Homes for Sale Near Kissimmee Middle in Kissimmee - 293 homes

Remarks: Excellent opportunity to own a spacious 4-bedroom, 3.5-bathroom two-story townhome in Kissimmee's premier, short-term rental-approved community of Storey Lake! The main level features a bright, tile-lined open-concept floor plan where the kitchen with a large island overlooks the great room. Upstairs houses an all carpeted bedrooms, including the private primary suite. The HOA conveniently includes lawn care, basic cable, and internet. Enjoy resort-style living with access to a state-of-the-art clubhouse, fitness center, pool, dog park, and playground—all just minutes from Walt Disney World and Universal! Schedule your showing today!

Listing is courtesy of: FLORIDA DREAMS REALTY GRP INC (407-654-9992)

Listing Agent: Adriana Montes (407-654-9992)

Remarks: Experience resort-style living in this stunning 5-bedroom, 5.5-bath cottage located in the highly sought-after Margaritaville Resort Orlando. Perfectly positioned on an oversized corner lot, this home offers exceptional privacy along with its own private pool and heated spa, creating the ideal setting for relaxation or entertaining. This beautifully designed two-story floor plan comes fully furnished, with every detail thoughtfully selected to create a light, airy, coastal atmosphere. Soft mint and pastel yellow tones, wood-plank tile flooring, and energy-efficient stainless steel appliances all come together to provide both style and function. Natural light fills the home, enhancing the bright “beach breeze” ambiance throughout. The layout features two bedrooms on the first floor and three bedrooms upstairs, including a spacious primary suite. Each of the three second-floor bedrooms boasts its own en-suite bathroom, ensuring comfort and convenience for guests. The two upstairs guest rooms offer private balconies, while the primary suite also enjoys access to outdoor space for peaceful moments of retreat. A dedicated half-bath off the lanai adds extra ease for poolside living. Located within Margaritaville Resort, residents and guests enjoy world-class amenities and a prime location with quick access to major highways, shopping, dining, and—best of all—the Disney parks. Whether you're seeking a high-performing short-term rental investment or a beautiful place to call home long-term, this cottage embodies the ultimate laid-back Florida lifestyle.

Listing is courtesy of: LIFESTYLE INTERNATIONAL REALTY (305-809-8085)

Listing Agent: Troy Boss (315-335-4622)

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. Currently rented as a long-term rental.

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

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

Remarks: 2542 Nouveau Way in Kissimmee, FL 34741 is located in a prime Central Florida area close to Disney, Celebration, outlet shopping, and downtown Orlando. The home offers easy access to major attractions, dining, and entertainment. The neighborhood is very family friendly and features a community pool, gym, event spaces, and playgrounds. Residents enjoy a welcoming atmosphere with well-maintained amenities. The area is also known for its great schools. This location is ideal for families or anyone looking to enjoy the best of the Orlando lifestyle.

Listing is courtesy of: 4 RIVERS REALTY LLC (407-967-9616)

Listing Agent: Bernardo Andrade (321-337-6799)

Remarks: Welcome to one of the most exceptional vacation homes in Storey Lake Resort, the premier destination for short-term rentals in the Orlando area. This stunning, professionally decorated residence offers an extraordinary combination of luxury, comfort, and investment potential. Featuring 9 beautifully appointed bedrooms and 5 full bathrooms, this home has been thoughtfully designed to deliver an unforgettable experience for families and guests alike. The original bonus room has been transformed into a spectacular themed bedroom, creating a unique 9-bedroom layout that maximizes both occupancy and rental performance. The spacious owner’s suite, located on the second floor, includes a luxurious private bathroom with a soaking tub, separate shower, and dual vanities. Additional living spaces include a family room, recreation room, media room, loft, and multiple entertainment areas designed for large groups and vacation enjoyment. Step outside to the expansive covered lanai and enjoy a private outdoor retreat, perfect for morning coffee, family gatherings, or relaxing after a day at the parks. What truly sets this property apart is its unbeatable location. In real estate, the rule is simple: Location, Location, Location. Storey Lake remains one of the most sought-after vacation rental communities in Central Florida, positioned just minutes from Orlando’s world-famous attractions. Walt Disney World is only 5 miles away, Disney Springs and Lake Buena Vista are approximately 3 miles away, The Loop shopping and dining district is just 2.5 miles away, and Orlando International Airport is conveniently located only 15 miles from the community. The home also includes Lennar’s premium Everything’s Included package, featuring quartz countertops, 42-inch cabinetry, slate appliances, designer finishes, window blinds, and more. Owners and guests enjoy access to world-class resort amenities including a Tiki Bar & Grille, Lazy River, Resort-Style Pool, Splash Park, Double Water Slides, Miniature Golf, Fitness Center, Canoe & Kayak Rentals, Volleyball Courts, Sports Courts, and multiple recreational areas. Whether you are seeking a luxury vacation retreat, a second home, or a high-performing income-producing property, this remarkable residence represents a rare opportunity to own one of the finest homes in Storey Lake Resort.

Listing is courtesy of: THE FLORIDA LOUNGE REALTY LLC (786-241-7619)

Listing Agent: Glauco Pochine (407-600-8766)

Remarks: Welcome to this beautiful, completely renovated villa. Location, location, location! This area in downtown Kissimmee is situated close to The Loop Shopping Center, featuring all the best shops and restaurants. It also offers access to top-tier medical care, including hospitals, medical specialists, and excellent healthcare services. This villa has been fully renovated and features stainless steel appliances, granite countertops, a washer and dryer, updated bathrooms, and perfectly coordinated wood flooring. Additionally, it includes two parking spaces directly in front of the property. The community also offers a swimming pool and a recreational area.

Listing is courtesy of: FLORIDA FANTASY REAL ESTATE INC (407-397-9039)

Listing Agent: Yolanda Gonzalez (407-535-9722)

Remarks: Priced to sell! Exceptional investment opportunity in the highly sought-after Veranda Palms community! This stunning, fully furnished, professionally themed vacation home generated over $150,000 in gross rental income last year, with more than $90,000 in future bookings already secured (June 2026–June 2027). These reservations can seamlessly transfer to the new owner if they continue with the current management company. A detailed rental income report is available upon request. The seller has invested nearly $300,000 in luxury designer furnishings, premium upgrades, and custom décor, creating one of the most impressive homes in the community. Featuring 12 bedrooms and 11.5 bathrooms, including two spacious primary suites—one on each floor—this home is designed to comfortably accommodate large groups while delivering an unforgettable resort experience. The gourmet kitchen is equipped with two refrigerators, two dishwashers, two microwaves, dual sinks, upgraded cabinetry, designer tile backsplash, and an oversized island. The open-concept living area has been expanded by enclosing the California room, creating even more space for entertaining and gathering. Luxury upgrades throughout the home include custom LED lighting, designer accent walls, large-format tile flooring downstairs, wood flooring upstairs, elegant designer light fixtures, hidden LED mood lighting integrated into the baseboards of the main living areas on both floors, and six beautifully renovated bathrooms featuring frameless glass showers and custom wallpaper. Entertainment is taken to the next level with a private theater room complete with a 120-inch screen, HD projector, starry ceiling, and reclining theater seating, providing the perfect setting for movie nights after a day at the parks. Step outside to your private backyard oasis featuring a heated pool, spa, and spacious lounge area. With no rear neighbors and privacy screening around the pool enclosure, guests can enjoy exceptional privacy while relaxing or entertaining. Located just minutes from Disney, world-class shopping, dining, and major attractions, this turnkey vacation home also benefits from low HOA fees and no CDD, making it an outstanding income-producing investment or luxury vacation retreat. Opportunities like this are truly rare.

Listing is courtesy of: RATIO REAL ESTATE, LLC (407-674-0460)

Listing Agent: Veronica Li (407-674-0460)

Remarks: Welcome to 2518 Empress Drive, a fully upgraded, luxury-inspired residence located within the highly desirable gated community of Tapestry in Kissimmee. Built in 2020 and extensively enhanced with high-end finishes and custom outdoor living upgrades, this exceptional 4-bedroom, 2.5-bath home delivers the lifestyle, design, and presentation typically associated with significantly higher-priced properties. Positioned on a premium corner lot, the home immediately impresses with its modern elevation, expansive paver driveway, and oversized 3-car garage. Inside, the open-concept layout showcases elevated contemporary finishes, oversized tile flooring, upgraded lighting, designer accent walls, and expansive living spaces thoughtfully designed for both everyday comfort and upscale entertaining. The true showpiece of the property is the spectacular resort-style backyard, representing approximately $200,000 in custom improvements and curated outdoor enhancements. Designed to rival luxury vacation retreats, the outdoor living experience features a heated saltwater pool with modern architectural lines, premium hardscaping, artificial turf accents, custom lounge areas, covered lanai, pergola, summer kitchen, wood-paneled ceiling detail, integrated entertainment space, and multiple gathering areas designed for seamless indoor-outdoor living year-round. The gourmet kitchen overlooks the main living and outdoor entertaining areas, creating an ideal setting for hosting guests while maintaining functionality and flow. Upstairs, the spacious primary suite offers a private retreat complete with a beautifully upgraded bathroom and oversized custom walk-in closet. Additional bedrooms provide flexibility for family, guests, office space, or lifestyle needs. Every detail of this home has been thoughtfully designed to create a polished, move-in-ready experience that blends modern elegance with resort-style comfort. Residents of Tapestry enjoy access to resort-inspired community amenities including a clubhouse, fitness center, community pool, parks, and recreational areas, all conveniently located near premier shopping, dining, major highways, and Central Florida attractions. This is a rare opportunity to own a highly upgraded, entertainer-focused home offering luxury presentation, exceptional outdoor living, and turnkey sophistication without the million-dollar price tag. Schedule your private showing today via Showingtime.

Listing is courtesy of: CENTURY 21 BE3 (727-596-1811)

Listing Agent: Tom Vitale (407-922-9934)

Remarks: Discover this well maintained 3 bedroom, 2 bathroom home offering 1,380 sq ft of comfortable living space. The home features a functional layout with inviting living and dining areas that flow into the kitchen, creating a great setup for everyday living and entertaining. The primary suite includes a private bathroom, while the additional bedrooms provide flexibility for family, guests, or a home office. Step outside to a screened-in patio with a pool—perfect for relaxing or hosting year-round. Located in a quiet residential neighborhood, this move-in ready home is easy to show and ready for its next owner.

Listing is courtesy of: SOVEREIGN REAL ESTATE GROUP (305-662-1502)

Listing Agent: Raul Pino (305-662-1502)

Remarks: Short Sale. SHORT SALE. Please dont send lower offers investor/mortgagor wont accept them. Unfurnished, Townhome 3 bedroom 2.5 bathroom, Year built 2005. Fiesta Key. Unit features first floor, with guest half bath and open concept kitchen and family room. Second floor includes master bedroom and two bedrooms in the back hall. Full amenities including: walk distance to clubhouse, resort style pool, fitness center, playgrounds, picnic areas, tennis court, walking trails, land 24 hour gated community. Location is key as this resort style community is located approximately 10 Minutes from thoroughfares, shopping, and dining golf course! Disney parks are approximately 10 miles away from this townhome, restaurants, and retail stores are less than 2 miles away. Property is currently Vacant. Available for showing, lockbox combination.

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

Listing Agent: Nelson Zavarella (407-460-0877)

Remarks: Turnkey 8-Bedroom Disney Vacation Home! Fully furnished pool home in the highly sought-after Bella Vida Resort with LOW HOA, NO CDD, and outstanding short-term rental potential. Ideally located just minutes from Disney, Universal, SeaWorld, shopping, dining, and major attractions, this property is the perfect investment opportunity, vacation home, or family retreat. Designed for comfort and entertaining, the spacious open-concept floor plan features a bright living and dining area, along with a gourmet kitchen complete with two refrigerators, stainless steel appliances, solid-surface countertops, and a large center island. Beautiful themed bedrooms, professionally hand-painted by a talented mural artist, create a one-of-a-kind experience that guests of all ages will remember. Step outside to your private screened pool, the perfect place to relax after a day at the parks. The converted garage has been transformed into a stylish game room, while two laundry areas (upstairs and downstairs) provide added convenience for larger groups and extended stays. Bella Vida Resort offers exceptional amenities, including 24-hour gated security, a clubhouse with a fitness center, resort-style pool and spa, movie theater, game room, playground, and basketball court. With low ownership costs, resort-style amenities, and excellent rental potential, this move-in-ready home offers an exceptional opportunity to own a turnkey vacation property in one of Central Florida's premier resort communities. Seller is motivated. Schedule your private showing today!

Listing is courtesy of: RATIO REAL ESTATE, LLC (407-674-0460)

Listing Agent: Xiaoyu Su (352-216-1257)

Remarks: Welcome to this stunning corner-unit townhome in the desirable, gated community of Cypress Ridge! Built in 2020, this beautiful property features 3 bedrooms, 2.5 bathrooms, and 1,771 sq. ft. of modern, open-concept living space. Being a premium corner lot, the home is flooded with natural light. The sleek kitchen boasts a large granite island and stainless steel appliances, flowing seamlessly into the bright living area. Step outside through the sliding doors to enjoy a serene pond view right from your backyard. Upstairs, the spacious primary suite offers a private retreat with dual vanities and a premium glass shower. Conveniently located in Kissimmee, you'll enjoy quick access to the FL Turnpike and Osceola Pkwy, keeping you minutes away from shopping, dining, and world-class attractions. Schedule your private showing today!

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

Listing Agent: Clarisse Sousa (407-873-0458)

Remarks: Welcome to 5000 Mangrove Aly #104 in Kissimmee, Florida! This fantastic property presents a wonderful opportunity to own a modern and stylish fully furnished condominium in a prime location. Whether you are looking for a primary residence or an investment property for either long-term or short-term rental, this property situated in the gated community of Runaway Beach, offers comfort, convenience, and a host of amenities. As you enter, you'll be greeted by a spacious, bright living area with French doors opening onto the private side patio. The open floor plan seamlessly connects the living room, dining area, and kitchen, creating an inviting atmosphere for both relaxing and entertaining. The updated kitchen is well-appointed with modern appliances, ample cabinet space, and a breakfast bar. This condominium features one primary bedroom, which is generously sized and includes a walk-in closet, and a family bathroom with a shower/tub combination. Additional features include a separate laundry closet with a washer and dryer, along with a large storage cupboard. Residents of this community also have access to a range of amenities, including two swimming pools, a hot tub, a fitness center, and a clubhouse. Conveniently located in Kissimmee, this property offers easy access to shopping centers, restaurants, entertainment venues, and major highways.

Listing is courtesy of: WINTER GARDEN REAL ESTATE (407-910-1066)

Listing Agent: Anthony O'Reilly Brookes (407-910-1066)

Remarks: Turnkey 4BD/3BA townhome in The Cove at Storey Lake! Built in 2023 and sold fully furnished, this income-producing property is STR-approved and already set up for vacation rentals. Modern finishes, open layout, and private pool make it ideal for guests. Resort-style amenities include clubhouse, fitness center, lazy river, mini golf, and more. Prime location just minutes from Disney, shopping, and dining. Strong rental potential with proven demand in this community. Perfect for investors seeking immediate cash flow and long-term appreciation.

Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)

Listing Agent: Amanda Paul, Pa (786-820-8948)

Remarks: Under contract-accepting backup offers. Short Sale. Charming 3-Bedroom Townhome – Ideal for Investment or Primary Residence. No Carpet. This spacious 3-bedroom, 2.5-bathroom townhome presents a fantastic opportunity for homeowners and investors alike. Located in a desirable community, this property offers a functional layout with an open-concept living and dining area, a well-appointed kitchen, and generously sized bedrooms. Perfect for both long-term and short-term rentals. Enjoy the resort-style amenities, including a pool, gym, and playground. Enjoy convenient access to local amenities, shopping, dining, and major highways.

Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)

Listing Agent: Jorge Martinez, Jr (407-513-2366)

Remarks: SHORT TERM ALLOWED! Beautiful 4-bedroom, 3.5-bath townhome in the gated community of Compass Bay. Offered fully furnished and move-in ready, this home features an open-concept main floor with a modern kitchen, spacious living and dining areas, and a convenient half bath. All four bedrooms are located upstairs for added privacy. Perfect for primary residence, vacation home, or investment property.

Listing is courtesy of: TALENT REALTY SOLUTIONS (407-910-2020)

Listing Agent: Lorraine Da Silva Andrade (407-360-7980)

Remarks: One or more photo(s) has been virtually staged. Price reduction!! This lovely, spacious condo in Kissimmee's gated Flora Ridge community offers the perfect combination of comfort and convenience. Located on the second floor with an elevator, this 1,779-square-foot apartment has an open layout that flows seamlessly between the kitchen and living room. There is also freshly painted interior throughout the unit, a recently replaced refrigerator, air conditioning and water heater, a master bedroom with double sinks and walk in closet, and a screened porch. Homeowners get two dedicated parking spots, one with a covered carport and one without. There is a community pool with amazing water view, and walking trail. It is situated just minutes from The Loop, a premier shopping and dining destination, making it easy to access the Florida Turnpike, Osceola Parkway, and world-famous theme parks. Along with the regular assigned schools, there is Renaissance Charter School with an A rating available from Kindergaden to 12th grade.

Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)

Listing Agent: Brigitte Elzarki (321-231-4999)

Remarks: Back to the Market. Don't miss this great opportunity. This beautiful 3-bedroom, 2-bathroom home with a spacious 2-car garage is located in the highly sought-after gated community of Stonefield in Kissimmee. Designed for both comfort and convenience, this well-maintained property offers a bright and open floor plan, perfect for modern living. The home features generous living spaces with tile, a functional kitchen ideal for entertaining, and a private primary suite with ample closet space. The additional bedrooms are perfect for family, guests, or a home office. Residents of Stonefield enjoy access to a variety of resort-style amenities, including a sparkling community pool, fully equipped fitness center, tennis courts, and a playground. The gated entrance provides added peace of mind, while the community’s prime location offers easy access to theme parks, major highways, airport and walking distance to the Loop shopping plaza. Whether you're looking for a primary residence or an investment opportunity, this home offers the perfect blend of comfort, style, and community living. New Roof 2018. HOA includes lawn maintenance. Schedule your showing today. The home may be sold furnished.

Listing is courtesy of: LA ROSA REALTY KISSIMMEE (407-930-3530)

Listing Agent: Blanca Hernandez, Llc (407-493-9895)

Remarks: Under contract-accepting backup offers. Short Sale. Discover the ultimate blend of comfort, convenience, and opportunity with this beautifully designed 4-bedroom, 3.5-bath townhouse in Kissimmee. Featuring a private 1 bed, 1 bath in-law suite with its own entrance, this home is perfect for Airbnb, a vacation retreat, or your primary residence. Located in a 24-hour guard-gated community, you’ll enjoy access to top-notch amenities, including a sparkling pool, parks, playgrounds, tennis and basketball courts, and a beach volleyball area—everything you need for a resort-style lifestyle. The spacious interior boasts an open floor plan, ideal for hosting family and friends. The upstairs master suite offers a private balcony where you can unwind with your morning coffee and take in the serene surroundings. Just minutes from Disney, shopping, and dining, this townhouse is a prime location for both leisure and investment. Whether you’re seeking a profitable rental, a vacation getaway, or your next home, this property is a must-see. Own your slice of paradise today!

Listing is courtesy of: KELLER WILLIAMS REALTY AT THE LAKES (407-566-1800)

Listing Agent: Marcelo Gaitan Estabridis (863-399-5675)

Remarks: Location, location! The seller is motivated to assist with some closing costs, which can be used to lower the interest rate or pay for closing expenses. Don't miss this opportunity to live in Tapestry community First time buyers ,investors Spectacular 4/3 with a beautiful landscaping exclusively designed for the property, it is located in one of the best areas of Kissimmee, with good access to I4, Osceola pkwy, 417, 528 and turnpike, access to everything you need for your daily living. It is a 24 hour guarded gate community with excellent amenities In addition, the house has a covered and completely fenced patio to generate privacy in your patio and your parties. Don't miss out on this opportunity.

Listing is courtesy of: AGENT TRUST REALTY CORPORATION (407-251-0669)

Listing Agent: Juan Oberto (407-810-3694)