Overview Property Details Payment Calculator Walkability

Add to favorites

Remove from favorites
Send to Friend
Watch changes on this property

16 & 16A Glenwood Ave, Winchester MA 01890

Active

16 & 16A Glenwood Ave, Winchester MA 01890

$2,099,000

Estimated $15,027/month Calculator

Single Family

6 Bedrooms

Baths

6900

Total Parking: 11 (2 Garage)

19,217 (0.44)

Built in 1966

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!

This home has been viewed 10 times

Last Checked: June 11th, 2026 at 4:38am (Source: MLS PIN #73507137)

Garage Parking

Air Conditioning

Lead Paint Free

Accessible Features

General Information for 16 & 16A Glenwood Ave, Winchester MA 01890

Listing ID73507137

Property TypeSingle Family / Detached

Price$2,099,000 ($304.2/SqFt)

StyleColonial

CityWinchester

CountyMiddlesex

Neighborhood(s)

Garage Parking2

ZoningRG

Year Built1966

Year Built SourcePublic Records

Year Built DetailsActual,Renovated Since

Handicap Access / Features1

Interior Features for 16 & 16A Glenwood Ave, Winchester MA 01890

Approximate Living Area Total6900

Living Area Includes BasementYes

Rooms18

Bedrooms6

Primary En Suite BathroomYes

BasementFull

Cooling1, Split

Fireplaces

AppliancesRange

FlooringTile

Electric

Exterior Features for 16 & 16A Glenwood Ave, Winchester MA 01890

Approximate Lot Size (Acres)0.44

Approximate Lot Size (Square Feet)19217

Total Parking11 (2 Garage)

Garage Parking2

WaterPublic

SewerPublic Sewer

Lot FeaturesGentle Sloping

Parking Features1

Exterior FeaturesPorch

Foundation Materials

Construction Materials

Road Frontage Type

Patio & PorchCovered

Roof MaterialAsphalt/fiberglass Shingles

Utility Connections

Water Views

Water Views Features

Waterfront0

Waterfront Features

Pool Features

Horse Permitted0

Horse Amenities

Disclosures for 16 & 16A Glenwood Ave, Winchester MA 01890

Lead PaintNone

UFFI

Living Area Includes BasementYes

Living Area Disclosure

Building Area SourceMeasured

Special Listing Conditions

ExclusionsTenants Washer And Dryer In The Basement.

Compensation Based On

Financial Information for 16 & 16A Glenwood Ave, Winchester MA 01890

Association Fee

Association Fee Frequency

Association Fee Includes

Real Estate Tax25122

Tax Year2025

Assessed Value$2,265,300

Location Information for 16 & 16A Glenwood Ave, Winchester MA 01890

Elementary SchoolLynch

Middle SchoolMccall

High SchoolWhs

Neighborhood(s)

Area AmenitiesWalk/jog Trails

Contact Information for 16 & 16A Glenwood Ave, Winchester MA 01890

Agent

Name: Kim Covino & Co. Team

Office

Name: Compass

Phone: 781-219-0313

Team Members

Payment Calculator

, Interest

Property Taxes 2093.5

Principal & Interest 12933.37

HOA Dues

Term

Interest

Home Price

Down Payment

Exclusive Listing Agent

Compass

Kim Covino & Co. Team

Agent Phone

Office Phone

(781) 219-0313

Text Agent Call Agent Call Office

Array
(
    [acres] => Approx. 0.44 acres (19,217 SqFt)
    [add_date] => 2026-04-25 08:18:36
    [address] => Glenwood Ave
    [agent] => Array
        (
            [address] => 
            [city] => 
            [id] => BB801821
            [name] => Kim Covino & Co. Team
            [national_association] => 
            [office] => AN6433
            [state] => 
            [zip] => 
        )

[apod_available] => Array
        (
        )

[appliances] => Array
        (
            [0] => Range
        )

[approx_living_area_total] => 6900
    [approx_lot_size_acres] => 0.44
    [approx_lot_size_sqft] => 19217
    [assessed_value] => $2,265,300
    [association] => 
    [association_fee] => Array
        (
        )

[association_fee_frequency] => Array
        (
        )

[association_fee_includes] => Array
        (
        )

[association_required] => Array
        (
        )

[available_date] => 
    [available_now] => 0
    [basement] => Array
        (
            [0] => Full
        )

[bathrooms] => 
    [bedrooms] => 6
    [building_amenities] => Array
        (
        )

[building_area_source] => Array
        (
            [0] => Measured
        )

[building_management] => Array
        (
        )

[building_debug] => 
    [building_id] => 
    [building_parent] => 0
    [building_name] => 
    [building_name_from_address] => 
    [building_url] => 
    [buyer_agent_compensation] => 
    [buyer_agent_id] => 
    [buyer_office_id] => 
    [c_style] => Array
        (
            [0] => Detached
        )

[c_type] => Array
        (
            [0] => Single Family
        )

[cap_rate] => 
    [city] => Winchester
    [community_features] => Array
        (
            [0] => Walk/jog Trails
        )

[compensation_based_on] => Array
        (
        )

[complex_complete] => Array
        (
        )

[construction_materials] => Array
        (
        )

[construction_status] => 
    [cooling] => Array
        (
            [0] => 1
            [1] => Split
        )

[cooperating_agent_commission] => Array
        (
        )

[county] => Middlesex
    [cultivation_acres] => 
    [date_available_note] => 
    [deposit_amount] => Array
        (
        )

[deposit_required] => Array
        (
        )

[deqe] => 
    [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!
    [disclosures] => 
    [documents_available] => Array
        (
        )

[electric] => Array
        (
        )

[electric_expense] => Array
        (
        )

[elementary_school] => Lynch
    [en_suite_bath] => Array
        (
            [0] => Yes
        )

[energy_features] => 
    [entry_level] => Array
        (
        )

[estimated_monthly_payment] => 
    [exclusions] => Array
        (
            [0] => Tenants Washer And Dryer In The Basement.
        )

[exterior_features] => Array
        (
            [0] => Porch
        )

[facilitator_compensation] => 
    [fee_paid_by_tennant] => 
    [financial_data_source] => Array
        (
        )

[fireplaces] => Array
        (
        )

[first_month_required] => Array
        (
        )

[floor_number] => 0
    [flooring] => Array
        (
            [0] => Tile
        )

[for_sale_by_owner] => 
    [foundation_area] => 
    [foundation_materials] => Array
        (
        )

[frontage_length] => 
    [full_baths] => 
    [garage_parking] => 2
    [gas] => Array
        (
        )

[gas_expense] => Array
        (
        )

[gross_income] => Array
        (
        )

[half_baths] => 
    [handicap_access] => 1
    [heating] => 
    [heating_expense] => Array
        (
        )

[high_school] => Whs
    [horse_features] => Array
        (
        )

[horse_permitted] => 0
    [hot_water] => Array
        (
        )

[id] => 
    [insurance_expense] => Array
        (
        )

[insurance_required] => Array
        (
        )

[interior_features] => Array
        (
            [0] => French Doors
        )

[last_month_required] => Array
        (
        )

[last_sync_date] => 2026-06-11 04:38:34
    [laundry_features] => Array
        (
            [0] => Archway
        )

[lead_paint] => Array
        (
            [0] => None
        )

[lease_term] => Array
        (
        )

[levels_in_unit] => 
    [living_area] => 
    [living_area_disclosure] => Array
        (
        )

[living_area_includes_basement] => Array
        (
            [0] => Yes
        )

[lot_features] => Array
        (
            [0] => Gentle Sloping
        )

[management_expense] => Array
        (
        )

[middle_school] => Mccall
    [miscellaneuos_expense] => Array
        (
        )

[mls_area] => 
    [mls_id] => 73507137
    [neighborhoods] => 
    [net_income_calc] => -25122
    [net_operating_income] => Array
        (
        )

[number_of_lots] => Array
        (
        )

[number_of_units] => 
    [office] => Array
        (
            [id] => AN6433
            [name] => Compass
            [phone] => 781-219-0313
        )

[operating_expense] => Array
        (
        )

[optional_fee_includes] => Array
        (
        )

[optional_price] => 0
    [outdoor_space_available] => Array
        (
        )

[owner_occupancy_source] => 
    [parking_features] => Array
        (
            [0] => 1
        )

[pasture_area] => 
    [patio_and_porch] => Array
        (
            [0] => Covered
        )

[perc_test] => Array
        (
        )

[perc_test_date] => 
    [pet_policy] => Array
        (
            [0] => Allowed
        )

[phone] => 
    [pool_features] => Array
        (
        )

[price] => 2099000
    [price_per_sqft] => 304.2
    [price_per_unit] => 2099000
    [private_pool] => 
    [property_sub_type] => Array
        (
            [0] => Single Family Residence
        )

[real_estate_tax] => 25122
    [references_required] => Array
        (
        )

[rent_includes] => Array
        (
        )

[repair_maintenance_expense] => Array
        (
        )

[road_frontage_type] => Array
        (
        )

[roof_material] => Array
        (
            [0] => Asphalt/fiberglass Shingles
        )

[rooms] => 18
    [schools] => 
    [senior_community] => 
    [sewer] => Array
        (
            [0] => Public Sewer
        )

[sewer_expense] => Array
        (
        )

[short_sale] => Array
        (
        )

[special_listing_conditions] => Array
        (
        )

[state] => Massachusetts
    [state_code] => MA
    [status] => Array
        (
            [0] => Active
        )

[street_number] => 16 & 16A
    [structure_type] => Array
        (
        )

[style] => Array
        (
            [0] => Colonial
        )

[subagent_compensation] => 
    [tag_accessible_features] => 1
    [tag_air_conditioning] => 1
    [tag_association_pool] => 
    [tag_beach_access] => 
    [tag_beach_front] => 
    [tag_elevator] => 
    [tag_equestrian] => 
    [tag_garage_parking] => 1
    [tag_generator] => 
    [tag_green_features] => 
    [tag_laundry] => 1
    [tag_lead_paint_free] => 1
    [tag_loft] => 
    [tag_pet_friendly] => 
    [tag_pre_construction] => 
    [tag_private_outdoor_space] => 
    [tag_private_pool] => 
    [tag_professional_management] => 
    [tag_recently_renovated] => 
    [tag_senior_community] => 
    [tag_townhouse] => 
    [tag_waterfront] => 
    [tag_waterview] => 
    [tax_year] => 2025
    [team] => BB801821
    [team_agents] => Array
        (
            [BB801821] => Array
                (
                    [agent_mls_id] => BB801821
                    [full_name] => Kim Covino
                    [address] => 2 Lakeview Road
                    [city] => Winchester
                    [state] => MA
                    [postal_code] => 01890
                    [national_association_id] => 449506236
                    [office_mls_id] => AN6433
                )

)

[terms] => Array
        (
        )

[timber_acres] => 
    [title_5] => 
    [total_gross_expense] => 25122
    [total_gross_income] => 0
    [total_parking] => 11 (2 Garage)
    [trash_expense] => Array
        (
        )

[travel_routes] => 
    [uffi] => Array
        (
        )

[unit_1_bathrooms] => 
    [unit_1_bedrooms] => 
    [unit_1_floor] => 
    [unit_1_lease] => Array
        (
        )

[unit_1_levels] => 
    [unit_1_rent] => Array
        (
        )

[unit_2_bathrooms] => 
    [unit_2_bedrooms] => 
    [unit_2_floor] => 
    [unit_2_lease] => Array
        (
        )

[unit_2_levels] => 
    [unit_2_rent] => Array
        (
        )

[unit_3_bathrooms] => 
    [unit_3_bedrooms] => 
    [unit_3_floor] => 
    [unit_3_lease] => Array
        (
        )

[unit_3_levels] => 
    [unit_3_rent] => Array
        (
        )

[unit_4_bathrooms] => 
    [unit_4_bedrooms] => 
    [unit_4_floor] => 
    [unit_4_lease] => Array
        (
        )

[unit_4_levels] => 
    [unit_4_rent] => Array
        (
        )

[unit_level] => 
    [unit_number] => 
    [units_owner_occupied] => 
    [unparsed] => 16 & 16A Glenwood Ave, Winchester MA 01890
    [utilities] => Array
        (
        )

[view] => Array
        (
        )

[water] => Array
        (
            [0] => Public
        )

[water_expense] => Array
        (
        )

[water_views] => Array
        (
        )

[water_views_features] => Array
        (
        )

[waterfront] => 0
    [waterfront_features] => Array
        (
        )

[raw] => 
)

EXIT

38 More Photos