Kissimmee Single Family Homes For Sale - 2027 homes

Remarks: Tucked inside the gated community of Ashley Cove, this one-owner home offers the kind of space, privacy, and lifestyle that’s becoming harder to find in Central Florida. Situated on .53 acres in a smaller community of approximately 100 homes, this 5-bedroom, 4-bathroom property was designed for both everyday living and unforgettable gatherings.The layout offers flexibility for multigenerational living or guests, featuring the primary suite plus an additional bedroom and full bathroom on the first floor. Upstairs, spacious secondary bedrooms and a large loft/game room create the perfect setup for growing families, entertaining, or work and play space.From the oversized 3-car garage and extensive paver driveway with additional side parking, to the rare detached 20x20 workshop complete with electric, water, workbench, and double garage door with opener, this property offers features seldom found in a gated community.Inside, soaring ceilings, a grand staircase, and expansive living areas create a warm yet impressive atmosphere. Outside, the resort-style pool, outdoor kitchen, and oversized backyard provide room to entertain, relax, and enjoy quiet evenings without traffic noise.Conveniently located near NeoCity, SunRail, Orlando International Airport, theme parks, and nearby lake access to the Kissimmee Chain of Lakes, this home blends peaceful community living with easy access to everything Central Florida has to offer.

Listing is courtesy of: KEYSTONE RESIDENTIAL GROUP LLC (407-556-3249)

Listing Agent: Lisa Bertossa (407-709-1447)

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: Spacious 4-Bedroom, 2-Bathroom Pool Home This beautiful 4-bedroom, 2-bathroom home! Located in a highly convenient area, just five minutes from the turnpike, this home is perfect for families or anyone looking for a comfortable and functional living space. Property Features: NEWER ROOF / NEWER A/C / NEWER WATER HEATER 4 Bedrooms, 2 Bathrooms: Plenty of room for a growing family or guests. Cathedral Ceilings: Adds an open and airy feel, enhancing the living space. French Doors: Lead to a spacious pool deck, perfect for outdoor relaxation and entertaining. Pool: Enjoy the Florida sunshine with your own private pool. Location: Just five minutes from the turnpike, making commuting or weekend trips a breeze. Currently Leased : Tenant pays $2,400 / deposit $1,400 Lease end date April 1,2028 Priced to Sell Now – Don’t miss out on this fantastic opportunity. Contact me today to schedule your showing!

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

Listing Agent: Tasha Blomenkamp (407-403-3316)

Remarks: Welcome to this beautifully updated home tucked away on a quiet cul-de-sac in the heart of Kissimmee! This move-in ready residence features stylish modern updates throughout, offering the perfect blend of comfort, functionality, and charm. Step inside to discover an inviting open layout with refreshed finishes, upgraded flooring, and a bright, airy feel.

Listing is courtesy of: LKV REALTY, LLC (614-302-8248)

Listing Agent: Bryan Rhoads (614-302-8248)

Remarks: SELLER MOTIVATED!!! Beautifully maintained home featuring an open and bright floor plan with spacious living areas and generously sized bedrooms with walk-in closets. Recent upgrades include modern appliances, upgraded HVAC system, designer flooring, and built-in speaker system. Enjoy peaceful lake views from the screened-in patio, perfect for relaxing or entertaining. Fully fenced backyard offers added privacy and outdoor enjoyment. Conveniently located near shopping, dining, and entertainment while situated in a quiet, established community. Seller contribution toward buyer’s closing costs makes this an exceptional opportunity. Schedule your private showing today!

Listing is courtesy of: EG ORLANDO LLC (407-453-8679)

Listing Agent: Brayhana Onsalo (786-491-1458)

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: Tohoqua is the kind of neighborhood you've been looking for, with a family-friendly amenity center and a location within proximity to major roadways, including US-192, the FL. Turnpike and within 30 minutes of Orlando International Airport, Orlando’s world class amusement parks, and Medical City. Enjoy the adjacent Twin Oaks Park Florida Trail, featuring trails along famous Lake Tohopekaliga and connectivity to regional trail networks. A planned Village Center at the entrance to Tohoqua will offer shops, restaurants, healthcare and medical offices, a farmers' market and much more. Community amenities include a clubhouse, resort-style pool, community parks, a dog park, fitness center, sports courts, a playground and more! State-of-the-art technology will ensure that your family and business are connected to the latest and best tech options. Welcome to your dream home – the Highgate. This stunning new construction home features 4 spacious bedrooms, 2 luxurious bathrooms, and a 2-car garage. With its open-concept design, the kitchen, café, and gathering room seamlessly flow together, leading to a serene, covered lanai, perfect for entertaining or relaxing. The chef-inspired kitchen is equipped with Built-In Whirlpool stainless steel appliances (including a refrigerator and built-in cooktop), a convenient walk-in pantry, and a large center island ideal for meal prep and socializing. It’s complemented by elegant 42” soft-close cabinetry, quartz countertops, decorative tile backsplash, a single-bowl stainless steel sink, upgraded faucet, and pendant lighting pre-wiring for added luxury. The private Owner’s Suite includes a large walk-in closet and a spa-like en suite bathroom featuring dual sinks set on a quartz-topped vanity, a private water closet, and a spacious frameless glass enclosed shower. Three additional bedrooms, a second bathroom, and a well-appointed laundry room are thoughtfully positioned at the front of the home, ensuring ample privacy and space for the whole family. This Highgate home is filled with professionally curated design selections, including a tray ceiling at gathering room, 2” faux wood blinds, Sherwin Williams City Loft interior paint, 8’ interior doors, matte black hardware, and Whirlpool washer and dryer. Enjoy wood-look luxury vinyl plank flooring throughout the entire home, except for in the bathrooms and laundry spaces, which are outfitted with tile, adding style and convenience to your everyday life. For added convenience and peace of mind, the Highgate includes a video doorbell, smart thermostat, and LED down lights. This brand-new home offers the perfect balance of comfort, style, and functionality – schedule your tour today!

Listing is courtesy of: PULTE REALTY OF NORTH FLORIDA LLC (407-250-9131)

Listing Agent: Adrienne Escott (407-250-9131)

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: Large corner lot near downtown Kissimmee. 1926 home with wood burning stove. 32' x 11' oversized Shed/Storage. Termite protection contract with Terminix paid thru April 2027, Hardie board siding installed 2022, solar panels, irrigation system.

Listing is courtesy of: 3% REAL E$TATE (407-479-0076)

Listing Agent: Ray Guenther (407-479-0076)

Remarks: Welcome to resort-style living in the award-winning 55+ gated community of Solivita in Kissimmee, Florida. This spacious 3-bedroom, 2-bath home offering approximately 1,786 square feet combines comfort, modern updates, and the vibrant Central Florida active adult lifestyle buyers are searching for. Built in 2004, this move-in ready residence has been recently refreshed with a fully painted interior and brand-new carpeting in all bedrooms, creating a clean, bright, and inviting atmosphere from the moment you enter. The spacious layout offers comfortable everyday living with an open-concept design ideal for entertaining guests, seasonal residents, or full-time Florida living. Enjoy peace and privacy from the screened-in lanai, perfect for morning coffee, outdoor dining, or relaxing while enjoying Florida’s year-round sunshine. Major peace of mind updates include a NEW ROOF installed in 2024. Located within one of Central Florida’s premier active adult communities, Solivita is known for its exceptional resort-style amenities and vibrant social lifestyle. Residents enjoy access to multiple heated pools, two state-of-the-art fitness centers, indoor walking track, pickleball courts, tennis courts, bocce ball, softball field, golf courses, restaurants, spas, art studios, ballroom, walking trails, fishing lakes, community gardens, and hundreds of clubs, activities, and social events throughout the year. Conveniently located near shopping, dining, medical facilities, Orlando attractions, and major roadways, Solivita offers the perfect blend of relaxation, recreation, and convenience in a beautifully landscaped gated community.Whether you are searching for a full-time residence, seasonal Florida retreat, or active retirement lifestyle, this home offers exceptional value and an incredible opportunity to enjoy everything Solivita has to offer. Schedule your private showing today.

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

Listing Agent: Karen O'Neil (407-789-5565)

Remarks: Welcome to this beautifully maintained home in the heart of Kissimmee! Located in the desirable Poinciana area, this home offers spacious living with an open and functional floor plan perfect for both everyday comfort and entertaining. Enjoy a bright kitchen overlooking the main living areas, generously sized bedrooms, and a private backyard with plenty of room to relax or create your own outdoor oasis. Conveniently situated near shopping, dining, schools, parks, and major roadways for easy access to all that Central Florida has to offer. Whether you’re a first-time buyer, growing family, or investor, this home is a fantastic opportunity you won’t want to miss!

Listing is courtesy of: KELLER WILLIAMS SUBURBAN TAMPA (813-684-9500)

Listing Agent: Bridd Bone (727-798-1918)

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: Spacious two-story home featuring 4 bedrooms and 2.5 bathrooms with tile and wood flooring throughout most of the house. Enjoy relaxing and entertaining in your private screened-enclosed pool with jacuzzi, perfect for gatherings with family and friends. The oversized patio with gate to the street, offers plenty of space to park your boat or RV. Major updates include an A/C system and water heater that are just a little over 1 year old. Close to Orlando International Airport, mayor highways and Theme Parks. May qualify for a 203K FHA Loan.

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

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

Remarks: Welcome to a beautifully furnished two-story pool home designed for comfort, flexibility, and the full Central Florida lifestyle. Whether the vision is a primary residence, vacation retreat, second home, or investment opportunity, this property delivers the space, setting, and convenience to make it happen. From the moment you step inside, the natural light sets the tone. Bright, open, and welcoming, the home offers a floor plan that works for real life — with plenty of room to gather, host, relax, work, and unwind. The home comes fully furnished and is being sold as-is with all furnishings and appliances included, making the transition simple from day one. Stainless steel refrigerator, stove, microwave, washer, and dryer are all included, giving the next owner an incredible head start. The second floor features four bedrooms and two full bathrooms, creating a comfortable private living area away from the main level. Downstairs, the home adds even more flexibility with two bonus rooms with closets that can serve as additional bedrooms, private offices, guest rooms, hobby spaces, playrooms, or creative flex areas. A first-floor bathroom adds convenience, while the nicely sized indoor laundry room keeps everyday routines practical and organized. The outdoor space is where this home truly shines. Set on an oversized lot, the property features a private in-ground pool and a spacious enclosed outdoor deck that feels like your own personal resort. It is the perfect place for pool days, weekend cookouts, family gatherings, quiet coffee mornings, late-night conversations, and easy indoor-outdoor entertaining. Privacy, fun, and Florida sunshine all come together right in your backyard. The home also includes a large two-car garage and spacious driveway, offering plenty of room for parking, storage, bikes, beach gear, theme park essentials, and everything else that comes with living near Central Florida’s best attractions. Major updates add even more value and peace of mind. The home features an AC updated in 2017, a new roof in 2019, a new pool filtration system in 2022, and a freshly painted exterior completed in August 2022. Big-ticket improvements like these matter, especially when considering long-term ownership, investment potential, or second-home use. Location is another major win. This Kissimmee community places you close to schools, shopping, parks, highways, and world-famous destinations including Disney, Universal, and other Central Florida theme parks. That means everyday convenience, entertainment, and lifestyle appeal are all within easy reach. Homes like this check the boxes buyers care about most: furnished, flexible, spacious, updated, close to attractions, and built around a private pool lifestyle. That is not just a home — that is an opportunity. This home is ready to enjoy, ready to host, and ready to become the home you have been waiting for. Schedule your showing today.

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

Listing Agent: Tony Tate, Pllc (352-820-6146)

Remarks: Welcome to 2654 Hawthorne Lane — a beautifully reimagined lakefront residence offering 4 bedrooms, a versatile bonus room, and a complete interior renovation. Every detail was updated for contemporary living: a Chef-inspired kitchen with modern cabinetry and high-end finishes, fully renovated bathrooms with luxe fixtures, new flooring and lighting throughout, and fresh paint inside and out. Large glass doors lead to an entertainer’s backyard featuring an inground pool and patio that overlooks the lake — the perfect vantage point for spectacular Florida sunsets. Prime Kissimmee location, close to dining, shopping, top schools and easy access to Orlando attractions.

Listing is courtesy of: NORKIS & CO REALTY (407-506-7070)

Listing Agent: Benjamin Rodriguez (786-354-1405)

Remarks: Under Construction. Kindred presents the Robie. This impressive all concrete block construction, two-story plan features a versatile floorplan to fit your needs. A spacious open-concept first floor which includes a well-appointed kitchen with sleek stainless steel appliances overlooking the living and dining area. Just off the living room you will find the singular downstairs bedroom and full bathroom. As you move upstairs you are greeted with a nice sized living/foyer space to utilize for work or play. Bedroom one is located just off the loft space and includes a spacious walk-in closet as well as ensuite bathroom with double vanity. Three additional bedrooms share a second upstairs bathroom and linen closet for extra storage. Your laundry room is located on the second floor as well as extra storage closets. Like all homes in Kindred, the Robie includes a 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: 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 beautifully appointed home in Champions Gate offers the perfect blend of luxury, comfort, and investment potential. Featuring 6 spacious bedrooms and 5 full bathrooms, the property includes two master suites, making it ideal for accommodating multiple families or guests. The open-concept floor plan is designed for both everyday living and entertaining, with a formal dining room and a large living room highlighted by abundant natural light. An additional room and full bathroom on the first floor provide flexibility for guests, a home office, or multi-generational living. Upstairs, a generous loft area offers extra space for relaxation or recreation. Professionally decorated and offered fully furnished, this home is truly move-in or rental ready. It also features a one-car garage, a spacious laundry room, and a screened-in rear porch overlooking a water view of the pond and surrounding conservation area. The private pool and hot tub create a perfect outdoor retreat for relaxing or entertaining. Located in the highly desirable Champions Gate Resort community, residents and guests enjoy access to the Oasis Club and Water Park, which includes a lazy river, water slides, a swim-up bar, spa, splash pad, fitness center, theater, game room, and a Tiki bar with cabanas. With short-term rentals permitted, this property presents an outstanding opportunity as a primary residence, vacation home, or income-producing investment.

Listing is courtesy of: WATSON REALTY CORP. (407-589-1600)

Listing Agent: Clarissa Estevez (407-749-2662)

Remarks: Welcome Home To Your Happy Place. This beautifully maintained 4-bedroom, 2-bath Pulte Homes Daniel model in Cypress Hammock, offering a bright open layout and a peaceful conservation backdrop with no rear neighbors. Spend days and nights in the sanctuary feel of the backyard, light the firepit and enjoy the calm, relaxing feel of nature. The main living area is filled with natural light and features large sliders that frame the private outdoor setting. The modern kitchen boasts upgrades galore, opens to the connected dining area and family room while including stone countertops, white cabinetry, a center island with seating, stainless steel appliances, a walk-in pantry, and tile flooring that continues throughout the main spaces. The family room is warm and inviting with views of the backyard and easy access to the covered lanai. The primary suite is tucked away for privacy and features a spacious bedroom, a large walk-in closet, and an en suite bathroom with a double vanity, stone counters, and a walk-in shower. Three additional bedrooms share a full bathroom on the opposite side of the home, creating a comfortable split layout. Outside, the covered lanai and upgraded patio area provide a relaxing extension of your living space with room to entertain while enjoying the natural conservation view. A community walking trail runs just behind the home, offering a peaceful path around the conservation area right outside your backyard. Built in 2023, this home offers energy-efficient features, solar panels, and modern finishes throughout. Cypress Hammock residents enjoy a resort-style pool, splash pad, clubhouse, playground, walking trails, and more—all with a low HOA and no CDD. Conveniently located off Poinciana Blvd with quick access to theme parks, shopping, dining, and major roadways.

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

Listing Agent: Peter Luu (321-917-7864)