Overview Property Details Walkability

Add to favorites

Remove from favorites
Send to Friend
Watch changes on this property

Active

111 Highland Ave, Winchester MA 01890

Residential Lease

3 Bedrooms

Baths

2632

Total Parking: 8 (2 Garage)

Built in 1940

Date Available: now,

Deposit Required: Last Month, Security Deposit

Pets: Not Allowed

Broker Fee: Unknown

Welcome to this spacious and charming Colonial offering beautiful architectural character, a flexible floor plan, and generous living space across multiple levels.Step into the welcoming foyer and discover a bright, inviting home featuring a fireplaced living room with beamed ceilings and oversized windows, complemented by a sun-filled adjoining sunroom.The beautiful kitchen features granite countertops, ample workspace, and a cozy breakfast nook with convenient access to the side yard. A separate home office and full bathroom on the first floor provide additional flexibility for working from home, guests, or everyday living.Upstairs, the spacious primary bedroom includes a walk-in closet and en-suite bathroom, along with an additional adjoining room that can serve as a nursery, private office, dressing room, or guest space. Two additional generously sized bedrooms, a full family bathroom, and a spacious landing with additional closet storage complete the second floor.The lower level offers an unheated bonus/family room with a decorative fireplace, laundry area, additional storage, and direct access to the two-car garage.Outside, enjoy a beautiful, spacious fenced backyard, perfect for relaxing, entertaining, and outdoor activities.Conveniently located near Middlesex Fells Reservation and all that Winchester has to offer, this home combines space, character, privacy, and convenience in a highly desirable residential setting.

This home has been viewed 7 times

Last Checked: August 4th, 2026 at 4:44am (Source: MLS PIN #73557783)

Single Family

Leasing Information for 111 Highland Ave, Winchester MA 01890

Listing ID73557783

Property TypeResidential Lease / Single Family

Price5500 ($2.09/SqFt)

Available Now1

Available Date

First Month Required

Last Month RequiredYes

Security Deposit RequiredYes

Security Deposit Amount

Insurance RequiredNo

Reference RequiredYes

Application Fee

Rent Price IncludesHeat

Pet PolicyNot Allowed

Smoking

Other Fees

Other Rental Restrictions

Lease Term

Property Features for 111 Highland Ave, Winchester MA 01890

Approximate Living Area Total2632

Living Area Includes BasementNo

Rooms9

Bedrooms3

Primary En Suite BathroomYes

Total Parking8 (2 Garage)

Cooling

Laundry

Fireplaces

Flooring

Appliances

Interior Features

Exterior Features

Entry Level

Waterfront Features

Disclosures for 111 Highland Ave, Winchester MA 01890

Lead PaintNone

UFFI

Living Area Includes BasementNo

Living Area Disclosure

Building Area SourceOther

ExclusionsPersonal Property

Year Built1940

Commission Paid To Cooperating Agent

Location Information for 111 Highland Ave, Winchester MA 01890

Neighborhood(s)

Area Amenities

Contact Information for 111 Highland Ave, Winchester MA 01890

Agent

Name: Michelle Li

Office

Name: Zhensight Realty LLC

Phone: 781-888-2398

Team Members

Exclusive Listing Agent

Zhensight Realty LLC

Michelle Li

Agent Phone

Office Phone

(781) 888-2398

Text Agent Call Agent Call Office

Array
(
    [acres] => Approx. 0 acres (8,995 SqFt)
    [add_date] => 2026-08-01 17:49:02
    [address] => Highland Ave
    [agent] => Array
        (
            [address] => 238 Washington Street Unit 2
            [city] => Winchester
            [id] => CN221964
            [name] => Michelle Li
            [national_association] => 455023622
            [office] => AN3824
            [state] => MA
            [zip] => 01890
        )

[apod_available] => Array
        (
        )

[appliances] => Array
        (
        )

[approx_living_area_total] => 2632
    [approx_lot_size_acres] => 0
    [approx_lot_size_sqft] => 8995
    [assessed_value] => $0
    [association] => 
    [association_fee] => Array
        (
        )

[association_fee_frequency] => Array
        (
        )

[association_fee_includes] => Array
        (
        )

[association_required] => Array
        (
        )

[available_date] => 
    [available_now] => 1
    [basement] => Array
        (
        )

[bathrooms] => 
    [bedrooms] => 3
    [building_amenities] => Array
        (
        )

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

[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] => Single Family
        )

[c_type] => Array
        (
            [0] => Residential Lease
        )

[cap_rate] => 
    [city] => Winchester
    [community_features] => Array
        (
        )

[compensation_based_on] => Array
        (
        )

[complex_complete] => Array
        (
        )

[construction_materials] => Array
        (
        )

[construction_status] => 
    [cooling] => Array
        (
        )

[cooperating_agent_commission] => Array
        (
        )

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

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

[deqe] => 
    [description] => Welcome to this spacious and charming Colonial offering beautiful architectural character, a flexible floor plan, and generous living space across multiple levels.Step into the welcoming foyer and discover a bright, inviting home featuring a fireplaced living room with beamed ceilings and oversized windows, complemented by a sun-filled adjoining sunroom.The beautiful kitchen features granite countertops, ample workspace, and a cozy breakfast nook with convenient access to the side yard. A separate home office and full bathroom on the first floor provide additional flexibility for working from home, guests, or everyday living.Upstairs, the spacious primary bedroom includes a walk-in closet and en-suite bathroom, along with an additional adjoining room that can serve as a nursery, private office, dressing room, or guest space. Two additional generously sized bedrooms, a full family bathroom, and a spacious landing with additional closet storage complete the second floor.The lower level offers an unheated bonus/family room with a decorative fireplace, laundry area, additional storage, and direct access to the two-car garage.Outside, enjoy a beautiful, spacious fenced backyard, perfect for relaxing, entertaining, and outdoor activities.Conveniently located near Middlesex Fells Reservation and all that Winchester has to offer, this home combines space, character, privacy, and convenience in a highly desirable residential setting.
    [disclosures] => 
    [documents_available] => Array
        (
        )

[electric] => Array
        (
        )

[electric_expense] => Array
        (
        )

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

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

[estimated_monthly_payment] => 
    [exclusions] => Array
        (
            [0] => Personal Property
        )

[exterior_features] => Array
        (
        )

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

[fireplaces] => Array
        (
        )

[first_month_required] => Array
        (
        )

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

[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] => 
    [heating] => 
    [heating_expense] => Array
        (
        )

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

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

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

[insurance_required] => Array
        (
            [0] => No
        )

[interior_features] => Array
        (
        )

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

[last_sync_date] => 2026-08-04 04:44:00
    [laundry_features] => Array
        (
        )

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

[lease_term] => Array
        (
        )

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

[living_area_includes_basement] => Array
        (
            [0] => No
        )

[lot_features] => Array
        (
        )

[management_expense] => Array
        (
        )

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

[mls_area] => 
    [mls_id] => 73557783
    [neighborhoods] => 
    [net_income_calc] => 0
    [net_operating_income] => Array
        (
        )

[number_of_lots] => Array
        (
        )

[number_of_units] => 
    [office] => Array
        (
            [id] => AN3824
            [name] => Zhensight Realty LLC
            [phone] => 781-888-2398
        )

[operating_expense] => Array
        (
        )

[optional_fee_includes] => Array
        (
        )

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

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

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

[perc_test] => Array
        (
        )

[perc_test_date] => 
    [pet_policy] => Array
        (
            [0] => Not Allowed
        )

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

[price] => 5500
    [price_per_sqft] => 2.09
    [price_per_unit] => 5500
    [private_pool] => 
    [property_sub_type] => Array
        (
            [0] => Single Family Residence
        )

[real_estate_tax] => 0
    [references_required] => Array
        (
            [0] => Yes
        )

[rent_includes] => Array
        (
            [0] => Heat
        )

[repair_maintenance_expense] => Array
        (
        )

[road_frontage_type] => Array
        (
        )

[roof_material] => Array
        (
        )

[rooms] => 9
    [schools] => 
    [senior_community] => 
    [sewer] => Array
        (
        )

[sewer_expense] => Array
        (
        )

[short_sale] => Array
        (
        )

[special_listing_conditions] => Array
        (
        )

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

[street_number] => 111
    [structure_type] => Array
        (
        )

[style] => Array
        (
        )

[subagent_compensation] => 
    [tag_accessible_features] => 
    [tag_air_conditioning] => 
    [tag_association_pool] => 
    [tag_beach_access] => 
    [tag_beach_front] => 
    [tag_elevator] => 
    [tag_equestrian] => 
    [tag_garage_parking] => 1
    [tag_generator] => 
    [tag_green_features] => 
    [tag_laundry] => 
    [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] => 
    [team] => CN221964
    [team_agents] => Array
        (
            [CN221964] => Array
                (
                    [agent_mls_id] => CN221964
                    [full_name] => Michelle Li
                    [address] => 238 Washington Street Unit 2
                    [city] => Winchester
                    [state] => MA
                    [postal_code] => 01890
                    [national_association_id] => 455023622
                    [office_mls_id] => AN3824
                )

)

[terms] => Array
        (
        )

[timber_acres] => 
    [title_5] => 
    [total_gross_expense] => 0
    [total_gross_income] => 0
    [total_parking] => 8 (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] => 2
    [unit_number] => 
    [units_owner_occupied] => 
    [unparsed] => 111 Highland Ave, Winchester MA 01890
    [utilities] => Array
        (
        )

[view] => Array
        (
        )

[water] => Array
        (
        )

[water_expense] => Array
        (
        )

[water_views] => Array
        (
        )

[water_views_features] => Array
        (
        )

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

[year_built] => 1940
    [year_built_details] => 
    [year_built_source] => 
    [year_renovated] => 
    [zip] => 01890
    [zips] => 
    [zoning] => 
    [zoning_details] => 
    [media] => Array
        (
            [0] => https://www.bostonrealestate.com/wp-content/uploads/WPL/810351/MLS1.jpg
            [1] => https://media.mlspin.com/photo.aspx?mls=73557783&w=1024&h=768&n=2
            [2] => https://media.mlspin.com/photo.aspx?mls=73557783&w=1024&h=768&n=3
            [3] => https://media.mlspin.com/photo.aspx?mls=73557783&w=1024&h=768&n=4
            [4] => https://media.mlspin.com/photo.aspx?mls=73557783&w=1024&h=768&n=5
            [5] => https://media.mlspin.com/photo.aspx?mls=73557783&w=1024&h=768&n=6
            [6] => https://media.mlspin.com/photo.aspx?mls=73557783&w=1024&h=768&n=7
            [7] => https://media.mlspin.com/photo.aspx?mls=73557783&w=1024&h=768&n=8
            [8] => https://media.mlspin.com/photo.aspx?mls=73557783&w=1024&h=768&n=9
            [9] => https://media.mlspin.com/photo.aspx?mls=73557783&w=1024&h=768&n=10
            [10] => https://media.mlspin.com/photo.aspx?mls=73557783&w=1024&h=768&n=11
            [11] => https://media.mlspin.com/photo.aspx?mls=73557783&w=1024&h=768&n=12
            [12] => https://media.mlspin.com/photo.aspx?mls=73557783&w=1024&h=768&n=13
            [13] => https://media.mlspin.com/photo.aspx?mls=73557783&w=1024&h=768&n=14
            [14] => https://media.mlspin.com/photo.aspx?mls=73557783&w=1024&h=768&n=15
            [15] => https://media.mlspin.com/photo.aspx?mls=73557783&w=1024&h=768&n=16
            [16] => https://media.mlspin.com/photo.aspx?mls=73557783&w=1024&h=768&n=17
            [17] => https://media.mlspin.com/photo.aspx?mls=73557783&w=1024&h=768&n=18
            [18] => https://media.mlspin.com/photo.aspx?mls=73557783&w=1024&h=768&n=19
            [19] => https://media.mlspin.com/photo.aspx?mls=73557783&w=1024&h=768&n=20
        )

[raw] => 
)

EXIT

18 More Photos