Homes for Sale Near Kissimmee Middle in Kissimmee - 297 homes

Remarks: INVESTOR OPPORTUNITY! HIGH INCOME POTENTIAL — PERFECT FOR VRBO / AIRBNB / SHORT-TERM RENTAL! DAILY RENTALS ALLOWED! Prime location in Kissimmee just minutes from Disney parks, premium shopping, restaurants, entertainment, and major attractions. Excellent CASH FLOW potential in one of Central Florida’s most desirable vacation rental areas!

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

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

Remarks: Under contract-accepting backup offers. INVESTOR OPPORTUNITY! HIGH INCOME POTENTIAL — PERFECT FOR VRBO / AIRBNB / SHORT-TERM RENTAL! DAILY RENTALS ALLOWED! Prime location in Kissimmee just minutes from Disney parks, premium shopping, restaurants, entertainment, and major attractions. Excellent CASH FLOW potential in one of Central Florida’s most desirable vacation rental areas!

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

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

Remarks: ?? INVESTOR OPPORTUNITY! ?? HIGH INCOME POTENTIAL — PERFECT FOR VRBO / AIRBNB / SHORT-TERM RENTAL! DAILY RENTALS ALLOWED! Prime location in Kissimmee just minutes from Disney parks, premium shopping, restaurants, entertainment, and major attractions. Excellent CASH FLOW potential in one of Central Florida’s most desirable vacation rental areas!

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

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

Remarks: ?? INVESTOR OPPORTUNITY! ?? HIGH INCOME POTENTIAL — PERFECT FOR VRBO / AIRBNB / SHORT-TERM RENTAL! DAILY RENTALS ALLOWED! Prime location in Kissimmee just minutes from Disney parks, premium shopping, restaurants, entertainment, and major attractions. Excellent CASH FLOW potential in one of Central Florida’s most desirable vacation rental areas!

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

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

Remarks: INCOME PRODUCING ASSET! Just discontinued from a successful property management program due to limited showing availability while fully booked, this is your opportunity to own a FRESHLY REMODELED, FULLY FURNISHED 6-BEDROOM, 6.5-BATH luxury residence OFFERED BELOW APPRAISED VALUE. Whether you are searching for a PRIMARY RESIDENCE, SECOND HOME, or a HIGH-PERFORMING SHORT-TERM RENTAL INVESTMENT, this property offers exceptional versatility in one of Central Florida’s MOST SOUGHT-AFTER RESORT COMMUNITIES. Step inside to discover an OPEN-CONCEPT floor plan featuring a GOURMET KITCHEN with stainless steel appliances, an expansive family room, and a spacious upstairs great room ideal for entertainment and gatherings. Outdoors, enjoy your PRIVATE SCREENED AND HEATED POOL, creating the perfect setting for year-round relaxation or hosting guests. Ideally located just minutes from DISNEY THEME PARKS, The Loop, Medieval Times, and Gatorland, this home combines RESORT-STYLE LIVING with OUTSTANDING INVESTMENT POTENTIAL and long-term appreciation. The HOA includes cable TV, HIGH-SPEED WI-FI, and lawn maintenance, while residents enjoy PREMIUM COMMUNITY AMENITIES including a resort-style pool with cabanas, fitness center, and scenic walking trails. This TURNKEY FLORIDA RETREAT offers the perfect blend of luxury, lifestyle, and value. Schedule your private showing today.

Listing is courtesy of: NOBSKA REAL ESTATE LLC (689-276-1593)

Listing Agent: Laura Teixeira, Pa (941-962-2413)

Remarks: Under contract-accepting backup offers. One of the largest floorplans in Flora Ridge, offering over 1,600 sq ft of flexible living space in a gated community just minutes from The Loop, Osceola Parkway, and under 10 miles to Disney. This 3-bedroom, 2-bath condo is ideally positioned on the 3rd floor with elevator access and features a versatile bonus space off the primary suite—perfect for a home office, nursery, or potential 4th bedroom. The split floorplan creates privacy while still feeling open and functional. Inside, the home has been thoughtfully upgraded with modern finishes throughout. The kitchen stands out with upgraded cabinetry, stainless steel appliances, stone countertops, recessed lighting, and a custom Ambrosia Maple butcher block. Additional upgrades include a remodeled walk-in pantry, laminate flooring throughout, Alexa-enabled smart lighting and thermostat, USB outlets, and a sleek floating entertainment system in the living room. Custom Elfa closet systems and built-in dining banquette seating add both style and storage. Updated with high-performance vinyl replacement windows, featuring durable double-pane glass for improved energy efficiency, insulation, and noise reduction. Standard double-hung design allows for easy operation and maintenance. Step outside to a screened-in balcony, ideal for enjoying fresh air year-round. The unit also includes a ventless washer and dryer, allowing flexibility in placement, along with ceiling fans in every room. The exterior of this community was renovated with new balcony, paint and screens added. Additional highlights include a newer AC, covered parking spaces, and ample guest parking. Offsite security guard access.

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

Listing Agent: Meagan Waddell (321-945-0008)

Remarks: Investor special opportunity at 2460 Summerfield Way in Kissimmee. This 2-story townhouse offers immediate rental income with a tenant already in place paying $1,500 per month on a year-long lease, making it a turnkey addition to any investment portfolio. The property features 2 bedrooms, 2.5 bathrooms, and a functional layout designed for comfortable everyday living. The main level includes the shared living and dining areas, along with a conveniently located kitchen and half bath for guests. Upstairs, both bedrooms offer access to full bathrooms, creating a practical setup for residents, roommates, guests, or even a home office configuration. The patio provides additional usable outdoor space for seating, dining, or relaxing while remaining low maintenance. Investors will appreciate the major system updates already completed, including a new roof in 2024, a water heater that is only 1 year old, and an HVAC system replaced in 2022. These improvements help minimize near-term maintenance concerns and add long-term value to the property. Located in Kissimmee, the home offers convenient access to shopping, dining, schools, parks, major roads, and Central Florida attractions. The neighborhood provides a residential setting with everyday essentials nearby, making it an appealing option for both tenants and long-term investors seeking convenience and steady rental potential.

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

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

Remarks: Beautiful and well-maintained single-family home located in a gated community in the heart of Kissimmee, Florida. This stunning property offers 3 bedrooms, a bonus room, 2 bathrooms, and a spacious 2-car garage. The home features 2 A/C units that are approximately one 1/2 year old, smart thermostats for energy efficiency and comfort, a central vacuum system, and a modern wall-mounted water heater. The interior doors and front door have also been freshly painted, giving the home a clean and updated appearance. Inside, you will find an open floor plan with vaulted ceilings and ceramic tile flooring throughout the home. The spacious family room and dining room combination create the perfect setting for entertaining and everyday living. The open kitchen includes an island with electrical outlets, a range hood, a bar, a wine rack, and stainless steel appliances. The bonus room can easily be used as a nursery, office, guest room, or additional bedroom. The primary bathroom features a double vanity, a walk-in closet, and a separate shower. Skylights provide beautiful natural lighting throughout the bathrooms and living areas. Step outside to your screened patio and enjoy breathtaking pond views with a relaxing fountain backdrop, peacecul outdoor setting perfect for morning coffee or evening relaxation. The backyard is surrounded by beautiful palm views, bringing the best of Florida living right to your backyard. Community amenities include a resort-style pool, basketball courts, a tennis court, a playground, and beautifully maintained common areas. Conveniently located just 15-20 minutes from Disney World, Disney Springs, SeaWorld, Universal Studios, International Drive, Downtown Orlando, and Orlando International Airport. Easy access to the Florida Turnpike, plus proximity to schools, shopping centers, restaurants, and hospitals. Schedule your private showing today and experience everything this beautiful home.

Listing is courtesy of: SIGNATURE BROKERS REALTY LLC (407-595-6820)

Listing Agent: Mickie Rodriguez (407-949-4902)

Remarks: Discover this beautifully upgraded 3-bedroom, 2.5-bath townhome located in one of Central Florida’s most sought-after gated communities. Formerly the builder’s model home, this residence showcases premium finishes throughout, including granite countertops, stainless steel appliances, and elegant wall and ceiling trim details. The open-concept main level offers a seamless flow between the kitchen, dining area, and spacious living room, creating an ideal setting for both everyday living and entertaining. A well-appointed half bath on the first floor adds convenience for guests. Upstairs, the primary suite provides a comfortable retreat with a walk-in closet and an ensuite bathroom featuring dual vanities and quartz countertops. Two additional bedrooms, a full bathroom, and a conveniently located laundry closet complete the second floor. Residents enjoy access to resort-style amenities, including a community pool, fitness center, dog park, playground, and a unique hedge maze. Ideally located just minutes from Walt Disney World, Lake Buena Vista, The Loop, and Orlando International Airport, with easy access to Osceola Parkway, I-4, and SR 417. Shopping, dining, and daily conveniences such as Target are all nearby.

Listing is courtesy of: RATIO REAL ESTATE, LLC (407-674-0460)

Listing Agent: Xiaoyu Su (352-216-1257)

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: 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 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: """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: 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: 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)