Is a car needed in Hancock, MA?

As of early 2026, 100% of users say car is needed

Is there wildlife in Hancock, MA?

As of early 2026, 100% of users say there's wildlife

Is parking easy in Hancock, MA?

As of early 2026, 75% of users say parking is easy

Are yards well-kept in Hancock, MA?

As of early 2026, 75% of users say yards are well-kept

Is Hancock, MA dog-friendly?

As of early 2026, 75% of users say it's dog friendly

Is Hancock, MA quiet?

As of early 2026, 67% of users say it's quiet

Would people walk alone at night in Hancock, MA?

As of early 2026, 60% of users say people would walk alone at night

Are neighbors friendly in Hancock, MA?

As of early 2026, 53% of users say neighbors are friendly

Does Hancock, MA show holiday spirit?

As of early 2026, 50% of users say there's holiday spirit

Do residents of Hancock, MA plan to stay at least 5 years?

As of early 2026, 50% of users say they plan to stay for at least 5 years

Is Hancock, MA walkable to restaurants?

As of early 2026, 50% of users say it's walkable to restaurants

Is Hancock, MA walkable to grocery stores?

As of early 2026, 40% of users say it's walkable to grocery stores

OFF MARKET

10 UPLAND DR
Hancock, MA 01237

5 Beds
2 Baths
2,506 sqft (on 1.46 acres)

$431,200

Trulia Estimate

as of Jun 14, 2026

Est. Refi. Payment $2,689/mo*

Refinance Your Home

$431,200

Trulia Estimate

as of Jun 14, 2026

Est. Refi. Payment $2,689/mo*

Refinance Your Home

5 Beds

2 Baths

2,506 sqft

(on 1.46 acres)

Local Information

-- mins to

Commute Destination

Description

LOW, LOW, LOW REAL ESTATE TAXES (Hancock has the lowest taxes in all of Massachusetts) -- ONLY $645 FOR THE ENTIRE YEAR! 10-room colonial on a Berkshire hillside with mountain views. Perfect as a full-time country home and/or a splendid weekend getaway. There is a large living room with wood burning fireplace, a formal dining room, and a unique custom designed kitchen with imported Italian marble countertops, cherry cabinets, and a tiled floor. There is a large first floor master bedroom, a full marble and tiled bath, and a library/office. Upstairs are three ample guest rooms, and another full marble and tiled bath. Many custom features and built-ins. Central air-conditioning, walk-in cedar closet, alarm system, and top of the line washer and dryer. Large screened porch provides spectacular mountain views to enjoy cocktails and meals outdoors. Large paved driveway with 2-car garage. Skiing locally at Jiminy Peak, and minutes to exceptional theater, music and art at Tanglewood, Williamstown, The Clark, MASS MoCA, Jacob's Pillow, and Pittsfield. Nearby to quality supermarkets and gourmet food shopping. Convenient drive from New York City. Price reduced to $277,000. All reasonable offers will be considered for a quick sale and Closing. Shown by Owner. Call 212-580-5858 for appointment.

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

Porch

A/C

Heating & Cooling

HOA

None

Price/Sqft

No Info

Listed

Less than a day ago

Home Details for 10 UPLAND DR

Interior Features
Interior Details BasementNumber of Rooms: 8Types of Rooms: Walk In Closet, Dining Room, Laundry Room, Library, Master Bath
Heating & Cooling Heating: Baseboard, OilAir ConditioningCooling System: Central, WallHeating Fuel: Baseboard
Levels, Entrance, & Accessibility Stories: 2Floors: Hardwood
Appliances & Utilities Cable ReadyDishwasherDryerRefrigeratorWasher
Fireplace & Spa Fireplace
Security Security System

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

Property Information
Year Built Year Built: 1965
Property Type / Style Property Type: Single Family HomeArchitecture: Colonial

Community
Units in Building: 1

Lot Information
Lot Area: 1.46 acres

Price History for 10 UPLAND DR

Date	Price	Event	Source
03/24/2021		ListingRemoved	N/A

08/14/2020	$266,000	Sold	N/A
Recording Date 08/14/2020 Contract Date 08/06/2020 County Transfer Tax N/A Total Transfer Tax N/A
07/19/2020	$277,000	Listed For Sale	N/A

11/02/2019	$299,000	ListingRemoved	Agent Provided

07/31/2019	$299,000	PriceChange	Agent Provided
Price Change $26,000 (-8%)
06/03/2019	$325,000	Listed For Sale	Agent Provided

09/19/2018	$379,000	ListingRemoved	Agent Provided

06/20/2018	$379,000	Listed For Sale	Agent Provided

10/23/2017	$349,000	ListingRemoved	Agent Provided

09/10/2017	$349,000	PriceChange	Agent Provided
Price Change $18,000 (-5%)
05/07/2017	$367,000	Listed For Sale	Agent Provided

09/21/2001	$190,000	Sold	BCMLS #152707
Recording Date 09/21/2001 County Transfer Tax N/A Total Transfer Tax N/A
04/23/1999	$162,900	Sold	N/A
Recording Date 04/23/1999 County Transfer Tax N/A Total Transfer Tax N/A
11/28/1994	$147,500	Sold	N/A
Recording Date 11/28/1994 County Transfer Tax N/A Total Transfer Tax N/A

Market trends in Hancock

Last updated May 2026

Avg. sale price

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Sale-to-List Price

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Price per sq ft

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Available listings

1MoM

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Property Tax and Assessment

Year	2025
Tax	$888
Assessment	$330,200

Home facts updated by county records

Homeowner tools

Estimated monthly rent$3,555/mo

List your home for rent

Comparable Sales for 10 UPLAND DR

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
33 Dermody Road, Canaan, NY	1.37	Single-Family Home	$390,000	04/17/26	3	3	2,260
118 Dermody Rd, Canaan, NY	1.45	Single-Family Home	$380,000	10/24/25	4	2	2,400
187 West Street, New Lebanon, NY	2.20	Single-Family Home	$500,000	11/21/25	3	2	2,328
39 Old Mountain Road, New Lebanon, NY	2.14	Single-Family Home	$225,000	06/08/26	3	1	1,065
18 Old Farm Ln, Pittsfield, MA	2.42	Single-Family Home	$1,070,000	11/07/25	5	2.5	3,087
7 Central Berkshire Blvd, Pittsfield, MA	2.55	Single-Family Home	$360,000	07/11/25	4	2.5	2,150
701 Route 20 # US, New Lebanon, NY	1.98	Single-Family Home	$125,000	07/31/25	2	1	792
5 Eastbrook Ln, Pittsfield, MA	2.49	Single-Family Home	$825,000	03/25/26	4	3.5	3,196
1 Pheasant Way, Pittsfield, MA	2.54	Single-Family Home	$805,000	08/20/25	4	3.5	3,800
703 Us Route 20, New Lebanon, NY	2.00	Single-Family Home	$150,000	01/22/26	2	1	918

Nearby homes

Get a sense of prices in the area by checking nearby homes.

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OFF MARKET
Est. $509,100
4 bd
2 ba
2,028 sqft
9 Upland Dr,
Williamstown, MA 01267
Elisha Poirier, STONE HOUSE PROPERTIES, LLC
OFF MARKET
Est. $479,900
4 bd
2.5 ba
2,394 sqft
32 Terrace Drive,
New Lebanon, NY 12125
Aimee Strunk Real Estate, Closed
OFF MARKET
Est. $509,000
3 bd
2.5 ba
2,682 sqft
88 Birch Grove Rd,
Pittsfield, MA 01201
John Oliveri, Property Works New England
FOR SALE
1.79 ACRES
$549,900
4 bd
2.5 ba
2,464 sqft
19 Terrace Dr,
New Lebanon, NY 12125
Listing by: Martha Pope, BISHOP WEST REAL ESTATE
OFF MARKET
RT 20,
New Lebanon, NY 12125
Real Property Enterprises, Closed
OFF MARKET
Est. $482,900
3 bd
2.5 ba
1,542 sqft
139 Birch Grove Rd,
Williamstown, MA 01267
Maureen Kirby, NOCHER REALTY
OFF MARKET
Est. $674,100
3 bd
2.5 ba
2,195 sqft
700 Lebanon Mountain Rd,
Lanesborough, MA 01237
Toni Marie Gage, SIGNATURE ASSOCIATES
SOLD
OCT 16, 2025
$35,000
L13 Brickyard Road,
New Lebanon, NY 12125
Vera Cohen Realty, LLC, Closed
SOLD
OCT 16, 2025
$35,000
0 Brickyard Road,
New Lebanon, NY 12125
Vera Cohen Realty, LLC, Closed
OFF MARKET
Est. $312,200
2 bd
1 ba
950 sqft
11 Tariqa Al Nur Road,
New Lebanon, NY 12125
The Kinderhook Group, Inc., Closed
OFF MARKET
Est. $299,300
2 bd
1 ba
950 sqft
11 Tariqa Al Nur,
New Lebanon, NY 12125
KW Platform, Closed
FOR SALE
21.59 ACRES
$689,365
5 bd
3.5 ba
2,964 sqft
118 Old Shaker Road,
New Lebanon, NY 12125
Listing by: Berkshire Hathaway HomeService, Active

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Additional Cost

Assigned Schools

These are the assigned schools for 10 UPLAND DR.

View nearby schools on GreatSchools

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 Hancock

At least 3 Trulia users voted on each feature.

100 % Say car is needed
100 % Say there's wildlife
75 % Say parking is easy
75 % Say yards are well-kept
75 % Say it's dog friendly
67 % Say it's quiet
60 % Say people would walk alone at night
53 % Say neighbors are friendly
50 % Say there's holiday spirit
50 % Say they plan to stay for at least 5 years
50 % Say it's walkable to restaurants
40 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.

Theresa M. .
Resident
7y ago
"It's a country setting nice and quiet. We have a Brooke behind the house and a school near by. There's been very little wild life. "
0
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Apartments for Rent

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NEW - 1 DAY AGO
APPLY INSTANTLY
PET FRIENDLY
$1,000/mo
1 bd
1 ba
23 Spring Hill Rd #2,
New Lebanon, NY 12125
See more homes for rent in
Hancock
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Homes for sale near 10 UPLAND DR

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1.79 ACRES
$549,900
4 bd
2.5 ba
2,464 sqft
19 Terrace Dr,
New Lebanon, NY 12125
Listing by: Martha Pope, BISHOP WEST REAL ESTATE
21.59 ACRES
$689,365
5 bd
3.5 ba
2,964 sqft
118 Old Shaker Road,
New Lebanon, NY 12125
Listing by: Berkshire Hathaway HomeService, Active
3.48 ACRES
$540,000
5 bd
3 ba
3,248 sqft
19 Lovers Ln,
New Lebanon, NY 12125
Listing by: Melissa DiMassimo, STONE HOUSE PROPERTIES, LLC
3.04 ACRES
$799,000
4 bd
2.5 ba
3,400 sqft
26 Westbrook Ter,
Pittsfield, MA 01201
THE KAHN TEAM, BISHOP WEST REAL ESTATE
1.32 ACRES
$989,000
5 bd
4 ba
3,823 sqft
9 Eastbrook Ln,
Pittsfield, MA 01201
Victoria A Standring, Lamacchia Realty, Inc. - Dalton
1.27 ACRES
$675,000
4 bd
4 ba
2,748 sqft
10 Lillybrook Rd,
Pittsfield, MA 01201
Paul R Clark, CLARK REALTY GROUP LLC
3 ACRES
$1,200,000
3 bd
3.5 ba
2,935 sqft
21 Stone House Rd,
Canaan, NY 12029
Listing by: Melissa DiMassimo, STONE HOUSE PROPERTIES, LLC
NEW - 2 DAYS AGO
1.44 ACRES
$699,000
4 bd
4 ba
4,588 sqft
36 Meadow Ridge Dr,
Pittsfield, MA 01201
Victoria A Standring, Lamacchia Realty, Inc. - Dalton
27.3 ACRES
$2,950,000
7 bd
7 ba
6,232 sqft
802 State Rd,
Richmond, MA 01254
Leslie G Chesloff, WILLIAM PITT SOTHEBY'S - GT BARRINGTON
0.4 ACRES
$649,000
2 bd
2 ba
1,750 sqft
51 CHERRY RD,
Richmond, MA 01254
Cantred Hulse, COLDWELL BANKER PRIME PROPERTIES, INC
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Hancock
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Off Market Homes Near 10 UPLAND DR

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SOLD
JUN 8, 2026
$225,000
3 bd
1 ba
1,065 sqft
39 Old Mountain Road,
New Lebanon, NY 12125
Columbia County RE Specialist, Closed
SOLD
MAY 14, 2026
$270,000
2 bd
2 ba
1,227 sqft
36 Churchill Crst #36,
Pittsfield, MA 01201
Nick Geranios, WILLIAM PITT SOTHEBY'S - LENOX
SOLD
APR 24, 2026
$225,000
2 bd
2 ba
1,377 sqft
53 Churchill Crst #53,
Pittsfield, MA 01201
Henry A Hagenah, OCTOBER MOUNTAIN REAL ESTATE
SOLD
APR 17, 2026
$390,000
3 bd
3 ba
2,260 sqft
33 Dermody Road,
Canaan, NY 12029
Gilcrest Properties, Closed
SOLD
APR 14, 2026
$254,000
2 bd
1 ba
1,060 sqft
60 Churchill Crst,
Pittsfield, MA 01201
Tonia L. Scalise, WILLIAM PITT SOTHEBY'S - LENOX
SOLD
APR 6, 2026
$393,000
4 bd
3 ba
1,952 sqft
8 Applewood Ln,
Pittsfield, MA 01201
Maggie Gavin, WILLIAM PITT SOTHEBY'S - LENOX
SOLD
APR 3, 2026
$370,000
3 bd
2 ba
1,440 sqft
195 Churchill St,
Pittsfield, MA 01201
Pamela Roberts, ROBERTS & ASSOC. REALTY, INC
SOLD
MAR 24, 2026
$350,000
2 bd
1 ba
1,120 sqft
158 Eleanor Rd,
Pittsfield, MA 01201
Maureen Kirby, NOCHER REALTY
SOLD
MAR 17, 2026
$229,900
3 bd
1.5 ba
1,716 sqft
1 Clarkson Ave,
Pittsfield, MA 01201
Jessie Downer, LAMACCHIA REALTY, INC
SOLD
MAR 4, 2026
$520,000
3 bd
1.5 ba
2,044 sqft
1136 Barker Rd #18,
Pittsfield, MA 01201
Paula J. McLean, PAULA MCLEAN REALTORS INC.
See more homes for sale in
Hancock
Take a look

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10 UPLAND DR, Hancock, MA 01237 is a 5 bedroom, 2 bathroom, 2,506 sqft single-family home built in 1965. This property is not currently available for sale. 10 UPLAND DR was last sold on Aug 14, 2020 for $266,000. The current Trulia Estimate for 10 UPLAND DR is $431,200.

10 UPLAND DR
Hancock, MA 01237

$431,200

$431,200

Local Information