For Sale
258 Cross St, Winchester, MA
Winchester · MA 01890
- $974,900
- Price
- 3
- Beds
- 2.5
- Baths
- 1719
- Sq. ft.
Overview
Property type:
Single Family
Year built:
Built in 1860
Lot size:
7,700 Sq.Ft Lot
Price per square foot:
$567 / Sq.Ft
Parking:
4 Off Street Spaces
Heating & cooling:
Heat, AC
About this home
Are rates making you feel like home buying is out of reach? The sellers are now offering A TWENTY THOUSAND DOLLAR ($20,000) CREDIT, PERFECT to put towards closing costs or a 2/1 rate buy down. Enjoy over a ONE THOUSAND ($1000) DOLLAR PER MONTH savings year one and over a FIVE HUNDRED ($500) DOLLAR PER MONTH savings year two. A rare opportunity to own a detached home in Winchester under $1M—with the space, privacy and flexibility often missing from condo or townhome living. Tired of or can't imagine paying an HOA fee on top of fighting rising interest rates? Skip the added cost, lock in (REFI LATER) a lower monthly payment, and get more value at 258 Cross Street! The property is set on a level, fenced corner lot with a side-street driveway, ACCESSIBLE FROM RIVER STREET, parking for 4 cars, and offering 3 bedrooms, a versatile bonus room (4 beds on public record), 2.5 baths and a layout that can adapt as your needs change. The main level blends classic character with everyday function, featuring hardwood floors, crown molding, arched openings, bay windows and an updated eat-in kitchen with stone counters, upgraded cabinetry, stainless appliances and gas cooking. A brand-new first-floor powder room adds convenience for everyday living and entertaining. Upstairs, two generously sized bedrooms are joined by two updated full baths, including a larger bath with double vanity, tiled shower and soaking tub. The finished third floor provides a third bedroom plus an additional flex space ideal for a home office, fitness room, playroom, hobby space or guests. Major recent improvements, besides the unused, first floor half bath, include brand-new central AC and a newly sodded yard. Current owners have also invested considerably into improvements from the kitchen (countertops/appliances/backsplash/flooring), to the main bathroom remodel on the 2nd floor, and even a rebuilding of the lower two staircases to increase functionality. Outside, enjoy a fenced backyard, patio, storage shed and rare off-street parking for four vehicles. The full basement provides additional laundry and storage space. Convenient to Winchester Center, local shops and dining, the commuter rail, the Middlesex Fells and major routes connecting Boston, Cambridge, Burlington and the surrounding metro area. Previously prepared conceptual expansion plans are available for buyers interested in exploring future possibilities.
Neighborhood & Transit
Winchester Highlands
258 Cross St, Winchester · MA 01890
Nearby transit
Within 0.5 mile, measured straight-line to the nearest station entrance.
No subway or commuter rail stations within 0.5 mile.
Price Insight
- Days on Market:
- 54 days
- Listing Price:
- $974,900
- Price per Sq.Ft:
- $567
- Tax Assessment:
- $865,700 in 2026
- Taxes:
- $799 / Monthly
Home Facts
Interior Features
- Bedrooms
- 3
- Full Bathrooms
- 2
- Half Bathrooms
- 1
- Living Area
- 1,719 Sq.Ft
- Broker Disclosure about Living Area
- All measurements provided are for marketing purposes only. Buyer(s) to perform their due diligence
- Kitchen
- Main Floor, Upgraded Cabinets, Gas Stove, Stainless Steel Appliances, Stone Countertops, Ceiling Fan(s), Flooring - Stone/Ceramic Tile, Window(s) - Picture, Main Level, Exterior Access, Recessed Lighting, Remodeled, Vestibule, Dishwasher, Range, Garbage Disposal, Microwave, Refrigerator, Freezer, Washer, Dryer
- Primary Bedroom
- Floor 2, Custom Built Closet/Cabinets, Ceiling Fan(s), Flooring - Hardwood, Window(s) - Picture, Cable Hookup, High Speed Internet Hookup
- Laundry
- Unknown
- Living levels
- Unknown
- Rooms
- 7
- Above grade area
- 1719
- Flooring
- Wood, Tile, Wall to Wall Carpet, Hardwood
- Lead paint
- Unknown
Utilities
- Heating Type
- Central Heat, Forced Air
- Heating Zone
- 1
- Cooling
- Central Air
- Cooling Zones
- 1
- Water
- City/Town Water
- Sewer
- City/Town Sewer
- Electric Features
- Unknown
Exterior Features
- Lot Size
- 7,700 Sq.Ft
- Lot Description
- Corner Lot, Fenced/Enclosed, Level
- Exterior Features
- Garden Area, Patio, Storage Shed, Professional Landscaping, Fenced Yard
Parking
- Garage Parking
- 0 Parking Spaces
- Off Street Parking
- 4 Parking Spaces, Off-Street, Paved Driveway, Deeded
Construction Details
- Construction Type
- Frame
- Siding
- Shingles, Wood, Aluminum
- Roof
- Asphalt/Fiberglass Shingles
Green Features
- Electric Vehicle Charger
- Unknown
- Solar Panels
- Unknown
- Green Certified
- Unknown
- Insulation Features
- Unknown
- Energy Features
- Unknown
Room details
- Living room level
- First Floor
- Living room dimensions
- 13'4X17'11
- Living room features
- Flooring - Hardwood, Window(s) - Bay/Bow/Box, Main Level, Cable Hookup, High Speed Internet Hookup, Lighting - Overhead, Crown Molding, Vestibule
- Dining room level
- First Floor
- Dining room dimensions
- 12'10X14'5
- Dining room features
- Flooring - Hardwood, Window(s) - Picture, Main Level, Lighting - Pendant, Crown Molding
- Kitchen dimensions
- 13'X15'10
- Primary bedroom dimensions
- 17'3X14'2
- Bedroom 2 level
- Second Floor
- Bedroom 2 dimensions
- 13'3X12'2
- Bedroom 2 features
- Closet, Flooring - Hardwood, Window(s) - Picture, Cable Hookup, High Speed Internet Hookup, Lighting - Overhead
- Bedroom 3 level
- Third Floor
- Bedroom 3 dimensions
- 11'9X12'9
- Bedroom 3 features
- Closet, Flooring - Hardwood, Window(s) - Picture, Attic Access, Remodeled
- Bedroom 4 level
- Third Floor
- Bedroom 4 dimensions
- 11'9X12'3
- Bedroom 4 features
- Closet, Flooring - Wall to Wall Carpet, Window(s) - Picture, Attic Access, Remodeled
- Bathroom 1 level
- Second Floor
- Bathroom 1 dimensions
- 9'1X8'10
- Bathroom 1 features
- Bathroom - Full, Bathroom - Double Vanity/Sink, Bathroom - With Tub & Shower, Flooring - Stone/Ceramic Tile, Window(s) - Picture, Countertops - Stone/Granite/Solid, Countertops - Upgraded, Bidet, Cabinets - Upgraded, Remodeled, Lighting - Overhead, Soaking Tub
- Bathroom 2 level
- Second Floor
- Bathroom 2 dimensions
- 6'9X4'6
- Bathroom 2 features
- Bathroom - Full, Bathroom - With Tub, Flooring - Stone/Ceramic Tile, Window(s) - Picture, Remodeled, Lighting - Overhead, Pedestal Sink, Soaking Tub
- Bathroom 3 level
- First Floor
- Bathroom 3 dimensions
- 5'X4'
- Bathroom 3 features
- Bathroom - Half
Listing information
- Listing agent
- Justin Blankenship
- Listing office
- Fiv Realty Co
- MLS PIN #
- 73575764
- Disclosure
- Some photos have been adjusted using AI technology. Please park on River street for showings. Previously prepared 2020 conceptual addition plans available for review. Plans are historical only and have not been verified as currently approved, valid, or buildable. Buyer to perform all due diligence.
- Disclosure
- All measurements provided are for marketing purposes only. Buyer(s) to perform their due diligence
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