Set on six bucolic acres along one of Woodstock's most scenic country roads, this extraordinary barn residence captures sweeping views of Overlook Mountain, the timeless beauty of the Hudson Valley landscape, and the quiet rhythm of a true farm setting. Reimagined from a historic 19th-century barn that was carefully disassembled and relocated from farther north, the home is a remarkable example of craftsmanship, creativity, and preservation. Following the tradition of Woodstock's celebrated handmade houses, the interiors were assembled over many years from salvaged architectural elements, reclaimed materials, and one-of-a-kind finds - each room richly layered with hand-hewn timbers, antique details, stained glass, and finishes that create an atmosphere unlike anything on the market. The grand living spaces are anchored by soaring timber-frame construction, warm gathering areas inside and out, open meadows, and unobstructed mountain views. The property comfortably accommodates farm animals, making it well-suited for a small hobby farm, equestrian use, or simply a deeper connection to the land. A heated pool, sauna, gym, and generous entertaining spaces complete the picture - along with proximity to Woodstock's beloved swimming holes, hiking trails, and village life. For those seeking a weekend escape, this is the kind of place you stop looking once you find it. For investors, the numbers speak clearly: the property carries a proven short-term rental track record in one of the Hudson Valley's most in-demand markets. Woodstock's STR environment has tightened considerably, making an established, permitted rental operation here a genuine asset - not a starting point. More than a residence, this is a work of art and a sound investment - an authentic expression of Woodstock's creative spirit with the income history to back it up.

Property Details of 5 Downer Lane

Property Details

Interior Features

Utilities and Appliances

Community

Other Details

Map Location

Driving Directions

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of September 1, 2026 8:21 AM UTC. 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. IDX information is provided exclusively for consumers’ personal noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end user license agreement.

Hi there! How can we help you?

Contact us using the form below or give us a call.

Send Us A Message:

I agree to receive marketing and customer service calls and text messages from East Egg Realty. To opt out, you can reply 'stop' at any time or click the unsubscribe link in the emails. Consent is not a condition of purchase. Msg/data rates may apply. Msg frequency varies. Privacy Policy.

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Hi there! How can we help you?

Contact us using the form below or give us a call.

Send Us A Message:

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Hi there! How can we help you?

Contact us using the form below or give us a call.

Send Us A Message:

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

$

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.