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

Remarks: Refined comfort meets Florida lifestyle in this spacious 5-bedroom 5 bathroom home within a gated community overlooking a tranquil pond. Offering 2,790 heated sq ft, the home features a versatile layout ideal for both daily living and entertaining. Bright living areas open to a screen-enclosed paver patio with water views and no rear neighbors, creating a peaceful outdoor retreat. Mature palm landscaping enhances the home’s tropical appeal. Built in 2008 and well maintained, the 5-bedroom, 5-bath layout provides flexibility for guests or work-from-home needs. Community amenities include a pool, sports courts, playground, and walking paths. Conveniently located near shopping, dining, schools, Orlando International Airport, and major attractions. A great opportunity for buyers seeking space, privacy, and location. Schedule your showing today.

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

Listing Agent: Priscila Triska (321-354-5459)

Remarks: This beautiful 3-bedroom, 2-bath residence combines comfort and practicality in a sought-after neighborhood. Located within the secure, gated Tapestry community, the home features a charming front porch that opens into a bright and airy living space, flowing effortlessly to a private backyard patio. Positioned on a corner lot, the house benefits from plentiful natural light, enhancing its open feel. Inside, you'll find a spacious family room and a primary suite complete with a walk-in closet. The kitchen is well-appointed with granite countertops, a raised breakfast bar, and a stylish tile backsplash. A two-car garage provides ample storage, and the laundry room is conveniently situated on the main floor. Two additional bedrooms share a full bathroom, offering privacy and comfort for guests or family members. Tapestry offers a secure, well-kept environment with resort-style amenities such as a pool, clubhouse, fitness center, and more. Ideally located near Orlando’s top attractions, The Loop shopping center, the airport, and major highways, this home provides easy access to everything Central Florida has. Experience the Florida lifestyle with ease and elegance in this beautiful townhome. Don’t miss your chance to make it yours!

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

Listing Agent: Francisco Lara, Pa (407-319-4505)

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. I One or more photo(s) have been virtually staged. Located in the heart of Downtown Kissimmee, just steps from the courthouse, this solid-block, single-story property offers the rare flexibility to live, work, or do both. Featuring 2 bedrooms, 1 bathroom, approximately 736 sq ft, a carport, and a cozy garden area, this property is perfect for anyone seeking a central location with multiple possibilities. Inside, you’ll find a functional layout with a practical kitchen and comfortable living spaces. Built in 1952, the home carries unique charm while offering reliable updates, including a Flintlastic roof installed in 2016 and a 14 SEER, 2-ton A/C unit installed in 2015. What truly sets this opportunity apart is its permitted zoning flexibility. According to city zoning allowances (buyer to verify all details with the City of Kissimmee), this property permits a range of commercial-style uses, including: ? Restaurant ? Retail establishment ? Churches ? Libraries & museums ? Public uses ? Veterinary clinics ? Service establishments Whether you're an investor, a business owner, or a buyer looking for a versatile space in a thriving location, this property offers exceptional potential for the present and the future. Explore additional expansion or conversion opportunities by verifying zoning and building options with the City of Kissimmee. A centrally located, multi-use property like this is hard to find—don’t miss your chance to make it yours.

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

Listing Agent: Naomi Embleton (407-709-6020)

Remarks: Charming 2-bedroom, 1.5-bath condo perfect for a first-time homebuyer, starter home, or investment opportunity. This inviting home features an updated kitchen with granite countertops, bright white cabinetry, and mix stainless steel appliances, offering a clean and functional space that opens to the main living area. The first floor features tile flooring throughout the living and dining areas, while both bedrooms are privately located upstairs with carpet flooring for added comfort. Enjoy relaxing outdoors on the spacious screened-in porch with a private rear view. Additional highlights include a 1-car garage and a location just steps from the community pool and clubhouse, making it easy to enjoy the neighborhood amenities. Great investment potential with rental rates in the area available. Conveniently located near shopping, dining, and major roadways.

Listing is courtesy of: HELLO SUNSHINE REALTY LLC (407-719-8932)

Listing Agent: Marissa Mcclung (407-719-8932)

Remarks: Under contract-accepting backup offers. Take a look this furnished townhome in a gated community. The layout includes a 3 bed, 2 and 1/2 bath, a front portico, 1 rear balcony, and a rear entry 2 car garage. Downstairs you'll find the kitchen with granite countertops is also fully tiled and contains a large living space and convenient half bathroom. All of your bedrooms are located upstairs for your privacy and convenience.The master bedroom features walking closet and a large balcony perfect for your morning coffee.Tapestry offers 24 hours private security, a Resort style Club House like no other in the area, beach entry pool with slide and splash pad, grill area , fitness center, walking trails and more! Enjoy this beautiful property located just minutes from Orlando International Airport and the world-famous Disney and Universal theme parks. Schedule your appointment today!

Listing is courtesy of: YORK MILLS REALTY LLC (407-620-8528)

Listing Agent: Leo Shao (407-569-6769)

Remarks: Investor special! Great location! Location, Location, Location!!! This cute little house has newer roof, new plumbing, new electric lines, new appliances and new tiles throughout. This house has fence too. This house got lots of potentiality. Public records show 1 bedroom but it has 2 bedrooms and 1 bonus room that can be treated as additional bedroom (3rd Bedroom) and that brings up to total 780'. A few minutes away to Shopping, Banking, Super Markets, Hospital, Business Centers, Schools, Valencia Community College, Loop Mall, and Highways. 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. Motivated seller. NOT A SHORT SALE** NOT A BANK OWNED** OR NOT A FORECLOSURE** All Buyers Are Welcome! Don't miss this “Great Opportunity” to invest!! Opportunity knocks - ACT FAST!!!

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

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

Remarks: One or more photo(s) has been virtually staged. Positioned on an expansive 0.45-acre lot with no HOA in Kissimmee, this custom-built residence delivers space, privacy, and elevated finishes rarely found at this price point. Inside, the architecture is clean and intentional, highlighted by soaring ceilings, crown molding, and a seamless open layout designed for both everyday living and entertaining. At the center of the home is a fully upgraded chef’s kitchen, featuring premium granite countertops, custom cabinetry, and high-end built-in appliances including a double oven and integrated refrigerator, complemented by a functional butler’s pantry for added storage and prep space. The main living areas flow effortlessly, creating a bright and inviting environment with strong indoor-outdoor connectivity. The first-floor primary suite is designed for privacy and scale, offering a spacious layout, including an attached sitting room that can be customized to fit your needs and lifestyle, large walk-in closet, and a well-appointed bath with a soaking tub, oversized shower, and dual vanities. A dedicated front flex space provides versatility as a home office, study, or additional living area. Upstairs, three additional bedrooms are thoughtfully positioned along with two full bathrooms, including an en-suite located on the second floor, offering flexibility for multi-generational living or guest accommodations. The outdoor space is equally impressive, anchored by a large screened-in patio with elevated ceilings, ideal for year-round use. Beyond, the oversized backyard offers ample room to design a custom pool or outdoor retreat, all without the restrictions of an HOA. Located in a highly accessible area of Kissimmee, this home is just minutes from major roadways including the Florida Turnpike and 417, providing easy access to Lake Nona’s Medical City and NeoCity, a growing hub for technology and innovation. You’re approximately 25 minutes to Orlando International Airport, 30–35 minutes to Walt Disney World and major attractions, and about 20–25 minutes to Downtown Orlando. Everyday conveniences are close by with Publix, Walmart, The Loop shopping center, restaurants, and schools all within a short drive. For weekend getaways, Florida’s east coast beaches are roughly 60–75 minutes away. **UPGRADES LIST AVAILABLE UPON REQUEST**

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

Listing Agent: Veronica Figueroa (407-519-3980)

Remarks: Charming 2-bedroom, 2-bath villa. Enjoy easy Florida living with a spacious screened porch—perfect for relaxing or entertaining—plus an enclosed area that serves as a convenient storage room. The kitchen features updated cabinets, and newer roof replace in 2025, offering added peace of mind. Conveniently located within minutes of Orlando International Airport, the Florida Turnpike, and SR-417, with major shopping plazas nearby. Plus, you’re just a short drive to Orlando’s world-famous attractions including Universal Studios, Walt Disney World, and SeaWorld.

Listing is courtesy of: FLORIDA PROPERTY HOMES (407-728-5650)

Listing Agent: Luis Cabrera (407-728-4650)

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: JUST LISTED | FULLY REMODELED | NO HOA! Welcome to 501 W Sumner St, a stunning, move-in-ready property located right within city limits!! Features You'll Love! 5 Spacious Bedrooms! 4 Full Bathrooms; Bright Living & Formal Dining Areas, Private In-Law Suite with Separate Entrance (perfect for rental income or multi-generational living. Beautiful In-Ground Pool, Charming Front Porch! NO HOA – freedom and flexibility! This home has been completely remodeled, offering modern finishes, upgraded spaces, and a layout designed for both comfort and functionality. Whether you're looking for your dream home or an income-producing opportunity, this property checks every box. Prime location inside city limits – close to everything!

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

Listing Agent: Paola Almonte (407-968-7511)

Remarks: Welcome to 3005 Slough Creek Dr – a beautifully designed, move-in-ready home built in 2022 and thoughtfully updated for modern living. Boasting over 2,700 sq ft, this flexible floorplan features 4 bedrooms, 3 bathrooms, plus a loft and flex room—ideal for a home office, gym, or 5th bedroom conversion with an additional office downstairs. Inside, you'll love the fresh designer touches including new kitchen hardware (2024) and modern light fixtures (2023) that elevate the home’s bright and open layout. Durable tile flooring in main areas complements the contemporary design, while plush carpet adds comfort to bedrooms and upstairs spaces. The kitchen opens to the living and dining areas, making it perfect for entertaining. Step outside to a lake view backyard where new gutters (2023) provide long-term protection and curb appeal. Located in a growing, family-friendly community near schools, shopping, major highways, and Central Florida attractions, this home offers both convenience and comfort in a prime Kissimmee location. Don’t miss your chance to own this nearly new, upgraded home—schedule your showing today!

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

Listing Agent: Devin Panlaque (407-421-2118)

Remarks: Under contract-accepting backup offers. Step into this updated home. Featuring brand-new flooring and fresh interior paint, this home offers a clean, move-in-ready feel from the moment you walk through the door. The kitchen is equipped with sleek stainless steel appliances and a new AC in recent year. Major updates provide peace of mind, including a new roof installed in 2023. Ideally located just minutes from the Florida Turnpike, this home offers easy access for commuting while still being close to shopping, dining, and local amenities. Whether you're a first-time buyer or looking to downsize, this home checks all the boxes with style, comfort, and location.

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

Listing Agent: Brittany Pride (888-883-8509)

Remarks: Seller very motivated!! Welcome to this well-maintained apartment located in the heart of Kissimmee. This inviting residence offers a functional layout with abundant natural light and comfortable living spaces, ideal for both homeowners and investors. The unit features an open living and dining area, a well-appointed kitchen, and generously sized bedrooms designed for everyday comfort. Enjoy the convenience of a second-floor location, and a low-maintenance lifestyle within a well-established community. Ideally situated near shopping, dining, major highways, and world-renowned attractions, this property provides easy access to everything Central Florida has to bring. Whether you’re seeking a primary residence, vacation getaway, or investment opportunity, this apartment presents excellent value and potential. Schedule your private showing today.

Listing is courtesy of: REALTY ONE GROUP EVOLUTION (786-477-4715)

Listing Agent: Milena Nunez (407-247-1814)

Remarks: Seller very motivated!! Welcome to Arbors of Sendera! This beautifully maintained 2-bed, 2-bath condo bring comfortable and convenient Florida living in the heart of Kissimmee! This inviting second-floor home features an open-concept floor plan with a bright living area and a private balcony perfect for morning coffee or relaxing evenings. The well-appointed kitchen provides functional space and ample storage. Enjoy community amenities including a sparkling pool, tennis courts, playground, clubhouse, fitness center, and lush, landscaped grounds. Located just minutes from The Loop, shopping, dining, major highways, and local attractions, this home has easy access to everything. Perfect for first-time buyers, investors, or anyone looking for low-maintenance living! Don’t miss this opportunity — schedule your showing today! HOA includes maintenance structure; small pets welcome.

Listing is courtesy of: REALTY ONE GROUP EVOLUTION (786-477-4715)

Listing Agent: Milena Nunez (407-247-1814)

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: MOVE-IN READY! SAME-DAY SHOWINGS AVAILABLE! Welcome to 1081 Salsona Ave, a spacious 3-bedroom, 2-bath single-family home offering 2,090 heated square feet on a generous 0.69-acre lot in the established Neptune Shores community with no HOA. This well-maintained one-story brick home features a 2-car garage, mature landscaping, covered front entry, large front and rear yard spaces, and a rear patio perfect for outdoor enjoyment. Inside, you will find an inviting living room with a full brick fireplace, an open living/dining layout, tile and wood-look flooring, ceiling fans, window treatments, and a kitchen with abundant cabinetry, breakfast bar, range, microwave, dishwasher, and refrigerator. The spacious primary suite includes an en suite bath with dual sinks, walk-in shower, and walk-in closet. Additional highlights include a composite shingle roof, wood shed, public-record total area of 2,744 square feet, and a desirable Flood Zone X location. Enjoy space, flexibility, and convenience near major Kissimmee roadways, schools, shopping, dining, and everyday amenities. Schedule your showing today!

Listing is courtesy of: DALTON WADE INC (888-668-8283)

Listing Agent: Tommy Harris (407-785-9100)

Remarks: 2542 Nouveau Way in Kissimmee, FL 34741 is located in a prime Central Florida area close to Disney, Celebration, outlet shopping, and downtown Orlando. The home offers easy access to major attractions, dining, and entertainment. The neighborhood is very family friendly and features a community pool, gym, event spaces, and playgrounds. Residents enjoy a welcoming atmosphere with well-maintained amenities. The area is also known for its great schools. This location is ideal for families or anyone looking to enjoy the best of the Orlando lifestyle.

Listing is courtesy of: 4 RIVERS REALTY LLC (407-967-9616)

Listing Agent: Bernardo Andrade (321-337-6799)

Remarks: 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: Beautiful two-bedroom, two-bathroom apartment, completely remodeled. This unit is on the 3rd floor of The Villas del Sol Condo community.The building and complex have been completely renovated; gated community with resort style amenities, like swimming pools, Playground, fitness center and Tennis courts. The property can be used as long term or short term rental! Located near major highways for easy access to Central Florida attractions.

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

Listing Agent: Carlos Villamil (407-340-0042)

Remarks: UNFURNISHED!!! Welcome to your dream home in a resort-style community! This beautiful, brand-new 3-bedroom, 2-bathroom residence is move-in ready and fully equipped for comfort and style with brand-new appliances. Enjoy a modern open-concept layout with new stainless steel appliances, elegant finishes, and more—all thoughtfully selected for luxury and functionality. Located in a sought-after community with resort-style amenities including a sparkling pool, fitness center, clubhouse, and more, this home offers the perfect blend of relaxation and convenience. Whether you’re looking for a primary residence, vacation getaway, or investment property, this turnkey home is a rare find. Don’t miss the opportunity to own this fully furnished gem—schedule your private showing today!

Listing is courtesy of: EMPIRE NETWORK REALTY (407-440-3798)

Listing Agent: Idejair Pereira (407-373-3976)