Jennifer Capala

Jennifer Capala

Real Estate Broker

Jennifer Capala
  • M
26 Church Street
Lenox, MA 01240
Great Barrington
306 Main Street
Great Barrington, MA 01230

Years in Business

Properties Sold

Avg Sales Price

About Me About Me

Jennifer's unwavering commitment to superior professional standards, along with a keen ability to work through challenges with creativity and care has allowed her to build a highly successful real estate career.  After more than 12 years of experience  Jennifer's clients refer to her as: enthusiastic, knowledgeable, responsive, ethical, and extremely helpful.

With a smile, she admits to being obsessed with real estate. This passion for real estate began over 20 years ago when she purchased and renovated a Brooklyn firehouse which turned out to be the gift that just keeps giving.  New York magazine and The NY Times published stories about the circa-1900,  former firehouse in Williamsburg which was transformed from a wreck into a livable, multi-use space. "A wise real estate investment can really transform your life."

Jennifer came to real estate after a successful career as a commercial photographer documenting architecture and interiors for top designers in New York City.  Her exposure  to a wide range of architecture, along with a keen eye for design and construction, has given her the ability to assess the true potential of almost any property.   

When not hard at work, she greatly enjoys down time with her family and friends, exploring this stunning region, taking long walks with Harvey the dog, skiing at Catamount, and teaching Yoga at her favorite studio in Chatham, NY.  

  • Born In Cambridge, MA
  • Lives In Spencertown, NY
  • Favorite Movie Shawshank Redemption
  • Passion Nature, Design, Bahkti Yoga, Dogs
  • Interests Skiing, traveling, music, Traveling, Cooking, Fishing
  • Favorite Lyric Everything's gonna be alright
  • Inspiration Friends and family
  • Can't Live Without Nature's beauty

Agent Designations

  • Broker

My Awards

  • Sotheby's Gold Award 2022
  • Sotheby's Diamond Award 2021
  • Sotheby's Platinum Award 2020

My Specialties

  • Photography
  • Staging
  • Negotiating
  • Supporting buyers and sellers
Jennifer Capala photo 1
Jennifer Capala photo 2
Jennifer Capala photo 3
Jennifer Capala photo 4
Jennifer Capala photo 5
Jennifer Capala photo 6
Jennifer Capala photo 7
Jennifer Capala photo 8
Jennifer Capala photo 9
Jennifer Capala photo 10

My Listings and Sales

Loading listings...

Testimonials (20)

Jennifer Capala was absolutely a joy to work with. Professional and responsive, she got the job done seamlessly. I would request Jennifer again for a house sale as well as I would highly recommend her to others. Barbara Ann Austin Trust Nancy Jo Austin
Couldn't have asked for a more smooth and professional experience. And Jen Capala is absolutely charming! Gerard Ferrone
Exceptional service. Jennifer is accommodating and extremely knowledgeable. A very enjoyable experience! Paul Hyde Sharon Hyde
Jen was a great support and got a great result! Victoria Clarke
Jen Capala took her fiduciary responsibility very seriously and got the job done. She is true professional, and highly effective realator. I strongly recommend the stellar combination of Jen Capala and Sotheby’s for success! Heidi Harding
Jennifer was an excellent guide through the process of finding and purchasing a house. Austin and Krista Sand
The experience with Ms. Capala was extraordinary. Professional, collaborative, great communication which all resulted to a home sale that exceeded our wildest expectations. Evan Messinger
This was the best real estate transaction experience we have ever had, thanks in no small part to the collaboration of two Sotheby’s agents, one on each side of the deal. To say our agent, Jennifer Capala, outperformed expectations is a gross understatement. She was prepared, thoughtful, strategic, communicative, scrupulously honest, and kind every step of the way. We are so, so glad we chose to work with her and will continue to do so. Her integrity, good humor, and care stand her above so many others we have worked with in the past, and we are so grateful to her and Sotheby’s for this extraordinarily smooth deal. Paige and John Orloff
Jen Capala is an outstanding broker. After an initial sale fell through, it took her only days to find a new buyer. She was first rate in all her dealings and advice. Gerald Aksen
Jennifer Capala was wonderful to work with. Though she was the seller's agent, I felt she was honest, strait forward and transparent about everything. I would highly recommend her to anyone looking to buy or sell in the area. Alexander Dodge Charles Stewart
Greatest Martin and Karen Mallow
It was a terrific experience to work with Jen. She did her research in helping us price our home at a reasonable price. Her suggestions for staging were invaluable. Jen's attention to detail, communication skills and guidance through the entire selling process were outstanding. We were able to sell our home quickly and without a lot of stress thanks to Jen. Thank you Jen for doing such a terrific job! pauljchomacl
When I listed my house with Jennifer, she very diplomatically had some suggestions that would make it more appealing for prospective buyers. I agreed and did some "decluttering." She then came and took very professional photographs to post on the website. Most buyers come via the web and Jennifer was always available for a showing and advised me in advance when she was going to be at the house. I found her to be very professional, very candid, and very able to determine serious interest. Her advice during negotiations with a buyer was fair and reasonable. She was knowledgeable about contracts and closing procedures. I recommended Jennifer to a number of people interested in selling their homes and I will continue to do so. sanper223
I worked with Jennifer twice, first to buy a house and later because I found her such a pleasure to work with I went back to her to get her help selling a house. She knows the area, she is thorough and professional, smart, knowledgable, honest and very easy to work with. Also, she is exceedingly hard working. I live in NYC so she did a lot to legwork for me and saved me time and stress. If I buy another house in that area, she's the first call I will make. susanturner608
She stuck with us for several years, being innovative and proactive in searching out marketing opportunities relating to the sale of our home. She communicated well and was never too busy to share necessary time with us. Because we live in the UK Jennifer had additional responsibilities when showing our home, presenting it as appropriate to encourage possible buyers. These she undertook with panache and skill. Our buyer was nervous and needed delicate handling throughout the transaction. Without Jennifer's committed involvement I doubt we would have closed the sale when we did. A great thank you to her from very happy sellers. chj10
Jennifer provided fresh vision and insight to help sell a house that had previously stagnated in the market for over 2 years. The difference between previous brokers and her was immense. She provided staging advice and simple improvements to the house to make it more marketable. She took excellent photos and created a video to help market on line. She targeted second home buyers in NYC area with ads in local magazines. All in all it was an effective, efficient, and easy process that got results in a tough market. A+ effort. siegelri
Jennifer is top notch and worked really hard for us. We were very specific about where we wanted to live right down to the part of town we wanted to live in. She stuck with us for three years to help us find the exact home we needed in our price range, in the location we wanted. I honestly think most other realtors would have written us off but not Jennifer. She is kind, thoughtful and committed. Without her we wouldn't be in our home now. We closed in December of 2016 and couldn't be happier. Thanks Jennifer! kva7
Jennifer sold my mother's home in Columbia County. Her expertise at staging, photography and writing were all a part of a successful sale. But it was her personal attention and negotiating skills that proved most important. She communicated so well with potential buyers and let us know exactly what was happening. I would not hesitate to use Jennifer again and would highly recommend her for any real estate transactions in the Hudson Valley or Berkshires. paulmontana
Jennifer is a super solid broker. She stands behind what she says and she works very hard to get deals closed. She is very knowledgeable about her markets. I could not recommend her more highly. Adam adam janovic
She is a true professional, attuned to our needs and very knowledgeable with the local areas. She knows how to be informative, without the incessant chatter of many agents. We enjoyed working with her and would refer her to anyone who wants to buy or sell in the Berkshires. user7674823

Jennifer Capala in the News


Great Barrington: Mind(ing) the Gap…

The Week

6 magnificent Victorian homes…

Yahoo News

6 magnificent Victorian homes…

Rural Intelligence

Gracious Antique…

The Berkshire Eagle

To market, to market…: Historic Richmond site, equestrian center, for sale again…


Copper-clad contemporary asks $775K in upstate New York…

Contact Me

  • Jennifer Capala

    Jennifer Capala

    Real Estate Broker
  • This field is for validation purposes and should be left unchanged.