$398,000

55 Upper Main St Callicoon, NY 12723

$4,726
Closing credit¹
2 beds
1 full
1,288 sqft
0.1 acres
$309 / sqft
House

Property details

About 55 Upper Main St

Stylized, Convenient, In-Town 1940s Cottage with Modern Updates & Endless Possibilities! Home went through complete renovation! Welcome to this beautifully updated 1940s cottage—a perfect blend of classic character and modern convenience, right in the heart of town. With 2 spacious bedrooms and a renovated full bathroom, this home offers move-in ready comfort and style. The generous kitchen boasts modern appliances and ample space for cooking and gathering, while the light-filled insulated sunroom is your new favorite spot for morning coffee or an afternoon book—complete with doors that lead directly to the backyard. Upstairs, you'll find two versatile bonus rooms just waiting for your imagination—ideal for a home office, guest space, yoga room, or creative studio. The covered front porch sets the scene for relaxing evenings with a view of the neighborhood buzz. Downstairs, the full stacked stone basement offers a blank canvas with walk-out access—dream up a wine tasting room, cigar lounge, home theater, or hobby cave. Under the sunroom, you’ll find a flexible carport or patio area for entertaining or storage. A side driveway leads to a garage primed for transformation into a home gym, artist’s workshop, or remote office. And yes, there’s a fenced yard and even an outdoor shower for those who enjoy rinsing off under the open sky! Located just a short stroll from the river, this home is within easy walking distance to local shops, dining, live entertainment, and the beloved town movie theater—offering the ideal balance of small-town charm and modern lifestyle.

Highlights

Home typeSingle Family Residence
HeatingElectric, Heat Pump
StatusActive
CoolingCentral Air
Size1,288 sqft
BasementYes
Lot size0.13 Acres
Year built1940
ParkingCarport, Driveway, Garage
MLS #842191
Garage1 space

Summary

  • Full Bathrooms: 1
  • Appliances: Dryer, Electric Oven, Electric Range, Electric Water Heater, Refrigerator, Washer
  • Basement: Yes
  • Interior: First Floor Bedroom, First Floor Full Bath, High Speed Internet, Open Floorplan, Pantry, Washer/Dryer Hookup
  • Total Bedroom Count: 2
  • Garage Space: 1 space
  • Private Pool: No
  • Parking: Carport, Driveway, Garage
  • Architectural Style: Cottage, Farmhouse
  • Heating: Electric, Heat Pump
  • Cooling: Central Air
  • List Price: $398,000
  • Price/SqFt: $309
  • Annual Tax Amount: $2,761
  • Tax Year: 2021
  • Directions: at blinking light on SR 97 in Callicoon, turn down onto Olympia Hill St/Upper Main St, bend to the right and continue past theater to #55 on left.
  • Year Built: 1940
  • Living Area: 1,288 SqFt
  • Lot Size: 0.13 Acres
  • MLS Number: 842191
  • MLS Name: ONEKEY2
  • Office Name: Keller Williams Hudson Valley
  • Office Phone: (845) 791-8648

IDX Listings courtesy of OneKey MLS as distributed by MLS GRID.

All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Properties displayed may be listed or sold by various participants in the MLS.

IDXThe data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program of the OneKey™ MLS. Real Estate listings held by brokerage firms other than this broker are marked with the Broker Reciprocity logo and detailed information about them includes the name of the listing brokers. This information is provided exclusively for consumers’ personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

The source of the displayed data is either the property owner or public record provided by non-governmental third parties. It is believed to be reliable but not guaranteed.

Information Copyright 2025, OneKey™ MLS. All Rights Reserved.
Data displayed may be a portion of, and not a complete set of all listings published in the MLS.

This advertisement does not suggest that the broker has a listing in this property or properties or that any property is currently available.
Last updated on: 5/29/2025, 8:12:26 AM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.

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55 Upper Main St, Callicoon, NY 12723 - view of front of house featuring metal roof and covered porch

$398,000

55 Upper Main St

$4,726

closing credit¹

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Seller rebate

0.5% sale price²

Price information

Property sales

DateEventPrice
Oct 05, 2021
Home Sold
$140,000
Jun 02, 2010
Home Sold
$65,000

Tax history

YearAssessmentProperty Tax
2023$85,300$-
2022$85,300$-
2021$71,400$2,761
2020$71,400$2,761
2019$71,400$2,859
2018$71,400$2,831
2017$55,300$2,265

History based on county public records data.

Nearby schools

4

Sullivan West Elementary School

Public District PK-6

6.2 mi

33 Schoolhouse Rd

5

Livingston Manor Elementary School

Public District PK-6

15.2 mi

19 School St

3

Liberty Elementary School

Public District PK-4

16.4 mi

201 N Main St

School ratings are a score out of 10, where 10 is the highest and 1 is the lowest.

All data from GreatSchools

Neighborhood

The neighbors living near this home have an average income of $65,260. Most Callicoon, NY residents have annual incomes between $35k-100k. The majority of families are single, no kids. Most residents in this area have post secondary degree education.

How much money do the neighbors make?

15%
<35k
65%
35k-100k
18%
100k-200k
2%
200k+

What level of education do the neighbors have?

High School Diploma
Post Secondary Degree
Masters Degree

What types of families live nearby?

47%
Single, No Kids
9%
Single, with Kids
33%
Married, No Kids
11%
Married, with Kids

Are the neighbors home owners or renters?

Home Owners
Renters

How old are people in this area?

7%
<11 yrs old
10%
12-17 yrs old
32%
18-34 yrs old
32%
35-64 yrs old
19%
65+ yrs old

What do the neighbors do for fun?

  • NASCARNASCAR
  • HuntingHunting
  • Figure SkatingFigure Skating

Where do the neighbors shop?

  • Bass Pro ShopsBass Pro Shops
  • Dick's Sporting GoodsDick's Sporting Goods
  • DillardsDillards

Where do the neighbors go to eat?

  • Hardee'sHardee's
  • Texas RoadhouseTexas Roadhouse
  • Cracker BarrelCracker Barrel

What do the neighbors drive?

  • GMCGMC
  • SubaruSubaru
  • CadillacCadillac

What do the neighbors listen to?

  • Classic CountryClassic Country
  • New CountryNew Country
  • News/Talk/InformationNews/Talk/Information
All data provided by Home Junction and Claritas

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Frequently asked questions

About 55 Upper Main St

The listing price of 55 Upper Main St property is $398,000.

The property 55 Upper Main St is a house located in Callicoon, New York, 12723.

Active Listing: 55 Upper Main St is For Sale (Active/New) which means the seller is accepting offers.

The nearby schools for 55 Upper Main St are: Sullivan West Elementary School (GreatSchools Rating 4/10), Livingston Manor Elementary School (GreatSchools Rating 5/10), Liberty Elementary School (GreatSchools Rating 3/10), Damascus Area School (GreatSchools Rating 6/10), Liberty Middle School (GreatSchools Rating 2/10), Preston Area School (GreatSchools Rating 6/10), Sullivan West High School at Lake Huntington (GreatSchools Rating 6/10), Roscoe Central School (GreatSchools Rating 5/10), Livingston Manor High School (GreatSchools Rating 4/10).

According to the records, the last property tax for 2021 is $2,761 (source: MLS/based on county public records data).

The last sale was on October 5, 2021 for $140,000 (source: MLS/tax record).

The property at 55 Upper Main St has 2 bedrooms and 1 bathroom.

The property 55 Upper Main St is 1,288 SqFt (source: MLS/tax record).

The year of construction for 55 Upper Main St is 1940.

This home is located at 55 Upper Main St in Callicoon, NY and zip code 12723. This 1,288 square foot home, which was built in 1940, sits on a 0.13 acre lot. Features: 2 bedrooms, 1 bathroom. It has been listed on Rocket Homes since April 4, 2025 and is currently priced at $398,000.

Callicoon, NY housing market in April 2025 saw over 2 listings sold above listed price, more than 0 sold at listed price and over 2 sold below. The number of listings in Callicoon, NY increased by 7.9% between March and April 2025. Listings spent 189 days on the market in April 2025, and had a median list price of $400,000 during the same period.

From Rocket Homes Real Estate and based on county public records data.

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