Kissimmee Single Family Homes For Sale - 1550 homes

Remarks: PRICE IMPROVEMENT!!! Move in ready with negotiable furnishings perfect for a primary home, second home, or rental. This stunning 5-bedroom corner lot home in the highly sought after Creekside at Boggy Creek community features an open floor plan with plenty of space for family living and entertaining. Bright, airy living areas flow seamlessly into a well equipped kitchen, while spacious bedrooms and modern bathrooms provide comfort for everyone. Just minutes from major highways, Orlando International Airport, shopping, dining, and world-famous attractions, this home is perfect for a primary residence or a smart investment. Schedule your private showing TODAY! Move-in ready with negotiable furnishings perfect for a primary home, second home, or rental.

Listing is courtesy of: LIVE FLORIDA REALTY (863-868-8905)

Listing Agent: Shelby Samuel (863-661-5940)

Remarks: Under Construction. The Archer is a 3-bedroom, 2-bathroom home offers 1,328 sq ft of living space, a two-car garage. It features an open-concept layout, a kitchen with island and quartz countertops, and a Home is Connected smart home technology package. Contact for more information. *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. Welcome to Concorde Estates — where comfort meets convenience! Step inside this bright and inviting three-bedroom, two-bath home tucked within one of the area’s most desirable neighborhoods. Sunlight pours through every room, highlighting the spacious layout and warm tile floors. A cozy den provides the perfect nook for a home office or quiet reading space, and the indoor laundry room keeps chores out of sight. The open-concept living area flows easily into a stylish kitchen featuring a generous island, modern appliances, and plenty of cabinet space — ideal for both family dinners and casual entertaining. The primary suite offers a peaceful retreat with a large closet and a spa-like ensuite complete with a freestanding tub. Step through the sliding doors onto your screened-in back porch, where you can sip morning coffee in privacy and enjoy your fenced yard with room for pets or play. Concorde Estates spoils its residents with a clubhouse, fitness center, resort-style pool, tennis courts, park, and playground — all just a short stroll away. This home checks every box for comfort, style, and convenience. Don’t let it slip away — come see why life in Concorde Estates feels like the perfect fit.

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

Listing Agent: Peter Frano (757-617-0209)

Remarks: Step into luxury resort-style living in this turn-key, fully furnished 10-bedroom, 6-bath pool home located in the highly sought-after Windsor at Westside community. Approved for short-term rentals, this property is a proven income-producer and an incredible vacation retreat all in one. Designed for comfort and fun, the home features a private pool with spa, an in-home movie theater, a game room upstairs, and two themed bedrooms created especially for Disney lovers. Every detail is set up for guests to arrive and start enjoying immediately. Windsor at Westside offers 24-hour guard-gated security and world-class amenities including a clubhouse, resort-style community pool, lazy river, splash zone, fitness center, arcade room, tennis courts, basketball courts, and volleyball courts. Lawn care, cable and internet are included, and the community is pet friendly. Whether you’re looking for a high-performing vacation rental or a spacious luxury getaway near the theme parks, this home checks every box. Call today before it's gone!

Listing is courtesy of: TAL BUSIDAN PA (407-227-3001)

Listing Agent: Tal Busidan (407-227-3001)

Remarks: Welcome to this Harper Model home located in the popular community called Lake Deer Estates. This home was built in 2024 but shows"BRAND NEW". This pleasantly designed home features four bedrooms, two bathrooms, a great room, kitchen, and a laundry room. Enter in the foyer and notice the OPEN FLOOR PLAN layout. The KITCHEN features Whirlpool stainless steel appliances, soft close doors, GRANITE COUNTERS, and a large PANTRY. Relax in the Owner's Suite highlighting a walk-in closet, walk-in shower, dual sinks, and GRANITE counters. This cozy and inviting home also consists of newer carpet in the great room and all four bedrooms, 18" ceramic tile flooring, Home Smart security system, mini blinds and cam recessed lights throughout. Unwind in the cozy LANAI. Lake Deer Estates is a serene and inviting residential community, and a short drive from bustling ATTRACTIONS in Orlando. The community amenities include a community pool, dog park, and a tot park. Polk County Sheriff's Office and Polk County Fire Department both have substations near this home. MAKE THIS HOME YUOURS TODAY!!

Listing is courtesy of: BORCHINI REALTY (407-791-1789)

Listing Agent: Dale Pautz (863-669-7559)

Remarks: One or more photo(s) has been virtually staged. Welcome to this updated 4-bedroom, 2-bath home located in a quiet and desirable Kissimmee neighborhood. The home offers a functional layout with two living areas, including a spacious second living room and two bedrooms featuring high-quality luxury vinyl plank flooring. The main living room, kitchen, and remaining bedrooms are finished with high-quality tile flooring throughout. The home also features an updated kitchen, fresh interior paint, and a new water heater, providing both style and peace of mind. Additional highlights include a 2-car garage, two separate driveways offering ample parking, and a detached storage unit in the backyard—ideal for tools, equipment, or extra storage. A move-in-ready home with tasteful updates in a peaceful setting, suitable for both owner-occupants and investors.

Listing is courtesy of: REALTY HUB (407-900-1001)

Listing Agent: Ariel Senderowsky (813-692-0007)

Remarks: Seller Motivated. Charming 3-Bed, 2-Bath Home in the Heart of Kissimmee! Discover this beautifully maintained home with 3 bedrooms, 2 bathrooms, and unbeatable solid bones. With a roof, electrical, and plumbing system all updated just 2 years ago, this property is move-in ready and built to last. Nestled in the heart of Kissimmee (34743), this home offers unparalleled convenience. Located just 2 minutes from the Walmart Supercenter and steps away from the Turnpike North/South exit, you'll enjoy seamless access to major routes. The 417 Expressway is less than 5 minutes away, and Osceola Parkway leads you straight to The Loop shopping plaza, filled with restaurants and retail options. For entertainment lovers, Disney World and other world-class theme parks are just a quick 15-minute drive. Whether you're looking for a family home or an investment property, this gem combines comfort, location, and lifestyle. Don't miss your chance to own this Kissimmee treasure—schedule your showing today! No Site Unseen Offers. No creative financing.

Listing is courtesy of: LA REALTY SERVICES LLC (407-870-3519)

Listing Agent: Charles Maligaya (407-870-3519)

Remarks: Active Club Membership! Located in Reunion Resort, this 5-bedroom, 3 full and 2 half bathroom home offers 2,477 square feet of heated living space and is being sold fully furnished and turnkey. The main living area features high ceilings and an open layout that connects the kitchen, dining, and living spaces with direct access to the outdoor area. The screened-in pool and spa are heated and accompanied by a covered lanai and a convenient exterior-access half bathroom. The primary bedroom suite is located on the first floor and includes a walk-in closet, dual vanities, a soaking tub, and a separate shower. Also on the first floor are the laundry room and an additional powder room for guests. Upstairs, there are four additional bedrooms along with two full bathrooms, providing a functional layout for guests or larger households. A detached two-car garage is located at the rear of the property, completing a setup well-suited for use as a primary residence, second home, or short-term rental investment. Spanning 2,300 acres just 7 miles south of Walt Disney World, Reunion Resort is the only destination in the world featuring 3 signature golf courses designed by Jack Nicklaus, Arnold Palmer and Tom Watson. Reunion is also home to the Leadbetter Golf Academy. Onsite dining options include Eleven, 7593 Chophouse, Traditions, Grande Lobby Sushi Bar, the Clubhouse, the Cove, and Drifters at the waterpark. The water park features a lazy river, slides, outdoor games, and an aquatic playground. The gift shop in the Grande offers sundries and Starbucks coffee. Complimentary shuttles to the Disney transportation and ticket center leave from the Grande daily. Additional amenities include Camp Reunion, the tennis and pickle ball center, bocce ball, miniature golf, foot golf, fitness center, playgrounds, dog park, various community pools including a roof top pool on the 11th floor of the Grande, and more. Zoning for short term rentals allows homeowners to rent their property by the night providing a great opportunity for investors. Reunion also works great as a primary residence or a private vacation retreat. The resort offers three separate 24 hour guard gated entries and one owner/resident only entry.

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

Listing Agent: Luis German, Pa (407-718-0039)

Remarks: Your Dream Home Awaits in Sunset Lakes! Welcome to a home that truly has it all! Perfectly situated ON THE WATER, this stunning Sunset Lakes property combines modern upgrades with timeless elegance to create the ultimate Florida living experience. Step inside to discover a beautifully maintained interior featuring sleek modern flooring, a freshly painted finish throughout, and a BRAND-NEW POOL HEATER WITH WARRANTY. The home also offers peace of mind with a ROOF REPLACED IN 2021 and an AIR CONDITIONING SYSTEM INSTALLED IN 2020. FULLY FURNISHED and offering 5 SPACIOUS BEDROOMS—including TWO MASTER SUITES (one upstairs and one downstairs)—this home is perfect for families or hosting guests in complete comfort. The pool area has been COMPLETELY REMODELED to elevate your outdoor lifestyle, featuring a BRAND-NEW HEATING SYSTEM, ALL-NEW PUMPS AND VALVES, and a FULLY UPGRADED MECHANICAL SETUP—ensuring efficiency and reliability year-round. The outdoor spaces are nothing short of breathtaking. An EXTENDED POOL DECK with a COVERED LANAI invites you to soak up the Florida sunshine or enjoy evening cocktails with TRANQUIL LAKE VIEWS. The upstairs master suite opens to a PRIVATE BALCONY, where STUNNING SUNSETS paint the skies in vibrant hues. This is more than just a home—it’s a lifestyle. Imagine waking up to SERENE LAKE VIEWS, spending days lounging by your PRIVATE POOL, and evenings dining under the stars. This property is truly a RARE FIND and won’t be available for long. The community features a shared swimming pool, a playground, and two serene lakes—one of which includes a community deck, perfect for fishing or simply taking in the breathtaking sunset views. Contact us today to schedule a private viewing!

Listing is courtesy of: THE FLORIDA LOUNGE REALTY LLC (786-241-7619)

Listing Agent: Alessandra Jardim (786-277-6005)

Remarks: Under contract-accepting backup offers. Welcome to your new home! This charming and move-in ready property offers a bright and welcoming interior with neutral tones and lots of natural light. The open-concept living and dining area is perfect for relaxing or entertaining, featuring soaring ceilings and multiple windows. The cozy kitchen overlooks the living space and includes ample counter space and a breakfast bar. The spacious bedrooms are designed for comfort, with tile floors throughout and plenty of closet space. The primary bathroom features a double vanity, a soaking tub, and a separate walk-in shower. Step outside and enjoy a peaceful setting with easy access to local amenities, dining, shopping, and major roadways. Perfect as a primary home, vacation property, or investment opportunity — don't miss your chance to own this gem!

Listing is courtesy of: RE/MAX ASSURED (800-393-8600)

Listing Agent: Ilyas Khimani (407-234-0993)

Remarks: Welcome to this beautiful home located at 4774 Cumbrian Lakes Dr, Kissimmee, nestled inside the desirable gated community of Cumbrian Lakes with low HOA fees and a peaceful, private atmosphere. Fully paid solar panels at closing, maximizing your electricity savings! This spacious 4-bedroom, 3.5-bathroom single-family pool home offers an excellent floor plan and additional flexibility with a converted garage that includes an extra bedroom and full bathroom, perfect for guests, extended family, or additional living space. The home features upgraded flooring throughout, along with a modern kitchen and bathrooms finished with elegant stone countertops. Step outside to enjoy your heated private pool, ideal for relaxing or entertaining year-round in Florida’s beautiful weather. Major updates provide peace of mind, including a brand-new roof, HVAC system replaced just one year ago, and fresh interior paint. Conveniently located just minutes from world-famous theme parks, shopping, dining, and schools, yet tucked away inside a quiet and tranquil gated community, this home offers the perfect combination of location, comfort, and value. Whether you're looking for a primary residence, vacation home, or investment property, this exceptional property is a must-see.

Listing is courtesy of: MELENTREE REALTY LLC (407-729-1640)

Listing Agent: Gabe Porfilio (407-301-8381)

Remarks: Welcome to 4604 Southport Bay Drive, Kissimmee, FL 34759 — a beautifully maintained 4-bedroom, 2-bathroom single-family home built in 2017. This charming residence offers modern comfort, convenience, and a touch of Florida living at its finest. Step inside to find an inviting open floor plan, fully furnished and ready for you to move right in. The kitchen features sleek stainless steel appliances, ample counter space, and stylish cabinetry—perfect for home-cooked meals or entertaining guests. Enjoy the outdoors with a covered lanai and in your fully fenced backyard, complete with fruit trees that add a refreshing and natural touch to the space. Whether relaxing under the Florida sun or hosting family gatherings, this yard provides both privacy and beauty. Ideally located just one block from South Poinciana Boulevard and Pleasant Hill Road, you’ll be close to everything you need—shopping, hospitals, restaurants, and entertainment—while still enjoying a quiet, peaceful community setting. This home truly offers the best of both worlds: tranquility and convenience. Come see this beauty today—homes like this don’t last long!

Listing is courtesy of: MELENTREE REALTY LLC (407-729-1640)

Listing Agent: Gabe Porfilio (407-301-8381)

Remarks: Welcome to Eagle Pointe, where comfort, convenience, and Florida living come together. This spacious 4-bedroom, 3-bath home offers over 2,300 sq ft of well-designed living space and sits in one of Kissimmee’s most desirable short-term-rental-approved communities—just minutes from Disney, shopping, dining, and major attractions. Step inside to an inviting open layout with generous natural light, a blend of tile and carpet flooring, and multiple living and dining areas ideal for families or guests. The kitchen features ample counter space, a full appliance package, and direct access to the main living area, making it perfect for entertaining. The home offers four well-sized bedrooms, including a comfortable primary suite with its own private bath. With three full bathrooms, the floorplan easily accommodates larger groups, extended family, or high-occupancy vacation rental use. Outside, the property sits on a low-maintenance lot within a quiet, established neighborhood known for its walkability and proximity to Kissimmee’s resort corridor. Eagle Pointe offers a peaceful residential feel while remaining close to everything that draws visitors to Central Florida. Whether you’re seeking a primary residence, a second home, or a proven investment opportunity, this property delivers flexibility, space, and an unbeatable location.

Listing is courtesy of: EVERGREEN REAL ESTATE SERVICES (800-406-4140)

Listing Agent: Daniel Young (407-361-6236)

Remarks: The Winona is an exceptional two-story home designed for family living with a large, open family room that seamlessly connects to the adjoining kitchen and dining room, creating the perfect space for entertaining. The chef-ready kitchen is equipped with top-of-the-line stainless steel Whirlpool® appliances, gorgeous quartz countertops, and beautiful white cabinets, making it the perfect place to cook and gather. The master retreat, located on the first floor, offers a spacious peaceful escape with and an en-suite bathroom for ultimate relaxation. Upstairs, you'll find three spacious bedrooms, making this home a perfect fit for a growing family. Modern conveniences like a Wi-Fi-enabled garage door opener and lush landscaping complete this brand-new home, making it the ultimate place to live and enjoy.

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

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

Remarks: Welcome to Solivita, an award winning 55+ gated community in Central Florida known for its vibrant, resort-style lifestyle. This stunning 2024 Salina model showcases thoughtfully designed living with high end finishes throughout. From the inviting screened in front porch to the bright, open concept layout, this home is perfect for both everyday living and entertaining. The kitchen features beautiful Corian countertops, soft close cabinetry with pull out shelving, and stainless steel appliances. The living and dining areas flow seamlessly to the screened lanai with upgraded tile flooring creating the perfect space to relax and unwind. Enjoy the convenience of no carpet throughout, along with upgrades like under cabinet lighting, electric blinds, a full house water filtration system, and a laundry room with sink and designer backsplash. Ideally located just a short golf cart ride from the Village Center, you’ll have easy access to dining, entertainment, and year round events. Solivita offers an unmatched lifestyle with championship golf courses, multiple indoor and outdoor pools, state of the art fitness centers with classes, and a wide variety of amenities including tennis, pickleball, baseball field, billiards room, and gardening spaces with classes for residents to enjoy. With over 250 clubs, art studios, on site dining, and live entertainment, there’s truly something for everyone! Enjoy beautifully maintained grounds, 24/7 gated security, and HOA covered fiber optic internet and cable. Just outside the community, Poinciana Plaza offers convenient shopping and dining options. Experience low maintenance living in a home that truly has it all - schedule your private showing today!

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

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

Remarks: Welcome to this charming 3-bed, 2-bath home perfectly situated in the heart of the Village 3 community in Poinciana. Living here means enjoying an incredible lifestyle with an all-inclusive HOA that covers your high-speed internet and premium cable through Spectrum, plus access to world-class amenities: • Victory Pool: A massive resort-style pool with a walk-in entry and fun water features. • Fitness & Sports: Stay active at the renovated APV Fitness Center, indoor basketball courts, and multiple neighborhood parks. • Outdoor Fun: Explore nearby soccer fields, tennis courts, dog parks, and the upcoming Lake Marion Marina. • Community Events: Enjoy year-round festivals, food truck, nights, and holiday parades. Located with easy access to local shopping and the Vance Harmon Complex, this home is perfect for those seeking a move-in-ready property in a vibrant, amenity-rich neighborhood. Don't miss out on this fantastic opportunity!

Listing is courtesy of: HARVEST REAL ESTATE PROFESSIONALS LLC (407-754-0065)

Listing Agent: Ivett Lopez (407-421-1776)

Remarks: Short Sale. Welcome to “Bikinis & Martinis,” a unique and beautifully maintained cottage in the highly sought-after Margaritaville Resort Orlando, ideally located just steps from premier resort amenities. This 2-bedroom, 2.5-bathroom, two-story home offers a spacious and functional floor plan, making it perfect as a primary residence, second home, or vacation rental investment. Designed with inviting coastal architecture and filled with natural light, the home features an open-concept living and dining area with modern finishes throughout. The well-appointed kitchen includes quartz countertops, stainless steel appliances, abundant cabinetry, and a breakfast bar with seating—ideal for entertaining or everyday living. A large-capacity washer and dryer, ceiling fans, and thoughtful upgrades further enhance comfort and convenience. Step outside from the kitchen to your private tropical oasis, complete with a patio, lounge chairs, hot tub, lush landscaping, palm trees, and charming shell pathways—perfect for relaxing or hosting guests. Upstairs, both bedrooms offer privacy and feature en-suite bathrooms with glass-enclosed shower stalls. This home includes the Margaritaville Resort Orlando-approved “Sail Away” Ethan Allen furniture and housewares package, valued at over $25,000. Everything conveys with the sale, including blinds, drapes, TVs, artwork, kitchen essentials, dishware, linens, and more—making this property truly turnkey. Located within one of Central Florida’s most desirable resort communities, residents and guests enjoy world-class amenities, including multiple resort-style pools, a fitness center, spa services, and an on-site water park. Just a short walk away is the vibrant Sunset Walk entertainment district, featuring popular restaurants, bars, live music, retail, and family-friendly attractions. Conveniently located just minutes from Walt Disney World Resort, as well as Universal Orlando and SeaWorld, this property offers unmatched access to the best of Central Florida. Shopping, dining, and major travel routes—including Orlando International Airport—are all within easy reach. Whether you’re seeking a full-time residence, vacation getaway, or income-producing property, this exceptional cottage offers the perfect blend of location, lifestyle, and investment potential—where every day feels like a vacation.

Listing is courtesy of: CREEGAN GROUP (407-622-1111)

Listing Agent: Chris Creegan (407-622-1111)

Remarks: Under contract-accepting backup offers. this one won't last long!!! Don't miss out of this wonderful 4 bedrooms 2.5-bathroom, 2 car garage home located in the quiet neighborhood of Cypress woods community in Poinciana. this beautiful home features have ceramic tile floors, down stairs simulated hardwood floors upstairs very private backyard with a nice screening pool perfect for entertaining or relaxing.

Listing is courtesy of: PATRON REALTY LLC (407-575-7558)

Listing Agent: Raynald Murat (754-224-0465)

Remarks: SELLER MOTIVATED - PRICE TO SELL - GREAT OPPORTUNITY STUNNING FULLY RENOVATED 3 BEDROOM POOL HOME – PRIME LOCATION IN KISSIMMEE Welcome to this beautifully upgraded 3-bedroom, 1 bonus room, 2-bathroom home located and a spot available with possibility to build a one more bathroom. This property has been completely renovated with high-end finishes throughout and offers the perfect blend of elegance, comfort, and Florida lifestyle living. Fully renovated interior. Premium, first-line flooring throughout. Sophisticated wood panel accent walls. Designer-decorated bedrooms. Completely remodeled kitchen with modern finishes. Updated bathrooms with contemporary style. Extended driveway for additional parking Private heated pool with spa. Outdoor gourmet area perfect for entertaining. Beautiful pond water view with a colonial-style architectural details. Gated community for added security. The open floor plan creates a bright and welcoming atmosphere, ideal for both primary residence, vacation home, or investment property. The backyard is a true retreat, featuring a heated pool and spa overlooking a peaceful pond view — perfect for relaxing evenings or entertaining guests. This home shows pride of ownership and attention to detail in every corner. The bedroom furniture has been removed; the summer kitchen needs to be finished, and the refrigerator was removed because it was broken. Seller is highly motivated and priced to sell. Excellent opportunity in one of Kissimmee’s most sought-after areas, close to major highways, shopping, dining, and attractions.

Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)

Listing Agent: Francisco Tatagiba Junior (386-517-3488)

Remarks: Wake up every morning to peaceful waterfront views in this beautifully maintained home located inside the highly desirable gated community of Raintree at Springlake Village. Perfectly positioned just minutes from Lake Nona, Nemours Children’s Hospital, the VA Hospital, and Orlando International Airport, this home delivers the ideal combination of location, comfort, and lifestyle. Step inside and you’re immediately welcomed by soaring ceilings, abundant natural light, and a spacious open layout designed for both everyday living and entertaining. The kitchen is the heart of the home, featuring stainless steel appliances, generous counter space, and a cozy breakfast nook where mornings begin with relaxing water views. The adjoining living area offers plenty of room for gatherings while maintaining a warm, inviting feel. The split-bedroom floor plan provides privacy and comfort, with a spacious primary suite that feels like a personal retreat. Enjoy a garden tub, separate shower, dual vanities, and a large walk-in closet—the perfect place to unwind after a long day. One of the home’s standout features is the enclosed porch with brand-new sliding doors, now transformed into a bright and elegant formal dining space overlooking the water. Whether you’re hosting dinner parties or enjoying quiet evenings, this space creates a truly memorable setting. Step outside to the fully fenced backyard, ideal for pets, play, or simply relaxing while taking in the tranquil pond view. The outdoor space offers both privacy and serenity—something rarely found at this price point. Major improvements already completed provide peace of mind for years to come, including: • New Roof (2022) • Solar Panels (2022 & 2025 – paid off by seller at closing) • New A/C System (2023) • New Water Heater (2023) • New Windows Throughout (2024) Living in Raintree at Springlake Village means enjoying resort-style amenities including two community pools, tennis courts, clubhouse, fitness center, playgrounds, and beautifully maintained grounds. Homes with water views, extensive upgrades, and this level of convenience rarely last long. If you’ve been searching for a home that truly checks all the boxes—location, updates, lifestyle, and value—this is the one. Schedule your private showing today and experience it for yourself.

Listing is courtesy of: MARKET CONNECT REALTY LLC (407-250-4708)

Listing Agent: Rustin Davis (407-690-8101)