566 Main Rd, Monterey, MA 01245
OFF MARKET

566 Main Rd
Monterey, MA 01245

  • 4 Beds
  • 3 Baths
  • 3,148 sqft (on 12 acres)

$1,656,600

Trulia Estimate
as of Jun 10, 2026
Est. Refi. Payment $10,187/mo*

$1,656,600

Trulia Estimate
as of Jun 10, 2026
Est. Refi. Payment $10,187/mo*
4 Beds
3 Baths
3,148 sqft
(on 12 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

There's so much to love about this house! Built in 1840, using oak and chestnut beams from century-old trees felled right on the property, this is a home of charm and history. With 4 bedrooms & 2 1/2 baths, the house is pleasantly spacious and sits on 12 acres. Stunning and secluded, this lovely estate in the heart of the Berkshires is not to be missed.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
Garage
Outdoor
No Info
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 566 Main Rd

Interior Features

Interior Details
BasementNumber of Rooms: 9
Heating & Cooling
Heating: Other, OilHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Wood
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1840
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Community

Units in Building: 1

Lot Information

Lot Area: 12.00 acres

Price History for 566 Main Rd

DatePriceEventSource
10/31/2011$850,000Sold
BCMLS #194231
05/18/2011$987,500Listed For SaleAgent Provided
10/14/2010$1,200,000ListingRemovedAgent Provided
07/27/2010$1,200,000PriceChange
Agent Provided
02/17/2010$1,420,000PriceChange
Agent Provided
08/23/2009$1,750,000Listed For SaleAgent Provided

Market trends in Monterey

Last updated April 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
Sale-to-List Price
Price per sq ft
Available listings
7
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Property Tax and Assessment

Year2025
Tax$10,290
Assessment$1,597,800
Home facts updated by county records

Homeowner tools

Estimated monthly rent$4,227/mo

Homes for rent near 566 Main Rd

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Comparable Sales for 566 Main Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.23
Single-Family Home
$1,750,000
07/11/25
4
2.5
2,300
0.57
Single-Family Home
$785,000
08/21/25
4
2.5
2,490
1.09
Single-Family Home
$549,000
11/21/25
4
2
1,840
0.97
Single-Family Home
$455,000
02/06/26
3
1.5
2,599
1.19
Single-Family Home
$655,000
08/08/25
4
3.5
4,188
1.19
Single-Family Home
$600,000
09/05/25
5
3.5
2,573
1.41
Single-Family Home
$1,150,000
09/04/25
3
3
2,266
1.24
Single-Family Home
$864,163
05/28/26
3
2
1,297
1.93
Single-Family Home
$730,000
01/02/26
4
3
1,956
1.48
Single-Family Home
$1,087,500
07/23/25
3
2
2,000

Nearby homes

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Assigned Schools

These are the assigned schools for 566 Main Rd.
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Monterey

At least 1 Trulia users voted on each feature.
  • 100 % Say people would walk alone at night

  • 100 % Say it's dog friendly

  • 100 % Say yards are well-kept

  • 100 % Say they plan to stay for at least 5 years

  • 100 % Say parking is easy

Sourced by Trulia users. Learn more about our methodology.

LGBTQ Local Legal Protections

Apartments for Rent

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Homes for sale near 566 Main Rd

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Off Market Homes Near 566 Main Rd

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566 Main Rd, Monterey, MA 01245 is a 4 bedroom, 3 bathroom, 3,148 sqft single-family home built in 1840. This property is not currently available for sale. 566 Main Rd was last sold on Oct 31, 2011 for $850,000. The current Trulia Estimate for 566 Main Rd is $1,656,600.