OFF MARKET

Off Market Nov 2020 for $1.2M

$1,733,967

Est. refi paymentEst. refi $4,118/mo

•

3,250

sq ft

20 Coolidge Rd, Winchester, MA 01890

About this home

Welcome home to this stunning Westside contemporary. The design provides an abundance of natural light with privacy inside & out. This well-maintained 5 bedroom & 3 full bathroom property offers a flexible multi level floor plan with great options for home offices & a 1st floor guest bedroom. The oversized master bedroom comes with a large walk-in closet/workout room along with an en-suite double vanity bathroom. 1st floor boasts vaulted ceilings, eat in kitchen with stainless steel appliances and an open floorplan that is ideal for entertaining. Both the fireplaced family room & living room open to a spacious deck, overlooking a beautiful back yard & conversation land. Wait, there is more-the finished lower level walkout offers more space for family entertainment, a gym and office. 2 car garage with 4 car driveway, and large storage shed. Easy access to Winchester and Lexington town centers, Whipple Hill Nature Preserve, Wright-Locke Farm, & major routes and commuter rail Station.

Single-familyProperty Type

1985Year Built

0.46 acresLot Size

$534Est. Price/Sq.Ft.

2 garage spacesParking

Listed by Peter Rooney • William Raveis R.E. & Home Services

Bought with The Peggy Patenaude Team • William Raveis R.E. & Home Services

Redfin checked: 2 minutes ago

•Source:MLS PIN #72724543

Redfin Estimate

$1,733,967

$482K since sold in November 2020$0 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 7.1% higher than the average sale price ($1.62M) of 6 comparable homes.

SOLD AUG 21, 2026
$1,775,000
A
5 beds3 baths3,315 sq ft
8 Hawthorne Rd, Winchester, MA 01890
SOLD JUN 29, 2026
$1,700,000
B
5 beds3 baths3,271 sq ft
29 Pilgrim Dr, Winchester, MA 01890
SOLD JUL 9, 2026
$1,899,000
C
5 beds2.5 baths3,278 sq ft
105 Thornberry Rd, Winchester, MA 01890
SOLD OCT 31, 2025
$1,550,000
D
5 beds3 baths2,995 sq ft
205 Ridge St, Winchester, MA 01890
SOLD AUG 13, 2026
$1,655,000
E
4 beds3 baths2,707 sq ft
11 Carriage Ln, Winchester, MA 01890
SOLD AUG 31, 2026
$1,135,000
F
5 beds2 baths2,634 sq ft
12 Heritage Dr, Woburn, MA 01801

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Sell

$761,032

Est. take-home

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Est. cash available

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Rent

$5,613/mo

Redfin rental estimate

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Market trends in 01890, MA

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

100.0%

0.9% MoM

Median sale price

$1.7M

$39K MoM

Avg. days on market

21d

3 days MoM

Recently sold homes

7 MoM

New listings for sale

3D WALKTHROUGH
$974,900
4 beds2.5 baths1,719 sq ft
258 Cross St, Winchester, MA 01890
$769,000
2 beds2 baths1,170 sq ft
666 Main St #310, Winchester, MA 01890
VIDEO TOUR
$775,000
3 beds2 baths1,643 sq ft
189 Washington St #2, Winchester, MA 01890
$1,599,000
5 beds2 baths2,944 sq ft
143 Arlington St, Winchester, MA 01890
$4,299,000
5 beds5.5 baths6,526 sq ft
4 Dartmouth, Winchester, MA 01890
$1,300,000
4 beds2.5 baths2,666 sq ft
465 Washington St, Winchester, MA 01890
$1,300,000
4 beds2.5 baths2,666 sq ft
465 Washington St #465, Winchester, MA 01890
$1,299,000
4 beds1.5 baths3,307 sq ft
253 Pond St, Winchester, MA 01890
$2,995,000
5 beds5.5 baths6,500 sq ft
8 Priscilla Ln, Winchester, MA 01890
$3,149,000
7 beds7.5 baths8,540 sq ft
37 Mayflower Rd, Winchester, MA 01890
See all

Provided by Redfin

Sale history for 20 Coolidge Rd

Date

Event

Price

MLS PIN #72724543

Nov 10, 2020

Sold

$1,251,500

$385/sq ft

Sep 16, 2020

Contingent

—

Sep 10, 2020

Listed

$1,179,000

$363/sq ft

MLS PIN #71660730

Aug 15, 2014

Sold

$975,000

$300/sq ft

Jun 21, 2014

Price Changed

$1,024,998

$315/sq ft

Jun 21, 2014

Contingent

—

May 30, 2014

Price Changed

$1,069,900

$329/sq ft

May 6, 2014

Price Changed

$1,099,000

$338/sq ft

Apr 14, 2014

Listed

$1,149,900

$354/sq ft

+20

"Westside Location". A great find! Secluded contemporary home with views of conservation land. Bright and sunny, versatile floor plan with an exquisite newer kitchen, New Baths, newer roof and systems. Expanded first floor bath is ideal for guest bedroom which is located on the first floor. Kitchen/family room opens onto a large deck. Lower Level Recreation room is above ground with full windows and a home-theater/ equipment and screen that can be purchased separately. Ideal for indoor/outdoor entertaining. New Vinson Owen School is around the corner.

MLS PIN #30721742

Aug 26, 2003

Sold

$787,500

$242/sq ft

May 23, 2003

Listing Removed

—

May 14, 2003

Listed

$799,000

$246/sq ft

Year

Property tax

Land + Additions

Assessment*

2025

$16,970 (+14.2%)

$855,200 + $675,000

$1,530,200

2023

$14,860

$786,800 + $640,400

$1,427,200

2022

$14,866 (+9.1%)

$598,600 + $589,700

$1,188,300

2021

$13,627 (+3.6%)

$513,100 + $549,000

$1,062,100

2020

$13,159 (+5.7%)

$513,100 + $549,000

$1,062,100

2019

$12,448 (+6.5%)

$478,900 + $549,000

$1,027,900

2018

$11,687 (+0.1%)

$440,400 + $518,300

$958,700

2017

$11,670 (+6.9%)

$440,400 + $509,900

$950,300

2016

$10,917 (+14.2%)

$440,400 + $494,300

$934,700

2015

$9,561 (−0.8%)

$384,000 + $403,600

$787,600

2014

$9,634 (+3.8%)

$367,800 + $393,200

$761,000

2013

$9,281 (+1.8%)

$333,600 + $393,200

$726,800

2012

$9,121 (+3.7%)

$333,600 + $393,200

$726,800

2011

$8,794 (+4.8%)

$333,600 + $393,200

$726,800

2010

$8,388 (+2.1%)

$333,000 + $395,800

$728,800

2009

$8,214

$333,000 + $395,800

$728,800

Tax history for 20 Coolidge Rd

Year

Property tax

Land + Additions

Assessment*

2025

$16,970 (+14.2%)

$855,200 + $675,000

$1,530,200

2023

$14,860

$786,800 + $640,400

$1,427,200

2022

$14,866 (+9.1%)

$598,600 + $589,700

$1,188,300

2021

$13,627 (+3.6%)

$513,100 + $549,000

$1,062,100

2020

$13,159 (+5.7%)

$513,100 + $549,000

$1,062,100

2019

$12,448 (+6.5%)

$478,900 + $549,000

$1,027,900

2018

$11,687 (+0.1%)

$440,400 + $518,300

$958,700

2017

$11,670 (+6.9%)

$440,400 + $509,900

$950,300

2016

$10,917 (+14.2%)

$440,400 + $494,300

$934,700

2015

$9,561 (−0.8%)

$384,000 + $403,600

$787,600

2014

$9,634 (+3.8%)

$367,800 + $393,200

$761,000

2013

$9,281 (+1.8%)

$333,600 + $393,200

$726,800

2012

$9,121 (+3.7%)

$333,600 + $393,200

$726,800

2011

$8,794 (+4.8%)

$333,600 + $393,200

$726,800

2010

$8,388 (+2.1%)

$333,000 + $395,800

$728,800

2009

$8,214

$333,000 + $395,800

$728,800

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

Baths

3.5

Stories

Lot width

—

Lot depth

—

Lot size

0.46 Acres

Year renovated

—

Sq. Ft.

3,320

Year built

1985

Style

Single Family Residential

County

Middlesex County

APN

3190415S

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Sep 10, 2026.

Property details

Parking

Parking Information
Has Garage
Has Open Parking
# of Garage Spaces: 2
# of Covered Spaces: 2
Parking Spaces: 4
AttachedGarageYN: Yes
Parking Features: Attached, Garage Door Opener, Storage, Workshop in Garage, Paved Drive, Off Street

Interior

Master Bedroom Information
Area: 249.17
Length: 16.25
Width: 15.33
Level: Second
Features: Bathroom - Full,Skylight,Walk-In Closet(s),Closet/Cabinets - Custom Built,Flooring - Wall to Wall Carpet,Deck - Exterior,Dressing Room,Exterior Access,Slider

Bedroom #2 Information
Area: 126.5
Length: 11.5
Width: 11
Level: First
Features: Closet,Flooring - Wall to Wall Carpet

Bedroom #3 Information
Area: 147.69
Length: 12.75
Width: 11.58
Level: Second
Features: Closet,Flooring - Wall to Wall Carpet

Bedroom #4 Information
Area: 141.75
Length: 13.5
Width: 10.5
Level: Third
Features: Skylight,Vaulted Ceiling(s),Closet,Flooring - Wall to Wall Carpet

Bedroom #5 Information
Area: 141.75
Length: 13.5
Width: 10.5
Level: Third
Features: Skylight,Vaulted Ceiling(s),Closet,Flooring - Wall to Wall Carpet

Bathroom Information
# of Bathrooms (Full): 3
Master Bathroom Features: Yes

Bathroom #1 Information
Area: 45
Length: 7.5
Width: 6
Level: First
Features: Bathroom - Full,Bathroom - Double Vanity/Sink,Bathroom - Tiled With Shower Stall,Cathedral Ceiling(s),Flooring - Stone/Ceramic Tile,Countertops - Upgraded,Cabinets - Upgraded

Bathroom #2 Information
Area: 105.33
Length: 16
Width: 6.58
Level: Second
Features: Bathroom - Full,Bathroom - Tiled With Tub & Shower,Flooring - Stone/Ceramic Tile,Countertops - Stone/Granite/Solid,Countertops - Upgraded,Cabinets - Upgraded,Double Vanity

Bathroom #3 Information
Area: 58.67
Length: 10.67
Width: 5.5
Level: Third
Features: Bathroom - Full,Bathroom - Tiled With Shower Stall,Flooring - Stone/Ceramic Tile

Living Room Information
Area: 240.62
Length: 17.5
Width: 13.75
Level: First
Features: Flooring - Hardwood,Exterior Access,Open Floorplan,Slider

Family Room Information
Area: 236.89
Length: 17.33
Width: 13.67
Level: First
Features: Ceiling Fan(s),Vaulted Ceiling(s),Flooring - Hardwood,Open Floorplan,Slider

Dining Room Information
Area: 185.92
Length: 16.17
Width: 11.5
Level: First
Features: Ceiling Fan(s),Flooring - Hardwood,Open Floorplan

Kitchen Information
Area: 268
Length: 22.33
Width: 12
Level: Main,First
Features: Flooring - Hardwood,Dining Area,Countertops - Upgraded,Breakfast Bar / Nook,Cabinets - Upgraded,Open Floorplan,Stainless Steel Appliances,Gas Stove

Basement Information
Basement: Full, Finished, Partially Finished, Walk-Out Access, Radon Remediation System, Concrete

Laundry Information
Laundry Dimen: 34'6X10
Laundry Features: Electric Dryer Hookup, Washer Hookup, In Basement

Fireplace Information
Has Fireplace
# of Fireplaces (Total): 1
Fireplace Features: Family Room

Interior Features
# of Rooms (Total): 9
Door Features: Insulated Doors
Window Features: Insulated Windows, Storm Window(s), Screens
Flooring: Wood, Tile, Carpet, Flooring - Wall to Wall Carpet, Concrete
Interior Features: High Speed Internet Hookup, Open Floorplan, Slider, Storage, Walk-In Closet(s), Bonus Room, Exercise Room, Wired for Sound

Exterior

Building Information
Building Area (Total): 3,250
Foundation Details: Concrete Perimeter
Construction Materials: Frame
Year Built Source: Public Records
Year Built Details: Approximate
Color: Gray
Lead Paint: None

Exterior Features
Roof: Shingle
Patio And Porch Features: Deck, Deck - Wood
Exterior Features: Deck, Deck - Wood, Rain Gutters, Storage, Professional Landscaping, Screens, Stone Wall

Property Information
PropertySubType: Single Family Residence
Property Condition: Updated/Remodeled
Levels: Multi/Split
Green Energy Efficient : Thermostat
Security Features: Security System

Lot Information
Lot Size (Acres): 0.46
Lot Features: Wooded, Easements, Gentle Sloping
Road Frontage Type: Public

Financial

Tax Information
Tax Annual Amount: $13,159
Tax Year: 2020

Utilities

Utility Information
Utilities: for Electric Range, for Electric Oven, for Electric Dryer, Washer Hookup
Sewer: Public Sewer
Water Source: Public
Electric: 200+ Amp Service

Heating & Cooling
Has Heating
Has Cooling
Heating: Forced Air, Oil
Cooling: Central Air

Location

Location Information
Directions: Johnson Road to Ridge Street to Coolidge Road
UnparsedAddress: 20 Coolidge Road, Winchester MA 01890

Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Shopping, Pool, Tennis Court(s), Park, Walk/Jog Trails, Golf, Medical Facility, Bike Path, Conservation Area, Highway Access, House of Worship, Public School, T-Station

Public facts

Beds: 5
Baths: 3.5
Sq. Ft.: 3,320
Stories: 2.0
Lot Size: 0.46 acres
Style: Single Family Residential
Year Built: 1985
Year Renovated: —
County: Middlesex County
APN: 3190415S

Home facts updated by county records on Sep 10, 2026

Other

Miscellaneous Information
Heat Zones: 3

Listing Information
Exclusions: See Attached Form In Mls
StandardStatus: Closed

Around this home

Schools

Vinson-Owen Elementary School

Public PreK-5 • Assigned • 0.3mi

9/10

McCall Middle School

Public 6-8 • Assigned • 1.8mi

9/10

Winchester High School

Public 9-12 • Assigned • 2.0mi

10/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

9/10 Flood Factor

Estimated 75-83% chance 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

50% 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

In this area, properties receive around 9 hours in June and 4.4 hours in December, placing it below the U.S. average for solar exposure.

9 hrs

4.4 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$1.65M – $2.00M

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New listings for sale in 01890

3D WALKTHROUGH

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258 Cross St, Winchester, MA 01890

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VIDEO TOUR

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$1,599,000

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143 Arlington St, Winchester, MA 01890

$4,299,000

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4 Dartmouth, Winchester, MA 01890

$1,300,000

4 beds2.5 baths2,666 sq ft

465 Washington St, Winchester, MA 01890

$1,300,000

4 beds2.5 baths2,666 sq ft

465 Washington St #465, Winchester, MA 01890

$1,299,000

4 beds1.5 baths3,307 sq ft

253 Pond St, Winchester, MA 01890

$2,995,000

5 beds5.5 baths6,500 sq ft

8 Priscilla Ln, Winchester, MA 01890

Home values near 20 Coolidge Rd

Data from public records.

Address	Redfin Estimate
29 Coolidge Road, Winchester, MA 4 Beds \| 2.5 Baths \| 3400 Sq. Ft.	$1,959,873
15 Coolidge Road, Winchester, MA 4 Beds \| 2.5 Baths \| 3130 Sq. Ft.	$1,691,829

Address	Redfin Estimate
25 Coolidge Road, Winchester, MA 4 Beds \| 2.5 Baths \| 2614 Sq. Ft.	$1,803,411
11 Coolidge Road, Winchester, MA 4 Beds \| 2.5 Baths \| 3324 Sq. Ft.	$1,665,043

Address	Redfin Estimate
19 Coolidge Road, Winchester, MA 4 Beds \| 2.5 Baths \| - Sq. Ft.	$1,637,379
9 Coolidge Road, Winchester, MA 4 Beds \| 2.5 Baths \| 3694 Sq. Ft.	$1,944,954

Property information provided by MLS PIN when last listed in 2020. This data may not match . Learn more.

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