For sale

$1,199,500

Est. $7,587/mo —

•

3,655

sq ft

289 Milton St, Dedham, MA 02026

About this home

Welcome to this beautiful 2 family with 3 garages and huge driveway sits on the 0.32 acre land. It's close to the Readville T-station and 2.8 miles away from Legacy Place. This house presents a unique blend of historical charm and modern convenience. Both kitchens are equipped with stainless steel appliances, providing a functional and stylish space for culinary endeavors. The 1st unit offers 3 bedrooms 1 bath on the 1st floor, another 1 bed and 1 bath in the finish basement provides more option and flexibility. The 2nd unit offers 3 bedrooms and 1 bath. Both units offer in unit laundry and ready to generate income.The railroad on the back of the house is no longer in use.

Multi-familyProperty Type

1920Year Built

0.32 acresLot Size

$328Price/Sq.Ft.

3 garage spacesParking

Listed by Sammi Chen • Denkar Realty Group

Listed by • Denkar Realty Group

Listing updated: Sep 15, 2026 at 09:34pm

Redfin checked: a minute ago

•Source:MLS PIN #73573639

Payment calculator

$7,587 per month

Principal and interest$6,546

Property taxes

$861

HOA dues

Home insurance

$180

Utilities

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Open houses

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Nearby open houses (10)

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Around this home

Schools

K - 12
Preschool & daycare

Avery

Public 1-5 • Assigned • 1.0mi

6/10

Dedham Middle School

Public 6-8 • Assigned • 1.1mi

7/10

Dedham High School

Public 9-12 • Assigned • 1.0mi

7/10

Provided by GreatSchools

About

Oakdale

Oakdale, located between Dedham Square and the West Roxbury line, is a residential and commuter-friendly Dedham neighborhood with tree-lined side streets and a rail-adjacent rhythm. The neighborhood’s character concentrates around the Oakdale MBTA stop on Oakdale Avenue, where morning foot traffic meets a quiet, porch-lit streetscape. Housing leans toward early- to mid-20th-century Colonials and Capes, with tidy yards and mature maples framing the blocks. The Charles River corridor and nearby parkland shape the local geography with shaded paths and open fields. A short drive from the neighborhood, Dedham Square’s independent storefronts set the cultural tone, anchored by Dedham Community Theatre and the Dedham Historical Society & Museum. Legacy retail at Dedham Mall adds another layer of everyday convenience without changing Oakdale’s calm cadence.

Provided by Walk Score and Local Logic

Offer insights

289 Milton St · $1,199,500

Strong offer

$1.25M and above

75% chance or better to win

Why $1.25M+ is a strong offer

DAYS ON MARKET

The average home goes pending in 24 days.

SALE-TO-LIST

Most homes are selling 1% above list price.

About offer insights

Property details

Interior
Exterior
Finance

Kitchen

Bathroom

Bedroom

Living

Interior features
Living room
Kitchen
Family room
Laundry room
Mudroom
Sunroom
16 total rooms

Bathrooms
3 full bathrooms

Kitchen
Range
Dishwasher
Disposal
Microwave
Refrigerator

Laundry & utility
Washer
Dryer
Gas dryer hookup

Heating & cooling
2 heating units
1 cooling unit

Sale and tax history for 289 Milton St

Sale History
Tax History

Date

Event

Price

MLS PIN #73573639

Sep 8, 2026

Listed

$1,199,500

$328/sq ft

MLS PIN #72942717

Jul 15, 2022

Sold

$960,000

$263/sq ft

Apr 27, 2022

Relisted

—

Feb 28, 2022

Price Changed

$999,000

$273/sq ft

Feb 15, 2022

Listed

$1,050,000

$287/sq ft

+34

Welcome to a rare investment find in the heart of Dedham, Oakdale area, close to the READVILLE T-Station.. A legal 2 family with a completely renovated finished basement, meticulous home with many updates. Each unit boasts hardwood floors with an in unit washer/dryer and a water bill of just $70 a month, ample sized bedrooms and storage space. Gas for heating, gas ranges. Central air for just the ground unit. The 3 stall garages & garage loft is additional potential income for storage for non resident tenants. The front walkway and driveway end only, were upgraded with cobblestones and marble trims. The staircases are wide & easy for moving in and out with open space common areas. The fenced backyard has an in-ground shelter, perfect for resident pets, family gatherings and BBQ nights. This property is a rare find, with all the cosmetic updates for each unit and CASH FLOW potential.

Public Records

Aug 5, 2002

Sold

$455,000

$124/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$9,205 (+6.8%)

$239,100 + $477,800

$716,900

2022

$8,621 (+1.4%)

$234,100 + $411,700

$645,800

2021

$8,500 (+6.2%)

$229,000 + $392,800

$621,800

2020

$8,003 (+6.2%)

$218,800 + $364,500

$583,300

2019

$7,533 (+4.1%)

$190,400 + $342,000

$532,400

2018

$7,236 (+14.0%)

$168,000 + $329,300

$497,300

2017

$6,348 (+3.7%)

$157,400 + $272,700

$430,100

2016

$6,122 (+5.7%)

$137,500 + $257,700

$395,200

2014

$5,794 (−3.3%)

$131,500 + $228,800

$360,300

2013

$5,992 (−3.0%)

$134,500 + $245,000

$379,500

2012

$6,175 (−3.7%)

$126,800 + $273,400

$400,200

2011

$6,412 (−5.4%)

$135,200 + $311,000

$446,200

2010

$6,778 (+1.2%)

$148,700 + $350,800

$499,500

2009

$6,699

$158,800 + $372,000

$530,800

Public record

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

0.32 Acres

Year renovated

—

Finished Sq. Ft.

2,734

Unfinished Sq. Ft.

—

Total Sq. Ft.

2,734

Year built

1920

Style

Multi-Family (2-4 Unit)

County

Norfolk County

APN

71222

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 21, 2023.

Climate risks

1/10 Flood Factor

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

3/10 Fire Factor

0.31% chance of being 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

62% chance of strong winds in next 30 years

2/10 Air Factor

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

Provided by First Street

Historical weather

Dedham, MA • 02026

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

81/ 100

Very good sunlight

Sunscore

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

8.8 hrs

4.3 hrs

JuneDecember

Provided by Shadowmap

Redfin Estimate for 289 Milton St

$1,177,368

$22K under list price of $1.20M

Nearby comparable homes

The Redfin Estimate uses 6 recent nearby sales, priced between $525K to $1.3M.

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SOLD MAY 22, 2026
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SOLD DEC 10, 2025
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smaller lot
63 years newer
SOLD JUL 16, 2026
$525,000 Last sold price
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Details provided by MLS PIN and may not match the public record. Learn more.

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About this home

Payment calculator

See this home in person

Nearby open houses (10)

Around this home

Schools

Offer insights

Property details

Sale and tax history for 289 Milton St

Public record

Climate risks

Historical weather

Sun exposure

Redfin Estimate for 289 Milton St

Early Access listings

Nearby similar homes

New listings for sale in 02026

More real estate resources