Dana Robyn Chubb
Licensed Real Estate Salesperson, PSA
PSA, REALTOR®
Delhi, NY
Office: (607) 746-7400 (518) 522-6779
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388-390 Wittenberg Road, Bearsville, NY 12409

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Property Description

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 family 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 comp

388-390 Wittenberg Road | MLS# 1016096

This single family home located at 388-390 Wittenberg Road, Bearsville, NY 12409 is currently listed for sale with an asking price of $1,195,000. This property was built in 1920 and has 5 bedrooms and 4 full baths with 3475 sq. ft. 388-390 Wittenberg Road is located within the Onteora school district. Search Bearsville real estate on dana-chubb.timberlandproperties.com today.

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Property Features

Property Type: Residential - Single Family
Basement: Yes
Basement: Full
Cooling: Central Air
Fireplaces: 1
Heating: Hot Air
Home Style: Cottage, Farmhouse
Lot Size: 1.12 Acres
Taxes: $14,191
Year Built: 1920

Amenities

First Floor Bedroom
First Floor Full Bath
Built-in Features
Cathedral Ceiling(s)
Ceiling Fan(s)
Chefs Kitchen
Eat-in Kitchen
ENERGY STAR Qualified Door(s)
Granite Counters
Kitchen Island
Natural Woodwork
Open Floorplan
Original Details
Pantry
Primary Bathroom
Recessed Lighting
Smart Thermostat
Stone Counters
Storage
Garden
Rain Gutters

Feature Descriptions

Appliances: Dishwasher, Dryer, ENERGY STAR Qualified Appliances, Gas Range, Microwave, Refrigerator, Stainless Steel Appliance(s), Washer
Attic: Partial
Building Area Total: 3475
Days on Site: 13
Exterior: Frame
Fencing: Partial
Flooring: Ceramic Tile, Hardwood, Tile, Wood
Laundry: Inside
Lot Features: Back Yard, Front Yard, Garden, Landscaped, Level, Near Shops, Part Wooded, Private
Number Of Kitchens: 2
On Market Date: 2026-09-23
Other Structures: Carport(s), Guest House, Shed(s)
Parcel Number: 5800-026.003-0002-058.000-0000
Parking Features: Driveway
Patio And Porch: Deck, Patio, Porch
Rental Term: Monthly
Rooms Total: 14
Seller Concession: Yes
Sewer: Septic Tank
Special View Info: Mountain(s), Trees/Woods
Utilities: Electricity Connected, Propane
Water: Well
Window Features: Double Pane Windows, Insulated Windows
Wooded: Yes

Local Schools

High School: Onteora High School
Middle School: Onteora Middle School
Elementary School: Woodstock Elementary School
School District: Onteora

Estimate Your Payment

Estimated Payment

$ 4,190.68 per month $2,659.55 Principal & Interest $1,182.58 Property Tax $348.54 Homeowner's Insurance

Change Payment Information

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years/fixed
yearly
yearly (est.)
(Payments are an estimate and may vary by lender)

Demographics

Listed By / Shown By

Listing By

Agency Name: Coldwell Banker Village Green
Agency Contact: 845-679-2255

Shown By

Agent Name: Dana Robyn Chubb
Agent Phone: (518) 522-6779
Agency Title: Timberland Properties

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