256 Pleasant Valley Road Callicoon, NY $ 395,000
256 Pleasant Valley Road
$ 395,000
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256 Pleasant Valley Road

Callicoon, NY, 12723
$ 395,000
Bedrooms2 Baths2.0 Sq 1,010

Monthly Estimate*

$ 2,464

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Single Family Home for sale in Callicoon, NY

for $395,000 with 2 bedrooms and 2 full baths. This 1,010 square foot home was built in 1960 on a lot size of 3.

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.

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Single Family Pending

Price

$ 395,000

Bedrooms

2

Full Bath

2

Property Type

Single Family

Taxes

$ 3,552

Style

Bungalow,Cottage

Lot Size

3

Year Built

1960

Town/City

Callicoon

County/Region

Sullivan

MLS | Web ID

905784

Features
Interior
Interior Amenities First Floor Bedroom Eat-in Kitchen Entrance Foyer Open Floorplan Primary Bathroom Master Downstairs Soaking Tub
Total Fireplaces 1
Basement (Y/N) N
Fireplace Y/N Y
Half Baths 0
Total Bedrooms 2
Total Baths 2
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General
Sewer Septic Tank
Heating Heat Pump
Cooling Ductless
Utilities Electricity Connected
Appliances Convection Oven Dryer Electric Oven Electric Range Refrigerator Washer
Garage Spaces 2
Architectural Style Bungalow Cottage
Construction Materials Frame
Year Built 1960
View Trees/Woods
Property Subtype Single Family Residence
Tax Year 2024
Parcel Number 2289-025-0-0001-063-001
County Sullivan County
Property Type Residential
HOA N
Garage Y/N Y
Other Structures Garage(s)
Total Rooms 6
Full Baths 2
High School Sullivan West High School At Lake Huntington
City Delaware
Senior Community Y/N N
High School District Sullivan West
Carport Y/N N
Elementary School Sullivan West Elementary
Property Attached Y/N N
Tax Annual Amount 3552
Middle/Junior High School SULLIVAN WEST HIGH SCHOOL AT LAKE HUNTINGTON
Building Area Units Square Feet
Standard Status Pending
Middle/Junior School District Sullivan West
Elementary School District Sullivan West
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Exterior
Water Source Well
Building Area Total 1010
Waterfront Y/N N
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Internal Only
Street Number 1 256
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* Excluded Features
List By
Jared Gluckstern

Listing Agent

Country House Realty Inc

Broker

845-397-2590

Contact

Affordability Calculator

$2,760
Per Month
89%
11%
0%
Monthly Principal & Interest
$2,464
Monthly Property Taxes
$296
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
4892620 Elementary School
4891991 Middle School
Sullivan West High School At Lake Huntington High School
Pricing History
DatePricePrice ChangeDescription
9/3/2025$395,000 Listed Price

Map


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256 Pleasant Valley Road, Callicoon, NY, 12723 is a Single Family Home for sale at $395,000 with 1,010 sqft and a lot size of 3. 256 Pleasant Valley Road has 2 bedrooms, 2.0 baths, and was built in 1960. The property's zip code is 12723 which is in Callicoon, NY