Twilight view of Pontoosuc Lake in Pittsfield, Massachusetts.

Pittsfield

Berkshire County, Massachusetts

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Pittsfield, named after British nobleman William Pitt, is The Berkshire's largest city and cultural center.

Pittsfield, named after British nobleman William Pitt, is Berkshire County’s largest city at 42.5 square miles. A former farming community and mill town, Pittsfield today is considered to be not only the geographic hub of the Berkshires, but also its cultural center. Waterfront properties can be found at Lake Onota and Lake Pontoosuc, two spectacular lakes. The city proudly boasts The Berkshire Museum, Barrington Stage Company, the gilded-age Colonial Theatre, The Beacon Cinema and author Herman Melville’s spectacular estate, Arrowhead, as well as the main campus of Berkshire Community College and the Berkshire Athanaeum. Outdoor and nature enthusiasts enjoy the myriad programs and facilities found at the living tree library, Hebert Arboretum at Springside Park, and the historic, city-owned Wahconah Park, one of the last remaining ballparks in the U.S. with a wooden grandstand. Located just over 2 hours from Boston, the city is reflective of a vibrant mix of thriving residential, commercial, industrial, educational and artistic endeavors, earning it Massachusetts’s coveted 2009 Commonwealth Award, the state’s highest honor in the arts, humanities and sciences.
Pittsfield, named after British nobleman William Pitt, is Berkshire County’s largest city at 42.5 square miles. A former farming community and mill town, Pittsfield today is considered to be not only the geographic hub of the Berkshires, but also its cultural center. Waterfront properties can be found at Lake Onota and Lake Pontoosuc, two spectacular lakes. The city proudly boasts The Berkshire Museum, Barrington Stage Company, the gilded-age Colonial Theatre, The Beacon Cinema and author Herman Melville’s spectacular estate, Arrowhead, as well as the main campus of Berkshire Community College and the Berkshire Athanaeum. Outdoor and nature enthusiasts enjoy the myriad programs and facilities found at the living tree library, Hebert Arboretum at Springside Park, and the historic, city-owned Wahconah Park, one of the last remaining ballparks in the U.S. with a wooden grandstand. Located just over 2 hours from Boston, the city is reflective of a vibrant mix of thriving residential, commercial, industrial, educational and artistic endeavors, earning it Massachusetts’s coveted 2009 Commonwealth Award, the state’s highest honor in the arts, humanities and sciences.
Pittsfield, named after British nobleman William Pitt, is Berkshire County’s largest city at 42.5 square miles. A former farming community and mill town, Pittsfield today is considered to be not only the geographic hub of the Berkshires, but also its cultural center. Waterfront properties can be found at Lake Onota and Lake Pontoosuc, two spectacular lakes. The city proudly boasts The Berkshire Museum, Barrington Stage Company, the gilded-age Colonial Theatre, The Beacon Cinema and author Herman Melville’s spectacular estate, Arrowhead, as well as the main campus of Berkshire Community College and the Berkshire Athanaeum. Outdoor and nature enthusiasts enjoy the myriad programs and facilities found at the living tree library, Hebert Arboretum at Springside Park, and the historic, city-owned Wahconah Park, one of the last remaining ballparks in the U.S. with a wooden grandstand. Located just over 2 hours from Boston, the city is reflective of a vibrant mix of thriving residential, commercial, industrial, educational and artistic endeavors, earning it Massachusetts’s coveted 2009 Commonwealth Award, the state’s highest honor in the arts, humanities and sciences.
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Lifestyle Features

Lifestyle Feature

Commuter Friendly

Providing an ideal balance between urban amenities and the suburban lifestyle, Fairfield County offers many excellent real estate choices for the New York City commuter. With its easy access to midtown Manhattan by Metro-North railroad, Fairfield County serves as a perfect city escape while still offering fantastic proximity. Start your search for commuter friendly listings here.

  • 17,072 Listings Within 90 minutes
    of Midtown Manhattan
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Lifestyle Feature

Golf Living

Some properties are within a few minutes’ drive; others are situated adjacent to or even directly on the beautiful golf green. The country club environment is a must-have for many, and for those who are after the golf lifestyle, Fairfield County has a number of superb offerings to consider. Begin exploring the assortment of golf-style listings now on the market in Fairfield County.

Lifestyle Feature

Waterfront

The Berkshires is an ideal setting not only for its picturesque country landscapes and stunning mountainous terrain, but also its many beautiful lakes. For those who enjoy the lakefront lifestyle and all of the peaceful views, relaxation and outdoor recreation that comes with it, please begin your Berkshires lakefront search here.

Lifestyle Feature

Antique Homes

Litchfield County has a great history that is often reflected in the area's homes. There are many homes built before 1900 that has been preserved and restored to their original luster.

Deep Water Docks

The Connecticut shoreline is home to some of the most beautiful direct shorefront listings available, many with their own deep water docks for immediate access to water recreation. Explore the many dock-equipped properties now for sale on the Connecticut shoreline.

Beach Access

You never have to venture far to enjoy the immaculate white-sand beach at these Long Island Sound-front properties on the Connecticut shoreline. Start searching for the many lovely direct beachfront properties currently on the market and ripe for discovery.

Lifestyle Feature

Farm & Equestrian

Vast acreage, equestrian properties, pristine lakes and rivers, and great expanses of mountains and forests to hike, explore and take in the wildlife: It’s all here in the Berkshires. Start here to discover the current selection of magnificent trophy ranches and spectacular retreats with distant views now available for sale in the beautiful Berkshires.

Waterfront

With its rolling hills and scenic pastoral setting, Litchfield County is a perfect destination not only for those who enjoy rural living, but that peaceful, relaxed lifestyle that can only be found at the lake. Discover the assortment of properties now on the market that are situated directly on the shores of some of Litchfield’s most beautiful lakes.



Views

Several Litchfield County properties feature lovely ​distant ​views of the​ mountains,​ lakes, rivers and ​meadows​ that grace this pastoral region. Explore the many real estate offerings currently available for sale that allow one to take in the superb vistas​ that are unique to Litchfield County.

Weekends Away

Sometimes you just need to get away. For those looking for a frequent retreat from the daily hustle and bustle of the big city, Litchfield County has a variety of spectacular properties that can perfectly serve as a weekend escape. Start your search here for that ideal weekend sanctuary, set amid the lush landscape of Litchfield County.



Get Outdoors

Between its hilly country terrain and stunning water settings, Litchfield County is a paradise for outdoor recreation enthusiasts of all types, whether they are interested in hiking, biking, fishing, boating, bird watching or leaf peeping. Learn more about the outdoor lifestyle enjoyed by so many in Litchfield County.

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Community Events

Those who live in Westchester County will find that they never need to feel at a loss for things to do. Our active community offers something for everyone, and here you can discover what’s happening near you.

Read Local News

Great Schools

The public and private schools in Westchester County are consistently ranked by leading publications as among the very best in the nation. Learn more here about the distinguished schools that serve our communities.

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Featured Listings

94 Dawes Ave
Pittsfield, MA $1,100,000

94 Dawes Ave

Pittsfield, MA

$1,100,000
  • 6 Beds
  • 5/1 Baths
  • 7,386 Sqft
1136 Barker Rd #36
Pittsfield, MA $649,000

1136 Barker Rd #36

Pittsfield, MA

$649,000
  • 3 Beds
  • 3/1 Baths
  • 3,280 Sqft
17 Cobblestone Cove
Pittsfield, MA $319,900

17 Cobblestone Cove

Pittsfield, MA

$319,900
  • 3 Beds
  • 2/1 Baths
  • 1,768 Sqft
7 Coltland Dr
Pittsfield, MA $309,000

7 Coltland Dr

Pittsfield, MA

$309,000
  • 4 Beds
  • 3/1 Baths
  • 3,408 Sqft
274 Barker Rd
Pittsfield, MA $249,900

274 Barker Rd

Pittsfield, MA

$249,900
  • 3 Beds
  • 1/1 Baths
  • 1,632 Sqft
488 Hancock Rd
Pittsfield, MA $249,000

488 Hancock Rd

Pittsfield, MA

$249,000
  • 3 Beds
  • 2 Baths
  • 1,248 Sqft
380 Lebanon Ave
Pittsfield, MA $214,900

380 Lebanon Ave

Pittsfield, MA

$214,900
  • 1 Beds
  • 1.00 Baths
  • 1,440 Sqft
67 Newton Ave
Pittsfield, MA $209,900

67 Newton Ave

Pittsfield, MA

$209,900
  • 3 Beds
  • 2 Baths
  • 2,148 Sqft

Pittsfield

Area Map

Pittsfield is within The Berkshires, Massachusetts and borders Lenox, Washington, Richmond and Lanesborough.

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Pittsfield

Market Snapshot

Median Sales Price

November 2017 - Single Family Homes

$165K
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Percentage of Asking Price

November 2017 Single Family Homes

95%
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95%
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95%
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95%
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Media Gallery

Onota Lake Pontoosuc Lake Onota Lake