16 & 16A Glenwood Ave, Winchester, MA 01890 - Photo 1

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$2,099,000

For Sale
Active
Single Family
6 Beds
4 Full Baths
1 Partial Bath
6,900 Sq. Ft.
0.44 Acres
2 Car Garage
Updated 15 hours ago

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Property Description

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!

Full Property Details

Full Property Details for 16 & 16A Glenwood Ave

General

Price: $2,099,000
Taxes: $25,122 (2025)
Status: Active
Type: Single Family
MLS ID: 73507137
Updated: 6/9/2026
Added to Site: 47 day(s) ago

Rooms

Bathrooms

Total Bathrooms: 5
Full Bathrooms: 4
Half Bathrooms: 1
Bathroom 1: 8.00 x 6.00, First
Bathroom 2: 14.00 x 9.00, First
Bathroom 3: 7.00 x 4.00, First

Bedrooms

Total Bedrooms: 6
Primary Bedroom: 20.00 x 14.00, First
Bedroom 2: 12.00 x 11.00, First
Bedroom 3: 19.00 x 12.00, Second
Bedroom 4: 13.00 x 10.00, Second

Other Rooms

Living Room: 20.00 x 14.00, First
Family Room: 26.00 x 13.00, First
Kitchen: 25.00 x 13.00, First
Dining Room: 12.00 x 11.00, First
Office: 11.00 x 10.00, Basement

Parking

Garage: Yes
Garage Spaces: 2
Parking Features: Attached, Paved Drive, Off Street, Paved

Location

County: Middlesex

Structural Information

Architectural Style: Cape
Basement: Yes
Square Feet: 6,900
Year Built: 1966

Lot Features

Lot Size (Acres): 0.44

Financial Considerations

Tax Amount: $25,122
Tax Year: 2025

Disclosures and Reports

Property ID: M:014 B:0249 L:0

Listed by Compass, Kim Covino & Co. Team and Kim Covino

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Listing agents

— 16 & 16A Glenwood Ave —

Kim Covino & Co. Team

Compass
Kim Covino

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Schools

Schools serving 16 & 16A Glenwood Ave

School District:Winchester School District, Winchester, MA

Name	Grades	Distance
Lynch Elementary School 10 Brantwood Road, Winchester, MA 01890	K-5	0.3 mi
Mccall Middle School 458 Main Street, Winchester, MA 01890	6-8	1.1 mi
Winchester High School 80 Skillings Road, Winchester, MA 01890	9-12	0.8 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 16 & 16A Glenwood Ave Get Price Alerts and Save Property

Date

Details

Price

Change

Source

6/02/2026

Price Reduced

$2,099,000

-4.59%

MLS

4/24/2026

Listed

$2,200,000

—

MLS

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.

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16 & 16A Glenwood Ave, Winchester, MA 01890 (MLS# 73507137) is a Single Family property with 6 bedrooms, 4 full bathrooms and 1 partial bathroom. 16 & 16A Glenwood Ave is currently listed for $2,099,000 and was received on April 24, 2026. Want to learn more about 16 & 16A Glenwood Ave? Do you have questions about finding other Single Family 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.

16 & 16A Glenwood Ave Winchester, MA 01890