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265 Dean Road

Brookline, MA 02445

Name: Open House: 11am-12:30pm
Start: 2025-03-05T11:00:00
End: 2025-03-05T12:30:00
Location: 265 Dean Road

6 beds
5 baths
5,744 sqft
9,987 sqft lot
$869 per sqft
1914 build
– on site

Nestled between Fisher Hill & Chestnut Hill, 265 Dean offers the perfect blend of urban convenience & suburban comfort. This 6+ bedroom Colonial Revival was fully gutted in 2021 to meet modern family needs while preserving its historic charm. Expansive chef's kitchen features Sub-Zero & Thermador appliances. It opens to a bright family room with custom built-ins. A larger formal living room spills onto an enormous covered porch. Upstairs, the primary suite delights w/ luxurious spa-like bath & large walk-through closet. 3 more bedrooms and convenient laundry complete this level. 4th floor has 2 more beds, a living room, office & full bath. Extraordinary basement includes a sports room, playroom, home gym & full bath. Modern upgrades include new windows, electrical, plumbing and a multi-zoned HVAC. The 1/4 acre lot has recently been leveled with significant drainage and retention work. 2 car garage. Superb convenience: walk to schools, parks, public transit & Cleveland Circle amenities.

Listing courtesy of MLSPIN / Jeffrey Hamilton / Columbus and Over Group, LLC

Last checked: Checking… • Last updated Mar 3, 2025 •

MLS# 73337780 —

Upcoming Open Houses

Wednesday, 3/5
11am-12:30pm

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The Building

Year Built:

1914
Year Built Details:

Actual
Year Built Source:

Public Records
Architectural Style:

Colonial Revival
Roof:

Slate
Basement:

Full
Foundation Details:

Concrete Perimeter
Accessibility Features:

No
Building Area Total:

5744
Building Area Units:

Square Feet
Building Area Source:

Measured

Interior

Rooms Total:

15
Fireplace:

true
Fireplaces Total:

2

Room Dimensions

Living Area:

5744
Living Area Source:

Measured

Location

Directions:

Off of Chestnut Hill Ave
Latitude:

42.331463
Longitude:

-71.149329

The Property

Parcel Number:

38951
Property Type:

Residential
Property Subtype:

Single Family Residence
Property Attached:

false
Lot Size Units:

Acres
Lot Size Area:

0.23
Lot Size SqFt:

9987
Lot Size Acres:

0.23
Zoning:

Resi
Waterfront:

false
Farm Land Area Units:

Square Feet
Road Frontage Type:

Public

Listing Agent

Contact info:

Taxes

Tax Year:

2025
Tax Book Number:

38233
Tax Annual Amount:

30910
Tax Assessed Value:

3478200

Beds

Bedrooms Total:

6

Baths

Total Baths:

4.5
Total Baths:

5
Full Baths:

4
Half Baths:

1
Master Bath Features:

Yes

The Listing

Home Warranty:

false
Sub Agency Relationship Offered:

No

Heating & Cooling

Heating:

Central
Heating:

true
Cooling:

Central Air
Cooling:

true

Utilities

Sewer:

Public Sewer
Water Source:

Public

Schools

Elementary School:

Hayes (Heath)

The Community

Senior Community:

false
Community Features:

Public Transportation
Spa:

false
Association:

false

Parking

Garage:

true
Attached Garage:

false
Garage Spaces:

2
Carport:

false
Parking Total:

5
Parking Features:

Detached
Covered Spaces:

2
Open Parking:

true

Monthly cost estimate

Asking price

$4,995,000

Expense	Monthly cost
Mortgage	$26,746
Taxes	$2,575
Insurance	$1,373
Utilities	$439 See report
Total	$31,133/mo.^*
	^*This is an estimate

Explore the Area

My Commute

From

Walk Score®

Provided by WalkScore® Inc.

Bike Score®

Provided by WalkScore® Inc.

Transit Score®

Provided by WalkScore® Inc.

Soundscore™

Provided by HowLoud

Air Pollution Index

Provided by ClearlyEnergy

Sale history

Date	Event	Source	Price	% Change
2/24/25 Feb 24, 2025	Listed / Active	MLSPIN	$4,995,000	122.8% (27.2% / YR)
8/19/20 Aug 19, 2020		MLSPIN	$2,241,665	43.7% (2.7% / YR)
8/16/04 Aug 16, 2004		MLSPIN	$1,560,000

House For Sale

$4,995,000

Cost Est.

$31,133/mo.

Listing provided by broker:

Jeffrey Hamilton

Columbus and Over Group, LLC

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Similar sold homes

This house located in Chestnut Hill, Brookline, MA 02445 is currently for sale for $4,995,000. 265 Dean Road is a 5,744 square foot house with 6 beds and 5 baths that has been on Estately for 7 days. 265 Dean Road is in the Chestnut Hill neighborhood of Brookline and has a WalkScore® of 69, making it somewhat walkable. This house is in the attendance area of Brookline High School.

Listing Courtesy of: MLSPIN and Columbus and Over Group, LLC.

The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. (MLSPIN) from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc., Estately and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein. Users may not reproduce or redistribute the data found on this site. The data is for viewing purposes only. All information provided is deemed reliable but is not guaranteed by Estately or MLSPIN and should be independently verified.

265 Dean Road

Brookline, MA 02445