SOLD DEC 15, 2025

Off Market Dec 2025 for $4.8M

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Est. refi paymentEst. refi $31,747/mo

Studio

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— ba

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sq ft

2090 Pretty Run Rd, Winchester, KY 40391

About this home

Excellent farm and investment opportunity to own one of the largest tracts of land for sale in the area. about 4 miles from Winchester and I-64., 20 mi. from Lexington. This 610 +- acres is an outstanding grain and cattle farm with productive soils consisting of lowell-Sandview and Salvisa, McAfee and Maury silt loam with over 500+ acres of cropland with 100+ acres of fenced pasture land. It is well suited for crops and livestock, horses and development. 5 entrances and road frontage on Pretty Run and Gay Evans Road. This is a heritage farm with great potential. The farm can be divided. Farm is currently under annual lease expiring April 1, 2024

RanchProperty Type

610 acresLot Size

Listed by Harvey Mitchell • Kentucky Prime Realty, LLC

Listed by Greg Robey • Kentucky Prime Realty, LLC

Bought with Harvey Mitchell • Kentucky Prime Realty, LLC

Bought with Greg Robey • Kentucky Prime Realty, LLC

Redfin checked: 2 minutes ago

•Source:ImagineMLS #23019893

Redfin Estimate

Unfortunately, we don't have enough data to generate an accurate Estimate at this time.

Market trends in 40391, KY

Last updated July 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-List Price

98.0%

+0.6% MoM

Median sale price

$259K

$4K MoM

Avg. days on market

48d

6 days MoM

Recently sold homes

106

3 MoM

New listings for sale

NEW 9 HRS AGO
$275,000
2 beds1 bath1,231 sq ft
682 Athens Boonesboro Rd, Winchester, KY 40391
$289,900
4 beds2 baths1,752 sq ft
198 Hilltop Dr, Winchester, KY 40391
$235,500
3 beds1 bath1,100 sq ft
125 Kittison Dr, Winchester, KY 40391
$359,900
3 beds2 baths2,269 sq ft
15 Moundale Ave, Winchester, KY 40391
$460,000
3 beds2 baths2,062 sq ft
2195 Pretty Run Rd, Winchester, KY 40391
$174,900
2 beds1.5 baths1,100 sq ft
148 Hidden Grove Ln, Winchester, KY 40391
$225,000
3 beds2 baths1,319 sq ft
3 Nunnelly Ct, Winchester, KY 40391
$489,000
4 beds3.5 baths3,584 sq ft
1137 Lafayette Blvd, Winchester, KY 40391
$279,500
3 beds2.5 baths1,963 sq ft
304 Newcastle Ln, Winchester, KY 40391
$175,000
3 beds1 bath1,173 sq ft
24 Spring St, Winchester, KY 40391
See all

Provided by Redfin

Sale history for 2090 Pretty Run Rd

Date

Event

Price

ImagineMLS #23019893

Dec 15, 2025

Sold

$4,880,000

Sep 3, 2025

Pending

—

Oct 11, 2023

Listed

$5,795,000

ImagineMLS #23001047

Apr 17, 2023

Price Changed

$4,575,000

Mar 22, 2023

Listing Removed

—

Mar 17, 2023

Sold

$4,575,000

Jan 16, 2023

Listed

$7,369,000

+13

Excellent farm and investment opportunity to own one of the largest tracts of land for sale in the area. about 4 miles from Winchester and I-64., 20 mi. from Lexington. This is an outstanding grain and cattle farm with productive soils consisting of lowell-Sandview and Salvisa, McAfee and Maury silt loam with over 500+ acres of cropland. It is well suited for crops and livestock, horses and development. Road frontage is on Pretty Run and Gay Road. This is a heritage farm with great potential. The farm can be divided.

ImagineMLS #1913798

Nov 27, 2019

Listing Removed

—

Jun 3, 2019

Listed

$4,870,800

Tax history for 2090 Pretty Run Rd

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

—

Baths

—

Stories

—

Lot width

—

Lot depth

—

Lot size

613.04 Acres

Year renovated

—

Sq. Ft.

—

Year built

—

Style

Ranch

County

Clark County

APN

061-0000-015-00

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Apr 16, 2026.

Property details

Interior

Room Information
Rooms (Total): 1

Exterior

Exterior Features
Fencing: Wire

Lot Information
Lot Features: Cleared, Level, Gentle Sloping
Lot Size Square Feet: 26,571,600
Lot Size Acres: 610
Lot Size Source: Public Records
Water Source: Public, Spring, Creek(s), Pond(s)
Zoning: AR
Topography: Gentle Sloping, Level, Cleared
Has View: Yes
View: Rural, Trees/Woods, Farm, Water

Financial

Tax Information
Parcel Number: 061-0000-014-00

Utilities

Utility Information
Sewer: None
Utilities: Electricity Connected, Natural Gas Available, Water Connected

Location

School Information
Elementary School: Conkwright
Middle Or Junior School: Robert Campbell
High School: GRC
High School District: Clark County - 7

Location Information
County Or Parish: Clark
Directions: Just off Hwy 627, 4 mi. north of I-64, 11 mi. south of Paris on Pretty Run Rd and Gay Evans.
Subdivision Name: Rural

Public facts

Beds: —
Baths: —
Sq. Ft.: —
Stories: —
Lot Size: 613.04 acres
Style: Ranch
Year Built: —
Year Renovated: —
County: Clark County
APN: 061-0000-015-00

Home facts updated by county records on Apr 16, 2026

Around this home

Schools

Conkwright Elementary School

Public K-4 • Assigned • 4.5mi

4/10

Robert D Campbell Junior High School

Public 7-8 • Assigned • 6.7mi

5/10

George Rogers Clark High School

Public 9-12 • Assigned • 8.3mi

5/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

4/10 Heat Factor

7 days above 102° expected this year, 19 days in 30 years

3/10 Wind Factor

7% chance of strong winds in next 30 years

2/10 Air Factor

0 unhealthy days expected this year, 1 days in 30 years

Provided by First Street

Historical weather

Winchester, KY • 40391

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 8.3 hours in June and 3.2 hours in December, placing it below the U.S. average for solar exposure.

8.3 hrs

3.2 hrs

JuneDecember

Provided by Shadowmap

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New listings for sale in 40391

NEW 9 HRS AGO

$275,000

2 beds1 bath1,231 sq ft

682 Athens Boonesboro Rd, Winchester, KY 40391

$289,900

4 beds2 baths1,752 sq ft

198 Hilltop Dr, Winchester, KY 40391

$235,500

3 beds1 bath1,100 sq ft

125 Kittison Dr, Winchester, KY 40391

$359,900

3 beds2 baths2,269 sq ft

15 Moundale Ave, Winchester, KY 40391

$460,000

3 beds2 baths2,062 sq ft

2195 Pretty Run Rd, Winchester, KY 40391

$174,900

2 beds1.5 baths1,100 sq ft

148 Hidden Grove Ln, Winchester, KY 40391

$225,000

3 beds2 baths1,319 sq ft

3 Nunnelly Ct, Winchester, KY 40391

$489,000

4 beds3.5 baths3,584 sq ft

1137 Lafayette Blvd, Winchester, KY 40391

$279,500

3 beds2.5 baths1,963 sq ft

304 Newcastle Ln, Winchester, KY 40391

Home values near 2090 Pretty Run Rd

Data from public records.

Address	Redfin Estimate
1671 Pretty Run Road, Winchester, KY 4 Beds \| 2.5 Baths \| 2750 Sq. Ft.	$426,682
1459 Pretty Run Road, Winchester, KY 3 Beds \| 2.5 Baths \| 2000 Sq. Ft.	$379,982

Address	Redfin Estimate
1415 Pretty Run Road, Winchester, KY 3 Beds \| 2 Baths \| 1733 Sq. Ft.	$365,420
1335 Pretty Run Road, Winchester, KY 3 Beds \| 3 Baths \| 3569 Sq. Ft.	$497,428

Address	Redfin Estimate
1387 Pretty Run Road, Winchester, KY 3 Beds \| 2 Baths \| 1567 Sq. Ft.	$334,663
1500 Gay Evans Road, Winchester, KY 5 Beds \| 2.5 Baths \| 2712 Sq. Ft.	$482,369

Property information provided by ImagineMLS when last listed in 2023. This data may not match . Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Market trends in 40391, KY

Sale history for 2090 Pretty Run Rd

Tax history for 2090 Pretty Run Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 40391

Home values near 2090 Pretty Run Rd

More real estate resources