About Kaitlyn Ramsey

Sales Associate - Osterville Office
812 Main Street, Osterville, MA 02655

Email: Kaitlyn.Ramsey@Raveis.com | Cell: 774.313.7392

Connect with me:

Red Sox

Official Real Estate Company
of the Boston Red Sox


Personal

As a proud Cape Cod native who has called Sandwich home my entire life, I bring deep-rooted local knowledge and a genuine love for the Cape and Islands to everything I do. Growing up in a close-knit, down-to-earth family, I've developed a strong sense of community and a passion for helping others. After graduating from college, I was inspired to pursue a career in real estate, a field that perfectly combines my outgoing personality, drive, and desire to make meaningful connections. I pride myself on being friendly, honest, and approachable, and I'm dedicated to helping you find the right fit, whether you're buying your first home, searching for a vacation getaway, or making a big move. My goal is simple: to make sure you feel informed, confident, and supported every step of the way.

Professional Association

Cape & Islands Association of Realtors

National Association of Realtors

Experience

For over two years, I've had the privilege of working as the assistant to Barbara Corcoran, the #1 individual producer in the William Raveis Osterville office. From managing her social media to supporting her in day-to-day real estate operations, I've gained hands-on experience in the fast-paced world of Cape Cod real estate. Now recently licensed, I've begun expanding my role and taking on more responsibilities and I'm officially ready to start working with clients of my own. Backed by years of experience and mentorship, I'm excited to help you navigate the real estate process with confidence and care.

2+ years as a personal assistant to Barbara Corcoran; #1 Individual Producer in Osterville Office.

Licensed Real Estate Agent 2025

Areas Covered

All of Cape Cod and the South Shore.

Education

University of Massachusetts Boston; B.S. Communications Media, 2024

Freedom Trail Realty School, 2025

Cape & Islands Continuing Education

Office Listings

$9,750,000

4 beds

5 baths

7,704 sqft

16 Macmillian Pier, Provincetown, MA, 02657

Price Reduced

$9,750,000

4 beds

5 baths

7,872 sqft

16 MacMillan Pier, Provincetown, MA, 02657

$3,300,000

3 beds

4 baths

2,304 sqft

107 Channel Point Road, Barnstable, (Hyannis), MA, 02601

Price Reduced

$2,850,000

4 beds

4 baths

2,710 sqft

162 Starboard Ln, Barnstable, (Osterville), MA, 02655

Price Reduced

$2,445,000

3 beds

4 baths

3,304 sqft

88 Eel River Rd, Falmouth, MA, 02536

Price Reduced

$2,445,000

3 beds

4 baths

3,304 sqft

88 Eel River Road, Falmouth, (East Falmouth), MA, 02536

Price Reduced

$2,400,000

5 beds

6 baths

3,944 sqft

20 Stanley Place, Barnstable, MA, 02601

Price Reduced

$2,195,000

3 beds

6 baths

5,291 sqft

67 Redwood Circle, Mashpee, MA, 02649

Upcoming Open House

Price Reduced

$1,699,000

4 beds

3 baths

4,056 sqft

44 Leeward Run, Yarmouth, (South Yarmouth), MA, 02664

$1,595,000

3 beds

4 baths

1,861 sqft

149 Grove Street, Barnstable, (Cotuit), MA, 02635

$1,500,000

4 beds

4 baths

2,363 sqft

39 Bay Shore Road, Barnstable, (Hyannis), MA, 02601

Price Reduced

$1,500,000

9,17,25,33 Pickerel Cove Road, Mashpee, MA, 02649

View All Office Listings