Homes for Sale Near Kissimmee Middle in Kissimmee - 284 homes

Remarks: Discover this spectacular residence located in the exclusive gated and guard-secured community of Tapestry in Kissimmee. Featuring 3 bedrooms, 2 bathrooms, and an office, this 1,706-square-foot home is designed for those seeking comfort, style, and a lifestyle filled with exceptional amenities. From the moment you enter, the home welcomes you with an open-concept layout, bright living spaces, and a seamless flow between the main living areas, creating the perfect setting for both everyday living and entertaining. The office offers a versatile space ideal for working from home, studying, or adapting to your personal needs. The spacious bedrooms provide comfort and privacy, while the contemporary finishes and functional design create a warm and inviting atmosphere throughout the home. Living in Tapestry means enjoying resort-style amenities designed for the entire family, including a beach-entry pool with cabanas, splash and recreational areas, a state-of-the-art fitness center with yoga and movement studio, an elegant clubhouse with catering kitchen for special events, outdoor terrace, sports courts, BBQ pavilions, dog park, and walking and biking trails. All of this is nestled within a private 24-hour guard-gated community, conveniently located near major highways, Orlando attractions, the airport, shopping, dining, and excellent schools. Whether you are searching for a primary residence, vacation home, or investment opportunity, this beautiful property offers an exceptional chance to experience the Florida lifestyle at its finest. Schedule your private showing and experience everything this beautiful home.

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Neyla Alvarez (407-780-8786)

Remarks: Fantastic Value! Move-in ready and completely renovated! One or more photo(s) has been virtually staged. Experience the rare advantage of a meticulously maintained, owner-occupied sanctuary in the heart of Storey Lake. Unlike typical high-turnover rentals, this 4,000 sq. ft. masterpiece has been cherished by its original owner, offering a level of care and finish that stands in a class of its own. Inside, the expansive five-bedroom layout is anchored by refined hardwood and tile flooring, sleek granite surfaces, and the ultra-convenience of dual laundry suites, one on each level. The chef-inspired kitchen flows seamlessly into a screened patio and a fully fenced backyard, providing a private outdoor retreat that is increasingly hard to find. Car enthusiasts or those needing extra storage will prize the rare 3-car garage and custom paver driveway. Perfectly positioned just 15 minutes from Disney and steps from resort-style amenities, including a fitness center, splash park, and dog park. This turnkey residence blends luxury living with unparalleled convenience. Your next chapter begins here.

Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)

Listing Agent: Danny Laniado (917-662-6161)

Remarks: Beautiful updated townhouse at Sterling at Stonefield. This lovely 3 bedroom 2 bathroom with screened in patio and a 2 car garage townhome is a corner unit. It has been tastefully upgraded to please the future tenants. The townhome features ceramic tile throughout, new kitchen cabinets with stainless steel appliances and quartz countertop. The bathroom vanities have been upgraded with bronze faucets sand quartz countertops. The master has a spacious walk in closet and upgraded bathroom with a standup shower. No yard to mow since the HOA takes care of the trimming. The community is gated and has a fantastic clubhouse with pool and tennis. Come live in style close to the Loop!

Listing is courtesy of: SUNSHINE PREMIUM PROPERTIES (407-414-7581)

Listing Agent: Monica Mendivil (407-414-7581)

Remarks: Brand New Interior Paint--Move in Ready! Welcome to the beautifully maintained 3 Bedroom 2-Bathroom home located in the desirable gated community of Cypress Reserve! Featuring an open concept layout with wood flooring throughout, crown molding and window treatments! This home offers both style and comfort on a gorgeous, oversized lot! The kitchen is fully equipped with a refrigerator, dishwasher, oven and microwave and showcases Corian countertops, tiled backsplash, maple cabinetry, and a closet pantry. An eat-in area just off of the family room creates the perfect space for casual dining and everyday living. The spacious primary suite and secondary bedrooms offer a functional split floor plan. A 2023 AC and 2018 ROOF provides a peace of mind. Washer and dryer convey with the sale. Step outside and enjoy a large, enclosed lanai overlooking an expansive backyard--ideal for entertaining or relaxing year-round. Move in ready and conveniently located near shopping (The Loop), dining, and major roadways. Come and see this home today!

Listing is courtesy of: BHHS FLORIDA REALTY (407-876-2090)

Listing Agent: Catherine Lambert Pa (407-908-2525)

Remarks: Why wait to build when this tremendous home is available now! Located near all of Florida’s major attractions such as the theme parks and major roads, to several shopping centers such as The Loop, and more! Feel at peace as this home is located in a gated community which also contains beautiful ponds, playground, and a community pool; so much to enjoy! Stepping into the newly painted wonderful home through that captivating red door, wind down the hallway to see the spacious family room, dining room, and the stunning kitchen! The kitchen is truly a beauty, having quartz countertops, stainless steel appliances, and dark color cabinets that stand out. The upgrades keep coming as this marvelous home has crown molding throughout several areas on the first floor including the master bedroom, laminated flooring throughout the whole house, and modern style bathrooms. Enjoy serenity by stepping onto the screen enclosed patio with renovated flooring and take in the luscious view of the lake behind the house. There is enough room for you and your family thanks to the spacious floor plan. Do not wait any longer, come make this home yours today!

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

Listing Agent: Blanca Armada (407-908-2846)

Remarks: **PRICE REDUCTION** Owner offering $5000 towards buyer's Closing Cost. Welcome to this spacious and beautifully maintained 5-bedroom, 4-bathroom home located in the desirable Preserve at Tapestry community. Built in 2015, this two-story residence offers over 3,500 sq. ft. of living space designed with comfort, elegance, and functionality in mind. Step into the heart of the home – a gourmet kitchen featuring premium cabinetry, granite countertops, stainless steel appliances, a center island, and a walk-in pantry, ideal for home chefs and entertaining. The open-concept layout flows seamlessly into the dining and living areas, providing an inviting space for family and guests.The luxurious master suite includes a spa-inspired bathroom with dual vanities, a soaking tub, and a separate walk-in shower. Additional bedrooms are generously sized with access to full bathrooms, perfect for a growing family or multigenerational living.Situated on a spacious lot, the property offers a private backyard with room for outdoor living or a future pool. Community amenities include gated access, parks, and walking trails. Roof Replaced in 2024. Unbeatable location just minutes from The Loop Mall, Orlando International Airport, and all major Central Florida attractions, including Walt Disney World and Universal Studios.Don’t miss this opportunity to own a move-in ready home in one of Kissimmee’s most convenient and vibrant neighborhoods!

Listing is courtesy of: ONE TEAM REALTY (407-530-5006)

Listing Agent: Ruben Salvatella (407-530-5006)

Remarks: Rare Opportunity. Pristine former model home in the Guard-Gated Community of Tapestry. Experience luxury and peace of mind in this meticulously maintained home, designer-upgraded townhouse. As a former model home, this property boasts premium finishes and has been kept in impeccable condition- never used as a rental and ready for its new owners. Open Concept living, the spacious floor plan seamlessly connects the living, dining, and kitchen areas, making it perfect for entertaining. Located in the heart of Kissimmee the Tapestry community offers an active, resort-style lifestyle. Prime location: just minutes away from world class shopping, dining, top rated schools, and the excitement of Disney and Orlando's world-famous theme parks.

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

Listing Agent: Alexandra Cana (407-364-3578)

Remarks: Motivated Seller! Price Just Reduced. Don't Miss This Fantastic Opportunity – Schedule Your Showing Today! Exceptional 9-bedroom, 5-bathroom home located in the Storey Lake Vacation Community, conveniently close to Disney theme parks, shopping outlets, dining, and major attractions. The property has been recently painted and is well and professionally decorated, offering a clean and functional layout suitable for large groups. A new game room adds additional usable space and increases appeal for short-term rentals. The home includes a private pool with water view and good privacy. Recent improvements include a refrigerator replaced in 2024, a new washer installed in 2025, and a second water heater added in 2024, providing added capacity and reliability. A solid opportunity in a community that allows short-term rentals, with strong demand and consistent investment potential. Do not miss this opportunity.

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

Listing Agent: Silvia Farao Dias Fregni, Llc (321-316-9098)

Remarks: Six Bedroom upgraded smart home in gated community with pool minutes away from theme parks. This beautiful 6 bedroom 3,294-square-foot home sits on a premium corner lot just 7 miles from Disney, a separate office, an upstairs laundry room, and three full bathrooms. It features a well maintained heated saltwater pool, a large screened patio with a 230V outlet for a hot tub, professionally landscaped grounds with privacy fencing and wetland preserve views. Upgrades include a paver driveway and porch, smart lighting, climate control, security, garage door automation, upgraded first-floor tile, mini-split in the tandem garage bay, Ox Floor sealed garage bays, upgraded glass walk-in shower, ceiling fans throughout, and laminate flooring with crown molding in the primary bedroom. Given its location to the theme parks, area amenities, and low vacancy rates; this property is well-suited for long-term rental opportunities. Always conduct thorough due diligence prior to making any investment decisions. This is your next dream home or long term investment property! Selling realtor has personal interest in property.

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

Listing Agent: Glenn Randall (407-760-1009)

Remarks: Welcome to this stunning 3-bedroom, 2.5-bathroom townhouse located in the highly desirable gated community of Townhomes of Flora Ridge. Perfectly positioned in the heart of Kissimmee, this home offers the ideal blend of comfort, convenience, and serene surroundings. Enjoy breathtaking lake views right from your home which are perfect for relaxing mornings and peaceful evenings. The community features family-friendly amenities including a playground and tennis court, all within a quiet, well-maintained neighborhood that provides both security and tranquility. Location is everything, and this property delivers. Just minutes from The Loop Shopping Center, you'll have easy access to shopping, dining, entertainment, and major retailers like Lowe’s. You’re also close to medical centers, hospitals, and major highways, making daily commuting effortless. Plus, world-famous attractions like Walt Disney World Resort are just a short drive away. Whether you're looking for a primary residence or a strong investment opportunity, this property checks all the boxes in one of Kissimmee’s most convenient and sought-after locations. Don’t miss your chance—schedule your private showing today.

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

Listing Agent: Daniel Santos (407-413-2548)

Remarks: Located in the beautiful resort community of Windsor Hills just minutes from Disney. This spacious 2-bedroom, 2-bathroom condo comes fully furnished and is currently being used for short-term rental. Turnkey condo is in the perfect 2nd floor location, New AC (August 2024) and water heater (March 2025) ready for short-term rentals with opportunity to transfer management and bookings already in place. The Windsor Hills Resort is a 24-hour guard gated community with amazing amenities such as a large resort “beach entry style” pool and waterpark with a waterslide and splash pad. The large clubhouse includes a fitness center, theatre and game rooms, welcome center and Sundry Shop. The resort amenities also include outdoor tennis courts, basketball court and picnic/grill area, all adjacent to this condo building. Association fees include water, high-speed Internet, cable TV, trash service and 24-hour resort security. Located just 2.5 miles from the Disney entrance and extremely close to dining, shopping and entertainment don’t miss out on this opportunity!!

Listing is courtesy of: IMAGINATION REALTY, INC (321-939-1300)

Listing Agent: Jennifer Schreiber (407-973-5575)

Remarks: Welcome to this spacious end-unit, two-story condo in the gated Club Cortile community, offering 4 bedrooms, 3 bathrooms, and 1,873 square feet of flexible living space. With a smart floor plan, pond-front setting, furnished interior, and short-term rental flexibility noted in the MLS, this home is well positioned for a primary residence, vacation home, or investment opportunity. The first floor features an open living and dining area, a functional kitchen, interior laundry room, and a covered screened rear patio overlooking green space and the community pond. A first-floor bedroom and full bathroom add valuable flexibility for guests, multi-generational living, or rental use. Upstairs, the primary suite offers a private retreat with its own bathroom and walk-in closet. Two additional bedrooms and a full bathroom complete the second level, giving the home a comfortable split layout with room for family, visitors, or extended stays. Club Cortile is a gated, pet-free community built around a small lake and designed for both everyday living and vacation-style convenience. Community amenities include a clubhouse and activity center, fitness center, outdoor pool and hot tub, movie theater, computer room, playground, tennis court, and basketball court. The community is also close to shopping, dining, and Central Florida attractions, with Walt Disney World approximately 10 to 15 minutes away and Universal Studios, SeaWorld, Gatorland, and Old Town also nearby. With its premium lakefront location, end-unit position, desirable north-south orientation, 4-bedroom layout, first-floor bedroom and bath, screened outdoor living space, tranquil water views, and resort-style community amenities, this property offers a unique opportunity to enjoy the best of Central Florida living, whether as a full-time residence, vacation retreat, or income-producing investment.

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

Listing Agent: Peter Luu (321-917-7864)

Remarks: Welcome to this beautifully updated home on a desirable corner lot in the heart of Kissimmee! From the moment you arrive, you’ll notice the fresh exterior paint, inviting curb appeal, and pride of ownership throughout. Step inside to discover a bright and spacious layout featuring a stunning updated kitchen designed to impress, complete with gorgeous quartz countertops, modern finishes, and the perfect setup for both everyday living and entertaining. The open flow of the home creates a warm and welcoming atmosphere ideal for gathering with family and friends. The primary suite offers a refreshed vanity area with stylish updates, creating a relaxing private retreat. Outside, the corner lot provides added space, privacy, and curb appeal that’s hard to find. Located in an incredibly convenient and highly sought-after Kissimmee location, you’re just minutes from The Loop, shopping, dining, Orlando International Airport, major highways, theme parks, Lake Nona, and all that Central Florida has to offer. Whether you’re looking for a primary residence or a vacation home, this move-in-ready property offers the perfect combination of location, updates, and value. Homes with upgrades like this in such a prime location do not last - schedule your private showing today!

Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)

Listing Agent: Patrizia Harrington (908-329-0392)

Remarks: Welcome to 2721 Bookmark Drive, a spectacular fully furnished 8-bedroom home in the highly sought-after Storey Lake Resort. This home gives one of the most desirable settings in the community, with peaceful pond and conservation views and no rear neighbors. Designed for both luxury living and unforgettable guest experiences, this home delivers the perfect blend of comfort, entertainment, and income potential. From the moment you walk in, the property feels like a true resort-style retreat, with spacious gathering areas, stylish furnishings, and multiple themed bedrooms created to delight guests of all ages. The home features a private movie theater, a dedicated game room, and a unique Virtual Reality machine that adds an extra layer of fun and creates a standout experience for vacationing guests. Whether hosting large families, groups, or visitors looking for the ultimate Orlando getaway, this home is built to impress. The outdoor space is just as special, with a private pool area overlooking the water and conservation backdrop, providing privacy, peaceful views, and a rare sense of separation from neighboring homes. Located just minutes from Disney, Universal, shopping, dining, and Orlando’s world-famous attractions, Storey Lake continues to be one of the area’s most popular short-term rental communities. With its premium location, rare conservation-facing lot, thoughtful entertainment spaces, and turnkey furnishings, 2721 Bookmark Drive is an exceptional opportunity to own a standout vacation home in the heart of Kissimmee’s resort corridor.

Listing is courtesy of: KRESSLER REAL ESTATE (407-864-2184)

Listing Agent: Andre Kressler (407-864-2184)

Remarks: Beautiful and spacious residence located in the Compass Bay community, one of the few communities in Kissimmee where short-term rentals (Airbnb/VRBO) are permitted. This property offers 1,882 sq ft, 3 bedrooms and 2 bathrooms, along with significant improvements that set it apart in the market. The interior has been updated with wood-style Luxury Vinyl Plank (LVP) flooring on the stairs and second floor, providing durability, easy maintenance, and a modern appearance. There is no carpet throughout the home. The open-concept layout integrates the living and dining areas in a comfortable and bright setting, and the primary bedroom includes a walk-in closet and a private bathroom. A notable feature is the conditioned garage, equipped with a finished floor, thermal undulation system that helps reduce heat, and a dedicated air unit. This space can be used as a flexible area—such as an office, game room, gym, or occasional room—while still retaining its original functionality, as it maintains its garage door and motor. Compass Bay is a gated community that offers a pool, green areas, and exterior maintenance. Its strategic location provides immediate access to major attractions and services in the area, being approximately 7 to 10 minutes from Disney World, 18 to 22 minutes from Universal Orlando, 15 minutes from SeaWorld Orlando, 8 minutes from The Loop Shopping Center, and 20 to 25 minutes from Orlando International Airport (MCO). It also offers easy access to US-192, Osceola Parkway, and SR-417, just minutes away. Ideal as a primary residence, second home, or investment property, this home combines location, interior upgrades, and the benefit of being in a community where short-term rentals are permitted, a highly sought-after feature in Kissimmee.

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

Listing Agent: Marjorie Mojica Paz (407-272-0179)

Remarks: Under contract-accepting backup offers. PRICE IMPROVEMENT! SELLER MOTIVATED! Beautiful fully furnished 3-bedroom townhouse located in the heart of Kissimmee, just minutes from Disney and major attractions. This well-maintained property offers comfortable living spaces and is perfectly suited as a primary residence, vacation home, or income-producing investment. Move-in ready and ideal for short-term or long-term rental. The home features a primary suite conveniently located on the first floor, an additional bedroom with a king bed, and a third bedroom with two full-size beds, providing comfortable accommodations for family or guests. Brand-new bedding throughout creates a fresh and welcoming environment. Clean, well cared for, and ready to generate income from day one. Conveniently located near restaurants, shopping, entertainment, and major highways. Turnkey opportunity in one of Kissimmee’s most desirable areas, perfect for investors or buyers seeking a vacation property near Central Florida’s world-famous attractions.

Listing is courtesy of: IDEAL REALTY GLOBAL (407-775-1799)

Listing Agent: Roseli Pereira (407-793-7345)

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

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

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

Remarks: Under contract-accepting backup offers. 4BR/3BA townhome in gated Club Cortile, just minutes to Disney, Orlando International Airport, shopping, dining, and major attractions! This spacious property features a versatile layout with a main-floor bedroom and full bath, ideal for guests or flexible use. Enjoy a well-designed kitchen, open dining area, and a relaxing lake fountain view that adds to the overall appeal. Upstairs includes a comfortable primary suite with walk-in closet and ensuite bath, along with additional bedrooms to accommodate families or larger groups making it a strong option for personal use or rental potential. Located in a resort-style community, residents and guests enjoy access to a heated pool, hot tub, fitness center, clubhouse, and tennis courts that can easily be enjoyed by pickleball enthusiasts, a growing favorite among vacationers. Positioned in a high-demand area near all major attractions, this property offers the opportunity to furnish to your style and maximize its potential as a vacation home or income-producing rental.

Listing is courtesy of: REMAX SUNSTATE REALTY (416-450-7436)

Listing Agent: Asmaa Filali (407-443-5425)

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: READY TO MOVE !! UPDATED IN 2020, new wood kitchen cabinets, Italian granite kitchen countertops, new tile titles in downstairs living room, . SEE ATTACHED FEATURES SHEET. CORNER UNIT. 4 bedrooms, 3 bathrooms, TWO MASTER SUITES. 1 master on the ground floor AND 1 master on the upper floor. The downstairs master bathroom has been completely remodeled in 2023. The great room has French doors, The air conditioning has been changed approximately 1 year; This beautiful townhouse can be a short term rental or a main home. Conveniently located near schools, restaurants, theme parks, shopping and major highways. Venetian Bay is a 24 hour guarded community offering resort style amenities: 4 swimming pools (main pool is heated), sun deck, 4 children's play areas, clubhouse with kitchen, fitness center, game room, volleyball sand, basketball, tennis courts, picnic areas, fishing. dock and more. This gem won't last long. Call today for your private showing!O MOVE !!!

Listing is courtesy of: WF REALTY CORP. (407-994-2900)

Listing Agent: Adriana Sanchez (321-947-4014)