Chris Rhinesmith

Chris Rhinesmith

Managing Director
chris.rhinesmith@compass.com
M: 617-967-0987

Social Media

LinkedIn LogoLinkedIn     
​ Instagram LogoInstagram

Specialties

Buyer's Agent, Listing Agent, Residential

Education

Lafayette College
About Chris
Chris Rhinesmith, the top broker in Chatham for the past twenty-two years (2004 - 2025), and co-owner of Pine Acres at Compass, has extensive experience in residential real estate and finance. Chris, who is a former Director of Investments at Oppenheimer in Boston, was the top producing broker on Cape Cod in 2020. He has held this position on seven previous occasions. Chris has sold over 1.6 billion dollars in real estate.

Pine Acres partnered with Compass in January 2020 and was the #1 producing agency of Compass New England in 2020, 2021, and 2023.  In 2021, Chris Rhinesmith received the prestigious Billionaires Club award from Who’s Who in Luxury Real Estate. For nine years (2012 - 2020), Chris was named one of Real Trends’ Best Real Estate Agents in America in its national ranking report. In 2009, 2011, and 2016, he ranked among the top 100 leading real estate professionals in the country in the Wall Street Journal survey covering over 7,000 brokerage firms and associations of Realtors. Chris was also recognized by Banker and Tradesman as a “New Leader,” through an award that names the top performers under 40 years of age in Massachusetts industries. 

Quoted in national, global, and local publications like Barron’s, Financial Times, and Boston Business Journal as well as a former panelist for Christies International Real Estate and the MAR annual convention, Chris is one of the top real estate experts on Cape Cod. He is a member of The Private Client Network and he is also strongly networked in the industry through his affiliations with Compass Real Estate, Who’s Who in Luxury Real Estate, and REALM, a globally connected best in class real estate community.

Chris Rhinesmith’s Listings

$10,995,000 | 197 Woodland Way, North Chatham, MA 02650
$10,995,000 | 197 Woodland Way, North Chatham, MA 02650
$10,995,000 | 197 Woodland Way, North Chatham, MA 02650
$10,995,000 | 197 Woodland Way, North Chatham, MA 02650
$10,995,000 | 197 Woodland Way, North Chatham, MA 02650
$10,995,000 | 197 Woodland Way, North Chatham, MA 02650
$10,995,000 | 197 Woodland Way, North Chatham, MA 02650
$10,995,000 | 197 Woodland Way, North Chatham, MA 02650
$10,995,000 | 197 Woodland Way, North Chatham, MA 02650
$10,995,000 | 197 Woodland Way, North Chatham, MA 02650
$10,995,000 | 197 Woodland Way, North Chatham, MA 02650
$10,995,000 | 197 Woodland Way, North Chatham, MA 02650
$10,995,000 | 197 Woodland Way, North Chatham, MA 02650
$10,995,000 | 197 Woodland Way, North Chatham, MA 02650
$10,995,000 | 197 Woodland Way, North Chatham, MA 02650
$10,995,000 | 197 Woodland Way, North Chatham, MA 02650
$10,995,000 | 197 Woodland Way, North Chatham, MA 02650
$10,995,000 | 197 Woodland Way, North Chatham, MA 02650
$10,995,000 | 197 Woodland Way, North Chatham, MA 02650
$10,995,000 | 197 Woodland Way, North Chatham, MA 02650
$10,995,000 | 197 Woodland Way, North Chatham, MA 02650
$10,995,000 | 197 Woodland Way, North Chatham, MA 02650
$10,995,000 | 197 Woodland Way, North Chatham, MA 02650
$10,995,000 | 197 Woodland Way, North Chatham, MA 02650
$10,995,000 | 197 Woodland Way, North Chatham, MA 02650
$10,995,000 | 197 Woodland Way, North Chatham, MA 02650
$10,995,000 | 197 Woodland Way, North Chatham, MA 02650
$10,995,000 | 197 Woodland Way, North Chatham, MA 02650
$10,995,000 | 197 Woodland Way, North Chatham, MA 02650
$10,995,000 | 197 Woodland Way, North Chatham, MA 02650
$10,995,000 | 197 Woodland Way, North Chatham, MA 02650
$10,995,000 | 197 Woodland Way, North Chatham, MA 02650
$10,995,000 | 197 Woodland Way, North Chatham, MA 02650
$10,995,000 | 197 Woodland Way, North Chatham, MA 02650
$10,995,000 | 197 Woodland Way, North Chatham, MA 02650
$10,995,000 | 197 Woodland Way, North Chatham, MA 02650
$10,995,000 | 197 Woodland Way, North Chatham, MA 02650
$10,995,000 | 197 Woodland Way, North Chatham, MA 02650
$10,995,000 | 197 Woodland Way, North Chatham, MA 02650
$10,995,000 | 197 Woodland Way, North Chatham, MA 02650
$10,995,000 | 197 Woodland Way, North Chatham, MA 02650
$10,995,000 | 197 Woodland Way, North Chatham, MA 02650
$10,995,000 | 197 Woodland Way, North Chatham, MA 02650
$10,995,000 | 197 Woodland Way, North Chatham, MA 02650
$10,995,000 | 197 Woodland Way, North Chatham, MA 02650
$10,995,000 | 197 Woodland Way, North Chatham, MA 02650
$10,995,000 | 197 Woodland Way, North Chatham, MA 02650
$10,995,000 | 197 Woodland Way, North Chatham, MA 02650
$10,995,000 | 197 Woodland Way, North Chatham, MA 02650
$10,995,000 | 197 Woodland Way, North Chatham, MA 02650
$10,995,000 | 197 Woodland Way, North Chatham, MA 02650
$10,995,000 | 197 Woodland Way, North Chatham, MA 02650
$10,995,000 | 197 Woodland Way, North Chatham, MA 02650
1/53
Listed By Compass

$10,995,000

6
Bedrooms
6,547
Square Feet
1.33
Acres

197 Woodland Way, North Chatham, MA 02650

a front view of house with yard and green space
an aerial view of residential houses with outdoor space
a view of a city with an ocean
view of a city with an ocean
a view of a entryway door of the building
a living room with furniture and a fireplace
a living room with furniture and a fireplace
a living room with furniture and windows
a living room with furniture and a fireplace
a kitchen with stainless steel appliances granite countertop a stove a refrigerator a kitchen island a dining table and chairs with wooden floor
a kitchen with lots of counter space wooden floor and window
a kitchen with granite countertop a stove and a cabinets
a view of a dining room with furniture window and wooden floor
a living room with furniture and a chandelier
a view of a balcony with chairs and a potted plant
a bedroom with a large bed and a window
a bathroom with a sink and a mirror
a utility room with dryer and washer
a bedroom with a bed and a large window
a spacious bedroom with a bed and glass window
a living room with furniture and a window
a bathroom with a granite countertop sink mirror and a window
a bedroom with a bed and a large window
a en suite bathroom with a sink and a mirror
a view of an empty room with workspace
a view of a hallway with wooden floor and staircase
a bed room with a bed couch and a large window
a view of a bedroom with wooden floor and windows
a bedroom with a bed and a painting on the wall
a white bath tub sitting next to a window
a bathroom with a toilet a sink and mirror
a living room with furniture and wooden floor
a view of a room with gym equipment
a view of a chairs and table in the patio
front view of a brick house with a yard
a view of a patio with table and chairs and floor to ceiling window
a view of a floor and pool
a front view of a building with a garden
a view of a patio with table and chairs with wooden floor and fence
an aerial view of a house with swimming pool
a view of a back yard
a front view of a house with a yard
a view of outdoor space with deck and yard
a picture of flowers
a view of a flower in a garden
$7,999,000 | 246 Stage Island Road, Chatham, MA 02633
1/46
Listed By Compass

$7,999,000

4
Bedrooms
4,717
Square Feet
0.91
Acres

246 Stage Island Road, Chatham, MA 02633

a front view of a house with garden
a front view of a house with swimming pool and porch
a front view of a house with a yard and garage
a view of a hallway with wooden floor and staircase
a view of an empty room with a fireplace and a window
a living room with furniture a fireplace and a flat screen tv
a kitchen with stainless steel appliances granite countertop a stove and a white cabinets
a bathroom with a granite countertop sink and large windows
a kitchen with a sink stainless steel appliances a chandelier and fireplace
a room with kitchen island white cabinets and wooden floor
a view of a dining room with furniture window and wooden floor
a view of a hallway with entryway
an empty room with wooden floor and windows
a bedroom with a large bed and a window
a view of walk in closet with empty racks
a spacious bathroom with a granite countertop sink a mirror a shower and a bathtub
a view of entryway with wooden floor
an empty room with wooden floor and windows
a living room with furniture and a wooden floor
a view of an empty room with wooden floor and window
a spacious bedroom with a bed and window
wooden floor and closet in a room
a bathroom with a double vanity sink and a mirror
a bathroom with a double vanity sink and a mirror
a bathroom with a shower
an empty room with wooden floor and windows
a bathroom with a sink a toilet and shower
a utility room with dryer and washer
a view of empty room with wooden floor and fan
a living room with furniture windows and a flat screen tv
a living room with furniture and wooden floor
a view of an empty room with wooden floor and closet
a view of a hallway with front door
a bathroom with a sink and a shower
a utility room with dryer and washer
a view of empty room with wooden floor and fan
a spacious bedroom with a bed and a window
a living room with furniture gym and a window
a view of yard with patio
a view of an outdoor space and swimming pool
a view of a patio with couches and a table and chairs with garden view
1/41
Listed By CompassUnder Agreement

$3,295,000

3
Bedrooms
3,759
Square Feet
0.38
Acres

28 Cranberry Lane, Chatham, MA 02650

$1,995,000 | 50 Eldredge Square South, Chatham, MA 02633
$1,995,000 | 50 Eldredge Square South, Chatham, MA 02633
$1,995,000 | 50 Eldredge Square South, Chatham, MA 02633
$1,995,000 | 50 Eldredge Square South, Chatham, MA 02633
$1,995,000 | 50 Eldredge Square South, Chatham, MA 02633
$1,995,000 | 50 Eldredge Square South, Chatham, MA 02633
$1,995,000 | 50 Eldredge Square South, Chatham, MA 02633
$1,995,000 | 50 Eldredge Square South, Chatham, MA 02633
$1,995,000 | 50 Eldredge Square South, Chatham, MA 02633
$1,995,000 | 50 Eldredge Square South, Chatham, MA 02633
$1,995,000 | 50 Eldredge Square South, Chatham, MA 02633
$1,995,000 | 50 Eldredge Square South, Chatham, MA 02633
$1,995,000 | 50 Eldredge Square South, Chatham, MA 02633
$1,995,000 | 50 Eldredge Square South, Chatham, MA 02633
$1,995,000 | 50 Eldredge Square South, Chatham, MA 02633
$1,995,000 | 50 Eldredge Square South, Chatham, MA 02633
$1,995,000 | 50 Eldredge Square South, Chatham, MA 02633
$1,995,000 | 50 Eldredge Square South, Chatham, MA 02633
$1,995,000 | 50 Eldredge Square South, Chatham, MA 02633
$1,995,000 | 50 Eldredge Square South, Chatham, MA 02633
$1,995,000 | 50 Eldredge Square South, Chatham, MA 02633
$1,995,000 | 50 Eldredge Square South, Chatham, MA 02633
$1,995,000 | 50 Eldredge Square South, Chatham, MA 02633
1/23
Listed By Compass

$1,995,000

3
Bedrooms
1,488
Square Feet
0.23
Acres

50 Eldredge Square South, Chatham, MA 02633

$1,750,000 | 146 Old Field Bend, Chatham, MA 02650
$1,750,000 | 146 Old Field Bend, Chatham, MA 02650
$1,750,000 | 146 Old Field Bend, Chatham, MA 02650
$1,750,000 | 146 Old Field Bend, Chatham, MA 02650
$1,750,000 | 146 Old Field Bend, Chatham, MA 02650
$1,750,000 | 146 Old Field Bend, Chatham, MA 02650
$1,750,000 | 146 Old Field Bend, Chatham, MA 02650
$1,750,000 | 146 Old Field Bend, Chatham, MA 02650
$1,750,000 | 146 Old Field Bend, Chatham, MA 02650
$1,750,000 | 146 Old Field Bend, Chatham, MA 02650
$1,750,000 | 146 Old Field Bend, Chatham, MA 02650
$1,750,000 | 146 Old Field Bend, Chatham, MA 02650
$1,750,000 | 146 Old Field Bend, Chatham, MA 02650
$1,750,000 | 146 Old Field Bend, Chatham, MA 02650
$1,750,000 | 146 Old Field Bend, Chatham, MA 02650
$1,750,000 | 146 Old Field Bend, Chatham, MA 02650
$1,750,000 | 146 Old Field Bend, Chatham, MA 02650
$1,750,000 | 146 Old Field Bend, Chatham, MA 02650
$1,750,000 | 146 Old Field Bend, Chatham, MA 02650
$1,750,000 | 146 Old Field Bend, Chatham, MA 02650
$1,750,000 | 146 Old Field Bend, Chatham, MA 02650
$1,750,000 | 146 Old Field Bend, Chatham, MA 02650
$1,750,000 | 146 Old Field Bend, Chatham, MA 02650
$1,750,000 | 146 Old Field Bend, Chatham, MA 02650
$1,750,000 | 146 Old Field Bend, Chatham, MA 02650
$1,750,000 | 146 Old Field Bend, Chatham, MA 02650
$1,750,000 | 146 Old Field Bend, Chatham, MA 02650
$1,750,000 | 146 Old Field Bend, Chatham, MA 02650
$1,750,000 | 146 Old Field Bend, Chatham, MA 02650
$1,750,000 | 146 Old Field Bend, Chatham, MA 02650
$1,750,000 | 146 Old Field Bend, Chatham, MA 02650
$1,750,000 | 146 Old Field Bend, Chatham, MA 02650
$1,750,000 | 146 Old Field Bend, Chatham, MA 02650
$1,750,000 | 146 Old Field Bend, Chatham, MA 02650
$1,750,000 | 146 Old Field Bend, Chatham, MA 02650
$1,750,000 | 146 Old Field Bend, Chatham, MA 02650
$1,750,000 | 146 Old Field Bend, Chatham, MA 02650
$1,750,000 | 146 Old Field Bend, Chatham, MA 02650
$1,750,000 | 146 Old Field Bend, Chatham, MA 02650
$1,750,000 | 146 Old Field Bend, Chatham, MA 02650
$1,750,000 | 146 Old Field Bend, Chatham, MA 02650
1/41
Listed By Compass

$1,750,000

3
Bedrooms
2,039
Square Feet
0.57
Acres

146 Old Field Bend, Chatham, MA 02650

$799,000 | 16 Newtown Road, Sandwich, MA 02563
$799,000 | 16 Newtown Road, Sandwich, MA 02563
$799,000 | 16 Newtown Road, Sandwich, MA 02563
$799,000 | 16 Newtown Road, Sandwich, MA 02563
$799,000 | 16 Newtown Road, Sandwich, MA 02563
$799,000 | 16 Newtown Road, Sandwich, MA 02563
$799,000 | 16 Newtown Road, Sandwich, MA 02563
$799,000 | 16 Newtown Road, Sandwich, MA 02563
$799,000 | 16 Newtown Road, Sandwich, MA 02563
$799,000 | 16 Newtown Road, Sandwich, MA 02563
$799,000 | 16 Newtown Road, Sandwich, MA 02563
$799,000 | 16 Newtown Road, Sandwich, MA 02563
$799,000 | 16 Newtown Road, Sandwich, MA 02563
$799,000 | 16 Newtown Road, Sandwich, MA 02563
$799,000 | 16 Newtown Road, Sandwich, MA 02563
$799,000 | 16 Newtown Road, Sandwich, MA 02563
$799,000 | 16 Newtown Road, Sandwich, MA 02563
$799,000 | 16 Newtown Road, Sandwich, MA 02563
$799,000 | 16 Newtown Road, Sandwich, MA 02563
$799,000 | 16 Newtown Road, Sandwich, MA 02563
$799,000 | 16 Newtown Road, Sandwich, MA 02563
$799,000 | 16 Newtown Road, Sandwich, MA 02563
$799,000 | 16 Newtown Road, Sandwich, MA 02563
$799,000 | 16 Newtown Road, Sandwich, MA 02563
$799,000 | 16 Newtown Road, Sandwich, MA 02563
$799,000 | 16 Newtown Road, Sandwich, MA 02563
1/26
Listed By CompassUnder Agreement

$799,000

3
Bedrooms
1,600
Square Feet
0.93
Acres

16 Newtown Road, Sandwich, MA 02563

$749,000 | 17 Kings Way, Orleans, MA 02653
$749,000 | 17 Kings Way, Orleans, MA 02653
$749,000 | 17 Kings Way, Orleans, MA 02653
$749,000 | 17 Kings Way, Orleans, MA 02653
$749,000 | 17 Kings Way, Orleans, MA 02653
$749,000 | 17 Kings Way, Orleans, MA 02653
$749,000 | 17 Kings Way, Orleans, MA 02653
$749,000 | 17 Kings Way, Orleans, MA 02653
$749,000 | 17 Kings Way, Orleans, MA 02653
$749,000 | 17 Kings Way, Orleans, MA 02653
$749,000 | 17 Kings Way, Orleans, MA 02653
$749,000 | 17 Kings Way, Orleans, MA 02653
$749,000 | 17 Kings Way, Orleans, MA 02653
$749,000 | 17 Kings Way, Orleans, MA 02653
$749,000 | 17 Kings Way, Orleans, MA 02653
$749,000 | 17 Kings Way, Orleans, MA 02653
$749,000 | 17 Kings Way, Orleans, MA 02653
$749,000 | 17 Kings Way, Orleans, MA 02653
$749,000 | 17 Kings Way, Orleans, MA 02653
$749,000 | 17 Kings Way, Orleans, MA 02653
$749,000 | 17 Kings Way, Orleans, MA 02653
$749,000 | 17 Kings Way, Orleans, MA 02653
$749,000 | 17 Kings Way, Orleans, MA 02653
$749,000 | 17 Kings Way, Orleans, MA 02653
$749,000 | 17 Kings Way, Orleans, MA 02653
$749,000 | 17 Kings Way, Orleans, MA 02653
$749,000 | 17 Kings Way, Orleans, MA 02653
$749,000 | 17 Kings Way, Orleans, MA 02653
$749,000 | 17 Kings Way, Orleans, MA 02653
$749,000 | 17 Kings Way, Orleans, MA 02653
1/30
Listed By CompassUnder Agreement

$749,000

3
Bedrooms
1,040
Square Feet
0.61
Acres

17 Kings Way, Orleans, MA 02653

Chris Rhinesmith’s Transactions

Past Sales
108 Cotchpinicut

$14,995,000

5
Bedrooms

108 Cotchpinicut Road

North Chatham, MA

$12,000,000 | 162 Shore Road, Chatham, MA 02633

$12,000,000

5
Bedrooms
2,438
Square Feet
1.51
Acres

162 Shore Road, Chatham, MA 02633

$11,500,000 | 23 Oyster Pond Lane, Chatham, MA 02633

$11,500,000

5
Bedrooms
5,308
Square Feet
1.32
Acres

23 Oyster Pond Lane, Chatham, MA 02633

$10,800,000 | 132 Shore Road, Chatham, MA 02633

$10,800,000

5
Bedrooms
5,152
Square Feet
1.28
Acres

132 Shore Road, Chatham, MA 02633

$9,850,000 | 230 Cedar Street, Chatham, MA 02633

$9,850,000

5
Bedrooms
5,299
Square Feet
7.75
Acres

230 Cedar Street, Chatham, MA 02633

a front view of a house with a garden

$9,250,000

5
Bedrooms
6,923
Square Feet
1.33
Acres

103 Shore Road, Chatham, MA 02633

$9,250,000 | 202 Eastward Road, Chatham, MA 02633

$9,250,000

5
Bedrooms
6,000
Square Feet
1.03
Acres

202 Eastward Road, Chatham, MA 02633

$9,150,000 | 75 Tilipi Run, Chatham, MA 02633

$9,150,000

6
Bedrooms
6,043
Square Feet
1.45
Acres

75 Tilipi Run, Chatham, MA 02633

$9,150,000 | 113 Seapine Road, North Chatham, MA 02650

$9,150,000

4
Bedrooms
5,850
Square Feet
0.62
Acres

113 Seapine Road, North Chatham, MA 02650

$8,995,000 | 52 Oyster Bluff, Chatham, MA 02633

$8,995,000

5
Bedrooms
5,219
Square Feet
0.71
Acres

52 Oyster Bluff, Chatham, MA 02633

$8,300,000 | 771 Fox Hill Road, Chatham, MA 02633

$8,300,000

4
Bedrooms
4,425
Square Feet
1.26
Acres

771 Fox Hill Road, Chatham, MA 02633

$8,225,000 | 444 Old Harbor Road, Chatham, MA 02633

$8,225,000

4
Bedrooms
4,148
Square Feet
0.57
Acres

444 Old Harbor Road, Chatham, MA 02633

front view of a house with a yard

$7,790,000

4
Bedrooms
4,020
Square Feet
0.53
Acres

169 Shore Road, Chatham, MA 02633

$7,500,000 | 4 Sea Street, Harwich Port, MA 02646

$7,500,000

5
Bedrooms
3,378
Square Feet
0.7
Acres

4 Sea Street, Harwich Port, MA 02646

$7,300,000 | 268 Cedar Street, Chatham, MA 02633

$7,300,000

4
Bedrooms
2,271
Square Feet
26.26
Acres

268 Cedar Street, Chatham, MA 02633

$7,300,000 | 103 Woodland Way, North Chatham, MA 02650

$7,300,000

4
Bedrooms
3,922
Square Feet

103 Woodland Way, North Chatham, MA 02650

$7,300,000 | 268 Cedar St

$7,300,000

268 Cedar St

$7,275,000 | 30 Fairway Drive, Chatham, MA 02633

$7,275,000

5
Bedrooms
6,128
Square Feet
0.47
Acres

30 Fairway Drive, Chatham, MA 02633