Frequently Asked Questions

Are house prices dropping in Winchester?

The house prices in Winchester are indeed dropping at the moment. There has been a decrease in price of $10,975.00. There are several factors that can cause a price drop. Higher mortgage rates, lower demand, prices of comparable properties can all cause the price of a house to drop.

What is the housing market like in Winchester at this time?

The housing market and house prices in Winchester are going down. The average house price is $199,900.00 and the average price per square feet is $128.91 per square foot. At the moment, there are 398 homes listed - 47 active, 26 pending, and 325 sold in Winchester.

What is the most popular place to buy a house in Winchester?

The most popular place to buy a home in Winchester is 6806 - Randolph - White River. 6806 - Randolph - White River has the most properties listed and appears to have the highest demand.

What is the amount of property taxes you have to pay for a house in Winchester?

The average amount of property taxes you would have to pay for a home in Winchester is $1,486.04. Property taxes are tied to the value of the home - the more expensive the home, the higher the taxes.

How fast are houses listed in Winchester being sold?

Properties in Winchester stay on the market for an average of 88 days. A lower number of days indicates a seller's market, while a higher number indicates a buyer's market.

How often are houses listed for sale in Winchester?

The last home listed in Winchester was 3215 minutes ago.

Can you visit houses in Winchester?

Currently, there are 2 open houses available for viewing in Winchester.

What is the most expensive house in Winchester?

The cost of the most expensive home in Winchester is $1,399,000.00. Expensive homes often come with better amenities, larger spaces, and faster appreciation.

What is the cheapest house in Winchester?

The cost of the cheapest home in Winchester is $29,900.00. Buying a cheaper home can keep payments low and leave room for customization.

How old are the homes in Winchester?

The oldest home in Winchester was built in 1878, and the newest in 2026.

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How big are the homes in Winchester?

The average property size in Winchester is 2072.89 sq.ft., the largest being 13680 sq.ft., and the smallest being 0 sq.ft.

Follow I 64 E And Bert T Combs Mountain Pkwy E To Kiddville Rd In Clark County. Take Exit 10 From Bert T Combs Mountain Pkwy E Merge Onto I 64 E Use The Right 2 Lanes To Take Exit 98 For Bert T Combs Mountain Parkway Toward Campton Continue Onto Bert T Combs Mountain Pkwy E Take Exit 10 For KY 974 Toward Mt Sterling/Winchester Take KY 974 W To Pine Ridge Rd Turn Right Onto Kiddville Rd Continue Onto KY 974 W Turn Left Onto Pine Ridge Rd

Interior Features

Eat In Kitchen

Heat

Electric, Wood Stove

Schools

High School:

GRC

Middle School:

Robert Campbell

Elementary School:

Conkwright

Tax and Financial Info

Quick View

Address:

280 Pine Ridge Road Winchester KY 40391

Status:

Active

On Site:

127 Days On Site

Price:

$260, 000

Bedrooms:

3 Beds

Bathrooms:

1 Full Baths

Sq. Feet:

1, 296

Year Built:

1964

Lot Size:

12.04

County:

Clark

MLS #:

26004070

Property Type:

Single Family Residence

Exterior Type

Aluminum Siding

Community Information

Area:

007 Clark County

City:

Winchester

Subdivision:

Rural

Zip Code:

40391

Rooms

Type	Dimensions	Level
Primary Bedroom	-
Kitchen	-
Living Room	-
Bathroom 1	-
Bedroom 2	-
Bedroom 3	-
Utility Room	-

Active

$260,000

3 Beds

1 Baths

1,296 Sq. Ft.

280 Pine Ridge Road, Winchester, KY, 40391

Est. Payments: $0/mo

Residential

Built in 1964

127 days on Site

12.04 Lot Size

Electric, Wood Stove

Additional Details

Contact Agent

Tucker Customer Care

F.C. Tucker Company, Inc.

(317) 954-4768

Description

Bring your vision to life on 12+ beautiful acres in Winchester! This 3-bedroom, 1-bath home offers the charm of a 1964 build and the opportunity to create your own private retreat. With plenty of room for gardens, animals, workshops, or expansion, this property is perfect for those dreaming of country living. Renovate the existing home or...

Source: LBAR as distributed by MLS GRID, MLS ID: 26004070

Listing provided courtesy of Derek Blankenship and Steven Dean with Keller Williams Commonwealth

Last Updated: 5/15/2026 | 7:35 PM

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About the Neighborhood

Zip Code 40391 provides a serene and peaceful environment with minimal street noise, creating a relaxing place to live. The neighborhood primarily features single detached homes alongside several duplexes, many built around 1983. Most homes offer three or more bedrooms, accommodating a variety of preferences. Convenience is a key asset, with several pharmacies nearby and multiple grocery stores within a short driving distance. The area supports education with access to both public and private primary and secondary schools. The well-connected highway system also ensures smooth travel, while the calm surroundings contribute to the overall welcoming and comfortable character of the community.

Learn more about

Winchester Market Report

Avg. Days on Market

143

Avg. Price Per Sq. Ft.

134.41

Median List Price

$179,900

Homes Listed

Frequently Asked Questions

Contact Agent

Tucker Customer Care

F.C. Tucker Company, Inc.

(317) 954-4768

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