Vintage homes for sale & real estate in 40591, KY

73 homes

Sort:

Recommended

NEW 7 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in 40591, KY:
Welcome to downtown Lexington living! This charming, single-story ranch offers 2 bedrooms, 1 full bathroom, and approximately 986 square feet of living space. Originally built in 1900 and situated on a crawl space, this home combines historic character with numerous recent updates and improvements. The current owner has invested in several upgrades, including a new roof installed in May 2026 featuring 30-year dimensional shingles, new drip edge, and ridge protection. Additional exterior improvements completed in 2026 include new gutters, downspouts, and gutter guards, a new backyard privacy fence with gate, replacement deck boards, and a new exterior water spigot. Inside, recent improvement

$140,000

2 beds1 bath986 sq ft

608 Elm Tree Ln, Lexington, KY 40508

New gutters • New roof • 6,551 sq ft lot

NEW 24 HRS AGO

$129,000

2 beds1 bath912 sq ft

500 Robertson St, Lexington, KY 40508

3,498 sq ft lot • Built 1948

ABOUT THIS HOME
Vintage Home for sale in 40591, KY:
Bell Court BEAUTY just minutes from thriving downtown Lexington tucked away in one of the city's most iconic historic neighborhoods. This post-Victorian era home is filled with the charm and original architectural details of the early 1900s, thoughtfully paired with modern updates that make the home as livable as it is beautiful. Leaded glass windows, wide moldings, tall ceilings, gorgeous original hardwood floors, pocket doors and unique fireplaces are just a few of the historic details preserved and still in place. Spacious light filled living, dining and family rooms and a timeless front parlor. The updated chef's kitchen is complete with a cozy corner window seat--the perfect spot to wa

$900,000

4 beds2.5 baths3,559 sq ft

230 E Bell Ct, Lexington, KY 40508

Pocket doors • Unique fireplaces • Leaded glass windows

NEW 32 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in 40591, KY:
Affordable, adorable, and completely renovated! Welcome to 207 1/2 York Street, where all the hard work has been done for you! This cozy 3-bedroom, 1-bath home with a cute yard has been completely renovated with new insulation and a fresh new kitchen, HVAC and roof are both 4 years old. Enjoy the first-floor bedroom, a covered back patio, and a fenced backyard. Conveniently located near downtown Lexington, Greyline Station, West Sixth Brewing, and local parks. Move-in ready and priced under $160,000—what a find!

$159,900

3 beds1 bath628 sq ft

207 1/2 York St, Lexington, KY 40508

Fresh new kitchen • Hvac four years old • Covered back patio

OPEN SUN, 1PM TO 3PM

ABOUT THIS HOME
Vintage Home for sale in 40591, KY:
Craftsman beauty in the heart of Ashland Park—and an exceptional opportunity to make this special property your own. Lovingly maintained by the same owners for almost 30 years, this home retains many of the timeless architectural details that make a Craftsman so special; broad eaves, original hardwood floors, tall ceilings, built-in shelving and a dreamy full-length front porch. The natural light throughout is phenomenal. The renovated kitchen was carefully designed for a chef, with a gas range, lots of counter space and plenty of custom cabinetry. Spacious first-floor living includes a large living room with cozy fireplace, dining room AND a sunny family room with built-ins and a wal

$675,000

3 beds2 baths2,117 sq ft

1108 Fincastle Rd, Lexington, KY 40502

Tall ceilings • Renovated kitchen • Built-in shelving

Property at 436 Lindberg Dr, Lexington, KY 40508, 3 beds, 1 bath

$145,999

3 beds1 bath1,226 sq ft

436 Lindberg Dr, Lexington, KY 40508

Property at 452 Lindberg Dr, Lexington, KY 40508, 2 beds, 1 bath

$89,900

2 beds1 bath828 sq ft

452 Lindberg Dr, Lexington, KY 40508

Property at 443 Davidson Ct, Lexington, KY 40508, 3 beds, 2 baths

$375,000

3 beds2 baths1,834 sq ft

443 Davidson Ct, Lexington, KY 40508

Property at 703 Bullock Pl, Lexington, KY 40508, 3 beds, 2.5 baths

$695,000

3 beds2.5 baths2,025 sq ft

703 Bullock Pl, Lexington, KY 40508

Property at 362 Preston Ave, Lexington, KY 40502, 4 beds, 2.5 baths

$599,000

4 beds2.5 baths2,005 sq ft

362 Preston Ave, Lexington, KY 40502

Property at 131 N Hanover Ave, Lexington, KY 40502, 4 beds, 1.5 baths

$230,000

4 beds1.5 baths1,376 sq ft

131 N Hanover Ave, Lexington, KY 40502

Property at 356 Corral St, Lexington, KY 40508, 3 beds, 2 baths

$289,000

3 beds2 baths1,462 sq ft

356 Corral St, Lexington, KY 40508

Property at 714 Florida St, Lexington, KY 40508, 3 beds, 2 baths

$222,000

3 beds2 baths1,128 sq ft

714 Florida St, Lexington, KY 40508

Property at 186 Eddie St, Lexington, KY 40508, 3 beds, 1 bath

$125,000

3 beds1 bath825 sq ft

186 Eddie St, Lexington, KY 40508

Property at 335 Queensway Dr, Lexington, KY 40502, 3 beds, 2 baths

$649,000

3 beds2 baths2,119 sq ft

335 Queensway Dr, Lexington, KY 40502

Property at 612 N Upper St, Lexington, KY 40508, 3 beds, 1 bath

$167,900

3 beds1 bath1,064 sq ft

612 N Upper St, Lexington, KY 40508

Property at 120 Rand Ave, Lexington, KY 40508, 3 beds, 2.5 baths

$350,000

3 beds2.5 baths1,549 sq ft

120 Rand Ave, Lexington, KY 40508

Property at 428 Henry Clay Blvd, Lexington, KY 40502, 3 beds, 2.5 baths

$559,995

3 beds2.5 baths2,339 sq ft

428 Henry Clay Blvd, Lexington, KY 40502

Property at 128 E Third St, Lexington, KY 40508, 3 beds, 2.5 baths

$970,000

3 beds2.5 baths3,205 sq ft

128 E Third St, Lexington, KY 40508

Property at 1127 Richmond Road 324 Chinoe Road #1, Lexington, KY 40502, 2 beds, 1 bath

$237,500

2 beds1 bath1,000 sq ft

1127 Richmond Road 324 Chinoe Road #1, Lexington, KY 40502

Property at 271 E Fourth St, Lexington, KY 40508, 2 beds, 1 bath

$169,000

2 beds1 bath956 sq ft

271 E Fourth St, Lexington, KY 40508

Torrey Smith Realty Co., LLC

Property at 356 Madison Pl, Lexington, KY 40508, 4 beds, 2 baths

$600,000

4 beds2 baths2,796 sq ft

356 Madison Pl, Lexington, KY 40508

Property at 109 Fairlawn Ave, Lexington, KY 40505, 3 beds, 2.5 baths

$305,000

3 beds2.5 baths2,075 sq ft

109 Fairlawn Ave, Lexington, KY 40505

Property at 238 E Fourth St, Lexington, KY 40508, 3 beds, 2 baths

$285,000

3 beds2 baths1,663 sq ft

238 E Fourth St, Lexington, KY 40508

Property at 378 Preston Ave, Lexington, KY 40502, 3 beds, 1 bath

$299,000

3 beds1 bath1,450 sq ft

378 Preston Ave, Lexington, KY 40502

Property at 305 E Fourth St, Lexington, KY 40508, 3 beds, 2 baths

$255,000

3 beds2 baths1,582 sq ft

305 E Fourth St, Lexington, KY 40508

Property at 109 N Ashland Ave, Lexington, KY 40502, 3 beds, 2.5 baths

$559,900

3 beds2.5 baths1,915 sq ft

109 N Ashland Ave, Lexington, KY 40502

Property at 223 E Loudon Ave, Lexington, KY 40505, 4 beds, 2 baths

$344,900

4 beds2 baths1,850 sq ft

223 E Loudon Ave, Lexington, KY 40505

Property at 1204 N Broadway, Lexington, KY 40505, 3 beds, 2 baths

$309,000

3 beds2 baths1,592 sq ft

1204 N Broadway, Lexington, KY 40505

First Saturday Real Estate

Property at 507 E 7th St, Lexington, KY 40505, 2 beds, 2 baths

$110,000

2 beds2 baths696 sq ft

507 E 7th St, Lexington, KY 40505

Property at 1501 Richmond Rd, Lexington, KY 40502, 4 beds, 4.5 baths

$2,225,000

4 beds4.5 baths5,061 sq ft

1501 Richmond Rd, Lexington, KY 40502

Property at 729 Hambrick Ave, Lexington, KY 40508, 4 beds, 3 baths

$499,000

4 beds3 baths2,272 sq ft

729 Hambrick Ave, Lexington, KY 40508

Property at 262 S Ashland Ave, Lexington, KY 40502, 4 beds, 3 baths

$1,499,000

4 beds3 baths3,792 sq ft

262 S Ashland Ave, Lexington, KY 40502

Property at 103 Thompson Rd, Lexington, KY 40508, 3 beds, 1 bath

$99,900

3 beds1 bath1,147 sq ft

103 Thompson Rd, Lexington, KY 40508

Property at 270 Sherman Ave, Lexington, KY 40502, 6 beds, 2 baths

$445,000

6 beds2 baths2,160 sq ft

270 Sherman Ave, Lexington, KY 40502

Property at 377 Preston Ave, Lexington, KY 40502, 2 beds, 1.5 baths

$359,000

2 beds1.5 baths893 sq ft

377 Preston Ave, Lexington, KY 40502

Property at 430 E Fourth Street 430, Lexington, KY 40508, 2 beds, 2 baths

$279,900

2 beds2 baths1,078 sq ft

430 E Fourth Street 430, Lexington, KY 40508

Property at 310 Hanover Ct, Lexington, KY 40502, 3 beds, 2 baths

$325,000

3 beds2 baths1,901 sq ft

310 Hanover Ct, Lexington, KY 40502

Property at 1127 Richmond Rd #4, Lexington, KY 40502, 2 beds, 1 bath

$250,000

2 beds1 bath1,000 sq ft

1127 Richmond Rd #4, Lexington, KY 40502

Property at 457 Breckenridge St, Lexington, KY 40508, 3 beds, 1 bath

$169,900

3 beds1 bath780 sq ft

457 Breckenridge St, Lexington, KY 40508

Property at 171 Arceme Ave, Lexington, KY 40505, 2 beds, 1 bath

$155,000

2 beds1 bath1,048 sq ft

171 Arceme Ave, Lexington, KY 40505

Viewing page 1 of 2

Vintage Homes for Sale in 40591

There are currently 73 vintage homes for sale in 40591. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. This map is refreshed with the newest listings in 40591 every 15 minutes.

Find your dream home in 40591 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 40591 are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in 40591. If you're looking to sell your home in the 40591 area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in 40591 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 40591, KY

Nearby Zip Codes

Cities

Nearby Zip Codes with Vintage Homes

Nearby Cities with Vintage Homes

More to explore in 40591, KY

How to buy a house in 40591, KY

How much house can I afford?

How to buy a house in 10 steps

First-time homebuyer's guide

See more home buying guides

Buy the right home at the right price near 40591 with a local Redfin real estate agent.

Popular Markets in Kentucky

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.