For Sale
Single family home for sale at 3166 Colby Rd, Winchester, KY 40391 | MLS# 26011538 | Listing updated on 2026-09-16
Photo 1 of Single family home for sale at 3166 Colby Rd, Winchester, KY 40391 | MLS# 26011538 | Listing updated on 2026-09-16
Photo 2 of Single family home for sale at 3166 Colby Rd, Winchester, KY 40391 | MLS# 26011538 | Listing updated on 2026-09-16
Photo 3 of Single family home for sale at 3166 Colby Rd, Winchester, KY 40391 | MLS# 26011538 | Listing updated on 2026-09-16
Photo 4 of Single family home for sale at 3166 Colby Rd, Winchester, KY 40391 | MLS# 26011538 | Listing updated on 2026-09-16
112+
Beds Icon

Street View

$1,595,000

Monthly Est:$7,939

  • Beds Icon3 Beds
  • Beds Icon
    3 Baths
  • Beds Icon4,518sqft

3166 Colby Rd, Winchester, KY 40391

$7,939/moEst:

Get Pre-Approved

  • Single Family Residence

  • Built in 1919

  • $-- HOA

  • 32.87 acres lot

  • $353/sq.ft

Description

NEW PRICE!!! 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.

  • Houzeo last checked: 12 hours ago
  • Listing updated: September 16, 2026 at 9:55 pm
  • Listing Provided by: Alyssa M Boley (859) 771-8488 | Coldwell Banker McMahan (859) 744-1400
  • Source: Lexington Bluegrass AOR (Imagine) MLS-KY | MLS#: 26011538 Lexington Bluegrass AOR (Imagine) MLS-KY

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Clark County

  • City

    Winchester

  • Neighborhood

    --

  • Year Built

    1919

  • HOA Fees

    -

  • Finished Area

    4,518 sqft

  • Lot Size

    32.87 acres lot

  • Basement Area

    - sqft

  • MLS Name

    Lexington Bluegrass AOR (Imagine) MLS

  • MLS Number

    26011538

  • MLS Status

    Active

  • Days on Market

    142

  • Cumulative Days on Market

    118

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Location

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 3

    Bathrooms: 3

Interior

  • Window Features

    Blinds, Insulated Windows, Screens, Storm Window(s)

  • Sewer

    Septic Tank

  • Cooling

    Central Air

  • Interior Features

    Ceiling Fan(s), Eat In Kitchen, Wet Bar

  • Appliances

    Dishwasher, Gas Range, Microwave, Refrigerator

  • Heating

    Baseboard, Electric, Forced Air, Heat Pump, Hot Water, Natural Gas, Radiant, Wood Stove

  • Flooring

    Ceramic Tile, Concrete, Hardwood, Marble, Tile, Wood

Construction

  • Year Built

    Year Built: 1919

  • Home type

    Single Family Residence

  • Foundation Details

    Stone

  • Architectural Style

    Colonial

  • Roof

    Shingle

  • Construction Materials

    Stone, Brick Veneer, Solid Masonry

Utilities & Energy

  • Water Source

    Public

  • Laundry Features

    Electric Dryer Hookup, Washer Hookup

  • Parking Features

    Detached Garage, Driveway, Garage Faces Front, Garage Faces Rear, Off Street

  • Security Features

    Security System Owned

  • Basement

    Crawl Space, Interior Entry, Unfinished, Walk Out Access

  • Fireplace Features

    Dining Room, Free Standing, Gas Log, Insert, Living Room, Primary Bedroom, Wood Burning

  • Pool Features

    In Ground

  • Utilities

    Electricity Available, Natural Gas Available, Phone Available, Sewer Not Available, Water Available

Other Features

  • Subdivision Name

    Rural

  • Lot Features

    Landscaped, Many Trees

  • Patio And Porch Features

    Porch, Front Porch

  • Community Features

    Park, Pool, Tennis Court(s)

Price History

DateEventPrice

08/31/2026

Source: mls_logoLexington Bluegrass AOR (Imagine) MLS-KY #26011538

Price Decreased

$1,595,000 -0.25%

$353/sqft

08/24/2026

Source: mls_logoLexington Bluegrass AOR (Imagine) MLS-KY #26011538

Price Decreased

$1,599,000 -5.66%

$354/sqft

04/11/2026

Source: mls_logoLexington Bluegrass AOR (Imagine) MLS-KY #25505174

Price Decreased

$1,695,000 -10.27%

$375/sqft

11/14/2025

Source: mls_logoLexington Bluegrass AOR (Imagine) MLS-KY #25505174

Price Increased

$1,889,000 +5.59%

$418/sqft

11/14/2025

Source: mls_logoLexington Bluegrass AOR (Imagine) MLS-KY #25505174

Price Increased

$1,789,000 +5.55%

$396/sqft

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Based on information from the IMAGINE MLS® through Oct 09, 2026, 02:30PM. Copyrighted by the Imagine MLS®. IDX information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data on this website is deemed reliable but is not guaranteed accurate by the MLS. © 2026 IMAGINE MLS®. All Rights Reserved.

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