Recently Viewed Properties
See This Home
Save This Listing
Close

View All Photos

$749,999

  • For Sale
  • Active
  • Single Family
  • 7 Beds
  • 2 Full Baths
  • 2 Partial Baths
  • 8,764 Sq. Ft.
  • Updated 9 days ago
See This Home
Save This Home
See This Home
Save This Home
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

Full Property Details for 28 Upper Main St

General

  • Price: $749,999
  • Taxes: $7,717
  • Status: Active
  • Type: Single Family
  • Source: Long_Island
  • MLS ID: 1040279
  • Updated: 8/18/2026
  • Added to Site: 10 day(s) ago

Interior

  • Number of Rooms: 8
  • Interior Features: Other
  • Appliances: Other

Rooms

Bathrooms

  • Total Bathrooms: 4
  • Full Bathrooms: 2
  • Half Bathrooms: 2

Bedrooms

  • Total Bedrooms: 7

Parking

  • Parking Features: Private

Location

  • County: Sullivan County

School Information

  • High School District: Sullivan West
  • Elementary School: Sullivan West Elementary
  • Middle School: SULLIVAN WEST HIGH SCHOOL AT LAKE HUNTINGTON
  • High School: Sullivan West High School At Lake Huntington

Heating & Cooling

  • Cooling Type: Multi Units
  • Heating Type: Electric, Hot Water, Propane, Other

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Electricity Connected

Structural Information

  • Architectural Style: Other
  • Detached/Attached: Detached
  • Construction: Clapboard
  • Basement: Yes
  • Basement Desc.: Unfinished
  • Building Size: 8764
  • Square Feet: 8,764
  • Sq. Ft. Source: Public Records
  • Year Built: 1885

Lot Features

  • Lot Size (Acres): 0.18
  • Lot Size (Sq. Ft.): 7,841

Financial Considerations

  • Tax Amount: $7,717.93

Disclosures and Reports

  • Special Conditions: None
  • Property ID: 2600-014-0-0005-024-000

Listed by Berkshire Hathaway

Quickly Find Out More

* Indicates a required field

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 Send Message, 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 an 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.

We Value Your Privacy

Listing agents

— 28 Upper Main St —

  • Berkshire Hathaway

  • Berkshire Hathaway

516-741-3070

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 28 Upper Main St

School District:Sullivan West Central School District
NameGradesDistance
Sullivan West Elementary School
33 Schoolhouse Rd, Jeffersonville, NY 12748
PK-66.2 mi
Sullivan West High School At Lake Huntington
6604 New York 52, Lake Huntington, NY 12752
7-126.3 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 28 Upper Main St Get Price Alerts and Save Property

Date
Details
Price
Change
Source
8/18/2026
Listed
$749,999
70.45%
MLS
11/26/2024
Sold
$440,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 28 Upper Main St

Year
Property Taxes
Change
Tax Assessment
Change
2025
$7,727
1%
$175,300
—
2024
$7,635
100%
$175,300
—
2021
100%
$175,300
—
2022
-100%
$175,300
—
2016
$7,363
—
$175,300
—
2020
$7,377
7%
$175,300
—
2018
$6,890
1%
$175,300
—
2017
$6,790
-25%
$175,300
—
2016
$9,064
80%
$175,300
119%
2015
$5,028
-2%
$80,000
—
2015
$5,115
-3%
$80,000
—
2013
$5,266
—
$80,000
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 28 Upper Main St

$
Down Payment
%
$
%

$
$

*These costs are estimates, and the interest rates assume exceptional credit standing.

Listed by Berkshire Hathaway

28 Upper Main Street, Callicoon, NY 12723 (MLS# 1040279) is a Single Family property with 7 bedrooms, 2 full bathrooms and 2 partial bathrooms. 28 Upper Main Street is currently listed for $749,999 and was received on August 18, 2026. Want to learn more about 28 Upper Main Street? Do you have questions about finding other Single Family real estate for sale in Callicoon? You can browse all Callicoon real estate or contact a Coldwell Banker agent to request more information.

Tour this property