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$969,000 Contingent

  • For Sale
  • Contingent
  • Single Family
  • 3 Beds
  • 1 Full Bath
  • 1 Partial Bath
  • 1,302 Sq. Ft.
  • 0.51 Acres
  • 1 Car Garage
  • Updated 3 days ago
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This charming Cape style home on a half-acre lot combines classic character with modern updates. Step inside to find newly refinished hardwood floors throughout the inviting fireplaced living room, dining room, and bedrooms. The recently updated kitchen and bathrooms blend style and function with contemporary finishes. The dining room with built-in China cabinet provides an inviting space to entertain. Enjoy morning coffee or evening relaxation on the unheated 3-season porch overlooking the yard, with seasonal views of the Boston skyline. The lower level features high ceilings with a heating and cooling unit already installed, offering great potential for 200+ sqft of future finished space. Additional highlights include a one-car garage under and a convenient layout with timeless appeal. Nestled beside conservation land, this home provides a peaceful, natural setting where you can enjoy watching birds and local wildlife right from the yard. Make this one yours for 2026!

Full Property Details for 139 High St

General

  • Price: $969,000
  • Taxes: $11,344 (2025)
  • Status: Contingent
  • Type: Single Family
  • MLS ID: 73453920
  • Updated: 1/13/2026
  • Added to Site: 65 day(s) ago

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 1
  • Half Bathrooms: 1
  • Bathroom 1: 6.00 x 4.00, First
  • Bathroom 2: 7.00 x 5.00, Second

Bedrooms

  • Total Bedrooms: 3
  • Primary Bedroom: 20.00 x 11.00, Second
  • Bedroom 2: 12.00 x 9.00, Second
  • Bedroom 3: 11.00 x 9.00, Second

Other Rooms

  • Living Room: 22.00 x 11.00, First
  • Kitchen: 13.00 x 10.00, First
  • Dining Room: 12.00 x 11.00, First

Parking

  • Garage: Yes
  • Garage Spaces: 1
  • Parking Features: Attached, Under, Garage Door Opener, Paved Drive, Off Street, Paved

Location

  • County: Middlesex

Structural Information

  • Architectural Style: Cape
  • Basement: Yes
  • Square Feet: 1,302
  • Year Built: 1949

Lot Features

  • Lot Size (Acres): 0.51

Financial Considerations

  • Tax Amount: $11,344
  • Tax Year: 2025

Disclosures and Reports

  • Property ID: M:024 B:0033 L:0, 900743

Listed by Better Homes and Gardens Real Estate - The Shanahan Group, Katie Tully

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Listing agent

— 139 High St —

  • Katie Tully

    Better Homes and Gardens Real Estate - The Shanahan Group

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 139 High St

School District:Winchester School District, Winchester, MA
NameGradesDistance
Vinson-Owen Elementary School
75 Johnson Road, Winchester, MA 01890
K-50.5 mi
Mccall Middle School
458 Main Street, Winchester, MA 01890
6-81.7 mi
Winchester High School
80 Skillings Road, Winchester, MA 01890
9-121.9 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 139 High St Get Price Alerts and Save Property

Date
Details
Price
Change
Source
12/03/2025
Price Reduced
$969,000
-3%
MLS
11/12/2025
Listed
$999,000
29.74%
MLS
11/29/2021
Sold
$770,000
—
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 139 High St

Year
Property Taxes
Change
Tax Assessment
Change
2025
$11,344
-2%
$1,022,900
—
2024
$11,571
9%
$1,021,300
13%
2023
$10,633
1%
$901,100
7%
2022
$10,488
12%
$838,400
15%
2021
$9,371
4%
$730,400
—
2020
$9,050
10%
$730,400
7%
2019
$8,257
2%
$681,800
2%
2018
$8,128
1%
$666,800
2%
2017
$8,025
10%
$653,500
5%
2016
$7,299
4%
$624,900
8%
2015
$7,016
-3%
$577,900
1%
2014
$7,245
—
$572,300
—
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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NMLS#: 1598647

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Listed by Better Homes and Gardens Real Estate - The Shanahan Group, Katie Tully

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139 High Street, Winchester, MA 01890 (MLS# 73453920) is a Single Family property with 3 bedrooms, 1 full bathroom and 1 partial bathroom. 139 High Street is currently listed for $969,000 and was received on November 12, 2025. Want to learn more about 139 High Street? 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.

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