85 Hammertown Rd

4,675 Sq. Ft.
$529 / Sq. Ft.
4,675
Sq. Ft.
$529
per Sq. Ft.

Description

The History:
The wonderfully characterful Hammertown was established in 1774, in a small hamlet of millworkers, farmers, and blacksmiths, amidst the lush pastoral landscapes surrounding what would become the town of Pine Plains, New York. The home and its grounds were occupied by only three families across 250 years, each family slowly developing the property to include, in addition to the sprawling main house, beautiful, sweeping trees and gardens, stone walls, a two-hundred-year-old barn that has
...The History:
The wonderfully characterful Hammertown was established in 1774, in a small hamlet of millworkers, farmers, and blacksmiths, amidst the lush pastoral landscapes surrounding what would become the town of Pine Plains, New York. The home and its grounds were occupied by only three families across 250 years, each family slowly developing the property to include, in addition to the sprawling main house, beautiful, sweeping trees and gardens, stone walls, a two-hundred-year-old barn that has housed many an ambitious project, and a sweet guest house nestled at the entrance of the land. The Main House:
The seat of the property is a traditional colonial farmhouse, tastefully renovated and beautifully envisioned for the current era - while still respecting the home's history as it passed through a quarter of a millennium. Exquisite millwork lines every wall in the home, no less than five fireplaces are peppered throughout, and we mustn't forget the beautiful, wide-plank wood floors. On the ground floor, you'll find a large boot room with plenty of storage, a formal dining room, a cozy living room, a wallpapered powder, and the beating heart of the home - the monumental kitchen; a light-filled and dreamy space perfect for entertaining. The second floor has two large bedroom suites with a full bath each, three additional bedrooms, and another full bath. Each bedroom has a subtle but charming color palette, more extraordinary woodwork, and two of the bedrooms have fireplaces. The proportions of the rooms and the layout are well suited to a large family or those with frequent guests, with the two en suites each occupying their own corner of the house, and the three bedrooms and last bathroom in their own wing. The Grounds:
Outside, the farmhouse has two 'faces' and two beautiful porches. Additionally, a large dining terrace bordered by stone walls sits conveniently off the kitchen. Strolling away from the main house, you'll find a wrought-iron greenhouse structure and a French parterre garden planted with herbs, lavender, and flowers. The Barn:
The Hammertown barn, built in the early 1800s by the founding family of the property, has lived many exciting lives - from being home to elephants from the Barnum Bailey Circus in the early 1900s to its most recent iteration as the main outpost of a beloved furnishings and antiques brand. The barn's soaring beams and incredible staircase welcome you into the structure, where multiple rooms serve various purposes - including plenty of living space (the perfect place for a home theater), open, sprawling areas with soaring ceilings ideal for hosting large groups, and an abundance of utility, office, and storage space. The barn is fully serviced with electric, air conditioning and heat, and plumbing (including a bathroom). The Guest House:
The two-bedroom, two-bath guest cottage was built to elegantly blend with the property's historic character and features multiple fireplaces and detailed millwork. The double-height great room's arched window floods the house with warm light, and French doors lead to the cottage's sweet outdoor terrace. The Surroundings
Hammertown is just minutes from Pine Plains, less than fifteen minutes from Millerton and the Connecticut border, and two hours from New York City. The area is defined by some of the most beautiful country landscapes in the region, and is full of hiking trails, thriving local farms, and wonderful small towns and communities. As a marvelously well-serviced compound, Hammertown has incredible potential for those who also wish to explore live-work opportunities, having been home to multiple tasteful commercial ventures and events over the past several decades.
  1. Listed by Raj Kumar • Four Seasons Sotheby's Int.
    P: (518)-822-0800 raj.kumar@fourseasonssir.com

Property Details for 85 Hammertown Road

Zoning
R
Basement YN
Yes
LISTING UPDATED: 07/06/2026 04:13 PM

Property Details for 85 Hammertown Road

StatusActive
MLS #20263768
Days on Market1
Taxes$15,670 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential / Single Family Residence
Year Built1774
Lot Size1.80 AC / 78,408 SF
CountyDutchess County

Location

Listing Courtesy of Four Seasons Sotheby's Int.
Add your commute

Building Information for 85 Hammertown Road

Stories2Year Built1774Building Size-Lot Size1.80 AC / 78,408 SF

Payment Calculator

$13,639 per month

30 year fixed, 6.36% Interest

Principal and Interest

$12,333

Property Taxes

$1,306

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 85 Hammertown Road

Summary
Location and General Information
  • Directions: Heading East on 199, home will be on the left.
  • Township: Pine Plains
  • MLS Area Major: Pine Plains
  • County: Dutchess
  • Latitude: 41.975096
  • Longitude: -73.639563
  • MLS Area Major: Pine Plains
  • Sign On Property YN: No
  • Panoramic: Yes
Taxes and HOA
  • Association Fee: $.00
  • Parcel Number: 13420000687200008460300000
  • Tax Block: 0
  • Tax Legal Description: 13420000687200008460300000
  • Tax Annual Amount: $15,670.00
Parking
  • Attached Garage YN: No
  • Garage YN: No
  • Garage YN: No
  • Driveway: Yes
Property
Lot Information
  • New Construction YN: No
  • Lot Size Acres: 1.8
  • Above Grade Finished Area: 4675.0
  • Below Grade Finished Area: 0.0
  • Living Area: 4675.0
  • Lot Size Area: 1.8
  • Lot Size Units: Acres
  • Lot Size Square Feet: 78408.0
  • Above Grade Finished Area: 4675.0
  • Below Grade Finished Area: 0.0
  • Lot Size Acres: 1.8
  • Farmhouse: Yes
  • Frame: Yes
  • Wood Siding: Yes
  • Gentle Sloping: Yes
  • Landscaped: Yes
  • Native Plants: Yes
  • Rectangular Lot: Yes
  • County Road: Yes
  • House: Yes
  • Mixed Use: Yes
Property and Assessments
  • Owner Name: Osofsky
  • Total Floor Plans Count: 0
  • Property Type: Residential,Single Family Residence
  • Year Built: 1774
  • Property Sub Type: Single Family Residence
  • New Construction YN: No
  • Page: 0
  • Section: 0
  • Close Of Escrow: Yes
Taxes and HOA
  • Tax Assessed Value: 1010400.0
  • Tax Lot: 0
Utilities
  • Electric: Yes
  • Septic Tank: Yes
  • Cable Connected: Yes
  • Electricity Connected: Yes
  • Phone Connected: Yes
  • Sewer Connected: Yes
  • Water Connected: Yes
  • Well: Yes
Interior and Exterior Features
Exterior Features
  • Stories: 2
  • Courtyard: Yes
  • Garden: Yes
  • Lighting: Yes
  • Rain Gutters: Yes
  • Gate: Yes
  • Barn(s): Yes
  • Guest House: Yes
  • Pavillion: Yes
  • Patio: Yes
  • Wrap Around: Yes
  • Shingle: Yes
Interior Features
  • Basement YN: Yes
  • Fireplaces Total: 5
  • Fireplace YN: Yes
  • Room Total: 0
  • Bathrooms Total (Integer): 6
  • Bathrooms Total (Decimal): 5.0
  • Bathrooms Total (Notational): 4.2
  • Cooling: Yes
  • Heating: Yes
  • Bedrooms Total: 7
  • Bathrooms Full: 4
  • Bathrooms Half: 2
  • Bathrooms Half: 2.0
  • Fireplace YN: Yes
  • Dishwasher: Yes
  • Dryer: Yes
  • Exhaust Fan: Yes
  • Freezer: Yes
  • Gas Cooktop: Yes
  • Gas Range: Yes
  • Oven: Yes
  • Range Hood: Yes
  • Refrigerator: Yes
  • Washer: Yes
  • Water Heater: Yes
  • Partial: Yes
  • Partially Finished: Yes
  • Electric: Yes
  • Bedroom: Yes
  • Dining Room: Yes
  • Family Room: Yes
  • Kitchen: Yes
  • Primary Bedroom: Yes
  • Wood Burning: Yes
  • Ceramic Tile: Yes
  • Hardwood: Yes
  • Slab: Yes
  • Forced Air: Yes
  • Beamed Ceilings: Yes
  • Bookcases: Yes
  • Breezeway: Yes
  • Crown Molding: Yes
  • Eat-in Kitchen: Yes
  • High Speed Internet: Yes
  • Kitchen Island: Yes
  • Natural Woodwork: Yes
  • Professional Suite: Yes
  • Laundry Room: Yes
  • Two: Yes
Mobile Home
Mobile Home Information
  • Sign On Property YN: No
Rental
Rental Information
  • Occupant Type: Owner
  • Occupant Type: Owner

Schools near 85 Hammertown Road

This home is within Pine Plains Central School District.
Rating
School
Type
Grades
Distance
Public - PK to 1
Public - 2 to 5
Public - 6 to 12
Rating
School
Distance
Cold Spring Early Learning Center
PublicPK to 1

Seymour Smith Intermediate Learning Center
Public2 to 5

Stissing Mountain High School
Public6 to 12

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

85 Hammertown Road is a single family home for sale in Pine Plains, NY 12567. This listing's school district is Pine Plains Central School District. Nearby schools include Cold Spring Early Learning Center, Seymour Smith Intermediate Learning Center and Stissing Mountain High School. 85 Hammertown Road is a 7-bed, 6-bath, 4,675 sqft single family home built in 1774.

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.

Listing Courtesy of Four Seasons Sotheby's Int.

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: 07/06/2026 04:13 PM