Homes for Sale Near Osceola High School in Kissimmee - 143 homes

Remarks: This updated beautiful corner lot home located at 101 Seneca Point Trl is now officially on the Market!! This 4 bedroom, 2 bathrooms home offers a perfect blend of comfort and style with many upgrades, 2018 roof installation, tiles flooring throughout, A/C 2022, HVAC, water heater, warm wooden cabinets with granite countertops, both bathrooms have been updated with matching countertops. Outside, enjoy your private oasis in the screened-in Pool, fully enclosed by a wht vinyl fence for added privacy. Plus, with solar panels already installed, you'll enjoy significant energy savings while living in comfort and style. Less than one mile from Super Wal-Mart and entertainment.

Listing is courtesy of: IMPACT REALTY TAMPA BAY (813-321-1200)

Listing Agent: Miguel Rivera (716-602-9489)

Remarks: Fantastic location in a highly desirable gated community! This move-in ready home is ideally located just minutes from The Loop Town Center, top rated restaurants, shopping plazas, medical facilities, major highways, the airport, and only 10 minutes from Disney and the theme parks. Enjoy added peace of mind with a BRAND NEW roof (05/2026) and NEW A/C, making this home truly move-in ready. Featuring an open floor plan filled with natural light, this beautifully maintained home offers 3 spacious bedrooms, high ceilings, a formal dining area, and a breakfast nook perfect for everyday living and entertaining. Residents enjoy resort-style amenities including a community pool, clubhouse, fitness center, tennis courts, walking trails, gated privacy, and HOA-maintained lawn care. This home truly combines comfort, convenience, and lifestyle in one exceptional location!

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

Listing Agent: Delia Navarro, Llc (321-541-8242)

Remarks: Under contract-accepting backup offers. Beautiful and spacious 4 bedroom, 2 bathroom home located in a highly desirable area, just minutes from shopping, dining, and everyday conveniences. This well-maintained property features a brand-new roof 2025 and has been freshly painted inside and out, making it truly move-in ready. Enjoy peaceful lake views from the backyard, perfect for relaxing or entertaining. The home offers a generous and functional layout ideal for comfortable living, along with a two car garage. Highly motivated seller! Competitively priced and ready to negotiate an excellent opportunity for both homeowners and investors, thanks to its prime location in a high-demand rental area. Schedule your showing today this one won’t last!

Listing is courtesy of: FATHOM REALTY FL LLC (888-455-6040)

Listing Agent: Mercedes Corrente Bencomo (407-613-0006)

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: Under contract-accepting backup offers. This 1-bedroom, 1-bathroom condo is in excellent condition and features, perfect for relaxing at home. The open layout and well-kept interiors make it move-in ready and easy to personalize. The kitchen includes appliances in perfect condition. Located in a convenient area of Kissimmee, you’re just minutes from schools, shopping centers, restaurants, hospitals, pharmacies, banks, and local stores. The community is well-organized and professionally managed, keeping common areas maintained and ensuring a smooth living experience. This condo offers the perfect combination of comfort, convenience, and practicality—ideal for anyone looking for a move-in ready home in a great location. An appointment must be scheduled at least 24 hours in advance. There is an administrative fee payable to the association that the new owner must pay ($750). The HOA fee includes sewer, trash, and pest control. THE SELLER IS WILLING TO FINANCE $70,000 FOR THE BUYER AT AN INTEREST RATE OF FIVE FOR A TEN-YEAR MORTGAGE, BUT IT MUST BE THE FIRST MORTGAGE. NOT A SECOND ONE. FIRST MORTGAGE, SAME CONDITION AS A BANK.

Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)

Listing Agent: Marianna Spinelli (786-447-1655)

Remarks: Welcome to this beautifully renovated 4-bedroom, 3-bathroom single-family home. The house features a skylight in the living room, perfect for relaxing or entertaining year-round. Situated on an oversized 12,545 sq ft lot, this property offers space, privacy, and endless possibilities—with NO HOA, giving you the freedom to personalize, expand, or invest without restrictions. Ideally located just minutes from Disney, Universal, and SeaWorld, with quick access to the Turnpike, shopping, dining, and only one hour from the beach, this home places you in the heart of Central Florida’s most desirable attractions. Move-in ready and thoughtfully updated, this property is perfect as a primary residence, vacation home, or income-producing investment. Don’t miss this opportunity—schedule your private showing today.

Listing is courtesy of: THE ARROW REALTY TEAM LLC (321-746-2899)

Listing Agent: Bibi Lopez (321-746-2899)

Remarks: This beautifully maintained first-floor three-bedroom, two-bathroom condo in Kissimmee offers an exceptional opportunity for homeowners and investors alike. Conveniently located near major shopping centers, restaurants, and entertainment, and just minutes from Walt Disney World Resort, this property combines comfort, convenience, and lifestyle. Situated within a secure gated community, residents enjoy peace of mind along with amenities designed for relaxation and enjoyment. The community features elevator access to all floors and a beautifully designed resort-style pool overlooking the lake, creating the perfect setting to unwind. Located on the first floor for added convenience and easy access, this condo is ideal for families, professionals, or investors seeking strong rental potential in one of Central Florida’s most desirable areas.

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

Listing Agent: Reynaldo Izaguirre, Pa (407-683-0998)

Remarks: This 3 bedroom, 2.5 bath townhouse offers 1,702 square feet of well designed living space in a prime location. Situated directly across from the community pool and playground, the home provides immediate access to top neighborhood amenities. The interior features an open main floor layout, ideal for both entertaining and daily functionality. Upstairs, the primary suite is complemented by two additional bedrooms and a full bath, offering flexibility for guests, a home office, or a growing household. Conveniently located near major shopping centers, restaurants, and essential services, this property combines comfort, convenience, and community living. A strong opportunity for buyers seeking a well maintained home in a desirable area.

Listing is courtesy of: REAL ESTATE HOUSE FL INC (407-484-0005)

Listing Agent: Monica Fehlberg (407-497-9710)

Remarks: MOTIVATED SELLER!!!!Wonderful unit located in a perfect community with amenities including clubhouse, gym, tennis court and swimming pools. Great location! Just Minutes to Disney World, Universal Studios, Sea World and Orlando International Airport. Near to local transportation, schools and The Loop Mall with 70 Stores, 15 Restaurants and Regal Cinema 16. Unit is located on the ground floor for better privacy. Each of the 2 spacious bedrooms has a bath & walk in closet, . Fully Equipped. All Appliances Included The unit also has a laundry room (washer and dryer included). Don´t miss the opportunity!

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

Listing Agent: Alicia Casal (407-401-7447)

Remarks: Under contract-accepting backup offers. Discover your dream home in the heart of the desirable Kindred community. This expansive 5 bedroom, 3 bathroom residence offers 2,601 square feet of comfortable living space, perfectly positioned to provide unmatched views and lifestyle benefits. The home sits directly in front of a community park, offering a peaceful and scenic outlook right from your front door. The interior is designed for functionality and space, accommodating any lifestyle with ease. The backyard is truly the star of this property. Fully fenced for privacy and security, it has been transformed into an outdoor entertaining masterpiece. You will find a beautiful custom gazebo that serves as a tranquil retreat, plus an impressive outdoor kitchen setup that makes hosting gatherings, celebrations, and weekend cookouts an absolute breeze. Do not miss this unique opportunity to own a home that perfectly combines modern comfort with an incredible outdoor lifestyle. Schedule your showing today.

Listing is courtesy of: REALTY ONE GROUP MAGIC CITY (407-589-9080)

Listing Agent: Mitch Susana, Llc (407-781-6586)

Remarks: Welcome to this beautifully maintained corner residence located in the highly sought-after gated community of Tapestry in Kissimmee. The seller is offering $12,000 towards the Buyer’s closing costs with a full price contract, making this an incredible opportunity! This well-designed 3-bedroom, 2.5-bath home offers a bright and open layout filled with natural light, creating an inviting atmosphere from the moment you arrive. With over 1,600 square feet of living space, the first floor features a seamless flow between the kitchen, dining, and living areas—perfect for everyday living and entertaining. The kitchen is equipped with stainless steel appliances, granite countertops, ample cabinetry, and a functional island that connects effortlessly to the main living space. Upstairs, you’ll find well-appointed bedrooms, including a generous primary suite designed for comfort and privacy. One of the home’s standout features is the private second-floor balcony—an ideal space to enjoy your morning coffee or unwind in the evening. Situated on a desirable corner lot, this property offers added privacy, an extended driveway, and enhanced curb appeal. Residents of Tapestry enjoy resort-style amenities, including a gated entrance with guard, a beautifully designed clubhouse, a large pool, fitness center, playground, and scenic walking areas. Ideally located just minutes from The Loop shopping area, Publix, a variety of restaurants, Osceola Parkway, and Orlando International Airport, this home offers both comfort and convenience in one of Kissimmee’s most desirable communities.

Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)

Listing Agent: Yesenia Chacon Martinez, Llc (407-285-5717)

Remarks: Welcome to 2324 Haley Ct - a charming 3-bedroom, 2-bath home offering 1,853 sq/ft of living space on an oversized .26-acre lot in the established Renee Terrace community. Built in 1973, this property features a spacious layout, a 2-car garage, and several important major updates already completed, including re-pipe in 2022, as well as A/C and water heater replacements in 2021. The home offers excellent potential for buyers looking to personalize and add their own finishing touches, as some interior upgrades may still be desired. Conveniently located near The Loop shopping, dining, and entertainment, with easy access to major roadways. Approximately 25 minutes to Walt Disney World Resort and 20 minutes to Orlando International Airport - MORE PICTURES TO COME SOON!

Listing is courtesy of: EXIT GLOBAL REALTY (407-725-7180)

Listing Agent: Hugo Hernandez (407-716-5594)

Remarks: Virtually Staged. Price Reduced in the gated Tapestry community. This move-in ready 4-bedroom, 3.5-bath home offers over 2,300 square feet of stylish and functional living space with a bright open-concept layout designed for entertaining and everyday comfort. The spacious kitchen features granite countertops, stainless steel appliances, modern cabinetry, and a large center island that flows seamlessly into the dining and living areas. Upstairs, the private primary suite includes a walk-in closet and ensuite bath with dual vanities and a spacious shower. A versatile loft and additional bedrooms provide flexible space for a home office, media room, play area, or guest accommodations. Enjoy indoor-outdoor living with a covered rear porch and fully fenced backyard perfect for relaxing or weekend gatherings. Residents enjoy resort-style amenities including a clubhouse, pool, fitness center, sidewalks, and 24-hour gated entry. Conveniently located near shopping, dining, major highways, Orlando International Airport, and Orlando attractions. Now offered at an improved price schedule your private showing today.

Listing is courtesy of: AGG REALTY & MANAGEMENT LLC (407-267-7926)

Listing Agent: Amar Guemraoui (407-267-7926)

Remarks: Some houses check the boxes. This one feels like home. Nestled in a desirable Kissimmee location, this beautifully maintained residence offers the perfect combination of comfort, style, and everyday convenience. From the moment you walk through the front door, you'll appreciate the bright, open living spaces designed for both relaxing evenings and making memories with family and friends. The spacious layout flows effortlessly, creating a warm and inviting atmosphere throughout. Whether you're preparing meals in the kitchen, gathering around the dining table, or enjoying a quiet morning coffee, every space is designed to make daily living easy and enjoyable. Step outside and discover the perfect spot for weekend BBQs, family gatherings, or simply unwinding after a long day. With shopping, dining, schools, parks, and major roadways just minutes away, you'll love the convenience of this central location. Gated community with GUARD includes pool, playground and more. If you've been searching for a place that combines comfort, charm, and a true sense of home, 2520 Nouveau Way may be exactly what you've been waiting for. Schedule your private showing today and see why you'll want to call this one yours. UPGRADES: Exterior Paint done November 2025. Pre-wire for surround sound for the back patio, family room and master bedroom. Gutters. Pool Pre wire.

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

Listing Agent: Fatima Cabral Mendonca Leefers (407-552-1890)

Remarks: Welcome to this 3-bedroom, 2-bathroom home located in a gated community in the heart of Kissimmee, Florida, just minutes from The Loop, a popular shopping, dining, and entertainment destination. Enjoy convenient access to Walt Disney World (approximately 25 minutes) as well as Universal Orlando and Central Florida’s world-famous theme parks. This move-in ready home features a desirable split floor plan with spacious living areas and thoughtful updates throughout. Inside all appliances are brand new. Brand new floor. You will find fresh exterior and interior paint, and a refreshed front door that give the home a clean and welcoming feel. The layout offers generously sized bedrooms, along with a kitchen and family room combination that creates a comfortable space for gathering and entertaining. A formal living and dining area provides additional flexibility and can easily function as a home office, flex space, additional living area, or hobby room. Other Residents of this gated Kissimmee community enjoy access to neighborhood amenities including a community pool, playground, and clubhouse, adding to the convenience and lifestyle this location offers. With easy access to shopping, dining, major roadways, and Central Florida attractions, this Kissimmee home offers comfort, convenience, and the opportunity to make it your own. LOW HOA. Call to schedule your private showing!

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

Listing Agent: Ekramul Chowdhury (407-360-8991)

Remarks: Under contract-accepting backup offers. Welcome to refined lakefront living in the sought-after Regal Bay community on the shores of Lake Tohopekaliga. Perfectly positioned at 1475 Riviera Drive, this exceptional 3-bedroom, 2.5-bath residence offers a rare combination of panoramic water views, private boating access, and tranquil outdoor living—and is being sold furnished for a seamless move-in experience. From the moment you arrive, you’re greeted by a serene front porch overlooking the sparkling waters of Lake Toho, setting the tone for the peaceful lifestyle this home delivers. Inside, the layout is designed to capture water views from multiple vantage points, creating a seamless connection between indoor and outdoor living. The rear of the home opens to a spacious porch with stunning, unobstructed lake views—ideal for morning coffee, evening sunsets, or entertaining guests. Boating enthusiasts will appreciate the private dock and boat lift, providing direct access to this highly desirable, skiable lake known for its world-class fishing and recreational boating. Additional highlights include a charming secondary porch off the dining room, perfect for quiet moments, along with well-appointed living spaces that balance comfort and functionality. Whether you’re searching for a full-time residence or a turnkey waterfront retreat, this property offers a unique opportunity to enjoy true Florida lakefront living with both sunrise and sunset views over Lake Toho.

Listing is courtesy of: TOHO REALTY GROUP, LLC (407-437-2893)

Listing Agent: Kerriann Sullivan (407-437-2893)

Remarks: This is the kind of home multigenerational buyers wait for. Tucked at the end of a quiet cul-de-sac shared with just one other home, 1980 Summer Ct sits on over half an acre and offers a rare setup designed for living together without giving up privacy, comfort, or independence. With two full kitchens, two laundry areas, two separate two-car garages, and three full baths, this property functions beautifully for extended families, in-laws, adult children, long-term guests, or anyone needing flexible living under one roof. A spacious shared living room creates a natural central gathering space, while the home splits into two distinct wings. One side features two bedrooms, two full baths, a full kitchen, its own family room, and access to the oversized screened lanai and fully fenced backyard. The other side offers a spacious primary suite with ensuite bath, a separate family room, a second full kitchen with pantry, and its own attached two-car garage. A paid-off solar system adds even more value from day one, helping keep electric costs down. With no HOA, plenty of room to spread out, and a location near East Lake Toho, Kissimmee Lakefront Park, Shingle Creek Regional Park, Downtown Kissimmee, St. Cloud, and the theme parks, this is a rare opportunity for buyers who need space, flexibility, and a home that truly supports the way modern families live.

Listing is courtesy of: SERHANT (786-296-8626)

Listing Agent: Shawn Layton (321-514-8055)

Remarks: 3-bedroom, 2-bath home with a screened-in pool and pond view. No HOA. Conveniently located near shopping, Florida’s Turnpike, theme parks, and about 30 minutes to downtown Orlando.

Listing is courtesy of: REALTY ONE GROUP MVP (800-896-8790)

Listing Agent: Troy Funk (941-241-3850)

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: 4 bedroom 2 bath home in a gated community. Living/dining room, large kitchen with eating space. 2 car garage. Pond view from the back of the house and conservation view from in part of the front.

Listing is courtesy of: REALTY SERVICES OF AMERICA (407-319-4113)

Listing Agent: Edgar Gonzalez (407-319-4113)