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John J. Dean Jr.

johnj.deanjr@engelvoelkers.com +1(617) 553-1926

$ 999,900

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Open Sun 1PM-2:30PM

258 Cross Street Winchester, MA 01890

4 Beds

2 Baths

1,719 SqFt

Open House

Sun Jul 05, 1:00pm - 2:30pm

UPDATED:

Key Details

Property Type Single Family Home

Sub Type Single Family Residence

Listing Status Active

Purchase Type For Sale

Square Footage 1,719 sqft

Price per Sqft $581

MLS Listing ID 73541288

Style Colonial

Bedrooms 4

Full Baths 2

HOA Y/N false

Year Built 1860

Annual Tax Amount $9,591

Tax Year 2026

Lot Size 7,840 Sqft

Acres 0.18

Property Sub-Type Single Family Residence

Property Description

Welcome to 258 Cross Street, a masterfully updated Winchester Colonial blending timeless character, modern comfort, and everyday function. Set on a level, fenced corner lot, this 4 bed, 2 bath home offers endless outdoor opportunity to relax, entertain, play, or dine al fresco. Inside, hardwood floors, crown molding, arched openings, bay windows, and ornate detail bring warmth and personality. The modernized kitchen beams with natural light and features upgraded cabinetry, stone counters, stainless appliances, and gas cooking. Both full baths have been tastefully updated with the larger featuring a tiled stand up shower, free standing soaking tub and a double vanity. Four bedrooms across the upper levels create flexibility for growing families, guests, WFH, fitness, or hobbies. Brand new central AC, central heat, full basement with laundry, and 4-car parking add functionality. Minutes from the iconic, and picturesque downtown Winchester, lined with shops, dining and even a T stop!

Location

State MA

County Middlesex

Area Winchester Highlands

Zoning RG

Direction GPS

Rooms

Basement Full, Concrete, Unfinished

Primary Bedroom Level Second

Dining Room Flooring - Hardwood, Window(s) - Picture, Lighting - Pendant, Crown Molding

Kitchen Ceiling Fan(s), Flooring - Stone/Ceramic Tile, Window(s) - Picture, Countertops - Stone/Granite/Solid, Cabinets - Upgraded, Exterior Access, Recessed Lighting, Remodeled, Stainless Steel Appliances, Gas Stove, Vestibule

Interior

Interior Features Internet Available - Unknown

Heating Central, Forced Air

Cooling Central Air

Flooring Wood, Tile, Carpet, Hardwood

Appliance Gas Water Heater, Range, Dishwasher, Disposal, Microwave, Refrigerator, Freezer, Washer, Dryer

Laundry In Basement

Exterior

Exterior Feature Patio, Storage, Professional Landscaping, Fenced Yard, Garden

Fence Fenced/Enclosed, Fenced

Community Features Public Transportation, Shopping, Pool, Tennis Court(s), Park, Walk/Jog Trails, Stable(s), Golf, Medical Facility, Bike Path, Conservation Area, Highway Access, House of Worship, Private School, Public School, T-Station, University, Sidewalks

Utilities Available for Gas Range

Roof Type Shingle

Total Parking Spaces 4

Garage No

Building

Lot Description Corner Lot, Level

Foundation Stone

Sewer Public Sewer

Water Public

Architectural Style Colonial

Schools

Elementary Schools Lynch Elementary School

Middle Schools Mccall Middle School

High Schools Winchester High School

Others

Senior Community false

Acceptable Financing Contract

Listing Terms Contract

Listed by Fiv Realty Co

NEARBY SCHOOLS & PROPERTIES

John J. Dean Jr.

Real Estate Advisor | License ID: 9512783

+1(617) 553-1926

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John J. Dean Jr.

258 Cross Street Winchester, MA 01890

Open House

Key Details

Location

Rooms

Interior

Exterior

Building

Schools

Others

NEARBY SCHOOLS & PROPERTIES

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258 Cross Street