Matt Winterle

Boston MA

Serhant

62 Closed Sales

$71.8M Total Value

$260K - $7.6M Price Range

$1.2M Average Price

Prior 5 years

About Matt

Matt has been a real estate professional for over 15 years. He started his career in commercial real estate appraising before co-founding the Boston-based real estate brokerage Boston Condo Group, LLC in 2006. Matt was the company’s Lead Broker-Owner and Director of Marketing from 2006 to 2017. Over this time, he helped buyers, sellers, and investors purchase and sell real estate in the City of Boston and throughout all eastern Massachusetts, including the Cape and the Islands. Matt has earned the real estate designations of Certified Buyer Representative (CBR), Accredited Buyer Representative (ABR), and Graduate of the Realtor Institute (GRI), and is also licensed to help buyers and sellers in New Hampshire.

A long-time resident of Duxbury, MA, Matt lived in Boston for about 12 years before moving back to Duxbury with his family in 2015. Matt was with Waterfront Realty Group for the past several years until recently opening the new LAER LUX (a division of Laer Realty Partners) office on the South Shore. Matt continues to represent buyers and sellers in and around the Boston area, as well as the North Shore and South Shore towns of Massachusetts.
Prior to beginning a career in real estate, Matt received a degree in economics from Bates College in Lewiston Maine where he was also Captain of the Bates Men’s Lacrosse team. More recently, Matt received his MBA from the F.W. Olin Graduate School of Business at Babson College.

Home Types: House, Condo, Townhouse, MultiFamily

Years of Experience: 19

Education: Bates College - Economics Babson College

Transaction History

1 Year
2 Year
5 Year

Seller Deals
Total Deals	9
Total Value	$10,177,200
Average Sale Price	$1,130,800
Price Range	$431K - $2.4M

Buyer Deals
Total Deals	5
Total Value	$3,997,000
Average Sale Price	$799,400
Price Range	$450K - $1.2M

1 Year View by Quarter

Seller Deals
Total Deals	15
Total Value	$23,727,200
Average Sale Price	$1,581,813
Price Range	$431K - $7.6M

Buyer Deals
Total Deals	10
Total Value	$10,127,000
Average Sale Price	$1,012,700
Price Range	$450K - $1.4M

2 Year View by Quarter

Seller Deals
Total Deals	33
Total Value	$41,454,600
Average Sale Price	$1,256,200
Price Range	$431K - $7.6M

Buyer Deals
Total Deals	29
Total Value	$30,392,020
Average Sale Price	$1,048,001
Price Range	$260K - $2.6M

5 Year View

Neighborhoods Matt is Experienced In

Matt's Open Houses

$4,300,000
- 3 Beds
- 3.5 Baths
- 2,258 Sq Ft
50 Battery St

Unit 401/501

Boston, MA
Rarely does a residence combine the scale of a single-family home with the convenience and prestige of Boston’s waterfront living. This meticulously renovated duplex at coveted Burroughs Wharf, offers 3 bedrooms and 3.5 baths across a thoughtfully designed floor plan. Sun-filled living & dining spaces are enhanced by harbor & skyline views, wide-plank white oak floors, custom millwork, and two

Matt Winterle Serhant

Matt's Active Listings

$799,000
- 4 Beds
- 2 Baths
- 1,387 Sq Ft
3098 State Hwy Rte 6

Wellfleet, MA
Tucked away at the end of a quiet road, this 4-bedroom, 2-bath Cape offers the perfect blend of privacy, convenience, and Cape Cod living. Set on a generously sized lot just 1.5 miles from Mayo Beach, you'll enjoy easy access to Wellfleet's renowned beaches, restaurants, galleries, and outdoor recreation while returning home to your own peaceful retreat. Inside, the sun-filled open floor plan

Matt Winterle Serhant

$899,900
- 3 Beds
- 2 Baths
- 2,118 Sq Ft
249 High St

Duxbury, MA
Don’t miss this one-of-a-kind New England antique reproduction in Duxbury. This 3-bedroom, 2-bath home offers comfortable open living space, while blending timeless craftsmanship with thoughtful updates. Built in 1985, it features intricate woodworking, paneled walls, wide-pine floors, and 10+ foot ceilings that create a warm, inviting feel throughout. The open living room, with gas fireplace, is

Matt Winterle Serhant

Joint Agent

$4,995,000
- 10 Beds
- 10.5 Baths
- 7,560 Sq Ft
48 Red Brook Harbor Rd

Bourne, MA
The Aldrich House returns to Red Brook Harbor. Built in 1890 as a seaside retreat for Boston travelers arriving by train, the Cataumet landmark was fully restored in 2022 with all-new systems, whole-house generator, and an 18-bedroom Title V septic, the kind of permit Cape towns no longer issue. Across three stories, more than 7,000 SF of refined interior: an open great room with floor-to-ceiling

Matt Winterle Serhant

$1,499,900
- 4 Beds
- 2.5 Baths
- 3,306 Sq Ft
70 Cross Creek Ln

Duxbury, MA
Tucked away in one of Duxbury’s most desirable cul-de-sac neighborhoods, this extensively renovated 4-bedroom, 2.5-bath home offers over 3,300 sq. ft. of turnkey living with exceptional upgrades throughout. Since 2020, nearly every major system has been thoughtfully improved, including full HVAC modernization, electrical upgrades, whole-house generator install, EV charging, smart home features,

Matt Winterle Serhant

Recently Sold

$1,399,500

Sold May 29, 2026
- 4 Beds
- 2 Baths
- 2,911 Sq Ft
31 James Rd

Duxbury, MA
- $481/SF
- 4 Days On Market
- Current Est. Value $1M
Matt Winterle Serhant

$935,000

Sold Apr 30, 2026
- 3 Beds
- 3.5 Baths
- 2,511 Sq Ft
3 Parker Ridge Way

Newburyport, MA
- 4% Above List
- $372/SF
- 2 Days On Market
- Current Est. Value $918K
Matt Winterle Serhant

$1,310,700

Sold Mar 9, 2026
- 4 Beds
- 2.5 Baths
- 2,600 Sq Ft
45 Plantation Dr

Duxbury, MA
- 10% Above List
- $504/SF
- 5 Days On Market
- Current Est. Value $1M
Matt Winterle Serhant

$1,195,000

Sold Feb 13, 2026
- 4 Beds
- 2 Baths
- 2,291 Sq Ft
68 Abrams Hill Rd

Duxbury, MA
- $522/SF
- 5 Days On Market
- Current Est. Value $1M
Matt Winterle Serhant

$2,350,000

Sold Dec 4, 2025
- 3 Beds
- 2 Baths
- 1,580 Sq Ft
54 Marshall St

Duxbury, MA
- 13% Below List
- $1,487/SF
- 6 Days On Market
- Current Est. Value $2M
Matt Winterle Serhant

$706,000

Sold Sep 30, 2025
- 4 Beds
- 2.5 Baths
- 2,506 Sq Ft
223 Elm St

Pembroke, MA
- 9% Above List
- $282/SF
- 2 Days On Market
- Current Est. Value $742K
Matt Winterle Serhant

$700,000

Sold Aug 29, 2025
- 3 Beds
- 2.5 Baths
- 2,181 Sq Ft
70 Parks St

Unit 10

Duxbury, MA
- 8% Above List
- $321/SF
- 2 Days On Market
- Current Est. Value $723K
Matt Winterle Serhant

$431,000

Sold Jul 26, 2025
- 4 Beds
- 3 Baths
- 2,416 Sq Ft
20 Laurence Dr

West Springfield, MA
- 8% Above List
- $178/SF
- 59 Days On Market
- Current Est. Value $445K
Matt Winterle Serhant

$1,150,000

Sold Apr 15, 2025
- 4 Beds
- 2.5 Baths
- 3,116 Sq Ft
63 Ring Rd

Kingston, MA
- 3% Below List
- $369/SF
- 103 Days On Market
- Current Est. Value $1M
Matt Winterle Serhant

Awards and Designations

GRI - Graduate REALTOR Institute
ABR - Accredited Buyer Representative
CBR - Certified Buyer Representative

Agent License: Massachusetts 074079

Matt Winterle

(781) 427-7276

Serhant

(781) 427-7276

Homes for Sale by City

Matt Winterle

About Matt

Transaction History

Seller Deals

Buyer Deals

Production Over Time

1 Year View by Quarter

Seller Deals

Buyer Deals

Production Over Time

2 Year View by Quarter

Seller Deals

Buyer Deals

Production Over Time

5 Year View

Neighborhoods Matt is Experienced In

Matt's Listings and Deals

Matt's Open Houses

Matt's Active Listings

Recently Sold

Awards and Designations