Matt Winterle Real Estate Agent - Serhant

24 Harbor Ave, Falmouth, MA Pending $899,900 - listed by Matt Winterle — Pending $899,900

Matt Winterle listing agent for 70 Cross Creek Ln, Duxbury, MA - sold for $1,460,000 — Sold $1,460,000

10 & 12 Boldwater Rd, Edgartown, MA For Sale $14,500,000 - co-listed by Matt Winterle — For Sale $14,500,000 • Co-Listing Agent

Matt Winterle buyer's agent for 90 Helena Rd, Marshfield, MA - sold for $725,000 — Sold $725,000

3098 State Hwy Rte 6, Wellfleet, MA For Sale $749,000 - listed by Matt Winterle — For Sale $749,000

Matt Winterle

Boston MA

Serhant

60 Closed Sales

$70.7M Total Value

$431K - $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	10
Total Value	$11,337,200
Average Sale Price	$1,133,720
Price Range	$431K - $2.4M

Buyer Deals
Total Deals	4
Total Value	$3,005,000
Average Sale Price	$751,250
Price Range	$450K - $1.2M

1 Year View by Quarter

Seller Deals
Total Deals	15
Total Value	$24,462,200
Average Sale Price	$1,630,813
Price Range	$431K - $7.6M

Buyer Deals
Total Deals	8
Total Value	$7,457,000
Average Sale Price	$932,125
Price Range	$450K - $1.3M

2 Year View by Quarter

Seller Deals
Total Deals	34
Total Value	$43,024,600
Average Sale Price	$1,265,429
Price Range	$431K - $7.6M

Buyer Deals
Total Deals	26
Total Value	$27,682,020
Average Sale Price	$1,064,693
Price Range	$450K - $2.6M

5 Year View

Areas Matt is Experienced In

Matt's Listings and Deals

Matt's Active Listings

$749,000
- 4 Beds
- 2 Baths
- 1,387 Sq Ft
3098 State Hwy Rte 6

Wellfleet, MA
New price, new opportunity in Wellfleet! Tucked away at the end of a quiet private road, this 4-bedroom, 2-bath Cape offers an increasingly compelling value for buyers looking to establish a foothold in one of Cape Cod's most sought-after coastal communities. Set on a generous wooded lot just 1.5 miles from Mayo Beach and approximately 2.5 miles from The Beachcomber, the property combines privacy

Matt Winterle Serhant

$3,999,900
- 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 and dining spaces are enhanced by harbor and skyline views, wide-plank white oak floors, custom millwork, and two

Matt Winterle Serhant

Co-Listing Agent

$14,500,000
- 11 Beds
- 13 Baths
- 9,500 Sq Ft
10 & 12 Boldwater Rd

Edgartown, MA
A rare offering of extraordinary scale and architectural significance, this 22-acre Martha's Vineyard estate represents a category of ownership seldom available on the Island. Designed around privacy, natural beauty, and enduring craftsmanship, the living spaces encompass more than 9,500 square feet across multiple thoughtfully designed structures, creating an unparalleled setting for

Matt Winterle Serhant

Co-Listing 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

$899,900

Pending
- 3 Beds
- 2 Baths
- 1,325 Sq Ft
24 Harbor Ave

Falmouth, MA
Welcome to the ultimate Cape Cod summer escape! This move-in-ready 3-bedroom, 2-bath Cape offers over 1,300 sq ft of inviting living space and an outdoor setting made for unforgettable summers. Step out back and enter a private oasis featuring a large saltwater in-ground pool with new heater, expansive patio, deck and fire pit—perfect for entertaining, relaxing after the beach or spending the

Matt Winterle Serhant

Recently Sold

$850,000

Sold Sep 18, 2026
- 3 Beds
- 2 Baths
- 2,118 Sq Ft
249 High St

Duxbury, MA
- 11% Below List
- 114 Days On Market
- $401/SF
- Current Est. Value $901K
Matt Winterle Serhant

$1,460,000

Sold Jun 29, 2026
- 4 Beds
- 2.5 Baths
- 3,306 Sq Ft
70 Cross Creek Ln

Duxbury, MA
- 3% Below List
- 6 Days On Market
- $442/SF
- Current Est. Value $1M
Matt Winterle Serhant

$1,399,500

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

Duxbury, MA
- 4 Days On Market
- $481/SF
- 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
- 2 Days On Market
- $372/SF
- Current Est. Value $938K
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
- 5 Days On Market
- $504/SF
- 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
- 5 Days On Market
- $522/SF
- 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
- 6 Days On Market
- $1,487/SF
- 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
- 2 Days On Market
- $282/SF
- Current Est. Value $758K
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
- 2 Days On Market
- $321/SF
- Current Est. Value $729K
Matt Winterle Serhant

Awards and Designations

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

Agent License: Massachusetts 074079

Frequently Asked Questions

Who is Matt Winterle, and what is their real estate background?

How many homes has Matt Winterle sold in Boston, MA?

What is Matt Winterle's track record representing buyers?

What is Matt Winterle's track record as a listing agent?

What areas does Matt Winterle serve?

How can I contact Matt Winterle?

Matt Winterle

(781) 427-7276

Nearby Homes

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

Areas Matt is Experienced In

Matt's Listings and Deals

Matt's Active Listings

Recently Sold

Awards and Designations

Frequently Asked Questions

Who is Matt Winterle, and what is their real estate background?

How many homes has Matt Winterle sold in Boston, MA?

What is Matt Winterle's track record representing buyers?

What is Matt Winterle's track record as a listing agent?

What areas does Matt Winterle serve?

How can I contact Matt Winterle?