Google street view image for 29 Pierrepont Rd, Winchester, MA 01890

Off market may 1991 for $325K

$1,833,233

Est. refi paymentEst. refi $2,148/mo

•

2.5 ba

•

3,438

sq ft

29 Pierrepont Rd, Winchester, MA 01890

About this home

29 Pierrepont Rd is a 3,438 square foot house on a 0.27 acre lot with 3 bedrooms and 2.5 bathrooms. - it last sold on May 31, 1991 for $325,000. Based on Redfin's Winchester data, we estimate the home's value is $1,833,233.

Single-familyProperty Type

1935Year Built

0.27 acresLot Size

$533Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$1,833,233

$1.5M since sold in May 1991$5,000 since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 24.3% higher than the average sale price ($1.48M) of 5 comparable homes.

SOLD AUG 14, 2026
$1,500,000
A
3 beds2 baths2,387 sq ft
14 Rangeley Rdg, Winchester, MA 01890
SOLD APR 22, 2026
$1,325,000
B
3 beds2.5 baths2,153 sq ft
6 Marchant Rd, Winchester, MA 01890
SOLD JAN 9, 2026
$1,930,000
C
4 beds2.5 baths3,658 sq ft
8 Felsdale Close, Winchester, MA 01890
SOLD MAR 25, 2026
$1,470,000
D
3 beds2.5 baths2,370 sq ft
2 Canterbury Rd, Winchester, MA 01890
SOLD NOV 14, 2025
$1,150,000
E
3 beds2.5 baths2,648 sq ft
89 Main St, Winchester, MA 01890

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Earn from this home

Sell

$1,741,378

Est. take-home

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Est. cash available

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Rent

$5,414/mo

Redfin rental estimate

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Market trends in 01890, MA

Last updated September 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

100.0%

0.0% MoM

Median sale price

$1.8M

$87K MoM

Avg. days on market

22d

1 days MoM

Recently sold homes

14 MoM

New listings for sale

NEW 8 HRS AGO
$2,950,000
6 beds4 baths4,752 sq ft
18 Surrey Rd, Winchester, MA 01890
EARLY ACCESS
$4,199,000
6 beds6 baths7,175 sq ft
7 Aquinas Path, Winchester, MA 01890
VIDEO TOUR
$1,125,000
3 beds1.5 baths1,684 sq ft
8 Stone Ave, Winchester, MA 01890
$890,000
2 beds1 bath1,489 sq ft
80 Nelson St, Winchester, MA 01890
3D & VIDEO TOUR
$1,985,000
4 beds3.5 baths4,241 sq ft
30 Surrey Rd, Winchester, MA 01890
$1,399,000
3 beds2.5 baths1,975 sq ft
6 Aricia Ln, Winchester, MA 01890
EARLY ACCESS
$3,850,000
8 beds6 baths7,081 sq ft
15 Foxcroft Rd, Winchester, MA 01890
$1,399,000
5 beds1.5 baths2,071 sq ft
15 Lloyd St, Winchester, MA 01890
VIDEO TOUR
$2,049,000
5 beds3.5 baths4,063 sq ft
21 Amberwood Dr, Winchester, MA 01890
See all

Provided by Redfin

Sale history for 29 Pierrepont Rd

Year

Property tax

Land + Additions

Assessment*

2026

$17,976 (+0.9%)

$955,100 + $667,300

$1,622,400

2025

$17,819 (+9.9%)

$955,100 + $651,700

$1,606,800

2023

$16,220 (+1.8%)

$886,900 + $599,600

$1,486,500

2022

$15,938 (+7.6%)

$716,400 + $557,600

$1,274,000

2021

$14,814 (+6.7%)

$597,000 + $557,600

$1,154,600

2020

$13,883 (+9.0%)

$562,900 + $557,600

$1,120,500

2019

$12,742 (+3.7%)

$494,600 + $557,600

$1,052,200

2018

$12,284 (+5.6%)

$466,500 + $541,200

$1,007,700

2017

$11,637 (+7.0%)

$439,200 + $508,400

$947,600

2016

$10,876 (+3.1%)

$439,200 + $492,000

$931,200

2015

$10,553 (+6.0%)

$399,100 + $470,200

$869,300

2014

$9,952 (+0.8%)

$332,600 + $453,500

$786,100

2013

$9,871 (+1.8%)

$332,600 + $440,400

$773,000

2012

$9,701 (+3.7%)

$332,600 + $440,400

$773,000

2011

$9,353 (+3.1%)

$332,600 + $440,400

$773,000

2010

$9,074 (+2.1%)

$356,500 + $431,900

$788,400

2009

$8,885

$356,500 + $431,900

$788,400

Tax history for 29 Pierrepont Rd

Year

Property tax

Land + Additions

Assessment*

2026

$17,976 (+0.9%)

$955,100 + $667,300

$1,622,400

2025

$17,819 (+9.9%)

$955,100 + $651,700

$1,606,800

2023

$16,220 (+1.8%)

$886,900 + $599,600

$1,486,500

2022

$15,938 (+7.6%)

$716,400 + $557,600

$1,274,000

2021

$14,814 (+6.7%)

$597,000 + $557,600

$1,154,600

2020

$13,883 (+9.0%)

$562,900 + $557,600

$1,120,500

2019

$12,742 (+3.7%)

$494,600 + $557,600

$1,052,200

2018

$12,284 (+5.6%)

$466,500 + $541,200

$1,007,700

2017

$11,637 (+7.0%)

$439,200 + $508,400

$947,600

2016

$10,876 (+3.1%)

$439,200 + $492,000

$931,200

2015

$10,553 (+6.0%)

$399,100 + $470,200

$869,300

2014

$9,952 (+0.8%)

$332,600 + $453,500

$786,100

2013

$9,871 (+1.8%)

$332,600 + $440,400

$773,000

2012

$9,701 (+3.7%)

$332,600 + $440,400

$773,000

2011

$9,353 (+3.1%)

$332,600 + $440,400

$773,000

2010

$9,074 (+2.1%)

$356,500 + $431,900

$788,400

2009

$8,885

$356,500 + $431,900

$788,400

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

Property details

Interior

Basement Information
Basement Sq. Ft: 1,318

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

Heating & Cooling
Heating Type: Forced Hot Water

Fireplace Information
# of Fireplaces: 2
Has Fireplace

Room Information
# of Rooms: 7

Exterior

Exterior Information
Physical Condition: Good
Building Style Type: Colonial
Construction Type: Frame
Exterior Wall: Wood Siding/Shingle
Roof Shape Type: Gable

Property Information
Subdivision Name: PLAN 10745U
Living Sq. Ft: 3,438
Gross Sq. Ft: 5,278
# of Units: 1
# of Stories: 2

Parking & Garage Information
Parking Type: Basement Garage
Garage / Carport Type: Basement

Lot Information
# of Buildings: 1
Land Sq. Ft: 11,761
Municipality Name: WINCHESTER
Acres: 0.27
Zoning Code: RDB
State Use Description: 1-FAMILY RESIDENCE

Financial

Assessor Information
Assessment Year: 2026

Public facts

Beds: 3
Baths: 2.5
Sq. Ft.: 3,438
Stories: 2.0
Lot Size: 0.27 acres
Style: Single Family Residential
Year Built: 1935
Year Renovated: —
County: Middlesex County
APN: 2578282S

Home facts updated by county records on Sep 16, 2026

Around this home

Schools

Lincoln Elementary School

Public K-5 • Assigned • 0.7mi

9/10

McCall Middle School

Public 6-8 • Assigned • 0.6mi

9/10

Winchester High School

Public 9-12 • Assigned • 1.0mi

10/10

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

3/10 Fire Factor

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

5/10 Heat Factor

7 days above 96° expected this year, 14 days in 30 years

6/10 Wind Factor

53% chance of strong winds in next 30 years

3/10 Air Factor

3 unhealthy days expected this year, 3 days in 30 years

Provided by First Street

Historical weather

Winchester, MA • 01890

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 9.2 hours in June and 4.4 hours in December, placing it below the U.S. average for solar exposure.

9.2 hrs

4.4 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$1.74M – $2.11M

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EARLY ACCESSBHGRE® COMING SOON

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15 Foxcroft Rd, Winchester, MA 01890

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Home values near 29 Pierrepont Rd

Data from public records.

Address	Redfin Estimate
39 Pierrepont Road, Winchester, MA 4 Beds \| 2.5 Baths \| 2959 Sq. Ft.	$1,704,394
27 Pierrepont Road, Winchester, MA 3 Beds \| 1.5 Baths \| 2599 Sq. Ft.	$1,635,152

Address	Redfin Estimate
37 Pierrepont Road, Winchester, MA 3 Beds \| 2.5 Baths \| 2249 Sq. Ft.	$1,603,236
25 Pierrepont Road, Winchester, MA 4 Beds \| 2.5 Baths \| 2056 Sq. Ft.	$1,502,712

Address	Redfin Estimate
33 Pierrepont Road, Winchester, MA 4 Beds \| 2.5 Baths \| 1973 Sq. Ft.	$1,668,953
21 Pierrepont Road, Winchester, MA 4 Beds \| 3.5 Baths \| 4885 Sq. Ft.	$2,195,103

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