Homes for Sale Near Kissimmee Middle in Kissimmee - 298 homes

Remarks: Resort Living Meets Everyday Comfort! Step into one of Venetian Bay Village’s most desirable homes — a spacious 4-bedroom, 3-bathroom fully furnished corner unit perfectly positioned for privacy, convenience, and serene pond views. Whether you’re searching for a stylish primary residence, a vacation retreat, or a lucrative investment property, this home checks every box. Enjoy a smart layout with two primary suites (upstairs & downstairs), open living and dining spaces filled with natural light, and French doors leading to peaceful outdoor views. With parking right outside your front door, this home blends function with charm. Life here feels like a permanent getaway: 4 sparkling pools, a fitness center, tennis, basketball, volleyball, playgrounds, theater, and game room—all within a secure, guard-gated community. Prime Location: Just 2 miles from Medieval Times Dinner Show & Walmart, 3 miles to THE LOOP MALL and only 9 miles to Disney Springs and Orlando Premium Outlets. Plus, you’re minutes from major highways, restaurants, and world-famous theme parks. Zoned for short-term rentals , this property is a rare find you don’t want to miss!

Listing is courtesy of: EMPIRE NETWORK REALTY (407-440-3798)

Listing Agent: Sandra Pina (407-463-9257)

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Price Improvement! Welcome to Reflections at Storey Lake, where comfort, convenience, and opportunity come together in the heart of Kissimmee. Whether you’re looking for a beautiful primary residence or a smart investment long term property, this lovely townhouse checks all the boxes. This well-designed townhome features a 1-car garage and welcomes you with an open flex space just off the entry — perfect for a home office, formal sitting room, playroom, or creative space to fit your lifestyle. As you move down the hall, you’ll find a stunning open-concept kitchen complete with stainless steel appliances, quartz countertops, and modern finishes that blend style with functionality. The kitchen flows seamlessly into the spacious living and dining area, creating the perfect environment for entertaining or relaxing. Sliding doors lead to a private patio pad, ideal for enjoying Florida’s sunshine or hosting weekend gatherings. Upstairs, retreat to the spacious primary suite, featuring a walk-in closet and a beautifully appointed en-suite bathroom with dual vanity sinks, a quartz vanity top, and a sleek walk-in shower with glass doors. The laundry closet — complete with washer and dryer — is conveniently located in the hallway. Two additional bedrooms and a full bathroom are situated toward the back of the home, offering privacy and comfort for family or guests. Residents and guests have access to the clubhouse, swimming pool, and fitness center.. The community is ideally located just minutes from Disney, major highways, shopping, dining, and Orlando’s world-famous attractions — making it highly desirable for homeowners. This is more than just a townhouse — it’s a lifestyle and an opportunity all in one.

Listing is courtesy of: SUNSHINE PREMIUM PROPERTIES (407-414-7581)

Listing Agent: Monica Mendivil (407-414-7581)

Remarks: One or more photo(s) has been virtually staged. Beautiful single-story (ground floor) home located in a quiet, well-located, and peaceful community in Kissimmee, where short-term rentals are allowed — making it an excellent opportunity for a primary residence, vacation home, or short-term rental investment. This property features a 2-car garage, a spacious corner lot, and a screened private pool with solar heating, perfect for enjoying the Florida lifestyle year-round. The main living area (great room) opens directly to the pool through large glass sliding doors, creating a seamless indoor–outdoor flow ideal for entertaining and relaxing. The home includes a roof replacement completed in 2018, and bedrooms feature new vinyl flooring, offering added peace of mind. The backyard provides walkable access to a nearby lake, perfect for scenic walks and enjoying nature. Conveniently located near shopping, dining, major highways, and Central Florida attractions, while still maintaining a calm and residential atmosphere.

Listing is courtesy of: GARCIA REALTY GROUP (407-920-3616)

Listing Agent: Jessica Sato (407-914-3157)

Remarks: Welcome to 320 Ballo Drive in BellaVida Resort, where space, comfort, and resort style living come together in a beautifully designed 6 bedroom, 4 bathroom pool home with tranquil water views. Built in 2019 and offering nearly 2,900 square feet, this two story residence stands out with a layout that feels both spacious and functional, making it equally appealing as a primary residence, vacation home, or income producing investment. From the moment you enter, the home opens into a bright and inviting main living area designed for gathering, with generous living and dining spaces that flow seamlessly into the kitchen. Here, you will find rich solid wood cabinetry, solid surface countertops, stainless steel appliances, pantry storage, and a large island with bar seating that anchors the heart of the home. Oversized sliding glass doors draw your eye straight to the screened pool and water view, creating the kind of indoor outdoor connection buyers love. The first floor primary suite offers a private retreat with a spacious bedroom, natural light, and an en suite bath with dual sinks, an extended vanity, and glass enclosed shower. A second first floor bedroom and nearby full bath add flexibility for guests or multigenerational living. Upstairs, the home continues to impress with four additional bedrooms, two full bathrooms, a dedicated laundry room, and a large loft that is more than just bonus space. It is a true second living area, ideal for a media room, game room, or lounge. Outside, the screened pool area is a standout feature. With an expansive deck, room to relax and entertain, and peaceful water views stretching beyond the enclosure, the backyard setting feels open, bright, and made for enjoying Florida living. BellaVida Resort adds even more value with its gated entrance, clubhouse, resort style pool, fitness center, basketball and volleyball courts, walking trails, and scenic lake, all in a location close to shopping, dining, and the attractions along US 192. This is the kind of home that delivers size, versatility, and lifestyle all in one.

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

Listing Agent: Peter Luu (321-917-7864)

Remarks: Under contract-accepting backup offers. Just Listed! Check out this fantastic pool home with a 3 car garage, perfectly tucked away in a quiet neighborhood yet close to everything Kissimmee has to provide. From the moment you step inside, you’ll love the floor plan with a direct view to the gorgeous pool! Ceramic tile flooring flows through the main living areas ideal for both everyday living and entertaining, while plush carpet in the bedrooms adds comfort underfoot. The floor plan includes an eat-in kitchen, family room, formal dining room, formal living room, and outdoor living space. The primary suite has 2 closets, sliding doors to the pool area, and its own ensuite bathroom with double vanities and step-in shower. Step through sliding glass doors to the covered lanai, the perfect place to unwind with a good book, host friends, or watch your family play in the fenced backyard that offers space to play or simply relax in the Florida sunshine. Step into your own private paradise with a resort-style backyard designed for both relaxation and entertaining. The stunning resort style pool area is surrounded by lush tropical landscaping that creates a peaceful, vacation-like setting right at home. Premium turf adds beauty and functionality with a clean, manicured look year-round while minimizing maintenance and mud. Whether you’re hosting friends, enjoying family time, or unwinding after a long day, this outdoor oasis offers the perfect blend of luxury, comfort, and low-maintenance living. Recent updates and upgrades include a New roof, New AC, New fresh paint, New bathroom sinks and plumbing fixtures, Kitchen cabinet refresh, Premium turf in the backyard, New pool pump, and much more! You’ll appreciate the convenience of a fantastic central location - close to shopping, dining, schools, and medical facilities! Don’t miss the chance to make this Kissimmee home your own. Schedule your private showing today and start living the lifestyle you’ve been waiting for!

Listing is courtesy of: KELLER WILLIAMS REALTY SMART (863-577-1234)

Listing Agent: Christina Moore (863-430-8517)

Remarks: Welcome to a premium turnkey short-term rental investment at 2729 Bookmark Drive, Kissimmee, located within the highly desirable Cove at Story Lake community. This fully furnished vacation home is the perfect blend of luxury, comfort, and income-producing potential in one of Central Florida’s most sought-after resort destinations. Designed for both investors and vacation homeowners, this exceptional property features spacious open-concept living areas, modern finishes, a fully equipped gourmet kitchen, beautifully decorated bedrooms, and a private screened pool area ideal for relaxation and entertainment. Every detail has been carefully curated to maximize guest experience, repeat bookings, and strong rental performance from day one. Residents and guests enjoy access to world-class resort-style amenities including multiple pools, lazy river, waterslides, splash pad, fitness center, mini golf, tiki bar, sports courts, and an impressive clubhouse experience that keeps visitors coming back year after year. Perfectly positioned just minutes from Walt Disney World, Universal Orlando, SeaWorld, premium shopping, dining, and Orlando International Airport, this property unmatched convenience and high demand within the thriving short-term rental market. Whether you are seeking passive income, portfolio expansion, or a luxury second home, this turnkey opportunity delivers exceptional value, prime location, and outstanding ROI potential in the heart of Central Florida.

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

Listing Agent: Paola Castellano (407-452-2732)

Remarks: Welcome to this well-maintained Eastham II floor plan located in the gated community of Storey Lake. This 4-bedroom residence offers a functional split-bedroom layout with spacious living areas and multiple full bathrooms designed for privacy and convenience. The main living area features an open-concept kitchen, dining, and living room combination with abundant natural light. The kitchen includes professionally painted cabinetry with soft-close upgrades, stainless steel appliances, a custom pantry, granite countertops, and a large quartz center island with seating for up to 4 people. The adjacent dining area offers flexible use as a formal dining space, home office, or additional living area. The primary suite is privately positioned toward the rear of the home and features luxury vinyl flooring, a tray ceiling, walk-in closet, and an en-suite bathroom with dual vanities, garden tub, and separate walk-in shower. A secondary access point to the laundry room adds practical functionality. Outdoor features include a covered patio area overlooking a fenced backyard with no rear neighbors. The extended brick paver patio includes a motorized retractable awning and vertical screen, providing additional usable outdoor living space. Please note, there is no screened patio/enclosure. Additional features include a 2-car garage with ceiling-mounted storage, whole-house water filtration system, and HVAC updates, with the interior unit replaced in 2023 and exterior unit replaced in 2020. Storey Lake offers gated access and community amenities including a pool, fitness center, parks, and recreational areas. The property is conveniently located near major highways, shopping, dining, and Central Florida attractions.

Listing is courtesy of: NORKIS & CO REALTY (407-506-7070)

Listing Agent: Jose Santana Feliciano (407-760-9090)

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: 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)