Leon, FL Homes

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  /41

  $985,000

  • 4 Beds
  • 2.5 Baths
  • 4,122 Sq Ft

  911 Alachua Ave, Tallahassee, FL 32308

  Wow factor on this amazing Downtown/Old Town/Midtown stucco home! From the ornate iron work, to the beautiful Italian tiled courtyard with outdoor accent lighting. Entering home greets you with imported Italian marble, hardwood flooring throughout and stunning ironwork staircase. 10ft ceilings with extensive mouldings. No surface untouched with updates. Open and airy spacious rooms, storage

  Phill Summers Summers Realty Of Tallahassee,

  911 Alachua Ave, Tallahassee, FL 32308
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  Explore Old Town

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  /35

  $239,000 Sold Jul 30, 2025

  • 1,290 Sq Ft
  • $185/SF
  • 64 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1984

  1138 Cherry Laurel St, Tallahassee, FL 32308

  Welcome to this beautifully updated 2-bedroom, 2.5-bath end-unit townhome featuring modern upgrades and thoughtful touches throughout. Enjoy peace of mind with a new roof, renovated bathrooms, updated flooring, contemporary fixtures, and more. The property has been professionally landscaped with low-maintenance plants and granite gravel, enhancing curb appeal with minimal upkeep. Inside, you'll

  Stacie Spears Dixon The Naumann Group Real Estate

  1138 Cherry Laurel St, Tallahassee, FL 32308
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  /38

  Est $506,817 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,819 Sq Ft

  611 Short St, Tallahassee, FL 32308

  611 Short St, Tallahassee, FL 32308
• 

  

  

  /35

  $379,000

  • 2 Beds
  • 2 Baths
  • 1,387 Sq Ft

  607 Talaflo St, Tallahassee, FL 32308

  This adorable 2-bedroom, 2-bath home is full of vintage charm and modern updates. Step into a cozy living room featuring original picture molding, a classic fireplace, arched hallway entryways, and a nostalgic phone cubby—details that make this home truly special. The kitchen has been tastefully updated with butcher block countertops, open shelving, stainless steel appliances, and stylish

  Stacie Spears Dixon The Naumann Group Real Estate

  607 Talaflo St, Tallahassee, FL 32308
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  /34

  $327,500 Sold Jul 25, 2025

  • 1,836 Sq Ft
  • $178/SF
  • 35 Days On Market

  • Built 1956

  606 N Magnolia Dr, Tallahassee, FL 32308

  This duplex is located on the doorstep of Tallahassee Memorial Hospital. The IDEAL AIRBNB duplex. Both units currently vacant giving the new Buyer multiple possibilities - Live in one side while renting out the other side. AIRBNB or Short Term Rental. Long Term Rent (market rent projected $1400-$1600). Each unit has 2 bedrooms and 1 bathroom with 918 sq ft each. Brick exterior with a 2017 roof 2

  Cole Davis The Naumann Group Real Estate

  606 N Magnolia Dr, Tallahassee, FL 32308
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  /35

  Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,722 Sq Ft

  927 Alachua Ave Unit 5, Tallahassee, FL 32308

  927 Alachua Ave Unit 5, Tallahassee, FL 32308
• 

  

  /17

  $250,000

  • 3 Beds
  • 2 Baths
  • 1,484 Sq Ft

  642 E Georgia St, Tallahassee, FL 32308

  Old Town charmer! Needs improvement work and loving care. Brick exterior and curb appeal. Great in-town location. Walk to schools. Excellent investment opportunity. Den can be 4th bedroomm. Sold "As Is"

  Joseph Serpico Serpico Realty, Inc.

  642 E Georgia St, Tallahassee, FL 32308
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  /38

  $480,000 Sold Jul 25, 2025

  • 1,908 Sq Ft
  • $252/SF
  • 75 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2019

  1003 Cherry Laurel St, Tallahassee, FL 32308

  Stunning like-new construction, 4 bed/3.5 bath right outside of Midtown. Some refer to it as Old Town, but nothing about this house is old! Energy efficient! 4 bedrooms and 3.5 bathrooms. Two full-size master suites, one upstairs, and one downstairs. The downstairs master, which could be an in-law suite, includes its own washer/dryer hook-up while there is a second laundry upstairs. All bathrooms

  Cole Davis The Naumann Group Real Estate

  1003 Cherry Laurel St, Tallahassee, FL 32308
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  /42

  Est $487,668 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 2,348 Sq Ft

  522 Terrace St Unit 522-1,524-2,526A-3,5, Tallahassee, FL 32308

  522 Terrace St Unit 522-1,524-2,526A-3,5, Tallahassee, FL 32308
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  /61

  $479,000

  • 5 Beds
  • 3 Baths
  • 3,691 Sq Ft

  508 Talaflo St, Tallahassee, FL 32308

  3,!This home is full of personality and space! Hardwood floors throughout the upper level, while the lower level offers easy-care tile flooring. Don't be fooled by the exterior—this home is larger than it looks, yet still warm and inviting. 3,691 sq. ft. !!! The main level features a bright living room, sunroom, kitchen, dining area, three bedrooms, and a full bath. Downstairs, you'll find a

  Kayana Gaines Hill Spooner & Elliott Inc

  508 Talaflo St, Tallahassee, FL 32308
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  /41

  $402,500 Sold Jun 11, 2025

  • 1,485 Sq Ft
  • $271/SF
  • 40 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1941

  603 Talaflo St, Tallahassee, FL 32308

  Enjoy the look and authenticity of a vintage house in a well established walkable neighborhood, with all of the updates and extra storage that come with more modern construction // Located in the heart of Olde Town Tallahassee, walkable to schools and all of downtown's festivities and dining // Owner has maintained, upgraded and updated the house with great care over the years, including a 2024

  Christie Perkins Coldwell Banker Hartung

  603 Talaflo St, Tallahassee, FL 32308
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  /16

  Est $330,891 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,836 Sq Ft

  606 N Magnolia Dr Unit 2, Tallahassee, FL 32308

  606 N Magnolia Dr Unit 2, Tallahassee, FL 32308
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  /38

  $550,000

  • 4 Beds
  • 2.5 Baths
  • 2,744 Sq Ft

  916 Hillcrest Ct, Tallahassee, FL 32308

  Welcome home to this exquisite, renovated home located in the heart of Midtown Tallahassee! Walking distance to TMH, schools (across the street from Cobb Middle!), restaurants, and shopping, this home offers all of the convenience desired by the busy, modern day family! Approaching the Hillcrest Court neighborhood, you'll notice a cul de sac of meticulously maintained homes. As you step through

  Clint Bailey Superior Realty Group LLC

  916 Hillcrest Ct, Tallahassee, FL 32308
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  /38

  $348,000 Sold Jun 02, 2025

  • 2,002 Sq Ft
  • $174/SF
  • 98 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1938

  729 E Brevard St, Tallahassee, FL 32308

  Welcome to your dream home in the historic area of Old Town, just minutes from downtown Tallahassee! This charming 1938 residence offers a perfect blend of old-world charm and modern amenities. Situated on a 0.25-acre lot, the property features a large in-ground pool, a sunken area with a brick fire pit, and an additional parking area. Inside, the home boasts 4 spacious bedrooms with plenty of

  Jacob O'Donnell Bulldog Properties, LLC

  729 E Brevard St, Tallahassee, FL 32308
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  /42

  Est $486,533 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,021 Sq Ft

  1001 Cherry Laurel St, Tallahassee, FL 32308

  1001 Cherry Laurel St, Tallahassee, FL 32308
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  /40

  $895,000

  • 4,975 Sq Ft

  727 Miccosukee Rd, Tallahassee, FL 32308

  Generous Reduction - Motivated Seller! Discover the timeless elegance of this classic 1908 residence, boasting a total of approximately 5000 sq. ft. of heated & cooled living area. The captivating Main House plus 2 full apartments. Discover the timeless elegance of this classic 1908 residence, boasting a total of approximately 5000 sq. ft. of heated & cooled living area. The captivating Main

  Peggy Dye Tallahassee Real Estate Sol.

  727 Miccosukee Rd, Tallahassee, FL 32308
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  /33

  $320,000 Sold May 21, 2025

  • 1,792 Sq Ft
  • $179/SF
  • 15 Days On Market

  • Built 1954

  503 & 505 Terrace St Unit N/A, Tallahassee, FL 32308

  Located on a spacious double corner lot in the heart of Old Town, this traditional duplex offers endless potential, ideally located just minutes from downtown, FSU, and TMH and only steps from Midtown. Each unit features 2 bedrooms, 1 bathroom, and approximately 896 sq ft of living space. One side has been fully renovated with new flooring, cabinets, appliances, fixtures, and a beautifully

  H. Trey Hough Armor Realty, Inc

  503 & 505 Terrace St Unit N/A, Tallahassee, FL 32308
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  /36

  Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 2,403 Sq Ft

  1208 Claude Pichard Dr, Tallahassee, FL 32308

  1208 Claude Pichard Dr, Tallahassee, FL 32308
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  /42

  $895,000

  • 8 Beds
  • 4 Baths
  • 4,975 Sq Ft

  727 Miccosukee Rd, Tallahassee, FL 32308

  Motivated Seller! Generous Price Reduction. Discover the timeless elegance of this classic 1908 residence, boasting a total of approximately 5000 sq. ft. of heated & cooled living area. The captivating Main House features expansive spaces for entertaining, five bedrooms, & a library. Complementing the home are two separate guest apartments: a 1-bedroom/1-bath basement apartment & a detached

  Peggy Dye Tallahassee Real Estate Sol.

  727 Miccosukee Rd, Tallahassee, FL 32308
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  /41

  $575,000 Sold May 16, 2025

  • 2,483 Sq Ft
  • $232/SF
  • 30 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1952

  1218 Claude Pichard Dr, Tallahassee, FL 32308

  This delightful 4 bedroom brick home is centrally located in the charming Old Town neighborhood, boasting a lovely exterior with meticulous landscaping and curb appeal. Originally built by Carl Farrell Sr, with an addition completed by New South Construction. The backyard serves as a tranquil retreat, featuring a deck with Trex decking and a spacious brick patio. Inside, the home showcases

  Hettie Spooner Hill Spooner & Elliott Inc

  1218 Claude Pichard Dr, Tallahassee, FL 32308
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  /3

  Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 2,403 Sq Ft

  XXX Claude Pichard Dr, Tallahassee, FL 32308

  XXX Claude Pichard Dr, Tallahassee, FL 32308
• 

  

  /42

  $651,000 Sold May 09, 2025

  • 3,037 Sq Ft
  • $214/SF
  • 43 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 1965

  802 Hillcrest St, Tallahassee, FL 32308

  Midtown Oasis! Renovated 5-bedroom, 3 bathroom home. This house has the character of an older home with the convenience of modern updates. Primary bedroom downstairs that overlooks the pool along with a second bedroom down. Hardwood floors throughout. Spacious bedrooms. Large windows with natural sunlight. Property boasts a fenced-in backyard on a double lot and includes a gated driveway. The

  Sara Noel Proctor The Naumann Group Real Estate

  802 Hillcrest St, Tallahassee, FL 32308
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  /16

  Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 4,832 Sq Ft

  740 E Brevard St Unit A-F, Tallahassee, FL 32308

  740 E Brevard St Unit A-F, Tallahassee, FL 32308
• 

  

  /36

  $256,000 Sold Apr 11, 2025

  • 1,620 Sq Ft
  • $158/SF
  • 17 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1975

  433 Hillcrest St, Tallahassee, FL 32308

  CTG upon inspections. Please continue to show and bring back up offers. Unbeatable location! Very solid downtown townhouse with 2 big bedrooms and 2.5 baths. Adorable front courtyard leads into the spacious living room enhanced by bay window. Easy maintenance tile floors. Roomy kitchen with plenty of storage opens to dining room and French doors out to the cute privacy fenced back patio and

  Cindy Cooper Coldwell Banker Hartung

  433 Hillcrest St, Tallahassee, FL 32308
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  /26

  Est $306,002 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,165 Sq Ft

  611 Gunter St, Tallahassee, FL 32308

  611 Gunter St, Tallahassee, FL 32308
• 

  

  /42

  $885,000 Sold Mar 28, 2025

  • 5,056 Sq Ft
  • $175/SF
  • 36 Days On Market

  • 4 Beds
  • 5.5 Baths
  • Built 1941

  631 Chancey Ln, Tallahassee, FL 32308

  Welcome to this GORGEOUS 1940's plantation home, located 3 minutes from TMH and 5 minute drive to downtown. Recently planted Green Giant Arborvitae trees grow 3 plus ft per year so they will provide the ultimate backyard privacy in one to two years max. You will find exquisite craftsmanship throughout this home that is a testament to the attention to detail and quality that defined this era.

  Jake Dodson Hill Spooner & Elliott Inc

  631 Chancey Ln, Tallahassee, FL 32308
• 

  

  /23

  Est $275,103 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,722 Sq Ft

  927 Alachua Ave, Tallahassee, FL 32308

  927 Alachua Ave, Tallahassee, FL 32308
• 

  

  /42

  $232,000 Sold Mar 28, 2025

  • 1,168 Sq Ft
  • $199/SF
  • 25 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1940

  406 Talaflo St, Tallahassee, FL 32308

  Classic cottage home in midtown, steps to Leon High School and walking distance to downtown and Cascades Park. Wonderful opportunity to enjoy midtown as a homeowner or makes a great investment for short term or long term rental. Needs some updates but has beautiful hardwood floors, Tallahassee charm and historic detail.

  Michelle Manausa Hill Spooner & Elliott Inc

  406 Talaflo St, Tallahassee, FL 32308
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  /42

  Est $472,459 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,596 Sq Ft

  1015 Alachua Ave, Tallahassee, FL 32308

  1015 Alachua Ave, Tallahassee, FL 32308
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  /36

  $375,000 Sold Mar 06, 2025

  • 1,581 Sq Ft
  • $237/SF
  • 5 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1959

  1003 Lucy St, Tallahassee, FL 32308

  Rare architectural style in Tallahassee- this 3/2 Mid-century Modern stunner is a must see! Fabulous midtown location- property faces Cobb Middle School. Vintage details paired with modern upgrades- kitchen was remodeled in 2022 (cabinets, countertops, appliances). Living room features vaulted ceilings, wood burning fireplace with original solid wood built-ins and paneling. Lots of natural light

  Sarah Jinkerson Equity Realty and Management

  1003 Lucy St, Tallahassee, FL 32308
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  /36

  Est $494,412 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,987 Sq Ft

  617 Short St, Tallahassee, FL 32308

  617 Short St, Tallahassee, FL 32308
• 

  

  /40

  $375,000 Sold Jan 06, 2025

  • 1,906 Sq Ft
  • $197/SF
  • 109 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1946

  950 Alachua Ave, Tallahassee, FL 32308

  Nestled in the desirable midtown area, this 1946 home boasts original charm and modern updates. 2012 updates: renovated kitchen, all baths, windows, tankless water heater, plumbing, electrical, HVAC and roof. Original wood floors in main living areas and two bedrooms. Bedroom off living room has a unique curved ceiling, original to this 1946 home. Oversized master suite includes a large closet

  Karen Green Capital City Real Estate Group

  950 Alachua Ave, Tallahassee, FL 32308
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  /38

  Est $314,342 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,530 Sq Ft

  620 Terrace St, Tallahassee, FL 32308

  620 Terrace St, Tallahassee, FL 32308
• 

  

  /42

  $584,000 Sold Dec 23, 2024

  • 3,589 Sq Ft
  • $163/SF
  • 78 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1946

  519 Short St, Tallahassee, FL 32308

  Amazing location in Old Town near shopping, schools, TMH, and restaurants! Two houses in one with a fully finished downstairs apartment with kitchen, bathroom, and bedroom! The apartment has it's own entrance too. This additional space is perfect for savvy investors wanting to add rental income (short or long-term), or it would serve as a great mother-in-law suite or office suite for those who

  Mandy O'Callaghan Clover Key Realty

  519 Short St, Tallahassee, FL 32308
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  /36

  Est $486,997 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,403 Sq Ft

  651 Chancey Ln, Tallahassee, FL 32308

  651 Chancey Ln, Tallahassee, FL 32308
• 

  

  /29

  $240,000 Sold Dec 04, 2024

  • 1,692 Sq Ft
  • $142/SF
  • 105 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1981

  1152 Alachua Ave, Tallahassee, FL 32308

  Enjoy convenient midtown living or explore investment opportunities for this stylish contemporary in the heart of Tallahassee. New roof circa 2022, updated kitchen with newer appliances, spacious open floor plan, tasteful modern upgrades with a decorator's touch. There are two large upstairs bedrooms. Tons of storage and multiple walk in closets. Outside is assigned parking and private fully

  Jesse Jones 850 Realty, LLC

  1152 Alachua Ave, Tallahassee, FL 32308
• 

  

  /36

  Est $613,328 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,759 Sq Ft

  408 Hillcrest St, Tallahassee, FL 32308

  408 Hillcrest St, Tallahassee, FL 32308
• 

  

  /41

  $349,500 Sold Sep 06, 2024

  • 1,337 Sq Ft
  • $261/SF
  • 75 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1939

  520 Talaflo St, Tallahassee, FL 32308

  This adorable and updated 2/2 bungalow with cozy sunroom or office, features beautiful hardwood floors throughout plus 9 ft ceilings, tons of natural light through the numerous windows with wood shutters and a clear 4 point inspection has been completed for insurance. Great floorplan with nice size rooms. Beautifully updated spa-like bathroom off the roomy primary bedroom features a huge double

  Penny Herman Penny Herman Realty

  520 Talaflo St, Tallahassee, FL 32308
• 

  

  /23

  Est $289,865 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,251 Sq Ft

  418 Terrace St, Tallahassee, FL 32308

  418 Terrace St, Tallahassee, FL 32308
• 

  /2

  $250,000 Sold Jul 18, 2025

  • 1,355 Sq Ft
  • $185/SF
  • 0 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1937

  514 Gunter St, Tallahassee, FL 32308

  For comps purposes only

  Joseph Serpico Serpico Realty, Inc.

  514 Gunter St, Tallahassee, FL 32308

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