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
I came to Wellesley as a Babson College student and never really left. That's not an accident — there's something about this community, its schools, its neighborhoods, and the quality of life it offers, that makes it easy to put down roots. Nicole and I are raising our family here, and that personal stake in the community informs everything about how I work.
Before real estate, I trained as a CPA at a Big Four firm and spent years advising institutional clients on complex commercial real estate valuation and strategy. When I transitioned into residential real estate, I brought that same rigor with me — financial modeling, deep zoning analysis, and a data-first approach that most agents simply don't have.
Over the past several years, Nicole and I have built one of the top-producing teams in Wellesley, with $50M+ in sales volume in 2025 alone. Our clients range from first-time buyers figuring out which neighborhoods fit their family to seasoned investors evaluating new construction opportunities and luxury renovations. What they share is a desire for an advisor who actually does the homework — and can show their work.
My value to clients is simple: rigorous analysis, honest advice, and the kind of deep local knowledge that only comes from being embedded in this community every day.
Nicole Connolly
I came to real estate through design and construction — years of hands-on work overseeing the build and finish of custom luxury homes gave me an eye for quality that most agents don't develop until much later in their careers, if ever.
That background shapes how I serve clients on both sides of a transaction. For sellers, I know how to present a home in a way that commands attention and top dollar — not just through staging, but through understanding what sophisticated buyers are actually looking for. For buyers, I can walk through a Wellesley Colonial and tell you within minutes whether the renovation work was done right, what it would cost to update what wasn't, and whether the asking price reflects the reality of what you're getting.
A Babson graduate with a background in marketing and entrepreneurship, I built my real estate practice the same way I'd build any business: by earning trust one client at a time, and by knowing my market cold. As a Wellesley resident raising our family here, that knowledge runs deep — from the school system to the neighborhoods to the contractors who actually do good work.