About Cindy Cash

Professional Specialty

Buying or selling a home is one of the largest financial decisions most people will ever make, and Cindy believes every client deserves advice grounded in experience, market knowledge, and data not guesswork. With a background in Wall Street finance and negotiations, she brings an analytical approach to pricing, marketing, and negotiating that has helped make her one of New Canaan's top-producing real estate agents. As a New Canaan resident for more than 16 years, Cindy offers clients more than just local knowledge; she provides real insight into neighborhood trends, school districts, buyer demand, and the subtle market shifts that often determine a home's success. Her expertise extends beyond on-market listings, with extensive experience representing buyers and sellers in exclusive off-market transactions throughout lower Fairfield County. Whether helping first-time buyers, luxury homeowners, relocating families, or longtime residents preparing for their next chapter, Cindy is known for combining sophisticated market analysis with highly personalized service. Her thoughtful guidance, strong negotiation skills, and commitment to exceptional results have earned her recognition as the #1 Top Producing Agent in New Canaan, along with the trust of clients who return to her again and again.

Achievements

- Maximize seller returns - Sell homes above market value - Strategic pricing and negotiation - High sale-to-list ratios - Premium marketing strategy - Identifying off-market transactions 2023 #1 Top Producer in New Canaan 2024-2026 Chairman's Club Award Recipient for top 15% of the Company 2023 Chairman's Elite Club Award for top 10% of the company Worldwide 2022 Top Customer Service Award 2021 Top 1.5% of Realtors Nationwide, Real Trends America's Best Real Estate Professionals 2021 Top 100 agents Globally at William Raveis

Community Involvement

Saxe Middle School PTC Volunteer West School PTC Volunteer New Canaan Library Capital Campaign - Real Estate Liaison First Presbyterian Preschool Volunteer 2019-2020 Playland Preschool Volunteer 2015-2018

Personal

Married and Lives in New Canaan (16 years) Three children in the New Canaan School system

Experience

Cindy has successfully represented homes sold off-market, generated competitive multiple-offer situations and achieved sales above asking price across New Canaan and lower Fairfield County. Cindy is a premier real estate advisor who has helped countless buyers compete and win multiple-offer situations Cindy's extensive marketing, comprehensive strategy, and helpful staging advice consistently help owners maximize the value of their property

Education

Boston College, BA - Finance Darien High School

Areas Covered

New Canaan luxury real estate, with additional expertise in Darien, CT Wilton, CT Stamford, CT Norwalk, CT Westport, CT

Niche Marketing

- Luxury estate homes - Off Market transactions - Relocation Purchases - New Construction - Luxury Condominiums - Homes that need staging - downsizing transitions - relocation purchases

In The News

House Beautiful, March 2024
New Canaan, Darien & Rowayton Magazine, April 2026