58 Jefferson Rd

Winchester, MA 01890

$1,799,000
Price
4
Beds
2,910 Sq. Ft.
$618 / Sq. Ft.
2,910
Sq. Ft.
$618
per Sq. Ft.
Get preapproved with Rocket Mortgage1
Contingent
Contingent

Description

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...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.
  1. Listed by Stephanie Macfarland • Wilson Wolfe Real Estate

Property Details for 58 Jefferson Road

Town
Winchester
Area
MA-Winchester
Architectural Style
Colonial
Style
Colonial
Garage Spaces
2
Open Parking Spaces
4.00
Parking Spaces Total
6
LISTING UPDATED: 03/25/2026 05:21 PM

Property Details for 58 Jefferson Road

StatusContingent
MLS #73488901
Days on Market6
Taxes$20,050 / year
HOA Fees-
Compass TypeSingle Family
MLS TypeSingle Family / Detached
Year Built1984
CountyMiddlesex County
Get preapproved with Rocket Mortgage1

Location

Listing Courtesy of Wilson Wolfe Real Estate, Stephanie Macfarland
Add your commute

Building Information for 58 Jefferson Road

Stories-Year Built1984Building Size-Lot Size0.44 AC / 19,118 SF

Payment Calculator

Get preapproved with Rocket Mortgage1

$10,730 per month

30 year fixed, 6.46% Interest

Principal and Interest

$9,059

Property Taxes

$1,671

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Know your buying power with a preapproval and custom rate in minutes

Rocket Mortgage1

Property Information for 58 Jefferson Road

General Details
Property Details
  • Building Area Units: Square Feet
  • Community Features: Public Transportation, Shopping, Park, Medical Facility, Highway Access, House of Worship, Public School, Sidewalks
  • Living Area: 2910.0
  • SqFt with Basement: No
  • Property Attached: No
  • Single Family Type: Detached
  • Waterfront: No
  • Water View: No
  • Year Built Details: Actual
  • Year Built Source: Public Records
Features
Interior Features
  • Appliances: Water Heater, Range, Dishwasher, Refrigerator
  • Basement Features: Full, Interior Access, Garage Access, Concrete Floor, Unfinished Basement
  • Num of Baths: 3.0
  • Num of Full Baths: 2
  • Num of Half Baths: 1
  • Bathrooms Total Decimal: 2.50
  • Bathrooms Total Integer: 3
  • DoorFeatures: Insulated Doors
  • FireplaceFeatures: Family Room
  • FireplaceYN: Yes
  • Fireplaces: 1
  • 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
  • Interior Features: Internet Available - Unknown, Security System
  • Laundry Features: Main Level, Electric Dryer Hookup, Washer Hookup, First Floor
  • Primary Bath: Yes
  • SpaYN: No
  • Window Features: Skylight(s), Insulated Windows
Exterior Features
  • Construction: Frame
  • Exterior Features: Deck - Wood, Sprinkler System
  • Exterior Features: Sprinkler System, Deck - Wood
  • Lot Description: Cul-De-Sac
  • Patio And Porch Features: Deck - Wood
  • Roof Material: Shingle
Parking Features
  • Attached Garage: Yes
  • Carport: No
  • Covered Spaces: 2.00
  • Garage: Yes
  • Garage Parking: Attached, Under, Garage Door Opener, Storage, Paved Drive, Off-Street, Paved Driveway
  • Open Parking: Yes
  • Parking Features: Attached, Under, Garage Door Opener, Storage, Paved Drive, Off-Street, Paved Driveway
  • Parking Features: Off-Street, Paved Driveway
Utilities
  • Cooling: Central Air
  • Cooling: Yes
  • Electric: 200+ Amp Service
  • Green Energy Efficient: Thermostat
  • Heating: Forced Air, Oil
  • Heating: Yes
  • Sewer: City/Town Sewer
  • Utility Connections: for Electric Range, for Electric Oven, for Electric Dryer, Washer Hookup
  • Water: Public
Room Information
Primary Bedroom
  • Room Primary Bedroom Area: 194.36
  • Room Primary Bedroom Features: Walk-In Closet(s),Flooring - Wall to Wall Carpet
  • Room Primary Bedroom Length: 17.2
  • Primary Bedroom Level: Second Floor
  • Room Primary Bedroom Width: 11.3
Bedroom 2
  • Bedroom2 Area: 137.359999999
  • Bedroom2 Features: Flooring - Wall to Wall Carpet,Closet - Double
  • Bedroom2 Length: 13.6
  • Bedroom2 Level: Second
  • Bedroom2 Width: 10.1
Bedroom 3
  • Bedroom3 Area: 141.57
  • Bedroom3 Features: Flooring - Wall to Wall Carpet,Closet - Double
  • Bedroom3 Length: 12.1
  • Bedroom3 Level: Second
  • Bedroom3 Width: 11.7
Bedroom 4
  • Bedroom4 Area: 114.66
  • Bedroom4 Features: Closet,Flooring - Wall to Wall Carpet
  • Bedroom4 Length: 11.7
  • Bedroom4 Level: Second
  • Bedroom4 Width: 9.8
Bathroom 1
  • Bathroom1 Area: 44.0
  • Bathroom1 Features: Bathroom - Half,Flooring - Stone/Ceramic Tile,Dryer Hookup - Electric,Washer Hookup,Lighting - Overhead
  • Bathroom1 Length: 8.0
  • Bathroom1 Level: First
  • Bathroom1 Width: 5.5
Bathroom 2
  • Bathroom2 Area: 74.1
  • Bathroom2 Features: Bathroom - Full,Flooring - Stone/Ceramic Tile,Lighting - Overhead
  • Bathroom2 Length: 9.5
  • Bathroom2 Level: Second
  • Bathroom2 Width: 7.8
Bathroom 3
  • Bathroom3 Area: 57.72
  • Bathroom3 Features: Bathroom - Full,Bathroom - With Tub & Shower,Flooring - Stone/Ceramic Tile,Lighting - Overhead
  • Bathroom3 Length: 7.8
  • Bathroom3 Level: Second
  • Bathroom3 Width: 7.4
Dining Room
  • Dining Room Area: 152.55
  • Dining Room Features: Flooring - Hardwood,Lighting - Overhead
  • Dining Room Length: 13.5
  • Dining Room Level: First
  • Dining Room Width: 11.3
Family Room
  • Family Room Area: 482.04
  • Family Room Features: Cathedral Ceiling(s),Flooring - Wall to Wall Carpet,Exterior Access,Slider
  • Family Room Length: 23.4
  • Family Room Level: First
  • Family Room Width: 20.6
Kitchen
  • Kitchen Area: 160.74
  • Kitchen Features: Flooring - Stone/Ceramic Tile,Dining Area,Exterior Access,Lighting - Overhead
  • Kitchen Length: 14.1
  • Kitchen Level: First
  • Kitchen Width: 11.4
Living Room
  • Room Living Room Area: 342.719999999
  • Room Living Room Features: Flooring - Hardwood
  • Room Living Room Length: 25.2
  • Room Living Room Level: First
  • Room Living Room Width: 13.6
Property Information
Property Info
  • UFFI: No
  • Farm Land Area Units: Square Feet
  • WARRANTY: No
  • Lot Size Units: Acres
  • Road Frontage Type: Public
  • Road Responsibility: Public Maintained Road
  • Road Surface Type: Paved
  • Disclosures: All measurements are approximate. Bedroom and Loft photos are virtually staged. Front post light and two exterior ground lights are not working.
Tax Information
  • Listing Terms: Contract
  • Tax ID: M:006 B:0449 L:0,896196
  • Assessments: $1,807,900
  • Book: 1633
  • Tax Year: 2025
  • Zoning: RDC
Building / Association Information
Living Characteristics
  • Beds Total: 4
Other Building Characteristics
  • Foundation: Concrete Perimeter
  • Cooling Zones: 3
  • Heat Zones: 3
Complex & Association Information
  • Association Security: Security System
  • Adult Community: No

Property History for 58 Jefferson Road

DateEvent & SourcePriceAppreciation
Mar 24, 2026

Contingent

MLS PIN #73488901

—
Mar 19, 2026

Listed (Active)

MLS PIN #73488901

$1,799,000—
DateEvent & SourcePrice
03/24/2026

Contingent

MLS PIN #73488901

—
03/19/2026

Listed (Active)

MLS PIN #73488901

$1,799,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 58 Jefferson Road

Taxable ValueLand$1,102,800Additions$705,100Total$1,807,900
Tax Record2025$20,050 ($1,671 / month)
Home Facts
Baths2.5Total Finished SqFt2,910 SqFtAbove Grade Finished SqFt2,910 SqFtUnfinished Basement SqFt1,518 SqFtStories2Lot Size19,118 SqFtStyleDuplexYear Built1984ZoningRDCCountyMIDDLESEXAPNWINC M:006 B:0449 L:0Fireplace TypeHas Fireplace

Schools near 58 Jefferson Road

This home is within Winchester School District.
Rating
School
Type
Grades
Distance
Lincoln Elementary School
Public - K to 5
McCall Middle School
Public - 6 to 8
Winchester High School
Public - 9 to 12
Rating
School
Distance
Lincoln Elementary School
PublicK to 5

McCall Middle School
Public6 to 8

Winchester High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

Similar Sold Homes

Explore Nearby Homes

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Wilson Wolfe Real Estate, Stephanie Macfarland

The property listing data and information, or the images, set forth herein were provided to MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS. The property listing data and information, and the images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the images, set forth herein.