249 Madison St, Dedham, MA 02026
OFF MARKET

$758,500

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 1,248 sqft

249 Madison St, Dedham, MA 02026

Oakdale
Est. Refi. Payment $4,555/mo*
Refinance Your Home
Currently Off Market - Sold Aug 11, 2009 for $396,000

Home Value

Trulia Estimate
$759K
Since last month
Decreased$8K (-1.1%)
Since last year
Increased$400 (+0.1%)
Since last sale
Increased$364K (+91.8%)
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 +77% in the last 10 years
MonthEstimated value
2026
August 2026$760K
August 2026$758K
July 2026$768K
June 2026$775K
May 2026$791K
April 2026$773K
March 2026$774K
February 2026$745K
January 2026$729K
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
255 Madison St, Dedham, MA
0.01
Single-Family Home
$899,900
08/13/26
3
2
2,047
6 Snow Ln, Dedham, MA
0.22
Single-Family Home
$780,000
03/31/26
3
1.5
1,288
173 Jefferson St, Dedham, MA
0.21
Single-Family Home
$822,500
07/02/26
3
1.5
1,438
731 East St, Dedham, MA
0.09
Single-Family Home
$851,000
12/01/25
3
1.5
2,324
812 East St, Dedham, MA
0.11
Single-Family Home
$790,000
08/21/26
4
2
1,970
183 Grant Ave, Dedham, MA
0.23
Single-Family Home
$665,000
11/07/25
2
1.5
1,349
16 Glenway St, Dedham, MA
0.18
Single-Family Home
$670,000
12/01/25
4
1.5
1,470
315 Central Ave, Dedham, MA
0.30
Single-Family Home
$662,000
06/18/26
3
1
1,319
103 Madison St, Dedham, MA
0.35
Single-Family Home
$841,000
06/18/26
3
1.5
1,489
438 Mount Vernon St, Dedham, MA
0.36
Single-Family Home
$850,000
04/29/26
3
2
2,039

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
255 Madison St, Dedham, MA 02026
0.01
$899,900
3
2
2,047
Recently Sold
254 Madison St, Dedham, MA 02026
0.03
$602,800
2
2
1,456
Off Market
14 Thompson St, Dedham, MA 02026
0.04
$900,400
3
1.5
1,500
Off Market
203 Madison St, Dedham, MA 02026
0.10
$931,500
3
2
1,848
Off Market
812 East St, Dedham, MA 02026
0.11
$790,000
4
2
1,970
Recently Sold
37 Rustcraft Rd, Dedham, MA 02026
0.10
$859,000
3
1.5
1,512
For Sale
202 Madison St, Dedham, MA 02026
0.12
$762,700
2
1
1,301
Off Market
50 Thompson St, Dedham, MA 02026
0.08
$861,200
3
3
2,282
Off Market
731 East St, Dedham, MA 02026
0.09
$851,000
3
1.5
2,324
Recently Sold
819 East St, Dedham, MA 02026
0.13
$718,300
3
1
1,296
Off Market
32 Elmwood Ave, Dedham, MA 02026
0.17
$731,200
2
1.5
1,038
Off Market
211 Adams St, Dedham, MA 02026
0.18
$750,400
3
2
1,542
Off Market

Local Information

  • Map ViewExplore the area around 249 Madison St.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1950
Living Area
1,248 sqft
Price/Sqft
$608

About this House

Picture perfect, updated 7 room, 3-4 bedroom, 1.5 bath cape in desired Endicott neighborhood! Features include an updated granite kitchen, front to back fireplaced livingroom and diningroom overlooks oversized family friendly fenced lot, 1st floor familyroom or 4th bedroom, 1st flr laundry, front to back master bedroom, hardwood floors, huge trex deck and lots more! Big basement ready to be finished! Other updates: windows, electrical, fresh paint (inside and out) and more!
249 Madison St, Dedham, MA 02026 is a 3 bedroom, 2 bathroom, 1,248 sqft single-family home in Oakdale, built in 1950. It last sold for $396,000 on Aug 11, 2009. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $758,500, with a rent estimate of $3,756/month.

Home Details for 249 Madison St

Interior Features

Interior Details
BasementNumber of Rooms: 6
Heating & Cooling
Heating: Forced Air, GasAir ConditioningHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Wood
Parking & Garage
Parking: Off Street

Property Information

Year Built
Year Built: 1950
Property Type / Style
Property Type: Single Family HomeArchitecture: Cape Cod

Community

Units in Building: 1

Lot Information

Lot Area: 9206 sqft

Price and Tax history

DateEventPrice
Aug 11, 2009
Source: N/A
Sold
$396,000
May 16, 2009
Source: Agent Provided
Listed For Sale
$419,900
Jul 26, 1996
Source: N/A
Sold
$160,000

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 249 Madison St

  • What is 249 Madison St estimated to be worth?
    Trulia's estimated value for 249 Madison St in Dedham, MA is $758,500.
  • What is the price history for 249 Madison St?
    249 Madison St in Dedham, MA last sold for $396,000 in August 2009.
  • 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.
  • How big is the lot at 249 Madison St?
    The lot at 249 Madison St in Dedham, MA is about 0.21 acres (9,206 sq ft).
  • Does 249 Madison St have parking?
    Yes, 249 Madison St in Dedham, MA has on-site parking.

Explore by feature - Pet Friendly

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