Kissimmee Homes For Sale & Real Estate - 2529 homes

Remarks: Under contract-accepting backup offers. Come experience in my opinion a great kept secret in Kissimmee! Such a quite community in the heart of everything! Located on the 4th floor you literally live amongst the trees.

Listing is courtesy of: KONA REALTY SERVICES LLC (407-960-6844)

Listing Agent: Nicholaus Rohrbach (407-797-4920)

Remarks: Discover a premier investment opportunity in Reunion Resort’s esteemed Bear’s Den community. This custom-designed, ten-bedroom home combines luxurious style, flexible layout, and top-tier amenities, making it ideal for turnkey short-term rentals, corporate retreats, or upscale vacations. Impressive Features and Design Ten meticulously appointed bedrooms, including three on the main level for easy accessibility and seven upstairs. Each bedroom features plush king beds with adaptable bunk-room configurations to maximize occupancy without sacrificing comfort. Open-concept living spaces blend modern convenience with refined elegance, creating an inviting ambiance that guests love. Gourmet chef’s kitchen with high-end appliances and dual in-unit laundry facilities for seamless stays, whether short or long-term. Two uniquely themed entertainment spaces plus a third-floor balcony with a hot tub offer dramatic, resort-style appeal and golf-course views. Entertainment and Leisure at its Finest Dedicated theater room with projector and a 150” screen for immersive movie nights. Upstairs lounge and expansive balcony equipped with a ping-pong table, pool table, and ample outdoor seating for memorable gatherings. Private resort-style backyard featuring a generous pool with spillover spa and a water lounge area—perfect for relaxation and social moments. Third-floor game room with gaming consoles, arcade basketball, racing games, pinball, air hockey, foosball, and shuffleboard to drive high occupancy and repeat bookings. Schedule your private showing

Listing is courtesy of: THE JERRY BARKER GROUP LLC (407-756-7296)

Listing Agent: Alyssa Barker (407-756-7296)

Remarks: Welcome to beautiful Happy Trails. A gated community. This unique property combines rural living and modern living just minutes from Disney, This 8.7 acre property holds a 4 Bedroom, 2 bathroom home, with a Master suite and oversized walking closet. The kitchen features large windows with abundant natural light, facing the beauty of nature, a perfect place to enjoy your morning coffee. The living and dining room reflect a spacious open space, ideal for gathering friends and family. There is a small pond on the property, a 12x50 workshop/shed and an additional garden shed. This property has a separate private entrance thru beautiful mature landscape, your own private entrance to this heavenly property. New roof was added in 2024, New Ac in 2019 and new water heater in 2024. Out of the 8.7 acres, 3 acres are fenced in. Farm animals are welcome. Bring all your toys, such as trucks, Four wheelers, boats, etc (no parking issues) Happy Trails has an E-5 designation. Motivated seller!

Listing is courtesy of: UNITED REALTY GROUP INC (954-450-2000)

Listing Agent: Selenia Gonzalez-Marrero (407-574-9674)

Remarks: This property has it all! 2.50 Acres with a 3 bed/2 bath pool home and a 2016 1 bed/1 bath Guest House. The main house is 3250 total sq. ft. and the guest house is 968 sq. ft. with a total of 4218 sq. ft. Both of these homes have real brick exteriors. The sunken living room has a beautiful wood burning brick fireplace, high ceilings and Italian Porcelain Tile. There's a beautiful salt water sports pool with a spa and heater. In the kitchen you'll find a dinette area and a kitchen island. It has Level 4 Granite countertops and custom hickory kitchen cabinets. The kitchen has a breakfast bar with seating for 8. The main house has been updated with double pane windows, new plumbing, new water softener, water heater, real wood floors, Italian Porcelain tile, custom blinds, French doors, custom crown & molding, custom toilet and porcelain tub in the Master bath, and seamless gutters with leaf guards. The septic drain field was replaced in 2016 and the roof on both homes are only 7 years old. The Guest House has custom hickory kitchen cabinets with granite countertops, custom blinds, and custom crown and base molding. The property has a Swan security system with cameras and a monitor. The fire alarm system is connected to both homes so if one goes off they all go off. It has a 2 car garage with a new garage door opener and camera. There is a stand alone 12x20 carport, 10x20 small shed, 12x24 large shed with AC, and a 20x32 Big Shop. The property is beautifully landscaped with lots of fruit trees including Mango, Papaya, Peach, Pomegranate and Star Fruit. The property behind the home and across the front is fenced with chain link, and it has an electric gate at the entrance. It also has a cross fence behind the home so there's plenty of room for your animals. Perfect location to everything, only 8.5 miles to the Orlando Airport, 6.5 miles to Lake Nona, 8.7 miles to the FL Turnpike, and Austin Tindall Park is right across the street. All measurements are approximate.

Listing is courtesy of: DUNNICK REAL ESTATE COMPANY (407-892-5035)

Listing Agent: Chuck Dunnick (407-383-4694)

Remarks: LOCATION!!! LOCATION!!! Fully furnished 1-bedroom, 1-bathroom studio condo at the spectacular Embassy Suites by Hilton Orlando Sunset Walk. This "condo-hotel" residence offers the perfect solution for vacation home buyers or investors seeking a high-demand property. Enjoy a true resort lifestyle within Margaritaville Resort, where owners and guests have access to an exceptional array of amenities, including a state-of-the-art fitness center, lagoon-style pools, live entertainment, clubhouse, on-site dining, and shopping. Ideally located just minutes from Walt Disney World, Universal Orlando, H2O Water Park and other major attractions, this property offers both strong investment potential and an unforgettable vacation experience. This condo-hotel is an amazing opportunity in one of Central Florida’s most desirable beautiful resort destinations. $5,000 for Contribution to the BUYER DUE AT THE CLOSING.

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

Listing Agent: Dayanara Zapata (321-576-3134)

Remarks: Step into the feeling of finally being home. This brand-new, move-in ready 4-bedroom, 3-bath home in the gated community of Tuscany Preserve was designed for the way people actually live today — open, bright, and effortlessly comfortable. With nearly 1,900 sq. ft. of living space, the soaring cathedral ceilings and open-concept layout immediately make the home feel expansive yet welcoming, perfect for quiet mornings or hosting family and friends. At the heart of the home, the kitchen shines with modern white cabinetry, premium appliances, and generous counter space that makes everything from weeknight dinners to holiday gatherings feel special. Neutral laminate flooring flows throughout, tying each space together with a clean, contemporary look that’s both stylish and low-maintenance. The primary suite is your personal retreat — oversized, filled with natural light, and complete with a spa-inspired en-suite bath featuring a double vanity, walk-in shower, and dual closets so you never have to compromise on space. Outside, the tile roof adds timeless curb appeal and long-term durability, while the HOA handles lawn care, landscaping, basic cable, and internet — giving you more time to enjoy life instead of maintaining it. And life here feels like a resort. Residents of Tuscany Preserve enjoy an oversized pool overlooking a serene lake, a relaxing spa, splash pool, clubhouse, fitness center, tennis courts, basketball court, and the peace of mind that comes with secure gated access. Located in Poinciana near shopping, parks, and everyday conveniences, this home blends modern finishes, low-maintenance living, and community luxury, all backed by a builder’s warranty for added confidence. If you’ve been waiting for a home that feels new, worry-free, and ready for your next chapter, this is it. Schedule your private tour today.

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

Listing Agent: Marie Helen Ledbetter (407-286-4363)

Remarks: Location, Location, Location! Beautiful 3-bedroom, 2-bath fully furnished townhome in Lucaya Village Resort, Kissimmee, FL — just minutes from Walt Disney World and Orlando’s top attractions. This move-in-ready home features an open floor plan, modern kitchen with stainless steel appliances, and a spacious master suite with private bath conveniently located on the first floor, offering comfort, privacy, and easy access to the main living areas Enjoy resort-style amenities, including a heated pool, fitness center, clubhouse, playground, and 24-hour gated security. Perfect as a vacation home, short-term rental investment, or primary residence. Located near shopping, dining, and major highways.

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

Listing Agent: Rahman Pesciotta (305-733-2080)

Remarks: PERHAPS THE PRETTIEST AIRBNB YOU’LL EVER SEE! WITH UPGRADES GALORE (WORTH TENS OF THOUSANDS)* PRICED SO WELL IT’S HARD TO IMAGINE A UNIT THIS BEAUTIFUL CAN BE THIS ATTAINABLE!!*** JUST 5 MILES TO DISNEY AND ONLY 8 MILES TO EPIC UNIVERSE* Experience the charm of this remodeled and fully furnished second-level condominium, perfectly positioned in the heart of Kissimmee. Ideal for savvy investors and families alike, this property offers exceptional value and strong bookings in one of Central Florida’s most desirable vacation corridors. Walt Disney World is just 5 miles away, and Universal’s Epic Universe is approximately 8 miles from your door — positioning this unit exactly where short-term demand continues to thrive. From the moment you step inside, you’ll feel the difference — soaring ceilings, larger windows, and incredible natural sunlight create an airy, open atmosphere that most units simply do not offer. Beautiful luxury vinyl flooring flows throughout, complemented by fresh interior and exterior paint, stainless steel appliances, and stunning ceiling fans throughout that elevate both design and comfort. Double-pane windows enhance quiet and efficiency, while a new hot water heater, five-year-old A/C system, and newer washer and dryer add practical peace of mind. Enjoy the privacy and tranquility of having no rear neighbors — a rare feature that makes this second-level unit feel even more elevated. The Homeowners Association has completed major community improvements including all new roofs, new exterior paint, newly paved and painted walkways at the entrance, enhanced brick arch entries, and plumbing upgrades throughout. HOA dues include water and access to resort-style amenities such as the pool, clubhouse, fitness center, sauna, tennis courts, and BBQ-picnic area. This is not an average vacation condo. It’s bright, airy, beautifully finished, and positioned exactly where location and presentation matter most.

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

Listing Agent: Joseph Dolac (858-692-6789)

Remarks: Pre-Construction. To be built. Pre-Construction. To be built. Welcome to The Flats, a new way to experience Orlando! This 1 bedroom condo/hotel unit comes fully furnished with a kitchen and has a maximum occupancy of 4 with no minimum lease period. Enjoy a relaxing day by the pool or reduce stress in the wellness-spa. Experience exhilarating workouts in the fitness center or dine at the exquisite restaurant. After visiting a theme park, using the complimentary transportation, leave feeling relaxed, rejuvenated, and wanting to plan your next stay. Guests indulge in showers diffused with Vitamin C, calming aromas, luxury sheets, and keyless entry. There's something for everyone, make a smart investment now! The unit can be managed by the owner or by the property management company.

Listing is courtesy of: LA ROSA REALTY CW PROPERTIES L (407-910-2168)

Listing Agent: Shakyra Cortes Mendez, Pa (321-262-6299)

Remarks: All offers are been considered! Spectacular 8-Bedroom Themed Retreat – Minutes from Disney & Universal! Discover the ultimate vacation and investment opportunity in The Cove at Storey Lake! This stunning 8-bedroom luxury villa is designed for unforgettable getaways, featuring immersive themed rooms inspired by Disney, Universal, Harry Potter, Mario Brothers, and more! Wake up to breathtaking lake and conservation views, all while enjoying the benefits of an eco-friendly solar system that keeps energy costs low year-round. The sprawling open layout comfortably accommodates up to 18 guests, making it perfect for large families and groups. ** Luxury Features Include: ** High-end modern furnishings throughout ** Private heated pool & spa overlooking the lake ** Spacious back patio – perfect for morning coffee with a view ** Fully equipped gourmet kitchen with premium appliances ** Exciting game room & home theater for endless entertainment ** Top-of-the-line whole-house solar panels with 30-year power warranty ** Turnkey investment opportunity – Popular Superhost status & starter inventory included Located just minutes from Disney, Universal, top-tier shopping, and dining, this home offers both an unparalleled vacation experience and a high-income rental opportunity. ** Resort-Style Amenities Include: ** Clubhouse with lazy river & water slides ** State-of-the-art fitness center ** Mini-golf & kayak rentals ** Resort pools & so much more! Don’t miss out on this rare opportunity to own a piece of Orlando’s premier vacation real estate! Schedule your private tour today and step into luxury living at its finest!

Listing is courtesy of: SCATES REALTY & INVESTMENT PRO (352-404-8960)

Listing Agent: Eileen Scates (321-229-2265)

Remarks: Welcome to this gently lived-in inside Storey Lake Resort in Kissimmee, Florida! Built in 2020, this move-in-ready single-story home offers peace of mind with a roof, HVAC. Step through the inviting foyer with stylish staggered tile floors that beautifully separate the front bedrooms from the main living areas and primary suite. The home kitchen is a dream with quartz counters, upgraded dark cabinets, a corner walk-in pantry, stainless steel appliances, and a spacious island with California-style counters that flows into the open dining and living room. High ceilings and abundant windows fill the space with cheerful natural light. Your private primary suite, complete with a massive walk-in closet, soaking tub, separate shower, double sinks with quartz counters, and a private water closet. You’ll even love the instant access to the laundry room for extra convenience! Three additional bedrooms are generously sized, offering plenty of closet space. There’s also a built-in quartz workspace—perfect for a home office or homework station. With three full bathrooms, including a double-sink bath and another stylish guest bath. Step outside and enjoy Florida living on your screened patio. The large backyard is ideal for outdoor fun and offers plenty of space to add a pool. Located in Storey Lake Resort, this property offers access to top-tier amenities, including multiple resort-style swimming pools, a lazy river, water slides, splash pads, tiki bars, fitness centers, basketball and volleyball courts, and playgrounds. Residents can enjoy the 9-hole mini-golf course or the kayak & canoe rentals for a nominal fee. Just minutes from Walt Disney World, Universal Orlando, and SeaWorld, this home is ideally situated near major highways like US192 and Osceola Parkway for effortless access to shopping, dining, and entertainment. Additionally, the house is near multiple golf courses, world-renowned dining and entertainment, and offers an easy drive to the Orlando International Airport. The resort also provides complimentary on-site shuttle services, ensuring convenience and luxury at your doorstep. Don’t miss the opportunity to own this exceptional lakefront home in Storey Lake Resort! Don’t just dream it—live it! Whether as a primary home, vacation getaway, or investment, this home shines with comfort, style, and waterfront tranquility.

Listing is courtesy of: CENTURY 21 CARIOTI (407-354-0074)

Listing Agent: Gregorio Henriques (321-231-6991)

Remarks: Under contract-accepting backup offers. Charming 2 bedrooms and 2 bathrooms corner unit in a typically quiet neighborhood, Enjoy easy Florida living with a spacious screened porch perfect for relaxing or entertaining—plus an enclosed area that serves as a convenient storage room. Not an age-restricted community but many long-time/senior residents. Enjoy conveniently being close to the community pool. Big-ticket items are already handled offering added peace of mind. roof replaced approx. 1 year ago, A/C approx. 5 years old, and an updated kitchen. Even better, the HOA is only $75/month—one of the lowest in the area. Ideally situated near Orlando International Airport, this property also offers quick access to major commuter routes, including the Florida Turnpike, SR 417 (Central Florida Greeneway), and SR 528 (Beachline Expressway). Plus, you’re just a short drive to Orlando’s world-famous attractions including Universal Studios, Walt Disney World, and SeaWorld. Additionally making travel fast and convenient to nearby medical facilities, shopping, dining, employment centers and more Whether you’re looking for a primary residence, a second home, or an investment opportunity, this home delivers comfort, accessibility, and value in a well-located Kissimmee community

Listing is courtesy of: FLORIDA PROPERTY HOMES (407-728-5650)

Listing Agent: Luis Cabrera (407-738-0282)

Remarks: This Stunning, fully renovated, turnkey 6-bedroom, 4-bathroom pool home is located in the highly sought-after resort community of Windsor Hills. From the moment you enter, you're greeted by updated flooring that complements the open-concept layout and spacious interior. The bright and modern formal dining room flows seamlessly into a family room filled with natural light. The stylish kitchen features stainless steel appliances, and a charming breakfast nook, perfect for both entertaining and everyday living. Sliding glass doors open to your private outdoor oasis, complete with a sparkling pool, relaxing hot tub, and an extended covered lanai. In addition, the first floor also includes a convenient bedroom, while the second level offers five additional bedrooms, including two beautifully appointed en-suites. Windsor Hills is a premier, guard-gated community offering five-star amenities, including waterslides, a splash pad, resort-style pool and hot tub, sundry shop, movie theater, arcade, fitness center, playgrounds, and courts for tennis, volleyball, and basketball. Conveniently located approximately 1 mile from Hwy 192, this home provides quick access to great shopping, dining, I-4, and theme parks—making it the perfect primary residence, vacation home, or income-producing short-term rental.

Listing is courtesy of: ORLANDO REGIONAL PROPERTY MANAGEMENT (407-800-4545)

Listing Agent: Jeannette Lopez (407-800-4545)

Remarks: Kick back and embrace the laid-back island rhythm at this breezy lakefront retreat in Margaritaville Resort Orlando, perfectly positioned on Parrot Head Place. Wrapped in carefree Key West charm, this home delivers sun-splashed interiors, coastal hues, and a relaxed, barefoot-friendly layout that makes every day feel like vacation. Out back, your private pool and spa overlook tranquil water views, creating the ultimate setting for lazy mornings, afternoon floats, and sunset cocktails with a soundtrack of good vibes (NEW POOL HEATER FEB 2026). The open living spaces flow effortlessly for easy entertaining, while spacious bedrooms provide a calm, salt-air escape after long days of fun and sun. Perfectly located just minutes from Walt Disney World, Universal Orlando Resort, including the highly anticipated Universal Epic Universe, and SeaWorld Orlando, this home offers the best of both worlds—action-packed adventures by day and laid-back island living by night. Whether you’re chasing thrills, fireworks, or unforgettable family memories, you’ll love coming home to your own private oasis where the pace slows, the music softens, and relaxation takes center stage. Designed for both personal enjoyment and short-term rental success, this home captures the essence of island living with a splash of luxury. Just steps from resort amenities, dining, and entertainment, it’s a place where worries drift away, flip-flops are the dress code, and life moves at a perfectly unhurried pace. Multiple tropical pools with cabanas, lounging areas, and full food & beverage service. Island-inspired restaurants, poolside bars, and casual spots all within walking distance. The St. Somewhere Spa offers massages, facials, body treatments, and salon services. Find your latitude, adjust your attitude, and come home to a true five-o’clock-somewhere lifestyle—complete with lake views, poolside living, and pure Margaritaville Magic!

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

Listing Agent: Susan Koptieff (407-334-7770)

Remarks: Space, sunlight, and opportunity come together in this pool home in Kissimmee’s Wilderness community. Set on a generous lot with over 1,800 square feet of living space, the property offers a layout designed for comfortable everyday living with room to personalize and elevate. The backyard pool creates the kind of Florida lifestyle buyers are searching for, a private setting for relaxing afternoons, weekend gatherings, and year-round outdoor enjoyment. Important updates have already been completed, including the replacement of the roof approximately 7 years ago and the update of the HVAC system about 3 years ago, providing a solid foundation for the next owner. Located just minutes from shopping, dining, major roadways, and Central Florida’s world-famous attractions, the home combines convenience with long-term value. For buyers looking for space, location, and a property with true potential, this is an opportunity worth exploring, and it’s priced to sell.

Listing is courtesy of: DALTON WADE INC (888-668-8283)

Listing Agent: Tirzo Quintero (201-286-2204)

Remarks: Step into refined resort living with this sophisticated 5th-floor condo, located in Building 2 of the prestigious Embassy Suites at Sunset Walk. This fully furnished 2-bedroom, 2-bathroom residence offers a seamless blend of modern luxury and effortless convenience. The open-concept living space extends to a private balcony featuring tranquil pool views, providing the perfect backdrop for morning coffee or an evening retreat after a day of exploration. Designed with the savvy investor and vacation home seeker in mind, this property offers access to an array of world-class amenities within the Embassy Suites complex. Guests and owners alike can enjoy a resort-style pool and sundeck, a state-of-the-art fitness center, and on-site dining and social lounges. Perfectly positioned in the heart of the Sunset Walk district, you are just steps away from premier shopping, diverse dining options, and vibrant entertainment. With its close proximity to Central Florida’s world-famous theme parks, this condo represents a premier opportunity to own a piece of the magic in one of the region’s most sought-after destinations.

Listing is courtesy of: TEAM DONOVAN (407-705-2616)

Listing Agent: James Donovan (407-705-2616)

Remarks: PRICE REDUCED TO SELL!!! Welcome to an exceptional opportunity in the heart of Kissimmee! You OWN the land Tucked away in a peaceful community with easy access to major highways, grocery stores, shopping, dining, and all of Central Florida’s world-famous theme parks, this well-maintained residence offers comfort, functionality, and lifestyle in one complete package. This inviting home features 3 spacious bedrooms and 2 full bathrooms, providing the perfect layout for families, first-time buyers, or investors. Recent upgrades give you peace of mind and modern appeal, including a brand-new roof, new vinyl flooring throughout, and a beautifully refreshed kitchen complete with new appliances and updated cabinetry. Enjoy bright, open living spaces ideal for entertaining or relaxing at home. The thoughtful improvements and move-in-ready condition make this property a standout opportunity in today’s market. Whether you’re looking for your primary residence, a vacation home, or an investment property, this Kissimmee gem checks all the boxes. Schedule your private showing today!

Listing is courtesy of: SAND DOLLAR REALTY GROUP INC (407-389-7318)

Listing Agent: Robert Arnold, Jr (407-389-7318)

Remarks: Excellent opportunity for investors or buyers looking for immediate rental income. This well-maintained 3-bedroom, 2.5-bath townhome is located in the desirable Soleil at Westside community, just minutes from Walt Disney World, major attractions, shopping, and dining. The property is currently tenant-occupied, month to month allowing the new owner to benefit from immediate rental income from day one. This makes it an ideal investment for those seeking a turnkey rental property in one of Central Florida’s most sought-after area. The home features a modern open-concept layout, spacious bedrooms, and a functional floor plan designed for comfortable living. Residents of the community enjoy convenient access to nearby resorts, entertainment, and major highways connecting to Orlando and surrounding areas.

Listing is courtesy of: TALENT REALTY SOLUTIONS (407-910-2020)

Listing Agent: Ayrys Torres (407-227-5046)

Remarks: Under contract-accepting backup offers. A must see! Very nice and moving ready 3/2 property located in a cul-de-sac in a quiet neighborhood. Property featured new roof shingles, ceramic tile throughout, refurbished kitchen and bathrooms, new light fixtures throughout, recently painted in and out with modern colors. AC was serviced totally and in perfect condition, double car garage with sliding screen doors in garage to allow owners open garage but to also have privacy and protection.

Listing is courtesy of: HOUSESTAR REALTY GROUP INC (407-830-5655)

Listing Agent: Jrodz Rodriguez (407-301-3401)

Remarks: Under contract-accepting backup offers. Welcome to 4711 Greycliff Prairie Drive, where space, functionality, and outdoor living come together. This 5 bedroom, 3.5 bathroom home offers over 2,500 square feet designed for real life. When you walk in, the layout opens up immediately. The main living area flows seamlessly into the dining space and kitchen, creating a setup that feels connected without feeling crowded. The kitchen is the centerpiece with granite countertops, stainless steel appliances, dark cabinetry, a tiled backsplash, and a large island that naturally becomes the gathering spot for family and guests. Downstairs features a full bedroom and bathroom, ideal for guests, extended family, or a private office. Upstairs, the loft provides a second living area that can flex as a media room, play space, or work-from-home setup. The primary suite is spacious and comfortable with dual granite vanities, a soaking tub, and a separate glass-enclosed shower. Laundry is conveniently located upstairs. Step outside and it gets even better. The backyard was built for Florida living. A private in-ground pool sits at the center of an expansive paver deck, surrounded by low-maintenance landscaping and a fully fenced yard. The custom pergola-covered lanai creates the perfect shaded lounge area for hosting, relaxing, or enjoying quiet evenings by the pool. Located in Hammock Trails with easy access to schools, shopping, and major roadways, this home offers both space and lifestyle. Schedule your private showing today and come see what makes this one stand out.

Listing is courtesy of: DIDOMENICO REALTY GROUP (407-922-3277)

Listing Agent: Michael Didomenico, Jr (407-922-3277)