OFF MARKET

Off Market Jan 2016 for $1.1M

$1,870,990

Est. refi paymentEst. refi $8,203/mo

•

4,800

sq ft

44 Winding Oaks Way, Boxford, MA 01921

About this home

A 2004 built spacious Colonial-style home in the desirable Winding Oaks area, off Townsend Farms, close to major commuting routes and Masco. This quality home is accessed by beautifully landscaped frontage down a private drive, tucked in on 2+ acres, backing up to conservation land.. Great Room on the second floor is truly a GreatRoom with ample room for TV viewing, Ping Pong and built-in computer stations. Eat-in Kitchen with granite island counter opens to the Family Room with raised hearth Fireplace-gorgeous views of the back yard. Living Room with fireplace is framed by fluted columns leading into formal Dining Room both with distinguished wainscoting and ceiling moldings. French doors into the Office with custom built-ins. Gracious curved staircase up to the the second floor with Master Bedroom and luxurious Bath-Exercise Rm/Nursery. Four additional bedrooms on the second with two full baths. This comfortable floor plan is definitely a crowd pleaser!

Single-familyProperty Type

2004Year Built

2.52 acresLot Size

$390Est. Price/Sq.Ft.

3 garage spacesParking

Listed by Gwen Washburn • Coldwell Banker Residential Brokerage - Topsfield

Bought with Gwen Washburn • Coldwell Banker Residential Brokerage - Topsfield

Redfin checked: 2 minutes ago

•Source:MLS PIN #71869140

Redfin Estimate

$1,870,990

$746K since sold in January 2016$35K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 21.4% higher than the average sale price ($1.54M) of 6 comparable homes.

SOLD AUG 27, 2026
$1,350,000
A
5 beds3.5 baths3,423 sq ft
8 Ashland Rd, Boxford, MA 01921
SOLD SEP 1, 2026
$1,608,000
B
4 beds3.5 baths4,750 sq ft
58 Pheasant Brook Rd, North Andover, MA 01845
SOLD MAY 15, 2026
$2,100,000
C
4 beds3.5 baths5,289 sq ft
85 Townsend Farm Rd, Boxford, MA 01921
SOLD AUG 28, 2026
$1,300,000
D
4 beds3.5 baths3,907 sq ft
247 Webster Woods Ln, North Andover, MA 01845
SOLD SEP 8, 2026
$1,510,000
E
4 beds4 baths4,186 sq ft
10 Bayns Hill Rd, Boxford, MA 01921
SOLD MAY 15, 2026
$1,376,000
F
4 beds2.5 baths4,346 sq ft
11 Perley Ln, Boxford, MA 01921

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Earn from this home

Sell

$1,087,264

Est. take-home

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Est. cash available

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Rent

$4,311/mo

Redfin rental estimate

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Market trends in 01921, MA

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

102.9%

0.8% MoM

Median sale price

$1.1M

$7K MoM

Avg. days on market

23d

2 days MoM

Recently sold homes

0 MoM

New listings for sale

NEW 1 HR AGO
$2,500,000
4 beds3.5 baths4,070 sq ft
42 Great Pond Dr, Boxford, MA 01921
NEW 27 HRS AGO
$1,650,000
4 beds4 baths4,889 sq ft
17 Rock Brook Way, Boxford, MA 01921
OPEN SAT, 12PM TO 1:30PM
$929,000
4 beds2.5 baths2,358 sq ft
54 Rowley Rd, Boxford, MA 01921
$1,785,000
4 beds3.5 baths5,007 sq ft
19 Appleton Ln, Boxford, MA 01921
$1,249,000
4 beds3 baths2,868 sq ft
175 Herrick Rd, Boxford, MA 01921
$1,425,000
4 beds2.5 baths4,011 sq ft
32 Ashland Rd, Boxford, MA 01921
See all

Provided by Redfin

Sale history for 44 Winding Oaks Way

Date

Event

Price

MLS PIN #71869140

Jan 15, 2016

Sold

$1,125,000

$234/sq ft

Nov 5, 2015

Pending

—

Jul 7, 2015

Listed

$1,200,000

$250/sq ft

MLS PIN #30667135

Mar 1, 2004

Sold

$1,230,000

$256/sq ft

Dec 29, 2003

Listing Removed

—

Nov 11, 2002

Listed

$1,335,000

$278/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$18,252 (+2.8%)

$451,100 + $867,700

$1,318,800

2022

$17,763 (+5.2%)

$377,000 + $790,100

$1,167,100

2021

$16,881 (−2.3%)

$343,300 + $711,100

$1,054,400

2020

$17,271 (+2.6%)

$356,800 + $711,300

$1,068,100

2018

$16,827 (+2.3%)

$339,800 + $698,900

$1,038,700

2017

$16,445 (+1.3%)

$323,800 + $684,500

$1,008,300

2016

$16,238 (+4.8%)

$323,800 + $662,700

$986,500

2015

$15,488 (+4.9%)

$323,800 + $644,800

$968,600

2014

$14,758 (−0.7%)

$323,800 + $630,200

$954,000

2013

$14,859 (+4.5%)

$323,800 + $674,800

$998,600

2012

$14,214 (+1.0%)

$344,200 + $664,600

$1,008,800

2011

$14,069 (−1.6%)

$354,400 + $671,800

$1,026,200

2010

$14,302 (+5.0%)

$380,700 + $775,500

$1,156,200

2009

$13,618

$423,100 + $734,900

$1,158,000

Tax history for 44 Winding Oaks Way

Year

Property tax

Land + Additions

Assessment*

2023

$18,252 (+2.8%)

$451,100 + $867,700

$1,318,800

2022

$17,763 (+5.2%)

$377,000 + $790,100

$1,167,100

2021

$16,881 (−2.3%)

$343,300 + $711,100

$1,054,400

2020

$17,271 (+2.6%)

$356,800 + $711,300

$1,068,100

2018

$16,827 (+2.3%)

$339,800 + $698,900

$1,038,700

2017

$16,445 (+1.3%)

$323,800 + $684,500

$1,008,300

2016

$16,238 (+4.8%)

$323,800 + $662,700

$986,500

2015

$15,488 (+4.9%)

$323,800 + $644,800

$968,600

2014

$14,758 (−0.7%)

$323,800 + $630,200

$954,000

2013

$14,859 (+4.5%)

$323,800 + $674,800

$998,600

2012

$14,214 (+1.0%)

$344,200 + $664,600

$1,008,800

2011

$14,069 (−1.6%)

$354,400 + $671,800

$1,026,200

2010

$14,302 (+5.0%)

$380,700 + $775,500

$1,156,200

2009

$13,618

$423,100 + $734,900

$1,158,000

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

Public record

Public record
Zoning

Beds

Baths

3.5

Stories

Lot width

—

Lot depth

—

Lot size

2.52 Acres

Year renovated

—

Sq. Ft.

4,353

Year built

2003

Style

Single Family Residential

County

Essex County

APN

4112576

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 19, 2023.

R-A

Residence-Agricultural District

A Residence-Agricultural District is intended as a district of single-family homes and for continuance of agricultural and accessory buildings customarily incidental for residential and agricultural uses upon one lot.

Permitted uses

Include but are not limited to:

Agriculture
Equestrian facility
Greenhouse / nursery
Livestock production
Religious facility
Housing-Single unit
Housing-Student
Educational/school
Library
Golf related

Property details

Parking

Parking Information
Has Garage
Has Open Parking
# of Garage Spaces: 3
# of Covered Spaces: 3
Parking Spaces: 4
AttachedGarageYN: Yes
Parking Features: Attached, Paved Drive, Off Street

Interior

Master Bedroom Information
Area: 315
Length: 15
Width: 21
Level: Second
Features: Bathroom - Full,Walk-In Closet(s),Flooring - Hardwood

Bedroom #2 Information
Area: 165
Length: 11
Width: 15
Level: Second
Features: Flooring - Wall to Wall Carpet

Bedroom #3 Information
Area: 121
Length: 11
Width: 11
Level: Second
Features: Flooring - Wall to Wall Carpet

Bedroom #4 Information
Area: 224
Length: 14
Width: 16
Level: Second
Features: Flooring - Wall to Wall Carpet

Bedroom #5 Information
Area: 144
Length: 12
Width: 12
Level: Second
Features: Bathroom - Full,Flooring - Wall to Wall Carpet

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 - With Tub & Shower,Closet - Linen,Walk-In Closet(s),Closet/Cabinets - Custom Built,Flooring - Marble,Countertops - Stone/Granite/Solid,Double Vanity

Bathroom #2 Information
Level: Second
Features: Bathroom - Full,Flooring - Stone/Ceramic Tile

Bathroom #3 Information
Level: Second
Features: Bathroom - Full,Flooring - Stone/Ceramic Tile

Living Room Information
Area: 270
Length: 15
Width: 18
Level: First
Features: Flooring - Hardwood,Open Floorplan

Family Room Information
Area: 384
Length: 16
Width: 24
Level: Main,First
Features: Flooring - Hardwood,Open Floorplan

Dining Room Information
Area: 240
Length: 15
Width: 16
Level: First
Features: Flooring - Hardwood,Wainscoting

Kitchen Information
Area: 350
Length: 14
Width: 25
Level: Main,First
Features: Flooring - Hardwood,Dining Area,Countertops - Stone/Granite/Solid,Kitchen Island,Recessed Lighting,Stainless Steel Appliances,Pot Filler Faucet,Wine Chiller,Gas Stove

Office Room Information
Area: 140
Length: 10
Width: 14
Level: Main
Features: Flooring - Hardwood,French Doors,Cabinets - Upgraded

Laundry Information
Laundry Features: Flooring - Stone/Ceramic Tile, Dryer Hookup - Dual, Washer Hookup, Second Floor

Fireplace Information
Has Fireplace
# of Fireplaces (Total): 2
Fireplace Features: Family Room, Living Room

Interior Features
# of Rooms (Total): 12
Door Features: French Doors
Window Features: Insulated Windows
Flooring: Carpet, Hardwood, Flooring - Hardwood, Flooring - Wall to Wall Carpet, Flooring - Marble
Interior Features: Cabinets - Upgraded, Ceiling Fan(s), Office, Great Room, Exercise Room, Foyer, Central Vacuum

Exterior

Building Information
Building Area (Total): 4,800
Foundation Details: Concrete Perimeter
Construction Materials: Frame
Year Built Source: Public Records
Year Built Details: Actual
Color: grey
Lead Paint: None

Exterior Features
Roof: Shingle
Patio And Porch Features: Patio
Exterior Features: Patio, Professional Landscaping, Sprinkler System, Decorative Lighting

Property Information
PropertySubType: Single Family Residence
Security Features: Security System

Lot Information
Lot Size (Acres): 2.52
Road Frontage Type: Public

Financial

Tax Information
Tax Annual Amount: $15,487
Tax Year: 2015

Utilities

Utility Information
Sewer: Private Sewer
Water Source: Private
Electric: 200+ Amp Service

Heating & Cooling
Has Heating
Has Cooling
Heating: Forced Air, Natural Gas
Cooling: Central Air

Location

Location Information
Directions: East Boxford Village to Middleton Rd, right on Townsend Farm Road, right on Perley
UnparsedAddress: 44 Winding Oaks Way, Boxford MA 01921

Community Information
Senior CommunityYN: No
Community Features: Stable(s), Golf, Conservation Area, Highway Access, Private School, Public School

Public facts

Beds: 5
Baths: 3.5
Sq. Ft.: 4,353
Stories: 2.0
Lot Size: 2.52 acres
Style: Single Family Residential
Year Built: 2003
Year Renovated: —
County: Essex County
APN: 4112576

Home facts updated by county records on Jul 19, 2023

Other

Miscellaneous Information
Heat Zones: 3

Listing Information
StandardStatus: Closed

Around this home

Schools

Harry Lee Cole School

Public PreK-2 • Assigned • 1.1mi

Masconomet Regional Middle School

Public 7-8 • Assigned • 3.2mi

6/10

Masconomet Regional High School

Public 9-12 • Assigned • 3.2mi

9/10

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

4/10 Heat Factor

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

6/10 Wind Factor

50% 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

Boxford, MA • 01921

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

9.1 hrs

4.4 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$1.78M – $2.15M

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Home values near 44 Winding Oaks Way

Data from public records.

Address	Redfin Estimate
53 Winding Oaks Way, Boxford, MA 3 Beds \| 1.5 Baths \| 2292 Sq. Ft.	$962,758
34 Winding Oaks Way, Boxford, MA 4 Beds \| 7 Baths \| 5400 Sq. Ft.	$2,094,754

Address	Redfin Estimate
52 Winding Oaks Way, Boxford, MA 4 Beds \| 2.5 Baths \| 2400 Sq. Ft.	$1,043,725
35 Winding Oaks Way, Boxford, MA 5 Beds \| 4.5 Baths \| 5985 Sq. Ft.	$2,130,718

Address	Redfin Estimate
30 Winding Oaks Way Apartment B, Boxford, MA 5 Beds \| 4.5 Baths \| 6182 Sq. Ft.	$2,098,606
43 Winding Oaks Way, Boxford, MA 5 Beds \| 4.5 Baths \| 5000 Sq. Ft.	$1,876,653

Property information provided by MLS PIN when last listed in 2015. This data may not match . Learn more.

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