SOLD APR 23, 2026

Sold on Apr 2026

$1,850,000

•

2,910

sq ft

58 Jefferson Rd, Winchester, MA 01890

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About this home

This well-maintained colonial is tucked at the end of a cul-de-sac in a very desirable neighborhood. Upon entering, the bright foyer with hardwood floors opens to a spacious front to back living room. The formal dining room leads to the eat in kitchen, perfect for entertaining and gatherings. Just off the kitchen the family room features a stone fireplace and sliding doors leading to the deck and backyard - perfect for relaxing and entertaining. A convenient half bath with laundry hookups completes the first floor. Upstairs are four generously sized bedrooms and two full baths, including a primary suite with access to an open loft overlooking the family room - ideal for a home office or bonus space. The home also offers a large, dry basement high ceilings and potential for additional living space. Many updates including newer roof, heating system, A/C, windows, siding and more! Close to the shops and restaurants of Winchester Center, commuter rail access, and the Fells Reservation.

Single-familyProperty Type

1984Year Built

0.44 acresLot Size

$636Price/Sq.Ft.

2 garage spacesParking

Listed by Stephanie Macfarland • Wilson Wolfe Real Estate

Listed by • Wilson Wolfe Real Estate

Bought with The Collective • Compass

Redfin checked: 3 minutes ago

•Source:MLS PIN #73488901

Redfin Estimate

$1,936,814

$87K since sold in April 2026$35K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 3.6% higher than the average sale price ($1.87M) of 6 comparable homes.

BOUGHT WITH REDFIN JUL 13, 2026
$2,150,000
A
5 beds3 baths3,136 sq ft
22 Hollywood Rd, Winchester, MA 01890
SOLD JUN 1, 2026
$1,607,000
B
4 beds2.5 baths3,298 sq ft
6 Oakland Cir, Winchester, MA 01890
SOLD SEP 2, 2026
$2,250,000
C
4 beds3 baths4,210 sq ft
6 Davey Ln, Winchester, MA 01890
SOLD JUL 30, 2026
$2,255,000
D
4 beds3.5 baths3,494 sq ft
2 York Rd, Winchester, MA 01890
SOLD JUN 30, 2026
$1,399,000
E
3 beds3.5 baths2,936 sq ft
71 Sargent Rd, Winchester, MA 01890
SOLD APR 30, 2026
$1,560,000
F
4 beds2.5 baths2,578 sq ft
17 Cranston Rd, Winchester, MA 01890

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Market trends in 01890, MA

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

100.0%

0.9% MoM

Median sale price

$1.7M

$39K MoM

Avg. days on market

21d

3 days MoM

Recently sold homes

7 MoM

New listings for sale

NEW 24 HRS AGO
$1,080,000
3 beds1 bath1,382 sq ft
6 Reservoir St, Winchester, MA 01890
OPEN FRI, 12PM TO 1:45PM
$2,600,000
6 beds3 baths3,534 sq ft
7 Lakeview Ter, Winchester, MA 01890
OPEN FRI, 11AM TO 12PM
$1,350,000
2 beds2.5 baths1,573 sq ft
36 Elmwood Ave #11, Winchester, MA 01890
REDFIN OPEN SAT, 11AM TO 12:30PM
$495,000
2 beds1 bath822 sq ft
200 Swanton St #303, Winchester, MA 01890
OPEN SAT, 12PM TO 1:30PM
$1,495,000
4 beds2.5 baths2,973 sq ft
7 Sherman Pl #7, Winchester, MA 01890
OPEN SAT, 11:30AM TO 1PM
$1,799,999
4 beds2.5 baths3,126 sq ft
30 Allen Rd, Winchester, MA 01890
OPEN SAT, 1PM TO 2:30PM
$3,200,000
8 beds6.5 baths5,750 sq ft
30 Willowdale Rd, Winchester, MA 01890
OPEN SAT, 12PM TO 1:30PM
$974,900
3 beds2.5 baths1,719 sq ft
258 Cross St, Winchester, MA 01890
OPEN SAT, 11:30AM TO 1PM
$769,000
2 beds2 baths1,170 sq ft
666 Main St #310, Winchester, MA 01890
OPEN SAT, 11AM TO 12:30PM
$775,000
3 beds2 baths1,643 sq ft
189 Washington St #2, Winchester, MA 01890
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Sale and tax history for 58 Jefferson Rd

Sale History
Tax History

Year

Property tax

Land + Additions

Assessment*

2026

$20,200 (+0.7%)

$1,102,800 + $720,300

$1,823,100

2025

$20,050 (+7.1%)

$1,102,800 + $705,100

$1,807,900

2023

$18,723 (+5.0%)

$1,024,000 + $650,000

$1,674,000

2022

$17,839 (+2.5%)

$827,100 + $598,900

$1,426,000

2021

$17,410 (+3.6%)

$758,100 + $598,900

$1,357,000

2020

$16,813 (+10.3%)

$758,100 + $598,900

$1,357,000

2019

$15,242 (+3.4%)

$659,700 + $598,900

$1,258,600

2018

$14,741 (+1.4%)

$628,200 + $581,100

$1,209,300

2017

$14,533 (+6.8%)

$628,200 + $555,300

$1,183,500

2016

$13,611 (+4.8%)

$628,200 + $537,100

$1,165,300

2015

$12,989 (+5.5%)

$571,100 + $498,800

$1,069,900

2014

$12,316 (+0.6%)

$477,500 + $495,300

$972,800

2013

$12,237 (+1.7%)

$477,500 + $480,800

$958,300

2012

$12,027 (+3.7%)

$477,500 + $480,800

$958,300

2011

$11,595 (+3.0%)

$477,500 + $480,800

$958,300

2010

$11,257 (+2.1%)

$486,400 + $491,600

$978,000

2009

$11,022

$486,400 + $491,600

$978,000

Public record

Beds

Baths

2.5

Stories

Lot width

—

Lot depth

—

Lot size

0.44 Acres

Year renovated

—

Sq. Ft.

2,910

Year built

1984

Style

Multi-Family (2-4 Unit)

County

Middlesex County

APN

2341787S

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Sep 16, 2026.

Property details

Parking

Parking Information
Has Garage
Has Open Parking
# of Garage Spaces: 2
# of Covered Spaces: 2
Open Parking Spaces: 4
Parking Spaces: 6
AttachedGarageYN: Yes
Parking Features: Attached, Under, Garage Door Opener, Storage, Paved Drive, Off Street, Paved

Interior

Master Bedroom Information
Area: 194.36
Length: 17.2
Width: 11.3
Level: Second
Features: Walk-In Closet(s),Flooring - Wall to Wall Carpet

Bedroom #2 Information
Area: 137.36
Length: 13.6
Width: 10.1
Level: Second
Features: Flooring - Wall to Wall Carpet,Closet - Double

Bedroom #3 Information
Area: 141.57
Length: 12.1
Width: 11.7
Level: Second
Features: Flooring - Wall to Wall Carpet,Closet - Double

Bedroom #4 Information
Area: 114.66
Length: 11.7
Width: 9.8
Level: Second
Features: Closet,Flooring - Wall to Wall Carpet

Bathroom Information
# of Bathrooms (Full): 2
# of Bathrooms (Half): 1
Master Bathroom Features: Yes

Bathroom #1 Information
Area: 44
Length: 8
Width: 5.5
Level: First
Features: Bathroom - Half,Flooring - Stone/Ceramic Tile,Dryer Hookup - Electric,Washer Hookup,Lighting - Overhead

Bathroom #2 Information
Area: 74.1
Length: 9.5
Width: 7.8
Level: Second
Features: Bathroom - Full,Flooring - Stone/Ceramic Tile,Lighting - Overhead

Bathroom #3 Information
Area: 57.72
Length: 7.8
Width: 7.4
Level: Second
Features: Bathroom - Full,Bathroom - With Tub & Shower,Flooring - Stone/Ceramic Tile,Lighting - Overhead

Living Room Information
Area: 342.72
Length: 25.2
Width: 13.6
Level: First
Features: Flooring - Hardwood

Family Room Information
Area: 482.04
Length: 23.4
Width: 20.6
Level: First
Features: Cathedral Ceiling(s),Flooring - Wall to Wall Carpet,Exterior Access,Slider

Dining Room Information
Area: 152.55
Length: 13.5
Width: 11.3
Level: First
Features: Flooring - Hardwood,Lighting - Overhead

Kitchen Information
Area: 160.74
Length: 14.1
Width: 11.4
Level: First
Features: Flooring - Stone/Ceramic Tile,Dining Area,Exterior Access,Lighting - Overhead

Basement Information
Basement: Full, Interior Entry, Garage Access, Concrete, Unfinished

Laundry Information
Laundry Features: Main Level, Electric Dryer Hookup, Washer Hookup, First Floor

Fireplace Information
Has Fireplace
# of Fireplaces (Total): 1
Fireplace Features: Family Room

Appliances
Appliances: Water Heater, Range, Dishwasher, Refrigerator

Interior Features
# of Rooms (Total): 9
Door Features: Insulated Doors
Window Features: Skylight(s), Insulated Windows
Flooring: Tile, Carpet, Hardwood, Stone / Slate, Flooring - Wall to Wall Carpet, Flooring - Stone/Ceramic Tile
Interior Features: Closet, Lighting - Overhead, Loft, Foyer, Internet Available - Unknown

Exterior

Building Information
Building Area (Total): 2,910
Foundation Details: Concrete Perimeter
Construction Materials: Frame
Year Built Source: Public Records
Year Built Details: Actual

Exterior Features
Roof: Shingle
Patio And Porch Features: Deck - Wood
Exterior Features: Deck - Wood, Sprinkler System

Property Information
PropertySubType: Single Family Residence
Above Grade Finished Area: 2910
Below Grade Finished Area: 0
Green Energy Efficient : Thermostat
Security Features: Security System
ADU: N

Lot Information
Lot Size (Acres): 0.44
Lot Features: Cul-De-Sac
Road Surface Type: Paved
Road Frontage Type: Public
Road Responsibility: Public Maintained Road

Financial

Tax Information
Tax Annual Amount: $20,050
Tax Year: 2025

Utilities

Utility Information
Utilities: for Electric Range, for Electric Oven, for Electric Dryer, Washer Hookup
Sewer: Public Sewer
Water Source: Public
Electric: 200+ Amp Service

Heating & Cooling
Has Heating
Has Cooling
Heating: Forced Air, Oil
Cooling: Central Air

Location

Location Information
Directions: Highland Avenue to Jefferson Road
UnparsedAddress: 58 Jefferson Road, Winchester MA 01890

Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Shopping, Park, Medical Facility, Highway Access, House of Worship, Public School, Sidewalks

Public facts

Beds: 5
Baths: 2.5
Sq. Ft.: 2,910
Stories: 2.0
Lot Size: 0.44 acres
Style: Multi-Family (2-4 Unit)
Year Built: 1984
Year Renovated: —
County: Middlesex County
APN: 2341787S

Home facts updated by county records on Sep 16, 2026

Other

Miscellaneous Information
Heat Zones: 3

Listing Information
StandardStatus: Closed

Around this home

Schools

Lincoln Elementary School

Public K-5 • Assigned • 0.8mi

9/10

McCall Middle School

Public 6-8 • Assigned • 0.8mi

9/10

Winchester High School

Public 9-12 • Assigned • 1.1mi

10/10

Provided by GreatSchools

Climate risks

1/10 Flood Factor

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

4/10 Fire Factor

1% 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

54% 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

84/ 100

Very good sunlight

Sunscore

This home receives average direct sun exposure in Winchester. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

8.3 hrs

4.9 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$1.84M – $2.23M

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Home values near 58 Jefferson Rd

Data from public records.

Address	Redfin Estimate
43 Jefferson Road, Winchester, MA 5 Beds \| 2.5 Baths \| 2009 Sq. Ft.	$1,687,628
52 Jefferson Road, Winchester, MA 4 Beds \| 2.5 Baths \| 3217 Sq. Ft.	$1,829,096

Address	Redfin Estimate
47 Jefferson Road, Winchester, MA 4 Beds \| 2.5 Baths \| 2512 Sq. Ft.	$1,712,893
50 Jefferson Road, Winchester, MA 5 Beds \| 3.5 Baths \| 3858 Sq. Ft.	$2,000,662

Address	Redfin Estimate
49 Jefferson Road, Winchester, MA 5 Beds \| 4 Baths \| 4049 Sq. Ft.	$2,635,055
46 Jefferson Road, Winchester, MA 4 Beds \| 3 Baths \| 2145 Sq. Ft.	$1,890,345

Property information provided by MLS PIN when last listed in 2026. This data may not match . Learn more.

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About this home

Redfin Estimate

Market trends in 01890, MA

Homeowner tools

Sale and tax history for 58 Jefferson Rd

Public record

Property details

Around this home

Schools

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 01890

Home values near 58 Jefferson Rd

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