Kissimmee Single Family Homes For Sale - 1644 homes

Remarks: Under contract-accepting backup offers. This 4-bedroom, 2-bathroom home in Kissimmee offers great potential for the right buyer. This home features tile flooring throughout, an open living room/kitchen floor plan, solid wood kitchen cabinets with stainless steel appliances, a nice-sized backyard and a front porch with a carport. With some work and vision, this home can become a fantastic primary residence, rental, or investment property. Located in a prime Kissimmee location, you’re within a 30-minute drive to Orlando Vineland Premium Outlets, Gatorland, Universal Studios, Walt Disney World, SeaWorld, plus major shopping, dining, and entertainment. Don't miss this amazing opportunity!

Listing is courtesy of: KELLER WILLIAMS ADVANTAGE 2 REALTY (407-393-5901)

Listing Agent: Ray Lopez (407-697-8298)

Remarks: One or more photo(s) has been virtually staged. Spacious 4-Bedroom Retreat on a Quiet Cul-de-Sac – Your Kissimmee Dream Home Awaits! Welcome to 248 Cheshire Court, a beautifully maintained home nestled on a peaceful cul-de-sac in the heart of Kissimmee. This charming 4-bedroom, 2-bathroom property offers a spacious open layout with plenty of natural light, perfect for comfortable family living and entertaining. Enjoy a modern kitchen with ample cabinetry, a generous master suite with a private bath, and a large backyard — ideal for outdoor relaxation or weekend BBQs. Conveniently located near schools, shopping, dining, and major roadways for an easy commute to Orlando and nearby attractions. Don’t miss your chance to own this move-in-ready gem — schedule your private tour today! Photos are of a model home that is very similar. Not actual home.

Listing is courtesy of: TRANSCEND REALTY (407-518-7653)

Listing Agent: Jacob Hara (407-933-5478)

Remarks: One or more photo(s) has been virtually staged. Brand-new custom-built estate offering 4,179 sq ft of living space (5,558 sq ft under roof) on 5 private acres—never lived in! Ideally located in the sought-after acreage community of Happy Trails, just minutes from Celebration, Reunion, and Walt Disney World, this exceptional property offers the perfect blend of luxury, privacy, and convenience with no HOA restrictions and ample space for horses, recreation, and enjoying your private setting. Step inside to experience impressive architectural design, highlighted by 24-foot coffered ceilings in the grand foyer and formal dining room, a vaulted ceiling reaching 14 feet in the main living area, and 12–13 foot ceilings throughout, creating a bright, open, and expansive atmosphere. At the heart of the home is a stunning designer kitchen featuring an oversized island topped with Italian Mona Lisa granite, creating a true centerpiece for entertaining and everyday living. The kitchen is further enhanced by floor-to-ceiling custom cabinetry with illuminated upper display cabinets, a wet bar with wine cooler, and elegant finishes throughout. The open-concept layout flows seamlessly into the main living space, complemented by premium porcelain tile flooring throughout. The spacious living area features a modern electric fireplace with mantel surround, beautifully complemented by custom built-in cabinetry and designer wall shelving, adding warmth and architectural elegance to the space. The thoughtfully designed floor plan includes a central living area with a kitchen/family room combo and a desirable split-bedroom layout for added privacy. The luxurious primary suite is a true retreat, featuring an elegant double-door entry and dual oversized walk-in closets, including a custom “hers” closet measuring approximately 20’8” x 5’6” and a generous “his” closet at 13’8” x 5’8”, both designed with quality wood shelving and mirrored sliding doors. Additional highlights include Energy Star® certified windows, step-free access throughout, and a beautifully finished paver driveway, walkways, and outdoor living areas. The home is also equipped with a private well system, providing a reliable water source and eliminating monthly water utility costs. This rare 5-acre estate offers exceptional privacy and space while being conveniently located near world-class dining, shopping, and entertainment.

Listing is courtesy of: FUTURE HOME REALTY INC (813-855-4982)

Listing Agent: Robert Mcdugald (727-409-3368)

Remarks: Under contract-accepting backup offers. Experience the ultimate lakefront lifestyle in this unique 2-bedroom, 2-bathroom custom-built home nestled under majestic oak trees along the shores of West Lake Tohopekaliga—renowned for world-class bass fishing and bird watching. Constructed with solid poured concrete walls and a durable metal roof, this two-story residence offers 2,414 sq ft of comfort, craftsmanship, and natural beauty. Inside, the home features a beautifully renovated kitchen with granite countertops, a center island with cooktop, and custom soft-close wood cabinetry. Soaring wood-lined ceilings and tile flooring throughout add warmth and character, while large windows fill the space with natural light. Upstairs, a spacious loft overlooks the main living area and leads to a private balcony—ideal for morning coffee or sunrise views. Each floor includes a full bedroom and bathroom, offering flexibility for family or guests. Outside, there’s plenty of space to park your boat, RV, or any other outdoor toys, making this home as functional as it is beautiful. Just a block from the public boat ramp and with no HOA, this lakefront gem is a rare opportunity to live, play, and relax on your terms. For a 3-d tour of this home, click on Virtual Tour 2.

Listing is courtesy of: IRON VALLEY REAL ESTATE OSCEOLA (407-698-4663)

Listing Agent: Tiffany Licata (407-698-4663)

Remarks: This impeccably renovated home presents like a brand-new model residence, seamlessly blending modern upgrades with timeless charm. Ideally located in a cul-de-sac, just minutes from downtown Kissimmee and offering easy access to the Turnpike, this property delivers unmatched convenience in a highly desirable area. Step inside to experience a completely rejuvenated interior where every detail has been thoughtfully updated. The home features beautiful kitchen cabinets and stunning granite countertops, new bathroom cabinetry, and beautiful new flooring throughout. Freshly textured walls are accented with elegant molding, while both bathrooms boast contemporary low-maintenance shower walls and fixtures. Energy-efficient LED lighting illuminates the entire home, complemented by stainless steel appliances, a permitted 2019 roof, a 2018 solar water heater, and an AC system in excellent condition. Outside, you’ll enjoy a spacious backyard perfect for outdoor entertaining and relaxation, complete with serene waterviews — an ideal setting for creating lasting family memories. Don’t miss your opportunity to be the first to call this charming “like-new” home your own in the heart of Kissimmee. Schedule your showing today and envision the possibilities awaiting you in this exceptional property.

Listing is courtesy of: ESG INVESTMENT ENTERPRISE INC (407-376-3896)

Listing Agent: Sebastian Sanchez (321-263-1473)

Remarks: Welcome home to this 3-bedroom, 2-bathroom residence tucked away in a quiet Poinciana area. This property offers the perfect blend of privacy and comfort, featuring a fully chain-link fenced backyard with no rear neighbors. Step inside to an airy, open floor plan highlighted by vaulted ceilings and durable all-tile flooring throughout—no carpet here! The spacious kitchen serves as the heart of the home, overlooking the family and dining areas. Notable updates include a new roof installed in 2018 and a newer water heater. The primary suite offers a private retreat, while the guest rooms are generously sized. Outside, you can enjoy the Florida sunshine on the large open porch or utilize the 2-car garage, which comes equipped with a built-in workshop and cabinetry. Location is everything! You are minutes away from the Poinciana Hospital, Valencia College, shopping, and dining, with easy access to Disney and major highways. With a low HOA and prime location, this home is perfect for first-time buyers or investors alike. Schedule your showing today!

Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)

Listing Agent: Delaindse Leon (407-791-7595)

Remarks: This charming one-story home in Poinciana is now available and offers excellent potential to be transformed into your ideal living space. The kitchen features ample cabinet storage and a dedicated area for a dinette, ideal for everyday meals and gatherings. The home includes 3 bedrooms and 2 full bathrooms, providing a functional layout for a variety of living needs. The spacious living room opens to an enclosed porch and screened patio, creating a great space to relax or entertain while enjoying the Florida lifestyle. The attached 2-car garage includes a convenient laundry closet and additional storage. The backyard also features a shed, offering even more storage options. This property is being sold in as-is condition and presents a great opportunity for customization or investment. Hurry and schedule your private showing today—this opportunity won’t last long!

Listing is courtesy of: REALTYCITY INC (863-438-6605)

Listing Agent: Jesse Carriedo (863-438-6605)

Remarks: WELCOME TO 2891 AVIAN LOOP! Beautiful single-story home located in the highly desirable gated community of Tapestry, known for its security and excellent amenities for the entire family. This property offers 4 bedrooms and 2.5 bathrooms, including a Jack and Jill bathroom, with an open-concept design and is in excellent condition. The kitchen features quartz countertops and all appliances included, seamlessly integrated into the main living area. The pantry and laundry room are spacious and functional, with shelving and a utility sink for added convenience. The exterior offers a screened-in lanai and a 12-foot sliding glass door that creates a perfect indoor-outdoor flow. Upgrades include ceiling fans, modern light fixtures, wood-style blinds, a split AC unit in the garage, tankless water heater, hurricane shutters, recessed exterior lighting, and a sealed driveway. The garage features a practical and functional storage system. The home also includes a whole-house water purification system, additional filtration for the refrigerator and dishwasher, and a security camera system. Location, location, location! Conveniently located near theme parks, The Loop, restaurants, and major highways. Gated community with controlled access and amenities for the entire family. Don’t miss the opportunity to see the home you’ve always dreamed of!

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

Listing Agent: Adriana Cornejo (407-655-8585)

Remarks: Welcome to a premium turnkey short-term rental investment at 2770 Bookmark Drive, Kissimmee (Cove at Story Lake Phase 2) – a completely furnished 5-bed, 5-bath pool home with 1-car garage, positioned in one of Orlando’s most sought-after vacation communities. Located minutes from Walt Disney World, Universal Orlando, SeaWorld and major attractions, this property is strategically designed to generate income day one with strong occupancy potential. This exceptional residence features spacious living areas, modern finishes, private pool, fully equipped kitchen, and premium furnishing focused on guest comfort and return bookings. Cove at Story Lake offers world-class resort amenities such as multiple resort-style pools, lazy river, thrilling waterslides, splash pad, fitness centers, mini-golf, tiki bars, and vibrant clubhouse experiences — ensuring guests return and reviews stay high. With a gated entrance, family-friendly environment, and proximity to high-demand vacation market drivers, this listing presents unmatched positioning for ROI and passive income growth. Investors and second-home buyers will appreciate the high-appeal layout and turnkey condition optimized for short-term rental platforms.

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

Listing Agent: Leidy Marroquin Bello (321-408-1934)

Remarks: Welcome to this charming 4-bedroom, 2-bath home offering 1,874 square feet of comfortable living space. Designed with both relaxation and entertaining in mind, this home features an open-concept layout that seamlessly connects the kitchen, dining, and living areas. Natural light fills the space, creating a warm and inviting atmosphere throughout. Situated on a spacious lot with a peaceful pond view, you’ll enjoy a serene backdrop right from your backyard. The primary suite includes a walk-in closet and a private en-suite bathroom, providing a perfect retreat at the end of the day. Blending functionality with a touch of nature, this home is ideal for everyday living and ready for its next owner to move right in.

Listing is courtesy of: CENTRIC REALTY SERVICES LLC (407-421-9391)

Listing Agent: Jean Julme (321-280-0658)

Remarks: This warm and inviting home has been lovingly cared for by the same owner for over 20 years, showcasing true pride of ownership. Featuring a new AC (2019), roof (2016), water heater (2015), updated kitchen (2016), and beautiful wood-grain style tile flooring throughout. The home offers tons of natural light, rain gutters, and a spacious split-bedroom layout for excellent privacy. The huge master suite includes a large walk-in shower, while the second bathroom has a tub/shower combo. Outside, enjoy a stunning crystal-blue oversized pool, generous outdoor deck, and a large fully fenced backyard with vinyl fencing — perfect for relaxation and gatherings. Additional highlights include a 2-car garage, no CDD fees, and low monthly HOA in the desirable Association of Poinciana Villages. Nestled on a quiet cul-de-sac in a wonderful family-friendly neighborhood, this charming home is just minutes from schools, parks, and shopping. Conveniently located only 40 minutes to Walt Disney World and within 20 miles of Orlando. A perfect blend of comfort, style, and Florida living!

Listing is courtesy of: BLUE PEAK REALTY LLC (727-777-7100)

Listing Agent: Matt Pereira (813-399-9166)

Remarks: Welcome to this well-maintained 4-bedroom, 2-bathroom home located in the heart of Kissimmee. This property has been meticulously cared for by its current owner, offering comfort, functionality, and pride of ownership throughout. Enjoy a spacious layout perfect for families, with bright living areas and a seamless flow between spaces. Step outside to a fully fenced backyard, ideal for privacy, pets, or entertaining. The home also features a charming open porch with elegant pavers—perfect for relaxing or hosting gatherings. If you’re looking for a primary residence or an investment opportunity, this home offers both value and convenience in a desirable location close to shopping, dining, and major attractions.

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

Listing Agent: Laritza Torres Martinez (888-883-8509)

Remarks: Spacious 4-bedroom, 2-bath home built in 2024 offering 1,765 sq ft of heated living space with an open, bright, and airy floor plan. Tile flooring throughout adds both style and easy maintenance. The kitchen and bathrooms feature granite countertops, wood cabinetry, and a full stainless steel appliance package. The primary suite includes a double walk-in closet, while both bathrooms showcase floor-to-ceiling ceramic tile in the showers. Enjoy year-round comfort with a high-efficiency air conditioning system. Located in a community with fantastic amenities including a fitness center, aquatic center, tennis courts, playgrounds, and parks. No CDD and low annual HOA fee. Come and see all this home has to offer!

Listing is courtesy of: LA ROSA REALTY ORLANDO LLC (407-288-8201)

Listing Agent: Victoria Vahamonde (407-285-3969)

Remarks: 4 bed, 2 bath home with NO HOA! Includes a private in-law suite/studio with separate entrance—perfect for guests or rental income. Roof replaced in 2021, providing peace of mind for years to come. Spacious yard with endless possibilities for entertaining, expansion, or storing your toys. Conveniently located near shopping, dining, major roads, and near Central Florida’s world-famous attractions. A rare opportunity offering flexibility, space, and income potential!

Listing is courtesy of: LA ROSA REALTY ORLANDO LLC (407-288-8201)

Listing Agent: Kenia Aliaga Gorrin (786-484-3593)

Remarks: Beautiful 5-bedroom home for sale featuring a convenient first-floor bedroom and a garage with a dedicated office space. Enjoy a large patio perfect for outdoor living and entertaining. No HOA approval required for a smooth and easy purchase. The spacious primary suite includes custom built-in dog beds for your furry companions. Located in a welcoming community with scenic walkways, playgrounds, a dog park, and more this home offers comfort, flexibility, and lifestyle all in one.

Listing is courtesy of: KM TRUST REALTY INC (866-468-8063)

Listing Agent: Ana Exposito (786-285-0947)

Remarks: Welcome to this beautifully maintained 6-bedroom, 4-bathroom fully furnished home located in the highly sought-after Windsor Hills Resort in Kissimmee. Designed for comfort and convenience, this spacious property is ideal as a primary residence, vacation retreat, or income-producing short-term rental. Step inside to an open and inviting floor plan featuring generous living spaces perfect for gatherings. The home comes turn-key furnished, allowing for a seamless move-in or immediate rental potential. Guests of all ages will enjoy the dedicated game room, offering endless entertainment. Outdoors, unwind in your private screened pool, an ideal spot to relax after a day at the parks or soak up Florida sunshine in complete privacy. With six well-appointed bedrooms and four full bathrooms, there’s ample space for family and guests alike. Situated just minutes from world-class attractions, shopping, dining, and entertainment, Windsor Hills also offers resort-style amenities including a clubhouse, water park, fitness center, and more—all within a secure, gated community. This exceptional home truly offers the best of Florida resort living. Schedule your private showing today.

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

Listing Agent: Paul Donovan (407-785-7070)

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: Short Sale. AMAZING COTTAGE FOR SALE AT MARGARITAVILLE RESORT ORLANDO. This Cottage has 3 Bedrooms, 3 Baths, High-End Quartz Countertops, Upgraded "Wood" Tile Flooring and Appliances, High Capacity Washer and Dryer. Kitchen has Large Counter Space and Windows with Lots of Natural Light. The Door from the Kitchen Leads you to a Beautiful Patio with Lounge Chairs and Tropical Landscaping with Shell Pathways, Palm Trees and Tropical Foliage. Primary Bedroom Located Upstairs has En Suite Bathroom. One Bathroom has a Shower/Tub Combo. This is a Wonderful Community to Live in Full Time, Own a Second Home or Invest in a Vacation Rental Property! List Price INCLUDES ALL Furniture and Housewares, Also Includes Blinds, Drapes, TVs, Artwork, Linens, and So MUCH MORE! Unique First of its Kind Resort with Multiple Pools, Gym, On-Site Water Park, Sunset Walk Restaurants Bars, Live Music, Retail, Live Music and More! LOCATED MINUTES FROM DISNEY! It's A Lifestyle Choice for Living or a Great Investment Property For Those Who Want To Experience The Best Of Florida Living, Where Every Day Feels Like A Vacation!

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

Listing Agent: Suzanne Docobo (954-304-4932)

Remarks: Nestled in the Poinciana Village of Kissimmee is where you'll find this charming 3 bedroom 2 bath home. A perfect starter or forever home. As you walk in to the foyer you are greeted by an open floor plan with a beautiful ceramic tile floor. Also you will notice small details like crown molding. The living room has a sliding door that leads to a well manicured backyard encircled by a chain link fence. Inside there is a dinette area adjacent to the kitchen. The well lit kitchen, is fully functional with a pantry closet, breakfast bar, stone countertops and backsplash. The master bedroom benefits from a walk-in closet and a completely remodeled ensuite bathroom with dual sinks. The AC is from 2018. Roofing company is standing by do a FULL ROOF REPLACEMENT prior to closing. The home has easy access to major roads and local shopping. Come see this charming home today!

Listing is courtesy of: THE CARVAJAL GROUP (321-418-7101)

Listing Agent: Manny Arce, Jr (407-592-5619)

Remarks: Don’t miss this rare opportunity to own a fully furnished 9-bedroom, 6.5-bath luxury home in the exclusive, guard-gated Solara Resort—amazing clubhouse and world-class amenities! This beautifully maintained Napa II floor plan offers the perfect blend of modern design, resort living, and strong short-term rental performance, making it a true turnkey investment or an ideal family retreat. Step inside to an open-concept floor plan with soaring ceilings, abundant natural light, and stylish finishes throughout. The spacious living and dining areas flow seamlessly into the chef-inspired kitchen, cabinetry, granite countertops, stainless steel appliances, and a large island with breakfast bar—perfect for entertaining family and guests. The main level includes a convenient first-floor primary suite with a walk-in closet and a spa-like ensuite bath complete with dual vanities, a soaking tub, and a separate shower. An additional bedroom and bathroom are also located downstairs, offering comfort and flexibility for guests. Upstairs, you’ll find themed bedrooms, multiple ensuite baths, and a large loft area with a movie theater, inviting space ideal for gatherings or entertainment. The garage has been fully converted into a vibrant game room, adding even more appeal for vacationers and maximizing rental potential. Step outside to your private outdoor oasis—a covered lanai overlooking the heated pool and spa, perfect for relaxing in the Florida sunshine or hosting unforgettable poolside evenings. This home has been meticulously maintained and performs exceptionally well on short-term rental platforms. Located less than 15 minutes from Walt Disney World and close to I-4, US-192, and US-27, Solara Resort offers unbeatable access to Central Florida’s top attractions, restaurants, and shopping destinations. Ownership includes internet, cable, landscaping, and full access to one of the most impressive amenity centers in Central Florida. Solara Resort features a zero-entry resort-style pool, FlowRider surf simulator, water slides, poolside cabanas, bar & grill, on-site café, fitness center, yoga lawn, splash pad, playground, marketplace, and sports courts for basketball, soccer, and volleyball. Whether you’re seeking a high-performing vacation rental, a luxury second home, or a spacious primary residence near Orlando’s attractions, this Solara Resort gem checks every box. Fully furnished and ready to go—schedule your showing today!

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

Listing Agent: Renato Oliveira (407-800-4032)