Homes for Sale Near Kissimmee Middle in Kissimmee - 296 homes

Remarks: One or more photo(s) has been virtually staged. Back on the market due to finance falling through!!! Short-term rentals are allowed, making this property an excellent opportunity for homeowners and investors alike. Welcome to this spacious 4-bedroom, 2.5-bathroom home located in the desirable Eagle Pointe community in Kissimmee. This well-designed property offers a comfortable layout perfect for families, first-time buyers, or investors looking for a great opportunity in Central Florida. The home features generous living areas filled with natural light, a functional kitchen with plenty of cabinet and counter space, and well-sized bedrooms designed for comfort and privacy. The primary suite provides a relaxing retreat with ample closet space and a private bathroom. Step outside to a large backyard, perfect for entertaining, relaxing, or creating your own outdoor oasis with space for a future pool. Conveniently located just minutes from shopping, dining, major highways, and world-famous attractions like Walt Disney World, this home offers both comfort and convenience. Whether you're looking for a primary residence, vacation home, or investment property, this is an opportunity you don’t want to miss!

Listing is courtesy of: EG ORLANDO LLC (407-453-8679)

Listing Agent: Dalia Elbiherie (407-223-1772)

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: Welcome to 3156 Wet N Wild Dr, a beautifully maintained fully furnished corner-unit townhome located in the highly sought-after Fantasy World Resort in the heart of Kissimmee. This spacious property comfortably sleeps up to 6 guests and features an open-concept floor plan with inviting living and dining areas, a fully equipped kitchen, generous bedrooms, and a private screened patio perfect for relaxing or entertaining. As a desirable corner unit, the home offers added privacy, extra natural light, and a spacious feel ideal for vacation living. Whether you are looking for a primary residence, vacation getaway, or short-term rental investment, this property offers incredible flexibility and income-producing potential. More pictures coming soon! Fantasy World Resort features outstanding resort-style amenities including a lazy river, water slides, heated pools, splash pad, fitness center, tennis courts, mini golf, playground, clubhouse, 24-hour security, and electric car charging stations for added convenience. Conveniently located just minutes from Walt Disney World, Universal Studios, shopping, dining, and major highways, this is the perfect opportunity to own in one of Central Florida’s premier vacation communities.

Listing is courtesy of: RE/MAX SELECT GROUP (321-939-3004)

Listing Agent: Ivette Rico, Pll (407-558-9636)

Remarks: This beautifully maintained first-floor three-bedroom, two-bathroom condo in Kissimmee offers an exceptional opportunity for homeowners and investors alike. Conveniently located near major shopping centers, restaurants, and entertainment, and just minutes from Walt Disney World Resort, this property combines comfort, convenience, and lifestyle. Situated within a secure gated community, residents enjoy peace of mind along with amenities designed for relaxation and enjoyment. The community features elevator access to all floors and a beautifully designed resort-style pool overlooking the lake, creating the perfect setting to unwind. Located on the first floor for added convenience and easy access, this condo is ideal for families, professionals, or investors seeking strong rental potential in one of Central Florida’s most desirable areas.

Listing is courtesy of: ALTIS REALTY (407-401-7447)

Listing Agent: Reynaldo Izaguirre, Pa (407-683-0998)

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: Welcome to 2135 Water Mania Ct, a beautifully maintained fully furnished 2-bedroom, 2-bath townhouse located in the highly desirable Fantasy World Resort. This spacious two-story villa offers an open-concept layout with comfortable living and dining areas, a fully equipped kitchen, living room with sofa-bed and a screened patio perfect for relaxing after a day at the parks. The home features stylish furnishings, washer and dryer, ample parking, and resort-style living just minutes from Walt Disney World, shopping, dining, and major attractions. Ideal as a primary residence, second home, vacation home, or short-term rental investment, the community offers exceptional amenities including a lazy river, water slides, resort-style pools, splash pad, fitness center, tennis courts, mini golf, playground, and 24-hour security. Enjoy the perfect combination of comfort, convenience, and income-producing potential in the heart of Kissimmee.

Listing is courtesy of: RE/MAX SELECT GROUP (321-939-3004)

Listing Agent: Ivette Rico, Pll (407-558-9636)

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)