About Caulfield Properties
With over a billion dollars in real estate sales, Caulfield Properties is a premier real estate advising group in Boston and Hingham. Consistently ranked as the Wall Street Journal’s “The Thousand” and Boston Magazine's "Top Producers," founder Kevin Caulfield has built a business around real relationships and an unending obsession with success for his clients.

A Hyde Park native and Thayer Academy grad, Caulfield played hockey at Boston College before venturing into real estate. In 2003, Caulfield founded Charlesgate Realty Group and then went on to serve as Vice President at Coldwell Banker and Vice President at Campion and Company.

In 2016, Caulfield moved to Compass to give his clients a smarter, more intuitive real estate experience. Since then he has led his team to increased sales volume year-over-year.

A long-time resident of the South End, Caulfield now resides in Hingham with his wife and three girls. On the side, Caulfield mentors the Boston College Student-Athlete Mentor Program and serves on the Board of Thayer Academy's Alumni Association.

Team Agents

Caulfield Properties’ Listings

$5,100,000 | 86 Black Rock Drive, Hingham, MA 02043
$5,100,000 | 86 Black Rock Drive, Hingham, MA 02043
$5,100,000 | 86 Black Rock Drive, Hingham, MA 02043
$5,100,000 | 86 Black Rock Drive, Hingham, MA 02043
$5,100,000 | 86 Black Rock Drive, Hingham, MA 02043
$5,100,000 | 86 Black Rock Drive, Hingham, MA 02043
$5,100,000 | 86 Black Rock Drive, Hingham, MA 02043
$5,100,000 | 86 Black Rock Drive, Hingham, MA 02043
$5,100,000 | 86 Black Rock Drive, Hingham, MA 02043
$5,100,000 | 86 Black Rock Drive, Hingham, MA 02043
$5,100,000 | 86 Black Rock Drive, Hingham, MA 02043
$5,100,000 | 86 Black Rock Drive, Hingham, MA 02043
$5,100,000 | 86 Black Rock Drive, Hingham, MA 02043
$5,100,000 | 86 Black Rock Drive, Hingham, MA 02043
$5,100,000 | 86 Black Rock Drive, Hingham, MA 02043
$5,100,000 | 86 Black Rock Drive, Hingham, MA 02043
$5,100,000 | 86 Black Rock Drive, Hingham, MA 02043
$5,100,000 | 86 Black Rock Drive, Hingham, MA 02043
$5,100,000 | 86 Black Rock Drive, Hingham, MA 02043
$5,100,000 | 86 Black Rock Drive, Hingham, MA 02043
$5,100,000 | 86 Black Rock Drive, Hingham, MA 02043
$5,100,000 | 86 Black Rock Drive, Hingham, MA 02043
$5,100,000 | 86 Black Rock Drive, Hingham, MA 02043
$5,100,000 | 86 Black Rock Drive, Hingham, MA 02043
$5,100,000 | 86 Black Rock Drive, Hingham, MA 02043
$5,100,000 | 86 Black Rock Drive, Hingham, MA 02043
$5,100,000 | 86 Black Rock Drive, Hingham, MA 02043
$5,100,000 | 86 Black Rock Drive, Hingham, MA 02043
$5,100,000 | 86 Black Rock Drive, Hingham, MA 02043
$5,100,000 | 86 Black Rock Drive, Hingham, MA 02043
$5,100,000 | 86 Black Rock Drive, Hingham, MA 02043
$5,100,000 | 86 Black Rock Drive, Hingham, MA 02043
$5,100,000 | 86 Black Rock Drive, Hingham, MA 02043
$5,100,000 | 86 Black Rock Drive, Hingham, MA 02043
$5,100,000 | 86 Black Rock Drive, Hingham, MA 02043
$5,100,000 | 86 Black Rock Drive, Hingham, MA 02043
1/36
Listed By CompassUnder Agreement

$5,100,000

5
Bedrooms
8,378
Square Feet
2.30
Acres
a aerial view of a house with a yard
a view of a building with a outdoor space
a white building with a white roof and windows
a front view of a building with windows
a black and white photo of a house
a view of house with a yard and balcony
a view of a white house with a sink and wooden floor
a black and white photo of a
unknown
1/9
Listed By Compass

$4,500,000

4
Bedrooms
4,300
Square Feet
2
Acres
$2,995,000 | 135 Beach Street, Cohasset, MA 02025
$2,995,000 | 135 Beach Street, Cohasset, MA 02025
$2,995,000 | 135 Beach Street, Cohasset, MA 02025
$2,995,000 | 135 Beach Street, Cohasset, MA 02025
$2,995,000 | 135 Beach Street, Cohasset, MA 02025
$2,995,000 | 135 Beach Street, Cohasset, MA 02025
$2,995,000 | 135 Beach Street, Cohasset, MA 02025
$2,995,000 | 135 Beach Street, Cohasset, MA 02025
$2,995,000 | 135 Beach Street, Cohasset, MA 02025
$2,995,000 | 135 Beach Street, Cohasset, MA 02025
$2,995,000 | 135 Beach Street, Cohasset, MA 02025
$2,995,000 | 135 Beach Street, Cohasset, MA 02025
$2,995,000 | 135 Beach Street, Cohasset, MA 02025
$2,995,000 | 135 Beach Street, Cohasset, MA 02025
$2,995,000 | 135 Beach Street, Cohasset, MA 02025
$2,995,000 | 135 Beach Street, Cohasset, MA 02025
$2,995,000 | 135 Beach Street, Cohasset, MA 02025
$2,995,000 | 135 Beach Street, Cohasset, MA 02025
$2,995,000 | 135 Beach Street, Cohasset, MA 02025
$2,995,000 | 135 Beach Street, Cohasset, MA 02025
$2,995,000 | 135 Beach Street, Cohasset, MA 02025
$2,995,000 | 135 Beach Street, Cohasset, MA 02025
$2,995,000 | 135 Beach Street, Cohasset, MA 02025
$2,995,000 | 135 Beach Street, Cohasset, MA 02025
$2,995,000 | 135 Beach Street, Cohasset, MA 02025
$2,995,000 | 135 Beach Street, Cohasset, MA 02025
$2,995,000 | 135 Beach Street, Cohasset, MA 02025
1/27
Listed By CompassUnder Agreement

$2,995,000

5
Bedrooms
4,600
Square Feet
2.41
Acres
a view of backyard with tree
an aerial view of ocean residential house and ocean view
a close up of a vase of flowers sitting on a table
1/3
Listed By Compass

$2,100,000

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
2.73
Acres
$1,799,000 | 43 Park View Drive, Hingham, MA 02043
$1,799,000 | 43 Park View Drive, Hingham, MA 02043
$1,799,000 | 43 Park View Drive, Hingham, MA 02043
$1,799,000 | 43 Park View Drive, Hingham, MA 02043
$1,799,000 | 43 Park View Drive, Hingham, MA 02043
$1,799,000 | 43 Park View Drive, Hingham, MA 02043
$1,799,000 | 43 Park View Drive, Hingham, MA 02043
$1,799,000 | 43 Park View Drive, Hingham, MA 02043
$1,799,000 | 43 Park View Drive, Hingham, MA 02043
$1,799,000 | 43 Park View Drive, Hingham, MA 02043
$1,799,000 | 43 Park View Drive, Hingham, MA 02043
$1,799,000 | 43 Park View Drive, Hingham, MA 02043
$1,799,000 | 43 Park View Drive, Hingham, MA 02043
$1,799,000 | 43 Park View Drive, Hingham, MA 02043
$1,799,000 | 43 Park View Drive, Hingham, MA 02043
$1,799,000 | 43 Park View Drive, Hingham, MA 02043
$1,799,000 | 43 Park View Drive, Hingham, MA 02043
$1,799,000 | 43 Park View Drive, Hingham, MA 02043
$1,799,000 | 43 Park View Drive, Hingham, MA 02043
1/19
Listed By Compass

$1,799,000

4
Bedrooms
2,817
Square Feet
0.37
Acres
a living room with furniture a flat screen tv and a fireplace
a living room with furniture a flat screen tv and a fireplace
a dining room filled chandelier and wooden floor
a living room with furniture and a large window
a kitchen with stainless steel appliances a sink dishwasher a stove and a microwave oven with cabinets
a living room with furniture and windows
a bathroom with a granite countertop sink toilet and a mirror
a view of a large multi story building
$1,200,000 | 75 Clarendon Street, Unit 201, Boston, MA 02116
$1,200,000 | 75 Clarendon Street, Unit 201, Boston, MA 02116
$1,200,000 | 75 Clarendon Street, Unit 201, Boston, MA 02116
$1,200,000 | 75 Clarendon Street, Unit 201, Boston, MA 02116
$1,200,000 | 75 Clarendon Street, Unit 201, Boston, MA 02116
$1,200,000 | 75 Clarendon Street, Unit 201, Boston, MA 02116
$1,200,000 | 75 Clarendon Street, Unit 201, Boston, MA 02116
1/15
Listed By CompassVirtual Tour

$1,200,000

2
Bedrooms
974
Square Feet
a kitchen with a dining table chairs and white cabinets
a kitchen that has a lot of white cabinets and couches
a living room with furniture a fireplace and a large window
a living room with furniture and a large window
a spacious bedroom with a bed and a chandelier
a bedroom with a bed and a chandelier
a bathroom with a toilet sink and mirror
a bedroom with a bed and a window
a bathroom with a granite countertop sink toilet and bathtub
an empty room with wooden floor and windows
a bathroom with a sink a toilet and shower
a living room with furniture and wooden floor
a utility room with dryer and washer
a picture of a park
$1,175,000 | 29 Chief Justice Cushing Highway, Hingham, MA 02043
$1,175,000 | 29 Chief Justice Cushing Highway, Hingham, MA 02043
$1,175,000 | 29 Chief Justice Cushing Highway, Hingham, MA 02043
1/17
Listed By CompassUnder Agreement

$1,175,000

3
Bedrooms
2,316
Square Feet
0.29
Acres
a car parked in front of a building
a living room with furniture and a large window
a kitchen with stainless steel appliances granite countertop a refrigerator a stove top oven a sink and dishwasher
a living room with furniture and a flat screen tv with wooden floor
a spacious bedroom with a bed and a potted plant
a bedroom
a bedroom with a bed and a potted plant
a bedroom with a bed and a window
a bedroom with bed and a window
a bedroom with a bed and a dresser
a bathroom with a sink vanity and a mirror
a bathroom with a sink a toilet and shower
a view of a balcony with city view
a view of an entryway with hardwood floor and livingroom
a utility room with dryer and washer
unknown
1/16
Listed By Compass

$750,000

3
Bedrooms
950
Square Feet
a living room with furniture and a flat screen tv
a living room with furniture and a flat screen tv
a living room with furniture
a living room with furniture and a kitchen view
a view of a dining room with furniture and a window
a view of kitchen with dining table and chairs
a kitchen with white cabinets and white appliances
a kitchen with a refrigerator a sink dishwasher and a stove with wooden floor
a kitchen with cabinets stainless steel appliances and wooden floor
a bed sitting in a bedroom next to a window
a bathroom with a sink a toilet and shower
a bedroom with a bed and wooden floor
a front view of a building with a glass door
$549,000 | 158 F Street, Unit 2, Boston, MA 02127
1/14
Listed By Compass

$549,000

1
Bedrooms
552
Square Feet