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$3,450,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 5 Beds
  • 3 Full Baths
  • 1 Partial Bath
  • 5,128 Sq. Ft.
  • 0.41 Acres
  • 2 Car Garage
  • Updated 14 hours ago

Next open house:

Open House: 12:30 PM - 1:30 PM

Friday 5/8 12:30 PM - 1:30 PM

50 Oxford Street,Winchester, MA 01890

50 Oxford StreetWinchesterMA01890

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Join us at 50 Oxford Street on:

  • Open House: 12:00 PM - 1:30 PM

    Saturday 5/9 12:00 PM - 1:30 PM

    50 Oxford Street,Winchester, MA 01890
    50 Oxford StreetWinchesterMA01890
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Rare opportunity in a prime Flats location! Set on an oversized lot w/ a stunning in-ground pool, jacuzzi, pool house & expansive level lawn, this exceptional home blends luxury, privacy, & modern living. Expanded & extensively renovated top-to-bottom, the home features an open layout w/ designer kitchen, spacious family room & oversized attached 2-car garage. Walls of windows & French doors overlook the spectacular private yard, creating seamless indoor-outdoor living. The chef's kitchen offers double islands, custom cabinetry, & high-end Wolfe & Sub-Zero appliances. Flexible 1st flr w/ potential bedrm & adjacent full bath, oversized dining rm, & high ceilings throughout. The beautiful primary suite features vaulted ceilings & full bath. Generously sized secondary bedrooms & large hall bath w/ soaking tub & separate shower complete the second floor. Finished LL w/ gym/media rm, abundant storage & new systems including electrical, plumbing & windows complete this rare Flats offering!

Full Property Details for 50 Oxford St

General

  • Price: $3,450,000
  • Taxes: $24,124 (2025)
  • Status: Active
  • Type: Single Family
  • MLS ID: 73515077
  • Updated: 5/7/2026
  • Added to Site: 1 day(s) ago

Rooms

Bathrooms

  • Total Bathrooms: 4
  • Full Bathrooms: 3
  • Half Bathrooms: 1
  • Bathroom 1: 8.00 x 7.00, First
  • Bathroom 2: 13.00 x 8.00, Second
  • Bathroom 3: 14.00 x 10.00, Second

Bedrooms

  • Total Bedrooms: 5
  • Primary Bedroom: 16.00 x 15.00, Second
  • Bedroom 2: 15.00 x 13.00, Second
  • Bedroom 3: 13.00 x 13.00, Second
  • Bedroom 4: 13.00 x 13.00, First

Other Rooms

  • Living Room: 19.00 x 18.00, Main, First
  • Family Room: 28.00 x 22.00, Basement
  • Kitchen: 25.00 x 16.00, Main, First
  • Dining Room: 26.00 x 13.00, First
  • Office: 14.00 x 13.00

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Parking Features: Attached, Garage Door Opener, Storage, Paved Drive

Location

  • County: Middlesex

Structural Information

  • Architectural Style: Colonial
  • Basement: Yes
  • Square Feet: 5,128
  • Year Built: 1917

Lot Features

  • Lot Size (Acres): 0.41

Financial Considerations

  • Tax Amount: $24,124
  • Tax Year: 2025

Disclosures and Reports

  • Disclosures/Rstr.: House was expanded w/ large addition & garage~ extensively renovated inside and out with new layout and systems etc.
  • Property ID: M:018 B:0222 L:0, 899589

Listed by Compass, Kim Covino & Co. Team and Kim Covino

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Listing agents

— 50 Oxford St —

  • Kim Covino & Co. Team

    Compass

  • Kim Covino

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 50 Oxford St

School District:Winchester School District, Winchester, MA
NameGradesDistance
Vinson-Owen Elementary School
75 Johnson Road, Winchester, MA 01890
K-51.2 mi
Mccall Middle School
458 Main Street, Winchester, MA 01890
6-80.8 mi
Winchester High School
80 Skillings Road, Winchester, MA 01890
9-120.9 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 50 Oxford St Get Price Alerts and Save Property

Date
Details
Price
Change
Source
5/07/2026
Listed
$3,450,000
195.12%
MLS
6/29/2012
Sold
$1,169,000
—
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 50 Oxford St

Year
Property Taxes
Change
Tax Assessment
Change
2025
$241
-99%
$2,175,300
5%
2024
$23,538
1%
$2,077,500
5%
2023
$23,360
2%
$1,979,700
8%
2022
$22,877
5%
$1,828,700
8%
2021
$21,740
4%
$1,694,500
—
2020
$20,995
10%
$1,694,500
7%
2019
$19,127
2%
$1,579,400
2%
2018
$18,791
4%
$1,541,500
5%
2017
$17,989
6%
$1,464,900
1%
2016
$16,892
4%
$1,446,200
8%
2015
$16,229
9%
$1,336,800
13%
2014
$14,948
—
$1,180,700
—
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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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by Compass, Kim Covino & Co. Team and Kim Covino

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50 Oxford Street, Winchester, MA 01890 (MLS# 73515077) is a Single Family property with 5 bedrooms, 3 full bathrooms and 1 partial bathroom. 50 Oxford Street is currently listed for $3,450,000 and was received on May 07, 2026. Want to learn more about 50 Oxford 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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