Cheryl Alpert

A lifelong Boston-area resident, Cheryl J. Alpert is a trusted Greater Boston real estate expert with deep, firsthand knowledge of neighborhoods across Boston, Newton, Weston, and MetroWest communities. Her local insight, combined with a global business perspective, positions her as a go-to advisor for home buyers, home sellers, downsizers, and luxury real estate clients seeking strategic guidance in today’s competitive market.

Cheryl holds a degree from Wesleyan University, a Master’s in Art History from Boston University, and advanced business studies at Harvard Business School—bringing a rare blend of analytical thinking, design expertise, and high-level marketing strategy to every real estate transaction.

Before real estate, Cheryl founded and sold a successful advertising and public relations agency, later serving as Chief Marketing Officer for a California-based company acquired by CBS. She also held executive roles in technology and healthcare information systems, sharpening her strengths in negotiation, data-driven decision-making, and client strategy—skills that now directly benefit her real estate clients.

As a seasoned REALTOR® with Coldwell Banker Realty, Cheryl delivers a highly personalized, white-glove real estate experience across all price points. Known for her market expertise, attention to detail, and strong negotiation skills, she helps clients confidently navigate buying a home, selling a home, and real estate investment decisions with clarity and results.

Cheryl has developed a niche as a downsizing and rightsizing specialist in Massachusetts, advising homeowners on the emotional, financial, and logistical aspects of transitioning to their next chapter. Through seminars, consulting, and an upcoming guide, she provides actionable insights on downsizing in Boston suburbs, preparing a home for sale, and maximizing property value. When needed, she also manages pre-listing improvements—acting as a project manager to ensure homes are market-ready and positioned to sell quickly and for top dollar.

Deeply committed to her community, Cheryl serves on the Weston Housing Production Planning Committee and is a board member of Newton at Home, supporting aging-in-place initiatives. She has also contributed to the Weston Council on Aging and Cultural Arts Committee and is an active fundraiser for The Jimmy Fund.

Professional Designations & Certifications:

Accredited Buyer’s Representative (ABR®)
Seniors Real Estate Specialist (SRES®)
Certified Probate Real Estate Specialist (CPRES®)
Certified Facilitator
National Tenant Network Agent
Whether you're searching for homes for sale in Greater Boston, planning to sell your home in Newton or Weston, or exploring downsizing options in Massachusetts, Cheryl J. Alpert offers the expertise, strategy, and personalized service to guide you every step of the way.