TBD Head Road
Callicoon, NY 12723
(on 45.22 acres)
Local Information
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Description
This land is in the top 5 I've seen in my career as far as peaceful, pastoral settings with spectacular views goes. It reminds me of Ireland, with its lush rolling hills, and open pastures bordered by stone walls and mature trees, both on the property and filling the distant view. There are 4 clearings, each different from one another, presenting interesting opportunities. Even the approach is fabulous. Head Road includes plenty of large landowners, with names that have lived in the area for many generations. Fields of corn grow tall along Hess Road (the road before Head Rd) at the end of the summer, and the occasional hum of a tractor is evidence this is farm country. And yet the property is under 10 minutes to delightful Callicoon along the Delaware River. Head Rd led to the Head Farm, of which this property had been a part, and the town still maintains the portion that leads up to the T junction where this property begins. Taxes and assessment TBD.
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. This description is from May 09, 2026
Home Highlights
Parking
No Info
Outdoor
No Info
HOA
None
Price/Sqft
No Info
Listed
180+ days ago
Home Details for TBD Head Road
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MLS Status: Closed |
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Appliances & Utilities Utilities: Cable Available, Electricity Available |
Gas & Electric Has Electric on Property |
View Has a ViewView: Meadow, Mountain(s), Panoramic |
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Exterior Home Features Fencing: None |
Frontage Road Frontage: City Street |
Water & Sewer Sewer: None |
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Property Type / Style Property Type: LandProperty Subtype: Unimproved Land |
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Price List Price: $400,000 |
Status Change & Dates Off Market Date: Fri Oct 13 2023 |
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Direction & Address City: Callicoon |
School Information High School District: Sullivan West Central Schools |
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No HOA |
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Lot Area: 45.22 Acres |
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Mls Number: 20232723 |
Last check for updates: about 8 hours ago
Listed by Jennifer Grimes, (845) 593-9524
Country House Realty, Inc.
Bought with: Jared Gluckstern, (917) 716-4424, Country House Realty, Inc.
Source: HVCRMLS, MLS#20232723
Price History for TBD Head Road
| Date | Price | Event | Source |
|---|---|---|---|
| 11/20/2023 | $500,000 | Sold | HVCRMLS #20232723 |
| 10/13/2023 | $400,000 | Contingent | HVCRMLS #20232723 |
| 10/04/2023 | $400,000 | Pending | HVCRMLS #20232723 |
| 09/18/2023 | $400,000 | Listed For Sale | OneKey® MLS as distributed by MLS GRID #H6269176 |
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Comparable Sales for TBD Head Road
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
1.18 | Lot/Land | $6,000 | 08/25/25 | - | - | ||
2.12 | Lot/Land | $227,500 | 10/30/25 | - | - | ||
1.91 | Lot/Land | $165,000 | 09/05/25 | - | - | ||
2.09 | Lot/Land | $105,000 | 07/15/25 | - | - | ||
2.05 | Lot/Land | $94,500 | 01/27/26 | - | - | ||
2.09 | Lot/Land | $92,000 | 10/17/25 | - | - | ||
2.40 | Lot/Land | $130,000 | 07/11/25 | - | - | ||
2.09 | Lot/Land | $75,100 | 07/30/25 | - | - | ||
2.38 | Lot/Land | $69,000 | 05/12/26 | - | - | ||
2.61 | Lot/Land | $65,000 | 06/05/25 | - | - |
Assigned Schools
These are the assigned schools for TBD Head Road.
- 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 TBD Head Road.
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
Learn more about our methodology.
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Apartments for Rent
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Homes for sale near TBD Head Road
5.12 ACRESListing by: Christie's Int. Real Estate- 5.01 ACRESListing by: Christie's Int. Real Estate
See more homes for sale inCallicoon
IDX information © 2026 by the Hudson Valley Catskill Region MLS. All Rights Reserved.
The data relating to real estate on this website comes in part from the IDX of the Hudson Valley Catskill Region MLS.
Information is deemed reliable but is not guaranteed accurate by the MLS. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Information is deemed reliable but is not guaranteed accurate by the MLS. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Homes for rent near TBD Head Road
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Off Market Homes Near TBD Head Road
SOLDMAY 13, 2026Eagle Valley Realty
SOLDMAY 7, 2026Hart & Johnson Realty
SOLDAPR 24, 2026Country House Realty Inc
SOLDAPR 13, 2026
SOLDAPR 10, 2026Keller Williams Realty Hudson Valley United
SOLDMAR 26, 2026Century 21 Geba Realty
SOLDMAR 2, 2026Hart & Johnson Realty
SOLDFEB 23, 2026Keller Williams Hudson Valley- See more homes for sale inCallicoon
TBD Head Road, Callicoon, NY 12723 is a lot/land. This property is not currently available for sale. TBD Head Road was last sold on Nov 20, 2023 for $500,000 (25% higher than the asking price of $400,000).