OFF MARKET

Off Market Aug 2022 for $6.9M

$6,527,652

Est. refi paymentEst. refi $18,941/mo

•

9,010

sq ft

14 Old Orchard Rd, Chestnut Hill, MA 02467

About this home

A true Chestnut Hill Treasure. This 1900 brick Georgian sits on an expansive & impressive piece of land. The property has been totally transformed to suit todays modern & easy lifestyle and is ideally suited for grand entertaining. There is a palatial and inviting foyer with a sweeping staircase, remarkable dining room with impressive architectural detail, a formal living room with wood burning fireplace and an attached library. The oversized kitchen is a chefs dream, highlights include: top of the line appliances, radiant floors, a large island, custom cabinetry and a dining area. There is an additional butlers pantry, w/ a second dishwasher, sink and extra storage. The second and third floors consist of 5-6 bedrooms including a master suite on the 2nd floor with a large dressing room, spa like bathroom and sun room. The walk out lower level features an oversized mudroom, office, & a comfortable family room with wet bar and fireplace. Easy access to the D line, the Street, med centers

Single-familyProperty Type

1900Year Built

0.94 acresLot Size

$724Est. Price/Sq.Ft.

2 garage spacesParking

Listed by Deborah Gordon • Coldwell Banker Realty - Brookline

Bought with Concierge Home Sales By the Kerzner Group • Hammond Residential Real Estate

Redfin checked: a minute ago

•Source:MLS PIN #72986397

Redfin Estimate

$6,527,652

$372K since sold in August 2022$6,000 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 49.3% higher than the average sale price ($4.37M) of 6 comparable homes.

SOLD AUG 4, 2026
$5,750,000
A
5 beds7.5 baths7,359 sq ft
124 Chestnut Hill Rd, Chestnut Hill, MA 02467
SOLD MAY 5, 2026
$4,200,000
B
6 beds4.5 baths4,874 sq ft
42 Lawrence Rd, Chestnut Hill, MA 02467
SOLD NOV 10, 2025
$3,700,000
C
6 beds4.5 baths6,943 sq ft
87 Hammond St, Chestnut Hill, MA 02467
SOLD SEP 5, 2025
$5,462,500
D
6 beds7 baths7,016 sq ft
9 Woodman Rd, Chestnut Hill, MA 02467
SOLD AUG 28, 2026
$2,725,000
E
6 beds5 baths4,196 sq ft
36 Parker St, Newton, MA 02459
SOLD SEP 10, 2025
$4,400,000
F
6 beds4.5 baths5,520 sq ft
27 Suffolk Rd, Chestnut Hill, MA 02467

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Earn from this home

Sell

$1,104,142

Est. take-home

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Est. cash available

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Rent

$6,952/mo

Redfin rental estimate

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Market trends in 02467, MA

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

99.4%

+1.0% MoM

Median sale price

$1.5M

$85K MoM

Avg. days on market

31d

2 days MoM

Recently sold homes

11 MoM

New listings for sale

NEW 7 HRS AGO
$799,000
2 beds2 baths1,551 sq ft
280 Boylston St #411, Chestnut Hill, MA 02467
OPEN TODAY, 10AM TO 11AM
$3,995,000
4 beds4.5 baths4,884 sq ft
17 Glenoe Rd, Brookline, MA 02445
OPEN TODAY, 11:30AM TO 12:30PM
$3,100,000
5 beds4.5 baths3,913 sq ft
284 Woodland Rd, Chestnut Hill, MA 02467
OPEN TODAY, 11:30AM TO 1PM
$1,699,000
3 beds2 baths2,607 sq ft
154 Bellingham Rd, Chestnut Hill, MA 02467
NEW 14 HRS AGO
$3,750,000
4 beds4.5 baths4,500 sq ft
63-65 Commonwealth Ave #65, Chestnut Hill, MA 02467
NEW 15 HRS AGO
$3,750,000
4 beds4.5 baths4,500 sq ft
65 Commonwealth Ave, Chestnut Hill, MA 02467
OPEN SAT, 12PM TO 1:30PM
$795,000
2 beds2 baths1,495 sq ft
20 Hammond Pond Pkwy #504, Chestnut Hill, MA 02467
$2,765,000
5 beds3.5 baths4,028 sq ft
401 Heath St, Chestnut Hill, MA 02467
OPEN FRI, 5:30PM TO 6:30PM
$1,790,000
4 beds3 baths2,500 sq ft
133 Wolcott Rd, Chestnut Hill, MA 02467
$698,000
1 bed1 bath714 sq ft
2430 Beacon St #104, Chestnut Hill, MA 02467
See all

Provided by Redfin

Sale history for 14 Old Orchard Rd

Date

Event

Price

MLS PIN #72986397

Aug 16, 2022

Sold

$6,900,000

$766/sq ft

May 24, 2022

Price Changed

$6,998,000

$777/sq ft

May 23, 2022

Listed

$6,980,000

$775/sq ft

MLS PIN #30584080

May 9, 2002

Sold

$3,000,000

$333/sq ft

Mar 15, 2002

Listing Removed

—

Mar 2, 2002

Listed

$3,275,000

$363/sq ft

Year

Property tax

Land + Additions

Assessment*

2026

$73,963 (+3.8%)

$2,710,700 + $4,922,200

$7,632,900

2025

$71,240 (+3.6%)

$2,581,600 + $4,687,800

$7,269,400

2024

$68,758 (+1.4%)

$2,506,400 + $4,538,500

$7,044,900

2023

$67,842 (+4.5%)

$2,121,300 + $4,542,900

$6,664,200

2022

$64,915 (+3.6%)

$1,964,200 + $4,206,400

$6,170,600

2021

$62,637 (+3.1%)

$1,853,000 + $3,968,300

$5,821,300

2020

$60,774 (+2.9%)

$1,853,000 + $3,968,300

$5,821,300

2019

$59,060 (+2.1%)

$1,799,000 + $3,852,700

$5,651,700

2018

$57,825 (+3.1%)

$1,588,200 + $3,756,100

$5,344,300

2017

$56,065 (+4.6%)

$1,498,300 + $3,543,500

$5,041,800

2016

$53,623 (+4.9%)

$1,400,300 + $3,311,700

$4,712,000

2015

$51,127 (+1.4%)

$1,308,700 + $3,095,000

$4,403,700

2014

$50,439 (+5.5%)

$1,188,600 + $2,973,000

$4,161,600

2013

$47,817 (+2.9%)

$1,188,600 + $2,973,000

$4,161,600

2012

$46,485 (+4.9%)

$1,188,600 + $2,973,000

$4,161,600

2011

$44,307 (+2.6%)

$1,153,600 + $2,911,300

$4,064,900

2010

$43,180 (+2.4%)

$1,177,100 + $2,970,800

$4,147,900

2009

$42,156

$1,201,100 + $3,031,400

$4,232,500

Tax history for 14 Old Orchard Rd

Year

Property tax

Land + Additions

Assessment*

2026

$73,963 (+3.8%)

$2,710,700 + $4,922,200

$7,632,900

2025

$71,240 (+3.6%)

$2,581,600 + $4,687,800

$7,269,400

2024

$68,758 (+1.4%)

$2,506,400 + $4,538,500

$7,044,900

2023

$67,842 (+4.5%)

$2,121,300 + $4,542,900

$6,664,200

2022

$64,915 (+3.6%)

$1,964,200 + $4,206,400

$6,170,600

2021

$62,637 (+3.1%)

$1,853,000 + $3,968,300

$5,821,300

2020

$60,774 (+2.9%)

$1,853,000 + $3,968,300

$5,821,300

2019

$59,060 (+2.1%)

$1,799,000 + $3,852,700

$5,651,700

2018

$57,825 (+3.1%)

$1,588,200 + $3,756,100

$5,344,300

2017

$56,065 (+4.6%)

$1,498,300 + $3,543,500

$5,041,800

2016

$53,623 (+4.9%)

$1,400,300 + $3,311,700

$4,712,000

2015

$51,127 (+1.4%)

$1,308,700 + $3,095,000

$4,403,700

2014

$50,439 (+5.5%)

$1,188,600 + $2,973,000

$4,161,600

2013

$47,817 (+2.9%)

$1,188,600 + $2,973,000

$4,161,600

2012

$46,485 (+4.9%)

$1,188,600 + $2,973,000

$4,161,600

2011

$44,307 (+2.6%)

$1,153,600 + $2,911,300

$4,064,900

2010

$43,180 (+2.4%)

$1,177,100 + $2,970,800

$4,147,900

2009

$42,156

$1,201,100 + $3,031,400

$4,232,500

*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

0.94 Acres

Year renovated

—

Sq. Ft.

7,102

Year built

1900

Style

Single Family Residential

County

Middlesex County

APN

2298046S

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 29, 2026.

Property details

Parking

Parking Information
Has Garage
Has Open Parking
# of Garage Spaces: 2
# of Covered Spaces: 2
Parking Spaces: 4
Parking Features: Detached, Paved Drive, Off Street

Interior

Master Bedroom Information
Area: 324
Length: 18
Width: 18
Level: Second
Features: Bathroom - Full,Wood / Coal / Pellet Stove,Walk-In Closet(s),Closet,Closet/Cabinets - Custom Built,Flooring - Hardwood,Flooring - Stone/Ceramic Tile,Flooring - Wall to Wall Carpet

Bedroom #2 Information
Area: 320
Length: 16
Width: 20
Level: Second
Features: Bathroom - Full,Walk-In Closet(s)

Bedroom #3 Information
Area: 240
Length: 16
Width: 15
Level: Second
Features: Bathroom - Full,Closet,Flooring - Hardwood

Bedroom #4 Information
Area: 280
Length: 20
Width: 14
Level: Third
Features: Closet,Closet/Cabinets - Custom Built,Flooring - Hardwood

Bedroom #5 Information
Area: 405
Length: 15
Width: 27
Level: Third
Features: Closet,Flooring - Hardwood

Bathroom Information
# of Bathrooms (Full): 6
# of Bathrooms (Half): 2
Master Bathroom Features: Yes

Bathroom #1 Information
Level: First

Bathroom #2 Information
Level: First

Bathroom #3 Information
Level: Second

Living Room Information
Area: 520
Length: 26
Width: 20
Level: Main,First
Features: Flooring - Hardwood,Window(s) - Picture

Family Room Information
Area: 494
Length: 26
Width: 19
Level: Basement
Features: Closet/Cabinets - Custom Built,Flooring - Stone/Ceramic Tile

Dining Room Information
Area: 525
Length: 25
Width: 21
Level: Main,First
Features: Flooring - Hardwood,Window(s) - Picture,Lighting - Overhead,Crown Molding

Kitchen Information
Area: 494
Length: 19
Width: 26
Level: Main,First
Features: Closet/Cabinets - Custom Built,Flooring - Stone/Ceramic Tile,Dining Area,Pantry,Countertops - Stone/Granite/Solid,Kitchen Island,Cabinets - Upgraded,Recessed Lighting,Remodeled,Second Dishwasher,Stainless Steel Appliances,Gas Stove

Office Room Information
Area: 209
Length: 19
Width: 11
Level: Basement

Basement Information
Basement: Full, Finished, Walk-Out Access

Laundry Information
Laundry Features: Second Floor

Fireplace Information
Has Fireplace
# of Fireplaces (Total): 5
Fireplace Features: Family Room, Living Room

Interior Features
# of Rooms (Total): 15
Door Features: French Doors
Flooring: Tile, Hardwood, Stone / Slate, Flooring - Hardwood, Flooring - Stone/Ceramic Tile
Interior Features: Closet/Cabinets - Custom Built, Bathroom - Half, Closet, Entrance Foyer, Library, Sitting Room, Home Office, Mud Room, Wet Bar

Exterior

Building Information
Building Area (Total): 9,010
Foundation Details: Stone, Brick/Mortar
Year Built Source: Public Records
Year Built Details: Approximate

Exterior Features
Roof: Slate
Patio And Porch Features: Patio
Exterior Features: Patio, Professional Landscaping, Sprinkler System, Decorative Lighting

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

Lot Information
Lot Size (Acres): 0.94
Road Frontage Type: Public

Financial

Tax Information
Tax Annual Amount: $64,914
Tax Year: 2022

Utilities

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

Heating & Cooling
Has Heating
Has Cooling
Heating: Forced Air, Baseboard, Hot Water, Radiant, Natural Gas
Cooling: Central Air

Location

Location Information
Directions: Hammond to Old Orchard
UnparsedAddress: 14 Old Orchard Rd, Newton MA 02467

Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Park, Walk/Jog Trails, Bike Path, Conservation Area, Private School, Public School, T-Station

Public facts

Beds: 6
Baths: 7.0
Sq. Ft.: 7,102
Stories: 2.0
Lot Size: 0.94 acres
Style: Single Family Residential
Year Built: 1900
Year Renovated: —
County: Middlesex County
APN: 2298046S

Home facts updated by county records on Jul 29, 2026

Other

Listing Information
Exclusions: One Light Fixture In Back Hall
StandardStatus: Closed

Around this home

Schools

Bowen

Public K-5 • Assigned • 1.1mi

8/10

Oak Hill Middle School

Public 6-8 • Assigned • 1.6mi

8/10

Newton South High School

Public 9-12 • Assigned • 1.5mi

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 96° expected this year, 14 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, 3 days in 30 years

Provided by First Street

Historical weather

Chestnut Hill, MA • 02467

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

$6.20M – $7.51M

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Home values near 14 Old Orchard Rd

Data from public records.

Address	Redfin Estimate
9 Old Orchard Rd, Chestnut Hill, MA 7 Beds \| 6 Baths \| 6321 Sq. Ft.	$4,646,975
109 Old Orchard Rd, Chestnut Hill, MA 5 Beds \| 3.5 Baths \| 3656 Sq. Ft.	$2,756,084

Address	Redfin Estimate
25 Old Orchard Rd, Chestnut Hill, MA 5 Beds \| 3.5 Baths \| 4330 Sq. Ft.	$3,833,810
116 Old Orchard Rd, Chestnut Hill, MA 6 Beds \| 5.5 Baths \| 5165 Sq. Ft.	$3,590,499

Address	Redfin Estimate
101 Old Orchard Rd, Chestnut Hill, MA 3 Beds \| 2.5 Baths \| 2924 Sq. Ft.	$3,302,941
106 Old Orchard Rd, Chestnut Hill, MA 6 Beds \| 6.5 Baths \| 7422 Sq. Ft.	$4,293,369

Property information provided by MLS PIN when last listed in 2022. 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 02467, MA

Sale history for 14 Old Orchard Rd

Tax history for 14 Old Orchard Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 02467

Home values near 14 Old Orchard Rd

More real estate resources