249 Madison St, Dedham, MA 02026
OFF MARKET

249 Madison St
Dedham, MA 02026

Oakdale
  • 3 Beds
  • 2 Baths
  • 1,248 sqft

$785,300

Trulia Estimate
as of Jun 18, 2026
Est. Refi. Payment $4,644/mo*
Refinance Your Home

$785,300

Trulia Estimate
as of Jun 18, 2026
Est. Refi. Payment $4,644/mo*
Refinance Your Home
3 Beds
2 Baths
1,248 sqft

Local Information

Map showing home location
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-- mins to
Commute Destination

Description

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!
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
No Info
Outdoor
Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

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 History for 249 Madison St

DatePriceEventSource
08/11/2009$396,000Sold
N/A
05/16/2009$419,900Listed For SaleAgent Provided
07/26/1996$160,000Sold
N/A

Market trends in Dedham

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
86
10MoM
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Property Tax and Assessment

Year2025
Tax$7,933
Assessment$628,600
Home facts updated by county records

Homeowner tools

Estimated monthly rent$3,901/mo
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Homes for rent near 249 Madison St

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Comparable Sales for 249 Madison St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
6 Snow Ln, Dedham, MA
0.22
Single-Family Home
$780,000
03/31/26
3
1.5
1,288
254 Madison St, Dedham, MA
0.03
Single-Family Home
$580,000
08/28/25
2
2
1,456
731 East St, Dedham, MA
0.09
Single-Family Home
$851,000
12/01/25
3
1.5
2,324
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
178 Fairbanks Rd, Dedham, MA
0.21
Single-Family Home
$965,559
06/26/25
3
2
1,889
94 Madison St, Dedham, MA
0.36
Single-Family Home
$498,500
10/24/25
3
1
1,271
50 Thompson St, Dedham, MA
0.08
Single-Family Home
$832,000
06/20/25
3
3
2,282
202 Madison St, Dedham, MA
0.12
Single-Family Home
$651,300
07/22/25
2
1
1,301
19 Sprague St, Dedham, MA
0.33
Single-Family Home
$630,000
07/31/25
3
1
1,204

Nearby homes

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Assigned Schools

These are the assigned schools for 249 Madison St.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

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's holiday spirit

  • 85 % Say there are sidewalks

  • 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

  • 50 % 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

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Homes for sale near 249 Madison St

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Off Market Homes Near 249 Madison St

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249 Madison St, Dedham, MA 02026 is a 3 bedroom, 2 bathroom, 1,248 sqft single-family home built in 1950. 249 Madison St is located in Oakdale, Dedham. This property is not currently available for sale. 249 Madison St was last sold on Aug 11, 2009 for $396,000. The current Trulia Estimate for 249 Madison St is $785,300.