Vintage homes for sale & real estate in Tallahassee, FL

Vintage Home for sale in Tallahassee, FL:

This Historic Chaires Cross Roads “Big White House” has stories to tell—are you ready to listen? Spanning 2.9 acres, this historic gem built prior to 1900 features over 2,652 square feet, 5 large bedrooms, 2 HUGE living areas, a kitchen with a new porcelain sink and butcher block counters, bright sunroom, charming long rocking chair front porch with swing, majestic live oaks, and many mature landscaping including fig trees, a lime tree, magnolias & azaleas. The nearly 3 acre lot also includes a large concrete pool, four additional structures, and two parcels across the street. This iconic home is truly one-of-a-kind with incredible history and potential. Zoned reside

Vintage Home for sale in Tallahassee, FL:

Adorable 3 bed 2 bath cottage located just off Tennessee St. Close to the universities, shopping and restaurants. Features include hardwood floors, a fully renovated kitchen with granite countertops and ss appliances, a complete rewire and all new ductwork (2021/2022), privacy fence installed in 2022, new exterior doors (2024) and new vanity/sinks in the 2nd bathroom. For added convenience this home has a circular driveway, while the back deck and private yard are an ideal space for relaxing or entertaining. Come see this charming cottage today!

Vintage Home for sale in Tallahassee, FL:

High-Cash-Flow Investor Opportunity – Two Homes on One Lot Near Universities. Rare value-add investment in a prime university-area rental market. Two separate homes on one lot create multiple income streams with serious upside for the savvy investor. Properties like this don’t come around often—especially this close to major universities. House #1: ~722 sq ft, 3 bedroom / 1 bathrooms - needs renovations. House #2: ~817 sq ft, 3 bedrooms / 1 bathroom is currently rented. Both homes are separately livable and perfectly positioned for student housing, mid-term rentals, or long-term tenants. With targeted renovations, investors can push rents, force appreciation, and signific

Vintage Home for sale in Tallahassee, FL:

Take a look at this charming home in the desirable Los Robles subdivision. The white brick exterior is framed by majestic weeping oaks draped in Spanish moss, creating timeless curb appeal. Inside, a combined living and family room flows into a formal dining area, ideal for entertaining. The kitchen offers bar seating and newer appliances, while a light-filled sunroom with expansive windows provides a relaxing retreat. The private primary suite features a walk-in closet and en-suite bath, and an additional bedroom—perfect for a home office or guest room—also includes its own bathroom. Wood flooring runs throughout, and additional highlights include a one-car garage with laundry,