OFF MARKET

Off Market Jun 2025 for $2.3M

$2,273,057

Est. refi paymentEst. refi $2,171/mo

•

3,274

sq ft

57 Jefferson Rd, Winchester, MA 01890

About this home

Situated on a picturesque corner lot, this exceptional home is nestled in a very desirable neighborhood! Step into a light-filled, open-concept 1st floor, where a soaring beamed ceiling enhances the inviting ambiance. The living room boasts built-in shelves, while the kitchen impresses w/timeless white cabinetry, soapstone counters, SS appliances, large island, & pantry. The dining area, warmed by a cozy wood-burning stove, overlooks the expansive deck & beautifully landscaped yard. Upstairs, the primary suite offers a spa-like bath w/radiant heat floors, double vanity, a zero-entry shower, & luxurious soaking tub. Generously sized bedrooms & a bonus sitting room complete this level. Lower level offers endless possibilities w/2 flexible rooms, wet bar area, & a full bath. Additional highlights: a mudroom w/custom built ins, 2-car garage, C/A. Ideally located near top-rated schools, vibrant Winchester Center, the commuter rail, and scenic Fells Reservation, this home is a special find!

Single-familyProperty Type

1985Year Built

0.35 acresLot Size

$694Est. Price/Sq.Ft.

2 garage spacesParking

Listed by McGlynn & Nigro Team • Berkshire Hathaway HomeServices Commonwealth Real Estate

Bought with Chrisanne Connolly • Wilson Wolfe Real Estate

Redfin checked: a minute ago

•Source:MLS PIN #73355738

Redfin Estimate

$2,273,057

$86K since sold in June 2025$19K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 12.2% higher than the average sale price ($2.03M) of 6 comparable homes.

SOLD JUL 30, 2026
$2,255,000
A
4 beds3.5 baths3,494 sq ft
2 York Rd, Winchester, MA 01890
SOLD SEP 2, 2026
$2,250,000
B
4 beds3 baths4,210 sq ft
6 Davey Ln, Winchester, MA 01890
BOUGHT WITH REDFIN JUL 13, 2026
$2,150,000
C
5 beds3 baths3,136 sq ft
22 Hollywood Rd, Winchester, MA 01890
SOLD MAY 1, 2026
$1,755,000
D
4 beds4.5 baths3,906 sq ft
35 Hollywood 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 AUG 12, 2026
$2,350,000
F
4 beds3.5 baths4,403 sq ft
50 Brooks St, Winchester, MA 01890

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Sell

$312,404

Est. take-home

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Est. cash available

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Rent

$5,303/mo

Redfin rental estimate

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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

OPEN SAT, 11AM TO 1PM
$399,000
1 bed1 bath613 sq ft
200 Swanton St #727, Winchester, MA 01890
$1,080,000
3 beds1 bath1,382 sq ft
6 Reservoir St, Winchester, MA 01890
OPEN TODAY, 12PM TO 1:45PM
$2,600,000
6 beds3 baths3,534 sq ft
7 Lakeview Ter, Winchester, MA 01890
OPEN TODAY, 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
See all

Provided by Redfin

Sale history for 57 Jefferson Rd

Date

Event

Price

MLS PIN #73355738

Jun 30, 2025

Sold

$2,359,000

$721/sq ft

Apr 7, 2025

Listed

$2,050,000

$626/sq ft

MLS PIN #71118595

Sep 20, 2010

Sold

$875,000

$267/sq ft

Aug 13, 2010

Contingent

—

Aug 4, 2010

Listed

$849,000

$259/sq ft

Unique custom built home on oversized private lot located in a sought after Winchester neighborhood. Bright and airy, this one of a kind home is nestled among beautiful perennial gardens. Open floor plan, spacious light filled rms with cathedral ceilings, wood burning stove, master suite, skylights, interior balcony, french doors leading to deck & brick patio, two car attached garage, central a/c, plus more. All this conveniently located close to town, train, schools and Fells. OH Aug 8 12-2.

MLS PIN #50346742

Mar 14, 1997

Sold

$442,000

$135/sq ft

Dec 3, 1996

Listing Removed

—

Sep 5, 1996

Listed

$449,000

$137/sq ft

Public Records

Dec 27, 1983

Sold

$72,000

$22/sq ft

Year

Property tax

Land + Additions

Assessment*

2026

$20,567 (+1.0%)

$1,027,200 + $829,000

$1,856,200

2025

$20,373 (+6.8%)

$1,027,200 + $809,900

$1,837,100

2023

$19,084 (+10.0%)

$953,800 + $746,400

$1,700,200

2022

$17,344 (+2.2%)

$770,400 + $616,000

$1,386,400

2021

$16,964 (+3.6%)

$706,200 + $616,000

$1,322,200

2020

$16,382 (+14.0%)

$706,200 + $616,000

$1,322,200

2019

$14,364 (+3.4%)

$614,500 + $571,600

$1,186,100

2018

$13,897 (+1.2%)

$585,100 + $554,900

$1,140,000

2017

$13,733 (−1.6%)

$585,100 + $533,200

$1,118,300

2016

$13,958 (+11.9%)

$585,100 + $609,900

$1,195,000

2015

$12,473 (+5.2%)

$531,900 + $495,500

$1,027,400

2014

$11,859 (+0.7%)

$444,800 + $491,900

$936,700

2013

$11,780 (+1.8%)

$444,800 + $477,700

$922,500

2012

$11,577 (+5.0%)

$444,800 + $477,700

$922,500

2011

$11,030 (+3.1%)

$444,800 + $466,800

$911,600

2010

$10,701 (+2.1%)

$453,100 + $476,600

$929,700

2009

$10,478

$453,100 + $476,600

$929,700

Tax history for 57 Jefferson Rd

Year

Property tax

Land + Additions

Assessment*

2026

$20,567 (+1.0%)

$1,027,200 + $829,000

$1,856,200

2025

$20,373 (+6.8%)

$1,027,200 + $809,900

$1,837,100

2023

$19,084 (+10.0%)

$953,800 + $746,400

$1,700,200

2022

$17,344 (+2.2%)

$770,400 + $616,000

$1,386,400

2021

$16,964 (+3.6%)

$706,200 + $616,000

$1,322,200

2020

$16,382 (+14.0%)

$706,200 + $616,000

$1,322,200

2019

$14,364 (+3.4%)

$614,500 + $571,600

$1,186,100

2018

$13,897 (+1.2%)

$585,100 + $554,900

$1,140,000

2017

$13,733 (−1.6%)

$585,100 + $533,200

$1,118,300

2016

$13,958 (+11.9%)

$585,100 + $609,900

$1,195,000

2015

$12,473 (+5.2%)

$531,900 + $495,500

$1,027,400

2014

$11,859 (+0.7%)

$444,800 + $491,900

$936,700

2013

$11,780 (+1.8%)

$444,800 + $477,700

$922,500

2012

$11,577 (+5.0%)

$444,800 + $477,700

$922,500

2011

$11,030 (+3.1%)

$444,800 + $466,800

$911,600

2010

$10,701 (+2.1%)

$453,100 + $476,600

$929,700

2009

$10,478

$453,100 + $476,600

$929,700

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

Public record

Beds

Baths

2.5

Stories

Lot width

—

Lot depth

—

Lot size

0.35 Acres

Year renovated

—

Sq. Ft.

2,779

Year built

1985

Style

Single Family Residential

County

Middlesex County

APN

2413981S

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
Parking Spaces: 5
AttachedGarageYN: Yes
Parking Features: Attached, Garage Door Opener, Paved Drive, Off Street, Paved

Interior

Master Bedroom Information
Area: 238
Length: 17
Width: 14
Level: Second
Features: Closet,Flooring - Hardwood

Bedroom #2 Information
Area: 144
Length: 12
Width: 12
Level: Second
Features: Closet,Flooring - Hardwood

Bedroom #3 Information
Area: 192
Length: 16
Width: 12
Level: Second
Features: Ceiling Fan(s),Walk-In Closet(s),Flooring - Wall to Wall Carpet,Cable Hookup,Recessed Lighting

Bedroom #4 Information
Area: 276
Length: 12
Width: 23
Level: Second
Features: Ceiling Fan(s),Closet,Flooring - Wall to Wall Carpet,Cable Hookup,Recessed Lighting

Bathroom Information
# of Bathrooms (Full): 3
# of Bathrooms (Half): 1
Master Bathroom Features: Yes

Bathroom #1 Information
Area: 36
Length: 6
Width: 6
Level: First
Features: Bathroom - Half,Flooring - Stone/Ceramic Tile

Bathroom #2 Information
Area: 98
Length: 7
Width: 14
Level: Second
Features: Bathroom - Full,Bathroom - Tiled With Tub & Shower,Flooring - Stone/Ceramic Tile,Double Vanity,Recessed Lighting,Soaking Tub

Bathroom #3 Information
Area: 72
Length: 9
Width: 8
Level: Second
Features: Bathroom - Tiled With Tub & Shower,Flooring - Stone/Ceramic Tile,Lighting - Sconce

Living Room Information
Area: 350
Length: 25
Width: 14
Level: First
Features: Closet/Cabinets - Custom Built,Flooring - Hardwood,Cable Hookup,Open Floorplan,Recessed Lighting

Family Room Information
Area: 169
Length: 13
Width: 13
Level: Basement
Features: Wet Bar,Cable Hookup,Recessed Lighting

Dining Room Information
Area: 187
Length: 17
Width: 11
Level: First
Features: Wood / Coal / Pellet Stove,Ceiling Fan(s),Beamed Ceilings,Vaulted Ceiling(s),Flooring - Hardwood,Deck - Exterior,Exterior Access,Open Floorplan,Slider

Kitchen Information
Area: 195
Length: 13
Width: 15
Level: First
Features: Flooring - Hardwood,Pantry,Countertops - Stone/Granite/Solid,Kitchen Island,Open Floorplan,Recessed Lighting,Stainless Steel Appliances,Lighting - Pendant

Basement Information
Basement: Full, Finished, Walk-Out Access, Interior Entry, Radon Remediation System

Laundry Information
Laundry Features: Electric Dryer Hookup, Washer Hookup, In Basement

Interior Features
# of Rooms (Total): 10
Door Features: Insulated Doors
Window Features: Insulated Windows
Flooring: Wood, Tile, Carpet, Flooring - Stone/Ceramic Tile, Flooring - Wall to Wall Carpet, Laminate
Interior Features: Closet/Cabinets - Custom Built, Cable Hookup, Recessed Lighting, Mud Room, Sitting Room, Bonus Room, 3/4 Bath

Exterior

Building Information
Building Area (Total): 3,274
Construction Materials: Frame
Year Built Source: Public Records
Year Built Details: Actual
Color: Gray

Exterior Features
Fencing: Fenced
Roof: Shingle
Patio And Porch Features: Porch, Deck, Patio
Exterior Features: Porch, Deck, Patio, Rain Gutters, Professional Landscaping, Sprinkler System, Fenced Yard

Property Information
PropertySubType: Single Family Residence

Lot Information
Lot Size (Acres): 0.35
Lot Features: Corner Lot
Road Frontage Type: Private Road
Road Responsibility: Public Maintained Road

Financial

Tax Information
Tax Annual Amount: $20,373
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: Circuit Breakers

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

Location

Location Information
Directions: Highland Ave to Jefferson Rd
UnparsedAddress: 57 Jefferson Rd, Winchester MA 01890

Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Shopping, Tennis Court(s), Park, Walk/Jog Trails, Medical Facility, Conservation Area, Highway Access, T-Station

Public facts

Beds: 5
Baths: 2.5
Sq. Ft.: 2,779
Stories: 2.0
Lot Size: 0.35 acres
Style: Single Family Residential
Year Built: 1985
Year Renovated: —
County: Middlesex County
APN: 2413981S

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

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

0.31% 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

50% 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

$2.16M – $2.62M

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Home values near 57 Jefferson Rd

Data from public records.

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

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

Address	Redfin Estimate
49 Jefferson Rd, Winchester, MA 5 Beds \| 4 Baths \| 4049 Sq. Ft.	$2,625,757
46 Jefferson Rd, Winchester, MA 4 Beds \| 3 Baths \| 2145 Sq. Ft.	$1,882,734

Property information provided by MLS PIN when last listed in 2025. This data may not match . Learn more.

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