About
Sheri Flagler | Boston Real Estate Expert | Brookline & Newton Luxury Homes
Sheri Flagler is a trusted Boston real estate expert, known for her attentive approach, strategic negotiation skills, and nearly 25 years of experience in the Greater Boston housing market. As a Senior Real Estate Associate and Luxury Real Estate Specialist with Coldwell Banker Realty, Sheri specializes in helping buyers, sellers, and developers navigate the competitive Boston real estate market with confidence.
With deep roots in Brookline and extensive knowledge of surrounding communities including Newton, Boston, and the MetroWest area, Sheri offers unmatched insight into local market trends, property values, and neighborhood dynamics. Her expertise spans luxury homes, condominiums, new construction, and investment properties across a wide range of price points.
Before transitioning into real estate, Sheri built a successful career as an art director for Boston-based advertising agencies, creating branding and marketing materials for corporate clients - including many in the real estate industry. This background, combined with over 20 years of service on the Brookline Preservation Commission - nearly a decade as Chair - gives her a unique perspective on architecture, historic properties, and residential development in the Boston area.
Sheri is consistently recognized by clients for her professionalism, market knowledge, and dedication. She is a skilled negotiator who advocates tirelessly for her clients, identifies opportunities in a fast-moving market, and connects buyers and sellers with trusted local resources, including contractors, inspectors, and designers. Her clients frequently refer to her as a “consummate real estate professional.”
In addition to her real estate career, Sheri has been an active member of the Greater Boston community. She has served on the boards of the Brookline Chamber of Commerce, the Boston Camerata, Brookline Adult & Community Education, and the American Cancer Society. She has also volunteered with Little Brothers-Friends of the Elderly, reinforcing her long-standing commitment to the community she serves.
Looking to buy or sell a home in Boston, Brookline, or Newton?
Connect with Sheri Flagler for expert guidance, local insight, and results-driven representation in today’s competitive Boston real estate market.
- 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


