Jared Kelly

Jared Kelly

Associate Broker

Great Barrington

306 Main Street
Great Barrington, MA 01230

Lenox

26 Church Street
Lenox, MA 01240
  • +1 413 854 1504
  • +1 413 528 4192
  • Born In:
    California
  • Live In:
    Berkshire County
  • Languages Spoken:
    Spanish
  • Passion:
    International Travel
  • Interests:
    Travel, Sports, Food, My Kids, Traveling, Camping, Cooking, Skiing
  • Can’t Live Without:
    New Experiences

 

Jared brings a wealth of real estate, legal, and unique life experience to William Pitt Sotheby’s International Realty. 

Jared joined Sotheby’s as an associate broker in 2016, leaving behind a successful legal career in order to plant roots in the Berkshires to raise his growing family. He quickly established himself as a rising star in Berkshire County, culminating in his recognition as William Pitt Sotheby’s top-producing agent in Berkshire County in 2019. Year over year, Jared has remained one of the top producing agents in all of Berkshire County, including ranking in the top 10 agents county-wide in MLS sales in 2024. 

Known by his clients as “smart as a tack,” “impeccably honest,” “incredibly responsive,” and a “consummate professional,” Jared is perhaps most appreciated, however, for his ability to simplify complex issues, calm everyone’s nerves (even by “making me laugh”), and offer “guidance worth several times his commission.” 

Prior to moving to the Berkshires with his family, Jared practiced law at two premier international law firms (Proskauer Rose and Goodwin Procter) in Boston and San Francisco, where he worked as a litigator with Fortune 500 and international companies.

Jared is very involved in the Berkshire community, including serving as Chair of the Egremont Planning Board. He has two young sons that are active in local schools and travel sports.

When not in the Berkshires, Jared is passionate about international travel. He has traveled in approximately 60 countries, including overland across Asia, in sub-Saharan and northern Africa, almost all of Latin America, and throughout Europe.

 

Jared brings a wealth of real estate, legal, and unique life experience to William Pitt Sotheby’s International Realty. 

Jared joined Sotheby’s as an associate broker in 2016, leaving behind a successful legal career in order to plant roots in the Berkshires to raise his growing family. He quickly established himself as a rising star in Berkshire County, culminating in his recognition as William Pitt Sotheby’s top-producing agent in Berkshire County in 2019. Year over year, Jared has remained one of the top producing agents in all of Berkshire County, including ranking in the top 10 agents county-wide in MLS sales in 2024. 

Known by his clients as “smart as a tack,” “impeccably honest,” “incredibly responsive,” and a “consummate professional,” Jared is perhaps most appreciated, however, for his ability to simplify complex issues, calm everyone’s nerves (even by “making me laugh”), and offer “guidance worth several times his commission.” 

Prior to moving to the Berkshires with his family, Jared practiced law at two premier international law firms (Proskauer Rose and Goodwin Procter) in Boston and San Francisco, where he worked as a litigator with Fortune 500 and international companies.

Jared is very involved in the Berkshire community, including serving as Chair of the Egremont Planning Board. He has two young sons that are active in local schools and travel sports.

When not in the Berkshires, Jared is passionate about international travel. He has traveled in approximately 60 countries, including overland across Asia, in sub-Saharan and northern Africa, almost all of Latin America, and throughout Europe.

 

Jared brings a wealth of real estate, legal, and unique life experience to William Pitt Sotheby’s International Realty. 

Jared joined Sotheby’s as an associate broker in 2016, leaving behind a successful legal career in order to plant roots in the Berkshires to raise his growing family. He quickly established himself as a rising star in Berkshire County, culminating in his recognition as William Pitt Sotheby’s top-producing agent in Berkshire County in 2019. Year over year, Jared has remained one of the top producing agents in all of Berkshire County, including ranking in the top 10 agents county-wide in MLS sales in 2024. 

Known by his clients as “smart as a tack,” “impeccably honest,” “incredibly responsive,” and a “consummate professional,” Jared is perhaps most appreciated, however, for his ability to simplify complex issues, calm everyone’s nerves (even by “making me laugh”), and offer “guidance worth several times his commission.” 

Prior to moving to the Berkshires with his family, Jared practiced law at two premier international law firms (Proskauer Rose and Goodwin Procter) in Boston and San Francisco, where he worked as a litigator with Fortune 500 and international companies.

Jared is very involved in the Berkshire community, including serving as Chair of the Egremont Planning Board. He has two young sons that are active in local schools and travel sports.

When not in the Berkshires, Jared is passionate about international travel. He has traveled in approximately 60 countries, including overland across Asia, in sub-Saharan and northern Africa, almost all of Latin America, and throughout Europe.

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Testimonials

Elle Villetto and Jared Kelly are a dynamic duo! Between them, they combine very savvy real estate skills with personality plus! Selling our home in Lenox proved that you need top real estate agents. Our home, while very beautiful to see, needed updating and had a pool. We needed a particular type of buyer and thanks to the joint efforts of Elle, Jared, and Tonia Scalise (buyer's agent also from Sotheby's), we found a great couple to buy our home at a reasonable price for both parties. Jared's land expertise also paid dividends as our lot had a brook, nature path, and new septic system going in during the sale. A lot of work went into this transaction! This is the "A Team" in the Berkshires and we highly recommend them! Thanks Elle and Jared!

Robin F. & Phil C.

Jared took great care of us. We are grateful to have worked with him

Neil Hirsch Elizabeth Hirsch

Jared Kelly is not only an extremely knowledgeable agent but he truly loves architecture, is interested in the era, the bones and construction of each property and communicates details in a relaxed, happy, kind way. He actually made purchasing my home, fun. I was very grateful to have him on my side. Truly.

Elizabeth Ann Perkins

It was great working with Jared during the sale of my property. He was always helpful, supportive, respectful and friendly. I would recommend him without reservation.

Janet West

I couldn’t have had a better experience. Jared and Chapin guided and supported me throughout the process. They are smart, experienced, honest, available, professional and kind. The best!!!

Jennifer Michaels

Hands down, Jared is the best real estate professional I’ve ever worked with. After dealing with several brokers and feeling disappointed in my search, I met Jared. Jared helped me find, negotiate, and buy my dream property. He’s a true professional and knows his business, and his community, inside and out. And he’s also personable, helpful, smart as a tack, efficient, and incredibly responsive and engaged. That’s a killer combination and, in my experience, very rare to find. I felt personally cared for, tended to, and looked out for at every turn. Jared was a real advocate and asset, and went above and beyond with helpful recommendations, referrals, context, and guidance that really made the process easy. Couldn’t recommend him more.

Dan S

Jared provided thoughtful and thorough counsel throughout the buying process. He is-- without fail-- genuine, approachable, and responsive. I am so thrilled with my new home and grateful to Jared for being a wonderful advocate and facilitator!

Liz K

Fantastic. When a house you are selling is 3,000 miles away, it’s especially nice to know you’ve got a realtor looking after it who’s not only on the ball and has a good eye, but whose advice you can trust. On top of which, Jared Kelly never once got the five hour time difference wrong...He was an absolute delight to deal with, start to finish, plus made me laugh--which, for my money, is right up there with getting the best price.

Elise R

Jared is an excellent seller's and buyer's agent. I had the opportunity to buy a house through Jared, and he assumed a dual agent role in this complicated transaction. He was always professional and I felt he genuinely wanted both parties to be happy with the transaction. He balanced a proper amount of diligence with measured consideration, never being overly aggressive. He was just starting out in this area [in 2016] after transitioning from the legal profession. I think his background helped him navigate our deal. Decided to use him to list my house, despite having a number of friends in the field that I could have chosen instead. I have no doubt that he will rapidly rise to the top of the agents in the Berkshires.

Andrew B

Jared Kelly is nothing short of a singularly indispensable resource. While we had met a number of brokers prior to Jared, Jared stood out immediately as being extremely knowledgeable, resourceful, honest/trustworthy and easy to work with. Jared was always available and responsive when we had questions or needed advice or recommendations..he never once tried to pressure us or convince us to lower our expectations so that he could simply close a deal and move on. He is also quite detail oriented and strategic...we felt enlightened and taken care of at all times. I could not recommend him and his services more highly.

Joshua S

Jared was an amazing asset to our transaction. Without him we would not have been able to buy the house of a lifetime. He is impeccably honest and easy to work with. His good advice and even keel kept us on track and got us a house in the right place at the right price. Jared's knowledge of the Berkshire market made our choice easy. His guidance was worth several times his commission. Thanks for everything Jared. Best home purchase ever.

Randy J

Jared was the consummate professional throughout all of our interactions -- thorough, detail-oriented, reliable and responsive, but more than that, Jared looks out for his clients and conducts his business in an extremely honest way. I always felt that Jared was more concerned with helping me to find a place that would make me happy rather than trying to get me to buy something for the sake of the commission...Jared went into the office late one night the week between Christmas and New Year's to work on and submit an offer for me so that it would be the first one seen. I can say with certainty that I would not have gotten the house that I did at the price that I did without Jared's devotion to his job.

Bailey

My Listings

56 Crooked Hill Rd $3,295,000 link

56 Crooked Hill Rd

Alford, MA 01230 | Berkshire County
$3,295,000
5 Beds 4/1 Baths 5,238 Sqft 19.3 Acres

Alford Stunner! Exceptionally Designed Turnkey Home with Mountain Views! Completed in 2006, this 5200+ sq ft architect-designed home comes to the market for the first time. Meticulously...

5
bed
4/1
bath
5,238
sqft
Lot 2B Leland Rd $80,000 link

Lot 2B Leland Rd

Becket, MA 01223
$80,000
2.89 Acres

Welcome to Leland Road! Located in perhaps the most sought after neighborhood in Becket, this 2.9 acre lightly wooded parcel is a superb building lot. Nicknamed ''Maple...

2.89
acre

My Sales

707 Stratford Rd $4,990,000 link

707 Stratford Rd

New Marlborough, MA 01230 | Berkshire County
$4,990,000
5 Beds 6/1 Baths 7,331 Sqft 7.3 Acres

Luxe lake living at its finest! Rarely does a large waterfront estate come to the Berkshires' market, let alone one recently built and exquisitely executed. 707 Stratford Rd...

5
bed
6/1
bath
7,331
sqft
139 West Rd $4,550,000 link

139 West Rd

Alford, MA 01266 | Berkshire County
$4,550,000
10 Beds 10/2 Baths 8,604 Sqft 36.71 Acres

Set on 36 acres in the Berkshires' most coveted town, this stunning 8600 sq ft home is completely turnkey, tastefully designed, and a mere 12 years old. Turning off of bucolic...

10
bed
10/2
bath
8,604
sqft
113 Brush Hill Rd $3,710,000 link

113 Brush Hill Rd

Great Barrington, MA 01230 | Berkshire County
$3,710,000
4 Beds 4/1 Baths 5,800 Sqft 12.35 Acres

Spectacular Contemporary Atop the Berkshires Masterful architecture. Epic views. Coming to the market for the first time, this stunning contemporary fulfills every wish list....

4
bed
4/1
bath
5,800
sqft
151 Walker St $3,575,000 link

151 Walker St

Lenox, MA 01240 | Berkshire County
$3,575,000
10 Beds 8/2 Baths 6,934 Sqft 12.76 Acres

Thistlewood - A classic Berkshire Cottage that has been meticulously restored & updated for a modern lifestyle. Designed by noted Boston architects Rotch & Tilden, the...

10
bed
8/2
bath
6,934
sqft
9 Brace Rd $3,000,000 link

9 Brace Rd

Tyringham, MA 01264 | Berkshire County
$3,000,000
6 Beds 2/1 Baths 4,170 Sqft 25 Acres

SHAKER KNOB OVERLOOKING SHAKER POND Shaker Knob is a generational property with an undeniable sense of both history and heritage. On the market for the first time in nearly...

6
bed
2/1
bath
4,170
sqft
212-214 Blue Hill Rd Rd $2,880,000 link

212-214 Blue Hill Rd Rd

Monterey, MA 01245 | Berkshire County
$2,880,000
7 Beds 8/1 Baths 7,930 Sqft 10.25 Acres

SUPERB COUNTRY ESTATE WITH 2 HOMES AND WESTERLY VIEWS. This is, simply put, one of the best locations in the Berkshires. Set on bucolic, beautiful, Blue Hill Rd, surrounded by...

7
bed
8/1
bath
7,930
sqft
1204 Ashley Falls Rd $2,500,000 link

1204 Ashley Falls Rd

Sheffield, MA 01257 | Berkshire County
$2,500,000
5 Beds 4 Baths 3,970 Sqft 2.33 Acres

The Historic Ashley Falls Mill built in 1737. Inviting and dramatic renovation with contemporary floor plan. The Mill sits suspended above the water and features two waterfalls,...

5
bed
4
bath
3,970
sqft
560 Collins St $2,100,000 link

560 Collins St

Hillsdale, NY 12529 | Columbia County
$2,100,000
4 Beds 2/1 Baths 3,220 Sqft 6.93 Acres

Superbly designed home on nearly 7 acres of lawns, gardens and a pretty pond. This 3220 sq ft home has been completely renovated with the finest materials and highest attention...

4
bed
2/1
bath
3,220
sqft
1 Lakeview Dr $1,900,000 link

1 Lakeview Dr

Stockbridge, MA 01262
$1,900,000
4 Beds 3/1 Baths 2,600 Sqft 0.3 Acres

Contemporary Stunner on Stockbridge Bowl Outlet! Step into this waterfront home and be wowed. Superbly designed 2017 build with every amenity and gorgeous water views. Located...

4
bed
3/1
bath
2,600
sqft
514 Rannapo Rd $1,875,000 link

514 Rannapo Rd

Sheffield, MA 01257 | Berkshire County
$1,875,000
4 Beds 3/1 Baths 4,892 Sqft 14.52 Acres

Built in 1785, Bull Hill Farm is a masterpiece restoration and re-imagination of a classic New England barn & farmhouse that is a true sum of its parts. The 3 BR 2 1/2 BA,...

4
bed
3/1
bath
4,892
sqft
46 Blunt Rd $1,795,000 link

46 Blunt Rd

Egremont, MA 01230 | Berkshire County
$1,795,000
5 Beds 4/1 Baths 6,723 Sqft 13.71 Acres

Stunning, craftsman-built home with relaxing views over Marsh Pond to Mt. Washington. It features plenty of bright, open living spaces for family life & entertaining, as well...

5
bed
4/1
bath
6,723
sqft