265 Dean Rd

5,744 Sq. Ft.
$783 / Sq. Ft.
5,744
Sq. Ft.
$783
per Sq. Ft.

Description

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...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.
  1. Listed by Jeffrey Hamilton • Columbus and Over Group, LLC
  2. Listed by Emma Kaloupek • Columbus and Over Group, LLC

Property Details for 265 Dean Road

Town
Brookline
MLS Area
Chestnut Hill
Area
MA-Brookline-Chestnut Hill, MA-Brookline
Architectural Style
Colonial Revival
Style
Colonial Revival
Garage Spaces
2
Parking Spaces
5.00
Parking Spaces Total
7
LISTING UPDATED: 06/12/2025 01:50 PM

Property Details for 265 Dean Road

StatusSold
MLS #73337780
Days on Market78
Taxes$30,910 / year
HOA Fees-
Compass TypeSingle Family
MLS TypeSingle Family / Detached
Year Built1914
CountyNorfolk County

Location

Listing Courtesy of Columbus and Over Group, LLC, Jeffrey Hamilton; Columbus and Over Group, LLC, Emma Kaloupek

Sold By Coldwell Banker Realty - Boston, Paul Whaley/Charlie Ring Team

Add your commute

Virtual Tour

Building Information for 265 Dean Road

Stories-Year Built1914Building Size-Lot Size0.23 AC / 9,987 SF

Payment Calculator

$24,508 per month

30 year fixed, 6.15% Interest

Principal and Interest

$21,932

Property Taxes

$2,576

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Know your buying power with a preapproval and custom rate in minutes

Rocket Mortgage1

Property Information for 265 Dean Road

General Details
Property Details
  • Building Area Units: Square Feet
  • Community Features: Public Transportation, Shopping, Tennis Court, Park, Walk/Jog Trails, Golf Course, Public School, T-Station
  • Current Financing: Conv. ARM
  • Living Area: 5744.0
  • SqFt with Basement: No
  • Property Attached: No
  • Single Family Type: Detached
  • Waterfront: No
  • Year Built Details: Actual
  • Year Built Source: Public Records
Location/School
  • Grade School: Hayes (Heath)
Features
Interior Features
  • Basement Features: Full, Finished
  • Num of Baths: 5.0
  • Num of Full Baths: 4
  • Num of Half Baths: 1
  • Bathrooms Total Decimal: 4.50
  • Bathrooms Total Integer: 5
  • FireplaceYN: Yes
  • Fireplaces: 2
  • Primary Bath: Yes
  • SpaYN: No
Exterior Features
  • Roof Material: Slate
Parking Features
  • Attached Garage: No
  • Carport: No
  • Covered Spaces: 2.00
  • Garage: Yes
  • Garage Parking: Detached, Paved Drive
  • Open Parking: Yes
  • Parking Features: Detached, Paved Drive
Utilities
  • Cooling: Central Air, Heat Pump
  • Cooling: Yes
  • Heating: Central, Forced Air, Ductless
  • Heating: Yes
  • Sewer: City/Town Sewer
  • Water: Public
Property Information
Property Info
  • Farm Land Area Units: Square Feet
  • WARRANTY: No
  • Lot Size Units: Acres
  • Road Frontage Type: Public
  • Disclosures: Listing agent is owner.
Tax Information
  • Tax ID: 38951
  • Assessments: $3,478,200
  • Book: 38233
  • Tax Year: 2025
  • Zoning: Resi
Building / Association Information
Living Characteristics
  • Beds Total: 6
Other Building Characteristics
  • Accessibility Features: No
  • Foundation: Concrete Perimeter
  • Cooling Zones: 9
  • Heat Zones: 9
Complex & Association Information
  • Adult Community: No

Property History for 265 Dean Road

DateEvent & SourcePriceAppreciation
Jun 11, 2025

Sold

MLS PIN #73337780

$4,500,000—
May 2, 2025

Under Agreement

MLS PIN #73337780

—
May 2, 2025

Contingent

MLS PIN #73337780

—
Apr 29, 2025

Price Change

MLS PIN #73337780

$4,595,000—
Apr 8, 2025

Price Change

MLS PIN #73337780

$4,695,000—
Feb 24, 2025

Listed (Active)

MLS PIN #73337780

$4,995,000—
Aug 19, 2020

Sold

MLS PIN #72668093

$2,241,665—
Jun 9, 2020

Under Agreement

MLS PIN #72668093

—
Jun 9, 2020

Contingent

MLS PIN #72668093

—
Jun 4, 2020

Listed (Active)

MLS PIN #72668093

$2,190,000—
Aug 16, 2004

Sold (Public Record)

Public Record #143715179

$1,560,000—
Aug 16, 2004

Sold

MLS PIN #70050699

$1,560,000—
Jul 6, 2004

Contingent

MLS PIN #70050699

—
Jun 16, 2004

Listed (Active)

MLS PIN #70050699

$1,595,000—
Jun 14, 2004

Canceled

MLS PIN #70021973

$1,595,000—
Apr 20, 2004

Listed (Active)

MLS PIN #70021973

$1,595,000—
DateEvent & SourcePrice
06/11/2025

Sold

MLS PIN #73337780

$4,500,000
05/02/2025

Under Agreement

MLS PIN #73337780

—
05/02/2025

Contingent

MLS PIN #73337780

—
04/29/2025

Price Change

MLS PIN #73337780

$4,595,000
04/08/2025

Price Change

MLS PIN #73337780

$4,695,000
02/24/2025

Listed (Active)

MLS PIN #73337780

$4,995,000
08/19/2020

Sold

MLS PIN #72668093

$2,241,665
06/09/2020

Under Agreement

MLS PIN #72668093

—
06/09/2020

Contingent

MLS PIN #72668093

—
06/04/2020

Listed (Active)

MLS PIN #72668093

$2,190,000
08/16/2004

Sold (Public Record)

Public Record #143715179

$1,560,000
08/16/2004

Sold

MLS PIN #70050699

$1,560,000
07/06/2004

Contingent

MLS PIN #70050699

—
06/16/2004

Listed (Active)

MLS PIN #70050699

$1,595,000
06/14/2004

Canceled

MLS PIN #70021973

$1,595,000
04/20/2004

Listed (Active)

MLS PIN #70021973

$1,595,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 265 Dean Road

Taxable ValueLand$1,457,100Additions$2,021,100Total$3,478,200
Tax Record2025$34,330 ($2,861 / month)
Home Facts
Beds6Baths3.5Total Finished SqFt3,978 SqFtAbove Grade Finished SqFt3,978 SqFtUnfinished Basement SqFt246 SqFtStories3Lot Size9,988 SqFtStyleSingle Family ResidenceYear Built1915Year Renovated1968ZoningS10CountyNORFOLKAPNBROO B:261 L:0004 S:0000Fireplace TypeHas Fireplace

Schools near 265 Dean Road

This home is within Brookline School District.
Rating
School
Type
Grades
Distance
Public - K to 8
Public - 9 to 12
Private - PK to 12
Private - PK to 6
Rating
School
Distance
Roland Hayes School
PublicK to 8

Brookline High School
Public9 to 12

Maimonides School
PrivatePK to 12

The Chestnut Hill School
PrivatePK to 6

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

Similar Sold Homes

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Columbus and Over Group, LLC, Jeffrey Hamilton; Columbus and Over Group, LLC, Emma Kaloupek

The property listing data and information, or the images, set forth herein were provided to MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS. The property listing data and information, and the images, 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., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the images, set forth herein.