OFF MARKET

Off Market May 2025 for $3.7M

$3,900,673

Est. refi paymentEst. refi $5,408/mo

•

4,558

sq ft

21 Cushing Rd, Wellesley, MA 02481

About this home

Discover luxury and sophistication in this renovated/expanded 5-bedroom, 6-bathroom Cliff Estates masterpiece. Set on a manicured lot, this home offers 4 levels of meticulously designed living space. The grand foyer leads to elegant living and dining areas with custom millwork, rich hardwood floors, and oversized windows. The chef’s kitchen boasts an oversized island, top-tier appliances, wet bar, and cozy fireplace, flowing into a spacious family room beaming with natural sun lighting and a statement fireplace. First-floor office, well-appointed mudroom, and 3-car heated garage add convenience. The luxurious primary suite features a spa-like bath, walk-in closets, and fireplace. Three additional bedrooms and charming window-seat nook complete the second floor. The third level offers a private suite, while the finished lower level includes a media room, playroom, and storage. Close proximity to train, restaurants, and shops. Seller welcomes offers with requests for buyer concessions.

Single-familyProperty Type

1909Year Built

0.35 acresLot Size

$856Est. Price/Sq.Ft.

3 garage spacesParking

Listed by Jennifer Fish • Gibson Sotheby's International Realty

Bought with The Collective • Compass

Redfin checked: a few seconds ago

•Source:MLS PIN #73346403

Redfin Estimate

$3,900,673

$201K since sold in May 2025$98K since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 16% higher than the average sale price ($3.36M) of 6 comparable homes.

SOLD JUL 22, 2026
$4,400,000
A
5 beds4.5 baths4,628 sq ft
133 Abbott Rd, Wellesley, MA 02481
SOLD MAY 6, 2026
$2,450,000
B
5 beds3.5 baths3,369 sq ft
40 Chestnut St, Wellesley, MA 02481
SOLD APR 24, 2026
$3,122,500
C
5 beds4.5 baths4,895 sq ft
29 Abbott Rd, Wellesley, MA 02481
SOLD JUL 7, 2026
$3,200,000
D
5 beds4.5 baths4,010 sq ft
101 Edmunds Rd, Wellesley, MA 02481
SOLD AUG 14, 2026
$3,900,000
E
5 beds3.5 baths5,074 sq ft
33 Hundreds Cir, Wellesley, MA 02481
SOLD JUN 2, 2026
$3,100,000
F
5 beds5.5 baths4,785 sq ft
44 Bradford Rd, Wellesley, MA 02481

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Earn from this home

Sell

$813,356

Est. take-home

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Est. cash available

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Rent

$5,768/mo

Redfin rental estimate

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Market trends in 02481, MA

Last updated July 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

101.8%

+0.1% MoM

Median sale price

$2.4M

$26K MoM

Avg. days on market

15d

0 days MoM

Recently sold homes

25 MoM

New listings for sale

NEW 1 MIN AGO
151 Oakland St, Wellesley, MA 02481
$3,595,000
6 beds5 baths6,525 sq ft
151 Oakland St, Wellesley, MA 02481
OPEN SAT, 11:30AM TO 1:30PM
$5,450,000
5 beds7 baths7,632 sq ft
44 Whiting Rd, Wellesley, MA 02481
$4,695,000
6 beds4.5 baths7,013 sq ft
32 Arlington Rd, Wellesley, MA 02481
3D WALKTHROUGH
$1,395,000
4 beds2.5 baths1,800 sq ft
560 Worcester St, Wellesley, MA 02481
EARLY ACCESS
$2,049,000
3 beds3 baths4,366 sq ft
53 Sheridan Rd, Wellesley, MA 02481
$1,950,000
3 beds1.5 baths1,595 sq ft
53 Elmwood Rd, Wellesley, MA 02481
EARLY ACCESS
$7,495,000
6 beds8 baths7,900 sq ft
38 Woodcliff Rd, Wellesley, MA 02481
$3,050,000
5 beds5 baths6,006 sq ft
23 Wareland Rd, Wellesley, MA 02481
See all

Provided by Redfin

Sale history for 21 Cushing Rd

Date

Event

Price

MLS PIN #73346403

May 1, 2025

Listing Removed

—

May 1, 2025

Sold

$3,700,000

$812/sq ft

Mar 17, 2025

Listed

$3,790,000

$832/sq ft

MLS PIN #73055198

Feb 27, 2023

Sold

$3,325,000

$729/sq ft

Jan 6, 2023

Relisted

—

Dec 15, 2022

Listing Removed

—

Nov 3, 2022

Listed

$3,395,000

$745/sq ft

+29

Gorgeous renovation/expansion in this classic 5 bedroom Cliff Estates home. Four full floors of incredible living with high ceilings filled with custom millwork and built-ins. Gorgeous kitchen with oversized island, wet bar and fireplace. Abundance of cabinet space, pantry and wine rack. Cozy casual dining area with banquette seating. Large open floor plan family room with fireplace and picture windows. First floor home office with built-ins. Master suite with walk-in closet, more built-ins, fireplace and spa like bath. 3 additional bedrooms all similar in size one with an en suite bath. Custom window seat at 2nd floor landing makes for perfect reading nook. 3rd floor retreat with large 5th bedroom and full bath plus storage. Walk out lower level with media room plus playroom or exercise. Mudroom cubbies off of 3 car heated garage. All just a short distance to the Wellesley train station, shops and restaurants.

MLS PIN #72946865

Apr 19, 2022

Sold

$3,175,000

$697/sq ft

Feb 28, 2022

Listed

$2,750,000

$603/sq ft

+32

Timeless sophistication and abundant space combine in this exceptional Cliff Estates home with four floors of living. Gracious foyer leads through elegant sitting/dining room to sprawling family room with plentiful windows, gleaming wide plank floors, and show stopping fireplace. Expansive open floor plan flows from family room to large dining area and stunning custom kitchen. With oversized island, top of the line appliances and tremendous storage space, this is the perfect entertaining space. Inviting breakfast nook with banquette is charming add'l seating area. Handsome office space is excellent for working from home. Soaring ceilings and river stone fireplace plus spa-like bath create ultra luxe master suite. An en suite bedroom, two add'l bedrooms and gleaming full bath complete second floor. Third floor offers retreat for guests complete with large full bath. Beautifully finished lower level provides exceptional bonus space and storage. Picture perfect home in superb location.

MLS PIN #71143992

Mar 18, 2011

Listing Removed

—

Mar 18, 2011

Sold

$1,175,000

$258/sq ft

Feb 7, 2011

Contingent

—

Jan 20, 2011

Price Changed

$1,219,000

$267/sq ft

Dec 1, 2010

Relisted

—

Nov 23, 2010

Contingent

—

Oct 27, 2010

Price Changed

$1,249,000

$274/sq ft

Sep 29, 2010

Listed

$1,299,000

$285/sq ft

MLS PIN #70885396

Aug 4, 2009

Sold

$1,100,000

$241/sq ft

Jul 2, 2009

Contingent

—

Mar 9, 2009

Listed

$1,250,000

$274/sq ft

Public Records

May 2, 1991

Sold

$375,000

$82/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$31,064 (+69.9%)

$874,000 + $1,839,000

$2,713,000

2022

$18,279 (+1.5%)

$783,000 + $782,000

$1,565,000

2021

$18,013 (+1.6%)

$751,000 + $782,000

$1,533,000

2020

$17,721 (+1.2%)

$751,000 + $782,000

$1,533,000

2019

$17,505 (−8.2%)

$751,000 + $762,000

$1,513,000

2018

$19,072 (+2.7%)

$859,000 + $737,000

$1,596,000

2017

$18,569 (+4.4%)

$859,000 + $716,000

$1,575,000

2015

$17,779 (+3.5%)

$844,000 + $694,000

$1,538,000

2014

$17,183 (+46.3%)

$674,000 + $815,000

$1,489,000

2013

$11,747 (−1.6%)

$631,000 + $373,000

$1,004,000

2012

$11,939 (+1.7%)

$631,000 + $409,000

$1,040,000

2011

$11,739 (+8.8%)

$611,000 + $416,000

$1,027,000

2010

$10,794 (+2.5%)

$678,000 + $352,000

$1,030,000

2009

$10,531

$811,000 + $301,000

$1,112,000

Tax history for 21 Cushing Rd

Year

Property tax

Land + Additions

Assessment*

2023

$31,064 (+69.9%)

$874,000 + $1,839,000

$2,713,000

2022

$18,279 (+1.5%)

$783,000 + $782,000

$1,565,000

2021

$18,013 (+1.6%)

$751,000 + $782,000

$1,533,000

2020

$17,721 (+1.2%)

$751,000 + $782,000

$1,533,000

2019

$17,505 (−8.2%)

$751,000 + $762,000

$1,513,000

2018

$19,072 (+2.7%)

$859,000 + $737,000

$1,596,000

2017

$18,569 (+4.4%)

$859,000 + $716,000

$1,575,000

2015

$17,779 (+3.5%)

$844,000 + $694,000

$1,538,000

2014

$17,183 (+46.3%)

$674,000 + $815,000

$1,489,000

2013

$11,747 (−1.6%)

$631,000 + $373,000

$1,004,000

2012

$11,939 (+1.7%)

$631,000 + $409,000

$1,040,000

2011

$11,739 (+8.8%)

$611,000 + $416,000

$1,027,000

2010

$10,794 (+2.5%)

$678,000 + $352,000

$1,030,000

2009

$10,531

$811,000 + $301,000

$1,112,000

*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

Stories

Lot width

—

Lot depth

—

Lot size

0.35 Acres

Year renovated

2013

Sq. Ft.

4,111

Year built

1909

Style

Single Family Residential

County

Norfolk County

APN

259772

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: 3
# of Covered Spaces: 3
Parking Spaces: 3
AttachedGarageYN: Yes
Parking Features: Attached, Under, Garage Door Opener, Heated Garage, Storage, Paved Drive, Off Street, Paved

Interior

Master Bedroom Information
Area: 380
Length: 19
Width: 20
Level: Second
Features: Bathroom - Full,Bathroom - Double Vanity/Sink,Closet - Linen,Walk-In Closet(s),Closet/Cabinets - Custom Built,Flooring - Hardwood,Flooring - Stone/Ceramic Tile,Double Vanity,Recessed Lighting,Lighting - Pendant,Window Seat

Bedroom #2 Information
Area: 234
Length: 13
Width: 18
Level: Second
Features: Bathroom - Full,Closet,Flooring - Hardwood,Flooring - Stone/Ceramic Tile,Remodeled,Lighting - Pendant

Bedroom #3 Information
Area: 156
Length: 13
Width: 12
Level: Second
Features: Closet,Flooring - Hardwood,Lighting - Overhead

Bedroom #4 Information
Area: 156
Length: 13
Width: 12
Level: Second
Features: Ceiling Fan(s),Closet,Flooring - Hardwood

Bedroom #5 Information
Area: 437
Length: 23
Width: 19
Level: Third
Features: Walk-In Closet(s),Lighting - Overhead

Bathroom Information
# of Bathrooms (Full): 4
# of Bathrooms (Half): 2
Master Bathroom Features: Yes

Bathroom #1 Information
Level: First
Features: Bathroom - Half,Flooring - Hardwood,Lighting - Sconce,Lighting - Overhead,Crown Molding,Pedestal Sink

Bathroom #2 Information
Level: Third
Features: Bathroom - Full,Bathroom - With Shower Stall,Closet - Linen,Lighting - Sconce,Lighting - Overhead

Bathroom #3 Information
Level: Basement
Features: Bathroom - Half,Flooring - Stone/Ceramic Tile,Lighting - Sconce,Lighting - Overhead,Pedestal Sink

Family Room Information
Area: 380
Length: 19
Width: 20
Level: Main,First
Features: Flooring - Hardwood,Window(s) - Picture,French Doors,Open Floorplan,Recessed Lighting,Crown Molding

Dining Room Information
Area: 182
Length: 13
Width: 14
Level: Main,First
Features: Flooring - Hardwood,Open Floorplan,Recessed Lighting,Crown Molding,Decorative Molding,Tray Ceiling(s)

Kitchen Information
Area: 374
Length: 22
Width: 17
Level: First
Features: Closet/Cabinets - Custom Built,Flooring - Hardwood,Dining Area,Pantry,Countertops - Stone/Granite/Solid,Kitchen Island,Wet Bar,Exterior Access,Open Floorplan,Recessed Lighting,Second Dishwasher,Stainless Steel Appliances,Gas Stove,Lighting - Pendant

Office Room Information
Area: 182
Length: 13
Width: 14
Level: First
Features: Closet/Cabinets - Custom Built,Flooring - Hardwood,Window(s) - Picture,Recessed Lighting,Decorative Molding,Tray Ceiling

Basement Information
Basement: Full, Finished, Partially Finished, Walk-Out Access, Interior Entry, Garage Access

Laundry Information
Laundry Features: Closet/Cabinets - Custom Built, Flooring - Hardwood, Sink, Second Floor

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

Interior Features
# of Rooms (Total): 11
Window Features: Window(s) - Picture
Flooring: Hardwood, Flooring - Hardwood
Interior Features: Closet/Cabinets - Custom Built, Recessed Lighting, Decorative Molding, Tray Ceiling(s), Home Office, Media Room, Play Room, Mud Room

Exterior

Building Information
Building Area (Total): 4,558
Foundation Details: Concrete Perimeter, Stone
Construction Materials: Frame, Stone
Year Built Source: Public Records
Year Built Details: Actual

Exterior Features
Roof: Shingle
Patio And Porch Features: Deck
Exterior Features: Deck, Rain Gutters, Professional Landscaping, Sprinkler System, Stone Wall

Property Information
PropertySubType: Single Family Residence
Green Energy Efficient : Thermostat
Security Features: Security System

Lot Information
Lot Size (Acres): 0.35
Lot Features: Level
Road Surface Type: Paved
Road Frontage Type: Public
Road Responsibility: Public Maintained Road

Financial

Tax Information
Tax Annual Amount: $31,220.36
Tax Year: 2025

Utilities

Utility Information
Utilities: for Gas Range
Sewer: Public Sewer
Water Source: Public

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

Location

Location Information
Directions: Cliff Road to Cushing Road.
UnparsedAddress: 21 Cushing Road, Wellesley MA 02481

Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Shopping, Tennis Court(s), Walk/Jog Trails, Conservation Area, Highway Access, Public School, T-Station

Public facts

Beds: 4
Baths: 5.0
Sq. Ft.: 4,111
Stories: 2.0
Lot Size: 0.35 acres
Style: Single Family Residential
Year Built: 1909
Year Renovated: 2013
County: Norfolk County
APN: 259772

Home facts updated by county records on Jul 20, 2023

Other

Miscellaneous Information
Heat Zones: 6

Listing Information
StandardStatus: Closed

Around this home

Schools

Sprague Elementary School

Public K-5 • Assigned • 1.1mi

9/10

Wellesley Middle School

Public 6-8 • Assigned • 0.9mi

8/10

Wellesley High School

Public 9-12 • Assigned • 0.9mi

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

$3.71M – $4.49M

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Nearby similar homes

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New listings for sale in 02481

NEW 1 MIN AGO

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OPEN SAT, 11:30AM TO 1:30PM

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3D WALKTHROUGH

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560 Worcester St, Wellesley, MA 02481

EARLY ACCESSCOMPASS COMING SOON

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3 beds1.5 baths1,595 sq ft

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EARLY ACCESSCOMPASS COMING SOON

$7,495,000

6 beds8 baths7,900 sq ft

38 Woodcliff Rd, Wellesley, MA 02481

$3,050,000

5 beds5 baths6,006 sq ft

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Home values near 21 Cushing Rd

Data from public records.

Address	Redfin Estimate
8 Cushing Rd, Wellesley, MA 6 Beds \| 6.5 Baths \| 5016 Sq. Ft.	$2,912,179
11 Cushing Rd, Wellesley, MA 6 Beds \| 4.5 Baths \| 4105 Sq. Ft.	$3,192,579

Address	Redfin Estimate
10 Cushing Rd, Wellesley, MA 5 Beds \| 4.5 Baths \| 5300 Sq. Ft.	$3,377,276
19 Cushing Rd, Wellesley, MA 5 Beds \| 3.5 Baths \| 3265 Sq. Ft.	$2,749,638

Address	Redfin Estimate
17 Cushing Rd, Wellesley, MA 5 Beds \| 3.5 Baths \| 5200 Sq. Ft.	$2,561,870
18 Cushing Rd, Wellesley, MA 5 Beds \| 3.5 Baths \| 3410 Sq. Ft.	$2,794,955

Property information provided by MLS PIN when last listed in 2025. 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 21 Cushing Rd

Tax history for 21 Cushing 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 21 Cushing Rd

More real estate resources