20 Gregory St, Callicoon, NY 12723
Property image
Property image
OFF MARKET

$319,000

Trulia Estimate
  • 3 Beds
  • 1 Bath
  • 2,184 sqft (on 0.43 acres)

20 Gregory St, Callicoon, NY 12723

Est. Refi. Payment $2,191/mo*
Refinance Your Home
Currently Off Market - Sold Mar 2, 2021 for $200,000

Home Value

Trulia Estimate
$319K
Since last month
Decreased$11K (-3.3%)
Since last year
Increased$20K (+6.6%)
Since last sale
Increased$120K (+59.9%)
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 +32% in the last 10 years
MonthEstimated value
2026
August 2026$320K
August 2026$319K
July 2026$331K
June 2026$318K
May 2026$322K
April 2026$316K
March 2026$315K
February 2026$302K
January 2026$303K
2025
2024
2023
2022
2021
2020

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
0.10
Single-Family Home
$389,000
03/23/26
3
2
1,292
4260 State Route 17B, Callicoon, NY
0.05
Single-Family Home
$450,000
05/29/26
3
2
2,300
12 Highview Avenue, Callicoon, NY
0.12
Single-Family Home
$540,000
07/10/26
5
2
2,612
2585 River Rd, Damascus, PA
0.39
Single-Family Home
$615,000
04/13/26
5
1
1,680
2517 River Rd, Damascus, PA
0.63
Single-Family Home
$495,000
08/07/26
2
1.5
1,400
2585 River Rd, Damascus, PA
0.43
Single-Family Home
$615,000
04/10/26
5
3.5
2,412
9568 State Route 97, Callicoon, NY
1.13
Single-Family Home
$266,000
08/05/26
2
1
1,159
9478 State Route 97, Callicoon, NY
0.75
Single-Family Home
$385,000
06/26/26
4
2
1,128
9478 State Route 97, Callicoon, NY
0.91
Single-Family Home
$385,000
06/25/26
4
2
2,256
107 Jurgensen Rd, Damascus, PA
1.07
Single-Family Home
$400,000
05/15/26
4
2
2,157

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
4260 State Route 17B, Callicoon, NY 12723
0.05
$450,000
3
2
2,300
Recently Sold
28 Upper Main Street, Callicoon, NY 12723
0.08
$749,999
7
3
4,900
For Sale
10 High Street, Callicoon, NY 12723
0.10
$239,600
4
2
1,504
Off Market
34 Upper Main Street, Callicoon, NY 12723
0.11
$392,300
3
2.5
3,744
Off Market
21 Mitchell Avenue, Callicoon, NY 12723
0.10
$389,000
3
2
1,292
Recently Sold
48 Upper Main Street, Callicoon, NY 12723
0.15
$759,000
3
1.5
1,536
For Sale
9286 State Route 97, Callicoon, NY 12723
0.11
$346,500
5
3
3,290
Off Market
12 Highview Avenue, Callicoon, NY 12723
0.12
$540,000
5
2
2,612
Recently Sold
12 Mitchell Road, Callicoon, NY 12723
0.12
$312,800
7
4
-
Off Market
11 Highview Avenue, Callicoon, NY 12723
0.15
$379,000
5
1.5
2,536
For Sale
9280 State Route 97, Callicoon, NY 12723
0.14
$354,800
4
2
1,872
Off Market
9 River Road, Callicoon, NY 12723
0.22
$914,800
8
8
5,796
Off Market

Local Information

  • Map ViewExplore the area around 20 Gregory St.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1934
0.43 acre lot
2,184 sqft
$146/sqft
Garage

About this House

Trendy and coveted Callicoon has a lovely Arts and Crafts home/office for sale. This well-kept building was most recently a dentist's office, but can easily be turned back into a home within walking distance of Main Street. It features a living space (currently waiting room) with brick fireplace, French Doors, gorgeous woodwork, and built-ins. Inside the office, find 3 exam rooms, all with sinks. Would be great for artists' co-op, as there is lots of light and water available. Other sinks in kitchen and throughout. Reception/check-in area has a bar. Kitchen on this level with electric stove, fridge and dishwasher. Lots of storage space and closets. Upstairs, find 3 bedrooms and a half-bath. Several entrances. A little creativity will turn this space back into a home in no time. Metal roof, paved parking lot handles a crowd. Callicoon water and septic. Spectrum High speed internet so work from home! Callicoon Farmers Market on Sundays, Delaware River, shops, eateries, theater.
20 Gregory St, Callicoon, NY 12723 is a 3 bedroom, 2 bathroom, 2,184 sqft single-family home built in 1934. It last sold for $200,000 on Mar 2, 2021. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $319,000, with a rent estimate of $2,348/month.

Home Details for 20 Gregory St

Interior Features

Interior Details
BasementAttic
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 1934
Property Type / Style
Property Type: Single Family Home

Exterior Features

Exterior Home Features
Exterior: WoodFoundation Type: Piers
Parking & Garage
GarageParking Space: 1Parking: Garage Attached

Community

Units in Building: 1

Lot Information

Lot Area: 0.43 acres

Price and Tax history

DateEventPrice
Mar 2, 2021
Source: N/A
Sold
$200,000
Sep 25, 2020
Source: Agent Provided
ListingRemoved
$249,000
Aug 5, 2020
Source: Agent Provided
Listed For Sale
$249,000

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."
    0
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LGBTQ Local Legal Protections

Frequently asked questions about 20 Gregory St

  • What is 20 Gregory St estimated to be worth?
    Trulia's estimated value for 20 Gregory St in Callicoon, NY is $319,000.
  • What is the price history for 20 Gregory St?
    20 Gregory St in Callicoon, NY last sold for $200,000 in March 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 20 Gregory St?
    The lot at 20 Gregory St in Callicoon, NY is about 0.43 acres (18,730 sq ft).
  • Does 20 Gregory St have a garage?
    Yes, 20 Gregory St in Callicoon, NY has a garage.

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