1,045

Woodland Drives Homes

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    • /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
  • /39

    $449,000

    • 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
  • /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
    • /23

      Est $210,170 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,178 Sq Ft

      246 Perkins St, Tallahassee, FL 32301

      246 Perkins St, Tallahassee, FL 32301
  • /12

    $515,000

    • 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 all units are occupied with strong rental history. Don't miss out on this opportunity to own a stabilized asset in a high demand area.

    Katesa Wood Empire Properties

    512 Hart St, 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
    • /41

      Est $377,371 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
  • /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
  • /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
    • /42

      Est $462,147 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
  • /44

    $415,000 Under Contract

    • 3 Beds
    • 2 Baths
    • 1,822 Sq Ft

    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
  • /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
    • /36

      Est $492,446 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,445 Sq Ft

      1203 Azalea Dr, Tallahassee, FL 32301

      1203 Azalea Dr, 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
    • /41

      Est $433,984 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
  • /36

    $280,000 Sold Feb 12, 2025

    • 1,320 Sq Ft
    • $212/SF
    • 50 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1991

    1046 Holland Dr, Tallahassee, FL 32301

    Modern convenience in Governors Park! Near downtown yet tucked away on a quiet street less traveled, this 1991 contemporary 3/2 ranch offers an updated feel surrounded by old Tallahassee charm. The vaulted and open living/dining room welcomes you with a warm fireplace and big windows for natural light throughout the day. Step into the large eat-in kitchen and surround yourself with color, warmth,

    Ron Salutsky Salutsky Realty

    1046 Holland Dr, Tallahassee, FL 32301
    • /30

      Est $330,762 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
  • /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
    • /19

      Est $196,041 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 964 Sq Ft

      1013 Holland Dr, Tallahassee, FL 32301

      1013 Holland 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
    • /31

      Est $337,639 Not Listed For Sale

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

      1229 Sarasota Dr, Tallahassee, FL 32301

      1229 Sarasota 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
    • /40

      Est $403,665 Not Listed For Sale

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

      1232 Clark Ave, Tallahassee, FL 32301

      1232 Clark Ave, 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
    • /36

      Est $455,589 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
  • /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
    • /4

      Est $126,535 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
  • /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
    • /42

      Est $389,946 Not Listed For Sale

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

      2012 Seminole Dr, Tallahassee, FL 32301

      2012 Seminole 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
    • /38

      Est $353,678 Not Listed For Sale

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

      1154 Seminole Dr, Tallahassee, FL 32301

      1154 Seminole Dr, Tallahassee, FL 32301
  • /40

    $288,000 Sold Sep 23, 2024

    • 1,582 Sq Ft
    • $182/SF
    • 58 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1954

    824 Governors Dr, Tallahassee, FL 32301

    This inviting bungalow features hardwood floors, a charming kitchen with stainless steel appliances, and a sunroom overlooking the fenced backyard. This 3 bedroom home is in the Myers Park area and not far from Cascades Park. Although tucked away in this idyllic neighborhood, the Capitol, parks, trails, restaurants and retail shopping are nearby for your convenience.

    Stephanie Wise Armor Realty, Inc

    824 Governors Dr, Tallahassee, FL 32301
    • /36

      Est $746,031 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,966 Sq Ft

      1824 Golf Terrace Dr, Tallahassee, FL 32301

      1824 Golf Terrace Dr, Tallahassee, FL 32301
  • /27

    $231,500 Sold Sep 13, 2024

    • 1,300 Sq Ft
    • $178/SF
    • 15 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1941

    412 Flagler St, Tallahassee, FL 32301

    Coming soon! Beautifully remodeled 3/2 right in the center of town and 1 street over from Capital City Country Club Golf Course. New Roof, new kitchen with butcher block counters, stainless steel appliances, new baths with beautiful walk-in shower in master, new custom master closet, custom drop zone at back door. Plus, we kept so many charming, original features in this centrally located home.

    Lee Hall Capital City Real Estate Group

    412 Flagler St, Tallahassee, FL 32301
    • /30

      Est $408,598 Not Listed For Sale

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

      1828 Seminole Dr, Tallahassee, FL 32301

      1828 Seminole Dr, Tallahassee, FL 32301
  • /2

    $200,000 Sold Jul 21, 2025

    • 1,782 Sq Ft
    • $112/SF
    • 0 Days On Market

    421 & 423 E Jennings Unit 2, Tallahassee, FL 32301

    Under Contract before it hit the market.

    Kyle Rojas The Naumann Group Real Estate

    421 & 423 E Jennings Unit 2, Tallahassee, FL 32301
    • /36

      Est $363,364 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
  • /2

    $85,000 Sold Apr 30, 2025

    • Land
    • 0.30 Acre
    • $283,333 per Acre
    • 7 Days On Market

    XXXX Rowell Dr, Tallahassee, FL 32301

    Vacant lot ready for your dream home in desirable Governor Park. This is lot 7 parceled off from parent parcel of 113153E0050. Lot 8 also for sale for the same price. Each lot is 0.30 acres and 75x170.

    Cole Davis The Naumann Group Real Estate

    XXXX Rowell Dr, Tallahassee, FL 32301
    • /40

      Est $507,762 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
    • /18

      Est $231,423 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

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