Winchester, KY Restaurants for sale

Updated: Dec 20, 2025

Equipped Bar and Pub

137 East Broadway Street, Winchester, KY 40391

$350,000

1,536 sqft 0.17 AC lot

1,536‑square‑foot bar and pub property
Two pool tables, dartboard, televisions, furniture, pool cues, and inventory included
HVAC unit, walk‑in compressors, and cooler recently replaced
Brick construction with central air and electric heat
R‑1 zoning

View details

Updated: Nov 10, 2023

Historic Mixed-Use Opera House

101 S Main, Winchester, KY 40391

$1,750,000

20,548 sqft 0.23 AC lot

20,548‑square‑foot restored mixed‑use Opera House on 0.23 acres
Restaurant, ballroom, reception, gallery, and office areas in one property
Multiple commercial kitchens and an interior elevator
Hardwood floors, large windows, exposed brick, and functioning fireplaces
Brick construction with water available and public sewer

View details

Restaurant Building Near Retail Anchors

8 Carol Rd, Winchester, KY 40391

$615,492

3,444 sqft

Located across from Winchester Plaza with nearby Lowe’s, Kroger, Walmart, and CHI St. Joseph Medical Center.

View details

See hot listings in Winchester

Scored against comparables nationwide. These are worth a look.

Cap Rate available after sign in

Est. NOI available after sign in

Local Demand available after sign in

Restored Historic Mixed-Use Property

101 S Main Street, Winchester, KY 40391

Contact for pricing

20,548 sqft

Versatile downtown property with restaurant, gallery, event, and office components in a renovated historic setting.

View details

Based on your search, we've compiled 15 Potential Opportunities for your consideration. Besides 4 Active listings in Winchester, KY, we suggest exploring several alternatives: 4 properties in Nearby Cities, and similar 3 Off-Market properties to explore as potential leads, plus 4 Land Listings that present a potential for development.

Opportunities in Nearby Cities

Here are 4 Similar properties we found in Nearby Locations for your consideration.

Freestanding Restaurant For Sale

1015 Winchester Road, Lexington, KY 40505

$1,200,000

2,100 sqft

Freestanding restaurant building for sale in Lexington, Kentucky.

View details

Restaurant Building with Apartment

Mount Sterling, KY 40353

Contact for pricing

1,960 sqft

Commercially zoned restaurant property with installed food-service equipment and a rented upper-level apartment.

View details

Restaurant Property with Storage

350 Silver Lk Dr, Mount Sterling, KY 40353

$3,590,000

11,056 sqft 210.00 AC lot

Commercial restaurant and entertainment property with substantial acreage, equipment storage, and direct interstate access.

View details

Equipped Restaurant Building in Lexington

3280 Eagle View Ln, Lexington, KY 40509

Contact for pricing

3,500 sqft

3,500 SF restaurant with fully equipped kitchen for sale.

View details

Potential Development Sites for Consideration

Can't find the perfect fit? These Land listings present an alternative path: the potential to develop a property for your specific goals.

Important: These AI-suggestions are a starting point, not a guarantee of permitted use. All zoning, permitting, and land use information must be independently verified by you with the appropriate local authorities before making any commitments.

Lexington Land for Ground Lease

5540 Athens Boonesboro Road, Lexington, KY 40509

$138,000

1.38 AC lot

1.38 acres of land available for ground lease.

View details

Commercial Shopping Center Outlot

1311 Winchester Road, Lexington, KY 40505

$1,100,000

1.01 AC lot

Commercial land positioned within an established shopping center setting with water available.

View details

Commercial Land Out Parcel

2072 Merchant Drive, Richmond, KY 40475

$1,400,000

1.71 AC lot

1.71-acre commercial site with utilities available and access from the Robert Martin Bypass.

View details

B-3 Commercial Development Land

999 Dr Robert R Martin Bypass, Richmond, KY 40475

$2,758,800

13.79 AC lot

Commercial land with B-3 zoning positioned among established retail, office, and residential development.

View details

Off-Market Properties in Winchester, KY

Consider similar Off-Market properties in Winchester, KY. You may contact the owners directly to inquire about their potential intentions to sell. To help you make a strong first impression, we can assist by reaching out to these owners with compelling proposals created using our AI tool.

Neighborhood centers

1518 Bypass Rd, Winchester, KY 40391

Estimated value: by Request

53,989 sqft

View details

Restaurants

1525 Lexington Ave, Winchester, KY 40391

Estimated value: by Request

5,498 sqft 2.25 AC lot

View details

RESTAURANT

1501 Byp Rd, Winchester, KY 40391-2714

Estimated value: by Request

7,020 sqft 1.09 AC lot

View details

Winchester, KY Restaurants Market Trends and Statistics

Explore 7 restaurants for sale in Winchester, KY, showcased through 4 active listings on our real estate platform. These investment opportunities span a total of 46,076 square feet of properties for sale, with an estimated market value of $2,715,492.

Sale prices for restaurant properties in Winchester, KY start at $350,000, averaging $905,164, and reaching up to $1,750,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you stay ahead with the latest data and market trends.

Neighborhood	Average Price
40391	$678.9K

Neighborhood

Average Price

40391

$678.9K