58 Jefferson Road, Winchester, MA 01890 - Photo 1

1/1

$1,850,000

Sold
Closed
Single Family
4 Beds
2 Full Baths
1 Partial Bath
2,910 Sq. Ft.
0.44 Acres
2 Car Garage

1/1

Property 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 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.

Full Property Details

Full Property Details for 58 Jefferson Rd

General

Sold For: $1,850,000
Taxes: $20,050 (2025)
Status: Closed
Type: Single Family
MLS ID: 73488901
Added to Site: 52 day(s) ago

Rooms

Bathrooms

Total Bathrooms: 3
Full Bathrooms: 2
Half Bathrooms: 1
Bathroom 1: 8.00 x 5.50, First
Bathroom 2: 9.50 x 7.80, Second
Bathroom 3: 7.80 x 7.40, Second

Bedrooms

Total Bedrooms: 4
Primary Bedroom: 17.20 x 11.30, Second
Bedroom 2: 13.60 x 10.10, Second
Bedroom 3: 12.10 x 11.70, Second
Bedroom 4: 11.70 x 9.80, Second

Other Rooms

Living Room: 25.20 x 13.60, First
Family Room: 23.40 x 20.60, First
Kitchen: 14.10 x 11.40, First
Dining Room: 13.50 x 11.30, First

Parking

Garage: Yes
Garage Spaces: 2
Parking Features: Attached, Under, Garage Door Opener, Storage, Paved Drive, Off Street, Paved

Location

County: Middlesex

Structural Information

Architectural Style: Colonial
Basement: Yes
Square Feet: 2,910
Year Built: 1984

Lot Features

Lot Size (Acres): 0.44

Financial Considerations

Tax Amount: $20,050
Tax Year: 2025

Disclosures and Reports

Disclosures/Rstr.: All measurements are approximate. Bedroom and Loft photos are virtually staged. Front post light and two exterior ground lights are not working.
Property ID: M:006 B:0449 L:0, 896196

Listed by Wilson Wolfe Real Estate, Stephanie Macfarland
Sold by Compass, The Collective

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Listing agent

— 58 Jefferson Rd —

Stephanie Macfarland

Wilson Wolfe Real Estate

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Schools

Schools serving 58 Jefferson Rd

School District:Winchester School District, Winchester, MA

Name	Grades	Distance
Lincoln Elementary School, Winchester, MA 161 Mystic Valley Parkway, Winchester, MA 01890	K-5	0.8 mi
Mccall Middle School 458 Main Street, Winchester, MA 01890	6-8	0.8 mi
Winchester High School 80 Skillings Road, Winchester, MA 01890	9-12	1.1 mi

Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 58 Jefferson Rd

Date

Details

Price

Change

Source

4/23/2026

Sold

$1,850,000

2.83%

MLS

3/19/2026

Listed

$1,799,000

—

MLS

Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Just Listed

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Open House

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Single Family
Active
Updated 1 day ago

3
Beds
2
Total Baths
1,306
Sq. Ft.

Just Listed

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Townhouse
Active
Updated 2 days ago

2
Beds
2
Total Baths
1,370
Sq. Ft.

Just Listed

$1,500,000

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Commercial
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Just Listed

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Open House

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3
Beds
1
Total Bath
1,378
Sq. Ft.

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Price Reduced

-$4 (-18.18%)

$18

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Commercial Lease
Active

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Price Reduced

-$20,000 (-2.74%)

$709,900

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Single Family
Active
Updated 5 hours ago

3
Beds
2
Total Baths
1,507
Sq. Ft.

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Multi-Family
Active
Updated 1 day ago

3
Units
5
Total Beds
0.17
Acres

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Commercial
Active

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Sold

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Single Family
Closed
Updated 5 days ago

4
Beds
5
Total Baths
3,906
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Sold

$2,120,000

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Single Family
Closed
Updated 8 days ago

5
Beds
4
Total Baths
2,860
Sq. Ft.

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Sold

$1,930,000

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Single Family
Closed

4
Beds
3
Total Baths
3,658
Sq. Ft.

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Sold

$2,090,000

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Multi-Family
Closed

2
Units
6
Total Beds
0.25
Acres

58 Jefferson Road, Winchester, MA 01890 (MLS# 73488901) is a Single Family property that was sold at $1,850,000 on April 23, 2026. Want to learn more about 58 Jefferson Road? Do you have questions about finding other Single Family real estate for sale in Winchester? You can browse all Winchester real estate or contact a Coldwell Banker agent to request more information.

58 Jefferson Rd Winchester, MA 01890