Homes for Sale Near Kissimmee Middle in Kissimmee - 296 homes

Remarks: Under contract-accepting backup offers. 3-bedroom, 2-bathroom home offering 1,592 square feet of comfortable living space in the heart of Kissimmee. This property features a functional layout with spacious living area.The kitchen flows seamlessly into the main living space, making it ideal for both everyday living and entertaining. Situated in a convenient location near shopping, dining, schools, medical facilities, and major roadways including Osceola Parkway, US-192, and Florida’s Turnpike. Easy access to Orlando attractions and employment centers. Major update: Roof installed in 2021, providing peace of mind and long-term value. Whether you're a first-time buyer, downsizing, or seeking an investment opportunity, this property offers solid value in a central location. Schedule your private showing today.

Listing is courtesy of: EPIQUE REALTY, INC. (888-893-3537)

Listing Agent: Hector Pagan, Pa (407-791-4858)

Remarks: Fabulous 3/2 Vacation Villa - Zoned for SHORT TERM Rental, Less than 5 minutes from Disney! This Top Floor, CORNER UNIT features soaring VAULTED CEILINGS and pictures windows all around bringing in plenty of NATURAL LIGHT! Recent upgrades , FRESHLY PAINTED interior, and NEW FIXTURES in every room! Fully stocked kitchen with breakfast bar, closet pantry, and ALL APPLIANCES included! Inside utility room with washer/dryer included! Large master suite with cathedral ceilings, WALK-IN CLOSET, suite bathroom, and your very own PRIVATE BALCONY! Plenty of space to store your personal items with a keyed owner's closet inside and a private STORAGE UNIT on the front patio!

Listing is courtesy of: LOKATION (954-545-5583)

Listing Agent: Odair Magalhaes (407-766-7979)

Remarks: MOTIVATED SELLER REDUCED THE PRICE. Stunning 4BR/3BA Pool Home with 2 Master Suites in Lake Berkley Resort – Ideal for Residence or Short-Term Rental! Welcome to this beautifully maintained, fully furnished 4-bedroom, 3-bathroom single-story pool home located in the highly sought-after Lake Berkley Resort, a 24-hour guard-gated community just minutes from Disney, shopping, and dining. This spacious, move-in-ready home features an open split floor plan with two master suites, perfect for families, guests, or rental flexibility. The luxury vinyl laminate flooring throughout adds a modern touch, while the fully equipped kitchen with quality appliances, breakfast bar, and dining table for six makes it easy to entertain or enjoy meals at home. The living area includes a large sectional sofa and Smart TV, opening directly onto a partially covered, screened lanai and private heated pool—complete with lounge chairs for soaking up the Florida sun. The two-car garage has been converted into a game room, adding even more fun for guests or family. Enjoy Lake Berkley Resort’s clubhouse, heated community pool & spa, fitness center, tennis & volleyball courts, basketball court, playground, scenic lake with walking trail and fishing pier. Whether you’re looking for a full-time residence, second home, or income-producing vacation rental, this home has it all. Schedule your showing today!

Listing is courtesy of: LOKATION (954-545-5583)

Listing Agent: Odair Magalhaes (407-766-7979)

Remarks: Rare Opportunity. Pristine former model home in the Guard-Gated Community of Tapestry. Experience luxury and peace of mind in this meticulously maintained home, designer-upgraded townhouse. As a former model home, this property boasts premium finishes and has been kept in impeccable condition- never used as a rental and ready for its new owners. Open Concept living, the spacious floor plan seamlessly connects the living, dining, and kitchen areas, making it perfect for entertaining. Located in the heart of Kissimmee the Tapestry community offers an active, resort-style lifestyle. Prime location: just minutes away from world class shopping, dining, top rated schools, and the excitement of Disney and Orlando's world-famous theme parks.

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

Listing Agent: Alexandra Cana (407-364-3578)

Remarks: Motivated Seller! Price Just Reduced. Don't Miss This Fantastic Opportunity – Schedule Your Showing Today! Exceptional 9-bedroom, 5-bathroom home located in the Storey Lake Vacation Community, conveniently close to Disney theme parks, shopping outlets, dining, and major attractions. The property has been recently painted and is well and professionally decorated, offering a clean and functional layout suitable for large groups. A new game room adds additional usable space and increases appeal for short-term rentals. The home includes a private pool with water view and good privacy. Recent improvements include a refrigerator replaced in 2024, a new washer installed in 2025, and a second water heater added in 2024, providing added capacity and reliability. A solid opportunity in a community that allows short-term rentals, with strong demand and consistent investment potential. Do not miss this opportunity.

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

Listing Agent: Silvia Farao Dias Fregni, Llc (321-316-9098)

Remarks: Welcome to this spacious end-unit, two-story condo in the gated Club Cortile community, offering 4 bedrooms, 3 bathrooms, and 1,873 square feet of flexible living space. With a smart floor plan, pond-front setting, furnished interior, and short-term rental flexibility noted in the MLS, this home is well positioned for a primary residence, vacation home, or investment opportunity. The first floor features an open living and dining area, a functional kitchen, interior laundry room, and a covered screened rear patio overlooking green space and the community pond. A first-floor bedroom and full bathroom add valuable flexibility for guests, multi-generational living, or rental use. Upstairs, the primary suite offers a private retreat with its own bathroom and walk-in closet. Two additional bedrooms and a full bathroom complete the second level, giving the home a comfortable split layout with room for family, visitors, or extended stays. Club Cortile is a gated, pet-free community built around a small lake and designed for both everyday living and vacation-style convenience. Community amenities include a clubhouse and activity center, fitness center, outdoor pool and hot tub, movie theater, computer room, playground, tennis court, and basketball court. The community is also close to shopping, dining, and Central Florida attractions, with Walt Disney World approximately 10 to 15 minutes away and Universal Studios, SeaWorld, Gatorland, and Old Town also nearby. With its premium lakefront location, end-unit position, desirable north-south orientation, 4-bedroom layout, first-floor bedroom and bath, screened outdoor living space, tranquil water views, and resort-style community amenities, this property offers a unique opportunity to enjoy the best of Central Florida living, whether as a full-time residence, vacation retreat, or income-producing investment.

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

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

Remarks: Beautiful and spacious residence located in the Compass Bay community, one of the few communities in Kissimmee where short-term rentals (Airbnb/VRBO) are permitted. This property offers 1,882 sq ft, 3 bedrooms and 2 bathrooms, along with significant improvements that set it apart in the market. The interior has been updated with wood-style Luxury Vinyl Plank (LVP) flooring on the stairs and second floor, providing durability, easy maintenance, and a modern appearance. There is no carpet throughout the home. The open-concept layout integrates the living and dining areas in a comfortable and bright setting, and the primary bedroom includes a walk-in closet and a private bathroom. A notable feature is the conditioned garage, equipped with a finished floor, thermal undulation system that helps reduce heat, and a dedicated air unit. This space can be used as a flexible area—such as an office, game room, gym, or occasional room—while still retaining its original functionality, as it maintains its garage door and motor. Compass Bay is a gated community that offers a pool, green areas, and exterior maintenance. Its strategic location provides immediate access to major attractions and services in the area, being approximately 7 to 10 minutes from Disney World, 18 to 22 minutes from Universal Orlando, 15 minutes from SeaWorld Orlando, 8 minutes from The Loop Shopping Center, and 20 to 25 minutes from Orlando International Airport (MCO). It also offers easy access to US-192, Osceola Parkway, and SR-417, just minutes away. Ideal as a primary residence, second home, or investment property, this home combines location, interior upgrades, and the benefit of being in a community where short-term rentals are permitted, a highly sought-after feature in Kissimmee.

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

Listing Agent: Marjorie Mojica Paz (407-272-0179)

Remarks: Under contract-accepting backup offers. PRICE IMPROVEMENT! SELLER MOTIVATED! Beautiful fully furnished 3-bedroom townhouse located in the heart of Kissimmee, just minutes from Disney and major attractions. This well-maintained property offers comfortable living spaces and is perfectly suited as a primary residence, vacation home, or income-producing investment. Move-in ready and ideal for short-term or long-term rental. The home features a primary suite conveniently located on the first floor, an additional bedroom with a king bed, and a third bedroom with two full-size beds, providing comfortable accommodations for family or guests. Brand-new bedding throughout creates a fresh and welcoming environment. Clean, well cared for, and ready to generate income from day one. Conveniently located near restaurants, shopping, entertainment, and major highways. Turnkey opportunity in one of Kissimmee’s most desirable areas, perfect for investors or buyers seeking a vacation property near Central Florida’s world-famous attractions.

Listing is courtesy of: IDEAL REALTY GLOBAL (407-775-1799)

Listing Agent: Roseli Pereira (407-793-7345)

Remarks: Under contract-accepting backup offers. 4BR/3BA townhome in gated Club Cortile, just minutes to Disney, Orlando International Airport, shopping, dining, and major attractions! This spacious property features a versatile layout with a main-floor bedroom and full bath, ideal for guests or flexible use. Enjoy a well-designed kitchen, open dining area, and a relaxing lake fountain view that adds to the overall appeal. Upstairs includes a comfortable primary suite with walk-in closet and ensuite bath, along with additional bedrooms to accommodate families or larger groups making it a strong option for personal use or rental potential. Located in a resort-style community, residents and guests enjoy access to a heated pool, hot tub, fitness center, clubhouse, and tennis courts that can easily be enjoyed by pickleball enthusiasts, a growing favorite among vacationers. Positioned in a high-demand area near all major attractions, this property offers the opportunity to furnish to your style and maximize its potential as a vacation home or income-producing rental.

Listing is courtesy of: REMAX SUNSTATE REALTY (416-450-7436)

Listing Agent: Asmaa Filali (407-443-5425)

Remarks: Under contract-accepting backup offers. Welcome to 2551 Dharma Circle, located within the highly desirable VERANDA PALMS COMMUNITY IN KISSIMMEE, you are immediately welcomed by the impressive presence of this spacious two-story residence designed for both comfortable living and exceptional vacation rental potential. Offering approximately 2,874 SQUARE FEET, 6 BEDROOMS, and 4.5 BATHROOMS, this property provides the ideal balance of space, functionality, and resort-style living in the heart of Central Florida. Step through the front entry and you are greeted by a dramatic staircase that creates an elegant focal point within the home. To the left, the formal living room provides a welcoming space to relax, while the adjacent dining area creates the perfect setting for entertaining guests and family gatherings. As you continue through the hallway, the home opens into a bright OPEN-CONCEPT FAMILY ROOM highlighted by soaring ceilings, abundant natural light, and seamless flow into the kitchen and outdoor living areas. The spacious kitchen features ample cabinetry, modern appliances, extensive counter space, and a layout designed to comfortably accommodate large families or vacation guests. Sliding doors lead directly to the private SCREENED-IN POOL AREA, creating the perfect Florida retreat for relaxing or entertaining year-round. Recent updates include a POOL PUMP REPLACED IN JANUARY 2025, POOL SAFETY FENCE REPLACED IN APRIL 2026, and updated carpet on the staircase. Positioned privately on the first floor, the PRIMARY EN-SUITE features dual vanities, a soaking tub, walk-in shower, and private water closet, creating a spacious owner’s retreat separate from the remaining bedrooms. Upstairs, a banister overlooks the family room below and leads to a versatile loft currently used as a game room. The second floor features five additional bedrooms and multiple bathrooms, including themed rooms designed to comfortably accommodate larger groups, making the property highly attractive for short-term rental use. Located within a gated community just minutes from WALT DISNEY WORLD, SHOPPING, DINING, AND MAJOR HIGHWAYS, Veranda Palms is well known for its vacation-friendly atmosphere and strong investment appeal. Whether you are searching for a primary residence, second home, or income-producing property, 2551 Dharma Circle offers the perfect combination of location, layout, and lifestyle. Schedule your private showing today and experience everything this exceptional Veranda Palms property has to provide.

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

Listing Agent: Vickie Canto (407-731-8995)

Remarks: Welcome to this beautifully designed 3-bedroom, 2-bathroom home, thoughtfully upgraded to give both comfort and style. The kitchen features quality cabinetry, tile flooring, and essential appliances, creating a functional and inviting space for everyday living. The home boasts a spacious open-concept layout, Spacious back yard and water views perfect for entertaining and family gatherings. Ideally located near schools, parks, shopping, and dining, with convenient access to Poinciana Parkway, this property provides both comfort and accessibility in a growing, vibrant community.

Listing is courtesy of: YOU HAVE REALTY LLC (407-707-9557)

Listing Agent: Carlos Ledo (407-394-4681)

Remarks: Welcome to 7568 Sunflower Circle in Summerville Resort—your turnkey opportunity just minutes from Disney and Central Florida’s world-class attractions. This fully furnished 3-bedroom, 3-bath townhome comes with over $40,000 in stylish décor and is rental-ready. The open-concept main floor features a modern kitchen with granite countertops, stainless steel appliances, gas range, and a large island with breakfast bar seating. A convenient first-floor suite offers private en-suite access, while upstairs you’ll find two additional en-suite bedrooms and a versatile loft—perfect for a game room or office. Enjoy movie nights in the spacious living area or step out to the private paver patio for morning coffee or evening relaxation. As a resident or guest, you’ll love resort-style amenities including a pool, fitness center, clubhouse, and playground. Whether as a full-time residence, vacation home, or short-term rental investment, this property delivers the perfect blend of comfort, style, and location.

Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)

Listing Agent: Sunveer Lally (407-301-3945)

Remarks: Experience elevated resort-style living in this fully furnished 2023-built 12-bedroom, 11.5-bath luxury vacation home located in one of Kissimmee’s most sought-after short-term rental communities! Just minutes from Disney, premier shopping, dining, and world-famous attractions, this exceptional turnkey property is designed for both unforgettable guest experiences and outstanding rental potential. Features include beautifully themed bedrooms, expansive open-concept living areas, a gourmet chef’s kitchen with oversized island, an LED-lit game room, private theater room, and a stunning screened-in pool & spa overlooking peaceful wooded views with no rear neighbors. A rare investment opportunity and the ultimate Central Florida vacation retreat!

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

Listing Agent: Winnie Tam (863-651-4687)

Remarks: Under contract-accepting backup offers. Beautifully appointed and fully furnished, this 4-bedroom, 3-bathroom townhouse is located within the highly desirable gated resort community of Storey Lake. Zoned for short-term rentals, this property offers an exceptional opportunity for both personal use and investment. The home features an open-concept floor plan designed for comfort and functionality. The upgraded kitchen showcases stainless steel appliances, quartz countertops, and a stylish tile backsplash, seamlessly flowing into the spacious living and dining areas — perfect for entertaining or relaxing after a day at the parks. The property is tastefully decorated and turnkey, offering a welcoming and refined atmosphere for owners and guests alike. Step outside to enjoy your private screened-in pool, ideal for relaxing and enjoying Florida’s beautiful weather. Storey Lake Resort offers outstanding resort-style amenities, including a clubhouse with a resort pool, lazy river, water slides, splash park, heated spa, poolside bar and grill, tennis courts, sand volleyball court, basketball courts, cabanas, movie theater, bar/restaurant, and a fully equipped fitness center. Ideally located just minutes from Disney Springs, Walt Disney World Parks, shopping, dining, and major attractions, this property provides both luxury and convenience in one of Central Florida’s most sought-after vacation communities.

Listing is courtesy of: FLORIDA CONNEXION PROPERTIES (407-574-2636)

Listing Agent: Ana Sampaio Pereira Willeman Moura (312-523-7720)

Remarks: Turn-Key Short-Term Rental Opportunity! Rare 5-Bedroom Corner Lot Townhome in Orlando Welcome to this exceptional 5-bedroom, 3-bath townhome offering approximately 1,800 sq. ft. of living space in one of Orlando’s most desirable short-term rental communities. This rare corner-lot floor plan is one of the few in the community featuring upgraded laminate flooring throughout — completely carpet-free and move-in ready! Located in a county-zoned community that officially permits daily short-term rentals, this property is ideal as a vacation home, income-producing investment property, or primary residence. Prime Location in Orlando’s Tourist Corridor: Only 5.5 miles to Walt Disney World Resort Approximately 6 miles to Orlando International Premium Outlets About 10 miles to Orange County Convention Center Walking distance to Sam's Club, Walmart, and Dollar Tree Home Features: 5 bedrooms / 3 full bathrooms Convenient first-floor guest bedroom with full bath Fresh interior paint in modern neutral tones New laminate flooring throughout — no carpet Newly upgraded kitchen and bathroom countertops (sparkling quartz) Spacious screened patio with private spa No rear neighbors for enhanced privacy Accommodates up to 12 guests for vacation rental use Community Amenities: Heated resort-style pool and spa Clubhouse with movie theater BBQ grilling area and playground Gated entrance for added privacy and security Whether you are searching for a high-performing Airbnb investment near Disney or a spacious family getaway home, this rare 5-bedroom townhome offers outstanding value, flexibility, and location in the heart of Orlando’s vacation destination area.

Listing is courtesy of: GOLDEN SUN REALTY INC (407-479-8898)

Listing Agent: Lucia Wu (407-765-2618)

Remarks: This home can be purchased with no income verification needed! Whether you're looking for a place to call home or an income-producing property, this beautifully remodeled 2-bedroom, 2-bath condo checks all the boxes. Located in a gated Kissimmee community just minutes from Disney, this gorgeous condo features luxury vinyl flooring, quartz countertops, Samsung stainless steel appliances, an oversized kitchen island, updated bathrooms, walk-in closets, private balcony, and in-unit laundry. The real bonus? This property has a proven Airbnb track record and is already a successful short-term rental. With both short-term and long-term rentals allowed, it's a fantastic opportunity for investors looking for immediate income potential or buyers wanting a vacation home that can help pay for itself. Enjoy resort-style amenities including a pool, fitness center, clubhouse, picnic area, and gated entry. The HOA covers water, sewer, cable, internet, and exterior maintenance, keeping ownership simple and affordable. Just minutes from Disney, Disney Springs, shopping, dining, entertainment, and major highways, this is your chance to own a turnkey property in one of Central Florida's most desirable vacation destinations.

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

Listing Agent: Tina Liotine (321-276-6271)

Remarks: Imagine owning a vacation home just minutes from Walt Disney World, where unforgettable family memories and investment potential come together in one incredible opportunity. Located in the highly sought-after Oakwater Resort, this fully furnished 3-bedroom, 2-bath condo is turnkey and ready to enjoy from day one. Spend your mornings overlooking the peaceful lake from your private balcony and your afternoons enjoying resort-style amenities including a pool, spa, fitness center, playground, clubhouse, and sports courts. Whether you're looking for a successful short-term rental, vacation retreat, or full-time residence, this property offers exceptional flexibility. The open floor plan, updated flooring, stainless steel appliances, and private garage make ownership easy, while the location places you minutes from Disney, dining, shopping, golf, and entertainment. Oakwater Resort's prime location helps drive strong year-round rental demand, creating an excellent opportunity for consistent monthly income and revenue potential.

Listing is courtesy of: CENTURY 21 ALTON CLARK (407-636-4637)

Listing Agent: Jabir Ahmed (407-738-3538)

Remarks: Under contract-accepting backup offers. SELLER MOTIVATED - PRICE TO SELL - GREAT OPPORTUNITY STUNNING FULLY RENOVATED 3 BEDROOM POOL HOME – PRIME LOCATION IN KISSIMMEE Welcome to this beautifully upgraded 3-bedroom, 1 bonus room, 2-bathroom home located and a spot available with possibility to build a one more bathroom. This property has been completely renovated with high-end finishes throughout and offers the perfect blend of elegance, comfort, and Florida lifestyle living. Fully renovated interior. Premium, first-line flooring throughout. Sophisticated wood panel accent walls. Designer-decorated bedrooms. Completely remodeled kitchen with modern finishes. Updated bathrooms with contemporary style. Extended driveway for additional parking Private heated pool with spa. Outdoor gourmet area perfect for entertaining. Beautiful pond water view with a colonial-style architectural details. Gated community for added security. The open floor plan creates a bright and welcoming atmosphere, ideal for both primary residence, vacation home, or investment property. The backyard is a true retreat, featuring a heated pool and spa overlooking a peaceful pond view — perfect for relaxing evenings or entertaining guests. This home shows pride of ownership and attention to detail in every corner. The bedroom furniture has been removed; the summer kitchen needs to be finished, and the refrigerator was removed because it was broken. Seller is highly motivated and priced to sell. Excellent opportunity in one of Kissimmee’s most sought-after areas, close to major highways, shopping, dining, and attractions.

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

Listing Agent: Francisco Tatagiba Junior (386-517-3488)

Remarks: Dream townhome alert! This gorgeous 4BR/3BA (including 2 ensuites) unit in San Vitorino Cir, Kissimmee offers 1,470 sq ft of bright, open living space perfect for entertaining and relaxing. With a recently remodeled owner's suite and a recently replaced AC unit and boiler. Enjoy your morning coffee on the small patio / varanda, and experience the comfort of move-in ready Florida living. The community features 3 sparkling pools, a full clubhouse, and plenty of amenities for fun and fitness. Prime location near highways, shopping, dining, and schools— don’t wait, your new home awaits!

Listing is courtesy of: DEBRASSI REALTY LLC (407-446-1343)

Listing Agent: Marcela Andrade Drummond (407-752-2323)

Remarks: Stunning 15-Bedroom Luxury Vacation Home Near Disney – Perfect for Large Groups & Investors! Welcome to this exquisite 15-bedroom, 16-bathroom vacation home, ideally located in the heart of Kissimmee’s premier tourist district—just minutes from Walt Disney World, Universal Studios, and top attractions! Key Features: - 6,249 sq. ft. of Luxury Living Space – Spacious single-family home built in 2023 on an 8,276 sq. ft. lot - Fully Renovated ($200,000+ in Upgrades!) – Modern finishes, high-end furnishings, and resort-style amenities - Private Swimming Pool & Heated Spa – Perfect for relaxation after a day at the parks - 15 Themed Bedrooms – Each with en-suite bathrooms, ensuring comfort & privacy for large groups - Prime Rental Investment – High demand in Orlando’s vacation rental market with strong ROI potential - Close to Attractions – Disney, Universal, shopping, dining, and entertainment just minutes away This turnkey vacation home is ideal for investors seeking a high-income rental property or families looking for a luxurious retreat. Don’t miss this rare opportunity! Fully Furnished & Move-In Ready – Ideal for short-term rentals Gaming/Theater Room – Added appeal for family vacations Resort-Style Backyard – Pool, spa, outdoor seating, and BBQ area Zoned for Short-Term Rentals – No restrictions on vacation rentals

Listing is courtesy of: PMI PRIME HOME (407-218-7598)

Listing Agent: Jianlin Shi (407-988-5057)