Homes for Sale Near Osceola High School in Kissimmee - 142 homes

Remarks: Welcome to 107 Dellwood! This Pool home offers 3 bedrooms, 1.5 baths, plus two versatile bonus rooms that can be used as additional bedrooms, a home office, or a gym. The spacious layout provides endless possibilities—ideal for a growing household or an investor looking to rent out individual rooms. The backyard is perfect for entertaining, complete with a pool for those warm summer days. Don’t miss the opportunity to own this flexible and functional property!

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

Listing Agent: Sherley Paul (321-662-4922)

Remarks: This single-family home in Kissimmee features 3 bedrooms and 3 bathrooms across 1100 square feet, with an additional room and bathroom providing versatile space ideal for multi-room rental or extended living. Currently operating as a successful rental, the property generates consistent income. Inside, laminate and tile flooring flow throughout the home, while the kitchen offers ample counter and cabinet space with a convenient breakfast bar—perfect for meal prep or casual dining. The covered porch provides a comfortable spot to relax, entertain, or enjoy the outdoors. Located just minutes from major roads and transportation, this home offers easy access to Downtown Orlando, Walt Disney World, Orlando International Airport, and a variety of shopping and dining options. Its combination of flexible living space and prime location makes it a standout choice for both investors and homeowners alike. Mortgage savings may be available for buyers of this listing.

Listing is courtesy of: REDFIN CORPORATION (407-708-9747)

Listing Agent: Pablo Cintron, Jr Pa (407-232-1819)

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 wonderful home that has been freshly painted both inside and out 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: Welcome to this beautifully maintained single-story end-unit villa, offering effortless living in a peaceful community setting. This 3-bedroom, 2-bath home features a desirable split floor plan, providing privacy and comfort for every member of the household. Abundant natural light fills the open-concept living and dining areas, creating a warm and inviting space ideal for everyday living or entertaining. The functional kitchen is equipped with stainless steel appliances, ample cabinetry, and a practical layout perfect for cooking and hosting. The spacious primary suite includes a private bath and generous closet space, while the additional bedrooms are well-appointed for guests, family, or a home office. Tile flooring in the main areas and luxury vinyl plank flooring in key spaces ensure both durability and style, and the washer and dryer are included for added convenience. Relax outdoors in the screened-in lanai overlooking a surprisingly spacious backyard, offering room for gardening, play, pets, or peaceful relaxation. Enjoy low-maintenance living with access to community amenities including a sparkling pool and playground. Located just minutes from The Loop, you’ll enjoy close proximity to premium shopping, dining, entertainment, and major highways, making commuting and daily errands a breeze. This villa offers the perfect blend of comfort, convenience, and low-stress living—ready for you to move right in.

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

Listing Agent: Charisse Elliott (321-461-5055)

Remarks: Price Improved to $202,000 — Exceptional Value! Welcome to this beautifully updated, fully furnished 2-bedroom, 2-bath villa in the heart of Kissimmee — a true turnkey opportunity for homeowners and investors alike. Price recently reduced, this move-in ready property offers outstanding value in a highly desirable location. Step inside to discover a bright, open-concept layout featuring tile flooring throughout, an updated kitchen, and a spacious living area designed for comfort and easy entertaining. Thoughtfully maintained and tastefully furnished, this home is ready for immediate occupancy or rental income potential from day one. A recently installed new roof adds long-term peace of mind and enhances the home’s overall appeal. Enjoy low-maintenance living in a well-established community with amenities including a sparkling pool and tennis courts. Conveniently located just minutes from shopping, dining, entertainment at The Loop, major highways, and Central Florida attractions, this property offers both lifestyle and convenience. Perfect as a primary residence, vacation getaway, or income-producing investment, this villa truly has it all: • Prime Kissimmee location • Fully furnished and turnkey • Move-in ready condition • Strong investment potential • Newly reduced price for added value Motivated seller — don’t miss this incredible opportunity. Schedule your private showing today!

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

Listing Agent: Angie Pereira (407-721-8945)

Remarks: Welcome to this spacious 4-bedroom, 2-bath single-family home featuring a beautiful saltwater pool, located in the desirable Fortune Lakes community of Kissimmee. Built in 2003, this well-maintained property offers 2,085 sq ft of living space on an 8,233 sq ft lot, providing comfort, privacy, and convenience in a prime Central Florida location. This home features a split floor plan, generous living areas, and a layout ideal for both everyday living and entertaining. Recent upgrades include central A/C (2020), water heater (2024), new kitchen appliances, updated kitchen countertops, new carpet and flooring, and a wireless alarm system on all doors and windows. The home also offers a new roof, recently resurfaced pool and pool deck, an upgraded screened enclosure, and a saltwater pool system with a pool pump replaced approximately 2–3 years ago. Exterior features include a 2-car garage, stucco finish, and composition shingle roofing. Located just minutes from major highways, shopping, dining, schools, and medical facilities, this home provides excellent access to everything Kissimmee and Orlando have it. The Fortune Lakes/Remington area is known for its well-kept surroundings, nearby golf options, and strong community appeal. Original Owners.

Listing is courtesy of: LA ROSA REALTY KISSIMMEE (407-930-3530)

Listing Agent: Jackie San Pedro (407-346-8922)

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: 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)