Homes for Sale Near Kissimmee Middle in Kissimmee - 196 homes

Remarks: Charming and beautifully positioned 3 bedrooms, 2 bathrooms ground floor unit with peaceful garden view and resort style living at your doorstep. Just steps away from the sparkling community pool and gazebo, this home offers the perfect blend of comfort and convenience. Enjoy a bright, open layout filled with lots of light, a cozy back patio ideal for relaxing mornings, entertaining or unwinding evenings. A well kept home, with a lot of upgrades and all stainless steel appliances. Nestled in a prime location close to shopping, dining and major roadways. This is an exceptional opportunity for homeowners or investors seeking the Florida lifestyle at its best.

Listing is courtesy of: KELLER WILLIAMS LEGACY REALTY (407-855-2222)

Listing Agent: Claudette Banton Dennis (347-876-1091)

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. The home may be sold furnished.

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

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

Remarks: Under contract-accepting backup offers. Welcome to this beautifully maintained 4-bedroom, 2-bathroom pool home perfectly situated on a scenic pond in a gated community. This immaculately cared-for residence offers the ideal blend of comfort, privacy, and Florida lifestyle living. Relax or entertain in your private pool overlooking tranquil water views, creating the perfect backyard retreat. The home features a spacious and functional layout, ideal for both everyday living and hosting family and friends. Pride of ownership is evident throughout, making this home truly move-in ready. Conveniently located in a central location close to shopping, dining, and major roadways, with easy access to Orlando’s world-famous theme parks and Orlando International Airport, making travel and entertainment just minutes away. This exceptional home offers the perfect combination of location, lifestyle, and meticulous maintenance.

Listing is courtesy of: BETTER HOMES AND GARDENS REAL ESTATE MANN GLOBAL P (407-730-8737)

Listing Agent: Edwin Gonzalez (321-402-2284)

Remarks: 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!

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

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

Remarks: Welcome to this beautifully appointed two-story corner-lot home nestled in the heart of Kissimmee. Featuring exceptional curb appeal with a brick-paved driveway, stone-accented façade, and meticulously maintained landscaping, this residence exudes elegance from the moment you arrive. The seller will pay off the remaining balance of the solar panels at closing. Step inside to an open-concept layout filled with natural light, where contemporary design meets comfort. The main living area includes elegant tile flooring, modern light fixtures, and custom wall details that add a touch of sophistication. The gourmet kitchen serves as a centerpiece, complete with granite countertops, an oversized island, and stainless steel appliances, all seamlessly connected to the dining and living spaces—ideal for both everyday living and entertaining. Upstairs, spacious bedrooms provide abundant natural light, while the primary suite serves as a private retreat, showcasing a spa-like ensuite with dual vanities, a soaking tub, and a walk-in shower. Situated on a desirable corner lot, the home also includes a fully fenced backyard perfect for relaxing or hosting gatherings. Conveniently located near major highways, premier shopping, dining, and top-rated schools, this home combines style, function, and location in one exceptional listing. The property includes solar panels, which significantly reduce electricity costs. The system will be paid off by the seller at closing, ensuring the new owner benefits from the energy savings without any remaining balance or financial obligation.

Listing is courtesy of: ALTIS REALTY (407-401-7447)

Listing Agent: Vicente Virgilio (407-401-7447)

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: 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: 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)