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9 Black Bear Road, Woodstock, NY 12409

New Listing
$2,250,000
Property Type: Residential Bedrooms: 4 Baths: 3 Square Footage: 4,739 Lot Size (sq. ft.): 180,338 Status: Active
Current Price: $2,250,000 List Date: 4/18/2026 Last Modified: 4/19/2026

Overview

Description

Tucked just beyond the heart of Woodstock, down a private road off a quiet dead-end street, this completely renovated home feels like a secret you're lucky to have discovered. Just 2.5 miles from town and moments from the Bearsville Theatre, the setting is both deeply private and wonderfully connected. While the exterior presents a discreet, understated presence, the interior unfolds into a surprisingly expansive, multi-level layout that lives far larger than it appears. Expansive mountain views enhance the home's calm, elevated retreat-like setting, yet you remain close to all the energy and culture Woodstock has to offer. Inside, the home opens easily into a bright main level with an open, flowing plan anchored by a beautifully designed cook's kitchen with a generous island, hardwood floors, and seamless connections to the living and dining spaces. Two steps down, the bluestone-clad dining room, wrapped in windows, opens directly to a multi-level bluestone patio, ideal for al fresco meals overlooking the pool and mountains beyond. Beamed ceilings and a fireplace bring warmth and presence to the living room, which opens to a deck offering another elevated view. An office, a large bedroom, and a full bath complete this level. Upstairs, two vaulted-ceiling bedrooms with oversized picture windows create peaceful, light-filled retreats. Generous room proportions and thoughtful separation of spaces throughout the home create a sense of volume and ease that allows it to live comfortably and flexibly. The garden level offers a spacious, highly adaptable layout with its own bedroom and private en suite bathroom, as well as a separate entrance, making it ideal for a relative, guest, or long-term visitor. This level also includes additional space for laundry, storage, or a home gym. With usable living space across three distinct levels, the home offers exceptional flexibility for a variety of needs. Outside, the property truly shines. A flat, landscaped yard leads to a heated saltwater pool set in bluestone and framed by wood fencing and mature trees for privacy. Nearby, a natural clearing among the trees offers an ideal setting for a future firepit, and a separate 24x24 insulated studio extends the property's usefulness for creative work, hobbies, or quiet focus. The renovation goes far beyond the surface, with major systems, mechanics, fixtures, and finishes extensively updated throughout, including a whole-house backup generator and new pool mechanics. Deceptively spacious and thoughtfully laid out, this is a home where every room has a view and every space feels purposeful. Whether enjoyed year-round or as a weekend escape, it is a rare blend of sanctuary, style, and location, quietly extraordinary from the moment you arrive.

Listing Details MLS# 20261588

General Property Information

Bedrooms Total
4
Bathrooms Total
3
Bathrooms Full
3
Above Grade Finished Area
3539
Below Grade Finished Area
1200
Living Area
4739
New Construction YN
No
Year Built
1960
Garage YN
No
Lot Size Acres
4.14
Basement YN
Yes
Stories
3
Fireplace YN
Yes
Fireplaces Total
Yes
Sign On Property YN
No
List Price/SqFt
474.78
Bathrooms Half
0

Property Features

Appliances: Built-In Refrigerator; Dishwasher; Dryer; Exhaust Fan; Gas Range; Microwave; Tankless Water Heater; Washer; Water Purifier Architectural Style: Cape Cod Basement: Interior Entry; Walk-Out Access Construction Materials: Aluminum Siding; Brick Cooling: Central Air Electric: 200+ Amp Service Fencing: Wood Fireplace Features: Gas; Living Room Flooring: Hardwood; Stone Heating: Central; Forced Air; Propane Interior Features: Eat-in Kitchen; Kitchen Island; Vaulted Ceiling(s) Laundry Features: Lower Level; Sink Lot Features: Gentle Sloping; Landscaped; Level; Views Other Equipment: Fuel Tank(s); Generator Other Structures: Outbuilding; Pool House Parking Features: Gravel Patio And Porch Features: Deck; Terrace Plumbing: Mixed Pool Features: Fenced; Heated; Outdoor Pool Road Frontage Type: Private Road Road Surface Type: Paved Roof: Asphalt Security Features: Carbon Monoxide Detector(s); Smoke Detector(s) Sewer: Septic Tank View: Mountain(s) Water Source: Well Showing Requirements: Appointment Only; Listing Agent Must Accompany; Showing Service

Contract Information

Original List Price
2250000
Listing Contract Date
2026-04-14
Property Sub Type
Single Family Residence
Listing Agreement
Exclusive Right To Sell
Owner Name
Bronson-Howard
Occupant Type
Tenant
Occupant Name
*** NEW LISTING ***
Lease Considered YN
No

Location Tax and Legal

Street Number
9
Street Name
Black Bear
Street Suffix
Road
County
Ulster
State
NY
Zip Code
12409
Town (Taxable)
Woodstock

Remarks and Miscellaneous

Public Remarks
Tucked just beyond the heart of Woodstock, down a private road off a quiet dead-end street, this completely renovated home feels like a secret you're lucky to have discovered. Just 2.5 miles from town and moments from the Bearsville Theatre, the setting is both deeply private and wonderfully connected. While the exterior presents a discreet, understated presence, the interior unfolds into a surprisingly expansive, multi-level layout that lives far larger than it appears. Expansive mountain views enhance the home's calm, elevated retreat-like setting, yet you remain close to all the energy and culture Woodstock has to offer. Inside, the home opens easily into a bright main level with an open, flowing plan anchored by a beautifully designed cook's kitchen with a generous island, hardwood floors, and seamless connections to the living and dining spaces. Two steps down, the bluestone-clad dining room, wrapped in windows, opens directly to a multi-level bluestone patio, ideal for al fresco meals overlooking the pool and mountains beyond. Beamed ceilings and a fireplace bring warmth and presence to the living room, which opens to a deck offering another elevated view. An office, a large bedroom, and a full bath complete this level. Upstairs, two vaulted-ceiling bedrooms with oversized picture windows create peaceful, light-filled retreats. Generous room proportions and thoughtful separation of spaces throughout the home create a sense of volume and ease that allows it to live comfortably and flexibly. The garden level offers a spacious, highly adaptable layout with its own bedroom and private en suite bathroom, as well as a separate entrance, making it ideal for a relative, guest, or long-term visitor. This level also includes additional space for laundry, storage, or a home gym. With usable living space across three distinct levels, the home offers exceptional flexibility for a variety of needs. Outside, the property truly shines. A flat, landscaped yard leads to a heated saltwater pool set in bluestone and framed by wood fencing and mature trees for privacy. Nearby, a natural clearing among the trees offers an ideal setting for a future firepit, and a separate 24x24 insulated studio extends the property's usefulness for creative work, hobbies, or quiet focus. The renovation goes far beyond the surface, with major systems, mechanics, fixtures, and finishes extensively updated throughout, including a whole-house backup generator and new pool mechanics. Deceptively spacious and thoughtfully laid out, this is a home where every room has a view and every space feels purposeful. Whether enjoyed year-round or as a weekend escape, it is a rare blend of sanctuary, style, and location, quietly extraordinary from the moment you arrive.

Status Change Information

Major Change Timestamp
2026-04-18T07:15:04Z
Major Change Type
New Listing
Status Change Timestamp
2026-04-18

More Information

Book Information

Liber/Book
6258
Page
287
Section
26-4

Showing Information

Showing Attended YN
Yes
Showing Instructions
ShowingTime

Location, Tax, and Legal

911 Address
9 Black Bear Rd
Township
Woodstock
School District
Onteora Central School District
General Tax
7395
School Tax
10080
Tax Annual Amount
17475
Assessors Full Market Value
1322581
Tax Assessed Value
615000
Tax Legal Description
5800-026.004-0002-081.000-0000
Parcel Number
580002600400020810000000
Tax Lot
81
Tax Block
2
Tax Exemptions YN
No
Zoning
R5
Directions
From Woodstock center take Tinker Street, continue straight onto Wittenberg Rd. Turn left onto W Ohayo Mountain Rd. Turn left onto Black Bear Rd. 2nd Home on the Left.

Appliances

Built-In Refrigerator
Yes
Dishwasher
Yes
Dryer
Yes
Exhaust Fan
Yes
Gas Range
Yes
Microwave
Yes
Tankless Water Heater
Yes
Washer
Yes
Water Purifier
Yes

Architectural Style

Cape Cod
Yes

Basement

Interior Entry
Yes
Walk-Out Access
Yes

Construction Materials

Aluminum Siding
Yes
Brick
Yes

Cooling

Central Air
Yes

Electric

200+ Amp Service
Yes

Fencing

Wood
Yes

Fireplace Features

Gas
Yes
Living Room
Yes

Flooring

Hardwood
Yes
Stone
Yes

Heating

Central
Yes
Forced Air
Yes
Propane
Yes

Interior Features

Eat-in Kitchen
Yes
Kitchen Island
Yes
Vaulted Ceiling(s)
Yes

Laundry Features

Lower Level
Yes
Sink
Yes

Lot Features

Gentle Sloping
Yes
Landscaped
Yes
Level
Yes
Views
Yes

Other Equipment

Fuel Tank(s)
Yes
Generator
Yes

Other Structures

Outbuilding
Yes
Pool House
Yes

Parking Features

Gravel
Yes

Patio And Porch Features

Deck
Yes
Terrace
Yes

Plumbing

Mixed
Yes

Pool Features

Fenced
Yes
Heated
Yes
Outdoor Pool
Yes

Road Frontage Type

Private Road
Yes

Road Surface Type

Paved
Yes

Roof

Asphalt
Yes

Security Features

Carbon Monoxide Detector(s)
Yes
Smoke Detector(s)
Yes

Sewer

Septic Tank
Yes

View

Mountain(s)
Yes

Water Source

Well
Yes

Showing Requirements

Appointment Only
Yes
Listing Agent Must Accompany
Yes
Showing Service
Yes
Listing Courtesy of Corcoran Country Living
Listing Agent: Alexis Li
Information deemed reliable but not guaranteed.