NOT LISTED FOR SALE

256 Pleasant Valley Rd Callicoon, NY 12723

Estimated Value: $357,000 - $392,000

2 Beds
2 Baths
1,010 Sq Ft
$371/Sq Ft Est. Value

Sale Details

Date Sold: December 18, 2025

Last sale price $385,000 $381 Per Sq Ft

Est. 3% decrease in value since last sale

Current estimated payment $2,285 / mo

56 Days on Market

Highlights

  • View of Trees or Woods
  • Open Floorplan
  • Partially Wooded Lot
  • 3 Acre Lot
  • Private Lot
  • Main Floor Primary Bedroom

About This Home

As of December 2025

Set well back from a picturesque country road on a wooded hillside, Pleasant Valley is a 2 bed, 2 bath, turnkey escape. Enjoy three acres of solitude, split between a level clearing of yard and mature trees for a fully ensconced feel - Pleasant Valley certainly provides the privacy you are seeking with your country home. The striking sun room is a welcome entry point to the home - full of character and light, and currently in use as an additional dining space. Once inside the house proper, you’ll find a cozy living and dining room, centered around a wood-burning stove for full Catskills cabin vibes. The kitchen is easy breezy with plenty of below counter storage, open shelving, and an efficient use of space. Like everything in this home, the footprint is compact but highly functional with plenty of charm throughout. One of the highlights of the home is certainly the primary bedroom. Where the rest of the house is very considerate in its spacing and sizing, the primary is generous in scale (plenty of room for a King bed) and features a large soaking tub at the foot of the room. This is the kind of place you’ll always looking forward to waking up to - no matter what the weather might look like. A large attached bathroom really drives home the “suite” Like feel of the primary bedroom. The comfortable second bedroom offers its own stylishly appointed bathroom with stall shower. A washer/dryer closet with access to utilities finishes off the living space. Outside, the generous lawn area gets plenty of sunlight. A stone patio offers a pleasant place to grill and gather around the bonfire. The two car garage offers plenty of storage, and would also make a lovely studio or game room if you prefer some space to expand. Pleasant Valley has been a steady and successful airbnb with over 100 5-star reviews. Numbers available upon request. The home is being sold fully furnished for an easy investment piece with minimal up front costs to get things rolling. Truly a turnkey experience. Pleasant Valley is less than ten minutes from Callicoon, NY, which features Sullivan County’s oldest movie theater, a fantastic, year-round farmers market, and delightful watering hole Callicoon Wine Merchant, among a wealth of dining and shopping options. The North Branch Inn & Restaurant is just a four minute drive away, making for a very attractive, convenient local haunt.

Last Agent to Sell the Property

Jared Gluckstern

Country House Realty Inc Brokerage Phone: 845-397-2590 License #10401340639 Listed on: 09/03/2025

Last Buyer's Agent

Non Non Member-MLS

Non-Member MLS

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $3,552

Year Built

  • Built in 1960

Lot Details

  • 3 Acre Lot
  • Private Lot
  • Secluded Lot
  • Partially Wooded Lot
  • Front Yard

Parking

  • 2 Car Garage

Home Design

  • Cottage
  • Bungalow
  • Frame Construction

Interior Spaces

  • 1,010 Sq Ft Home
  • Open Floorplan
  • 1 Fireplace
  • Entrance Foyer
  • Views of Woods

Kitchen

  • Eat-In Kitchen
  • Convection Oven
  • Electric Oven
  • Electric Range

Bedrooms and Bathrooms

  • 2 Bedrooms
  • Primary Bedroom on Main
  • En-Suite Primary Bedroom
  • 2 Full Bathrooms
  • Soaking Tub

Laundry

  • Dryer
  • Washer

Schools

  • Sullivan West Elementary School
  • Sullivan West High School At Lake Huntington Middle School
  • Sullivan West High School At Lake Huntington

Utilities

  • Ductless Heating Or Cooling System
  • Heat Pump System
  • Well
  • Septic Tank

Listing and Financial Details

  • Assessor Parcel Number 2289-025-0-0001-063-001

Home Details

Home Type

Single Family

Est. Annual Taxes

$3,552

Year Built

Built in 1960

Lot Details

3 Acres

Parking

2

Listing Details

  • Property Type: Residential
  • Architectural Style: Bungalow, Cottage
  • Property SubType: Single Family Residence
  • Year Built: 1960
  • Attribution Contact: 845-397-2590
  • Carport Y N: No
  • CurrentPrice: 385000.00
  • MlsMajorChangeType: Sold
  • CurrentPrice_By_LivingArea: 381.18812
  • ListPrice_By_LivingArea: 391.08911
  • ListPrice_By_OriginalListPrice: 1.00000
  • ListPrice_By_LotSizeAcres: 131666.6667
  • LivingAreaSearchSqFt: 1010.00
  • CurrentPrice_By_BuildingAreaTotal: 381.18812
  • Special Features: None
  • Property Sub Type: Detached

Interior Features

  • Appliances: Convection Oven, Dryer, Electric Oven, Electric Range, Refrigerator, Washer
  • Interior Amenities: First Floor Bedroom, Eat-in Kitchen, Entrance Foyer, Open Floorplan, Primary Bathroom, Master Downstairs, Soaking Tub
  • Fireplaces: 1
  • Full Bathrooms: 2
  • Total Bedrooms: 2
  • Fireplace: Yes
  • Living Area: 1010
  • Basement YN: No

Exterior Features

  • Other Structures: Garage(s)
  • Construction Materials: Frame
  • Pool Private: No
  • View: Trees/Woods
  • Waterfront: No

Garage/Parking

  • Garage Spaces: 2
  • Garage: Yes

Utilities

  • Cooling: Ductless
  • Heating: Heat Pump
  • Sewer: Septic Tank
  • Utilities: Electricity Connected
  • Water Source: Well

Condo/Co-op/Association

  • Senior Community: No
  • Association: No

Schools

  • Middle School: SULLIVAN WEST HIGH SCHOOL AT LAKE HUNTINGTON

Lot Info

  • Lot Size Acres: 3
  • Lot Size Sq Ft: 130680
  • Lot Features: Front Yard, Part Wooded, Private, Secluded, Wooded
  • Parcel Number: 2289-025-0-0001-063-001
  • Property Attached: No

Rental Info

  • Lease Considered: No

Tax Info

  • Tax Annual Amount: 3552
  • Tax Year: 2024

MLS Schools

  • Elementary School: Sullivan West Elementary
  • High School: Sullivan West High School At Lake Huntington
  • Middle School District: Sullivan West

Ownership History

Date Name Owned For Owner Type

Purchase Details

Listed on
Sep 3, 2025
Closed on
Dec 18, 2025
Sold by
Pasciscia Debra and Pasciscia Joseph M
Bought by
Flanagan Patrick
Seller's Agent
Jared Gluckstern
Country House Realty Inc
Buyer's Agent
Non Non Member-MLS
Non-Member MLS
List Price
$395,000
Sold Price
$385,000
Premium/Discount to List
-$10,000
-2.53%
Views
54
Current Estimated Value
$375,200

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Estimated Appreciation
-$9,800
Avg. Annual Appreciation
-6.91%
Original Mortgage
$327,250
Outstanding Balance
$325,769
Interest Rate
5.7%
Mortgage Type
New Conventional
Estimated Equity
$49,432

Purchase Details

Closed on
Dec 18, 2023
Sold by
Cassidy Debra
Bought by
Pasciscia Debra and Pasciscia Joseph M

Purchase Details

Closed on
Feb 1, 2022
Sold by
Western Sullivan Prop Llc
Bought by
Cassidy Debra K

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$272,000
Interest Rate
3.45%
Mortgage Type
Purchase Money Mortgage

Purchase Details

Listed on
Sep 6, 2017
Closed on
May 18, 2018
Sold by
Antionette Sykes Lt and Coppola Tr
Bought by
Western Sullivan Props
Seller's Agent
Joe Freda
Matthew J Freda Real Estate
Buyer's Agent
Joe Freda
Matthew J Freda Real Estate
List Price
$99,000
Sold Price
$83,000
Premium/Discount to List
-$16,000
-16.16%

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
20.93%
Source: Public Records
Create a Home Valuation Report for This Property
The Home Valuation Report is an in-depth analysis detailing your home's value as well as a comparison with similar homes in the area

Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Purchase History

Date Buyer Sale Price Title Company
Flanagan Patrick $385,000 Westcor Land Title Ins Co
Pasciscia Debra -- None Available
Cassidy Debra K $320,000 None Available
Western Sullivan Props $83,000 --
Source: Public Records

Mortgage History

Date Status Borrower Loan Amount
Open Flanagan Patrick $327,250
Previous Owner Cassidy Debra K $272,000
Source: Public Records

Property History

Date Event Price List to Sale Price per Sq Ft Prior Sale
12/18/2025 12/18/25 Sold $385,000 -2.5% $381 / Sq Ft
10/29/2025 10/29/25 Pending -- -- --
09/03/2025 09/03/25 For Sale $395,000 +375.9% $391 / Sq Ft
05/21/2018 05/21/18 Sold $83,000 -16.2% $81 / Sq Ft View Prior Sale
08/30/2017 08/30/17 Pending -- -- --
08/30/2017 08/30/17 For Sale $99,000 -- $97 / Sq Ft
Source: OneKey® MLS

Tax History

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2025 $3,552 $70,000 $21,000 $49,000
2024 $3,552 $70,000 $21,000 $49,000
2023 $3,600 $70,000 $21,000 $49,000
2022 $3,665 $70,000 $21,000 $49,000
2021 $3,529 $70,000 $21,000 $49,000
2020 $3,428 $70,000 $21,000 $49,000
2019 -- $70,000 $21,000 $49,000
2018 $3,365 $70,000 $21,000 $49,000
2017 $3,195 $70,000 $21,000 $49,000
Source: Public Records

Agents Affiliated with this Home

  • Section Image
  • Section Image
See All Agents

Map

Source: OneKey® MLS

MLS Number: 905784

OneKey® MLS

APN: 2289-025-0-0001-063-001

Your Personal Tour Guide

Ask me questions while you tour the home.