$1,099,000
257 Cross St
Winchester, MA, 01890
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!
Property Details
Price:
$1,099,000
MLS #:
73553083
Status:
Active
Beds:
5
Baths:
2.5
Type:
Multi Family
Listed Date:
Jul 21, 2026
Finished Sq Ft:
2,801
Total Sq Ft:
2,801
Lot Size:
10,367 sqft / 0.24 acres (approx)
Year Built:
1960
Units:
2
Schools
Elementary School:
Lynch
Middle School:
Mccall
High School:
Whs
Interior
Above Grade Finished Area
2801
Bathrooms
2 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Fireplaces Total
3
Heating
Oil
Interior Features
Living Room, Kitchen, Laundry Room, Sunroom
Levels
2
Exterior
Community Features
Public Transportation, Shopping, Tennis Court(s), Park, Walk/Jog Trails, Golf, Medical Facility, Highway Access, Public School, T-Station
Lot Features
Corner Lot, Level
Open Parking Spaces
4
Parking Spots
4
Parking Total
4
Patio And Porch Features
Patio
Roof
Shingle
Stories
2
Financial
Tax Year
2025
Taxes
$9,849
Marie Andrews is an award-winning, licensed real estate broker with licenses in Massachusetts and Florida. She has been selling real estate in the greater Boston area for over 20 years. Over the past two decades, Marie has worked for Century 21 Advanced Realty, building a reputation as a multi-million dollar producer. She has developed an extensive network of investors, lenders, and attorneys. Marie has a wide knowledge base on property management, Massachusetts real estate law, and building…
More About MarieMortgage Calculator
Map
Current real estate data for Multi Family in Winchester as of Jul 31, 2026
6
Multi Family Listed
51
Avg DOM
429
Avg $ / SqFt
$1,295,167
Avg List Price
Community
- Address257 Cross St Winchester MA
- CityWinchester
- CountyMiddlesex
- Zip Code01890
Subdivisions in Winchester
- Brooks / Parkhurst / Town Forest
- Cox Road / High St Extension neighborhood
- Flats
- Flats neighborhood
- Lakeview/Wedgemere~ Near downtown & Wedgemere train station
- Macdonald field neighborhood
- Middlesex / downtown
- Near town/ Pine St neighborhood
- Old Village/ West Side
- Rangeley Historical Estate
- The Flats
- Vinson-Owen School District.
- West Side
- Winning Farm
Similar Listings Nearby
Property Summary
- 257 Cross St Winchester MA is a Multi Family for sale in Winchester, MA, 01890. It is listed for $1,099,000 To schedule a showing of MLS#73553083 at 257 Cross St in Winchester, MA, contact your Pegasus Realty LLC agent at 781-858-3505.
Courtesy of Compass. The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.
257 Cross St
Winchester, MA