Matthew Diozzi

Matthew Diozzi

Senior Vice President

Specialties

New Development Consulting, Marketing and Sales, Luxury Home Sales, Buyer Representation, Investments, Landlord and Tenant Representation.

Education

Syracuse University Bachelor of Science in Finance and Entrepreneurship
Belmont High School
Massachusetts Real Estate Sales Person License



Client Testimonials

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★★★★★
"We have worked with Matt on two purchases (a condo and a single family home) and he is nothing but the best. He was extremely thorough and we never had to worry that things would fall through the cracks. He is very responsive and was able to land us the house of our dreams in this extremely competitive market due to his sense of urgency and professionalism." -K.C Boston, MA

★★★★★
"Matt was wonderful and extremely knowledgeable. I couldn't get my house sold the first time with my other agent because of some challenges with the house. However, upon hiring Matt, he was able to turn the table around and sold my house within a month. Matt understood the market extremely well and gave me really good suggestions to get the house ready. Matt is very responsive and professional during the entire process." -W.Z Boston, MA

★★★★★
"I've worked with Matt on both on the purchase and sales side. His level of professionalism is next to none as well as his attention to detail. Matt has a no-nonsense attitude and his entire approach is geared to set you up for success. I would not hesitate to recommend or work with Matt in the future." -K.M Boston, MA

Charity

CD|44 Foundation

The CD44 | Foundation was created to honor the legacy of giving and compassion by supporting causes that uplift and enrich the lives of those in need. A core initiative of the foundation is awarding scholarships to student-athletes pursuing higher education, whether at the collegiate or postgraduate level. Eligible recipients must be graduates of an accredited high school in Massachusetts and the children of First Responders or Military personnel.

Your generosity and support are deeply valued and play a vital role in keeping Chris’s cherished memory alive. Together, we can make a meaningful impact by empowering deserving individuals and supporting communities in need.

About Matthew

In the high-stakes world of Boston luxury real estate, Matthew Diozzi has carved out a reputation that goes beyond numbers. Yes, he has over a decade of experience and $250,000,000+ in sales to his name. But what truly sets Matthew apart is his unwavering dedication to his clients and a knack for making the impossible possible. Whether he's brokering breathtaking luxury resales or spearheading the launch of cutting-edge new developments, Matthew delivers results with precision and passion—always leaving his clients with a story worth telling.

Matthew’s journey to the top of the real estate game began in the heart of Manhattan, where he immersed himself in the world of high-end development. Collaborating with some of the most visionary developers in New York City, he played a pivotal role in marketing and selling over 1,000 luxury condominium units valued at more than $2 billion. It was there, amidst the city’s iconic skyline and breakneck pace, that he honed his ability to navigate complex negotiations, identify opportunities others might overlook, and deliver results that exceeded expectations.

When he returned to his native Massachusetts, Matthew brought with him not just experience, but an unshakable commitment to excellence. His work has since redefined what’s possible in Boston’s luxury market. From achieving record-breaking prices in sought-after neighborhoods to guiding buyers through competitive bidding wars, Matthew is known for his strategic thinking, market savvy, and tireless work ethic. Developers trust him to sell out entire projects, while seasoned investors rely on his discretion and acute market insight to secure trophy assets. First-time homebuyers, too, find a trusted advisor in Matthew, who treats every client—no matter their budget—with the utmost respect and care.

Yet, Matthew’s story doesn’t end with real estate. A proud graduate of Syracuse University, where he earned a Bachelor of Science in Finance and Entrepreneurship, Matthew has always balanced business acumen with a deep sense of community. After growing up in Belmont, Massachusetts, he now calls Boston’s South End home, where he lives with his partner, Alex.

Growing up in Belmont, a picturesque suburban town just outside of Boston, provided Matthew with a strong foundation rooted in family, education, and an appreciation for close-knit communities. Known for its top-tier schools, historic architecture, and vibrant town center, Belmont instilled in Matthew the values of hard work, integrity, and the importance of giving back. His formative years in this charming town helped shape the passion and dedication he brings to his clients today.

Matthew’s impact extends far beyond his professional life. In honor of his late brother Christopher, he founded the CD|44 Foundation with his brother Andrew, a nonprofit dedicated to helping student-athletes achieve their dreams of higher education. This commitment to giving back reflects the same passion and dedication he brings to his clients every day.

When he’s not closing deals or contributing to his community, Matthew can often be found golfing, hosting gatherings with friends and family, or enjoying the serene beauty of Cape Cod. As a proud Greek-American, he treasures every opportunity to travel to Greece, reconnecting with his roots from where his mother is from and soaking in the timeless beauty of the Mediterranean.

For Matthew Diozzi, real estate isn’t just a career—it’s a calling. His clients don’t just work with an agent; they partner with someone who is as invested in their success as they are. With Matthew, every transaction is more than a deal; it’s the beginning of a lasting relationship built on trust, expertise, and an unwavering commitment to excellence.


                                              A pair of scissors hanging from a wall

Spotlight

41-43 Phillips St #11, Beacon Hill - Boston, MA 02114

Located in a 19th century brick schoolhouse building on a picturesque street in the middle of Beacon Hill, is an exquisite representation of attention to detail. Featuring two bedrooms, two- and one-half bathrooms, an oversized private terrace located directly off the main entertaining spaces, garage parking, and concierge, are just a few of the luxurious appointments you may expect in this rare offering. 
41-43 Phillips St #11, Beacon Hill - Boston, MA 02114
Spotlight

56 Spooner Rd Chestnut Hill, Brookline, MA

An exquisite example in pride of ownership, this rare home in Chestnut Hill is a unique center entrance colonial style home with a stucco exterior. Located on one of the most picturesque streets in Chestnut Hill, this wonderful 5 bedroom, 3.5 bathroom home with modern amenities is perched on well manicured grounds in a tranquil setting.
56 Spooner Rd Chestnut Hill, Brookline, MA
Spotlight

30 Penniman Road Allston- 46 Luxury Homes near Boston Landing

30 Penn is an ultra-chic 46-unit condo building located in Allston near Boston Landing, one of the fastest growing neighborhoods in Boston! Designed in a contemporary style w/ Scavolini Italian kitchens and bathrooms, with waterfall quartz countertops, Bosch appliances, European white oak wide plank floors, Central AC/Heat, Samsung Washer/Dryer curates a luxurious aesthetic throughout the space. Enjoy an on site fitness center, bike storage, pet spa, a residents lounge with roof terrace, garage parking and additional storage.
30 Penniman Road Allston- 46 Luxury Homes near Boston Landing
Spotlight

Pre Market Your Home Without Accruing a Single Day on Market!

Your Home. Your Choice. 
At Compass, we believe selling your home should be done on your terms, with control over how it’s marketed and how your data is being used. Let's have a confidential conversation today!

Pre Market Your Home Without Accruing a Single Day on Market!
Spotlight

CD 44 | FOUNDATION

CD|44 Foundation

The CD44 | Foundation was created to honor the legacy of giving and compassion by supporting causes that uplift and enrich the lives of those in need. A core initiative of the foundation is awarding scholarships to student-athletes pursuing higher education, whether at the collegiate or postgraduate level. Eligible recipients must be graduates of an accredited high school in Massachusetts and the children of First Responders or Military personnel.

Your generosity and support are deeply valued and play a vital role in keeping Chris’s cherished memory alive. Together, we can make a meaningful impact by empowering deserving individuals and supporting communities in need.

Matthew Diozzi’s Listings

$1,185,000 | 9 Appleton Street, Unit 304, Boston, MA 02116
1/18
Listed By CompassVirtual Tour

$1,185,000

Bedrooms
2
Bathrooms
2
Square Feet
1,130
a living room with furniture and a flat screen tv
1/10
Compass Coming Soon

Contact Agent

Bedrooms
1
Bathrooms
1
Square Feet
690
$779,000 | 107 Clocktower Drive, Unit 303, Waltham, MA 02452
1/25
Listed By Compass

$779,000

Bedrooms
2
Bathrooms
2
Square Feet
1,490

Matthew Diozzi’s Transactions

Past Sales
$4,180,000 | 321 Dartmouth Street, Unit 4, Boston, MA 02116

$4,180,000

Bedrooms
4
Bathrooms
4
Square Feet
2,570
$3,250,000 | 124 W Newton St, Unit 2 | South End

$3,250,000

Bedrooms
4

124 W Newton St, Unit 2

South End

a front view of a house with garden and trees

$2,800,888

Bedrooms
5
Bathrooms
7
Square Feet
4,898
Acres
1.45
$2,760,000 | 1 Pelham Terrace, Boston, MA 02118

$2,760,000

Bedrooms
4
Bathrooms
3
Square Feet
2,491
Acres
0.05

$2,695,000

Bedrooms
2
Bathrooms
3
Square Feet
1,417
a view of cars parked in front of a building

$2,625,000

Bedrooms
10
Bathrooms
5
Square Feet
4,527
Acres
0.03
$2,500,000 | 1574 Beacon Street

$2,500,000

1574 Beacon Street

$2,385,000 | 15 Vine Street, Newton, MA 02467

$2,385,000

Bedrooms
5
Bathrooms
5
Square Feet
5,431
Acres
0.32
$2,350,000 | 56 Spooner Road, Chestnut Hill, MA 02467

$2,350,000

Bedrooms
5
Bathrooms
4
Square Feet
2,965
Acres
0.28
$2,300,000 | 140 Mt Vernon Street, Unit 9, Boston, MA 02108

$2,300,000

Bedrooms
2
Bathrooms
2
Square Feet
1,405
$2,130,000 | 22-24 Clyde Street, Belmont, MA 02478

$2,130,000

Bedrooms
5
Bathrooms
5
Square Feet
3,821
Acres
0.14
$2,085,000 | 22 Norwich Road, Wellesley, MA 02481

$2,085,000

Bedrooms
5
Bathrooms
4
Square Feet
4,010
Acres
0.46
$1,950,000 | 284 Pond Street, Jamaica Plain, MA 02130

$1,950,000

Bedrooms
4
Bathrooms
4
Square Feet
3,620
$1,921,500 | 40-42 Park Avenue, Cambridge, MA 02138

$1,921,500

Bedrooms
5
Bathrooms
4
Square Feet
2,087
Acres
22.96
a front view of a house with a yard

$1,880,000

Bedrooms
5
Bathrooms
6
Square Feet
6,031
Acres
0.34
$1,850,000 | 39 Edison Green, Boston, MA 02125

$1,850,000

Bedrooms
11
Bathrooms
5
Square Feet
3,474
Acres
0.07
$1,825,000 | 16 Upton Street, Unit 1, Boston, MA 02118

$1,825,000

Bedrooms
3
Bathrooms
3
Square Feet
1,877
$1,799,000 | 12-14 Mt Pleasant Street, Unit 12, Winchester, MA 01890

$1,799,000

Bedrooms
6
Bathrooms
4
Square Feet
4,782
Acres
0.21
Past Rentals
$8,800 | 303 Columbus Avenue, Unit 506, Boston, MA 02116

$8,800

Bedrooms
3
Bathrooms
3
$7,995 | 77 Exeter Street, Unit 2408, Boston, MA 02199

$7,995

Bedrooms
2
Bathrooms
2
$7,500 | 5 Dwhinda Road, Newton, MA 02468

$7,500

Bedrooms
5
Bathrooms
5
a view of a house with a yard and tree s

$7,000

Bedrooms
6
Bathrooms
4
Square Feet
4,264
$6,100 | 59 Crest Road, Wellesley, MA 02482

$6,100

Bedrooms
3
Bathrooms
3
$6,000 | 11 Durham Street, Unit 4, Boston, MA 02115

$6,000

Bedrooms
2
Bathrooms
2
$6,000 | 41 Phillips Street, Unit 4, Boston, MA 02114

$6,000

Bedrooms
2
Bathrooms
3
a front view of a house with a yard

$5,650

Bedrooms
5
Bathrooms
3
$5,600 | 93 South Street, Needham, MA 02492

$5,600

Bedrooms
4
Bathrooms
3
a kitchen with kitchen island granite countertop a refrigerator and a stove top oven

$5,250

Bedrooms
3
Bathrooms
3
$5,100 | 40 Traveler Street, Unit 113, Boston, MA 02118

$5,100

Bedrooms
2
Bathrooms
2
a front view of a multi story building

$5,100

Bedrooms
2
Bathrooms
2
$5,000 | 29 Vassal Lane, Unit 3, Cambridge, MA 02138

$5,000

Bedrooms
4
Bathrooms
2
Square Feet
1,600
a view of kitchen and hall with wooden floor

$4,850

Bedrooms
3
Bathrooms
3
$4,800 | 493 E 3rd St, Unit 1 | Boston

$4,800

493 E 3rd St, Unit 1

Boston

$4,750 | 59 Wachusett Street, Unit 1, Boston, MA 02130

$4,750

Bedrooms
3
Bathrooms
3
$4,745 | 5 McBride Street, Unit 401, Boston, MA 02130

$4,745

Bedrooms
4
Bathrooms
2