Kissimmee Single Family Homes For Sale - 1756 homes

Remarks: A fantastic choice to be your Vacation Rental Property in the Windsor at Westside, located in Kissimmee Florida! 5 Bedrooms - 4 Bathrooms and your own Private Pool. Welcoming you inside is an amazing open floor concept that combines your living, dining and kitchen areas into one space. Also downstairs you will have an ensuite for your convenience. Upstairs you will find the loft, master bedroom ensuite with a large closet, one more ensuite and two more themed bedrooms and one bathroom. Also the laundry room is conveniently located upstairs. Granite countertops, light color cabinets, stainless steel kitchen appliances, themed bedrooms and much more. This home features a heated, private pool, a covered Lanai and pool deck area. The Windsor at Westside is a resort community and features a large Community pool, Lazy river, splash pool, gym, restaurant and much more. This is a great vacation home, very close to other area attractions.

Listing is courtesy of: TOPSKY REALTY INC (407-476-6189)

Listing Agent: Zhiming Xu (407-984-0087)

Remarks: This exceptional 3,800 sq. ft. Exbury floor plan blends luxury, comfort, and modern design, offering 5 Bedrooms, 3.5 Baths, a spacious 3-car garage, and an impressive first-floor Primary Suite. The home has been thoughtfully upgraded with all-new modern light fixtures and a whole-house water purification system for enhanced comfort and quality of living. Best of All, furniture in the house are included in the sale. The gourmet kitchen is a true centerpiece, featuring upgraded 42" cabinetry with crown molding, quartz countertops, a stylish tile backsplash, an oversized island, a walk-in pantry, and stainless steel appliances including a built-in oven and cooktop. The dramatic two-story Family Room fills the home with natural light and opens seamlessly to the expansive covered lanai—perfect for entertaining and year-round outdoor living. Tile flooring enhances all main living areas on the first floor, and window blinds are included throughout. The luxurious Primary Suite offers two walk-in closets and a spa-inspired bath with adult-height dual vanities, quartz countertops, a free-standing soaking tub, two linen closets, and a separate walk-in shower with upgraded wall tile. Upstairs, a spacious Loft/Family Room provides a versatile second living area—ideal for a media room, playroom, or fitness space. Exterior highlights include elegant stone accents, a brick-paver driveway, and a paver lead walk that enhances curb appeal. This home also includes the High Performance Home package, delivering enhanced energy efficiency, smart-home technology, and features designed to support a healthier lifestyle. Located in the sought-after community of Storey Creek, residents enjoy resort-style amenities including a pool with cabana, fitness center, tennis, basketball, and sand volleyball courts, a playground, walking trails, and a dog park. The community offers convenient access to shopping, dining, and major highways for an easy commute.

Listing is courtesy of: SOUTH EARTH REALTY LLC (813-418-0030)

Listing Agent: Ting Li (321-316-9346)

Remarks: Under contract-accepting backup offers. RENT-TO-OWN OPPORTUNITY — STOP SCROLLING, THIS IS THE ONE EVERYONE WILL BE TALKING ABOUT Welcome to this stunning Kissimmee home that checks every box—and then some. With flexible rent-to-own options available, this is your chance to step into homeownership on your terms while enjoying everything this incredible property has to offer. From the moment you walk in, you’ll feel it—this isn’t just another house. It’s a place where memories are made, mornings feel easier, and coming home feels better every single day. Perfectly located just minutes from everything Central Florida has to offer, this home delivers the ideal mix of comfort, space, and convenience. Whether you’re a first-time buyer, upgrading, or looking for a smart investment, this property hits the sweet spot of value + location + lifestyle—a rare find in today’s market. Homes like this don’t last—especially with rent-to-own options on the table. If you wait, someone else will be calling it home. Schedule your showing today before it’s gone.

Listing is courtesy of: IAD FLORIDA LLC (407-720-0020)

Listing Agent: Catherine Torres (863-632-4177)

Remarks: Under contract-accepting backup offers. Nestled on a quiet street, this well-maintained property offers a comfortable and functional layout with spacious living areas and ample natural light. The home was fully remodeled in 2022, including a new roof, updated electrical system, new plumbing, and updated appliances. The private backyard provides space for relaxation or entertaining. HOA fees include cable and internet services, access to a gym, dog park, basketball court, indoor pool, and outdoor pool. Seller is offering a $2,000 contribution toward buyer’s closing costs. Conveniently located near schools, shopping, and major roadways, and approximately 18 miles from Walt Disney World®.

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

Listing Agent: Roy Heredia (973-572-0644)

Remarks: Discover this charming home that combines comfort, style, and a serene location. The kitchen features bay windows with a cozy eating area, perfect for morning coffee or casual meals, and is complemented by modern laminate flooring throughout the main living spaces. Enjoy cooking and entertaining with stainless steel appliances and a spacious kitchen layout that flows seamlessly into the generous living room. Step outside to your private lanai, ideal for relaxing while taking in the peaceful natural surroundings. The home also offers a long driveway for multiple vehicles and extra convenience. Located in a quiet neighborhood, this property is just 0.06 miles from Poinciana Community Park, providing easy access to outdoor recreation. Lake Hamilton and Haines City are only 7 miles away, offering shopping, dining, and entertainment options within easy reach.

Listing is courtesy of: PIZARROS GROUP (561-603-5924)

Listing Agent: Laura Pizarro (561-603-5924)

Remarks: Corner Lot! Unique 5 Bedrooms, 2 full baths, Living, Dinning, Kitchen with breakfast bar & closet pantry! Family room with fireplace. Lovely Master Bedroom with huge walking closet! Private fence! Seller(s) super motivated

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

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

Remarks: Under contract-accepting backup offers. WELCOME HOME to Oak Hammock Preserve! This recently updated home features a large open-concept floor plan that includes separate formal dining and living room areas! As you enter, you are greeted by a large entryway with tall ceilings and a view of the large pool and water views! The footprint of the home offers split-bedroom design with the owner's retreat and three secondary bedrooms on opposite sides of the home. The kitchen and great room combination offers an excellent space to gather, along with large sliding doors that lead you to the lanai and huge outdoor space. Enjoy the pool and spa, surrounded by large hardscaped spaces the completely surround it, offering a nice space to enjoy the water views directly behind the home. Large trees surround the home, giving natural shaded spaces that invite you to enjoy this home both inside and out. Come see it today!

Listing is courtesy of: LA ROSA REALTY PREMIER LLC (407-401-9076)

Listing Agent: Tavis Peeks, Sr (407-956-2480)

Remarks: Exceptional turnkey opportunity in the highly sought after gated Encore community! This fully furnished, high-performing 8-bedroom, 6.5-bath vacation home is perfectly optimized for short-term rentals, with bookings already secured well into 2026. At the same time, it’s an ideal luxurious second home or a welcoming primary for true resort-style living. Step inside to an immersive and delightful experience, complete with a private movie theater perfect for cozy family movie nights and stunning themed bedrooms that spark joy and wonder. Outside, your own private oasis awaits: a sparkling pool, comfortable veranda sets, pergola-covered patio with a firepit and plenty of loungers, plus an oversized fenced yard offering plenty of space for personal touches or additional features. Just a short walk away lies the resort-style clubhouse and the impressive 10-acre waterpark, featuring thrilling slides, a lazy river, splash pads, sports courts, and so much more. Encore elevates every stay with exclusive amenities including a fitness center, arcade, dining options, and beyond—all conveniently located minutes from Disney World, Universal, SeaWorld, top-rated dining, and shopping. Fully turnkey and ready for immediate enjoyment—don’t miss this rare gem!

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

Listing Agent: Yosseff Roman (407-394-5843)

Remarks: Discover this extraordinary, designer-furnished home in the world-class Storey Lake Resort in Kissimmee. Just an 8-minute walk to The Bronson Club, this 2021-built property offers a picturesque backyard overlooking a serene lake—providing beautiful, open views rarely found in the community. Fully turnkey and professionally styled, this luxury home boasts an exceptional interior design portfolio, making it ideal as a high-performing short-term rental or a premium vacation retreat just minutes from Walt Disney World. Step inside to an open-concept living space filled with modern décor, elegant accent walls, and abundant natural light. The chef’s kitchen features quartz countertops, stainless steel appliances, 42-inch cabinets, and a spacious island with seating for six, seamlessly flowing into a large dining area perfect for gatherings. Entertainment is elevated on every level. The multifunction room on the first floor has been transformed into an immersive Super Mario–themed game room featuring a pool table, air hockey, gaming station, and lounge seating. Upstairs, a superhero-themed media loft delivers the ultimate movie and gaming experience, perfect for guests of all ages. Themed bedrooms create a standout guest experience and boost booking appeal, showcasing beautifully designed Frozen, Harry Potter, Star Wars, and Minecraft rooms. Multiple king suites and tastefully decorated bedrooms provide premium bedding, coordinated furnishings, smart TVs, and warm, welcoming color palettes. The outdoor area provides the quintessential Florida lifestyle, featuring a private screened-in pool and spa, covered lanai, outdoor dining area, and sun deck. Located in one of Central Florida’s premier vacation destinations, this home includes access to world-class amenities: resort-style pools, lazy river, water slides, splash park, fitness center, tiki bar, sand volleyball, mini golf, kayak rentals, and more. Minutes from Disney, major highways, shopping, and dining.

Listing is courtesy of: RATIO REAL ESTATE, LLC (407-674-0460)

Listing Agent: Veronica Li (407-674-0460)

Remarks: One or more photo(s) has been virtually staged. Welcome to this beautifully maintained 4-bedroom, 2-bath home set on a peaceful pond in a highly sought-after golf course community. Inside, you’ll find fresh interior paint throughout, brand-new carpet (September 2025), brand new Water Heater (Oct 2025) and a brand-new HVAC system (August 2025) for year-round comfort. The exterior was just pressure washed in August 2025, giving the home great curb appeal from the moment you arrive. The spacious floor plan offers room for both relaxation and entertaining, while many windows bring in plenty of natural light and serene water views. Have your morning coffee on the screened in back porch while enjoying the pond view. Located close to shopping, schools, and theme parks, this home combines convenience with a resort-style lifestyle. Whether you’re enjoying the community’s golf amenities or relaxing on your back patio overlooking the pond, this property is ready for you to move in and make it your own.

Listing is courtesy of: TOHO REALTY GROUP, LLC (407-437-2893)

Listing Agent: Kerriann Sullivan (407-437-2893)

Remarks: Home with a 4-bedroom, 3-bathroom single-family property located in a vibrant gated community that offers RESORT-STYLE AMENITIES. As you step inside, you'll be captivated by the open-concept floor plan that effortlessly blends style and functionality, with neutral colors, tile flooring throughout, elegant finishes and true pride of ownership. The kitchen has kraft maid custom soft close cabinets with 24in stacked cabinets with frosted glass and quartz countertops and backsplash. Added cabinets to the backside of the island for more storage. A flowing layout into the dining area, enhanced with a charming chandelier in dining area, and a view of the backyard from the dining room, living room and kitchen. Garage is located in the rear of the home. Laundry room is right off the garage with a large storage closet or owners closet. Home get a lot of natural light. Home is ideal for entertaining. This property offers an exceptional opportunity as it can be utilized as a short-term rental, long-term rental, or primary residence. Beyond the confines of this home, the community beckons with a plethora of amenities to cater to every interest. From basketball, sand volleyball and pickle ball courts for sports enthusiasts to a cinema and game room for entertainment, there is something for everyone. The large pool area with a jacuzzi and beach area invites you to unwind while the gym and fishing pier with BBQ area cater to both active and leisurely pursuits. The community also offers basic landscaping and pool maintenance for homeowners. Don't miss this opportunity to own a piece of paradise in a community brimming with activities and charm. Embrace the Florida lifestyle at its finest. Contact us today to schedule a viewing and make this dream home yours. This is a very quiet and established community. New roof in 2025. New gas tankless water heater in 2024 and new AC unit in 2021 and pool resurfaced in 2022 with new pool heater in 2022.

Listing is courtesy of: FLORIDA REAL ESTATE SALES & MANAGEMENT LLC (407-744-2664)

Listing Agent: Gregory Peraino (407-744-2664)

Remarks: This beautiful home combines comfort, style, and functionality, perfect for growing families or those who enjoy entertaining. Featuring 4 generously sized bedrooms and 2 full bathrooms, the thoughtfully designed layout offers both efficiency and comfort. The spacious living area serves as the heart of the home, providing ample room for relaxation and gatherings. The open living and dining room combination features a modern kitchen, making it ideal for both everyday living and hosting. The kitchen is well-appointed with modern appliances, and ample cabinetry, to ensure effortless meal preparation. All bedrooms are oversized, offering comfort and privacy. The primary suite is a true retreat, complete with a walk-in closet and an updated en-suite spacious bathroom. An indoor laundry room adds everyday convenience. Step outside to the porch and enjoy views of the expansive fenced backyard, perfect for outdoor entertaining, pets, or quiet relaxation. Near great schools, shopping, restaurants and parks.

Listing is courtesy of: ORLANDO REGIONAL PROPERTY MANAGEMENT (407-800-4545)

Listing Agent: Jeannette Lopez (407-800-4545)

Remarks: Charming 3-Bedroom Home in The Wilderness – A Peaceful Retreat with Privacy and Space Nestled at the end of a quiet cul-de-sac in the desirable Wilderness community, this delightful 3-bedroom, 2-bathroom home offers the perfect blend of peace, privacy, and convenience. With no neighbors behind the property, you can enjoy the serenity of nature and the expansive outdoor space that this unique home provides. The open-concept floor plan is highlighted by vaulted ceilings, creating a spacious and airy atmosphere. Whether you're relaxing in the living area, preparing a meal in the kitchen, or enjoying the view from the dining room, you’ll always be connected to the beautiful backyard. Two of the bedrooms feature sliding doors that lead directly to the heated pool, while a convenient pool bath adds to the home’s functionality. The screened-in pool area offers a large deck with both sunny and shaded spots, perfect for relaxing while you overlook the peaceful backyard. Added bonus of a 16 x 11 storage shed in the backyard. Enjoy the tranquil setting in comfort, whether you're lounging by the pool or entertaining guests. For added privacy, two of the bedrooms and a bathroom can be separated from the main living areas by a sliding pocket door. The spacious master suite is a true retreat, complete with a walk-in closet and an en suite bathroom featuring dual sinks, a shower, and a relaxing corner tub. This home also boasts practical features like a wide, long driveway that easily accommodates several vehicles, and a newer air conditioning unit (2024), with most appliances replaced in 2023. The roof 2016, offering peace of mind for years to come. As a member of The Wilderness HOA, you’ll have access to a variety of amenities, including tennis and pickleball courts, a lovely screened pavilion, beach volleyball, a park area, and a public pool. The home is ideally located near shopping, dining, schools, churches, and the Lynx bus stop, providing both privacy and convenience. Whether you’re looking for a family-friendly neighborhood or a quiet place to retire, this home in The Wilderness has everything you need. Don’t miss the chance to experience it for yourself – schedule a showing today!

Listing is courtesy of: FLORIDA PRESTIGIOUS HOMES INC (754-246-2070)

Listing Agent: Ian Trumbach (754-246-2070)

Remarks: Discover the charm and functionality of The Poinsett, a thoughtfully designed two-story home offering space, comfort, and style. The main floor features an open layout that connects the large kitchen, dining area, and living room—perfect for both everyday routines and entertaining guests. The kitchen showcases quartz countertops, modern appliances, and an expansive island ideal for meal prep or casual dining. Upstairs, a spacious loft provides flexible living space suited for a home office, playroom, or media area. The primary suite serves as a private retreat, complete with an impressive walk-in closet and a well-appointed ensuite bath with dual vanities and contemporary finishes. Three additional bedrooms provide plenty of room for family or guests. Enjoy the outdoors from the covered back patio, and take advantage of the two-car garage for parking and extra storage.

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

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

Remarks: PRICE IMPROVEMENT - FLORIDA LIVING at its Best! Gated golfing community with community boating ramp. Within minutes of Historic Downtown Kissimmee, Amtrak, and SunRail Station, convenience meets lifestyle. Step inside to an inviting open concept layout, ideal for family gatherings. New Roof installed in 2023. Backsplash in Kitchen and Updated Appliances. Master bedroom suite on main floor too!

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

Listing Agent: Joyce Langston (417-263-1530)

Remarks: Best Price in the community!!!Welcome to the Blue Lagoon! This stunning 5-BEDROOM, 5.5-BATH COTTAGE is located in the highly sought-after Margaritaville Resort Orlando, the ultimate destination for island-inspired living just minutes from Disney and all Orlando attractions. Whether you’re looking for a primary residence, second home, or a turnkey vacation rental, this property is designed to impress. Step inside and enjoy the light-filled open floor plan with upgraded tile flooring, ceiling fans throughout, and stylish new furniture included in the sale. The spacious living area flows seamlessly into the fully equipped kitchen, featuring quartz countertops, stainless steel appliances, a breakfast bar, and plenty of room to gather and entertain. Sliding doors open to your private paved patio—perfect for relaxing after a day of fun. The thoughtful layout offers two bedrooms with en-suite baths on the first floor and three bedrooms upstairs, including a spacious master suite ,and a balcony. Each bedroom is a private retreat with plush bedding, ample storage, and coastal-inspired décor. This home has been owner-occupied and very well maintained, showcasing pride of ownership throughout. The Furniture package and décor are INCLUDED, making it completely move-in or rental ready from day one. As part of the resort you’ll enjoy world-class amenities: multiple resort-style swimming pools, a full-service spa, fitness center, water park, Fins Up Beach Club, and endless dining, shopping, and entertainment at the lively Sunset Walk. Don’t miss this opportunity to own a piece of paradise in one of Orlando’s premier resort communities. Every day feels like a vacation at Margaritaville!

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

Listing Agent: Carlos German (888-883-8509)

Remarks: Under contract-accepting backup offers. Why wait to build when you can move right into this beautifully appointed former model home, perfectly positioned on a premium pond-view homesite with no rear neighbors—offering privacy and the ideal backdrop for your own outdoor retreat. This thoughtfully designed single-story residence features three bedrooms, two bathrooms, and a two-car garage. The spacious owner’s suite serves as a private sanctuary, complete with dual vanities, a generously sized walk-in closet, and a well-appointed en-suite bath. At the center of the home, the open-concept kitchen showcases a large island that overlooks the dining area and family room, creating the perfect setting for both everyday living and effortless entertaining. Two additional bedrooms and a full guest bathroom provide comfortable space for family members or visitors. Step outside to enjoy serene pond views from the backyard lanai, an inviting space to relax and unwind while taking in the peaceful surroundings. Residents of Storey Creek enjoy exceptional resort-style amenities, including a community pool, tennis and basketball courts, parks, playgrounds, and scenic walking areas. Even better, lawn care is included, allowing you to spend more time enjoying the community and less time maintaining your yard. Conveniently located with easy access to top-rated schools, shopping, dining, and Central Florida’s world-renowned attractions—including Disney, Universal, Lake Nona Medical City, and Orlando International Airport—this home offers the perfect blend of comfort, convenience, and lifestyle.

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

Listing Agent: Nick Whitehouse (407-902-4639)

Remarks: Welcome to 3106 Birds Rest Place — a beautifully renovated home offering comfort, convenience, and prime location in one of Central Florida’s most desirable growth corridors. A perfect home with 3 full bathrooms, which means you will get a second master with bathroom access. This home is currently rented in short term rentals and generates 68K a year with a 82% Occupancy rate for those interested in buying it as an investment (Furniture not included but it is negotiable). Perfectly positioned just minutes from Lake Nona Medical City, Orlando International Airport (MCO), and major highways including Turnpike, 417 and 528, this home offers easy access to top employers, VA Hospital, Nemours Hospital, and endless dining, shopping, and entertainment options. Whether commuting, investing, or looking for your primary residence, this location delivers both lifestyle and long-term value. Inside, you’ll find a thoughtfully designed layout with spacious living areas, natural light throughout, and a functional floor plan ideal for both everyday living and entertaining. Pool Home, Fenced in, Numerous Renovations, This is a fantastic opportunity to own in a high-demand area with strong appreciation and rental potential.

Listing is courtesy of: VESTI LLC (407-749-5489)

Listing Agent: Juan Vanegas Montoya (407-749-5489)

Remarks: Under contract-accepting backup offers. Kissimmee Florida Pool Home for Sale. This stunning 7-bedroom, 4.5-bath home with a private south-facing pool and spa comes fully furnished and move-in ready! Perfect as a primary residence, vacation retreat, or short-term Disney rental, this home offers two primary suites—one on the main floor and another upstairs—granite countertops in the kitchen and bathrooms, TVs throughout, and a game room with a stand-up video game and game table. Recent upgrades include a new water heater (2025), new upstairs flooring (2025), roof replacement (2017), A/C units replaced (2018 & 2024), new dishwasher and microwave (2022), new hot tub (2022), new pool pump and resurfaced swimming pool (2023), plus a new deying room table and sofa (2022). Emerald Island Resort is a highly sought-after 24-hour man-gated community located just minutes from Disney World, Animal Kingdom, Typhoon Lagoon, Blizzard Beach, and only a mile from grocery stores and restaurants, with Target and Walmart just two miles away. Golf enthusiasts will love the nearby courses, while SeaWorld, Universal, Aquatica, Kennedy Space Center, Cocoa Beach, and Busch Gardens are all within easy reach. This beautiful home has everything you need to live the Florida lifestyle or host unforgettable Disney vacations—schedule your private showing today and be sure to view the virtual tour!

Listing is courtesy of: AMERICAN IDEAL HOMES, LLC (407-908-8020)

Listing Agent: Bernard Scarpa (407-572-3022)

Remarks: Welcome to this lovely 4 bedroom 2 Bathroom 2 Car Garage Home in the very desirable Overlook Reserve. The home has an open floor plan with a large Kitchen with stainless steel appliances and wood cabinets overlooking a spacious Great Room for family gatherings. The home boasts a split floor plan with 3 bedrooms on one end and the Master to the rear of the residence providing maximum privacy. The primary suite is very spacious and open with lots of natural lighting from two large windows. The Master bath features double sinks, a private water closet and a spacious walk-in closet. To the rear of the property there is a screened in porch that is great for that morning coffee retreat or those Florida Sunsets. The Overlook Reserve has a beautiful community pool and a great play area for kids. Book Your Showing today.

Listing is courtesy of: MATRIX INTERNATIONAL REALTY (407-964-1138)

Listing Agent: Richard Rodney (407-964-1138)