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$799,000 Just Listed

  • For Sale
  • Active
  • Townhouse
  • 2 Beds
  • 2 Full Baths
  • 1,036 Sq. Ft.
  • 0.16 Acres
  • Updated 1 hour ago

Next open house:

Open House: 12:00 PM - 2:00 PM

Saturday 7/11 12:00 PM - 2:00 PM

50 Middlesex Street #50,Winchester, MA 01890

50 Middlesex Street #50WinchesterMA01890

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Join us at 50 Middlesex Street #50 on:

  • Open House: 12:00 PM - 2:00 PM

    Sunday 7/12 12:00 PM - 2:00 PM

    50 Middlesex Street #50,Winchester, MA 01890
    50 Middlesex Street #50WinchesterMA01890
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Completely renovated from top to bottom, this brand-new 2-bedroom, 2-bath condo offers the privacy and feel of a single-family home in one of Winchester's most desirable neighborhoods. Tucked away on a quiet, tree-lined street just moments from vibrant downtown, this home features its own private entrance, driveway, and backyard. Inside, enjoy white oak hardwood floors, a stunning chef's kitchen with quartz countertops and full-height backsplash, Bosch stainless steel appliances, and beautifully designed baths with custom tile and premium Kohler fixtures. Additional upgrades include a new roof, central A/C and heat, recessed lighting, and all-new systems throughout. Winchester is renowned for its award-winning schools, charming New England downtown filled with shops, restaurants, and cafés, easy commuter rail access to Boston, and convenient proximity to major highways-offering the perfect blend of suburban tranquility and city convenience.

Full Property Details for 50 Middlesex St #50

General

  • Price: $799,000
  • HOA FEE: $200/month
  • Taxes: (2026)
  • Status: Active
  • Type: Townhouse
  • MLS ID: 73546074
  • Updated: Today (7/7/2026)
  • Added to Site: Today

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2

Bedrooms

  • Total Bedrooms: 2
  • Primary Bedroom: 11.20 x 9.20, Second
  • Bedroom 2: 11.30 x 9.00, Main, First

Other Rooms

  • Living Room: 13.40 x 11.40, Main, First
  • Kitchen: 9.00 x 8.10, Main, First
  • Dining Room: 10.30 x 15.00, Main, First

Parking

  • Parking Features: Off Street, Tandem, Deeded, Paved

Location

  • County: Middlesex

Structural Information

  • Basement: Yes
  • Stories/Levels: 2
  • Square Feet: 1,036
  • Year Built: 1920

Lot Features

  • Lot Size (Acres): 0.16

Financial Considerations

  • Association Fee: $200
  • Tax Year: 2026

Disclosures and Reports

  • Disclosures/Rstr.: New condo conversion. Property has not yet been re-assessed as condos for tax purposes. Condo fee is approximate. water, sewer & master insurance only. Seller agent is the seller of the property.
  • Property ID: 898750

Listed by Keller Williams Realty Evolution, The North Star Group and Taylor Johnson

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Listing agents

— 50 Middlesex St #50 —

  • The North Star Group

    Keller Williams Realty Evolution

  • Taylor Johnson

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 Middlesex St #50

School District:Winchester School District, Winchester, MA
NameGradesDistance
Lynch Elementary School
10 Brantwood Road, Winchester, MA 01890
K-50.4 mi
Mccall Middle School
458 Main Street, Winchester, MA 01890
6-80.7 mi
Winchester High School
80 Skillings Road, Winchester, MA 01890
9-120.5 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 Middlesex St #50 Get Price Alerts and Save Property

Date
Details
Price
Change
Source
7/07/2026
Listed
$799,000
-27.36%
MLS
2/12/2026
Sold
$1,100,000
—
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 Middlesex St #50

Year
Property Taxes
Change
Tax Assessment
Change
2025
$124
-99%
$1,120,700
4%
2024
$12,205
1%
$1,077,200
5%
2023
$12,064
4%
$1,022,400
10%
2022
$11,626
7%
$929,300
10%
2021
$10,881
7%
$848,100
3%
2020
$10,161
20%
$820,100
17%
2019
$8,485
2%
$700,700
2%
2018
$8,353
2%
$685,200
2%
2017
$8,225
13%
$669,800
7%
2016
$7,298
1%
$624,800
5%
2015
$7,256
2%
$597,700
6%
2014
$7,128
—
$563,000
—
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.

Estimate the Cost for 50 Middlesex St #50

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

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by Keller Williams Realty Evolution, The North Star Group and Taylor Johnson

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Listed by Edith Desmond

50 Middlesex Street #50, Winchester, MA 01890 (MLS# 73546074) is a Townhouse property with 2 bedrooms and 2 full bathrooms. 50 Middlesex Street #50 is currently listed for $799,000 and was received on July 07, 2026. Want to learn more about 50 Middlesex Street #50? Do you have questions about finding other Townhouse 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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