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$999,900

For Sale

4 days ago

258 Cross St, Winchester, MA

House

MLS® 73541288

4 Bed

2 Bath

1719 sqft

4 Parking

  • Key Facts
  • Description
  • Rooms
  • Map

Key Facts

Type Single Family Residence
Levels Residential
Size 1719 sqft
Garage 
Taxes $9,592
Days Active 3
Lot Size 0.18 Acres
Approx. Age 1860
Avg. Price Per Sqft $581
MLS® Number 73541288

Property Address: 258 Cross St, Winchester, MA, 01890-1146

Average square foot calculated using Size range provided by listing agent.

Description

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
MLS® Number73541288
Laundry LevelLower
Central VacNo
FireplaceNo
Acreage
Exterior
Garage
Approx. Age1860
BasementFull, Concrete, Unfinished
DrivewayOff Street, Deeded, Paved
Garage Spaces
HeatCentral, Forced Air
A/CCentral Air

Extras

Rooms

Bedroom 2:Second Floor12.17 × 13.25 ft
Bathroom 2:Second Floor4.5 × 6.75 ft
Bathroom 1:Second Floor8.83 × 9.08 ft
Living Room:17.92 × 13.33 ft
Kitchen:15.83 × 13 ft
Bedroom 4:Third Floor12.25 × 11.75 ft
Dining Room:14.42 × 12.83 ft
Bedroom 3:Third Floor12.75 × 11.75 ft
Master Bedroom:Second Floor14.17 × 17.25 ft

Price History

-End Date
Not Sold YetSold Price

For Sale

Jun 24, 2026List Date
$999,900List Price

Home Appraisal

This property is estimated to sell between: $999,000 and $1,277,000.
Similar properties in this area sold on average for: $1,184,444
Expected to sell in 12 days. Similar properties sold in 15 days. This home has been on eXp Realty for 3 days.

The estimated sale price does not take into account many variables such as recent renovations, type of appliances, school district etc. To get a more accurate estimate please contact agent.

  • Commute

Commute

Starting Address
Destination Address
258 Cross St, Winchester, MA

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