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

$7,995,000 | 77 Towhee Lane, Orleans, MA 02653
1/92
Listed By Compass

$7,995,000

5
Bedrooms
7
Bathrooms
7,372
Square Feet
2.5
Acres
$6,500,000 | 150-154 Cross Street, Chatham, MA 02633
1/34
Listed By Compass

$6,500,000

10
Bedrooms
10
Bathrooms
7,658
Square Feet
1.28
Acres
$5,900,000 | 48 Hillcrest Road, Chatham, MA 02633
1/65
Listed By Compass

$5,900,000

4
Bedrooms
6
Bathrooms
5,254
Square Feet
0.41
Acres
$5,750,000 | 7 Cove Road, North Chatham, MA 02650
1/9
Listed By CompassPending

$5,750,000

3
Bedrooms
6
Bathrooms
4,902
Square Feet
0.49
Acres
$4,995,000 | 65 Harbor View Road, Chatham, MA 02633
1/77
Listed By Compass

$4,995,000

5
Bedrooms
6
Bathrooms
4,763
Square Feet
0.47
Acres
$4,950,000 | 15 Bay Lane, Chatham, MA 02633
1/47
Listed By CompassVirtual Tour

$4,950,000

4
Bedrooms
5
Bathrooms
5,371
Square Feet
0.32
Acres
$4,250,000 | 222 Barcliff Avenue, Chatham, MA 02633
1/28
Listed By Compass

$4,250,000

4
Bedrooms
6
Bathrooms
3,980
Square Feet
0.47
Acres
$4,250,000 | 600 Fox Hill Road, Chatham, MA 02633
1/28
Listed By Compass

$4,250,000

3
Bedrooms
4
Bathrooms
3,071
Square Feet
1.06
Acres
$4,200,000 | 30 Indian Trail, Chatham, MA 02633
1/39
Listed By Compass

$4,200,000

3
Bedrooms
3
Bathrooms
2,418
Square Feet
1.02
Acres
$3,595,000 | 48 Hunter Rise, Chatham, MA 02633
1/42
Listed By CompassUnder Agreement

$3,595,000

3
Bedrooms
2,856
Square Feet
0.46
Acres
$3,595,000 | 58 Strong Island Road, Chatham, MA 02633
1/69
Listed By CompassPending

$3,595,000

4
Bedrooms
5
Bathrooms
4,137
Square Feet
0.49
Acres
$2,890,000 | 56 Obed Brooks Road, Harwich, MA 02645
1/62
Listed By Compass

$2,890,000

4
Bedrooms
4
Bathrooms
3,689
Square Feet
2.08
Acres
$2,795,000 | 44 Bailey's Path, Chatham, MA 02633
1/44
Listed By CompassPending

$2,795,000

3
Bedrooms
4
Bathrooms
3,514
Square Feet
0.46
Acres
$2,795,000 | 21 Ruggles Road, Orleans, MA 02653
1/52
Listed By Compass

$2,795,000

3
Bedrooms
2
Bathrooms
2,000
Square Feet
0.95
Acres
$1,795,000 | 23 Taylors Pond Road, Chatham, MA 02659
1/42
Listed By CompassUnder Agreement

$1,795,000

3
Bedrooms
2,719
Square Feet
0.25
Acres
$1,495,000 | 87 Cranberry Lane, Chatham, MA 02633
1/49
Listed By Compass

$1,495,000

3
Bedrooms
2
Bathrooms
1,238
Square Feet
0.32
Acres
$1,399,000 | 137 Shane Drive, Chatham, MA 02633
1/43
Listed By CompassPending / Continue To Show

$1,399,000

3
Bedrooms
2
Bathrooms
1,530
Square Feet
0.25
Acres
$1,295,000 | 700 Crowell Road, North Chatham, MA 02650
1/35
Listed By CompassPending / Continue To Show

$1,295,000

5
Bedrooms
2
Bathrooms
2,046
Square Feet
0.49
Acres
$995,000 | 59 Ridgeport Drive, Harwich Port, MA 02646
1/29
Listed By CompassPending / Continue To Show

$995,000

3
Bedrooms
2
Bathrooms
1,750
Square Feet
0.25
Acres
$659,000 | 216 Orleans Road, Unit D, North Chatham, MA 02650
1/25
Listed By Compass

$659,000

2
Bedrooms
2
Bathrooms
999
Square Feet
$410,000 | 41 Woodview Drive, Unit 41, Brewster, MA 02631
1/19
Listed By Compass

$410,000

2
Bedrooms
2
Bathrooms
1,152
Square Feet
a front view of a house with a yard
1/28
Listed By CompassPending / Continue To Show

$385,000

2
Bedrooms
2
Bathrooms
994
Square Feet

Pine Acres Realty’s Transactions

Past Sales
108 Cotchpinicut

$14,995,000

5
Bedrooms
4.5
Bathrooms

108 Cotchpinicut Road

North Chatham, MA

a aerial view of a house with a garden

$12,750,000

6
Bedrooms
9
Bathrooms
7,040
Square Feet
1.26
Acres
$12,000,000 | 162 Shore Road, Chatham, MA 02633

$12,000,000

5
Bedrooms
4
Bathrooms
2,438
Square Feet
1.51
Acres
$11,500,000 | 23 Oyster Pond Lane, Chatham, MA 02633

$11,500,000

5
Bedrooms
5,308
Square Feet
1.32
Acres
a front view of a house with swimming pool and a yard with seating area

$10,800,000

5
Bedrooms
6
Bathrooms
5,152
Square Feet
1.28
Acres
$9,850,000 | 230 Cedar Street, Chatham, MA 02633

$9,850,000

5
Bedrooms
6
Bathrooms
5,299
Square Feet
7.75
Acres
$9,250,000 | 202 Eastward Road, Chatham, MA 02633

$9,250,000

5
Bedrooms
9
Bathrooms
6,000
Square Feet
1.03
Acres
a front view of a house with a garden

$9,250,000

5
Bedrooms
10
Bathrooms
6,923
Square Feet
1.33
Acres
$9,150,000 | 113 Seapine Road, North Chatham, MA 02650

$9,150,000

4
Bedrooms
6
Bathrooms
5,850
Square Feet
0.62
Acres
$9,150,000 | 75 Tilipi Run, Chatham, MA 02633

$9,150,000

6
Bedrooms
6
Bathrooms
6,043
Square Feet
1.45
Acres
$8,995,000 | 52 Oyster Bluff, Chatham, MA 02633

$8,995,000

5
Bedrooms
5,219
Square Feet
0.71
Acres
$8,500,000 | 560 Fox Hill Road, Chatham, MA 02633

$8,500,000

6
Bedrooms
10,191
Square Feet
1.76
Acres
$8,300,000 | 771 Fox Hill Road, Chatham, MA 02633

$8,300,000

4
Bedrooms
4,425
Square Feet
1.26
Acres
$8,249,000 | 498 Shore Road, Chatham, MA 02633

$8,249,000

6
Bedrooms
7
Bathrooms
3,484
Square Feet
0.82
Acres
$8,225,000 | 444 Old Harbor Road, Chatham, MA 02633

$8,225,000

4
Bedrooms
4,148
Square Feet
0.57
Acres
front view of a house with a yard

$7,790,000

4
Bedrooms
5
Bathrooms
4,020
Square Feet
0.53
Acres
a view of a lake with a mountain in the back

$7,550,000

5
Bedrooms
5,366
Square Feet
1.53
Acres
Past Rentals
a view of a back yard

$2,700

1
Bedrooms
$2,200 | 149 Dorchester Street, Unit 1, Boston, MA 02127

$2,200

1
Bedrooms
a front view of a house with a garden

$2,100

1
Bedrooms