Steven Weisz

Steven Weisz

Real Estate Broker

Great Barrington

306 Main Street
Great Barrington, MA 01230

Lenox

26 Church Street
Lenox, MA 01240
  • Born In:
    NYC
  • Live In:
    Monterey, MA
  • Favorite Movie:
    North By Northwest
  • Interests:
    Old Houses, Old Cars, Old Movies, Cooking/Travel, Animal Rescue, Boating, Cooking, Traveling, Skiing, Horse Back Riding, Kayaking, Camping, Fishing, Jogging
  • Can’t Live Without:
    Coffee

A Real Estate Broker in Massachusetts, Connecticut & New York, Steven is celebrating 40 Years in the business in 2025.

Transplanted from Manhattan, Steven likes to tell the tale of how he visited Berkshire County and immediately fell in love with the lifestyle. Steven was born in New York and graduated from the University of Michigan. He returned to pursue a career path that involved all aspects of the Real Estate industry; from Commercial Property Sales, Leasing & Development, Property Management & Construction, Urban Planning & Land Use, Historic Preservation & Restoration and Real Estate Brokerage & Leasing.

Steven lives in the small town of Monterey, MA (if you let him, he will tell you how much he loves it there). He is involved with local government & community groups. In his spare time, Steven restores old buildings & automobiles. He also likes to cook. Steven is an actor and proud member of the Screen Actors Guild (SAG-AFTRA).
 

A Real Estate Broker in Massachusetts, Connecticut & New York, Steven is celebrating 40 Years in the business in 2025.

Transplanted from Manhattan, Steven likes to tell the tale of how he visited Berkshire County and immediately fell in love with the lifestyle. Steven was born in New York and graduated from the University of Michigan. He returned to pursue a career path that involved all aspects of the Real Estate industry; from Commercial Property Sales, Leasing & Development, Property Management & Construction, Urban Planning & Land Use, Historic Preservation & Restoration and Real Estate Brokerage & Leasing.

Steven lives in the small town of Monterey, MA (if you let him, he will tell you how much he loves it there). He is involved with local government & community groups. In his spare time, Steven restores old buildings & automobiles. He also likes to cook. Steven is an actor and proud member of the Screen Actors Guild (SAG-AFTRA).
 

A Real Estate Broker in Massachusetts, Connecticut & New York, Steven is celebrating 40 Years in the business in 2025.

Transplanted from Manhattan, Steven likes to tell the tale of how he visited Berkshire County and immediately fell in love with the lifestyle. Steven was born in New York and graduated from the University of Michigan. He returned to pursue a career path that involved all aspects of the Real Estate industry; from Commercial Property Sales, Leasing & Development, Property Management & Construction, Urban Planning & Land Use, Historic Preservation & Restoration and Real Estate Brokerage & Leasing.

Steven lives in the small town of Monterey, MA (if you let him, he will tell you how much he loves it there). He is involved with local government & community groups. In his spare time, Steven restores old buildings & automobiles. He also likes to cook. Steven is an actor and proud member of the Screen Actors Guild (SAG-AFTRA).
 

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  • Agent Designations
    • Certified Property Manager
    • Farm and Ranch Specialist
    • e-Pro, Internet Professional
    • Broker
    • Golf Property Specialist
    • Certified Property Manager
    • Graduate, REALTOR® Institute
    • Farm and Ranch Specialist
    • Historian Specialist
    • e-Pro, Internet Professional
    • Green
    • Licensed Associate Real Estate Broker
    • Graduate, REALTOR® Institute
    • Pricing Strategy Advisor
    • Historian Specialist
    • Resort and Second Home Property Specialist
    • Green
    • Seller Representative Specialist
    • Licensed Associate Real Estate Broker
    • Senior Real Estate Specialist (SRES)
    • Pricing Strategy Advisor
    • Ski Property Specialist
    • Resort and Second Home Property Specialist
    • Vineyard Specialist
    • Seller Representative Specialist
    • Senior Real Estate Specialist (SRES)
    • Waterfront Property Specialist
    • Ski Property Specialist
    • Waterfront Property Specialist
    • Military Relocation Professional
    • Certified Buyer Representative
    • Certified Commercial Investment Member
    • Certified International Property Specialist
    • Certified Distressed Property Expert
    • Certified Negotiation Expert
    • Certified Residential Specialist
  • Awards
    • 2024 #2 in Dollar Volume
    • 2023 Gold Award Winner
    • 2022 #1 in Units Sold
    • 2022 #2 in Dollar Volume
    • 2022 Platinum Award Winner
    • 2021 Platinum Award Winner
    • 2020 Platinum Award Winner
    • 2019 Platinum Award Winner
  • Specialities
    • Residential Property
    • Commercial Property
    • Historic Property
    • Lakefront/Vacation Property
    • Land use
    • Construction
    • Development
    • First time Property Buyers/Sellers
    • Estate Property sales, liquidation
    • Bank Owned / Government Owned Properties

Testimonials

"Steven did a great job. His knowledge of Commercial Real Estate helped me market and sell my Commercial Building at a great price. I have already recommend him to other commercial property owners and will continue to do so."

Jeita LLC

Steven Weisz was an amazing agent! Within days he developed multiple acceptable offers and even helped bid-up the price. Once an offer was accepted Steven was a great help with inspections and coordinating work at the house. Throughout the process Steven communicated well and was a pleasure to work with.

Nigel Hinds Katherine Hinds

We were so happy to find Steven Weisz to sell our home in Monterey. He is an excellent realtor with a thorough knowledge of the market. We were immediately comfortable with his pleasant demeanor and confident in his ability, guidance and advice. The pricing of our home and marketing strategy were most effective in achieving multiple offers (over asking price) and an efficient, expeditious closing. We highly recommend him!

Steven J. Hillenius Barbara vondy Hillenius

We were so happy to find Steven Weisz to sell our home in Monterey. He is an excellent realtor with a thorough knowledge of the market. We were immediately comfortable with his pleasant demeanor and confident in his ability, guidance and advice. The pricing of our home and marketing strategy were most effective in achieving multiple offers (over asking price) and an efficient, expeditious closing. We highly recommend him!

Steven J. Hillenius Barbara vondy Hillenius

Steve is a doer. Plain and simple. He makes things happen. His demeanor and tone of speech provides confidence that what he says will happen. His clients appreciate this very much. He knows the market and how to realistically evaluate prices. Layman all think their properties are worth more than the suggested price and Steve brings them back to earth. He also went the extra mile on numerous times getting permits and licenses which also made the seller ( or buyer ) feel they are being well cared for. Above all he is a pleasant person , with a good sense of humor that you will know will deliver the goods...keep it up Steve.

jos markoff

Excellent knowledge

Joseph Markoff Phyllis Markoff

Steven Sotheby's Int'l. agent was very professional. I had the lot on the market for close to a year as a FSBO, lot's of interest but never got an offer. Steven had the lake front property next door listed and contacted me about mine with a combo strategy. That property next door sold on the first day at the open house. I considered listing our property with Steven and 2 months later we did that. It took 4 months to sell our un-built lake front lot at our asking price. We closed on it the 3rd week of April.

Kurys Nominee Trust

Steven was always there for our needs. We were impressed with his construction background that we felt would put the the buyers at ease with any questions they may have. We felt we could call Steven at any time, both day and night, with any concerns we may have as he guided us through the sale of our home. Dan & Susan

dsdale6

Steven was always there for our needs. We were impressed with his construction background that we felt would put the the buyers at ease with any questions they may have. We felt we could call Steven at any time, both day and night, with any concerns we may have as he guided us through the sale of our home.

Dan & Susan

Steven was very effective in getting many showing right from the beginning and was quick to follow up with us on any feedback. He helped with staging and offered help getting it done. He was at every showing and was able to always show up early to insure the house was in perfect order. I highly recommend him very personable easy to work with.

hillsdalegeorge

At our first meeting Steven suggested we would like Richmond. Did we listen? We looked at many other communities and 6 months later, closed on a wonderful home in Richmond. Steven has a lot of local knowledge, he connected us with contractors and a lawyer who have been great. He guided us through the negotiation and we are confident we got our home at the best price - the price he predicted. Steven also has a good sense of humor which helped make the whole experience easier.

smb morrison

Steven Weisz sold our house on Lake Garfield in 5 months after another agent couldn't sell it in two years. He made constructive suggestions as to how to improve the value and the marketability of the house and he guided us through a myriad number of inspections and paper work - guidance that significantly reduced our stress level. I would recommend Steven Weisz to anyone who is selling a property in The Berkshires. Definitely a 5-star RE agent.

jeffszanto

Steven provided a confident approach to selling my home. He was willing to explore new approaches. I could not be more satisfied with his knowledge and support. He went above and beyond what I expected.

nhawver5

My Listings

685B S Egremont Rd $1,500,000 link

685B S Egremont Rd

Great Barrington, MA 01230 | Berkshire County
$1,500,000
122.61 Acres

122+ Acres of Land in Egremont and Sheffield Only. Over 700 feet of frontage on Sheffield-Egremont Rd on the Egremont / Sheffield Border. Former use as Golf Course for the...

122.61
acre
426 Stockbridge Rd $1,400,000 link

426 Stockbridge Rd

Great Barrington, MA 01230 | Berkshire County
$1,400,000
0/2 Baths 6,707 Sqft 4.34 Acres

CRISSEY FARM is available. Condo #5 is 6707 sq. ft., it is one of the largest Meeting/Event spaces in the Berkshires. Built in 2007 with large open plan with room for up to 200...

0/2
bath
6,707
sqft
22 Walker St $7,500/mo link

22 Walker St

Lenox, MA 01240 | Berkshire County
$7,500/mo
2 Baths 3,000 Sqft

AMERICAN CRAFTSMAN BUILDING. Grand Retail Space for Lease in prime Lenox location. Approximately 3,000 sq.ft with a 3,900 double-height Basement. High Ceilings, good mechanicals...

2
bath
3,000
sqft

My Sales

2628 Ny-23 $5,000,000 link

2628 Ny-23

Hillsdale, NY 12529 | Columbia County
$5,000,000
0/6 Baths 20,000 Sqft 1.1 Acres

Owner retiring. Opportunity to own the renowned HILLSDALE SUPERMARKET. Family owned and operated since 1982 (rebuilt in 1997), with significant annual sales. Price includes...

0/6
bath
20,000
sqft
2628 State Route 23 $5,000,000 link

2628 State Route 23

Hillsdale, NY 12529 | Columbia County
$5,000,000
0.00 Baths 20,000 Sqft 0.56 Acres

Owner retiring. Opportunity to own the renowned Hillsdale Supermarket. Family owned & operated since 1982 (rebuilt in 1997), with significant annual sales. Price includes a second...

0.00
bath
20,000
sqft
399 Under Mountain Rd $4,835,000 link

399 Under Mountain Rd

Lenox, MA 01240 | Berkshire County
$4,835,000
8 Beds 6/1 Baths 9,364 Sqft 11.45 Acres

HIGHWICK FARM MANOR HOUSE is nearing its 3 year restoration/renovation in time for the Summer of 2021. Meticulously preserving and restoring the magnificent original details of...

8
bed
6/1
bath
9,364
sqft
165 Kemble St, St #5 $2,195,000 link

165 Kemble St, St #5

Lenox, MA 01240 | Berkshire County
$2,195,000
2 Beds 2 Baths 1,956 Sqft

This is a rare offering of a south facing, two bedroom end unit in the Residences at Canyon Ranch! Indulge yourself in a wellness lifestyle second to none within the walls of...

2
bed
2
bath
1,956
sqft
165 Kemble St #9 $1,995,000 link

165 Kemble St #9

Lenox, MA 01240 | Berkshire County
$1,995,000
2 Beds 2/1 Baths 1,949 Sqft

Enjoy the ultimate luxury of the wellness lifestyle in this residence at Canyon Ranch, Lenox, one of the nation's premier spas. One of only 19 units, it features a spacious...

2
bed
2/1
bath
1,949
sqft
2 Easland Rd $1,875,000 link

2 Easland Rd

West Stockbridge, MA 01266 | Berkshire County
$1,875,000
4 Beds 5/1 Baths 6,513 Sqft 20 Acres

Monet Hall. Beautiful, custom built stone and brick home. Grand spaces, ideal for entertaining. Stately, yet comfortable. First floor Master Bedroom Suite with fireplace and...

4
bed
5/1
bath
6,513
sqft
60 Patton Rd $1,750,000 link

60 Patton Rd

Richmond, MA 01254 | Berkshire County
$1,750,000
7 Beds 6/1 Baths 3,311 Sqft 7.09 Acres

Wonderful Large Family Home with Pool. 7 Bedrooms and 6 full Bathrooms grace this impressive property with designer touches throughout. Spacious Living Room with Vaulted Ceilings...

7
bed
6/1
bath
3,311
sqft
271 Monument Valley + 10 Lovers Ln $1,725,000 link

271 Monument Valley + 10 Lovers Ln

Great Barrington, MA 01230 | Berkshire County
$1,725,000
5 Beds 3/1 Baths 4,080 Sqft 53.01 Acres

Classic Berkshire Farmhouse on 53 Acres with Pond and additional Building Lots. House is sprawling and full of charm. Five Bedrooms, Livingroom with Fireplace and large sized...

5
bed
3/1
bath
4,080
sqft
57 Art School Rd $1,400,000 link

57 Art School Rd

Monterey, MA 01245 | Berkshire County
$1,400,000
6 Beds 4/2 Baths 4,468 Sqft 8.94 Acres

Private Country Estate with Pool. Sunny and wonderful open plan Great Room with stone fireplace and gourmet Kitchen. Celebrate in the intimate Dining Room or the double sized custom...

6
bed
4/2
bath
4,468
sqft
280 Division St $1,380,000 link

280 Division St

Great Barrington, MA 01230 | Berkshire County
$1,380,000
7 Beds 5/1 Baths 5,100 Sqft 5.61 Acres

Elegant Retreat in the Heart of the Berkshires, with Pool and attached Professional/Studio Building. Grand entry leads to Living Room with Fireplace. Cozy Den, stately Dining Room...

7
bed
5/1
bath
5,100
sqft
554 Sheffield Egremont Rd $1,365,000 link

554 Sheffield Egremont Rd

Sheffield, MA 01257 | Berkshire County
$1,365,000
5 Beds 4/1 Baths 5,000 Sqft 4.33 Acres

Need a 1,100 sq. ft. Workshop-Studio? This custom built Country Home is for you. Magnificent living in Glass, Wood, Stone and Metal. Open plan Living-room and Dining-room with...

5
bed
4/1
bath
5,000
sqft
30 Lake Mansfield Rd $1,305,000 link

30 Lake Mansfield Rd

Great Barrington, MA 01230 | Berkshire County
$1,305,000
3 Beds 2/1 Baths 2,336 Sqft 1.36 Acres

Wonderful Lakeside retreat on Lake Mansfield. Great room with Fireplace, chefs Kitchen, Sunroom, Den, Primary Bedroom Suite and 2 additional Bedrooms on the main floor. Upstairs...

3
bed
2/1
bath
2,336
sqft