Homes for Sale Near Osceola High School in Kissimmee - 153 homes

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: Welcome to this stunning 5-bedroom, 5-bathroom home, where comfort, style, and adventure come together in one exceptional property. Designed with both relaxation and entertaining in mind, this spacious home features an open-concept kitchen that flows seamlessly into the inviting family room and out to a covered patio. Perfect for hosting gatherings or enjoying Florida’s beautiful weather. Upstairs, you’ll find two luxurious owner’s suites along with a cozy loft area, offering ample space for rest and privacy. Every detail of this home is crafted to create unforgettable experiences for family and guests alike. Located in the highly sought-after Storey Lake Resort, residents and guests enjoy access to resort-style amenities including a sparkling pool, golf, fitness center, and clubhouse. Just 12 minutes from Walt Disney World Resort, this property is perfectly positioned in a prime short-term rental community, making it an outstanding investment opportunity or dream vacation home.

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

Listing Agent: Nayi Torres (407-720-9585)

Remarks: Fantastic Opportunity in Kissimmee! Welcome to this well-maintained 2-bedroom, 2-bathroom condo offering 933 sq.ft. of functional living space in the desirable gated community of Bella Vista Condominiums. This unit features an efficient layout with comfortable living areas and ample natural light. Residents enjoy access to excellent community amenities, including a swimming pool, fitness center, and recreational areas. Conveniently located near shopping, dining, schools, and major roadways, this property provides easy access to everything Kissimmee has to offer. SCHEDULE YOUR TOUR TODAY!

Listing is courtesy of: PM ELITE REALTY LLC (407-749-3075)

Listing Agent: Douglas Casique (689-251-0612)

Remarks: This beautiful townhouse is perfectly situated a short walk from the community heated swimming pool, spa, 24-hour fitness, clubhouse, and business center—everything you need right at your doorstep for resort style living! Located in a secure, gated community and move-in ready, this spacious 3-bedroom, 2.5-bath home offers both comfort and convenience in every detail. The large, bright kitchen features ample cabinetry, a newer granite island, and a double oven—ideal for everyday meals and effortless entertaining. Adjacent to the kitchen, the expansive dining room boasts an elegant tray ceiling and recessed lighting, creating a modern, upscale ambiance. The generously sized living room offers plenty of space for relaxing or hosting guests. Sliding glass doors lead to a screened-in patio—perfect for enjoying beautiful Florida days in comfort and style. Upstairs, the desirable split floor plan places the primary bedroom on one end for added privacy, with the second and third bedrooms located on the opposite side. One of the secondary bedrooms can easily be converted into a home office, making it perfect for today’s work-from-home lifestyle. The spacious primary suite includes a walk-in closet and a private ensuite with a tub/shower combination, granite countertop, and ample storage. The guest bathroom features a walk-in shower, granite countertops, and generous storage as well. All bathrooms are finished with granite countertops, adding a sleek, modern touch throughout. The first floor is finished with tile for easy maintenance, while the upstairs bathrooms also feature tile flooring, and the bedrooms are carpeted for added comfort. The home has a new AC unit (2024). Entire house painted (2024). A prime location just moments from Disney World, Silver Spur Arena and other major attractions, shopping and entertainment.

Listing is courtesy of: RANDOLPH & CO. (407-454-0214)

Listing Agent: Ron Randolph (407-454-0214)

Remarks: This cozy Villa/Townhome offers 2 bedrooms and 2 full bathrooms, with 930 square feet of living area in the hearts of Kissimmee. This home features open floor plan, ceramic tiles flooring throughout, screened & covered front entry, living/dining combo, skylights in kitchen, inside separate laundry, nice outside sitting area, large vinyl fenced yard, low HOA, and Taxes. Enjoy the fresh air or cool off in the fenced in backyard. Property located very close proximity to Schools, Public Transportation (junction of public bus), Dining, Shopping, Banking, Loop Mall, Wal-Mart, Hospitals, Doctors Office, Major Roads (US 192, Osceola Parkway, John Young Parkway) and Major Attractions. This Townhouse is in great shape and recently updated plumbing system. An excellent opportunity for the first time homebuyer or investor. *All the information relating to this MLS Listing is intended to be accurate but cannot be guaranteed and must be verified by the buyer and buyer's agent. Opportunity knocks - ACT FAST!

Listing is courtesy of: PROFILES INTERNATIONAL REALTY (321-297-8161)

Listing Agent: Mohammed Hossain (407-925-3442)

Remarks: Welcome to this spacious and inviting home, thoughtfully designed for comfortable family living and making lasting memories. Step inside to a bright, open-concept living and dining area—perfect for both entertaining guests and everyday relaxation. The kitchen is a true centerpiece, featuring brand-new appliances, a convenient breakfast bar, and a cozy eat-in space. It flows seamlessly into the family room, creating an ideal layout for staying connected with family and friends. Brand new HVAC (2026) Roof (July 2025). The generously sized primary suite offers a peaceful retreat, complete with a walk-in closet. Three additional bedrooms provide ample space and flexibility for family, guests, or even a home office. Enjoy added privacy with no rear neighbors, as the home backs up to a tranquil wooded area—perfect for relaxing or unwinding outdoors. Ideally located in the heart of Kissimmee, this home is just minutes from major highways, shopping centers, dining, and everyday conveniences. This home truly has it all and won’t last long—schedule your private showing today!

Listing is courtesy of: CENTURY 21 CARIOTI (407-566-0555)

Listing Agent: Evagisela Rodriguez (407-566-0555)

Remarks: If you thought you couldn't find an incredible 3-bedroom property with an upstairs entertainment area, 2.5 bathrooms, and a private pool, featuring elegant and comfortable spaces, the seller has created a versatile space that can be used as a fourth bedroom or office, added a shower to the half bathroom, and the home boasts spacious bedrooms, a large kitchen, and a three-car garage. Enjoy a modern kitchen, living room, pool, and a pergola with a barbecue area perfect for entertaining family and friends. Don't miss the opportunity to own this property; a true luxury home awaits you, situated on 0.32 acres of land. This community offers convenient access to shopping areas and major roadways. Let's schedule a showing so you can experience this fabulous property. The seller is motivated to negotiate.

Listing is courtesy of: BRIGHT TRUST REALTY LLC (407-914-0227)

Listing Agent: Antonio Spagnolo (407-914-0227)

Remarks: Townhome available and ready to move in, featuring 3 bedrooms, 2.5 bathrooms, and a one-car garage, located in the gated community of Flora Ridge, conveniently near the Loop. The welcoming entry opens to a well-appointed kitchen with breakfast bar, seamlessly flowing into the open-concept living room and dining area—perfect for everyday living and entertaining. Upstairs, you’ll find three spacious bedrooms, two full bathrooms, and a built-in workstation ideal for remote work or study. Enjoy close proximity to Shopping, Schools, Dining, and more. Schedule your private showing today!

Listing is courtesy of: BROKERS REAL ESTATE GROUP INC (407-770-1464)

Listing Agent: Rich Canelon (407-341-4035)

Remarks: Prime Development Opportunity at 1886 Pleasant Hill Road, Kissimmee, FL 34746! The best time to secure an exceptional vacant land located in a rapidly growing area of Kissimmee. This expansive parcel offers endless possibilities for development, whether you're envisioning residential, commercial, or investment projects. Boasting excellent road frontage and high visibility, this property is perfectly positioned for success. It provides 217’ of frontage on a major highway (Pleasant Hill Rd.) with a daily traffic count north of 50k, it is close to shopping centers, Hospitals, schools and recreational areas, this location provides convenient access to the heart of Kissimmee downtown, and the upcoming Neo City. Take advantage of this rare opportunity to secure a versatile piece of real estate in a thriving and dynamic location. Contact us today for more information or to schedule a visit.

Listing is courtesy of: HOLISTIC REALTY FLORIDA, LLC (407-873-6316)

Listing Agent: Aramis Rodriguez (407-873-6316)

Remarks: PERFECT LOCATION NEAR THE LOOP! This beautiful 5 bedroom, 3 1/2 bathroom home in the gated community of Tapestry has all you have been looking for! Home is on a premium fenced lot with no rear neighbors and water view. This property welcomes you into an open space with formal living and dining area; butler pantry connects you to the kitchen and great room waits for you towards the back of the home with plenty of natural light, and beautiful view of the backyard. Paver driveway has a walkway that wraps around the home with gates on both sides for easy access to the yard and extended Lanai patio. Stainless steel appliances, Quartz countertops, tiled backsplash, Built in fireplace/TV unit with cabinet storage, tile flooring throughout first floor and LVP upstairs; no carpet! There is an ensuite bedroom, a Jack and Jill bathroom, large closet spaces and laundry room located upstairs with all the bedrooms has utility sink, and small refrigerator space to save you the late night trips to your fridge downstairs. Community is gated with guard onsite, resort pool, gym, amenity center, fire pit and playgrounds. Do not miss the opportunity to own this home! 24hrs notice appointment is required.

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

Listing Agent: Yari Villarrubia (407-486-2532)

Remarks: Welcome to this stunning move-in ready waterfront home! New Roof in January 2025! Nestled in highly sought-after gated community of Weston Reserve, and in a prime location in Kissimmee. Used as a second home, this impeccable 4-bedroom, 2-bath home offers a spacious open floor plan. Step inside to a bright foyer, high ceilings, and generously sized separate formal living room and dining room. The kitchen is both functional and welcoming, featuring 42” cabinetry with ample space, beautiful appliances, cozy breakfast nook, and openly leads to dining and family room – ideal for everyday living, hosting and entertaining. Sliding glass doors in both family room and primary suite open up to an oversized screened LANAI overlooking the beautiful pond and conservation area with serene atmosphere and no rear neighbors. The spacious primary suite boasts 2 walk-in closets, a peaceful retreat with private access to the patio and backyard—ideal for enjoying quiet mornings outdoors, and tranquil relaxation after a long day. The ensuite bathroom includes a beautifully tiled walk-in shower, a dual vanity with ample storage, and a huge spa tub. All 4 bedrooms, family room and Lanai has ceiling fans installed. Extended patio and backyard are ideal for BBQs, big family gatherings, and for little ones or pets to play around. Residents enjoy resort-style amenities, including a community pool, sand volleyball court, playground, BBQ area, and a private gated path access to Kissimmee Loop Trail, and the Shingle Creek Regional Trail. Located within close proximity to the Town Loop Shopping Center, this home provides unmatched convenience to restaurants, retails, gyms, supermarkets and everyday essentials. Conveniently located near major highways, Hospitals, schools, and churches. Orlando International Airport (MCO), Theme Parks, and International Drive’s iconic attractions are all within easy reach. Easy access and prime location make this home ideal for families, professionals, or anyone looking to enjoy the best of Florida living. Don’t miss your chance to make this wonderful property your dream home—schedule your private showing today!

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

Listing Agent: Dolly Strahan (407-234-8321)

Remarks: Welcome to 2615 Rapollo Drive, a picturesque CORNER LOT home with a serene LAKEVIEW in the sought-after TAPESTRY community of Kissimmee, FL. This elegantly FURNISHED single-family residence boasts 3 cozy bedrooms, 2.5 modern bathrooms, a dedicated office space, and a versatile bonus room, perfect for families and investors alike. Step inside this rarely used gem to discover an immaculate interior that exudes comfort and class, ready for immediate move-in. The main living area seamlessly flows outdoors to a covered lanai where you can host delightful barbecues, or simply unwind on the charming front porch basking in Florida's sunshine and the stunning views of Tapestry's main lake.**SEE GREAT VIRTUAL TOUR ** Nestled on a generous 0.3-acre lot, this property features a sparkling pool, inviting you to cool off on warm days. With two parking spaces, your vehicles are well-accommodated. Tapestry doesn't skimp on amenities – enjoy the security of a guard gate, clubhouse, gym, and multiple lakes. Location is key, and this home is strategically placed minutes from The Loop Shopping Center, premium outlets, and with easy access to Disney World, Sea World, and Orlando International Airport. Don't miss the chance to own this rare, tranquil retreat in the heart of Kissimmee

Listing is courtesy of: REAL ESTATE COMPASS, LLC (407-402-0232)

Listing Agent: Marilia Neri (407-952-7551)

Remarks: Welcome to this well-maintained 2-bedroom, 1-bathroom condo located in the desirable Terra Condos community in Kissimmee, Florida. Whether you're looking for a cozy full-time residence, a vacation home, or a promising investment property, this condo offers comfort, convenience, and a prime location. Situated just minutes from Kissimmee Gateway Airport, and close to an abundance of shops, restaurants, parks, and major highways, this location puts everything you need within easy reach. Plus, you're only a short drive from some of Central Florida’s most popular attractions, including Gatorland, Discovery Cove, SeaWorld Orlando, and the Disney Theme Parks. Inside, you'll find a functional layout with two spacious bedrooms, a full bathroom, and an open living and dining area perfect for relaxing or entertaining. The kitchen offers ample cabinet space, and the large windows provide plenty of natural light. Community Highlight include a Community pool for residents to enjoy and the fees include: pest control, sewer, trash, and water — for added value and peace of mind. Whether you're looking to invest or unwind, this affordable and low-maintenance condo offers a great opportunity in the heart of Kissimmee. Don’t miss out—schedule your showing today!

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

Listing Agent: Vanessa Santiago (407-995-4630)