For sale

$1,499,000

Est. $9,702/mo —

•

2,416

sq ft

27 Woodleigh Rd, Watertown, MA 02472

About this home

Welcome to 27 Woodleigh Rd, a well-maintained two-family home offering approximately 2,416 sq. ft. of living space in a desirable Watertown location. The property features two spacious units with separate entrances. One unit offers 2 bedrooms and 1 full bathroom, while the second features 3 bedrooms and 1 full bathroom. Both units offer updated kitchens and bathrooms and comfortable, functional layouts.Recent improvements include a newer roof (2021), two newer composite decks, and two gas hot water tanks installed in 2025. The property also offers an impressive driveway with parking for up to 10 cars.Additional space in both the basement and attic provides exciting future possibilities. The property is equipped with three electrical panels, including an additional panel that may support future expansion. The basement offers potential for an ADU, while the attic also presents potential for additional use and has independent exterior access currently enclosed within one of the bedrooms. Any ADU, expansion, or future use is subject to buyer due diligence and all required permits and municipal approvals.Conveniently located near shops, restaurants, public transportation and major routes, this property offers an excellent opportunity for an owner-occupant, investor, or multi-generational living. Easy to show.

Multi-familyProperty Type

1920Year Built

5,227 sq ftLot Size

$620Price/Sq.Ft.

10 spacesParking

Listed by Fabricia Guedes • Century 21 North East

Listed by MG Group • Century 21 North East

Listing updated: Sep 3, 2026 at 12:40pm

Redfin checked: a few seconds ago

•Source:MLS PIN #73564758

Payment calculator

$9,702 per month

Principal and interest$8,385

Property taxes

$1,117

HOA dues

Home insurance

$200

Utilities

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Open houses

No upcoming open houses.

Nearby open houses (10)

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OPEN SAT, 10AM TO 12PM
$395,000
2 beds2 baths1,069 sq ft
100 Cove Way #309, Quincy, MA 02169
REDFIN OPEN SAT, 11AM TO 1PM3D WALKTHROUGH
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3 beds2.5 baths1,606 sq ft
28 Langdon St #28, Boston, MA 02119
OPEN SAT, 11AM TO 1PM
$899,900
6 beds3 baths2,590 sq ft
94 Chelsea St, East Boston, MA 02128
OPEN SAT, 11AM TO 12:30PM
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2 beds1 bath1,110 sq ft
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REDFIN OPEN SAT, 11:30AM TO 1:30PM3D & VIDEO TOUR
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2 beds2 baths955 sq ft
214 Market St #205, Brighton, MA 02135
REDFIN OPEN SAT, 11:30AM TO 1:30PM3D & VIDEO TOUR
$1,250,000
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50 Longwood Ave #316, Brookline, MA 02446
REDFIN OPEN SAT, 11:30AM TO 1:30PM3D & VIDEO TOUR
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REDFIN OPEN SAT, 1PM TO 2PM3D WALKTHROUGH
$398,000
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Around this home

Schools

K - 12
Preschool & daycare

Hosmer Elementary School

Public PreK-5 • Assigned • 0.6mi

7/10

Watertown Middle School

Public 6-8 • Assigned • 1.6mi

7/10

Watertown High School

Public 9-12 • Assigned • 1.7mi

6/10

Provided by GreatSchools

About East

Watertown

East Watertown, located between the Charles River and Mount Auburn Street, is a residential and commercial Watertown neighborhood with riverfront paths and a compact main-street strip. The neighborhood’s character concentrates around the Arsenal Street corridor near the Arsenal Yards blocks, where sidewalks meet patios, small storefronts, and a steady hum of errands and coffee runs. Brick mill-era buildings and mid-century apartment houses mix with side streets of classic New England homes. The Charles River Greenway frames daily walks and bike commutes with long water views. Watertown Savings Bank Music Hall and the Mosesian Center for the Arts anchor the local calendar with concerts, exhibits, and classes. Sofra Bakery & Cafe adds a destination counter for pastries and spice-forward lunches.

Provided by Walk Score and Local Logic

Offer insights

27 Woodleigh Rd · $1,499,000

Strong offer

$1.5M and above

75% chance or better to win

Why $1.5M+ is a strong offer

DAYS ON MARKET

The average home goes pending in 29 days.

SALE-TO-LIST

Most homes are selling 0% below list price.

About offer insights

Property details

Interior
Exterior
Finance

Kitchen

Bathroom

Bedroom

Living

Interior features
Ceiling fan(s)
Bathroom with tub
Living room
Dining room
Kitchen
Office/Den
Total of 15 rooms

Bedrooms
Unit 1: single-level
Unit 2: two-level

Bathrooms
2 full bathrooms

Kitchen
Range
Microwave
Refrigerator

Laundry & utility
Washer
Dryer
Washer/Dryer included

Flooring
Tile
Hardwood

Heating & cooling
Steam heating
Oil heating
Window air conditioning units

Sale and tax history for 27 Woodleigh Rd

Sale History
Tax History

Year

Property tax

Land + Additions

Assessment*

2026

$13,409 (+7.4%)

$523,100 + $576,000

$1,099,100

2025

$12,489 (+9.6%)

$523,100 + $546,200

$1,069,300

2024

$11,393 (−10.5%)

$509,300 + $464,500

$973,800

2023

$12,733 (+6.0%)

$487,100 + $450,500

$937,600

2022

$12,012 (+12.0%)

$442,800 + $463,800

$906,600

2021

$10,729 (+3.8%)

$428,100 + $447,700

$875,800

2020

$10,337 (+3.4%)

$413,300 + $438,200

$851,500

2019

$9,996 (+4.1%)

$413,300 + $362,800

$776,100

2018

$9,599 (+4.0%)

$383,800 + $328,800

$712,600

2017

$9,231 (+4.4%)

$335,800 + $328,800

$664,600

2016

$8,840 (+11.8%)

$317,400 + $328,800

$646,200

2015

$7,904 (+4.1%)

$280,500 + $245,400

$525,900

2014

$7,591 (+1.9%)

$262,000 + $245,400

$507,400

2013

$7,449 (+5.0%)

$262,000 + $245,400

$507,400

2012

$7,093 (+0.9%)

$247,200 + $245,400

$492,600

2011

$7,031 (+2.0%)

$241,700 + $263,400

$505,100

2010

$6,895 (−0.4%)

$254,600 + $263,400

$518,000

2009

$6,924

$278,400 + $287,300

$565,700

Public record

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

5,227 Sq. Ft.

Year renovated

—

Finished Sq. Ft.

2,416

Unfinished Sq. Ft.

—

Total Sq. Ft.

2,416

Year built

1920

Style

Multi-Family (2-4 Unit)

County

Middlesex County

APN

566862S

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Sep 10, 2026.

Local insights from Redfin agents

Watertown's urban-suburban feeling paired with its proximity to Cambridge & Boston have caused it to rapidly transform into a destination for home buyers. Historically a manufacturing city, it has changed into a restaurant, shopping, and biotech hub...
4 weeks ago • Watertown
Benjamin Ginsburg
Redfin Premier agent
155 deals
Was this helpful?
Watertown’s market has exploded in recent years, with high home prices. Located close to Boston, it offers the perfect balance of a seamless urban commute and the tranquility of suburban living. Enhanced by flexible MBTA bus options and its location...
4 weeks ago • Watertown
Kyle MacNichol
Redfin Premier agent
59 deals
Was this helpful?

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

6/10 Heat Factor

7 days above 96° expected this year, 15 days in 30 years

6/10 Wind Factor

58% chance of strong winds in next 30 years

3/10 Air Factor

2 unhealthy days expected this year, 3 days in 30 years

Provided by First Street

Historical weather

Watertown, MA • 02472

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

73/ 100

Good sunlight

Sunscore

There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

8.8 hrs

3.8 hrs

JuneDecember

Provided by Shadowmap

Redfin Estimate for 27 Woodleigh Rd

$1,438,882

$60K under list price of $1.50M

Nearby comparable homes

The Redfin Estimate uses 6 recent nearby sales, priced between $1.2M to $1.6M.

SOLD OCT 7, 2026
$1,650,000 Last sold price
4 beds3.5 baths2,300 sq ft
8 Horace Rd, Belmont, MA 02478
$97/sq ft
12 years newer
no basement
SOLD SEP 28, 2026
$1,500,000 Last sold price
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36 Richardson Rd, Belmont, MA 02478
$218/sq ft
larger lot
10 years newer
SOLD SEP 10, 2026
$1,630,000 Last sold price
5 beds2 baths3,137 sq ft
76-78 Lewis Rd, Belmont, MA 02478
$100/sq ft
3 years newer
SOLD JUN 5, 2026
$1,400,000 Last sold price
4 beds2.5 baths1,950 sq ft
81 Winsor Ave, Watertown, MA 02472
$98/sq ft
smaller lot
7 years newer
SOLD SEP 2, 2026
$1,475,000 Last sold price
4 beds1.5 baths1,664 sq ft
20 Preble Gardens Rd, Belmont, MA 02478
$266/sq ft
10 years newer
SOLD SEP 25, 2026
$1,199,000 Last sold price
3 beds1.5 baths2,050 sq ft
4 Van Ness Rd, Belmont, MA 02478
$35/sq ft
5 years newer

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Land— sq ft

Undisclosed address, Oxford, MA 01540

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