Homes for Sale Near Kissimmee Middle in Kissimmee - 182 homes

Remarks: **HUGE PRICE DROP** This is it, the DEAL OF THE CENTURY. This home has the opportunity to gross $130,000 annually! ** Welcome to this spectacular resort-style pool home located in the Storey Lake Resort—one of Orlando's most coveted vacation rental communities, FOUR miles from Walt Disney World and all the major Orlando attractions! Whether you’re seeking the ultimate short-term rental investment for Airbnb or VRBO, a magical second home, or a spacious primary residence, this home checks every box. Step inside to discover an entertainer’s paradise featuring a loft-style game room upstairs, a private movie theater, and expansive custom-designed living spaces. With 9 generously sized bedrooms, there’s room for the whole family and then some! Built in 2020, this 2-story TURNKEY, FULLY-FURNISHED property is in pristine condition, with all key elements—roof, HVAC system, and water heater—practically brand new. This home is nestled in a prestigious gated community offering 24/7 security and an impressive lineup of resort-style amenities, including a water park with a lazy river, multiple sparkling pools with thrilling water slides, a fitness center, clubhouse, arcade, playgrounds, tiki bar, basketball/volleyball/tennis courts and more. Don’t miss this rare opportunity to own a home that offers flexibility, luxury, and unbeatable proximity to Disney, Universal, and Orlando’s world-class dining, shopping, and entertainment. Whether you’re investing and want immediate income, vacationing, or planting roots—this is the one.

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

Listing Agent: Angie Kollcaku (407-454-4078)

Remarks: Welcome to your own slice of paradise in Margaritaville Resort Orlando , where lifestyle, location, and income potential come together effortlessly . This beautifully designed Cottage Floorplan 1539 C offers 3 bedrooms and 3 full bathrooms, perfectly suited for a vacation home, or high performing short term rental near Walt Disney World . Ideally located within WALKING DISTANCE to the resort pool, spa, fitness center, and premier amenities, this home places you in the heart of one of Kissimmee’s most desirable vacation communities. Inside, the open concept layout creates a bright and inviting atmosphere, featuring upgraded countertops, stainless steel appliances, and stylish wood look tile flooring throughout the main living areas. The spacious primary bedroom offers a private retreat with its own en suite bathroom, while the additional bedrooms are thoughtfully positioned to provide comfort and flexibility for guests. This home is offered FULLY FURNISHED with the MRO approved City Furniture Key West Sunset package, including furnishings, décor, TVs, window treatments, kitchen essentials, linens, and more. Truly turnkey and ready to enjoy or generate immediate rental income. Margaritaville Resort Orlando delivers an unmatched resort experience with multiple pools, a full service spa, fitness center, and direct access to Island H2 O Water Park. Just minutes away, Sunset Walk offers a vibrant mix of dining, entertainment, shopping, and live music. Whether you are looking to relax, invest, or do both, this property offers the perfect opportunity to own in a premier short term rental community near Disney and the best of Central Florida attractions.

Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)

Listing Agent: David Hung (407-417-0464)

Remarks: Corner townhome just minutes from Disney! Great for first-time homebuyers and also ideal for snowbirds, vacation home, or Airbnb investors. This end-unit features 9’4” ceilings, an open-concept layout, and a kitchen with 42” cabinets, crown molding, granite countertops, and stainless-steel appliances (all included). Enjoy a private rear patio for relaxing or entertaining. Upstairs offers 3 bedrooms, 2 baths, a laundry room with washer/dryer, and a primary suite with granite counters and shower. Don’t miss this move-in ready opportunity.

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

Listing Agent: Abdallah Fawaz (407-790-5014)

Remarks: Experience the epitome of resort-style living in this meticulously maintained 2-bedroom, 2-bathroom villa located within the exclusive gated community of Sterling Park at Stonefield. The interior radiates modern elegance with soaring ceilings, crown molding, and premium porcelain tile flooring throughout a bright, open-concept layout. At the heart of the home, the chef-inspired kitchen shines with crisp white cabinetry, granite countertops, and stainless steel appliances, seamlessly flowing into a sun-drenched dining area. Retreat to the spacious primary suite, complete with custom shutters and a spa-like ensuite featuring a dual vanity and a frameless glass walk-in shower. Beyond the glass sliders, your private screened-in lanai offers peaceful, unobstructed views of the community’s lush greenspace—perfect for quiet Florida mornings. With the HOA handling lawn and exterior maintenance, you’re free to enjoy the resort-style pool, fitness center, and tennis courts, all while being minutes away from world-class shopping at The Loop and major Orlando attractions.

Listing is courtesy of: MILESTONE FAMILY REALTY LLC (689-265-3683)

Listing Agent: Jeff Joachim (689-304-9330)

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 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 Monday, May 4, 2026 at 5:00 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: Spacious 4-bedroom, 2-bath home! Featuring a master suite with walk-in closet and private bath, this home offers an open living and dining area, perfect for family gatherings. The well-appointed kitchen provides ample space for cooking and entertaining. Enjoy access to community amenities including a pool, playground, tennis courts, and recreational areas. Conveniently located near shopping, dining, and major highways — an ideal family home in Kissimmee! - Convenient to shopping, dining, and highways. Don’t miss out!

Listing is courtesy of: VITAL REALTY GROUP INC (407-944-1833)

Listing Agent: Maria Genao Santos (407-552-6355)

Remarks: Beautiful 2-Story Home in Gated Community – Great for Living, Vacation, or Rental Income This is a wonderful opportunity to own a fully furnished 2-story home located in a quiet, gated community with 24/7 security and great amenities. The home is in excellent condition and is currently being used as a short-term rental with a 5-star rating on Airbnb. It’s located in a very convenient area — just minutes away from Walmart, Disney parks, Highway 192, and Plaza del Sol. Whether you're looking for a permanent home, a vacation spot, or an investment property, this one offers a lot of value and flexibility. The home is already listed and performing well on Airbnb. If the buyer is interested, we’re happy to transfer the current and upcoming Airbnb bookings to make the transition smooth and help you start earning right away. Inside, the home is clean, spacious, and comes fully furnished, so it’s truly turn-key — ready for living or renting without any extra effort. The community offers plenty of amenities for guests and residents, including a swimming pool, clubhouse, gym, and more. It’s a safe, family-friendly neighborhood that’s also appealing to tourists due to its close proximity to major attractions. Whether you plan to live here full-time, use it as a vacation getaway, or continue running it as a short-term rental, this home is a smart choice in a great location.

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

Listing Agent: Juan Garcia Betancur (407-535-0909)

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)

Remarks: This fully furnished, 2BD/2BA, fourth-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: 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: Welcome home to this well-maintained single-family residence offering a bright and functional layout. The interior features spacious living and dining areas with tile flooring throughout the main living spaces and an open flow ideal for everyday living and entertaining. Comfortable bedrooms offer carpeting and ceiling fans, while the master bedroom has sliding doors leading to your rear screened-in lanai. Additional features include a two-car garage and a clean, neutral interior ready for its next owner. Easy to show!

Listing is courtesy of: SOVEREIGN REAL ESTATE GROUP (305-662-1502)

Listing Agent: William Figueroa (305-662-1502)

Remarks: First floor spacious one bedroom end unit in a gated community, offering an open floor plan designed for comfort and style. Condo has a large master suite with walk in closet, kitchen with a gas stove and inside utility. Living room with bonus area for study or den with walk in closet This condo is conveniently located near shops, restaurants, transportation and just minutes to Disney and attractions

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

Listing Agent: Emily Cruz (407-729-3086)

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: Experience the Margaritaville lifestyle in the heart of Kissimmee, Florida, just minutes from Walt Disney World and Central Florida’s top attractions. This spacious 5 bedroom, 5.5 bathroom cottage is located in a premier vacation home community known for its unmatched amenities and vibrant atmosphere. Positioned within close proximity to the resort pool, spa, gym, and entertainment, this home offers both convenience and an elevated guest experience. The interior features upgraded countertops, stainless steel appliances, and wood look tile flooring that blends style with durability. Designed with both comfort and income potential in mind, each bedroom includes its own bathroom access, providing privacy for owners and guests alike. The primary bedroom offers a peaceful retreat with its own en suite bathroom. This home is located in a sold out resort community that allows for short term rentals, making it an ideal investment opportunity, vacation home, or full time residence. Enjoy access to multiple pools, a water park, fitness center, full service spa, and Sunset Walk, where you will find dining, shopping, bars, and live music just moments away. Situated in Kissimmee near Orlando, this property offers easy access to Disney Parks, major roadways, and everything Central Florida has to offer.

Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)

Listing Agent: Jessica Estrada (863-409-1771)

Remarks: Welcome Home! Step into this beautifully appointed two-story residence nestled in the sought-after, resort-style community of Storey Lake. The open-concept layout features a spacious gathering room that flows seamlessly into the dining area and modern kitchen—complete with stainless steel appliances, a large island, and granite countertops—perfect for entertaining or enjoying cozy nights in. Conveniently located near the kitchen, you’ll find a laundry room and a drop zone with granite countertop at the garage entry, adding everyday functionality. The first-floor primary suite includes a generously sized bedroom, granite double vanity, walk-in shower, and an expansive walk-in closet. Upstairs, two additional bedrooms and a full bathroom offer comfort and privacy for family or guests, plus a versatile loft provides additional living space—ideal for a media room, playroom, or home office. Step outside to a screened-in lanai overlooking a spacious backyard, with plenty of room to add your custom pool. Storey Lake offers premier amenities, including a resort-style pool, lazy river, fitness center, sports courts, playground, dog park, and scenic walking trails. Nature lovers will appreciate being just minutes from Shingle Creek Regional Park. All of this, conveniently located near Disney, Universal, SeaWorld, shopping outlets, restaurants, golf courses, and with easy access to I-4, 429, and the Florida Turnpike. Don’t miss this opportunity—schedule your private showing today!

Listing is courtesy of: HOME SOLD REALTY LLC (833-700-2782)

Listing Agent: Camilo Perez (833-700-2782)

Remarks: 3-bedroom, 2-bathroom home offering 1,592 square feet of comfortable living space in the heart of Kissimmee. This property features a functional layout with spacious living area.The kitchen flows seamlessly into the main living space, making it ideal for both everyday living and entertaining. Situated in a convenient location near shopping, dining, schools, medical facilities, and major roadways including Osceola Parkway, US-192, and Florida’s Turnpike. Easy access to Orlando attractions and employment centers. Major update: Roof installed in 2021, providing peace of mind and long-term value. Whether you're a first-time buyer, downsizing, or seeking an investment opportunity, this property offers solid value in a central location. Schedule your private showing today.

Listing is courtesy of: EPIQUE REALTY, INC. (888-893-3537)

Listing Agent: Hector Pagan, Pa (407-791-4858)

Remarks: Welcome to this stunning 4-bedroom, 2-bathroom townhome located in the highly sought-after community of Storey Lake! Built in 2022 and meticulously maintained, this property is currently operating as a successful short-term rental, offering excellent passive income potential from day one. Step inside to find a bright, open-concept living space with modern finishes and plenty of room for family and guests. The well-appointed kitchen, spacious bedrooms, and beautifully designed bathrooms make this townhome perfect as a primary residence, vacation getaway, or investment property. Storey Lake is renowned for its resort-style amenities, including a spectacular clubhouse, multiple resort pools, splash pads, lazy river, water slides, and a state-of-the-art fitness center. Residents and guests also enjoy miniature golf, canoe and kayak rentals, sand volleyball courts, and playgrounds. Ideally situated just minutes from Walt Disney World, Universal Studios, SeaWorld, shopping, dining, and major highways, this location puts the best of Orlando at your doorstep. Whether you’re looking for your dream vacation home or a turnkey income-generating property, this is an opportunity you won’t want to miss!

Listing is courtesy of: MY REALTY GROUP, LLC. (786-847-7421)

Listing Agent: Gaby Castellanos (407-429-1076)

Remarks: BEAUTIFUL HOME WITH POOL -- LOCATED IN THE MIDDLE OF KISSIMMEE -IN VERY CLOSE DISTANCE OF MAIN ROADS, RESTAURANTS , BANKS , TOURISTIC AREAS --***NO HOMEOWNERS ASSOCIATION *** BRING YOUR BOATS AND YOUR RV'S , YOUR POOL HOME IS WAITING FOR YOU . THIS PROPERTY ALSO FEATURES 3 BEDROOMS AND 2 BATHS, AND 1 BEDROOM 1 BATH AL LADO CON ENTRADA SEPARADA COMO CASA DE LOS SUEGROS O DE VISITA --COME AND SEE IT AS SOON AS POSSIBLE !!!

Listing is courtesy of: ZEA REALTY & ASSOCIATES (407-931-6511)

Listing Agent: Consuelo Zea (407-931-6511)

Remarks: BEAUTIFUL AND IMPECCABLE GEM. Welcome to your own piece of paradise here in sunny Florida. This 4-bedroom, 2.5-bathroom home is perfect for your family. Offering endless luxuries throughout the home, upon opening the front door, to your right, you will find an office/study with tons of natural light streaming in. Adjacent to the office/study is the formal dining room, where you can set a long table for your entire family. The whole first floor has Italian porcelain tile floors. The beautiful kitchen features spectacular granite countertops, elegant cabinetry, and high-end stainless steel appliances, providing a spacious and comfortable living area to share with friends and family. The entire home has fine Persilux aluminum blinds. With a large backyard already protected almost entirely with fencing for added security, you will have plenty of space to host gatherings with friends or family. All bedrooms are on the second floor, and the staircase and living room floors are made of brown wood, making it very elegant. The master bedroom has two large, comfortable closets. The master bathroom has a double vanity, a shower, and a garden tub. The home also has a cozy porch where you can enjoy coffee while watching the beautiful Florida sunrise or sunset. The home is located in the beautiful and secure Tapestry community, where you'll enjoy a family-friendly atmosphere. Amenities include 24/7 security, swimming pools, playgrounds, cabanas, and a fitness center. It's also very close to the Loop Mall, where you'll find a wide variety of restaurants and shops, and just 20 minutes from Disney. Don't miss out on this beautiful home for your family!

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

Listing Agent: Marilin Lugo (407-285-6145)

Remarks: One or more photo(s) has been virtually staged. "Huge PRICE REDUCTION for quick sale." Welcome to your dream home in the luxurious Weston Reserve gated community. This stunning former model home combines spacious, thoughtful design with prime location, offering the perfect balance of privacy and accessibility. Situated just about a mile from the Loop shopping complex and walking distance of Flora Ridge Elementary School, Publix supermarket, Floor and Decor, and premium shopping, this property defines "move-in ready." It is also ideally located just a few miles from Disney, Sea World, and about a twenty minute to the Orlando International Airport. Designed for those who love to cook and entertain, the expansive kitchen features rich 42-inch-high wood cabinets, a central island and a galley pantry. High-end upgrades include a fairly new cook top, a new dishwasher and a double convention oven. There are also a wet bar and an elegant half bath by the stairs to the second floor. The kitchen flows seamlessly into a breakfast nook and a light filled family room with custom built ins. Step through the sliding glass doors to your own private paradise. The screened-enclosed poor area, equipped with a baby fence, offers a serene retreat for soaking up the Florida sun or hosting weekend gatherings in a secluded setting. As you entered through the 8ft high front door, you are greeted with an elegant family and dining rooms. On the left is the guest room with its own dedicated bathroom and on the right is the 100 square feet office with custom built-in desk and bookshelves. Go up the recently installed hardwood stairs to the second floor and find two bedrooms which are connected by a Jack and Jill bathroom and the massive primary bedroom which serves as a true sanctuary, boasting dual walk-in closets, double vanities and a luxurious garden tub. The property also features a new roof that was installed in 2021, 2 HVAC systems that were installed less than three years ago along with a fairly new water heater and pool pump and new paint interior and exterior. Don't let this incredible opportunity pass you by. Call for an early showing.

Listing is courtesy of: HOMESTEAD REALTY INC (407-367-4201)

Listing Agent: Patrick Matthews (321-663-2623)