16 Glenwood Ave, Winchester MA 01890
Winchester, MA 01890
$2,200,000
$1,899,000
Est. $11,896/month
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About this home
Must see! Beautifully renovated & expanded Cape 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 in the Lynch School district
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Recently Sold Nearby
Property History
Market Insights
3
Price Changes
45.5%
Price Range
1
Previous Sales
Property Timeline
Pending Sale
Aug 3, 2026
Offer accepted, sale pending
Showing Instructions Updated
Jul 31, 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
Previous Transaction - MLS #72003254
Full transaction history available when tracking began
Previously Sold
Aug 1, 2016
$1,200,000
MLS #72003254
| Date | Event | Price | Change | $/sqft | Details |
|---|---|---|---|---|---|
| 08/03/2026 | ⏳ Pending Sale | - | - | - | Offer accepted, sale pending |
| 07/31/2026 | 👁️ Showing Instructions Updated | - | - | - | New showing requirements |
| 07/16/2026 | ↓ 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 |
| 08/01/2016 | 🏷️ Previously Sold | $1,200,000 | - | - | MLS #72003254 |
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
Home Facts
Type
Residential Income
Style
Multi Family
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
Investment Metrics
Units
2
Unit 1 Rent
— · N
Unit 2 Rent
— · N
Interior
Heating
None
Cooling
None
Flooring
None
Appliances
None
Fireplace
None
Fireplaces
2
Basement
Full, Partially Finished, Walk-out Access
Laundry
None
Features
None
Exterior
Construction
None
Architecture
None
Roof
Shingle
Features
Rain Gutters, Professional Landscaping, Sprinkler System, Fruit Trees, Garden
Pool
None
Spa
None
Fencing
Fenced/enclosed, Fenced
Patio/Porch
Porch, Deck, Deck - Composite, Patio
Parking
Garage Spaces
2
Has Garage
Yes
Features
Paved Drive
Total Spaces
11
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
Multi Family
Listing Type
Sale Pending
Year Built
1966
Bedrooms
6
Full Bathrooms
4
Half Bathrooms
1
Living Area
6,900 sq ft
Total Rooms
18
Stories
3
Levels
3
Floor Layout
Interactive room guide
Floor Layout
Finished Area
4,796 sq ft above grade
2,104 sq ft below grade
Display Options
Outdoor Areas
Patio & porchPorch, Deck, Deck - Composite, Patio
Room Markers
BABathroom (4)
BRBedroom (5)
DDining (1)
KKitchen (1)
LLiving (2)
OOffice (1)
Conceptual diagram based on MLS room data. It is not to scale and is not a substitute for architectural plans or on-site measurements.
Interior Features
Flooring:
Appliances:
Interior Features:
Windows:
Basement:
Full, Partially Finished, Walk-Out Access
Laundry:
Security:
Construction & Materials
Year Built:
1966
Structure Type:
Exterior Materials:
Roof:
Shingle
Foundation:
Concrete Perimeter
Stories:
3
Heating, Cooling & Utilities
Heating:
Cooling:
Hot Water:
Water Source:
Public
Sewer:
Public Sewer
Energy Features:
Exterior & Lot
Exterior Features:
Rain Gutters, Professional Landscaping, Sprinkler System, Fruit Trees, Garden
Patio & Porch:
Porch, Deck, Deck - Composite, Patio
Fencing:
Fenced/Enclosed, Fenced
Other Structures:
Lot Features:
Level
Road Surface:
Parking & Garage
Garage Spaces:
2
Total Parking Spaces:
11
Parking Features:
Paved Drive
Special Features
Fireplaces:
2
Fireplace Type:
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
Elementary Schools
3 schools
Creative Corner School Inc
0.1 mi
Grades PK-K
A+
Lynch Elementary School
0.3 mi
|
#87 of 825
|
Score: 59.9
Dropped 5 spots from last year
+1.7 above state avg
472 students
Diverse
Diverse Student Body
Strong Attendance
Grades PK-05
Acera School
0.7 mi
Grades K-08
Middle Schools
3 schools
A+
McCall Middle School
1.1 mi
|
#15 of 352
|
Score: 62.8
Dropped 2 spots from last year
+4.6 above state avg
1,053 students
Diverse
Strong Attendance
Grades 06-08
C+
Daniel L Joyce Middle School
1.8 mi
|
#218 of 352
|
Score: 39.3
Dropped 15 spots from last year
-18.9 below state avg
434 students
Diverse
Strong Attendance
Grades 06-08
B
John F Kennedy Middle School
2.0 mi
|
#168 of 352
|
Score: 42.9
Improved 50 spots from last year
-15.3 below state avg
498 students
Diverse
Rising School
Diverse Student Body
Strong Attendance
Grades 06-08
High Schools
3 schools
A+
Winchester High School
0.8 mi
|
#16 of 346
|
Score: 74.0
Improved 19 spots from last year
+15.8 above state avg
1,418 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
|
#147 of 346
|
Score: 56.6
Dropped 25 spots from last year
-1.6 below state avg
1,203 students
Diverse
18 sports
• 2,056 athletes
Strong AP Program
High Graduation Rate
College Ready Curriculum
Strong Athletics
Grades 09-12
A-
Medford High School
2.5 mi
|
#93 of 346
|
Score: 61.4
Improved 25 spots from last year
+3.2 above state avg
1,210 students
Diverse
19 sports
• 1,212 athletes
Strong AP Program
High Graduation Rate
Rising School
Career Tech Programs
Grades PK-12
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Loan Amount
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After down payment
Total Interest
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Over life of loan
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Including down payment
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Down: $0
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Monthly Payment Breakdown
Principal & Interest
$0
Property Tax
$2,094
Homeowners Insurance
$200
PMI (if <20% down)
$0
Loan Summary
Total of 360 payments
$0
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$0
Total interest paid
$0
Rate Impact
-0.5% Rate
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Current Rate
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Payment Over Time
Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
* Estimates only. Actual payments may vary. Consult with a lender for accurate figures.
Location
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Neighborhood
16 Glenwood Ave, Winchester MA 01890
Winchester, MA 01890
Listing Information
Listing Agent
Kim Covino & Co. Team
Listing Office
Compass
Office Phone
781-219-0313
Agent MLS ID
TM347383
Office MLS ID
AN6433
Listing Data Updated
Aug 3, 2026 7:05 PM EDT
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.
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