provides a perfect venue for hosting guests, blending luxury and leisure seamlessly. The upper level transforms into an entertainment hub with a gaming loft, two sets of Jack and Jill bedrooms, three additional rooms, and a full bath. Unique themed rooms make it an alluring choice for those seeking a distinctive rental experience. Storey Lake Resort, a gated community, enhances your lifestyle with amenities such as a massive pool, splash pool, lazy river, fitness facilities, kayaks, and more, promising a resort-like experience steps away. Situated near 192 and Osceola Pkwy, this property ensures ultimate convenience, only a 10-minute drive from Disney and in proximity to Orlando's attractions. Seize this rare opportunity to own a slice of Orlando luxury! The income history is over $100,000 gross income per year! For inquiries or to schedule a private showing, contact us today.

Listing is courtesy of: US RELIANCE SOLUTIONS INC (407-408-8841)

Listing Agent: Grace Ren (407-408-8841)

Remarks: Seller is willing to consider all REASONABLE offers! Welcome to this beautifully upgraded 4-bedroom, 3-bathroom home located in the highly desirable Tapestry community in Kissimmee! This spacious residence offers a versatile layout featuring a huge bonus room—perfect for a home office, additional family room, or even a 5th bedroom to suit your needs. Step inside and enjoy an abundance of natural light flowing through oversized doorways, creating an open and inviting atmosphere throughout. The expansive kitchen is a true centerpiece, boasting oversized countertops, ample workspace, and a cozy eat-in area—ideal for both everyday living and entertaining. Motivated seller. Unwind in your screened-in back patio overlooking a scenic wooded area with no rear neighbors—perfect for enjoying your morning coffee in peace and privacy. Situated in a gated, guard-secured community, Tapestry offers resort-style amenities including a clubhouse, fitness center, and sparkling swimming pool. Conveniently located just minutes from shopping, dining, and entertainment at the Loop, this home combines comfort, flexibility, and prime location. Don’t miss your opportunity to own in one of Kissimmee’s most sought-after communities!

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

Listing Agent: Andre Campbell (407-431-1181)

Remarks: One or more photo(s) has been virtually staged. Under Construction. This new single-story McCartney Next Gen® home features a private suite with its own entrance, living area, kitchenette, bedroom, bathroom and laundry, perfect for multigenerational households. The main home is host to an inviting open-concept layout with easy access to a covered patio for seamless indoor-outdoor living. Two secondary bedrooms are located off the foyer, and a lavish owner’s suite is tucked into a private rear corner, complete with a full bathroom and walk-in closet. Westview is a master-planned community in Poinciana, FL. This amenity-rich, pet-friendly community has something for residents of all ages to enjoy, including a swimming pool, dog park, clubhouse and sports fields. Lake Marion Creek Wildlife Management Area is nearby with hiking trails, as well as Poinciana for shopping, dining and entertainment options. The community is in close proximity to Highway 17 for easy commuting to Greater Orlando.

Listing is courtesy of: LENNAR REALTY (800-229-0611)

Listing Agent: Ben Goldstein (407-310-7677)

Remarks: Motivated Seller! Welcome to a beautiful 3 bedroom, 2 bathroom home located on a quiet cul-de-sac, offering privacy and low traffic. This MOVE-IN READY property features a fully fenced yard, offers a functional layout with comfortable living spaces area and family room. Kitchen has island overlooking family room. Conveniently located near shopping, and major roadways. This home is ideal for families, first time home buyers, investors or anyone looking for a peaceful place to call home. Don't miss this great opportunity!

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

Listing Agent: Daisy Reyes (407-375-1961)

Remarks: One or more photo(s) has been virtually staged. Under Construction. The Morrow checks all your boxes! This new two-story luxurious retreat has a first-floor owner’s suite, featuring a spacious bedroom, en-suite bathroom and walk-in closet. The open-concept floorplan combines the kitchen, living and dining areas for streamlined everyday living. Three additional bedroom suites can be found on the second level, along with a versatile loft that provides a convenient shared living area and additional entertainment space. Westview is a master-planned community in Poinciana, FL. This amenity-rich, pet-friendly community has something for residents of all ages to enjoy, including a swimming pool, dog park, clubhouse and sports fields. Lake Marion Creek Wildlife Management Area is nearby with hiking trails, as well as Poinciana for shopping, dining and entertainment options. The community is in close proximity to Highway 17 for easy commuting to Greater Orlando.

Listing is courtesy of: LENNAR REALTY (800-229-0611)

Listing Agent: Ben Goldstein (407-310-7677)