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

$4,850,000

5 beds

9 baths

7,354 sqft

444 Vineyard Road, Barnstable, (Cotuit), MA, 02635

Price Reduced

$2,750,000

4 beds

3 baths

3,000 sqft

231 Edgewater Dr. West, Falmouth, MA, 02536

Price Reduced

$2,750,000

3 beds

3 baths

3,000 sqft

231 Edgewater Drive W, Falmouth, (East Falmouth), MA, 02536

$2,250,000

4 beds

5 baths

4,009 sqft

498 Elliott Road, Barnstable, (Centerville), MA, 02632

$1,795,000

3 beds

3 baths

3,279 sqft

21 Manor Drive, Sandwich, (East Sandwich), MA, 02537

Price Reduced

$1,249,000

3 beds

3 baths

1,760 sqft

289 Santuit-Newtown Road, Barnstable, (Marstons Mills), MA, 02648

Price Reduced

$1,249,000

2 beds

3 baths

1,760 sqft

289 Santuit Newtown Rd, Barnstable, MA, 02648

Price Reduced

$1,226,000

3 beds

2 baths

1,280 sqft

59 HOPE Lane, Dennis, MA, 02638

Price Reduced

$1,225,500

3 beds

3 baths

2,776 sqft

81 Falling Leaf Lane, Barnstable, (Osterville), MA, 02655

$1,100,000

3 beds

3 baths

2,227 sqft

25 Sturbridge Drive, Barnstable, (Osterville), MA, 02655

$1,100,000

3 beds

3 baths

2,227 sqft

25 Sturbridge Dr, Barnstable, MA, 02655

$995,000

3 beds

4 baths

2,162 sqft

139 Falling Leaf Lane, Barnstable, (Osterville), MA, 02655

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