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5 Beds
4 Baths
3,475 sqft

$1,195,000

388-390 Wittenberg Road, Bearsville NY, 12409

Price per sqft$343.88
Built in1920
Property size3,475 sqft
Property typeResidential

Overview

Under contract

Pending Continue To Show

Listed Sep 23, 2026

Updated 4 days ago

A rare opportunity just minutes from the heart of historic Woodstock, this exceptional country compound pairs the timeless character of a beautifully updated farmhouse with the privacy and tranquility of an estate-like setting. A long private drive unfolds through peaceful, park-like grounds where meadow, mature woods, gardens, and abundant nature create a remarkable sense of seclusion so close to town. At the center of it all, the classic farmhouse has been thoughtfully transformed for modern living while preserving the warmth and authenticity that make a Woodstock home so distinctive. An expansive wraparound porch and deck invite long afternoons outdoors, elegant entertaining, and evenings beneath the stars from the hot tub. Inside, natural light pours through generous windows and skylights, illuminating an open and welcoming interior where a spacious living room flows effortlessly into the dining area and striking gourmet kitchen, anchored by a dramatic stone island. A soaring vaulted living room overlooks the meadow and woods and features a woodstove and direct access to the deck, creating an extraordinary gathering space - or the possibility of a main-level primary suite. A separate den offers an ideal home office or studio, while a gym/yoga room, laundry room and full bath add versatility to the first floor. Upstairs, three bedrooms and another full bath retain the farmhouse's old-world charm, including a serene and generously proportioned primary bedroom and a second bedroom with its own inviting nook. Adding another dimension to this extraordinary property is a beautifully maintained storybook cottage, privately positioned toward the front of the grounds with its own parking, patio, and yard. Currently licensed for Airbnb use, the cottage offers an appealing opportunity for short-term rental income while remaining equally suited as an elegant guesthouse, private retreat, or longer-term residence. Its charming two-story interior features a comfortable living room, eat-in kitchen, full bath, and two upstairs bedrooms, creating a completely independent destination within the property. With hiking, nature preserves, and the Catskills landscape nearby - and the galleries, restaurants, shops, music, and cultural life of Woodstock only a few miles away - this is a particularly rare convergence of location, privacy, architectural character, and flexibility. Whether envisioned as a refined full-time residence, an exceptional weekend escape, or a private country compound with a valuable guest and rental component, this turnkey property captures the essence of elevated Woodstock living: a classic farmhouse reimagined for today, surrounded by natural beauty, with space to retreat, gather, entertain, and simply enjoy an extraordinary place to call home. A 3D Walkthrough Tour is available in the digital Lookbook or by request.

$7,950/mo

Est. mortgage payment based on a $1,195,000 home price.

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

Additional information

MLS® ID
20265618

Interior Features

Bedrooms
5
Bathrooms
4
Cooling
Yes
Heating
Yes
Basement
Yes

Exterior Features

Lot Size
1.12 Acres

Other Property Details

Taxes
$14,191
Tax Frequency
Annually
View
Yes
55+/Senior Community
No

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

MLS provider logo

Listed by Eric Amaral with Coldwell Banker Village Green
Listing Contact:  

The IDX display contains information sourced from the Hudson Valley Catskill Region MLS as of 10/9/2026. 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 10/9/2026 at 3:31 AM UTC

 

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