Winthrop, MA Real Estate & Homes For Sale

61 homes

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NEW - 2 MIN AGO
$499,000
1 Bed
1 Bath
683 sqft
10 Somerset Ave #U405,
Winthrop, MA 02152
Charlesgate New Development Team, Charlesgate Realty Group, llc
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NEW - 19 HRS AGO
$650,000
3 Beds
2 Baths
800 sqft
496 Winthrop St,
Winthrop, MA 02152
Angela Dello Russo, United Brokers
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NEW - 2 DAYS AGO
$485,000
1 Bed
1.5 Baths
591 sqft
600 Shirley St #7,
Winthrop, MA 02152
Elizabeth Ferrara, Cottage Hill Real Estate
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OPEN SAT, 11-12:30PM
$829,000
4 Beds
2.5 Baths
2,700 sqft
546 Shirley St,
Winthrop, MA 02152
Melissa Flamburis, Redfin Corp.
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$625,000
2 Beds
2 Baths
1,203 sqft
1 Seal Harbor Rd #815,
Winthrop, MA 02152
Peggie Gilbert, Coldwell Banker Peggy Carter Team
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$400,000
2 Beds
1 Bath
677 sqft
53 Trident Ave #301,
Winthrop, MA 02152
Amanda Woodward, Coldwell Banker Realty - Boston
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$689,000
2 Beds
2 Baths
1,183 sqft
550 Pleasant St #411,
Winthrop, MA 02152
Ricardo Rodriguez & Associates Group, Coldwell Banker Realty - Boston
$1,525,000
4 Beds
2.5 Baths
2,475 sqft
89-89R Upland Rd,
Winthrop, MA 02152
David Cody, Orchard Park Realty
$749,000
2 Beds
2.5 Baths
1,800 sqft
21 Hutchinson St #1,
Winthrop, MA 02152
Jason Saphire, www.HomeZu.com
$1,100,000
5 Beds
4 Baths
2,949 sqft
32 Irwin St,
Winthrop, MA 02152
Michael Giannone, The Aland Realty Group LLC
3D VIEW
$579,000
2 Beds
2 Baths
1,205 sqft
1 Seal Harbor Rd #413,
Winthrop, MA 02152
Tammy Merk, Lantern Residential
OPEN SAT, 11-12:30PM
$799,000
2 Beds
2 Baths
1,417 sqft
1 Seal Harbor Rd #Penthouse 16,
Winthrop, MA 02152
Meg Grady, The Persac Group, LLC
$1,225,000
9 Beds
3 Baths
3,621 sqft
117 Revere St,
Winthrop, MA 02152
Peter Marino, Peter A. Marino Realty
NEW CONSTRUCTION
0.26 ACRES
$2,460,000
16 Beds
14 Baths
10,000 sqft
63-63 69 Putnam St,
Winthrop, MA 02152
The Bill Butler Group, Leading Edge Real Estate
$779,000
3 Beds
2.5 Baths
1,800 sqft
189 Shirley St #1,
Winthrop, MA 02152
Nicole Bettano, Lantern Residential
3D VIEW
$510,000
2 Beds
2 Baths
903 sqft
34 Underhill St #4,
Winthrop, MA 02152
Reserve Team, Reference Real Estate
0.35 ACRES
$4,724,900
10 Beds
12.5 Baths
9,156 sqft
1001 Shirley St,
Winthrop, MA 02152
The Legacy Group, Serhant
$1,199,000
5 Beds
2 Baths
2,635 sqft
66 Sunnyside Ave,
Winthrop, MA 02152
Mirna Orellana, COM-PRO Real Estate Services, Inc
$510,000
2 Beds
1 Bath
1,006 sqft
52 Trident Ave #52,
Winthrop, MA 02152
Alla Rossi, Coldwell Banker Realty - Boston
3D VIEW
$1,300,000
3 Beds
2 Baths
2,214 sqft
32 Faun Bar Ave,
Winthrop, MA 02152
Evelyn Rockas, Coldwell Banker Realty - Lynnfield
3D VIEW
$875,000
3 Beds
2.5 Baths
1,837 sqft
27 Billows St,
Winthrop, MA 02152
Reserve Team, Reference Real Estate
OPEN TUE, 5:30-7PM
$499,900
1 Bed
1 Bath
947 sqft
1 Seal Harbor Rd #210,
Winthrop, MA 02152
James Lonergan, Lonergan Real Estate
$839,000
3 Beds
2 Baths
1,736 sqft
70 Moore St #PENTHOUSE,
Winthrop, MA 02152
Cassie Comstock, Compass
$340,000
2 Beds
1 Bath
772 sqft
800 Governors Dr #6,
Winthrop, MA 02152
Fiorella Marte, StartPoint Realty
$400,000
2 Beds
1 Bath
664 sqft
53 Trident Ave #303,
Winthrop, MA 02152
Jack Middleton, Berkshire Hathaway HomeServices Commonwealth Real Estate
$799,986
6 Beds
2 Baths
2,560 sqft
50 Main St,
Winthrop, MA 02152
Matt Tasgin, United Brokers
3D VIEW
$799,000
3 Beds
3 Baths
1,996 sqft
55 Banks St #2,
Winthrop, MA 02152
Cheng Liang, CWQ Realty Group LLC
3D VIEW
$565,000
2 Beds
1 Bath
928 sqft
16 Billows St #2,
Winthrop, MA 02152
Reserve Team, Reference Real Estate
$1,899,000
4 Beds
3.5 Baths
1,904 sqft
70 Edgehill Rd,
Winthrop, MA 02152
Kelvin Peters, Redfin Corp.
$654,000
1 Bed
2 Baths
1,263 sqft
3 Seal Harbor Rd #632,
Winthrop, MA 02152
Mark Carangelo, Mark Carangelo
3D VIEW
$990,000
5 Beds
2 Baths
2,123 sqft
57 Loring Rd,
Winthrop, MA 02152
Dmitriy Khesin, Rise Signature Homes
OPEN WED, 5-6:30PM
$399,000
1 Bed
1 Bath
546 sqft
10 Somerset Ave #304,
Winthrop, MA 02152
Charlesgate New Development Team, Charlesgate Realty Group, llc
$849,900
2 Beds
2.5 Baths
1,551 sqft
1001 Shirley St #3,
Winthrop, MA 02152
The Legacy Group, Serhant
$319,999
1 Bed
1 Bath
351 sqft
600 Shirley St #11,
Winthrop, MA 02152
Alla Rossi, Coldwell Banker Realty - Boston
$550,000
1 Bed
1 Bath
994 sqft
1 Seal Harbor Rd #300,
Winthrop, MA 02152
Alla Rossi, Coldwell Banker Realty - Boston
$829,999
4 Beds
1.5 Baths
2,000 sqft
876 Shirley St #1,
Winthrop, MA 02152
James Iannuzzi, Amo Realty - Boston City Properties
$499,000
2 Beds
1 Bath
913 sqft
43 Sagamore Ave #1A,
Winthrop, MA 02152
Nicole Bettano, Lantern Residential
3D VIEW
$1,300,000
5 Beds
3 Baths
2,799 sqft
193-195 Winthrop St,
Winthrop, MA 02152
Lisa Licata-Schepici, L.L.S. Realty LLC
$475,000
1 Bed
1 Bath
623 sqft
140 Shirley St #230,
Winthrop, MA 02152
Kovacs Savage Team, Byrnes Real Estate Group LLC
OPEN WED, 5-6:30PM
3D VIEW
$629,000
2 Beds
2 Baths
985 sqft
10 Somerset Ave #406,
Winthrop, MA 02152
Charlesgate New Development Team, Charlesgate Realty Group, llc

Winthrop, MA Real Estate Trends

Learn about the Winthrop, MA housing market through trends and averages.

Affordability
Home Value
What Locals Say

Affordability of Living in Winthrop, MA

The median home value is $698,838

Month	Median home value
June 2025	$697k
July 2025	$696k
August 2025	$696k
September 2025	$697k
October 2025	$699k
November 2025	$702k
December 2025	$703k
January 2026	$703k
February 2026	$702k
March 2026	$701k
April 2026	$699k
May 2026	$699k

View as a graph

Trends and affordability stats are provided by third party data sources.

Average Home Value in Winthrop, MA, by Home Size

Currently, there are 12 new listings in Winthrop, MA and 61 homes for sale.

Home Size	Home Value*
1 bedroom (11 homes)	$467,553
2 bedrooms (21 homes)	$513,146
3 bedrooms (11 homes)	$734,925
4 bedrooms (8 homes)	$840,738

*Home value over the past month

What Locals Say about Winthrop

Review Highlights

Winthrop, MA: coastal, close‑knit stability with strong schools and family value near Boston. Residents praise safety, schools, beaches, walkability, and easy access to Boston. Traffic, tolls, and no direct T service; buses to Blue Line add time and cost.

AI-generated summary of moderated reviews.

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Yv9h5vmcvm
Resident
2y ago
"Great neighborhood community, with alot of outdoor space. No school bus route but everything is relatively close and walkable. Easy access to public transportation. The community is welcoming and supportive."
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Trulia User
Resident
3y ago
"Reliable bus to the nearby T station makes the commute manageable and coffee shops add to the experience."
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Job4cwsouthworth
Resident
4y ago
"Great area! Its mostly quiet and you have access to all Boston has to offer. There are frequent local events outside in the summer and a lot of clubs and thing to do indoors in winter. The city center is small but it has the essentials and some nice cafes. The BBQ place does a great brunch! Plus you have ocean access! The ocean micro-climate in Winthrop means warmer winters and cooler in the summers. Nothing in life is perfect, but Winthrop comes close! "
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Trulia User
Prev. Resident
4y ago
"You can park at orient heights for 6 bucks or one of the other lots along the blue line. The commute in is easy. Easy like Sunday morning."
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Trulia User
Resident
5y ago
"Coughlin Park is a great place to meet up with other dogs! usually after work lots of people bring their dogs there and let them play! always good to be around other dog lovers !"
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Trulia User
Resident
5y ago
"Winthrop is close to downtown Boston, the beach, Logan Airport and the MBTA (both bus and train lines)."
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Trulia User
Resident
5y ago
"Winthrop is near the beach, near Boston, near the Airport, near highways and has access to public transportation. City life without the city!"
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Alexander21mp
Resident
5y ago
"Not good, this lovely city should have a better transportation. Also, traffic can be very ugly during morning and evening."
6
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Joey C.
Resident
5y ago
"Lots of small town events. Craft fairs, holiday gift shows The Horribles Parade and Firewomen. Halloween haunt and holiday tree lighting in town center."
3
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Mikeborghe
Resident
5y ago
"Great neighborhood!! On the ocean and next to the city. But most importantly very safe! Friendly environment. "
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Andrea L. G.
Resident
6y ago
"I lived here for 5 years and love it! Love walks to the beach and shops & restaurants in the center of town. "
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Janelleallison90
Resident
6y ago
"Santa comes plus School fundraisers and sporting events. Winthrop market always supports kids in need. "
1
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Jojowhite118
Resident
6y ago
"Commute would be better if we got a discount on the tolls. I go though Chelsea, Everett, Charlestown to get to work at TD Garden. I come home the same way which is so out of my way. To pay the Tolls it’s like another big bill on my hands. I love living in Winthrop but I’ll probably move out because of the toll’s. "
5
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Kbiti01
Resident
6y ago
"I live here it is a great town with lots of little shops and really nice people. It is very close to walking distance of the beach. "
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Pinzonaleja
Resident
6y ago
"I love Winthrop, is a safe and beautiful environment and is close to the sea also has public transportation (bus) every 15 min "
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Chris
Resident
6y ago
"I've lived in Winthrop 10byears. I have a six year old son and I am going to raise him here. This is a great town. I have lived all over and Winthrop is excellent. Small town feel next to big city and all that has to offer. Culture, safe, great schools and the beach! "
9
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Katlyn J.
Resident
6y ago
"It’s a great town to live in awesome schools and teachers. People around here are pretty nice. Foods amazing around here lots of restaurants and we have beaches as well"
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Nicole P. .
Resident
6y ago
"Quick walk to the 712 bus which takes you to Orient Heights on the blue line. About 35 mins door to door to downtown Boston."
2
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Trulia User
Resident
7y ago
"Winthrop is a great suburban town located in close proximity to both Boston and Logan airport. It’s a safe family oriented community, offering many family oriented activities throughout the year. It’s great for outdoor living as well, being a costal community, there are many ways to enjoy the great outdoors in Winthrop. No matter what your into... walking, biking, water sports... whatever... Winthrop is nice place to call home...😎"
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Pinzonaleja
Resident
7y ago
"Winthrop is not close to the T, but it has regular bus service to the orient heights station. At least every 15- 20 min there is a bus going to the station or departing to Winthrop. "
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Tacm12000
Resident
7y ago
"Movies on the beach. Santa’s parade. Town hall meetings for residents. Nice police force. Very reactive. "
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Elaine C.
Resident
7y ago
"Every festival makes our community like a family, but I Think the drama club of middle school, at the center the Blue light tree at Christmas even. "
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Elaine C.
Resident
7y ago
"We moved to Winthrop 5 years ago and we like the hole family fall in love with the city. My kids grow so much here in all potencial areas, my son Plays football and Basketball for High school we are very happy here."
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Trulia User
Resident
7y ago
"Great parks, nice playground, for toddlers and older kids, skate park, courts for basketball. Sporting goods store in the center for kids who play sports! Nice restaurants all throughout town! Safe neighborhood to walk around in! "
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Alyssa S.
Resident
7y ago
"Plenty of buses that take you to the blue line at Orient Heights station...4 stops to Boston. You could also choose to drive to the station to park and take the train"
1
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Odwyro
Resident
7y ago
"Skunks share the hill and dogs get sprayed regularly especially when let out in the yard at night I attended. Beach is seasonal for dogs."
1
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The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.
The MLS listing information displayed is deemed reliable, but is not guaranteed accurate by the MLS.

Winthrop, MA Real Estate & Homes For Sale

61 homes

Winthrop, MA Real Estate Trends

Affordability of Living in Winthrop, MA

Average Home Value in Winthrop, MA, by Home Size

What Locals Say about Winthrop

Review Highlights

Nearby Real Estate

Nearby Zip Codes

Popular Cities in Massachusetts

Winthrop Neighborhoods

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