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181 Grassy Ridge Road, 
Olivebridge, NY 12461

$699,000


2

Beds


1

Bath


1,948

Sq Ft


Single Family

Active

Listed by

Briana Cermak

Jeff Serouya

Compass Greater Ny, LLC.

914-238-0676

Last updated:

September 19, 2026, 03:36 PM

MLS#

20264773

Source:

NY MLSUC

About This Home

181 Grassy Ridge Road

Tucked away on nearly seven private, park-like acres in Olivebridge, this warm and inviting Catskills retreat offers far more space than its two bedrooms might suggest, with nearly 2,000 square feet of living space plus an extraordinary amount of outdoor living area. Mature trees, established landscaping, open lawn and old stone walls create a setting so serene it feels like having your own little state park. This is a home made for gathering, entertaining and enjoying the landscape that surrounds it. At the heart of the home is a dramatic great room with soaring vaulted wood ceilings, hardwood floors, abundant natural light and multiple sitting areas. Generously scaled yet comfortable, it's equally suited to quiet weekends at home or a house full of friends. Large windows and multiple glass doors bring the outdoors in and connect the living spaces directly to the surrounding woods and expansive deck. The spacious dining room continues the home's warm Catskills character with exposed wood beams, hardwood floors and plenty of room for large dinners and celebrations. An updated kitchen features white cabinetry, granite countertops, stainless steel appliances and abundant storage, while a charming breakfast nook offers another casual spot for dining or morning coffee. One of the home's most distinctive spaces is an all-seasons sunroom overlooking the woods. Surrounded by windows and with direct access to the deck, it's an incredibly flexible space that can serve as a home office, den, playroom, fitness space or simply a quiet place to relax among the trees. A separate screened porch creates yet another indoor-outdoor spot for enjoying the property throughout the warmer months. And then there's the deck. Built in 2023, the enormous wraparound deck dramatically expands the home's living space and functions as a true outdoor living room, with multiple areas for dining, lounging, grilling and entertaining, plus a newer hot tub for unwinding. A backyard fire pit offers one more gathering place for evenings under the stars. The home offers two comfortable bedrooms and one full bath, along with a large basement that provides substantial storage and plenty of possibilities. In addition to the deck, extensive improvements and thoughtful upgrades include new windows and exterior doors in 2024, newer mechanicals and water systems, a 2025 hot tub and a generator hookup and panel. High-speed internet makes working remotely easy. Located near the Ashokan Reservoir and the Ashokan Rail Trail, the property is minutes from Stone Ridge and High Falls and a short drive to Accord, Woodstock and Kingston, with favorites like Inness, Westwind Orchard and Arrowood Farms nearby. The best of the region's hiking, cycling, dining and culture is all within easy reach, offering true upstate living without feeling isolated.

Home Facts

Single Family

1 Bath

2 Bedrooms

Built in 1964

Price Summary

699,000

$358 per Sq. Ft.

MLS #:

20264773

Last Updated:

September 19, 2026, 03:36 PM

Added:

a month ago


Rooms & Interior

Bedrooms

Total Bedrooms:

2

Bathrooms

Total Bathrooms:

1

Full Bathrooms:

1

Interior

Living Area:

1,948 Sq. Ft.


Structure

Structure

Architectural Style:

Ranch

Building Area:

1,948 Sq. Ft.

Year Built:

1964


Lot

Lot Size (Sq. Ft):

294,465


Finances & Disclosures

Finances

Price:

$699,000

Price per Sq. Ft:

$358 per Sq. Ft.

Source:NY MLSUC
The information being provided by Hudson Valley Catskill Mls is for the consumer’s personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The information is deemed reliable but not guaranteed and should therefore be independently verified. © 2026 Hudson Valley Catskill Mls All rights reserved.

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Contact an Agent

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Contact, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If a Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby's International Realty®). I acknowledge that I have read and agree to the terms of use and privacy notice.