Homes for Sale Near Kissimmee Middle in Kissimmee - 277 homes

Remarks: Rare opportunity to own one of the few larger 4-bedroom, 3-bathroom condos in the gated resort-style community of Villas at Island Club. This spacious 1,616 sq ft unit has been meticulously updated and is being offered fully furnished and turn-key. The home features a completely remodeled kitchen (2024) with quartz countertops and all new solid-wood cabinets with soft-close drawers. All four bedrooms were fully remodeled in 2024 with new vinyl wood-look plank flooring and brand new bedroom furniture. Additional 2024 updates include a total repainting of the entire villa including walls, doors, frames, and baseboards, plus new patio furniture, all new wall decor, and lamps throughout. Other recent upgrades include a new air conditioner and refrigerator (2022), a new washer (2025), five flat-screen TVs (one in each bedroom plus a 60" in the great room), and five ceiling fans. The open-concept layout offers a large living and dining area, two primary suites with ensuite bathrooms, two additional generously sized bedrooms, inside laundry, and private balcony access. Villas at Island Club provides excellent amenities including two heated swimming pools, a spa, clubhouse, tennis courts, volleyball, BBQ areas. Ideally located just minutes from Walt Disney World Resort, theme parks, shopping, and dining. The community is zoned for short-term rentals, making this a fantastic investment or vacation home. Don’t miss this rare, move-in ready gem — one of the few units with this desirable larger size, bedroom count, and bathroom configuration in this highly sought-after Kissimmee resort community!

Listing is courtesy of: DREAMPRENEURS LLC (321-754-1738)

Listing Agent: Laura Ortenzio (321-512-2886)

Remarks: Best value in the city of Kissimmee! CASH ONLY. This upgraded 3-bedroom, 1-bath home is one of the most affordable properties in the entire zip code—an incredible opportunity you don’t want to miss. Move-in ready with recent improvements, this property offers the added benefit of NO HOA, providing freedom and flexibility for homeowners and investors alike. Ideally located in Kissimmee, just approximately 20 minutes from Orlando International Airport and 25 minutes from Walt Disney World. Enjoy easy access to major roadways, including US-192, John Young Parkway, Osceola Parkway, and Florida’s Turnpike, making commuting a breeze. Conveniently close to shopping, dining, and schools. Perfect for first-time buyers or investors looking for strong value in a high-demand area!

Listing is courtesy of: FLORIDA LAKES REALTY (407-593-9087)

Listing Agent: Tatiana Diaz (407-593-9087)

Remarks: Welcome to this spacious beautifully maintained 3-bedroom, 2-bath condo located on the second floor in the desirable Flora Ridge community. Step inside to discover a bright open-concept living and dining area filled with natural light, perfect for both relaxing and entertaining. The kitchen offers ample cabinet space and a functional layout that flows seamlessly into the main living area. The split-bedroom floor plan provides privacy, with a comfortable primary suite that includes a walk-in closet and an en-suite. Step outside to your private screened-in balcony an ideal spot to enjoy your morning coffee or unwind in the evening while taking in peaceful surroundings. Additional highlights include in-unit laundry room, generous storage, community amenities and access to your unit with a building elevator. Conveniently located approximately 1 mile away from shopping, dining, major highways, and local attractions, this condo offers both comfort and convenience in a gated community setting. Measurements are an approximate.

Listing is courtesy of: URBAN CITY REALTY LLC (321-948-3411)

Listing Agent: Nereida Padilla (617-304-1798)

Remarks: LOCATION! CONVENIENCE! SECURITY! Move-in ready and updated 4-bedroom, 3-bath townhouse in Venetian Bay Villages is ideal as a primary home, vacation retreat, or income-producing investment. The spacious layout features a first-floor master suite with a jetted tub, updated kitchen and baths, and a 2018 roof. Enjoy 24/7 guard-gated security and resort-style amenities, including 4 pools, fitness center, spa, clubhouse, theater, game room, playgrounds, tennis, basketball, volleyball, and BBQ areas. Perfectly located just minutes from Disney, Universal, shopping, dining, and major highways, this turnkey property offers unmatched comfort, convenience, and value. Property is being sold fully furnished. Zoned for short-term rental, perfect as an Airbnb investment or primary residence.

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

Listing Agent: Evelyn Lopez Correa (787-475-2292)

Remarks: Welcome to this 3-bedroom, 2-bathroom home located in a gated community in the heart of Kissimmee, Florida, just minutes from The Loop, a popular shopping, dining, and entertainment destination. Enjoy convenient access to Walt Disney World (approximately 25 minutes) as well as Universal Orlando and Central Florida’s world-famous theme parks. This move-in ready home features a desirable split floor plan with spacious living areas and thoughtful updates throughout. Inside all appliances are brand new. Brand new floor. You will find fresh exterior and interior paint, and a refreshed front door that give the home a clean and welcoming feel. The layout offers generously sized bedrooms, along with a kitchen and family room combination that creates a comfortable space for gathering and entertaining. A formal living and dining area provides additional flexibility and can easily function as a home office, flex space, additional living area, or hobby room. Other Residents of this gated Kissimmee community enjoy access to neighborhood amenities including a community pool, playground, and clubhouse, adding to the convenience and lifestyle this location offers. With easy access to shopping, dining, major roadways, and Central Florida attractions, this Kissimmee home offers comfort, convenience, and the opportunity to make it your own. LOW HOA. Call to schedule your private showing!

Listing is courtesy of: PROFILES INTERNATIONAL REALTY (321-297-8161)

Listing Agent: Ekramul Chowdhury (407-360-8991)

Remarks: Massive Price Improvement!! Welcome to resort-style living at its finest! This fully furnished 3-bedroom, 2-bath home with an extra vanity and convenient laundry closet offers exceptional comfort and flexibility. Whether you’re looking for a primary residence, vacation getaway, or investment property, this home fits every lifestyle. Located just 8 miles from Disney and close to restaurants and shopping, you’ll enjoy convenience and fun at your doorstep. Set within a 24- hour guard-gated community, residents enjoy endless amenities including a resort-style pool with tiki bar, playground, tennis and basketball courts, a peaceful lake for catch-and-release fishing, and a clubhouse with games and fitness facilities. Community-provided cable and internet add extra value, and short-term rentals are permitted. Experience the perfect combination of relaxation, recreation, and opportunity in one of the area’s most desirable resort communities! Make an appointment TODAY!

Listing is courtesy of: LAKESIDE REALTY WINDERMERE INC (407-876-5575)

Listing Agent: Melissa Tyrcha (214-868-2006)

Remarks: One or more photo(s) has been virtually staged. One or more photo(s) have been virtually staged. This is a spacious 4-bedroom, 3.5-bathroom townhome located in a highly sought-after resort-style community that offers the perfect blend of comfort, convenience, relaxation and opportunity to generate income. Whether you're looking for a primary residence, second home, or short-term rental investment this property checks all the boxes and is nestled within miles of Disney World, several family attractions, top-rated dining, shopping, and endless entertainment. In this guard gated community There are two spacious Primary bedrooms each with its own en-suite bathroom. One the first level you'll find a functional layout designed for both everyday living and guest stays. The living/dining room combo is spacious and leads outside to your private screened-in patio featuring a relaxing above ground spa—perfect for unwinding for the weekend or hosting guests in your own outdoor retreat. Upstairs you'll find two additional bedrooms that are partially furnished and in closet laundry. Enjoy additional outdoor space with a private balcony located off the second Primary Bedrooms ideal for morning coffee or evening relaxation. Enjoy access to premium amenities including a resort-style pool, cabanas, fitness center, club house, on site restaurants, tennis and pickleball courts creating an unmatched vacation-style experience year-round.

Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)

Listing Agent: Qiana Jones (810-223-1507)

Remarks: Welcome to this beautifully furnished lake-view vacation home located in the highly desirable Storey Lake Resort community in Kissimmee, just minutes from Disney, world-famous attractions, premier shopping, dining, and Orlando International Airport. Featuring 6 bedrooms, 5 bathrooms, and over 3,290 square feet of living space, this turnkey property offers the perfect combination of luxury, comfort, and strong short-term rental potential. Designed for entertaining and large-group accommodations, the spacious open-concept floor plan features expansive living and dining areas filled with natural light. The modern kitchen is equipped with granite countertops, stainless steel appliances, ample cabinetry, and generous prep space, seamlessly connecting to the indoor and outdoor gathering areas. One of the home’s standout features is its beautiful lake view setting, providing a peaceful and relaxing backdrop rarely found in resort communities. Enjoy tranquil water views from the private screened-in pool and covered lanai, creating the ultimate indoor-outdoor Florida lifestyle experience for owners and guests alike. The thoughtfully designed layout includes spacious bedrooms and multiple private suites across two levels, offering flexibility and privacy for families and vacation groups. Upstairs, the primary suite features a walk-in closet and comfortable retreat space, while additional bedrooms accommodate larger groups with ease, helping maximize guest appeal and occupancy potential. Offered fully furnished and move-in ready, this property is ideal as a vacation retreat, primary residence, or income-producing short-term rental investment. Located within the amenity-rich Storey Lake Resort, owners and guests enjoy access to resort-style pools, lazy river, fitness center, playgrounds, clubhouse facilities, water attractions, sports areas, and scenic walking paths throughout the community. Zoned for short-term rental use with no minimum lease period, this exceptional lake-view home presents an outstanding opportunity to own in one of Central Florida’s premier vacation resort communities with strong rental demand and long-term investment value.

Listing is courtesy of: TOPSKY REALTY INC (407-476-6189)

Listing Agent: Junwei Gao (971-269-8702)

Remarks: Price to Sell! Beautiful second-floor condo with elevator access located in a desirable gated community. This spacious unit features 3 bedrooms and 2 bathrooms with a split floor plan for added privacy. Enjoy a bright living and dining area that opens to a private balcony through elegant French doors, perfect for relaxing or entertaining. Residents enjoy the amenities, including a pool , walking trails, and a pet-friendly environment. Prime location!!! Walking distance to shopping, dining, entertainment, theaters, and schools, with easy access to major highways.

Listing is courtesy of: ORIGINAL REALTY LLC (407-414-2102)

Listing Agent: Martha Espinel (407-414-2102)

Remarks: Discover this beautiful maintained 2 bedroom, 2 bathroom townhouse located in the highly sought-after Fantasy World Resort. Perfectly situated just minutes from Central Florida's world-famous theme parks, this property offers an exceptional opportunity for both investors and vacation homeowners. This fully furnished unit is currently operating successfully as an Airbnb rental, making it an ideal income producing property from day one. The townhouse features an open layout, modern amenities, and a welcoming atmosphere that guest love. Resort-styles amenities include: Lazy river, tennis and basketball, dog park, fitness center, 24 hour security and much more! Located in the heart of Kissimmee, you'll enjoy unparalleled access to theme parks, shopping outlets, restaurants, and more.

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

Listing Agent: Denice Davila Diaz (407-202-0114)

Remarks: Welcome to this exceptional 6-bedroom, 5-bathroom luxury villa located in the highly desirable Storey Lake Resort community, just 7 miles from Walt Disney World. Perfectly designed for both personal enjoyment and as a high-performing vacation rental, this fully furnished home offers a blend of elegance, comfort, and family-friendly entertainment. The property features beautifully themed bedrooms—including Frozen, Harry Potter, and Star Wars—as well as spacious king suites and versatile bunk/twin layouts to accommodate guests of all ages. The open-concept ground floor includes a state-of-the-art kitchen, an elegant dining area that seats eight, a stylish living room with Smart TVs, and access to a screened-in private pool and spa with a covered patio—perfect for enjoying Florida’s year-round sunshine. Upstairs, a large loft offers a second living area, ideal for relaxing or entertaining. With five modern bathrooms, luxurious furnishings, and lightning-fast Wi-Fi throughout, every detail has been thoughtfully curated for a high-end experience. Storey Lake Resort offers world-class amenities including a resort-style pool, lazy river, water park, fitness center, Tiki Bar, arcade, and more—all within a secure, gated community close to Orlando’s top attractions, shopping, and dining. This turn-key property presents a rare opportunity to own a premier vacation home in one of Central Florida’s top-performing short-term rental communities. Contact us today to schedule your private showing and experience the exceptional lifestyle this home has to offer!

Listing is courtesy of: ANTS REALTY LLC (689-800-8851)

Listing Agent: Wenyu Wang (407-505-9864)

Remarks: Experience the ultimate blend of comfort, style, and entertainment in this fully furnished 6-bedroom, 2-themed-room, 6-bath villa located in the sought-after Storey Lake Resort, just 7 miles from Disney. The ground floor boasts a state-of-the-art kitchen, elegant 14-person dining room, spacious living area with plush sofas and Smart TVs, and a seamless flow to the private outdoor oasis featuring a pool, spa, and patio dining area—ideal for al fresco meals and relaxation. Upstairs, a second lounge with luxe seating and a flat-screen TV provides an additional space to unwind. Bedrooms include multiple king suites, twin and bunk bed configurations, and magical themed rooms inspired by Harry Potter, Frozen, and Star Wars. With lightning-fast Wi-Fi, a dedicated game room, and resort amenities like a lazy river, water park, tiki bar, arcade, and fitness center, this home is perfect as a luxury retreat or a high-performing short-term rental investment. Storey Lake Resort itself is renowned for its exclusive amenities, including a clubhouse, fitness center, water park, sports courts, and more, making it a standout community for vacationers and residents alike. Just minutes away from Orlando’s top attractions—Disney World, Universal Studios, SeaWorld—and close to top restaurants and shopping destinations, the location ensures that each day is filled with exciting adventures and unforgettable experiences. This luxurious lakefront vacation home is a rare gem, offering the perfect blend of grandeur, modern amenities, and an unbeatable location. Don’t miss out on the opportunity to own this remarkable property—your gateway to exceptional living and a smart investment in the vibrant vacation rental market. Discover the elegance and allure of this spectacular retreat today!

Listing is courtesy of: ANTS REALTY LLC (689-800-8851)

Listing Agent: Wenyu Wang (407-505-9864)

Remarks: This property is located in one of the nicest Subdivision in Kissimmee Area. Seller's Mortgage is assumable with 3.5% interest rate. Roof is less than 4 months old.

Listing is courtesy of: PREMIUM REAL ESTATE SERVICES (407-270-9550)

Listing Agent: Neree Augustin (407-697-7020)

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. Welcome to 923 S. Park Ct., Kissimmee, FL 34741 - a charming single family home situated in an established Osceola County neighborhood. This residence features three bedrooms and one full bathroom, offering a comfortable and functional layout with plenty of potential. The home features tile flooring throughout, making for easy maintenance. Step outside to enjoy a fully fenced front and back yard, providing space to relax. The backyard also includes a shed for additional storage and a driveway offers convenient off-street parking. The roof was completed in 2021. Ideally positioned near downtown Kissimmee, this home provides convenient access to a variety of shopping, dining and local amenities. This is a wonderful opportunity to own a single family home in a prime Kissimmee location. Schedule your showing today!

Listing is courtesy of: HOMEVEST REALTY (407-897-5400)

Listing Agent: Erica Diaz (407-897-5400)

Remarks: Ask about a lender provided RATE BUY-DOWN CREDIT on this home ** Seller may consider buyer concessions if made in an offer ** Welcome to Encantada Resort, where style, comfort, and convenience come together just 5 miles from the gates of your favorite Disney parks! This FULLY FURNISHED, TURN-KEY townhome is ready to impress with its NEW, UPGRADED FURNITURE and TRANSFERABLE BOOKINGS – a true income producing opportunity or perfect personal getaway. Inside, the OPEN CONCEPT MAIN FLOOR features easy-care tile, a modern well equipped kitchen, spacious living and dining areas, and sliding glass doors leading to your PRIVATE SCREENED PATIO complete with a hot tub for the ideal spot to unwind after a day at the parks. A convenient half bath is located on the main level, while both bedrooms upstairs feature EN-SUITE BATHS for comfort and privacy. Thoughtfully decorated with fresh, modern touches and plenty of natural light, this home also includes a laundry room for added ease. Encantada offers a wealth of RESORT STYLE AMENITIES, including two heated pools, a fitness center, restaurant/bar, playground, walking trails, clubhouse with billiards and darts, and complimentary Wi-Fi throughout. With GATED ACCESS and a prime Kissimmee location, you will have everything you need for relaxation and recreation just minutes from world-class attractions. Whether you are looking for a vacation retreat or an investment opportunity, this property delivers exceptional value and a resort lifestyle that keeps guests coming back again and again. Call today for more information and schedule a tour!

Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)

Listing Agent: Jenny Wemert (407-809-1193)

Remarks: Seller may consider buyer concessions if made in an offer ~ Picture perfect ground floor unit in the Terraces at Storey Lake - zoned for SHORT TERM RENTALS/AIRBNB’S - with RESORT STYLE AMENITIES - just minutes from Disney theme parks and other world renowned Central Florida attractions! Newly built in 2019 this FULLY FURNISHED and TURN-KEY home delivers a bright OPEN CONCEPT with TILE FLOORS for easy maintenance, a modern kitchen with every bell and whistle, IN-UNIT LAUNDRY and even a nice outdoor patio to relax and unwind at the end of a long day. Two large bedrooms both offer WALK-IN CLOSETS for ample storage with the primary also featuring a private en-suite bath. The new owner will appreciate the attention to detail while designing this home and the whimsical Disney touches make the time spent here simply magic. The Terraces has a community pool for residents to enjoy and being a part of the larger Storey Lake means an array of exciting amenities. Storey Lake is a GUARD GATED community with something for everyone; RESORT STYLE POOL and spa, splash pad, LAZY RIVER, a mini golf course, poolside food and beverage service, canoe/kayak rentals and more. Have some fun in the sun while partaking in the daily activities on site or take a short ride to visit local theme parks. In a central location for easy access to I-4, 192, Osceola Parkway and the 417. Shopping, dining, parks, lakes and all the entertainment you could ask for are at your fingertips in this vibrant community! Whether you are looking for a home away from home, vacation spot or investment opportunity, look no further than Clock Tower Drive!

Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)

Listing Agent: Jenny Wemert (407-809-1193)

Remarks: Under contract-accepting backup offers. ***2023 roof, high growth area, great for investors, location, location & location*** Prime Income-Producing Triplex in the Heart of Kissimmee! This well-maintained multifamily property offers a versatile unit mix totaling over 3,700 square feet of living space, making it an excellent opportunity for both investors and owner-occupants. Built in 1985 and situated on a generous oversized lot, the property features solid construction, ample parking, and a functional layout ideal for long-term or short-term rental potential. The property includes one 2-bedroom, 2-bath unit; one two-story unit featuring 2 bedrooms, 1 full bath, and an additional half bath; and one spacious 3-bedroom, 2-bath unit that also includes a separate studio with its own 1-bedroom, 1-bath layout, complete with kitchen and living area—perfect for additional rental income or guest accommodations. All units are currently occupied, generating approximately $5,900 in monthly rental income, with potential for future increases. Each unit provides comfortable living areas with strong rental appeal in a high-demand location just minutes from major roadways, shopping, dining, and world-renowned attractions. With no HOA restrictions, owners enjoy flexibility in management and use. Public water and sewer connections ensure convenience and reliability. Whether you’re looking to expand your portfolio or secure a steady cash-flowing asset in a growing market, this property delivers on location, size, and income potential. Don’t miss this rare opportunity in one of Central Florida’s most active rental corridors.

Listing is courtesy of: GEEK REALTY (407-885-3850)

Listing Agent: Mr.Geek Meah (407-885-3850)

Remarks: Under contract-accepting backup offers. MOVE-IN READY! Rare opportunity for first-time buyers or investors, perfectly suited for both long-term living and short-term rental income. Located on a corner lot in the highly desirable Indian Point community, this well-maintained screened pool home stands out with very low HOA fees and access to great amenities including a clubhouse, community pool, playground, and tennis courts. The location is a major highlight, just under 20 minutes to Disney, and less than 35 minutes to Universal Studios and Orlando International Airport, with quick access to HWY 192, plus nearby shopping, dining, hospitals, and entertainment. Inside, the home offers vaulted ceilings, tile flooring in the main areas, no carpet,  neutral paint, and an abundance of natural light through large windows and sliding doors, creating a bright, open, and low-maintenance space. The private screened pool adds strong lifestyle and rental appeal, making this home an excellent option as a primary residence, vacation home, or income-producing property in the heart of Central Florida.

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

Listing Agent: Ken Pozek (407-813-2773)

Remarks: Stunning Fully Renovated 2BR/2BA Fantasy World Club Villas – A Rare Find Just Minutes From Disney! Step into one of the finest villas in all of Fantasy World Resort! This beautifully renovated and fully furnished 2-bedroom, 2-bath villa offers an elevated vacation-home experience with high-end finishes, an open-concept layout, and incredible income potential. Whether you're looking for a top-performing short-term rental or a stylish getaway for your family, this is the opportunity buyers wait for. This upgraded villa features stainless steel appliances, elegant stone countertops, modern décor, and a spacious feel rarely found in comparable units. The seller removed the lowered ceiling and opened the wall between the kitchen and living room, creating a bright, seamless layout that truly sets this villa apart from the rest. With strong rental performance—capable of producing up to $50,000 per year—this property is both a lifestyle upgrade and an excellent investment. Buyers also have the option to purchase a second, similarly upgraded villa for a powerful package deal. Located just 10 minutes from Walt Disney World, this resort is one of the highest-performing communities in the Kissimmee/Orlando market. Enjoy world-class amenities including a huge lazy river, water slides, multiple pools and hot tubs, mini golf, tennis and pickleball courts, arcade, dog-friendly areas, EV charging, and more—making it a vacation favorite year-round. Opportunities like this don’t come often. If you’ve been waiting for a truly renovated, income-producing villa near the parks, this is the one. ?? Contact your Realtor today to schedule a private showing — and feel free to reach out to listing agent Jose Hooker directly for more details and access.

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

Listing Agent: Jose Hooker-Gomez (407-272-6986)