Tom Riley

Tom Riley

RealtorĀ®

Social Media

Education

Boston College
Tabor Academy

Charity

Dana Farber Boston Marathon $20k Pacesetter
Appalachian Mountain Club Member
Surfrider Foundation Member
NECC Art Show Contributing Artist


About Tom

Tom Riley’s deep-rooted connection to Cape Cod began in childhood, spending idyllic summers at his grandparents’ home. Those formative years were filled with swimming, biking, and an early fascination with real estate. While most kids reached for comic books, Tom eagerly collected and studied real estate magazines - his family quickly learned to grab every new issue they came across. After relocating to Chatham, Tom made the Cape his year-round home following his graduation from Boston College.

Now a dedicated real estate agent at Pine Acres Realty, Tom combines his lifelong love for Cape Cod with a modern, dynamic approach to the business. He thrives in a collaborative environment alongside a team of exceptional colleagues and leverages his expertise in photography, videography, design, social media, and technology. Backed by the powerful resources of Compass, Tom is well-equipped to deliver exceptional results for his clients.

An accomplished photographer, Tom captures the essence of Cape Cod’s beauty through his lens. His award-winning image of the Nauset Outer Beach was featured on the cover of Cape Cod Life Magazine in 2024, reaching over 150,000 readers. His work has also appeared in the Cape Cod Chronicle, Cape & Islands Magazine, and other publications. His framed prints are available at The Mayflower Shop in Chatham and online. Through his popular Instagram account, @tomriley, with over 14,000 followers, Tom provides his clients with unparalleled exposure to a wide audience of potential buyers.

Beyond real estate, Tom is deeply committed to preserving the charm and character of Cape Cod. Whether cleaning beaches, supporting local businesses, or sharing the region’s rich history, his connection to the community runs deep. He is passionate about conservation and historic preservation, helping ensure Cape Cod remains a special place for generations to come. Tom lives in a 110-year-old cottage originally built by a fishing captain. A three-time marathoner, avid boater, and devoted dog owner, he can often be seen walking with his doubledoodle, Millie.

With his expertise and heartfelt commitment to the community, trust Tom to guide you through your real estate journey on Cape Cod.

Tom Riley’s Listings

a front view of a house with a yard
a view of a house with a yard
a front view of a house with garden
a front view of a house with garden
a front view of a house with a yard
a view of a closet area with living room
a living room with furniture and a fireplace
a living room with furniture and a window
a living room with furniture and a flat screen tv
a living room with furniture and a fireplace
a living room with furniture and a fireplace
a dining room with wooden floor and a chandelier
a view of a dining room with furniture and window
a kitchen with stainless steel appliances granite countertop a refrigerator and stove
a kitchen with stainless steel appliances granite countertop a stove a sink and a chandelier
a kitchen with cabinets and window
a workspace with furniture and wooden floor
a bathroom with a sink toilet and a mirror
a bathroom with a toilet sink and shower
a bedroom with two beds and painting on the wall
a bedroom with a bed and wooden floor
a bedroom with a bed and a night stand
a bedroom with a bed and a window
a bedroom with a bed and wooden floor
a bedroom with a bed and a window
a bedroom with a bed and a flat screen tv
a bathroom with a toilet a sink a shower and mirror
a bathroom with a sink and a mirror
a living room with furniture
a living room with furniture a flat screen tv and a lamp
a bedroom with a window
a bedroom with a bed and a window
a view of a hallway with interior of the house
a room with a window and gym equipment
a view of a room with gym equipment
a utility room with dryer and washer
a view of a room with gym equipment
an aerial view of residential building and ocean
a front view of a house with a yard
a front view of a house with a yard
a view of a house with backyard and garden
a view of a house with a yard
a view of a patio with a dining table and chairs with wooden floor and fence
a front view of a house with a yard and potted plants
a view of a house with a yard
a front view of a house with a garden
a picture of a park
a view of a living room
a picture of a park
$1,495,000 | 137 Shane Drive, Chatham, MA 02633
1/50
Listed By Compass

$1,495,000

3
Bedrooms
1,530
Square Feet
0.25
Acres

Tom Riley’s Transactions

Past Sales
$3,800,000 | 107 School Street, Chatham, MA 02633

$3,800,000

4
Bedrooms
4,372
Square Feet
0.33
Acres
a living room with furniture and a fireplace

$2,000,000

3
Bedrooms
2,884
Square Feet
0.26
Acres
an aerial view of a house with a ocean view

$1,622,500

3
Bedrooms
1,626
Square Feet
0.31
Acres
$1,320,000 | 67 The Cornfield, Chatham, MA 02633

$1,320,000

4
Bedrooms
2,238
Square Feet
0.34
Acres
$1,293,000 | 10 Colonial Way, Harwich Port, MA 02646

$1,293,000

2
Bedrooms
1,862
Square Feet
0.27
Acres
a view of a kitchen with stainless steel appliances granite countertop a oven a stove and a wooden floors

$1,150,000

3
Bedrooms
2,564
Square Feet
0.39
Acres
house with a yellow door

$825,000

3
Bedrooms

32 Walton Road

Harwich

a living room with furniture a rug and a flat screen tv

$645,000

2
Bedrooms
1,530
Square Feet