59 Winthrop St, Dedham, MA 02026
Property image
Property image
OFF MARKET

$725,100

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 1,211 sqft

59 Winthrop St, Dedham, MA 02026

Oakdale
Est. Refi. Payment $4,369/mo*
Refinance Your Home
Currently Off Market - Sold Jun 29, 2018 for $461,000

Home Value

Trulia Estimate
$725K
Since last month
Decreased$8K (-1.1%)
Since last year
Increased$22K (+3.1%)
Since last sale
Increased$267K (+58%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +110% in the last 10 years
MonthEstimated value
2026
August 2026$728K
August 2026$727K
July 2026$736K
June 2026$743K
May 2026$747K
April 2026$740K
March 2026$726K
February 2026$702K
January 2026$693K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
12 Blossom St, Dedham, MA
0.18
Single-Family Home
$550,000
06/02/26
3
1.5
1,272
113 Oakdale Ave, Dedham, MA
0.07
Single-Family Home
$825,000
07/20/26
3
1.5
1,607
213 River St, Dedham, MA
0.05
Single-Family Home
$760,000
04/24/26
3
2
1,860
10 Fairview St, Dedham, MA
0.09
Single-Family Home
$800,000
12/10/25
3
1.5
1,600
121 Oakdale Ave, Dedham, MA
0.08
Single-Family Home
$650,000
08/21/26
3
2
1,855
167 Cedar St, Dedham, MA
0.19
Single-Family Home
$682,000
12/30/25
3
2
1,632
48 Cedar St, Dedham, MA
0.18
Single-Family Home
$858,000
07/31/26
3
1.5
1,590
147 Quincy Ave, Dedham, MA
0.13
Single-Family Home
$770,000
09/29/25
4
1.5
2,413
352 Whiting Ave, Dedham, MA
0.15
Single-Family Home
$575,000
07/15/26
3
1
1,120
405 Whiting Ave, Dedham, MA
0.11
Single-Family Home
$675,000
08/03/26
2
2
1,225

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
214 River St, Dedham, MA 02026
0.04
$961,900
4
2.5
2,500
Off Market
213 River St, Dedham, MA 02026
0.05
$760,000
3
2
1,860
Recently Sold
113 Oakdale Ave, Dedham, MA 02026
0.07
$825,000
3
1.5
1,607
Recently Sold
105 Oakdale Ave, Dedham, MA 02026
0.08
$810,000
4
2
3,230
Recently Sold
121 Oakdale Ave, Dedham, MA 02026
0.08
$650,000
3
2
1,855
Recently Sold
88 Oakdale Ave, Dedham, MA 02026
0.08
$877,400
4
2
1,620
Off Market
98 Cedar St #2, Dedham, MA 02026
0.10
$599,000
3
2
1,520
Recently Sold
32 Fairview St #3, Dedham, MA 02026
0.09
$515,300
3
1
1,117
Off Market
32 Fairview St #1, Dedham, MA 02026
0.09
$515,100
2
1
1,000
Off Market
40 Fairview St, Dedham, MA 02026
0.10
$847,600
4
2
1,900
Off Market
10 Fairview St, Dedham, MA 02026
0.09
$800,000
3
1.5
1,600
Recently Sold
46 Fairview St, Dedham, MA 02026
0.10
$912,600
3
1.5
1,964
Off Market

Local Information

  • Map ViewExplore the area around 59 Winthrop St.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1871
1,211 sqft
$599/sqft

About this House

LOCATION, CHARACTER & CHARM! This 1871 Antique Colonial in a prime Dedham location offers 3 beds, mechanical & cosmetic updates throughout, & an oversized corner lot and yard. Short walk to shops of Oakdale Square, and walk to commuter rail station to Boston! The spacious kitchen features cathedral ceilings & a skylight, quartz counters, white painted cabinets & new hardwood floors leading to a large dining room with built-in hutch. French door off DR to 23 X10 deck perfect for entertaining, with stairs to an expansive fully fenced yard with mature plantings/trees and a private stone patio. Hardwood floors throughout first floor, large living room and sliding barn door to 3rd bedroom/office. Original staircase and banister leads to two beds on 2nd floor, including large 16X13 master & renovated full bath. NEW architectural shingle roof in 2016, updated 200 AMP electrical, replacement windows throughout, & freshly painted interior. Nothing to do but move in and enjoy this charming home!
59 Winthrop St, Dedham, MA 02026 is a 3 bedroom, 2 bathroom, 1,211 sqft single-family home in Oakdale, built in 1871. It last sold for $461,000 on Jun 29, 2018. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $725,100, with a rent estimate of $3,298/month.

Home Details for 59 Winthrop St

Interior Features

Interior Details
BasementNumber of Rooms: 6Types of Rooms: Dining Room, Family Room
Heating & Cooling
Heating: Baseboard, GasAir ConditioningCooling System: CentralHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 2Floors: Hardwood
Appliances & Utilities
Cable ReadyDishwasherDisposalDryerMicrowaveRefrigeratorWasher
Windows, Doors, Floors & Walls
Double Paned Windows

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Wood
Parking & Garage
Parking Spaces: 4Parking: Off Street

Property Information

Year Built
Year Built: 1871
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 9583 sqft

Price and Tax history

DateEventPrice
Jun 29, 2018
Source: N/A
Sold
$461,000
May 21, 2018
Source: Agent Provided
Pending
$439,000
May 16, 2018
Source: Agent Provided
Listed For Sale
$439,000
Feb 16, 2016
Source: N/A
Sold
$336,250
Nov 5, 2015
Source: Agent Provided
ListingRemoved
$349,000

Market trends in Dedham

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$770K
Sale-to-List Price
102.6%
Price per sq ft
$475
Available listings
80
1MoM

Around this home

Neighborhood Overview

Oakdale
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Oakdale

At least 42 Trulia users voted on each feature.

  • 90 % Say it's dog friendly

  • 88 % Say parking is easy

  • 86 % Say car is needed

  • 85 % Say there are sidewalks

  • 82 % Say there's holiday spirit

  • 80 % Say yards are well-kept

  • 77 % Say people would walk alone at night

  • 75 % Say it's quiet

  • 64 % Say streets are well-lit

  • 58 % Say there's wildlife

  • 56 % Say it's walkable to restaurants

  • 55 % Say it's walkable to grocery stores

  • 55 % Say kids play outside

  • 54 % Say they plan to stay for at least 5 years

  • 49 % Say neighbors are friendly

  • 43 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Alisonbarnett8
    "Legacy Place is next door as well as the commuter rail. The complex we live in has several events around the holidays. "
    0
    Flag
  • Eileen M. B.
    "Best recreation department and friendly people. Very walkable with nice parks and open space. A commuters dream."
    0
    Flag
  • Jon S.
    "Dedham is close to highways and public transportation. It has new elementary and middle schools but taxes are rather high. "
    0
    Flag
  • Eileenmurraybrooks
    "I work in a home office so I don’t have a commute, that being said commuting downtown is very easy on the train. "
    0
    Flag
  • Eileenmurraybrooks
    "The commute is much easier than other places because it is within the route 95 belt. You don’t have to go on a highway to get into Boston. "
    0
    Flag
  • Eileen M. B.
    "I work 15 minutes from here now by car, but for years I commuted to the Prudential tower downtown and it was a very easy and pleasant commute on the commuter rail. "
    0
    Flag
  • Eileen B.
    "Oakdale is a wonderful neighborhood located close the the center, library, Endicott Estate (summer concerts, etc.) commuter rail and more. Best decision to buy here. Great shopping and restaurants."
    0
    Flag
  • Clarissa
    "Safe neighborhood, difficult to walk/bike around with traffic. Lots of community events and groups to become involved in. "
    0
    Flag
  • Benosebey
    "I've lived here for 12years now, great neighborhood, some people are great others not so much. great schools around here, there are some great places to visit/shop and eat."
    5
    Flag
  • Caren B.
    "I like the side streets where I walk my dog, but it is hard to cross the main roads."
    0
    Flag
  • Caren B.
    "I walk around my neighborhood all of the time."
    0
    Flag
  • Caren B.
    "There is an Oakdale Alliance and they offer events to get the neighborhood together that has events throughout the year."
    0
    Flag
  • Caren B.
    "There is a great school and a lot of kids in the area."
    0
    Flag
  • Gabby C.
    "They would like the dog friendly park. There are also a few trails in Dedham that you can walk on. The sidewalks are nicely done as well, so that makes it easier for people and pets to walk."
    0
    Flag
  • Gabby C.
    "I don't have a car. It's pretty easy to get to places I need to by walking, though. Pretty much everything is within walking distance. Traffic is usually not too bad. Sometimes it can get annoying though."
    0
    Flag
  • Gabby C.
    "There are so many things to do! We have so many stores and little shops."
    0
    Flag
  • Gabby C.
    "It's pretty safe and family friendly. The schools and extra curricular activities are really good and well planned. The teachers work really hard and are great at what they do."
    0
    Flag
  • Harlee O.
    "They would like everything because it is a perfect place to have a dog."
    0
    Flag
  • Harlee O.
    "It is easy and fast to get anywhere you want to go in Dedham."
    0
    Flag
  • Harlee O.
    "The people make it a fun and loving environment."
    0
    Flag
  • Harlee O.
    "It is a very safe place for kids to roam freely."
    0
    Flag
  • Roma
    "Great family friendly neighborhood with great access to shops, entertainment and public transport for commuting. Great Curb appeal Beautiful Period home"
    0
    Flag
  • Johnrh1958
    "Really nice quiet neighborhood. well maintained. walk to commuter rail. Friendly."
    0
    Flag
  • dsr
    "Handy to everything, walk to commuter rail, 20 min drive to Boston Common, 5 min to 128...walk to all schools...quiet, trees all over, beautiful churches and classic NE architecture (and variety!)...nice mix of old and young people, small shops nearby, quiet and safe...and unpretentious!"
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 59 Winthrop St

  • What is 59 Winthrop St estimated to be worth?
    Trulia's estimated value for 59 Winthrop St in Dedham, MA is $725,100.
  • What is the price history for 59 Winthrop St?
    59 Winthrop St in Dedham, MA last sold for $461,000 in June 2018.
  • Is Dedham a buyer's or seller's market?
    Dedham is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Dedham?
    The median sale price in Dedham is $770K.
  • Does 59 Winthrop St have air conditioning?
    Yes, 59 Winthrop St in Dedham, MA has air conditioning.
  • Does 59 Winthrop St have laundry facilities?
    Yes, 59 Winthrop St in Dedham, MA has in-unit laundry.

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