# 28 Upper Main Street, Callicoon, NY 12723

> **TL;DR:** commercial, $749,999. Est. $4,011/mo. Listed 84 days.

## Property at a Glance

| Attribute | Value |
|-----------|-------|
| Price | $749,999 |
| Lot Size | 7,841 sqft (0.18 acres) |
| Property Type | Commercial (Retail) |
| Status | Active |
| Days on Market | 84 |

## Estimated Monthly Costs

| Category | Amount |
|----------|--------|
| Principal & Interest (20% down, 30-year at 6.5%) | $3,792 |
| Estimated Insurance | $219 |
| **Total** | **$4,011** |

## Property Highlights

- 0.18 acre lot

## Description

### Agent Description
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

## Location

- **Address:** 28 Upper Main Street, Callicoon, NY 12723
- **County:** Sullivan County
- **Coordinates:** 41.767014, -75.058008
- **Google Maps:** https://www.google.com/maps?q=41.767014,-75.058008

## Virtual Tour & Media

- **Video Tour:** https://www.zillow.com/view-imx/f544b33c-775b-4e4f-b322-8d9697afefa9?setAttribution=mls&wl=true&initialViewType=pano&utm_source=dashboard

## Listing Agent

- **Name:** Gregory A. Berkowitz
- **Brokerage:** Laffey International Realt Estate
- **Phone:** 5165267775
- **Broker Phone:** (516) 308-0550
- **Listing URL:** [View original listing](https://listings.listhub.net/pages/MLSLINY/1017550/?channel=propsimple)

## Photos

![28 Upper Main Street - Photo 1](http://lh.rdcpix.com/9eae8d09c85d6e4f7b7de58f0d4a3da7l-f4145452538r.jpg)

![28 Upper Main Street - Photo 2](http://lh.rdcpix.com/9eae8d09c85d6e4f7b7de58f0d4a3da7l-f2057578497r.jpg)

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![28 Upper Main Street - Photo 30](http://lh.rdcpix.com/9eae8d09c85d6e4f7b7de58f0d4a3da7l-f2708362124r.jpg)

![28 Upper Main Street - Photo 31](http://lh.rdcpix.com/9eae8d09c85d6e4f7b7de58f0d4a3da7l-f2646573031r.jpg)

![28 Upper Main Street - Photo 32](http://lh.rdcpix.com/9eae8d09c85d6e4f7b7de58f0d4a3da7l-f3200827821r.jpg)

![28 Upper Main Street - Photo 33](http://lh.rdcpix.com/9eae8d09c85d6e4f7b7de58f0d4a3da7l-f2440715859r.jpg)

![28 Upper Main Street - Photo 34](http://lh.rdcpix.com/9eae8d09c85d6e4f7b7de58f0d4a3da7l-f4202090015r.jpg)

![28 Upper Main Street - Photo 35](http://lh.rdcpix.com/9eae8d09c85d6e4f7b7de58f0d4a3da7l-f76305419r.jpg)

![28 Upper Main Street - Photo 36](http://lh.rdcpix.com/9eae8d09c85d6e4f7b7de58f0d4a3da7l-f560843356r.jpg)

![28 Upper Main Street - Photo 37](http://lh.rdcpix.com/9eae8d09c85d6e4f7b7de58f0d4a3da7l-f1390866942r.jpg)

![28 Upper Main Street - Photo 38](http://lh.rdcpix.com/9eae8d09c85d6e4f7b7de58f0d4a3da7l-f3707777890r.jpg)

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![28 Upper Main Street - Photo 41](http://lh.rdcpix.com/9eae8d09c85d6e4f7b7de58f0d4a3da7l-f1762279326r.jpg)

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![28 Upper Main Street - Photo 43](http://lh.rdcpix.com/9eae8d09c85d6e4f7b7de58f0d4a3da7l-f3342440374r.jpg)

![28 Upper Main Street - Photo 44](http://lh.rdcpix.com/9eae8d09c85d6e4f7b7de58f0d4a3da7l-f3537527410r.jpg)

![28 Upper Main Street - Photo 45](http://lh.rdcpix.com/9eae8d09c85d6e4f7b7de58f0d4a3da7l-f581884972r.jpg)

![28 Upper Main Street - Photo 46](http://lh.rdcpix.com/9eae8d09c85d6e4f7b7de58f0d4a3da7l-f638142862r.jpg)

![28 Upper Main Street - Photo 47](http://lh.rdcpix.com/9eae8d09c85d6e4f7b7de58f0d4a3da7l-f4146259785r.jpg)

![28 Upper Main Street - Photo 48](http://lh.rdcpix.com/9eae8d09c85d6e4f7b7de58f0d4a3da7l-f732189889r.jpg)

![28 Upper Main Street - Photo 49](http://lh.rdcpix.com/9eae8d09c85d6e4f7b7de58f0d4a3da7l-f820642014r.jpg)

![28 Upper Main Street - Photo 50](http://lh.rdcpix.com/9eae8d09c85d6e4f7b7de58f0d4a3da7l-f1016786420r.jpg)

---

**MLS#:** 1017550 | **Updated:** 2026-08-20
**Source:** listhub

*Copyright © 2026 OneKey MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.*

[View on PropertySimple](https://www.propertysimple.ai/listing/28-upper-main-street-callicoon-ny-12723-1017550)

---

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