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Featured Agents in Milton, MA

Prime Agent Badge
PRIME AGENT
Al Styles profile picture
Keller Williams Realty

Al Styles

Completed Profile
1 review
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42years of experience
1,200sales in the last 12 months
6,591transactions all-time
Prime Agent Badge
PRIME AGENT
Kathleen Alexander profile picture
Keller Williams Realty Boston-Metro

Kathleen Alexander

Completed Profile
6 reviews
View Profile
24years of experience
36sales in the last 12 months
604transactions all-time
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PRIME AGENT
Mike Clancy profile picture
Tullish & Clancy Real Estate

Mike Clancy

5 reviews
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27years of experience

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

Coldwell Banker Realty

Anne Kennedy

Completed Profile
Open 8:00 AM - 6:00 PM
Usually responds in 30 minutes
10 years of experience
25 sales in last 12 months
144 transactions all-time
Serves Milton

About

Anne offers seamless, concierge-level support for all her clients, guiding each step with precision and care. She artfully crafts a narrative for every property, meticulously analyzing market trends to position homes competitively and at precisely the opportune moment. Anne's insights transcend the transactional; her keen eye for staging, upgrading, and repurposing becomes a transformative force, elevating property values while diminishing time spent on the market. Anne leverages her formidable arsenal of innovative marketing tools across a myriad of platforms, from captivating online showcases to tailored e-blasts, mailings, and unforgettable open-house events. Recognizing the emotional weight that accompanies selling or buying a home, Anne's grace and expertise ensure a stress-free journey for her clients. Her wealth of experience in construction affords her an intimate understanding of every facet of a home, from the foundation to the roof. See Anne's reviews on Zillow and Google!

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Achievements

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Top Producer 2025
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Top Listing Agent 2025
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Top Buyer's Broker 2025

Real Trends/Tom Ferry Top Producer 2022,2023.Boston Magazine Top Agent 2022, 2023. Coldwell Banker International President's Elite, Top 100 Agent in New England

Bachelor's Degree, University College Cork
Economics , 1982 - 1985

ABR, e-PRO, Licensed real estate agent, SFR, GREEN, SRES, CLHMS, Pricing Strategy Advisor

Business Highlights

New Homes, Luxury Properties, Relocation, New Construction
Comparative Market Analysis of your home
Complementary Home Staging services
Single family, Condominium and Multi-family homes

The Power Of 2 & Company (keller Williams)

Wendy Rocca

28 years of experience
24 sales in last 12 months
Serves Milton

About

As a Realtor since 1996, I've seen the highs and lows of our marketplace. Dedicated to serving with integrity and confidence. Setting your needs first and foremost will insure we meet your real estate goals. Honest feedback, thoughtful resolutions to the situations that will arise during your transaction and completion of your goals. Military certified, Certified Residential Specialist, Buyer Specialist, Listing Specialist. Trusted advisor.

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Achievements

Good Neighbor Award

REALTOR®, CRS

Business Highlights

1031 Tax Exchange, Buyer Representative, Condominiums, First Time Buyers
Keeping current to our ever changing marketplace, staying informed through consistent education.
Dedicated to YOUR real estate goals. Actively listening to YOU.
Communication-keeping you informed each step of the way.

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 Milton

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.

Success Real Estate

Thomas O'neill

28 years of experience
Serves Milton

About

I have 24 years of full-time experience and have owned and operated both multi-family and single family properties. I have sold and rented hundreds of single family homes, condos, multi-families and land in my career. I also have experience in all types of estate sales expertly shepherding clients through what can be a fraught and complex time in their lives.

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Achievements

Presidents Award., Top Broker Award, Certified Residential Specialist (a national designation held by only 4% of realtors in the U.S. by on

Master's Degree, U Mass
B. S. In English and Masters in Administration

CRB, ARP, CRES, SRES

Business Highlights

1031 Tax Exchange, Buyer Representative, Concierge Services, Condominiums
Won top broker award as #1 Realtor out of a field of 608 agents in company. Won Presidents Award During time at Coldwell/Banker.
Member of National Association of Realtors, Graduate of Realtors Institute, Member of RRC
Member of the National Residential Real Estate Council and an SRES(SeniorsReal Estate Specialist)

Remmes And Co.

Chris Remmes

Completed Profile
1 review
Open 24 hours
Usually responds in 10 minutes
Prime Agent Badge
PRIME AGENT
23 years of experience
25 sales in last 12 months
413 transactions all-time
Serves Milton

About

As the Managing Broker at Remmes & Co. Chris is a leading market expert with a stellar reputation and a strong referral-based business. A resident of Boston for over 25 years, Chris serves a broad range of clients. His team sees clients as partners in the home buying and selling processes; providing them with honest and insightful guidance needed to make informed decisions. His goal is to help clients achieve results in a highly competitive market by employing multi-channel digital marketing and traditional marketing methods. His exceptionally strong market analysis, pricing strategies and negotiating skills consistently obtain the best terms and conditions for his clients. He has earned many accolades in the real estate business, recognized by Boston magazine and The Wall Street Journal as a top real estate producer, as one of REAL Trends top .05% of agents in the nation, and the International President’s Elite, an honor reserved for the top 2% of agents worldwide.

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Achievements

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Top Negotiator 2025
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Top Producer 2025
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Top Boston Brokerage 2025

Boston's Best

Master's Degree, Boston University
Business

Licensed real estate agent

Chris Remmes's Video

We've introduced over 4,940,482 buyers and sellers to top local real estate agents in the past 15 years

  • R V

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Milton Housing Market Report

Market Action Index

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

The median prices are rising year over year
Fewer sellers are listing their homes compared to last year
75
seller's market
Buyer's Market
0102030405060708090100
Seller's Market
Real Time Market Profile

Median List Price

$1.05M

Per Square Foot

$574

Days on Market

99

Total Listings

32

Market Action Index

75

Median List Price

Sun, Sep 20, 2026

Median List Price
1 Year

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