Jaime Aguilar

9 Black Bear Road, Bearsville, NY 12409

$2,250,000
  • 9 Black Bear Road, Bearsville, NY 12409 Main Photo

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New to the Market Active
BEDS4 BATHS3 full SQUARE FEET3,539 MLS#955449
STATUSActive PROPERTY TYPEResidential - Single Family SCHOOLOnteora

Property 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 additionalspace 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 forprivacy. 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 finishesextensively updated throughout, including a whole-house backup generator and new pool mechanics. Deceptively spacious and thoughtfully laid out, this is a home

9 Black Bear Road | MLS# 955449

This single family home located at 9 Black Bear Road, Bearsville, NY 12409 is currently listed for sale with an asking price of $2,250,000. This property was built in 1960 and has 4 bedrooms and 3 full baths with 3539 sq. ft. Black Bear Road is located within the Onteora school district. Search Bearsville real estate on jaimeaguilar.cbamhomes.com today.

Property Features

Property Type: Residential - Single Family
Basement: Yes
Basement: Partially Finished
Cooling: Central Air
Fireplaces: 1
Heating: Forced Air, Propane
Home Style: Cape Cod
Lot Size: 4.14 Acres
Taxes: $17,474
Year Built: 1960

Amenities

First Floor Bedroom
First Floor Full Bath
Cathedral Ceiling(s)
Eat-in Kitchen
Formal Dining

Feature Descriptions

Appliances: Dishwasher, Dryer, Exhaust Fan, Gas Range, Microwave, Refrigerator, Tankless Water Heater, Washer, Water Purifier Owned
Attic: Scuttle
Days on Site: 3
Exterior: Other
Fencing: Wood
Fireplace Features: Living Room
Fireplace Y/N: Yes
Flooring: Hardwood
Formal Dining: Yes
Laundry: Laundry Room
On Market Date: 2026-04-18
Other Structures: Outbuilding, Pool House
Parcel Number: 5800-026.004-0002-081.000-0000
Parking Features: Off Street
Patio And Porch: Deck, Patio, Terrace
Pool Features: Outdoor Pool, Salt Water
Rental Term: Monthly
Road Responsibility: Private Maintained Road
Rooms Total: 9
Sewer: Septic Tank
Special View Info: Mountain(s), Trees/Woods
Swimming Pool: Yes
Utilities: Electricity Connected, Sewer Connected, Water Connected
Water: Well

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

$ 13,489.64 per month $11,377.22 Principal & Interest $1,456.17 Property Tax $656.25 Homeowner's Insurance

Change Payment Information

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(Payments are an estimate and may vary by lender)

Listed By / Shown By

Listing By

Agency Name: Corcoran Country Living
Agency Contact: 845-876-6676

agent picture

Shown By

Agent Name: Jaime Aguilar
Agent Phone: (917) 224-5932
Agency Title: Coldwell Banker American Homes

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