October 2026 published edition
Historical snapshot. Open the latest leaderboard.
October 2026 published edition
Oct 27, 2025 – Oct 27, 2026
Published cutoff
Kim Covino · this edition
October 2026 edition · 135 agents · data through Oct 27, 2026.
| Rank | Agent / team | Listing share | ||
|---|---|---|---|---|
| 1 | Kim CovinoCompass | 68 | $125.8M | 20.30% listing share |
| 2 | Sven AndersenKeller Williams Realty Boston Northwest | 19 | $32.4M | 5.67% listing share |
| 3 | The Pallotta GroupGibson Sotheby'S International Realty | 15 | $34M | 4.48% listing share |
| 4 | Anne D. SpryBarrett Sotheby'S International Realty | 13 | $23M | 3.88% listing share |
| T-5 | Pirani & Wile GroupGibson Sotheby'S International Realty | 11 | $17.4M | 3.28% listing share |
| T-5 | Paula Russo SughrueBetter Homes And Gardens Real Estate The Shanahan Group | 11 | $16.8M | 3.28% listing share |
| 7 | Vita Realty GroupCompass | 8 | $15.7M | 2.39% listing share |
| T-8 | Monte MarroccoColdwell Banker Realty - Lexington | 6 | $10.3M | 1.79% listing share |
| T-8 | Dara SingletonBetter Homes And Gardens Real Estate The Shanahan Group | 6 | $8.75M | 1.79% listing share |
| T-8 | Liz DarbyBerkshire Hathaway Homeservices Commonwealth Real Estate | 6 | $8.6M | 1.79% listing share |
| 11 | Paul Cirignano And The Synergy GroupThe Synergy Group | 5 | $5.26M | 1.49% listing share |
| T-12 | Anthony MarinoThe Marino Group Collection | 3 | $22.4M | 0.90% listing share |
| T-12 | Karen GarrettBetter Homes And Gardens Real Estate The Shanahan Group | 3 | $8.3M | 0.90% listing share |
| T-12 | Gayle Winters & Co. TeamCompass | 3 | $6.32M | 0.90% listing share |
| T-12 | Lesley SmithBarrett Sotheby'S International Realty | 3 | $5.67M | 0.90% listing share |
| T-12 | Lynne RussoBetter Homes And Gardens Real Estate The Shanahan Group | 3 | $5.2M | 0.90% listing share |
| T-12 | The Marrocco GroupColdwell Banker Realty - Lexington | 3 | $5.2M | 0.90% listing share |
| T-12 | Katie TullyBetter Homes And Gardens Real Estate The Shanahan Group | 3 | $5.02M | 0.90% listing share |
| T-12 | Catherine AlbianiBetter Homes And Gardens Real Estate The Shanahan Group | 3 | $4.77M | 0.90% listing share |
| T-20 | The Boston One TeamSerhant Rhode Island LLC | 2 | $7.35M | 0.60% listing share |
Showing 1–20 of 135 agents
Understanding these numbers ↓Ranks are calculated across all 135 agents. Tied agents share a rank, including across pages.
About the data
Updated monthly.
Sources & reuse
Cribber. Top Real Estate Agents in Winchester, MA. October 2026 edition. Listings and asking volume, Oct 27, 2025–Oct 27, 2026. Published Oct 30, 2026.
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Market Intelligence
ZIPs associated with Winchester
The average asking price for Winchester was $1,631,111 in October 2026, down 1.6% from September 2026.
See the Winchester housing report