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Featured Agents in Winthrop, MA

Thomas Mario profile picture
Century 21 Mario Real Estate

Thomas Mario

5 reviews
View Profile
24years of experience
174sales in the last 12 months
3,147transactions all-time
Alana Colombo profile picture
Exp Realty

Alana Colombo

View Profile
8years of experience
15sales in the last 12 months
Steven Petrello profile picture
Century 21 North East

Steven Petrello

Completed Profile
6 reviews
View Profile
31years of experience
38sales in the last 12 months
496transactions all-time

Compare 15 top-performing real estate agents in Winthrop, MA

Century 21 Mario

Angelo Stifano

Completed Profile
16 reviews
Open 9:00 AM - 6:00 PM
Usually responds in 15 minutes
Prime Agent Badge
PRIME AGENT
11 years of experience
16 sales in last 12 months
198 transactions all-time
Serves Winthrop

About

Angelo Stifano brings a unique combination of legal expertise and real estate mastery to every transaction. A graduate of law school in Venezuela (2004), he practiced law for nearly a decade before moving to the U.S. in 2012. After working as a Foreign Legal Consultant specializing in real estate law, Angelo transitioned to full-time real estate in 2015—and immediately made his mark by earning Century 21's Emerald Award in his first year. Since then, he's risen to join a top 10 real estate team in Massachusetts, known for his relentless dedication and ability to navigate complex transactions with precision and care. Angelo doesn't just know the market—he understands the legal intricacies that can make or break a deal. Whether you're buying your first home or selling a multi-property portfolio, Angelo's depth of experience and commitment to going above and beyond make him the partner you want in your corner.

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Achievements

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Top Sales Producer 2025
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Sells Homes Fast 2025
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Top Buyer's Broker 2025

Emerald Top Producer 2015, Centurion Top Producer 2016 and 2017 and 2018, Double Centurion 2019, Centurion 2020 and 2021, Double Centurion 2022, Centurion 2023, Double Centurion 2024 , Centurion Top Producer 2025

Doctoral Degree, Law School "Santa Maria" University

Licensed real estate agent

Business Highlights

Seller Representative, Buyer Representative, Multi-Family Homes, Second Homes
Multilingual Proficiency: Fluent in English, Spanish, and Italian, enabling effective communication and service to a diverse clientele.
Top Team Member: Integral part of a consistently top 10 ranked team in the state, demonstrating strong teamwork and industry leadership.
Client-Centric Approach: Renowned for going above and beyond to meet clients' needs, ensuring a smooth and successful real estate transaction experience.

Century North East Medford

Peter Phillips

Completed Profile
Open 10:00 AM - 12:00 AM
Usually responds in 5 minutes
40 years of experience
7 sales in last 12 months
Serves Winthrop

About

I grew up and have lived in the North Shore of Boston my entire life. Medford, Malden, Everett, Somerville, and Revere are some of the cities I have called home at one time or another. I studied Business Administration at Merrimack College and went on to set up and manage several establishments in the hospitality industry. I obtained my real estate license in 1984 and found that the two industries were a good match due to the number of people I have met through the years. I love what I do. I left hospitality to focus solely on real estate a decade ago as it gave me the chance to keep interacting with people and to provide expert service to help people in what is usually the biggest transactions of their life.

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Achievements

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Top Medford Brokerage 2025
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Sells Homes Fast 2025

Distinguished Service Award Winner

Bachelor's Degree, Merrimack College
Business Administration, 1973 - 1977

Licensed real estate agent

Business Highlights

Distressed Properties, New Homes, Luxury Properties, New Construction
Lifelong resident of this area
Excellent reviews

Leading Edge Real Estate

Druann Jedrey

10 reviews
Usually responds in 1 hr
Prime Agent Badge
PRIME AGENT
21 years of experience
22 sales in last 12 months
Serves Winthrop

About

I have been a licensed real estate agent since 2005 servicing the needs of both buyers and sellers. I strive to provide my clients with the best service, knowledge and commitment possible. I have invested many hours of continuing education to better serve my clients and educate them in the ever changing markets. I have worked with clients in the various stages of the selling/buying process including first time home buyers, downsizers and those looking to expand to the larger home. My goal is to provide the highest level of service with a personal touch. I strive to leave the home seller happy knowing that they were able to realize every bit of equity in their home and strive to leave the home buyer unpacking in a home that meets their needs, contains their wants and retains monetary value both within the walls and their wallets. It would be a pleasure to help the home buyer realize their dream of home ownership and the home seller in moving on to their next home venture.

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Achievements

Top Producer 2014, 2015, 2016, 2017, 2018, 2019, 2020

Associate's Degree, Burdett School
Business

CBR, CRS, ASP

Business Highlights

Buyer Representative, First Time Buyers, Luxury Properties, New Construction

Keller Williams Realty Boston-Metro

Kathleen Alexander

Completed Profile
6 reviews
Open 9:00 AM - 9:00 PM
Usually responds in 2 hrs
Prime Agent Badge
PRIME AGENT
24 years of experience
36 sales in last 12 months
604 transactions all-time
Serves Winthrop

About

All of us on The Creative Living Team take a consultative approach with clients, partnering our expertise with you to achieve your goals while enjoying a Red Carpet experience throughout the real estate process! Kathleen started The Creative Living Team because we as humans work best in community. Our Team focuses on properties throughout Boston, Brookline, Newton, Jamaica Plain, South Boston, Charlestown, Roslindale, Cambridge, Somerville, Dorchester, Roxbury and East Boston. As a team, we have 40+ cumulative years of real estate experience, $290+ million in sales, and have sold over 470 homes. We have assisted landlords and tenants with hundreds of rentals. As first-time buyer and seller specialists, we are experienced at educating and guiding clients through the process of selling or buying their first home. We also specialize in working with investors on multi-family buildings and understand the frustrations and delicacies of this. How can we help you?

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Achievements

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Top Listing Agent 2025
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Top Buyer's Broker 2025
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Sells Homes Fast 2025

Five Star Professional, 9 year Award Winner, Boston Award for Real Estate Services

Bachelor's Degree, Gonzaga University
Fine Arts and Marketing, 1986 - 1990

CRS, Licensed real estate agent, SRS

Business Highlights

1031 Tax Exchange, Buyer Representative, Concierge Services, Condominiums
As first-time buyer and seller specialists, we are expert at educating and guiding clients through the process of selling or buying their first home.
We are International Luxury Home Marketing specialists, providing red carpet service and results for all our properties.
We specialize in multi-family buildings, probate and downsizing and understand how to delicately handle tenant situations.

Tuite Real Estate Group | Compass

Chris Tuite

7 reviews
Open 24 hours
Usually responds in 15 minutes
31 years of experience
50 sales in last 12 months
1,000 transactions all-time
Serves Winthrop

About

As principal of The Tuite Group, Chris together with his focused team is dedicated to orchestrating the most rewarding real estate experience possible. He is very connected and fully enjoys sharing his insights into the rich and charming character that the Boston Metro and surrounding suburbs have to offer! Specializing in the Acquisition and Marketing of Residential, Condominium, Luxury, and Investment Properties, together with Consulting and Developer Services, his trusted perspective and thorough and competent representation is highly valued. Chris ultimately ensures that each client receives outstanding guidance, crucial in-depth local market knowledge, and a truly impressive real estate experience. Chris’s clients trust in his integrity, loyalty, and insight, and value his timely guidance and expertise in addressing all aspects of the transaction with professional competence.

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Achievements

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Top Sales Producer 2025
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Top Negotiator 2025
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Top Producer 2025

Top Producer

Bachelor's Degree, Assumption University
Business , 1989 - 1993

Chris Tuite's Video

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Winthrop Housing Market Report

Market Action Index

We are extensively tracking the housing market in Winthrop, MA. Here are the strongest factors contributing to this score:

The average home has been on the market a short time
Homes are reducing their prices more quickly this month
53
balanced market
Buyer's Market
0102030405060708090100
Seller's Market
Real Time Market Profile

Median List Price

$590K

Per Square Foot

$512

Days on Market

83

Total Listings

51

Market Action Index

53

Median List Price

Sun, Sep 20, 2026

Median List Price
1 Year

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