About Kaitlyn Ramsey

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

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

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Official Real Estate Company
of the Boston Red Sox


Personal

I am 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 family who has been on Cape for many generations, I've developed a unique sense of community within Sandwich and a passion for helping others. After graduating from the University of Massachusetts Boston, I was inspired to pursue a career in real estate; a field I felt would compliment my outgoing personality, drive, and desire to make meaningful connections. 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 receive only the facts to make informed decisions, and feel confident and supported every step of the way.

23+ years living in Sandwich

Sandwich Public Schools graduate

Honest and transparent

Professional Association

Cape & Islands Association of Realtors

National Association of Realtors

Experience

For over three 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 that I am licensed, I've begun expanding my role and taking on more responsibilities. It is beyond exciting to reach this stage in my career where 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.

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

Licensed Real Estate Agent 2025

Professional marketing experience that has helped sell homes quickly and efficiently

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

Price Reduced

$4,750,000

5 beds

9 baths

6,554 sqft

444 Vineyard, Barnstable, MA, 02635

$3,100,000

3 beds

4 baths

5,008 sqft

34 Farm Valley Road, Barnstable, (Osterville), MA, 02655

Price Reduced

$2,000,000

4 beds

5 baths

4,009 sqft

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

$1,950,000

5 beds

6 baths

4,729 sqft

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

Price Reduced

$1,239,999

4 beds

4 baths

3,101 sqft

26 Carlson Lane, Barnstable, (West Barnstable), MA, 02668

$1,200,000

3 beds

3 baths

2,246 sqft

40 Cocheset Path, Yarmouth, (West Yarmouth), MA, 02673

New Listing

$1,199,000

4 beds

3 baths

2,396 sqft

20 Howland Lane, Sandwich, (East Sandwich), MA, 02537

Upcoming Open House

$1,187,000

7 beds

6 baths

3,415 sqft

138 Chase Street, Barnstable, (Hyannis), MA, 02601

$1,187,000

7 beds

6 baths

3,500 sqft

138 Chase, Barnstable, MA, 02601

Price Reduced

$1,150,000

3 beds

2 baths

1,280 sqft

59 HOPE Lane, Dennis, MA, 02638

Price Reduced

$1,050,000

5 beds

3 baths

2,470 sqft

32 NIAGARA Lane, Yarmouth, (West Yarmouth), MA, 02673

$999,500

3 beds

2 baths

2,426 sqft

219 Pheasant Hill Circle, Barnstable, (Cotuit), MA, 02635

View All Office Listings