Winthrop Town, MA homes for sale & real estate

79 homes + 1 early access

Sort:

Recommended

NEW 1 HR AGO

ABOUT THIS HOME
Winthrop Town, MA Homes for Sale
This is your chance to live in Winthrop by the sea. This condo is located in a section of Winthrop known as Point Shirley. This condo is surrounded by amenities. The MBTA. bus to Boston or Logan airport stops directly across the street from your front door at the same place the local school bus stops. Winthrop also has a MBTA. water taxi to Boston. It's a fun ride across Boston harbor. The town beach is only a two-minute walk. Just grab your gear leave the car home and have fun. The neighborhood is great for walking and biking either on the beach or on Grandview ave. You will have on site parking plus curbside parking. Winthrop has three yacht clubs two boat marinas and a golf course. It al

$498,500

2 beds1.5 baths1,002 sq ft

1020 Shirley St #1020, Winthrop, MA 02152

On site parking • Curbside parking • Two boat marinas

EARLY ACCESSCOMPASS COMING SOON

ABOUT THIS HOME
Winthrop Town, MA Homes for Sale
Move right into this beautifully updated two-bedroom, one-bath condominium at 29 Seafoam Ave, located less than 500 feet from Winthrop Beach. Recent upgrades include a fully renovated bathroom, fresh interior paint, and newly refinished hardwood floors, offering a turnkey opportunity from day one. The turnkey home also features dedicated laundry, direct access to an exclusive-use covered porch, access to a shared backyard, and assigned parking for two vehicles, a rare find in this coastal community. Positioned in a recreation-lover's paradise, this property is just half a mile from the Winthrop Golf Club and Boston Tennis, and under a mile from the Winthrop Yacht Club, boat ramp, and the co

$425,000

2 beds1 bath861 sq ft

29 Seafoam Ave #1, Winthrop, MA 02152

Dedicated laundry • Assigned parking

ABOUT THIS HOME
Winthrop Town, MA Homes for Sale
Welcome to 14 Irwin Street, a charming single-family home in one of Winthrop’s inviting residential neighborhoods. Offering approximately 1,413 square feet of living space, this classic two-story home features 3 bedrooms, 1.5 bathrooms, and 7 total rooms, providing a comfortable foundation for your next chapter. Enjoy the best of Winthrop’s coastal lifestyle with the beach just a short walk away at the end of the street. Plus, with a bus stop just steps away, public transportation is conveniently accessible for an easier daily commute. From morning walks by the water to summer afternoons at the beach, this location makes everyday living feel a little more special. Set on an appr

$665,000

3 beds1.5 baths1,413 sq ft

14 Irwin St, Winthrop, MA 02152

5,000 sq ft lot • 3 parking spots • Built 1900

NEW 25 HRS AGO

ABOUT THIS HOME
Winthrop Town, MA Homes for Sale
Welcome to 23 Trident Avenue, Unit 1, in the desirable seaside community of Winthrop! This spacious first-floor condominium offers approximately 1,374 square feet of living space, featuring 7 rooms, 3 bedrooms, 1 full bathroom, and a versatile bonus room ideal for a home office, creative space, or additional flex space. Thoughtful improvements by the current owner include a new refrigerator, garbage disposal, ceiling fans, bathroom ventilation fan, and updated light fixtures. Additional highlights include TWO off-street parking spaces and convenient basement storage, providing valuable extra room for your belongings. Enjoy all that coastal living has to offer with nearby beaches, local rest

$519,000

3 beds1 bath1,374 sq ft

23 Trident #1, Winthrop, MA 02152

Garbage disposal • Ceiling fans • Bonus room

ABOUT THIS HOME
Winthrop Town, MA Homes for Sale
Fantastic 3-Family Opportunity in Winthrop Center! Well-maintained and with recent updates, this multi-family property offers an excellent opportunity for investors and owner-occupants alike. The property features a 1-bedroom lower-level unit, a spacious 2-bedroom unit with two bonus flex rooms, and a 3-bedroom unit with two additional flex spaces. Recent improvements include replacement windows, updated electrical, interior and exterior painting, bathroom upgrades, new fencing, landscaping enhancements, soffit and gutter repairs, heating system updates, and added off-street parking. Select units enjoy private outdoor space and all units offer laundry. Ideally located just moments from Wint

$1,250,000

6 beds3 baths3,420 sq ft

23-25 Fremont St, Winthrop, MA 02152

Updated electrical • New fencing • Bathroom upgrades

Property at 23 Trident Ave, Winthrop, MA 02152, 3 beds, 1 bath

$519,000

3 beds1 bath1,374 sq ft

23 Trident Ave, Winthrop, MA 02152

Property at 43 Dolphin Ave, Winthrop, MA 02152, 5 beds, 2.5 baths

$799,900

5 beds2.5 baths2,437 sq ft

43 Dolphin Ave, Winthrop, MA 02152

Property at 91 Fremont St, Winthrop, MA 02152, 5 beds, 2.5 baths

$599,900

5 beds2.5 baths2,200 sq ft

91 Fremont St, Winthrop, MA 02152

Property at 16 Loring Rd, Winthrop, MA 02152, 2 beds, 1 bath

$569,000

2 beds1 bath1,692 sq ft

16 Loring Rd, Winthrop, MA 02152

Property at 32 Elmwood Ave, Winthrop, MA 02152, 4 beds, 1.5 baths

$839,900

4 beds1.5 baths1,942 sq ft

32 Elmwood Ave, Winthrop, MA 02152

Property at 7 Enfield Rd, Winthrop, MA 02152, 2 beds, 1 bath

$679,900

2 beds1 bath1,144 sq ft

7 Enfield Rd, Winthrop, MA 02152

Property at 15 Ocean #206, Winthrop, MA 02152, 2 beds, 2 baths

$540,000

2 beds2 baths1,295 sq ft

15 Ocean #206, Winthrop, MA 02152

Property at 129 Strandway, Winthrop, MA 02152, 4 beds, 3 baths

$1,275,000

4 beds3 baths2,599 sq ft

129 Strandway, Winthrop, MA 02152

Property at 62 Pleasant St #2, Winthrop, MA 02152, 3 beds, 2 baths

$624,995

3 beds2 baths1,690 sq ft

62 Pleasant St #2, Winthrop, MA 02152

Property at 63 Harbor View Ave, Winthrop, MA 02152, 4 beds, 2 baths

$1,500,000

4 beds2 baths2,852 sq ft

63 Harbor View Ave, Winthrop, MA 02152

Property at 35 Triton Ave, Winthrop, MA 02152, 3 beds, 2 baths

$799,900

3 beds2 baths1,782 sq ft

35 Triton Ave, Winthrop, MA 02152

Property at 100 Governors Dr #2, Winthrop, MA 02152, 1 bed, 1 bath

$249,000

1 bed1 bath664 sq ft

100 Governors Dr #2, Winthrop, MA 02152

Property at 900 Governors Dr #37, Winthrop, MA 02152, 2 beds, 1 bath

$349,900

2 beds1 bath811 sq ft

900 Governors Dr #37, Winthrop, MA 02152

Property at 130 Shirley St #8, Winthrop, MA 02152, 1 bed, 1 bath

$449,900

1 bed1 bath623 sq ft

130 Shirley St #8, Winthrop, MA 02152

Property at 34 Underhill St #4, Winthrop, MA 02152, 2 beds, 2 baths

$475,000

2 beds2 baths903 sq ft

34 Underhill St #4, Winthrop, MA 02152

Property at 483 Shirley St Unit 6A, Winthrop, MA 02152, 1 bed, 1 bath

$299,900

1 bed1 bath720 sq ft

483 Shirley St Unit 6A, Winthrop, MA 02152

Property at 43 Sagamore Ave #1, Winthrop, MA 02152, 2 beds, 1 bath

$459,900

2 beds1 bath805 sq ft

43 Sagamore Ave #1, Winthrop, MA 02152

Property at 94 Winthrop Shore Dr, Winthrop, MA 02152, 2 beds, 3 baths

$1,095,000

2 beds3 baths2,649 sq ft

94 Winthrop Shore Dr, Winthrop, MA 02152

Property at 54 Trident Ave #54, Winthrop, MA 02152, 2 beds, 1 bath

$565,995

2 beds1 bath1,614 sq ft

54 Trident Ave #54, Winthrop, MA 02152

Property at 550 Pleasant St #201, Winthrop, MA 02152, 2 beds, 2 baths

$660,000

2 beds2 baths1,192 sq ft

550 Pleasant St #201, Winthrop, MA 02152

Property at 217 Pleasant St, Winthrop, MA 02152, 6 beds, 2.5 baths

$947,900

6 beds2.5 baths2,650 sq ft

217 Pleasant St, Winthrop, MA 02152

Property at 1 Seal Harbor Rd #601, Winthrop, MA 02152, 1 bed, 1 bath

$599,900

1 bed1 bath1,005 sq ft

1 Seal Harbor Rd #601, Winthrop, MA 02152

Property at 33 Bay View Ave, Winthrop, MA 02152, 3 beds, 1 bath

$580,000

3 beds1 bath931 sq ft

33 Bay View Ave, Winthrop, MA 02152

Property at 10 Somerset #307, Winthrop, MA 02152, 2 beds, 2 baths

$637,900

2 beds2 baths1,233 sq ft

10 Somerset #307, Winthrop, MA 02152

Property at 130 Shirley St #250, Winthrop, MA 02152, 2 beds, 2 baths

$699,900

2 beds2 baths1,113 sq ft

130 Shirley St #250, Winthrop, MA 02152

Property at 15 Ocean Ave #203, Winthrop, MA 02152, 2 beds, 2.5 baths

$499,900

2 beds2.5 baths1,210 sq ft

15 Ocean Ave #203, Winthrop, MA 02152

Property at 16 Billows St, Winthrop, MA 02152, 2 beds, 1 bath

$549,000

2 beds1 bath846 sq ft

16 Billows St, Winthrop, MA 02152

Property at 93 1/2 Winthrop Shore Dr, Winthrop, MA 02152, 3 beds, 1.5 baths

$900,000

3 beds1.5 baths1,334 sq ft

93 1/2 Winthrop Shore Dr, Winthrop, MA 02152

Property at 190 Pleasant St, Winthrop, MA 02152, 7 beds, 3 baths

$899,000

7 beds3 baths4,251 sq ft

190 Pleasant St, Winthrop, MA 02152

Property at 1 Seal Hbr #916, Winthrop, MA 02152, 2 beds, 2 baths

$699,999

2 beds2 baths1,417 sq ft

1 Seal Hbr #916, Winthrop, MA 02152

Property at 84 Tafts Ave, Winthrop, MA 02152, 3 beds, 1.5 baths

$639,000

3 beds1.5 baths1,200 sq ft

84 Tafts Ave, Winthrop, MA 02152

Property at 130 Shirley St #220, Winthrop, MA 02152, 2 beds, 1 bath

$549,900

2 beds1 bath782 sq ft

130 Shirley St #220, Winthrop, MA 02152

Property at 194 Washington Ave #4, Winthrop, MA 02152, 2 beds, 2 baths

$540,000

2 beds2 baths756 sq ft

194 Washington Ave #4, Winthrop, MA 02152

Property at 10 Somerset #205, Winthrop, MA 02152, 1 bed, 1 bath

$491,900

1 bed1 bath691 sq ft

10 Somerset #205, Winthrop, MA 02152

Property at 1001 Shirley St #4, Winthrop, MA 02152, 2 beds, 2.5 baths

$815,000

2 beds2.5 baths1,665 sq ft

1001 Shirley St #4, Winthrop, MA 02152

Property at 53 Trident Ave #301, Winthrop, MA 02152, 2 beds, 1 bath

$349,000

2 beds1 bath677 sq ft

53 Trident Ave #301, Winthrop, MA 02152

Viewing page 1 of 2

Average home prices near Winthrop Town, MA

Cities

Neighborhoods
Zip Codes

Logan Airport / Jeffries Point homes for sale
$679,000
Point Shirley homes for sale
East Boston homes for sale
$714,000
Beachmont homes for sale
$614,900
Orient Heights homes for sale
$749,974
Harbor View-Orient Heights homes for sale
$689,500
Cottage Park homes for sale
$999,888
Jeffries Point homes for sale
$679,000
Whinthrop Highlands homes for sale
$587,450
Winthrop Beach homes for sale
$557,948

Winthrop Town, MA real estate trends

All Home Types trends in Winthrop Town, MA

Median Sale Price
# of Homes Sold
Median Days on Market

All Home Types

Median Sale Price (All Home Types)

$715,159

-1.3% YoY | Sep 2026

1 year
3 year
5 year

Based on Redfin calculations of home data from MLS and/or public records.

Location

Data

Sep 2026

Growth

% YoY

Winthrop Town, MA

$715,159

-1.3%

See more Winthrop Town, MA market insights

More to explore in Winthrop Town, MA

Featured
Price
Bedroom

How to buy a house in Winthrop Town, MA

How much house can I afford?

How to buy a house in 10 steps

First-time homebuyer's guide

See more home buying guides

8 Redfin agents serving Winthrop Town

148

Deals*

4.8

Satisfaction

1061

Homes closed*

* Data from the last year

Popular Markets in Massachusetts

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.