Google street view image for 42 Winding River Rd, Needham, MA 02492

Off market jun 1991 for $835K

$2,129,528

Est. refi paymentEst. refi $5,405/mo

•

3.5 ba

•

3,732

sq ft

42 Winding River Rd, Needham, MA 02492

About this home

42 Winding River Rd is a 3,732 square foot house on a 0.81 acre lot with 5 bedrooms and 3.5 bathrooms. - it last sold on June 21, 1991 for $835,000. Based on Redfin's Needham data, we estimate the home's value is $2,129,528.

Single-familyProperty Type

1956Year Built

0.81 acresLot Size

$571Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$2,129,528

$1.3M since sold in June 1991$103K since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 5.8% higher than the average sale price ($2.01M) of 6 comparable homes.

SOLD OCT 14, 2026
$1,930,000
A
4 beds3.5 baths4,509 sq ft
25 Dover Rd, Dover, MA 02030
SOLD OCT 15, 2026
$1,165,000
B
5 beds3 baths2,464 sq ft
23 Leach Ln, Natick, MA 01760
SOLD AUG 7, 2026
$2,200,000
C
5 beds3.5 baths2,840 sq ft
11 Sterling Rd, Wellesley, MA 02482
SOLD JUL 31, 2026
$1,645,999
D
5 beds3.5 baths3,651 sq ft
30 Oakridge Ave, Natick, MA 01760
SOLD AUG 25, 2026
$3,100,000
E
6 beds4.5 baths4,475 sq ft
10 Colgate Rd, Wellesley, MA 02482
SOLD SEP 24, 2026
$2,040,000
F
4 beds4 baths2,998 sq ft
42 Temple Rd, Wellesley, MA 02482

Claim this home to receive a free report every month with insights on the changing estimate.

Earn from this home

Sell

$2,022,989

Est. take-home

List your home with Redfin and save $10,648

Refinance

Est. cash available

Get cash now or lower your monthly rate

Rent

$7,235/mo

Redfin rental estimate

List your home for rent

Market trends in 02492, MA

Last updated October 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-list price

99.4%

1.1% MoM

Median sale price

$1.7M

$42K MoM

Avg. days on market

27d

6 days MoM

Recently sold homes

4 MoM

New listings for sale

$2,786,000
6 beds5 baths6,100 sq ft
57 Mayflower Rd, Needham, MA 02492
OPEN TODAY, 11AM TO 2PM
$1,895,000
5 beds3 baths5,232 sq ft
178 South St, Needham, MA 02492
OPEN TODAY, 12PM TO 1:30PM
$1,875,000
5 beds4.5 baths3,548 sq ft
18 Grant St, Needham, MA 02492
OPEN TODAY, 2:30PM TO 4PM
$1,075,000
3 beds1.5 baths1,416 sq ft
103 Marked Tree, Needham, MA 02492
OPEN TODAY, 12PM TO 1PM
$2,039,000
4 beds3.5 baths4,120 sq ft
829 Greendale Ave, Needham, MA 02492
$529,000
2 beds2 baths1,353 sq ft
1212 Greendale Ave #333, Needham, MA 02492
See all

Provided by Redfin

Sale history for 42 Winding River Rd

Year

Property tax

Land + Additions

Assessment*

2023

$17,763 (+9.8%)

$811,000 + $551,200

$1,362,200

2022

$16,184 (+2.6%)

$681,600 + $528,900

$1,210,500

2021

$15,773 (+2.0%)

$681,600 + $528,900

$1,210,500

2020

$15,465 (+1.8%)

$681,000 + $557,200

$1,238,200

2019

$15,186 (+4.3%)

$681,000 + $544,700

$1,225,700

2018

$14,561 (+5.6%)

$681,000 + $544,700

$1,225,700

2017

$13,792 (+2.6%)

$681,000 + $479,000

$1,160,000

2016

$13,446 (+0.8%)

$681,000 + $484,200

$1,165,200

2014

$13,342 (+3.0%)

$681,000 + $465,200

$1,146,200

2013

$12,952 (+3.2%)

$681,000 + $465,200

$1,146,200

2012

$12,551 (+0.5%)

$681,000 + $465,200

$1,146,200

2011

$12,492 (+3.5%)

$612,900 + $533,200

$1,146,100

2010

$12,068 (+5.7%)

$612,900 + $533,200

$1,146,100

2009

$11,415

$612,900 + $533,200

$1,146,100

Tax history for 42 Winding River Rd

Year

Property tax

Land + Additions

Assessment*

2023

$17,763 (+9.8%)

$811,000 + $551,200

$1,362,200

2022

$16,184 (+2.6%)

$681,600 + $528,900

$1,210,500

2021

$15,773 (+2.0%)

$681,600 + $528,900

$1,210,500

2020

$15,465 (+1.8%)

$681,000 + $557,200

$1,238,200

2019

$15,186 (+4.3%)

$681,000 + $544,700

$1,225,700

2018

$14,561 (+5.6%)

$681,000 + $544,700

$1,225,700

2017

$13,792 (+2.6%)

$681,000 + $479,000

$1,160,000

2016

$13,446 (+0.8%)

$681,000 + $484,200

$1,165,200

2014

$13,342 (+3.0%)

$681,000 + $465,200

$1,146,200

2013

$12,952 (+3.2%)

$681,000 + $465,200

$1,146,200

2012

$12,551 (+0.5%)

$681,000 + $465,200

$1,146,200

2011

$12,492 (+3.5%)

$612,900 + $533,200

$1,146,100

2010

$12,068 (+5.7%)

$612,900 + $533,200

$1,146,100

2009

$11,415

$612,900 + $533,200

$1,146,100

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Permits

May 21, 2020 • Final

Building permit - residential (single, 2-family or townhouses) projects

Roofing

Permit history is from public records and may be incomplete or inaccurate. Redfin and its agents make no representations about the property condition or permit status. Buyers should independently verify all information.

Property details

Interior

Basement Information
Basement Sq. Ft: 2,163
Basement Type: Full

Bathroom Information
# of Full Baths: 3
# of 1/2 Baths: 1

Heating & Cooling
Heating Type: Forced Air

Fireplace Information
# of Fireplaces: 3
Has Fireplace

Room Information
# of Rooms: 10

Exterior

Exterior Information
Physical Condition: Good
Building Style Type: Cape Cod
Exterior Wall: Wood Siding/Shingle
Roof Shape Type: Gable

Property Information
Living Sq. Ft: 3,732
Gross Sq. Ft: 5,895
# of Stories: 2

Lot Information
# of Buildings: 1
Land Sq. Ft: 35,284
Municipality Name: NEEDHAM
Acres: 0.81
Zoning Code: SRA
State Use Description: 1-FAMILY RESIDENCE

Financial

Assessor Information
Assessment Year: 2023

Public facts

Beds: 5
Baths: 3.5
Sq. Ft.: 3,732
Stories: 2.0
Lot Size: 0.81 acres
Style: Single Family Residential
Year Built: 1956
Year Renovated: 2000
County: Norfolk County
APN: 146520

Home facts updated by county records on Jul 21, 2023

Around this home

Schools

K - 12
Preschool & daycare

Newman Elementary School

Public PreK-5 • Assigned • 2.3mi

9/10

High Rock School

Public 6 • Assigned • 2.8mi

10/10

Needham High School

Public 9-12 • Assigned • 3.5mi

9/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

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

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

5/10 Heat Factor

7 days above 98° expected this year, 15 days in 30 years

6/10 Wind Factor

53% 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

Needham, MA • 02492

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 9 hours in June and 4.4 hours in December, placing it below the U.S. average for solar exposure.

9 hrs

4.4 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$2.02M – $2.45M

Reach more buyers when you sell with Redfin. Save up to $21,295 in fees. 3 minutes to get started.

Need the cash from your home fast? Sell to .

Nearby similar homes

OPEN TODAY, 12PM TO 1PM

$2,195,000

4 beds4 baths4,092 sq ft

67 Cottage St, Natick, MA 01760

Large walk-in pantry • Farmhouse sink • Elegant dining room

OPEN TODAY, 10AM TO 12PM3D WALKTHROUGH

$1,650,000

4 beds3.5 baths4,700 sq ft

21 Manchester Pl, Natick, MA 01760

Cul-de-sac • Wooded backdrop • Hardwood floors

$1,150,000

4 beds1.5 baths1,708 sq ft

4 Meadowbrook Rd, Dover, MA 02030

Private 1 acre lot • Bright sunroom • Granite countertops

$2,786,000

6 beds5 baths6,100 sq ft

57 Mayflower Rd, Needham, MA 02492

Outdoor kitchen • Circular driveway • Central ac

NEW CONSTRUCTION

$2,689,000

6 beds7 baths5,760 sq ft

373 High Rock St, Needham, MA 02492

Fully finished • Landscaped • Chef's kitchen

$1,499,000

4 beds3 baths3,507 sq ft

9 Raleigh Rd, Dover, MA 02030

One floor living • Circular driveway • Private lot

New listings for sale in 02492

$2,786,000

6 beds5 baths6,100 sq ft

57 Mayflower Rd, Needham, MA 02492

Outdoor kitchen • Circular driveway • Central ac

OPEN TODAY, 11AM TO 2PM

$1,895,000

5 beds3 baths5,232 sq ft

178 South St, Needham, MA 02492

Original details • Wood burning hearths • Gourmet kitchen

OPEN TODAY, 12PM TO 1:30PM

$1,875,000

5 beds4.5 baths3,548 sq ft

18 Grant St, Needham, MA 02492

Open-concept layout • Stylish kitchen • Quartz countertops

OPEN TODAY, 2:30PM TO 4PM

$1,075,000

3 beds1.5 baths1,416 sq ft

103 Marked Tree, Needham, MA 02492

Natural light • Hardwood floors • Fireplace

OPEN TODAY, 12PM TO 1PM

$2,039,000

4 beds3.5 baths4,120 sq ft

829 Greendale Ave, Needham, MA 02492

Custom-built • Expansive deck • Inviting stone patio

$529,000

2 beds2 baths1,353 sq ft

1212 Greendale Ave #333, Needham, MA 02492

Deeded parking • $859 HOA • Parking

Home values near 42 Winding River Rd

Data from public records.

Address	Redfin Estimate
33 Winding River Road, Needham, MA 4 Beds \| 2.5 Baths \| 3031 Sq. Ft.	$1,965,696
115 Winding River Road, Needham, MA 2 Beds \| 2.5 Baths \| 1958 Sq. Ft.	$1,759,801
130 Winding River Road, Needham, MA 4 Beds \| 2.5 Baths \| 3026 Sq. Ft.	$2,299,282
56 Winding River Road, Needham, MA 4 Beds \| 3.5 Baths \| 3851 Sq. Ft.	$2,213,624
70 Winding River Road, Needham, MA 5 Beds \| 3.5 Baths \| 3787 Sq. Ft.	$2,363,306
883 Charles River Street, Needham, MA 4 Beds \| 3.5 Baths \| 2700 Sq. Ft.	$1,928,766
8 Turtle Lane, Dover, MA 5 Beds \| 4.5 Baths \| - Sq. Ft.	$2,339,288

Address	Redfin Estimate
59 Winding River Road, Needham, MA 4 Beds \| 2.5 Baths \| - Sq. Ft.	$2,870,764
131 Winding River Road, Needham, MA 4 Beds \| 4.5 Baths \| 2836 Sq. Ft.	$2,205,137
100 Winding River Road, Needham, MA 5 Beds \| 4.5 Baths \| 5083 Sq. Ft.	$2,559,748
158 Winding River Road, Wellesley, MA 5 Beds \| 3.5 Baths \| 5002 Sq. Ft.	$3,944,470
827 Charles River Street, Needham, MA 5 Beds \| 5.5 Baths \| 7562 Sq. Ft.	$3,771,175
901 Charles River Street, Needham, MA 5 Beds \| 5.5 Baths \| 5320 Sq. Ft.	$3,731,005
10 Turtle Lane, Dover, MA 6 Beds \| 5.5 Baths \| 6136 Sq. Ft.	$2,792,523

Address	Redfin Estimate
91 Winding River Road, Needham, MA 4 Beds \| 3 Baths \| 3200 Sq. Ft.	$2,526,630
150 Winding River Road, Needham, MA 5 Beds \| 4 Baths \| 3279 Sq. Ft.	$2,367,538
86 Winding River Road, Needham, MA 5 Beds \| 4.5 Baths \| 4752 Sq. Ft.	$2,676,944
75 Winding River Road, Needham, MA 5 Beds \| 4 Baths \| 6588 Sq. Ft.	$2,705,763
869 Charles River Street, Needham, MA 4 Beds \| 2.5 Baths \| 3879 Sq. Ft.	$1,911,546
1 Turtle Lane, Dover, MA 5 Beds \| 4 Baths \| 5506 Sq. Ft.	—
12 Turtle Lane, Dover, MA 3 Beds \| 3 Baths \| 3027 Sq. Ft.	$1,589,683

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.

02090 homes for sale
02026 homes for sale
02459 homes for sale
02481 homes for sale
02492 homes for sale

Wellesley Square homes for sale
Dana Hall homes for sale
Oak Hill homes for sale
Wellesley Farms homes for sale
Newton Highlands homes for sale

Houses for rent in Needham	Agents near me	Quincy, MA homes for sale	Needham 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	Needham 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

Redfin Estimate

Earn from this home

Market trends in 02492, MA

Sale history for 42 Winding River Rd

Tax history for 42 Winding River Rd

Permits

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 02492

Home values near 42 Winding River Rd

More real estate resources