258 Cross St, Winchester, MA 01890
Local realty services provided by:ERA Millennium Real Estate
258 Cross St,Winchester, MA 01890
$974,900
- 4 Beds
- 3 Baths
- 1,719 sq. ft.
- Single family
- Active
Upcoming open houses
- Sun, Sep 1311:00 am - 01:00 pm
Listed by: justin blankenship
Office: fiv realty co
MLS#:73575764
Source:MLSPIN
Price summary
- Price:$974,900
- Price per sq. ft.:$567.13
About this home
Looking for a quiet retreat, with a SIDE STREET DRIVEWAY, built in privacy but still connected to the urban hustle and bustle of Boston metro? A rare Winchester opportunity, has arrived, priced comfortably under $1M. 258 Cross Street blends timeless character, meaningful updates, everyday function, and exciting long-term upside. Set on a level, fenced corner lot, this 4 bed, 2.5 bath Colonial offers the space buyers need today with the flexibility to evolve over time. Inside - hardwood floors, crown molding, arched openings, bay windows, and detailed trim add warmth, while the updated kitchen features stone counters, upgraded cabinetry, stainless appliances, gas cooking, and great natural light. Both full baths have been tastefully updated, including a larger bath with double vanity, tiled shower, and soaking tub. Owners JUST put in an unused half bathroom on the first floor PERFECT for entertaining and preserving the privacy of your 2nd floor bathrooms. Four bedrooms on the upper levels create options for guests, office, fitness, hobbies, or future needs. Brand new AC, central heat, full basement with laundry/storage, patio, fenced yard, shed, and 4-car parking add real utility. Minutes from the iconic, and picturesque downtown Winchester where you'll find quaint coffee shops, local boutiques, and even a Commuter rail stop! Quick entry to Boston, Burlington, and the surrounding metro Boston area via nearby I95, Rt2, Rt3. Like spending your free time outdoors? You are mere minutes from the Medford Fells, one of Greater Boston's greenest and most resident friendly (humans and dogs alike) stretches of nature. Smaller upstairs bathroom could be converted to a 1/2 bath with stackable laundry or a dedicated laundry room (SEE ATTACHED RENDERINGS). Some of the previously prepared conceptual expansion plans are in the photos, the rest are available for review upon request....
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Home facts
- Year built:1860
- Listing ID #:73575764
- Updated:September 13, 2026 at 11:08 AM
Rooms and interior
- Bedrooms:4
- Total bathrooms:3
- Full bathrooms:2
- Half bathrooms:1
- Rooms Total:7
- Flooring:Carpet, Hardwood, Tile, Wood
- Dining Description:Crown Molding, Hardwood, Pendant, Window(s) - Picture
- Kitchen Description:Cabinets - Upgraded, Ceiling Fan(s), Countertops - Stone/Granite/Solid, Dishwasher, Disposal, Exterior Access, Flooring - Stone/Ceramic Tile, Freezer, Gas Stove, Microwave, Range, Recessed Lighting, Refrigerator, Remodeled, Stainless Steel Appliances, Vestibule, Window(s) - Picture
- Basement Description:Concrete, Full, Unfinished
- Living area:1,719 sq. ft.
Heating and cooling
- Cooling:1 Cooling Zone, Central Air
- Heating:Central, Forced Air
- Central air:Yes
Structure and exterior
- Roof:Shingle
- Year built:1860
- Building area:1,719 sq. ft.
- Lot area:0.18 Acres
- Lot Features:Corner Lot, Level
- Architectural Style:Colonial
- Construction Materials:Frame
- Exterior Features:Garden, Patio, Professional Landscaping, Storage
- Foundation Description:Stone
Schools
- High school:Winchester High School
- Middle school:Mccall Middle School
- Elementary school:Lynch Elementary School
Utilities
- Water:Public
- Sewer:Public Sewer
Finances and disclosures
- Price:$974,900
- Price per sq. ft.:$567.13
- Tax amount:$9,591 (2026)
Features and amenities
- Appliances:Dishwasher, Disposal, Dryer, Freezer, Microwave, Range, Refrigerator, Washer
- Laundry features:Dryer, In Basement, Washer
- Amenities:Gas Water Heater
Parking
- Total parking spaces:4
- Parking description:Deeded, Off Street, Paved
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