Molly Gillon's Profile Photo

Molly Gillon

REALTORĀ®

Specialties

I specialize in a range of real estate services, including representing sellers and buyers, assisting with relocations, and helping clients navigate vacation and short-term rental properties.
About Molly

Originally from Montclair, NJ, Molly relocated to the Berkshires over a decade ago and now considers it home in every sense. After a successful career in New York City’s corporate world, she and her husband were drawn to the region’s natural beauty and quality of life, envisioning it as the ideal place to plant roots and raise a family. Just one week after their wedding, they made a bold and intentional move—leaving behind their careers to embrace a new chapter in the Berkshires. It’s a decision that has deeply enriched their lives and reaffirmed their commitment to this vibrant community.

As a seasoned real estate broker with a strong professional background, Molly brings a strategic mindset, a sharp eye for detail, and a commitment to data-driven insights. Her ability to anticipate and manage client expectations—while delivering thoughtful guidance and results—sets her apart in a competitive market.

Before transitioning into real estate, Molly built a distinguished career in New York City’s corporate retail sector, contributing to renowned brands including Theory, Talbots, and Coach at their headquarters. She also played an instrumental role as a founding team member of the Epix HD premium television network—then a groundbreaking joint venture backed by industry leaders Paramount, Lionsgate, and MGM.

Molly is a full-time real estate broker and a respected leader in the local real estate community. She served as a Director on the Berkshire County Board of Realtors from 2024–2026 and was re-elected for the 2026–2028 term. She proudly calls the Berkshires home, where she lives with her husband, their two daughters, and their beloved mini-Bernedoodle, Basil. Outside of work, Molly enjoys traveling with her family, exploring local hiking trails, a good book, and fancy coffee. 

Molly Gillon’s Listings

a front view of a house with garden
a aerial view of a house
a view of a house with a yard
a view of a house with a yard and potted plants
a living room with furniture and a potted plant
a view of an entryway door and wooden floor
a dining room with furniture and window
a dining room with furniture and window
a living room with furniture a flat screen tv and a large window
a living room with furniture a flat screen tv and a large window
a living room with furniture a flat screen tv and a large window
a living room with furniture a flat screen tv and a fireplace
a living room with furniture a rug and a large window
a view of a dining room with furniture
a view of a dining room with furniture and wooden floor
a kitchen with furniture and a fireplace
a kitchen with a sink a stove cabinets and a window
a kitchen with stove and cabinets
a kitchen with white cabinets and white appliances
a kitchen with a sink a refrigerator and cabinets
a kitchen with a sink cabinets and window
a kitchen with white cabinets and white appliances
a dining room with furniture and window
a living room with furniture and a fireplace
a bed sitting in a bedroom next to a window
a bedroom with a bed and wooden floor
a bedroom with a bed and a table
a bathroom with a double vanity sink mirror and shower
a bathroom with a toilet and a shower
a view of a storage & utility room with wooden floor
a bedroom with furniture and a window
a bedroom with a bed a chair and a large window
a view of a workspace with furniture
a bathroom with a granite countertop sink toilet and shower
a bedroom with a bed a table and a window
a bedroom with a bed and a flat screen tv
a front view of a house with garden
a backyard of a house with a garden and barbeque oven
a view of a chair and table in the garden
a view of a patio with table and chairs and potted plants
a view of a patio with table and chairs with wooden floor and fence
a view of a patio on the roof deck
a view of outdoor space yard and patio
a backyard of a house with outdoor seating
a view of a park with large trees
a view of a house with a yard
a yard with lots of trees
a view of a house with a yard
a view of a house with a yard
1/49
Listed By CompassPending

$765,000

3
Bedrooms
2,046
Square Feet
1
Acres

Molly Gillon’s Transactions

Past Sales
$856,000 | 33 Brunell Avenue, Lenox, MA 01240

$856,000

3
Bedrooms
1,630
Square Feet
0.46
Acres
a view of a house with a yard and plants

$850,000

5
Bedrooms
4,000
Square Feet
3.06
Acres
a view of lake with green space

$648,790

4
Bedrooms
2,610
Square Feet
a front view of a house with a yard

$640,000

4
Bedrooms
2,640
Square Feet
0.39
Acres
front view of a house with a yard

$620,000

2
Bedrooms
1,084
Square Feet
0.92
Acres
$545,000 | 39 Lexington Parkway, Pittsfield, MA 01201

$545,000

4
Bedrooms
2,574
Square Feet
0.2
Acres
a front view of a house with a garden

$472,000

3
Bedrooms
2,232
Square Feet
2.15
Acres
a front view of a house with a yard table and chairs

$451,000

7
Bedrooms
2,294
Square Feet
0.85
Acres
a view of a house with yard and a large tree

$425,000

2
Bedrooms
1,200
Square Feet
0.54
Acres
a front view of house along with street

$399,000

4
Bedrooms
2,293
Square Feet
0.78
Acres
a living room with furniture and a wooden floor

$391,000

3
Bedrooms
2,088
Square Feet
$372,000 | 207 South Mountain Road, Pittsfield, MA 01201

$372,000

4
Bedrooms
1,704
Square Feet
1.69
Acres
a front view of a house with a yard

$365,000

4
Bedrooms
1,992
Square Feet
0.17
Acres
$360,000 | 17 Sunnyside Drive, Dalton, MA 01226

$360,000

3
Bedrooms
2,196
Square Feet
0.34
Acres
$347,000 | 39 Lowden Street, Pittsfield, MA 01201

$347,000

3
Bedrooms
1,346
Square Feet
0.23
Acres
a front view of a house with a yard and garage

$345,000

3
Bedrooms
1,260
Square Feet
0.24
Acres
a front view of house with yard and green space

$342,000

4
Bedrooms
1,960
Square Feet
0.23
Acres
$325,000 | 56 Kenwood Street, Pittsfield, MA 01201

$325,000

3
Bedrooms
1,587
Square Feet
0.12
Acres