Leslie Glenn Chesloff

Real Estate Salesperson

Leslie Glenn Chesloff

Leslie Glenn Chesloff

Real Estate Salesperson

Great Barrington

306 Main Street
Great Barrington, MA 01230

Lenox

26 Church Street
Lenox, MA 01240
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Leslie treats her clients like friends and helps them find a slice of heaven in The Berkshires

After a successful 35-year career as a media executive, Leslie relocated to Great Barrington full-time nine years ago and became a licensed real estate agent. She has quickly became one of the top producing agents in Berkshire County.  Having gone through the construction process many times, Leslie built two homes in the Berkshires. She 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 media executive, Leslie relocated to Great Barrington full-time nine years ago and became a licensed real estate agent. She has quickly became one of the top producing agents in Berkshire County.  Having gone through the construction process many times, Leslie built two homes in the Berkshires. She 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.  As a media executive in many high profile positions, Leslie brings to her real estate endeavors a well tuned set of negotiation and strategic planning skills, all suited for the Berkshire real estate market. She is a licensed agent in Massachusetts, New York, and Connecticut.

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

After a successful 35-year career as a media executive, Leslie relocated to Great Barrington full-time nine years ago and became a licensed real estate agent. She has quickly became one of the top producing agents in Berkshire County.  Having gone through the construction process many times, Leslie built two homes in the Berkshires. She 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.  As a media executive in many high profile positions, Leslie brings to her real estate endeavors a well tuned set of negotiation and strategic planning skills, all suited for the Berkshire real estate market. She is a licensed agent in Massachusetts, New York, and Connecticut.

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

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  • Awards
    • 2021 Diamond Award
    • 2021 #1 Dollar Volume Berkshire Office
    • 2020 Platinum Award
    • 2019 Gold Award
    • 2019 #1 Units Sold Berkshire Office
    • 2018 Platinum Award
    • 2018 #2 Dollar Volume Berkshire office
    • 2017 Gold Award
    • Pricing Strategy Advisor

My Listings

165 Kemble St #10
Lenox, MA $2,300,000

165 Kemble St #10

Lenox, MA

$2,300,000
  • 2 Beds
  • 2/1 Baths
  • 1,790 Sqft
35 Stratford Rd
New Marlborough, MA $2,450,000

35 Stratford Rd

New Marlborough, MA

$2,450,000
  • 3 Beds
  • 2/1 Baths
  • 3,752 Sqft
1269 Clayton Mill River Rd
New Marlborough, MA $1,980,000

1269 Clayton Mill River Rd

New Marlborough, MA

$1,980,000
  • 4 Beds
  • 3/1 Baths
  • 2,976 Sqft

My Sales

49 Chanterwood Rd
Lee, MA $4,800,000
SOLD

49 Chanterwood Rd

Lee, MA

$4,800,000
  • 5 Beds
  • 6/1 Baths
  • 6,000 Sqft
321 West Rd
Alford, MA $3,170,000
SOLD

321 West Rd

Alford, MA

$3,170,000
  • 5 Beds
  • 4/2 Baths
  • 5,514 Sqft
324 Long Pond Rd
Great Barrington, MA $3,000,000
SOLD

324 Long Pond Rd

Great Barrington, MA

$3,000,000
  • 5 Beds
  • 4/1 Baths
  • 4,829 Sqft
1 Pinecroft Dr
Lenox, MA $2,600,000
SOLD

1 Pinecroft Dr

Lenox, MA

$2,600,000
  • 6 Beds
  • 6 Baths
  • 7,816 Sqft

Additional Communities

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