#853687, Listing Office: Callicoon Real Estate LLC
55 Upper Main St Callicoon, NY 12723
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
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
Listings courtesy of OneKey MLS as distributed by MLS GRID.
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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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$398,000
55 Upper Main St
$4,726
closing credit¹
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0.5% sale price²
Price information
Property sales
Date | Event | Price |
---|---|---|
Oct 05, 2021 | Home Sold | $140,000 |
Jun 02, 2010 | Home Sold | $65,000 |
Tax history
Year | Assessment | Property 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.
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.
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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.