Homes for Sale Near Winter Springs High in Longwood - 5 homes

Remarks: Situated on an oversized double lot in the heart of Longwood, this 2-bedroom, 1-bath home offers endless potential for homeowners and investors alike. Offering a spacious living room, a functional kitchen, and an updated bathroom with walk-in shower, the home also features tile flooring throughout the main living areas and carpet in the bedrooms, making it ready for someone to move in and make it their own. Just off the kitchen and dining area, a recently installed patio creates the perfect outdoor entertaining space, complete with corner posts ready for shade sails or a custom covered seating area. The large lot provides mature landscaping, beautiful shade trees, and ample space to park an RV, boat, or additional vehicles with no HOA restrictions. Additional features include a covered carport with separate laundry room and utility sink, an extra storage room at the rear of the home, and a detached storage shed with an attached covered storage area ideal for lawn equipment, tools, or outdoor gear. Roof replaced in 2015, water heater installed in 2022, New Washer & Dryer 2022, and connected to public sewer. Whether you're searching for your first home, a solid investment property, or a home with room to expand and make your own, this versatile property offers endless possibilities.

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

Listing Agent: Kerry Stafford (407-821-8600)

Remarks: 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: 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: 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: 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)