Kissimmee Single Family Homes For Sale - 1674 homes

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: 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: 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: 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: Discover this beautifully designed two-story home in the highly desirable Kissimmee area, offering 4 bedrooms and 2.5 baths with plenty of space for comfortable living. The layout includes a formal living and dining room perfect for hosting, along with a cozy family room for everyday relaxation. The open kitchen is fully equipped with stainless steel appliances, ample cabinet space, a large pantry, and a central island with breakfast bar seating. * The master suite is conveniently located downstairs and features a walk-in closet and a private bathroom with dual vanities, a garden tub, and a separate shower. Upstairs, you’ll find a versatile bonus room, three additional bedrooms, and a full bathroom. Additional highlights include a laundry room with washer and dryer, a two-car garage, and a covered Lanai that overlooks a spacious backyard—perfect for entertaining. * This home also includes a solar panel system, providing significant energy savings. Come and experience everything this property has to offer! Please note that information recorded in the MLS is intended to be accurate but is not guaranteed. HOA fees and regulations, as well as square footage, room sizes, and lot dimensions, should be independently verified.

Listing is courtesy of: TOP SAVING REALTY (407-846-0573)

Listing Agent: Sonya Dietsch (407-666-4515)

Remarks: Welcome to 331 Pendant Court, an exceptional 8-bedroom, 7-bathroom fully furnished vacation home located in the prestigious gated community of Encore at Reunion. This turnkey property is designed for effortless enjoyment and investment, featuring a private pool and spa for ultimate relaxation, and a converted garage game room that adds fun for all ages. Just minutes from Disney, Universal, world-class golf, and endless shopping and dining, the location couldn't be more ideal. Inside, you'll find stylish, spacious living areas perfect for large families or groups, with upscale finishes and modern decor throughout. As part of Encore Resort, owners and guests enjoy access to top-tier amenities including a thrilling water park with slides and splash zones, on-site dining, a fitness center, sports courts, concierge services, and complimentary shuttle service to theme parks. Whether you're looking for a luxurious family escape or a high-performing rental property, 331 Pendant Court offers the perfect blend of comfort, convenience, and income potential.

Listing is courtesy of: TEAM DONOVAN (407-705-2616)

Listing Agent: James Donovan (407-705-2616)

Remarks: HURRY THIS GREAT 3 BEDROOM TO BATH HOME IS WAITING FOR YOU! This home is located in the ever-growing community of poinciana. Shopping and dining are just a short drive away. 40 minutes from Disney World, Universal Studios and many more attractions. The homes roof was replaced in 2018 as well as the water heater. The Air conditioner was replaced in 2023.home has been freshly painted inside and out, plus the garage floor and walls! Hurry this home is waiting for you.

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

Listing Agent: William Miranda (407-460-0738)

Remarks: PRICE REDUCED! BACK ON THE MARKET! Fully furnished (Turn Key) 4-bed, 2.5-bath home with BRAND NEW KITCHEN CABINETS (August 2025), NEW ROOF (May 2024) EXTRA BLOWN-IN INSULATION in the attic (August 2025), fresh exterior paint (June 2024), and new water heater (June 2025). Enjoy a private heated pool with serene pond views and no rear neighbors — all with no HOA restrictions. Good for SHORT TERM RENTALS! • Open floor plan with natural light • Downstairs master suite with walk-in closet and en-suite bath with tub and separate shower stall • Enclosed pool area perfect for relaxing or entertaining • Just 6 miles from Disney, near shopping, dining, hospitals, pharmacies, Margaritaville Resort, H2O water park, and entertainment • Short-term rental allowed — great investment opportunity! • Move-in ready — just bring your suitcase. Schedule your showing today before it’s gone!

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

Listing Agent: Alex Macherione (407-592-2148)

Remarks: A Remarkable Investment Opportunity. Discover the charm of this beautifully remodeled home located in a vibrant Spanish-style community of Villa Sol with tile roof homes. Situated just 25 minutes from Disney World, Universal Studios, and other theme parks, this property offers easy access to major highways and the Lake Nona Medical City. This exclusive community stands out with its vacation rental certification, making it perfect for those looking to generate income through short-term rentals. Residents and guests can enjoy the community’s amenities, including a spacious clubhouse and a pool. This home offers a new porch, blending comfort with style. The home is freshly painted inside!New refrigerator! The community is a gated community and the HOA fee includes, Lawn Maintenance, internet and cable. Schedule your showing today and envision the possibilities!

Listing is courtesy of: ORLANDO REGIONAL REALTY (407-751-2111)

Listing Agent: Kimberley Beaudry (407-408-5194)