Kissimmee Single Family Homes For Sale - 1550 homes

Remarks: Professionally furnished and decorated, this luxury home is located in one of the most sought-after communities in the Disney Orlando area. 6 bedrooms and 5 bathrooms, this pool home is ready for a new owner to use it as a luxury vacation home or an income-producing investment property. The spacious and modern kitchen has stainless steel appliances, 42" cabinets, granite counter tops and island. The open concept floorplan makes it a wonderful place for an amazing time between family and friends. On the second floor, another loft/ living room for more private gatherings. Paradise Palms is a 24hr manned gated community that offers amazing amenities such as Movie Theatre, Tennis, Volleyball and Basketball courts, Resort-Style Swimming Pool with Waterfall, Spa, Waterslide, Tiki Bar and Grill, the Club House features a sauna, State-of-the-Art Fitness Center, concierge and much more. HOA includes cable and Wi-Fi, lawn care and management.. This home is used for family vacations and is on a short-term rental program with future bookings planned that can be transferred to new owner if using the same management company. Come see this amazing home, you will not be disappointed with all it has to offer!

Listing is courtesy of: MAGNUS REALTY GROUP LLC (407-286-6042)

Listing Agent: Shao Mai (407-970-6798)

Remarks: Welcome to 2112 Rome Dr in Windsor at Westside, a 6 bedroom, 4.5 bathroom private pool home located just 6 miles from Walt Disney World and only a short walk to the community clubhouse. Being this close to the resort amenities adds convenience for guests and owners alike, making it even more attractive for short term rental performance. This fully furnished property is designed for both personal enjoyment and strong rental returns, comfortably accommodating up to 12 guests with a layout that offers space, privacy, and multiple gathering areas. The open concept main level features a fully equipped kitchen with granite countertops, stainless steel appliances, a breakfast bar, and a spacious dining area. Sliding glass doors lead to your private east facing pool and spa, allowing for beautiful morning sun and seamless indoor outdoor living. The covered lanai is a standout feature, complete with outdoor dining, sun loungers, and a built in outdoor kitchen that includes a BBQ grill and sink, creating the perfect setting for entertaining and relaxing between park days. The first floor includes a king suite with an attached bathroom, ideal for guests who prefer main level access. Upstairs, you will find a second king suite with a private bath, 2 additional queen bedrooms, and 2 twin bedrooms including a Mickey themed room that adds strong appeal for vacation guests. A dedicated game room with ping pong and foosball enhances the entertainment experience and further increases rental desirability. Driveway parking for up to 4 vehicles adds convenience, and the location inside Windsor at Westside provides access to one of the area’s most amenity rich resort communities. Owners and guests enjoy a resort style zero entry pool, lazy river, interactive splash park with water slide, tiki bar and restaurant, fitness center, arcade, sand volleyball, basketball and tennis courts, playground, and fire pit areas. Conveniently located near shopping, dining, and major attractions including Universal Studios Florida and SeaWorld Orlando, this property offers the ideal combination of location, layout, and lifestyle. Whether you are seeking a vacation retreat or a high performing short term rental investment, 2112 Rome Dr presents a compelling opportunity inside one of Kissimmee’s most sought after resort communities.

Listing is courtesy of: KRESSLER REAL ESTATE (407-864-2184)

Listing Agent: Andre Kressler (407-864-2184)

Remarks: Under contract-accepting backup offers. This house is waiting for the new owner. Seller willing to contribute 5K concessions.This property is newly renovated, New pipe, new Floor, fresh paint, it will not last a long time. This could be your house soon. Quiet location, nice neighborhood, nice school across the street.

Listing is courtesy of: AMERILEAD REALTY LLC (407-765-6660)

Listing Agent: Gesny Hive (321-217-8999)

Remarks: Under contract-accepting backup offers. Charming 4-Bedroom Home!! This beautiful 4-bedroom, 2-bathroom home offers 1,575 sq. ft. of comfortable living space and sits on a spacious lot with a large green area perfect for outdoor activities. Conveniently located near the new Valencia College campus, shopping, dining, and major highways. Enjoy the freedom of no HOA and no CDD, giving you more flexibility and fewer restrictions. A great opportunity to own a lovely home in a fantastic location!

Listing is courtesy of: VITAL REALTY GROUP INC (407-944-1833)

Listing Agent: Maria Genao Santos (407-552-6355)

Remarks: Welcome to this beautifully maintained 3 bedroom, 2 bathroom fully furnished pool home with a new roof (2022). Featuring both a formal living room and a spacious family room, this home offers a functional layout perfect for everyday living and entertaining. Step outside and enjoy your fully screened in private in-ground pool, ideal for summer gatherings, weekend BBQs or relaxing evenings at home. Conveniently located near shopping centers, dining, schools and parks. This home combines comfort with accessibility. With low HOA, its perfect as a primary residence, vacation home or investment property. Schedule your private tour today, don't miss out!

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

Listing Agent: Melissa Salvador (863-378-7264)

Remarks: One or more photo(s) has been virtually staged. Under Construction. The Morrow checks all your boxes! This new two-story luxurious retreat has a first-floor owner’s suite, featuring a spacious bedroom, en-suite bathroom and walk-in closet. The open-concept floorplan combines the kitchen, living and dining areas for streamlined, everyday living. Three additional bedroom suites can be found on the second level, along with a versatile loft that provides a convenient shared living area and additional entertainment space. 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: One or more photo(s) has been virtually staged. Under Construction. This new single-story McCartney Next Gen® home features a private suite with its own entrance, living area, kitchenette, bedroom, bathroom and laundry, perfect for multigenerational households. The main home is host to an inviting open-concept layout with easy access to a covered patio for seamless indoor-outdoor living. Two secondary bedrooms are located off the foyer, and a lavish owner’s suite is tucked into a private rear corner, complete with a full bathroom and 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: Under Construction. The Providence is a palatial two-story home with four bedrooms and two and a half bathrooms. The first floor features a family room for shared moments, a dining room for memorable meals, a kitchen for adventurous cooks, a flex room for versatile uses and a patio for outdoor living. There is a spacious loft upstairs that adds shared living space, in addition there are four bedrooms. The Owner Suite features a large walk-in shower, dual vanity, and spacious walk-in closet. Lennar has reimagined the homebuying experience by including the most desired home features at no extra cost to you. All features and products can vary by community and homesite. Knightsbridge residents enjoy access to outdoor amenities including a swimming pool & cabana, playground, volleyball court and walking trail. Enjoy local dining and shopping from downtown Kissimmee. Close to Lake Toho if you like to boat or walk the lakefront. Conveniently located near Walt Disney World and major Osceola County attractions.

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

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

Remarks: Welcome to the ultimate Florida resort lifestyle! Positioned in the premier gated vacation community of Windsor at Westside Resort- this 8-bedroom, 6-bath lakeview home offers thoughtfully designed living space. This fully furnished, rental-ready home presents an outstanding opportunity for both savvy investors and families seeking a high-performing vacation property just minutes from Walt Disney World, dining, and premier shopping.   Inside, the expansive open-concept design creates a seamless flow between the kitchen, dining, and main living areas — ideal for entertaining large groups. The oversized upstairs loft provides an additional gathering space perfect for movie nights, gaming, or relaxing after long days at the parks. Constructed in 2017, this residence embodies the Florida resort lifestyle. Step outside to your private heated pool and spa, perfectly positioned to capture sweeping lake views — one of the most sought-after settings within the community. Whether hosting guests or enjoying a quiet sunset, the outdoor space delivers both privacy and a true vacation atmosphere. Ownership includes access to Windsor at Westside’s impressive resort amenities, including a grand clubhouse, resort-style pool with lazy river and waterslide, tiki bar, fitness center, arcade, and more — enhancing both guest experience and rental appeal.Whether expanding your investment portfolio or securing a luxury vacation home, this property offers both lifestyle and income potential in one of Central Florida’s top-performing short-term rental communities. Sold fully furnished and rental-ready with future bookings conveying if you keep the rental company. Call for your showing today!

Listing is courtesy of: MAINFRAME REAL ESTATE (407-513-4257)

Listing Agent: Katie Bray (407-779-6677)

Remarks: Under contract-accepting backup offers. Experience the ultimate in luxury living in this stunning, fully furnished 7-bedroom, 4.5-bathroom, showcasing breathtaking water and nature views within the exclusive Emerald Island Resort, a 24/7 secured, short-term rental community. This vibrant, meticulously maintained, and themed seven-bedroom home features two master suites, one downstairs and one upstairs, designed to comfortably accommodate large families or groups with entertainment options for all ages. The garage has been converted into a magical game room with custom lighting and built-ins. Unwind on the expansive back patio, featuring a fully screened enclosure, heated in-ground pool and spa, and picturesque views of a serene pond. All furnishings are included in the sale. Enjoy this property as a personal vacation home and/or a lucrative short-term rental. Owners and guests can indulge in the resort's extensive amenities, including community pools, spas, exercise room, sauna, Tiki Bar, mini golf, tennis, pickleball, volleyball, basketball courts, nature trail, and miles of sidewalks for walking or jogging. Strategically located just five miles from Disney World, adjacent to numerous golf courses, shopping centers, dining establishments, water parks, and family-friendly attractions. Recent upgrades include a new roof (2017), serviced HVAC (2025), upgraded HVAC units, new laminate flooring throughout upstairs, and a new pool heater. Don't miss this extraordinary opportunity. Schedule your private showing today!

Listing is courtesy of: PEOPLE'S CHOICE REALTY SVC LLC (813-933-0677)

Listing Agent: Wendy Vo (813-439-4287)

Remarks: Under contract-accepting backup offers. Welcome home to Kindred in Kissimmee - a charming community in an area primed for growth. Less than 10 minutes South of the new Neocity development sits this beautifully updated 4-bedroom, 2-bathroom single-family Cali model - D.R. Horton's most popular floor plan - which offers a spacious open concept, a thoughtfully designed floor plan, and incredible functionality for any homeowner. Stepping inside, this home boasts an oversized family room that connects to the kitchen and dining room seamlessly, a split floor-plan for the utmost privacy, an oversized primary en-suite with a walk-in closet, and 3 additional bedrooms. Upgraded light fixtures and brand new interior paint greatly enhance the space, and the home has NO carpet - only tile flooring throughout - making the property truly turn-key. Sliding glass doors in the living room lead out to your private backyard with no rear neighbors, allowing you to enjoy your expansive water view! In your spacious fenced backyard, enjoy the custom-crafted gazebo with extended pavers for endless entertaining; Additionally, there's ample space to install a pool, playground, fire pit and more; Or, enjoy the community amenities, including a zero-entry resort style pool, children's playground, tennis/pickleball courts, beach volleyball court, fitness center, clubhouse, cabanas, and more! Within a 10-minute commute, you'll have easy access to the new Neocity develoment and Neocity Academy, plus lake access and water sports at Lake Toho and East Lake Toho. Just 10-15 minutes removed from Florida's Turnpike, this home also keeps all that Orlando has to offer at your fingertips - Downtown Orlando, Orlando International Airport, Walt Disney World Resort, Universal Studios, and so much more. Contact us to schedule your private viewing today!

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

Listing Agent: Ken Pozek (407-813-2773)

Remarks: One or more photo(s) has been virtually staged. Under Construction. This new three-bedroom Frey offers convenient single-story living. Two secondary bedrooms are secluded near the front of the home, leading to an inviting open-concept floorplan that boasts convenient access to a covered patio for seamless indoor-outdoor living. A lavish owner’s suite is nestled into a private rear corner, complete with a full bathroom and walk-in closet. A spacious three-car garage completes the home. 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: One or more photo(s) has been virtually staged. ***PRICE ADJUSTMENT ALERT***NEW PRICE***UPGRADED AND MAJESTIC ***CORNER LOT***Sonata Model Home*** featuring 1,560 Sq Ft of heated interior living space within a total footprint of 2,358 Sq. Ft.***ROOF 2017***HVAC 2016***WATER SOFTENER 2015***QUARTZ COUNTERTOPS***PLANTATION SHUTTERS***NEW FLOORING 2016***NEW GUTTERS 2016***CROWN MOLDINGS*** Beautiful Curb Appeal with TWO Bedrooms, TWO Baths Plus a FLEX ROOM, Screened and Covered Lanai, In 2015 ***DOUBLE PANE WINDOWS*** were replaced in the Kitchen, Dining Room and Den.Spend your afternoon drift by in your rocking chair on the charming front porch, savoring the peaceful charm of Solivita lifestyle you’ve always dreamed of. The Plantation Shutters gives a beautiful, finished look to this home! The UPGRADED KITCHEN highlights an OPEN LAYOUT with ***QUARTZ COUNTERTOPS***STAINLESS STEEL APPLIANCES*** an undermount sink, and a classic SUBWAY TILE BACKSPLASH. Enjoy a cozy eat-in space and direct access to the screened lanai, your ideal outdoor retreat for hosting guests, perfect for morning coffee or savoring a relaxed Sunday BBQ. Live where life happens!!! Your CORNER LOT new home is ideally located near Solivita’s vibrant Village Center, the pulse of the community. Enjoy effortless access to signature events, the weekly farmer’s market, local dining, and a world-class amenity campus featuring a gym, pool, sauna, spa, tennis and pickleball courts, diamond softball field, playground, two dog parks, butterfly and vegetable gardens, a grand ballroom, golf shop, and a convenient store with pharmacy. This home blends comfort, style, and thoughtful upgrades, ready for you to move in and enjoy the Solivita lifestyle. The generous FLEX ROOM provides the ideal space for a home office or media room, while the guest bedroom includes a large closet and plenty of natural light. Retreat to the OWNER’S SUITE, where comfort meets elegance. Enjoy a generous king-sized bedroom, a stylish WALK-IN CLOSET, and a spa-like en-suite bath complete with a garden tub, WALK-IN SHOWER, and makeup vanity, perfect for unwinding in style. Screened and Covered Lanai, Laundry Closet and TWO Car Garage. Come experience the Solivita lifestyle, where every day feels like a getaway. Gated Golf Community of Solivita offers an impressive array of amenities, two PGA 18-holes Championship golf courses, two State of the Art Amenity Centers, fourteen pools, restaurants, tennis court, playground, dog park, and over two hundred different clubs. Near supermarkets, restaurants, pharmacies, hospital, new express way, just 25 minutes to major attractions, and the new Sun Rail Poinciana Station. Keep in mind that at least one of the residents must be 55+ or older to live in this community. Near the NEW HCA Florida Poinciana HOSPITAL and 42,000 sq.fts. MEDICAL OFFICE BUILDING. Convenient access to POINCIANA LAKES PLAZA, featuring: Sprouts Farmers Market, Petco, Rack Room Shoes, 5 Below, Ulta, TJ Maxx, Ross, Burlington, TD Bank - Hair Cuttery, Outback, First Watch, Five Guys, Popeyes, Bojangles, ColdStone, Walgreens, Wells Fargo, Little Ceasars, McDonald's, and more! Do not miss this incredible opportunity! Name your price TODAY!!! And secure your dream home in a thriving community! If you are interested in the property, it is a clever idea to schedule a video virtual showing or arrange for a private showing to see it in person. A physical tour can provide a better sense of the space, layout, and overall feel of the property.

Listing is courtesy of: BELLA VERDE REALTY LLC (407-641-2688)

Listing Agent: Miguel Elvira (407-257-7767)

Remarks: Under Construction. The popular one-story Cali floorplan offers 4-bedrooms, 2-bathrooms, a 2-car garage with 1,882 sq ft of living space. The open layout connects the living room, dining area, and kitchen, ideal for entertaining. The kitchen boasts quartz countertops, stainless-steel appliances, a walk in pantry and a spacious island. The four spacious bedrooms gives flexibility for various lifestyles. The primary suite located in the rear of the home features a private ensuite bathroom with dual sinks, a separate shower, and a walk-in closet. The remaining three bedrooms share one well-appointed bathroom, making morning routines a breeze. Laundry room is convenient to all bedrooms. This all concrete block construction home also includes smart home technology for control via smart devices. *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: Under Construction. Introducing the Pearson townhome in Evergreen, offering modern elegance and functionality. The spacious living area, gourmet kitchen, and three bedrooms provide comfort and style. Features include smart home technology and a one-car garage. Perfect for modern living, blending sophistication with everyday convenience. *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: Under contract-accepting backup offers. Situated in the sought-after Windsor at Westside, this professionally furnished 8-bedroom, 6-bath home is located on an oversized lot within a rare cul-de-sac, offering exceptional privacy. Short-term rentals are permitted, making this an ideal vacation home or investment property. Highlights include granite countertops in the kitchen and baths, stainless steel appliances, tile flooring throughout main living areas and bathrooms, and upgraded lighting in the kitchen and dining area. Enjoy outdoor living with a screened pool, paver deck, and covered lanai overlooking a serene preserve. Residents enjoy resort-style amenities featuring a 10,000 sq. ft. clubhouse, heated pool and spa, lazy river, fitness center, sports courts, game room, restaurant, and bar. Community services include landscaping, internet, cable, and valet trash. Conveniently located minutes from Disney, shopping, golf, and major attractions.

Listing is courtesy of: KRESSLER REAL ESTATE (407-864-2184)

Listing Agent: Andre Kressler (407-864-2184)

Remarks: CUSTOM BUILT 2025 4 bedroomS 2.5 bathrooms in the rapidly growing Poinciana community. This brand new, spacious property is designed to balance comfort, functionality, and style. It features beautiful 24x48 porcelain tile floors and an open concept design. The gourmet kitchen is a dream, with sleek contemporary finishes and 42" Kitchen Cabinets and plenty of storage space. The amazing floor plan creates a perfect balance of privacy and spaciousness, highlighted by a large primary suite complete with an ensuite bath and walk-in closet. Located in a community with access to top schools, parks, shopping, and major highways, it is designed for both relaxation and entertaining. Available now for immediate move in Schedule your tour today and make this beautiful home yours.

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

Listing Agent: Muhammad Gadit (407-908-1061)

Remarks: STUNNING FULLY FURNISHED 4 BEDROOM, 4.5 BATH COTTAGE WITH PRIVATE HEATED POOL & SPA AT MARGARITAVILLE RESORT ORLANDO! This exceptional home offers FRONT BALCONIES ON BOTH THE SECOND AND THIRD FLOORS. Step inside to a bright, open-concept living space designed for comfort and entertaining. The spacious living room flows seamlessly into the kitchen, showcasing QUARTZ COUNTERTOPS, STAINLESS STEEL APPLIANCES, ample cabinetry, and generous prep space. "WOOD" TILE FLOORING and CEILING FANS throughout. The first floor includes a HALF BATH and HIGH-CAPACITY WASHER AND DRYER. Upstairs, each bedroom is thoughtfully designed with its own bathroom. Enjoy true indoor-outdoor living with direct access to the PAVED PATIO, where your PRIVATE HEATED POOL AND SPA. MRO Approved furniture and housewares package INCLUDED in the list price. That means high-end furnishings, blinds, drapes, TVs, artwork, kitchen essentials, dishware, linens, and more. Enjoy access to a one-of-a-kind resort lifestyle with multiple pools, restaurants, bars, live music, fitness center, on-site water park, retail shops, and more. And the location? Just minutes from Walt Disney World and Central Florida’s world-famous attractions.

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

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

Remarks: BRAND NEW ROOF (Dec 2025) & SKYLIGHTS! Welcome to this amazing and cozy 3-bedroom, 2.5-bath family home that perfectly blends comfort, functionality, and charm. Situated on a spacious lot with over 1,800 square feet of living space, this home features a layout built for comfortable everyday living with plenty of opportunity to make it your own. Located on a desirable corner lot, this home offers an inviting layout designed for both everyday living and entertaining—and is just a short drive to major retailers and Orlando’s most popular attractions. Inside, you’ll find a spacious living room along with a versatile family room currently being used as a home office, giving you flexibility to fit your lifestyle. The family room features a cozy fireplace, creating the perfect spot to relax and unwind. A separate dining room adds the ideal space for hosting gatherings and special meals. Step through the elegant French doors into your own private retreat—a 300 sq ft screened-in lanai, perfect for relaxing or entertaining year-round. The fully fenced backyard is large, shaded by beautiful mature trees, and offers plenty of space for outdoor living, pets, play, or future additions, all while creating a peaceful and private outdoor setting. Enjoy the convenience of all appliances included—range, refrigerator, microwave, dishwasher, washer, and dryer—making this home truly move-in ready. A two-car garage and wired security cameras provide added comfort and peace of mind. A perfect blend of comfort and functionality, this home truly stands out—don’t miss your chance to make it yours!

Listing is courtesy of: PREMIER REALTY OF TAMPA (813-265-3100)

Listing Agent: Dustin Patton (931-787-6358)

Remarks: Under Contract as of 03/19/2026

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

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