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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 in1834
Property size2,958 sqft
Property typeResidential
Courtesy of KW Hudson Valley North, Carolyn M. Peters-Baker Listing Contact: 845-481-2700

Overview

Coming soon

Listed Nov 18, 2026

Updated 37 min 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. A one car garage that historically offered a second-floor apartment is ideal for a studio or makeover. The property is 4 acres with open lawn and woods and a small stream. A generator that provides peace of mind in all weather conditions. With 5000-acre Sams Point nearby and Bear Hill Preserve 3/10 a mile away there is endless hiking opportunity. 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
1069928

Interior Features

Bedrooms
6
Bathrooms
4
Fireplace
Yes
Heating
Yes
Basement
Yes

Exterior Features

Lot Size
4.04 Acres

Other Property Details

Taxes
$11,923
Tax Frequency
Annually
Garage
Yes
55+/Senior Community
No

Listings courtesy of OneKey MLS as distributed by MLS GRID

All information deemed reliable but not guaranteed and should be independently verified. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) nor Shlomo Meisels Team shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Properties displayed may be listed or sold by various participants in the MLS.

Based on information submitted to the MLS GRID as of 10:07 AM UTC on 11/6/2026. 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.

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