"In a market like Wellesley or Weston, you aren't just buying a home; you're making a significant capital investment. Our approach combines Steve’s background in 'Big Four' accounting and commercial valuation with Nicole’s expertise in luxury design and new construction. We don't just find houses—we identify assets with long-term value." — Steve & Nicole Connolly

How Steve and Nicole Connolly Lead Wellesley Real Estate

What is the 2025 median price? It's $2.1M.

1. What is the highest sale? 184 Cliff Road at $14.75M.

2. Fastest moving areas? Hardy and Hills + Bates.

📊 What This Dashboard Reveals About the Wellesley Real Estate Market (2023–12/30/2025)

Over the past several years, Wellesley has remained one of the most desirable—and resilient—suburban markets in Greater Boston. With 753 closed sales since early 2023 and more than $1.77B in total sales volume, the data shows a market that continues to perform strongly across price points, even as inventory and interest rates fluctuate.

1️⃣ Wellesley’s Median Home Price Holds Strong at $2.1M

The dashboard highlights Wellesley’s overall median sale price of $2,100,000, a level that has stayed remarkably steady. Even during slower months, median pricing tends to remain firm—showing the depth of demand from families, relocators, and buyers trading up within town.

2️⃣ Seasonality Is Predictable—But Demand Never Disappears

Monthly trends show a consistent rhythm:

• Sales typically surge in spring (April–June) and often strengthen again in early-to-mid fall.

• Winter can be quieter in volume, but pricing often stays premium—suggesting serious, committed buyers shop year-round.

• 2024–2025 produced multiple high-velocity months (several months at 35+ closings), reinforcing that Wellesley demand doesn’t “turn off”—it just shifts with timing and inventory.

3️⃣ Luxury Market Activity Continues to Accelerate

The Top 10 Sales table underscores a clear move upward in ultra-luxury demand:

• Sales now regularly exceed $6M–$10M+

• The highest recent sale—$14.75M on Cliff Road—signals deep demand for premier estate properties and top-tier new construction.

• Homes above $4M represent a meaningful slice of market activity, reinforcing Wellesley’s position as one of Massachusetts’ most sought-after luxury communities.

4️⃣ $1.5M–$2.5M Is Still the Sweet Spot

Price distribution shows the market’s “core engine” remains the family-buyer segment:

• $1.5M–$2.0M: 161 sales

• $2.0M–$2.5M: 156 sales

This is where lifestyle fundamentals (schools, commute, walkability, neighborhood feel) drive the strongest competition—and where homes tend to protect value exceptionally well.

5️⃣ Neighborhood Trends Are Incredibly Local

Wellesley is a town of micro-markets, and the neighborhood toggle highlights meaningful differences:

• Hardy, Hills + Bates, and Dana Hall consistently produce some of the highest annual sales counts.

• Cliff Estates, Wellesley Farms, and Country Club often have fewer transactions—but frequently at higher price points, anchoring the luxury narrative.

• Poets District continues to stand out as an accessible pocket that has seen strong appreciation as demand expands.

Knowing these neighborhood-by-neighborhood patterns helps buyers find opportunity and helps sellers price with confidence.

6️⃣ Days on Market Remain Stable

With an average of ~83 days from list to close, Wellesley continues to offer:

• Predictable absorption

• Consistent competition for well-located homes

• Strong fundamentals that support long-term value

Even when inventory loosens modestly, the market generally remains resilient—especially for homes that show well and are priced correctly.