66 School St, Dedham, MA 02026
Property image
Property image
OFF MARKET

66 School St
Dedham, MA 02026

Dedham Village
  • 5 Beds
  • 2 Baths
  • 2,382 sqft

$1,082,800

Trulia Estimate
as of Aug 18, 2026
Est. Refi. Payment $6,516/mo*
Refinance Your Home

$1,082,800

Trulia Estimate
as of Aug 18, 2026
Est. Refi. Payment $6,516/mo*
Refinance Your Home
5 Beds
2 Baths
2,382 sqft

Home Value

Trulia Estimate
$1.08M
Since last month
Decreased$700 (-0.1%)
Since last year
Increased$49K (+4.7%)
Since last sale
Increased$411K (+60.8%)
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 +72% in the last 10 years
MonthEstimated value
2026
August 2026$1.09M
July 2026$1.09M
June 2026$1.11M
May 2026$1.1M
April 2026$1.07M
March 2026$1.08M
February 2026$1.05M
January 2026$1.03M
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
555 Washington St, Dedham, MA
0.25
Single-Family Home
$865,000
07/31/26
5
1.5
2,000
92 Old River Pl, Dedham, MA
0.22
Single-Family Home
$800,000
04/01/26
4
2
2,572
21 Church St, Dedham, MA
0.14
Single-Family Home
$1,270,000
06/12/26
4
2.5
2,702
42 Martin Bates St, Dedham, MA
0.19
Single-Family Home
$770,000
06/11/26
3
1.5
1,770
27 Eleanor St, Dedham, MA
0.48
Single-Family Home
$775,000
09/26/25
4
2
1,510
191 Court St, Dedham, MA
0.27
Single-Family Home
$750,000
06/08/26
3
1.5
1,254
8 Contentment Pl, Dedham, MA
0.58
Single-Family Home
$755,000
06/05/26
4
1.5
1,772
167 Court St, Dedham, MA
0.22
Single-Family Home
$1,031,500
01/13/26
4
3
2,241
46 Church St, Dedham, MA
0.09
Single-Family Home
$1,530,000
04/09/26
5
3.5
3,906
15 Ohio St, Dedham, MA
0.54
Single-Family Home
$620,000
09/10/25
3
2
1,772

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
26 Worthington St, Dedham, MA 02026
0.04
$1,465,200
3
2.5
2,212
Off Market
20 Highland St, Dedham, MA 02026
0.09
$1,149,600
3
2.5
2,647
Off Market
120 Court St, Dedham, MA 02026
0.10
$1,350,400
4
3.5
3,100
Off Market
21 Marsh St, Dedham, MA 02026
0.10
$1,395,500
3
2.5
1,952
Off Market
26 Highland St, Dedham, MA 02026
0.12
$2,302,300
5
4.5
4,481
Off Market
44 Court St, Dedham, MA 02026
0.08
$1,900,000
6
3.5
4,470
Recently Sold
441 Washington St #302, Dedham, MA 02026
0.09
$623,200
1
1
810
Recently Sold
441 Washington St #203, Dedham, MA 02026
0.09
$619,000
1
1
968
For Sale
441 Washington St #305, Dedham, MA 02026
0.09
$709,000
2
1
1,186
For Sale
35 Highland St, Dedham, MA 02026
0.13
$1,025,000
3
1.5
1,671
Recently Sold
135 Court St, Dedham, MA 02026
0.14
$1,756,600
4
2.5
3,561
Off Market
4 Spruce St #5, Dedham, MA 02026
0.11
$304,900
Studio
-
926
Off Market

Local Information

  • Map ViewExplore the area around 66 School 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
1900
Living Area
2,382 sqft
Price/Sqft
$455
Parking
Garage

About this House

Your search stops here! Located in Dedham Village, this beautifully maintained Dedham 5bed/2bath home is the ONE! Upon entering this Precinct One Home, you'll find a gorgeous open concept living room & den complete w/ gleaming hardwood floors, crown molding, & cozy wood fireplace. Family room is hard wired with 5 speakers with easy hook up. The kitchen boasts granite counter tops, s/s appliances, & lovely upgraded cabinets. French doors off the kitchen leads to small outdoor deck & brick patio! Upstairs, there are five bedrooms all with ample closet space & lots of natural light! Full bath on level 2 offers a modern white vanity & fiber glass shower/tub. A large additional living space can be found up on level 3 - potential for a family room, media room or large office! Great location near restaurants & less than 1 mile away from the Dedham mall. This one will go fast, so hurry & make this home YOURS! First showing at the Open House Sunday 10/4 from 11-1. No apts required but masks
66 School St, Dedham, MA 02026 is a 5 bedroom, 2 bathroom, 2,382 sqft single-family home in Dedham Village, built in 1900. It last sold for $675,000 on Jan 15, 2021. It is currently off market. The Trulia Estimate is $1,082,800, with a rent estimate of $6,495/month.

Home Details for 66 School St

Interior Features

Interior Details
BasementAtticNumber of Rooms: 10Ceiling Fan
Heating & Cooling
Heating: Baseboard, Electric, GasAir ConditioningHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Carpet, Concrete, Hardwood, Linoleum Vinyl
Appliances & Utilities
Cable ReadyDishwasherDisposalMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: WoodPatioPorch
Parking & Garage
GarageParking Spaces: 3Parking: Garage Detached

Property Information

Year Built
Year Built: 1900
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 5662 sqft

Building

Fitness & Sports
Tennis Court

Price and Tax history

DateEventPrice
Jan 15, 2021
Source: N/A
Sold
$675,000
Dec 1, 2020
Source: Agent Provided
Pending
$700,000
Nov 17, 2020
Source: Agent Provided
PriceChange
$700,000
Price decreased by 5%
Oct 23, 2020
Source: Agent Provided
PriceChange
$735,000
Price decreased by 2%
Oct 1, 2020
Source: Agent Provided
Listed For Sale
$750,000

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
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Around this home

Neighborhood Overview

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

What Locals Say about Dedham Village

At least 5 Trulia users voted on each feature.

  • 100 % Say parking is easy

  • 88 % Say there are sidewalks

  • 88 % Say yards are well-kept

  • 82 % Say it's dog friendly

  • 78 % Say there's holiday spirit

  • 75 % Say people would walk alone at night

  • 75 % Say car is needed

  • 70 % Say it's walkable to grocery stores

  • 67 % Say it's walkable to restaurants

  • 67 % Say kids play outside

  • 64 % Say streets are well-lit

  • 53 % Say neighbors are friendly

  • 50 % Say there's wildlife

  • 50 % Say it's quiet

  • 40 % Say they plan to stay for at least 5 years

  • 25 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Rvpl77
    "Dedham Flag Day parade, Trunk or Treat, Christmas tree lighting in Dedham Square, Wednesday Farmers Market"
    0
    Flag
  • Glaw
    "Good family friendly town. Lots of transportation options. Like 3 local commuter rail stations. Historic character and an arts house theater. "
    0
    Flag

LGBTQ Local Legal Protections

Apartments for Rent

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Explore by feature - Pet Friendly

17 pet-friendly rentals in Dedham, MA

Explore by feature - Air Conditioning

29 rentals with air conditioning in Dedham, MA

Explore by feature - Washer/dryer

34 rentals with a washer/dryer in Dedham, MA

Homes for sale near 66 School St

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Off Market Homes Near 66 School St

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Frequently asked questions about 66 School St

  • What is 66 School St estimated to be worth?
    Trulia's estimated value for 66 School St in Dedham, MA is $1,082,800.
  • What is the price history for 66 School St?
    66 School St in Dedham, MA last sold for $675,000 in January 2021.
  • 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 66 School St?
    The lot at 66 School St in Dedham, MA is about 0.13 acres (5,662 sq ft).
  • Does 66 School St have a garage?
    Yes, 66 School St in Dedham, MA has a garage.