Pending

$599,000

Est. $4,024/mo —

•

1,274

sq ft

40 Winstead Ave, Dedham, MA 02026

About this home

This home has been lovingly maintained by the same family since 1965! Here's your chance to make it your own. Located on a dead end street in Greenlodge, this house is a 3 bedroom 1.5 bath Colonial built in 1959. There is a large living room with a fireplace and pretty picture window. The room flows nicely into the formal dining room. A nice sized eat-in kitchen is awaiting your personal touches! A convenient side entrance leads to a mudroom. A half bath completes the first floor. Upstairs you will find 3 bedrooms with abundant closet space and a full bath. The basement is partially finished with a recreation room and an old-school bar! The unfinished part of the basement includes a laundry area and tons of storage. Direct access to the one car garage. The home is situated on a nice level lots with a storage shed. Very quiet dead end street. Walking distance to the Greenlodge Elementary School. Easy highway access and close to the commuter rail. Come see it today!

Single-familyProperty Type

1959Year Built

7,485 sq ftLot Size

$470Price/Sq.Ft.

1 garage spacesParking

Listed by Lisa Iantosca • Donahue Real Estate Co.

Listed by • Donahue Real Estate Co.

Listing updated: Oct 29, 2026 at 03:32am

Redfin checked: a minute ago

•Source:MLS PIN #73590396

Payment calculator

$4,024 per month

Principal and interest$3,269

Property taxes

$660

HOA dues

Home insurance

$95

Utilities

Add

5 minutes to get started. No credit impact.

Affordability tools

Open houses

No upcoming open houses.

Nearby open houses (10)

REDFIN OPEN TODAY, 2PM TO 3:30PM3D WALKTHROUGH
$749,000
4 beds2 baths1,960 sq ft
261 Ewing Dr, Stoughton, MA 02072
0.35 acre lot • 2 garage spots • Pool
OPEN FRI, 12PM TO 1PM
$2,700,000
3 beds3.5 baths5,039 sq ft
114 Hillside St, Milton, MA 02186
1.07 acre lot • 2 garage spots • Community pool
REDFIN OPEN SAT, 10AM TO 12PM3D & VIDEO TOUR
$1,250,000
2 beds2 baths1,187 sq ft
50 Longwood Ave #316, Brookline, MA 02446
$1,588 HOA • Garage • Community pool
REDFIN OPEN SAT, 11AM TO 1PM3D WALKTHROUGH
$650,000
2 beds1 bath1,055 sq ft
62 Seaverns Ave #2, Jamaica Plain, MA 02130
$220 HOA • Parking • Community pool
REDFIN OPEN SAT, 12PM TO 2PM3D & VIDEO TOUR
$799,000
2 beds2 baths955 sq ft
214 Market St #205, Brighton, MA 02135
$642 HOA • Garage • Built 2019
REDFIN OPEN SAT, 12PM TO 2PM3D & VIDEO TOUR
$1,039,880
4 beds2.5 baths2,454 sq ft
15 Condor Rd, Sharon, MA 02067
0.47 acre lot • 2 garage spots • Built 1978
OPEN SAT, 12PM TO 2PM
$799,000
3 beds2.5 baths2,552 sq ft
605 Middle St #20, Braintree, MA 02184
$540 HOA • 2 garage spots • Built 1996
REDFIN OPEN SAT, 1PM TO 3PM3D WALKTHROUGH
$395,000
1 bed1 bath560 sq ft
100 Lanark Rd #8, Brighton, MA 02135
$500 HOA • Community pool • Built 1947
REDFIN OPEN SAT, 1:30PM TO 3:30PM3D & VIDEO TOUR
$999,000
5 beds2.5 baths2,744 sq ft
8 Dennison Ct, Stoughton, MA 02072
0.63 acre lot • 2 garage spots • Built 1997
OPEN SUN, 11:30AM TO 12:30PM
$1,149,000
2 beds2 baths1,121 sq ft
256 Dorchester St #401, Boston, MA 02127
$499 HOA • Garage • Community pool

Around this home

Schools

K - 12
Preschool & daycare

Greenlodge Elementary School

Public 1-5 • Assigned • 0.3mi

8/10

Dedham Middle School

Public 6-8 • Assigned • 1.4mi

7/10

Dedham High School

Public 9-12 • Assigned • 1.4mi

7/10

Provided by GreatSchools

About

Endicott

Endicott, located between Dedham Square and the Charles River, is a residential and historic Dedham neighborhood with tree-lined streets and a strong civic campus feel. The neighborhood’s character concentrates around the Endicott Estate grounds on East Street, where broad lawns, event spaces, and walking paths set a calm, public-facing rhythm. Early-20th-century Colonials and Capes mix with larger estate-era homes, giving blocks a measured, traditional streetscape. The Endicott Estate anchors local culture with seasonal programming and community gatherings. Nearby, the Dedham Community House adds a classic small-town venue for classes and events. Green edges and river-adjacent paths shape daily routines with a quieter, outdoors-forward pace.

Provided by Walk Score and Local Logic

Market insights

40 Winstead Ave · $599,000

DAYS ON MARKET

The average home goes pending in 22 days.

SALE-TO-LIST

Most homes are selling 0% above list price.

LIST PRICE

Median sale price in this area is $758,025. (27% higher than this home)

PRICE DROP

23% of homes in this area have had a price drop in the past month.

Property details

Interior
Exterior
Finance

Kitchen

Bathroom

Bedroom

Living

Dining

Interior features
Partially finished basement
Fireplace

Bedrooms
3 bedrooms, all on the second floor

Bathrooms
1 full bathroom on the second floor
1 half bathroom on the first floor

Heating & cooling
Forced-air heating
Natural gas heating

Sale and tax history for 40 Winstead Ave

Sale History
Tax History

Year

Property tax

Land + Additions

Assessment*

2023

$6,871 (+6.1%)

$272,400 + $262,700

$535,100

2022

$6,473 (+7.5%)

$255,800 + $229,100

$484,900

2021

$6,019 (+0.2%)

$236,800 + $203,500

$440,300

2020

$6,009 (+7.8%)

$236,900 + $201,100

$438,000

2019

$5,572 (+3.9%)

$206,000 + $187,800

$393,800

2018

$5,365 (+4.9%)

$180,900 + $187,800

$368,700

2017

$5,116 (−2.4%)

$169,500 + $177,100

$346,600

2016

$5,240 (+2.6%)

$157,000 + $181,300

$338,300

2014

$5,105 (+11.6%)

$151,200 + $166,300

$317,500

2013

$4,576 (+0.9%)

$140,000 + $149,800

$289,800

2012

$4,533 (+2.3%)

$146,900 + $146,900

$293,800

2011

$4,433 (+3.7%)

$153,300 + $155,200

$308,500

2010

$4,273 (−2.2%)

$159,700 + $155,200

$314,900

2009

$4,369

$166,800 + $179,400

$346,200

Public record

Beds

Baths

1.5

Stories

Lot width

—

Lot depth

—

Lot size

7,405 Sq. Ft.

Year renovated

—

Finished Sq. Ft.

1,274

Unfinished Sq. Ft.

—

Total Sq. Ft.

1,274

Year built

1959

Style

Single Family Residential

County

Norfolk County

APN

74323

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 21, 2023.

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

3/10 Fire Factor

0.15% chance of being in a wildfire in next 30 years

5/10 Heat Factor

7 days above 97° expected this year, 15 days in 30 years

6/10 Wind Factor

58% chance of strong winds in next 30 years

2/10 Air Factor

1 unhealthy days expected this year, 2 days in 30 years

Provided by First Street

Historical weather

Dedham, MA • 02026

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

93/ 100

Exceptional sunlight

Sunscore

This home ranks in the top 21% for direct sun exposure in Dedham. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

9.7 hrs

5.6 hrs

JuneDecember

Provided by Shadowmap

Redfin Estimate for 40 Winstead Ave

$620,780

$22K over list price of $599K

Nearby comparable homes

The Redfin Estimate uses 6 recent nearby sales, priced between $688K to $815K.

SOLD SEP 29, 2026
$688,000 Last sold price
3 beds2 baths1,400 sq ft
54 Gainsville Rd, Dedham, MA 02026
$21/sq ft
59 years older
SOLD JUN 3, 2026
$715,500 Last sold price
3 beds1 bath1,548 sq ft
17 Walters Ave, Dedham, MA 02026
$8/sq ft
larger lot
1 year older
SOLD JUN 9, 2026
$716,000 Last sold price
3 beds1.5 baths1,289 sq ft
54 Turner St, Dedham, MA 02026
$85/sq ft
smaller lot
32 years older
SOLD JUL 14, 2026
$725,000 Last sold price
4 beds1.5 baths1,494 sq ft
42 Stoughton Rd, Dedham, MA 02026
$15/sq ft
9 years older
no basement
SOLD JUL 14, 2026
$742,500 Last sold price
3 beds2.5 baths1,318 sq ft
124 Gainsville Rd, Dedham, MA 02026
$93/sq ft
larger lot
45 years older
SOLD AUG 1, 2026
$815,000 Last sold price
4 beds2 baths1,846 sq ft
13 Willard St, Dedham, MA 02026
$29/sq ft
larger lot
4 years older

Rental earnings

Est. $3,234 per month, based on comparable rentals

This home is pending

The seller has accepted an offer, and this property is now .

Have questions?

Victoria Johnson

Dedham Redfin Agent

Victoria Johnson typically replies in about 6 minutes

Nearby similar homes

OPEN SAT, 11AM TO 1PM

$799,900

4 beds1.5 baths1,870 sq ft

16 Circuit Rd, Dedham, MA 02026

Oakdale neighborhood • Classic white siding • Black shutters

$1,100,000

4 beds2.5 baths2,159 sq ft

230 Sprague St, Dedham, MA 02026

Hardwood floors • Custom millwork • Open-concept layout

$699,000

3 beds2 baths1,608 sq ft

114 Chickering Rd, Dedham, MA 02026

Classic raised ranch • Dead-end street • Cul-de-sac

$725,000

3 beds2 baths1,638 sq ft

178 Central Ave, Dedham, MA 02026

Finished basement • Eat-in kitchen • Gas cooking

$1,225,000

4 beds2.5 baths2,671 sq ft

68 Court St, Dedham, MA 02026

Historic property • Updated kitchen • Gas fireplace

$2,995,000

5 beds4 baths5,440 sq ft

149 Porter St, Westwood, MA 02090

One acre lot • Expansive yard • 1.04 acre lot

New listings for sale in 02026

OPEN SAT, 11AM TO 1PM

$799,900

4 beds1.5 baths1,870 sq ft

16 Circuit Rd, Dedham, MA 02026

Oakdale neighborhood • Classic white siding • Black shutters

EARLY ACCESSCOMPASS COMING SOON

$549,000

3 beds1 bath1,200 sq ft

31 Lewis Ln, Dedham, MA 02026

4,068 sq ft lot • Built 1900

HOT HOME

$699,000

4 beds2 baths1,664 sq ft

67 Tarbox St, Dedham, MA 02026

Updated kitchen • Finished lower level • Fully fenced yard

$1,100,000

4 beds2.5 baths2,159 sq ft

230 Sprague St, Dedham, MA 02026

Hardwood floors • Custom millwork • Open-concept layout

Details provided by MLS PIN and may not match the public record. Learn more.

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

Redfin Brokerage Licenses

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.

GreatSchools Ratings provided by GreatSchools.org.

02021 homes for sale
02136 homes for sale
02062 homes for sale
02186 homes for sale
02132 homes for sale

Houses for rent in Dedham	Agents near me	Quincy, MA homes for sale	Dedham Housing Market
Houses for sale near me	Boston, MA homes for sale	Brookline, MA homes for sale
Land for sale near me	Newton, MA homes for sale	Arlington, MA homes for sale
Open Houses near me	Cambridge, MA homes for sale	Dedham Property Records
Condos for sale near me	Lexington, MA homes for sale	MA New Listings

Cambridge homes for sale
Boston homes for sale
Newton homes for sale

About this home

Payment calculator

Affordability tools

Open houses

Nearby open houses (10)

Around this home

Schools

Market insights

Property details

Sale and tax history for 40 Winstead Ave

Public record

Climate risks

Historical weather

Sun exposure

Redfin Estimate for 40 Winstead Ave

This home is pending

Have questions?

Nearby similar homes

New listings for sale in 02026

More real estate resources