Kissimmee Single Family Homes For Sale - 1650 homes

Remarks: Under contract-accepting backup offers. Short Sale. Short Sale – Home with Great Potential! Welcome to this 5-bedroom, 3.5-bath custom home on 2.38 private acres at the end of a secluded dead-end street. This property offers the perfect mix of space, privacy, and opportunity. Enjoy outdoor living with a pool, covered porch, and outdoor kitchen—ideal for entertaining. A 4-car garage with attached workshop and plenty of space for RVs, boats, and trailers makes this home perfect for hobbyists and adventurers alike. Inside, you’ll find a spacious kitchen with matte granite countertops, Wolf appliances, Sub-Zero fridge, and travertine flooring. Custom touches include tongue-and-groove Aspen ceilings, Pecky Cypress wood accents, and cedar-lined closets. The space above the garage, was used as a gym, offers flexibility, convert it into a rental, guest suite, or office. While the well is not currently working, this property is filled with potential to be transformed into your dream retreat.

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

Listing Agent: Jessica Estrada (863-409-1771)

Remarks: Located just 25 minutes from Disney!!! This beautiful Mediterranean-style 4 Bedroom, 3.5 Bath home in the gated Brighton Lakes community offers 4,198 sq ft of living space. This rare property includes a multi-generational living area and three full kitchens with all appliances—ideal for extended family or flexible use. Interior features include imported Mahogany hardwood floors, an open floor plan, and a spacious master suite with double walk-in closets and a spa-style bath with a jacuzzi tub. The covered lanai provides a peaceful water view, perfect for relaxing or entertaining. Conveniently located near shopping, dining, and major conveniences. Lender credit available with seller’s preferred lender.

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

Listing Agent: Virginia Doherty (321-374-0213)

Remarks: Welcome home!!! Spacious 4 bedrooms 2 bath home with open floor plan & fenced backyard. Large living/dining room combo features wood panel ceiling decor, plant shelf & Chandeliers. Kitchen has eat in space, breakfast bar over looks the family room with sliding doors that leads to your 24x12 enclosed Florida room with AC with attached 12x10 storage room. Primary bedroom features walk-in closet, Shower, garden bath, and dual sinks. Inside Laundry with washer and dryer included. New A/C (Jan 2026), New water heater (2025) Solar Panels (2023). Great location minutes to turnpike, shopping and restaurants. Less then 10 miles to Orlando airport and Lake Nona.

Listing is courtesy of: NONA LEGACY POWERED BY LA ROSA (407-270-6841)

Listing Agent: Norquy Pagan (407-738-2276)

Remarks: Pool Home Just Minutes from Disney & Margaritaville! Welcome to 2823 Drifting Lilly Loop, a 3-bedroom, 2-bathroom pool home located in the highly sought-after Oak Island Cove community—just 3 miles from Walt Disney World and the vibrant Margaritaville Resort. Whether you're searching for a primary residence, investment opportunity, or a high-performing short-term rental, this home checks all the boxes. Step inside to an impressive foyer that opens into a bright, airy living space with vaulted ceilings, ceramic tile flooring, and an abundance of natural light. The open-concept kitchen, dining, and living room create the perfect layout for entertaining or relaxing with family. The spacious primary suite offers private pool access, a walk-in closet, and a luxurious en-suite bathroom featuring a spa/jacuzzi tub. Two additional bedrooms are thoughtfully situated on the opposite side of the home, ensuring privacy for guests or family, and are served by a full guest bath. Sliding glass doors lead out to your private oasis—a covered lanai and screen-enclosed heated pool and spa with an extended deck, ideal for year-round enjoyment. Highlights Include: Newer AC system & pool pump, & Low HOA fees, Located just off Highway 192, you’re minutes from world-class shopping, dining, and entertainment at Sunset Walk, plus easy access to major highways and all of Central Florida’s top attractions. With new developments and attractions continually emerging, this home puts you at the center of it all.

Listing is courtesy of: PREMIUM PROPERTIES REAL ESTATE (407-380-2800)

Listing Agent: Tj Connor (407-340-8385)

Remarks: LOCATION, LOCATION, LOCATION! Welcome to this beautifully maintained 4 spacious bedroom, 2.5 luxurious bathrooms, this single-story home is located in the highly desirable gated Tapestry Community area, this home also features a spacious open floor plan and offers an exquisite blend of modern design and timeless elegance on one level. Upon entering, step into a foyer with two adjacent bedrooms that opens up to a kitchen built for entertaining. The kitchen features a large island complimented by granite counter tops, stainless steel appliances, and a chef-worthy walk-in pantry and spacious cabinetry in a rich dark brown finish that provides both style and ample storage. Just off the gathering room, the master suite features tray ceilings, an oversized walk-in closet, and a spa style master bath with a double sink vanity, ceramic tile in main areas and luxury vinyl flooring in all bedrooms. Large sliding glass doors flood the space with natural light and lead to a beautifully upgraded covered and screened in lanai with tile flooring and a fenced in backyard, perfect for relaxing or entertaining year round, providing a private oasis for relaxation and recreation. The home also includes a washer and dryer for added convenience. A two car garage with an automatic door opener adds even more ease to daily life. This home delivers outstanding value, privacy and modern living without the wait of new construction. This home is equipped with a comprehensive security system, including four exterior cameras (positioned at each corner of the property) , motion sensor security lighting, and a Ring doorbell system for added peace of mind. Conveniently located near The Loop shopping center, major highways, dining, and world class attractions, this home offers the perfect blend of comfort, security and convenience. Community amenities include: guard gated 24/7, resort style pool, a state of the art fitness center, clubhouse, parks, playground, dog park, walking trails, grills, etc. Don't miss this incredible opportunity to own a beautiful home in one of Kissimmee's most sought-after communities! Schedule your private tour today.

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

Listing Agent: Gladys Levy (407-953-9641)

Remarks: Just Lowered Price $5,000! Welcome to resort-style living in the Four Seasons at Orlando 55+ community. This highly upgraded St. Lucia model blends coastal elegance with a relaxed tropical lifestyle. Step inside to an open and inviting living space featuring wood-look tile flooring, 8-foot doors, tray ceilings, designer lighting, and ceiling fans throughout. The split-bedroom floor plan offers excellent privacy for guests. The expanded great room is a builder upgrade, and complete with a dry bar, creates the perfect space for entertaining friends and family. The gourmet kitchen is designed for both style and function, featuring a granite island, soft-close cabinetry, GE Profile appliances, gas cooktop, and vented hood. The primary suite overlooks the golf course and includes a tray ceiling, spa-inspired bath with dual-head shower, double vanity, and walk-in closet. Relax and enjoy Cape Canaveral rocket launches from the front porch and breathtaking sunsets from the covered rear lanai and fenced yard. There is room to add a private pool if a buyer wants one. The HOA includes lawn care and irrigation, allowing you to enjoy a low-maintenance lifestyle. Community amenities feature clubhouses, resort pools, spa, tennis, pickleball, fitness center, and a full-time activities director. Ideally located near Disney, Universal Studios, shopping, dining, and with convenient access to Orlando & Tampa airports and both coast beaches. Seller is a licensed Florida Realtor.

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

Listing Agent: Vinnie Warren (407-516-9612)

Remarks: Under contract-accepting backup offers. Welcome to Reedy Reserve in Kissimmee! Built in 2018, this well-designed one-story home offers 4 bedrooms, 2 bathrooms, and a 2-car garage, all set on a premium pond-view lot with no front or rear neighbors. The open floorplan flows effortlessly from the kitchen to the living and dining areas. The kitchen features 18” tile, a closet pantry, and stainless GE appliances—all included. An indoor laundry room comes complete with washer, dryer, and overhead storage. The spacious primary suite offers a relaxing ensuite bath with soaking tub, walk-in shower, dual sinks, and a private water closet. Three additional guest bedrooms are generously sized and feature French-door style closets for convenience. The view in the backyard is a beautiful, private water view complete with birds and ducks! Community features include a community pool with cabana and restrooms overlooking the water. The home is priced with carpet replacement in mind—an excellent opportunity to make it your own. Fantastic location close to shopping, dining, and major roadways, with easy access to all the attractions Central Florida has to offer!

Listing is courtesy of: GODWIN REALTY GROUP (407-957-9545)

Listing Agent: Melissa Godwin (407-957-9545)

Remarks: Under Construction. The Allex floorplan offers 3 bedrooms, 2 bathrooms, and 1,504 sq ft of living space. Features include open living areas, a covered lanai, quartz countertops, stainless-steel appliances, and a walk-in pantry. Spacious bedrooms include carpeted floors, closets and natural light. The primary bedroom has an attached bathroom with a walk-in closet and double vanity. 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: PRICED BELOW MARKET for quick sale! Experience the Florida resort lifestyle! This light and bright, superbly maintained home will be your sunshine, and customized retreat. Clean, crisp, bright colors in paint and tile throughout! Whether you're looking for a primary residence with Resort-style living, an exciting vacation home for you & the family, or an income-producing investment property, look no further! From the moment you open the door you are welcomed with water views beyond your private pool! The entertaining style kitchen is adjacent to your family room boasting double height ceilings and a view of the balcony loft on the second floor. It also boasts all SMOKED STAINLESS STEEL APPLIANCES! The breakfast space is situated by the large glass doors to take advantage of the BREEZY POND VIEW, offering the option to open up the doors and dine with a fresh breeze and the view of your private pool and pond. The home boasts multiple upstairs bedrooms, several with their own ensuite bathrooms making it perfect for larger families and very desirable for rental guests. Ascending the staircase, there is a wide loft area splitting walkways to the 5 bedrooms spaced across the second floor. A huge second Master with en suite is located to the right just as you pass 2 smaller bedrooms, (QUEEN/TWIN size) that share a bath with tub and shower. On the left are Two additional Queen rooms, again, each have their own full ensuite, one with a pond view, the other with palm tree views. Sunny and peaceful refuge in both lovely, ample sized rooms. The converted garage area is currently open to be a game room, or home gym or theatre room with plenty of room for comfortable sofa or recliner seating, or a combination of the 3. The standout feature; the east-facing pool area boasts the most stunning sunrises over the beautiful pond and wooded areas offsetting the playground and viewing benches. The lanai is resort-picturesque and has a sprawling covered area with ceiling fans and room for two large dining areas. Additional features: Dual zoned smart NEST thermostats for each floor, an attic cooling fan, split HVAC in the game room/theatre/garage, LED efficient exterior and interior lights throughout, RING alarm system with exterior cameras and DC efficient ceiling fans throughout the interior and the Lanai! Truly a smart home! The home is located in the boutique, resort style community of SEASONS, a favorite return destination of international and domestic vacationing guests, due to its ideal location.(15 minutes to Disney, and dining choices from famous fasst food to 5 star dining.) HOA fees include landscaping and community common area care. This superbly maintained home is priced under market for quick sale and an opportunity you do not want to miss!! SATURDAY is your day to view your new home!

Listing is courtesy of: VYLLA HOME (813-947-7996)

Listing Agent: Tammi Campbell (718-908-0127)

Remarks: More Home for Your Money – Now $5,000 Less! Move right into this beautifully maintained single-family home featuring a bright, open-concept floor plan designed for modern living. Enjoy upgraded appliances, 3 spacious bedrooms, 2 full bathrooms, and a versatile bonus room—perfect for a home office, playroom, media space, or whatever suits your lifestyle. Ideally located near shopping, dining, parks, and everyday conveniences, this home offers the perfect balance of comfort and accessibility. Don’t miss out on this incredible opportunity!

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

Listing Agent: Kris Bhoj (407-257-8864)

Remarks: Beautiful 3 bedrooms, 2 full bathrooms. Located quiet and desirable subdivision of Sedona, Kissimmee Florida. The home also includes a 2-car garage for convenient parking and extra storage. Brand New AC unit 2026, and New Fence will be placed. Located near major roads and highways, this home offers easy access to shopping plazas, restaurants, medical offices, and entertainment. Plus, you’re just about a 30-minute drive from Orlando’s world-famous theme parks! With thoughtful updates, a fantastic location, and a welcoming layout, this Kissimmee gem is ready to find its forever homeowners. Make your move on this home quick before its gone.

Listing is courtesy of: TRUST HOME REALTY LLC (407-614-7253)

Listing Agent: Fernando Leano (407-468-6726)

Remarks: Stunning 8-Bedroom Vacation Home in Windsor at Westside Resort - Perfect for Large Families and Groups! Located just a short drive from all of Orlando’s world-famous theme parks—including Disney, Universal Studios, SeaWorld, and Legoland—this fully furnished 8-bedroom, 6-bathroom vacation home offers the perfect escape for large families or groups looking for luxury and convenience. This spacious home is designed to accommodate many guests with plenty of beds, plenty of room for everyone to relax and unwind. The home features a beautifully appointed interior with a modern design, a fully equipped kitchen, and a large living area. With a range of sleeping arrangements, everyone can have their own space to recharge after a day of adventure. Outside, the fun continues! The home boasts a stunning private pool and spa, ideal for relaxing or entertaining in the Florida sunshine. The covered lanai is the perfect spot for outdoor dining, while the sparkling pool provides a refreshing retreat. Whether you're soaking in the hot tub or lounging by the pool, the outdoor area is designed for ultimate comfort and relaxation. As a resident of Windsor at Westside Resort, you'll have access to the community’s incredible amenities. The 10,000 sq. ft. clubhouse is a hub of activity, offering a state-of-the-art kid’s activity center, a free game room, and a zero-entry resort-style pool complete with a waterslide, lazy river, and kid's water playground—ideal for keeping the little ones entertained for hours. For those looking to relax and unwind, the Tu Casa Bar & Lounge offers poolside dining with a full-service bar featuring your favorite drinks, from frozen cocktails to wine and beer. The resort’s amenities ensure there’s something for everyone, whether you're looking to stay active, relax, or socialize. This vacation home is a turnkey investment, being sold fully furnished and move-in ready—all you need is your clothing! Whether you're looking for a vacation home to enjoy with family and friends or a high-performing vacation rental investment, this home is the ultimate choice. With its prime location and exceptional amenities, Windsor at Westside Resort is a premier destination and a must-see for any investor or vacationer seeking a home away from home. Don't miss out on this incredible opportunity—schedule your showing today! ALL INFORMATION IS INTENDED TO BE ACCURATE IT IS THE BUYER AND BUYERS AGENT'S RESPONSIBILITY TO VERIFY ALL INFORMATION.

Listing is courtesy of: FLORIDA IN MOTION REALTY INC (407-947-2757)

Listing Agent: Eugene Petriella (321-299-8766)

Remarks: One or more photo(s) has been virtually staged. Under Construction. This new single-story Kitson boasts a modern and low-maintenance design ideal for any lifestyle. An open-concept floorplan blends the kitchen, living and dining areas for seamless transitions and everyday multitasking. Two secondary bedrooms are tucked away to the side of the home, with a lavish owner’s suite nestled 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: 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. Introducing the new and exciting Sentosa! This elegant four-bedroom home provides convenient single-story living. An open-concept floorplan maximizes interior space and encourages seamless transitions between a modern kitchen, elegant dining room and comfortable family room. Three secondary bedrooms are tucked away to the side of the home, while a luxurious owner’s suite is nestled 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: Welcome to this beautifully upgraded home featuring custom shiplap accents, granite countertops, Whirlpool appliances, and a walk in pantry in the kitchen. The cabinetry is finished with custom pulls, and the home includes updated door hardware and custom baseboards throughout for a clean, modern look. This smart home enabled property also offers a hurricane impact garage door for added peace of mind. The primary bedroom includes an electric fireplace, while the primary bathroom features a double vanity and a step-in shower. Additional highlights include an attic with plywood installed for easy access and storage, plus a well-designed split-floor plan that blends comfort and functionality. The community offers excellent amenities, including a clubhouse, pool, playground, and dog park, providing a complete lifestyle experience.

Listing is courtesy of: CENTURY 21 WATSON & MYERS REALTY (863-324-1000)

Listing Agent: Carla Miro (786-897-4081)

Remarks: Discover this well maintained 3 bedroom, 2 bathroom home offering 1,380 sq ft of comfortable living space. The home features a functional layout with inviting living and dining areas that flow into the kitchen, creating a great setup for everyday living and entertaining. The primary suite includes a private bathroom, while the additional bedrooms provide flexibility for family, guests, or a home office. Step outside to a screened-in patio with a pool—perfect for relaxing or hosting year-round. Located in a quiet residential neighborhood, this move-in ready home is easy to show and ready for its next owner.

Listing is courtesy of: SOVEREIGN REAL ESTATE GROUP (305-662-1502)

Listing Agent: Raul Pino (305-662-1502)

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: Under Construction. The two-story Durham is the largest plan in this collection and features an open space living room, along with an airy flex space perfect for an office or den. There is a private owner’s suite on the first floor with a spa inspired owner bath and fabulous walk-in closet. Upstairs is a spacious loft for an extra common area, along with four comfortable bedrooms. At the front is flex space for versatile needs and a desirable two-car garage. 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 Construction. Open flow sets the tone for the upscale Hartford floorplan. This exceptional home is complete with 4 bedrooms and 2 bathrooms. The kitchen has a lovely center island that overlooks an open café with a large family room, which is perfect for entertaining. The owner suite features a over-sized bedroom connected to a spa-inspired bathroom with his and her sinks and a fabulous 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)