Steve & Nicole Connolly: Top Wellesley Real Estate Team

Consistently ranked among the top-producing real estate teams in Wellesley and the MetroWest suburbs, Steve and Nicole Connolly specialize in the luxury residential market, new construction, and high-end renovations. With over $29M+ in annual sales volume in 2024 and $50m+ in 2025 and a deep-rooted history in the community, the Connollys provide a unique blend of data-driven financial analysis and luxury design expertise. As Wellesley residents raising their family in the local school system, they offer their clients an "insider’s edge" into off-market opportunities and neighborhood-specific trends in the Cliff Estates, Wellesley Hills, and beyond.

Meet the Team

Steve Connolly

Stephen brings a sophisticated, analytical approach to the Wellesley real estate market. A graduate of Babson College (Undergraduate and MBA), Stephen began his career at a "Big Four" accounting firm before transitioning into the commercial real estate sector, where he advised institutional tenants on complex valuation and strategy.

Today, Stephen applies that meticulous, data-first mindset to help buyers and sellers navigate the competitive MetroWest market. Whether running financial models for real estate investors or performing deep-level zoning analysis for new construction projects, Stephen ensures his clients make decisions backed by hard data and informed insights. His reputation as a methodical and well-informed advisor makes him a top choice for luxury buyers seeking transparency and integrity in every transaction.

Nicole Connolly

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Nicole is a luxury residential specialist with a deep expertise in high-end construction and design. Also a graduate of Babson College, Nicole’s background in marketing and entrepreneurship is complemented by years of hands-on experience overseeing the design and build of custom luxury homes.

For Wellesley sellers, Nicole’s eye for aesthetics ensures homes are staged and marketed to command top dollar. For buyers, her ability to recognize quality finish work and estimate renovation costs is invaluable when evaluating older Wellesley estates. Her dedication to protecting her clients’ best interests and her intimate knowledge of the Wellesley community and school system have made her one of the most trusted names in the MetroWest luxury market.