OFF MARKET

Off Market Aug 2019 for $2.3M

$3,437,235

Est. refi paymentEst. refi $5,397/mo

•

4,235

sq ft

53 Cypress Rd, Wellesley, MA 02481

About this home

This quintessential brick colonial in sought after Cliff Estates sits atop .72 acres of meticulously landscaped grounds. This home is a perfect blend of sophistication, charm and function. The gracious foyer opens to a beautiful fireplaced formal living room and stunning dining room with built-in window seat and floor to ceiling china cabinet. A butler’s pantry leads into a wonderful, open, eat-in kitchen. The light filled, adjoining family room includes built-ins and a gas fireplace. The 4-season sun porch overlooking the yard is a perfect spot to relax and take in the gardens. The spacious second floor offers a master suite with bath, two additional bedrooms adjoined with a playroom, double vanity bathroom, office with custom built-ins, and over-sized laundry room. Two additional bedrooms, full bath and a sitting room complete the third floor. The lower level includes a multi-purpose game room and plenty of storage. Don’t miss this stunning home!

Single-familyProperty Type

1938Year Built

0.72 acresLot Size

$812Est. Price/Sq.Ft.

2 garage spacesParking

Listed by The Madden David Real Estate Group • Coldwell Banker Residential Brokerage - Wellesley - Central St.

Bought with Jonathan Radford • Coldwell Banker Residential Brokerage - Boston - Back Bay

Redfin checked: 2 minutes ago

•Source:MLS PIN #72475879

Redfin Estimate

$3,437,235

$1.1M since sold in August 2019$96K since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 18.9% higher than the average sale price ($2.89M) of 6 comparable homes.

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

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Earn from this home

Sell

$1,686,886

Est. take-home

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Refinance

Est. cash available

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Rent

$5,631/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

OPEN SUN, 12PM TO 2PM
$3,595,000
6 beds5 baths6,525 sq ft
151 Oakland St, Wellesley, MA 02481
OPEN SUN, 11:30AM TO 1PM
$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
See all

Provided by Redfin

Sale history for 53 Cypress Rd

Date

Event

Price

MLS PIN #72475879

Aug 20, 2019

Sold

$2,300,000

$543/sq ft

Jul 5, 2019

Pending

—

Jun 21, 2019

Contingent

—

May 6, 2019

Price Changed

$2,390,000

$564/sq ft

Apr 3, 2019

Listed

$2,499,000

$590/sq ft

MLS PIN #50342069

Feb 28, 1997

Sold

$898,000

$212/sq ft

Dec 7, 1996

Listing Removed

—

Jul 31, 1996

Listed

$895,000

$211/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$25,545 (+2.5%)

$1,250,000 + $981,000

$2,231,000

2022

$24,913 (+1.6%)

$1,120,000 + $1,013,000

$2,133,000

2021

$24,511 (+3.6%)

$1,073,000 + $1,013,000

$2,086,000

2020

$23,652 (+0.4%)

$1,073,000 + $973,000

$2,046,000

2019

$23,568 (+0.5%)

$1,073,000 + $964,000

$2,037,000

2018

$23,458 (+1.4%)

$916,000 + $1,047,000

$1,963,000

2017

$23,144 (+2.5%)

$916,000 + $1,047,000

$1,963,000

2015

$22,577 (−0.6%)

$900,000 + $1,053,000

$1,953,000

2014

$22,722 (−1.4%)

$798,000 + $1,171,000

$1,969,000

2013

$23,049 (+1.9%)

$748,000 + $1,222,000

$1,970,000

2012

$22,616 (−1.3%)

$748,000 + $1,222,000

$1,970,000

2011

$22,906 (+6.4%)

$698,000 + $1,306,000

$2,004,000

2010

$21,526 (+2.9%)

$748,000 + $1,306,000

$2,054,000

2009

$20,929

$1,020,000 + $1,190,000

$2,210,000

Tax history for 53 Cypress Rd

Year

Property tax

Land + Additions

Assessment*

2023

$25,545 (+2.5%)

$1,250,000 + $981,000

$2,231,000

2022

$24,913 (+1.6%)

$1,120,000 + $1,013,000

$2,133,000

2021

$24,511 (+3.6%)

$1,073,000 + $1,013,000

$2,086,000

2020

$23,652 (+0.4%)

$1,073,000 + $973,000

$2,046,000

2019

$23,568 (+0.5%)

$1,073,000 + $964,000

$2,037,000

2018

$23,458 (+1.4%)

$916,000 + $1,047,000

$1,963,000

2017

$23,144 (+2.5%)

$916,000 + $1,047,000

$1,963,000

2015

$22,577 (−0.6%)

$900,000 + $1,053,000

$1,953,000

2014

$22,722 (−1.4%)

$798,000 + $1,171,000

$1,969,000

2013

$23,049 (+1.9%)

$748,000 + $1,222,000

$1,970,000

2012

$22,616 (−1.3%)

$748,000 + $1,222,000

$1,970,000

2011

$22,906 (+6.4%)

$698,000 + $1,306,000

$2,004,000

2010

$21,526 (+2.9%)

$748,000 + $1,306,000

$2,054,000

2009

$20,929

$1,020,000 + $1,190,000

$2,210,000

*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

31,399

Year renovated

2022

Sq. Ft.

4,235

Year built

1938

Style

Single Family Residential

County

Norfolk County

APN

260368

Parking Spaces

Basement

Yes

Accessible

HOA Dues

—

Garage

Yes

Features

—

Last updated by owner on Mar 3, 2023.

Property details

Parking

Parking Information
Has Garage
Has Open Parking
# of Garage Spaces: 2
# of Covered Spaces: 2
Parking Spaces: 6
Parking Features: Detached, Garage Door Opener, Paved Drive

Interior

Master Bedroom Information
Area: 225
Length: 15
Width: 15
Level: Second
Features: Flooring - Hardwood

Bedroom #2 Information
Area: 208
Length: 16
Width: 13
Level: Second
Features: Flooring - Hardwood

Bedroom #3 Information
Area: 195
Length: 15
Width: 13
Level: Second
Features: Flooring - Hardwood

Bedroom #4 Information
Area: 195
Length: 15
Width: 13
Level: Third
Features: Flooring - Hardwood

Bedroom #5 Information
Area: 130
Length: 13
Width: 10
Level: Third
Features: 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 - Marble

Bathroom #2 Information
Level: Second
Features: Bathroom - Full,Bathroom - Double Vanity/Sink,Bathroom - With Tub & Shower,Flooring - Marble

Bathroom #3 Information
Level: Second
Features: Bathroom - Full,Bathroom - Double Vanity/Sink,Bathroom - Tiled With Shower Stall,Flooring - Stone/Ceramic Tile

Living Room Information
Area: 390
Length: 26
Width: 15
Level: First
Features: Flooring - Hardwood

Family Room Information
Area: 272
Length: 17
Width: 16
Level: First
Features: Flooring - Hardwood

Dining Room Information
Area: 345
Length: 23
Width: 15
Level: First
Features: Flooring - Hardwood,Wet Bar

Kitchen Information
Area: 432
Length: 27
Width: 16
Level: First
Features: Flooring - Hardwood,Dining Area,Countertops - Stone/Granite/Solid,French Doors,Kitchen Island

Office Room Information
Area: 150
Length: 15
Width: 10
Level: Second
Features: Flooring - Wall to Wall Carpet

Basement Information
Basement: Full, Partially Finished, Sump Pump

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

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

Interior Features
# of Rooms (Total): 13
Door Features: French Doors
Flooring: Wood, Tile, Carpet, Marble, Flooring - Stone/Ceramic Tile, Flooring - Wall to Wall Carpet, Flooring - Hardwood
Interior Features: Bathroom - Full, Bathroom - Tiled With Shower Stall, Bathroom, Sun Room, Office, Sitting Room, Play Room, Game Room, Wet Bar

Exterior

Building Information
Building Area (Total): 4,235
Foundation Details: Concrete Perimeter, Block
Construction Materials: Frame, Brick
Year Built Source: Public Records
Year Built Details: Actual,Renovated Since
Color: Brick

Exterior Features
Fencing: Invisible
Roof: Shingle
Patio And Porch Features: Porch, Patio
Exterior Features: Porch, Patio, Storage, Professional Landscaping, Sprinkler System, Invisible Fence

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

Lot Information
Lot Size (Acres): 0.72
Lot Features: Corner Lot
Road Frontage Type: Public

Financial

Tax Information
Tax Annual Amount: $23,568
Tax Year: 2019

Utilities

Utility Information
Utilities: for Gas Range, for Gas Oven, for Gas Dryer, Washer Hookup
Sewer: Public Sewer
Water Source: Public

Heating & Cooling
Has Heating
Has Cooling
Heating: Central, Forced Air, Hot Water
Cooling: Central Air

Location

Location Information
Directions: Washington Street to Cliff Road to Cypress Road. Corner of Cypress & Edmunds.
UnparsedAddress: 53 Cypress Road, Wellesley MA 02481

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

Public facts

Beds: 5
Baths: 3.5
Sq. Ft.: 4,235
Stories: 2.0
Parking Spaces: 6
Basement: Yes
Accessible: No
Lot Size: 0.72 acres
Style: Single Family Residential
Year Built: 1938
Year Renovated: 2022
County: Norfolk County
APN: 260368
HOA Dues: —
Garage: Yes
Features: —

Home facts updated by owner on Mar 3, 2023

Other

Miscellaneous Information
Heat Zones: 3

Listing Information
Exclusions: Excluding Dining Room Chandelier.
StandardStatus: Closed

Around this home

Schools

Sprague Elementary School

Public K-5 • Assigned • 0.9mi

9/10

Wellesley Middle School

Public 6-8 • Assigned • 0.8mi

8/10

Wellesley High School

Public 9-12 • Assigned • 1.0mi

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

$3.27M – $3.95M

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Home values near 53 Cypress Rd

Data from public records.

Address	Redfin Estimate
50 Cypress Rd, Wellesley, MA 1 Beds \| 2.5 Baths \| 3994 Sq. Ft.	$2,959,294
37 Cypress Rd, Wellesley, MA 6 Beds \| 7.5 Baths \| 7932 Sq. Ft.	$6,222,906

Address	Redfin Estimate
47 Cypress Rd, Wellesley, MA 5 Beds \| 6 Baths \| 7300 Sq. Ft.	$3,735,237
56 Cypress Rd, Wellesley, MA 5 Beds \| 3 Baths \| 3493 Sq. Ft.	$4,792,428

Address	Redfin Estimate
43 Cypress Rd, Wellesley, MA 4 Beds \| 3 Baths \| 1934 Sq. Ft.	$4,104,759
44 Cypress Rd, Wellesley, MA 3 Beds \| 1.5 Baths \| 9999 Sq. Ft.	$2,573,162

Property information provided by MLS PIN when last listed in 2019. This data may not show owner updates. 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 53 Cypress Rd

Tax history for 53 Cypress 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 53 Cypress Rd

More real estate resources