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28 Upper Main Street, 
Callicoon, NY 12723

$749,999

7

Beds

4

Baths

4,900

Sq Ft

Single Family

Virtual Tour

Active

Listed by

Gregory A. Berkowitz

, 

Lillian Rose Worthy

Berkshire Hathaway

Last updated:

September 23, 2026, 11:16 AM

MLS#

1040279

Source:

OneKey MLS

About This Home

28 Upper Main Street

A true Callicoon landmark, Rafters Tavern has been a staple of the community since the building's construction in 1885. Located in the heart of town, this turnkey restaurant with commercial kitchen, bar and live music venue offers a rare opportunity to acquire an established hospitality business with a loyal following. The property includes a manager's/owner's apartment and additional rentable rooms, providing multiple income streams and operational flexibility. Rich in character and history, Rafters is well-positioned for continued success as one of the area's most popular gathering places for dining, entertainment, and live performances. The property also includes an additional commercial space suitable for retail or complementary business use. Heating/Cooling system: propane upstairs, forced air and central AC, downstairs electric heating & cooling units

Home Facts

Single Family

4 Baths

7 Bedrooms

Built in 1885

Price Summary

749,999

$153 per Sq. Ft.

MLS #:

1040279

Last Updated:

September 23, 2026, 11:16 AM

Added:

a month ago

Rooms & Interior

Bedrooms

Total Bedrooms:

7

Bathrooms

Total Bathrooms:

4

Full Bathrooms:

2

Interior

Living Area:

4,900 Sq. Ft.

Structure

Structure

Building Area:

8,764 Sq. Ft.

Year Built:

1885

Lot

Lot Size (Sq. Ft):

7,841

Finances & Disclosures

Finances

Price:

$749,999

Price per Sq. Ft:

$153 per Sq. Ft.

Source:OneKey MLS
Copyright 2026 OneKey MLS. All rights reserved. Listings courtesy of OneKey MLS as distributed by MLS GRID . OneKey MLS provides content displayed here (“provided content”) on an “as is” basis and makes no representations or warranties regarding the provided content, including, but not limited to those of non-infringement, timeliness, accuracy, or completeness. Individuals and companies using information presented are responsible for verification and validation of information they utilize and present to their customers and clients. OneKey MLS will not be liable for any damage or loss resulting from use of the provided content or the products available through Portals, IDX, VOW, and/or Syndication. Recipients of this information shall not resell, redistribute, reproduce, modify, or otherwise copy any portion thereof without the expressed written consent of OneKey MLS.

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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.