258 Cross Street # 0, Winchester MA 01890

Winchester, MA 01890
$4,500/mo
4
Beds
2.5
Baths
1,719
Sq Ft
7,700
Lot Sq Ft
1860
Year Built
4
Parking
New today
Time on Market
For Rent Listed Oct 14, 2026 • MLS# 73590971 Copied! • Updated Oct 14, 2026

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About this home

--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.

Price & Status History

Property Timeline

🏠
Listed for Rent
Oct 15, 2026
$4,500
Original listing
Agent: Justin Blankenship Office: Fiv Realty Co

Tax History

Year Taxes Assessment
Tax history not available

Facts & Features

Home Facts

Type Residential Lease
Style Single Family Residence
Year Built 1860
Living Area 1,719 sq ft
Lot Size 7,700 sq ft
Bedrooms 4
Full Baths 2
Half Baths 1
Total Rooms 9

Rental Details

Available Available Now
Lease Term Lease Terms(Flex),Term of Rental(8)
Rent Includes Water, Sewer
Security Deposit $4,500
Required First MonthDepositReferencesInsurance
Pets Yes w/ Restrictions
Pet Policy Dogs OKCats OKRestrictions Apply
Heating Natural Gas
Cooling None
Flooring None
Appliances Range, Dishwasher, Disposal, Microwave, Refrigerator, Freezer, Washer, Dryer
Fireplace None
Basement None
Laundry In Building, In Unit
Features None
Construction None
Architecture None
Roof None
Features Patio, Storage, Fenced Yard, Garden
Pool None
Spa None
Fencing Fenced
Patio/Porch Patio
Features None
Total Spaces 4

Utilities

Electric None
Water None
Sewer None
Gas None
Other None

Building & Pet Policy

Fee Includes None
Amenities None
Optional Fee Includes None
Possession None
Accepted Financing None
Structure Type []
Sq Ft Source Field Card
Sq Ft Disclosures All measurements and listed square footage is used for marketing purposes and presumed accurate.
Documents None
County Middlesex

Property Overview

Property Type
Single Family Residence
Listing Type
For Rent
Year Built
1860
Bedrooms
4
Full Bathrooms
2
Half Bathrooms
1
Living Area
1,719 sq ft
Total Rooms
9
Entry Level
1

Floor Layout

Interior Features

Flooring:
Appliances: Range, Dishwasher, Disposal, Microwave, Refrigerator, Freezer, Washer, Dryer
Interior Features:
Windows:
Basement:
Laundry: In Building, In Unit
Security:

Construction & Materials

Year Built: 1860
Structure Type:
Exterior Materials:
Roof:
Foundation:

Utilities & Systems

Heating: Natural Gas
Cooling:
Hot Water:
Water Source:
Sewer:
Energy Features:

Exterior & Lot

Exterior Features: Patio, Storage, Fenced Yard, Garden
Patio & Porch: Patio
Fencing: Fenced
Other Structures:
Lot Features:
Road Surface:

Parking & Garage

Total Parking Spaces: 4
Parking Features:
School District
Winchester School District local
A+
✓ School Safety 2024-25
0.1% Very Low (Safest)
0.1% Suspensions 0.1% In-School
↓ 5.4% below state avg
E

Elementary Schools

10 schools
Acera School
0.2 mi
Grades K-08
The Wilder School
0.5 mi
Grades K-12
A+
Muraco Elementary School
0.3 mi | #64 of 825 | Score: 61.2
Improved 60 spots from last year
+3 above state avg
296 students Diverse
Rising School Strong Attendance
Grades K-05
Creative Corner School Inc
0.5 mi
Grades PK-K
A+
Lynch Elementary School
0.8 mi | #87 of 825 | Score: 59.9
Dropped 5 spots from last year
+1.7 above state avg
472 students Diverse
Diverse Student Body Strong Attendance
Grades PK-05
St. Mary Elementary School
0.8 mi
Grades PK-05
A+
Lincoln Elementary School
1.0 mi | #73 of 825 | Score: 60.6
Dropped 28 spots from last year
+2.4 above state avg
338 students Moderate
Strong Attendance
Grades K-05
A+
Ambrose Elementary School
1.7 mi | #13 of 825 | Score: 65.8
Improved 34 spots from last year
+7.6 above state avg
377 students Moderate
Rising School Strong Attendance
Grades K-05
Children's Own School
1.9 mi
Grades PK-K
A+
Vinson-Owen Elementary School
2.2 mi | #46 of 825 | Score: 62.7
Improved 106 spots from last year
+4.5 above state avg
387 students Diverse
Rising School Strong Attendance
Grades PK-05
M

Middle Schools

1 school
A+
McCall Middle School
1.1 mi | #15 of 352 | Score: 62.8
Dropped 2 spots from last year
+4.6 above state avg
1,053 students Diverse
Strong Attendance
Grades 06-08
H

High Schools

1 school
A+
Winchester High School
0.7 mi | #16 of 346 | Score: 74.0
Improved 19 spots from last year
+15.8 above state avg
1,418 students Diverse
20 sports • 2,818 athletes
Strong AP Program High Graduation Rate College Ready Curriculum Strong Athletics
Grades 09-12
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Location

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Neighborhood

258 Cross Street # 0, Winchester MA 01890

Winchester, MA 01890

Listing Information

Listing Agent Justin Blankenship
Listing Office Fiv Realty Co
Office Phone 781-365-7984
Agent MLS ID CN213602
Office MLS ID AN8709
Listing Data Updated Oct 14, 2026 9:02 PM EDT
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.

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