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$2,099,000

16 & 16A Glenwood Ave, Winchester MA 01890
Winchester, MA 01890
Listed by Kim Covino & Co. Team
Bedrooms
6
Bathrooms
4.1
Living area
6,900 sqft
Year built
1966

About this home

Must see! sprawling 2-3 family beautifully renovated & expanded home offering flexibility for multigenerational living, complete w/ a legal unit over the garage ideal for in-laws, nanny, guests, or rental income. Thoughtfully designed w/ a seamless blend of private & communal spaces, the main home features an updated kitchen w/ mudroom, laundry & pantry, a spacious living room w/ gas fireplace, dining room, 1st flr bedrm & full bath, plus a flexible suite w/ kitchenette, sitting room & full bath. Upstairs offers 3 add' bedrooms & a full bath. The finished lower level includes a family room, office, exercise space, bonus room w/ walkout, workshop, storage & cedar closet. Additional highlights include an oversized 2-car garage with EV charger, elevator lift, solar array, & direct access to the apartment featuring vaulted ceilings, gas fireplace, full kitchen, laundry & private deck. Set on an oversized level lot with mature landscaping, deck, patio & gazebo on a quiet cul-de-sac!

Highlights

Fireplace

Property details

MLS #
73507137
Property type
Single Family Residence
Subdivision
N/A
Status
Active
Days on market
118
On market date
April 24, 2026
Stories
N/A
Garage spaces
2
Lot size
0.44 acres
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Nearby schools

Within 10 miles · public school directory data (NCES)

Elementary
Lynch Elementary
0.26 mi away · Grades -1-5
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
506
Student:teacher ratio
11.8:1
District
Winchester
Middle
McCall Middle
1.08 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
0.74 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

Mortgage calculator

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Est. monthly payment
$12,790/mo
$419,800 down
$1,679,200 loan
Principal & interest$10,891
Property tax (est.)$1,749
Home insurance (est.)$150

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Data source: Listing information provided by MLS Property Information Network via Trestle/CoreLogic. Last updated June 10, 2026.

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.