Kissimmee Single Family Homes For Sale - 2061 homes

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)

Remarks: Welcome to 7950 Sea Pearl Circle, a beautifully upgraded 5-bedroom, 4-bath retreat tucked behind the gates of Formosa Gardens — one of Kissimmee's premier gated communities, with the rare flexibility to be enjoyed as a primary residence, second home, or short-term rental. Just minutes from Walt Disney World and set on an oversized half-acre corner lot, this nearly 3,200-square-foot Florida-style home offers space, privacy, and resort living in equal measure. In a market where most vacation-home communities require a car for everything, Formosa Gardens offers the rare luxury of walkable access to dining, shopping, and entertainment — a feature that's nearly impossible to replicate nearby. Major-ticket items are already handled — new roof (2022), new HVAC system (2023), new pool heater (2023), and new carpet throughout (2023). Smart thermostats and exterior security cameras let you monitor and control the home from anywhere via an app. Inside, an open floor plan with soaring ceilings flows from the kitchen and living areas to a primary suite on the main floor, with additional bedrooms upstairs. The standout feature is the fully air-conditioned and heated game room — the year-round entertainment hub guests and families rave about. Step outside to your private heated pool and spa with a screen enclosure, surrounded by deck space built for Florida sunshine. This is a true turnkey opportunity: all furniture, televisions, and games convey — ready to move in, enjoy as your getaway, or book from day one. Formosa Gardens' flexible use policy makes this home equally suited for a family looking for a forever home with resort amenities, a second-home buyer wanting a Disney-area escape, or an investor seeking an income-producing rental. Whatever your vision, 7950 Sea Pearl is move-in ready and waiting for its next chapter.

Listing is courtesy of: TEAM DONOVAN (407-705-2616)

Listing Agent: James Donovan (407-705-2616)

Remarks: Lovely 3 bedroom 2 bathroom heated and screened pool home. Nice open floorplan with utility room within the property. This gated community offers so much, large clubhouse with Olympic style pool, Fitness Center, Tennis and Basketball Courts. Scenic walking trails along the creek that also offers private community boat ramp. Easy access to all major highways, shopping, attractions and so much more. Community has short term zoning, so rent short term , long term, any term you want. HOA includes cable, internet and lawn care, so only your own private swimming pool to take care of

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

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

Remarks: This well-maintained 4-bedroom, 2-bath residence with a Florida Room and a 2-car garage offers a perfect blend of comfort, functionality, and location. Featuring beautiful hardwood and tile flooring throughout, along with crown molding. The kitchen is equipped with solid oak cabinetry, Corian counter tops and includes essential appliances such as stove, refrigerator, and microwave, making it move-in ready. Ceiling fans in every room are also included. A major upgrade includes a 2004 metal roof with a 40-year warranty, providing long-term peace of mind. The home also features a double driveway, offering ample parking space for boat or RV, along with a 2-car garage with plenty of storage cabinets for optimal organization. Enjoy outdoor living with a fully fenced back patio, perfect for privacy, pets, or entertaining. The enclosed Florida room expands your living space, ideal for relaxing or hosting guests. Additionally, a large shed provides excellent space for tools, seasonal items, or hobbies. This property offers a spacious living room and gathering areas—perfect for hosting family and friends. Additional highlights include: Prime location: 13 minutes from Orlando International Airport (OIA), 17 minutes from Disney, easy access to major highways, restaurants, grocery stores, and medical centers.

Listing is courtesy of: HORIZON WEST REALTY (407-966-7653)

Listing Agent: Adrian Santiago, Sr (321-239-3628)

Remarks: Under contract-accepting backup offers. Welcome to your new home at 8934 Coconut Breeze Dr, Kissimmee, FL 34747, a 9-bedroom, 6.5-bath pool and spa home located in Phase 2 of Solara Resort, just steps from the clubhouse and resort amenities. Built in 2022 and offered fully furnished, this luxury vacation home accommodates up to 25 guests, making it an ideal primary residence, second home, or high-performing short-term rental. The current owner has invested significantly in furnishings, décor, and overall presentation, creating a true turnkey opportunity ready for immediate use or income generation. The home is designed with an open-concept floor plan that maximizes space and functionality, highlighted by two primary suites, including one conveniently located on the main floor. The kitchen is equipped with stainless steel appliances, granite countertops, and an oversized island with a double sink and ample seating, flowing seamlessly into the main living and dining areas. Entertainment is built in, with a fully equipped game room featuring air hockey, foosball, a pool table, and an Xbox, along with themed bedrooms designed to enhance the guest experience. Step outside to an extended lanai with a private pool and spa, offering a spacious outdoor setting for relaxing or entertaining. Located in one of Central Florida’s most sought-after resort communities, Solara offers resort-style amenities including a clubhouse, restaurant and coffee bar, zero-entry pool, fitness center, sports courts, splash pad, waterslides, FlowRider, and more—all just moments from your front door. This is a well-positioned, move-in-ready property combining location, layout, and strong rental potential in the heart of the Orlando vacation market. Schedule your private showing today.

Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)

Listing Agent: Matt Dixon (407-965-8906)

Remarks: Located in the highly sought-after community of Tuscany at Westside, this beautifully maintained 5-bedroom, 5-bathroom pool home offers the perfect blend of privacy, convenience, and income potential. Nestled on a cul-de-sac with no rear neighbors and serene conservation views, this fully furnished home features an open floor plan, spacious kitchen with breakfast bar, and a screened-in private pool—ideal for entertaining or relaxing. Zoned for short-term rentals and situated just minutes from Walt Disney World, Margaritaville Resort, and Sunset Walk, the location is ideal for vacationers or year-round residents. Whether you're seeking a primary residence, second home, or an income-producing investment, this move-in-ready home checks every box!

Listing is courtesy of: TRUVALOR REALTY LLC (407-218-0937)

Listing Agent: Carlos Lima Vieira, Jr (407-952-4134)

Remarks: Tucked Away Gated Estate Near Lake Toho & NeoCity – Luxury, Privacy & Strategic Location!Welcome to your private oasis outside the city limits! Nestled in a quiet, low-traffic enclave in the back of a highly desirable gated community, this stunning 4-bedroom, 3-full-bath estate spans 3,015 sq. ft. of pure luxury. Situated on a rare, oversized lot (approx. 1/3 to 1/2 acre) framed by a majestic canopy of mature oaks, this home offers unparalleled peace and privacy. While you are tucked away adjacent to the pastures and world-class bass fishing of Lake Tohopekaliga, you are strategically located just minutes from the Florida Turnpike entrance for an effortless commute to Orlando, and a short drive to NeoCity, Central Florida’s premier technology and innovation hub.The Interior:Pass through the grand entryway to discover soaring, very high ceilings and an abundance of natural light framed by elegant plantation shutters. The floor plan completely eliminates carpet, showcasing premium ceramic tile and luxury vinyl laminate flooring throughout. The gourmet kitchen and all three full baths feature gorgeous granite countertops. Retreat to the massive master suite, complete with a spa-like bath featuring a deep Jacuzzi soaking tub. Above the 3-car garage (which boasts a professionally finished floor), a versatile bonus room awaits—perfect for a private home office, media room, or guest suite.The Outdoor Oasis:Step through the sliders into your massive, fully screened pool lanai. The custom pool is a true tropical retreat, featuring an integrated spa with dual heating systems: gas heat for rapid spa warming and solar heat for eco-friendly, year-round pool enjoyment. The sprawling backyard offers total seclusion, bordered by a peaceful landscape that feels worlds away from the hustle and bustle.Mechanical Peace of Mind:Forget about hidden costs—this home is fully updated and built for efficiency:Newer RoofNewer HVAC (Still under warranty!)Newer Hot Water HeaterEnjoy the ultimate Central Florida lifestyle in a peaceful, low-traffic neighborhood, combining pastoral tranquility with immediate access to major highways and booming tech hubs. Schedule your private tour today!

Listing is courtesy of: ROYAL REALTY REAL ESTATE, LLC (407-892-0123)

Listing Agent: David Good Ii, X (407-791-0120)

Remarks: Under contract-accepting backup offers. Looking for lots of space? Come visit this Spacious 3-bedroom 2-bath home featuring a loft, a very large laundry room, a two car garage (freshly painted) and a substantial backyard for family gathering and lots of entertaining. Upon entering the home, you will find a living room, dining room, kitchen and a half bath for convenience. The entire downstairs area has very nice tiles that resemble wood and compliment the neutral-colored walls. Upstairs you will find all bedrooms including the Primary Bedroom and its en suite bath. The primary bedroom closet is sooooo big it certainly will not disappoint. Besides the bedrooms, upstairs you have a large loft which can be configured as an office, game room, or family room, offering lots of potential. A new roof will be installed before closing. This home is a must see!! Make your appointment today!!

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

Listing Agent: Aimee Cruz (407-421-3673)

Remarks: Outstanding opportunity in the highly desirable Storey Lake community! This beautifully maintained, fully furnished property is perfectly suited for short-term rental use, offering both an exceptional vacation experience and strong income potential. Featuring a spacious and well-designed layout, the home is turnkey ready—allowing for a seamless transition for immediate rentals or personal use. Located in one of Central Florida’s premier short-term rental communities, Storey Lake is known for its resort-style amenities, including a clubhouse, lazy river, water slides, fitness center, and more. Its prime location provides convenient access to major attractions, shopping, dining, and entertainment. Whether you’re seeking a vacation home or a high-performing investment property, this listing presents an outstanding opportunity in a sought-after rental destination.

Listing is courtesy of: ALLISON JAMES ESTATES & HOMES (941-500-4922)

Listing Agent: Ge Desouza Desouza (857-312-3214)

Remarks: Welcome to this brand-new 9-bedroom, 5-bathroom luxury home located in the highly sought-after Storey Lake Resort in Kissimmee. Designed with both short-term rental performance and owner comfort in mind, this property features a private screened pool and spa, spacious open-concept living areas, and a layout ideal for large families or groups. The home offers multiple entertainment and gathering spaces, including a themed game room and themed bedrooms (Mickey, cars, princess, Roblox and Harry Potter) creating a memorable experience for guests of all ages. Storey Lake is known for its resort-style amenities, including a clubhouse, fitness center, sports courts, and a spectacular water park with lazy river and slides. Conveniently located just minutes from Walt Disney World, major attractions, shopping, dining, and highways, this turnkey property is an exceptional opportunity for investors or second-home buyers seeking strong rental appeal in a prime location.

Listing is courtesy of: MS LAND & BUILDING LLC (407-512-1213)

Listing Agent: Mariana Casaburi (321-989-8613)

Remarks: 807 Aspenwood Cir offers a 2-bedroom, 2-bath home with stunning water views, a 2024 roof, and a 0.18-acre lot in Kissimmee. The layout provides a solid starting point with comfortable living space, while the backyard opens to the water, creating a setting that can be transformed into a relaxing outdoor retreat. Located in the Buenaventura Lakes area, the property is just minutes from Osceola Parkway and Florida’s Turnpike, with Orlando International Airport (MCO) approximately 15–20 minutes away. Lake Nona’s Medical City, shopping, and dining are about 20 minutes from the home, and Walt Disney World is roughly a 30-minute drive. With water views, usable yard space, and a flexible layout, 807 Aspenwood Cir offers the opportunity to shape the space to match your vision while staying close to Central Florida’s key destinations.

Listing is courtesy of: PROFESSIONAL REAL ESTATE TEAM (407-483-4964)

Listing Agent: Jany Perez (407-483-4964)

Remarks: Highly Desirable Windsor Hills Subdivision – Just 4.5 Miles from Disney! Welcome to Windsor Hills, a premier guard-gated community built by Pulte, known for its luxury and convenience. This fully furnished, turnkey home features one of the best floor plans in the neighborhood with 5 bedrooms and 5 bathrooms. Existing owner bookings are in place and must be honored, making this property a fantastic investment opportunity or vacation retreat. The garage has been transformed into a custom theater room complete with projector, leather seating, a foosball table, multiple arcade games, a mounted AC unit, and carpeted flooring. Inside the home, the living and dining areas are beautifully appointed with leather furniture and a stunning dining table from Havertys. Custom window treatments and vibrant colors flow throughout the home. This home features many upgrades: main home HVAC in 2018, hot water heater in 2025, pool heater in 2025, 6 arcade games in 2024, movie projector in 2024, wall HVAC in movie room in 2024, paint in the living and dining room in 2024, bathroom vents in 2026, side by side refrigerator in 2026 and pool heater compressor start capacitor 2026. Each bedroom is decorated, including a charming themed Peter Pan bunk room that is a must-see. The kitchen is fully stocked and features stainless steel appliances, granite countertops, and two large windows that bring in natural light, perfect for enjoying meals in the cozy breakfast nook. Tile flooring extends through the main living areas and bathrooms, and ceiling fans are installed throughout the home for added comfort. Step outside to the stunning pool and spa area, complete with a new pool pump, a brick paver deck, a covered lanai with ceiling fans, and ample outdoor furniture. Beyond the pool, a lush green lawn bordered by a wrought-iron fence provides a serene backdrop. This home also boasts a new water heater, ensuring modern efficiency and reliability. Directly across the street, you’ll find a park with a two-seater swing set to relax and enjoy the outdoors. Windsor Hills is one of the few communities that allows RV and trailer parking, with an oversized lot dedicated to these vehicles. The neighborhood also boasts a wide array of amenities, including a clubhouse with a waterslide, game room, theater, on-site market and food service, tennis and pickleball courts, volleyball, a putting green, basketball courts, and a fully equipped gym. For golf enthusiasts, the public Mystic Dunes Golf Course is right next door, with several other courses just minutes away. Don’t miss this incredible opportunity to own a home in one of the most sought-after vacation communities in Central Florida!

Listing is courtesy of: THE PROPERTY FIRM (407-530-5444)

Listing Agent: Savina Delgado Rodriguez (407-455-4444)

Remarks: Under contract-accepting backup offers. Welcome to this inviting 3-bedroom, 2-bath single-story home in the established Poinciana community. Offering a desirable split-bedroom floor plan, this residence combines comfort, functionality, and opportunity. The spacious living and dining areas provide an open flow ideal for everyday living and entertaining, while ceramic tile in main areas adds durability and easy maintenance. The kitchen is centrally located with convenient access to the living space, and the private primary suite offers separation from secondary bedrooms for added comfort. A 2-car attached garage provides additional storage and convenience. Situated on an approximately 7,000± sq ft lot, this home features public utilities and a low-maintenance lifestyle with neighborhood amenities nearby. With a new roof installed in 2016 and new water heater in 2025, this property presents an excellent option for homeowners, first-time buyers, or investors seeking value and potential in a growing area. Conveniently located near schools, parks, shopping, and major commuter routes. ** Some photos are virtually staged **

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

Listing Agent: Natalia Gil (407-473-1241)

Remarks: Under contract-accepting backup offers. FIRST TIME ON THE MARKET! PRICE TO SELL! Step into this one-of-a-kind residence that perfectly balances modern mechanical upgrades with spacious living. This meticulously maintained 3-bedroom, 2-bathroom home spans 1,799 square feet of bright, open living space, situated on an expansive 0.29-acre lot. Experience ultimate peace of mind with a brand-new AC system (installed within the last year), full hurricane shutters for maximum storm protection. The home comes fully move-in ready, with the washer and dryer included in the sale. Whether you’re enjoying the oversized yard or the comfort of a climate-controlled interior, this property offers a rare combination of reliability and character. Don’t miss your chance to own a truly unique home in the heart of Poinciana—schedule your private tour today! WONT LAST BEST VALUE UNDER 300K

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

Listing Agent: Giovanny Santana (407-962-8876)

Remarks: Beautiful 4-bedroom, 2-bath home located in a desirable gated community, offering comfort and privacy. This property features a private screened pool, perfect for entertaining or relaxing year-round. The functional layout provides ample living space with great natural light throughout. Enjoy the convenience of a secure community while being close to shopping, dining, and major roadways. A great opportunity to own a pool home in a sought-after neighborhood—schedule your showing today.

Listing is courtesy of: MILA REALTY (407-569-8899)

Listing Agent: Steven Tavarez (407-509-0447)