52 Upper Main St
Callicoon, NY 12723
3 Beds
1.5 Baths
2,200 sqft (on 0.38 acres)
3 Beds
1.5 Baths
2,200 sqft
(on 0.38 acres)
Local Information
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Description
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.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.
Home Highlights
Parking
No Info
Outdoor
No Info
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago
Home Details for 52 Upper Main St
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Heating & Cooling Heating: Other, OtherHeating Fuel: Other |
Interior Details Number of Rooms: 6 |
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Year Built Year Built: 1920 |
Property Type / Style Property Type: Single Family HomeArchitecture: Old Style |
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Exterior Home Features Exterior: Other |
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Units in Building: 1 |
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Lot Area: 0.38 acres |
Price History for 52 Upper Main St
| Date | Price | Event | Source |
|---|---|---|---|
| 07/26/2021 | $220,000 | Sold | OneKey® MLS as distributed by MLS GRID #H6068062 |
| 06/06/2021 | $230,000 | Pending | OneKey® MLS as distributed by MLS GRID #H6068062 |
| 03/25/2021 | $230,000 | PriceChange | OneKey® MLS as distributed by MLS GRID #H6068062 |
| 01/25/2021 | $240,000 | PriceChange | OneKey® MLS as distributed by MLS GRID #H6068062 |
| 11/04/2020 | $255,000 | PriceChange | Agent Provided |
| 11/04/2020 | $250,000 | PriceChange | OneKey® MLS as distributed by MLS GRID #H6068062 |
| 09/29/2020 | $269,000 | PriceChange | Agent Provided |
| 09/08/2020 | $279,000 | Listed For Sale | Agent Provided |
Market trends in Callicoon
Last updated April 2026
Avg. sale price
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Sale-to-List Price
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Price per sq ft
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Available listings
17 9MoM
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | |
| Assessment | $248,776 |
Home facts updated by county records
Comparable Sales for 52 Upper Main St
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.23 | Single-Family Home | $389,000 | 03/23/26 | 3 | 2 | 1,292 | |
0.14 | Single-Family Home | $520,000 | 09/04/25 | 2 | 2 | 1,496 | |
0.36 | Single-Family Home | $615,000 | 04/13/26 | 5 | 1 | 1,680 | |
0.39 | Single-Family Home | $615,000 | 04/10/26 | 5 | 3.5 | 2,412 | |
1.04 | Single-Family Home | $400,000 | 05/15/26 | 4 | 2 | 2,157 | |
0.76 | Single-Family Home | $525,250 | 06/30/25 | 2 | 2 | 1,249 | |
1.66 | Single-Family Home | $257,500 | 06/10/25 | 3 | 1.5 | 1,644 | |
1.70 | Single-Family Home | $325,000 | 12/19/25 | 4 | 2 | 1,740 | |
1.80 | Single-Family Home | $430,000 | 11/20/25 | 3 | 1.5 | 1,700 | |
1.43 | Single-Family Home | $639,000 | 08/14/25 | 4 | 3.5 | 2,690 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.
FOR SALE1.14 ACRESListing by: Keller Williams Upstate NY Pro, Active
OFF MARKETCatskill Sales Associates Inc
SOLDSEP 4, 2025Callicoon Real Estate LLC
OFF MARKETMatthew J Freda Real Estate
FOR SALEListing by: Matthew J Freda Real Estate
OFF MARKETMatthew J Freda Real Estate
OFF MARKETMatthew J Freda Real Estate
FOR SALENEW - 1 DAY AGO1.16 ACRESMatthew J. Freda Real Estate, Inc.
Assigned Schools
These are the assigned schools for 52 Upper Main St.
- Sullivan West High School At Lake Huntington
- 7-12
- Public
- 492 Students
5/10GreatSchools RatingParent Rating AverageMy experience with this school district has been awful. As a parent the administration in both the elementary and high school has been nothing short of ineffective. Bullying and racism are huge issues in this district and both continue because they are not dealt with. Parents receive mostly lip service that they are doing everything possible to handle the situation, when in reality nothing is being done. The number of staff that genuinely care for, support, advocate, and try to do all they can for your child is minimal. Most serious incidents involve hiding the facts so that the school’s reputation and funding is not jeopardized. I would never recommend this district to anyone. The behaviors of both administration, many faculty, and other students can cause your own child mental, physical, and emotional trauma.Parent Review4y ago - Sullivan West Elementary School
- PK-6
- Public
- 553 Students
5/10GreatSchools RatingParent Rating AverageMy son has been going to Sullivan West for a year. He loves and I love it. I enjoyed volunteering in his class all year and his teacher was awesome. I am so excited to see what first grade brings!Parent Review9y ago 
Check out schools near 52 Upper Main St.
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.
LGBTQ Local Legal Protections
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Apartments for Rent
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Homes for sale near 52 Upper Main St
- 1.14 ACRESListing by: Keller Williams Upstate NY Pro, Active
- Listing by: Matthew J Freda Real Estate
FOR SALE BY OWNER- NEW - 1 DAY AGO1.16 ACRESMatthew J. Freda Real Estate, Inc.
0.73 ACRESListing by: Matthew J. Freda Real Estate, Inc.
6.85 ACRESListing by: Country House Realty, Inc., Active
3.71 ACRESMatthew J. Freda Real Estate, Inc.
NEW - 2 DAYS AGO8.02 ACRESListing by: R J Katz Realty
10.05 ACRESListing by: Hart & Johnson Realty
See more homes for sale inCallicoon
Off Market Homes Near 52 Upper Main St
SOLDMAY 21, 2026Keller Williams Hudson Valley
SOLDMAY 15, 2026
SOLDFEB 23, 2026Keller Williams Hudson Valley- SOLDFEB 18, 2026
- SOLDFEB 17, 2026
- SOLDFEB 2, 2026
SOLDJAN 8, 2026Land and Water Realty LLC- See more homes for sale inCallicoon
Homes for rent near 52 Upper Main St
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52 Upper Main St, Callicoon, NY 12723 is a 3 bedroom, 2 bathroom, 2,200 sqft single-family home built in 1920. This property is not currently available for sale. 52 Upper Main St was last sold on Jul 26, 2021 for $220,000. The current Trulia Estimate for 52 Upper Main St is $348,500.