Vintage homes for sale & real estate in Winter Haven, FL

Vintage Home for sale in Winter Haven, FL:

Discover the charm and potential of this 3-bedroom, 2-bathroom single-family home, originally built as the orchard home for the former orange grove that once filled this neighborhood. Situated on a spacious 0.30-acre lot, this 1,445 sq. ft. property offers a rare opportunity for investors or homeowners looking to add value with finishing touches. The home is located in an X Flood Zone (no flood insurance required) and comes with NO HOA and NO CDD, giving you the freedom to enjoy your property your way. From the front yard, take in a partial view of Lake Summit, part of the beautiful Chain of Lakes. A public boat ramp just down the street makes lake access quick and convenient - bring your b

Vintage Home for sale in Winter Haven, FL:

Fully renovated home in a quiet, well-kept neighborhood. This move-in-ready property sits on a desirable corner lot that provides extra yard space, and great curb appeal. Inside, you’ll find an open floor plan with modern updates throughout. The master suite features a spacious room and a private bath. The kitchen includes updated finishes and appliances for added convenience. Additional highlights include fresh interior and exterior renovations, laundry hook-up, and plenty of natural light. A comfortable, beautifully updated home ready for its new owner.

Vintage Home for sale in Winter Haven, FL:

Set against the tranquil backdrop of Lake Howard, this remarkable lakefront property, situated within the Interlaken Historic Residential District, is a true gem. Spanning a large double lot, the home is framed by beautiful oak trees and features a stunning covered front porch that overlooks the lake, perfect for enjoying serene mornings or evening sunsets. Built in 1920 and proudly listed on the National Registry of Historic Homes, this meticulously maintained four-bedroom, three-bath residence preserves its original charm. Step through the exquisite double Amish handmade Frank Lloyd Wright mahogany entry doors, which are replicas of the original doors, and discover the elegant interior sh

Vintage Home for sale in Winter Haven, FL:

No HOA + Oversized Lot + Workshop!! Amazing Potential Near the Lake! Looking for space, freedom, and BIG potential? Welcome to 1604 26th Street NW in Winter Haven! This charming property sits on over a ¼ Acre lot, offers NO HOA, and comes with a double carport, plus a detached workshop with its own enclosed carport — perfect for cars, tools, hobbies, or extra storage. The home itself needs some cosmetic TLC, but that means you get to update it your way while building instant equity. Solid layout, flexible spaces, and a huge yard give you tons of room to create the Florida lifestyle you’ve been dreaming of. One of the best parts? You’re just a short walk to the Massi