Kissimmee Homes For Sale & Real Estate - 2508 homes

Remarks: DESIGNED TO IMPRESS. POSITIONED TO PERFORM. Welcome to this exceptional 10-bedroom, 10-bath luxury retreat in the highly sought-after Encore at Reunion - just minutes from Orlando’s world-renowned theme parks and projected to generate $120,000 in annual income. Sold FULLY FURNISHED and completely TURNKEY, this 4,730 sq ft residence is crafted for elevated group travel and consistent rental demand. Featuring 9 private ENSUITE bedrooms, including FOUR PRIMARY SUITES (two downstairs and two upstairs), the layout delivers privacy, flexibility, and comfort at scale. Every closet includes custom built-in shelving, adding thoughtful organization throughout. What truly sets this home apart is its IMMERSIVE “WORLD SHOWCASE INSPIRED - AROUND THE WORLD” design concept; each bedroom carefully curated to transport guests across iconic destinations. From the historic charm of Philadelphia to the timeless sophistication of London, the skyline energy of Manhattan, the Mickey Inspired Orlando suite, the bold glamour of Vegas, the icy enchantment of Arendelle, and the romance of Paris - every space is layered with custom murals, curated décor, and thoughtful design elements that create a stay guests remember long after checkout. This intentional theming enhances booking appeal, guest experience, and repeat revenue. The OPEN-CONCEPT living space invites connection, flowing into a gourmet kitchen built for entertaining with granite counters, 42” shaker cabinetry, dual stainless steel refrigerators, dual dishwashers, and a dedicated coffee bar. Upstairs and downstairs laundry suites plus two Owner’s Closets provide seamless management and owner convenience. Entertainment is effortless. The interactive STAR WARS INSPIRED GAME ROOM features ping pong, air hockey, and foosball, while the private THEATER ROOM sets the stage for cozy movie nights after a day at the parks. A dedicated WORK-FROM-HOME-STATION accommodates extended stays with ease. Outside, your private resort oasis awaits, complete with a HEATED POOL AND SPA, expansive paver lanai, fenced tropical backyard, and a NEW high-rated insurance-compliant pool safety fence with self-closing, self-latching gate for added peace of mind. Major value-enhancing upgrades include a NEW ROOF (2025), FRESH INTERIOR PAINT (2026), two newer refrigerators (2024 & 2025), new upstairs washer (2024), tankless water heaters, and dual A/C systems - providing durability, efficiency, and insurance advantages. Curb appeal shines with a stone façade, paver driveway, and epoxied garage floor. Encore at Reunion delivers premier resort living with access to a 10-acre waterpark with exhilarating slides, splash pad, poolside cabanas, fitness center, courts for tennis, volleyball and basketball, a full soccer field, casual on-site dining and bar, a concierge desk, and shuttle transportation to the parks - all within walking distance. HOA includes gated security, internet, cable, landscaping, irrigation, daily valet trash, pest control, and community maintenance - supporting simplified ownership. This is more than a vacation home - it’s a powerful blend of LIFESTYLE and INCOME. With tourism growth and major park expansions continuing to fuel demand, this property is positioned to perform and provide the opportunity to create cherished moments with loved ones while paying for itself. Schedule your private showing today and secure your position in one of Central Florida’s most desirable vacation rental communities!

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

Listing Agent: Erin Underkofler Kilpatrick, Pa (407-987-0980)

Remarks: Beautifully updated 4-bedroom, 2.5-bath home offering comfort, style, and plenty of space, conveniently located near Poinciana Parkway, the hospital, and Valencia College. Enjoy over 2,800 square feet of living space in this move-in-ready home that truly shows pride of ownership. The fully remodeled kitchen is designed to impress, featuring custom cherry cabinets, gorgeous granite countertops, a built-in oven and microwave, range hood, dishwasher, and a wonderful cooking range—perfect for any home chef. The spacious master suite provides a relaxing retreat with two walk-in closets and beautiful views, while the secondary bedrooms also enjoy peaceful scenery and generous space. Both the master and secondary bathrooms showcase elegant granite countertops for a touch of luxury. Major upgrades include newer windows, roof, A/C system, and hot water heater within the last 10 years, providing added peace of mind. Additional features include hurricane shutters, a water softener system, and a garage with a sliding screen enclosure for added comfort and versatility. Step outside to your screened-in patio and unwind while enjoying a tranquil water view—the perfect setting for relaxing evenings, entertaining guests, or simply enjoying Florida living at its best.

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

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

Remarks: INCOME- PRODUCING 1 BEDROOM -1 BATHROOM CONDO -MINUTES TO WALT DISNEY WORLD PRIME LOCATION!!!! -Strong income poitential based on location ,demand and comparable rentals in the area -Close proximidy to theme parks ,shopping , outlets ,dining, and major highways ,enhancing guest appeal -Low maintenance condo Ownership ideal for investors seeking cash flow - income Potencial driven by constant tourism demand and year-round visitor traffic -ideal for airbnb ,vrbo ,seasonal use or portafolio expancion

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

Listing Agent: Raquel Inciarte (407-450-2955)

Remarks: Under contract-accepting backup offers. Welcome to this beautifully maintained two-story townhome located in a desirable gated community just minutes from Walt Disney World®! Whether you're looking for a primary residence, vacation getaway, or investment opportunity, this fully furnished home checks all the boxes. Step inside to find luxury vinyl flooring throughout and a bright, open layout designed for comfortable living. The kitchen features granite countertops and flows seamlessly into the living and dining areas — perfect for entertaining. French doors lead to your private outdoor patio, creating a great indoor-outdoor living space. This thoughtfully designed floor plan offers two spacious primary suites — one on each floor — both with en-suite bathrooms and walk-in closets, providing flexibility and privacy for guests or roommates. The second-floor laundry (washer and dryer included) adds everyday convenience. Located in a well-maintained community offering a clubhouse, resort-style pool, fitness center, and exterior maintenance, this property is especially attractive for Disney College Program rentals or long-term leasing. Very clean, well cared for, and truly move-in ready — don’t miss this incredible opportunity close to Disney, shopping, dining, and major highways!

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

Listing Agent: Cindy Brads (407-625-7443)

Remarks: Make your dream vacation a reality with this townhome! A high-income producer averaging $6,234/month, approx. 75k/year, located only 5 miles from Disney’s Animal Kingdom—plus No CDD! Great location and exceptional value. This townhome equipped with digital lock to let you remotely control your door lock with details log for max. security, also automatically sync your bookings and send invite to your guests. This townhouse features a contemporary, modern hotel-style design and is just 3 miles from Sunset Walk at Margaritaville Resort, offering gourmet and themed restaurants, shops, and outdoor live music every night! With 4 bedrooms and 4.5 bathrooms, each with its own ensuite, plus an additional pool bathroom, this home provides exceptional comfort and convenience. The open floor plan flows from the fully equipped kitchen through the aesthetically decorated living room to the large sliding doors overlooking your private pool. Enjoy your private backyard retreat with a heated pool, and host a family or friends’ BBQ at the high-bar outdoor furniture in your fenced yard. You can also relax in the decorated loft with a pull-out sofa bed. The fully equipped laundry room includes a washer, dryer, iron, and ironing board. This townhome is the perfect choice for anyone visiting Central Florida, and a smart investment for owners seeking a strong income-producing property!

Listing is courtesy of: FLAT FEE MLS REALTY (813-642-6030)

Listing Agent: Stephen Hachey (813-642-6030)

Remarks: One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged. “Sold As-Is and now offered at an improved price, presenting an exceptional opportunity to own this move-in ready home.” Price recently reduced! Move-in ready and beautifully maintained 4-bedroom, 2-bath home located in a beautiful neighborhood. This inviting residence has been freshly painted and features updated bathroom cabinetry, creating a clean and modern feel throughout the home. The thoughtfully designed floor plan offers comfortable living spaces that are perfect for both everyday living and entertaining. The property has been well cared for and is ready for its next owners to make it their own. Residents enjoy access to wonderful community amenities including a clubhouse, swimming pool, and sports areas—perfect for an active and social lifestyle. Conveniently located near shopping, dining, schools, and everyday conveniences, this home offers both comfort and accessibility. This property is being sold as-is and presents a fantastic opportunity at a newly reduced price. Schedule your private showing today!

Listing is courtesy of: KELLER WILLIAMS REALTY AT THE LAKES (407-566-1800)

Listing Agent: Rana Al Jallad (321-999-4937)

Remarks: A must see home with PAID OFF Solar panels and loaded with UPGRADES THROUGHOUT in this DESIRABLE Kindred Community floor Plan! Seller relocating BRING US AN OFFER! Owners have spared no expense with the finishing touches in this 4 Bedroom /2 bath SINGLE STORY Home. Beautiful TILE through-out makes this the Perfect Style for Florida Living! Upgrades include CROWN MOLDING and powered remote controlled window shades on each window and Designer Light Fixtures just to name a few. OPEN FLOOR PLAN with Amazing Kitchen featuring Stainless Steel Appliances, Custom Glass Tile BACKSPLASH and GRANITE Countertops. Inside Laundry includes washer and dryer. SPLIT FLOOR PLAN with Spacious Primary Suite and Large Walk-in Closets. Dining area leads to Covered Rear Patio and Large Fully Fenced Yard Featuring easy care turf and Putting area. KINDRED offers RESORT STYLE Community Amenities, including, Pool, Tennis, Parks, Doggie PlayGround, and low HOA! Easy access to all major Highways, Shopping and Restaurants. This ENERGY EFFICIENT Home offers Solar Panels with LOW monthly utilities. Why wait to Build? MOVE IN READY!

Listing is courtesy of: COLDWELL BANKER RESIDENTIAL RE (407-647-1211)

Listing Agent: Thad Czapka (407-257-4253)

Remarks: Under contract-accepting backup offers. Short Sale. Welcome to your dream vacation home! This stunning property located in Paradise Palms is a great short term rental opportunity and offers 4 bedrooms and 3 bathrooms, perfect for creating lasting memories with friends and family or renting it out for a little extra income. The open kitchen and spacious layout provide exactly what vacation guests are looking for when booking their Orlando vacation. Step outside to a private dipping pool that promises fun and relaxation under the Florida sun. Enjoy the peaceful pond view while sitting on the patio, perfect for unwinding after a day of adventure at the parks. This home is beautifully updated with granite counters in the kitchen and a large bar area, making it an ideal space for entertaining. Paradise Palms features resort-style amenities, including a lagoon pool complete with slides and waterfalls, an arcade, and a theater room. The community is guard-gated and beautifully landscaped, offering the perfect backdrop for your enjoyment. This property is not only a great vacation spot but also a great short-term rental opportunity that is booked regularly. With its prime location within 20 minutes of Disney, you have access to some of the best attractions Florida has to offer, while still having some peace and quiet away. Enjoy the vibrant, happy vibe of this home while earning extra income during the off-season.

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

Listing Agent: Anne-Marie Wurzel (407-702-3610)

Remarks: Make your dream a reality. Enjoy this Luxury, conveniently located, Central Florida lifestyle Home. Property can be, and currently is, used as a short-term vacation rental.

Listing is courtesy of: VMY REALTY INC (407-412-4164)

Listing Agent: Eugene Vilkovskiy (407-412-4164)

Remarks: Welcome to 1200 Teton Drive in Kissimmee, featuring tile flooring throughout and a bright, open floor plan designed for easy living and entertaining. The spacious layout flows seamlessly between living, dining, and kitchen areas, creating an inviting atmosphere. Located in a well-maintained community with desirable amenities and convenient access to shopping, dining, and major roadways, this home offers comfort, functionality, and a great location.

Listing is courtesy of: KELLER WILLIAMS LEGACY REALTY (407-855-2222)

Listing Agent: Franklin Mateo (407-476-3660)

Remarks: Opportunity is knocking at Terra Condo’s in Kissimmee! This FIRST FLOOR ~ END-UNIT condo is being sold FURNISHED, and is priced so you can bring your vision and make it your own. Whether you are ready to modernize with fresh finishes or lean into a bit of its vintage charm, the possibilities are wide open here. With just a little TLC, this light and bright space can truly shine! A covered front entry welcomes you inside to a nice layout featuring dedicated living and dining spaces that feel open yet defined. Natural light pours in thanks to the end-unit location, giving the home an airy feel throughout. The galley-style kitchen offers a generous amount of cabinet and counter space, providing a functional layout that is ready for your personal touch. Off the dining area, sliding glass doors lead to a SCREENED LANAI complete with a convenient STORAGE closet – perfect for enjoying Florida’s year-round weather. Located in a GATED ACCESS, all owner-occupied community, Terra Condo offers amenities designed for easy living, including a COMMUNITY POOL and clubhouse, with water, sewer, and trash included in the HOA. The location puts you close to shopping, dining, local lakes, area resorts, and world-famous theme parks, making it ideal as a primary residence or seasonal getaway! If you have been looking for an affordable first-floor condo in Kissimmee with room to add value and personalize, this is your chance. Bring your ideas and unlock the potential! **Seller may consider buyer concessions if made in an offer**

Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)

Listing Agent: Jenny Wemert (407-809-1193)

Remarks: DISNEY DREAM LOCATION! - **LOWEST PRICE AVAILABLE** DISNEY Zip Code 34747. Short Term Rental AirBnb *VERY DESIRBLE UNDER 3 Miles to DISNEY PROPERTY. EVERYTHING NEEDED TO BE an AirBnb "Guest Favorite" Even a Walmart DIRECTLY NEXT DOOR. ALSO Excellent Primary or Second Home. This BEAUTIFUL 2 Bed Condo Unit With SCREENED BALCONY and 1 CAR GARAGE comes *COMPLETELY FURNISHED. Guests will love being able to walk to the nearby Walmart and a variety of restaurants on Irlo Bronson Memorial Highway. The community of Oakwater itself is a major selling point, with resort-style amenities including a sparkling pool, a clubhouse with a gym, a games room, a kids' splash pad, and tennis and pickleball courts—all just steps from your door. With easy access to I-4 for trips to Universal, Orlando, and Tampa, this property is poised to deliver exceptional returns and provide an unforgettable vacation experience.

Listing is courtesy of: TOP AGENCY REALTY INC (407-592-9211)

Listing Agent: John Hill (407-592-9211)

Remarks: Great opportunity for INVESTORS! This is an Amazing Property for Short Term Rentals or for a Second Home. This luxury house with 10 bedrooms, 8 bathrooms, private pool, with a professional decoration. Located near Disney Parks and Disney Springs, SeaWorld, Universal Studios. Near Supermarkets and The Loop Mall (5 minutes) with restaurants, bars, fashion stores.

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

Listing Agent: Renato Oliveira (407-800-4032)

Remarks: ***LEGACY DUNES FURNISHED CONDO***2-Bedroom 2 bath Condo in Gated Legacy Dunes – JUST 10 MINUTES FROM DISNEY WORLD!! This 2nd floor condo is a perfect investment opportunity, personal vacation getaway or a snow-bird's winter home AND IN BUILDING 14, WHICH IS A COUPLE MINUTE WALK FROM THE CLUB HOUSE, AMENITIES AND LARGER POOL! Improvements since purchased last: New roof in 2025 and tile in family room and bedrooms; carpet only in the closets! Newer A/C - 2018. Enjoy RESORT-STYLE AMENITIES that make Legacy Dunes stand out: TWO POOLS (ONE WITH SPLASH PAD AND ONE HEATED), FITNESS CENTER, GAME ROOM, TENNIS AND BASKETBALL COURTS, SAND VOLLEYBALL, PLAYGROUND, BBQ AREAS, and more, all within a GATED COMMUNITY. Located just minutes from DISNEY PARKS, FL-429, I-4, SEA WORLD, SHOPPING, DINING, and ENTERTAINMENT. ORLANDO AIRPORT AND BEACHES ALSO A SHORT DRIVE. Legacy Dunes is a non-smoking community in all indoor and outdoor common areas. Outstanding Association Manager and staff; this community is both beautiful and well-maintained. Pet-friendly (max weight 50 lbs). Buyer responsible for a $500 Capital Contribution at closing.

Listing is courtesy of: FLORIDA PLUS REALTY, LLC (352-901-9100)

Listing Agent: Mary Mateo (407-489-1841)

Remarks: Fully Furnished Short-Term Rental Town home in Orlando’s Tourist Hub! Discover this turnkey, fully furnished 4-bedroom, 3.5-bath town home, perfectly positioned in the heart of Orlando’s tourist district, just minutes from Disney Parks and Disney Springs. Ideal for vacationers, second home or primary living, this property is ready for immediate bookings! Property Highlights: Flexible Layout - Use as a spacious 4-bedroom town home with two master suites or configure as a 3-bedroom home with a separate studio suite for independent bookings, Dual Entries -Main door access plus a private entrance to the downstairs master suite, designed like a hotel room with a coffeemaker, mini fridge, TV, and essentials, Modern Kitchen - Open-concept design with stainless steel appliances, sleek cabinets, and quartz countertops. Upstairs Layout - Three bedrooms, including a master suite with a private balcony and en suite bathroom, plus an additional full bath, Downstairs Features - Master suite with en suite bath and a convenient half bath, all updated with stylish, modern vanities and decor, Resort-Style Amenities -Guests enjoy access to a luxurious clubhouse with a state-of-the-art pool, hot tub, full-service bar, arcade, cyber café, fitness center, and more! Perfect for investors or hosts seeking a high-demand rental in Orlando’s vibrant tourist market!

Listing is courtesy of: HOMECOIN.COM (888-400-2513)

Listing Agent: Jonathan Minerick (888-400-2513)

Remarks: Under contract-accepting backup offers. Bring your boat, RV, chickens, etc! Welcome to 1420 Emerald Drive in Kissimmee, a rare opportunity to own boatable lakefront property for under $500,000 with fully paid-off solar panels and no HOA! Set along the banks of Fish Lake where you can enjoy boating, waterskiing, and sunset views right from your oversized, fenced-in backyard; this home offers a lifestyle that is increasingly hard to find at this price point in Central Florida in a fantastic location. Inside, the home features a well designed layout with both a living room and a separate family room, giving you plenty of space for relaxing after a day on the water, entertaining guests, or gathering with friends and family. Large windows bring in natural light and frame peaceful lake views, creating a bright and welcoming atmosphere throughout the main living areas. The home includes a primary bedroom that serves as a comfortable private retreat, along with two additional bedrooms that offer flexibility for family members, guests, or a home office. The kitchen provides ample cabinetry and workspace and is conveniently located near the dining and living areas, making it easy to host dinners or casual get togethers after a day on the lake. Step outside to enjoy your own private pool and deck overlooking the water. Spend mornings with coffee by the lake, afternoons cooling off in the pool, and evenings watching the sunset reflect across the water. With direct lake access, you can keep your boat ready for a quick ski set, paddle around the shoreline, or simply enjoy the peaceful waterfront setting. Located in Kissimmee/St. Cloud with convenient access to shopping, dining, schools, and major roadways, this property also offers an easy drive to Orlando and nearby attractions. 1420 Emerald Drive presents a unique chance to enjoy true lakefront living, complete with a private pool and paid-off solar panels; all at a price point that is becoming increasingly rare in Central Florida. **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.**

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

Listing Agent: Thomas Nickley, Jr (407-629-4420)

Remarks: Beautiful House in a CORNER LOT with 3 Bedrooms and 2 Bathrooms. Privacy Fenced Yard. Large Family room with vaulted ceilings. Kitchen has eat in space and sliders to the covered screened patio. Split bedrooms. New floors throughout the home. Everything has been remodeled. INSIDE Large laundry room. Close to shopping and restaurants. Monthly HOA of $82/month includes internet and cable. Call today for your private showing!

Listing is courtesy of: WEICHERT REALTORS CAPELLA ESTATES (954-888-9322)

Listing Agent: Francisco Capella Girado (954-608-4051)

Remarks: Windsor Hills Resort! One of best resort Minutes to Disney, Fully Furnished and updated 2bed 2bath, quiet, gorgeous and space, Located just a few steps to Clubhouse with the lagoon style pool, water park , slides and an array of world-class amenities…. airbnb short rentals with high return…..great opportunity for investment, vacation home or residence….

Listing is courtesy of: MAGICMIND REALTY LLC (407-399-7486)

Listing Agent: Huafeng Fang (407-399-7486)

Remarks: Windsor Hills Resort! One of best resort Minutes to Disney, Fully Furnished and updated 3bed 2bath, quiet, gorgeous and space, Located just a few steps to Clubhouse with the lagoon style pool, water park , slides and an array of world-class amenities…. airbnb short rentals with high return…..great opportunity for investment, vacation home or residence….

Listing is courtesy of: MAGICMIND REALTY LLC (407-399-7486)

Listing Agent: Huafeng Fang (407-399-7486)

Remarks: Windsor Hills Resort! One of best resort Minutes to Disney, Fully Furnished and updated 3bed 2bath, quiet, gorgeous and space, Located just a few steps to Clubhouse with the lagoon style pool, water park , slides and an array of world-class amenities…. airbnb short rentals with high return…..great opportunity for investment, vacation home or residence….

Listing is courtesy of: MAGICMIND REALTY LLC (407-399-7486)

Listing Agent: Huafeng Fang (407-399-7486)