Homes for Sale Near Kissimmee Middle in Kissimmee - 307 homes

Remarks: Located in the sought-after Tapestry community, this beautiful 3-bedroom, 2.5-bath townhome offers a spacious and inviting layout with numerous upgrades throughout. The open-concept design features a large kitchen with granite countertops, stainless steel appliances, and ample cabinetry, seamlessly connected to the dining and living areas—ideal for entertaining and everyday living. High ceilings enhance the natural light and create an airy feel throughout the home. All bedrooms are located upstairs, including the primary suite, along with two additional bedrooms and a conveniently positioned laundry room. The bedrooms are generously sized and offer plenty of storage space and large windows. All appliances are included. Conveniently situated near major roads, shopping, dining, and everyday conveniences. A great opportunity to own in one of the area’s most desirable communities!

Listing is courtesy of: ORLANDO BROTHERS REAL ESTATE LLC (407-925-2221)

Listing Agent: Iluska Kruse (407-925-2221)

Remarks: This stunning two-story townhome offers the perfect blend of comfort, convenience, and lifestyle. Featuring three spacious bedrooms, two and a half bathrooms, and an open great room designed for entertaining, this home truly has it all. Step through the covered entry into a welcoming dining area that flows beautifully into the rest of the living space. The first floor also includes a cozy lanai for relaxing outdoors and a convenient one-car garage. Upstairs, you’ll find a large master suite with its own private bathroom and a generous walk-in closet. Two additional bedrooms and a dedicated laundry room provide everything you need for easy living. The HOA takes care of cable, internet, and phone, adding incredible value! And the amenities? They make every day feel like a vacation:Resort-style pool, Fitness center, Dog park, Playground with slides, Hedge maze — fun for all ages!

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

Listing Agent: Fernanda Silva (321-314-5779)

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: 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: 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. 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 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: Turnkey, fully furnished 4-bedroom, 3-bathroom vacation townhome in the highly sought-after Regal Oaks Resort—one of the closest short-term rental communities to Walt Disney World Resort! Located in the heart of Kissimmee near Orlando’s top attractions, this income-producing property is ideal for Airbnb, VRBO, or personal use. Designed with both guests and owners in mind, this home features an open-concept layout with durable wood-look flooring, a bright kitchen with granite countertops, and a spacious living and dining area perfect for entertaining. The layout comfortably accommodates larger groups, making it highly desirable for vacation rentals in the Disney/Orlando market. A standout feature of this property is its professionally themed, Disney-inspired interior, creating a memorable guest experience that drives strong reviews and repeat bookings. The main level includes a bedroom and full bathroom, offering convenience and flexibility for multi-generational guests. Upstairs, the private primary suite provides a relaxing retreat, while additional themed bedrooms continue to elevate the home’s rental appeal in a competitive short-term rental market. Step outside to your private screened-in patio with hot tub, a premium amenity that enhances guest satisfaction and booking potential year-round. Located just minutes from Old Town Kissimmee and a short drive to Universal Orlando Resort and SeaWorld Orlando, this property offers unbeatable access to Central Florida’s most visited destinations, shopping, dining, and Orlando International Airport. Regal Oaks Resort amenities include a gated entrance, lakefront pool with water slides, fitness center, tennis courts, and on-site dining—making this one of the most desirable vacation rental communities in Kissimmee near Disney. Fully turnkey and has DOZENS OF BOOKINGS ALREADY IN PLACE THROUGHOUT 2026 AND BEYOND!—this is a rare opportunity to own a high-demand short-term rental in the Disney area with proven guest appeal.

Listing is courtesy of: ERA GRIZZARD REAL ESTATE (407-203-5800)

Listing Agent: Shawn Mccormick (321-439-4277)

Remarks: INVESTOR OPPORTUNITY! HIGH INCOME POTENTIAL — PERFECT FOR VRBO / AIRBNB / SHORT-TERM RENTAL! DAILY RENTALS ALLOWED! Prime location in Kissimmee just minutes from Disney parks, premium shopping, restaurants, entertainment, and major attractions. Excellent CASH FLOW potential in one of Central Florida’s most desirable vacation rental areas!

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

Listing Agent: Lorenzino Salerno (407-452-7940)

Remarks: INVESTOR OPPORTUNITY! HIGH INCOME POTENTIAL — PERFECT FOR VRBO / AIRBNB / SHORT-TERM RENTAL! DAILY RENTALS ALLOWED! Prime location in Kissimmee just minutes from Disney parks, premium shopping, restaurants, entertainment, and major attractions. Excellent CASH FLOW potential in one of Central Florida’s most desirable vacation rental areas!

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

Listing Agent: Lorenzino Salerno (407-452-7940)

Remarks: Under contract-accepting backup offers. INVESTOR OPPORTUNITY! HIGH INCOME POTENTIAL — PERFECT FOR VRBO / AIRBNB / SHORT-TERM RENTAL! DAILY RENTALS ALLOWED! Prime location in Kissimmee just minutes from Disney parks, premium shopping, restaurants, entertainment, and major attractions. Excellent CASH FLOW potential in one of Central Florida’s most desirable vacation rental areas!

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

Listing Agent: Lorenzino Salerno (407-452-7940)

Remarks: ?? INVESTOR OPPORTUNITY! ?? HIGH INCOME POTENTIAL — PERFECT FOR VRBO / AIRBNB / SHORT-TERM RENTAL! DAILY RENTALS ALLOWED! Prime location in Kissimmee just minutes from Disney parks, premium shopping, restaurants, entertainment, and major attractions. Excellent CASH FLOW potential in one of Central Florida’s most desirable vacation rental areas!

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

Listing Agent: Lorenzino Salerno (407-452-7940)

Remarks: ?? INVESTOR OPPORTUNITY! ?? HIGH INCOME POTENTIAL — PERFECT FOR VRBO / AIRBNB / SHORT-TERM RENTAL! DAILY RENTALS ALLOWED! Prime location in Kissimmee just minutes from Disney parks, premium shopping, restaurants, entertainment, and major attractions. Excellent CASH FLOW potential in one of Central Florida’s most desirable vacation rental areas!

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

Listing Agent: Lorenzino Salerno (407-452-7940)

Remarks: INCOME PRODUCING ASSET! Just discontinued from a successful property management program due to limited showing availability while fully booked, this is your opportunity to own a FRESHLY REMODELED, FULLY FURNISHED 6-BEDROOM, 6.5-BATH luxury residence OFFERED BELOW APPRAISED VALUE. Whether you are searching for a PRIMARY RESIDENCE, SECOND HOME, or a HIGH-PERFORMING SHORT-TERM RENTAL INVESTMENT, this property offers exceptional versatility in one of Central Florida’s MOST SOUGHT-AFTER RESORT COMMUNITIES. Step inside to discover an OPEN-CONCEPT floor plan featuring a GOURMET KITCHEN with stainless steel appliances, an expansive family room, and a spacious upstairs great room ideal for entertainment and gatherings. Outdoors, enjoy your PRIVATE SCREENED AND HEATED POOL, creating the perfect setting for year-round relaxation or hosting guests. Ideally located just minutes from DISNEY THEME PARKS, The Loop, Medieval Times, and Gatorland, this home combines RESORT-STYLE LIVING with OUTSTANDING INVESTMENT POTENTIAL and long-term appreciation. The HOA includes cable TV, HIGH-SPEED WI-FI, and lawn maintenance, while residents enjoy PREMIUM COMMUNITY AMENITIES including a resort-style pool with cabanas, fitness center, and scenic walking trails. This TURNKEY FLORIDA RETREAT offers the perfect blend of luxury, lifestyle, and value. Schedule your private showing today.

Listing is courtesy of: NOBSKA REAL ESTATE LLC (689-276-1593)

Listing Agent: Laura Teixeira, Pa (941-962-2413)

Remarks: Investor special opportunity at 2460 Summerfield Way in Kissimmee. This 2-story townhouse offers immediate rental income with a tenant already in place paying $1,500 per month on a year-long lease, making it a turnkey addition to any investment portfolio. The property features 2 bedrooms, 2.5 bathrooms, and a functional layout designed for comfortable everyday living. The main level includes the shared living and dining areas, along with a conveniently located kitchen and half bath for guests. Upstairs, both bedrooms offer access to full bathrooms, creating a practical setup for residents, roommates, guests, or even a home office configuration. The patio provides additional usable outdoor space for seating, dining, or relaxing while remaining low maintenance. Investors will appreciate the major system updates already completed, including a new roof in 2024, a water heater that is only 1 year old, and an HVAC system replaced in 2022. These improvements help minimize near-term maintenance concerns and add long-term value to the property. Located in Kissimmee, the home offers convenient access to shopping, dining, schools, parks, major roads, and Central Florida attractions. The neighborhood provides a residential setting with everyday essentials nearby, making it an appealing option for both tenants and long-term investors seeking convenience and steady rental potential.

Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)

Listing Agent: Thomas Nickley, Jr (407-629-4420)