Find the perfect real estate agent in Winthrop, MA

We analyze top real estate agents in Winthrop and across the country to find you the most proven local agents, for free.

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Winthrop, MA real estate

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Home buyers and sellers love Agent Pronto.

Here’s what some of the 400,000+ home buyers and sellers have had to say about our service.

“I can't thank John Dean enough for handing the sale of my home. John's knowledge of the industry and the area was exceptional. He kept me informed of all the issues and guided me with decisions that had to be made. He offered to make several trips to the house to meet and coordinate the inspections and other people that assisted me with the move. Not being available to make it to the property for various reasons being the distance and caring for a disabled husband, John saved me from having to be there. John was there to manage everything for me. If you need a professional agent, look no further than John Dean.”
5 stars
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Anna T.
Malden, MA
“Great service and Chris Cassidy was professional, courteous, efficient and responsive. I would recommend him to anyone.”
5 stars
AG
Anne G.
Boston, MA
“We were matched up with Greg Maund who was an incredible broker and help us get the apartment of our dreams. ”
5 stars
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Sharon R.
Boston, MA
“Ms. Diane Franklin along with our representing attorney have both proved themselves to be highly reliable and proficient in performing the services necessary to assist in bringing our single-family home to market, and successfully consummating a mutually acceptable sale of the latter property. We would highly recommend Ms. Franklin for her proven level of effort, dedication, professionalism and reliability.”
5 stars
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Frank E.
Springfield, MA
“Agent Pronto connected us with the perfect agent! Extremely professional, knowledgeable, helpful, and prompt to communicate throughout the entire process. Highly recommended!”
5 stars
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Anne F.
Newton, MA
“Great real estate experience with Charlotte. I recently had the pleasure of working with Charlotte as my realtor, and I cannot express how grateful I am for her outstanding service throughout the entire home buying process. From our initial meeting to the closing day, Charlotte demonstrated a level of professionalism, expertise, and dedication that greatly met my expectations. One of Charlotte's standout qualities is her extensive knowledge of the local real estate market. She took the time to understand my preferences and priorities, providing valuable insights into neighborhoods, property values, and future market trends. Her expertise not only streamlined the decision-making process but also ensured that I made informed choices.”
5 stars
KT
Kheang T.
Lowell, MA
“My experience with Agent Pronto was excellent! Robin Foley was outstanding and always kept me informed.”
5 stars
TR
Tony R.
Uxbridge, MA
“I was really pleased with Shawn and his people. He was helpful and patient while I dealt with a very difficult estate situation. The house sold at the first 2-hour open house that he scheduled! He definitely earned his keep.”
5 stars
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Tawny S.
Sterling, MA
“Trish Marchetti -- the agent we received through you -- was the best!! We would very highly recommend her!!!”
5 stars
KF
Katherine F.
Franklin, MA
“There are not enough words to say about Mike Quail and his team. They have been extremely professional, understanding, kind, and compassionate and very patient, and very informative. Mike and his team guided me through the selling process every step and had the utmost professionalism and compassion for the buyers of my property. I highly recommend the Quail's group as your next broker! ”
5 stars
AB
April B.
Burlington, MA

Winthrop real estate Market Report.

Information and statistics on the latest trends in the Winthrop real estate market, updated for May 2025. *

The typical home value in Winthrop is projected to be $591,250 for the month of May. April’s finalized data reported the typical value of a home in the city to be $635,000—down 15.33% over the previous 12 months. For comparison, metro-level data pegged home values at $750,000 in the Boston, MA metro area for the most recent reporting period. That number is expected to float around $762,500 in May.

Winthrop had 34 new listings and 29 listings that went under contract in April, increasing the area’s total available inventory to 38—up 11.76% from the previous month. Inventory is projected to have further increased in May.

Of those 38 active listings, 28.95% reduced their price in the month of April. The median listing price for homes in Winthrop fell 5.92% from March to April, bringing the current median listing price to $675,000. Based on projected data for May, listing prices may continue to fall.

The number of days that homes have been on the market prior to going under contract fell year-over-year. In April 2025, the median time for a listed property to go pending was 46 days, compared to 72 days in April 2024. In recent months the median number of days from listed to pending appears to be decreasing. That trend is predicted to have carried through to this May.

Winthrop, MA real estate
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Seller’s Market
Seller’s Market
Buyer’s Market
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25
50
75
100

Market gauge is calculated based on the the number of active listings divided by home sales over the most recently available reporting period.

* Data provided by Redfin, a national real estate brokerage.

Learn more about what Winthrop has to offer.

Winthrop offers residents a charming seaside community with stunning ocean vistas, rich history, and convenient access to urban amenities.

Winthrop is a coastal gem offering breathtaking seaside views only a short trip from the bustling heart of Boston. Enveloped by the Atlantic on three sides, daily life here has a distinctive maritime flavor, from the elegant boardwalk and sandy stretches at Winthrop Beach to the marina’s bobbing sailboats. The historic Deer Island trail system attracts walkers and cyclists with panoramic vistas of the Harbor Islands, while local parks like Ingleside Park serve as gathering spots for families and community events year-round.

Education is a notable strength in Winthrop, served by the reputable Winthrop Public Schools, including the contemporary Winthrop High School that offers state-of-the-art facilities and a vibrant roster of extracurriculars. Local pride shines during seasonal festivals and in beloved eateries along Shirley Street and Winthrop Center, where coffee shops and bakeries foster a tight-knit, walkable atmosphere. Boating and fishing culture thrive at Winthrop Yacht Club, making waterfront leisure a daily reality.

Proximity to East Boston and quick commutes to Suffolk County hub employers contribute to Winthrop’s appeal, blending tranquil suburban living with urban access. For those looking to buy or sell a home, Agent Pronto is ready to connect residents with local real estate experts who understand Winthrop’s unique coastal lifestyle.

Woman smiling

Within a few minutes, I was paired up with an awesome agent who really knew the local area and helped me find a great condo in a super tight market. It was daunting to think about how to find the right agent. Agent Pronto got me the right agent, pronto!

Sarah W.

Take the guesswork out of finding an agent.

With over 2 million real estate agents across the U.S., it’s not easy deciding who to trust when buying or selling a home.

We’ve analyzed performance metrics, close rates, specialties, and client reviews of the top real estate agents in Winthrop to qualify the best agents for your specific needs.

We know that choosing the right real estate agent can be a stressful task. With Agent Pronto, it doesn’t have to be.

Data analysis with a human touch.

Agent Pronto works through troves of local and national housing data, client reviews, and agent performance metrics to find the top agents in Winthrop. But we don’t stop there.

Our Agent Specialists will take into account any special requests you have when searching for your real estate agent recommendation.

Need a great agent who speaks fluent Spanish and is a luxury condo expert in your neighborhood? No problem!


Frequently Asked Questions

There are more than 2 million real estate agents across the U.S., and you want to be sure the one you partner with is an experienced and trustworthy professional with strong local expertise. Working with a proven agent will help you sell your home faster and for more money, and help you find your dream home at the best possible price.


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