Homes for Sale Near Winter Springs High in Longwood - 6 homes

Remarks: Welcome to this well-maintained property located in the heart of Longwood! This home offers a functional layout with comfortable living spaces, ideal for a variety of lifestyles. Conveniently situated near SunRail, major shopping centers, hospitals, and with easy access to Orlando International Airport, making daily commuting and travel simple and efficient. Enjoy the benefit of no HOA and low annual property taxes. Whether you're looking for a primary residence or a property with great long-term potential, this home is a must-see. Schedule your private showing today!

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

Listing Agent: Celines Pomales (407-373-8250)

Remarks: Welcome! This three-bedroom, two-bathroom home sits in one of Longwood's most connected neighborhoods, offering genuine potential for buyers ready to personalize and update. The functional layout provides ample living space, anchored by solid bones and a location that delivers exceptional convenience and lifestyle access. What truly sets this property apart is its proximity to Longwood's vibrant amenities and transit options. Within a few blocks, you will find the Longwood SunRail station, connecting you with much of Central Florida without the need to drive, the Candyland sports facility and park, offering recreation activities within easy reach, and the Arbor Dog Park, perfect for pet owners. Healthcare facilities are conveniently located, while minutes to Downtown Longwood put shops, dining, and entertainment at your doorstep. Moments to major throughfares and highways ensure seamless commuting and regional connectivity without sacrificing the neighborhood feel. This is the perfect opportunity to reimagine a home where access to transit, recreation, healthcare, and local amenities all converge. Schedule your showing today and discover the charm of this connected neighborhood.

Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY (407-203-0007)

Listing Agent: Joseph Doher (407-203-0007)

Remarks: Investor opportunity in Longwood. This 1/2 duplex offers 2 bedrooms, 2 bathrooms, a private 1-car garage, and its own backyard. Best part: it is tenant occupied, so you already have built-in income in place. No HOA means no monthly dues cutting into your return. That is one less headache and one less bill, which feels almost suspiciously efficient. Located in desirable Seminole County, this property puts you close to everyday essentials, shopping, dining, and major roadways including 417 and I-4 for easy access across Central Florida. Property highlights: 1/2 duplex in Longwood 2 bedrooms, 2 bathrooms Private 1-car garage Private backyard Tenant occupied for immediate rental income No HOA Convenient Seminole County location Near shopping, dining, 417, and I-4 Whether you are growing your portfolio or looking for a smart, low-maintenance investment, this property checks the boxes. Submit your offer today!

Listing is courtesy of: ALL COUNTY CFL PROPERTY MGMT (407-802-2379)

Listing Agent: Vicky Ramos (689-231-6171)

Remarks: Welcome home to the heart of Longwood! This charming 3-bedroom, 1.5-bath home features luxury plank tile throughout and an open, cozy living room perfect for everyday comfort. Enjoy peace of mind with major updates already completed, including a new roof in 2023, HVAC in 2019, an updated water heater, and electrical improvements. The spacious backyard offers plenty of room to relax, entertain, or create your own outdoor retreat. Centrally located near major highways and the SunRail system, commuting is a breeze with convenient access to Central Florida attractions. Nature lovers will appreciate being close to Wekiva Island and Big Tree Park, while downtown Longwood’s Reiter Park and weekly farmers market add local charm just minutes away.

Listing is courtesy of: REGENCY REAL ESTATE LLC (407-469-5021)

Listing Agent: Crystal Yovaish (407-496-8672)

Remarks: One or more photo(s) has been virtually staged. Welcome to 1508 Canary Street in Longwood! This charming 4-bedroom, 2-bath home features a desirable split floorplan, offering both privacy and functionality for everyday living. With no HOA, you’ll enjoy the freedom to truly make this property your own. Step outside to a spacious, fully fenced backyard with mature trees, perfect for relaxing, entertaining, or letting pets roam freely. Whether you're hosting gatherings or simply enjoying a quiet evening at home, this outdoor space offers endless possibilities. Air conditioning, water heater, electric and plumbing have been updated. Conveniently located near shopping, dining, and major roadways, this home is a great opportunity to enjoy comfortable living in the heart of Longwood.

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

Listing Agent: Dawn Grigsby (407-970-9051)

Remarks: Income-producing duplex in the heart of Longwood—ready for your investment portfolio! Both units are tenant-occupied with long-term leases recently renewed, offering reliable income from day one. Enjoy peace of mind with a newer roof, no HOA fees, and easy maintenance. Each unit features 2 bedrooms, 1 bathroom, tile flooring throughout, and spacious backyards. Centrally located near Downtown Longwood with convenient access to major highways, shopping, and dining.

Listing is courtesy of: REGENCY REAL ESTATE LLC (407-469-5021)

Listing Agent: Teresa Idaspe-Yovaish (321-277-1931)