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Street View
$974,900
Monthly Est:$4,852
3 Beds
- 3 Baths
2 full baths + 1 half bath
1,719sqft
258 Cross St, Winchester, MA 01890
$974,900
$4,852/moEst:
Get Pre-Approved
Single Family Residence
Built in 1860
$-- HOA
0.18 acre lot
$567/sq.ft
Description
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. Set on a level, fenced corner lot with a side-street driveway, ACCESSIBLE FROM RIVER STREET, and parking for 4 cars, 258 Cross Street offers 3 bedrooms, a versatile bonus room, 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 conveni...
Continue Reading- Houzeo last checked: 15 minutes ago
- Listing updated: September 15, 2026 at 5:02 pm
- Listing Provided by: Justin Blankenship (617) 918-7419 | Fiv Realty Co. (781) 365-1984
- Source: MLS Property Information Network-MA | MLS#: 73575764

Property Details
Status
Active
Type
Single Family Residence
No. of Stories
-
County
City
Neighborhood
--
Year Built
1860
HOA Fees
-
Finished Area
1,719 sqft
Lot Size
0.18 acre lot
Basement Area
- sqft
MLS Name
MLS Property Information Network
MLS Number
73575764
MLS Status
Active
Days on Market
7
Open House

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Facts & Features
Rooms
Bedrooms & bathrooms
Bedrooms: 3
Bathrooms: 3
Interior
Interior Features
Internet Available Unknown
Exterior Features
Patio, Storage, Professional Landscaping, Fenced Yard, Garden
Heating
Central, Forced Air
Sewer
Public Sewer
Cooling
Central Air
Flooring
Wood, Tile, Carpet, Hardwood
Appliances
Gas Water Heater, Range, Dishwasher, Disposal, Microwave, Refrigerator, Freezer, Washer, Dryer
Construction
Year Built
Year Built: 1860
Home type
Single Family Residence
Foundation Details
Stone
Construction Materials
Frame
Roof
Shingle
Architectural Style
Colonial
Utilities & Energy
Water Source
Public
Utilities
For Gas Range
Parking Features
Off Street, Deeded, Paved
Laundry Features
In Basement
Basement
Full, Concrete, Unfinished
Other Features
Disclosures
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.
Lot Features
Corner Lot, Level
Patio And Porch Features
Patio
Community Features
Public Transportation, Shopping, Pool, Tennis Court(s), Park, Walk/jog Trails, Stable(s), Golf, Medical Facility, Bike Path, Conservation Area, Highway Access, House Of Worship, Private School, Public School, T Station, University, Sidewalks
Price History
| Date | Event | Price |
|---|---|---|
09/11/2026 Source: | Listing Removed | $999,900 $582/sqft |
06/24/2026 Source: | Listed for Sale | $999,900 +64.59% $582/sqft |
01/25/2019 Source: | Sold | $607,500 -6.54% $353/sqft |
01/25/2019 Source: | Price Decreased | $649,999 -7.01% $378/sqft |
08/17/2018 Source: | Listing Removed | $699,000 $407/sqft |
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Based on information provided to and compiled by MLS Property Information Network, Inc. covering through Sep 19, 2026, 02:15AM. The property listing data and information, or the Images, 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, and the Images, 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, or as to the accuracy of any of the Images, set forth herein. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified. © 2026 MLS Property Information Network, Inc. All Rights Reserved.
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