Curious about this home?

Ask anything — no agents, no pressure

Try asking

About This Home

This 3-bedroom, 3-bathroom single family at 3166 Colby Road in Winchester, KY is listed for $1,695,000 ($375 per sqft). Built in 1919, the home offers 4,518 sqft of living space on a 32.87 acres lot.

Agent Description

Not sure what you are looking for, but see if this property checks enough boxes for you. This beautiful 33+/- acre estate offers the perfect blend of country charm, modern comfort, and endless opportunity. The stately historical home, built in 1919, offers a rare opportunity to own a true piece of Kentucky history .

Enjoy stunning mountain views - perched at one of the highest points in Clark County, where you can see the panoramic views stretching all the way to the dormitories at EKU in Richmond and the mountains near Berea, KY. Relax by the newly lined in-ground pool with a new cover, and unwind in the hot tub while taking in the beautiful sunrise and sunset views - perfect for family gatherings or quiet evenings under the stars.

The property features a two-level barn with horse stalls, a tack room, and a spacious open arena - ideal for equestrian enthusiasts. The upper level of the barn provides versatile space for auto storage or a workshop, while the fenced pastures and horse ring make it ready for boarding or training horses.

This property also includes a stocked pond, adding to the tranquil landscape, and 2 gated driveways with a security system for peace of mind. The land features mature trees, including fig, pear, and apple. This is the first property on Colby Road out of Winchester with agricultural zoning, a very private estate, and the first time in 40 years this remarkable property has been for sale.

Conveniently located just one mile to Kroger, Lowe's, and Walmart, and approximately 20 min. from Man O War via Todds Rd. Lexington. This property offers both peaceful seclusion and easy access to amenities. With potential for income from horse boarding and a rental home on the property, this exceptional farm is more than a home- it's a lifestyle, an investment, and a place to create lasting memories for generations to come.

Key Features

  • Built in 1919
  • 32.87 acre lot
  • Private pool
  • Fireplace

Property Details

2 full, 1 half
1919

Amenities

PoolFireplaceHardwoodA/C

Monthly Cost Estimate

$9,065/mo

20% down · 6.5% · 30 years

Principal$1,226
Interest$7,345
Insurance$494

Estimates only. Actual payments may vary.

Location

3166 Colby Road

Winchester, KY 40391

Rural

Features & Amenities

Interior Features

Eat-in KitchenWet BarCeiling Fan(s)Soaking Tub

Property Details

Flooring

TileMarbleWoodHardwoodConcreteTile - Ceramic

Construction

Brick Veneer Stone Solid Masonry

Parking

Garage - DetachedGarageDrivewayOff Street

Heating

Natural GasWood StoveForced AirElectric (Heating)WoodHeat Pump (Heating)Hot Water(Heating)RadiantBaseboard

Cooling

Central Air

Appliances

DishwasherGas RangeMicrowaveRefrigerator

Questions & Answers

This 3-bedroom, 3-bathroom single family at 3166 Colby Road is listed at $1,695,000 ($375/sqft). The estimated monthly payment is $7,345 based on 20% down at 6.5% interest.

Key features include: Built in 1919, 32.87 acre lot, Private pool, Fireplace. Interior Features: Eat-in Kitchen, Wet Bar, Ceiling Fan(s).

This property is listed by Alyssa M Boley and can be reached at 8597718488 or aboley93@gmail.com.

AB

Alyssa M Boley

Agent at Coldwell Banker McMahan

(859) 771-8488

Listed by Coldwell Banker McMahan · View on Broker Site

MLS# 26011538· Source: listhub· Updated 11 days ago

Copyright © 2026 ImagineMLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

3166 Colby Road, Winchester, KY 40391

Open this listing in: