Off Market Apr 2024 for $5.7M

$6,222,906

Est. refi paymentEst. refi $576/mo

•

7,932

sq ft

37 Cypress Rd, Wellesley, MA 02481

About this home

Rarely available new construction in Old Cliff Estates! Now is the time to customize this 5/6 bedroom home to your style. Kitchen with breakfast nook opens to family room with great windows and gas fireplace over looking beautiful 1/2 acre yard. Oversized pantry. First floor home office/bedroom PLUS a study. Mudroom with cubbies. Spacious screened in porch with additional fireplace. Main suite with spa like bath and incredible walk- in closet. 4 additional bedrooms similar in size all with en suite baths. Lower level with large playroom, gym, storage/wine storage and 6th bedroom plus full bath. This home is being built by one of Wellesley's premier builder including well known landscape design firm and architect. Ready Spring 2024!

Single-familyProperty Type

2023Year Built

0.53 acresLot Size

$785Est. Price/Sq.Ft.

3 garage spacesParking

Listed by Melissa Dailey • Coldwell Banker Realty - Wellesley

Bought with The Lara & Chelsea Collaborative • Gibson Sotheby's International Realty

Redfin checked: a minute ago

•Source:MLS PIN #73126432

Redfin Estimate

$6,222,906

$428K since sold in April 2024$174K since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 32.1% higher than the average sale price ($4.71M) of 6 comparable homes.

SOLD MAY 15, 2026
$5,097,250
A
6 beds6 baths8,100 sq ft
99 Old Colony Rd, Wellesley, MA 02481
SOLD AUG 17, 2026
$5,500,000
B
6 beds6 baths7,777 sq ft
78 Suffolk Rd, Wellesley, MA 02481
SOLD JUL 8, 2026
$4,620,000
C
6 beds6.5 baths7,606 sq ft
8 Glen Brook Rd, Wellesley, MA 02481
SOLD APR 1, 2026
$4,100,000
D
6 beds6.5 baths7,962 sq ft
18 Sprague Rd, Wellesley, MA 02481
SOLD AUG 10, 2026
$4,593,250
E
7 beds6.5 baths8,840 sq ft
65 Woodcliff Rd, Wellesley, MA 02481
SOLD DEC 11, 2025
$4,350,000
F
6 beds7 baths7,577 sq ft
15 Essex Rd, Wellesley, MA 02481

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Earn from this home

Sell

$1,477,499

Est. take-home

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Refinance

Est. cash available

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Rent

$5,775/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 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
See all

Provided by Redfin

Sale history for 37 Cypress Rd

Year

Property tax

Land + Additions

Assessment*

2023

$30,617 (+6.4%)

$1,966,000 + $708,000

$2,674,000

2022

$28,780 (+2.5%)

$1,761,000 + $703,000

$2,464,000

2021

$28,083 (+1.6%)

$1,687,000 + $703,000

$2,390,000

2020

$27,628

$1,687,000 + $703,000

$2,390,000

2019

$27,652 (−0.6%)

$1,687,000 + $703,000

$2,390,000

2018

$27,808 (+1.4%)

$1,564,000 + $763,000

$2,327,000

2017

$27,424 (+2.9%)

$1,563,000 + $763,000

$2,326,000

2015

$26,657 (+11.8%)

$1,538,000 + $768,000

$2,306,000

2014

$23,842 (+2.8%)

$1,227,000 + $839,000

$2,066,000

2013

$23,201 (+1.9%)

$1,150,000 + $833,000

$1,983,000

2012

$22,765 (+1.7%)

$1,150,000 + $833,000

$1,983,000

2011

$22,380 (+2.7%)

$1,113,000 + $845,000

$1,958,000

2010

$21,798 (+1.1%)

$1,235,000 + $845,000

$2,080,000

2009

$21,554

$1,477,000 + $799,000

$2,276,000

Tax history for 37 Cypress Rd

Year

Property tax

Land + Additions

Assessment*

2023

$30,617 (+6.4%)

$1,966,000 + $708,000

$2,674,000

2022

$28,780 (+2.5%)

$1,761,000 + $703,000

$2,464,000

2021

$28,083 (+1.6%)

$1,687,000 + $703,000

$2,390,000

2020

$27,628

$1,687,000 + $703,000

$2,390,000

2019

$27,652 (−0.6%)

$1,687,000 + $703,000

$2,390,000

2018

$27,808 (+1.4%)

$1,564,000 + $763,000

$2,327,000

2017

$27,424 (+2.9%)

$1,563,000 + $763,000

$2,326,000

2015

$26,657 (+11.8%)

$1,538,000 + $768,000

$2,306,000

2014

$23,842 (+2.8%)

$1,227,000 + $839,000

$2,066,000

2013

$23,201 (+1.9%)

$1,150,000 + $833,000

$1,983,000

2012

$22,765 (+1.7%)

$1,150,000 + $833,000

$1,983,000

2011

$22,380 (+2.7%)

$1,113,000 + $845,000

$1,958,000

2010

$21,798 (+1.1%)

$1,235,000 + $845,000

$2,080,000

2009

$21,554

$1,477,000 + $799,000

$2,276,000

*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

1.09 Acres

Year renovated

1986

Sq. Ft.

4,232

Year built

1929

Style

Single Family Residential

County

Norfolk County

APN

260371

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: 6
AttachedGarageYN: Yes
Parking Features: Attached, Garage Door Opener, Heated Garage, Paved Drive, Off Street

Interior

Master Bedroom Information
Area: 324
Length: 18
Width: 18
Level: Second
Features: Bathroom - Full,Bathroom - Double Vanity/Sink,Walk-In Closet(s)

Bedroom #2 Information
Area: 169
Length: 13
Width: 13
Level: Second
Features: Bathroom - Full,Closet

Bedroom #3 Information
Area: 169
Length: 13
Width: 13
Level: Second
Features: Bathroom - Full,Closet

Bedroom #4 Information
Area: 156
Length: 13
Width: 12
Level: Second
Features: Bathroom - Full,Walk-In Closet(s)

Bedroom #5 Information
Area: 156
Length: 13
Width: 12
Level: Second
Features: Bathroom - Full,Walk-In Closet(s)

Bathroom Information
# of Bathrooms (Full): 6
# of Bathrooms (Half): 3
Master Bathroom Features: Yes

Bathroom #1 Information
Level: First
Features: Bathroom - Half

Bathroom #2 Information
Level: First
Features: Bathroom - Half

Bathroom #3 Information
Level: Basement
Features: Bathroom - Half

Living Room Information
Area: 224
Length: 14
Width: 16
Level: First

Family Room Information
Area: 540
Length: 18
Width: 30
Level: First
Features: Exterior Access,Open Floorplan

Dining Room Information
Area: 224
Length: 14
Width: 16
Level: First

Kitchen Information
Area: 242
Length: 11
Width: 22
Level: First
Features: Pantry,Countertops - Stone/Granite/Solid,Kitchen Island,Open Floorplan

Office Room Information
Area: 156
Length: 13
Width: 12
Level: First

Basement Information
Basement: Full, Finished

Laundry Information
Laundry Features: Second Floor

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

Interior Features
# of Rooms (Total): 16
Window Features: Window(s) - Picture, Insulated Windows, Screens
Flooring: Wood
Interior Features: Closet/Cabinets - Custom Built, Dining Area, Bathroom - Full, Home Office, Mud Room, Study, Kitchen, Bedroom, Play Room, Wet Bar

Exterior

Building Information
Building Area (Total): 7,932
Foundation Details: Concrete Perimeter
Construction Materials: Frame
Year Built Source: Public Records
Year Built Details: To Be Built
Color: white

Exterior Features
Roof: Shingle
Patio And Porch Features: Screened, Patio
Exterior Features: Porch - Screened, Patio, Rain Gutters, Professional Landscaping, Sprinkler System, Screens

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

Lot Information
Lot Size (Acres): 0.53

Financial

Tax Information
Tax Year: 2023

Utilities

Utility Information
Utilities: for Gas Range, for Electric Oven
Sewer: Public Sewer
Water Source: Public

Heating & Cooling
Has Heating
Has Cooling
Heating: Radiant, Hydro Air
Cooling: Central Air

Location

Location Information
Directions: Cliff Road to Cypress Road
UnparsedAddress: 37 Cypress Road, Wellesley MA 02481

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

Public facts

Beds: 5
Baths: 3.5
Sq. Ft.: 4,232
Stories: 2.0
Lot Size: 1.09 acres
Style: Single Family Residential
Year Built: 1929
Year Renovated: 1986
County: Norfolk County
APN: 260371

Home facts updated by county records on Jul 20, 2023

Other

Miscellaneous Information
Heat Zones: 5

Listing Information
StandardStatus: Closed

Around this home

Schools

Sprague Elementary School

Public K-5 • Assigned • 1.0mi

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

$5.91M – $7.16M

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Nearby similar homes

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

$5,450,000

5 beds7 baths7,632 sq ft

44 Whiting Rd, Wellesley, MA 02481

OPEN SAT, 1PM TO 2PM

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209 Bristol Rd, Wellesley, MA 02481

3D WALKTHROUGH

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4 beds3 baths2,218 sq ft

32 Bobolink Rd, Wellesley, MA 02481

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6 beds5 baths7,738 sq ft

43 Monadnock Rd, Wellesley, MA 02481

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4 beds4 baths2,086 sq ft

29 Cottage St, Wellesley, MA 02482

New listings for sale in 02481

OPEN SUN, 12PM TO 2PM

$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 ACCESSCOMPASS COMING SOON

$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 ACCESSCOMPASS COMING SOON

$7,495,000

6 beds8 baths7,900 sq ft

38 Woodcliff Rd, Wellesley, MA 02481

Home values near 37 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
25 Cypress Rd, Wellesley, MA 5 Beds \| 3.5 Baths \| 3532 Sq. Ft.	$2,314,592

Address	Redfin Estimate
47 Cypress Rd, Wellesley, MA 5 Beds \| 6 Baths \| 7300 Sq. Ft.	$3,735,237
21 Cypress Rd, Wellesley, MA 5 Beds \| 4 Baths \| 5129 Sq. Ft.	$3,252,567

Address	Redfin Estimate
43 Cypress Rd, Wellesley, MA 4 Beds \| 3 Baths \| 1934 Sq. Ft.	$4,104,759
17 Cypress Rd, Wellesley, MA 4 Beds \| 3.5 Baths \| 2599 Sq. Ft.	$2,430,768

Property information provided by MLS PIN when last listed in 2023. 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 37 Cypress Rd

Tax history for 37 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 37 Cypress Rd

More real estate resources