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$2,795,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 5 Beds
  • 3 Full Baths
  • 1 Partial Bath
  • 4,792 Sq. Ft.
  • 0.23 Acres
  • 2 Car Garage
  • Updated 1 day ago

Next open house:

Open House: 5:00 PM - 6:30 PM

Friday 3/27 5:00 PM - 6:30 PM

56 Yale Street,Winchester, MA 01890

56 Yale StreetWinchesterMA01890

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Join us at 56 Yale Street on:

  • Open House: 12:00 PM - 1:30 PM

    Saturday 3/28 12:00 PM - 1:30 PM

    56 Yale Street,Winchester, MA 01890
    56 Yale StreetWinchesterMA01890
  • Open House: 12:00 PM - 1:30 PM

    Sunday 3/29 12:00 PM - 1:30 PM

    56 Yale Street,Winchester, MA 01890
    56 Yale StreetWinchesterMA01890
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See This Home
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Gracefully appointed in the sought after "Flats" this stunning Colonial has been superbly expanded & transformed into 4 levels of living space, offering a perfect blend of timeless details with well thought-out quality renovations. The front entry makes a striking first impression! Inside every turn is rich w/ detail- fireplace LR, elegant dining rm, crown molding, wainscoting, HW flrs & an exquisite built-in cabinet. The award-winning kitchen is nothing short of spectacular, with 2 walk-in pantries, wet bar & many outstanding features. You'll love the sunken family rm, adjoining mud rm, & bath. French doors extend the living space to a serene outer setting featuring mahogany deck & an alfresco kitchen. The luxurious primary suite is a stunner w/ spa-like marble bath, steam shower, walk-in closet & unique nursery/office. The finished lower level,2c gar, EZ access to the commuter rail & center of town complete this distinctive home. A rare offering & wonderful opportunity!

Full Property Details for 56 Yale St

General

  • Price: $2,795,000
  • Taxes: $22,446 (2026)
  • Status: Active
  • Type: Single Family
  • MLS ID: 73491616
  • Updated: 3/25/2026
  • Added to Site: 1 day(s) ago

Rooms

Bathrooms

  • Total Bathrooms: 4
  • Full Bathrooms: 3
  • Half Bathrooms: 1
  • Bathroom 1: 6.00 x 3.00, Main, First
  • Bathroom 2: 7.00 x 6.00, Second
  • Bathroom 3: 10.00 x 6.00, Second

Bedrooms

  • Total Bedrooms: 5
  • Primary Bedroom: 22.00 x 12.00, Second
  • Bedroom 2: 11.00 x 10.00, Second
  • Bedroom 3: 13.00 x 12.00, Second
  • Bedroom 4: 18.00 x 12.00, Third

Other Rooms

  • Living Room: 25.00 x 12.00, Main, First
  • Family Room: 17.00 x 15.00, Main, First
  • Kitchen: 18.00 x 15.00, Main, First
  • Dining Room: 14.00 x 13.00, Main, First

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Parking Features: Detached, Garage Door Opener, Paved Drive, Off Street, Driveway, Paved

Location

  • County: Middlesex

Structural Information

  • Architectural Style: Colonial
  • Basement: Yes
  • Square Feet: 4,792
  • Year Built: 1923

Lot Features

  • Lot Size (Acres): 0.23

Financial Considerations

  • Tax Amount: $22,446
  • Tax Year: 2026

Disclosures and Reports

  • Disclosures/Rstr.: Buyer/Buyer Agent to verify all information. Measurements, living space & floor plans are approximate.
  • Property ID: 899606

Listed by Brad Hutchinson Real Estate, Patricia Fitzgerald

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Listing agent

— 56 Yale St —

  • Patricia Fitzgerald

    Brad Hutchinson Real Estate

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 56 Yale St

School District:Winchester School District, Winchester, MA
NameGradesDistance
Vinson-Owen Elementary School
75 Johnson Road, Winchester, MA 01890
K-51.1 mi
Mccall Middle School
458 Main Street, Winchester, MA 01890
6-80.9 mi
Winchester High School
80 Skillings Road, Winchester, MA 01890
9-121 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 56 Yale St Get Price Alerts and Save Property

Date
Details
Price
Change
Source
3/25/2026
Listed
$2,795,000
625.97%
MLS
7/31/1987
Sold
$385,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 56 Yale St

Year
Property Taxes
Change
Tax Assessment
Change
2025
$21,790
3%
$1,964,800
5%
2024
$21,159
—
$1,867,500
5%
2023
$21,063
2%
$1,785,000
8%
2022
$20,583
5%
$1,645,300
8%
2021
$19,626
4%
$1,529,700
—
2020
$18,953
11%
$1,529,700
8%
2019
$17,080
2%
$1,410,400
3%
2018
$16,743
5%
$1,373,500
6%
2017
$15,954
7%
$1,299,200
2%
2016
$14,938
3%
$1,278,900
7%
2015
$14,483
1%
$1,193,000
5%
2014
$14,346
—
$1,133,200
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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*These costs are estimates, and the interest rates assume exceptional credit standing.

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with our affiliated lender
NMLS#: 1598647

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Listed by Brad Hutchinson Real Estate, Patricia Fitzgerald

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56 Yale Street, Winchester, MA 01890 (MLS# 73491616) is a Single Family property with 5 bedrooms, 3 full bathrooms and 1 partial bathroom. 56 Yale Street is currently listed for $2,795,000 and was received on March 25, 2026. Want to learn more about 56 Yale Street? Do you have questions about finding other Single Family real estate for sale in Winchester Highlands? You can browse all Winchester Highlands real estate or contact a Coldwell Banker agent to request more information.

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