286 Essex St, Weymouth MA 02188

Weymouth, MA 02188 • Central Weymouth
$799,000
Est. $4,774/month
4
Beds
2
Baths
2,800
Sq Ft
$285
Price/Sq Ft
0.58
Acres
1768
Year Built
1
Garage Space
21
Days on Market
Pending Listed Nov 19, 2025 • MLS# 73456219 Copied! • Updated Jan 22, 2026

About this home

Built in 1768, 286 Essex Street is a piece of Weymouth history. Sitting prominently up on a hill, this Antique-style home, a white post-and-beam structure, predates the American Revolution, standing watch over Central Weymouth for over 250 years. Anchored by a granite foundation, the 4-bed, 2-bath house offers 2,800 square feet of flexible living. The second floor even features a kitchenette, perfect for multi-generational living or an au pair suite. While two fireplaces offer Colonial charm on the main level, the third floor reveals a huge, versatile bonus room—a blank canvas perfect for a massive media room, playroom, or guest suite. Adding to its appeal is the detached garage, which is heated and wired for electricity, making it the perfect "he-shed," "she-shed," or dedicated workspace. Sitting on a 0.58-acre lot with modern city utilities, this historical landmark seamlessly blends old-world character with the space needed for contemporary life.

BMN Estimate

Get the number an algorithm can't give you

A free agent CMA factors in condition, upgrades, and the street — the things comps alone can't see.

Recently Sold Nearby

Property History

Market Insights

Property Timeline

🏠
Listed for Sale
Nov 19, 2025
$799,000
Original listing
Agent: Michael Mahoney Office: Real Broker MA, LLC
🏠
Listed for Sale
Nov 19, 2025
$799,000
Original listing
Agent: Michael Mahoney Office: Real Broker MA, LLC

Tax History

Year Taxes Assessment
2025 $6,411 $634,800

Financial Details

Annual Property Tax
$6,411
Tax Year 2025
Assessed Value
$634,800

Facts & Features

1 Car Garage

Home Facts

Type Residential
Style Single Family Residence
Year Built 1768
Living Area 2,800 sq ft
Lot Size 0.58 acres
Bedrooms 4
Full Baths 2
Total Rooms 11

Interior

Heating Baseboard, Oil
Cooling Window Unit(s), None
Flooring Carpet, Hardwood, Flooring - Wall To Wall Carpet
Appliances Electric Water Heater
Fireplace Dining Room, Living Room
Fireplaces 1
Basement Full, Interior Entry, Bulkhead, Concrete
Laundry Closet - Linen, Electric Dryer Hookup, Washer Hookup, First Floor
Features Dining Area, Wet Bar, Breakfast Bar / Nook, Walk-in Closet(s), Attic Access, Storage, Kitchen, Bonus Room

Exterior

Construction Post & Beam
Architecture Antique
Roof Shingle
Features Rain Gutters, Screens
Pool None
Spa None
Fencing None
Patio/Porch None
Garage Spaces 1
Has Garage Yes
Features Detached, Heated Garage, Workshop In Garage, Paved Drive, Off Street, Deeded, Paved
Total Spaces 9
Electric Circuit Breakers
Water Public
Sewer Public Sewer
Gas None
Other For Electric Oven, For Electric Dryer
Annual Tax $6,411
Assessed Value $634,800
Fee Includes None
Amenities None
Optional Fee Includes None
Seller Disclosures No Heat On 3rd Floor
Possession None
Accepted Financing Contract
Structure Type []
House Color White
Sq Ft Source Public Record
Documents None
County Norfolk
Total market time (incl. prior listings) 22 days

Property Overview

Property Type
Single Family Residence
Listing Type
For Sale
Year Built
1768
Bedrooms
4
Full Bathrooms
2
Living Area
2,800 sq ft
Total Rooms
11

Floor Layout

Interior Features

Flooring: Carpet, Hardwood, Flooring - Wall to Wall Carpet
Appliances: Electric Water Heater
Interior Features: Dining Area, Wet bar, Breakfast Bar / Nook, Walk-In Closet(s), Attic Access, Storage, Kitchen, Bonus Room
Windows: Insulated Windows, Screens
Basement: Full, Interior Entry, Bulkhead, Concrete
Laundry: Closet - Linen, Electric Dryer Hookup, Washer Hookup, First Floor
Security:

Construction & Materials

Style: Antique
Year Built: 1768
Structure Type:
Exterior Materials: Post & Beam
Roof: Shingle
Foundation: Granite

Heating, Cooling & Utilities

Heating: Baseboard, Oil
Cooling: Window Unit(s), None
Hot Water:
Water Source: Public
Sewer: Public Sewer
Energy Features:

Exterior & Lot

Exterior Features: Rain Gutters, Screens
Patio & Porch:
Fencing:
Other Structures:
Lot Features:
Road Surface:

Parking & Garage

Garage Spaces: 1
Total Parking Spaces: 9
Parking Features: Detached, Heated Garage, Workshop in Garage, Paved Drive, Off Street, Deeded, Paved

Special Features

Fireplaces: 1
Fireplace Type: Dining Room, Living Room
Community Amenities:
School District
Weymouth School District local
B-
🎓 Where Graduates Go Class of 2021
61% attend college
50% 4-Year 11% 2-Year 17% Out of State 4% Working
School Safety 2024-25
1.8% Average
1.8% Suspensions 2.0% In-School
3.7% below state avg
E

Elementary Schools

3 schools
B-
Academy Avenue School
0.4 mi | #445 of 824 | Score: 46.2
Dropped 77 spots from last year
-12 below state avg
357 students Diverse
Grades K-05
Weymouth Early Childhood Center
0.5 mi
222 students Diverse
Diverse Student Body
Grades PK
South Shore Christian School
0.8 mi
Grades PK-12
M

Middle Schools

3 schools
B
Maria Weston Chapman Middle School
0.9 mi | #177 of 352 | Score: 42.3
Improved 6 spots from last year
-15.9 below state avg
1,187 students Diverse
Grades 06-08
B+
East Middle School
2.1 mi | #139 of 352 | Score: 45.2
Dropped 15 spots from last year
-13 below state avg
999 students Diverse
Diverse Student Body
Grades 05-08
South Shore SDA School
2.9 mi
Grades 01-08
H

High Schools

3 schools
B
Weymouth High School
2.4 mi | #172 of 346 | Score: 53.5
Dropped 6 spots from last year
-4.7 below state avg
1,679 students Diverse
18 sports • 1,876 athletes
Strong AP Program Career Tech Programs Strong Athletics
Grades 09-12
Archbishop Williams High School
2.9 mi
17 sports • 1,360 athletes
Strong Athletics
Grades 09-12
Thayer Academy
3.0 mi
Grades 06-12
Learn about these ratings

Monthly Payment Calculator

Monthly Payment
$0
Principal, interest, taxes & insurance
Loan Amount
$0
After down payment
Total Interest
$0
Over life of loan
Total Cost
$0
Including down payment
%
Down: $0
%

Monthly Payment Breakdown

Principal & Interest $0
Property Tax $534
Homeowners Insurance $200
PMI (if <20% down) $0

Loan Summary

Total of 360 payments $0
Total principal paid $0
Total interest paid $0

Rate Impact

-0.5% Rate
$0/mo
Save $0/mo
Current Rate
$0/mo
+0.5% Rate
$0/mo
Cost $0/mo

Payment Over Time

Interest
Principal
Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
* Estimates only. Actual payments may vary. Consult with a lender for accurate figures.

Location

Loading map...

Neighborhood

Central Weymouth

286 Essex St, Weymouth MA 02188

Weymouth, MA 02188

Listing Information

Listing Agent Michael Mahoney
Listing Office Real Broker MA, LLC
Office Phone 855-450-0442
Agent MLS ID BB802415
Office MLS ID AN4866
Listing Data Updated Jan 22, 2026 9:55 PM EST
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.

Contact Us

Steve Novak Real Estate
Steve Novak Real Estate
Ask about this property — free, no obligation.

Similar Homes for Sale

Comparable Properties

Customize Comparable Search

Finding comparable properties...

Market Analytics for Weymouth, MA

Real-time market trends and pricing data for this area

Loading market insights for Weymouth.
286 Essex St, Weymouth MA 02188 - Photo 1 286 Essex St, Weymouth MA 02188 - Photo 2 286 Essex St, Weymouth MA 02188 - Photo 3 286 Essex St, Weymouth MA 02188 - Photo 4 286 Essex St, Weymouth MA 02188 - Photo 5 286 Essex St, Weymouth MA 02188 - Photo 6 286 Essex St, Weymouth MA 02188 - Photo 7 286 Essex St, Weymouth MA 02188 - Photo 8 286 Essex St, Weymouth MA 02188 - Photo 9 286 Essex St, Weymouth MA 02188 - Photo 10 286 Essex St, Weymouth MA 02188 - Photo 11 286 Essex St, Weymouth MA 02188 - Photo 12 286 Essex St, Weymouth MA 02188 - Photo 13 286 Essex St, Weymouth MA 02188 - Photo 14 286 Essex St, Weymouth MA 02188 - Photo 15 286 Essex St, Weymouth MA 02188 - Photo 16 286 Essex St, Weymouth MA 02188 - Photo 17 286 Essex St, Weymouth MA 02188 - Photo 18 286 Essex St, Weymouth MA 02188 - Photo 19 286 Essex St, Weymouth MA 02188 - Photo 20 286 Essex St, Weymouth MA 02188 - Photo 21 286 Essex St, Weymouth MA 02188 - Photo 22 286 Essex St, Weymouth MA 02188 - Photo 23 286 Essex St, Weymouth MA 02188 - Photo 24 286 Essex St, Weymouth MA 02188 - Photo 25 286 Essex St, Weymouth MA 02188 - Photo 26 286 Essex St, Weymouth MA 02188 - Photo 27 286 Essex St, Weymouth MA 02188 - Photo 28 286 Essex St, Weymouth MA 02188 - Photo 29 286 Essex St, Weymouth MA 02188 - Photo 30 286 Essex St, Weymouth MA 02188 - Photo 31 286 Essex St, Weymouth MA 02188 - Photo 32 286 Essex St, Weymouth MA 02188 - Photo 33 286 Essex St, Weymouth MA 02188 - Photo 34 286 Essex St, Weymouth MA 02188 - Photo 35 286 Essex St, Weymouth MA 02188 - Photo 36 286 Essex St, Weymouth MA 02188 - Photo 37 286 Essex St, Weymouth MA 02188 - Photo 38 286 Essex St, Weymouth MA 02188 - Photo 39
Steve Novak Real Estate

Steve Novak Real Estate

Your message will be sent to Steve Novak Real Estate.

Schedule a Tour