**JOIN US FOR AN OPEN HOUSE Saturday 10/3 11-12:30 ***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!
Current real estate data for Single Family in Winchester as of Oct 12, 2026
65
Single Family Listed
61
Avg DOM
568
Avg $ / SqFt
$2,161,597
Avg List Price
Property Details
Price:
$1,599,000
MLS #:
73575069
Status:
Active Under Contract
Beds:
5
Baths:
2
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
West Side Ambrose Neighborhood
Listed Date:
Sep 10, 2026
Finished Sq Ft:
2,944
Total Sq Ft:
2,944
Lot Size:
11,988 sqft / 0.28 acres (approx)
Year Built:
1928
Schools
Elementary School:
Ambrose
Middle School:
Mccall
High School:
Whs
Interior
Above Grade Finished Area
2944
Appliances
Gas Water Heater, Range, Dishwasher, Refrigerator, Freezer, Washer, Dryer
Bathrooms
1 Full Bathroom, 2 Half Bathrooms
Below Grade Finished Area
425
Cooling
Ductless
Fireplaces Total
1
Flooring
Tile, Hardwood
Heating
Baseboard, Natural Gas, Ductless
Interior Features
Closet, Lighting – Overhead, Home Office, Game Room
Laundry Features
In Basement
Exterior
Architectural Style
Colonial
Attached Garage YN
1
Community Features
Public Transportation, Shopping, Public School
Construction Materials
Frame
Covered Spaces
1
Exterior Features
Deck, Professional Landscaping, Stone Wall
Garage Spaces
1
Lot Features
Corner Lot
Open Parking Spaces
2
Open Parking YN
1
Parking Features
Attached, Under, Paved Drive, Paved
Parking Spots
3
Parking Total
3
Patio And Porch Features
Deck
Roof
Shingle
Financial
Tax Year
2025
Taxes
$16,412
Map
Contact Us
Mortgage Calculator
Community
- Address143 Arlington Street Winchester MA
- SubdivisionWest Side Ambrose Neighborhood
- CityWinchester
- CountyMiddlesex
- Zip Code01890
Subdivisions in Winchester
- Close to Wright Locke Farm
- Cox Road / High St Extension neighborhood
- East SIde near town forest!!
- Everett/ Stratford
- Flats location
- FLATS location Across from Wedgemere/Oxford
- Lakeview/Wedgemere~ Near downtown & Wedgemere train station
- Ledgewood Estates
- Middlesex
- Myopia Hill/ Winchester Country Club Area
- Near VO school
- old village/ West side
- The Flats
- Top neighborhood near town center
- West side
Property Summary
- Located in the West Side Ambrose Neighborhood subdivision, 143 Arlington Street Winchester MA is a Single Family for sale in Winchester, MA, 01890. It is listed for $1,599,000 and features 5 beds, 2 baths, and has approximately 2,944 square feet of living space, and was originally constructed in 1928. The current price per square foot is $543. The average price per square foot for Single Family listings in Winchester is $568. The average listing price for Single Family in Winchester is $2,161,597. To schedule a showing of MLS#73575069 at 143 Arlington Street in Winchester, MA, contact your Boardwalk Real Estate Corp. agent at 781-944-7820.
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CRP: Certified Relocation Professional CRS: Certified Residential Specialist GRI: Graduate of Realtors Institute CBR: Certified Buyers Representative BSBA: Bachelor of Science in Business Administration. Babson College 1979 MBA: Master of Business Administration. Babson College 2002 James M. Joly is President and Principal-Owner of Boardwalk Real Estate Corp.,…
More About JamesCourtesy of Compass. The property listing data and information 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 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 set forth herein.
143 Arlington Street
Winchester, MA