Cassidy O'Connor
About Cassidy O'Connor
Sales Associate - Osterville Office
812 Main Street, Osterville, MA 02655
Email: Casey.OConnor@Raveis.com | Cell: 774.269.4001
With a strong background in business, interior design consulting, and a deep love for coastal living, Cassidy O?Connor brings a unique, full-service approach to real estate across Boston and Cape Cod. Licensed in 2015, Cassidy quickly rose to success as Rookie of the Year and a multi-million-dollar producer, known for his sharp eye, strategic thinking, and personal touch.
Cassidy?s experience includes over seven years of interior design consulting for a boutique firm on the quay, as well as ownership of The Salty Pearl, a coastal-inspired lifestyle brand. This blend of creative vision and market knowledge gives clients a distinct advantage?whether they?re staging a home to sell or envisioning life in a new space.
Cassidy splits his time between South Boston and the Cape, staying fully immersed in both markets. He specializes in first-time buyers, vacation homes, and investment properties, and is respected industry-wide for his negotiating skills, client advocacy, and ability to win in competitive situations.
With a background in hospitality, a degree in communication, and a gift for making clients feel at ease, Cassidy approaches every transaction with care and dedication. His innovative marketing, tech-driven strategy, and trusted reputation make him a standout choice for buyers and sellers alike.
When not working, Cassidy enjoys summer days on Wings Neck in Pocasset and fall weekends on Nantucket with his German Shorthaired Pointer, Cisco. Whether you?re dreaming of a Cape escape or your first Boston condo, Cassidy O?Connor is the agent who will get you there?seamlessly and successfully.
Price Reduced
$7,500,000
3 beds
6 baths
4,831 sqft
46 Great Bay Road, Barnstable, (Osterville), MA, 02655
$3,450,000
4 beds
5 baths
2,424 sqft
156 East Bay Road, Barnstable, MA, 02655
$3,450,000
4 beds
5 baths
3,924 sqft
156 E Bay Road, Barnstable, (Osterville), MA, 02655
New Listing
$3,250,000
5 beds
5 baths
3,770 sqft
57 J H Sears Road, Dennis, (East Dennis), MA, 02641
Price Reduced
$2,950,000
3 beds
4 baths
4,608 sqft
34 Farm Valley Road, Barnstable, (Osterville), MA, 02655
$2,200,000
4 beds
3 baths
2,467 sqft
9 Dunes View Road, Dennis, MA, 02638
$1,809,000
4 beds
4 baths
2,955 sqft
23 Manor Drive, Sandwich, (East Sandwich), MA, 02537
$1,750,000
3 beds
2 baths
3,280 sqft
40 KITTIWAKE Lane, Eastham, MA, 02642
Price Reduced
$1,600,000
4 beds
5 baths
4,009 sqft
498 Elliott Road, Barnstable, (Centerville), MA, 02632
$1,500,000
2 beds
2 baths
1,692 sqft
2231 Meetinghouse Way, Barnstable, (West Barnstable), MA, 02668
$1,500,000
1,692 sqft
2231 Meetinghouse Way, Barnstable, (West Barnstable), MA, 02668
$1,395,000
4 beds
4 baths
2,359 sqft
18 Calico Lane, Barnstable, (Osterville), MA, 02655