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
1/42
Listed By CompassUnder Agreement

$7,995,000

5
Bedrooms
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
front view of a house with a yard
1/5
Listed By CompassPending

$6,495,000

5
Bedrooms
6
Bathrooms
4,588
Square Feet
0.92
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
a front view of a residential houses with yard and green space
1/4
Listed By Compass

$5,800,000

3
Bedrooms
6
Bathrooms
4,902
Square Feet
0.49
Acres
a front view of a house with a yard
1/77
Listed By Compass

$4,995,000

5
Bedrooms
6
Bathrooms
4,763
Square Feet
0.47
Acres
$4,500,000 | 346 Morris Island Road, Chatham, MA 02633
1/34
Listed By CompassPending / Continue To Show

$4,500,000

4
Bedrooms
4
Bathrooms
2,850
Square Feet
0.88
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
$2,700,000 | 56 Obed Brooks Road, Harwich, MA 02645
1/62
Listed By Compass

$2,700,000

4
Bedrooms
4
Bathrooms
3,689
Square Feet
2.08
Acres
$2,695,000 | 21 Ruggles Road, Orleans, MA 02653
1/52
Listed By CompassOpen: 11/7 12:00PM - 02:00PM

$2,695,000

3
Bedrooms
2
Bathrooms
2,000
Square Feet
0.95
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
$995,000 | 59 Ridgeport Drive, Harwich, MA 02646
1/25
Listed By CompassUnder Agreement

$995,000

3
Bedrooms
1,750
Square Feet
0.25
Acres
$949,000 | 32 Pleasant Bay Road, Harwich, MA 02645
1/31
Listed By Compass

$949,000

4
Bedrooms
4
Bathrooms
3,274
Square Feet
0.94
Acres
a front view of house with yard and green space
1/57
Listed By CompassPending / Continue To Show

$929,000

2
Bedrooms
2
Bathrooms
1,708
Square Feet
0.27
Acres
$749,000 | 17 Locust Grove Road, Harwich, MA 02645
1/41
Listed By CompassPending

$749,000

4
Bedrooms
3
Bathrooms
1,512
Square Feet
0.25
Acres
$619,000 | 216 Orleans Road, Unit D, Chatham, MA 02650
1/24
Listed By Compass

$619,000

2
Bedrooms
1,000
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