OFF MARKET

Off market jan 2018 for $2.6M

$3,953,010

Est. refi paymentEst. refi $9,357/mo

•

3,998

sq ft

44 Woodcliff Rd, Wellesley, MA 02481

About this home

Stunning Colonial in sought after Cliff Estates neighborhood is beautifully sited on gorgeous lot. The impressive circular driveway welcomes you into this pristine property. Gracious front foyer leads to elegant fireplaced living room and opens to sunny conservatory with French doors and walls of windows. Dining room features hardwood floors and crown moldings. Bright kitchen includes soapstone counter tops, high end appliances, cheery breakfast room and walk in butler's pantry with marble countertops. Inviting family room has fireplace and French doors to outdoor entertaining space, patio, stone walls and lush landscaped generous yard. Sophisticated Master suite with double walk in closets, custom built in closets and marble bath with double vanity provides a private oasis. Fantastic lower level offers playroom, handsome billiard room with sliding barn door and exercise room. This much admired & timeless property has been meticulously maintained and blends the best of old and new!

Single-familyProperty Type

1938Year Built

0.59 acresLot Size

$989Est. Price/Sq.Ft.

2 garage spacesParking

Listed by Debi Benoit • Benoit Mizner Simon & Co. - Wellesley - Central St

Bought with Joanne Mullowney • Rutledge Properties

Redfin checked: a minute ago

•Source:MLS PIN #72238411

Redfin Estimate

$3,953,010

$1.3M since sold in January 2018$217K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 36.7% higher than the average sale price ($2.89M) of 6 comparable homes.

SOLD JUL 7, 2026
$3,200,000
A
5 beds4.5 baths4,010 sq ft
101 Edmunds Rd, Wellesley, MA 02481
SOLD AUG 14, 2026
$3,900,000
B
5 beds3.5 baths5,074 sq ft
33 Hundreds Cir, Wellesley, MA 02481
SOLD JUL 10, 2026
$3,100,000
C
5 beds3.5 baths3,805 sq ft
69 Royalston Rd, Wellesley, MA 02481
SOLD APR 7, 2026
$2,300,000
D
5 beds3.5 baths3,985 sq ft
81 Audubon Rd, Wellesley, MA 02481
SOLD JUN 26, 2026
$2,525,000
E
4 beds3.5 baths3,497 sq ft
35 Arnold Rd, Wellesley, MA 02481
SOLD AUG 5, 2026
$2,325,000
F
4 beds3.5 baths3,406 sq ft
53 Audubon Rd, Wellesley, MA 02481

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Earn from this home

Sell

$2,032,099

Est. take-home

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Refinance

Est. cash available

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Rent

$5,820/mo

Redfin rental estimate

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Market trends in 02481, MA

Last updated September 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

99.8%

1.3% MoM

Median sale price

$2.5M

$90K MoM

Avg. days on market

17d

2 days MoM

Recently sold homes

6 MoM

New listings for sale

OPEN TODAY, 12PM TO 1:30PM
$1,980,000
4 beds2.5 baths3,330 sq ft
42 Sheridan Rd, Wellesley, MA 02481
EARLY ACCESS
$5,995,000
6 beds8 baths7,179 sq ft
139 Abbott Rd, Wellesley, MA 02481
OPEN SUN, 11AM TO 12PM
$2,595,000
4 beds5 baths5,735 sq ft
31 Alba Rd, Wellesley, MA 02481
OPEN TODAY, 1:30PM TO 3:30PM
$4,350,000
5 beds5 baths5,989 sq ft
135 Edmunds Rd, Wellesley, MA 02481
$3,195,000
5 beds4.5 baths5,044 sq ft
16 Rockland St, Wellesley, MA 02481
OPEN TODAY, 2PM TO 3:30PM
$4,395,000
5 beds5 baths5,717 sq ft
19 Salem Rd, Wellesley, MA 02481
OPEN TODAY, 12PM TO 1:30PM
$3,080,000
4 beds3.5 baths4,820 sq ft
28 Jefferson Rd, Wellesley, MA 02481
OPEN TODAY, 1PM TO 2:30PM
$1,695,000
3 beds2.5 baths2,490 sq ft
24 Cliff Rd, Wellesley, MA 02481
See all

Provided by Redfin

Sale history for 44 Woodcliff Rd

Date

Event

Price

MLS PIN #72238411

Jan 17, 2018

Sold

$2,634,000

$659/sq ft

Nov 7, 2017

Pending

—

Nov 6, 2017

Relisted

—

Oct 8, 2017

Pending

—

Oct 4, 2017

Listed

$2,595,000

$649/sq ft

MLS PIN #70172637

Oct 24, 2005

Sold

$2,200,000

$550/sq ft

Aug 22, 2005

Listing Removed

—

Apr 13, 2005

Listed

$2,500,000

$625/sq ft

Move right into this 1930s Colonial in desirable Cliff Estates. Gourmet kitchen, beautiful bridal staircase, spacious dining room, fireplaced living room, music room, office, and familly room complete the first floor. Front and back staircase to second floor with 6 bedrooms, 3 full baths. Finished room with fireplace in basement. Professionally landscaped grounds, brick patio, 2 car garage. Exceptional!

Public Records

Sep 7, 1990

Sold

$435,000

$109/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$34,659 (+1.6%)

$1,127,000 + $1,900,000

$3,027,000

2022

$34,117 (−1.3%)

$1,009,000 + $1,912,000

$2,921,000

2021

$34,580 (+33.5%)

$967,000 + $1,976,000

$2,943,000

2020

$25,894 (+0.5%)

$967,000 + $1,273,000

$2,240,000

2019

$25,766 (−4.4%)

$967,000 + $1,260,000

$2,227,000

2018

$26,959 (+4.0%)

$899,000 + $1,357,000

$2,256,000

2017

$25,914 (+2.9%)

$899,000 + $1,299,000

$2,198,000

2015

$25,178 (+4.8%)

$883,000 + $1,295,000

$2,178,000

2014

$24,026 (−8.2%)

$783,000 + $1,299,000

$2,082,000

2013

$26,185 (+1.9%)

$734,000 + $1,504,000

$2,238,000

2012

$25,692 (+2.7%)

$734,000 + $1,504,000

$2,238,000

2011

$25,020 (+18.4%)

$685,000 + $1,504,000

$2,189,000

2010

$21,128 (+7.5%)

$734,000 + $1,282,000

$2,016,000

2009

$19,660

$1,001,000 + $1,075,000

$2,076,000

Tax history for 44 Woodcliff Rd

Year

Property tax

Land + Additions

Assessment*

2023

$34,659 (+1.6%)

$1,127,000 + $1,900,000

$3,027,000

2022

$34,117 (−1.3%)

$1,009,000 + $1,912,000

$2,921,000

2021

$34,580 (+33.5%)

$967,000 + $1,976,000

$2,943,000

2020

$25,894 (+0.5%)

$967,000 + $1,273,000

$2,240,000

2019

$25,766 (−4.4%)

$967,000 + $1,260,000

$2,227,000

2018

$26,959 (+4.0%)

$899,000 + $1,357,000

$2,256,000

2017

$25,914 (+2.9%)

$899,000 + $1,299,000

$2,198,000

2015

$25,178 (+4.8%)

$883,000 + $1,295,000

$2,178,000

2014

$24,026 (−8.2%)

$783,000 + $1,299,000

$2,082,000

2013

$26,185 (+1.9%)

$734,000 + $1,504,000

$2,238,000

2012

$25,692 (+2.7%)

$734,000 + $1,504,000

$2,238,000

2011

$25,020 (+18.4%)

$685,000 + $1,504,000

$2,189,000

2010

$21,128 (+7.5%)

$734,000 + $1,282,000

$2,016,000

2009

$19,660

$1,001,000 + $1,075,000

$2,076,000

*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

0.59 Acres

Year renovated

2019

Sq. Ft.

4,343

Year built

1933

Style

Single Family Residential

County

Norfolk County

APN

261011

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 20, 2023.

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
Area: 304
Length: 19
Width: 16
Level: Second
Features: Bathroom - Full,Bathroom - Double Vanity/Sink,Walk-In Closet(s),Closet,Closet/Cabinets - Custom Built,Flooring - Hardwood,Recessed Lighting

Bedroom #2 Information
Area: 240
Length: 15
Width: 16
Level: Second
Features: Walk-In Closet(s),Flooring - Hardwood

Bedroom #3 Information
Area: 204
Length: 17
Width: 12
Level: Second
Features: Closet,Flooring - Hardwood

Bedroom #4 Information
Area: 180
Length: 15
Width: 12
Level: Second
Features: Walk-In Closet(s),Flooring - Hardwood

Bedroom #5 Information
Area: 160
Length: 16
Width: 10
Level: Second
Features: Walk-In Closet(s),Flooring - Hardwood

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

Bathroom #1 Information
Level: First
Features: Bathroom - Half,Flooring - Hardwood

Bathroom #2 Information
Level: Second
Features: Bathroom - Full,Bathroom - With Tub & Shower

Bathroom #3 Information
Level: Second
Features: Bathroom - Full

Living Room Information
Area: 400
Length: 25
Width: 16
Level: Main,First
Features: Flooring - Hardwood,Open Floorplan,Recessed Lighting

Family Room Information
Area: 255
Length: 15
Width: 17
Level: Main,First
Features: Flooring - Hardwood,Exterior Access,Open Floorplan,Recessed Lighting

Dining Room Information
Area: 195
Length: 15
Width: 13
Level: Main,First
Features: Flooring - Hardwood

Kitchen Information
Area: 304
Length: 16
Width: 19
Level: Main,First
Features: Window(s) - Picture,Dining Area,Pantry,Countertops - Stone/Granite/Solid,Open Floorplan,Recessed Lighting

Basement Information
Basement: Full

Laundry Information
Laundry Features: Flooring - Stone/Ceramic Tile, Second Floor

Fireplace Information
Has Fireplace
# of Fireplaces (Total): 3
Fireplace Features: Family Room, Living Room

Interior Features
# of Rooms (Total): 10
Window Features: Window(s) - Picture
Flooring: Flooring - Stone/Ceramic Tile, Flooring - Hardwood
Interior Features: Closet, Recessed Lighting, Walk-In Closet(s), Mud Room, Bedroom, Play Room, Game Room, Exercise Room, Walk-Up Attic

Exterior

Building Information
Building Area (Total): 3,998
Foundation Details: Concrete Perimeter
Year Built Source: Public Records
Year Built Details: Approximate,Renovated Since
Color: White

Exterior Features
Patio And Porch Features: Patio
Exterior Features: Patio, Rain Gutters, Professional Landscaping, Sprinkler System, Decorative Lighting, Stone Wall

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

Lot Information
Lot Size (Acres): 0.59
Lot Features: Corner Lot
Road Surface Type: Paved
Road Frontage Type: Public
Road Responsibility: Public Maintained Road

Financial

Tax Information
Tax Annual Amount: $25,914
Tax Year: 2017

Utilities

Utility Information
Sewer: Public Sewer
Water Source: Public

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

Location

Location Information
Directions: Cliff Road to Albion to Woodcliff
UnparsedAddress: 44 Woodcliff Road, Wellesley MA 02481

Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Shopping, Conservation Area, Public School

Public facts

Beds: 5
Baths: 3.5
Sq. Ft.: 4,343
Stories: 2.0
Lot Size: 0.59 acres
Style: Single Family Residential
Year Built: 1933
Year Renovated: 2019
County: Norfolk County
APN: 261011

Home facts updated by county records on Jul 20, 2023

Other

Miscellaneous Information
Heat Zones: 3

Listing Information
Exclusions: All Window Treatments On First Floor Including Rods, Dr Chandelier- Please See Lisitng Broker
StandardStatus: Closed

Around this home

Schools

Katharine Lee Bates Elementary School

Public K-5 • Assigned • 1.0mi

8/10

Wellesley Middle School

Public 6-8 • Assigned • 0.9mi

8/10

Wellesley High School

Public 9-12 • Assigned • 1.2mi

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

1/10 Fire Factor

Unlikely to be 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

59% chance of strong winds in next 30 years

2/10 Air Factor

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

Provided by First Street

Historical weather

Wellesley, MA • 02481

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

$3.76M – $4.55M

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Home values near 44 Woodcliff Rd

Data from public records.

Address	Redfin Estimate
23 Woodcliff Rd, Wellesley, MA 4 Beds \| 3 Baths \| - Sq. Ft.	$3,979,490
56 Woodcliff Rd, Wellesley, MA 5 Beds \| 3.5 Baths \| 4534 Sq. Ft.	$3,039,738

Address	Redfin Estimate
61 Woodcliff Rd, Wellesley, MA 4 Beds \| 3.5 Baths \| 3626 Sq. Ft.	$3,303,667
62 Woodcliff Rd, Wellesley, MA 5 Beds \| 7 Baths \| 7041 Sq. Ft.	$4,205,706

Address	Redfin Estimate
52 Woodcliff Rd, Wellesley, MA 5 Beds \| 3.5 Baths \| 3118 Sq. Ft.	$2,931,513
43 Woodcliff Rd, Wellesley, MA 4 Beds \| 3.5 Baths \| 3226 Sq. Ft.	$2,785,704

Property information provided by MLS PIN when last listed in 2017. This data may not match . Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in 02481, MA

Sale history for 44 Woodcliff Rd

Tax history for 44 Woodcliff Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 02481

Home values near 44 Woodcliff Rd

More real estate resources