Woodland Drives Homes

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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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  /90

  $1,185 - $1,770 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
• 

  

  

  /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
• 

  

  

  /41

  Est $346,743 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
• 

  

  

  /39

  $599,900

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

  1003 Maple Dr, Tallahassee, FL 32301

  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. Step in the back to a detached shed that

  Taylor Rosier Florida Management Associates,

  1003 Maple Dr, Tallahassee, FL 32301
• 

  

  /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
• 

  

  /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
• 

  

  /20

  Est $481,083 Not Listed For Sale

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

  518 Hart St, Tallahassee, FL 32301

  518 Hart St, Tallahassee, FL 32301
• 

  

  /42

  $649,900

  • 4 Beds
  • 2 Baths
  • 4,294 Sq Ft

  1614 S Meridian St, Tallahassee, FL 32301

  Rare Myers Park Historical Registry Gem on 1.27 Acres! Discover a unique opportunity to own a spacious and versatile property in the coveted Myers Park neighborhood. This historic home offers 4 bedrooms and 2 bathrooms, plus a ground-floor in-law suite (ADU) with its own kitchen & bathroom—perfect for multi-generational living or rental income ~Additionally, there's a separate home office with a

  Mariela Bartens Coldwell Banker Hartung

  1614 S Meridian St, Tallahassee, FL 32301
• 

  

  /10

  $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
• 

  

  /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
• 

  

  /42

  Est $525,874 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
• 

  

  /36

  $660,000

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

  1017 Cherokee Dr, Tallahassee, FL 32301

  A true Mid Century Modern 4 bedroom 3 bath home in charming Woodland Drives. Remodeled and crafted to perfection with a chef's kitchen, stainless appliances. Open living/ dining room overlooking screened Lani and spa. Natural wood tones and polished oak hardwood flooring , to include tile downstairs.2 Updated bathrooms up and one down. Fourth bedroom and bath downstairs with separate outside

  Sandy Brown Magnolia Properties&Investment

  1017 Cherokee Dr, Tallahassee, FL 32301
• 

  

  /19

  $1,450 per month

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

  1707 S Calhoun St Unit 2, 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 2, 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
• 

  

  /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
• 

  

  /42

  $475,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,968 Sq Ft

  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
• 

  

  /12

  $1,850 per month

  • 2 Beds
  • 1 Bath
  • 1,061 Sq Ft
  • House for Rent

  416 E Magnolia Dr, Tallahassee, FL 32301

  Single family home located at the entrance to historic Myers Park neighborhood, available August 1st. Includes 2 bedrooms, 1 bath and a detached room for an office. Spacious living room with step-up dining area and kitchen with island. Deck on back of home with carport. Hardwood floors throughout, with hints of modern architecture, such as an interior brick wall and a glass cubed wall. Exterior

  416 E Magnolia Dr, 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
• 

  

  /13

  Est $398,898 Not Listed For Sale

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

  524 Hart St, Tallahassee, FL 32301

  524 Hart St, 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
• 

  /2

  $1,050 per month

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

  537 Hart St Unit 4, Tallahassee, FL 32301

  Welcome to this charming 2-bedroom, 1-bathroom apartment, located on the upper floor for a peaceful and private living experience. The well-appointed bathroom is conveniently situated to serve both bedrooms, offering a clean and contemporary design. The kitchen is equipped with essential appliances and ample cabinet space, making meal preparation a breeze. One of the notable features of this

  Andrea Lee Kent Strauss Mgt & Real Estate

  537 Hart St Unit 4, Tallahassee, FL 32301
• 

  

  /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
• 

  

  /35

  Est $300,741 Not Listed For Sale

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

  275 E Harrison St, Tallahassee, FL 32301

  275 E Harrison St, Tallahassee, FL 32301
• 

  

  /44

  $849,900 Open Sat 2PM - 4PM

  • 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
• 

  

  /10

  $1,800 per month

  • 3 Beds
  • 1 Bath
  • House for Rent

  318 E Palmer Ave, Tallahassee, FL 32301

  Kenneth Strong EASY REALTY PROS

  318 E Palmer Ave, Tallahassee, FL 32301
• 

  

  /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
• 

  

  /36

  Est $730,641 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

  $600,000

  • 2,150 Sq Ft

  637 E Seaboard St Unit 1, Tallahassee, FL 32301

  Brand-new southern-modern duplex in historic Smokey Hollow—crafted with high-end finishes and exceptional detail. 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 and Myers

  Phillip Kelly Passage Real Estate

  637 E Seaboard St Unit 1, 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
• 

  

  /41

  Est $190,302 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 841 Sq Ft

  330 Perkins St, Tallahassee, FL 32301

  330 Perkins St, Tallahassee, FL 32301
• 

  

  /37

  $420,000

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

  1120 Sarasota Dr, Tallahassee, FL 32301

  OPEN HOUSE SUN 6/22, 2-4. 5/2025 refurbished primary bathroom. A timeless balance of new and the best of nostalgia; 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. Multiple large living and dining areas,

  Allyson Foster Armor Realty, Inc

  1120 Sarasota 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
• 

  

  /42

  Est $421,876 Not Listed For Sale

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

  820 Governors Dr, Tallahassee, FL 32301

  820 Governors Dr, Tallahassee, FL 32301
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /36

  $295,000

  • 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
• 

  

  /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
• 

  

  /30

  Est $243,757 Not Listed For Sale

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

  413 Flagler St, Tallahassee, FL 32301

  413 Flagler St, Tallahassee, FL 32301

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