16 & 16A Glenwood Ave, Winchester MA 01890

Winchester, MA 01890

$2,200,000

$1,899,000

Est. $11,896/month

6

Beds

4.5

Baths

6,900

Sq Ft

$275

Price/Sq Ft

0.44

Acres

1966

Year Built

2

Garage Spaces

Single Family Residence

Type

100

Days on Market

Sale Pending Price Drop -$301,000 Listed Apr 24, 2026 • MLS# 73507137 Copied! • Updated Aug 3, 2026

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!

Public Records & Permits

BMN Estimate

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Recently Sold Nearby

Property History

Market Insights

3

Price Changes

13.7%

Price Range

Property Timeline

⏳

Pending Sale

Aug 3, 2026

Offer accepted, sale pending

👁️

Showing Instructions Updated

Jul 31, 2026

New showing requirements

👁️

Showing Instructions Updated

Jul 21, 2026

New showing requirements

↓

Price Reduced

Jul 16, 2026

$1,899,000 $100,000 (-5%)

From $1,999,000 to $1,899,000 (-5.0%)

↓

Price Reduced

Jul 6, 2026

$1,999,000 $100,000 (-4.76%)

From $2,099,000 to $1,999,000 (-4.8%)

↓

Price Reduced

Jun 2, 2026

$2,099,000 $101,000 (-4.59%)

From $2,200,000 to $2,099,000 (-4.6%)

🏠

Listed for Sale

Apr 24, 2026

$2,200,000

Original listing

Agent: Kim Covino & Co. Team Office: Compass

Date	Event	Price	Change	$/sqft	Details
08/03/2026	⏳ Pending Sale	-	-	-	Offer accepted, sale pending
07/31/2026	👁️ Showing Instructions Updated	-	-	-	New showing requirements
07/21/2026	👁️ Showing Instructions Updated	-	-	-	New showing requirements
07/16/2026	↓ Price Reduced	$1,899,000	$100,000	-	From $1,999,000 to $1,899,000 (-5.0%)
07/06/2026	↓ Price Reduced	$1,999,000	$100,000	-	From $2,099,000 to $1,999,000 (-4.8%)
06/02/2026	↓ Price Reduced	$2,099,000	$101,000	-	From $2,200,000 to $2,099,000 (-4.6%)
04/24/2026	🏠 Listed for Sale	$2,200,000	-	-	Original listing

Tax History

Year	Taxes	Assessment
2025	$25,122	$2,265,300

Financial Details

Annual Property Tax

$25,122

Tax Year 2025

Assessed Value

$2,265,300

Facts & Features

2 Car Garage

Central AC

Home Facts

Type Residential

Style Single Family Residence

Year Built 1966

Living Area 6,900 sq ft

Lot Size 0.44 acres

Bedrooms 6

Full Baths 4

Half Baths 1

Total Rooms 18

Interior

Heating Natural Gas, Fireplace

Cooling Central Air

Flooring Flooring - Hardwood, Flooring - Vinyl

Appliances Dishwasher, Refrigerator

Fireplace Family Room

Fireplaces 2

Basement Full, Partially Finished, Walk-out Access

Laundry First Floor

Features Bathroom - Full, Walk-in Closet(s), Closet, Countertops - Stone/granite/solid, Bathroom, Accessory Apt., Bonus Room, Home Office

Exterior

Construction None

Architecture Cape

Roof Shingle

Features Porch, Deck, Deck - Composite, Patio, Rain Gutters, Professional Landscaping, Sprinkler System, Fenced Yard, Fruit Trees, Garden

Pool None

Spa None

Fencing Fenced/enclosed, Fenced

Patio/Porch Deck - Exterior, Porch, Deck, Deck - Composite, Patio

Parking

Garage Spaces 2

Has Garage Yes

Features Attached, Paved Drive, Off Street, Paved

Total Spaces 9

Utilities

Electric None

Water Public

Sewer Public Sewer

Gas None

Other None

Financial

Annual Tax $25,122

Assessed Value $2,265,300

HOA & Community

Fee Includes None

Amenities None

Optional Fee Includes None

MA Disclosures

Seller Disclosures None

Additional Details

Possession None

Accepted Financing None

Structure Type []

House Color Green

Sq Ft Source Measured

Sq Ft Disclosures Measurements are for marketing purposes only.

Documents None

County Middlesex

Total market time (incl. prior listings) 101 days

Property Overview

Property Type

Single Family Residence

Listing Type

Sale Pending

Year Built

1966

Bedrooms

6

Full Bathrooms

4

Half Bathrooms

1

Living Area

6,900 sq ft

Total Rooms

18

Floor Layout

Interior Features

Flooring: Flooring - Hardwood, Flooring - Vinyl

Appliances: Dishwasher, Refrigerator

Interior Features: Bathroom - Full, Walk-In Closet(s), Closet, Countertops - Stone/Granite/Solid, Bathroom, Accessory Apt., Bonus Room, Home Office

Windows:

Basement: Full, Partially Finished, Walk-Out Access

Laundry: First Floor

Security:

Construction & Materials

Style: Cape

Year Built: 1966

Structure Type:

Exterior Materials:

Roof: Shingle

Foundation: Concrete Perimeter

Heating, Cooling & Utilities

Heating: Natural Gas, Fireplace

Heating Zones: 4

Cooling: Central Air

Cooling Zones: 4

Hot Water:

Water Source: Public

Sewer: Public Sewer

Energy Features:

Exterior & Lot

Exterior Features: Porch, Deck, Deck - Composite, Patio, Rain Gutters, Professional Landscaping, Sprinkler System, Fenced Yard, Fruit Trees, Garden

Patio & Porch: Deck - Exterior, Porch, Deck, Deck - Composite, Patio

Fencing: Fenced/Enclosed, Fenced

Other Structures:

Lot Features: Level

Road Surface:

Parking & Garage

Garage Spaces: 2

Garage Type: Attached

Total Parking Spaces: 9

Parking Features: Attached, Paved Drive, Off Street, Paved

Special Features

Fireplaces: 2

Fireplace Type: Family Room

Community Amenities: Public Transportation, Walk/Jog Trails, Bike Path, Public School

Nearby Schools

School District

Winchester School District local

A+

✓ School Safety 2024-25

0.1% Very Low (Safest)

0.1% Suspensions 0.1% In-School

↓ 5.4% below state avg

E

Elementary Schools

3 schools

Creative Corner School Inc

0.1 mi

Grades PK-K

A

Lynch Elementary School

0.3 mi | #113 of 824 | Score: 58.6

Dropped 31 spots from last year

+0.4 above state avg

426 students Diverse

Grades PK-05

Acera School

0.7 mi

Grades K-08

M

Middle Schools

3 schools

A+

McCall Middle School

1.1 mi | #16 of 352 | Score: 62.4

Dropped 3 spots from last year

+4.2 above state avg

1,036 students Diverse

Strong Attendance

Grades 06-08

C+

Daniel L Joyce Middle School

1.8 mi | #217 of 352 | Score: 39.5

Dropped 14 spots from last year

-18.7 below state avg

455 students Moderate

Grades 06-08

B

John F Kennedy Middle School

2.0 mi | #176 of 352 | Score: 42.4

Improved 42 spots from last year

-15.8 below state avg

521 students Diverse

Rising School

Grades 06-08

H

High Schools

3 schools

A+

Winchester High School

0.8 mi | #17 of 346 | Score: 73.6

Improved 18 spots from last year

+15.4 above state avg

1,404 students Diverse

20 sports • 2,818 athletes

Strong AP Program High Graduation Rate College Ready Curriculum Strong Athletics

Grades 09-12

B

Woburn High School

1.4 mi | #143 of 346 | Score: 56.1

Dropped 21 spots from last year

-2.1 below state avg

1,259 students Diverse

18 sports • 2,056 athletes

High Graduation Rate College Ready Curriculum Strong Athletics

Grades 09-12

A-

Medford High School

2.5 mi | #94 of 346 | Score: 60.6

Improved 24 spots from last year

+2.3 above state avg

1,195 students Diverse

19 sports • 1,212 athletes

Strong AP Program Rising School Career Tech Programs College Ready Curriculum

Grades PK-12

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16 & 16A Glenwood Ave, Winchester MA 01890

Winchester, MA 01890

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Steve Novak Real Estate

mail@steve-novak.com

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16 & 16A Glenwood Ave, Winchester MA 01890

About this home

Public Records & Permits

BMN Estimate

Recently Sold Nearby

Property History

Market Insights

Property Timeline

Pending Sale

Showing Instructions Updated

Showing Instructions Updated

Price Reduced

Price Reduced

Price Reduced

Listed for Sale

Detailed History Table ▼

Tax History

Financial Details

Facts & Features

Home Facts

Interior

Exterior

Parking

Utilities

Financial

HOA & Community

MA Disclosures

Additional Details

Property Overview

Floor Layout

Interior Features

Construction & Materials

Heating, Cooling & Utilities

Exterior & Lot

Parking & Garage

Special Features

Nearby Schools

Elementary Schools

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High Schools

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