Kissimmee Single Family Homes For Sale - 2021 homes

Remarks: Move-In Ready Single-Story Home in Hammock Trails with NEW ROOF! Beautifully maintained 3-bedroom, 2-bath home featuring block construction, a 2-car garage, tile flooring throughout, and a NEW ROOF for added peace of mind. A water softener system is included. Relax on the welcoming covered front entry or unwind in the screened-in rear porch, overlooking a standard lot with mature landscaping. Hammock Trails community amenities include two parks/playgrounds, a community pool with cabana, and a soccer field. Ideally located near schools, shopping, dining, supermarkets, banks, major highways, and just minutes from world-famous theme parks. This move-in ready home is a must-see—schedule your private showing today!

Listing is courtesy of: VS INTERNATIONAL PROPERTIES (407-513-4722)

Listing Agent: Jose Serrano, Pa (407-334-4685)

Remarks: One or more photo(s) has been virtually staged. Welcome to this spacious 5-BEDROOM, 3-BATH home in the heart of POINCIANA. Built in 2019, this move-in-ready residence offers nearly 2,000 SQ FT of comfortable living with an OPEN FLOOR PLAN, a modern KITCHEN, and a SPLIT BEDROOM LAYOUT that provides privacy for family and guests. Sitting on an oversized 10,000+ SQ FT LOT, this home features a 2-CAR GARAGE, ample outdoor space, and is located in FLOOD ZONE X—meaning NO FLOOD INSURANCE REQUIRED. Inside, you’ll find generous living areas, well-sized bedrooms, and a layout ideal for growing families, multi-generational living, or buyers seeking extra room for work or recreation. Enjoy community living with access to PARKS, PLAYGROUNDS, SPORTS COURTS, and the many recreational amenities maintained by the ASSOCIATION OF POINCIANA VILLAGES (APV). Conveniently located near SCHOOLS, SHOPPING, and major COMMUTER ROUTES INTO ORLANDO, this home offers the perfect blend of COMFORT, SPACE, and ACCESSIBILITY.

Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)

Listing Agent: Charles Watson (818-321-6494)

Remarks: The Crescent, a beautifully designed 3-bedroom, 2-bathroom home that blends modern luxury with everyday practicality. From the moment you walk up to the covered front porch, you’ll feel the charm and warmth this home radiates. Inside, you’re greeted by an open-concept layout that effortlessly flows from room to room — perfect for both entertaining and quiet evenings at home. The heart of the home is the chef-inspired kitchen, featuring gleaming quartz countertops, stunning white cabinetry, a large kitchen island, and ample prep space that makes cooking a joy. The primary suite is a private retreat, complete with a spa-like en-suite bathroom and not one, but multiple walk-in closets to fit your every need. Two additional bedrooms offer flexibility for guests, a home office, or a growing family. Relax under the covered back porch, ideal for morning coffee or evening gatherings, rain or shine. Every detail in The Crescent was thoughtfully chosen to combine elegance with function.

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

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

Remarks: WELCOME HOME TO YOUR OWN PARADISE - Experience the art of refined living in this elegant pool home nestled in the community of The Oaks. Thoughtfully designed for both comfort and style, this residence offers 3 spacious bedrooms, 3 full baths, a private den, and beautifully appointed living areas filled with natural light. The open-concept great room flows effortlessly into the formal dining area and breakfast nook, creating the perfect setting for both intimate gatherings and entertainment. The gourmet kitchen blends functionality and elegance, while the owner’s suite provides a serene retreat with a luxurious spa-style bath and generous walk-in closets. A private ensuite guest room offers added versatility for visiting family or friends. Step outside to your own private sanctuary — a sparkling screened pool, covered lanai, and tranquil outdoor space ideal for dining al fresco or relaxing in the Florida sunshine. This home is being sold as is and is offered partially furnished, flooring has been updated since photos were taken, making it move-in ready for the discerning buyer. Set within one of the area’s most desirable communities, this residence combines sophistication, comfort, and the lifestyle for which you’ve been dreaming. Minutes to attractions, schools, shopping, restaurants, medical facilities, airport, convenience to the Sunrail Station, Kissimmee Lakefront Park/Lake Toho (championship bass fishing), airport & much more. This little bit of heaven offers you the GOOD life - Come Discover YOUR new home - It is sure to WOW even the pickiest of buyers – So RUN, don’t walk.

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

Listing Agent: Sandee Goldenberg (407-973-6311)

Remarks: Welcome to 2305 Jessica Ln, Kissimmee, FL 34744 — a beautiful 4-bedroom, 2-bath pool home offering over 1,800 sq. ft. of comfortable living space! Featuring paid-off solar panels, this home combines energy efficiency with everyday comfort. Inside, you’ll find a desirable split floor plan, a formal dining room perfect for entertaining, and a spacious family room designed for relaxing gatherings. The primary bedroom features elegant hardwood floors, adding warmth and character to the space. Step outside and enjoy your private screened-in pool enclosure, perfect for relaxing, entertaining, and enjoying Florida living year-round. Situated on a corner lot, this property offers added privacy and curb appeal. Conveniently located near major travel routes, shopping, dining, and local attractions, this home offers the perfect blend of comfort, convenience, and style. Don’t miss your chance to own this incredible home in the heart of Kissimmee!

Listing is courtesy of: BROKER HUB REALTY GROUP LLC (219-730-8364)

Listing Agent: Lina Torres (219-730-8364)

Remarks: Don't miss your chance to be the fortunate new owner of this beautiful and spacious 5 Bedroom, 3 1/2 Bathroom, 3 car Garage home in Brighton Lakes!!! The owner has decided to sell this former rental property. They have thoughtfully replaced all the Kitchen appliances with NEW Stainless Steel appliances. The house was also painted inside including the walls, doors and trim. The home has a very functional floor plan, including a Primary Suite downstairs. Upstairs are 4 additional Bedrooms. It is located on a large corner lot of a Cul-de-Sac. The Brighton Lakes Community has a Pool, Clubhouse, Tennis Court(s), Playground.

Listing is courtesy of: WATSON REALTY CORP (407-323-3200)

Listing Agent: Jim Wright (407-474-2241)

Remarks: Experience luxury living in the premier gated community of Tapestry! This stunning residence at 3020 Cardillino Way offers the perfect blend of modern elegance and resort-style comfort. From the moment you arrive, you’ll be captivated by the curb appeal and meticulously maintained surroundings. Inside, the home features a spacious, open-concept floor plan designed for contemporary living, boasting abundant natural light and high-end finishes throughout. The gourmet kitchen serves as the heart of the home, flowing effortlessly into the expansive living and dining areas—ideal for hosting family and friends. Living in Tapestry means more than just a beautiful home; it’s a lifestyle. Residents enjoy exclusive access to world-class amenities, including a zero-entry sparkling pool, a splash pad, a state-of-the-art fitness center, a grand clubhouse, dog parks, and scenic walking trails. Strategically located just minutes from The Loop, you’ll have premier shopping, dining, and entertainment right at your doorstep. With quick access to the Florida Turnpike and Osceola Parkway, you are perfectly positioned for a short commute to Orlando International Airport and all major theme parks. Whether you are looking for a forever home or a high-end investment, this property is a must - see. Schedule your private tour today and start living the Tapestry lifestyle!

Listing is courtesy of: AGENT TRUST REALTY CORPORATION (407-251-0669)

Listing Agent: Luceyda Rodriguez Otero (407-301-8394)

Remarks: Under contract-accepting backup offers. Two screened outdoor living spaces and a large fenced backyard make this Kissimmee home stand out. This well maintained 2 bedroom, 2 bathroom property offers approximately 1,200 square feet of comfortable living space with durable tile flooring throughout and a bright, functional layout. Enjoy relaxing or entertaining in the screened porch or the additional screened patio, both perfect for enjoying the Florida breeze year round. The spacious 0.18 acre lot provides a large backyard with plenty of room to gather, garden, or create your own outdoor retreat, plus a storage shed for added convenience. The garage has also been screened, creating a versatile bonus space that works well as a hangout area, hobby space, or additional storage. A wide driveway and welcoming front entry add to the home's appeal. Conveniently located near shopping, dining, and major roadways, this property offers comfort, flexibility, and easy maintenance. Schedule your private showing today.

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

Listing Agent: Gissel Ortega (646-512-2581)

Remarks: Spacious and versatile 4-bedroom, 2-bathroom pool home located in the established Lindfields community, just minutes from Walt Disney World and the shopping, dining, and entertainment along US-192. A new roof was installed in 2020 and the property was just refurbished including interior paint, exterior paint, pool deck painted, luxury vinyl flooring installed throughout the property, new light fittings and a new roof 2020. Positioned toward the rear of the neighborhood, this community benefits from good sized lots and a floor plan offering over 2,000 sq ft of well-designed living space. No HOA—one of the few communities in the area - offers home owners unrivaled flexibility. The home features a bright and open layout filled with lots of natural light, including a large living and dining room with sliding doors leading to the pool deck, a separate family room, and a breakfast nook with sliding patio doors offering additional pool deck access. The spacious kitchen includes a breakfast bar and ample cabinetry, ideal for both everyday living and entertaining. A split floor plan provides privacy, with a generously sized primary suite offering dual sinks, a garden tub, and separate shower. The house bathroom also includes direct pool access for added convenience. Step outside to enjoy a private fenced yard and expansive south facing L-shaped pool deck—perfect for relaxing, entertaining, or enjoying the Florida lifestyle. Zoned for short-term rental, this home is ideal as a primary residence, vacation home, or income-producing investment in a prime Central Florida location.

Listing is courtesy of: RE/MAX HERITAGE (863-424-2309)

Listing Agent: Steven Silcock (407-574-0218)

Remarks: ***WATER VIEW HOME IN TOHOQUA – RESORT-STYLE LIVING IN KISSIMMEE *** Located in one of Kissimmee’s most sought-after communities, Tohoqua, this stunning water-view home offers the perfect blend of comfort, style, and convenience. Featuring a bright, open floor plan, a custom feature wall, and a screened-in lanai overlooking a serene water view, this home is designed for both relaxation and entertaining. Custom built in closets the primary suite and garage. Enjoy true resort-style living with access to a beautifully designed Residents Club, complete with a zero-entry pool, interactive water features, shaded playground, fitness center, clubhouse, and two lighted tennis courts. The community promotes an active and connected lifestyle with over 5 miles of scenic walking and biking trails that link directly to Twin Oaks Conservation Area and the Florida National Scenic Trail. Surrounded by natural beauty, residents also enjoy close proximity to Lake Tohopekaliga, perfect for boating, fishing, and kayaking. Future-forward living awaits with plans for an on-site Village Center featuring restaurants, shops, and a farmers market, bringing walkable convenience right to your doorstep. Ideally situated in the heart of Kissimmee, this home offers quick access to Lake Nona Medical City, Orlando International Airport (approximately 25–30 minutes), major highways, world-famous theme parks, and The Loop for premier shopping and dining, all within minutes. Families will appreciate the brand-new K-8 school conveniently located within the community (opened 2025), with a high school planned for the near future. This home truly offers a lifestyle of comfort, convenience, and community. Schedule your private showing today!

Listing is courtesy of: EMPIRE NETWORK REALTY (407-440-3798)

Listing Agent: Diana Mahadeo (407-223-1249)

Remarks: One or more photo(s) has been virtually staged. Under Construction. This new four-bedroom Hendrix showcases convenient single-story living. Three secondary bedrooms are located near the front of the home off the foyer, near a versatile flex space ready to be used as an office or studio. An open-concept floorplan blends the kitchen, living and dining areas with easy access to a covered patio, while a luxe owner’s suite is nestled into a private rear corner, providing direct access to a full bathroom with dual sinks and a walk-in closet. Westview is a master-planned community in Poinciana, FL. This amenity-rich, pet-friendly community has something for residents of all ages to enjoy, including a swimming pool, dog park, clubhouse and sports fields. Lake Marion Creek Wildlife Management Area is nearby with hiking trails, as well as Poinciana for shopping, dining and entertainment options. The community is in close proximity to Highway 17 for easy commuting to Greater Orlando.

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

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

Remarks: Your Private Oasis Awaits at the fantastic Windsor at Westside Resort community. Step into luxury and leisure of this fully furnished 6-bedroom, 4.5-bathroom retreat nestled in one of Central Florida’s most sought-after vacation communities. Designed for comfort and entertainment, this spacious home features a stunning loft, soaring ceilings, and an open-concept layout that seamlessly blends elegance with functionality. It features a private heated south facing pool and spa for year-round relaxation, an expansive covered lanai with sun loungers and patio seating, a gourmet kitchen with stainless steel appliances and generous counter space and a breakfast bar, dual master suites, one on each floor making it ideal for guests or multi-generational living, a converted garage game room for added fun and entertainment, and stylish finishes throughout, including ceramic tile and plush carpeting. Recent upgrades include a brand-new AC compressor and brand-new dryer. The resort features lots of great amenities including a lazy river, splash pool, clubhouse bar, fitness center, and game room. The community is guard gated and the HOA includes cable, internet, and grounds maintenance. All this and just minutes from world-famous attractions, shopping, and dining, this property offers the perfect blend of convenience and escape. Whether you're seeking a second home, a vacation getaway, or a high-performing short-term rental, this residence delivers exceptional value and unforgettable experiences.

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

Listing Agent: Ping Ma (863-332-0298)

Remarks: Check out this beautiful 5-bedroom, 4-bathroom pool home in the highly sought after resort community of Windsor at Westside! This fully furnished home is in great condition and it's just minutes from Disney and Orlando’s iconic attractions. Designed with gatherings in mind, this home boasts an open-concept layout featuring a generous family room and oversized dining area, perfect for entertaining or hosting extended family vacations. The modern kitchen impresses with 42" cabinets, stainless steel appliances, stone countertops, and a breakfast bar ideal for casual meals. Step through the sliding doors to your private outdoor paradise, a west-facing heated pool that basks in afternoon sun, complete with a brick-paver deck and covered lanai for all-weather relaxation. Inside, the home comes tastefully furnished with a stylish, turn-key décor. A converted garage adds a bonus game room to the already expansive layout, ensuring fun and comfort for every guest. Windsor at Westside offers a gated, amenity-rich lifestyle with a resort-style clubhouse, heated pool and spa, lazy river, splash pad, fitness center, arcade, sand volleyball, tennis and basketball courts, and an on-site restaurant and bar.

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

Listing Agent: Ping Ma (863-332-0298)

Remarks: One or more photo(s) has been virtually staged. Welcome to 923 S. Park Ct., Kissimmee, FL 34741 - a charming single family home situated in an established Osceola County neighborhood. This residence features three bedrooms and one full bathroom, offering a comfortable and functional layout with plenty of potential. The home features tile flooring throughout, making for easy maintenance. Step outside to enjoy a fully fenced front and back yard, providing space to relax. The backyard also includes a shed for additional storage and a driveway offers convenient off-street parking. The roof was completed in 2021. Ideally positioned near downtown Kissimmee, this home provides convenient access to a variety of shopping, dining and local amenities. This is a wonderful opportunity to own a single family home in a prime Kissimmee location. Schedule your showing today!

Listing is courtesy of: HOMEVEST REALTY (407-897-5400)

Listing Agent: Erica Diaz (407-897-5400)

Remarks: ASK ABOUT BUILDER INCENTIVES FOR CLOSING COSTS OR RATE BUY-DOWN! Welcome to the "Cypress" model by Honesty Homes! This open-concept, concrete block TILE ROOF home features high-end finishes and numerous upgrades throughout. You'll find 42" cabinets in the kitchen and bathrooms, sleek granite countertops perfect for culinary creativity, and soaring vaulted ceilings that enhance the sense of space. The master bedroom offers indulgence with its vaulted ceiling and two spacious walk-in closets for ample storage. Both bathrooms are thoughtfully designed with generously sized tubs and modern tiled showers, ideal for relaxation. Welcome to Tuscany Preserve, a gated, resort-style community offering a blend of luxury, comfort, and convenience. Residents enjoy a wide array of amenities, including a modern fitness center, a sparkling pool and spa, an elegant clubhouse ideal for social gatherings, and basketball and tennis courts for active living. Whether you're a first-time homebuyer, looking to downsize, or seeking the ideal vacation getaway, this property offers the perfect mix of contemporary living and serene surroundings — all just minutes from shopping, dining, top-rated schools, and major attractions.

Listing is courtesy of: THE FIRM RE (407-227-3345)

Listing Agent: Amer Lababidi (407-800-3631)

Remarks: Under contract-accepting backup offers. Great Investment Opportunity in Poinciana! Spacious 3-bedroom, 2-bath home offering 1,279 sq. ft. of living space and excellent potential. Features include stainless steel appliances, an oversized Florida Room, and a primary suite with walk-in closet. Enjoy a large fenced yard with mature trees providing privacy and outdoor space. Home needs some TLC—perfect for investors or buyers looking to add value. Conveniently located near shopping, hospitals, and major highways.

Listing is courtesy of: CENTURY 21 CARIOTI (407-354-0074)

Listing Agent: Luis Talavera (863-368-7289)

Remarks: Imagine waking up to peaceful conservation views in one of The Oaks' most desirable communities. This 4-bedroom, 2-bath home offers nearly 2,000 square feet of open-concept living with modern finishes, energy-saving solar panels, and access to a private boat ramp on Shingle Creek.The oversized kitchen serves as the heart of the home, featuring granite countertops, stainless steel appliances, abundant cabinetry, and a large island perfect for entertaining family and guests.Step outside to your covered lanai and enjoy the privacy of a wooded conservation area with no rear neighbors. Residents enjoy access to boating, fishing, playgrounds, and convenient proximity to The Loop, Disney, Orlando International Airport, and major highways.

Listing is courtesy of: AGENT TRUST REALTY CORPORATION (407-251-0669)

Listing Agent: Ana Manzo (321-318-9338)

Remarks: Short Sale. Welcome home to this beautifully designed one-story residence offering the perfect blend of comfort and flexibility with 3 bedrooms plus a versatile flex room that can easily be converted into a 4th bedroom. Step inside to an open and inviting floorplan where luxury vinyl plank flooring flows throughout the main living areas, creating a seamless and modern feel. The kitchen serves as the heart of the home, featuring granite countertops, abundant cabinetry, a spacious pantry, and a counter-height island with seating that overlooks the expansive living and dining areas, ideal for both everyday living and entertaining. Thoughtfully designed with a split bedroom layout, the primary suite and flex room are privately positioned away from the secondary bedrooms, offering added privacy and endless possibilities for how the space can be used, whether as a home office, playroom, fitness area, or guest room. The primary suite offers a relaxing retreat with a large en-suite bath complete with a double sink vanity, quartz countertops, and a walk-in shower. Secondary bedrooms are well-sized and thoughtfully positioned, while the additional bathroom also showcases quartz countertops for a cohesive, upgraded look. Enjoy indoor-outdoor living with sliding glass doors leading to a screened lanai and a fully fenced backyard offering added flexibility with gate access on both sides, including a double gate entry. Additional highlights include a spacious laundry room, a two-car garage, and a welcoming covered front entry. Located in the Poinciana area, residents enjoy access to a variety of community amenities including parks, playgrounds, sports courts, fitness centers, and recreational facilities, along with nearby shopping, dining, and everyday conveniences, making this home an ideal blend of comfort and lifestyle.

Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)

Listing Agent: Alex Vastardis (407-947-6264)

Remarks: Move-in ready three-bedroom, two-bathroom home located in the Poinciana Subdivision Neighbourhood 5 North Village. This residence features a functional layout designed for modern living, highlighted by a kitchen that is beautifully finished with quartz countertops and stainless steel appliances. The primary suite offers added convenience with a large walk-in closet, providing ample storage space. The exterior of the home includes a fully fenced-in backyard, offering a secure space for outdoor entertaining or pets. Perfectly positioned near shopping, dining, schools, and everyday essentials, this home is part of a Planned Unit Development (PUD) with low HOA fees. Schedule your private showing today!

Listing is courtesy of: ENTERA REALTY LLC (888-216-6364)

Listing Agent: Robert Salmons (888-216-6364)

Remarks: Welcome to the home you’ve been searching for! This stunning, newly remodeled 4-bedroom, 2-bathroom residence is located in the highly sought-after Indian Point community and offers the perfect blend of comfort, style, and versatility—ideal as a primary residence, vacation home, or income-producing investment. Step inside to discover soaring vaulted ceilings and upgraded 22mm luxury vinyl plank flooring throughout the entire home—(NO CARPET). The open-concept layout seamlessly connects the living, dining, and kitchen areas, creating an inviting space perfect for entertaining and everyday living. The beautifully updated kitchen features brand-new stainless steel GE appliances, elegant stone countertops, and a modern tile backsplash. The spacious primary suite serves as a private retreat, complete with a large walk-in closet and a well-appointed en-suite bathroom featuring dual sinks, a soaking tub, separate shower, and direct access to the pool deck. Three additional generously sized bedrooms provide ample space for family, guests, or a home office setup. Step outside to your own private oasis—enjoy a newly resurfaced pool within a fully screened enclosure, perfect for relaxing or entertaining year-round. Major updates offer peace of mind, BRAND NEW GE WASHER AND DRYER, including a 30-year roof (2018), Lennox HVAC system (2019), full home re-pipe with PEX plumbing (2017), and a fully fenced yard with 6-foot white vinyl fencing and dual gates. Residents of Indian Point enjoy access to community amenities including a playground, tennis courts, and a community pool. Conveniently located just minutes from world-class attractions, major highways, shopping, and dining, this home truly offers an unbeatable location. Don’t miss this incredible opportunity—schedule your private showing today!

Listing is courtesy of: FL PRO BROKERS LLC (407-790-7341)

Listing Agent: Jason Sirounis (407-415-2747)