181 Grassy Ridge Road

Olivebridge, NY
$ 699,000 Beds 2 Baths 1 Sq 1,948
Monthly Estimate* How much can I afford?

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.

Active

  • Price
  • $ 699,000
  • City
  • Olivebridge
  • Bedrooms
  • 2
  • Full Bathrooms
  • 1
  • County
  • Ulster
  • Half Bathrooms
  • 0
  • Area
  • Olive
  • Lot Size
  • 6.76 Acres
  • Zip
  • 12461
  • Sqr Footage
  • 1,948
  • Year Built
  • 1964
  • Taxes
  • $ 4965
  • Style
  • Ranch
  • MLS#
  • 20264773
Listed By: Briana Cermak with Compass Greater NY, LLC.
Data Source: Ulster County MLS

Features

General

Sewer Septic Tank
Heating Forced Air,Humidity Control,Wood Stove
Cooling Ceiling Fan(s),Wall/Window Unit(s)
Roof Shingle
Appliances Water Softener,Water Purifier Owned,Washer,Refrigerator,Microwave,Gas Range,Dryer,Dishwasher
Zoning 05-RR3
Garage Spaces 1
Patio/Porch Features Deck,Screened,Wrap Around,See Remarks
Architectural Style Ranch
Year Built 1964
Electric 200+ Amp Service,Other
View Trees/Woods
Township Olive
Property Subtype Single Family Residence
County Ulster
New Construction false
Property Type Residential
Attached Garage false
Garage Y/N true
Other Structures Garage(s)
Full Baths 1
Status Active
City Olivebridge
High School District Onteora Central School District
MLS Area Olive
Lot Size Units Acres
Lot Size Square Feet 294465.6
Tax Annual Amount 4965
MLS Area Minor Olive
Standard Status Active
Tax Assessed Value 402000
Tax Lot 9
Legal Description 53.4-3-9
New Construction false

Interior Features

Interior Amenities Beamed Ceilings,Cathedral Ceiling(s),Ceiling Fan(s),Eat-in Kitchen,Granite Counters,High Speed Internet,Hot Tub,Storage
Basement Partially Finished
Flooring Hardwood
Basement (Y/N) true
Air Conditioning Y/N true
Heating Y/N true
Window Features Insulated Windows
Above Grade Finished Area 1948
Total Bedrooms 2
Total Baths 1

Exterior Features

Exterior Amenities Fire Pit,Private Yard,Storage
Lot Features Back Yard,Cleared,Front Yard,Landscaped,Level,Many Trees,Native Plants,Private,Secluded,Wooded,See Remarks
Water Source Well
Lot Size Area 6.76
Spa true
Building Area Total 1948
Lot Size Acres 6.76

Amenities

  • Foreclosure
  • Views
  • Short Sale
  • New Construction
  • Adult 55+
  • Lease To Own
  • No HOA Fees
  • Furnished
  • Primary On Main
  • Air Conditioning
  • Seller Finance
  • Green
  • Fixer Upper
  • Horse
  • Golf
  • Fireplace
  • Deck
  • Garage
  • Basement
  • Pool

Affordability Calculator

$3,786

Per Month

Based on the average sale price from the ATHENS, NY office

  • Monthly Principal & interest $2,658
  • Monthly Property Taxes $1,062
  • Monthly Home Insurance $67
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Let's determine your purchasing power. Working with my mortgage partner, you'll have the information you need to shop for a home with confidence.

Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA, or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

Schools

Elementary School Unknown Elementary School
Middle School
High School Unknown High School

Price History

8/19/2026 Listed $699,000

Property vs Zip Code Average in 12461

Price
AVG $740K
$700K
Taxes
AVG $9,186
$4,965
Year Built
AVG 1977
1964

Areas That We Cover

181 Grassy Ridge Road Olivebridge, NY is a Single Family Home for sale at $699000 with 1948 sqft and a lot size of 6.76 Acres Acre(s). 181 Grassy Ridge Road Olivebridge has 2 bedrooms, 1 baths and was built in 1964. The property's zip code is 12461 which is in Olivebridge, NY

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

All information deemed reliable, but not guaranteed, and should be independently verified. The real estate information and related content displayed on this site 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.