The most expensive neighborhoods in Lexington

Homebuyers and sellers are navigating a slow and expensive housing market, with rising prices and stagnant demand keeping many on the sidelines. This comes amid rising economic uncertainty and growing wealth concentration. But luxury homes—multimillion-dollar estates, sleek penthouses, and one-of-a-kind custom builds—are still selling, even as most buyers pull back.

Most people can't afford high-end homes, although they're still fun to dream about. So, to highlight where luxury real estate is commanding the highest prices, Redfin analyzed the most expensive neighborhoods in the Lexington metro area—and showcased a few of the area's standout listings (when possible).

Note: Redfin's analysis focused on metro areas, meaning some neighborhoods fell within smaller nearby cities. Listings and data were gathered on October 15, 2025.

#1. Lansdowne Shadeland East (Lexington, KY)

Median sale price: $1,361,000 | Median days on market: 43 days

1060 Cooper Dr, Lexington, KY 40502
- List price: $1,245,000
- Beds: 3 | Baths: 4.5 | Square feet: 3,747
- See 1060 Cooper Dr, Lexington, KY 40502 on Redfin.com

1364 Gray Hawk Rd, Lexington, KY 40502
- List price: $310,000
- Beds: 2 | Baths: 2.5 | Square feet: 1,472
- See 1364 Gray Hawk Rd, Lexington, KY 40502 on Redfin.com

794 Chinoe Rd, Lexington, KY 40502
- List price: $1,975,000
- Beds: 3 | Baths: 4.5 | Square feet: 6,033
- See 794 Chinoe Rd, Lexington, KY 40502 on Redfin.com

990 Cooper Dr, Lexington, KY 40502
- List price: $820,000
- Beds: 3 | Baths: 2.5 | Square feet: 2,959
- See 990 Cooper Dr, Lexington, KY 40502 on Redfin.com

#2. Shriners (Lexington, KY)

Median sale price: $825,000 | Median days on market: 86 days

307 Lakeshore Dr, Lexington, KY 40502
- List price: $650,000
- Beds: 6 | Baths: 4 | Square feet: 6,240
- See 307 Lakeshore Dr, Lexington, KY 40502 on Redfin.com

315 Clinton Rd, Lexington, KY 40502
- List price: $899,000
- Beds: 7 | Baths: 4.5 | Square feet: 6,219
- See 315 Clinton Rd, Lexington, KY 40502 on Redfin.com

#3. Downtown Lexington (Lexington, KY)

Median sale price: $795,000 | Median days on market: 278 days

103 S Limestone, Lexington, KY 40507
- List price: $3,795,000
- Beds: 3 | Baths: 3.5 | Square feet: 5,989
- See 103 S Limestone, Lexington, KY 40507 on Redfin.com

106 W Vine St, Lexington, KY 40507
- List price: $895,000
- Beds: 2 | Baths: 2.5 | Square feet: 1,397
- See 106 W Vine St, Lexington, KY 40507 on Redfin.com

240 E Third St, Lexington, KY 40508
- List price: $349,900
- Beds: 4 | Baths: 2 | Square feet: 1,967
- See 240 E Third St, Lexington, KY 40508 on Redfin.com

#4. Chevy Chase (Lexington, KY)

Median sale price: $790,000 | Median days on market: 26 days

1144 Providence Ln, Lexington, KY 40502
- List price: $899,900
- Beds: 5 | Baths: 4 | Square feet: 2,861
- See 1144 Providence Ln, Lexington, KY 40502 on Redfin.com

344 Ridgeway Rd, Lexington, KY 40502
- List price: $869,900
- Beds: 3 | Baths: 2.5 | Square feet: 3,618
- See 344 Ridgeway Rd, Lexington, KY 40502 on Redfin.com

425 Hart Rd, Lexington, KY 40502
- List price: $1,070,000
- Beds: 4 | Baths: 3 | Square feet: 3,046
- See 425 Hart Rd, Lexington, KY 40502 on Redfin.com

951 Cooper Dr, Lexington, KY 40502
- List price: $849,900
- Beds: 3 | Baths: 2.5 | Square feet: 2,893
- See 951 Cooper Dr, Lexington, KY 40502 on Redfin.com

#5. Hartland (Lexington, KY)

Median sale price: $750,000 | Median days on market: 42 days

2457 Brookshire Cir, Lexington, KY 40515
- List price: $699,000
- Beds: 4 | Baths: 3.5 | Square feet: 4,129
- See 2457 Brookshire Cir, Lexington, KY 40515 on Redfin.com

4839 Faulkirk Ln, Lexington, KY 40515
- List price: $1,000,000
- Beds: 5 | Baths: 5.5 | Square feet: 7,411
- See 4839 Faulkirk Ln, Lexington, KY 40515 on Redfin.com

4858 Hartland Pkwy, Lexington, KY 40515
- List price: $790,000
- Beds: 6 | Baths: 3.5 | Square feet: 5,540
- See 4858 Hartland Pkwy, Lexington, KY 40515 on Redfin.com

4991 Tynebrae Rd, Lexington, KY 40515
- List price: $715,000
- Beds: 4 | Baths: 3.5 | Square feet: 4,641
- See 4991 Tynebrae Rd, Lexington, KY 40515 on Redfin.com