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Property 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 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.
Full Property Details
Full Property Details for 256 Pleasant Valley Rd
General
- Sold For: $385,000
- Taxes: $3,552
- Status: Closed
- Type: Single Family
- Source: Long_Island
- MLS ID: 905784
- Added to Site: 136 day(s) ago
Interior
- Number of Rooms: 6
- Interior Features: First Floor Bedroom, Eat-in Kitchen, Entrance Foyer, Open Floorplan, Primary Bathroom, Master Downstairs, Soaking Tub
- Fireplace: Yes
- Number of Fireplaces: 1
- Appliances: Convection Oven, Dryer, Electric Oven, Electric Range, Refrigerator, Washer
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
Bedrooms
- Total Bedrooms: 2
Parking
- Garage: Yes
- Garage Spaces: 2
Location
- County: Sullivan County
School Information
- High School District: Sullivan West
- Elementary School: Sullivan West Elementary
- Middle School: SULLIVAN WEST HIGH SCHOOL AT LAKE HUNTINGTON
- High School: Sullivan West High School At Lake Huntington
Heating & Cooling
- Cooling Type: Ductless
- Heating Type: Heat Pump
Utilities
- Sewer: Septic Tank
- Water: Well
- Utility Description: Electricity Connected
Structural Information
- Architectural Style: Bungalow, Cottage
- Detached/Attached: Detached
- Construction: Frame
- Building Size: 1010
- Square Feet: 1,010
- Sq. Ft. Source: Other
- Year Built: 1960
Additional Structures
- Other Structures: Garage(s)
Lot Features
- Property View: Trees/Woods
- Lot Size (Acres): 3
- Lot Size (Sq. Ft.): 130,680
- Lot Features: Front Yard, Part Wooded, Private, Secluded, Wooded
Financial Considerations
- Tax Amount: $3,552
Disclosures and Reports
- Special Conditions: None
- Property ID: 2289-025-0-0001-063-001
Listed by Country House Realty Inc
Sold by Buyer Representation Office
Get Pre-Approved Today
Schools
Schools serving 256 Pleasant Valley Rd
School District:Sullivan West Central School District
| Name | Grades | Distance |
|---|---|---|
Sullivan West Elementary School 33 Schoolhouse Rd, Jeffersonville, NY 12748 | PK-6 | 4.1 mi |
Sullivan West High School At Lake Huntington 6604 New York 52, Lake Huntington, NY 12752 | 7-12 | 8.3 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 256 Pleasant Valley Rd
Date
Details
Price
Change
Source
12/18/2025
Sold
$385,000
-2.53%
MLS
9/03/2025
Listed
$395,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
256 Pleasant Valley Road, Callicoon, NY 12723 (MLS# 905784) is a Single Family property that was sold at $385,000 on December 18, 2025. Want to learn more about 256 Pleasant Valley Road? Do you have questions about finding other Single Family real estate for sale in Callicoon? You can browse all Callicoon real estate or contact a Coldwell Banker agent to request more information.
