Kissimmee Single Family Homes For Sale - 1674 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: 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: 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: 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)

Remarks: This home offers 3 bedrooms plus a versatile bonus room, approximately 1,500 sq ft of living space, built in 2001. Located in the established Emerald Pointe community with low HOA. Major updates: Roof 2017 and AC replaced in 2011. Inside, you’ll find a functional layout with comfortable living and dining spaces that flow naturally. The kitchen is spacious with plenty of countertop space and cabinetry. The bonus room gives you flexibility — perfect for a home office, gym, playroom, or even a 4th bedroom setup. Step outside to your fully fenced backyard with a private pool in a lovely screened enclosure! Ideal for relaxing, entertaining, and enjoying Florida living year-round, with a great balance of pool deck and green space. Location is key — just minutes to the Turnpike plus easy access to top-rated schools. This is a strong opportunity, especially for buyers looking for space, a pool, and low HOA. Call today to see this lovely home!

Listing is courtesy of: FLORIDA LUX LISTINGS, LLC (305-906-2452)

Listing Agent: Kelly Foster (321-946-1004)

Remarks: MOVE-IN READY! 4 Bedroom, 2 Bath home located in the highly desirable Poinciana Villages community! Enter the home to a split bedroom floor plan featuring a formal living/dining area and a spacious kitchen that opens up to the family room. The primary bedroom is complete with a walk-in closet and en suite bathroom with a dual sink vanity and walk-in shower. There are 3 additional bedrooms and a guest bathroom with a bathtub. This property features a spacious backyard with plenty of room for a lounge set, dining area, BBQ grill, garden, and more. Recent updates include FRESH INTERIOR PAINT AND BRAND NEW CARPET! NEW ROOF 2023. Located minutes from public schools, community amenities, and Poinciana Towne Center, offering a variety of grocery stores and dining. The Association of Poinciana Villages features several parks & playgrounds, a fitness center, an aquatic center, and resort-style pools. HOA Monthly Fee includes Cable TV + Internet!

Listing is courtesy of: THE REALTY MEDICS (321-947-7653)

Listing Agent: Nicole Shweky (954-895-0603)

Remarks: Epic listing with income potential over $110,000!!! Stunning 9-bedroom, 5-bathroom turnkey home with private pool and serene conservation views in the highly sought-after Storey Lake community. This fully furnished, custom-designed short-term rental property is a true standout, combining luxury, comfort, and advanced smart home technology to deliver an exceptional guest experience and strong investment potential. Step inside to discover a thoughtfully upgraded interior featuring custom ceiling beams, a striking stone accent wall, and three modified owner closets for added storage. The open-concept layout flows seamlessly into a beautifully appointed living and dining space, perfect for entertaining large groups. The home is equipped with cutting-edge cell-based automation and security systems, including an intelligent alarm system, remote-controlled pool and spa heating, multiple digital locks, smart thermostats, a FreshAire smoking detection system, Minut Noise Control, video doorbell, and three cloud-based security cameras. Additional upgrades such as Rachio smart irrigation and AC Guardian help optimize efficiency and reduce utility costs. Designed to impress, the home features several immersive themed bedrooms, including a Toy Story-inspired room, a magical wizard-themed bunk room, and a princess suite with a backlit castle headboard. Additional bedrooms include subtle themed designs inspired by icy fantasy and adventurous mountain settings, along with spacious king suites for added comfort. Entertainment is unmatched with a dedicated home theater featuring an 85-inch flat-screen TV, complemented by a total of 11 TVs throughout the property. Outdoor living is equally impressive, with a private screened-in pool, upgraded landscaping, ambient lighting, and privacy screens creating a relaxing and inviting atmosphere. A paver front patio adds to the home's curb appeal. Ideally located just minutes from world-class attractions, shopping, dining, and entertainment, this property offers both convenience and tranquility—perfect as a high-performing vacation rental or luxury second home. Don’t miss this rare opportunity to own a fully equipped, income-producing property in one of Central Florida’s premier resort communities.

Listing is courtesy of: EPIC FLORIDA REALTY LLC (407-553-3313)

Listing Agent: Casey Hatfield (407-473-6921)

Remarks: Step into your own private retreat featuring a sparkling private pool, ideal for relaxing days in the sun or entertaining guests year-round. Located just minutes from Disney, world-class attractions, and premier golf courses, this home sits in one of the most desirable and in-demand areas for both homeowners and vacation renters alike. This property is being sold fully furnished and completely move-in ready—thoughtfully designed and equipped to immediately start generating income or provide effortless enjoyment from day one. Even better, with active vacation rental bookings on the calendar, offering a seamless transition for the next owner. No setup. No downtime. Just turn the key and start earning revenue—or start relaxing. Opportunities like this are rare: a turnkey investment property and personal retreat all in one.

Listing is courtesy of: ALIGN REAL ESTATE LLC (305-389-2922)

Listing Agent: Aarohi Shah (407-399-6496)

Remarks: Welcome to this well-maintained 4-bedroom, 2-bath single-story home, thoughtfully priced below market value for a great opportunity. Featuring a desirable split floor plan, this home offers both privacy and functionality, with spacious living areas and no carpet throughout for easy maintenance. The home has been well cared for and includes a new HVAC system installed in 2025 and a newer roof, providing added value and peace of mind. Enjoy a fully fenced backyard, perfect for relaxing, entertaining, or pets. With a low HOA of just $100/month, this property offers affordability without sacrificing convenience. Ideally located near shopping, dining, and major roadways, this home combines comfort, value, and location. Perfect for homeowners or investors alike.

Listing is courtesy of: AXEN REALTY, LLC (480-399-1218)

Listing Agent: Jayssa Roman (407-963-2015)