Kissimmee Homes For Sale & Real Estate - 2643 homes

Remarks: One or more photo(s) has been virtually staged. Welcome to this beautifully updated 3 bedroom, 2 bathroom first-floor condo in the heart of Kissimmee located inside a short-term rental approved community perfect for Airbnb, vacation stays, or personal use. This move-in ready unit features new flooring, an upgraded kitchen and bathroom, and brand-new appliances, giving you modern comfort without renovation headaches. Even better new windows are already scheduled for 2026, adding future value at no extra effort. The community offers a low short-term rental HOA, making it ideal for investors looking for strong cash-flow potential. Furniture is optional, so you can start renting immediately or customize it to your style. Minutes from Walt Disney World Resort, shopping malls, restaurants, and supermarkets everything vacation guests look for. Whether you’re searching for your first investment, a vacation getaway, or a hybrid property you can enjoy and rent, this affordable opportunity checks every box.

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

Listing Agent: Jessica Polanco (321-443-2442)

Remarks: Charming single-family home located in a quiet residential area of Kissimmee. The property features 2 bedrooms and 2 bathrooms, with approximately 1,008 square feet of living space. It offers a functional layout, tile flooring throughout, central air conditioning, and a spacious lot of approximately 7,800 square feet. The kitchen has been updated with newer appliances, providing a comfortable space for everyday living. The primary bedroom includes a walk-in closet. This beautiful property is conveniently located near schools, parks, and everyday amenities, with easy access to major roads. An excellent opportunity for a primary residence or investment.

Listing is courtesy of: NORKIS & CO REALTY (407-506-7070)

Listing Agent: Tania Rodriguez (321-443-0238)

Remarks: Great opportunity to own a 2-bedroom, 2-bath home in the desirable Kissimmee area! This property offers solid potential for first-time buyers, investors, or anyone looking to add their personal touch. The home has been freshly painted and features a functional layout with comfortable living spaces. While it does need some TLC, updates are minimal—items include a new dishwasher and replacement of shower handles—making this a manageable fixer-upper with plenty of upside. Conveniently located close to schools, shopping, dining, and major roadways, this home combines location and value. Whether you’re searching for a starter home or an investment opportunity, this property is full of possibilities. Bring your vision and make it your own! Sold As-Is. All Dimensions Approximate.

Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)

Listing Agent: Tom Phillips (407-580-8757)

Remarks: *** $35,000 PRICE IMPROVEMENT!!! *** Welcome to this Pristine Extensively UPGRADED LUXURY PALLAZIO model, featuring 3 Bedrooms, 3 Bathrooms PLUS Flex Room with French Doors, located in the Sought after VERSILIA subdivision in Solivita's premier GATED active, 55+ community, where thoughtful design, exceptional upgrades, and resort-style living come together. From the moment you arrive, you’ll appreciate the EXPANDED DRIVEWAY and striking curb appeal. Inside, the OPEN-CONCEPT layout showcases a STUNNING chef’s kitchen with quartz countertops, ADDITIONAL Upgraded Cabinetry with PULLOUT Shelving, designer hardware, stainless steel appliances, modern lighting, TRAY CEILINGS, and CROWN MOLDING throughout. The OVERSIZED Center Island is ideal for both everyday living and entertaining. DOUBLE POCKET GLASS SLIDING DOORS open seamlessly to the OVER EXTENDED and ENCLOSED LANAI creating a true indoor-outdoor living experience with tranquil CONSERVATION VIEWS and SPECTACULAR SUNSETS. The Lanai is already Plumbed for an OUTDOOR KITCHEN and includes exterior lighting along with a relaxing HOT TUB featuring dedicated electric and a built in ASTROTURF AREA ideal for furry friends or to use as a practice Putting Green, ideal for the avid Golfer! Interior highlights continue with a SPACIOUS PRIMARY SUITE offering a large Walk-in closet and Walk-in SHOWER with built-in benches, UPGRADED BATHS and LAUNDRY ROOM with CUSTOM TILE FLOORING and extra cabinets for storage, custom built-ins, ceiling fans, window treatments, FRENCH DOORS added to the Office/Flex room (the only home of this model with this feature), an OVERSIZED GARAGE with EPOXY-FINISHED Floors. Mechanical and Functional Enhancements include a WHOLE-HOUSE WATER FILTRATION SYSTEM and REVERSE OSMOSIS SYSTEM plumbed to the refrigerator line, WHOLE-HOUSE SURGE PROTECTION, additional electrical and outlets, GUTTERS AND DOWNSPOUTS, and EXTENSIVE DRAINAGE improvements. With over $100,000 in Documented UPGRADES, this home delivers exceptional quality, comfort, and long-term value. Solivita offers an UNMATCHED LIFESTYLE featuring two state-of-the-art amenity centers with upgraded fitness equipment, a yoga studio, meeting and lifestyle rooms, billiards room and life size chess board. It even has it's own ON-SITE PHARMACY for your convenience! Residents enjoy 36 holes of CHAMPIONSHIP GOLF with the option to join Stonegate Golf Club or pay-as-you-play, 3 on-site restaurants, 14 heated pools, INDOOR TRACK and POOL, 17 pickleball courts, 9 tennis courts, bocce ball courts, shuffleboard courts, 3 horseshoe pits, cornhole, a dog park, playground, COMMUNITY GARDEN, softball field and diamond, FARMERS MARKET every Monday and Friday and over 250 Resident Clubs for endless enjoyment year round. The HOA Fee provides PEACE OF MIND Living including LANDSCAPING, IRRIGATION and ROAD maintenance, Guard Gated SECURITY and Polk County Sheriff Mobile Patrols, AUTOMATED GATE ACCESS for Residents via license plate readers, and Fiber Optic Internet & TV service, too! With the BRAND NEW POINCIANA LAKES PLAZA right across from the entrance and Ideally Located within 45 minutes from Disney World and Orlando International Airport, Solivita offers RESORT-STYLE LIVING at its finest. Designed for comfort, functionality, and elevated lifestyle, this home truly STANDS OUT within the Solivita community! Schedule your Showing Today!

Listing is courtesy of: REAL ESTATE HOUSE FL INC (407-484-0005)

Listing Agent: Michele Vantuyl (407-305-5527)

Remarks: Under contract-accepting backup offers. Welcome to 1103 Marygon Street, a beautifully maintained 3-bedroom, 2-bathroom home offering comfort, functionality, and peace of mind. With major updates already completed, including a new roof (2022), A/C system (2021), electrical panel (2021), and water heater (2019), this home is truly move-in ready. Inside, you’ll find a bright and inviting layout with great natural light and flexible living spaces to fit your lifestyle. The kitchen features granite countertops and stainless steel appliances, providing both style and everyday convenience. The home offers a practical layout ideal for both daily living. Located in a prime Kissimmee area, you’ll enjoy easy access to major highways, shopping, dining, and schools, making commuting and everyday living simple and convenient. The outdoor space provides room to relax, entertain, and enjoy the Florida lifestyle. A must see. Schedule your private showing today.

Listing is courtesy of: ORANGE SLICE PROPERTIES (863-632-9765)

Listing Agent: Yessenia Cruz (340-226-1690)

Remarks: Highly motivated seller! Prime location! Located in the desirable Buenaventura area of Kissimmee. Just minutes from medical offices, restaurants, and shopping centers. A short drive to Valencia College – Osceola Campus, approximately 15 minutes from Orlando International Airport, and about 30 minutes from major attractions. The A/C unit and water heater were replaced in 2016, and the roof will be replaced before closing. PROPERTY IS BEING SOLD AS IS. The seller is a mortgage broker and is offering up to $5,000 toward the buyer’s closing costs if the buyer obtains financing through Sunland Capital Mortgage. https://www.blink.mortgage/partner/4TESAECS/5PKKP2QL/search

Listing is courtesy of: JOURNEY HOMES REALTY LLC (407-579-9459)

Listing Agent: Elsa Malave Llc (321-314-9901)

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Short Sale. SHORT SALE:Welcome to 716 Caribou Drive, a bright and spacious 2-bedroom, 2-bathroom home with a flexible additional space that can function as a third bedroom or home office, located in the quiet, family-friendly neighborhood of Poinciana Village 3. This single-family residence features a thoughtful layout with a spacious kitchen and dining area, a brand-new dishwasher (2024), a cozy living room filled with natural light, and a fully enclosed lanai—perfect for relaxing or entertaining with garden views. The property is equipped with hurricane shutters on all windows and doors, providing added peace of mind. The low $90/month HOA includes access to a community pool, fitness center, basketball court, parks, playgrounds, and even cable and internet, offering exceptional value. The home is conveniently located just minutes from Publix, Walmart, Home Depot, Lowe’s, and the Poinciana Medical Center, with easy access to major roadways like Poinciana Parkway, Highway 17-92, and I-4. Major attractions such as Walt Disney World, Universal Studios, and the upcoming Epic Universe theme park are only 35 minutes away. Poinciana is growing rapidly, with new developments bringing national retailers and restaurants to the area. Residents will also benefit from the upcoming retail additions at the SunRail station. Families will enjoy abundant outdoor recreational options within 15 miles, with popular spots like Vance Harmon Park and Poinciana Community Park offering a mix of sports courts, playgrounds, skate parks, and expansive green spaces. For date nights or exploring the local food scene, there’s a wide variety of restaurants offering unique culinary experiences. Fitness enthusiasts will also appreciate the proximity to top-rated gyms. Whether you’re looking for tranquility, convenience, or a well-rounded lifestyle, this home offers comfort and value in a rapidly developing community—perfect for families and professionals alike.

Listing is courtesy of: 10 STARS PROPERTY MANAGEMENT LLC (813-810-7099)

Listing Agent: Chant Karajian (813-810-7099)

Remarks: 2 BEDROOM 2 BATHROOM COTTAGE

Listing is courtesy of: FIRST STEP REALTY GROUP (786-641-6840)

Listing Agent: Kevin Velazquez (786-298-0394)

Remarks: Short Sale. Investor opportunity! Fully furnished 5-bedroom, 4.5-bath pool home ideal for use as a vacation rental or income-producing property. Designed for short-term or long-term rental potential, this spacious home offers multiple sleeping areas, generous living space, and a private pool perfect for guest enjoyment. The property is turnkey and furnished, allowing for a smooth transition to immediate rental operations or personal vacation use. Its functional layout comfortably accommodates larger groups, maximizing rental appeal and occupancy potential. Priced to sell, this is a rare opportunity for investors seeking a furnished pool home with strong flexibility and income possibilities. Schedule your showing today and secure a property built for returns.

Listing is courtesy of: REALTY ONE GROUP EVOLUTION (786-477-4715)

Listing Agent: Francis Stark, Pa (407-255-3700)

Remarks: Discover this modern 4 bedroom, 2 bathroom home offering 2,105 sq ft of comfortable living space. The newer construction features a bright, open layout with spacious living and dining areas that flow seamlessly into the kitchen, making it ideal for both everyday living and entertaining. The primary suite includes a private bathroom and generous closet space, while the additional bedrooms provide flexibility for family, guests, or a home office. Outside, enjoy a nicely sized yard with room to relax or personalize. Located in a quiet, well-kept 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: Short Sale. Welcome to Seasons at Big Sky, where modern living meets everyday convenience in one of Kissimmee’s fastest-growing corridors. This beautifully maintained residence at 1491 August Gray Dr offers a fresh, open feel with thoughtfully designed spaces that cater to both comfort and functionality. From the moment you arrive, the clean lines, inviting entry, and well-kept surroundings set the tone for what’s inside. Step into a light-filled interior where the layout flows effortlessly, creating the perfect setting for both relaxed living and entertaining. The living areas feel connected yet defined, giving you flexibility for gatherings, work-from-home needs, or simply unwinding at the end of the day. Positioned for convenience, this home places you just minutes from Lake Nona, Medical City, and the Orlando International Airport, with easy access to major roadways including Florida’s Turnpike and US-192. Daily essentials, dining, and shopping are all within reach, while continued development in the surrounding area is bringing exciting new retail, dining, and lifestyle destinations to the community. Outdoor enthusiasts will appreciate nearby parks, green spaces, and recreational options, offering plenty of ways to enjoy the Florida sunshine year-round. As growth continues throughout Kissimmee and the surrounding areas, this location stands out for its accessibility and long-term appeal. Whether you're looking for your next home or a smart investment in a thriving area, this property offers the perfect balance of style, location, and future potential.

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

Listing Agent: Gilberto Figueroa (407-860-5627)

Remarks: Great 4 bedroom 3 bath home in a gated community. lose to the schools. Split floorplan, built-in entertainment center.

Listing is courtesy of: MBT HOMES (407-569-5884)

Listing Agent: Pascale Trosch (407-791-6319)

Remarks: Welcome to the best of Florida resort life! This 8 bedroom 6 bathroom house has all you can ask for and more! Fully furnished, this home is ready for an immediate occupancy, whether you're seeking an ideal AirBNB/Short-Term Rental or a personal vacation/ winter time residence. Airy and bright, the open-concept floor plan connects the living, dining, and kitchen areas, providing the perfect layout. The sliding doors in the family room area lead you directly to the pool patio area, creating a seamless indoor-outdoor living experience. An oversized heated pool with a jacuzzi and large patio space allows for cookouts, pool parties and watching the sunsets. The first-floor primary suite with a private bathroom and direct access to the lanai provides you a great personal space. An additional first-floor bedroom offers flexibility. Upstairs, there are six more spacious bedrooms and a loft space suitable for movie nights or a play area.  Located in the luxurious community of Windsor at Westside, you'll have access to a variety of resort-style amenities, including a grand clubhouse, fitness center, lazy river, and more. Theme parks , beaches and shopping are just a short drive away, you'll have endless entertainment options at your fingertips. The HOA covers cable, internet, lawn care, trash, 24 hr security guard for a smooth and worry free life style. Make your appointment today! Equal Opportunity Housing.

Listing is courtesy of: LAWHUN ENTERPRISES IV, LLC DBA:FLORIDA REALTY INVESTMENTS IV (407-207-2220)

Listing Agent: Magdalena Danos, Pll (407-760-9286)

Remarks: AWESOME LOCATION IN THE HEART OF KISSIMMEE, CLOSE TO WALT-DISNEY WORLD RESORT THEME PARKS & RESORT AREA IN LESS THAN 10" RIDE. ON W. IRLO BRONSON MEMORIAL HWY. BLUE-RIBBON AND A+ SCHOOL DISTRICT. FAMOUS TOURIST ATTRACTION WITHIN LESS THAN 10 MILES AWAY INCLUDING MARGARITAVILLE RESORT AND WATER SLIDE PARK, SHOPPING CENTERS, MALLS, DINING AND WORLD-CLASS ENTERTAINMENT INCLUDING PROFESSIONAL SERVICES, HEALTH-CARE PROVIDERS AND PGA-GOLF COURSES. RESORT-STYLE AMENITIES AMPLE FLOOR PLAN FULLY EQUIPPED AND FURNISHED. A MUST SEE!

Listing is courtesy of: GRAND REALTY (305-931-7878)

Listing Agent: Eduardo Funes (305-931-7878)

Remarks: High-Demand Rental Investment – Immediate Cash Flow Turnkey condo in a prime rental corridor of Kissimmee, just minutes from major highways, shopping, and employment hubs. Currently generating $1,750/month with lease in place through July 31, 2026—income from day one. Located in an area with strong and consistent rental demand, plus short-term rental potential (buyer to verify with HOA) for added upside. Tenant in place—no vacancy, no delays. Ideal for investors seeking immediate return in a proven rental market.

Listing is courtesy of: AGENT TRUST REALTY CORPORATION (407-251-0669)

Listing Agent: Lorenzino Salerno (407-452-7940)

Remarks: Welcome to Dahlia Reserve at Crescent Lakes - where space, privacy, and functionality come together. This well-maintained 4-bedroom, 3-bathroom single-story home offers over 2,300 square feet of thoughtfully designed living space, featuring a desirable split floor plan ideal for both everyday living and entertaining. The spacious kitchen is equipped with a breakfast bar, ample counter space, and seamless flow into the dining and family rooms, creating a central hub for gatherings. The primary suite provides a relaxing retreat with a walk-in closet and an en-suite bath complete with a soaking tub and separate shower. Enjoy outdoor living on the screened-in lanai overlooking a private backyard with peaceful wooded views - no rear neighbors. Situated on an oversized lot in a quiet community with no CDD and no HOA, this home offers both comfort and flexibility. Conveniently located near schools, shopping, dining, and major Central Florida attractions. Schedule your private showing today.

Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)

Listing Agent: Amanda Seebadan (540-760-1141)

Remarks: Short Sale. *SHORT SALE* Perfect starter home in quiet Poinciana neighborhood! Welcome to this charming 2-bedroom, 2-bathroom home nestled in a peaceful and well-established neighborhood — a fantastic find for first-time homebuyers or savvy investors! Step inside to discover a spacious living and dining area, perfect for relaxing or entertaining guests. The galley-style kitchen offers efficiency and function, with room to make it your own. This home’s layout is both cozy and practical, offering just the right amount of space without sacrificing comfort. Enjoy peace of mind with major updates already done — a NEW roof in 2018, NEW AC unit in 2019, new water heater and hurricane impact resistant windows mean you can move in with confidence. Located in the fast-growing community of Poinciana, you’ll love the convenience of being minutes from major roads, hospitals, schools, shopping centers, and even a bus stop. Plus, you’re just a short drive from popular local attractions and points of interest — making this a truly ideal location. Whether you're looking for a place to call home or your next smart investment, this property checks all the boxes. Don’t wait — schedule your showing today before it’s gone!

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

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

Remarks: Under contract-accepting backup offers. Short Sale. Third-Party Authorization Required. As you enter, you are greeted by high ceilings and an open layout that allows the living, dining, and kitchen areas to flow together seamlessly. The front of the home features a formal living room that can serve as a sitting area or flexible space, while the dining area connects easily to the kitchen, making it convenient for everyday meals and entertaining. Toward the back of the home, a spacious family room overlooks the backyard and provides direct access to the patio, giving you the perfect place to relax or host gatherings. The split-bedroom floor plan ensures privacy for the primary suite, which includes a walk-in closet and a private bathroom. Two additional bedrooms and a second full bathroom are located on the opposite side of the home, offering plenty of room for family, guests, or a home office. Ceiling fans throughout add comfort, while natural light brightens the interior. Recent updates provide peace of mind, including a newer roof, air conditioning system, water heater, washer, dryer, and microwave, all replaced within the last four years. The home is built with durable block and stucco construction and includes a two-car garage for parking and storage. The exterior of the property features a spacious lot of over 0.30 acres, with ample yard space for gardening, outdoor activities, or future enhancements. A patio area provides a great spot for enjoying Florida’s sunshine. Conveniently situated near shopping, dining, schools, and major Central Florida attractions, this home combines everyday comfort with a peaceful residential setting. 706 N Rennes Court offers the perfect blend of functionality, updates, and value. Whether you are looking for a primary residence or an investment property, this home is move-in ready and waiting for its next owner.

Listing is courtesy of: ENGEL & VOLKERS NEW SMYRNA (386-213-6899)

Listing Agent: Maximus Engel-Epstein (860-830-4412)

Remarks: Beautifully Furnished 3-Bedroom Townhome with Hot Tub and Stunning Conservation Views! Welcome to this gorgeous end-unit townhome in the sought-after, guard-gated community of Encantada—where style, comfort, and location come together for the perfect Florida retreat or investment property. Boasting 3 bedrooms, 2.5 bathrooms, and a sun-drenched south-facing patio with your own private hot tub, this fully furnished property offers the ideal escape with tranquil views of lush conservation land. Step inside to a spacious open-concept layout, where the living room, dining area, and kitchen flow seamlessly together, creating a bright and airy atmosphere perfect for relaxing or entertaining. The kitchen features sleek black granite countertops, matching black appliances, and plenty of cabinet space. Downstairs also includes ceramic tile flooring, a convenient guest bathroom, and a laundry closet for added functionality. Large sliding glass doors off the living room open to a huge private patio—a true outdoor oasis featuring a patio table, lounge chairs, and a bubbling hot tub. The serene conservation view provides a peaceful backdrop of trees and nature, making this space ideal for morning coffee or evening relaxation. All three bedrooms are located upstairs. The primary suite offers a king-sized bed, ensuite bathroom, large closet, and lovely conservation views. The two additional bedrooms share a full bathroom, making the layout comfortable and practical for guests or extended stays. This property is fully furnished and ready to go, making it perfect for use as a short-term rental, vacation home, or investment property. Best of all, the resort-style clubhouse and amenities are just a short stroll away—including community pools, a lakefront clubhouse, playground, fitness center, and more. Conveniently located near US-192, you’ll have quick access to a variety of shopping, dining, and entertainment options. Plus, you’re only a short drive to Walt Disney World, Universal Studios, and all of Central Florida’s top attractions. Whether you're seeking a peaceful getaway or a smart investment, this beautifully maintained home in Encantada checks all the boxes. Don’t miss your chance to own a slice of Central Florida paradise—schedule your private showing today!

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

Listing Agent: Irena Aistrop (321-443-7535)

Remarks: Under contract-accepting backup offers. Welcome to this beautifully upgraded 3 bedroom 2.5 bathroom townhome at Heritage Key Villas in Kissimmee, offering comfort, style and a peaceful pond view. Step inside and immediately appreciate the modern upgrades throughout. The entire home features luxury vinyl plank flooring on the first floor, staircase and upstairs, creating a cohesive and elegant look while being durable and easy to maintain. The kitchen features a large granite island, ample cabinetry and an open layout that flows seamlessly into the dining and living area. Upstairs the secondary bathroom has plenty of cabinet space and has an enclosed shower. Light fixtures, and ceiling fans have been tastefully replaced, giving he property a fresh modern feel. New toilets. One year old appliances including the washer and dryer. The three bedrooms provide comfortable living space. The main bedroom has serene pond views from two windows. Screened in porch overlooking the pond. Sit and enjoy the relaxing view. The community residents enjoy a community pool, spa, fitness center, playground and a clubhouse. Close to shopping, dining and major highways.

Listing is courtesy of: SUNSHINE PREMIUM PROPERTIES (407-414-7581)

Listing Agent: Monica Mendivil (407-414-7581)