Active
2 beds1,948 sqft$359/sqft
181 Grassy Ridge Rd, Olivebridge, NY 12461
Est: $3,967/moGet pre-approved
Single FamilyProperty Type
6.76 acresLot Size
1964Year Built
$359/sq ftPrice per sq ft
1 carParking Spaces

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...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.

Listing Agent

  1. Briana Cermak

    Briana Cermak

    Listing Agent

    Compass

    P: (646) 641-1906

    M: (646) 641-1906

14 days on Market
Last updated: 08/31/2026 06:28 PM • Source: HVCR MLS, MLS#: 20264773

Open Houses

Sunday, Sep 6th11:00 AM - 2:00 PM

Location

Add your commute

Payment Calculator

$3,967 per month

30 year fixed, 6.55% Interest

Principal and Interest

$3,553

Property Taxes

$414

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Know your buying power with a preapproval and custom rate in minutes

Rocket Mortgage1

Property Information for 181 Grassy Ridge Road

Property Details
  • Taxes: $4,965 / year
  • MLS Type: Residential / Single Family Residence
  • Zoning: 05-RR3
  • Basement YN: Yes
Building Information
  • Year Built: 1964
  • Lot Size: 6.76 AC / 294,465 SF
Summary
Location and General Information
  • Directions: Route 209 to Kripplebush Road to Grassy Ridge to property on Right.
  • Township: Olive
  • MLS Area Major: Olive
  • County: Ulster
  • Latitude: 41.899508
  • Longitude: -74.257328
  • MLS Area Major: Olive
  • Sign On Property YN: Yes
Taxes and HOA
  • Association Fee: $.00
  • Parcel Number: 53.4-3-9
  • Tax Block: 3
  • Tax Legal Description: 53.4-3-9
School Information
  • School District: Onteora Central School District
Parking
  • Attached Garage YN: No
  • Garage YN: Yes
  • Garage Spaces: 1.0
  • Garage YN: Yes
  • Attached Garage YN: No
  • Garage Spaces: 1.0
Property
Lot Information
  • New Construction YN: No
  • Lot Size Acres: 6.76
  • Above Grade Finished Area: 1948.0
  • Below Grade Finished Area: 0.0
  • Living Area: 1948.0
  • Lot Size Area: 6.76
  • Lot Size Units: Acres
  • Lot Size Square Feet: 294465.6
  • Above Grade Finished Area: 1948.0
  • Below Grade Finished Area: 0.0
  • Lot Size Acres: 6.76
  • Ranch: Yes
  • Cleared: Yes
  • Landscaped: Yes
  • Level: Yes
  • Many Trees: Yes
  • Native Plants: Yes
  • Private: Yes
  • Secluded: Yes
  • Wooded: Yes
Property and Assessments
  • Owner Name: Cavallo + Novack
  • Total Floor Plans Count: 0
  • Property Type: Residential,Single Family Residence
  • Year Built: 1964
  • Property Sub Type: Single Family Residence
  • Property Type: Residential
  • New Construction YN: No
  • Page: 7
  • Section: 53.4
Taxes and HOA
  • Tax Assessed Value: 402000.0
  • Tax Lot: 9
Utilities
  • Septic Tank: Yes
  • Well: Yes
Interior and Exterior Features
Exterior Features
  • Fire Pit: Yes
  • Private Yard: Yes
  • Garage(s): Yes
  • Screened: Yes
  • Wrap Around: Yes
  • Shingle: Yes
Interior Features
  • Basement YN: Yes
  • Spa YN: Yes
  • Room Total: 0
  • Bathrooms Total (Integer): 1
  • Bathrooms Total (Decimal): 1.0
  • Bathrooms Total (Notational): 1.0
  • Cooling: Yes
  • Heating: Yes
  • Bathrooms Half: 0.0
  • Spa YN: Yes
  • Dishwasher: Yes
  • Dryer: Yes
  • Gas Range: Yes
  • Microwave: Yes
  • Refrigerator: Yes
  • Washer: Yes
  • Water Purifier Owned: Yes
  • Water Softener: Yes
  • Pull-Down Stairs: Yes
  • Partially Finished: Yes
  • Ceiling Fan(s): Yes
  • Hardwood: Yes
  • Forced Air: Yes
  • Wood Stove: Yes
  • Beamed Ceilings: Yes
  • Cathedral Ceiling(s): Yes
  • Eat-in Kitchen: Yes
  • Granite Counters: Yes
  • High Speed Internet: Yes
  • Hot Tub: Yes
  • Sun Room: Yes
  • Insulated Windows: Yes
  • Wood Stoves Total: 1
Mobile Home
Mobile Home Information
  • Sign On Property YN: Yes
Rental
Rental Information
  • Occupant Type: Owner
  • Occupant Type: Owner

Property History for 181 Grassy Ridge Road

DateEvent & SourcePriceAppreciation
Jul 5, 2013

Sold (Public Record)

Public Record #356691017

$247,000
DateEvent & SourcePrice
07/05/2013

Sold (Public Record)

Public Record #356691017

$247,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 181 Grassy Ridge Road

Taxable ValueLand$102,600Additions$299,400Total$402,000
Tax Record2025$5,428 ($452 / month)
Home Facts
Beds2Baths1Total Finished SqFt1,948 SqFtAbove Grade Finished SqFt1,948 SqFtStories1Lot Size294,466 SqFtStyleSingle Family ResidenceYear Built1964Zoning05 - COMMERCICountyULSTERAPN514000 53.4-3-9

Schools near 181 Grassy Ridge Road

This home is within Onteora Central School District.
Rating
School
Type
Grades
Distance
Public - K to 3
Public - K to 4
Public - K to 5
Public - 6 to 8
Rating
School
Distance
Phoenicia Elementary School
PublicK to 3

Woodstock Elementary School
PublicK to 4

Reginald Bennett Elementary School
PublicK to 5

Onteora Middle School
Public6 to 8

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

New listings in 12461

$635,000 | 35 Crispell Road, Olivebridge, NY 12461
1/39

Listing Courtesy of The Catskill Dream Team

Open: 9/5 12:00PM - 03:00PM

$635,000

3
Bedrooms
1,418
Square Feet
4.7
Acres
a swimming pool with outdoor seating
1/30

Listing Courtesy of eXp Realty, LLC

Accepted Offer Cts

$500,000

Unavailable
Bedrooms
988
Square Feet
15.46
Acres
$375,000 | 543 Krumville Road, Olivebridge, NY 12461
1/17

Listing Courtesy of Mary Collins Real Estate, Inc

Pending Continue To Show

$375,000

2
Bedrooms
1,128
Square Feet
1.7
Acres
a view of a house with a yard and sitting area
1/17

Listing Courtesy of Berardi Realty

Accepted Offer Cts

$99,900

3
Bedrooms
800
Square Feet
1
Acres
$399,000 | 1906 County Road 3, Olivebridge, NY 12461
1/19
Listed By Compass

$399,000

1
Bedrooms
1,000
Square Feet
1.3
Acres
$1,200,000 | 457 Krumville Road, Olivebridge, NY 12461
1/45

Listing Courtesy of BHHS Nutshell Realty

$1,200,000

3
Bedrooms
3,030
Square Feet
3.8
Acres
$799,900 | 640 Acorn Hill Road, Olivebridge, NY 12461
1/40

Listing Courtesy of Berardi Realty

$799,900

3
Bedrooms
1,880
Square Feet
2.57
Acres
$849,000 | 67 Private Road, Olivebridge, NY 12461
1/52

Listing Courtesy of Corcoran Country Living

Virtual Tour

$849,000

3
Bedrooms
2,575
Square Feet
4.8
Acres
$775,000 | 18 Haberland Lane, Olivebridge, NY 12461
1/32

Listing Courtesy of Corcoran Country Living

Virtual Tour

$775,000

3
Bedrooms
1,910
Square Feet
4.7
Acres

181 Grassy Ridge Road is a single family home for sale in Olivebridge, NY 12461. This property was listed for sale on August 19, 2026 by Compass, it's currently listed at $699,000. It has been on the market for a total of 14 days and was last sold on July 5, 2013. This listing's school district is Onteora Central School District. Nearby schools include Phoenicia Elementary School, Woodstock Elementary School and Reginald Bennett Elementary School. 181 Grassy Ridge Road is a 2-bed, 1-bath, 1,948 sqft single family home built in 1964.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

The source of the displayed data is either the property owner or public record provided by non-governmental third parties. It is believed to be reliable but not guaranteed. This information is provided exclusively for consumers’ personal, non-commercial use. The data relating to real estate for sale or lease on this webpage comes from the the IDX Program of OneKey® MLS, Columbia Greene Northern Dutchess MLS, Hudson Valley Catskill Regional MLS and Ulster County Board of REALTORS. Real estate listings held by brokerage firms other than Compass are marked with a OneKey® MLS, Columbia Greene Northern Dutchess MLS, Hudson Valley Catskill Regional MLS or Ulster County Board of REALTORS Logo. Use of these search facilities other than by a consumer seeking to purchase or lease real estate is prohibited. The accuracy of all information is deemed reliable but not guaranteed and should be verified through personal inspection by and/or with appropriate professionals. The data contained herein is copyrighted by the IDX Program of OneKey® MLS, Columbia Greene Northern Dutchess MLS, Hudson Valley Catskill Regional MLS and Ulster County Board of REALTORS and is protected by all applicable copyright laws. Any unauthorized dissemination of this information is in violation of copyright laws and is strictly prohibited. Information Copyright 2026, OneKey® MLS, Columbia Greene Northern Dutchess MLS, Hudson Valley Catskill Regional MLS and Ulster County Board of REALTORS. All rights reserved. Data last updated: 08/31/2026 06:28 PM