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$999,900
New Listing

258 Cross Street
Winchester, MA 01890

For Sale|Single Family Residence|Active
4
Beds
2
Total Baths
2
Full Baths
1,719
SqFt
$582
/SqFt
1860
Built
County:
Middlesex
Call Now: 401-323-8292
Is this the listing for you? We can help make it yours.
401-323-8292
Upcoming Open Houses
Thu, Jun 25, 4:30 PM - 5:30 PM
Sat, Jun 27, 12:00 PM - 2:00 PM
Sun, Jun 28, 12:00 PM - 2:00 PM
258 Cross Street258 Cross Street258 Cross Street258 Cross Street
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Welcome to 258 Cross Street, a masterfully updated Winchester Colonial blending timeless character, modern comfort, and everyday function. Set on a level, fenced corner lot, this 4 bed, 2 bath home offers endless outdoor opportunity to relax, entertain, play, or dine al fresco. Inside, hardwood floors, crown molding, arched openings, bay windows, and ornate detail bring warmth and personality. The modernized kitchen beams with natural light and features upgraded cabinetry, stone counters, stainless appliances, and gas cooking. Both full baths have been tastefully updated with the larger featuring a tiled stand up shower, free standing soaking tub and a double vanity. Four bedrooms across the upper levels create flexibility for growing families, guests, WFH, fitness, or hobbies. Brand new central AC, central heat, full basement with laundry, and 4-car parking add functionality. Minutes from downtown Winchester with the most scenic downtown around, lined with shops, dining and even the T

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Listing Snapshot
Price 
$999,900
Days On Site 
0 Days
Bedrooms 
4
Inside Area (SqFt) 
1,719 sqft
Total Baths 
2
Full Baths 
2
Partial Baths 
N/A
Lot Size 
0.18 Acres
Year Built 
1860
MLS® Number 
73541288
Status 
Active
Property Tax 
$9,591.96
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
Public Records
Friends & Family
Recent Activity
3 hours agoListing updated with changes from the MLS®
6 hours agoListing first seen on site
General Features
Acres 
0.18
Disclosures 
Some photos have been adjusted using AI technology. Please park on River street for showings but enter through the front door on Cross street.
Foundation 
Stone
Parking 
Off StreetDeededPaved
Parking Spaces 
4
Property Sub Type 
Single Family Residence
Sewer 
Public Sewer
SqFt Above 
1719
SqFt Total 
1719
Style 
Colonial
Water Source 
Public
Zoning 
RG
Interior Features
Appliances 
Gas Water HeaterRangeDishwasherDisposalMicrowaveRefrigeratorFreezerWasherDryer
Basement 
FullConcreteUnfinished
Cooling 
Central Air
Flooring 
WoodTileCarpetHardwood
Heating 
CentralForced Air
Interior 
Crown Molding
Laundry Features 
In Basement
Bathroom 1 
Dimensions - 9.083333333x8.833333333Level - SecondArea - 80
Bathroom 2 
Dimensions - 6.75x4.5Level - SecondArea - 30
Bedroom 2 
Dimensions - 13.25x12.166666666Level - SecondArea - 161
Bedroom 3 
Dimensions - 11.75x12.75Level - ThirdArea - 149
Bedroom 4 
Dimensions - 11.75x12.25Level - ThirdArea - 143
Dining Room 
Dimensions - 12.833333333x14.416666666Level - MainArea - 185
Kitchen 
Dimensions - 13x15.833333333Level - MainArea - 205
Living Room 
Dimensions - 13.333333333x17.916666666Level - MainArea - 238
Master Bedroom 
Dimensions - 17.25x14.166666666Level - SecondArea - 244
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Exterior Features
Construction Details 
Frame
Exterior 
StorageGarden
Fencing 
Fenced
Lot Features 
Corner LotLevelLandscaped
Other Structures 
Storage
Patio And Porch 
Patio
Roof 
Shingle
Community Features
Community Features 
PoolTennis Court(s)ParkStable(s)GolfSidewalks
Financing Terms Available 
Contract
MLS Area 
Winchester Highlands
Roads 
Paved
Schools
School District
Unknown
Elementary School
Lynch Elementary School
Middle School
Mccall Middle School
High School
Winchester High School
Listing courtesy of Justin Blankenship of Fiv Realty Co



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, landlords, 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, leasing or renting 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, leasing or renting. 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.

Last checked 2026-06-25 05:12 AM UTC

Neighborhood & Commute
Source: Walkscore
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