Top Real Estate Agents in Milton, MA
October 2026 · Ranked by observed listing activity over 12 months
Data through · Updated monthly · Edition details
Milton at a glance
165 agents & teams · 321 homesBased on Cribber’s trailing-12-month listing-activity data, Matt Freeman ranks first in Milton, MA with 25 credited listings.
Leading agents by observed listing activity, Oct 27, 2025 – Oct 27, 2026.
Most listings
- 1Matt Freeman25 listings
- 2Cahill And Co23 listings
- 3Julianne Bridgeman14 listings
Highest asking volume
- 1Matt Freeman$31.5M
- 2Julianne Bridgeman$26.3M
- 3Cahill And Co$24.3M
A home’s history does not end when it leaves the market. Cribber keeps qualifying past listings in the comparison, helping you see an agent’s broader listing record over time. How rankings work
Agent leaderboard
| Rank | Agent / team | Observed listing share | ||
|---|---|---|---|---|
| 1 | Matt FreemanColdwell Banker Realty - Milton | 25 | $31.5M | 7.79% |
| 2 | Cahill And CoWilliam Raveis Real Estate - Milton | 23 | $24.3M | 7.17% |
| 3 | Julianne BridgemanCeres Real Estate | 14 | $26.3M | 4.36% |
| 4 | Timothy DriscollColdwell Banker Realty - Duxbury | 13 | $10.1M | 4.05% |
| 5 | Kim PowersColdwell Banker Realty - Milton | 11 | $14.6M | 3.43% |
| T-6 | Scott Farrell & PartnersCOMPASS | 8 | $14.5M | 2.49% |
| T-6 | Maryanne RullWilliam Raveis Real Estate - Milton | 8 | $9M | 2.49% |
| 8 | Timothy DriscollSouth Shore Sotheby's International Realty | 7 | $5.2M | 2.18% |
| 9 | Kevin G. KeatingKeating Brokerage | 6 | $13.1M | 1.87% |
| T-10 | Beth RooneyExp Realty | 5 | $10.5M | 1.56% |
| T-10 | Kathy HuntingtonColdwell Banker Realty - Milton | 5 | $5.9M | 1.56% |
| T-10 | Lauren GreeleyColdwell Banker Realty - Milton | 5 | $4.4M | 1.56% |
| T-13 | Bridget ConroyColdwell Banker Realty - Milton | 4 | $5.4M | 1.25% |
| T-13 | Paul RegeKelley & Rege Properties, Inc. | 4 | $5.3M | 1.25% |
| T-15 | The AvenueSerhant Rhode Island LLC | 3 | $5.7M | 0.93% |
| T-15 | Erin FeeneyCeres Real Estate | 3 | $4.8M | 0.93% |
| T-15 | Paul HurleyColdwell Banker Realty - Milton | 3 | $3.5M | 0.93% |
| T-15 | Richard KnoxRF Boston Realty Group | 3 | $3.2M | 0.93% |
| T-15 | Leslie MackinnonCOMPASS | 3 | $2.5M | 0.93% |
| T-20 | Foster/ Harrington TeamColdwell Banker Realty - Milton | 2 | $5M | 0.62% |
Showing 1–20 of 165 agents
Understanding these numbers ↓Ranks are calculated across all 165 agents. Tied agents share a rank, including across pages.
Reading the rankings
- Listings
- Distinct qualifying homes credited to an agent or team during the reporting window. Current and past listings contribute under the same rules; co-listing agents each receive credit.
- Asking volume
- The combined selected observed asking prices of credited homes. A volume rank requires a usable asking price for every qualifying home.
About the data
October 2026 edition
- Reporting window
- –
- Coverage
- 165 agents & teams · 321 unique homes
- Published
- Data cutoff
Updated monthly. This edition preserves its published figures; daily ingestion does not change these rankings.
Methodology & supporting evidence
What counts as a listing?
Ranked by distinct homes credited over the trailing 12 months, including both endpoint UTC dates. Qualifying current and past sale listings contribute when their selected listing episode overlaps the reporting window. Recorded sales identify sold homes within that listing record; other off-market homes remain inactive.
How are agents credited?
A canonical, unit-aware property identity keeps repeat observations of the same home from becoming extra credits. The agents-listings-v7 reader selects the latest qualifying episode before geographic filters. Explicit distinct co-listing agents each receive full credit. Named teams can receive documented credit; team or brokerage membership alone does not create it. Ambiguous attribution is withheld.
How are areas defined?
Municipalities use official Census boundaries and coordinate assignments. Neighborhoods use retained high-confidence polygon assignments. A home may appear in its city and neighborhood comparisons, once within each geography.
How do ties and share work?
The authoritative reader orders Homes Listed by credited homes, with asking volume and stable agent identity resolving display order. Equal listing counts share a competition rank, including across pages. Observed listing share is credited homes divided by unique eligible homes in the edition; co-listing credits can overlap.
How are asking prices measured?
Asking Volume adds the latest usable observed asking price associated with each selected episode. A volume rank requires 100% usable price coverage. These are asking prices rather than recorded sale proceeds. Homes with missing prices still count toward Homes Listed. Typical Asking Price describes the stored median and priced-home sample; historical price-based standings retain their original five-home and 90% coverage eligibility policy.
When is the leaderboard updated?
Each geography freezes the first successful verified capture for its UTC monthly edition. Read the actual reporting window, cutoff and publication date on the page. Daily ingestion prepares evidence separately. Published historical figures are preserved; a correction creates a new revision.
How can I verify this comparison?
Each comparison covers the geography, reporting window and qualifying records stated in the edition. Supporting listings show the evidence behind the figures. Payment never changes eligibility, counts or rank.
Calculation: agents-listings-v7. Publication: 87. Quality checks: passed.
Sources & reuse
Cite this leaderboard
Cribber. Top Real Estate Agents in Milton, MA. October 2026 edition. Listings and asking volume, Oct 27, 2025–Oct 27, 2026. Published Oct 30, 2026.
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