Last Sold Price
2 beds1,010 sqft$381/sqft
256 Pleasant Valley Rd, Callicoon, NY 12766

Description

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...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.
LISTING CLOSED: 12/18/2025 12:00 AM

  1. Listed by Jared Gluckstern • Country House Realty Inc
    P: (845)-397-2590 C: (917)-716-4424 jd@countryhouserealty.com

Property Details for 256 Pleasant Valley Road

Status
MLS #
905784
Days on Market
56
Taxes
$3,552 / year
HOA Fees
-
Condo/Co-op Fees
-
Property Type
MLS Type
Single Family
Year Built
1960
Lot Size
3.00 AC / 130,680 SF
City/Township
Delaware
View
Trees/Woods
Architectural Style
Bungalow, Cottage
Garage Spaces
2
Waterfront
No

Location

Add your commute

Building Information for 256 Pleasant Valley Road

Stories-Year Built1960Building Size-Lot Size3.00 AC / 130,680 SF

Payment Calculator

$2,253 per month

30 year fixed, 6.55% Interest

Principal and Interest

$1,957

Property Taxes

$296

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Know your buying power with a preapproval and custom rate in minutes

Rocket Mortgage1

Property Information for 256 Pleasant Valley Road

Summary
Location and General Information
  • Senior Community YN: No
  • Property Attached: No
  • Structure Type: Detached
  • State Or Province: NY
  • Water Access YN: No
School Information
  • School District: Sullivan West
  • Elementary School District: Sullivan West
  • Elementary School: Sullivan West Elementary
  • Middle Or Junior School District: Sullivan West
  • Middle Or Junior School: SULLIVAN WEST HIGH SCHOOL AT LAKE HUNTINGTON
  • High School District: Sullivan West
  • High School: Sullivan West High School At Lake Huntington
Rental
Rental
  • Lease Considered: No
Unit Information
Unit Information
  • Building Units Total: 1
Taxes and HOA Information
Taxes and HOA Information
  • Parcel Number: 2289-025-0-0001-063-001
  • Tax Source: Municipality
  • Tax Year: 2024
  • Association: No
Interior and Exterior Features
Interior Features
  • Amenities: 1st Floor Bedrm, Bungalow, Cottage, Eat in Kitchen, Entrance Foyer, Garage(s), Open Floorplan, Primary Bathroom, Soaking Tub, Trees/Woods, Well
  • Interior Features: First Floor Bedroom, Eat-in Kitchen, Entrance Foyer, Open Floorplan, Primary Bathroom, 1st Fl Master Bedroom, Soaking Tub
  • Appliances: Convection Oven, Dryer, Electric Oven, Electric Range, Refrigerator, Washer
  • Total Rooms: 6
  • Primary on Main: Yes
  • Attic Description: Scuttle
  • Fireplace: Yes
  • Fireplaces Total: 1
  • Location Amenities: 1st Fl Master Bedroom, Eat in Kitchen, Entry Foyer, Foyer, Soacking Tub, Privacy
  • Living Area: 1010
  • Basement: No
Exterior Features
  • Exterior Property Features: Front Yard, Part Wooded, Private, Secluded, Wooded
  • Elevation Certificate: No
  • Construction Materials: Frame
  • Other Structures: Garage(s)
  • Pool Private: No
Lot Information
  • Lot Features: Front Yard, Part Wooded, Private, Secluded, Wooded
  • Site Features: Front Yard, Part Wooded, Private, Secluded, Wooded
  • Building Area Units: Square Feet
Parking
  • Garage: Yes
  • Carport: No
Utilities
  • Cooling: Ductless
  • Heating: Heat Pump
  • Heat Fuel Type: Heat Pump
  • Sewer: Septic Tank
  • Water Source: Well
  • Utilities: Electricity Connected
Green Features
  • Green Features: Convection Oven, Dryer, Electric Oven, Electric Range, Refrigerator, Washer, Heat Pump
Agent
Payment and Rate
  • Down Payment Resource: Yes

Property History for 256 Pleasant Valley Road

DateEvent & SourcePriceAppreciation
Dec 18, 2025

Sold (Public Record)

Public Record #1926962028

$385,000

+4.9% / yr

Dec 18, 2025

Sold

ONEKEY #905784

$385,000
Oct 29, 2025

Pending

ONEKEY #905784

DateEvent & SourcePrice
12/18/2025

Sold (Public Record)

Public Record #1926962028

$385,000

+4.9% / yr

12/18/2025

Sold

ONEKEY #905784

$385,000
10/29/2025

Pending

ONEKEY #905784

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 256 Pleasant Valley Road

Taxable ValueLand$21,000Additions$49,000Total$70,000
Tax Record2024$3,527 ($294 / month)
Home Facts
Beds1Baths1Total Finished SqFt880 SqFtAbove Grade Finished SqFt880 SqFtStories1Lot Size130,680 SqFtStyleMiscellaneous ResidentialYear Built1960ZoningCDCountySULLIVANAPN482289 25.-1-63.1

Schools near 256 Pleasant Valley Road

This home is within Sullivan West Central School District.
Rating
School
Type
Grades
Distance
Public - PK to 6
Public - 7 to 12
Rating
School
Distance
Sullivan West Elementary School
PublicPK to 6

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Country House Realty Inc

Based on information submitted to the MLS GRID as of 12/19/2025 01:27 PM. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Properties displayed may be listed or sold by various participants in 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. The data is deemed reliable but is not guaranteed by MLS GRID. Use of the MLS GRID data may be subject to an end user license agreement prescribed by the applicable MLS of the Member Participant, if any, and as amended from time to time.