Massachusetts Logo

108 Raup Rd, Chatham, MA 12037

3 Bed, 3.5 Bath Single Family Home For Sale

108 Raup Rd, Chatham, MA 12037 Home For Sale - MLS #224895
3 Full Bath, 1 Half Bath
Single Family
This listing is courtesy of Reciprocal Listing: See Realtor Remarks from NON-MEMBER.

Want to get paid while shopping for your new home? MassRealty is looking for Beta testers!

Property Description for 108 Raup Rd, Chatham, MA 12037

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-style hunting cabin. Many tax savings options available.

Interior Details

3,500 sq. ft.
$828.57/sq. ft.
Backup Generator; Fireplace (s)

Exterior Details

120.00 acres
5,227,200 sq. ft.

Other Details


Room Levels, Dimensions and Features

Living Room
Dining Room
Master Bedroom
Bedroom 3
Bedroom 4
full bath
Create a free account to see additional details for this home (school information, taxes, exterior details, etc...)

Request more information or Schedule an Appointment

We are dedicated to meeting all your needs in a prompt manner. In most cases, we will call you back the same day or at the most 24 hours. You can also reach us at (617) 871-0545 or email us at

Homes For Sale Near 108 Raup Rd, Chatham, MA 12037

346 Elm St, Pittsfield, MA 01201 House For Sale - MLS #224032 $189,900
3 Bed, 2 Bath

10 Dan Ave, Pittsfield, MA 01201 Home For Sale - MLS #224066 $229,900
Single Family
3 Bed, 1.5 Bath

20 John St, Pittsfield, MA 01201 Home For Sale - MLS #224078 $114,900
Single Family
3 Bed, 1 Bath

40 Dorchester Ave, Pittsfield, MA 01201 Home For Sale - MLS #224081 $184,900
Single Family
3 Bed, 1.5 Bath

704 Crane Ave, Pittsfield, MA 01201 Home For Sale - MLS #224095 $214,900
Single Family
3 Bed, 2 Bath

Listings Similar to 108 Raup Rd, Chatham, MA 12037

$1,995,000 43 Hallet Lane, Chatham, MA 02633 Home For Sale - MLS #21606985
2,196 sq. ft.
Posted 17 months ago

Situated in Chatham's Old Village and a moments stroll to a sandy beach, this gracious cottage was entirely renovated by Polhemus Savery DaSilva in 2017. The beach cottage offers the finest craftmanship featuring three levels, with three bedrooms and three and a half baths. The entry is flanked by a kitchen and powder room on one side and a living room and dining room with fireplace on the other....

Read More

$422,500 11 Valley Road, Chatham, MA 02633 Home For Sale - MLS #21804097
1,192 sq. ft.
Posted 17 months ago

OPPORTUNITY! Fixer-upper with good bones and great potential. Large corner lot in great location for easy access to Pleasant Bay and Chatham town. Deeded rights to Stillwater Pond. Three bedrooms, two baths, cathedral ceiling living/dining room with open kitchen. Walkout basement with slider and one finished room. Being sold AS IS. Exercise your TLC!

$635,000 191 Cockle Cove Road, Chatham, MA 02633 Home For Sale - MLS #21900667
1,352 sq. ft.
Posted 17 months ago

Renovated three bedroom home ...Chatham beach house just a short walk to Nantucket Sound Beaches. New windows, roof, sidewall shingles, wood floors, kitchen, appliances, bathrooms, HVAC, and septic system.. Perfect getaway house or summer rental in a very private part of town undisturbed by new McMansions give this house an old Cape Cod charm and feeling of vacation... Same family ownership for...

Read More

$1,695,000 44 Scatteree Rd, Chatham, MA 02650 Home For Sale - MLS #72534582
2,656 sq. ft.
Posted 17 months ago

New Price for this INCREDIBLY dramatic Atlantic& Chatham Harbor water views from this custom ( 2013) Cape perched high atop North Chatham close to Scatteree Beach 2 other town landings. Designed for easy year round or summer living the open plan sunny living/ dining/ kitchen has big windows& bay window to enjoy the fabulous views, a screened porch and open deck too, plus a 1st Fl second...

Read More

My Notes

Save Favorites

Keep Notes

Create a free account to track your favorite listings

Mortgage Calculator


Monthly Mortgage Payments


Town Description

Chatham, one of the older townships of Cape Cod, was settled in 1656 by a handful of Pilgrims, whose surnames still dominate the town's census list.

The town was incorporated in 1712. Originally a...

Read More