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1255 The Ridings, 
Winchester, KY 40391

$775,000


6

Beds


4

Baths


3,789

Sq Ft


Single Family

Pending

Listed by

Lucy Martin Jenkins

United Real Estate Bluegrass

859-800-7355

Last updated:

September 30, 2026, 04:46 AM

MLS#

26026145

Source:

KY LBAR

About This Home

1255 The Ridings

Welcome home to this spacious 6-bedroom, 3.5-bath home located in The Ridings—an equestrian-friendly neighborhood offering miles of designated riding trails! The main level features an inviting open-concept kitchen and living area with a cozy gas fireplace, built-ins, and direct access to the covered back deck, perfect for relaxing, entertaining, and watching sunsets. A half bath and laundry area complete the main floor. Upstairs, you'll find the spacious primary suite, three additional bedrooms, and another full bath. The finished walk-out lower level offers incredible flexibility with a second living area opening to a brand-new patio, two additional bedrooms—one currently used as a playroom has an attached bathroom which could be used as a second primary suite—a full a butlers pantry, and plenty of unfinished storage. It's an ideal setup for guests, extended family, or additional living space. Outside, the property is fully enclosed with four-plank horse fencing and additional wire fencing, giving both horses and four-legged family members room to safely enjoy the outdoors. An attached flex space with its own separate rear entrance makes the perfect man cave, hobby room, home gym, or private office. A detached garage with convenient backyard access provides additional storage for your mower, equipment, and more. Enjoy peaceful country-style living while remaining convenient to everything—approximately 13 miles to Hamburg, 18 miles to downtown Lexington, 16 miles to I-75, and just 5 miles to I-64. With generous living space, a versatile walk-out basement, fenced grounds, and access to miles of riding trails, this property offers a lifestyle that's hard to find!

Home Facts

Single Family

4 Baths

6 Bedrooms

Built in 1997

Subdivision & Development:

The Ridings

Price Summary

775,000

$204 per Sq. Ft.

MLS #:

26026145

Last Updated:

September 30, 2026, 04:46 AM

Added:

19 day(s) ago


Rooms & Interior

Bedrooms

Total Bedrooms:

6

Bathrooms

Total Bathrooms:

4

Full Bathrooms:

3

Interior

Living Area:

3,789 Sq. Ft.


Structure

Structure

Building Area:

3,789 Sq. Ft.

Year Built:

1997


Lot

Lot Size (Sq. Ft):

223,027


Finances & Disclosures

Finances

Price:

$775,000

Price per Sq. Ft:

$204 per Sq. Ft.

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Contact an Agent

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Contact, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If a Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby's International Realty®). I acknowledge that I have read and agree to the terms of use and privacy notice.