OFF MARKET

Off Market Nov 2021 for $3.5M

$4,111,735

Est. refi paymentEst. refi $10,172/mo

•

5,487

sq ft

38 Chestnut St, Wellesley, MA 02481

About this home

Highly sought after Wellesley Farms location! Stunning 5 bedroom colonial farmhouse offers character, charm and top of the line amenities. Light, bright and spacious kitchen open to family room w detailed fireplace flanked by built-ins, french doors to private backyard, stone patio & fireplace surrounded by decorative plantings and stone wall. The large second floor primary suite with gas fireplace, spa-like bathroom and 2 dressing rooms is accompanied by an en suite bedroom along with 2 bedrooms w shared bath. Third floor media room with gas fireplace, custom built-ins w beverage refrig and air filtration for the occasional cigar, 5th bedroom, bathroom and home office. The lower level provides an abundance of storage w plenty of ceiling height. 3 car attached garage, shed, direct entry into oversized mudroom offering extensive storage. Just move in to this spectacular home.

Single-familyProperty Type

1904Year Built

0.49 acresLot Size

$749Est. Price/Sq.Ft.

3 garage spacesParking

Listed by Jane Wemyss • Compass

Bought with Beyond Boston Properties Group • Compass

Redfin checked: 2 minutes ago

•Source:MLS PIN #72894059

Redfin Estimate

$4,111,735

$612K since sold in November 2021$106K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 27.2% higher than the average sale price ($3.23M) 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 AUG 14, 2026
$2,700,000
B
5 beds4.5 baths6,032 sq ft
47 Longfellow Rd, Wellesley, MA 02481
SOLD JUL 7, 2026
$3,200,000
C
5 beds4.5 baths4,010 sq ft
101 Edmunds Rd, Wellesley, MA 02481
SOLD JUL 16, 2026
$2,690,000
D
4 beds3.5 baths4,761 sq ft
21 Elm St, Wellesley, MA 02481
SOLD JUL 22, 2026
$4,400,000
E
5 beds4.5 baths4,628 sq ft
133 Abbott Rd, Wellesley, MA 02481
SOLD APR 13, 2026
$2,500,000
F
5 beds4.5 baths5,261 sq ft
1 Clock Tower Dr, Wellesley, MA 02481

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Earn from this home

Sell

$1,364,957

Est. take-home

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Refinance

Est. cash available

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Rent

$6,187/mo

Redfin rental estimate

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Market trends in 02481, MA

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

99.8%

1.3% MoM

Median sale price

$2.5M

$91K MoM

Avg. days on market

17d

2 days MoM

Recently sold homes

8 MoM

New listings for sale

NEW 4 HRS AGO
$2,545,000
5 beds3.5 baths4,086 sq ft
21 Elmwood Rd, Wellesley, MA 02481
$1,299,000
3 beds1.5 baths2,384 sq ft
41-A Hunnewell St, Wellesley Hills, MA 02481
$2,150,000
5 beds4.5 baths4,404 sq ft
32 Lantern Ln, Wellesley, MA 02481
$4,980,000
5 beds4.5 baths5,296 sq ft
97 Arnold Rd, Wellesley, MA 02481
$2,195,000
5 beds4 baths3,200 sq ft
6 Intervale Rd, Wellesley, MA 02481
$3,995,000
5 beds5.5 baths5,059 sq ft
39 Fairbanks Ave, Wellesley, MA 02481
$2,390,000
5 beds3.5 baths4,692 sq ft
76 Mclean St, Wellesley, MA 02481
See all

Provided by Redfin

Sale history for 38 Chestnut St

Date

Event

Price

MLS PIN #72894059

Nov 18, 2021

Sold

$3,500,000

$638/sq ft

Sep 14, 2021

Contingent

—

Sep 13, 2021

Listed

$3,495,000

$637/sq ft

MLS PIN #71964515

Jul 18, 2016

Sold

$2,980,000

$543/sq ft

May 18, 2016

Pending

—

Apr 4, 2016

Price Changed

$2,995,000

$546/sq ft

Feb 29, 2016

Listed

$3,195,000

$582/sq ft

Located in prestigious Wellesley Farms, this lovely 12 room colonial has been expertly renovated to bring you the best of old and new. Perfectly proportioned with three full floors of living space, this 5 bedroom, 4 1/2 bath home has retained all the charm and detail of the turn-of-the-century while offering everything you've come to expect for today's living. A gorgeous new kitchen boasts top-of-the-line appliances and opens to a sun-filled family room featuring an exquisite original fireplace and access to a handsome bluestone patio. The largest mudroom in town, a fabulous game room and private study are just some of the characteristics of this unique property. Rich in detail, this is a home of merit and distinction.

MLS PIN #71444424

Nov 3, 2014

Sold

$1,200,000

$219/sq ft

Jul 22, 2013

Contingent

—

Jun 27, 2013

Price Changed

$1,300,000

$237/sq ft

Jun 27, 2013

Relisted

—

Feb 18, 2013

Contingent

—

Jan 10, 2013

Price Changed

$1,150,000

$210/sq ft

Jan 10, 2013

Relisted

—

Oct 26, 2012

Contingent

—

Oct 6, 2012

Listed

$1,200,000

$219/sq ft

+25

Truly Magnificent Victorian Short Sale located in the Wellesley Farm area. This gracious home has elegance of yesteryear but conveniences for today's family lifestyle. The built in cabinets, wood paneling, hardwood flooring and large windows adds charm and beauty to this lovely home. Renovations, upgrading and TLC will make this home Beautiful. The lot is private with almost half an acre of mature shrubbery, vibrant planting and stone walkways that make it warm and inviting any time of year.

MLS PIN #70143909

Jun 27, 2005

Sold

$1,660,000

$303/sq ft

Feb 13, 2005

Listing Removed

—

Feb 9, 2005

Listed

$1,650,000

$301/sq ft

Public Records

Jun 2, 1995

Sold

$317,000

$58/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$34,900

$1,028,000 + $2,020,000

$3,048,000

2022

$34,876 (+0.9%)

$921,000 + $2,065,000

$2,986,000

2021

$34,569 (−1.0%)

$883,000 + $2,059,000

$2,942,000

2020

$34,923 (−0.1%)

$883,000 + $2,138,000

$3,021,000

2019

$34,965 (+3.9%)

$883,000 + $2,139,000

$3,022,000

2018

$33,639 (+13.8%)

$884,000 + $1,931,000

$2,815,000

2017

$29,569 (+53.1%)

$884,000 + $1,624,000

$2,508,000

2016

$19,318 (+15.5%)

$869,000 + $764,000

$1,633,000

2015

$16,727 (−2.3%)

$869,000 + $578,000

$1,447,000

2014

$17,114 (+3.5%)

$770,000 + $713,000

$1,483,000

2013

$16,532 (+1.3%)

$722,000 + $691,000

$1,413,000

2012

$16,313 (+1.8%)

$722,000 + $699,000

$1,421,000

2011

$16,025 (+5.5%)

$674,000 + $728,000

$1,402,000

2010

$15,196 (+3.7%)

$722,000 + $728,000

$1,450,000

2009

$14,650

$984,000 + $563,000

$1,547,000

Tax history for 38 Chestnut St

Year

Property tax

Land + Additions

Assessment*

2023

$34,900

$1,028,000 + $2,020,000

$3,048,000

2022

$34,876 (+0.9%)

$921,000 + $2,065,000

$2,986,000

2021

$34,569 (−1.0%)

$883,000 + $2,059,000

$2,942,000

2020

$34,923 (−0.1%)

$883,000 + $2,138,000

$3,021,000

2019

$34,965 (+3.9%)

$883,000 + $2,139,000

$3,022,000

2018

$33,639 (+13.8%)

$884,000 + $1,931,000

$2,815,000

2017

$29,569 (+53.1%)

$884,000 + $1,624,000

$2,508,000

2016

$19,318 (+15.5%)

$869,000 + $764,000

$1,633,000

2015

$16,727 (−2.3%)

$869,000 + $578,000

$1,447,000

2014

$17,114 (+3.5%)

$770,000 + $713,000

$1,483,000

2013

$16,532 (+1.3%)

$722,000 + $691,000

$1,413,000

2012

$16,313 (+1.8%)

$722,000 + $699,000

$1,421,000

2011

$16,025 (+5.5%)

$674,000 + $728,000

$1,402,000

2010

$15,196 (+3.7%)

$722,000 + $728,000

$1,450,000

2009

$14,650

$984,000 + $563,000

$1,547,000

*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

4.5

Stories

Lot width

—

Lot depth

—

Lot size

0.49 Acres

Year renovated

2016

Sq. Ft.

5,487

Year built

1904

Style

Single Family Residential

County

Norfolk County

APN

259811

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, Storage, Garage Faces Side, Paved Drive, Off Street, Paved

Interior

Master Bedroom Information
Area: 480
Length: 20
Width: 24
Level: Second
Features: Bathroom - Full,Bathroom - Double Vanity/Sink,Cathedral Ceiling(s),Walk-In Closet(s),Closet/Cabinets - Custom Built,Flooring - Hardwood,Recessed Lighting

Bedroom #2 Information
Area: 234
Length: 18
Width: 13
Level: Second
Features: Bathroom - Full,Closet,Closet/Cabinets - Custom Built,Flooring - Hardwood

Bedroom #3 Information
Area: 196
Length: 14
Width: 14
Level: Second
Features: Bathroom - Full,Walk-In Closet(s),Flooring - Hardwood

Bedroom #4 Information
Area: 168
Length: 14
Width: 12
Level: Second
Features: Walk-In Closet(s),Flooring - Hardwood

Bedroom #5 Information
Area: 280
Length: 20
Width: 14
Level: Third
Features: Closet,Flooring - Hardwood

Bathroom Information
# of Bathrooms (Full): 4
# of Bathrooms (Half): 1
Master Bathroom Features: Yes

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

Bathroom #2 Information
Level: Second
Features: Bathroom - Full,Bathroom - Double Vanity/Sink,Bathroom - Tiled With Shower Stall,Bathroom - With Tub,Flooring - Stone/Ceramic Tile,Flooring - Marble

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

Living Room Information
Area: 180
Length: 15
Width: 12
Level: First
Features: Flooring - Hardwood,Recessed Lighting,Pocket Door

Family Room Information
Area: 330
Length: 15
Width: 22
Level: First
Features: Flooring - Hardwood,French Doors,Exterior Access,Recessed Lighting,Lighting - Overhead,Crown Molding

Dining Room Information
Area: 210
Length: 14
Width: 15
Level: First
Features: Flooring - Hardwood

Kitchen Information
Area: 399
Length: 19
Width: 21
Level: First
Features: Skylight,Vaulted Ceiling(s),Closet/Cabinets - Custom Built,Flooring - Hardwood,Dining Area,Countertops - Stone/Granite/Solid,Countertops - Upgraded,French Doors,Kitchen Island,Wet Bar,Breakfast Bar / Nook,Cabinets - Upgraded,Exterior Access,Open Floorplan,Recessed Lighting,Second Dishwasher,Stainless Steel Appliances,Wine Chiller,Lighting - Pendant

Office Room Information
Area: 144
Length: 12
Width: 12
Level: Third
Features: Closet/Cabinets - Custom Built,Flooring - Hardwood,Recessed Lighting

Basement Information
Basement: Full, Interior Entry, Radon Remediation System, Concrete, Unfinished

Laundry Information
Laundry Features: Second Floor, Washer Hookup

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

Interior Features
# of Rooms (Total): 10
Door Features: French Doors
Window Features: Skylight(s), Screens
Flooring: Wood, Tile, Carpet, Stone / Slate, Flooring - Hardwood
Interior Features: Closet/Cabinets - Custom Built, Recessed Lighting, Bonus Room, Home Office, Wired for Sound

Exterior

Building Information
Building Area (Total): 5,487
Foundation Details: Concrete Perimeter, Stone
Construction Materials: Frame
Year Built Source: Public Records
Year Built Details: Approximate,Renovated Since
Color: White

Exterior Features
Fencing: Fenced/Enclosed, Fenced
Roof: Shingle
Patio And Porch Features: Porch, Patio
Exterior Features: Porch, Patio, Rain Gutters, Storage, Professional Landscaping, Sprinkler System, Decorative Lighting, Screens, Fenced Yard, Stone Wall

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

Lot Information
Lot Size (Acres): 0.49
Road Surface Type: Paved
Road Frontage Type: Public
Road Responsibility: Public Maintained Road

Financial

Tax Information
Tax Annual Amount: $34,569
Tax Year: 2021

Utilities

Utility Information
Utilities: for Gas Range, for Electric Oven, Washer Hookup, Icemaker Connection
Sewer: Public Sewer
Water Source: Public
Electric: Circuit Breakers

Heating & Cooling
Has Heating
Has Cooling
Heating: Forced Air, Baseboard, Natural Gas, Fireplace(s)
Cooling: Central Air

Location

Location Information
Directions: Cliff to Chestnut, on left
UnparsedAddress: 38 Chestnut St, Wellesley MA 02481

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

Public facts

Beds: 5
Baths: 4.5
Sq. Ft.: 5,487
Stories: 3.0
Lot Size: 0.49 acres
Style: Single Family Residential
Year Built: 1904
Year Renovated: 2016
County: Norfolk County
APN: 259811

Home facts updated by county records on Jul 20, 2023

Other

Miscellaneous Information
Heat Zones: 3

Listing Information
StandardStatus: Closed

Around this home

Schools

Sprague Elementary School

Public K-5 • Assigned • 1.2mi

9/10

Wellesley Middle School

Public 6-8 • Assigned • 1.0mi

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

54% 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

$3.91M – $4.73M

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New listings for sale in 02481

NEW 4 HRS AGO

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21 Elmwood Rd, Wellesley, MA 02481

$1,299,000

3 beds1.5 baths2,384 sq ft

41-A Hunnewell St, Wellesley Hills, MA 02481

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$4,980,000

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97 Arnold Rd, Wellesley, MA 02481

$2,195,000

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6 Intervale Rd, Wellesley, MA 02481

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Home values near 38 Chestnut St

Data from public records.

Address	Redfin Estimate
33 Chestnut St, Wellesley, MA 4 Beds \| 4.5 Baths \| 3845 Sq. Ft.	$2,720,547
27 Chestnut St, Wellesley, MA 6 Beds \| 4.5 Baths \| - Sq. Ft.	$3,474,470

Address	Redfin Estimate
37 Chestnut St, Wellesley, MA 4 Beds \| 3.5 Baths \| 4660 Sq. Ft.	$2,670,073
23 Chestnut St, Wellesley, MA 5 Beds \| 3.5 Baths \| 4068 Sq. Ft.	$2,964,639

Address	Redfin Estimate
31 Chestnut St, Wellesley, MA 5 Beds \| 3.5 Baths \| 2982 Sq. Ft.	$2,145,755
21 Chestnut St, Wellesley, MA 4 Beds \| 2.5 Baths \| 2644 Sq. Ft.	$1,995,710

Property information provided by MLS PIN when last listed in 2021. 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 38 Chestnut St

Tax history for 38 Chestnut St

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 38 Chestnut St

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