MLS Listings for Sale in Woodland Drives, FL

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ABOUT THIS HOME
MLS Listings for Sale in Woodland Drives, FL
New on the market 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 with washer dryer. Double carport with Electric car

$350,000

3 beds2 baths1,556 sq ft

1913 Old Fort Dr, Tallahassee, FL

Scenic pond • Large patio • Double pane windows

ABOUT THIS HOME
MLS Listings for Sale in Woodland Drives, FL
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, with a fully booked December and all game day weekends, 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, fea

$425,000

3 beds2 baths1,818 sq ft

2119 Old Fort Dr, Tallahassee, FL 32301

Move-in ready • Interior designed • 2023 roof

3D WALKTHROUGH

ABOUT THIS HOME
MLS Listings for Sale in Woodland Drives, FL
Sellers open to $5k towards closing costs or rate buy-down, with acceptable offer. 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. Big lot and big rooms. 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 laundry with a coveted and expensive SpeedQueen washing machine! A charming brick patio in the large and level fenced backyard. 5 minutes to downtown. Pick a park, any park; 4 minutes to Cascade

$412,500

3 beds2 baths2,314 sq ft

1120 Sarasota Dr, Tallahassee, FL 32301

Newer kitchen • 2024 roof • New lvp

ABOUT THIS HOME
MLS Listings for Sale in Woodland Drives, FL
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

$370,000

3 beds2 baths1,551 sq ft

1140 Camellia Dr, Tallahassee, FL 32301

Move in ready home • Mature azaleas • Large backyard oasis

OPEN SAT, 11AM TO 1PM3D WALKTHROUGH

ABOUT THIS HOME
MLS Listings for Sale in Woodland Drives, FL
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 crown molding and built-in bookshelves. The chef’s eat-in kitchen boasts quartz countertops, stainless steel appliances, a wet bar, and butler’s pantry, flowing into the family room with wood-accented ceilings and built-ins. A private office with a full bath also serves as a convenient poo

$769,000

4 beds3 baths2,893 sq ft

909 Circle Dr, Tallahassee, FL 32301

Entire city block • Separate dining room • Private oasis

Property at 1017 Cherokee Dr, Tallahassee, FL, 4 beds, 3 baths

$597,500

4 beds3 baths2,948 sq ft

1017 Cherokee Dr, Tallahassee, FL

Property at 1024 Cherokee Dr, Tallahassee, FL 32301, 4 beds, 3 baths

$429,000

4 beds3 baths2,250 sq ft

1024 Cherokee Dr, Tallahassee, FL 32301

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ABOUT THIS HOME
MLS Listings for Sale in Woodland Drives, FL
Welcome to 1317 Ostin Nene in centrally located & beautiful Indian Head Acres neighborhood ~ This home is unique to the area having been built in 2010 and sitting on a very large . 64 acre lot ~ Right across the street from Indian Head Acres Park & Trail ~ This well cared for home has a fantastic single story layout with 3 Bedrooms, 2 full Bathrooms, Dining area, Kitchen, Living Room, Sun Room/Office, & Pantry/Laundry between the Kitchen & 1 Car Garage ~ Both the Living Room & Primary Bedroom have box tray tall ceilings ~ Primary Suite has huge walk-in closet, double sink vanity, & linen closet ~ Brand new deck built in September 2025 ~ Washer/Dryer 2023 ~

$299,000

3 beds2 baths1,310 sq ft

1317 Ostin Nene, Tallahassee, FL 32301

0.64 acre lot • Garage • Somewhat walkable

MLS Listings for Sale in Woodland Drives

There are currently 7 mls listings for sale in Woodland Drives at a median listing price of $400K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Woodland Drives stay on the market for 339 days. Popular neighborhoods include Downtown Tallahassee, Southwood, West Pensacola, Myers Park, Midtown, Betton Hills, Old Town, Lake Bradford, Levy Park, and Richland. This map is refreshed with the newest listings in Woodland Drives every 15 minutes.

In the past month, 1 home has been sold in Woodland Drives. Woodland Drives is a minimally walkable neighborhood in Tallahassee with a Walk Score of 30. Woodland Drives is home to approximately 763 people and 409 jobs. Find your dream home in Woodland Drives using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Woodland Drives are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Woodland Drives. If you're looking to sell your home in the Woodland Drives area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Woodland Drives with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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