Woodland Drives Homes for Sale

Woodland Drives Homes for Sale

Welcome to Woodland Drives, a serene and picturesque subdivision nestled in the heart of Tallahassee, Florida. This charming community is a hidden gem in Leon County, offering residents a perfect blend of natural beauty and modern conveniences. With its tree-lined streets and lush landscapes, Woodland Drives invites you to experience a tranquil lifestyle while still being just minutes away from the vibrant energy of downtown Tallahassee.

Homes for sale in Woodland Drives boast a diverse array of architectural styles, catering to various tastes and preferences. Whether you’re looking for a cozy single-family home or a spacious residence ideal for entertaining, this subdivision has something for everyone. Many of the homes feature expansive yards, perfect for family gatherings or quiet evenings under the stars. Inside, you’ll find thoughtfully designed living spaces, often adorned with modern finishes and updates that make these homes both stylish and functional.

The location of Woodland Drives is unbeatable, with easy access to top-rated schools, parks, shopping, and dining options. Enjoy leisurely strolls or bike rides in nearby green spaces, or take advantage of the area's rich cultural offerings, including museums and art galleries. For those who appreciate the great outdoors, the nearby natural reserves and lakes provide ample opportunities for hiking, fishing, and enjoying Florida's beautiful weather.

Discover your dream home in Woodland Drives today, where a welcoming community and a vibrant lifestyle await you. Embrace the charm of Tallahassee living in this delightful subdivision!

Newest Woodland Drives Homes for Sale

$375,000
3 Beds ⋅ 2 Baths ⋅ 402204 MLS
True modern/contemporary design, what many call Midcentury Modern, in one of Tallahassee's most sought-after areas: picturesque Myers Park/Woodland Drives, just minutes to downtown and Cascades Park. With a completely new kitchen, designed with style adhesion in mind, mixed with many sturdy original elements make for a delightful mix of charm and functionality. Numerous other updates including a metal roof, most of the fixtures, appliances, porch and more. Wide and bright living room has full-room-length hearth wood burning fireplace and overlooks the professionally landscaped and lovingly gardened backyard. Covered and screened porch complete with doggie door allows you to soak in the green screen even further. En suite primary bedroom has a wall of double closets. Note about advertised square footage: according to a recent past appraisal, the square footage on the uppermost, main floor, is 1393. The square footage in the fully centrally heated and cooled non-garage portion of the bottom floor is 607. There is a laundry/utility room and a hallway on the bottom floor, both of which have which have exposed ceilings, as well as a flex room with wood ceilings and exposed ductwork downstairs.

1717 Old Fort Drive, Tallahassee
$597,500
4 Beds ⋅ 3 Baths ⋅ 396929 MLS
Two Chefs in your family? This kitchen has two work areas, two sinks and extra large Chefs gas stove where two can work. Masterfully designed with love and skill, 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 or primary bedroom and bath accommodations downstairs with outside entrance, also perfect for efficiency apartment or in-law suite with it's own outside entrance. Beautifully designed, white oak hardwood flooring upstairs, custom tile through out lower lever. Car charging station. Solar for electric efficiency. Skylights, clerestory windows, lots of light. Top of the line kitchen with multi burner gas stove and stainless appliances. $597,500, on large fenced lot. As-Is, ready for it's new owner

1017 Cherokee Drive, Tallahassee
$485,000
5 Beds ⋅ 3 Baths ⋅ 395733 MLS
Beautifully maintained mid-century modern home located in the wonderful historical Woodland Drives subdivision (Myers Park area), directly across from Old Fort Park. This inviting property blends timeless character with thoughtful updates, offering flexible living spaces inside and out. Step inside flexible layout that includes a spacious living room with a cozy gas fireplace and a large sun room. The kitchen features a lot of counter space and nice built-ins for added storage and charm. The main level offers three comfortable bedrooms, including an ADA-complaint primary suite complete with an updated bathroom and a generous walk in closet. Other bathrooms are period-style preserving the home's authentic character. Upstairs are two large bedrooms ideal as guest rooms, hobby rooms, offices or play spaces, along with ample attic storage. Enjoy the beautiful gardens that have been purposefully designed to attract butterflies and hummingbirds and are a delight to come home to. New roof 2024, new energy efficient windows 2022.

1003 Maple Drive, Tallahassee
$485,000
4 Beds ⋅ 3 Baths ⋅ 395734 MLS
Beautifully maintained mid-century modern home located in the wonderful historical Woodland Drives subdivision (Myers Park area), directly across from Old Fort Park. This inviting property blends timeless character with thoughtful updates, offering flexible living spaces inside and out. Step inside flexible layout that includes a spacious living room with a cozy gas fireplace and a large sun room. The kitchen features a lot of counter space and nice built-ins for added storage and charm. The main level offers three comfortable bedrooms, including an ADA-compliant primary suite complete with an updated bathroom and a generous walk in closet. Other bathrooms are period-style preserving the home's authentic character. Upstairs are two large bedrooms ideal as guest rooms, hobby rooms, offices or play spaces, along with ample attic storage. Enjoy the beautiful gardens that have been purposefully designed to attract butterflies and hummingbirds and are a delight to come home to. New roof 2024, new energy efficient windows 2022.

1003 Maple Drive, Tallahassee
$500,000
3 Beds ⋅ 2 Baths ⋅ 392203 MLS
There is a 3715 sq ft house on these 5 lots but in need of complete repair and is on the Historical overlay, but there is approval to remodel or tear down. Room sizes are approximate. The lots are buildable but must get approval from the City for permits. It is a beautiful rolling property overlooking Myers Park and nice pond on the back street. The property fronts on Myers Park, Carlton Dr and Merritt Dr. Great location and waiting on a creative mind to enhance that beautiful intown corner. Minutes to Cascade Park, Capitol and other State Buildings. WARNING: DO NOT GO INSIDE -There are areas of the building unsafe in which to walk.

1107 Myers Park Drive, Tallahassee
$399,000
3 Beds ⋅ 2 Baths ⋅ 391243 MLS
Whether you’re searching for a lucrative Airbnb investment or a fully furnished home to move right into, this property delivers both! Lucrative AIRBNB opportunity! 2024 had $85,000 in profits, YTD $70,000 in at 59% occupancy, could easily make 90k this year! Step into a fully furnished, interior designed home that’s already set up to be a lucrative short-term rental or stylish personal retreat. This move-in ready property comes with a 2023 roof, 2016 HVAC & a 2023 tankless water heater. Inside, every detail has been thoughtfully designed with guests in mind. Outside, the oversized yard is perfect for entertaining, featuring a custom projector setup great for football games, movie nights or gatherings under the stars. Located just minutes from Myers Park, this property offers quick access to one of Tallahassee’s most beloved parks, while being close to dining, shopping, and all downtown has to offer!

2119 Old Fort Drive, Tallahassee
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