Leslie Chesloff

Real Estate Salesperson

Leslie Chesloff

Leslie Chesloff

Real Estate Salesperson

Great Barrington

306 Main Street
Great Barrington, MA 01230

Lenox

34 Church Street
Lenox, MA 01240
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After a successful 35-year career as a television executive, Leslie relocated to Great Barrington full-time four years ago and became a licensed real estate agent. She has quickly become one of the top producing agents in Berkshire County.  Having gone through the construction process many times, Leslie has recently built her second home in the Berkshires. Leslie has also built three homes in Boston, Philadelphia and Short Hills NJ. She loves to help clients with interior design and the building process, as well as give recommendations for everything from the best painter to the best restaurant...

After a successful 35-year career as a television executive, Leslie relocated to Great Barrington full-time four years ago and became a licensed real estate agent. She has quickly become one of the top producing agents in Berkshire County.  Having gone through the construction process many times, Leslie has recently built her second home in the Berkshires. Leslie has also built three homes in Boston, Philadelphia and Short Hills NJ. She loves to help clients with interior design and the building process, as well as give recommendations for everything from the best painter to the best restaurant.

Leslie is happy to show you around the Berkshires and share all of her favorite things.

After a successful 35-year career as a television executive, Leslie relocated to Great Barrington full-time four years ago and became a licensed real estate agent. She has quickly become one of the top producing agents in Berkshire County.  Having gone through the construction process many times, Leslie has recently built her second home in the Berkshires. Leslie has also built three homes in Boston, Philadelphia and Short Hills NJ. She loves to help clients with interior design and the building process, as well as give recommendations for everything from the best painter to the best restaurant.

Leslie is happy to show you around the Berkshires and share all of her favorite things.

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  • Awards
    • 2018 Platinum Award
    • 2018 #2 Dollar Volume Berkshire office
    • 2018 #1 Team - The Shire Group Berkshires

Testimonials

Leslie was wonderful to work with! She is a consummate pro in every way––unfailingly generous, deeply knowledgable about the area, savvy and smart and patient. We were to new to the area, and she made this process easy and fun and painless. I'd recommend Leslie to anyone. She's a genuine star.

zuser20160328065235673

Leslie was wonderful to work with! She is a consummate pro in every way––unfailingly generous, deeply knowledgable about the area, savvy and smart and patient. We were to new to the area, and she made this process easy and fun and painless. I'd recommend Leslie to anyone. She's a genuine star.

zuser20160328065235673

The search for a new home is such an adventure! Discovering opportunities, weighing pros and cons, and ultimately diving in. Leslie is a great guide through it all. At one point, we found ourselves moving towards the closing that, while starting well, became very complicated. We focused on how to make the deal work rather than on our feelings about this increasingly complex situation. She helped us come to our senses and then helped us find the property of our dreams. She proved to us that regardless of the question or challenge we encounter, she will always have our best interests at heart. We are clients for life!

zuser20150816055040927

It was a real pleasure to work with Leslie. She was extremely knowledgeable of the market and her style and approach really helped us purchase our property at a great price. I really enjoyed working with her and highly recommend her to anyone looking for real estate in the Berkshires.

carlosdpublic

It was such a pleasure working with Leslie. She was welcoming, knowledgeable and very responsive, both during the process and even after we closed. I've asked for recommendations for everything from plumbers to restaurants as we get to know our new home and community and Leslie has given us great advice. Call her!

zuser20140216172842525

Leslie was amazing in helping us to sell our home. We had moved away and she gave us great advice on what to set up in preparation for the sale so we could have extra time to manage things remotely. She actually networked to find a buyer before we ever made it to the listing date! Her true professionalism and calm supportive manner helped us though every step of the process. She is very clear spoken and honest. This helped to ensure we were realistic in our expectations. I can also happily confirm that everything she advised us on prior to the listing turned out to be "spot on". Leslie knows the Berkshire market perfectly!

choate555

Leslie Chesloff has been our agent for approximately the last 18 months. She understood our likes and desires and was able to screen the available real estate very successfully. She did not forward any listings that were out of our price range or our preferred design. When an appropriate listing was available she thoroughly researched the property successfully for pertinent details. At all times she maintained a cheerful, confident, timely, professional manner. We could not have asked for a better agent.

jweiss155

Leslie was there every step of the way, including afterwards, helping steer us towards resources in the community. She is a wonderful person to have had welcome us into the community, and I would not hesitate to recommend her. Thank you, Leslie!

eaber

We had the most wonderful, positive, supportive experience with Leslie. We'd been house hunting for some time, using a different broker and agency, without much success. We decided to switch agencies, and to look in the Berkshires instead of in the Hudson area. Our first meeting with Leslie was immediately so much better than what we'd experienced previously. She was friendly, positive, and enthusiastic. We had narrowed to a handful down the dozen or more houses she'd sent us to see on our first day. She very quickly seemed to understand what it was that we were looking for. We saw the house we ended up buying on that first day. She made us feel supported and was extremely helpful, offering to do whatever we needed to make the process go more smoothly and quickly. She has an incredible spirit and can-do attitude, and even after the process was complete, she remains available and helpful to us in so many ways. We are so grateful to her and enthusiastically recommend her to anyone looking for a house in the Berkshires. If we could give her ten stars we would!

user2718750

Leslie was amazing to work with. She was always available, trustworthy, gave us great advice, and went above and beyond what was expected to help us out throughout the process of buying a vacation home! Even now after the sale was finalized she is still helping us with the house! Leslie made the process easier than we could have ever imagined!

naomib27

Leslie was super in helping us navigate the purchase of a beautiful home in Egremont. She was intensely knowledgeable, and worked quickly to get the answers to our questions about the property and the area. She gave us the straight scoop and was expert in understanding our needs. I would recommend Leslie to anyone searching for a home in the Great Barrington area.

kennethmurphy1

Leslie was an pleasure to work with at every step of the process. She is not a high pressure salesperson which I very much appreciated. She is very knowledgeable about the process and was always extremely responsive and helpful with our myriad of questions. We would use her again in a heartbeat.

alisonrbaker

Leslie is professional, works hard for the client and she is industrious. You want her to be your broker; she will pull the the parties together to close the deal. Her attention to detail is superb!

zuser20140321164731844
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My Listings

104 Interlaken Rd
Stockbridge, MA $4,000,000

104 Interlaken Rd

Stockbridge, MA

$4,000,000
  • 5 Beds
  • 4/1 Baths
  • 3,894 Sqft
165 Kemble St #8
Lenox, MA $1,850,000

165 Kemble St #8

Lenox, MA

$1,850,000
  • 2 Beds
  • 2/1 Baths
  • 1,683 Sqft
165 Kemble St #2
Lenox, MA $1,350,000

165 Kemble St #2

Lenox, MA

$1,350,000
  • 1 Beds
  • 1/1 Baths
  • 1,109 Sqft
165 Kemble St #1
Lenox, MA $1,350,000

165 Kemble St #1

Lenox, MA

$1,350,000
  • 1 Beds
  • 1/1 Baths
  • 1,109 Sqft

My Sales

165 Kemble St #17
Lenox, MA $2,231,000
SOLD

165 Kemble St #17

Lenox, MA

$2,231,000
  • 2 Beds
  • 2/1 Baths
  • 1,950 Sqft
165 Kemble St,
Lenox, MA $2,000,000
SOLD

165 Kemble St,

Lenox, MA

$2,000,000
  • 2 Beds
  • 2/1 Baths
  • 1,685 Sqft
165 Kemble St #9
Lenox, MA $1,995,000
SOLD

165 Kemble St #9

Lenox, MA

$1,995,000
  • 2 Beds
  • 2/1 Baths
  • 1,949 Sqft
165 Kemble St #6
Lenox, MA $1,835,000
SOLD

165 Kemble St #6

Lenox, MA

$1,835,000
  • 2 Beds
  • 2/1 Baths
  • 1,687 Sqft

Additional Communities

Click to view listings available
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