Homes for Sale Near Kissimmee Middle in Kissimmee - 284 homes

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: Six Bedroom upgraded smart home in gated community with pool minutes away from theme parks. This beautiful 6 bedroom 3,294-square-foot home sits on a premium corner lot just 7 miles from Disney, a separate office, an upstairs laundry room, and three full bathrooms. It features a well maintained heated saltwater pool, a large screened patio with a 230V outlet for a hot tub, professionally landscaped grounds with privacy fencing and wetland preserve views. Upgrades include a paver driveway and porch, smart lighting, climate control, security, garage door automation, upgraded first-floor tile, mini-split in the tandem garage bay, Ox Floor sealed garage bays, upgraded glass walk-in shower, ceiling fans throughout, and laminate flooring with crown molding in the primary bedroom. Given its location to the theme parks, area amenities, and low vacancy rates; this property is well-suited for long-term rental opportunities. Always conduct thorough due diligence prior to making any investment decisions. This is your next dream home or long term investment property! Selling realtor has personal interest in property.

Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)

Listing Agent: Glenn Randall (407-760-1009)

Remarks: Welcome to this stunning 3-bedroom, 2.5-bathroom townhouse located in the highly desirable gated community of Townhomes of Flora Ridge. Perfectly positioned in the heart of Kissimmee, this home offers the ideal blend of comfort, convenience, and serene surroundings. Enjoy breathtaking lake views right from your home which are perfect for relaxing mornings and peaceful evenings. The community features family-friendly amenities including a playground and tennis court, all within a quiet, well-maintained neighborhood that provides both security and tranquility. Location is everything, and this property delivers. Just minutes from The Loop Shopping Center, you'll have easy access to shopping, dining, entertainment, and major retailers like Lowe’s. You’re also close to medical centers, hospitals, and major highways, making daily commuting effortless. Plus, world-famous attractions like Walt Disney World Resort are just a short drive away. Whether you're looking for a primary residence or a strong investment opportunity, this property checks all the boxes in one of Kissimmee’s most convenient and sought-after locations. Don’t miss your chance—schedule your private showing today.

Listing is courtesy of: VITAL REALTY GROUP INC (407-944-1833)

Listing Agent: Daniel Santos (407-413-2548)

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: Welcome to this beautifully updated home on a desirable corner lot in the heart of Kissimmee! From the moment you arrive, you’ll notice the fresh exterior paint, inviting curb appeal, and pride of ownership throughout. Step inside to discover a bright and spacious layout featuring a stunning updated kitchen designed to impress, complete with gorgeous quartz countertops, modern finishes, and the perfect setup for both everyday living and entertaining. The open flow of the home creates a warm and welcoming atmosphere ideal for gathering with family and friends. The primary suite offers a refreshed vanity area with stylish updates, creating a relaxing private retreat. Outside, the corner lot provides added space, privacy, and curb appeal that’s hard to find. Located in an incredibly convenient and highly sought-after Kissimmee location, you’re just minutes from The Loop, shopping, dining, Orlando International Airport, major highways, theme parks, Lake Nona, and all that Central Florida has to offer. Whether you’re looking for a primary residence or a vacation home, this move-in-ready property offers the perfect combination of location, updates, and value. Homes with upgrades like this in such a prime location do not last - schedule your private showing today!

Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)

Listing Agent: Patrizia Harrington (908-329-0392)

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: If you thought you couldn't find an incredible 3-bedroom property with an upstairs entertainment area, 2.5 bathrooms, and a private pool, featuring elegant and comfortable spaces, the seller has created a versatile space that can be used as a fourth bedroom or office, added a shower to the half bathroom, and the home boasts spacious bedrooms, a large kitchen, and a three-car garage. Enjoy a modern kitchen, living room, pool, and a pergola with a barbecue area perfect for entertaining family and friends. Don't miss the opportunity to own this property; a true luxury home awaits you, situated on 0.32 acres of land. This community offers convenient access to shopping areas and major roadways. Let's schedule a showing so you can experience this fabulous property. The seller is motivated to negotiate.

Listing is courtesy of: BRIGHT TRUST REALTY LLC (407-914-0227)

Listing Agent: Antonio Spagnolo (407-914-0227)

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: *Tenant in Place Through May 2027* Located in a short-term rental approved community, offering true flexibility as a primary residence, vacation home, or income-generating investment property. Fully furnished 5-bedroom, 4.5-bathroom turnkey home with private screened pool in the resort-style, guard-gated community of Veranda Palms. Thoughtfully designed open floor plan offers versatility for personal use, vacation getaways, or income-producing short-term rental investment. Featuring dual primary suites, one on each level, this layout delivers exceptional flexibility and privacy for owners and guests alike. The kitchen showcases generous cabinetry and a breakfast bar, flowing effortlessly into the dining and living areas to create an inviting space for everyday living and entertaining. The main living area is bright and spacious, while the upstairs loft adds bonus square footage perfect for a game room, media space, or home office. No carpet throughout the home — easy-care flooring runs across every room, ideal for low-maintenance living and high-turnover rental use. All furnishings convey, making this property completely move-in or rental-ready from day one. Step outside to your private screened pool, ideal for year-round enjoyment of Florida's sunshine. The outdoor space provides the perfect setting to unwind or entertain after a day at the area's many attractions. Residents and guests enjoy access to Veranda Palms' resort-style amenities, including a clubhouse, fitness center, and community pool, all within a 24-hour guard-gated entrance. Conveniently positioned near major highways, shopping, dining, and Central Florida's world-famous theme parks and attractions.

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

Listing Agent: Jessica Souza Meuli (305-527-9574)

Remarks: Furnished. Rental Ready. Minutes from Disney. This 2-bedroom 1-bathroom condo in the resort-style Parkway Palms Resort community in Kissimmee, Florida is move-in ready and waiting for you. Located on the second floor with a relaxing pool view, this unit is ideal as vacation getaway, or income-producing investment property. The open living and dining area is bright, functional, and truly turnkey from day one. Community amenities include a resort-style pool and fitness center. Short-term rental friendly community with strong year-round demand. Perfectly positioned in the heart of Central Florida's tourism corridor, this property is minutes from Walt Disney World, Universal Studios Orlando, Celebration, International Drive, premium outlet shopping, world-class dining, golf courses, and major highways including I-4 and US-192. Whether you are looking for a personal retreat or a cash-flowing rental near Orlando's top attractions, this property delivers the lifestyle and the opportunity. Schedule your private showing today.

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

Listing Agent: Jessica Estrada (863-409-1771)

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: Corner-unit townhome featuring peaceful views from the living room, kitchen, and primary bedroom suite, as shown in the photos. Unlike the interior units, this model offers a unique layout with additional living space, enhanced privacy, and a more open feel. Freshly painted and well maintained, this 3-bedroom, 2.5-bathroom home features an open-concept layout, a bright and inviting living area, solid wood cabinetry, elegant countertops, and a versatile upstairs loft perfect for a TV room, office, or study area. The property also benefits from an expansive side lot and open views that create an enhanced sense of space. Enjoy relaxing on your private patio while having access to resort-style amenities including a pool, lakes, clubhouse, fitness center, and walking trails. Conveniently located near The Loop shopping center, Disney attractions, major highways, dining, and entertainment, this home is ideal as a primary residence, second home, or investment opportunity.

Listing is courtesy of: ROMAN'S PRO REALTY LLC (407-610-1970)

Listing Agent: Reinaldo Roman (321-682-1124)

Remarks: Welcome Home to Comfort and Convenience in Terra Condo! Step inside this beautifully updated 2-bedroom, 2-bathroom condo nestled in the gated Terra Condo community, where comfort meets low-maintenance living! From the moment you enter, you’ll love the stylish tile flooring that flows seamlessly throughout, giving the home a clean and modern touch. The charming kitchen features beautiful countertops, stainless steel appliances, and plenty of space to whip up your favorite meals. The spacious primary bedroom offers dual closets—perfect for keeping everything neatly organized. Unwind after a long day on your screened-in porch, ideal for enjoying peaceful evenings or your morning coffee. Additional highlights include a tankless water heater, low HOA fees, and a prime Kissimmee location—just 15 minutes from The Loop, 25 minutes from world-famous theme parks, and 30 minutes from Orlando International Airport. This move-in-ready gem has everything you need for easy Florida living—schedule your showing today before it’s gone!

Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)

Listing Agent: Jessica Collins (386-564-0120)