Pending

$1,499,000

Est. $9,860/mo —

•

2,480

sq ft

241 Ridge St, Winchester, MA 01890

About this home

New roof and fresh exterior paint just completed! This move-in-ready 4-bedroom, 2 full bath, 2 half bath home has been thoughtfully updated and meticulously maintained, offering the perfect blend of timeless charm, modern updates, and exceptional outdoor living in one of Winchester's most sought-after neighborhoods. Recent improvements include a brand-new roof, freshly painted exterior, all-new deck railings, a freshly painted finished lower level with brand-new carpeting, and the seller will replace the second-floor HVAC system, providing valuable peace of mind for the next owner. Inside, you'll find sun-filled living spaces, an updated kitchen, generously sized bedrooms, and a versatile finished lower level ideal for a family room, home office, gym, or playroom. The true showstopper is the spectacular backyard retreat. Designed for entertaining and everyday enjoyment, the private outdoor oasis features a heated saltwater pool with a beautiful waterfall, an expansive patio, mature landscaping, and an outdoor entertaining area rough-plumbed for a future outdoor kitchenmaking it easy to create the backyard you've always envisioned. Ideally located just minutes from Winchester Center, top-rated schools, shopping, dining, parks, and commuter routes, this is a rare opportunity to own a turnkey home with outstanding updates, exceptional outdoor amenities, and an unbeatable Winchester location.

Single-familyProperty Type

2001Year Built

0.5 acresLot Size

$604Price/Sq.Ft.

6 spacesParking

Listed by Team Lillian Montalto • Lillian Montalto Signature Properties

Listed by Nicole Antonopoulos • Lillian Montalto Signature Properties

Listing updated: Sep 4, 2026 at 10:33am

Redfin checked: 2 minutes ago

•Source:MLS PIN #73554036

Payment calculator

$9,860 per month

Principal and interest$8,283

Property taxes

$1,352

HOA dues

Home insurance

$225

Utilities

Add

5 minutes to get started. No credit impact.

Affordability tools

Open houses

No upcoming open houses.

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Around this home

Schools

K - 12
Preschool & daycare

Vinson-Owen Elementary School

Public PreK-5 • Assigned • 0.3mi

9/10

McCall Middle School

Public 6-8 • Assigned • 2.1mi

9/10

Winchester High School

Public 9-12 • Assigned • 2.1mi

10/10

Provided by GreatSchools

About West

Side

West Side, located between the Aberjona River and the Middlesex Fells Reservation, is a residential and commuter-friendly Winchester neighborhood with leafy side streets and trail-forward green space. The neighborhood’s character concentrates around the Winchester Center area at Main Street and Church Street, where independent cafes, small shops, and the commuter rhythm of the station set the pace. Community pillars include the Winchester Community Music School, the Winchester Unitarian Society’s historic campus, and the Jenks Center. Housing reads as classic New England—Colonial Revivals, Victorians, and well-kept mid-century homes—on walkable blocks with stone walls and mature trees. The Fells’ trailheads and reservoirs shape daily routines, while the river corridor adds a quieter, tucked-away geography. A short ride to the station keeps Boston-bound schedules in view without turning the streetscape into a thoroughfare.

Provided by Walk Score and Local Logic

Market insights

241 Ridge St · $1,499,000

DAYS ON MARKET

The average home goes pending in 22 days.

SALE-TO-LIST

Most homes are selling 1% above list price.

LIST PRICE

Median sale price in this area is $919,982. (39% lower than this home)

PRICE DROP

18% of homes in this area have had a price drop in the past month.

Property details

Interior
Exterior
Finance

Kitchen

Bathroom

Bedroom

Living

Dining

Interior features
Open floorplan
Insulated windows
Recessed lighting
9 total rooms
Finished full basement

Bedrooms
Primary bedroom on second floor with cathedral ceilings, ceiling fan, walk-in closet, and wall-to-wall carpet
Three additional second-floor bedrooms with closets (some with recessed lighting; one with wall-to-wall carpet)

Bathrooms
Two full bathrooms (including a remodeled one with tub & shower and stone/granite countertops)
Two half bathrooms
Primary bathroom present
Full bathroom on second floor with tiled shower stall and double vanity
Half bathroom on first floor

Kitchen
Hardwood floors
Stone/granite countertops
Stainless steel appliances
Range
Microwave
Dishwasher
Disposal
Refrigerator
Wine chiller
Pendant lighting
Slider access

Laundry & utility
Washer and dryer included
Laundry located on second floor
Water heater

Flooring
Hardwood flooring throughout main living areas
Wall-to-wall carpet in some bedrooms
Stone/ceramic tile in bathrooms

Heating & cooling
Forced air heating (oil)
Central air conditioning
Heating available

Sale and tax history for 241 Ridge St

Sale History
Tax History

Date

Event

Price

MLS PIN #73554036

Sep 4, 2026

Pending

—

Aug 26, 2026

Contingent

—

Aug 20, 2026

Price Changed

$1,499,000

$604/sq ft

Jul 23, 2026

Listed

$1,599,000

$645/sq ft

MLS PIN #30423401

Sep 25, 2000

Sold

$337,500

$136/sq ft

Aug 18, 2000

Listing Removed

—

Jun 23, 2000

Listed

$349,000

$141/sq ft

Public Records

Apr 29, 1991

Sold

$177,500

$72/sq ft

Year

Property tax

Land + Additions

Assessment*

2026

$16,494 (+1.7%)

$801,100 + $687,500

$1,488,600

2025

$16,225 (+4.1%)

$801,100 + $661,900

$1,463,000

2024

$15,584 (+5.4%)

$761,100 + $614,400

$1,375,500

2023

$14,784 (+0.9%)

$761,100 + $614,400

$1,375,500

2022

$14,650 (+4.7%)

$601,000 + $570,100

$1,171,100

2021

$13,999 (+5.4%)

$521,000 + $570,100

$1,091,100

2020

$13,276 (+7.3%)

$511,000 + $560,500

$1,071,500

2019

$12,370 (+3.0%)

$461,000 + $560,500

$1,021,500

2018

$12,006 (+0.6%)

$439,000 + $545,900

$984,900

2017

$11,936 (+7.7%)

$439,000 + $533,000

$972,000

2016

$11,084 (+1.3%)

$431,000 + $518,000

$949,000

2015

$10,938 (−2.7%)

$401,000 + $500,000

$901,000

2014

$11,247 (+7.3%)

$391,000 + $497,400

$888,400

2013

$10,485 (+1.7%)

$336,000 + $485,100

$821,100

2012

$10,305 (+3.7%)

$336,000 + $485,100

$821,100

2011

$9,935 (+3.1%)

$336,000 + $485,100

$821,100

2010

$9,637 (+2.1%)

$343,000 + $494,300

$837,300

2009

$9,436

$343,000 + $494,300

$837,300

Public record

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

0.5 Acres

Year renovated

—

Finished Sq. Ft.

2,480

Unfinished Sq. Ft.

—

Total Sq. Ft.

2,480

Year built

2001

Style

Single Family Residential

County

Middlesex County

APN

2961831S

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

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

4/10 Heat Factor

7 days above 98° expected this year, 14 days in 30 years

6/10 Wind Factor

46% 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)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

92/ 100

Exceptional sunlight

Sunscore

This home ranks in the top 10% for direct sun exposure in Winchester. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

9.7 hrs

5.4 hrs

JuneDecember

Provided by Shadowmap

Redfin Estimate for 241 Ridge St

$1,453,062

$46K under list price of $1.50M

Nearby comparable homes

The Redfin Estimate uses 6 recent nearby sales, priced between $750K to $1.9M.

SOLD AUG 13, 2026
$1,655,000 Last sold price
4 beds3 baths2,707 sq ft
11 Carriage Ln, Winchester, MA 01890
$7/sq ft
smaller lot
44 years older
SOLD SEP 15, 2026
$1,857,000 Last sold price
3 beds3.5 baths2,513 sq ft
2 Olde Lyme Rd, Winchester, MA 01890
$135/sq ft
smaller lot
41 years older
SOLD AUG 6, 2026
$1,699,000 Last sold price
4 beds2.5 baths2,818 sq ft
12 Cox Rd, Winchester, MA 01890
$1/sq ft
smaller lot
46 years older
SOLD AUG 21, 2026
$750,000 Last sold price
5 beds3 baths2,116 sq ft
343 Lexington St, Woburn, MA 01801
$250/sq ft
smaller lot
44 years older
SOLD OCT 14, 2025
$1,165,000 Last sold price
3 beds2.5 baths2,458 sq ft
59 Johnson Rd, Winchester, MA 01890
$130/sq ft
smaller lot
43 years older
SOLD AUG 21, 2026
$1,775,000 Last sold price
5 beds3 baths3,315 sq ft
8 Hawthorne Rd, Winchester, MA 01890
$69/sq ft
smaller lot
42 years older

Rental earnings

Est. $5,147 per month, based on comparable rentals

This home is pending

The seller has accepted an offer, and this property is now .

Have questions?

Joseph Pollack

Winchester Redfin Agent

Joseph Pollack typically replies in about 3 minutes

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Details provided by MLS PIN and may not match the public record. Learn more.

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