OFF MARKET

Off market dec 2021 for $950K

$1,454,491

Est. refi paymentEst. refi $3,738/mo

•

2,496

sq ft

20 Winslow Rd, Needham, MA 02492

About this home

Incredible opportunity to own in Needham’s most desirable neighborhood! Located within the Olin Woods community, this home boasts 9 generous rooms including 4 bedrooms and 3 full bathrooms. On the main level, there are 3 bedrooms and 2 bathrooms, including the master bedroom which is complete with an ensuite and walk in closet. It will be hard to miss the gleaming hardwood floors throughout and the light and bright sunroom that is the perfect place to enjoy your morning coffee. The large eat-in kitchen has plenty of storage and potential! The lower level consists of a fireplaced family room that is ideal to gather and play. Also on the lower level is the 4th bedroom, a full bath, laundry, and direct access to the two-car garage. This home is perfectly situated between Needham and Wellesley Centers with an abundance of shopping and restaurants. Minutes to the Commuter Rail with easy access to Boston. Welcome home to 20 Winslow Road!

Single-familyProperty Type

1983Year Built

$583Est. Price/Sq.Ft.

2 garage spacesParking

Listed by Jessica Nagle • Maloney Properties LLC

Bought with Lanting Huang-Truong • StartPoint Realty

Redfin checked: 2 minutes ago

•Source:MLS PIN #72912760

Redfin Estimate

$1,454,491

$504K since sold in December 2021$6,000 since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 0.8% lower than the average sale price ($1.47M) of 6 comparable homes.

SOLD SEP 23, 2026
$1,400,000
A
4 beds2.5 baths2,456 sq ft
14 Fuller Brook Ave, Needham, MA 02492
SOLD JUL 30, 2026
$1,345,000
B
4 beds2.5 baths2,220 sq ft
87 Hancock Rd, Needham, MA 02492
SOLD APR 29, 2026
$1,535,000
C
4 beds3 baths2,250 sq ft
50 Meetinghouse Cir, Needham, MA 02492
SOLD AUG 14, 2026
$1,305,000
D
4 beds2.5 baths2,345 sq ft
16 Stockdale Rd, Needham, MA 02492
SOLD AUG 13, 2026
$1,700,000
E
3 beds2.5 baths2,496 sq ft
29 Canavan Cir, Needham, MA 02492
SOLD SEP 22, 2026
$1,511,000
F
3 beds2.5 baths2,100 sq ft
81 Seaver St, Wellesley, MA 02481

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Earn from this home

Sell

$692,406

Est. take-home

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Refinance

Est. cash available

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Rent

$4,704/mo

Redfin rental estimate

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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

NEW 32 HRS AGO
$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 20 Winslow Rd

Date

Event

Price

MLS PIN #72912760

Dec 22, 2021

Sold

$950,000

$381/sq ft

Nov 10, 2021

Contingent

—

Oct 26, 2021

Listed

$950,000

$381/sq ft

MLS PIN #30556727

Apr 8, 2002

Sold

$577,500

$231/sq ft

Jan 14, 2002

Listing Removed

—

Oct 29, 2001

Listed

$599,000

$240/sq ft

Public Records

Jan 14, 1994

Sold

$650,000

$260/sq ft

Public Records

Dec 16, 1992

Sold

$287,000

$115/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$12,095 (+6.2%)

$573,900 + $353,600

$927,500

2022

$11,386 (+2.6%)

$512,400 + $339,200

$851,600

2021

$11,096 (+2.4%)

$512,400 + $339,200

$851,600

2020

$10,840 (+7.7%)

$512,400 + $355,500

$867,900

2019

$10,069 (+4.3%)

$465,800 + $346,900

$812,700

2018

$9,655 (+5.3%)

$465,800 + $346,900

$812,700

2017

$9,168 (+2.6%)

$465,800 + $305,300

$771,100

2016

$8,937 (+9.5%)

$465,800 + $308,600

$774,400

2014

$8,164 (+3.0%)

$405,000 + $296,400

$701,400

2013

$7,926 (+3.2%)

$405,000 + $296,400

$701,400

2012

$7,680 (+3.9%)

$405,000 + $296,400

$701,400

2011

$7,393 (+3.5%)

$405,000 + $273,300

$678,300

2010

$7,142 (+5.7%)

$405,000 + $273,300

$678,300

2009

$6,756

$405,000 + $273,300

$678,300

Tax history for 20 Winslow Rd

Year

Property tax

Land + Additions

Assessment*

2023

$12,095 (+6.2%)

$573,900 + $353,600

$927,500

2022

$11,386 (+2.6%)

$512,400 + $339,200

$851,600

2021

$11,096 (+2.4%)

$512,400 + $339,200

$851,600

2020

$10,840 (+7.7%)

$512,400 + $355,500

$867,900

2019

$10,069 (+4.3%)

$465,800 + $346,900

$812,700

2018

$9,655 (+5.3%)

$465,800 + $346,900

$812,700

2017

$9,168 (+2.6%)

$465,800 + $305,300

$771,100

2016

$8,937 (+9.5%)

$465,800 + $308,600

$774,400

2014

$8,164 (+3.0%)

$405,000 + $296,400

$701,400

2013

$7,926 (+3.2%)

$405,000 + $296,400

$701,400

2012

$7,680 (+3.9%)

$405,000 + $296,400

$701,400

2011

$7,393 (+3.5%)

$405,000 + $273,300

$678,300

2010

$7,142 (+5.7%)

$405,000 + $273,300

$678,300

2009

$6,756

$405,000 + $273,300

$678,300

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

Public record

Public record
Permits

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

10,019 Sq. Ft.

Year renovated

2000

Sq. Ft.

1,596

Year built

1983

Style

Single Family Residential

County

Norfolk County

APN

145352

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 21, 2023.

Feb 20, 2026 • Final

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

Electrical

Solar

Dec 11, 2024 • Active

Gas fitting permit - residential & commercial projects

Gas

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

Parking

Parking Information
Has Garage
Has Open Parking
# of Garage Spaces: 2
# of Covered Spaces: 2
Parking Spaces: 2
AttachedGarageYN: Yes
Parking Features: Attached, Paved Drive, Paved

Interior

Master Bedroom Information
Level: Second

Bedroom #2 Information
Level: Second

Bedroom #3 Information
Level: Second

Bedroom #4 Information
Level: First

Bathroom Information
# of Bathrooms (Full): 3
Master Bathroom Features: Yes

Bathroom #1 Information
Level: Second

Bathroom #2 Information
Level: Second

Bathroom #3 Information
Level: First

Living Room Information
Level: Second

Dining Room Information
Level: Second

Kitchen Information
Level: Second

Basement Information
Basement: Finished, Walk-Out Access, Garage Access

Laundry Information
Laundry Features: First Floor

Fireplace Information
Has Fireplace
# of Fireplaces (Total): 1

Interior Features
# of Rooms (Total): 9
Flooring: Tile, Carpet, Hardwood
Interior Features: Sun Room, Sitting Room, Central Vacuum, Internet Available - Unknown

Exterior

Building Information
Building Area (Total): 2,496
Foundation Details: Concrete Perimeter
Construction Materials: Frame
Year Built Source: Public Records
Year Built Details: Actual

Exterior Features
Roof: Shingle
Patio And Porch Features: Porch - Enclosed
Exterior Features: Porch - Enclosed, Rain Gutters, Sprinkler System

Property Information
PropertySubType: Single Family Residence

Lot Information
Lot Features: Level
Road Surface Type: Paved
Road Frontage Type: Public
Road Responsibility: Public Maintained Road

Financial

Tax Information
Tax Annual Amount: $11,096.35
Tax Year: 2021

Utilities

Utility Information
Utilities: for Gas Range, for Gas Oven
Sewer: Public Sewer
Water Source: Public

Heating & Cooling
Has Heating
Has Cooling
Heating: Natural Gas
Cooling: Central Air

Location

Location Information
Directions: Use GPS.
UnparsedAddress: 20 Winslow Road, Needham MA 02492

Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Shopping, Park, Walk/Jog Trails, Golf, Medical Facility, Highway Access, House of Worship, Private School, Public School, University

Public facts

Beds: 3
Baths: 3.0
Sq. Ft.: 1,596
Stories: 1.0
Lot Size: 10,019 square feet
Style: Single Family Residential
Year Built: 1983
Year Renovated: 2000
County: Norfolk County
APN: 145352

Home facts updated by county records on Jul 21, 2023

Other

Listing Information
StandardStatus: Closed

Around this home

Schools

K - 12
Preschool & daycare

Newman Elementary School

Public PreK-5 • Assigned • 0.8mi

9/10

High Rock School

Public 6 • Assigned • 1.6mi

10/10

Needham High School

Public 9-12 • Assigned • 1.9mi

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 97° expected this year, 15 days in 30 years

6/10 Wind Factor

50% 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

$1.38M – $1.67M

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Deeded parking • $859 HOA • Parking

Home values near 20 Winslow Rd

Data from public records.

Address	Redfin Estimate
35 Winslow Rd, Needham, MA 4 Beds \| 2.5 Baths \| 2534 Sq. Ft.	$1,607,291
2 Winslow Rd, Needham, MA 3 Beds \| 3 Baths \| 2429 Sq. Ft.	$1,674,049
21 Winslow Rd, Needham, MA 5 Beds \| 6.5 Baths \| 6179 Sq. Ft.	$3,403,172
40 Pilgrim Rd, Needham, MA 3 Beds \| 2.5 Baths \| 2053 Sq. Ft.	$1,468,128
31 Pilgrim Rd, Needham, MA 3 Beds \| 2.5 Baths \| 1758 Sq. Ft.	$1,469,535
14 Powder House Cir, Needham, MA 4 Beds \| 2.5 Baths \| 3342 Sq. Ft.	$1,712,132
34 Mary Chilton Rd, Needham, MA 6 Beds \| 6 Baths \| 5800 Sq. Ft.	$2,829,330

Address	Redfin Estimate
30 Winslow Rd, Needham, MA 4 Beds \| 2.5 Baths \| 3500 Sq. Ft.	$1,669,287
1 Winslow Rd, Needham, MA 3 Beds \| 2.5 Baths \| 3929 Sq. Ft.	$1,665,624
27 Winslow Rd, Needham, MA 4 Beds \| 2.5 Baths \| 2827 Sq. Ft.	$1,749,338
57 Pilgrim Rd, Needham, MA 4 Beds \| 2 Baths \| 2475 Sq. Ft.	$1,532,388
18 Powder House Cir, Needham, MA 4 Beds \| 3.5 Baths \| 3031 Sq. Ft.	$1,724,207
57 Mary Chilton Rd, Needham, MA 4 Beds \| 3.5 Baths \| 1950 Sq. Ft.	$1,516,521
28 Mary Chilton Rd, Needham, MA 3 Beds \| 2.5 Baths \| 2040 Sq. Ft.	$1,494,280

Address	Redfin Estimate
14 Winslow Rd, Needham, MA 6 Beds \| 6.5 Baths \| 6200 Sq. Ft.	$2,957,871
15 Winslow Rd, Needham, MA 6 Beds \| 6 Baths \| 5510 Sq. Ft.	$2,631,466
32 Pilgrim Rd, Needham, MA 5 Beds \| 4.5 Baths \| 4110 Sq. Ft.	$2,002,052
51 Pilgrim Rd, Needham, MA 6 Beds \| 5 Baths \| 6114 Sq. Ft.	$2,986,415
21 Pilgrim Rd, Needham, MA 4 Beds \| 3.5 Baths \| 2592 Sq. Ft.	$1,773,422
48 Mary Chilton Rd, Needham, MA 4 Beds \| 2.5 Baths \| 2180 Sq. Ft.	$1,620,487
11 Powder House Cir, Needham, MA 3 Beds \| 3 Baths \| 1934 Sq. Ft.	$1,419,077

Property information provided by MLS PIN when last listed in 2021. This data may not match . Learn more.

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About this home

Redfin Estimate

Earn from this home

Market trends in 02492, MA

Sale history for 20 Winslow Rd

Tax history for 20 Winslow Rd

Public record

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 20 Winslow Rd

More real estate resources