Homes for Sale Near Kissimmee Middle in Kissimmee - 79 homes

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: 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: This fully furnished, 2BD/2BA, second-floor condo in Storey Lake is the definition of a turnkey revenue play. Just 14 minutes from Disney, this unit is already a high-performing Airbnb with strong occupancy and glowing guest reviews — no ramp-up period, no setup costs, no guesswork. Inside, you get a bright, modern, open layout with stylish furnishings, a private balcony, and a full, ready-to-host setup from day one. Whether you’re optimizing for nightly rate, extended stays, or personal use between bookings, this layout and location hit every mark. Storey Lake is a resort powerhouse with everything guests look for: multiple pools, a lazy river, splash pad, full gym, on-site restaurant + bar, and recreation that keeps guests onsite (and rebooking). That’s the kind of amenity package that drives repeat stays and pushes occupancy even in off-peak seasons. Prime location. Proven income. Zero setup. Whether you hold it as a cash-flowing short-term rental, use it as your own vacation landing pad, or both — this one is built to perform.

Listing is courtesy of: EXP REALTY LLC (407-305-4300)

Listing Agent: Tony Ubaldini (407-242-6781)

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)

Remarks: One or more photo(s) has been virtually staged. Beautifully maintained 4-bedroom home in desirable Heron’s Landing, ideally located near Loop West in the City of Kissimmee, on the border of Osceola and Orange County. This spacious single-story residence offers 2,059 square feet with a popular split floor plan and open, airy layout. Recent upgrades include fresh interior and exterior paint (2026) and new vinyl flooring (2025), newer roof (2018) and newer HVAC (2017). A formal living and dining area welcomes you at the foyer. The updated kitchen is ideal for cooking and entertaining, featuring ample counter space and newer appliances. The kitchen and breakfast nook open to a spacious family room with high ceilings, creating an inviting setting for gatherings. Both the sliding glass doors and breakfast nook french doors extend your living space to a gorgeous screened-in lanai, perfect for relaxing or entertaining. The primary suite overlooks a large backyard with lush fruit trees and features private lanai access. The en-suite bathroom offers a garden tub, separate shower, dual-sink vanity, and an oversized walk-in closet. Three additional bedrooms provide generous closet space, excellent natural light, and share a full bathroom. Additional highlights include newer laminate flooring in main living areas (no carpet at all), an indoor laundry room with extra storage, a 2-car garage with attic access, professionally cleaned HVAC system and whole-house ducts (2025), home security system, and irrigation system. Heron’s Landing is part of a well-maintained Eagles Reserve community, offering low HOA fees and amenities such as a community pool, playground, park areas, and fitness trails. Enjoy the convenience of being very close to The Loop, a sprawling outdoor mall with department stores, specialty shops, and casual dining. Close to Disney attractions, hospitals, Florida Turnpike, and SR-417. Move-in ready with major updates (see attached lists) —don’t miss this exceptional opportunity!

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

Listing Agent: Sherry Wang (484-744-4586)

Remarks: Live the vacation lifestyle every day or capitalize on one of Central Florida’s strongest short-term rental markets. Welcome to 2968 Caribbean Soul Dr, a fully furnished, turn-key townhome in the world-famous Margaritaville Resort Orlando—just minutes from Disney. This updated 2-bedroom, 2.5-bath retreat with a bonus loft delivers the perfect blend of luxury, comfort, and income potential. Step inside to an airy open layout with designer finishes, ceramic tile throughout, a modern kitchen with pantry, and a private primary suite featuring a walk-in closet and spa-inspired bath. Every detail is crafted to give guests the resort experience they expect—making this home Airbnb & VRBO ready from day one. Outside your door, enjoy access to unmatched amenities: multiple lagoon-style pools, a full fitness center, world-class restaurants and bars, shopping, entertainment, trolley service, walking/biking trails, and 24/7 gated security. HOA includes exterior maintenance, cable, internet, and resort amenities for a true low-maintenance lifestyle. Whether you’re searching for a vacation home near Disney, a high-performing short-term rental investment, or a stylish low-maintenance residence, this property delivers it all. Back on the market and ready for immediate occupancy or rental activation. Come see why Margaritaville remains one of Orlando’s top resort communities. ? Zoned for short-term rentals—Airbnb & VRBO friendly ? Ideal for primary residence, vacation retreat, or investment property ? Move-in ready—just bring your suitcase! Schedule your private showing today!

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

Listing Agent: Codie Eldery (407-881-3882)

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

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

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

Remarks: The perfect holiday home awaits you in this FULLY FURNISHED, beautifully appointed 4 bedroom/3 bath property in the secure, gated Paradise Palms resort. Just a short drive to Disney and in a community with a wide array of impressive amenities, you will want to own this property as either a vacation home or as a rental income opportunity. Layout features common living space on the ground floor along with one bedroom suite and remaining bedrooms & baths upstairs. The living room, dining room and kitchen reflect contemporary design trends and are open and spacious - designed to be great gathering spaces. Kitchen boasts granite counters, oversized breakfast/snack bar, and stainless major appliances. Spacious living room provides a great spot for relaxing after a day at the theme parks. Dining area has French door access to the pool deck. Master suite is upstairs and features an ensuite bath. All baths have granite counter vanities, and all bedrooms have TVs. Having a private (heated) pool means extra hours of fun at the property. The poolside is equipped for outdoor dining and relaxing, either under cover or out soaking up some rays. And for days when you want to skip the theme parks, there’s the impressive amenity center with a resort style pool/spa. You’ll be impressed with pool’s special features like beach entry, waterfall, splash pond & waterslide for the younger set, cabanas, and outdoor café. There’s also beach volleyball, a playground, fitness center, tennis, basketball, convenience store, sauna and more! Excellent location – 2 miles to Publix, where you can stock up on your groceries, and only about 7 miles to Disney property. Come see all that makes this home and Paradise Palms so special!

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

Listing Agent: Christopher Bessette (407-292-5400)

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

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

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

Remarks: Inspired by sophistication and luxury this resort style townhome located in Magic Village is synonymous with elegance, modernity, and quality. This stunning 3 bedroom, 3.5 bath home features a gourmet kitchen with Samsung stainless steel appliances, granite counter tops and all wood cabinetry. This contemporary home features soaring floor to ceiling windows in the large family room with an electric fireplace. Just outside the family room is a nice covered patio with an outdoor summer kitchen and the outdoor dining area. Upstairs are the 3 spacious bedrooms each with their own private A large master retreat that features a separate seating area. The spa like master bathroom has a large shower and dual vanity. The house is fully furnished with a high end decoration designed by a famous Brazilian interior designer. Magic Village is a unique project that perfectly unites sophistication in design and excellence in Hospitality, offering a fantastic opportunity for investors who seek comfort, style and exclusivity in a vacation resort in Orlando. Magic Village provides full support in all stages, from the purchase of your vacation home all the way through its rental offering of five star hotel services.

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

Listing Agent: Marcelo Guimaraes Junqueira (407-748-9796)

Remarks: Under contract-accepting backup offers. Welcome to 2331 W Oak St in the heart of Kissimmee! This charming 3-bedroom, 1-bath home plus a separate 1/1 unit offers fantastic flexibility—perfect for extended family, guests, or potential rental income. Enjoy peace of mind with impact windows, a 2020 roof, and a whole-home water softener. The updated kitchen features modern finishes and a bright, functional layout. Outside, the property boasts a spacious backyard and covered areas ideal for gatherings, cookouts, and outdoor entertainment. Located just minutes from world-famous Disney parks, major roads, shopping, dining, and all that Central Florida has. Don’t miss this versatile and move-in ready opportunity!

Listing is courtesy of: VITA LUXURY REALTY LLC (813-412-9468)

Listing Agent: Annay Hernandez (727-777-4222)

Remarks: One or more photo(s) has been virtually staged. BACK ON THE MARKET!! Lovely 2 bed, 2 bath third floor condo with vaulted ceilings. BRAND NEW WATER HEATER installed March 2026, BRAND NEW AC installed in May 2025. SHORT TERM RENTAL ALLOWED!! New refrigerator 2024. Washer, dryer included in inside utility room and tile throughout. Live in a Resort community situated around two lakes. The Community has a clubhouse with fitness center, two resort-style pools and lighted tennis courts. Minutes away from Disney, Universal & Seaworld, centrally located for Kissimmee and Orlando

Listing is courtesy of: NEXTHOME SUNSHINE REALTY (321-900-2389)

Listing Agent: Lindsy Holland (321-900-2389)

Remarks: Stunning 5-Bedroom, 4-Bath Townhome in a Premier Resort Community! ***$5,000 SELLER CREDIT TOWARD CLOSING CLOSTS*** This beautifully decorated end-unit townhome is located in one of the most sought-after short-term rental resorts. Featuring 5 spacious bedrooms and 4 full bathrooms, the open-concept layout includes a fully equipped kitchen with sleek 42" cabinetry and stainless steel appliances, flowing seamlessly into the inviting living and dining areas. Step through the sliding glass doors to a covered patio and private splash pool—perfect for relaxing and entertaining. The community offers incredible amenities including a resort-style pool, lazy river, water slides, splash park, kayak rentals, mini golf, and sand volleyball courts. Guests also enjoy access to a fully equipped fitness center with extended hours and an outdoor Tiki bar serving drinks, food, and ice cream. Whether you're looking for a full-time residence or a vacation rental investment, this home provides the ultimate Florida retreat—just minutes from Disney, Universal, SeaWorld, shopping, dining, and more. Schedule your private showing today!

Listing is courtesy of: MARKLE MANAGEMENT (954-465-4719)

Listing Agent: Madelynn Markle (954-465-4719)

Remarks: A rare opportunity to own a fully furnished turnkey pool home in one of Orlando’s most desirable resort communities, perfectly positioned for personal use, vacation living, or exceptional short-term rental income. This beautifully appointed 5-bedroom, 5-bathroom home offers the ideal blend of comfort, style, and versatility. The spacious open-concept layout features a modern kitchen, elegant finishes, and inviting living and dining areas designed for both entertaining and everyday enjoyment. Each bedroom is tastefully furnished to provide a comfortable and relaxing retreat for owners and guests alike. Step outside to your own private screened-in pool, perfect for enjoying the Florida sunshine after a day at the parks or hosting family and friends. Located in a short-term rental approved resort-style community, residents and guests enjoy access to outstanding amenities and a prime Central Florida location just 21 minutes from Walt Disney World and only 30 minutes from Universal Studios. Whether you are seeking a primary residence, vacation getaway, or turnkey income-producing investment, this property is ready to impress. Offered fully furnished and move-in/rent-ready, it presents an exceptional opportunity in one of Orlando’s strongest and most sought-after vacation rental markets.

Listing is courtesy of: ALVES AND HOWELL REALTY (407-750-2171)

Listing Agent: Laercio Xavier (321-353-4477)

Remarks: This well-maintained, fully furnished 3BR/2BA townhouse-style condo features ceramic tile on the first floor. The primary bedroom is located downstairs for major convenience. It is move-in ready for a primary residence or an immediate rental investment. Located in Kissimmee, you are steps from Target and Hwy 192's dining and attractions, and just minutes from Disney, SeaWorld, and Universal. The gated community offers 24-hour security, a clubhouse, pool, spa, fitness center, tennis and basketball courts, and a fishing pier. This property offers maximum flexibility for short-term or long-term use. Contact us today for a private tour!

Listing is courtesy of: PROPERTY OUTLET INTERNATIONAL (407-723-7000)

Listing Agent: Arelis Ravelo (917-607-4355)