Darren Woodard
← INNOVATE Real Estate
Single Family Residence at 143 Arlington Street, Winchester MA 01890, Winchester
Single Family Residence at 143 Arlington Street, Winchester MA 01890, Winchester, photo 2 of 42
Single Family Residence at 143 Arlington Street, Winchester MA 01890, Winchester, photo 3 of 42
Single Family Residence at 143 Arlington Street, Winchester MA 01890, Winchester, photo 4 of 42
Single Family Residence at 143 Arlington Street, Winchester MA 01890, Winchester, photo 5 of 42
Single Family Residence at 143 Arlington Street, Winchester MA 01890, Winchester, photo 6 of 42
Single Family Residence at 143 Arlington Street, Winchester MA 01890, Winchester, photo 7 of 42
Single Family Residence at 143 Arlington Street, Winchester MA 01890, Winchester, photo 8 of 42
Single Family Residence at 143 Arlington Street, Winchester MA 01890, Winchester, photo 9 of 42
Single Family Residence at 143 Arlington Street, Winchester MA 01890, Winchester, photo 10 of 42
Single Family Residence at 143 Arlington Street, Winchester MA 01890, Winchester, photo 11 of 42
Single Family Residence at 143 Arlington Street, Winchester MA 01890, Winchester, photo 12 of 42
Single Family Residence at 143 Arlington Street, Winchester MA 01890, Winchester, photo 13 of 42
Single Family Residence at 143 Arlington Street, Winchester MA 01890, Winchester, photo 14 of 42
Single Family Residence at 143 Arlington Street, Winchester MA 01890, Winchester, photo 15 of 42
Single Family Residence at 143 Arlington Street, Winchester MA 01890, Winchester, photo 16 of 42
Single Family Residence at 143 Arlington Street, Winchester MA 01890, Winchester, photo 17 of 42
Single Family Residence at 143 Arlington Street, Winchester MA 01890, Winchester, photo 18 of 42
Single Family Residence at 143 Arlington Street, Winchester MA 01890, Winchester, photo 19 of 42
Single Family Residence at 143 Arlington Street, Winchester MA 01890, Winchester, photo 20 of 42
Single Family Residence at 143 Arlington Street, Winchester MA 01890, Winchester, photo 21 of 42
Single Family Residence at 143 Arlington Street, Winchester MA 01890, Winchester, photo 22 of 42
Single Family Residence at 143 Arlington Street, Winchester MA 01890, Winchester, photo 23 of 42
Single Family Residence at 143 Arlington Street, Winchester MA 01890, Winchester, photo 24 of 42
Single Family Residence at 143 Arlington Street, Winchester MA 01890, Winchester, photo 25 of 42
Single Family Residence at 143 Arlington Street, Winchester MA 01890, Winchester, photo 26 of 42
Single Family Residence at 143 Arlington Street, Winchester MA 01890, Winchester, photo 27 of 42
Single Family Residence at 143 Arlington Street, Winchester MA 01890, Winchester, photo 28 of 42
Single Family Residence at 143 Arlington Street, Winchester MA 01890, Winchester, photo 29 of 42
Single Family Residence at 143 Arlington Street, Winchester MA 01890, Winchester, photo 30 of 42
Single Family Residence at 143 Arlington Street, Winchester MA 01890, Winchester, photo 31 of 42
Single Family Residence at 143 Arlington Street, Winchester MA 01890, Winchester, photo 32 of 42
Single Family Residence at 143 Arlington Street, Winchester MA 01890, Winchester, photo 33 of 42
Single Family Residence at 143 Arlington Street, Winchester MA 01890, Winchester, photo 34 of 42
Single Family Residence at 143 Arlington Street, Winchester MA 01890, Winchester, photo 35 of 42
Single Family Residence at 143 Arlington Street, Winchester MA 01890, Winchester, photo 36 of 42
Single Family Residence at 143 Arlington Street, Winchester MA 01890, Winchester, photo 37 of 42
Single Family Residence at 143 Arlington Street, Winchester MA 01890, Winchester, photo 38 of 42
Single Family Residence at 143 Arlington Street, Winchester MA 01890, Winchester, photo 39 of 42
Single Family Residence at 143 Arlington Street, Winchester MA 01890, Winchester, photo 40 of 42
Single Family Residence at 143 Arlington Street, Winchester MA 01890, Winchester, photo 41 of 42
Single Family Residence at 143 Arlington Street, Winchester MA 01890, Winchester, photo 42 of 42
42 photos

$1,599,000

143 Arlington Street, Winchester MA 01890
Winchester, MA 01890
Listed by Kim Covino & Co. Team
Bedrooms
5
Bathrooms
2
Living area
2,944 sqft
Year built
1928

About this home

JOIN US FOR AN OPEN HOUSE SATURDAY 9/19 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!

Highlights

Fireplace

Property details

MLS #
73575069
Property type
Single Family Residence
Subdivision
West Side Ambrose Neighborhood
Status
Active
Days on market
15
On market date
September 10, 2026
Stories
N/A
Total bathrooms
2
Garage spaces
1
Parking spaces
3
Lot size
0.28 acres

Location

Get directions →
Loading map…

Nearby schools

Within 10 miles · public school directory data (NCES)

Elementary
Ambrose Elementary
0.16 mi away · Grades 0-5
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
345
Student:teacher ratio
11.5:1
District
Winchester
Middle
McCall Middle
1.27 mi away · Grades 6-8
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
1,059
Student:teacher ratio
11.8:1
District
Winchester
High
Winchester High School
1.45 mi away · Grades 9-12
Nearest school -- attendance-zone data not available here
4.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
1,349
Student:teacher ratio
13.8:1
District
Winchester

Walkability

Blended score for Winchester's center: EPA's National Walkability Index (street network, transit, land-use mix) combined with nearby-amenity density. 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).

66
Walkable
out of 100
EPA National Walkability Index
12.0 / 20 -- Above average walkable
Nearby-amenity density
75 / 100
Restaurants & cafes8
Grocery stores2
Parks10
Schools9
Transit stops20
Pharmacies1

Mortgage calculator

Estimate only - actual rate and payment depend on your lender, credit, and loan program.

$
%
%
Adjust tax / insurance estimates
% / yr
$
/mo
Est. monthly payment
$9,779/mo
$319,800 down
$1,279,200 loan
Principal & interest$8,297
Property tax (est.)$1,333
Home insurance (est.)$150

Similar homes you might like

1 Overlook Way, Winchester MA 01890
$1,850,000
1 Overlook Way, Winchester MA 01890
Winchester, 01890
4 bd·2.5 ba·3,092 sqft
2 days on market
Listed by Lynne Russo
7 Wainwright Rd. # 47, Winchester MA 01890
$1,295,000
7 Wainwright Rd. # 47, Winchester MA 01890
Winchester, 01890
3 bd·3 ba·2,145 sqft
4 days on market
Listed by Felicity F. Tuttle
9 Priscilla Ln, Winchester MA 01890
$1,325,000
9 Priscilla Ln, Winchester MA 01890
Winchester, 01890
4 bd·2 ba·1,922 sqft
7 days on market
Listed by Robert Del Greco
11 Bonad Road, Winchester MA 01890
$1,899,000
11 Bonad Road, Winchester MA 01890
Winchester, 01890
4 bd·3.5 ba·3,257 sqft
10 days on market
Listed by Kim Covino & Co. Team
30 Allen Road, Winchester MA 01890
$1,799,999
30 Allen Road, Winchester MA 01890
Winchester, 01890
4 bd·2.5 ba·3,126 sqft
10 days on market
Listed by Vita Realty Group
7 Sherman Place # 7, Winchester MA 01890
$1,495,000
7 Sherman Place # 7, Winchester MA 01890
Winchester, 01890
4 bd·2.5 ba·2,973 sqft
10 days on market
Listed by John Dean
465 Washington Street # 465, Winchester MA 01890
$1,300,000
465 Washington Street # 465, Winchester MA 01890
Winchester, 01890
4 bd·2.5 ba·2,666 sqft
15 days on market
Listed by The Pallotta Group
465 Washington Street, Winchester MA 01890
$1,300,000
465 Washington Street, Winchester MA 01890
Winchester, 01890
4 bd·2.5 ba·2,666 sqft
15 days on market
Listed by The Pallotta Group

Data source: Listing information provided by MLS Property Information Network via Trestle/CoreLogic. Last updated 7 days ago.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.