Google street view image for 205 High St, Winchester, MA 01890

Off market

$4,033,561

•

6 ba

•

8,327

sq ft

205 High St, Winchester, MA 01890

About this home

205 High St is a 8,327 square foot house on a 0.75 acre lot with 4 bedrooms and 6 bathrooms. Based on Redfin's Winchester data, we estimate the home's value is $4,033,561.

Single-familyProperty Type

2016Year Built

0.75 acresLot Size

$484Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$4,033,561

$14K since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 53.9% higher than the average sale price ($2.62M) of 6 comparable homes.

SOLD OCT 15, 2026
$3,000,000
A
5 beds4.5 baths5,058 sq ft
7 Viking Rd, Winchester, MA 01890
SOLD SEP 3, 2026
$1,715,000
B
4 beds3 baths3,366 sq ft
94 Johnson Rd, Winchester, MA 01890
SOLD JUN 29, 2026
$2,549,000
C
4 beds4 baths5,674 sq ft
10 Viking Rd, Winchester, MA 01890
SOLD MAY 29, 2026
$3,100,000
D
5 beds7.5 baths6,899 sq ft
54 Johnson Rd, Winchester, MA 01890
SOLD SEP 2, 2026
$3,100,000
E
4 beds3.5 baths4,847 sq ft
25 Myopia Rd, Winchester, MA 01890
SOLD OCT 30, 2026
$2,266,000
F
5 beds3.5 baths4,368 sq ft
11 Locke St, Winchester, MA 01890

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Earn from this home

Sell

$3,832,658

Est. take-home

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Rent

$6,485/mo

Redfin rental estimate

List your home for rent

Market trends in 01890, MA

Last updated October 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-list price

99.0%

0.9% MoM

Median sale price

$1.7M

$51K MoM

Avg. days on market

28d

6 days MoM

Recently sold homes

11 MoM

New listings for sale

OPEN SAT, 12PM TO 1:30PM
$3,499,000
6 beds5.5 baths6,327 sq ft
25 Canterbury Rd, Winchester, MA 01890
$1,599,000
3 beds2.5 baths1,920 sq ft
9 Watson Pl, Winchester, MA 01890
OPEN SAT, 11AM TO 12PM
$1,449,000
4 beds2.5 baths2,855 sq ft
15 Madison Ave W, Winchester, MA 01890
OPEN SUN, 11AM TO 12PM
$649,000
3 beds1 bath1,422 sq ft
421 Washington St #421, Winchester, MA 01890
OPEN SUN, 11AM TO 12PM
$675,000
3 beds1 bath1,524 sq ft
419 Washington St #419, Winchester, MA 01890
OPEN SAT, 11AM TO 12PM
$1,749,000
4 beds2.5 baths3,757 sq ft
85 High St, Winchester, MA 01890
See all

Provided by Redfin

Sale history for 205 High St

Year

Property tax

Land + Additions

Assessment*

2026

$39,272 (+2.0%)

$888,000 + $2,656,400

$3,544,400

2025

$38,491 (+13.6%)

$888,000 + $2,582,800

$3,470,800

2023

$33,888 (−0.9%)

$888,000 + $2,477,500

$3,365,500

2022

$34,212 (+2.0%)

$687,300 + $2,047,500

$2,734,800

2021

$33,548 (+3.6%)

$567,300 + $2,047,500

$2,614,800

2020

$32,397 (+4.5%)

$567,300 + $2,047,500

$2,614,800

2019

$31,011 (+85.0%)

$513,300 + $2,047,500

$2,560,800

2018

$16,760 (+170.6%)

$504,300 + $870,600

$1,374,900

2017

$6,193 (+10.4%)

$504,300

2016

$5,610 (+5.7%)

$480,300

2015

$5,309

$437,300

Tax history for 205 High St

Year

Property tax

Land + Additions

Assessment*

2026

$39,272 (+2.0%)

$888,000 + $2,656,400

$3,544,400

2025

$38,491 (+13.6%)

$888,000 + $2,582,800

$3,470,800

2023

$33,888 (−0.9%)

$888,000 + $2,477,500

$3,365,500

2022

$34,212 (+2.0%)

$687,300 + $2,047,500

$2,734,800

2021

$33,548 (+3.6%)

$567,300 + $2,047,500

$2,614,800

2020

$32,397 (+4.5%)

$567,300 + $2,047,500

$2,614,800

2019

$31,011 (+85.0%)

$513,300 + $2,047,500

$2,560,800

2018

$16,760 (+170.6%)

$504,300 + $870,600

$1,374,900

2017

$6,193 (+10.4%)

$504,300

2016

$5,610 (+5.7%)

$480,300

2015

$5,309

$437,300

*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: 2,693
Basement Type: Finished

Bathroom Information
# of Full Baths: 5
# of 1/2 Baths: 2

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: Greek Revival
Construction Type: Frame
Exterior Wall: Wood Siding/Shingle
Roof Shape Type: Gable

Property Information
Living Sq. Ft: 8,327
Gross Sq. Ft: 11,915
# of Units: 1
# of Stories: 2

Lot Information
# of Buildings: 1
Land Sq. Ft: 32,670
Municipality Name: WINCHESTER
Acres: 0.75
Zoning Code: RDA
State Use Description: 1-FAMILY RESIDENCE

Financial

Assessor Information
Assessment Year: 2026

Public facts

Beds: 4
Baths: 6.0
Sq. Ft.: 8,327
Stories: 2.0
Lot Size: 0.75 acres
Style: Single Family Residential
Year Built: 2016
Year Renovated: —
County: Middlesex County
APN: 117111S

Home facts updated by county records on Sep 16, 2026

Around this home

Schools

K - 12
Preschool & daycare

Vinson-Owen Elementary School

Public PreK-5 • Assigned • 0.4mi

9/10

McCall Middle School

Public 6-8 • Assigned • 2.0mi

9/10

Winchester High School

Public 9-12 • Assigned • 2.2mi

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

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

50% chance of strong winds in next 30 years

3/10 Air Factor

2 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)

34°

20°

36°

21°

51°

32°

60°

40°

69°

51°

80°

61°

84°

66°

80°

60°

75°

56°

63°

46°

53°

36°

39°

24°

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

$3.83M – $4.64M

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OPEN SAT, 12PM TO 1:30PM3D WALKTHROUGH

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6 beds5.5 baths6,327 sq ft

25 Canterbury Rd, Winchester, MA 01890

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OPEN SAT, 11AM TO 12PM3D & VIDEO TOUR

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OPEN SUN, 11AM TO 12PM

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OPEN SUN, 11AM TO 12PM

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OPEN SAT, 11AM TO 12PM

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Updated kitchen • Scenic rear yard • All-season porch

Home values near 205 High St

Data from public records.

Address	Redfin Estimate
212 High Street, Winchester, MA 3 Beds \| 2.5 Baths \| 2178 Sq. Ft.	$1,313,594
200 High Street, Winchester, MA 6 Beds \| 3.5 Baths \| 4767 Sq. Ft.	$2,184,383
186 High Street, Winchester, MA 3 Beds \| 1.5 Baths \| 2060 Sq. Ft.	$1,303,300
187 High Street, Winchester, MA 3 Beds \| 3 Baths \| 5127 Sq. Ft.	—
31 Lockeland Road, Winchester, MA 3 Beds \| 2 Baths \| 2063 Sq. Ft.	$1,291,911
39 Lockeland Road, Winchester, MA 5 Beds \| 4.5 Baths \| 3891 Sq. Ft.	$2,168,850
111 Ridge Street, Winchester, MA 3 Beds \| 2.5 Baths \| - Sq. Ft.	$1,697,020

Address	Redfin Estimate
208 High Street, Winchester, MA 3 Beds \| 2.5 Baths \| 2862 Sq. Ft.	$1,548,573
196 High Street, Winchester, MA 4 Beds \| 3.5 Baths \| 3732 Sq. Ft.	$2,404,918
195 High Street, Winchester, MA 4 Beds \| 4 Baths \| 4300 Sq. Ft.	$2,522,173
191 High Street, Winchester, MA 4 Beds \| 3.5 Baths \| 4032 Sq. Ft.	$2,448,959
33 Lockeland Road, Winchester, MA 4 Beds \| 3.5 Baths \| 3697 Sq. Ft.	$1,751,945
43 Lockeland Road, Winchester, MA 3 Beds \| 1.5 Baths \| 1730 Sq. Ft.	$1,101,840
105 Ridge Street, Winchester, MA 3 Beds \| 2.5 Baths \| 1839 Sq. Ft.	$1,325,774

Address	Redfin Estimate
204 High Street, Winchester, MA 3 Beds \| 2.5 Baths \| 2166 Sq. Ft.	$1,417,506
190 High Street, Winchester, MA 2 Beds \| 1.5 Baths \| 2598 Sq. Ft.	$1,326,318
189 High Street, Winchester, MA 4 Beds \| 3 Baths \| 2126 Sq. Ft.	$1,647,823
189 High Street, Winchester, MA 3 Beds \| 2 Baths \| 2126 Sq. Ft.	$1,293,386
37 Lockeland Road, Winchester, MA 4 Beds \| 2.5 Baths \| 2562 Sq. Ft.	$1,414,271
117 Ridge Street, Winchester, MA 3 Beds \| 2 Baths \| 2378 Sq. Ft.	$1,217,421
95 Ridge Street, Winchester, MA 4 Beds \| 3 Baths \| 3096 Sq. Ft.	$1,755,512

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in 01890, MA

Sale history for 205 High St

Tax history for 205 High St

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 01890

Home values near 205 High St

More real estate resources