Overview Property Details Payment Calculator Walkability

Add to favorites

Remove from favorites
Send to Friend
Watch changes on this property

Active

9 Plymouth Rd, Winchester MA 01890

$2,500,000

Estimated $16,995/month Calculator

Single Family

5 Bedrooms

Baths

4071

Total Parking: 6 (2 Garage)

22,599 (0.52)

Built in 1959

Welcome to 9 Plymouth Rd — a classic 1959 single-family home tucked at the end of a private road on a dead-end street, set on a private 0.52-acre lot abutting conservation land in one of Winchester's most sought-after neighborhoods. This well-appointed 11-room residence offers 5 bedrooms, 3 full baths, and 1 half bath, giving your family room to spread out and settle in. Thoughtfully updated for year-round comfort, the home features central AC, central humidification, and an air exchanger. Outside, enjoy beautifully landscaped gardens, a spacious deck overlooking the private yard, lush irrigated grounds with an invisible dog fence, and a hot tub for unwinding after a long day. A wood-burning fireplace adds warmth and character to the living space. Located just minutes from top-rated schools, Winchester Center, and convenient commuter access to Boston, this is a rare opportunity to enjoy privacy, nature, and timeless New England living in an exceptional location.

This home has been viewed 13 times

Last Checked: July 11th, 2026 at 5:38am (Source: MLS PIN #73544924)

Garage Parking

Air Conditioning

Lead Paint Free

General Information for 9 Plymouth Rd, Winchester MA 01890

Listing ID73544924

Property TypeSingle Family / Detached

Price$2,500,000 ($614.1/SqFt)

StyleColonial

CityWinchester

CountyMiddlesex

MLS AreaWinchester Highlands

Neighborhood(s)

Garage Parking2

ZoningRDA

Year Built1959

Year Built SourcePublic Records

Year Built DetailsApproximate

Interior Features for 9 Plymouth Rd, Winchester MA 01890

Approximate Living Area Total4071

Living Area Includes BasementNo

Rooms11

Bedrooms5

Primary En Suite BathroomYes

BasementFull

CoolingSplit

Fireplaces

AppliancesRange

FlooringTile

Electric220 Volts

Exterior Features for 9 Plymouth Rd, Winchester MA 01890

Approximate Lot Size (Acres)0.52

Approximate Lot Size (Square Feet)22599

Total Parking6 (2 Garage)

Garage Parking2

WaterPublic

SewerPublic Sewer

Lot Features

Parking Features1

Exterior FeaturesPorch

Foundation Materials

Construction MaterialsFrame

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 9 Plymouth Rd, Winchester MA 01890

Lead PaintNone

UFFI

Living Area Includes BasementNo

Living Area Disclosure

Building Area SourcePublic Records

Special Listing Conditions

ExclusionsWasher / Dryer

Compensation Based On

Financial Information for 9 Plymouth Rd, Winchester MA 01890

Association Fee

Association Fee Frequency

Association Fee Includes

Real Estate Tax19088

Tax Year2025

Assessed Value$1,721,200

Location Information for 9 Plymouth Rd, Winchester MA 01890

Elementary SchoolVinson Owen

Middle SchoolMccall

High SchoolWhs

Neighborhood(s)

MLS AreaWinchester Highlands

Area AmenitiesWalk/jog Trails

Contact Information for 9 Plymouth Rd, Winchester MA 01890

Agent

Name: Steph Crawford Group

Office

Name: Real Broker MA, LLC

Phone: 774-314-9448

Payment Calculator

, Interest

Property Taxes 1590.67

Principal & Interest 15404.2

HOA Dues

Term

Interest

Home Price

Down Payment

Exclusive Listing Agent

Real Broker MA, LLC

Steph Crawford Group

Agent Phone

Office Phone

(774) 314-9448

Text Agent Call Agent Call Office

Array
(
    [acres] => Approx. 0.52 acres (22,599 SqFt)
    [add_date] => 2026-07-06 18:08:44
    [address] => Plymouth Rd
    [agent] => Array
        (
            [address] => 
            [city] => 
            [id] => TM355651
            [name] => Steph Crawford Group
            [national_association] => 
            [office] => AN4866
            [state] => 
            [zip] => 
        )

[apod_available] => Array
        (
        )

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

[approx_living_area_total] => 4071
    [approx_lot_size_acres] => 0.52
    [approx_lot_size_sqft] => 22599
    [assessed_value] => $1,721,200
    [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] => 5
    [building_amenities] => Array
        (
        )

[building_area_source] => Array
        (
            [0] => Public Records
        )

[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
        (
            [0] => Frame
        )

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

[cooperating_agent_commission] => Array
        (
        )

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

[deposit_required] => Array
        (
        )

[deqe] => 
    [description] => Welcome to 9 Plymouth Rd — a classic 1959 single-family home tucked at the end of a private road on a dead-end street, set on a private 0.52-acre lot abutting conservation land in one of Winchester's most sought-after neighborhoods. This well-appointed 11-room residence offers 5 bedrooms, 3 full baths, and 1 half bath, giving your family room to spread out and settle in. Thoughtfully updated for year-round comfort, the home features central AC, central humidification, and an air exchanger. Outside, enjoy beautifully landscaped gardens, a spacious deck overlooking the private yard, lush irrigated grounds with an invisible dog fence, and a hot tub for unwinding after a long day. A wood-burning fireplace adds warmth and character to the living space. Located just minutes from top-rated schools, Winchester Center, and convenient commuter access to Boston, this is a rare opportunity to enjoy privacy, nature, and timeless New England living in an exceptional location.
    [disclosures] => 
    [documents_available] => Array
        (
        )

[electric] => Array
        (
            [0] => 220 Volts
        )

[electric_expense] => Array
        (
        )

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

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

[estimated_monthly_payment] => 
    [exclusions] => Array
        (
            [0] => Washer / Dryer
        )

[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] => 
    [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
        (
        )

[last_month_required] => Array
        (
        )

[last_sync_date] => 2026-07-11 05:38:32
    [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] => Mccall
    [miscellaneuos_expense] => Array
        (
        )

[mls_area] => Winchester Highlands
    [mls_id] => 73544924
    [neighborhoods] => 
    [net_income_calc] => -19088
    [net_operating_income] => Array
        (
        )

[number_of_lots] => Array
        (
        )

[number_of_units] => 
    [office] => Array
        (
            [id] => AN4866
            [name] => Real Broker MA, LLC
            [phone] => 774-314-9448
        )

[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] => 2500000
    [price_per_sqft] => 614.1
    [price_per_unit] => 2500000
    [private_pool] => 
    [property_sub_type] => Array
        (
            [0] => Single Family Residence
        )

[real_estate_tax] => 19088
    [references_required] => Array
        (
        )

[rent_includes] => Array
        (
        )

[repair_maintenance_expense] => Array
        (
        )

[road_frontage_type] => Array
        (
        )

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

[rooms] => 11
    [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] => 9
    [structure_type] => Array
        (
        )

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

[subagent_compensation] => 
    [tag_accessible_features] => 
    [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] => 
    [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] => 
    [team_agents] => Array
        (
        )

[terms] => Array
        (
        )

[timber_acres] => 
    [title_5] => 
    [total_gross_expense] => 19088
    [total_gross_income] => 0
    [total_parking] => 6 (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] => 9 Plymouth Rd, 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

34 More Photos