OFF MARKET

Off market jan 2021 for $789K

$966,543

•

2,234

sq ft

745 Dugway Road Rd, Chatham, NY 12037

About this home

Rarely do opportunities present to own a piece of history. Built in 1748 with a mid-century addition, this colonial on 62 secluded acres beckons its next chapter. The stature and quality of this 272-year-old, four-bedroom house leave an immediate impact. .. from the original windows and trim to the massive hearth in the great room, this home has stood the test of time. A sizeable kitchen, front sitting parlor, three bathrooms and an attached two-car garage round out the home. Conveyed with the main house are 68 contiguous acres, including a 35 acre undeveloped mountain with frontage on Mallory Road. Located just ten minutes from the Village of Chatham, 25 minutes from Hudson and 30 minutes from the Berkshires, every convenience is close by.

Single-familyProperty Type

1748Year Built

68.25 acresLot Size

$433Est. Price/Sq.Ft.

2 car garageParking

Listing by Kelcey Otten • Compass Greater NY, LLC d/b/a

Bought with Tracy Tassinari at Gabel Real Estate Tassinari • Gabel Real Estate

Redfin checked: 3 minutes ago

•Source:HVCRMLS #134690

Redfin Estimate

$966,543

$178K since sold in January 2021$66K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 27.4% lower than the average sale price ($1.33M) of 6 comparable homes.

SOLD SEP 4, 2026
$625,000
A
3 beds2 baths1,958 sq ft
326 Pratt Hill Rd, Austerlitz, NY 12017
Listing by Compass Greater NY, LLC
SOLD APR 22, 2026
$658,200
B
3 beds2 baths1,700 sq ft
11549 State Route 22, Austerlitz, NY 12017
Listing by Country Life Real Estate, LLC
SOLD SEP 26, 2026
$4,970,000
C
4 beds3.5 baths4,000 sq ft
174 Ten Broeck Rd, Chatham, NY 12037
Listing by Brown Harris Stevens HV LLC
SOLD JUL 17, 2026
$855,000
D
3 beds2 baths1,890 sq ft
996 Dugway Rd, Chatham, NY 12037
Listing by Beach & Bartolo Realtors
SOLD JUN 30, 2026
$257,500
E
4 beds2 baths2,314 sq ft
55 Payn Ave, Chatham, NY 12037
Listing by Grist Mill Real Estate
SOLD JUN 4, 2026
$625,000
F
4 beds2 baths2,850 sq ft
24 Schmidt Rd, Ghent, NY 12075
Listing by Country Life Real Estate, LLC

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Market trends in 12037, NY

Last updated September 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-List Price

102.6%

0.2% MoM

Median sale price

$418K

$0 MoM

Avg. days on market

72d

15 days MoM

Recently sold homes

0 MoM

New listings for sale

$549,000
3 beds2.5 baths2,200 sq ft
341 White Mills Rd, Chatham, NY 12037
$875,000
3 beds— baths1,624 sq ft
2354 New York 66, Ghent, NY 12075
See all

Provided by Redfin

Sale history for 745 Dugway Road Rd

Year

Property tax

Land + Additions

Assessment*

2026

$10,707

$176,800 + $289,900

$466,700

2025

$10,707 (−0.2%)

$176,800 + $289,900

$466,700

2024

$10,727 (+3.5%)

$176,800 + $289,900

$466,700

2023

$10,364 (+5.0%)

$176,800 + $289,900

$466,700

2022

$9,871 (−1.4%)

$176,800 + $289,900

$466,700

2021

$10,016 (−3.3%)

$176,800 + $289,900

$466,700

2020

$10,353 (−0.3%)

$176,800 + $289,900

$466,700

2019

$10,387 (−31.3%)

$176,800 + $289,900

$466,700

2018

$15,112 (+3.0%)

$176,800 + $289,900

$466,700

2017

$14,668 (+0.4%)

$149,000 + $492,000

$641,000

2016

$14,609

$149,000 + $492,000

$641,000

2015

$14,615 (+0.5%)

$149,000 + $492,000

$641,000

2014

$14,549

$149,000 + $492,000

$641,000

Tax history for 745 Dugway Road Rd

Year

Property tax

Land + Additions

Assessment*

2026

$10,707

$176,800 + $289,900

$466,700

2025

$10,707 (−0.2%)

$176,800 + $289,900

$466,700

2024

$10,727 (+3.5%)

$176,800 + $289,900

$466,700

2023

$10,364 (+5.0%)

$176,800 + $289,900

$466,700

2022

$9,871 (−1.4%)

$176,800 + $289,900

$466,700

2021

$10,016 (−3.3%)

$176,800 + $289,900

$466,700

2020

$10,353 (−0.3%)

$176,800 + $289,900

$466,700

2019

$10,387 (−31.3%)

$176,800 + $289,900

$466,700

2018

$15,112 (+3.0%)

$176,800 + $289,900

$466,700

2017

$14,668 (+0.4%)

$149,000 + $492,000

$641,000

2016

$14,609

$149,000 + $492,000

$641,000

2015

$14,615 (+0.5%)

$149,000 + $492,000

$641,000

2014

$14,549

$149,000 + $492,000

$641,000

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

20.36 Acres

Year renovated

1990

Sq. Ft.

3,536

Year built

1756

Style

Vacant Land

County

Columbia County

APN

102200A09500000010102000000

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Aug 28, 2026.

Property details

Parking

Parking/Garage Information
Has Garage
Has Attached Garage
# of Garage Spaces: 2
Parking Features: Attached, Garage

Interior

Bathroom Information
# of Full Bathrooms: 1
# of Half Bathrooms: 1

Heating & Cooling
Has Heating
Heating: Baseboard, Oil, Wood Stove

Interior Features
Interior Features: High Speed Internet
Window Features: Insulated Windows, Double Pane Windows, Storm Window(s)
Appliances: Dryer, Dishwasher, Electric Water Heater, Freezer, Range, Refrigerator, Washer, Water Heater
Flooring: Hardwood, Tile
Fireplace Features: Great Room

Room Information
# of Rooms Total: 8
Has Basement
Basement Details: Unfinished

Exterior

Exterior Features
Patio And Porch Features: Deck, Patio, Porch
Roof: Asphalt, Shingle

Pool Information
Pool Features: None

Building Information
Sq. Ft.: 2234.0
Levels: Two
# of Stories Total: 2
Construction Materials: Frame, Other, Plaster, Wood Siding
Foundation Details: Concrete Perimeter

Property Features
Has View
Other Structures: Shed(s)

Property Information
Property Type: Residential
Property Sub Type: Single Family Residence
Raw Mls Property Sub Type: Single Family Residence

Lot Information
Lot Features: Secluded
Road Surface Type: Paved
Lot Size : 68.25
Lot Size Area: 68.25
Lot Size Units: Acres
Lot Size Acres: 68.25

Utilities

Utility Information
Water Source: Private, Well
Electric: 150 Amp Service
Sewer: Septic Tank

Location

Schools Information
High School District: Chatham Central Schools

Location Information
Directions: Route 203 East through Spencertown, right on Dugway Road. House is 1.8 miles down Dugway, on right.

Public facts

Beds: 4
Baths: 2.0
Sq. Ft.: 3,536
Stories: 2.0
Lot Size: 20.36 acres
Style: Vacant Land
Year Built: 1756
Year Renovated: 1990
County: Columbia County
APN: 102200A09500000010102000000

Home facts updated by county records on Aug 28, 2026

Around this home

Schools

Mary E Dardess Elementary School

Public PreK-5 • Assigned • 5.7mi

5/10

Chatham Middle School

Public 6-8 • Assigned • 5.7mi

4/10

Chatham High School

Public 9-12 • Assigned • 5.7mi

7/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

3/10 Heat Factor

7 days above 91° expected this year, 17 days in 30 years

4/10 Wind Factor

9% chance of strong winds in next 30 years

2/10 Air Factor

1 unhealthy days expected this year, 2 days in 30 years

Provided by First Street

Historical weather

Chatham, NY • 12037

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 8.6 hours in June and 3.8 hours in December, placing it below the U.S. average for solar exposure.

8.6 hrs

3.8 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$919,000 – $1.11M

Sell confidently with a local market expert in Chatham. 3 minutes to get started.

Nearby similar homes

FOR SALE BY OWNER

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Land— sq ft

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Listing by William Pitt Sothebys International Real

New listings for sale in 12037

$549,000

3 beds2.5 baths2,200 sq ft

341 White Mills Rd, Chatham, NY 12037

$875,000

3 beds— baths1,624 sq ft

2354 New York 66, Ghent, NY 12075

Home values near 745 Dugway Road Rd

Data from public records.

Address	Redfin Estimate
746 Dugway Road, Chatham, NY 2 Beds \| 1 Baths \| 1541 Sq. Ft.	$457,599
850 Dugway Road, Chatham, NY 3 Beds \| 1.5 Baths \| 2295 Sq. Ft.	$380,090

Address	Redfin Estimate
774 Dugway Road, Chatham, NY 3 Beds \| 3.5 Baths \| 3280 Sq. Ft.	$1,883,493
798 Dugway Road, Chatham, NY 5 Beds \| 3.5 Baths \| 5823 Sq. Ft.	$1,550,494

Address	Redfin Estimate
801 Dugway Road, Chatham, NY 4 Beds \| 2.5 Baths \| 2688 Sq. Ft.	$1,267,869
842 Dugway Road, Chatham, NY 3 Beds \| 2.5 Baths \| 2863 Sq. Ft.	$879,826

Property information provided by HVCRMLS when last listed in 2020. This data may not match . Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Market trends in 12037, NY

Sale history for 745 Dugway Road Rd

Tax history for 745 Dugway Road Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 12037

Home values near 745 Dugway Road Rd

More real estate resources