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