About
Sheri Flagler | Boston Real Estate Expert Serving Brookline & Newton
Sheri Flagler is a trusted Greater Boston real estate professional known for her attentive approach, strategic negotiation skills, and nearly 25 years of industry experience. As a Senior Real Estate Associate and Luxury Real Estate Specialist with Coldwell Banker Realty, Sheri helps buyers, sellers, investors, and developers navigate the local market with clarity and confidence.
With deep roots in Brookline and extensive knowledge of Newton, Boston, MetroWest, and surrounding communities, Sheri offers valuable insight into local market trends, property values, and neighborhood dynamics. Her experience spans luxury homes, condominiums, new construction, investment properties, and residential real estate across a wide range of price points.
Before entering real estate, Sheri worked as an art director for Boston-area advertising agencies, developing branding and marketing materials for corporate clients, including companies within the real estate industry. This creative and strategic background allows her to bring a distinctive marketing perspective to every property she represents.
Sheri also served for more than 20 years on the Brookline Preservation Commission, including nearly a decade as Chair. Her experience gives her a unique understanding of architecture, historic properties, preservation requirements, and residential development throughout the Greater Boston area.
Clients consistently recognize Sheri for her professionalism, market knowledge, responsiveness, and dedication. A skilled and determined negotiator, she advocates tirelessly on behalf of her clients, identifies opportunities in a fast-moving market, and connects buyers and sellers with a trusted network of local contractors, inspectors, designers, and other professionals.
Beyond real estate, Sheri has maintained a strong commitment to the Greater Boston community. She has served on the boards of the Brookline Chamber of Commerce, Boston Camerata, Brookline Adult & Community Education, and the American Cancer Society. She has also volunteered with Little Brothers–Friends of the Elderly.
Looking to Buy or Sell in Greater Boston?
Connect with Sheri Flagler for knowledgeable guidance, local market insight, and personalized representation when buying or selling a home in Boston, Brookline, Newton, MetroWest, or a surrounding community.
- Chairman’s Elite - Top 1% of Realtors
- 2017, 2018, 2019 & 2021 William Raveis Chairman's Club Award
- 2008 Woman of the Year Award from Washington Square Merchants Assoc.
- Recognition for Top Producer in Sales
- Created Historic Walking Tours in Brookline
- Chair of the Brookline Preservation Commission
- Luxury Property Specialist
- Seniors Real Estate Specialist & Historic Homes Specialist
- Relocation Specialist & New Homes Specialist
- Certified Homeownership Professional
- Chairperson of Brookline Preservation Commission
- Officer in Chamber of Commerce over 10 years
- Incorporator at Museum of Transportation
- Boston Boys & Girls Club Antique Show Committee
- Board of American Cancer Society
- Executive Board Member over 10 years Boston Camerata
- “First Light” Event Committee, Brookline
Bachelor of Fine Arts, Boston University
Certificate from Community Preservation Institute at U. Mass
Professionally Licensed Massachusetts Real Estate Salesperson


