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Top Real Estate Agents In Winchester, MA

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Looking for a top real estate agent in Winchester? You’ve come to the right place. Our realtors profiles include:

  • Recent Sales
  • Ratings & Reviews
  • Average Price Point
  • Years of Experience
  • Service Areas
  • Neighborhood Expertise
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winchester, ma
106 Results
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Kim Covino Top real estate agent in WINCHESTER
38 Yrs of Experience
199 sales in winchester, ma in the last 3 years
$0
Total Sales Last Year
127
RecentTransactionsTotal Transactions from the last 3 years
$1.6M
Average Price Point
Sven Andersen Top real estate agent in Winchester
$1.8M
Total Sales Last Year
127
RecentTransactionsTotal Transactions from the last 3 years
$1.1M
Average Price Point
Leigh Ventura Top real estate agent in Winchester
23 Yrs of Experience
8 sales in winchester, ma in the last 3 years
Ventura
Total Sales Last Year
12
RecentTransactionsTotal Transactions from the last 3 years
$2.1M
Average Price Point
David Shorey Top real estate agent in Boston
30 Yrs of Experience
3 sales in winchester, ma in the last 3 years
$0
Total Sales Last Year
109
RecentTransactionsTotal Transactions from the last 3 years
$1.2M
Average Price Point
Nancy Fudge Top real estate agent in Wilmington
45 Yrs of Experience
2 sales in winchester, ma in the last 3 years
$0
Total Sales Last Year
46
RecentTransactionsTotal Transactions from the last 3 years
$664.6K
Average Price Point
Angela Hirtle Top real estate agent in Lynnfield
11 Yrs of Experience
2 sales in winchester, ma in the last 3 years
$16M
Total Sales Last Year
77
RecentTransactionsTotal Transactions from the last 3 years
$753.7K
Average Price Point
Rami Mitias Top real estate agent in Boston
9 Yrs of Experience
2 sales in winchester, ma in the last 3 years
$15M
Total Sales Last Year
51
RecentTransactionsTotal Transactions from the last 3 years
$886.4K
Average Price Point
Eileen Doherty Top real estate agent in Woburn
44 Yrs of Experience
2 sales in winchester, ma in the last 3 years
$30M
Total Sales Last Year
120
RecentTransactionsTotal Transactions from the last 3 years
$858.1K
Average Price Point
Elena Lau Top real estate agent in Boston
19 Yrs of Experience
1 sale in winchester, ma in the last 3 years
$18M
Total Sales Last Year
19
RecentTransactionsTotal Transactions from the last 3 years
$1M
Average Price Point
Blake Sherwood Top real estate agent in Chestnut Hill
16 Yrs of Experience
1 sale in winchester, ma in the last 3 years
$9.5M
Total Sales Last Year
66
RecentTransactionsTotal Transactions from the last 3 years
$823.5K
Average Price Point
Beth Sager Top real estate agent in Lexington
$70M
Total Sales Last Year
127
RecentTransactionsTotal Transactions from the last 3 years
$1.3M
Average Price Point
Jill Fitzpatrick Top real estate agent in Malden
6 Yrs of Experience
1 sale in winchester, ma in the last 3 years
$15M
Total Sales Last Year
73
RecentTransactionsTotal Transactions from the last 3 years
$688.2K
Average Price Point
Todd J. Denman Top real estate agent in Cambridge
$215M
Total Sales Last Year
127
RecentTransactionsTotal Transactions from the last 3 years
$1M
Average Price Point
Jennifer Mason Top real estate agent in Andover
$24M
Total Sales Last Year
125
RecentTransactionsTotal Transactions from the last 3 years
$745.9K
Average Price Point
Jennifer Schneider Top real estate agent in Boston
25 Yrs of Experience
1 sale in winchester, ma in the last 3 years
$43M
Total Sales Last Year
96
RecentTransactionsTotal Transactions from the last 3 years
$0.9M
Average Price Point
Deborah Lucci The Lucci Witte Team Top real estate agent in Andover
$212.6M
Total Sales Last Year
127
RecentTransactionsTotal Transactions from the last 3 years
$894.5K
Average Price Point
Lauren Tetreault Top real estate agent in Concord
$25.3M
Total Sales Last Year
127
RecentTransactionsTotal Transactions from the last 3 years
$669.6K
Average Price Point
Guy Contaldi Top real estate agent in Medford
$0
Total Sales Last Year
55
RecentTransactionsTotal Transactions from the last 3 years
$882.7K
Average Price Point
Lori Penney Top real estate agent in Wilmington
$50M
Total Sales Last Year
127
RecentTransactionsTotal Transactions from the last 3 years
$677.8K
Average Price Point
Jeffrey Chubb Top real estate agent in Quincy
$42M
Total Sales Last Year
69
RecentTransactionsTotal Transactions from the last 3 years
$747.1K
Average Price Point
Chris Tuite Top real estate agent in Boston
$50M
Total Sales Last Year
18
RecentTransactionsTotal Transactions from the last 3 years
$38.8K
Average Price Point
John Dean Top real estate agent in Boston
$7M
Total Sales Last Year
46
RecentTransactionsTotal Transactions from the last 3 years
$0.9M
Average Price Point
Jeffrey Bowen Top real estate agent in Boston
$0
Total Sales Last Year
94
RecentTransactionsTotal Transactions from the last 3 years
$597K
Average Price Point
Maureen Schlegel Top real estate agent in Medford
$15M
Total Sales Last Year
46
RecentTransactionsTotal Transactions from the last 3 years
$703.2K
Average Price Point
Jefri Liriano Top real estate agent in Methuen
$0
Total Sales Last Year
127
RecentTransactionsTotal Transactions from the last 3 years
$563.8K
Average Price Point
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Resources to pick the best agent in Winchester, MA

Winchester, MA Real Estate Agents

There are 220 real estate agents in the city of Winchester to choose from. We’ve analyzed and ranked over 106 top real estate agent profiles in our network to help you find the best agents in Winchester for 2026.

Our team evaluates the number of recent sales, confirmed customer reviews, and agent track record to determine the top agents in each location.

Hiring an agent who is experienced and trusted by past clients gives you confidence throughout the home buying or selling process. You can be sure you have the best partner to get you the best price for your home.

Winchester has many real estate agents who claim to be the best and get you the best deal. How do you know who to trust and who will work the hardest for you?

We’ve crunched the numbers and gone through thousands of real estate agent profiles to bring you only the best as you begin your journey. Search, compare, and hire easily from this list of top Winchester real estate agents of 2026.

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    The Bottom Line

    Choosing a real estate agent in Winchester can seem overwhelming, especially with so many agents in Winchester who would love to work with you. At FastExpert, we help make the decision easy.

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    When your money and your memories are involved, you need an advocate by your side. With a FastExpert real estate agent, you can have confidence that you’ll get the best service in all of Winchester.

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