Coldwell Banker Home Page
Local Realty Service Provided By: Coldwell Banker Timberland Properties
Property view
Listing view 2
Listing view 3

39 Deep Hollow Hill Road, 
Narrowsburg, NY 12764

$1,295,000


7

Beds


3

Baths


3,064

Sq Ft


Single Family

Active

Listed by

Jennifer Grimes

Erik Freeland

Country House Realty, Inc.

845-397-2590

Last updated:

January 11, 2026, 04:51 PM

MLS#

20255374

Source:

NY MLSUC

About This Home

39 Deep Hollow Hill Road

Cutting a handsome profile, this former boarding house has the best of many worlds. Not only do you have 18.8 acres and a babbling brook to enjoy but the convenience of being 3 minutes to Main St of one the cutest towns in the region. Not only do you have over 3000 sq ft in which to spread yourself out, but a heated pool and pool house in which to frolic. It was revived and updated with modern, efficient systems, including Pella windows, foam insulation, an on-demand hot water heating system, and a large porch addition. The sunken living room features a high-efficiency wood-burning fireplace and a cozy movie watching on a wall-mounted TV. The open-design kitchen is perfect for dinner parties, with four barstools where guests can sit, sip cocktails, and chat. Adjacent to the kitchen, the dining area has sliding doors that lead to the dining porch. A trellis allows wisteria to form natural shade on warm summer days, and a grill stands at the ready. The 7 bedrooms are spread across 3 floors. The primary suite on the 2nd floor has beautiful light and a deep soaking tub, ideal for unwinding after a stressful day lounging by the pool or after a winter hike. Four other BRs line the long hall. The third floor has two. The open area has previously been used as an office but would make a great work/play area. There are two separate basement areas. The unfinished area contains the mechanicals and storage, while the finished basement is a cozy den, perfect for a pool table or movie watching, complete with a fridge and dry bar. A wood stove keeps this area warm in winter. The pool area is an ideal summer retreat, with a large deck around the 1,000sq ft pool. The pool house serves as a playroom for all ages. The house benefits from the soothing sounds of a year-round stream just below, creating your own oasis of calm. The dead-end road sees next-to-zero cars passing by.

Home Facts

Single Family

3 Baths

7 Bedrooms

Built in 1900

Price Summary

1,295,000

$422 per Sq. Ft.

MLS #:

20255374

Last Updated:

January 11, 2026, 04:51 PM

Added:

2 month(s) ago


Rooms & Interior

Bedrooms

Total Bedrooms:

7

Bathrooms

Total Bathrooms:

3

Full Bathrooms:

3

Interior

Living Area:

3,064 Sq. Ft.


Structure

Structure

Architectural Style:

Farmhouse

Building Area:

3,064 Sq. Ft.

Year Built:

1900


Lot

Lot Size (Sq. Ft):

822,412


Finances & Disclosures

Finances

Price:

$1,295,000

Price per Sq. Ft:

$422 per Sq. Ft.

Source:NY MLSUC
The information being provided by Hudson Valley Catskill Mls is for the consumer’s personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The information is deemed reliable but not guaranteed and should therefore be independently verified. © 2026 Hudson Valley Catskill Mls All rights reserved.

Contact an Agent

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Contact, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If a Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby's International Realty®). I acknowledge that I have read and agree to the terms of use and privacy notice.

Contact an Agent

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Contact, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If a Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby's International Realty®). I acknowledge that I have read and agree to the terms of use and privacy notice.