2 Family - 2 Units Up/Down at 27 High Street, Weymouth MA 02189, Weymouth

2 Family - 2 Units Up/Down at 27 High Street, Weymouth MA 02189, Weymouth, photo 2 of 40

2 Family - 2 Units Up/Down at 27 High Street, Weymouth MA 02189, Weymouth, photo 3 of 40

2 Family - 2 Units Up/Down at 27 High Street, Weymouth MA 02189, Weymouth, photo 4 of 40

2 Family - 2 Units Up/Down at 27 High Street, Weymouth MA 02189, Weymouth, photo 5 of 40

+35 more

2 Family - 2 Units Up/Down at 27 High Street, Weymouth MA 02189, Weymouth, photo 6 of 40

2 Family - 2 Units Up/Down at 27 High Street, Weymouth MA 02189, Weymouth, photo 7 of 40

2 Family - 2 Units Up/Down at 27 High Street, Weymouth MA 02189, Weymouth, photo 8 of 40

2 Family - 2 Units Up/Down at 27 High Street, Weymouth MA 02189, Weymouth, photo 9 of 40

2 Family - 2 Units Up/Down at 27 High Street, Weymouth MA 02189, Weymouth, photo 10 of 40

2 Family - 2 Units Up/Down at 27 High Street, Weymouth MA 02189, Weymouth, photo 11 of 40

2 Family - 2 Units Up/Down at 27 High Street, Weymouth MA 02189, Weymouth, photo 12 of 40

2 Family - 2 Units Up/Down at 27 High Street, Weymouth MA 02189, Weymouth, photo 13 of 40

2 Family - 2 Units Up/Down at 27 High Street, Weymouth MA 02189, Weymouth, photo 14 of 40

2 Family - 2 Units Up/Down at 27 High Street, Weymouth MA 02189, Weymouth, photo 15 of 40

2 Family - 2 Units Up/Down at 27 High Street, Weymouth MA 02189, Weymouth, photo 16 of 40

2 Family - 2 Units Up/Down at 27 High Street, Weymouth MA 02189, Weymouth, photo 17 of 40

2 Family - 2 Units Up/Down at 27 High Street, Weymouth MA 02189, Weymouth, photo 18 of 40

2 Family - 2 Units Up/Down at 27 High Street, Weymouth MA 02189, Weymouth, photo 19 of 40

2 Family - 2 Units Up/Down at 27 High Street, Weymouth MA 02189, Weymouth, photo 20 of 40

2 Family - 2 Units Up/Down at 27 High Street, Weymouth MA 02189, Weymouth, photo 21 of 40

2 Family - 2 Units Up/Down at 27 High Street, Weymouth MA 02189, Weymouth, photo 22 of 40

2 Family - 2 Units Up/Down at 27 High Street, Weymouth MA 02189, Weymouth, photo 23 of 40

2 Family - 2 Units Up/Down at 27 High Street, Weymouth MA 02189, Weymouth, photo 24 of 40

2 Family - 2 Units Up/Down at 27 High Street, Weymouth MA 02189, Weymouth, photo 25 of 40

2 Family - 2 Units Up/Down at 27 High Street, Weymouth MA 02189, Weymouth, photo 26 of 40

2 Family - 2 Units Up/Down at 27 High Street, Weymouth MA 02189, Weymouth, photo 27 of 40

2 Family - 2 Units Up/Down at 27 High Street, Weymouth MA 02189, Weymouth, photo 28 of 40

2 Family - 2 Units Up/Down at 27 High Street, Weymouth MA 02189, Weymouth, photo 29 of 40

2 Family - 2 Units Up/Down at 27 High Street, Weymouth MA 02189, Weymouth, photo 30 of 40

2 Family - 2 Units Up/Down at 27 High Street, Weymouth MA 02189, Weymouth, photo 31 of 40

2 Family - 2 Units Up/Down at 27 High Street, Weymouth MA 02189, Weymouth, photo 32 of 40

2 Family - 2 Units Up/Down at 27 High Street, Weymouth MA 02189, Weymouth, photo 33 of 40

2 Family - 2 Units Up/Down at 27 High Street, Weymouth MA 02189, Weymouth, photo 34 of 40

2 Family - 2 Units Up/Down at 27 High Street, Weymouth MA 02189, Weymouth, photo 35 of 40

2 Family - 2 Units Up/Down at 27 High Street, Weymouth MA 02189, Weymouth, photo 36 of 40

2 Family - 2 Units Up/Down at 27 High Street, Weymouth MA 02189, Weymouth, photo 37 of 40

2 Family - 2 Units Up/Down at 27 High Street, Weymouth MA 02189, Weymouth, photo 38 of 40

2 Family - 2 Units Up/Down at 27 High Street, Weymouth MA 02189, Weymouth, photo 39 of 40

2 Family - 2 Units Up/Down at 27 High Street, Weymouth MA 02189, Weymouth, photo 40 of 40

40 photos

$899,000

27 High Street, Weymouth MA 02189

Weymouth, MA 02189

Listed by Manoel Neto

Bedrooms

Bathrooms

Living area

2,234 sqft

Year built

1883

About this home

Location!Location! Welcome to 27 High St, the home you’ve been waiting for! Ideally located just a short walk from East Weymouth Commuter Rail, a few steps away from a bus stop, and conveniently close to Osprey Park, More-Brewer Park, schools, shopping, and restaurants, this property offers both comfort and convenience. This beautiful two-family home is an excellent opportunity for investors or first-time homebuyers looking to build equity and generate rental income. Situated on a desirable corner lot, the property boasts great curb appeal and plenty of off-street parking. Inside, you’ll find two spacious apartments, each featuring central air conditioning, a washer and dryer, and hardwood floors. The home has been updated in recent years, including newer heating and air-conditioning systems, a newer water heater, updated kitchens, and fresh interior painting. With its desirable location and spacious apartments, 27 High St offers a fantastic combination of investment potential and comfortable living. Don’t miss the opportunity to make this property your next home or investment!

Property details

MLS #: 73571730
Property type: 2 Family - 2 Units Up/Down
Subdivision: N/A
Status: Active
Days on market: 27
On market date: September 3, 2026
Stories: 2
Total bathrooms: 2
Garage spaces: N/A
Parking spaces: 8
Lot size: 0.05 acres

Location

Get directions →

Loading map…

Nearby schools

Within 10 miles. School directory data from the National Center for Education Statistics (NCES), accessed via the Urban Institute Education Data API. Local Score is calculated by INNOVATE Real Estate; where a state rating is shown, it comes from that state's own official school report card (e.g. NC Dept. of Public Instruction, SC Report Card).

Elementary

Lawrence W Pingree

0.3 mi away · Grades 0-5

Nearest school -- attendance-zone data not available here

5.0

Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating

Enrollment: 250
Student:teacher ratio: 11.4:1
District: Weymouth

Middle

Abigail Adams Middle School

1.04 mi away · Grades 6-7

Nearest school -- attendance-zone data not available here

5.0

Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating

Enrollment: 784
Student:teacher ratio: 10.5:1
District: Weymouth

High

Hingham High

2.39 mi away · Grades 9-12

Nearest school -- attendance-zone data not available here

4.0

Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating

Enrollment: 1,205
Student:teacher ratio: 12.7:1
District: Hingham

Walkability

Blended score for Weymouth's center, calculated by INNOVATE Real Estate from two sources: the EPA's National Walkability Index (street network, transit, land-use mix) and Google Places amenity data (what's actually reachable on foot from this point). 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).

Highly walkable

out of 100

EPA National Walkability Index

16.2 / 20 -- Most walkable

Google Places amenity density

80 / 100

Restaurants & cafes15

Grocery stores1

Parks14

Schools4

Transit stops20

Pharmacies1

Mortgage calculator

Estimate only - actual rate and payment depend on your lender, credit, and loan program.

Home price

Down payment

Interest rate

Loan term

Adjust tax / insurance estimates

Property tax

% / yr

Home insurance

/mo

Est. monthly payment

$5,564/mo

$179,800 down

$719,200 loan

Principal & interest$4,665

Property tax (est.)$749

Home insurance (est.)$150

Similar homes you might like

New

$924,900

12 Randall Ave, Weymouth MA 02189

Weymouth, 02189

8 bd·3.5 ba·2,900 sqft

1 day on market

Listed by Isabel Fernandes Realty Team

$799,000

461 Bridge Street, Weymouth MA 02191

Weymouth, 02191

2 bd·2 ba·1,992 sqft

7 days on market

Listed by Austin Partain

$1,049,990

24 Prospect St, Weymouth MA 02188

48 & 52 Sea Street, Weymouth MA 02191

Weymouth, 02191

9 bd·5 ba·4,691 sqft

42 days on market

Listed by Dennis MacDonald

$899,900

69 Front St, Weymouth MA 02188

Weymouth, 02188

6 bd·4.5 ba·2,498 sqft

65 days on market

Listed by Regina Hunter

$799,000

202 Commercial St, Weymouth MA 02188

Listed by John Heffernan

$850,000

740-742 Main St, Weymouth MA 02190

20 Lake Street, Weymouth MA 02189

Weymouth, 02189

6 bd·3.5 ba·2,856 sqft

107 days on market

Listed by Douglas T. Babcock

Data source: Listing information provided by MLS Property Information Network via Trestle/CoreLogic. Last updated 24 days ago.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.