Woodland Drives Homes

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  /12

  $515,000 Under Contract

  • 3,106 Sq Ft

  512 Hart St, Tallahassee, FL 32301

  Attention all investors this is an awesome investment opportunity perfectly situated just steps away from a beautiful city park. This is an income producing property with strong rental history. Don't miss out on this opportunity to own a stabilized asset in a high demand area.

  

  Michelle Shaw

  Empire Properties

  (850) 788-8676

  512 Hart St, Tallahassee, FL 32301
• 

  Explore Woodland Drives

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  /95

  $1,210 - $1,870 per month

  Tally Square Apartments

  1 - 4 Beds

  1112 S Magnolia Dr, Tallahassee, FL 32301

  Find your place to thrive in Tallahassee at Tally Square apartment homes! Our beautiful community features one, two, three, and four-bedroom floor plans with spacious kitchens, energy-efficient appliances, walk-in closets, and your own screened-in private patio or balcony in select homes. Step outside your home and into our community to find countless amenities, too: walk along our lusciously

  1112 S Magnolia Dr, Tallahassee, FL 32301
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  /56

  $390,000 Sold Sep 05, 2025

  • 1,846 Sq Ft
  • $211/SF
  • 31 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1978

  1206 Sarasota Dr, Tallahassee, FL 32301

  Charming all brick home on a double lot! This three bedroom two bath home is full of character inconvenience just minutes from shopping restaurants downtown and local campuses. Enjoy peace of mind with a brand new roof and appreciate the extra space with two additional detached structures, both equipped with electricity and situated on slab foundations. Perfect for workshops, studios or storage.

  Trina Searcy Keller Williams Town & Country

  1206 Sarasota Dr, Tallahassee, FL 32301
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  /41

  Est $321,160 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,554 Sq Ft

  527 Oakland Ave E, Tallahassee, FL 32301

  527 Oakland Ave E, Tallahassee, FL 32301
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  /23

  $284,500

  • 1,462 Sq Ft

  502 E Jennings St Unit 2, Tallahassee, FL 32301

  WONDERFUL INVESTMENT OPPORTUNITY NEAR MYERS PARK* THIS CUTE MULTI-FAMILY PROPERTY FEATURES TWO UNITS WITH 2 BEDROOMS AND 1 BATH EACH* EXTERIOR PHOTOS ONLY DUE TO TENANT OCCUPANCY.

  

  Sarah Eden

  Eden & Company

  (850) 779-0224

  502 E Jennings St Unit 2, Tallahassee, FL 32301
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  /40

  $2,400 per month

  • 3 Beds
  • 2 Baths
  • 1,929 Sq Ft
  • House for Rent

  1173 Seminole Dr, Tallahassee, FL 32301

  Charming Mid-Century Modern Home Near Cascades Park Located less than a mile from Cascades Park and the heart of downtown, this beautifully designed mid-century modern home combines character, convenience, and comfort. The property features a circular driveway, cathedral ceilings, and dramatic floor-to-ceiling windows that fill the home with natural light. Inside, you’ll enjoy an open floor

  Sean Rady Rady Realty, LLC

  1173 Seminole Dr, Tallahassee, FL 32301
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  /42

  $480,000 Sold Aug 15, 2025

  • 1,968 Sq Ft
  • $244/SF
  • 20 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2000

  1209 Camellia Dr, Tallahassee, FL 32301

  Unique opportunity to purchase a custom-built Craftsman home in the ultra desirable Woodlands Drive neighborhood, close to Myers and Cascades parks. This 3/2 home was built in 2000, however, it feels like a historic property due to its quality and charm. It features an open floor plan, 9 ft ceilings, hardwood floors throughout, window seats, a true clawfoot bathtub, and beautiful built-ins in

  Jessica Lowe-Minor Superior Realty Group LLC

  1209 Camellia Dr, Tallahassee, FL 32301
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  /20

  Est $459,879 Not Listed For Sale

  • 6 Beds
  • 5 Baths
  • 2,270 Sq Ft

  518 Hart St, Tallahassee, FL 32301

  518 Hart St, Tallahassee, FL 32301
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  /37

  $575,900

  • 5 Beds
  • 3 Baths
  • 2,960 Sq Ft

  1003 Maple Dr, Tallahassee, FL 32301

  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,

  1003 Maple Dr, Tallahassee, FL 32301
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  /9

  $1,200 per month

  Apartment for Rent

  2 Beds

  324 E Pershing St, Tallahassee, FL 32301

  Welcome to the heart of Tallahassee, where you can walk, cycle or jog to the beautiful Cascades park. Cascades hold lots of free concerts, keep fit, yoga and it’s a great place to walk your dog. There’s lots of trendy downtown bars and eateries. So-mo is an up and coming vibrant part of the city that will be very similar to the Gaines st vibe. You are about half a mile to Florida A and M

  324 E Pershing St, Tallahassee, FL 32301
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  /44

  $380,000 Sold Aug 06, 2025

  • 1,822 Sq Ft
  • $209/SF
  • 50 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1953

  832 Governors Dr, Tallahassee, FL 32301

  Brimming with character, this 1950s Myers Park home blends vintage charm with thoughtful design. With 3 bedrooms, 2 full bathrooms, and over 1,800 square feet, the layout strikes the perfect balance—open and inviting, yet with just enough separation for comfortable everyday living and entertaining. The kitchen is a standout, designed for both function and style, and opens to a large, bright

  Catherine Hope All Realty Services

  832 Governors Dr, Tallahassee, FL 32301
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  /42

  Est $528,745 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 2,372 Sq Ft

  1217 J G Ln, Tallahassee, FL 32301

  1217 J G Ln, Tallahassee, FL 32301
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  /51

  $335,000 Open Sun 2PM - 4PM

  • 4 Beds
  • 2.5 Baths
  • 2,321 Sq Ft

  1709 Old Fort Dr, Tallahassee, FL 32301

  1st Weekend On Market - OPEN HOUSE - Sun., 9/7/25, 2 - 4 PM!! 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),

  Bonnie Fowler Armor Realty, Inc

  1709 Old Fort Dr, Tallahassee, FL 32301
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  /15

  $1,550 per month

  • 2 Beds
  • 2.5 Baths
  • 1,210 Sq Ft
  • Townhouse for Rent

  463 E Van Buren St, Tallahassee, FL 32301

  Amazing midtown location- walk to Cascades Park! Available immediately 2/2 townhome in highly sought-after Meyers Park subdivision. Spacious layout with wood burning fireplace, plenty of storage in kitchen, half bath downstairs and two master suites with private bathrooms upstairs. Large screened in patio with utility room with washer/dryer hookups opens to privacy fenced backyard (lawncare

  Sarah Jinkerson Equity Realty and Management

  463 E Van Buren St, Tallahassee, FL 32301
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  /42

  $465,000 Sold Jul 10, 2025

  • 2,002 Sq Ft
  • $232/SF
  • 32 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1954

  1124 Camellia Dr, Tallahassee, FL 32301

  Built in 1954 and nestled in one of Tallahassee’s most beloved neighborhoods, this beautifully updated home offers a rare blend of character, comfort, and location. Just minutes from downtown, Cascades Park, and the storied Capital City Country Club—established in 1908 and steeped in Florida golf history—this home puts the best of Tallahassee right at your doorstep. Inside, tasteful updates

  Stacie Boone Engel & Völkers Tallahassee

  1124 Camellia Dr, Tallahassee, FL 32301
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  /10

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,044 Sq Ft

  440 E Richview Cir, Tallahassee, FL 32301

  440 E Richview Cir, Tallahassee, FL 32301
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  /34

  $412,500 Open Sun 2PM - 4PM

  • 3 Beds
  • 2 Baths
  • 2,314 Sq Ft

  1120 Sarasota Dr, Tallahassee, FL 32301

  Get it before someone else does at the OPEN HOUSE SUN 9/7, 2-4! 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

  Allyson Foster Armor Realty, Inc

  1120 Sarasota Dr, Tallahassee, FL 32301
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  /7

  $1,325 per month

  • 3 Beds
  • 3 Baths
  • 1,024 Sq Ft
  • Townhouse for Rent

  1707 S Calhoun St Unit 1, Tallahassee, FL 32301

  Situated in one of Tallahassee's most coveted neighborhoods, this residence places you within walking distance of local eateries, boutique shops, and cultural landmarks. The property is part of the Calhoun Street Historic District, renowned for its well-preserved 19th-century architecture and tree-lined streets. Whether you're a professional desiring proximity to downtown or someone who

  Kenley Stringer Rent With Integrity LLC

  1707 S Calhoun St Unit 1, Tallahassee, FL 32301
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  /36

  $277,000 Sold Jul 07, 2025

  • 2,274 Sq Ft
  • $122/SF
  • 174 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1960

  1239 Camellia Dr, Tallahassee, FL 32301

  Beautifully constructed mid century home in the heart of Tallahassee. Walk to the Capitol, or ride your bike to FSU, all while being a 5 minute drive to TMH. Situated in Woodland drives, enjoy a 1/2 acre lot with endless horticultural possibilities. Live near parks, wildlife and more, all with NO HOA! The oversized carport sits off of Magnolia drive but the property features a second driveway on

  Garret Heussner Frog Real Estate Company, LLC

  1239 Camellia Dr, Tallahassee, FL 32301
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  /13

  Est $389,213 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,460 Sq Ft

  524 Hart St, Tallahassee, FL 32301

  524 Hart St, Tallahassee, FL 32301
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  /42

  $349,000

  • 5 Beds
  • 2 Baths
  • 3,012 Sq Ft

  1700 S Meridian St, Tallahassee, FL 32301

  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

  1700 S Meridian St, Tallahassee, FL 32301
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  /25

  $2,250 per month

  • 2 Beds
  • 2 Baths
  • 1,075 Sq Ft
  • Townhouse for Rent

  637 E Seaboard St Unit 2, Tallahassee, FL 32301

  Brand-new southern-modern duplex in historic Smokey Hollow—crafted with high-end finishes and exceptional detail for rent! Built in 2025, each unit features quartz countertops, stainless steel appliances, and durable cement fiber siding with a metal roof. This isn’t your typical builder-grade project. Located just minutes from downtown Tallahassee and within walking distance to Cascades Park

  Phillip Kelly Passage Real Estate

  637 E Seaboard St Unit 2, Tallahassee, FL 32301
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  /42

  $475,000 Sold Jul 02, 2025

  • 2,397 Sq Ft
  • $198/SF
  • 56 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1941

  524 Oakland Ave, Tallahassee, FL 32301

  Modern Vibes in the Heart of Tallahassee’s Coolest Neighborhood — Country Club Estates! This beautifully updated home boasts light-filled living spaces, a sleek kitchen with premium finishes, and cozy yet sophisticated touches throughout. Vaulted ceilings, skylights, and floor-to-ceiling windows create an airy atmosphere that’s perfect for both relaxing and entertaining. Step outside to a

  Cindy Teem Armor Realty, Inc

  524 Oakland Ave, Tallahassee, FL 32301
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  /36

  Est $714,545 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,868 Sq Ft

  1815 Old Fort Dr, Tallahassee, FL 32301

  1815 Old Fort Dr, Tallahassee, FL 32301
• 

  

  /39

  $429,000

  • 4 Beds
  • 3 Baths
  • 2,250 Sq Ft

  1024 Cherokee Dr, Tallahassee, FL 32301

  **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

  1024 Cherokee Dr, Tallahassee, FL 32301
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  /32

  $1,050 per month

  • 1 Bed
  • 1 Bath
  • 560 Sq Ft
  • House for Rent

  1225 S Gadsden St Unit 1, Tallahassee, FL 32301

  TWO UNIT'S AVAILABLE NOW! This charming 1-bed, 1-bath unit promises the perfect blend of comfort and convenience. With a smart, open floor plan within its 560 sqft, the property maximizes space and functionality. Located a stone's throw from Cascades Park, nearby campuses, and local attractions, city living has never been easier. The property also features an on-premises laundry room and ample

  Miranda Ard Core Residential Property Mana

  1225 S Gadsden St Unit 1, Tallahassee, FL 32301
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  /42

  $85,000 Sold Jul 02, 2025

  • 1,196 Sq Ft
  • $71/SF
  • 75 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1940

  408 E Magnolia Dr, Tallahassee, FL 32301

  Welcome to 408 E Magnolia, a well maintained 4-bedroom, 2-bath residence nestled in the heart of Tallahassee. This inviting property makes it the perfect place for families or investors looking to enjoy the vibrant lifestyle of Florida's capital. With its prime location, it's less than a mile from FAMU and just 2 miles from FSU, making it an ideal spot for families with kids attending these

  Hunter Bowden Keller Williams Town & Country

  408 E Magnolia Dr, Tallahassee, FL 32301
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  /41

  Est $186,447 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 841 Sq Ft

  330 Perkins St, Tallahassee, FL 32301

  330 Perkins St, Tallahassee, FL 32301
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  /36

  $597,500 Open Sun 2PM - 4PM

  • 4 Beds
  • 3 Baths
  • 2,948 Sq Ft

  1017 Cherokee Dr, Tallahassee, FL 32301

  OPEN HOUSE SUNDAY 2-4 SEPTEMBER 7, 2025 - 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

  Sandy Brown Magnolia Properties&Investment

  1017 Cherokee Dr, Tallahassee, FL 32301
• 

  /2

  $1,100 per month

  • 2 Beds
  • 1 Bath
  • 864 Sq Ft
  • House for Rent

  2110 Golf Terrace Dr Unit A, Tallahassee, FL 32301

  Welcome to this inviting 2-bedroom, 1-bathroom apartment nestled in the heart of the desirable Myers Park neighborhood. This unit offers a perfect blend of comfort, convenience, and classic Tallahassee charm. Located across from Capital City Country Club and just minutes from Cascades Park, Downtown Tallahassee, and Florida State University, this property offers unbeatable access to dining,

  Andrea Lee Kent Strauss Mgt & Real Estate

  2110 Golf Terrace Dr Unit A, Tallahassee, FL 32301
• 

  

  /42

  $1,150,000 Sold Jun 27, 2025

  • 9,299 Sq Ft
  • $124/SF
  • 38 Days On Market

  • Built 1929

  1208 S Gadsden St Unit 1208, 1220, 322-324, Tallahassee, FL 32301

  2.01 Acre Corner Parcel Zoned RP2 ~ Myers Park Historic District Overlay ~ Views of Cascades Park and Downtown ~ $10,200 Monthly Gross Income until redeveloped.

  Patrick Darden TLH Realty Inc.

  1208 S Gadsden St Unit 1208, 1220, 322-324, Tallahassee, FL 32301
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  /42

  Est $420,242 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,651 Sq Ft

  820 Governors Dr, Tallahassee, FL 32301

  820 Governors Dr, Tallahassee, FL 32301
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  /68

  $350,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,948 Sq Ft

  2025 Chuli, Tallahassee, FL 32301

  Welcome home to one of Tallahassee’s most beloved neighborhoods! Nestled on .45 acres, this 1948 square foot, 3-bedroom, 2-bath home offers a rare blend of updates and charm, comfort and natural beauty. The large windows in the main living area bring in so much light and make a beautiful place to enjoy bird-watching! Step outside and discover what makes this property truly special—meandering

  Joyce Gardner Armor Realty, Inc

  2025 Chuli, Tallahassee, FL 32301
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  /41

  $407,500 Sold May 29, 2025

  • 1,943 Sq Ft
  • $210/SF
  • 22 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1950

  2021 Old Fort Dr, Tallahassee, FL 32301

  Welcome to this delightful single-story brick home nestled in the heart of Historic Myers Park. Featuring 3 bedrooms and 2.5 baths, this residence blends timeless character with modern updates. Major home home components, Roof 2024, AC is 2020 and water heater is 2017. Enjoy original hardwood floors, an updated kitchen, and a bright sunroom—perfect for a home office or playroom. Situated on a

  Stacie Spears Dixon The Naumann Group Real Estate

  2021 Old Fort Dr, Tallahassee, FL 32301
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  /28

  Est $193,000 Not Listed For Sale

  • 1 Bed
  • 2 Baths
  • 948 Sq Ft

  1813 Old Fort Dr, Tallahassee, FL 32301

  1813 Old Fort Dr, Tallahassee, FL 32301
• 

  

  /7

  $279,999

  • 4 Beds
  • 4 Baths
  • 1,504 Sq Ft

  319 E Palmer Ave, Tallahassee, FL 32301

  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

  319 E Palmer Ave, Tallahassee, FL 32301
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  /42

  $424,805 Sold May 20, 2025

  • 2,211 Sq Ft
  • $192/SF
  • 24 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1951

  1163 Old Fort Dr, Tallahassee, FL 32301

  Character & Location! 1950s charmer with exceptional proximity to Myers Park, Capital City Country Club Golf Course, & Cascades Park. Enjoy original hardwood floors, tile, fireplace, & architectural elements enhanced by updated fixtures. Spacious modern kitchen with corian countertops; 2024 roof; recent HVAC; updated electrical panel; high-end insulated windows; tankless water heater; and a

  Lisa Carey Coldwell Banker Hartung

  1163 Old Fort Dr, Tallahassee, FL 32301
• 

  

  /30

  Est $258,617 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,636 Sq Ft

  413 Flagler St, Tallahassee, FL 32301

  413 Flagler St, Tallahassee, FL 32301
• 

  

  /34

  $295,000

  • 3 Beds
  • 2 Baths
  • 1,320 Sq Ft

  1046 Holland Dr, Tallahassee, FL 32301

  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

  1046 Holland Dr, Tallahassee, FL 32301
• 

  

  /36

  $950,000 Sold May 12, 2025

  • 2,778 Sq Ft
  • $342/SF
  • 90 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2018

  1911 Old Fort Dr, Tallahassee, FL 32301

  Modern design in one of Tallahassee's charming older, desirable neighborhoods. Convenience and easy living close to the Capital, shopping, schools and dining. Vaulted ceilings, lots of natural light, open floor plan. Resilient net-zero capable home anticipates life's varying needs, from raising a family to aging in place. Warm wood tones, custom design. 3 bedrooms, 2.5 baths, designed for

  Sandy Brown Magnolia Properties&Investment

  1911 Old Fort Dr, Tallahassee, FL 32301

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