OFF MARKET

Off Market Feb 2018 for $1.8M

$2,580,363

Est. refi paymentEst. refi $856/mo

•

4,049

sq ft

49 Jefferson Rd, Winchester, MA 01890

About this home

New England Shingle-style home just completed! Located on a bucolic tree lined cul de sac less than a mile from Winchester center. Picturesque & full of character w/ striking elements such as tall gables trimmed w/ corbels, premium red cedar shingles w/ fieldstone siding & gorgeous landscaping. Upon entry, long sight lines maximize natural light & showcase the flow of the open first floor plan. Custom built-ins, trim, & coffered ceilings frame & punctuate the view, making the high-ceilinged spaces intimate. These impressive open spaces are unified by richly hued 3 ¼” white oak hardwood floors & high-end finishing details, yet are free of excess formality. More than 4,000 beautifully finished square feet over three levels w/ many unique features include 4 custom fieldstone fireplaces w/ circa-1800 reclaimed, hand-hewn wood mantels. The spa-like Master Suite is simply divine. This architecturally distinguished home offers comfortable yet elegant living, & could be yours in the New Year!

Single-familyProperty Type

2017Year Built

10,739 sq ftLot Size

$637Est. Price/Sq.Ft.

2 garage spacesParking

Listed by Lorrie Parajeckas • Century 21 Commonwealth

Bought with Jacqueline Cabral • Donnelly + Co.

Redfin checked: 2 minutes ago

•Source:MLS PIN #72259751

Redfin Estimate

$2,580,363

$741K since sold in February 2018$96K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 12% higher than the average sale price ($2.30M) of 6 comparable homes.

SOLD APR 3, 2026
$2,750,000
A
5 beds5.5 baths5,257 sq ft
19 Town Way, Winchester, MA 01890
SOLD JUL 31, 2026
$2,170,000
B
5 beds3.5 baths4,591 sq ft
21 Willowdale Rd, Winchester, MA 01890
SOLD MAY 29, 2026
$2,649,000
C
4 beds3.5 baths4,255 sq ft
2 Priscilla Ln, Winchester, MA 01890
SOLD AUG 12, 2026
$2,350,000
D
4 beds3.5 baths4,403 sq ft
50 Brooks St, Winchester, MA 01890
SOLD MAY 1, 2026
$1,755,000
E
4 beds4.5 baths3,906 sq ft
35 Hollywood Rd, Winchester, MA 01890
BOUGHT WITH REDFIN JUL 13, 2026
$2,150,000
F
5 beds3 baths3,136 sq ft
22 Hollywood Rd, Winchester, MA 01890

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Sell

$1,241,480

Est. take-home

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Est. cash available

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Rent

$6,186/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

100.9%

0.2% MoM

Median sale price

$1.6M

$175K MoM

Avg. days on market

19d

0 days MoM

Recently sold homes

17 MoM

New listings for sale

EARLY ACCESS
$675,000
2 beds2 baths1,124 sq ft
60 Lake St Unit E, Winchester, MA 01890
EARLY ACCESS
$1,699,000
3 beds2 baths2,327 sq ft
4 Churchill Rd, Winchester, MA 01890
OPEN SAT, 2PM TO 3PM
$2,849,000
5 beds4.5 baths5,058 sq ft
7 Viking Rd, Winchester, MA 01890
$1,098,000
3 beds1.5 baths1,657 sq ft
17 Russell Rd, Winchester, MA 01890
See all

Provided by Redfin

Sale history for 49 Jefferson Rd

Year

Property tax

Land + Additions

Assessment*

2025

$24,151 (+7.2%)

$938,500 + $1,239,200

$2,177,700

2023

$22,520 (+5.0%)

$871,400 + $1,157,600

$2,029,000

2022

$21,456 (+1.0%)

$703,900 + $1,011,200

$1,715,100

2021

$21,252 (+3.6%)

$645,200 + $1,011,200

$1,656,400

2020

$20,523 (+8.4%)

$645,200 + $1,011,200

$1,656,400

2019

$18,941 (+29.0%)

$561,400 + $1,002,700

$1,564,100

2018

$14,684 (+34.0%)

$534,600 + $670,000

$1,204,600

2017

$10,957 (+6.7%)

$534,600 + $357,700

$892,300

2016

$10,271 (−1.0%)

$534,600 + $344,800

$879,400

2015

$10,378 (+7.3%)

$486,000 + $368,900

$854,900

2014

$9,672 (+0.6%)

$406,400 + $357,600

$764,000

2013

$9,616 (+1.8%)

$406,400 + $346,600

$753,000

2012

$9,450 (+3.7%)

$406,400 + $346,600

$753,000

2011

$9,111 (+4.2%)

$406,400 + $346,600

$753,000

2010

$8,740 (+2.1%)

$413,900 + $345,400

$759,300

2009

$8,557

$413,900 + $345,400

$759,300

Tax history for 49 Jefferson Rd

Year

Property tax

Land + Additions

Assessment*

2025

$24,151 (+7.2%)

$938,500 + $1,239,200

$2,177,700

2023

$22,520 (+5.0%)

$871,400 + $1,157,600

$2,029,000

2022

$21,456 (+1.0%)

$703,900 + $1,011,200

$1,715,100

2021

$21,252 (+3.6%)

$645,200 + $1,011,200

$1,656,400

2020

$20,523 (+8.4%)

$645,200 + $1,011,200

$1,656,400

2019

$18,941 (+29.0%)

$561,400 + $1,002,700

$1,564,100

2018

$14,684 (+34.0%)

$534,600 + $670,000

$1,204,600

2017

$10,957 (+6.7%)

$534,600 + $357,700

$892,300

2016

$10,271 (−1.0%)

$534,600 + $344,800

$879,400

2015

$10,378 (+7.3%)

$486,000 + $368,900

$854,900

2014

$9,672 (+0.6%)

$406,400 + $357,600

$764,000

2013

$9,616 (+1.8%)

$406,400 + $346,600

$753,000

2012

$9,450 (+3.7%)

$406,400 + $346,600

$753,000

2011

$9,111 (+4.2%)

$406,400 + $346,600

$753,000

2010

$8,740 (+2.1%)

$413,900 + $345,400

$759,300

2009

$8,557

$413,900 + $345,400

$759,300

*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

Stories

Lot width

—

Lot depth

—

Lot size

0.25 Acres

Year renovated

2017

Sq. Ft.

4,175

Year built

1951

Style

Single Family Residential

County

Middlesex County

APN

2312186S

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 29, 2026.

Property details

Parking

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

Interior

Master Bedroom Information
Area: 378
Length: 18
Width: 21
Level: Second
Features: Bathroom - Full,Bathroom - Double Vanity/Sink,Cathedral Ceiling(s),Ceiling Fan(s),Walk-In Closet(s),Recessed Lighting

Bedroom #2 Information
Area: 195
Length: 15
Width: 13
Level: Second
Features: Closet,Flooring - Hardwood

Bedroom #3 Information
Area: 195
Length: 15
Width: 13
Level: Second
Features: Closet,Flooring - Hardwood

Bedroom #4 Information
Area: 182
Length: 14
Width: 13
Level: Second
Features: Closet,Flooring - Hardwood

Bedroom #5 Information
Area: 132
Length: 12
Width: 11
Level: Second
Features: Closet,Flooring - Hardwood

Bathroom Information
# of Bathrooms (Full): 3
# of Bathrooms (Half): 2
Master Bathroom Features: Yes

Bathroom #1 Information
Level: First
Features: Bathroom - Half,Flooring - Hardwood,Countertops - Stone/Granite/Solid,Cabinets - Upgraded

Bathroom #2 Information
Level: Second
Features: Bathroom - Full,Bathroom - With Shower Stall,Flooring - Stone/Ceramic Tile

Bathroom #3 Information
Level: Second
Features: Bathroom - Full,Bathroom - Tiled With Tub & Shower,Flooring - Stone/Ceramic Tile

Living Room Information
Area: 350
Length: 14
Width: 25
Level: First
Features: Coffered Ceiling(s),Closet/Cabinets - Custom Built,Flooring - Hardwood,Exterior Access,Recessed Lighting,Slider

Family Room Information
Area: 156
Length: 12
Width: 13
Level: First
Features: Bathroom - Half,Flooring - Hardwood,Deck - Exterior,Open Floorplan,Recessed Lighting

Dining Room Information
Area: 216
Length: 18
Width: 12
Level: First
Features: Coffered Ceiling(s),Closet,Flooring - Hardwood,Open Floorplan,Recessed Lighting

Kitchen Information
Area: 286
Length: 22
Width: 13
Level: First
Features: Flooring - Hardwood,Countertops - Stone/Granite/Solid,Kitchen Island,Open Floorplan,Recessed Lighting,Stainless Steel Appliances,Wine Chiller,Gas Stove

Basement Information
Basement: Full, Partially Finished, Walk-Out Access, Interior Entry, Sump Pump, Radon Remediation System, Concrete

Laundry Information
Laundry Features: Flooring - Stone/Ceramic Tile, Electric Dryer Hookup, Washer Hookup, Second Floor

Fireplace Information
Has Fireplace
# of Fireplaces (Total): 3
Fireplace Features: Dining Room, Family Room, Living Room, Master Bedroom

Interior Features
# of Rooms (Total): 12
Door Features: Insulated Doors
Window Features: Skylight(s), Insulated Windows, Screens
Flooring: Tile, Carpet, Marble, Hardwood, Flooring - Marble, Flooring - Stone/Ceramic Tile, Flooring - Wall to Wall Carpet
Interior Features: Bathroom - Full, Bathroom - Double Vanity/Sink, Bathroom - Tiled With Shower Stall, Closet/Cabinets - Custom Built, Countertops - Stone/Granite/Solid, Walk-In Closet(s), Pantry, Open Floorplan, Bathroom - Half, Bathroom, Mud Room, Media Room, Game Room, Walk-Up Attic, Wired for Sound

Exterior

Building Information
Building Area (Total): 4,049
Foundation Details: Concrete Perimeter
Construction Materials: Frame
Year Built Source: Owner
Year Built Details: Actual
Color: Mahogany

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

Property Information
PropertySubType: Single Family Residence
Green Energy Efficient : Thermostat, Other (See Remarks)
Green Energy Generation: Solar

Lot Information
Lot Size (Acres): 0.25
Lot Features: Level
Road Frontage Type: Public

Financial

Tax Information
Tax Year: 0

Utilities

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

Heating & Cooling
Has Heating
Has Cooling
Heating: Central, Radiant, Propane, Hydro Air, Other, Fireplace
Cooling: Central Air

Location

Location Information
Directions: From Town Center: Main St to Prospect St to Highland St, to Jefferson Rd.
UnparsedAddress: 49 Jefferson Rd, Winchester MA 01890

Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Shopping, Park, Walk/Jog Trails, Golf, Medical Facility, Conservation Area, Highway Access

Public facts

Beds: 5
Baths: 4.0
Sq. Ft.: 4,175
Stories: 2.0
Lot Size: 0.25 acres
Style: Single Family Residential
Year Built: 1951
Year Renovated: 2017
County: Middlesex County
APN: 2312186S

Home facts updated by county records on Jul 29, 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 • 0.7mi

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

6/10 Flood Factor

Estimated 67-75% chance of a flood reaching the building in the next 30 years

3/10 Fire Factor

0.62% 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

$2.45M – $2.97M

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New listings for sale in 01890

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Home values near 49 Jefferson Rd

Data from public records.

Address	Redfin Estimate
41 Jefferson Road, Winchester, MA 4 Beds \| 3 Baths \| 3104 Sq. Ft.	$1,899,572
52 Jefferson Road, Winchester, MA 4 Beds \| 2.5 Baths \| 3217 Sq. Ft.	$1,883,981

Address	Redfin Estimate
43 Jefferson Road, Winchester, MA 5 Beds \| 2.5 Baths \| 2009 Sq. Ft.	$1,612,610
50 Jefferson Road, Winchester, MA 5 Beds \| 3.5 Baths \| 3858 Sq. Ft.	$1,945,568

Address	Redfin Estimate
47 Jefferson Road, Winchester, MA 4 Beds \| 2.5 Baths \| 2512 Sq. Ft.	$1,718,081
46 Jefferson Road, Winchester, MA 4 Beds \| 3 Baths \| 2145 Sq. Ft.	$1,969,209

Property information provided by MLS PIN when last listed in 2017. This data may not match . Learn more.

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