Woodland Drives Homes

• 

  

  

  /23

  Est $206,644 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,178 Sq Ft

  246 Perkins St, Tallahassee, FL 32301

  246 Perkins St, Tallahassee, FL 32301
• Selling your home? Sell it faster and for more with a Homes.com Boost.

  Learn More
• 

  

  

  /56

  $250,000

  • 3 Beds
  • 2 Baths
  • 1,261 Sq Ft

  1138 S Magnolia Dr, Tallahassee, FL 32301

  Just like new construction! Totally renovated home in popular Indianhead acres. Completely remodeled from 2024 tornado. All new inside walls, kitchen, baths, flooring, wiring, roof, water heater - everything!! Fantastic open living room with cathedral ceiling and wood beams. Enjoy the enormous back yard from the super cute screened porch room. Light and bright, this home is ideal for those

  Cindy Cooper Coldwell Banker Hartung

  1138 S Magnolia Dr, Tallahassee, FL 32301
• 

  

  

  /42

  $465,000 Sold May 09, 2025

  • 2,097 Sq Ft
  • $222/SF
  • 27 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1926

  1439 Broome St, Tallahassee, FL 32301

  Charming 1926 historic home with white picket fence and brick paver driveway! This home is within walking distance to Cascades Park, Myers Park, and Capital City Country Club and Golf Course, and features 3 bedrooms, 2 bathrooms, office, dining room, living room, two bonus sitting rooms, and kitchen + two breakfast nooks. Tons of windows for lots of natural light and a cozy fireplace for

  Amber Renaud The Nova Group Realty

  1439 Broome St, Tallahassee, FL 32301
• 

  

  

  /41

  Est $357,275 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,000 Sq Ft

  1211 Circle Dr, Tallahassee, FL 32301

  1211 Circle Dr, Tallahassee, FL 32301
• 

  

  

  /49

  $205,000

  • 3 Beds
  • 1 Bath
  • 1,070 Sq Ft

  405 Perkins St, Tallahassee, FL 32301

  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

  405 Perkins St, Tallahassee, FL 32301
• 

  

  /42

  $341,500 Sold May 01, 2025

  • 1,577 Sq Ft
  • $217/SF
  • 49 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1962

  402 E Jennings St, Tallahassee, FL 32301

  Location, Location, and more Location! AND an investment opportunity! There are TWO living spaces on this one lot! 406 Jennings also on this lot! The main house is a 2/1 and the studio above the garage is a 1/1 that rents for $850. Let someone else help with the bills! Walk to Cascades Park, The Monroe, Proof, and SO much more. Right around the corner from Capital City Golf Club also. This

  ERIC SMALLRIDGE Proper Real Estate Advisors

  402 E Jennings St, Tallahassee, FL 32301
• 

  

  /42

  Est $436,566 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,581 Sq Ft

  1115 Old Fort Dr, Tallahassee, FL 32301

  1115 Old Fort Dr, Tallahassee, FL 32301
• 

  

  /42

  $600,000

  • 2,150 Sq Ft

  637 E Seaboard St Unit 1, Tallahassee, FL 32301

  Step into this 2025-built southern-modern duplex where refined design meets low-maintenance ease. From the quartz countertops and stainless steel appliances to durable cement-fiber siding and a metal roof, every finish was chosen to last — giving you upscale living without the upkeep. Located in the soulful neighborhood of Smokey Hollow — just steps from Cascades Park, downtown, and Myers Park —

  Phillip Kelly Passage Real Estate

  637 E Seaboard St Unit 1, Tallahassee, FL 32301
• 

  

  /25

  $385,000 Sold Apr 30, 2025

  • 3,520 Sq Ft
  • $109/SF
  • 24 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1964

  938 Carlton Dr, Tallahassee, FL 32301

  Own a slice of heaven in the literal heart of Tallahassee. This all-brick sturdy home sits on 2 lots creating more privacy than most lots in the neighborhood. 2071 square feet waits for you on the top level with interior stairs taking you to a heated and cooled basement with another 1449 square feet. Upstairs there is 3 bedrooms and 2 bathrooms, while downstairs has a big recreation room,

  Cole Davis The Naumann Group Real Estate

  938 Carlton Dr, Tallahassee, FL 32301
• 

  

  /41

  Est $455,879 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,684 Sq Ft

  1075 Myers Park Dr, Tallahassee, FL 32301

  1075 Myers Park Dr, Tallahassee, FL 32301
• 

  

  /44

  $799,900

  • 4 Beds
  • 3 Baths
  • 2,893 Sq Ft

  909 Circle Dr, Tallahassee, FL 32301

  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

  909 Circle Dr, Tallahassee, FL 32301
• 

  

  /3

  $120,000 Sold Apr 04, 2025

  • Land
  • 0.44 Acre
  • $272,727 per Acre

  • 1 Day On Market

  1219 Cherokee Dr, Tallahassee, FL 32301

  Gorgeous In-Town Lot! Enjoy the beauty of the lot and a half overlooking a pond just a few miles from the Capital.

  Beth Mcgrotha Keller Williams Town & Country

  1219 Cherokee Dr, Tallahassee, FL 32301
• 

  

  /30

  Est $329,980 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,520 Sq Ft

  1404 S Magnolia Dr, Tallahassee, FL 32301

  1404 S Magnolia Dr, Tallahassee, FL 32301
• 

  

  /55

  $990,000

  • 6 Beds
  • 6 Baths
  • 4,648 Sq Ft

  1117 Myers Park Dr, Tallahassee, FL 32301

  *Showings can start August 6th. Step into timeless charm with this stunning historic home located in the heart of Myers Park. Situated on approximately 1.15 acres of fully fenced property, this rare gem offers privacy, space, and elegance. Inside, you’ll find five spacious bedrooms and five bathrooms, providing ample room for comfortable living. The beautifully remodeled kitchen features custom

  Daniela Farris Xcellence Realty

  1117 Myers Park Dr, Tallahassee, FL 32301
• 

  

  /30

  $289,000 Sold Mar 28, 2025

  • 1,456 Sq Ft
  • $198/SF
  • 58 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1959

  1230 Circle Dr, Tallahassee, FL 32301

  This mid-century home in the sought-after Myers Park area offers timeless 1950s charm with modern updates! The single-story home features 3 bedrooms and is conveniently located just minutes from the State Capitol, Capital City Country Club, and within walking distance to parks like Cascades Park, as well as dining options. Sitting on a spacious 0.40 acre lot, the property boasts a large backyard

  Lindsay Elliott Hill Spooner & Elliott Inc

  1230 Circle Dr, Tallahassee, FL 32301
• 

  

  /19

  Est $193,649 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 964 Sq Ft

  1013 Holland Dr, Tallahassee, FL 32301

  1013 Holland Dr, Tallahassee, FL 32301
• 

  

  /37

  $379,000

  • 1,750 Sq Ft

  1454 S Gadsden St, Tallahassee, FL 32301

  Great Investment Opportunity! Live in 1 side and rent the other. Low maintenance duplex, 2 bedroom 1 bath on each side. Very well maintained. Original hardwood floors that are fantastic shape. Oversized 2 car garage under the home that has great storage and room for 2 cars. Each unit has washer and dryer that are on the back screen in porches. Floor plan is large living room with arched entry

  Stacie Spears Dixon The Naumann Group Real Estate

  1454 S Gadsden St, Tallahassee, FL 32301
• 

  

  /41

  $278,000 Sold Mar 24, 2025

  • 1,377 Sq Ft
  • $202/SF
  • 56 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1960

  1211 Hemlock St, Tallahassee, FL 32301

  Price Improvment! New roof, new hardwood flooring, new exterior paint, newer appliances! With its towering loblollies and sprawling live oaks, Woodland Drives offers a tranquil natural setting while also being close to all the action of downtown Tallahassee. Within the neighborhood are multiple parks and nature trails, and Woodland Drives is also a short bicycle ride to downtown's Cascades Park.

  Elizabeth Yon Keller Williams Town & Country

  1211 Hemlock St, Tallahassee, FL 32301
• 

  

  /31

  Est $340,060 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,918 Sq Ft

  1229 Sarasota Dr, Tallahassee, FL 32301

  1229 Sarasota Dr, Tallahassee, FL 32301
• 

  

  /28

  $1,200,000

  • 5,706 Sq Ft

  316 E Pershing St Unit 316-328, Tallahassee, FL 32301

  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

  316 E Pershing St Unit 316-328, Tallahassee, FL 32301
• 

  

  /42

  $390,000 Sold Mar 18, 2025

  • 2,005 Sq Ft
  • $195/SF
  • 2 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1936

  1324 S Meridian St, Tallahassee, FL 32301

  Amazing opportunity to own a piece of Florida history!! This 1936 home has been lovingly restored with modern convience and function but with the beauty of a 30s Florida cottage. All work has been fully permitted and done with the approval of the local historical society. You will be charmed by the gleaming hardwood floors, custom kitchen and baths, new marble in the kitchen yet old marble from

  Heather Mary Webb Frog Real Estate Company, LLC

  1324 S Meridian St, Tallahassee, FL 32301
• 

  

  /40

  Est $383,901 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,749 Sq Ft

  1232 Clark Ave, Tallahassee, FL 32301

  1232 Clark Ave, Tallahassee, FL 32301
• 

  /2

  $99,000 Under Contract

  • 3 Beds
  • 1 Bath
  • 1,064 Sq Ft

  510 Marvin St, Tallahassee, FL 32301

  Nestled on land once woven into the heart of Tallahassee’s historic Smokey Hollow, this home offers more than square footage—it offers story. Imagine a community emerging in the 1890s, shaped by resilience, where families gathered in shotgun-style houses, and shared life along the hummed rhythm of daily routines. Here, swept-earth yards hosted kitchen gardens, and the hum of barbershops,

  Bruce Carpenter Avenue Realty FL

  510 Marvin St, Tallahassee, FL 32301
• 

  

  /23

  $540,000 Sold Mar 07, 2025

  • 3,137 Sq Ft
  • $172/SF
  • 323 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 1965

  2016 Old Fort Dr, Tallahassee, FL 32301

  Contingent upon a Buyer's home being under contract by Feb. 12, 2025. Brand new roof, new HVAC system & new fully-sodded front yard. This elegant and spacious custom-built home boasts 3137 square feet with 5 bedrooms and 3 bathrooms. It has ample parking on nearly an entire 1 acre lot in the coveted Myers Park community. It features a completely updated main chef's kitchen with full gas range

  Joan Mancebo Advanced Realty Group LLC

  2016 Old Fort Dr, Tallahassee, FL 32301
• 

  

  /36

  Est $451,062 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,485 Sq Ft

  1229 Clark Ave, Tallahassee, FL 32301

  1229 Clark Ave, Tallahassee, FL 32301
• 

  

  /36

  $295,000 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft

  2115 Old Fort Dr, Tallahassee, FL 32301

  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

  2115 Old Fort Dr, Tallahassee, FL 32301
• 

  

  /39

  $378,500 Sold Dec 31, 2024

  • 2,138 Sq Ft
  • $177/SF
  • 29 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1948

  1044 Cherokee Dr, Tallahassee, FL 32301

  Look no further than this beautifully maintained 3 bed 2 bath home in the heart of Tallahassee. Sitting on over an acre of immense privacy, yet walking distance to Myers Park & Cascades and a stones throw to Capital City Country Club. Just 5 minutes to FSU and TMH. Walk in to a large living space that features 1 of 3 fireplaces, TALL ceilings and a sunroom that overlooks the backyard oasis.

  Garret Heussner Frog Real Estate Company, LLC

  1044 Cherokee Dr, Tallahassee, FL 32301
• 

  

  /4

  Est $128,695 Not Listed For Sale

  • 4 Beds
  • 1 Bath
  • 1,171 Sq Ft

  412 E Magnolia Dr, Tallahassee, FL 32301

  412 E Magnolia Dr, Tallahassee, FL 32301
• 

  

  /7

  $350,000 Sold Dec 13, 2024

  • Land
  • 2.39 Acres
  • $146,444 per Acre

  • 4 Days On Market

  531 Marvin St, Tallahassee, FL 32301

  Amazing opportunity. 6 parcels included in the sale for a total of 2.39 acres of rare, raw and mostly cleared land within walking distance of downtown, Myers Park area and Cascades Park. The included parcels are as follows: 1131206040000, 1131206050000, 1131800000131, 1131800000180, 1131800000190, 1131800000240.

  Jeffrey Baggett Hill Spooner & Elliott Inc

  531 Marvin St, Tallahassee, FL 32301
• 

  

  /42

  Est $388,818 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,078 Sq Ft

  2012 Seminole Dr, Tallahassee, FL 32301

  2012 Seminole Dr, Tallahassee, FL 32301
• 

  

  /12

  $560,000 Sold Dec 12, 2024

  • 2,121 Sq Ft
  • $264/SF
  • 15 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1936

  1620 Golf Terrace Dr, Tallahassee, FL 32301

  Under Contract Prior To MLS Entry.

  Molly Corder Hill Spooner & Elliott Inc

  1620 Golf Terrace Dr, Tallahassee, FL 32301
• 

  

  /38

  Est $360,733 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,064 Sq Ft

  1154 Seminole Dr, Tallahassee, FL 32301

  1154 Seminole Dr, Tallahassee, FL 32301
• 

  

  /42

  $350,000 Sold Nov 26, 2024

  • 1,680 Sq Ft
  • $208/SF
  • 23 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1954

  1235 Circle Dr, Tallahassee, FL 32301

  Welcome to this beautifully updated 4-bedroom home in a highly sought after area offering both charm and convenience. Situated on almost 1/2 acre lot this home features an open concept floor plan with a cozy, wood-burning fireplace. Perfect for gatherings. The updated kitchen boasts modern appliances, sleek countertops, custom back-splash and new flooring throughout adding a fresh contemporary

  Trina Searcy Keller Williams Town & Country

  1235 Circle Dr, Tallahassee, FL 32301
• 

  

  /30

  Est $408,961 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,269 Sq Ft

  1828 Seminole Dr, Tallahassee, FL 32301

  1828 Seminole Dr, Tallahassee, FL 32301
• 

  

  /42

  $500,000 Sold Nov 25, 2024

  • 2,320 Sq Ft
  • $216/SF
  • 89 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1941

  2014 Golf Terrace Dr, Tallahassee, FL 32301

  Hidden gem in historic Myers Park with golf course frontage. Stunning live oaks, mesmerizing magnolia trees and lush landscaping line this large property on a double lot that can be subdivided and sold, a detached single-family home or duplex can be built, or buyer can enjoy the huge private yard that exudes a Goodwood Gardens old Tallahassee feel. There are 2 large bedrooms, an oversized primary

  Andrea Fryk The Naumann Group Real Estate

  2014 Golf Terrace Dr, Tallahassee, FL 32301
• 

  

  /36

  Est $368,341 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,177 Sq Ft

  2000 Old Fort Dr, Tallahassee, FL 32301

  2000 Old Fort Dr, Tallahassee, FL 32301
• 

  

  /36

  $335,000 Sold Nov 12, 2024

  • 1,581 Sq Ft
  • $212/SF
  • 29 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1926

  1415 Broome St, Tallahassee, FL 32301

  LOCATION, LOCATION, LOCATION!! Beautiful home in Country Club Estates!!.. part of the Tallahassee Trust for Historic Preservation! Large beautifully landscaped lot! .38 acres sits on 2 lots! Walking distance to very sought after Cascades Park & Amphitheater, Capital City Country Club (18 Hole Golf Course) & Myers Park. Lovely One story home with Metal ROOF (2009 - 40-70 yr life expectancy!!)

  Barbara Moody Coldwell Banker Hartung

  1415 Broome St, Tallahassee, FL 32301
• 

  

  /40

  Est $489,851 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,795 Sq Ft

  1724 Golf Terrace Dr, Tallahassee, FL 32301

  1724 Golf Terrace Dr, Tallahassee, FL 32301
• 

  

  /24

  $196,000 Sold Oct 31, 2024

  • 904 Sq Ft
  • $217/SF
  • 23 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1953

  2114 S Gadsden St, Tallahassee, FL 32301

  Move-in ready with loads of charm! Don't miss this gorgeous 2/1 cottage within walking distance of Cascades Park! This 1950s-era home maintains its best original features, including hardwood floors and exposed brick in the kitchen, along with wonderful updates like stainless appliances and newer cabinetry. Ready to go, new HVAC in 2023 and roof was replaced in 2021! The fenced backyard and large

  Jessica Lowe-Minor Superior Realty Group LLC

  2114 S Gadsden St, Tallahassee, FL 32301
• 

  

  /18

  Est $223,113 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,376 Sq Ft

  2014 S Magnolia Dr, Tallahassee, FL 32301

  2014 S Magnolia Dr, Tallahassee, FL 32301

Showing Results 41 - 80, Page 2 of 18