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

$753,000

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 1,573 sqft

66 Winfield St, Dedham, MA 02026

Greenlodge
Est. Refi. Payment $4,534/mo*
Refinance Your Home
Currently Off Market - Sold Aug 23, 2022 for $665,000

Home Value

Trulia Estimate
$753K
Since last month
Decreased$13K (-1.8%)
Since last year
Increased$16K (+2.2%)
Since last sale
Increased$87K (+13.1%)
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 +74% in the last 10 years
MonthEstimated value
2026
August 2026$752K
August 2026$751K
July 2026$765K
June 2026$773K
May 2026$779K
April 2026$768K
March 2026$761K
February 2026$741K
January 2026$727K
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
113 Ledgewood Rd, Dedham, MA
0.14
Single-Family Home
$715,000
07/06/26
3
1.5
1,512
53 Winfield St, Dedham, MA
0.04
Single-Family Home
$766,000
05/26/26
3
1
1,530
80 Willard St, Dedham, MA
0.24
Single-Family Home
$799,900
05/29/26
3
2
1,685
1139 East St, Dedham, MA
0.17
Single-Family Home
$720,000
07/21/26
5
2
1,936
16 Norwich St, Dedham, MA
0.32
Single-Family Home
$620,000
01/06/26
3
1.5
2,061
13 Willard St, Dedham, MA
0.19
Single-Family Home
$815,000
08/01/26
4
2
1,846
24 Overlook Ave, Dedham, MA
0.08
Single-Family Home
$500,000
12/19/25
2
1
1,100
23 Granite St, Dedham, MA
0.08
Single-Family Home
$865,000
09/12/25
3
2.5
1,771
88 Fox Meadow Ln, Dedham, MA
0.22
Single-Family Home
$775,000
11/26/25
4
1.5
2,344
152 Sprague St, Dedham, MA
0.64
Single-Family Home
$806,000
07/10/26
3
2
1,513

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
53 Winfield St, Dedham, MA 02026
0.04
$766,000
3
1
1,530
Recently Sold
26 Chester Ave, Dedham, MA 02026
0.06
$809,500
3
2.5
1,569
Off Market
25 Cranston Ave, Dedham, MA 02026
0.07
$747,400
3
1.5
1,612
Off Market
24 Overlook Ave, Dedham, MA 02026
0.08
$500,000
2
1
1,100
Recently Sold
33 Overlook Ave, Dedham, MA 02026
0.08
$883,900
4
2
2,424
Recently Sold
71 Vincent Rd, Dedham, MA 02026
0.10
$770,100
3
1.5
1,738
Off Market
11 Granite St, Dedham, MA 02026
0.07
$1,100,000
3
2.5
2,796
Recently Sold
23 Granite St, Dedham, MA 02026
0.08
$900,000
3
2.5
1,771
Off Market
34 Vincent Rd, Dedham, MA 02026
0.12
$894,700
3
2.5
1,946
Off Market
60 Ridgeway St #60, Dedham, MA 02026
0.09
-
3
2
1,212
Off Market
30 Granite St, Dedham, MA 02026
0.10
$1,011,400
4
3
2,233
Off Market
67 S Gate St, Dedham, MA 02026
0.11
$1,267,200
5
2.5
2,728
Off Market

Local Information

  • Map ViewExplore the area around 66 Winfield St.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1959
1,573 sqft
$479/sqft

About this House

Great house in a great neighborhood! Come in and fall in love! Living room with fireplace, crown molding, plantation shutters, and bow window. First floor bedroom and full bath. Newly renovated kitchen with quartz counters and farmhouse sink. Sunny dining area with cathedral ceiling. Playroom/den off the kitchen (perfect for containing the little ones). Second floor has two bedrooms with double width closets and another full bath. Master fits king size bed. Newly finished basement with separate laundry room. Backyard was completely redone with new landscaping, patio and shed. Newer roof, furnace, hot water tank. Central air. Exterior being painted this week, soon to be grey with white trim and black shutters. Walk to train, close to highway, Legacy Place, and University Station. Don't miss this gem! First showings at OH Sunday 12-2
66 Winfield St, Dedham, MA 02026 is a 3 bedroom, 2 bathroom, 1,573 sqft single-family home in Greenlodge, built in 1959. It last sold for $665,000 on Aug 23, 2022. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $753,000, with a rent estimate of $4,126/month.

Home Details for 66 Winfield 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: WoodPatio

Property Information

Year Built
Year Built: 1959
Property Type / Style
Property Type: Single Family HomeArchitecture: Cape Cod

Community

Units in Building: 1

Lot Information

Lot Area: 4791 sqft

Price and Tax history

DateEventPrice
Aug 23, 2022
Source: MLS PIN #72982119
Sold
$665,000
May 24, 2022
Source: MLS PIN #72982119
Contingent
$629,900
May 16, 2022
Source: MLS PIN #72982119
Listed For Sale
$629,900
May 25, 2016
Source: Agent Provided
ListingRemoved
$435,000
May 3, 2016
Source: Agent Provided
Pending
$435,000

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

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

What Locals Say about Greenlodge

At least 16 Trulia users voted on each feature.

  • 100 % Say it's dog friendly

  • 96 % Say there's holiday spirit

  • 96 % Say yards are well-kept

  • 94 % Say it's quiet

  • 94 % Say streets are well-lit

  • 91 % Say there are sidewalks

  • 91 % Say parking is easy

  • 85 % Say people would walk alone at night

  • 84 % Say car is needed

  • 83 % Say there's wildlife

  • 79 % Say they plan to stay for at least 5 years

  • 78 % Say kids play outside

  • 74 % Say there are community events

  • 71 % Say neighbors are friendly

  • 43 % Say it's walkable to restaurants

  • 14 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Meghan
    "Horrible ride on I-95 to Burlington every morning and evening at least an hour, sometimes 1 1/2 hours."
    0
    Flag
  • Ke j.
    "Walk to train and Dedham square. Highway access and legacy place. Community feel with neighbors who talk to each other. "
    9
    Flag
  • Lauren
    "Near Boston and major highways. Suburban but close to urban areas. Quick and easy to get everywhere "
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 66 Winfield St

  • What is 66 Winfield St estimated to be worth?
    Trulia's estimated value for 66 Winfield St in Dedham, MA is $753,000.
  • What is the price history for 66 Winfield St?
    66 Winfield St in Dedham, MA last sold for $665,000 in August 2022.
  • 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 Winfield St?
    The lot at 66 Winfield St in Dedham, MA is about 0.11 acres (5,000 sq ft).

Explore by feature - Pet Friendly

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