52 Upper Main St, Callicoon, NY 12723
Property image
Property image
OFF MARKET

$357,400

Trulia Estimate
  • 3 Beds
  • 1.5 Baths
  • 2,200 sqft (on 0.38 acres)

52 Upper Main St, Callicoon, NY 12723

Est. Refi. Payment $2,398/mo*
Refinance Your Home
Currently Off Market - Sold Jul 26, 2021 for $220,000

Home Value

Trulia Estimate
$357K
Since last month
Decreased$3K (-0.7%)
Since last year
Increased$32K (+9.8%)
Since last sale
Increased$137K (+62.5%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +279% in the last 10 years
MonthEstimated value
2026
August 2026$357K
July 2026$360K
June 2026$345K
May 2026$349K
April 2026$341K
March 2026$346K
February 2026$329K
January 2026$335K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
21 Mitchell Avenue, Callicoon, NY
0.23
Single-Family Home
$389,000
03/23/26
3
2
1,292
4260 State Route 17B, Callicoon, NY
0.20
Single-Family Home
$450,000
05/29/26
3
2
2,300
12 Highview Avenue, Callicoon, NY
0.24
Single-Family Home
$540,000
07/10/26
5
2
2,612
23 River Road, Callicoon, NY
0.14
Single-Family Home
$520,000
09/04/25
2
2
1,496
2585 River Rd, Damascus, PA
0.36
Single-Family Home
$615,000
04/13/26
5
1
1,680
2585 River Rd, Damascus, PA
0.39
Single-Family Home
$615,000
04/10/26
5
3.5
2,412
9478 State Route 97, Callicoon, NY
0.61
Single-Family Home
$385,000
06/26/26
4
2
1,128
2517 River Rd, Damascus, PA
0.66
Single-Family Home
$495,000
08/07/26
2
1.5
1,400
9478 State Route 97, Callicoon, NY
0.78
Single-Family Home
$385,000
06/25/26
4
2
2,256
9568 State Route 97, Callicoon, NY
1.01
Single-Family Home
$266,000
08/05/26
2
1
1,159

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
48 Upper Main Street, Callicoon, NY 12723
0.02
$759,000
3
1.5
1,536
For Sale
34 Upper Main Street, Callicoon, NY 12723
0.08
$400,900
3
2.5
3,744
Off Market
10 High Street, Callicoon, NY 12723
0.07
$241,100
4
2
1,504
Off Market
23 River Road, Callicoon, NY 12723
0.14
$519,800
2
2
1,496
Off Market
9 River Road, Callicoon, NY 12723
0.16
$907,100
8
8
5,796
Off Market
28 Upper Main Street, Callicoon, NY 12723
0.13
$749,999
7
3
4,900
For Sale
4260 State Route 17B, Callicoon, NY 12723
0.20
$450,000
3
2
2,300
Recently Sold
21 Mitchell Avenue, Callicoon, NY 12723
0.23
$389,000
3
2
1,292
Recently Sold
12 Highview Avenue, Callicoon, NY 12723
0.24
$540,000
5
2
2,612
Recently Sold
11 Highview Avenue, Callicoon, NY 12723
0.27
$379,000
5
1.5
2,536
For Sale
12 Mitchell Road, Callicoon, NY 12723
0.27
$320,300
7
4
-
Off Market
9286 State Route 97, Callicoon, NY 12723
0.27
$351,200
5
3
3,290
Off Market

Local Information

  • Map ViewExplore the area around 52 Upper Main St.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1920
Lot Size
0.38 acres
Living Area
2,200 sqft
Price/Sqft
$162

About this House

Located in the heart of Callicoon, NY this 1920 s colonial was given a complete overhaul from the spray foam insulation to the solar panels on the roof, this house is move in ready and waiting for a new owner. Interior the 3 bedrooms are spacious with a bathroom on each level. The large living area is open to the kitchen areas and perfect for entertaining. Exterior, the large back yard is private, a blacktop driveway, hand crafted stonewalls and built in outdoor fire pit. This property is an easy walk to the Callicoon Movie theater, many restaurants, shops and arguably the best grocery store in the area. Truly the perfect blend of a country house without sacrificing all the amenities that town has to offer.
52 Upper Main St, Callicoon, NY 12723 is a 3 bedroom, 2 bathroom, 2,200 sqft single-family home built in 1920. It last sold for $220,000 on Jul 26, 2021. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $357,400, with a rent estimate of $2,395/month.

Home Details for 52 Upper Main St

Property Information

Year Built
Year Built: 1920
Property Type / Style
Property Type: Single Family HomeArchitecture: Old Style

Interior Features

Interior Details
Number of Rooms: 6

Exterior Features

Exterior Home Features
Exterior: Other

Community

Units in Building: 1

Lot Information

Lot Area: 0.38 acres

Price and Tax history

DateEventPrice
Jul 26, 2021
Source: OneKey® MLS as distributed by MLS GRID #H6068062
Sold
$220,000
Jun 6, 2021
Source: OneKey® MLS as distributed by MLS GRID #H6068062
Pending
$230,000
Mar 25, 2021
Source: OneKey® MLS as distributed by MLS GRID #H6068062
PriceChange
$230,000
Price decreased by 4%
Jan 25, 2021
Source: OneKey® MLS as distributed by MLS GRID #H6068062
PriceChange
$240,000
Price decreased by 6%
Nov 4, 2020
Source: Agent Provided
PriceChange
$255,000
Price increased by 2%

Market trends in Callicoon

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
20
2MoM

Around this home

What Locals Say about Callicoon

At least 6 Trulia users voted on each feature.

  • 100 % Say car is needed

  • 86 % Say it's dog friendly

  • 83 % Say there's wildlife

  • 71 % Say neighbors are friendly

  • 71 % Say it's walkable to grocery stores

  • 67 % Say streets are well-lit

  • 64 % Say there are community events

  • 62 % Say yards are well-kept

  • 60 % Say parking is easy

  • 60 % Say kids play outside

  • 56 % Say it's walkable to restaurants

  • 56 % Say people would walk alone at night

  • 55 % Say there are sidewalks

  • 50 % Say there's holiday spirit

  • 38 % Say they plan to stay for at least 5 years

  • 25 % Say it's quiet

Sourced by Trulia users. Learn more about our methodology.
  • Fceisenberg
    "The first 5 miles in the morning— and last at night — wind all no a curvy country road next to a scenic creek. Great way to start and end the day."
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Frequently asked questions about 52 Upper Main St

  • What is 52 Upper Main St estimated to be worth?
    Trulia's estimated value for 52 Upper Main St in Callicoon, NY is $357,400.
  • What is the price history for 52 Upper Main St?
    52 Upper Main St in Callicoon, NY last sold for $220,000 in July 2021.
  • Is Callicoon a buyer's or seller's market?
    Callicoon is currently a buyer's market, based on recent for-sale activity.
  • What do residents say about Callicoon?
    Residents describe Callicoon, NY as dog-friendly, neighborly, and walkable to grocery stores. See recently sold homes in Callicoon, NY.
  • How big is the lot at 52 Upper Main St?
    The lot at 52 Upper Main St in Callicoon, NY is about 0.38 acres (16,553 sq ft).

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