Woodland Drives, FL homes for sale & real estate

Woodland Drives, FL Homes for Sale

$30,000 Price Reduction. Open Sunday October 26, 2025 from 2-4 !. In desirable Woodland Drives. Three Bedrooms, 2 baths, built in the charming mid-century modern tradition with contemporary updates. On a lovely large corner lot. Walk to the country club, or Myers Park for a game of tennis. Take your little ones for a visit to the tree shaded scenic pond to feed the ducks. Nature surrounds in this beautiful very private old Tallahassee neighborhood yet you are minutes from shopping, dining and entertainment. Stainless kitchen appliances updated double pane windows lots of light throughout. Cozy, quiet office space off breezy screened porch. Large patio for cook outs. Large inside laundry wit

Woodland Drives, FL Homes for Sale

Be sure to see the 3D virtual walk through and video tour of this Woodland Drives home - where vintage charm meets city convenience. This beautifully updated home is close to the Governor’s Square Shopping District and less than two miles from downtown Tallahassee and Cascades Park. Enjoy light-filled living spaces, gleaming wood floors, new paint, and an easy, open layout perfect for everyday comfort and entertaining. The front of this brick home features a long driveway leading towards a stunning entrance with perfectly shaped hedges, iron railing, and a new half lite double front door. Inside you will be greeted with a chandeliered dining area off of the kitchen that blends modern

Woodland Drives, FL Homes for Sale

AMAZING OPPORTUNITY in Woodland Drives (Myers Park Area)! 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, wood-burning fireplace, deck, Large Storage Shed, 2-car carport, partially-fenced back yard, and more! This home is conveniently located near Tallahassee's 24-ac. Cascade Park, restaurants, shops, groceries, state offices, and universities, yet has a private feel. THIS IS THE BEST BUY IN THE AREA - DON'T MISS YOUR CHANCE! (Not

Woodland Drives, FL Homes for Sale

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 floors that flow throughout, paired with tasteful updates that honor the home’s original character. Modern comforts meet timeless style, making this home truly one-of-a-kind. Recent upgrades give you peace of mind, including a 2024 roof, 2020 HVAC, and 2020 water heater. Step