OPEN SAT, 12PM TO 1:30PM
For sale
$919,000
Est. $5,937/mo —
4
bd
•
2.5 ba
•
1,719
sq ft

258 Cross St, Winchester, MA 01890

map-entry
Price tag
Price drop
List price was lowered by $56K. Tour it before it's gone!
Today:

About this home

Single-familyProperty Type
1860Year Built
7,700 sq ftLot Size
$535Price/Sq.Ft.
4 spacesParking
Listed by Justin Blankenship • Fiv Realty Co
Listed by • Fiv Realty Co
Listing updated:
Redfin checked: a few seconds ago
•Source:MLS PIN #73575764
62 days on Redfin • 2,679 views • 95 favorites

Payment calculator

$5,937 per month

Principal and interest$5,015
Property taxes
HOA dues
Home insurance
Utilities
Down payment
20% ($183,800)
Home price
$919,000
Loan details
30-yr fixed, 7.25%
5 minutes to get started. No credit impact. 

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Open houses
Saturday, Nov 14
12:00pm - 1:30pm
Sunday, Nov 15
10:30am - 12:00pm

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Around this home

Schools

Lynch Elementary School

Public PreK-5 • Assigned • 0.8mi

9/10
McCall Middle School

Public 6-8 • Assigned • 1.1mi

9/10
Winchester High School

Public 9-12 • Assigned • 0.7mi

10/10
Provided by GreatSchools
About Woburn
Highlands

Provided by Walk Score and Local Logic

Offer insights

258 Cross St · $919,000
$918K and above
75% chance or better to win
Why $918K+ is a strong offer
DAYS ON MARKET
63 days
The average home goes pending in 23 days.
SALE-TO-LIST
100.6%
Most homes are selling 1% above list price.
About offer insights

Property details

Kitchen

Bathroom

Bedroom

Living

Dining

  • Interior features
  • Custom-built closet cabinetry
  • Ceiling fans
  • Picture windows
  • Bay/bow/box window
  • Crown molding
  • Vestibule
  • Cable and high-speed internet hookups
  • Bedrooms
  • 4 bedrooms: 2 on the second floor and 2 on the third floor
  • Bathrooms
  • 2 full bathrooms and 1 half bathroom
  • Remodeled full bathroom with double vanity, tub and shower, soaking tub, bidet, upgraded cabinets, and upgraded stone counters
  • Remodeled full bathroom with tub, soaking tub, and pedestal sink
  • Kitchen
  • Remodeled kitchen with upgraded cabinets, stone counters, recessed lighting, and stainless steel appliances
  • Gas stove, range, dishwasher, disposal, microwave, refrigerator, and freezer
  • Laundry & utility
  • Washer and dryer
  • Laundry in basement
  • Gas water heater
  • Flooring
  • Hardwood, wood, tile, and carpet
  • Heating & cooling
  • Central forced-air heating
  • Central air conditioning

Sale and tax history for 258 Cross St

Public record

Beds
4
Baths
2
Stories
2
Lot width
—
Lot depth
—
Lot size
7,841 Sq. Ft.
Year renovated
—
Finished Sq. Ft.
1,719
Unfinished Sq. Ft.
—
Total Sq. Ft.
1,719
Year built
1860
Style
Single Family Residential
County
Middlesex County
APN
3628703S
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Sep 16, 2026.

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

2/10 Fire Factor

0.00% chance of being in a wildfire in next 30 years

5/10 Heat Factor

7 days above 96° expected this year, 15 days in 30 years

6/10 Wind Factor

54% chance of strong winds in next 30 years

3/10 Air Factor

2 unhealthy days expected this year, 3 days in 30 years

Provided by First Street

Historical weather

Winchester, MA • 01890
Average low and high temperatures (°F)
34
20
36
21
51
32
60
40
69
51
80
61
84
66
80
60
75
56
63
46
53
36
39
24
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

Sun exposure

89/ 100

Very good sunlight

Sunscore

This home ranks in the top 28% for direct sun exposure in Winchester. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

8.2 hrs
5.1 hrs
JuneDecember
Provided by Shadowmap

Redfin Estimate for 258 Cross St

$899,008
$20K under list price of $919K
Nearby comparable homes
The Redfin Estimate uses 6 recent nearby sales, priced between $860K to $1.4M.

More resources

Rental earnings

Est. $4,287 per month, based on comparable rentals

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GreatSchools Ratings provided by GreatSchools.org.