Homes for Sale Near Kissimmee Middle in Kissimmee - 297 homes

Remarks: Discover this beautifully furnished 3-bedroom, 2.5-bathroom townhouse offering 1,286 sq ft of thoughtfully designed living space, where comfort meets style in every detail. The modern kitchen is fully equipped with updated appliances and seamlessly connects to spacious living and dining areas—perfect for both everyday living and entertaining. Step outside to your private backyard and enjoy a fully functional spa, creating the ideal setting to relax after a long day. The home is being sold fully furnished with pieces that feel like new, making it truly move-in or rental ready. Located on Pompano Dr, and well-maintained street within a highly desirable community, offering both privacy and convenience while being just minutes from shopping, dining, and major attractions. Residents and guests enjoy exclusive access to a resort-style clubhouse featuring a concierge desk, complimentary morning coffee and tea, business center, library, arcade room, fitness center, and sauna. Entertainment options abound with a movie theater, heated pool, hot tub, tiki bar, playground, and mini-golf course. Sports amenities include tennis and basketball courts, ping-pong tables, and relaxing hammock areas. This property is the perfect combination of luxury, comfort, and lifestyle—ideal as a primary residence, vacation home, or investment opportunity. Don’t miss out—schedule your private showing today!

Listing is courtesy of: AUTHENTIC REAL ESTATE TEAM (407-440-1010)

Listing Agent: Leandro Kiss Dos Santos (689-317-9036)

Remarks: Beautiful 4-bedroom, 2-bath home located in a desirable gated community, offering comfort and privacy. This property features a private screened pool, perfect for entertaining or relaxing year-round. The functional layout provides ample living space with great natural light throughout. Enjoy the convenience of a secure community while being close to shopping, dining, and major roadways. A great opportunity to own a pool home in a sought-after neighborhood—schedule your showing today.

Listing is courtesy of: MILA REALTY (407-569-8899)

Listing Agent: Steven Tavarez (407-509-0447)

Remarks: Experience luxury living in this beautifully renovated and fully furnished home located in the prestigious Le Rêve Resort gated community. Offering the perfect blend of elegance, comfort, and convenience, this stunning two-story residence is truly move-in ready. Featuring 4 spacious bedrooms, 3 full bathrooms, and an additional half bath, the home has been thoughtfully upgraded with over $55,000 in recent improvements. From the brand-new upstairs flooring and fresh interior paint to the modern décor and premium finishes, every detail was carefully selected to create a sophisticated and welcoming atmosphere. The home comes fully furnished with stylish, contemporary furniture and includes upgraded lighting fixtures, ceiling fans, and security cameras for added comfort and peace of mind. The open-concept kitchen seamlessly connects to the living area and features custom cabinetry, ample counter space, and a full set of appliances — perfect for both everyday living and entertaining. A dedicated laundry room adds extra convenience and functionality. Step outside to your own private oasis featuring a covered and heated pool, ideal for relaxing or entertaining year-round. Additional upgrades, including an exterior-vented exhaust system, enhance the home's comfort and functionality. Ideally located just minutes from premier shopping, dining, entertainment, and world-famous theme parks, Le Rêve Resort also offers exceptional community amenities, including a clubhouse, fitness center, resort-style pool, and scenic sidewalks throughout the neighborhood. This is a rare opportunity to own a beautifully upgraded home in one of the area’s most desirable communities. Schedule your private showing today and discover everything this exceptional property has to offer!

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

Listing Agent: Fernanda Pizzamiglio (508-364-4606)

Remarks: Well-maintained home with thoughtful updates throughout! Enjoy a bright, open living space and a spacious kitchen perfect for everyday living and entertaining. Recent upgrades include a new roof (2025), HVAC (2021), paver brick patio (2023), washer & dryer (2024), and refrigerator (2025). The garage is equipped with an EV charger for added convenience. Relax outdoors on the beautifully finished patio while enjoying the peaceful setting. Located in a desirable Kissimmee area close to shopping, dining, and major attractions. Schedule a showing today!

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

Listing Agent: Diego Diaz (407-408-4460)

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: BEAUTIFUL AND CENTRALLY LOCATED TOWNHOME!!!! This property offers a spacious and functional layout, ideal for homeowners or investors. Its prime location provides direct access to major roads such as John Young Parkway, Osceola Parkway, and US-192, allowing for quick connectivity to Orlando, employment centers, and world-famous attractions. Just minutes from The Loop, where you’ll find a wide variety of restaurants, shopping, entertainment, and everyday conveniences. Surrounded by supermarkets, dining options, and schools, this property perfectly combines comfort, location, and convenience. The seller is motivated and willing to contribute toward closing costs, making this an excellent opportunity for buyers. A truly exceptional opportunity to live or invest in the heart of Kissimmee!

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

Listing Agent: Lisbeth Hernandez Gil (786-498-9363)

Remarks: Welcome to resort-style living at Tapestry in Kissimmee! This beautiful 3-bedroom, 2 full bathrooms + 1 half bath townhouse offers a modern open floor plan designed for comfort and entertaining. The home features a spacious kitchen with stainless steel appliances, generous living and dining areas, a 2-car garage, and a private second-floor balcony perfect for relaxing. Located inside the highly desirable gated community of Tapestry, residents enjoy access to an incredible clubhouse with luxury amenities including a resort-style pool, fitness center, splash area, playgrounds, walking trails, sports courts, and beautifully maintained common areas. Conveniently located near The Loop shopping center, restaurants, major highways, Orlando attractions, and Disney parks. A perfect opportunity for primary residence, vacation home, or investment property!

Listing is courtesy of: MS LAND & BUILDING LLC (407-512-1213)

Listing Agent: Alex Leonardo (407-832-2946)

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

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

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

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

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

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

Remarks: One or more photo(s) has been virtually staged. 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: 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: 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)