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MLS ID KEY1029585Last updated Sep 4, 2026

Single Family

109 Mary Smith Hill Road

Active · Rockland · Sullivan County, NY 12758

Bedrooms
17 Beds
Bathrooms
4 Baths
Year built
1880
Est. monthly taxes
$1,441.33
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About this home

Beyond the stone walls and winding roads of the legendary Beaverkill Valley lies a rare opportunity to become the next steward of one of the Catskills’ historic estates. Built in 1880 and set on 93 private acres across two tax parcels, this remarkable property borders thousands of acres of protected New York State land, offering an exceptional combination of privacy, natural beauty, and outdoor recreation. Encompassing nearly 6,800 square feet with 17 bedrooms and 4 bathrooms, the residence is rich in character and ready for a thoughtful restoration to its former grandeur. The grounds include a picturesque pond, three-car garage, and vintage tennis court, creating the foundation for an extraordinary compound, sporting estate, or multigenerational getaway. Spend your days exploring the surrounding wilderness, casting a line on legendary Catskill trout streams, or simply enjoying the peace that only a property of this scale can provide. Located just minutes from Livingston Manor’s acclaimed restaurants, breweries, boutiques, and year-round cultural attractions, the estate offers the perfect balance of seclusion and convenience. Prospective purchasers may explore eligibility for membership in the exclusive Beaverkill Mountain Club, subject to the Club’s approval. Opportunities to acquire an estate of this size, history, and setting are increasingly rare. More than a home, this is a chance to preserve a remarkable piece of Beaverkill Valley history while creating a legacy property to be enjoyed for generations to come.

Listing snapshot

Days on site
59 days
Listed on MLS
Jul 25, 2026
Full baths
2
Half baths
2
Annual property tax (MLS)
$17,296
Tax year
2025
Area source (MLS)
Other
Listing brokerage
Carole Edwards Realty
MLS ID
KEY1029585
Last updated
Sep 4, 2026

General features

Property type
Single Family
Property subtype
Single Family Residence
Year built
1880
Garage
Yes
Garage spaces
3
Parking
Driveway, Garage
Water source
Well
Sewer
Septic Tank
Utilities
Cable Available, Electricity Connected

Interior features

Basement
Unfinished, Walk-Out Access
Heating
Baseboard, Hot Water, Other
Cooling
None
Interior
Other
Appliances
None
Flooring
Hardwood
Fireplace
Yes
Fireplaces
1

Exterior features

Architectural style
Farmhouse
Construction materials
Frame
Private pool
No

Schools (MLS)

Elementary school
Rockland Elementary School
Elementary school district
Rockland
Middle school
Rockland Middle/High School
Middle school district
Rockland
High school
Rockland Middle/High School
High school district
Rockland

School information is provided by the MLS. Confirm attendance eligibility with the school district.

Recent activity

  1. Listing updated from MLS
  2. First seen on this site
  3. MLS status changed

Location

Rockland · Sullivan County, NY 12758Show interactive map
109 Mary Smith Hill Road

Rockland · Sullivan County, NY 12758

Google Maps directions

Estimate monthly payment

Loan detailsFixed-rate, fully amortizing loan. Edit the assumptions below; no market rate is supplied.
Property expenses (USD)
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Estimated monthly principal & interest—

Monthly property taxNot provided

Monthly association / maintenance feesNot provided

Estimated monthly total of entered costs—

Excludes insurance, mortgage insurance, special assessments and lender fees. MLS taxes may reflect abatements or exemptions and can change.

Listing data is supplied by the MLS and may change without notice.