About Pine Acres Realty
For the last 20 years, Pine Acres Realty has been Chatham’s #1 selling real estate team, selling more than $2 billion in residential properties since 2004.

Co-owned by Chris Rhinesmith and Lori Fanning Smith, the agency is widely recognized as the leader on Cape Cod, with brokers who are deeply rooted in the community and dedicated to providing unparalleled service to clients. With more than 70 years of experience, Pine Acres has superior expertise and property exposure on Cape Cod from Harwich all the way up to Provincetown, with a particular focus in Chatham, a one-of-a-kind village that offers an array of restaurants, boutiques, beautiful waterways and charming beaches. Pine Acres’ personalized culture and client-focused approach have allowed us to maintain our position all these years, an accomplishment that inspired Compass Real Estate of Boston – the technology-driven company changing the face of traditional brokerage – to bring our team into its forward-thinking network.

Pine Acres Realty builds on our years operating as a small, independent agency to offer personal, insightful guidance to clients, while at the same time utilizing Compass’ broadly networked group of brokers to extend our reach. Additionally, with a presence in 20+ major markets nationwide, Compass offers the reach we need to source potential buyers throughout the country and assist our relocating sellers, wherever they plan to go.


                   
A large group of people standing around a group of trees

Team Agents

Pine Acres Realty’s Listings

an aerial view of a house with a garden
an aerial view of a house with a yard basket ball court and outdoor seating
a view of a lake from a yard
a view of a house with a yard and tree s
a kitchen with stainless steel appliances granite countertop a sink a stove and a refrigerator
a kitchen with stainless steel appliances kitchen island granite countertop a refrigerator and a sink
a living room with furniture and a large window
a living room with furniture or outdoor view and a large window
a dining room with furniture a chandelier and window
a bathroom with a shower
a kitchen with granite countertop white cabinets stainless steel appliances and a sink
a view of entryway with wooden floor and stairs
a living room with furniture and a flat screen tv
a bedroom with a large bed and a window
a bathroom with a sink vanity granite shower and a mirror
a living room with furniture chandelier and a large window
a bedroom with two beds and a large window
a bathroom with a granite countertop toilet a sink and a mirror
$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
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
a front view of house with yard and green space
front view of house with a yard
a black and white photo of a house
a black and white photo of a living room
a view of a house with white walls
a black and white photo of a living room
a picture of a window
a picture of a bathroom with a window
a black and white photo of a painting
$4,399,000 | 230 Barcliff Avenue, Chatham, MA 02633
1/10
Listed By Compass

$4,399,000

4
Bedrooms
5,300
Square Feet
0.53
Acres
$3,295,000 | 28 Cranberry Lane, Chatham, MA 02650
$3,295,000 | 28 Cranberry Lane, Chatham, MA 02650
$3,295,000 | 28 Cranberry Lane, Chatham, MA 02650
$3,295,000 | 28 Cranberry Lane, Chatham, MA 02650
$3,295,000 | 28 Cranberry Lane, Chatham, MA 02650
$3,295,000 | 28 Cranberry Lane, Chatham, MA 02650
$3,295,000 | 28 Cranberry Lane, Chatham, MA 02650
$3,295,000 | 28 Cranberry Lane, Chatham, MA 02650
$3,295,000 | 28 Cranberry Lane, Chatham, MA 02650
$3,295,000 | 28 Cranberry Lane, Chatham, MA 02650
$3,295,000 | 28 Cranberry Lane, Chatham, MA 02650
$3,295,000 | 28 Cranberry Lane, Chatham, MA 02650
$3,295,000 | 28 Cranberry Lane, Chatham, MA 02650
$3,295,000 | 28 Cranberry Lane, Chatham, MA 02650
$3,295,000 | 28 Cranberry Lane, Chatham, MA 02650
$3,295,000 | 28 Cranberry Lane, Chatham, MA 02650
$3,295,000 | 28 Cranberry Lane, Chatham, MA 02650
$3,295,000 | 28 Cranberry Lane, Chatham, MA 02650
$3,295,000 | 28 Cranberry Lane, Chatham, MA 02650
$3,295,000 | 28 Cranberry Lane, Chatham, MA 02650
$3,295,000 | 28 Cranberry Lane, Chatham, MA 02650
$3,295,000 | 28 Cranberry Lane, Chatham, MA 02650
$3,295,000 | 28 Cranberry Lane, Chatham, MA 02650
$3,295,000 | 28 Cranberry Lane, Chatham, MA 02650
$3,295,000 | 28 Cranberry Lane, Chatham, MA 02650
$3,295,000 | 28 Cranberry Lane, Chatham, MA 02650
$3,295,000 | 28 Cranberry Lane, Chatham, MA 02650
$3,295,000 | 28 Cranberry Lane, Chatham, MA 02650
$3,295,000 | 28 Cranberry Lane, Chatham, MA 02650
$3,295,000 | 28 Cranberry Lane, Chatham, MA 02650
$3,295,000 | 28 Cranberry Lane, Chatham, MA 02650
$3,295,000 | 28 Cranberry Lane, Chatham, MA 02650
$3,295,000 | 28 Cranberry Lane, Chatham, MA 02650
$3,295,000 | 28 Cranberry Lane, Chatham, MA 02650
$3,295,000 | 28 Cranberry Lane, Chatham, MA 02650
$3,295,000 | 28 Cranberry Lane, Chatham, MA 02650
$3,295,000 | 28 Cranberry Lane, Chatham, MA 02650
$3,295,000 | 28 Cranberry Lane, Chatham, MA 02650
$3,295,000 | 28 Cranberry Lane, Chatham, MA 02650
$3,295,000 | 28 Cranberry Lane, Chatham, MA 02650
$3,295,000 | 28 Cranberry Lane, Chatham, MA 02650
1/41
Listed By CompassUnder Agreement

$3,295,000

3
Bedrooms
3,759
Square Feet
0.38
Acres
$2,900,000 | 44 Seabury Point Road, Duxbury, MA 02332
$2,900,000 | 44 Seabury Point Road, Duxbury, MA 02332
$2,900,000 | 44 Seabury Point Road, Duxbury, MA 02332
$2,900,000 | 44 Seabury Point Road, Duxbury, MA 02332
$2,900,000 | 44 Seabury Point Road, Duxbury, MA 02332
$2,900,000 | 44 Seabury Point Road, Duxbury, MA 02332
$2,900,000 | 44 Seabury Point Road, Duxbury, MA 02332
$2,900,000 | 44 Seabury Point Road, Duxbury, MA 02332
$2,900,000 | 44 Seabury Point Road, Duxbury, MA 02332
$2,900,000 | 44 Seabury Point Road, Duxbury, MA 02332
$2,900,000 | 44 Seabury Point Road, Duxbury, MA 02332
$2,900,000 | 44 Seabury Point Road, Duxbury, MA 02332
$2,900,000 | 44 Seabury Point Road, Duxbury, MA 02332
$2,900,000 | 44 Seabury Point Road, Duxbury, MA 02332
$2,900,000 | 44 Seabury Point Road, Duxbury, MA 02332
$2,900,000 | 44 Seabury Point Road, Duxbury, MA 02332
$2,900,000 | 44 Seabury Point Road, Duxbury, MA 02332
$2,900,000 | 44 Seabury Point Road, Duxbury, MA 02332
$2,900,000 | 44 Seabury Point Road, Duxbury, MA 02332
$2,900,000 | 44 Seabury Point Road, Duxbury, MA 02332
$2,900,000 | 44 Seabury Point Road, Duxbury, MA 02332
$2,900,000 | 44 Seabury Point Road, Duxbury, MA 02332
$2,900,000 | 44 Seabury Point Road, Duxbury, MA 02332
$2,900,000 | 44 Seabury Point Road, Duxbury, MA 02332
$2,900,000 | 44 Seabury Point Road, Duxbury, MA 02332
$2,900,000 | 44 Seabury Point Road, Duxbury, MA 02332
$2,900,000 | 44 Seabury Point Road, Duxbury, MA 02332
$2,900,000 | 44 Seabury Point Road, Duxbury, MA 02332
$2,900,000 | 44 Seabury Point Road, Duxbury, MA 02332
$2,900,000 | 44 Seabury Point Road, Duxbury, MA 02332
$2,900,000 | 44 Seabury Point Road, Duxbury, MA 02332
$2,900,000 | 44 Seabury Point Road, Duxbury, MA 02332
$2,900,000 | 44 Seabury Point Road, Duxbury, MA 02332
$2,900,000 | 44 Seabury Point Road, Duxbury, MA 02332
$2,900,000 | 44 Seabury Point Road, Duxbury, MA 02332
$2,900,000 | 44 Seabury Point Road, Duxbury, MA 02332
$2,900,000 | 44 Seabury Point Road, Duxbury, MA 02332
$2,900,000 | 44 Seabury Point Road, Duxbury, MA 02332
$2,900,000 | 44 Seabury Point Road, Duxbury, MA 02332
$2,900,000 | 44 Seabury Point Road, Duxbury, MA 02332
$2,900,000 | 44 Seabury Point Road, Duxbury, MA 02332
$2,900,000 | 44 Seabury Point Road, Duxbury, MA 02332
1/42
Listed By Compass

$2,900,000

4
Bedrooms
2,665
Square Feet
0.96
Acres
a view of a city
an aerial view of a house with a ocean view
a view of a room with wooden floor
an aerial view of a city
a view of a city
a front view of a house with a yard
a view of a garden with plants and a bench
a view of a hallway with wooden floor and furniture
a view of a livingroom with workspace and a window
a living room with furniture and large windows
a view of a hallway with a elevator and a living room
a living room with furniture a fireplace and a table
a living room with furniture a fireplace and a table
a living room with furniture fireplace and a flat screen tv
a view of a dining room with furniture window and outside view
a living room with furniture and a wooden floor
a living room with furniture and a large window
a living room with furniture and a large window
a living room with furniture and a flat screen tv
a view of a dining room with furniture window and outside view
a kitchen with stainless steel appliances granite countertop a sink and cabinets
a kitchen with stainless steel appliances granite countertop a stove and cabinets
a kitchen with stainless steel appliances a sink and a window
a kitchen with stainless steel appliances granite countertop a refrigerator and a stove top oven
a bathroom with a sink and mirror
a bedroom with a bed and wooden floor
a bathroom with a sink and a mirror
a bedroom with two beds and a window
a bedroom with a bed couch and a window
a bedroom with a bed and a book shelf
a bathroom with a double vanity sink a mirror and a shower
a view of a patio with a table and chairs
a view of a patio with table and chairs and potted plants
a view of outdoor space and city view
a backyard of a house with table and chairs
a view of a chairs and tables in the backyard of a house
a view of entryway with wooden walls
a front view of a house with sitting area
a view of a house with a street
a view of a house with a backyard
a view of a city
a view of a city with ocean view
1/42
Listed By CompassUnder Agreement

$1,850,000

3
Bedrooms
1,626
Square Feet
0.31
Acres
front view of a house with a yard and potted plants
front view of a house with a garden
a front view of a house with outdoor seating and yard
a front view of a house with a garden
a front view of a house with garden
a balcony with furniture and a potted plant
front view of a house with a porch
a view of a patio with table and chairs and potted plants
a front view of a house with a garden and trees
a front view of a house with a garden
a view of a yard with a tree
a view of a hallway with seating area
a view of a workspace with furniture
a view of a dining room with furniture window and wooden floor
a view of a dining room with furniture window and wooden floor
a view of a dining room with furniture window and outside view
a view of a dining room with a table and chairs
a view of a workspace with furniture and a window
a view of a workspace with furniture and a window
a living room with furniture and wooden floor
a kitchen that has a lot of appliances and cabinets
a view of cabinets with wooden floor and a window
a view of a workspace with furniture and a workspace
a view of a dining room with furniture window and wooden floor
a bathroom with a toilet sink and mirror
a bathroom with a sink and a mirror
a house view with a garden
1/27
Listed By Compass

$950,000

Unavailable
Bedrooms
Unavailable
Bathrooms
1,548
Square Feet
0.46
Acres
a front view of a house with a yard and outdoor seating
front view of a house with a yard
a view of a house with a yard covered in snow
a row of house with a outdoor space
a front view of a house with gym equipment
a kitchen with stainless steel appliances granite countertop a stove top oven a refrigerator a sink and dishwasher
a kitchen with a sink dishwasher a stove and a refrigerator
a kitchen with a table and chairs
a view of a dining room with furniture and wooden floor
a dining room with furniture and window
a living room with furniture a flat screen tv and a fireplace
a bedroom with furniture and a fireplace
a bedroom with a bed and a window
a bedroom with a bed and a desk
a bathroom with a sink a toilet and a mirror
a bathroom with a sink a toilet and a window
a bedroom with a bed and a window
a bedroom with a bed and a window
a bedroom with a bed and a window
a bedroom with a bed and a potted plant next to a window
a bathroom with a sink and a mirror
a bedroom with bed and cabinets
a living room with furniture
a view of small space
a view of a room with wooden walls
a view of a bench in a garden
a view of a yard
a picture of a book and a bed
a picture of a room with a white wall and a painting
a picture of a floor plan
$825,000 | 16 Newtown Road, Sandwich, MA 02563
1/31
Listed By Compass

$825,000

3
Bedrooms
1,601
Square Feet
0.93
Acres
a view of a house with a yard
a front view of a house with a yard
a view of a house with backyard and a sitting area
a view of a glass door with a glass door
a living room with furniture and a fireplace
a living room with furniture a fireplace and a flat screen tv
a view of a room with wooden floor chandelier and windows
a dining room with furniture and chandelier
a kitchen with stainless steel appliances granite countertop a stove and cabinets
a kitchen with stainless steel appliances granite countertop a stove and a microwave
a kitchen with stainless steel appliances granite countertop a refrigerator and a sink
a view of empty room with wooden floor and fan
a bedroom with bed and a window
a view of an empty room with wooden floor
a view of empty room with wooden floor and fan
a view of an empty room and window
a view of an empty room with wooden floor and a window
a view of empty room
a view of empty room with wooden floor and fan
a bathroom with a toilet a sink and mirror
a utility room with dryer and washer
a view of a room with wooden floor
a living room with furniture and a wooden floor
a view of a room with wooden floor and windows
a bathroom with a sink a toilet and shower
a room with storage and utility
a view of a deck with a floor to ceiling window and wooden floor
a picture of a floor plan
$749,000 | 17 Kings Way, Orleans, MA 02653
$749,000 | 17 Kings Way, Orleans, MA 02653
$749,000 | 17 Kings Way, Orleans, MA 02653
1/31
Listed By Compass

$749,000

3
Bedrooms
1,040
Square Feet
0.61
Acres