Vintage homes for sale & real estate in Leon County, FL

131 homes

Sort:

Recommended

ABOUT THIS HOME
Vintage Home for sale in Leon County, FL:
Perfect for a first-time homebuyer searching for a low-maintenance starter home, a savvy investor seeking an established short-term rental, or anyone in need of convenient student housing near campus. Currently operating as an Airbnb, the home offers a thoughtful floor plan with two bedrooms plus a flexible third room that easily functions as an additional bedroom, dedicated home office, or extra guest space. Hardwood floors throughout the main living areas and bedrooms A durable metal roof offers long-term durability and protection, while both the central AC and the water heater were fully replaced in 2020. Fully furnished and includes a Washer and dryer in the sale, this move-in-ready

$147,000

3 beds1 bath906 sq ft

1636 Pepper Dr, Tallahassee, FL 32304

Durable metal roof • Central ac • Flexible third room

ABOUT THIS HOME
Vintage Home for sale in Leon County, FL:
Fully renovated 1950s home rebuilt from the studs up in a prime location within walking distance to Florida State University. Features include quartz countertops, brand-new kitchen appliances, tile bathroom, lighted bedroom closets, new HVAC and hot water heater, plus a covered front porch and new covered back deck. Partially fenced yard and convenient access to campus, dining, and shopping—ideal for student housing, rental income, or owner-occupants seeking a turn-key property near FSU.

$179,000

3 beds1 bath858 sq ft

1032 N Woodward Ave, Tallahassee, FL 32304

Fully renovated • Quartz countertops • New hvac

ABOUT THIS HOME
Vintage Home for sale in Leon County, FL:
* * * One or more pictures has been virtually enhanced * * * Step into a living canvas where the boundaries between modern architectural brilliance and untamed Florida wilderness dissolve into pure sophistication. Positioned on the cypress rimmed shores of the historic Lake Bradford, this estate is not merely a residence but a sensory experience defined by majestic live oaks and panoramic water vistas. The journey begins as you enter a realm of volume and light where soaring ceilings and a distinctly open concept design create an atmosphere of airy grandeur reminiscent of a contemporary art gallery. At the heart of the home lies a gourmet chef’s kitchen that functions as a culina

$1,199,999

6 beds4.5 baths5,072 sq ft

3726 Lakeview Dr, Tallahassee, FL 32310

Private beach • Massive dock • Screened in pool

ABOUT THIS HOME
Vintage Home for sale in Leon County, FL:
Great neighborhood, near the University. Garage, fenced yard, corner lot, no HOA fees. 3 bedroom 2 full bath, laminate wood floors, large entertainment room with a bar. New complete Air Conditioning system. Large gazebo in the back yard. Voted the best neighborhood in Tallahassee.

$249,900

3 beds2 baths1,701 sq ft

619 Howard Ave, Tallahassee, FL 32310

Fenced yard • Large gazebo • Corner lot

ABOUT THIS HOME
Vintage Home for sale in Leon County, FL:
BELOW APPRAISAL VALUE! Seller financing available!! Located at the end of a quiet cul-de-sac in the heart of downtown, this 3 bed, 2 bath home offers privacy with a spacious backyard, all just minutes from restaurants, shopping, and the hospital. Enjoy an open layout, great outdoor space, and central location. Indoor washer/dryer hookup. 2023 Water heater and AC. No HOA.

$239,900

3 beds2 baths1,370 sq ft

432 Margaret Ct, Tallahassee, FL 32301

2023 water heater • Spacious backyard • Quiet cul-de-sac

Property at 2121 Mahan Dr, Tallahassee, FL, 3 beds, 2 baths

$240,000

3 beds2 baths1,541 sq ft

2121 Mahan Dr, Tallahassee, FL

Property at 231 E 5th Ave, Tallahassee, FL 32303, 5 beds, 3 baths

$499,900

5 beds3 baths2,748 sq ft

231 E 5th Ave, Tallahassee, FL 32303

Property at 1405 Shuffield Dr, Tallahassee, FL 32308, 5 beds, 3.5 baths

$520,000

5 beds3.5 baths3,575 sq ft

1405 Shuffield Dr, Tallahassee, FL 32308

Property at 1485 Spruce Ave, Tallahassee, FL 32303, 3 beds, 2 baths

$410,000

3 beds2 baths1,773 sq ft

1485 Spruce Ave, Tallahassee, FL 32303

Property at 2153 Longview Dr, Tallahassee, FL 32303, 3 beds, 2 baths

$257,000

3 beds2 baths1,612 sq ft

2153 Longview Dr, Tallahassee, FL 32303

Property at 1505 Myrick Rd, Tallahassee, FL 32303, 3 beds, 1 bath

$189,999

3 beds1 bath1,220 sq ft

1505 Myrick Rd, Tallahassee, FL 32303

Property at 1816 Atkamire Dr, Tallahassee, FL 32304, 4 beds, 2 baths

$230,000

4 beds2 baths1,384 sq ft

1816 Atkamire Dr, Tallahassee, FL 32304

Property at 1553 Yancey St, Tallahassee, FL 32303, 3 beds, 1 bath

$214,900

3 beds1 bath943 sq ft

1553 Yancey St, Tallahassee, FL 32303

Property at 1996 Lakepoint Ln, Tallahassee, FL 32310, 3 beds, 2 baths

$324,000

3 beds2 baths1,568 sq ft

1996 Lakepoint Ln, Tallahassee, FL 32310

Property at 302 Birch Ln, Tallahassee, FL 32301, 4 beds, 3 baths

$299,000

4 beds3 baths1,679 sq ft

302 Birch Ln, Tallahassee, FL 32301

Property at 1206 Abraham St, Tallahassee, FL 32304, 4 beds, 2 baths

$165,000

4 beds2 baths1,700 sq ft

1206 Abraham St, Tallahassee, FL 32304

Property at 8043 Baby Farm Dr, Tallahassee, FL 32310, 3 beds, 1 bath

$220,000

3 beds1 bath1,795 sq ft

8043 Baby Farm Dr, Tallahassee, FL 32310

Property at 1021 E 7th Ave, Tallahassee, FL 32303, 4 beds, 2 baths

$394,900

4 beds2 baths1,747 sq ft

1021 E 7th Ave, Tallahassee, FL 32303

Property at 500 Lynndale St, Tallahassee, FL 32301, 3 beds, 1 bath

$161,889

3 beds1 bath850 sq ft

500 Lynndale St, Tallahassee, FL 32301

Property at 2330 Clara St, Tallahassee, FL, 3 beds, 1 bath

$200,000

3 beds1 bath1,116 sq ft

2330 Clara St, Tallahassee, FL

Property at 726 Arkansas St, Tallahassee, FL 32304, 3 beds, 2 baths

$155,000

3 beds2 baths956 sq ft

726 Arkansas St, Tallahassee, FL 32304

Property at 1919 Fannie Dr, Tallahassee, FL 32303, 3 beds, 2 baths

$244,900

3 beds2 baths1,300 sq ft

1919 Fannie Dr, Tallahassee, FL 32303

Property at 2012 Lee Ave, Tallahassee, FL 32308, 5 beds, 3.5 baths

$724,900

5 beds3.5 baths3,841 sq ft

2012 Lee Ave, Tallahassee, FL 32308

Property at 402 E Palmer Ave, Tallahassee, FL 32301, 4 beds, 2 baths

$360,000

4 beds2 baths1,694 sq ft

402 E Palmer Ave, Tallahassee, FL 32301

Property at 2835 Boatner St, Tallahassee, FL 32310, 3 beds, 1 bath

$185,000

3 beds1 bath1,216 sq ft

2835 Boatner St, Tallahassee, FL 32310

Property at 2119 Old Fort Dr, Tallahassee, FL 32301, 3 beds, 2 baths

$369,000

3 beds2 baths1,818 sq ft

2119 Old Fort Dr, Tallahassee, FL 32301

Property at 1649 Mayhew St, Tallahassee, FL 32304, 3 beds, 2 baths

$210,000

3 beds2 baths1,077 sq ft

1649 Mayhew St, Tallahassee, FL 32304

Property at 336 S Franklin Blvd #336, Tallahassee, FL 32301, 1 bed, 1 bath

$169,000

1 bed1 bath601 sq ft

336 S Franklin Blvd #336, Tallahassee, FL 32301

Property at 209 Edwards St, Tallahassee, FL 32304, 5 beds, 3 baths

$415,000

5 beds3 baths1,511 sq ft

209 Edwards St, Tallahassee, FL 32304

Property at 1730 W Tharpe St, Tallahassee, FL 32303, 4 beds, 2 baths

$279,900

4 beds2 baths1,748 sq ft

1730 W Tharpe St, Tallahassee, FL 32303

Property at 732 Preston St, Tallahassee, FL 32304, 4 beds, 2 baths

$224,500

4 beds2 baths1,340 sq ft

732 Preston St, Tallahassee, FL 32304

Property at 24390 Lanier St, Tallahassee, FL 32310, 3 beds, 2 baths

$615,000

3 beds2 baths1,800 sq ft

24390 Lanier St, Tallahassee, FL 32310

Property at 2108 Gibbs Dr, Tallahassee, FL 32303, 3 beds, 2 baths

$249,900

3 beds2 baths1,125 sq ft

2108 Gibbs Dr, Tallahassee, FL 32303

Property at 500 Laura Lee Ave, Tallahassee, FL 32301, 3 beds, 1.5 baths

$149,900

3 beds1.5 baths1,215 sq ft

500 Laura Lee Ave, Tallahassee, FL 32301

Property at 3418 Orlando Dr, Tallahassee, FL 32311, 3 beds, 2 baths

$249,000

3 beds2 baths1,448 sq ft

3418 Orlando Dr, Tallahassee, FL 32311

Property at 1923 Sharon Rd, Tallahassee, FL 32303, 3 beds, 2 baths

$329,000

3 beds2 baths2,310 sq ft

1923 Sharon Rd, Tallahassee, FL 32303

Property at 2409 Surrey St, Tallahassee, FL 32304, 4 beds, 2 baths

$190,000

4 beds2 baths1,220 sq ft

2409 Surrey St, Tallahassee, FL 32304

Property at 1235 Mccaskill Ave, Tallahassee, FL 32310, 3 beds, 1 bath

$99,000

3 beds1 bath1,008 sq ft

1235 Mccaskill Ave, Tallahassee, FL 32310

Property at 711 Apachee St, Tallahassee, FL 32301, 3 beds, 1.5 baths

$139,000

3 beds1.5 baths1,290 sq ft

711 Apachee St, Tallahassee, FL 32301

Property at 1202 E Park Ave, Tallahassee, FL 32301, 9 beds, 3 baths

$1,100,000

9 beds3 baths3,067 sq ft

1202 E Park Ave, Tallahassee, FL 32301

Property at 1247 Mccaskill Ave, Tallahassee, FL 32310, 2 beds, 1 bath

$99,000

2 beds1 bath768 sq ft

1247 Mccaskill Ave, Tallahassee, FL 32310

Viewing page 3 of 4

Based on information submitted to the MLS GRID as of Fri Oct 02 2026. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Vintage Homes for Sale in Leon County

There are currently 131 vintage homes for sale in Leon County at a median listing price of $329K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Leon County stay on the market for 70 days. This map is refreshed with the newest listings in Leon County every 15 minutes.

In the past month, 271 homes have been sold in Leon County. In addition to houses in Leon County, there were also 150 condos, 311 townhouses, and 48 multi-family units for sale in Leon County last month. Find your dream home in Leon County using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Leon County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Leon County. If you're looking to sell your home in the Leon County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Leon County with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

More real estate resources for Leon County, FL

More to explore in Leon County, FL

How to buy a house in Leon County, FL

How much house can I afford?

How to buy a house in 10 steps

First-time homebuyer's guide

See more home buying guides

Popular Markets in Florida

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.

Vintage homes for sale & real estate in Leon County, FL

Vintage Homes for Sale in Leon County

More real estate resources for Leon County, FL

Cities

Nearby Counties

Nearby Counties with Vintage Homes

Nearby Cities with Vintage Homes

More to explore in Leon County, FL

How to buy a house in Leon County, FL

Popular Markets in Florida