143 Arlington Street Winchester, MA ^$ 1,599,000

143 Arlington Street

^$ 1,599,000

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Open House 9/13 1pm - 2pm

143 Arlington Street

Winchester, MA, 01890

^$ 1,599,000

Bedrooms5 Baths1.2 Sq 2,944

Monthly Estimate*

^$ 10,096

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Single Family Home for sale in Winchester, MA

for $1,599,000 with 5 bedrooms and 1 full bath, 2 half baths. This 2,944 square foot home was built in 1928 on a lot size of 0.28.

Set on a generous lot in one of Winchester’s most highly sought-after locations, this stately brick colonial presents a rare opportunity to create your dream home. Offering 2,944 square feet of living space, with high ceilings & oak hardwood flooring. This classic residence has been lovingly enjoyed & maintained by one family and proudly showcases timeless architectural character, generously proportioned rooms, and an abundance of natural light. The inviting front to back living room features a fireplace and serves as a wonderful gathering space, along with formal dining room, eat in kitchen, 1/2 bath plus a sunroom/den and a home office! The upper floors offer 5 spacious bedrooms & provide exceptional flexibility for family, guests, office space, or future customization. Enjoy the rear deck and the vast lot with lush grass, gorgeous perennial gardens and flowering trees offering plenty of space for outdoor entertaining, gardening or expansion. With this home's beautiful brick exterior, classic charm, substantial lot, and premier location, it offers an exceptional opportunity to renovate, reimagine, and create your dream home!

Open House

9/13/2026 1:00 PM - 2:00 PM

143 Arlington Street Winchester, MA

* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm

Single Family Active

Price

^$ 1,599,000

Bedrooms

Full Bath

Half Bath

Property Type

Single Family

Taxes

^$ 16,412

Style

Colonial

Lot Size

0.28

Year Built

1928

Town/City

Winchester

County/Region

Middlesex

MLS | Web ID

73575069

List By

Kim Covino & Co. Team

Listing Agent

Compass

Broker

Affordability Calculator

$11,464

Per Month

Monthly Principal & Interest: $10,096
Monthly Property Taxes: $1,368
Monthly Home Insurance: --

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Yearly Home Insurance

Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

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Nearby

Trends

Single family listings in Winchester, MA

Average List Price ^$2,027,239

Percent of Sale Price 27%

About Winchester, MA

22,228 Population

7% Since 2002

^$152,119 Median Income

45.68 Median Age

42% Households with Children

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Trends Information provided by ATTOM Data Solutions.

Neighborhood & Schools

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Pricing History

Date	Price	Price Change	Description
9/10/2026	$1,599,000		Listed Price

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143 Arlington Street, Winchester, MA, 01890 is a Single Family Home for sale at $1,599,000 with 2,944 sqft and a lot size of 0.28. 143 Arlington Street has 5 bedrooms, 1.2 baths, and was built in 1928. The property's zip code is 01890 which is in Winchester, MA

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Data is updated as of 9/13/2026.

The real estate information and related content displayed on this site is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

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143 Arlington Street

Single Family Home for sale in Winchester, MA

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