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Find the perfect Winchester real estate agent

We analyze millions of home sales to find the best performing real estate agents.

Top Winchester real estate agents

HomeLight analyzes all 939 Winchester, MA real estate agents and compares them on their historical performance data. The top 3% of Winchester real estate agents handle an average of 635 properties and move them in 59 days.

"We have demanding schedules and HomeLight was able to connect us with an agent who was flexible to work within our availability and time frames. If you’re searching for a realtor, I highly recommend HomeLight to help you find the best one for you!"

Paula C.

See how 20 of the top REALTORS® and real estate agents in Winchester stack up

Lisa J. Drapkin
Compass - Cambridge
About Lisa

Lisa is the Co-Founder of Denman Drapkin Group and its Co-Team Leader. She has a passion for excellence and likes to remind us that we are the Varsity team. There is no detail too small to follow-up on, and no situation that she doesn't have a solution for, or at least a resource to pursue. There is nothing she likes better than a challenging problem or a complex negotiation. 'Strategy' and 'tactics' are two of her favorite words. As one of the top agents in this market area, Lisa's name has been 'all over town' since she started in 1995. Some of the words people use to describe her are dependable, unflappable, strategic and resourceful. She helps her Sellers get their properties ready for the market, making suggestions that will maximize their return, and balance the time and resources that Sellers have available. She is a big picture thinker and is a huge fan of staging. After 24 years at another local firm, Lisa was invited in 2018 to become a Managing Director at the Compass office in Harvard Square. She is a member of the Greater Boston Real Estate Board, a certified GREEN Realtor, and a Trained Mediator. One of her proudest accomplishments was being awarded Banker & Tradesman's Women of Fire award. Lisa has a well-deserved reputation for her knowledge of real estate and is renowned for her high energy level and enthusiasm. In her spare time, Lisa is a real estate Investor, a small-time real estate Developer, a Board Member for Just-A-Start, a member of the Federal Club of the Human Rights Campaign, a top Pie Seller for Community Servings, a member of Arlington Street Church and most recently, a member of the Board of Advisors for Resonant Energy. Lisa lives in the Riverside neighborhood of Cambridge with her wife, Debbie, and their Goldendoodle named Harper.

Lisa's reviews

"Highly likely to recommend. Lisa is an excellent agent. Before finding my house, she looked at house..."

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Condo Transactions
6
Single Family Home Transactions
3
TIC Transactions
0
Achievements
  • Top Negotiator 2019
  • Top Producer 2019
  • Move Safe Certified 2020
NAR Certifications
REALTOR®
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David Shorey
Compass Real Estate
About David

David is the founder and team leader of BEST OF BOSTON team, The Shorey Realty Group at Compass Real Estate and is a Top 1% Producing Realtor in the country, was the #1 producing agent in his offices with over 65 agents and was the #1 ranked agent for sales volume in all of the Boston/Cambridge. David is in his 26th year in real estate in Massachusetts working mostly in the Greater Boston area. With significant experience in condominiums, luxury homes, multi-family homes sales, commercial properties and rentals combined with ownership of investment property in the Boston area, David can knowledgeably guide you through the investment buying process while also giving great tips on being a Landlord. He can also provide guidance for future condominium conversions. The Shorey Realty Group has helped hundreds of buyers and sellers purchase and sell over $500,000,000 worth of real estate.

David's reviews

"Working with David Shorey has been absolutely phenomenal. He is thoroughly professional, incredibly ..."

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Townhome Transactions
0
Condo Transactions
10
Single Family Home Transactions
11
NAR Certifications
REALTOR®
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Julie Gibson
Bowes Pennell & Thompson Real Living
About Julie

Julie Gibson is known in Arlington real estate as someone with energy and precision. She has lived in Arlington for the past eleven years and is attached to the people and the sense of community. Julie believes that Arlington has "the best of both worlds" in that Arlington is "so close to the vibrance of the city although still has the feel of a small town, with great schools to boot"! Julie is energetic, creative and enthusiastic. She transitioned to the real estate profession after working as a licensed social worker for many years. As a longtime homeowner in Arlington, she is very familiar with the housing stock, and diligently studies current market trends and ever changing bank policies. During her years as a social worker, Julie developed the necessary skills for identifying and prioritizing what people really want. Trust is a key element for a successful realtor/buyer or seller relationship—and Julie works hard to cultivate that, predominantly by being a careful listener with

Condo Transactions
15
Single Family Home Transactions
25
TIC Transactions
0
Achievements
  • Sells Homes Fast 2019
  • Top Negotiator 2019
  • Top Producer 2019
  • Move Safe Certified 2020
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Daniel Fabbri
Century 21 Advance Realty
About Daniel

Daniel is a real estate agent with Century 21 Advance Realty in Medford, Massachusetts and has been in the real estate business for 32 years serving Middlesex County. Daniel has completed transactions in many areas including Malden, Medford, Everett, Somerville, Melrose, Revere, Stoneham, Woburn, Cambridge, Wakefield, Reading, Andover, and many other cities and towns. HomeLight ranks Daniel as one of the top 1% of agents in Middlesex County and surrounding areas for successfully selling homes/Multi-family and condo's and as one of the top 2% of agents for single family homes Our database shows that Daniel has completed 1500 transactions since 2009, representing the buyer in 4% of those transactions and the seller in 96% of them. Daniel has been most prolific in Malden, Malden, Melrose, Somerville, Everett, including representing the seller of a single family home that sold for $647,500 and in Somerville for a home recently sold for over 1 million dollars. Dan sells a home on average every 5 Days!! He has sold over 1500 homes. Dan has a full team to serve you. Please email or call Dan at the email and number below. Thank you

Daniel's reviews

"From the moment Dan sat in our dining room and explained his approach and methodology to selling our..."

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Single Family Home Transactions
12
Condo Transactions
14
TIC Transactions
0
Achievements
  • Top Negotiator 2019
  • Sells Homes Fast 2019
  • Move Safe Certified 2020
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Nancy Rogers
LAER Realty Partners
About Nancy

Driving a successful real estate practice takes dedication, commitment, honesty and a passion for helping people. My business has been built on the individualized service and focus I provide to each of my clients. My goal is to help buyers and sellers , bring them to a smooth closing. I want you to be so happy with my service and results you will want to refer me to your friends , family and co-workers. I have to earn that! Proud Accomplishments: 2019,2018,2017,2016, 2015, 2014.... LAER Realty Partners Top Realtor Diamond Award Certified Residential Specialists) 2019, 2018,2017,2016,2015,2014,2013..... Top Platinum Producer with-in the Northeast Association of Realtors . For expert individualized Real Estate service and representation, please contact Nancy!

Nancy's reviews

"Nancy was the most professional and can do person that I have work with. I have dealt with many agen..."

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Townhome Transactions
2
Single Family Home Transactions
26
Condo Transactions
6
Achievements
  • Top Negotiator 2019
  • Top Producer 2019
  • Move Safe Certified 2020
NAR Certifications
REALTOR®
Ask a question
View profile
About Jessica

Over a 14 year period, Jessica hung her real estate salespersons license at larger real estate agencies. Now, she happily brings her experience from larger firms into a more personal setting within her own boutique brokerage. Her honesty, personable attitude, ability to work with clients from an array of backgrounds, and willingness to work on deals of any price point have proven to be invaluable traits in allowing Jessica to reach the professional status she currently enjoys.

Condo Transactions
10
Single Family Home Transactions
3
TIC Transactions
0
Achievements
  • Move Safe Certified 2020
Ask a question
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Paul Brouillette
LAER Realty Partners
About Paul

1984 ... Present LICENSED BROKER MASS. & NEW HAMPSHIRE, NEW YORK 1998 ... Present BUSINESS NETWORK INTERNATIONAL, CHELMSFORD, ED COORDINATOR 1973 ... Present BROUILLETTE FAMILY TRUST, LOWELL, MA TRUSTEE MANAGEMENT OF 600 TENANCIES MANAGEMENT INFORMATION SYSTEMS COORDINATOR 1984 ... Oct 2011 CENTURY 21 MINUTEMAN REALTY 173 CHELMSFORD ST., CHELMSFORD, MA 01824 - 2334 TOP SALESPERSON, 1991 THROUGH 2011 $150 MILLION SOLD 2007 ... 2010 ONE ON ONE COACH MIKE FERRY ORGANIZATION NORTH AMERICA’S LEADING REAL ESTATE COACHING & TRAINING COMPANY 1997 ... 2009 NORTHEAST INDEPENDENT LIVING PROGRAM : DIRECTOR 1997 ... 2001 MERRIMACK VALLEY HOUSING PARTNERSHIP : INSTRUCTOR 1994 & 1995 GREATER LOWELL BOARD OF REALTORS : TREASURER 1980 ... 1986 UNIVERSITY OF LOWELL SPECIAL ACADEMIC SERVICES MATHEMATICS PROGRAM COORDINATOR 1976 ... 1985

Single Family Home Transactions
15
Condo Transactions
12
TIC Transactions
0
Achievements
  • Move Safe Certified 2020
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Sven Andersen
Keller Williams Realty Boston Northwest
About Sven

Sven Andersen has been a licensed real estate agent in Massachusetts for 16 years and is currently with Keller Williams Realty Boston Northwest in Winchester. Sven is the President of Andersen Group Realty, a full service team providing a concierge level of service to clients throughout the north of Boston area. Sven's coverage area includes Winchester, Lexington, Arlington, Woburn, Arlington, Reading, Medford, Melrose, Cambridge, Somerville and Stoneham. HomeLight ranks Sven as one of the top 1% of agents in Winchester for successfully selling homes and as one of the top agents who are able to successfully complete transactions. Sven and Andersen Group Realty have been consistently ranked as a top producing team in not only the local area but regionally as well, having previously been recognized a the number one RE/MAX team in Winchester, Massachusetts and New England on multiple occasions.

Single Family Home Transactions
10
Condo Transactions
2
TIC Transactions
0
Achievements
  • Top Negotiator 2020
  • Top Producer 2020
  • Move Safe Certified 2020
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Rose Manni
Coldwell Banker Realty
About Rose

Rose has been a licensed real estate agent in Massachusetts for 17 years and is currently with Coldwell Banker Realty. Rose has completed transactions in many areas including Burlington, Lexington, Bedford, Stoneham, Reading, Woburn, Winchester, Westford, Acton, Malden and Wakefield and More. HomeLight ranks Rose as one of the top 1% of agents in Burlington for successfully selling homes and as one of the top 10% of agents for single family homes. Our database shows that Rose has completed 117 transactions since 2009, representing the buyer in 63% of those transactions and the seller in 37% of them. Rose has transacted in Burlington more than any other area helping to buy or sell 51 homes including a 4 bedroom, 2.0 bathroom single family home at 30 Paulson Drive in 2018 for $1.1 Million and a 4 Bedroom, 2.0 bathroom home at 12 Davida Road which sold for $942,500 and 4 Evelyn Street for $1,035,000. Recent sales in Bedford of $1.5 Million and $1.350,000 all New Construction Homes. Rose also sells luxury homes in all of the mentioned towns and Stages her listings for her seller clients.

Single Family Home Transactions
4
Condo Transactions
1
TIC Transactions
0
Achievements
  • Top Negotiator 2019
  • Move Safe Certified 2020
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Pirani and Wile Fish Group
Leading Edge Real Estate
About Pirani and Wile Fish

Peter Pirani and Julie Wile Fish are the area’s leading luxury home specialists working with buyers and sellers with a focus in Winchester and the surrounding areas north of Boston with homes of all price ranges. Together as a team, Peter and Julie epitomize integrity, energy, hard work, and creative service in every detail of your real estate transaction. Both originally from Winchester, Peter and Julie continue to live in town with their families, respectively. Their in-depth knowledge of the area and network proves invaluable and allows them to offer their clients their specialized package of concierge services including, intelligent market analytics, custom tailored, hands on service, and access to their exclusive resource of preferred vendors With over 15 years of experience, Peter has become Winchester’s “go to” agent and a consistent leader with a reputation for tenaciously protecting his clients’ interests. Savvy negotiations and cutting-edge marketing strategies join uncompromising integrity as the hallmarks of his service. Peter is exceptionally well-respected in Winchester, not only for his unparalleled professional track record but for being an honest, hard-working family man who does absolutely everything in his power to ensure his clients success. By making an industry leap to real estate from marketing and sales, Julie found professional success at a high level, selling her first million-dollar property within her first 6 months in the business. Clients choose to work with Julie for her level of service, experience and expertise. Her deep knowledge of marketing and positioning and strong base of loyal repeat customers is the reason Julie has been so successful in this incredibly competitive sales environment. Peter and Julie pride themselves on giving all of their clients the most precise and up-to-date feedback on the state of the market, its trends, comparable sales and property values, giving them a realistic outlook on what they can expect to achieve in today’s market. Together they have closed more than $200 million in sales, have an average 98% list to sale ratio over the past decade and consistently rank as one of the top agent teams Winchester. They are passionate about the needs and goals of their clients, and focus on becoming a client’s lifetime consultant for all things home.

Single Family Home Transactions
17
Condo Transactions
11
TIC Transactions
0
Ask a question
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Find your perfect real estate agent in Winchester

Why you need a top real estate agent in Winchester, MA

Average real estate agents in Winchester, MA leave homes on the market for 94 days, while top real estate agents sell in 59 days. Winchester's 939 real estate agents with active listings sell 111 homes on average.

Top Seller's Agents

Top seller’s agents in Winchester sell 1.7x more homes, and close 1.4x quicker. With a top agent by your side, you’ll save $64,769 more than with an average agent.

Sale Price / List Price (%)

Days on Market
Lower is better

Homes Sold / Yr


Top Buyer's Agents

When you hire a top Winchester buyer’s agent, you’re getting the highest level of experience: They help 70.7% more buyers than the average agent, and save buyers $39,832 more.

Condos Sold / Yr

Homes Purchased / Yr

Sale Price / List Price (%)
Lower is better

"We had a great experience with HomeLight. We chose one of the referred agents who turned out to be excellent. The bottom line is that our home was under contract within two weeks. Thank you HomeLight!"

Bob M.

HomeLight Client

"HomeLight provided a space for us to let Realtors know what we were looking for, and helped us contact them. We couldn't be happier with our choice of Realtor that the service helped us narrow down and choose. Everything was timely and professional!"

James W.

HomeLight Client

"I had been trying to sell my house for a few years, but despaired at my ability to pick out a real estate agent on my own. Using HomeLight, I quickly found an agent that was a real go-getter. He sold our house higher than the listing price in only eight days. Finding a great agent made all the difference! "

Sharon W..

HomeLight Client

Find top real estate agents in cities near Winchester, MA

Boston

Active Agents3,943
Time on Market68
Avg. Sale Price$635,000

Brookline

Active Agents871
Time on Market67
Avg. Sale Price$954,000

Lynn

Active Agents1,003
Time on Market63
Avg. Sale Price$360,000

Waltham

Active Agents944
Time on Market64
Avg. Sale Price$600,000

Quincy

Active Agents1,178
Time on Market65
Avg. Sale Price$470,000

Somerville

Active Agents759
Time on Market62
Avg. Sale Price$715,000

Wilmington

Active Agents989
Time on Market65
Avg. Sale Price$470,000

Salem

Active Agents759
Time on Market60
Avg. Sale Price$380,000

Peabody

Active Agents863
Time on Market59
Avg. Sale Price$435,000

Wellesley

Active Agents751
Time on Market81
Avg. Sale Price$1,145,000

Cambridge

Active Agents812
Time on Market56
Avg. Sale Price$801,000

Newton

Active Agents1,248
Time on Market76
Avg. Sale Price$1,025,000

Frequently Asked Questions

What does a top real estate agent do?
Top real estate agents have more local expertise, prepare in-depth market analyses, and have industry connections that you can’t find by yourself. They know your neighborhood like the back of their hand and use their market knowledge to sell your home faster than the average agent and for money.
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What should you look for when interviewing a real estate agent in Winchester?
When you sell a house, your real estate agent becomes your business partner, financial advisor, and emotional support system. It’s crucial to partner with someone you trust, so make sure you’re looking for an agent who can answer all of your questions with confidence during the interview. During this process, you want to get to know the agent’s business and find out how well they know the area. You’re listening for things that signal experience, expertise in your community, and workload. Selling a home takes an enormous amount of work, so you need an agent who’s got a plan for prep, pricing, and marketing and who is ready to roll up their sleeves to get the job done.
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How important is it to hire a top real estate agent in Winchester?
Our data shows that the top 5% of listing agents sell homes for as much as (+9%) more than the average real estate agent. A great agent makes a difference when you buy a house, too: We’ve found that the top 5% of buyer's agents on average save their clients 2.5% more on their home purchase. So, whether you’re in the market to find your dream home or sell your house at a great price, the right agent matters. We encourage you to connect with a top real estate agent if you’re buying or selling a home in Winchester, MA.
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When is the right time to hire a real estate agent in Winchester?
The best window to contact an agent to sell your home is anywhere from three to six months in advance of your list date. When you start the search for an agent several months before hitting the market, there’s plenty of time to find the best agent, make key renovations, and market your home effectively, all of which are essential steps in selling your home for a great price. You can also hire an agent based on the best time to sell in Winchester to take advantage of seasonal and cyclical trends in the market. The right time to hire a real estate agent depends on the temperature of the housing market. For example, the best time to sell in Winchester is in May. And since it takes around 3 months to close on a home, you should list in February. We recommend that you hire a real estate agent as soon as you're thinking of selling your home. Generally speaking, that's anywhere from 3 to 6 months prior to your desired move date.
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What is the average real estate agent commission for agents in Winchester?
While individual real estate agent commissions do vary, most real estate agents work for 6% of the home price.
Why should I use HomeLight to find a Winchester real estate agent?
HomeLight analyzes all real estate agent in Winchester to bring you custom, unbiased, data-driven recommendations. We use actual home sales transaction data to compare Winchester real estate agent and will only introduce you to the top performing agents. They do not pay to advertise on our site and we do not pay to list them. To give you the best object recommendations, we consider things like: how fast a real estate agent sells, how many properties they work on, how much money they save or earn their clients, and what cities and neighborhoods they specialize in. You can trust that we’ll match you with the right agents for your needs.
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Check out some of our other resources for Winchester homeowners

Sell your house in Winchester fast
Find out what cash buyers are willing to pay for your home right now.
When's the best time to sell your home in Winchester?
Use housing market data in Winchester to learn the best and worst months to sell your home.
Find out what your home is worth
Get a free estimated value of your home in less than 2 minutes.
How much commission do real estate agents make?
Use this calculator and real estate agent commissions data to find out.
Advice from America’s Top Agents
Get the latest real estate tips and learn how to sell your home faster and for more money.
Simple real estate calculators
Use our free calculators to help you make informed financial decisions when buying or selling a home.

Find your perfect real estate agent in Winchester, MA