Homes for Sale Near Kissimmee Middle in Kissimmee - 283 homes

Remarks: Perfect as a primary residence, vacation home, or investment opportunity in the gated community of Club Cortile! This well-maintained first-floor 3-bedroom, 2-bathroom condo offers comfort, convenience, and strong rental potential in one of Kissimmee’s desirable resort-style communities. Enjoy a private screened-in balcony with no rear neighbors, creating a peaceful outdoor space to relax and unwind. The unit has been well cared for and features a new AC system installed in 2024, providing added value and peace of mind for future owners. The property is being sold furnished, making it move-in ready or ideal for immediate rental. Club Cortile offers a range of amenities including a community pool, clubhouse, fitness center, playground, and tennis court. Ideally located just minutes from major highways, shopping, dining, and Orlando’s world-famous theme parks, this property offers flexibility for full-time living, a vacation getaway, or an income-producing investment, with both short-term and long-term rental potential. Schedule your private showing today and take advantage of this great opportunity.

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

Listing Agent: Martha L Camargo (321-525-9159)

Remarks: Under contract-accepting backup offers. Discover comfort and convenience at Cascades at Kissimmee with this well-maintained 2-bedroom, 1-bath condominium offering approximately 870 square feet of thoughtfully designed living space. The interior features an open, airy floor plan with abundant natural light, a welcoming living and dining area, and a stylish galley kitchen complete with breakfast bar and updated appliances—ideal for both everyday living and entertaining. The generously sized primary bedroom includes a walk-in closet and private access to the renovated full bath. Recent improvements such as fresh interior paint enhance the home’s clean, modern feel. Enjoy outdoor relaxation on the screened balcony, which also provides additional storage, plus the added convenience of an in-unit washer and dryer. Residents enjoy access to community amenities including a swimming pool within view from the balcony, clubhouse, and tranquil pond views. Centrally positioned near major roadways, shopping, restaurants, and entertainment, with easy drives to The Loop, area attractions, and Orlando International Airport. A great option for owner-occupants or investors alike—ready for immediate occupancy. Schedule your private tour today.

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

Listing Agent: Alex Dallos (407-486-8034)

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Beautifully maintained two-story pool home located in one of Kissimmee’s most desirable gated communities. From the moment you arrive, this stunning residence impresses with its elegant curb appeal, soaring ceilings, abundant natural light, and thoughtfully designed spaces throughout. This spacious home features 5 bedrooms, 3.5 bathrooms, a versatile loft, plus formal living and dining rooms, offering the perfect balance of comfort, style, and functionality for everyday living and entertaining. The heart of the home is the spacious kitchen, complete with a center island, brand-new stainless-steel appliances, ample cabinetry, and a large walk-in pantry. Overlooking the main living area, the layout creates a warm and inviting atmosphere while still maintaining distinct living spaces for added comfort and privacy. The formal dining room provides the perfect setting for gatherings and special occasions, while the formal living room adds an elegant and flexible space ideal for entertaining or relaxing. The primary suite is conveniently located on the first floor, providing a private retreat with comfort and convenience. Upstairs, you’ll find four generously sized bedrooms, all featuring walk-in closets, along with a spacious loft ideal for a media room, home office, playroom, or additional living area. Step outside to your private screened-in pool area, the perfect space to relax, entertain, and enjoy Florida living year-round. Residents of the highly sought-after Stonefield community enjoy resort-style amenities including a beautiful clubhouse, community pool, fitness center, tennis court, and recreational areas. Ideally located near The Loop shopping center, dining, major highways, theme parks, and all that Central Florida has to offer. This exceptional home offers the perfect combination of space, elegance, comfort, and lifestyle. A true must-see!

Listing is courtesy of: TOP 7 REALTY LLC (407-334-8082)

Listing Agent: Audrey Torres (407-730-1862)

Remarks: Ideally just 10 minutes from Celebration and Orlando's world-renowned theme parks, this beautifully furnished four-bedroom, 3.5-bath town home offers a blend of privacy, comfort and convenience. In a desirable gated community adjacent to Mater Palms Academy, the home enjoys easy access to excellent schools, shopping, dining and entertainment. The open-concept floor plan features spacious living areas filled with natural light and contemporary finishes throughout. Go outside to a private patio overlooking a tranquil pond, providing a serene and secluded setting. Community amenities include a resort-style pool, clubhouse and soccer field, creating a Florida lifestyle experience. Whether used as a primary residence, vacation retreat or investment opportunity, this exceptional townhome is a rare find in an unbeatable location.

Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-581-7888)

Listing Agent: Alex Minato (954-348-1726)

Remarks: Stunning 5-Bedroom, 4-Bath Townhome in a Premier Resort Community! ***$5,000 SELLER CREDIT TOWARD CLOSING CLOSTS*** This beautifully decorated end-unit townhome is located in one of the most sought-after short-term rental resorts. Featuring 5 spacious bedrooms and 4 full bathrooms, the open-concept layout includes a fully equipped kitchen with sleek 42" cabinetry and stainless steel appliances, flowing seamlessly into the inviting living and dining areas. Step through the sliding glass doors to a covered patio and private splash pool—perfect for relaxing and entertaining. The community offers incredible amenities including a resort-style pool, lazy river, water slides, splash park, kayak rentals, mini golf, and sand volleyball courts. Guests also enjoy access to a fully equipped fitness center with extended hours and an outdoor Tiki bar serving drinks, food, and ice cream. Whether you're looking for a full-time residence or a vacation rental investment, this home provides the ultimate Florida retreat—just minutes from Disney, Universal, SeaWorld, shopping, dining, and more. Schedule your private showing today!

Listing is courtesy of: MARKLE MANAGEMENT (954-465-4719)

Listing Agent: Madelynn Markle (954-465-4719)

Remarks: Create unforgettable family memories in this stunning 5-bedroom, 5-bathroom vacation villa located in the highly desirable Storey Lake Resort, just 7 miles from Walt Disney World. Expertly themed and fully furnished, this home offers the perfect blend of fun, comfort, and style—featuring Harry Potter, Star Wars, Frozen, and Super Mario-inspired rooms that delight guests of all ages. The ground floor welcomes you with a state-of-the-art kitchen, elegant 10-person dining area, and a beautifully designed living space with Smart TVs, plush seating, and lightning-fast Wi-Fi. Step outside to your private screened-in pool and spa, ideal for sun-soaked days and relaxing evenings. Enjoy al fresco meals in the covered patio dining area, surrounded by Florida’s warm ambiance. Upstairs, a spacious loft lounge offers an additional entertainment area with luxe seating and a large-screen TV—perfect for kids and teens to unwind while adults enjoy quiet time downstairs. Bedrooms include two king suites (one with crib), and three themed rooms: a Harry Potter-inspired room with bunk and twin beds, a Star Wars room with two full beds and ensuite bath, and a Frozen room with bunk and twin beds. Each bathroom is designed for convenience with modern finishes, toilets, and showers. As part of Storey Lake Resort, residents and guests enjoy premium amenities including a lazy river, water park, Tiki Bar, clubhouse, fitness center, and more—all within a gated, secure community near Orlando’s top attractions, dining, and shopping. Don’t miss the chance to own this exceptional vacation home—perfect for family getaways or as a high-performing short-term rental investment. Contact us today to schedule your private showing and experience the magic for yourself.

Listing is courtesy of: ANTS REALTY LLC (689-800-8851)

Listing Agent: Wenyu Wang (407-505-9864)

Remarks: Experience resort-style living in the gated community of Tapestry. This stunning 3BR/2.5BA townhouse features a modern chef’s kitchen with state-of-the-art appliances, granite countertops throughout, and ample storage. Enjoy premium amenities including a luxury clubhouse, fitness center, and sparkling pool. Perfectly located and move-in ready—schedule your tour today!

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

Listing Agent: Ramesh Vanapalli (954-892-5648)

Remarks: Experience modern living at its finest in this 3-bedroom, 2.5-bathroom townhome, combining luxurious design, top-tier amenities, and an unbeatable location. Nestled in a peaceful, movie-like conservation lot with gorgeous views, this home offers tranquility while being just minutes away from world-famous attractions like Disney World and Universal Studios. Features You'll Love: - Modern Prestige Design Package. Sleek Espresso Dark cabinets, elegant granite countertops, and premium finishes throughout. - Fully Equipped with Top-of-the-Line Appliances. Outfitted with stainless steel brand-new Whirlpool appliances that elevate the functionality and style of the kitchen. Brand new Whirlpool washer & dryer included for ultimate convenience and comfort. - Ample Parking. Includes a two-car garage and a driveway space to accommodate additional family vehicles. - Bright & Spacious Layout. The open-concept first floor features a thoughtfully designed kitchen, powder room, and a gathering room with sliding glass doors leading to a private patio, perfect for entertaining or relaxing. - Peaceful Upstairs Retreat: Includes a luxurious owner's suite with a spacious walk-in closet and an exclusive bathroom featuring a shower box and two independent sinks. Additionally, there are two versatile bedrooms ideal for family, guests, or a home office. - HOA Includes High-Speed Internet, Cable TV, Lawn Services, and Waste Collection. Community Amenities: - Resort-Style Pool & Cabana - Walking Trails - Beautiful Conservation Views - Half-Court Basketball Court - Dog Park - Playground Prime Location: - Located less than 10 minutes to Disney World and just 20 minutes to Universal Studios. - 5 minutes to The Loop and Kissimmee Old Town, perfect for dining, shopping, and entertainment. - 6 miles from Disney Springs, offering world-class restaurants and attractions. - Minutes from major highways: I-4, Apopka Vineland, Osceola Parkway, 417, and I-Drive. Great opportunity for investors!

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

Listing Agent: Iris Martinez (786-357-4313)

Remarks: Welcome to this spacious 3-bedroom + Office/smaller bedroom and 2-bathroom home offering privacy and tranquility with no rear neighbors and a stunning nature view from the screened-in patio. The interior features tile flooring throughout the main living areas, with cozy carpet in guest bedrooms. The Primary bedroom has luxury vinyl flooring. The kitchen has been tastefully updated, providing both style and functionality. The lanai has been extended and paved making it perfect for entertaining outdoors. Located in a man-gated community, residents enjoy top-notch security and access to resort-style amenities, including a community pool, fitness center, playground, and walking trails. Conveniently situated near major highways, shopping, and dining, this home combines comfort, convenience, and a peaceful setting. Owner Motivated

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

Listing Agent: Lorena Correa (407-415-9170)

Remarks: Welcome home to this well-maintained single-family residence offering a bright and functional layout. The interior features spacious living and dining areas with tile flooring throughout the main living spaces and an open flow ideal for everyday living and entertaining. Comfortable bedrooms offer carpeting and ceiling fans, while the master bedroom has sliding doors leading to your rear screened-in lanai. Additional features include a two-car garage and a clean, neutral interior ready for its next owner. Easy to show!

Listing is courtesy of: SOVEREIGN REAL ESTATE GROUP (305-662-1502)

Listing Agent: William Figueroa (305-662-1502)

Remarks: Discover this well maintained 3 bedroom, 2 bathroom home offering 1,380 sq ft of comfortable living space. The home features a functional layout with inviting living and dining areas that flow into the kitchen, creating a great setup for everyday living and entertaining. The primary suite includes a private bathroom, while the additional bedrooms provide flexibility for family, guests, or a home office. Step outside to a screened-in patio with a pool—perfect for relaxing or hosting year-round. Located in a quiet residential neighborhood, this move-in ready home is easy to show and ready for its next owner.

Listing is courtesy of: SOVEREIGN REAL ESTATE GROUP (305-662-1502)

Listing Agent: Raul Pino (305-662-1502)

Remarks: """MOTIVATED SELLER OPEN TO NEGOTIATION CONCESSIONS, INCLUDING CLOSING COAST CREDITS AND AN INTEREST RATE BUY DOWN. BRING YOUR OFFERS"" Located in the sought-after gated community of Bella Vida, this resort-style neighborhood offers 24-hour security and outstanding amenities, including a clubhouse, resort-style pool, fitness center, and recreational facilities designed for a true Florida lifestyle. This spacious 4-bedroom, 3-bathroom townhome features a bright open floor plan, with one private en-suite bedroom conveniently located on the first floor—ideal for guests or multi-generational living. Enjoy your own exclusive private swimming pool, perfect for relaxing or entertaining. Ideally situated near Central Florida’s major attractions, shopping, dining, and entertainment, this property offers both comfort and an unbeatable location.

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

Listing Agent: Marcus Freire De Araujo (407-663-6442)

Remarks: One or more photo(s) has been virtually staged. AGENTS - PLEASE VIEW REALTOR REMARKS IN THE MLS. One or more photo(s) has been virtually staged. Welcome to 1019 Lake Berkley Drive, a refined residence offering an exceptional blend of comfort, security, and resort-style living within the guard-gated Lake Berkley community. This thoughtfully upgraded home showcases two main bedrooms with ensuite bathrooms, ceramic tile and new laminate flooring that was installed in 2025, creating a fresh and sophisticated interior. The remodeled kitchen (2022) serves as the centerpiece of the home with a great view of the pool and lanai and designed for both everyday living and entertaining. The outdoor living space is ideal for enjoying Florida’s year-round sunshine, enhanced by a stunning pool with new pool pump for effortless maintenance. Notable system upgrades include the second bathroom that features a newer shower, offering modern convenience for residents and guests alike. New insulation in the attic and walls for improved energy efficiency, and a new AC system installed in 2023. The seller may also offer a home warranty for added peace of mind with the right offer. Residents of Lake Berkley enjoy an impressive suite of amenities, including tennis and volleyball courts, a resort-style pool, playground, water park, fitness center, clubhouse, gazebo, beach area, BBQ pit, and scenic lake views with fishing pier. The community also permits short-term rentals, includes lawn care, making this an exceptional opportunity for both luxury homeowners and discerning investors. Combining quality upgrades, a secure setting, and an enviable lifestyle, 1019 Lake Berkley Drive presents a rare opportunity in one of the area’s most desirable communities. Come see today! Offers may be entered ONLINE through 6/4/26 at 5pm. AT SELLER'S DISCRETION, A SUBMISSION MAY BE ACCEPTED AT ANY TIME.

Listing is courtesy of: KELLER WILLIAMS ADVANTAGE 2 REALTY (407-393-5901)

Listing Agent: Christina Rampersad (407-995-6788)

Remarks: Welcome to this stunning 5-bedroom, 4.5-bath home with a versatile flex space located in the desirable gated community of Tapestry in Kissimmee. This beautifully maintained home features two master suites, one on the first floor and another on the second offering comfort and flexibility for multi-generational living or guest accommodations. The property includes a brand-new washer and dryer, a new stove, and hurricane shutters for added peace of mind. The spacious three-car garage provides ample storage and parking. Enjoy resort-style living with community amenities that include a saltwater pool, clubhouse, fitness center with yoga and spin studios, dog park, playgrounds, walking trails, and grilling pavilions. Conveniently located near The Loop, Old Town Kissimmee, Downtown Celebration, and major theme parks like Disney and Universal, you’ll also find plenty of shopping, dining, and entertainment options just minutes away. This home combines luxury, functionality, and location—schedule your private showing today before it’s gone!

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

Listing Agent: Jasmine Vazquez (407-800-5164)

Remarks: Welcome to this FULLY FURNISHED 5-bedroom, 4.5 bathroom home located in the heart of Kissimmee in the Veranda Palms Community. This home offers the perfect blend of comfort, style, and convenience and is ideal as a primary residence, vacation home, or turnkey short-term rental investment. Currently operating as a successful SHORT-TERM RENTAL that accommodates up to 12 guests, this home comes fully furnished and equipped, ready to welcome guests from day one. As you enter, you’re greeted by soaring ceilings, abundant natural light, and an expansive dining area with seating for up to 18 guests perfect for entertaining. The spacious kitchen offers ample counter space and everything needed for cooking and hosting with ease. The inviting living room features THEMED ACCENT WALLS that add personality and charm throughout the home. The first floor also includes a convenient half bathroom, a laundry room with washer and dryer, and a themed game room in the garage complete with a POOL TABLE, PING PONG TABLE, and ARCADE GAME for endless entertainment. Upstairs, you’ll find a cozy loft area along with 5 themed bedrooms, including 3 EN SUITE bathrooms and an additional full bathroom. Step outside to your own private outdoor retreat where a covered lanai, grilling and dining area and a heated POOL AND SPA create the ultimate setting for year-round relaxation and effortless entertaining. Experience resort-style living at one of Kissimmee’s premier GUARD GATED vacation home communities just minutes from theme parks, shopping, dining and Orlando’s top attractions. Veranda Palms offers an impressive collection of luxury amenities designed for relaxation and recreation. Residents and guests enjoy a stunning ZERO-ENTRY RESORT SYTLE POOL, exciting SPLASH ZONE with WATERSLIDES, relaxing HOT TUB, fully equipped FITNESS CENTER. The elegant clubhouse serves as the heart of the community creating the perfect setting for family gatherings and unforgettable vacations. Conveniently located near Highway 192, golf courses, restaurants, and entertainment Veranda Palms combines comfort, convenience and resort-style living in the heart of Central Florida.

Listing is courtesy of: THE WILKINS WAY LLC (407-874-0230)

Listing Agent: Amanda Bloodworth (407-907-0475)

Remarks: Welcome to this beautifully designed two-story home offering the perfect blend of comfort, style, and functionality. The first floor features a spacious flex room, ideal for a home office, complete with built-in shelving for added organization and charm. Just beyond the entry, the upgraded kitchen impresses with 42-inch cabinetry, granite countertops, stainless steel appliances, and a large center island—a perfect gathering spot for family and friends. The kitchen opens seamlessly to the family room, highlighted by a striking custom stone electric fireplace that adds warmth and elegance to the heart of the home. Off of the rear entry garage is the mud room ideal to keep the home clutter free from everyday items. All bedrooms are thoughtfully located on the second floor, along with a versatile loft that can serve as a media room, playroom, or additional workspace. The primary suite is a true retreat with tray ceilings and features an ensuite bathroom with marble countertops, dual sinks and two spacious walk-in closets. The home’s exterior offers both style and convenience with a rear-entry garage and a paved driveway that enhances the property’s curb appeal. Enjoy resort-style living in a 24-hour manned, gated community offering premium amenities, including an infinity pool, clubhouse, dog park, and multiple playgrounds. Ideally located just minutes from The Loop shopping center, the Florida Turnpike, SR 417, and world-famous theme parks, this home provides unmatched convenience and access to all that Central Florida has to provide.

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

Listing Agent: Jeannie Torres (407-414-3132)

Remarks: Welcome to the beautifully decorated Gardenia Floor plan, a designed 3-bedroom, 2-bath single-family home offering 1,706 square feet of thoughtful living space in the highly sought-after, guard-gated Tapestry community in Kissimmee. This isn’t just a home it’s a lifestyle. Step inside to an open, airy layout perfect for modern living. From cozy family nights to weekend entertaining, every square foot is optimized for comfort and flow. With three spacious bedrooms and sleek, contemporary finishes, the Gardenia model is the ideal blend of function and flair. Live like you're on vacation every day with access to a Zero-entry resort-style pool & cabana lounges, Splash pad & play spaces, State-of-the-art fitness center with yoga & movement studio, a Grand ballroom & catering kitchen for hosting unforgettable events, an Open-air veranda for sunset relaxation. Lots of Sports fields, BBQ pavilions, dog park, and walking and biking trails. And it’s all nestled in a 24-hour guard-gated community, minutes from Orlando's top attractions, major highways, the airport, shopping, dining, and great schools. Whether you’re looking for your primary residence, second home, or investment opportunity, this Gardenia beauty is your gateway to elevated living in Central Florida. Homes like this don’t just go on the market they go viral. Schedule your private tour before it’s gone!

Listing is courtesy of: SERHANT (786-296-8626)

Listing Agent: Gladys Bezerra (407-701-4034)

Remarks: NEW PRICE REDUCTION*** Fully furnished and turnkey-ready, this stylish 3-bedroom, 2.5-bath townhome in the gated Emerald Island Resort is just 3 miles from Disney and close to dining, shopping, and entertainment. With 1,291 sq ft of space, the home features granite countertops, tile and laminate flooring, a private balcony off the primary bedroom, and a peaceful conservation view. Guests enjoy access to resort-style amenities, including a heated pool, hot tub, sauna, gym, tiki bar, tennis, mini golf, nature trails, and 24/7 security. Perfect for families or investors, this active short-term rental sleeps up to 8 and requires no special HOA approval.

Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)

Listing Agent: Kay Bingham (407-207-2220)

Remarks: Located in the popular gated community of Windsor Hills Resort, this condo offers resort-style living with access to fantastic amenities including a clubhouse with a movie theater and fitness center, a lagoon-style pool with water slides, sports courts, and scenic walking paths. The community is family-friendly and highly sought after for both residents and vacation rentals. Just minutes from Walt Disney World and close to Universal Studios and SeaWorld, the location provides easy access to Orlando’s top attractions. Nearby, you’ll find entertainment and shopping hubs like Old Town Kissimmee, The Loop outdoor mall, and charming Kissimmee Historic District. Outdoor lovers will enjoy nearby Kissimmee Lakefront Park and Lake Kissimmee State Park, perfect for relaxation and recreation. This blend of vibrant community amenities and proximity to world-class attractions makes it a great choice for living or investment.

Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)

Listing Agent: Kay Bingham (407-207-2220)

Remarks: Water View! Welcome to an extraordinary luxury vacation residence in the highly sought-after Sonoma Resort at Tapestry, where sophisticated modern design meets exceptional short-term rental potential. Perfectly positioned with tranquil water views at the back, this professionally curated home delivers a true resort-style experience just minutes from Disney, world-class dining, shopping, and Orlando’s premier attractions. Designed for both elegance and functionality, the home showcases expansive open-concept living spaces enhanced by tile flooring throughout all common areas — completely free of carpet in the main living spaces for a refined aesthetic and easy maintenance. The chef-inspired kitchen seamlessly flows into the oversized dining and gathering areas, creating the ideal setting for entertaining large groups and luxury vacation stays. Every detail of this residence has been thoughtfully elevated, from the designer lighting and upscale finishes to the spectacular themed entertainment spaces that set this property apart from the competition. Multiple immersive themed bedrooms create unforgettable guest experiences, while the custom game rooms offer resort-level amenities rarely found in comparable properties. The beautifully designed themed suites provide both visual impact and strong guest appeal, making this home exceptionally attractive for high-performing vacation rental income. Step outside to your private screened pool and outdoor living area, offering the perfect Florida retreat for relaxation and entertaining year-round. Whether utilized as a primary residence, second home, or income-producing investment property, this exceptional home combines luxury, location, and proven vacation-rental desirability in one of Central Florida’s premier resort communities.

Listing is courtesy of: INTEREALTY SERVICE (626-328-8535)

Listing Agent: Emma Yue (626-328-8535)