Woodland Drives Houses for Sale

Motivated Seller!! Charming Historic District Home! Nestled in Tallahassee’s coveted historic district, 1003 Maple Dr blends timeless character with a taste of southern feel. This inviting home features a 2022 roof, 2024 updated energy-efficient windows, fresh paint to the back deck and a weather-responsive irrigation system to keep the lush landscaping thriving with ease and a second story

Taylor Rosier Florida Management Associates,

Immaculately maintained and full of charm, this low-maintenance home is a tranquil in-town retreat in one of Tallahassee’s most beloved neighborhoods. Woodland Drives is known for its tree-lined streets, vintage character homes, and close-knit community—all just minutes from downtown, Cascades Park, Myer's Park, and many favorite local restaurants. Inside, you’ll find gleaming original hardwood

Phillip Kelly Passage Real Estate

2024 roof, newer kitchen with stainless steel appliances and granite countertops, fresh interior 2025 paint, original oak hardwood floors refinished in 2025, new 2025 LVP replaced the last of the carpet, brick on all 4 sides, and more. Updates where it counts! Multiple large living and dining areas, including what had been an art studio which can be that or a flex space for multiple uses. Indoor

Allyson Foster 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

Masterfully re designed, no expense spared in this mid century modern two level home, 4 or 5 bedroom, three full baths. Full living area upstairs, and downstairs. Room for multi generational living. Office accommodations downstairs with outside entrance, or perfect for efficiency apartment or in-law suite with it's own outside entrance. Beautifully designed, white oak hardwood flooring upstairs,

Sandy Brown Magnolia Properties&Investment

Great opportunity on a well kept 4bed/4bath house on a spacious corner lot in fantastic location near downtown, Cascades Park, Florida A&M University, and Myers Park and just a very short drive or bus ride to Collegetown and Railroad Square. Each bedroom in this house has its own separate entrance and kitchenette, which would make this a great rental investment property. You could also make this

Adahlia Thomas KELLER WILLIAMS REALTY AT THE PARKS

Don't miss your chance to see this fabulous Woodland Drives (Myers Park Area) home! Welcome to 1709 Old Fort Dr., a 2,321 sq. ft., 4BR/2.5BA home on .37 ac. in the heart of Tallahassee. You can own your own piece of paradise with a welcoming courtyard and pond, large living areas (perfect for entertaining and/or displaying art), conditioned storage, sizeable utility room, built-in shelving,

Bonnie Fowler Armor Realty, Inc

Charming Myers Park Home in Prime Downtown Location! The recent home inspection, WDO, radon, and survey have already been completed; all that’s left is for your buyer to move in. Motivated seller! Located in the heart of one of Tallahassee’s most established neighborhoods, this 3-bedroom, 2-bathroom gem has been freshly painted inside and out and is ready for its next chapter. Major updates

E. Gray Nichols Hill Spooner & Elliott Inc

Myers Park-adjacent charmer with canopied front and back yard // Gorgeous original hardwood floors and tasteful basket-eave vintage bathroom tile // 2021 roof, 2019 water heater...most appliances replaced in last three years // Hurricane hallway with nook storage // Surprisingly large laundry room and separate interior storage room // Dining and living rooms are separate, but open to another //

Christie Perkins Coldwell Banker Hartung

Step into your own private oasis just five minutes from downtown Tallahassee! This stunning in-town estate sits on an entire city block and offers luxury, privacy, and convenience. The beautifully maintained 3BR/3BA home features hardwood floors throughout, a spacious living room with a bay window and cozy wood-burning fireplace (also wired for electric), as well as a separate dining room with

Hettie Spooner Hill Spooner & Elliott Inc

Charming & Spacious Myers Park Home – Walk to Everything! Discover this beautifully preserved vintage gem in the heart of Myers Park—just a short stroll to vibrant bars, scenic parks, and popular restaurants. This large 5-bedroom, 2-bath home blends timeless charm with modern convenience. Original hardwood floors in excellent condition throughout main living areas. Abundant natural light fills

Stacie Spears Dixon The Naumann Group Real Estate