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257 Cross St, Winchester MA 01890

Winchester, MA 01890
$1,099,000
Est. $6,578/month
5
Beds
2.5
Baths
2,801
Sq Ft
$392
Price/Sq Ft
0.24
Acres
1960
Year Built
4
Parking
5 hours 35 minutes
Time on Market
Active Listed Jul 21, 2026 • MLS# 73553083 Copied! • Updated Jul 21, 2026

About this home

Exceptional two-family opportunity with incredible potential to renovate/expand! Situated on a large, level corner lot with frontage on both Cross Street and Verplast Avenue, this property offers endless possibilities for investors, builders, or owner-occupants. The first-floor unit features a fireplaced living room, an updated kitchen, three bedrooms, 1.5 baths and sunroom overlooking the expansive backyard. The second unit offers a spacious and flexible layout with a living room, kitchen, 2 bedrooms, laundry room and full bath. The generous lot, separate entrances, and existing footprint create an ideal opportunity to modernize the current two-family, expand the living space, or explore redevelopment possibilities. Whether you're looking for a strong income property or your next renovation project, this property is full of potential and ready for its next chapter!

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Recently Sold Nearby

Property History

Property Timeline

🏠
Listed for Sale
Jul 22, 2026
$1,099,000
Original listing
Agent: Kim Covino & Co. Team Office: Compass

Tax History

Year Taxes Assessment
2025 $9,849 $888,100

Financial Details

Annual Property Tax
$9,849
Tax Year 2025
Assessed Value
$888,100

Facts & Features

Central AC

Home Facts

Type Residential Income
Style Multi Family
Year Built 1960
Living Area 2,801 sq ft
Lot Size 0.24 acres
Bedrooms 5
Full Baths 2
Half Baths 1
Total Rooms 11

Investment Metrics

Units 2
Unit 1 Rent — · N
Unit 2 Rent — · N
Heating Oil
Cooling Central Air
Flooring None
Appliances None
Fireplace None
Fireplaces 3
Basement Full, Finished, Walk-out Access
Laundry None
Features Living Room, Kitchen, Laundry Room, Sunroom
Construction None
Architecture None
Roof Shingle
Features None
Pool None
Spa None
Fencing None
Patio/Porch Patio
Features None
Total Spaces 4
Electric None
Water Public
Sewer Public Sewer
Gas None
Other None

Financial

Annual Tax $9,849
Assessed Value $888,100
Fee Includes None
Amenities None
Optional Fee Includes None
Seller Disclosures None
Possession None
Accepted Financing None
Structure Type []
House Color Brick
Sq Ft Source Public Record
Sq Ft Disclosures Measurements are for marketing purposes only.
Documents None
County Middlesex

Property Overview

Property Type
Multi Family
Listing Type
For Sale
Year Built
1960
Bedrooms
5
Full Bathrooms
2
Half Bathrooms
1
Living Area
2,801 sq ft
Total Rooms
11
Stories
2
Levels
2

Room Details

Other Floor

Bathroom1
Bedroom5
Bedroom4
Bedroom3
Dining Room
Kitchen
Bathroom2
Bedroom2
Living Room
Bathroom3
Master Bedroom
Office
Family Room
Master Bathroom

Interior Features

Flooring:
Appliances:
Interior Features: Living Room, Kitchen, Laundry Room, Sunroom
Windows:
Basement: Full, Finished, Walk-Out Access
Laundry:
Security:

Construction & Materials

Year Built: 1960
Structure Type:
Exterior Materials:
Roof: Shingle
Foundation: Concrete Perimeter
Stories: 2

Heating, Cooling & Utilities

Heating: Oil
Heating Zones: 2
Cooling: Central Air
Cooling Zones: 1
Hot Water:
Water Source: Public
Sewer: Public Sewer
Energy Features:

Exterior & Lot

Exterior Features:
Patio & Porch: Patio
Fencing:
Other Structures:
Lot Features: Corner Lot, Level
Road Surface:

Parking & Garage

Total Parking Spaces: 4
Parking Features:

Special Features

Fireplaces: 3
Fireplace Type:
Community Amenities: Public Transportation, Shopping, Tennis Court(s), Park, Walk/Jog Trails, Golf, Medical Facility, Highway Access, Public School, T-Station

Nearby Schools

School information not available for this location.

Monthly Payment Calculator

Monthly Payment
$0
Principal, interest, taxes & insurance
Loan Amount
$0
After down payment
Total Interest
$0
Over life of loan
Total Cost
$0
Including down payment
%
Down: $0
%

Monthly Payment Breakdown

Principal & Interest $0
Property Tax $821
Homeowners Insurance $200
PMI (if <20% down) $0

Loan Summary

Total of 360 payments $0
Total principal paid $0
Total interest paid $0

Rate Impact

-0.5% Rate
$0/mo
Save $0/mo
Current Rate
$0/mo
+0.5% Rate
$0/mo
Cost $0/mo

Payment Over Time

Interest
Principal
Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
* Estimates only. Actual payments may vary. Consult with a lender for accurate figures.

Location

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Neighborhood

257 Cross St, Winchester MA 01890

Winchester, MA 01890

Listing Information

Listing Agent Kim Covino & Co. Team
Listing Office Compass
Office Phone 781-219-0313
Agent MLS ID TM347383
Office MLS ID AN6433
Listing Data Updated Jul 21, 2026 9:59 PM EDT
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.

Contact Us

Steven Novak
Steven Novak
BMN Boston Real Estate
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Steven Novak

Steven Novak

BMN Boston Real Estate

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