Off market oct 2020 for $1.9M

$2,747,268

•

6,000

sq ft

108 Raup Rd, Chatham, NY 12037

About this home

Day-O Farm is the complete Hudson Valley estate, located in perfect privacy just minutes outside the village of Chatham. Available for the first time in nearly 30 years, Harry Belafonte's former Columbia County retreat is magical at every turn. Grandly sited, the 1792 main house is a purist's dream, and also offers a main floor master wing with fireplace. The adjacent original carriage house offers a guest suite and beamed ceiling game room, in addition to three car bays. Through the gardens, on the hillside overlooking the main house, is the spacious two bedroom guest house with sauna. The terrace overlooks the oversized gunite pool and pond, with path to the tennis court. Follow the trails through the woods to a one bedroom loft Additional land with Caretakers house and barn available.-style hunting cabin. Abundant space for gatherings of family and friends, with every amenity to enjoy. Additional Information: Amenities:Guest Quarters,Tennis,HeatingFuel:Oil Above Ground,ParkingFeatures:3 Car Detached,

Single-familyProperty Type

1792Year Built

110 acresLot Size

$458Est. Price/Sq.Ft.

3 spacesParking

Listing by Katherine Jennings • Houlihan Lawrence Inc.

Bought with Non Non Member-MLS • Buyer Representation Office

Redfin checked: 2 minutes ago

•Source:OneKey® MLS as Distributed by MLS Grid #H5029963

Redfin Estimate

$2,747,268

$797K since sold in October 2020$2,000 since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 77.1% higher than the average sale price ($1.55M) of 5 comparable homes.

SOLD JUL 7, 2026
$1,340,000
A
5 beds4 baths3,640 sq ft
83 Silvernail Rd, Chatham, NY 12037
Listing by Country Life Real Estate, LLC
SOLD AUG 28, 2026
$605,000
B
5 beds3.5 baths2,982 sq ft
158 Hudson Ave, Chatham, NY 12037
Listing by Gabel Real Estate
SOLD JUL 8, 2026
$2,550,000
C
6 beds4 baths6,000 sq ft
356 Slate Hill Rd, Austerlitz, NY 12017
Listing by Country Life Real Estate, LLC
SOLD JAN 31, 2026
$700,000
D
5 beds4 baths3,165 sq ft
53 Whitings Pond Rd, Canaan, NY 12029
Listing by Rouse + Co Real Estate LLC
SOLD DEC 30, 2025
$2,560,000
E
4 beds3 baths3,686 sq ft
439 Kelly Rd, New Lebanon, NY 12125
Listing by Houlihan Lawrence Inc.

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Earn from this home

Rent

$3,195/mo

Redfin rental estimate

List your home for rent

Market trends in 12060, NY

Last updated September 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-List Price

96.7%

0.4% MoM

Median sale price

$567K

$108K MoM

Avg. days on market

90d

92 days MoM

Recently sold homes

2 MoM

New listings for sale

$549,000
3 beds2.5 baths2,200 sq ft
341 White Mills Rd, Chatham, NY 12037
See all

Provided by Redfin

Sale history for 108 Raup Rd

Date

Event

Price

OneKey® MLS as Distributed by MLS Grid #HM370372

Feb 2, 2024

Listing Removed

—

Apr 16, 2018

Listed

$2,900,000

$483/sq ft

OneKey® MLS as Distributed by MLS Grid #M352341

Feb 2, 2024

Listing Removed

—

Jun 14, 2016

Listed

$2,900,000

$483/sq ft

OneKey® MLS as Distributed by MLS Grid #H5029963

Oct 22, 2020

Sold

$1,950,000

$325/sq ft

Aug 19, 2019

Listed

$1,950,000

$325/sq ft

HVCRMLS #128341

Oct 5, 2020

Sold

$1,950,000

$325/sq ft

Aug 18, 2019

Listed

$1,950,000

$325/sq ft

BCMLS #228673

Feb 20, 2020

Listing Removed

—

Sep 9, 2019

Listed

$1,950,000

$325/sq ft

OneKey® MLS as Distributed by MLS Grid #H4905632

Aug 18, 2019

Listing Removed

—

Feb 7, 2019

Listed

$1,950,000

$325/sq ft

BCMLS #224895

Apr 20, 2019

Listing Removed

—

Apr 16, 2018

Listed

$2,900,000

$483/sq ft

HVCRMLS #124993

Feb 7, 2019

Listed

$1,950,000

$325/sq ft

OneKey® MLS as Distributed by MLS Grid #H4815892

Feb 7, 2019

Listing Removed

—

Apr 16, 2018

Listed

$2,900,000

$483/sq ft

HVCRMLS #120221

Apr 16, 2018

Listed

$2,900,000

$483/sq ft

OneKey® MLS as Distributed by MLS Grid #H4709457

Apr 10, 2018

Listing Removed

—

Mar 9, 2017

Listed

$2,900,000

$483/sq ft

HVCRMLS #113695

Mar 9, 2017

Listed

$2,900,000

$483/sq ft

HVCRMLS #109918

Jun 13, 2016

Listed

$2,900,000

$483/sq ft

Year

Property tax

Land + Additions

Assessment*

2026

$7,711

$381,500 + $68,700

$450,200

2025

$7,711 (+2.4%)

$381,500 + $68,700

$450,200

2024

$7,529 (−0.2%)

$381,500 + $68,700

$450,200

2023

$7,540 (−2.8%)

$381,500 + $68,700

$450,200

2022

$7,754 (+8.4%)

$381,500 + $68,700

$450,200

2021

$7,155 (+1.9%)

$167,800 + $55,600

$223,400

2020

$7,022 (+0.9%)

$161,800 + $61,600

$223,400

2019

$6,962 (+3.2%)

$161,800 + $61,600

$223,400

2018

$6,744 (+1.8%)

$161,800 + $61,600

$223,400

2016

$6,623

$161,800 + $61,600

$223,400

Tax history for 108 Raup Rd

Year

Property tax

Land + Additions

Assessment*

2026

$7,711

$381,500 + $68,700

$450,200

2025

$7,711 (+2.4%)

$381,500 + $68,700

$450,200

2024

$7,529 (−0.2%)

$381,500 + $68,700

$450,200

2023

$7,540 (−2.8%)

$381,500 + $68,700

$450,200

2022

$7,754 (+8.4%)

$381,500 + $68,700

$450,200

2021

$7,155 (+1.9%)

$167,800 + $55,600

$223,400

2020

$7,022 (+0.9%)

$161,800 + $61,600

$223,400

2019

$6,962 (+3.2%)

$161,800 + $61,600

$223,400

2018

$6,744 (+1.8%)

$161,800 + $61,600

$223,400

2016

$6,623

$161,800 + $61,600

$223,400

*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

1.5

Lot width

—

Lot depth

—

Lot size

50.5 Acres

Year renovated

—

Sq. Ft.

799

Year built

1965

Style

Single Family Residential

County

Columbia County

APN

102689A06700000010400000000

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Aug 28, 2026.

Property details

Parking

Parking Information
Parking Total: 3
Parking Features: Detached

Interior

Virtual Tour Information

Fireplace Information
Has Fireplace
Fireplaces Total: 3

Heating & Cooling
Cooling: Central Air
Heating: Baseboard, Electric, Hot Water, Oil

Interior Features
Interior Features: Eat-in Kitchen,Formal Dining,Master Downstairs,Primary Bathroom
Appliances: Dishwasher, Dryer, Microwave, Refrigerator, Washer, Indirect Water Heater
Flooring: Hardwood
Levels: Two
Patio And Porch Features: Patio

Room Information
Basement YN: Yes
Attic: Walkup
Rooms Total: 8
Basement: Partial

Bathroom Information
Bathrooms Full: 3
Bathrooms Half: 2

Exterior

Exterior Features
Construction Materials: Clapboard, Frame, Wood Siding
Other Structures: Barn(s), Outbuilding
Waterfront YN: Yes

Pool Information
Pool Features: In Ground

Lot Information
Additional Parcels YN: No
Lot Features: Views

Property Information
Stories: 2
Other Equipment: Generator
Living Area Source: Other
Property Sub Type: Single Family Residence
Property Condition: Estimated

Financial

Tax Information
Tax Year: 2018
Tax Source: Municipality
Tax Annual Amount: $34,116

Financial Information
Buyer Financing: Conventional

Utilities

Utility Information
Electric Company: Other
Sewer: Septic Tank
Utilities: Trash Collection Private

Location

School Information
Elementary School: Mary E Dardess Elementary School
Middle Or Junior School: Chatham Middle School
High School: Chatham High School
High School District: Chatham

Location Information
Directions: Taconic Pkwy. to Route 203 east to first rt. on County Route 9. Raup Road on the left to #108 Day-O Farm. Gated entry appointment required.
County Or Parish: Columbia County

Community Information
Community Features: Tennis Court(s)

Public facts

Beds: 2
Baths: —
Sq. Ft.: 799
Stories: 1.5
Lot Size: 50.5 acres
Style: Single Family Residential
Year Built: 1965
Year Renovated: —
County: Columbia County
APN: 102689A06700000010400000000

Home facts updated by county records on Aug 28, 2026

Around this home

Schools

Mary E Dardess Elementary School

Public PreK-5 • Assigned • 2.6mi

5/10

Chatham Middle School

Public 6-8 • Assigned • 2.6mi

4/10

Chatham High School

Public 9-12 • Assigned • 2.6mi

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

2/10 Heat Factor

7 days above 92° expected this year, 15 days in 30 years

4/10 Wind Factor

8% chance of strong winds in next 30 years

2/10 Air Factor

1 unhealthy days expected this year, 1 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 8.7 hours in June and 3.7 hours in December, placing it below the U.S. average for solar exposure.

8.7 hrs

3.7 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$2.61M – $3.16M

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

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Listing by Gilcrest Properties

New listings for sale in 12037

$549,000

3 beds2.5 baths2,200 sq ft

341 White Mills Rd, Chatham, NY 12037

Home values near 108 Raup Rd

Data from public records.

Address	Redfin Estimate
206 Raup Rd, Chatham, NY 3 Beds \| 1 Baths \| 864 Sq. Ft.	$299,569
153 Raup Rd, Chatham, NY - Beds \| 1.5 Baths \| 1550 Sq. Ft.	$352,854

Address	Redfin Estimate
130 Raup Rd, Chatham, NY 3 Beds \| 2 Baths \| 2212 Sq. Ft.	$562,711
23 Raup Rd, Chatham, NY 4 Beds \| 2.5 Baths \| 2760 Sq. Ft.	$697,113

Address	Redfin Estimate
121 Raup Rd, Chatham, NY 4 Beds \| 3 Baths \| 2590 Sq. Ft.	$575,001
83 Raup Rd, Chatham, NY 4 Beds \| 3.5 Baths \| 3500 Sq. Ft.	$1,401,405

Property information provided by OneKey® MLS as Distributed by MLS Grid when last listed in 2019. This data may not match . Learn more.

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About this home

Redfin Estimate

Earn from this home

Market trends in 12060, NY

Sale history for 108 Raup Rd

Tax history for 108 Raup 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 108 Raup Rd

More real estate resources