Homes for Sale Near Kissimmee Middle in Kissimmee - 138 homes

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: FULLY FURNISHED and ready to move in! The perfect vacation home or permanent getaway. A television comes complimentary, as do various appliances. Community features a large lake with a fountain and resort-style lounge chairs on a custom patio. The downstairs master bedroom suite and two bedrooms complete the upstairs. Separate bathrooms for each floor as well. Large sofas, TV, beautiful dining room table, we could go on and on! Truly a must-see to appreciate! Exclusive community with mannedgates functioning 24/7. Quiet area with picturesque views and scenic streets. Be the envy of your old neighbors and the best friend of your new ones - own today! Buyers should independently verify HOA dues and room measurements.

Listing is courtesy of: REMAX PREMIER PROPERTIES (407-343-4245)

Listing Agent: James Williams Iii, Pa (321-402-6261)

Remarks: Welcome to this beautifully maintained 3-bedroom, 2.5-bathroom townhouse offering 1,468 sq.ft of well-designed living space in the sought-after Fiesta Key community. Fully furnished and turn-key, this property is ideal as a short-term rental investment, vacation home, or full-time residence. What truly sets this home apart are the TWO fully renovated upstairs bathrooms – a rare upgrade in Fiesta Key. Both full bathrooms have been completely remodeled with modern finishes, updated showers, contemporary fixtures, and a clean, stylish design that today’s buyers and guests appreciate. Most comparable units in the community still feature original bathrooms, making this a significant value advantage. The main floor features an open-concept layout with living room, dining area, and kitchen, all complemented by durable laminate flooring. The kitchen is fully equipped and ready for owner use or guest stays. A convenient half bath downstairs adds functionality for entertaining. Upstairs, all three bedrooms provide privacy and comfort. The primary suite includes an updated en-suite bathroom with a modern shower, creating a fresh and inviting retreat. The additional full bathroom has also been completely renovated, offering consistency in quality throughout the home. Step outside to your private back porch with tranquil pond views — the perfect setting to relax after a day at the parks. Recent upgrades include: Two fully renovated upstairs bathrooms, New AC (2018), New water heater (2023). Fiesta Key offers resort-style amenities including a clubhouse, fitness center, community pool, and tennis courts. Located just minutes from Disney, shopping, dining, and major highways, this property checks all the boxes for investors and lifestyle buyers alike. Move-in ready and rental ready — with upgrades that truly make it stand out from the competition.

Listing is courtesy of: HOPKEY REALTY (407-454-1217)

Listing Agent: Uno Sorlie (407-454-1217)

Remarks: 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. Schedule your showing today.

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

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

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: This 1-bedroom, 1-bathroom condo is in excellent condition and features a private balcony, perfect for relaxing at home. The open layout and well-kept interiors make it move-in ready and easy to personalize. The kitchen includes appliances in perfect condition. Located in a convenient area of Kissimmee, you’re just minutes from schools, shopping centers, restaurants, hospitals, pharmacies, banks, and local stores. The community is well-organized and professionally managed, keeping common areas maintained and ensuring a smooth living experience. This condo offers the perfect combination of comfort, convenience, and practicality—ideal for anyone looking for a move-in ready home in a great location. An appointment must be scheduled at least 24 hours in advance. There is an administrative fee payable to the association that the new owner must pay. This is an investment property. The HOA fee includes water, sewer, Wi-Fi, trash, and pest control.

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

Listing Agent: Marianna Spinelli (786-447-1655)

Remarks: An incredible opportunity—seller is open to offers. Don’t wait… bring your offer before someone else does. NOW OFFERED AT $555,000 IMMACULATE & MOVE-IN READY! Welcome to this stunning Antigua model located in the gated community of Tapestry with 24-hour live security guards at the entrance. This beautifully upgraded home offers the perfect blend of elegance, comfort, and functionality. Featuring 3 bedrooms on the first floor, a versatile bonus/flex room, and an upstairs loft, along with 3 full bathrooms and 1 half bath, this home is designed for both everyday living and entertaining. One of the secondary bathrooms on the first floor is a convenient Jack & Jill bathroom, ideal for shared use between bedrooms. The primary suite is conveniently located on the first floor and offers direct access to the backyard, dual vanities, a soaking tub, and a walk-in shower. The flex room is ideal for a home office, playroom, or additional living space. Upstairs, you’ll find a spacious loft with its own full bathroom (walk-in shower, no tub), perfect for guests, a private retreat, or an entertainment area. Step into an open and bright floor plan featuring a chef-inspired kitchen with quartz countertops, stainless steel appliances, 42-inch cabinets, and a large center island that serves as the heart of the home. Enjoy peaceful conservation views with no rear neighbors, plus a screened lanai, pergola-covered patio, and a fully fenced backyard—ideal for relaxing or entertaining. Additional features include a tile roof, 2-car garage, interior laundry room, and low HOA. Residents of Tapestry enjoy resort-style amenities including a luxury pool, fitness center, clubhouse, walking trails, playgrounds, and high-speed fiber optic internet throughout the community. Prime location just minutes from Disney, The Loop, dining, shopping, and major highways. Schedule your private showing today.

Listing is courtesy of: LPT REALTY, LLC (877-366-2213)

Listing Agent: Sol Peinado (407-486-5259)

Remarks: Welcome to this beautifully designed 3-bedroom, 2-bathroom home, thoughtfully upgraded to give both comfort and style. The kitchen features quality cabinetry, tile flooring, and essential appliances, creating a functional and inviting space for everyday living. The home boasts a spacious open-concept layout, Spacious back yard and water views perfect for entertaining and family gatherings. Ideally located near schools, parks, shopping, and dining, with convenient access to Poinciana Parkway, this property provides both comfort and accessibility in a growing, vibrant community.

Listing is courtesy of: YOU HAVE REALTY LLC (407-707-9557)

Listing Agent: Carlos Ledo (407-394-4681)

Remarks: One or more photo(s) has been virtually staged. 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: One or more photo(s) has been virtually staged. Extensively updated and designed for flexibility, this spacious 6-bedroom, 4-bath pool home in Liberty Village delivers modern comfort, smart upgrades, and strong long-term value. Nearly every aspect of the home has been improved, making it a true move-in-ready opportunity for full-time living, multi-generational households, or short-term rental use. The interior features durable luxury vinyl plank flooring, granite countertops throughout, and updated lighting and ceiling fans in every room. The kitchen has been thoughtfully redesigned with substantially increased cabinetry, a custom buffet for added storage and serving space, and a Bosch dishwasher—creating a layout that’s both practical and polished. Wired with Cat 6 internet in every room, the home easily supports remote work, streaming, and smart-home technology. Two primary suites—one on the main level and one upstairs—which offers exceptional flexibility for extended family or guests. Outside, the screened-in pool has been recently resurfaced, with updated cage screening and tranquil water views that set the tone for relaxed mornings and evenings. Additional improvements include a newer roof, impact windows, fresh interior and exterior paint, and a garage equipped with an electric vehicle charger. With a low HOA, short-term rental zoning, and close proximity to Disney, Universal, shopping, and dining, this home checks every box for lifestyle, convenience, and investment potential.

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

Listing Agent: Nick Carroll (407-486-5593)

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: Under contract-accepting backup offers. Prime opportunity in a highly desirable Central Florida location! This 2-bedroom, 2-bath property offers the rare advantage of an optional HOA, providing flexibility to suit your lifestyle. For those who choose to participate, enjoy impressive community amenities including a huge resort-style pool, tennis courts, basketball courts, and a playground. Whether you're seeking a primary residence, vacation getaway, or investment opportunity, this home is conveniently located near major attractions, highways, dining, shopping and entertainment. Short term rental is allowed.

Listing is courtesy of: EPIC REAL ESTATE ADVISORS LLC (407-495-3672)

Listing Agent: Julian Torres, Jr (407-361-7546)

Remarks: Welcome to this stunning 5-bedroom, 4-bathroom townhome in the highly desirable Paradise Palms Resort in Kissimmee, just minutes from Disney and Orlando’s top attractions. This beautifully updated home features a modern open-concept layout with sleek, contemporary flooring throughout the main living areas and a fully equipped kitchen boasting granite countertops, stainless steel appliances, and a breakfast bar perfect for casual dining or entertaining. The home is fully furnished and thoughtfully designed with two spacious primary suites, one on each level, offering privacy and flexibility for guests or extended family. Each bedroom is tastefully decorated with a clean, modern aesthetic and ample storage. Step outside to your private screened-in lanai with a heated splash pool, ideal for relaxing after a day at the parks or enjoying Florida’s year-round sunshine. Located in the gated Paradise Palms Resort, residents and guests enjoy access to world-class amenities including a resort-style pool, spa, fitness center, movie theater, tennis courts, arcade, and clubhouse with concierge services. Whether you're looking for a vacation rental investment, a second home, or a primary residence, this townhome offers the perfect blend of modern comfort, style, and unbeatable location.

Listing is courtesy of: RE/MAX PRIME PROPERTIES (407-347-4512)

Listing Agent: Paul Donovan (407-785-7070)

Remarks: Beautiful and well-maintained 4-bedroom, 2.5-bath single-family home located in the highly desirable Storey Lake community, in the heart of Kissimmee. This home features a bright and spacious layout with a large great room filled with natural light from multiple windows, creating an inviting and open atmosphere. Upstairs, you will find a spacious loft that offers incredible flexibility and can be used as a home office, TV room, game room, or additional living space to fit your needs. The bedrooms are generously sized, offering comfort and functionality, and the entire home features no carpet throughout and all appliances included. The primary suite includes a spacious walk-in closet, and all bathrooms feature glass shower enclosures. Step outside to a fully fenced backyard with plenty of space for outdoor enjoyment, play, or entertaining, along with a covered patio perfect for relaxing year-round. The home also includes a 2-car garage for added convenience. Storey Lake offers resort-style amenities including a state-of-the-art clubhouse, fitness center, resort-style swimming pool, dog park, and playground, and is conveniently located within walking distance to shopping and just minutes from Walt Disney World, Universal Orlando, SeaWorld, and major highways. Schedule your private showing today!

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

Listing Agent: Ricardo Castillo Molina (407-624-9270)

Remarks: Located in the popular gated community of Windsor Hills Resort, this condo offers resort-style living with access to fantastic amenities including a clubhouse with a movie theater and fitness center, a lagoon-style pool with water slides, sports courts, and scenic walking paths. The community is family-friendly and highly sought after for both residents and vacation rentals. Just minutes from Walt Disney World and close to Universal Studios and SeaWorld, the location provides easy access to Orlando’s top attractions. Nearby, you’ll find entertainment and shopping hubs like Old Town Kissimmee, The Loop outdoor mall, and charming Kissimmee Historic District. Outdoor lovers will enjoy nearby Kissimmee Lakefront Park and Lake Kissimmee State Park, perfect for relaxation and recreation. This blend of vibrant community amenities and proximity to world-class attractions makes it a great choice for living or investment.

Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)

Listing Agent: Kay Bingham (407-207-2220)

Remarks: VA ASSUMABLE MORTGAGE AT 5% and you don't have to be a Veteran to qualify. Plus no closing costs when you assume the loan. Big-ticket updates include a new Carrier A/C and furnace (2024), roof (2018), pool heater (2025), GFI/electrical outlets with USB ports (2024) over $30K in value. Welcome home to your Disney-area retreat, nestled just 15 minutes (14 miles) from the magic of Disney Parks in the serene Cumbrian Lakes community, where this move-in-ready 5-bedroom, 5-bathroom gem boasts 2,636 sqft of modern elegance with large rooms, high vaulted ceilings, and a stunning nature preserve-facing backyard—perfect as a family sanctuary, vacation home, or lucrative short-term rental (allowed!), proven to rent well with future bookings already in place. Originally the builder’s model home, this residence sits on a premium lot with rear conservation views and features an extended paver driveway for added curb appeal. Recently upgraded and fully furnished, it features fresh paint inside and out, luxury vinyl flooring, keyless entry, an inside security system, a spacious living room with a beautiful entertainment center and new TV, a dining room with a grand table, and an expansive kitchen with stainless steel fridge, electric range, dishwasher, and eat-in area. New screens in the pool cage, new TV’s throughout, complemented by a large laundry/mud room with washer and dryer plus a 2-car garage with opener. The luxurious layout offers two bedrooms on the first floor, including a master suite, 1 full bath, and a half bath, with three bedrooms upstairs, including a second master with a shower, jacuzzi, and his/her closets, plus 1 full bath. Step outside to your private outdoor oasis featuring a fully screened-in pool area with a new grab bar, child safety fence, half bath, and outdoor shower—ideal for guests or family fun. Whether it’s your dream home-away-from-home or forever family residence, don’t miss out—schedule your showing today! (disclaimer; buyer must qualify for the mortgage and verify the rate and closing costs)

Listing is courtesy of: FREEMAN REALTY SOLUTIONS LLC (833-571-1700)

Listing Agent: Eric Freeman (904-894-8606)

Remarks: One or more photo(s) has been virtually staged. AGENTS - PLEASE VIEW REALTOR REMARKS IN THE MLS. One or more photo(s) has been virtually staged. Welcome to 1019 Lake Berkley Drive, a refined residence offering an exceptional blend of comfort, security, and resort-style living within the guard-gated Lake Berkley community. This thoughtfully upgraded home showcases two main bedrooms with ensuite bathrooms, ceramic tile and new laminate flooring that was installed in 2025, creating a fresh and sophisticated interior. The remodeled kitchen (2022) serves as the centerpiece of the home with a great view of the pool and lanai, complemented by a newer stove (2023) and designed for both everyday living and entertaining. The outdoor living space is ideal for enjoying Florida’s year-round sunshine, enhanced by a stunning pool with new pool pump for effortless maintenance. Notable system upgrades include the second bathroom that features a newer shower, offering modern convenience for residents and guests alike. New insulation in the attic and walls for improved energy efficiency, and a new AC system installed in 2023. A new garage door will be installed after closing, adding both value and curb appeal. The seller may also offer a home warranty for added peace of mind with the right offer. Residents of Lake Berkley enjoy an impressive suite of amenities, including tennis and volleyball courts, a resort-style pool, playground, water park, fitness center, clubhouse, gazebo, beach area, BBQ pit, and scenic lake views with fishing pier. The community also permits short-term rentals, includes lawn care, making this an exceptional opportunity for both luxury homeowners and discerning investors. Combining quality upgrades, a secure setting, and an enviable lifestyle, 1019 Lake Berkley Drive presents a rare opportunity in one of the area’s most desirable communities. Come see today! Offer period extended! Offers may be entered ONLINE through Thursday, April 17, 2026 at 2:00 pm. AT SELLER'S DISCRETION, A SUBMISSION MAY BE ACCEPTED AT ANY TIME.

Listing is courtesy of: KELLER WILLIAMS ADVANTAGE 2 REALTY (407-393-5901)

Listing Agent: Christina Rampersad (407-995-6788)

Remarks: Experience year-round resort-style living at Storey Lake Resort! This 5-bedroom, 5-bath home offers the perfect blend of comfort, style, and convenience—ideal as a primary residence, vacation getaway, or a short- or long-term investment. Designed with a spacious open floor plan, this home features five generously sized bedrooms, five full bathrooms, and a loft providing additional flexible living space. Enjoy the convenience of dual primary suites, with one located on the first floor and another on the second. The kitchen opens seamlessly to the main living areas, and the home is being offered turn-key, FULLY FURNISHED and equipped with housewares. Step outside to your covered lanai and private swimming pool, perfectly situated in one of the most desirable areas of Storey Lake—just a short walk to The Hideaway Club and resort amenities. Prime location! Minutes from shopping, dining, and entertainment, close to Disney, and with easy access to Orlando International Airport. This fully furnished home delivers the ultimate combination of resort-style luxury and everyday convenience. All that’s left to do is move in, relax, and enjoy the lifestyle!

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

Listing Agent: Alessandra Grafin Kamensky (407-453-3943)

Remarks: Turnkey townhome in the gated Coral Cay Resort community just minutes from Orlando’s major attractions, offering flexibility as a primary residence, second home, or short-term vacation rental investment including AirB&B. This move-in ready property features a bright open-concept layout with durable luxury vinyl plank flooring throughout the first floor. The renovated kitchen showcases quartz countertops, stainless steel appliances, soft-close cabinetry, a double sink, and a breakfast bar that flows seamlessly into the main living area, creating a comfortable space for everyday living and entertaining. Sliding doors lead to a screened impact patio overlooking the pond and amenity center, providing a relaxing indoor-outdoor living space with direct access to community amenities. The first floor also includes a private bedroom with en-suite bathroom featuring quartz counters, dual sinks, and a tub/shower combination, along with a convenient powder bath and stackable laundry area. Upstairs offers two additional bedrooms with pond and amenity center views. The larger bedroom includes a spacious closet, ceiling fan, and en-suite bath with quartz counters and a tub/shower combination that also provides hallway access. Coral Cay Resort offers a wide range of amenities including a clubhouse with movie theater, fitness center, game room with pool table, and kitchen, along with a heated community pool, spa, kiddie pool, playgrounds, sand volleyball court, picnic areas with grills, and a scenic walking trail with exercise stations surrounding a lake with a lighted fountain. Additional highlights include a paver driveway and close proximity to the resort-style amenity center.

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

Listing Agent: Jackie Isham (407-917-8954)

Remarks: MOVE-IN READY waterfront condo in the gated Villas del Sol community, perfectly situated in the heart of Central Florida real estate and just minutes from world-famous Orlando attractions. Step through the covered entry and into a bright, open living and dining area where neutral ceramic tile flooring and a large window frame relaxing water aviews, creating a calm everyday backdrop for work, rest, or play. The efficient kitchen is just off the main living space and features stainless steel appliances, plenty of cabinet storage, and a practical breakfast bar that keeps the cook connected to guests and conversation. Down the hall, the comfortable bedroom offers soft carpet underfoot, a ceiling fan, and a generous walk-in closet, giving you the storage and privacy you need whether this is your full-time Orlando relocation home or a lock-and-leave retreat. The full bathroom includes a tiled shower/tub combo and a clean, simple vanity, and the in-unit laundry room with washer and dryer keeps day-to-day living convenient and low maintenance.From the living room, step out to your private balcony and take in peaceful views over the community lake, with space for a small bistro set to enjoy morning coffee or unwind at the end of the day while overlooking the water and nearby palm trees. This Kissimmee property sits inside a gated community Orlando buyers appreciate for its amenities, including multiple pools, spa, fitness center, tennis courts, and a shaded playground, giving you resort-style options without leaving home. With a flexible leasing period as short as 1–7 days, this residence works well as a short-term rental investment or vacation base for those searching Near Disney homes or considering a Davenport vacation rental–style setup but wanting closer access to the parks and major roadways. Enjoy being near shopping, dining, and everyday services, with easy access to major highways that connect you quickly to Disney, Universal, and downtown Orlando homes for sale. Contact us today for a private tour or more details on this exceptional opportunity.

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

Listing Agent: Simi Lakhani (407-408-7393)