Homes for Sale Near Osceola High School in Kissimmee - 151 homes

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: Under contract-accepting backup offers. Rare Find in Adriane Park! Located in highly sought-after community of only 55 homes, known for its peaceful setting, spacious lots, and convenient location. This beautifully maintained 4-bedroom, 3 full bathroom home offers 2,444 heated square feet with a functional 3-way split floor plan. As you enter, you are welcomed by a spacious living and dining room featuring crown molding, chair rail accents, custom drapes, soaring 10-foot ceilings, and an abundance of natural light from four skylights throughout the home. The dining room connects conveniently to the kitchen through a charming swinging door. The spacious kitchen features granite countertops, a breakfast bar, dinette area, skylight, and plenty of storage space. Matching GE Stainless appliances. The kitchen opens to the inviting family room with a cozy wood-burning fireplace and French doors leading to the oversized screened lanai. Privately situated off the family room, the primary suite offers French door access, a walk-in closet, and an ensuite bathroom complete with a jacuzzi tub, separate shower stall, and private water closet. Bedrooms two and three are located on the opposite side of the home and share a spacious hall bath with dual sinks and a tub/shower combination with direct access to the lanai — already perfectly set up for adding a future pool. The 4th bedroom is conveniently located near the kitchen and offers ensuite access to the 3rd full bathroom, making it an ideal setup for guests, extended family, or a private home office. Step outside and enjoy the impressive 10x40 screened lanai overlooking the spacious backyard and peaceful pond view. Part of the lanai is covered, creating the perfect relaxing space, while the screened area offers an ideal setup for grilling and enjoying beautiful evening sunsets. Additional updates and features include: • Replumbed in 2023 • New toilets in 2023 • Interior painted with Sherwin-Williams Super Paint • Roof replaced in 2015 • Water heater replaced in 2017 • Sprinkler system • Intercom system • 1-year home buyer’s warranty included for added peace of mind. Corrugated metal storm panels included with the home. Equip with flood lights on all 4 corners. Low HOA fees of only $220 semiannually and NO CDD. Conveniently located near Osceola Hospital, Downtown Kissimmee, and the Florida's Turnpike. Ready to call this your new home? Call today to schedule your private showing!

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

Listing Agent: Janet Mcquagge (407-927-7399)

Remarks: Under contract-accepting backup offers. Beautifully appointed and fully furnished, this 4-bedroom, 3-bathroom townhouse is located within the highly desirable gated resort community of Storey Lake. Zoned for short-term rentals, this property offers an exceptional opportunity for both personal use and investment. The home features an open-concept floor plan designed for comfort and functionality. The upgraded kitchen showcases stainless steel appliances, quartz countertops, and a stylish tile backsplash, seamlessly flowing into the spacious living and dining areas — perfect for entertaining or relaxing after a day at the parks. The property is tastefully decorated and turnkey, offering a welcoming and refined atmosphere for owners and guests alike. Step outside to enjoy your private screened-in pool, ideal for relaxing and enjoying Florida’s beautiful weather. Storey Lake Resort offers outstanding resort-style amenities, including a clubhouse with a resort pool, lazy river, water slides, splash park, heated spa, poolside bar and grill, tennis courts, sand volleyball court, basketball courts, cabanas, movie theater, bar/restaurant, and a fully equipped fitness center. Ideally located just minutes from Disney Springs, Walt Disney World Parks, shopping, dining, and major attractions, this property provides both luxury and convenience in one of Central Florida’s most sought-after vacation communities.

Listing is courtesy of: FLORIDA CONNEXION PROPERTIES (407-574-2636)

Listing Agent: Ana Sampaio Pereira Willeman Moura (312-523-7720)

Remarks: Under contract-accepting backup offers. SELLER MOTIVATED - PRICE TO SELL - GREAT OPPORTUNITY STUNNING FULLY RENOVATED 3 BEDROOM POOL HOME – PRIME LOCATION IN KISSIMMEE Welcome to this beautifully upgraded 3-bedroom, 1 bonus room, 2-bathroom home located and a spot available with possibility to build a one more bathroom. This property has been completely renovated with high-end finishes throughout and offers the perfect blend of elegance, comfort, and Florida lifestyle living. Fully renovated interior. Premium, first-line flooring throughout. Sophisticated wood panel accent walls. Designer-decorated bedrooms. Completely remodeled kitchen with modern finishes. Updated bathrooms with contemporary style. Extended driveway for additional parking Private heated pool with spa. Outdoor gourmet area perfect for entertaining. Beautiful pond water view with a colonial-style architectural details. Gated community for added security. The open floor plan creates a bright and welcoming atmosphere, ideal for both primary residence, vacation home, or investment property. The backyard is a true retreat, featuring a heated pool and spa overlooking a peaceful pond view — perfect for relaxing evenings or entertaining guests. This home shows pride of ownership and attention to detail in every corner. The bedroom furniture has been removed; the summer kitchen needs to be finished, and the refrigerator was removed because it was broken. Seller is highly motivated and priced to sell. Excellent opportunity in one of Kissimmee’s most sought-after areas, close to major highways, shopping, dining, and attractions.

Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)

Listing Agent: Francisco Tatagiba Junior (386-517-3488)

Remarks: Dream townhome alert! This gorgeous 4BR/3BA (including 2 ensuites) unit in San Vitorino Cir, Kissimmee offers 1,470 sq ft of bright, open living space perfect for entertaining and relaxing. With a recently remodeled owner's suite and a recently replaced AC unit and boiler. Enjoy your morning coffee on the small patio / varanda, and experience the comfort of move-in ready Florida living. The community features 3 sparkling pools, a full clubhouse, and plenty of amenities for fun and fitness. Prime location near highways, shopping, dining, and schools— don’t wait, your new home awaits!

Listing is courtesy of: DEBRASSI REALTY LLC (407-446-1343)

Listing Agent: Marcela Andrade Drummond (407-752-2323)

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: FORMER MODEL HOME! This stunning home features 4 bedrooms on the main floor, including a guest room with walk-in shower, a dedicated office, and soaring high ceilings. The open layout is filled with natural light and showcases numerous upgrades throughout, including a modern kitchen with quality appliances and ample counter space. Upstairs has a spacious loft plus a full bedroom and full bath. Enjoy a fenced backyard with a hot tub, great for entertaining. Oversized 3-car garage provides ample storage and parking. Nestled in a gated community with a resort-style pool and fitness center. Situated on a 6,534 sq ft lot. Conveniently close to shopping, dining, and entertainment. This one will not last!

Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)

Listing Agent: Steven Koleno (804-656-5007)

Remarks: Cozy concrete block home in Kissimmee just minutes from downtown — offering 1,495 sq ft of living space, 3 bedrooms, 2 bathrooms, and no HOA. Sitting on a fully fenced lot shaded by mature oak trees, this home has great bones and a welcoming feel from the moment you pull up. The covered front porch sets a relaxed tone, with plenty of room to sit and enjoy the outdoors. Inside, the open living room features tile flooring throughout and flows into a separate family room area, giving you flexibility for how you use the space. The kitchen offers honey-toned wood cabinetry, stainless steel appliances including refrigerator, range, and microwave, updated LVP flooring, and connects to an additional flex sitting area — ideal as a breakfast nook, office, or second lounge. Out back, a concrete patio opens to a spacious, fully fenced yard with a storage shed and plenty of room to spread out. The home is equipped with solar panels — helping reduce monthly energy costs. Please note solar panels are financed. Conveniently located near US-192, dining, shopping, and all of Central Florida's attractions.

Listing is courtesy of: RENAISSANCE REALTY NETWORK, IN (321-424-7617)

Listing Agent: Rafael Corrada (407-832-9691)

Remarks: Located in one of the most strategic areas of central Florida, this property offers a combination and potential for appreciation just minutes from Walt Disney, Universal Studios, and SeaWorld, very close to the Loop shopping mall, Osceola Parkway, and Florida Turnpike. It constitutes a high demand for rentals and new residents, making it ideal as a primary residence or long-term rental property. Quick access to supermarkets, schools, restaurants, and medical centers makes it an excellent and smart investment.

Listing is courtesy of: LIFESTYLE INTERNATIONAL REALTY (305-809-8085)

Listing Agent: Jesus Izaguirre (863-350-0401)

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Price Improvement! Welcome to this beautifully maintained condo for sale in the desirable gated community of Flora Ridge in Kissimmee. Located on the third floor with convenient elevator access, this residence offers comfort, space, and functionality in a prime location. As soon as you walk in, you’ll be impressed by the open and airy layout, where the living room and dining room flow seamlessly together — perfect for entertaining or relaxing at home. Natural light fills the space, creating a warm and inviting atmosphere. The kitchen offers ample cabinet storage, laminate countertops, and sleek stainless steel appliances, making it both practical and stylish. Just off the kitchen, you’ll find a dedicated laundry room complete with washer and dryer for added convenience. The main bedroom suite is generously sized and filled with natural light. A unique and versatile adjacent room connected to the primary suite can be used as a home office, nursery, sitting room, or even your dream custom closet space. The main bathroom is thoughtfully designed with dual vanity sinks, a walk-in shower with glass doors, a walk-in closet, and a private enclosed toilet room. On the opposite side of the condo, you’ll find two additional bedrooms with a full bathroom in between. The shared bathroom features a bathtub, ideal for guests or family. Bedroom two includes a built-in closet, while bedroom three offers a spacious walk-in closet. Step outside onto the private balcony, the perfect place to unwind in the evenings and enjoy Florida’s beautiful weather. Flora Ridge is a gated community in Kissimmee known for its tranquil, park-like setting and well-maintained grounds. Residents enjoy: Secure gated access for peace of mind, One assigned carport parking, right for two vehicles, Additional community parking spaces for visitors, Assigned overnight guest parking available for visitors, Lush landscaping and garden and water views throughout the neighborhood. Close to the Loop, Turnpike, Access to 417 and the Airport.

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

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

Remarks: Welcome to Regal Cove – Modern Luxury Meets Country Charm! Imagine living in the exclusive, gated community of Regal Cove, where this fully renovated custom home offers both elegance and privacy. Set on nearly half an acre (.49), this residence boasts one of the largest private screened lap pools in the area with a heated spa—perfect for entertaining or relaxing year-round. From the moment you arrive, the long driveway and welcoming front porch set the tone for comfort and sophistication. Step inside the brand-new modern renovation featuring an open concept design and tasteful finishes throughout. The spacious family room is highlighted by an elegant tile accent wall with an electric fireplace and French doors overlooking the pool and mature tree views. The gourmet kitchen is a showpiece with a waterfall island, drop-down range system, top-tier appliances, custom cabinetry, built-in double oven/microwave, wine cooler, and coffee station. A true chef’s delight, it’s designed for hosting family and friends with ease. The primary suite, located on the first floor, offers a stunning walk-in closet and a spa-like bathroom with a freestanding soaking tub, double vanities, separate water closet, and an oversized double-head shower. Upstairs, you’ll find four additional bedrooms with a sleek glass panel railing system, a bonus storage room, and two beautifully renovated Jack & Jill bathrooms. Adding incredible flexibility, a three-car garage with extended roofline includes a private full apartment above the garage with a bedroom, bathroom, kitchen, and living/dining area. Perfect as a guest house, or secondary suite. Outdoor living shines with two covered patio areas, French impact windows, and the expansive screened pool deck. With only $400/Quarter HOA fees, Regal Cove provides an upscale yet affordable lifestyle, ideally located near Lake Tohopekaliga with a public boat ramp less than a minute away. You’ll also enjoy easy access to the FL Turnpike, Publix, Walmart, and all of Kissimmee’s conveniences. This is a rare opportunity to own a modern, custom-renovated pool home with an in-law suite in one of Kissimmee’s most desirable gated communities. Schedule your private showing today and experience the perfect blend of country charm and modern luxury.

Listing is courtesy of: FIERCE REALTY (407-758-5179)

Listing Agent: Rachel Coolidge (207-522-0838)

Remarks: LOCATION! CONVENIENCE! SECURITY! Move-in ready and updated 4-bedroom, 3-bath townhouse in Venetian Bay Villages is ideal as a primary home, vacation retreat, or income-producing investment. The spacious layout features a first-floor master suite with a jetted tub, updated kitchen and baths, and a 2018 roof. Enjoy 24/7 guard-gated security and resort-style amenities, including 4 pools, fitness center, spa, clubhouse, theater, game room, playgrounds, tennis, basketball, volleyball, and BBQ areas. Perfectly located just minutes from Disney, Universal, shopping, dining, and major highways, this turnkey property offers unmatched comfort, convenience, and value. Property is being sold fully furnished. Zoned for short-term rental, perfect as an Airbnb investment or primary residence.

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

Listing Agent: Evelyn Lopez Correa (787-475-2292)

Remarks: Welcome to this 2-bedroom, 2-bath with a bonus room. This home is in a well located community near shopping, dining, and hospitals, and major roads. This property offers a great layout and plenty of potential for someone looking for adding their own personal touch. Good opportunity for buyers who want to update and make it their own. With its convenient location and solid floor plan, this home is a great option for anyone looking for value and future potential.

Listing is courtesy of: WEICHERT REALTORS HALLMARK PRO (407-870-8388)

Listing Agent: Diego Francisco (216-407-6788)

Remarks: Stunning 2-bedroom, 2-bath condominium with 1-car garage! This beautifully maintained home offers a bright and airy open-concept design, perfect for both everyday living and entertaining, ideally located next to the community clubhouse, offering easy access to amenities and enhancing your lifestyle. Enjoy two spacious master suites, each featuring its own walk-in closet, providing comfort, privacy, and flexibility. Elegant laminate flooring flows seamlessly throughout the entire home, creating a modern and cohesive feel. The kitchen is equipped with a gas stove, perfect for those who love to cook, and features recent upgrades including a brand-new refrigerator (2025), new microwave (2025), and new garbage disposal (2025). The A/C unit was replaced in 2019. Additional highlights include a convenient inside laundry room and a well-designed layout that maximizes both space and functionality. This move-in ready condo offers the perfect combination of style, comfort, and low-maintenance living—a true must-see!

Listing is courtesy of: THE EXPERTS TEAM REALTY INC (407-674-7994)

Listing Agent: Reyna Quezada (407-780-0426)

Remarks: Under contract-accepting backup offers. 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: Located in the sought-after Tapestry community, this beautiful 3-bedroom, 2.5-bath townhome offers a spacious and inviting layout with numerous upgrades throughout. The open-concept design features a large kitchen with granite countertops, stainless steel appliances, and ample cabinetry, seamlessly connected to the dining and living areas—ideal for entertaining and everyday living. High ceilings enhance the natural light and create an airy feel throughout the home. All bedrooms are located upstairs, including the primary suite, along with two additional bedrooms and a conveniently positioned laundry room. The bedrooms are generously sized and offer plenty of storage space and large windows. All appliances are included. Conveniently situated near major roads, shopping, dining, and everyday conveniences. A great opportunity to own in one of the area’s most desirable communities!

Listing is courtesy of: ORLANDO BROTHERS REAL ESTATE LLC (407-925-2221)

Listing Agent: Iluska Kruse (407-925-2221)

Remarks: BEAUTIFUL AND CENTRALLY LOCATED TOWNHOME!!!! This property offers a spacious and functional layout, ideal for homeowners or investors. Its prime location provides direct access to major roads such as John Young Parkway, Osceola Parkway, and US-192, allowing for quick connectivity to Orlando, employment centers, and world-famous attractions. Just minutes from The Loop, where you’ll find a wide variety of restaurants, shopping, entertainment, and everyday conveniences. Surrounded by supermarkets, dining options, and schools, this property perfectly combines comfort, location, and convenience. The seller is motivated and willing to contribute toward closing costs, making this an excellent opportunity for buyers. A truly exceptional opportunity to live or invest in the heart of Kissimmee!

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

Listing Agent: Lisbeth Hernandez Gil (786-498-9363)

Remarks: Welcome to resort-style living at Tapestry in Kissimmee! This beautiful 3-bedroom, 2 full bathrooms + 1 half bath townhouse offers a modern open floor plan designed for comfort and entertaining. The home features a spacious kitchen with stainless steel appliances, generous living and dining areas, a 2-car garage, and a private second-floor balcony perfect for relaxing. Located inside the highly desirable gated community of Tapestry, residents enjoy access to an incredible clubhouse with luxury amenities including a resort-style pool, fitness center, splash area, playgrounds, walking trails, sports courts, and beautifully maintained common areas. Conveniently located near The Loop shopping center, restaurants, major highways, Orlando attractions, and Disney parks. A perfect opportunity for primary residence, vacation home, or investment property!

Listing is courtesy of: MS LAND & BUILDING LLC (407-512-1213)

Listing Agent: Alex Leonardo (407-832-2946)

Remarks: Full of old-school charm and lovingly maintained by the same family since new, this inviting 3-bedroom, 2-bath home offers comfort, character, and an unbeatable central location. From the moment you arrive, you’ll appreciate the pride of ownership and timeless appeal throughout. Inside, the home features a warm and welcoming layout highlighted by a cozy wood-burning fireplace—perfect for relaxing evenings. The functional floorplan includes an inside utility area for added convenience, while thoughtful updates such as a tankless water heater and an updated electrical breaker box provide peace of mind. Step outside to enjoy a fully fenced backyard, ideal for pets, play, or entertaining. The covered and screened back porch creates the perfect space to unwind year-round while enjoying the outdoors in comfort. A carport with additional storage above offers practical space for vehicles and extra belongings. Located just minutes from the hospital, downtown, Amtrak, the bus station, and SunRail, this home offers easy access to everything you need while maintaining a quiet, established neighborhood feel. A rare opportunity to own a well-cared-for home with character, updates, and a prime location—schedule your showing today!

Listing is courtesy of: CREEGAN GROUP (407-622-1111)

Listing Agent: Chris Creegan (407-622-1111)

Remarks: Under contract-accepting backup offers. Just Listed! Check out this fantastic pool home with a 3 car garage, perfectly tucked away in a quiet neighborhood yet close to everything Kissimmee has to provide. From the moment you step inside, you’ll love the floor plan with a direct view to the gorgeous pool! Ceramic tile flooring flows through the main living areas ideal for both everyday living and entertaining, while plush carpet in the bedrooms adds comfort underfoot. The floor plan includes an eat-in kitchen, family room, formal dining room, formal living room, and outdoor living space. The primary suite has 2 closets, sliding doors to the pool area, and its own ensuite bathroom with double vanities and step-in shower. Step through sliding glass doors to the covered lanai, the perfect place to unwind with a good book, host friends, or watch your family play in the fenced backyard that offers space to play or simply relax in the Florida sunshine. Step into your own private paradise with a resort-style backyard designed for both relaxation and entertaining. The stunning resort style pool area is surrounded by lush tropical landscaping that creates a peaceful, vacation-like setting right at home. Premium turf adds beauty and functionality with a clean, manicured look year-round while minimizing maintenance and mud. Whether you’re hosting friends, enjoying family time, or unwinding after a long day, this outdoor oasis offers the perfect blend of luxury, comfort, and low-maintenance living. Recent updates and upgrades include a New roof, New AC, New fresh paint, New bathroom sinks and plumbing fixtures, Kitchen cabinet refresh, Premium turf in the backyard, New pool pump, and much more! You’ll appreciate the convenience of a fantastic central location - close to shopping, dining, schools, and medical facilities! Don’t miss the chance to make this Kissimmee home your own. Schedule your private showing today and start living the lifestyle you’ve been waiting for!

Listing is courtesy of: KELLER WILLIAMS REALTY SMART (863-577-1234)

Listing Agent: Christina Moore (863-430-8517)