Woodland Drives Homes for Sale

Built in 1954 and nestled in one of Tallahassee’s most beloved neighborhoods, this beautifully updated home offers a rare blend of character, comfort, and location. Just minutes from downtown, Cascades Park, and the storied Capital City Country Club—established in 1908 and steeped in Florida golf history—this home puts the best of Tallahassee right at your doorstep. Inside, tasteful updates

Stacie Boone Engel & Volkers Tallahassee

OPEN HOUSE Sat. 2-4 PM 4/26 Modern Vibes in the Heart of Tallahassee’s Coolest Neighborhood — Country Club Estates! This beautifully updated home boasts light-filled living spaces, a sleek kitchen with premium finishes, and cozy yet sophisticated touches throughout. Vaulted ceilings, skylights, and floor-to-ceiling windows create an airy atmosphere that’s perfect for both relaxing and

Cindy Teem Armor Realty, Inc

**Motivated Seller**Assumable 2.75% VA Loan** This newly updated, 1947 brick home in Woodland Drives is situated on a sprawling 1.12-acre lot. Offering a blend of classic charm and modern convenience, this property is truly one-of-a-kind. This home features two large primary bedrooms with attached bathrooms, plenty of closet space, large laundry/pantry room, and so much more. New paint inside

Ashley Jordan HomeSweetHome PM & Sales

A true Mid Century Modern 4 bedroom 3 bath home in charming Woodland Drives. Remodeled and crafted to perfection with a chef's kitchen, stainless appliances. Open living/ dining room overlooking screened Lani and spa. Natural wood tones and polished oak hardwood flooring , to include tile downstairs.2 Updated bathrooms up and one down. Fourth bedroom and bath downstairs with separate outside

Sandy Brown Magnolia Properties&Investment

Welcome to 2115 Old Fort Drive, located in beautiful Woodland Drives, one of Tallahassee oldest established neighborhoods. This wonderful home is tucked away from the street, giving a sense of seclusion and privacy. Once you step inside this mid-century ranch, the natural light from the oversized windows will saturate the space - truly spectacular. The vintage features of this 1959 home have been

Jim Butler Coldwell Banker Hartung

Rare Myers Park historical registry gem on 1.26 acres~ on the market for the first time! This 1940 solidly-built house has many upgrades, and new buyer can renovate even more~ 5 bedroom 3 bathrooms PLUS 3 separate efficiency apartments each with one bed one bath and kitchen and private entrance~ Owner since 1995 is down-sizing and reluctantly moving on after 30 years here~ Newer roof, newer

Mariela Bartens Coldwell Banker Hartung

A timeless balance of new and the best of nostalgia; 2024 roof, newer kitchen with stainless steel appliances and granite countertops, fresh interior 2025 paint, original 1957 oak hardwood floors refinished in 2025, new 2025 LVP replaced the last of the carpet, brick on all 4 sides, and more. Multiple large living and dining areas, including what had been an art studio which can be that or a flex

Allyson Foster Armor Realty, Inc

OPEN SUNDAY the 27th 2-4, Drop by for a delightful visit. Love the environment, neighborhood and comfort, convenience and easy living. Vaulted ceilings, lots of natural light, open floor plan. Resilient net-zero capable home anticipates life's varying needs, from raising a family to aging in place. Warm wood tones, custom design. 3 bedrooms, 2.5 baths, designed for a party or a nature focused

Sandy Brown Magnolia Properties&Investment

Must See Opportunity Zone property! 9 units with proven rental history- 3 Triplexes consisting of (8) 2/1 units and (1) 1/1 unit. 4 units were renovated in 2022, 2 units renovated in 2024. 2 newer Roofs. Lots of upgrades to property. All tenants on yearly leases. All units rented and gross rent of $9650.00 per month. Perfect addition to a rental portfolio. Must see!

Lee Hall Capital City Real Estate Group

Beautifully constructed mid century home in the heart of Tallahassee. Walk to the Capitol, or ride your bike to FSU, all while being a 5 minute drive to TMH. Situated in Woodland drives, enjoy a 1/2 acre lot with endless horticultural possibilities. Live near parks, wildlife and more, all with NO HOA! The oversized carport sits off of Magnolia drive but the property features a second driveway on

Garret Heussner Frog Real Estate Company, LLC

Welcome to this delightful single-story brick home nestled in the heart of Historic Myers Park. Featuring 3 bedrooms and 2.5 baths, this residence blends timeless character with modern updates. Major home home components, Roof 2024, AC is 2020 and water heater is 2017. Enjoy original hardwood floors, an updated kitchen, and a bright sunroom—perfect for a home office or playroom. Situated on a

Stacie Spears Dixon The Naumann Group Real Estate