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Christopher Serra
Licensed Real Estate Salesperson
REALTOR®
(518) 630-3796 Cell
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181 Grassy Ridge Road, Olivebridge, NY 12461

New - 18 Hours Ago
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Property Description

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, its 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 homes 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 homes most distinctive spaces is an all-seasons sunroom overlooking the woods. Surrounded by windows and with direct access to the deck, its 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 theres the deck. Built in 2023, the enormous wraparound deck dramatically expands the homes 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 regions hiking, cycling, dining and culture is all within easy reach, offering true upstate living without feeling isolated.

181 Grassy Ridge Road | MLS# 20264773

This single family home located at 181 Grassy Ridge Road, Olivebridge, NY 12461 is currently listed for sale with an asking price of $699,000. This property was built in 1964 and has 2 bedrooms and 1 full baths with 1948 sq. ft. Grassy Ridge Road is located within the Onteora Central School District school district. Search Olivebridge real estate on chris-serra.coldwellbankerprime.com today.

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Property Features

Property Type: Residential - Single Family
Basement: Yes
Cooling: Ceiling Fan(s), Wall/Window Unit(s)
Garage: 1
Heating: Forced Air, Humidity Control, Wood Stove
Home Style: Ranch
Lot Size: 6.76 Acres
Roof Type: Shingle
Taxes: $4,965
Year Built: 1964

Amenities

Beamed Ceilings
Cathedral Ceiling(s)
Ceiling Fan(s)
Eat-in Kitchen
Granite Counters
High Speed Internet
Hot Tub
Storage
Fire Pit
Private Yard
Storage

Feature Descriptions

Appliances: Water Softener, Water Purifier Owned, Washer, Refrigerator, Microwave, Gas Range, Dryer, Dishwasher
Flooring: Hardwood
Lot: Back Yard, Cleared, Front Yard, Landscaped, Level, Many Trees, Native Plants, Private, Secluded, Wooded, See Remarks
Parcel #: 53.4-3-9
Patio/Porch: Deck, Screened, Wrap Around, See Remarks
Sewer: Septic Tank
SQFT Total: 1948
Water: Well
Wooded: Yes

Local Schools

School District: Onteora Central School District

Estimate Your Payment

Estimated Payment

$ 2,173.30 per month $1,555.67 Principal & Interest $413.75 Property Tax $203.88 Homeowner's Insurance

Change Payment Information

%
years/fixed
yearly
yearly (est.)
(Payments are an estimate and may vary by lender)

Demographics

Listed By / Shown By

Listing By

Agency Name: Compass Greater NY, LLC

Shown By

Agent Name: Christopher Serra
Agent Phone: (518) 630-3796 Cell
Agency Title: Coldwell Banker Prime Properties

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided 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 on this site was last updated 08/19/2026. The listing information on this page last changed on 08/19/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Wed 08/19/2026 12:00:11 AM EST) or Global MLS (last updated Tue 08/18/2026 11:52:24 PM EST) or New York State Alliance MLS (last updated Tue 08/18/2026 11:59:03 PM EST) or Hudson Valley Catskill Region MLS (last updated Tue 08/18/2026 11:51:15 PM EST) or Berkshire MLS (last updated Tue 08/18/2026 8:13:10 PM EST) or OneKey MLS (last updated Tue 08/18/2026 11:53:21 PM EST). Real estate listings held by brokerage firms other than Coldwell Banker Prime Properties may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

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