OFF MARKET

Off Market Jun 2021 for $2M

$2,596,958

Est. refi paymentEst. refi $2,654/mo

•

5,400

sq ft

21 Ridgefield Rd, Winchester, MA 01890

About this home

Location is everything! This stunning Revival home abutting Town forest land and near downtown offers unparalleled privacy & spectacular views! This spacious home stuns with impeccable old world craftsmanship mixed with sophisticated updates. You’ll be wowed by the high ceilings, architectural mastery & stylish design. Grand foyer leads into an expansive living room with fireplace and gorgeous hardwood floors, flowing into a dining room with custom built-ins. Don’t miss the cozy family room with dazzling views & additional fireplace! Modern kitchen with granite countertops, stainless steel appliances and two dishwashers. Fully screened-in porch with skylights is an entertainer’s dream. Huge master suite complete with en-suite bath, sitting area, fireplace & full bonus room! Another two bedrooms & full bath complete the 2nd floor. Upper level features two more bedrooms, full bath & office. Manicured yard with stone patio and 2 car garage. Simply an exceptional home in a prime location!

Single-familyProperty Type

1908Year Built

0.28 acresLot Size

$481Est. Price/Sq.Ft.

2 garage spacesParking

Listed by Andersen Group Realty • Keller Williams Realty Boston Northwest

Bought with Melissa Perrone • Better Homes and Gardens Real Estate - The Shanahan Group

Redfin checked: 3 minutes ago

•Source:MLS PIN #72808764

Redfin Estimate

$2,596,958

$537K since sold in June 2021$9,000 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 9.3% higher than the average sale price ($2.38M) of 6 comparable homes.

SOLD AUG 28, 2026
$2,300,000
A
5 beds3.5 baths5,230 sq ft
78 Bacon St, Winchester, MA 01890
SOLD MAR 26, 2026
$1,850,000
B
5 beds3.5 baths3,294 sq ft
20 Grove Pl, Winchester, MA 01890
SOLD MAY 5, 2026
$2,200,000
C
7 beds3.5 baths3,926 sq ft
10 Edgehill Rd, Winchester, MA 01890
SOLD JUL 10, 2026
$2,700,000
D
7 beds3.5 baths3,676 sq ft
15 Yale St, Winchester, MA 01890
SOLD JUN 30, 2026
$2,400,000
E
5 beds3.5 baths4,822 sq ft
216 Highland Ave, Winchester, MA 01890
SOLD JUL 7, 2026
$2,800,000
F
6 beds3.5 baths4,573 sq ft
7 Cliff St, Winchester, MA 01890

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Sell

$988,253

Est. take-home

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Est. cash available

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Rent

$6,203/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 21 Ridgefield Rd

Date

Event

Price

MLS PIN #72808764

Jun 11, 2021

Sold

$2,060,000

$381/sq ft

May 4, 2021

Contingent

—

Apr 30, 2021

Price Changed

$2,099,000

$389/sq ft

Apr 20, 2021

Relisted

—

Apr 14, 2021

Contingent

—

Apr 5, 2021

Listed

$2,199,000

$407/sq ft

MLS PIN #72141696

May 19, 2017

Sold

$1,800,000

$333/sq ft

Apr 14, 2017

Pending

—

Apr 6, 2017

Listed

$1,849,000

$342/sq ft

+25

This bright and sunny Revival abutting the Town Forest is just a short walk to the town center, train and schools! This stunning home displays the best of old world craftsmanship and glamour with modern amenities and good taste. Impeccably composed with large-scale rooms, original detailing and trim, hardwood floors and beautiful high ceilings. The master suite is like no other, featuring a generous reading room with a fireplace, large sleeping area and an attached 16’x24’ sun-filled private family room or study. There is a huge living room allowing for multiple sitting areas, elegant dining room with original built-ins, and a chef’s eat-in kitchen with marble counters, stainless appliances and double dishwashers. Migrate from the kitchen to the ‘room’ that is bound to become your favorite: a treasured attached screened-in porch that will comfortably seat 20 for dinner while overlooking the Town Forest, manicured yard and stone patio. This is a rare offering for an extraordinary home.

Public Records

Sep 10, 1991

Sold

$410,000

$76/sq ft

Year

Property tax

Land + Additions

Assessment*

2025

$25,297 (+12.1%)

$963,200 + $1,317,900

$2,281,100

2023

$22,576 (+7.5%)

$894,400 + $1,262,100

$2,156,500

2022

$21,007 (+1.1%)

$722,400 + $956,800

$1,679,200

2021

$20,772 (+3.6%)

$662,200 + $956,800

$1,619,000

2020

$20,059 (+8.0%)

$662,200 + $956,800

$1,619,000

2019

$18,565 (+4.7%)

$576,200 + $956,800

$1,533,000

2018

$17,732 (+1.6%)

$548,700 + $905,900

$1,454,600

2017

$17,451 (+7.3%)

$548,700 + $872,400

$1,421,100

2016

$16,262 (+1.2%)

$548,700 + $843,600

$1,392,300

2015

$16,062 (+2.2%)

$498,800 + $824,300

$1,323,100

2014

$15,710 (−0.9%)

$417,100 + $823,800

$1,240,900

2013

$15,846 (+1.8%)

$417,100 + $823,800

$1,240,900

2012

$15,573 (+3.7%)

$417,100 + $823,800

$1,240,900

2011

$15,015 (+5.8%)

$417,100 + $823,800

$1,240,900

2010

$14,190 (+2.1%)

$424,800 + $808,000

$1,232,800

2009

$13,894

$424,800 + $808,000

$1,232,800

Tax history for 21 Ridgefield Rd

Year

Property tax

Land + Additions

Assessment*

2025

$25,297 (+12.1%)

$963,200 + $1,317,900

$2,281,100

2023

$22,576 (+7.5%)

$894,400 + $1,262,100

$2,156,500

2022

$21,007 (+1.1%)

$722,400 + $956,800

$1,679,200

2021

$20,772 (+3.6%)

$662,200 + $956,800

$1,619,000

2020

$20,059 (+8.0%)

$662,200 + $956,800

$1,619,000

2019

$18,565 (+4.7%)

$576,200 + $956,800

$1,533,000

2018

$17,732 (+1.6%)

$548,700 + $905,900

$1,454,600

2017

$17,451 (+7.3%)

$548,700 + $872,400

$1,421,100

2016

$16,262 (+1.2%)

$548,700 + $843,600

$1,392,300

2015

$16,062 (+2.2%)

$498,800 + $824,300

$1,323,100

2014

$15,710 (−0.9%)

$417,100 + $823,800

$1,240,900

2013

$15,846 (+1.8%)

$417,100 + $823,800

$1,240,900

2012

$15,573 (+3.7%)

$417,100 + $823,800

$1,240,900

2011

$15,015 (+5.8%)

$417,100 + $823,800

$1,240,900

2010

$14,190 (+2.1%)

$424,800 + $808,000

$1,232,800

2009

$13,894

$424,800 + $808,000

$1,232,800

*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

4.5

Stories

Lot width

—

Lot depth

—

Lot size

0.28 Acres

Year renovated

—

Sq. Ft.

5,791

Year built

1908

Style

Single Family Residential

County

Middlesex County

APN

1720507S

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Sep 11, 2026.

Property details

Parking

Parking Information
Has Garage
Has Open Parking
# of Garage Spaces: 2
# of Covered Spaces: 2
Parking Spaces: 6
AttachedGarageYN: Yes
Parking Features: Attached, Paved Drive, Off Street, Paved

Interior

Master Bedroom Information
Level: Second
Features: Bathroom - Full,Closet,Flooring - Hardwood,Lighting - Pendant,Crown Molding

Bedroom #2 Information
Level: Second
Features: Closet,Flooring - Wall to Wall Carpet,Lighting - Overhead,Crown Molding

Bedroom #3 Information
Level: Second
Features: Closet,Flooring - Hardwood,Lighting - Overhead,Crown Molding

Bedroom #4 Information
Level: Third
Features: Closet,Flooring - Hardwood,Lighting - Overhead

Bedroom #5 Information
Level: Third
Features: Closet,Flooring - Wall to Wall Carpet,Lighting - Overhead

Bathroom Information
# of Bathrooms (Full): 3
# of Bathrooms (Half): 1
Master Bathroom Features: Yes

Bathroom #1 Information
Level: Second
Features: Bathroom - Full,Bathroom - Double Vanity/Sink,Bathroom - Tiled With Shower Stall,Flooring - Stone/Ceramic Tile,Recessed Lighting

Bathroom #2 Information
Level: Second
Features: Bathroom - Full,Bathroom - Double Vanity/Sink,Bathroom - Tiled With Tub & Shower,Closet - Linen,Flooring - Stone/Ceramic Tile,Recessed Lighting,Lighting - Sconce

Bathroom #3 Information
Level: Third
Features: Bathroom - Full,Bathroom - Tiled With Tub & Shower,Flooring - Stone/Ceramic Tile,Lighting - Sconce,Pedestal Sink

Living Room Information
Level: Main,First
Features: Beamed Ceilings,Flooring - Hardwood,Window(s) - Bay/Bow/Box,Lighting - Sconce,Lighting - Pendant

Family Room Information
Level: Main,First
Features: Closet/Cabinets - Custom Built,Flooring - Wall to Wall Carpet,Recessed Lighting

Dining Room Information
Level: First
Features: Beamed Ceilings,Closet/Cabinets - Custom Built,Flooring - Hardwood,Lighting - Sconce,Lighting - Pendant

Kitchen Information
Level: First
Features: Flooring - Hardwood,Dining Area,Countertops - Stone/Granite/Solid,Kitchen Island,Deck - Exterior,Recessed Lighting,Remodeled,Second Dishwasher,Stainless Steel Appliances,Lighting - Pendant

Office Room Information
Level: Third
Features: Flooring - Hardwood,Lighting - Overhead

Basement Information
Basement: Full

Laundry Information
Laundry Features: In Basement, Washer Hookup

Fireplace Information
Has Fireplace
# of Fireplaces (Total): 4
Fireplace Features: Family Room, Living Room, Master Bedroom

Interior Features
# of Rooms (Total): 13
Window Features: Window(s) - Bay/Bow/Box
Flooring: Wood, Flooring - Hardwood, Flooring - Wall to Wall Carpet, Flooring - Stone/Ceramic Tile
Interior Features: Beamed Ceilings, Closet, Lighting - Pendant, Lighting - Overhead, Closet/Cabinets - Custom Built, Cable Hookup, Recessed Lighting, Bathroom - Half, Entrance Foyer, Mud Room, Home Office, Bathroom

Exterior

Building Information
Building Area (Total): 5,400
Foundation Details: Stone
Construction Materials: Frame
Year Built Source: Public Records
Year Built Details: Actual

Exterior Features
Fencing: Fenced
Patio And Porch Features: Screened, Patio
Exterior Features: Porch - Screened, Patio, Professional Landscaping, Sprinkler System, Fenced Yard, Stone Wall

Property Information
PropertySubType: Single Family Residence

Lot Information
Lot Size (Acres): 0.28
Lot Features: Wooded
Road Surface Type: Paved
Road Frontage Type: Public
Road Responsibility: Public Maintained Road

Financial

Tax Information
Tax Annual Amount: $20,772
Tax Year: 2021

Utilities

Utility Information
Utilities: for Gas Range, Washer Hookup
Sewer: Public Sewer
Water Source: Public
Electric: 220 Volts, Circuit Breakers

Heating & Cooling
Has Heating
Has Cooling
Heating: Hot Water, Natural Gas, Fireplace
Cooling: Central Air, Ductless

Location

Location Information
Directions: Main Street to Ridgefield
UnparsedAddress: 21 Ridgefield Rd, Winchester MA 01890

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

Public facts

Beds: 6
Baths: 4.5
Sq. Ft.: 5,791
Stories: 3.0
Lot Size: 0.28 acres
Style: Single Family Residential
Year Built: 1908
Year Renovated: —
County: Middlesex County
APN: 1720507S

Home facts updated by county records on Sep 11, 2026

Other

Miscellaneous Information
Heat Zones: 2

Listing Information
Exclusions: Washer/Dryer And Certain Light Fixtures (Ask Listing Agent For Specifics)
StandardStatus: Closed

Around this home

Schools

Ambrose Elementary School

Public K-5 • Assigned • 1.1mi

10/10

McCall Middle School

Public 6-8 • Assigned • 0.7mi

9/10

Winchester High School

Public 9-12 • Assigned • 1.1mi

10/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

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

3/10 Fire Factor

0.15% chance of being in a wildfire in next 30 years

5/10 Heat Factor

7 days above 97° expected this year, 15 days in 30 years

6/10 Wind Factor

52% chance of strong winds in next 30 years

3/10 Air Factor

3 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 9.2 hours in June and 4.4 hours in December, placing it below the U.S. average for solar exposure.

9.2 hrs

4.4 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$2.47M – $2.99M

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New listings for sale in 01890

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258 Cross St, Winchester, MA 01890

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VIDEO TOUR

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5 beds5.5 baths6,526 sq ft

4 Dartmouth, Winchester, MA 01890

$1,300,000

4 beds2.5 baths2,666 sq ft

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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

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Home values near 21 Ridgefield Rd

Data from public records.

Address	Redfin Estimate
4 Ridgefield Rd, Winchester, MA 6 Beds \| 3.5 Baths \| 3073 Sq. Ft.	$2,203,272
20 Ridgefield Rd, Winchester, MA 6 Beds \| 3.5 Baths \| 5200 Sq. Ft.	$2,564,211

Address	Redfin Estimate
6 Ridgefield Rd, Winchester, MA 5 Beds \| 3 Baths \| 3485 Sq. Ft.	$2,079,751
27 Ridgefield Rd, Winchester, MA 6 Beds \| 3.5 Baths \| 4458 Sq. Ft.	$2,384,927

Address	Redfin Estimate
8 Ridgefield Rd, Winchester, MA 6 Beds \| 2.5 Baths \| 4658 Sq. Ft.	$2,157,673
25 Ridgefield Rd, Winchester, MA 6 Beds \| 4.5 Baths \| - Sq. Ft.	$2,535,306

Property information provided by MLS PIN when last listed in 2021. This data may not match . Learn more.

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