421 Hillside Drive

Off Market

421 Hillside Drive

Cragsmoor NY 12566

2056 sq. ft.

196020 sq. ft.

Single-Family

Last sold for $775,000

Carolyn Peters-Baker, last sold this property on 31 August 2026 after 350 days on market.

Overview

This 4-bedroom 2 bath main house, and 3-bedroom 1 bath cottage are located on 4.5 wooded acres with scenic views in the historic artists’ hamlet of Cragsmoor, located on a ridge in the Shawangunk Mountains. The community is encircled by 24,000 acres of lands protected by the Minnewaska State Park Preserve with Sam's Point Preserve minutes from the property. The main house was built in 1907 by the architect Frederick Dellenbaugh for the artist Carroll Butler Brown and named the Falcon. Its living room is of chestnut post and beam construction with a chestnut staircase to the second floor, and a lovely working stone fireplace. Also on the first floor is a formal dining room, office area, kitchen, full bath and mudroom. The second floor has 4 bedrooms and a full bath. There are hardwood floors throughout. There is a basement with a laundry room and mechanical room that opens to a two-car garage. The cottage is equally full of charm fully renovated in 2021 with a working stone fireplace in the living room that flows into the kitchen with doors to a patio on one side and stone terrace on the other. Also on the first floor is a room suitable for a small bedroom or office. The second floor has a full bath, 2 bedrooms and a 3-season sleeping porch. In addition to wealth of nature, the property is centrally located for enjoyment of the cultural and culinary richness of the Hudson River Valley, while being an hour and forty-five minutes from New York City.

Features

4 bedrooms

2 bathrooms

2 carspaces

2 garage spaces

2056 sq. ft. floor area

196020 sq. ft. lot size

Single-Family

Estimated Value

Based on this property and similar 4 bedroom single-family properties sold in Cragsmoor over the last 12 months, the estimated median property value of 421 Hillside Drive is $599k.

Median value

$599k

Estimated value range

$355k - $800k

Median days on market

Estimated value trend

increase over the last 12 months

Average days on market is based on recent, comparable sales in Cragsmoor. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 421 Hillside Drive

2026

Sold

$775,000

31 Aug 2026 by Carolyn Peters-Baker, of Keller Williams Hudson Valley

Happy sellers in Cragsmoor

We have insufficient information to provide an overview of customer satisfaction for Cragsmoor. Viewing the agent profiles, reviews and sales for Cragsmoor can provide insights for this location.

Local market activity for 4 bedroom single-family properties in Cragsmoor

In the last 12 months, 28 four-bedroom single-family properties similar to 421 Hillside Drive, have been sold.

This represents a 45% decrease in four-bedroom single-family properties sales when compared to the previous 12 months.

Sold

For Sale

Interested in selling?

People are reaching out to these agents in Cragsmoor for a market analysis.

Maureen E Cronin

at Cronin & Company Real Estate

(72 reviews)

Get a market analysis

Danielle Moore

at Howard Hanna Rand Realty

(1 review)

Get a market analysis

Pedro Garcia

at Curasi Realty, Inc.

Get a market analysis

Dulce Ferrera

at Keller Williams Hudson Valley United

(34 reviews)

Get a market analysis

Nearby agents

Compare and contact these top performing agents who’ve delivered exception customer service for their clients in Cragsmoor

Maureen E Cronin

Sellers who recommend Maureen E Cronin have praised them for being local expert, responsive, clear communication, honest, supportive, patient, and well-prepared