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6 Beds
4 Baths
2,958 sqft

$875,000

5 Dellenbaugh Road, Cragsmoor NY, 12420

Price per sqft$295.81
Built in1824
Property size2,958 sqft
Property typeResidential

Overview

Coming soon

Listed Nov 4, 2026

Updated 4 days ago

Orchard cottage, the oldest house in Cragsmoor circa 1824, is a stately anchor of the lovely hamlet of Cragsmoor. Once inside the vibe is comfortable, inviting and so very interesting with its rich patina woodworking, charming built-in features, sprawling rooms with architectural angles and surprises, many windows and doors that call the outdoors inside and allow easy access to the East and West covered porches perfect for entertaining and relaxation. The history of Orchard Cottage is as interesting as its interior. It was once a tavern, an inn and for many years the local post office. When it was purchased in 1902 by Fredrick Dellenbaugh (20th century explorer, artist and author) the house was named Orchard Cottage by Dellenbaugh's sister, Belle and became a place of gathering and community. With over four decades of stewardship, the current owners are ready to offer this unique property for sale. There is almost 3000 square feet of living area, 6 bedrooms, 3.5 baths, 4 fireplaces, a Franklin Stove and a fireplace with a beehive oven in the basement. The first floor offers an eat-in kitchen with bathroom and laundry area, a sunroom, a combination living-dining room with fireplace, another family-living room with a fireplace, an ensuite that has a bedroom with a Franklin Stove, sitting room and bathroom. Every room on the first floor has a door to access the 3 sided porch. The second floor has a primary bedroom with fireplace and bathroom, a third bedroom with a fireplace, a sweet fourth bedroom overlooking the private backyard, and another ensuite area with 2 bedrooms, a bathroom and a sitting area. There are two staircases to access the second floor. A small walkout basement offers storage. There is a one car garage that historically offered a second-floor apartment. The property is 4 acres with open lawn and woods and a small stream. There is a generator to provide peace of mind in all weather conditions. There is a 5000 acre preserve, Sams Point to provide endless hiking. Under 2 hours to the GW bridge for a great weekend escape or enjoy as a full-time home.

$5,821/mo

Est. mortgage payment based on a $875,000 home price.

All estimates are provided by Luxury Presence for informational purposes only. Actual amounts may vary.

Additional information

MLS® ID
20266544

Interior Features

Bedrooms
6
Bathrooms
4
Fireplace
Yes
Heating
Yes
Basement
Yes

Exterior Features

Lot Size
4 Acres

Other Property Details

Taxes
$11,923
Tax Frequency
Annually
Garage
Yes
View
Yes
Municipality
Wawarsing

Also listed on OneKey MLS / Hudson Gateway and Long Island MLS

MLS provider logo

Listed by Carolyn Peters-Baker with Keller Williams Realty HV Nort
Listing Contact:  

The IDX display contains information sourced from the Hudson Valley Catskill Region MLS as of 11/6/2026. This data is intended solely for personal, non-commercial use and is not to be utilized for any other purposes except to identify potential properties for purchase. Although the MLS data displayed is typically considered reliable, it is not guaranteed to be accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and are advised to conduct their own investigations or seek professional assistance. Other sources besides the Listing Agent may have contributed to the MLS data presented. Unless expressly specified in writing, the Broker/Agent has not confirmed any information obtained from external sources. The Broker/Agent may or may not have acted as the Listing and/or Selling Agent and cannot guarantee the accuracy of property locations displayed on any map. Any compensation offers are solely made to participants of the MLS where the listing is registered.

©2026 Hudson Valley Catskill Region MLS all rights reserved.

Data last updated on 11/6/2026 at 5:22 AM UTC

 

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