Caulfield Properties's Profile Photo

Caulfield Properties

caulfieldproperties@compass.com
M: 617-501-3685
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

86 Black Rock Drive, Hingham, MA 02043

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

96 Black Horse Lane, 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
$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

135 Beach Street, Cohasset, MA 02025

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

98 Black Horse Lane, Cohasset, MA 02025

a couple of cars parked in front of a building
a view of a hallway with wooden floor
a living room with furniture a fireplace and a flat screen tv
a view of a dining room with furniture a chandelier and wooden floor
a living room with furniture a flat screen tv and a fireplace
a kitchen with stainless steel appliances a sink dishwasher a stove and a microwave oven with cabinets
a bedroom with a large bed and a window
a bedroom with a bed and a chandelier
a bathroom with a granite countertop sink and a toilet
a living room with furniture and a window
a view of a bedroom with furniture and window
a bathroom with a shower
a view of balcony with couch and wooden floor
a view of a terrace with sitting area
a view of balcony with furniture
a view of a large multi story building
a picture of a bathroom with a white wall and a picture
1/17
Listed By CompassVirtual Tour

$1,200,000

2
Bedrooms
974
Square Feet

75 Clarendon Street, Unit 201, Boston, MA 02116

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 Compass

$1,175,000

3
Bedrooms
2,316
Square Feet
0.29
Acres

29 Chief Justice Cushing Highway, Hingham, MA 02043

a city view with tall buildings
a view of a fireplace with potted plants
a view of a large building
a front view of a house with garage
a living room with furniture and wooden floor
a living room with furniture and large windows
a living room with furniture and a flat screen tv
a living room with furniture and wooden floor
a view of a livingroom with furniture and window
a living room with furniture and a flat screen tv
a bathroom with a sink a large mirror and vanity
a living room with fireplace furniture and a flat screen tv
a living room with furniture and wooden floor
a kitchen with stainless steel appliances granite countertop a stove a sink and a microwave
a kitchen with stainless steel appliances granite countertop a sink stove and refrigerator
a white toilet sitting next to a bathroom sink
a spacious bedroom with a bed and cabinet
a bedroom with a bed and a view of bathroom
a bedroom with a bed and wooden floor
a bedroom with a large bed and wooden floor
a large white bed in a white room
a white toilet sitting next to a bathroom sink
a bedroom with a bed and a window
a bedroom with a bed and a window
a bedroom with a bed and window
a view of a hallway with washer and dryer
a view of a balcony
a view of a hallway with a lots of windows
a view of a building with sitting area
a view of a building with sitting area
a view of a terrace
a view of a rooftop deck with chairs and wooden floor
a view of a city with tall buildings
1/33
Listed By CompassUnder Agreement

$1,100,000

2
Bedrooms
1,016
Square Feet

4 Charlesgate East, Unit 601, Boston, MA 02215

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

705 Massachusetts Avenue, Unit 8, Boston, MA 02118

front view of a house with a yard
a bathroom with a shower
a living room with furniture and a wooden floor
a living room with furniture and a flat screen tv
a dining room with furniture and wooden floor
a view of a dining room with furniture window and outside view
a kitchen with a refrigerator stove and wooden floors
a living room with furniture and a fireplace
a bedroom with a bed and a window
a bathroom with a sink toilet and shower
a view of a workspace with furniture and a window
a bedroom with a bed and wooden floor
a bathroom with a sink toilet and a mirror
a bedroom with a bed and a window
a aerial view of a house with yard and a tree
a view of a house with backyard and sitting area
a view of living room with furniture and flat screen tv
a view of a backyard with a garden
a view of a house with a yard
unknown
$749,000 | 216 East Street, Weymouth, MA 02189
$749,000 | 216 East Street, Weymouth, MA 02189
1/22
Listed By CompassUnder Agreement

$749,000

3
Bedrooms
1,915
Square Feet
0.16
Acres

216 East Street, Weymouth, MA 02189

$549,000 | 158 F Street, Unit 2, Boston, MA 02127
$549,000 | 158 F Street, Unit 2, Boston, MA 02127
$549,000 | 158 F Street, Unit 2, Boston, MA 02127
$549,000 | 158 F Street, Unit 2, Boston, MA 02127
$549,000 | 158 F Street, Unit 2, Boston, MA 02127
$549,000 | 158 F Street, Unit 2, Boston, MA 02127
$549,000 | 158 F Street, Unit 2, Boston, MA 02127
$549,000 | 158 F Street, Unit 2, Boston, MA 02127
$549,000 | 158 F Street, Unit 2, Boston, MA 02127
$549,000 | 158 F Street, Unit 2, Boston, MA 02127
$549,000 | 158 F Street, Unit 2, Boston, MA 02127
$549,000 | 158 F Street, Unit 2, Boston, MA 02127
$549,000 | 158 F Street, Unit 2, Boston, MA 02127
$549,000 | 158 F Street, Unit 2, Boston, MA 02127
1/14
Listed By CompassOpen: 2/12 12:00PM - 01:30PM

$549,000

1
Bedrooms
552
Square Feet

158 F Street, Unit 2, Boston, MA 02127