Homes for Sale Near Kissimmee Middle in Kissimmee - 298 homes

Remarks: PREMIER LAKE VIEW RESORT HOME - TOP RATED COMMUNITY! THIS IS IT! Your premier opportunity for a high-performing investment or luxury second home in the highly sought-after, guard-gated Terra Verde Club. Recognized as one of the top-rated short-term rental resorts in the area, this property offers unmatched amenities and location appeal. This home boasts a truly desirable location with peaceful LAKE views and NO REAR NEIGHBORS, guaranteeing superior privacy and tranquility—a massive selling point for renters and owners alike! Enjoy morning coffee or evening drinks on the patio, soaking up the Florida sunshine. The Terra Verde Club sets the gold standard for resort living! Amenities include a massive resort-sized swimming pool/sunning beach, outdoor Tiki bar, full fitness center, spa services, sauna, large communal hot tub, hammocks beneath the palms, video arcade, climbing rock, and a stocked fishing lake. Clubhouse, business center, and sundry shop also on site. Home features an optimal floor plan with open-concept living, dining, and kitchen downstairs. Upstairs, you will find the spacious master suite along with two other well-appointed bedrooms. Unbeatable central location! Minutes from all major shopping, dining, malls, and the famed theme parks, ensuring high guest satisfaction and occupancy rates. Don't settle for less! This is the definitive, best option available in the community. Call today for details and showing appointments!

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

Listing Agent: Alisson Fernandes (321-314-3313)

Remarks: Prime location in the heart of Kissimmee’s tourist corridor. This property at 2909 Theme St, located in Reflections at Storey Lake, is just minutes from US-192, Disney, and Orlando’s top attractions, with immediate access to restaurants, shopping centers, supermarkets, and entertainment. This is one of the most desirable areas for both homeowners and long-term rental investors due to its high and consistent demand. The townhome is practically like new. Featuring 3 bedrooms, 2.5 bathrooms, and a 2-car garage, it offers a modern open-concept design and has been exceptionally well maintained, making it truly move-in ready with no renovations needed. Enjoy resort-style community amenities, and as an added bonus, the HOA covers Spectrum Internet and TV. Furniture is negotiable, making this an ideal opportunity whether you’re looking for a primary residence or a turnkey investment property ready to generate income. Prime location + like-new condition + strong rental demand = a smart investment. ?? Schedule your private showing today.

Listing is courtesy of: MY REALTY GROUP, LLC. (786-847-7421)

Listing Agent: Esther Atencio (321-314-9374)

Remarks: Exceptional opportunity in Storey Lake! This well-maintained 4-bedroom, 3-bathroom home features a private pool and a highly desirable open-concept layout, ideal for both personal use and investment purposes. The property offers themed bedrooms, adding strong appeal for short-term rental potential in a prime vacation community. The spacious living and dining areas flow seamlessly into a fully equipped kitchen, creating a functional and inviting environment. The floor plan includes a first-floor queen bedroom, an upstairs king-size primary suite, and additional bedrooms designed to maximize occupancy. Located just minutes from major attractions, shopping, and dining, Storey Lake is a sought-after resort-style community known for its amenities and strong rental demand. This property presents an excellent opportunity for buyers seeking a primary residence, vacation home, or income-producing asset.

Listing is courtesy of: GLASSTONE GROUP INC (321-988-4663)

Listing Agent: Barbara Cunha De Freitas (617-458-0838)

Remarks: Turnkey, fully furnished 4-bedroom, 3-bathroom vacation townhome in the highly sought-after Regal Oaks Resort—one of the closest short-term rental communities to Walt Disney World Resort! Located in the heart of Kissimmee near Orlando’s top attractions, this income-producing property is ideal for Airbnb, VRBO, or personal use. Designed with both guests and owners in mind, this home features an open-concept layout with durable wood-look flooring, a bright kitchen with granite countertops, and a spacious living and dining area perfect for entertaining. The layout comfortably accommodates larger groups, making it highly desirable for vacation rentals in the Disney/Orlando market. A standout feature of this property is its professionally themed, Disney-inspired interior, creating a memorable guest experience that drives strong reviews and repeat bookings. The main level includes a bedroom and full bathroom, offering convenience and flexibility for multi-generational guests. Upstairs, the private primary suite provides a relaxing retreat, while additional themed bedrooms continue to elevate the home’s rental appeal in a competitive short-term rental market. Step outside to your private screened-in patio with hot tub, a premium amenity that enhances guest satisfaction and booking potential year-round. Located just minutes from Old Town Kissimmee and a short drive to Universal Orlando Resort and SeaWorld Orlando, this property offers unbeatable access to Central Florida’s most visited destinations, shopping, dining, and Orlando International Airport. Regal Oaks Resort amenities include a gated entrance, lakefront pool with water slides, fitness center, tennis courts, and on-site dining—making this one of the most desirable vacation rental communities in Kissimmee near Disney. Fully turnkey and has DOZENS OF BOOKINGS ALREADY IN PLACE THROUGHOUT 2026 AND BEYOND!—this is a rare opportunity to own a high-demand short-term rental in the Disney area with proven guest appeal.

Listing is courtesy of: ERA GRIZZARD REAL ESTATE (407-203-5800)

Listing Agent: Shawn Mccormick (321-439-4277)

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: 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)