Vintage homes for sale & real estate in 40502, KY

32 homes

Sort:

Recommended

ABOUT THIS HOME
Vintage Home for sale in 40502, KY:
Welcome to 232 St. Ann Drive, a charming home tucked away on a cul-de-sac in Lexington's desirable Idle Hour neighborhood. The main level features a welcoming living room and kitchen along with three bedrooms and a full bath, with hardwood floors adding warmth and character throughout. Downstairs, the walkout basement expands your options with a spacious family room, second full bath, and bonus room perfect for a home office, guest space, or additional bedroom. Enjoy the outdoors from the new front porch or two-level deck overlooking a backyard that backs to the neighborhood park. All of this in a convenient 40502 location near Richmond Road and New Circle Road, with easy access to downtown

$300,000

3 beds2 baths2,299 sq ft

Walkout basement • New front porch • Bonus room

232 St Ann Dr, Lexington, KY 40502

NEW 16 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in 40502, KY:
Located in sought-after Kenwick/Ashland Park, this charming 2 bedroom 1 bath top-floor condo in the 1928 Henry Clay Condominium is within walking or biking distance of Downtown Lexington, UK/Rupp Arena, City Center, groceries, restaurants, and the historic Henry Clay Estate. Enjoy 9-foot ceilings, crown molding, 8-inch baseboards, original hardwood floors, crystal knobs, ceiling fans, spacious rooms, and generous closets. Call today before it's gone!

$295,000

2 beds1 bath1,000 sq ft

Generous closets • Spacious rooms • Top-floor condo

1127 Richmond Rd #4, Lexington, KY 40502

ABOUT THIS HOME
Vintage Home for sale in 40502, KY:
Fantastic opportunity to renovate and make this charmer your own-right in the heart of Chevy Chase! Ranch 2 bedroom and one bath with extensive plants and foliage. Home is being sold "as is" . Great walkable location to UK, downtown and multiple restaurants.

$450,000

2 beds1 bath1,184 sq ft

7,749 sq ft lot • Garage • Built 1949

166 Romany Rd, Lexington, KY 40502

OPEN SEP 17, 2PM TO 4PM

ABOUT THIS HOME
Vintage Home for sale in 40502, KY:
ABSOLUTE AUCTION — SELLS TO THE HIGHEST BIDDER REGARDLESS OF PRICE! Offered at Live On-Site Absolute Auction with Simulcast Internet Bidding. Auction is on Thursday, September 24, 2026 at 6:30 PM (EST). Buyers premium will be added to the final bid price and non-refundable earnest money required. Property sells AS-IS, WHERE-IS with no contingencies and 45 day close from date of auction. Welcome home to this charming 3-bedroom home situated on a generous 0.58-acre lot. Offering a functional layout and incredible potential, this property is packed with standout features inside and out. The main level features a bright living room, fireplace, an eat-in kitchen complete with a separate pa

$550,000

3 beds2 baths2,773 sq ft

Generous lot • Attached garage • Bright living room

3025 Breckenwood Dr, Lexington, KY 40502

ABOUT THIS HOME
Vintage Home for sale in 40502, KY:
Just in time for the next Kenwick Porch fest! This beautiful, historically charming home on N. Ashland Ave is ready for it's next owner. Carefully maintained by the same family for many years, this is a blank canvas for those who love a wrap-around porch, newly refinished hardwood floors, beautiful wood doors and, the possibility of refreshing or remodeling a home in one of Lexington's most popular areas. Close to downtown Lexington, National Ave, Ashland-Henry Clay's home, parks, schools and some of the city's favorite local shops and restaurants, 145 N. Ashland Ave fits the bill for those looking for charm and location. Currently divided into mult-units, this home could be kept as a rent

$380,000

3 beds2 baths2,091 sq ft

Original wood trim • Wrap-around porch • Historic dream home

145 N Ashland Ave, Lexington, KY 40502

Property at 409 Dudley Rd, Lexington, KY 40502, 4 beds, 3 baths

$1,100,000

4 beds3 baths3,020 sq ft

409 Dudley Rd, Lexington, KY 40502

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

$595,000

3 beds2.5 baths1,915 sq ft

109 N Ashland Ave, Lexington, KY 40502

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

$2,295,000

4 beds4.5 baths5,061 sq ft

1501 Richmond Rd, Lexington, KY 40502

Property at 1376 Fontaine Rd, Lexington, KY 40502, 4 beds, 2.5 baths

$839,900

4 beds2.5 baths2,336 sq ft

1376 Fontaine Rd, Lexington, KY 40502

Property at 805 Hildeen Dr, Lexington, KY 40502, 3 beds, 3 baths

$675,000

3 beds3 baths2,569 sq ft

805 Hildeen Dr, Lexington, KY 40502

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

$1,575,000

4 beds3 baths3,792 sq ft

262 S Ashland Ave, Lexington, KY 40502

Property at 304-306 Ridgeway Rd, Lexington, KY 40502, 3 beds, 3 baths

$715,000

3 beds3 baths2,244 sq ft

304-306 Ridgeway Rd, Lexington, KY 40502

Property at 1231 Eldemere Rd, Lexington, KY 40502, 4 beds, 6.5 baths

$3,100,000

4 beds6.5 baths7,334 sq ft

1231 Eldemere Rd, Lexington, KY 40502

Property at 814 Melrose Ave, Lexington, KY 40502, 3 beds, 2 baths

$589,000

3 beds2 baths1,715 sq ft

814 Melrose Ave, Lexington, KY 40502

Property at 124 Old Lafayette Ave, Lexington, KY 40502, 4 beds, 3 baths

$715,000

4 beds3 baths2,134 sq ft

124 Old Lafayette Ave, Lexington, KY 40502

Property at 1515 Fontaine Rd, Lexington, KY 40502, 4 beds, 4 baths

$792,000

4 beds4 baths3,654 sq ft

1515 Fontaine Rd, Lexington, KY 40502

Property at 345 Colony Blvd, Lexington, KY 40502, 4 beds, 2 baths

$431,900

4 beds2 baths1,579 sq ft

345 Colony Blvd, Lexington, KY 40502

Property at 204 S Hanover Ave, Lexington, KY 40502, 3 beds, 3.5 baths

$722,450

3 beds3.5 baths3,491 sq ft

204 S Hanover Ave, Lexington, KY 40502

Property at 347 Oldham Ave, Lexington, KY 40502, 3 beds, 1 bath

$279,900

3 beds1 bath906 sq ft

347 Oldham Ave, Lexington, KY 40502

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

$459,000

6 beds2 baths2,160 sq ft

270 Sherman Ave, Lexington, KY 40502

Property at 1221 Providence Ln, Lexington, KY 40502, 4 beds, 3 baths

$939,000

4 beds3 baths2,695 sq ft

1221 Providence Ln, Lexington, KY 40502

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

$375,000

3 beds2 baths1,901 sq ft

310 Hanover Ct, Lexington, KY 40502

Property at 245 Holiday Rd, Lexington, KY 40502, 4 beds, 3 baths

$1,450,000

4 beds3 baths2,875 sq ft

245 Holiday Rd, Lexington, KY 40502

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

$259,900

2 beds1 bath1,000 sq ft

1127 Richmond Rd #1, Lexington, KY 40502

Property at 325 Cassidy Ave, Lexington, KY 40502, 4 beds, 3 baths

$1,174,000

4 beds3 baths2,081 sq ft

325 Cassidy Ave, Lexington, KY 40502

Property at 305 Sycamore Rd, Lexington, KY 40502, 4 beds, 4 baths

$810,000

4 beds4 baths4,032 sq ft

305 Sycamore Rd, Lexington, KY 40502

Property at 1014 Richmond Rd, Lexington, KY 40502, 4 beds, 3.5 baths

$2,500,000

4 beds3.5 baths5,474 sq ft

1014 Richmond Rd, Lexington, KY 40502

Property at 211 Chenault Rd, Lexington, KY 40502, 4 beds, 3 baths

$897,500

4 beds3 baths3,314 sq ft

211 Chenault Rd, Lexington, KY 40502

Property at 1928-1930 Fontaine Rd, Lexington, KY 40502, 4 beds, 2 baths

$685,000

4 beds2 baths2,870 sq ft

1928-1930 Fontaine Rd, Lexington, KY 40502

Property at 1400 Fontaine Rd #1, Lexington, KY 40502, 2 beds, 1 bath

$319,000

2 beds1 bath712 sq ft

1400 Fontaine Rd #1, Lexington, KY 40502

Property at 1903 Carolyn Dr, Lexington, KY 40502, 2 beds, 1.5 baths

$349,900

2 beds1.5 baths1,077 sq ft

1903 Carolyn Dr, Lexington, KY 40502

Property at 242 Henry Clay Blvd, Lexington, KY 40502, 3 beds, 3 baths

$725,000

3 beds3 baths3,276 sq ft

242 Henry Clay Blvd, Lexington, KY 40502

Viewing page 1 of 1

Vintage Homes for Sale in 40502

There are currently 32 vintage homes for sale in 40502 at a median listing price of $650K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in 40502 stay on the market for 48 days and receive 1 offers. This map is refreshed with the newest listings in 40502 every 15 minutes.

In the past month, 41 homes have been sold in 40502. In addition to houses in 40502, there were also 19 condos, 12 townhouses, and 7 multi-family units for sale in 40502 last month. 40502 is a minimally walkable zip code in Kentucky with a Walk Score of 42. 40502 is home to approximately 25,496 people and 8,081 jobs. Find your dream home in 40502 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 40502 are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in 40502. If you're looking to sell your home in the 40502 area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in 40502 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 40502, KY

Nearby Zip Codes

Cities

Nearby Zip Codes with Vintage Homes

Nearby Cities with Vintage Homes

More to explore in 40502, KY

How to buy a house in 40502, 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 40502 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.