Old Town Homes

/61
$499,000
- 5 Beds
- 3 Baths
- 3,691 Sq Ft
508 Talaflo St, Tallahassee, FL 32308

Perfect multi family opportunity!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. The main level features a bright living room, sunroom, kitchen, dining area, three bedrooms, and a full bath. Downstairs,

Kayana Gaines Hill Spooner & Elliott Inc

508 Talaflo St, Tallahassee, FL 32308
/6
$1,950 per month
- 3 Beds
- 1 Bath
- 1,050 Sq Ft
- House for Rent
615 Gunter St, Tallahassee, FL 32308

Midtown Bungalow for Rent in TallahasseeAvailable July 7 | $1,950/mo | $500 deposit | 6 or 12-month leaseThis charming 3-bedroom, 1-bathroom Midtown bungalow blends vintage charm with modern updates. Located on a quiet street in the heart of Tallahassee, just minutes from FSU, FAMU, and Tallahassee Memorial Hospital, it's perfect for local professionals seeking a quaint,

615 Gunter St, Tallahassee, FL 32308
/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

/38
Est $507,376 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,819 Sq Ft
611 Short St, Tallahassee, FL 32308

611 Short St, Tallahassee, FL 32308

/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
/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

/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

/29
$1,700,000
- 6,565 Sq Ft
1217 Miccosukee Rd, Tallahassee, FL 32308

Welcome to 1217 and 1225 Miccosukee Road, a fully renovated 6 unit, 12 bed/12 bath multi-family development in the heart of Tallahassee. ALL LONG TERM UNITS ARE OCCUPIED. Each unit consists of 2 beds and 2 baths; large rooms with walk-in closets, a full size laundry room and private terrace. All 6 units are complete with LVP flooring, granite countertops, soft-close cabinets, new appliances,

Aaron Thompson Engel & Völkers Tallahassee

1217 Miccosukee Rd, Tallahassee, FL 32308
/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

/16
Est $368,352 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

/22
$369,900
- 2 Beds
- 2 Baths
- 1,218 Sq Ft
410 Talaflo St, Tallahassee, FL 32308

FourTen Talaflo Street - A Chic Bungalow that's truly Midtown Magic. Step into a slice of Midtown Tallahassee charm, where every inch of this completely renovated bungalow exudes character and sophistication. From the moment you arrive, the historic brick front porch sets the tone, a perfect blend of timeless allure and modern flair. Inside, the original hardwood floors have been lovingly

Bruce Foster Keller Williams Town & Country

410 Talaflo St, Tallahassee, FL 32308
/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

/42
Est $485,488 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

/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
/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

/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

/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
/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

/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

/38
$480,000 Pending
- 4 Beds
- 3.5 Baths
- 1,908 Sq Ft
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
/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

/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

/34
$340,000 Under Contract
- 1,836 Sq Ft
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
/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

/17
Est $349,264 Not Listed For Sale
- 4 Beds
- 2 Baths
- 1,836 Sq Ft
1142 Alachua Ave, Tallahassee, FL 32308

1142 Alachua Ave, Tallahassee, FL 32308

/35
$249,000 Under Contract
- 2 Beds
- 2.5 Baths
- 1,290 Sq Ft
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
/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

/36
Est $777,077 Not Listed For Sale
- 4 Beds
- 3 Baths
- 3,208 Sq Ft
787 Miccosukee Rd, Tallahassee, FL 32308

787 Miccosukee Rd, 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

/36
Est $847,626 Not Listed For Sale
- 4 Beds
- 3 Baths
- 4,708 Sq Ft
909 Hillcrest Ct, Tallahassee, FL 32308

909 Hillcrest Ct, 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

/23
Est $275,104 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

/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

/42
Est $463,140 Not Listed For Sale
- 4 Beds
- 2 Baths
- 2,596 Sq Ft
1015 Alachua Ave, Tallahassee, FL 32308

1015 Alachua Ave, 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

/36
Est $528,014 Not Listed For Sale
- 4 Beds
- 2 Baths
- 2,987 Sq Ft
617 Short St, Tallahassee, FL 32308

617 Short St, Tallahassee, FL 32308

/26
$312,000 Sold Aug 22, 2024
- 1,165 Sq Ft
- $268/SF
- 16 Days On Market
- 3 Beds
- 1 Bath
- Built 1946
611 Gunter St, Tallahassee, FL 32308

This gorgeous 1940’s brick home has been beautifully updated throughout while still maintaining that 1940s downtown charm! Original hardwood floors have been refinished, newer fixtures, stainless appliances & tons of natural light in every room. Adorable patio space off kitchen is perfect place for morning coffee or a glass of wine at the end of the day! Don’t miss the additional 432sqft Attic

Corinne Johnston Keller Williams Town & Country

611 Gunter St, Tallahassee, FL 32308

/38
Est $311,690 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
$485,000 Sold Aug 07, 2024
- 2,348 Sq Ft
- $207/SF
- 18 Days On Market
- 4 Beds
- 4 Baths
- Built 1937
522 Terrace St Unit 522-1,524-2,526A-3,5, Tallahassee, FL 32308

PROPERTY IS TENANT OCCUPIED.MUST HAVE APPOINTMENT TO SEE. LOCATION, LOCATION, LOCATION. This is TWO duplexes. Great investment oppurtunity. Less than 2 miles from FSU. Close to state offices, restaurants and more. All units are 1BDR/1BTH. Seller has owned units since 1985 and has never had an issue renting them. Unit 526/A rent is for the unit and 2 storage units located behind 522/524 as seen in

Amanda Drake Drake Real Estate Inc.

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

/36
Est $482,951 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

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