--IMMEDIATELY AVAILABLE --- A rare opportunity to rent a detached home in Winchester with the space, privacy and flexibility often missing from condo or townhome living. 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 4 bedrooms, 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. Pets negotiable. First month's rent & security deposit due at lease signing. Lease term negotiable.
This home has been viewed 4 times
Last Checked: October 19th, 2026 at 5:34am (Source: MLS PIN #73590971)
Laundry
Air Conditioning
Single Family
Leasing Information for 258 Cross Street # 0, Winchester MA 01890
Listing ID73590971
Property TypeResidential Lease / Single Family
Price4500 ($2.62/SqFt)
Available Now1
Available Date
First Month Required
Last Month RequiredNo
Security Deposit RequiredYes
Security Deposit Amount
Insurance RequiredYes
Reference RequiredYes
Application Fee
Rent Price IncludesHeat
Pet PolicyNot Allowed
Smoking
Other Fees
Other Rental Restrictions
Lease Term
Property Features for 258 Cross Street # 0, Winchester MA 01890
Approximate Living Area Total1719
Living Area Includes BasementNo
Rooms9
Bedrooms4
Primary En Suite BathroomYes
Total Parking4
Cooling1
LaundryArchway
Fireplaces
Flooring
AppliancesRange
Interior Features
Exterior FeaturesPorch
Entry Level
Waterfront Features
Disclosures for 258 Cross Street # 0, Winchester MA 01890
Lead PaintNone
UFFI
Living Area Includes BasementNo
Living Area Disclosure
Building Area SourceField Card
ExclusionsSurveillance Devices
Year Built1860
Year Built SourcePublic Records
Commission Paid To Cooperating Agent
Location Information for 258 Cross Street # 0, Winchester MA 01890
Neighborhood(s)
Area AmenitiesWalk/jog Trails
Contact Information for 258 Cross Street # 0, Winchester MA 01890