Pending

9 Black Bear Road

Bearsville, NY 12409

$2,250,000 $9,486/Mo

Get Pre-Approved Check your credit

Overview

Bed

Bath

3,539

Sqft

4.14

Acres(Lot)

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 flo ors, 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.

Property Details

Property Type : Residential

Price : $2,250,000

AD Id : 76660115

MLS Id : 955449

Beds : 4

Lot Size : 4.14 Acres

Living Area Size : 3,539

Year Built : 1960

County : Ulster

Subdivision: Sandy Springs

Map

What's Nearby

Nearby Areas

Features

Bedroom Information

Total beds: 4

Bathroom Information

Total Baths: 3 Full Baths: 3

Room Information

Rooms Total: 9 Basement: Partially Finished
Flooring Information

Hardwood
Interior Features

Cathedral Ceiling(s), Eat-in Kitchen Appliances: Dishwasher, Dryer, Exhaust Fan, Gas Range, Microwave, Refrigerator, Tankless Water Heater, Washer, Water Purifier Owned Laundry Features: Laundry Room
Heating & Cooling

Has Heating: Yes Heating: Forced Air, Propane Has Cooling: Yes Cooling: Central Air

Building Information

Year Built: 1960 Construction Materials: Other Patio And Porch Features: Deck, Patio, Terrace Pool Features: Outdoor Pool, Salt Water, Private Private Pool: Yes View: Mountain(s), Trees/Woods

Lot Information

Lot Size Acres: 4.14 Lot Size Square Feet: 180338

Listing Price Information

Listing Price: $2250000

Tax Information

Parcel Number: 5800-026.004-0002-081.000-0000 Tax Lot: 81 Tax Block: 2 Annual Tax: $17474.85

Parking Information

Off Street

School Information

Elementary School: Woodstock Elementary School

Junior High School: Onteora Middle School

Senior High School: Onteora High School
Utility Information

Electricity Connected, Sewer Connected, Water Connected
Location Information

Direction: 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. WaterSource: Public, Private, Well

Sell a home like this and save $134,501 Find out How

How much is this property worth?

Curious about this home's true market value? Use our free Home Evaluation Tool to instantly get a personalized Comparative Market Analysis (CMA) report. Make smarter, data-driven decisions before you buy.

Loading, please wait...

Nearby Home Value

Address	Estimate	Bed	Bath	Sq. Ft	Lot Size
34 Upper West Ohayo Mou.., Bearsville, NY, 12409	$1,180,000	3	2	1,772	1,772 SqFt
40 Mt Guardian Road, Bearsville, NY, 12409	$2,399,000	4	5	5,342	5,342 SqFt
168 Cooper Lake Road, Bearsville, NY, 12409	$850,000	3	3	2,264	2,264 SqFt

Similar Homes To 9 Black Bear Road

Nearby For Sale

$1,180,000

Home For Sale

34 Upper West Ohayo Mountain Road,
Bearsville, NY, 12409

Bed

Bath

Sqft

Acres(Lot)

168 Cooper Lake Road,
Bearsville, NY, 12409

Bed

Bath

Sqft

Acres(Lot)

40 Mt Guardian Road,
Bearsville, NY, 12409

Bed

Bath

5,342

Sqft

3.33

Acres(Lot)

The data relating to real estate for sale on this website comes in part from the Internet Data exchange of OneKey MLS. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed. Copyright © 2026 OneKey MLS. All Rights Reserved

ByOwner last updated this listing 06/07/2026 @ 15:06

MLS: 955449 LISTED BY: Alexis Li, Corcoran Country Living 845-876-6676 SOURCE: OneKey MLS