265 Dean Road, Brookline, MA 02445

$4,695,000 - Chestnut Hill

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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.

— MLSPIN #: 73337780

Map of 265 Dean Road, Brookline, MA 02445

Open Houses
Start Time: End Time: Comments:
04-19-2025 12:00 PM 04-19-2025 01:30 PM
265 Dean Road, Chestnut Hill, Brookline, MA 02445
265 Dean Road, Chestnut Hill, Brookline, MA 02445 265 Dean Road, Chestnut Hill, Brookline, MA 02445 265 Dean Road, Chestnut Hill, Brookline, MA 02445 265 Dean Road, Chestnut Hill, Brookline, MA 02445 265 Dean Road, Chestnut Hill, Brookline, MA 02445
265 Dean Road, Chestnut Hill, Brookline, MA 02445 265 Dean Road, Chestnut Hill, Brookline, MA 02445 265 Dean Road, Chestnut Hill, Brookline, MA 02445 265 Dean Road, Chestnut Hill, Brookline, MA 02445 265 Dean Road, Chestnut Hill, Brookline, MA 02445
265 Dean Road, Chestnut Hill, Brookline, MA 02445 265 Dean Road, Chestnut Hill, Brookline, MA 02445 265 Dean Road, Chestnut Hill, Brookline, MA 02445 265 Dean Road, Chestnut Hill, Brookline, MA 02445 265 Dean Road, Chestnut Hill, Brookline, MA 02445
265 Dean Road, Chestnut Hill, Brookline, MA 02445 265 Dean Road, Chestnut Hill, Brookline, MA 02445 265 Dean Road, Chestnut Hill, Brookline, MA 02445 265 Dean Road, Chestnut Hill, Brookline, MA 02445 265 Dean Road, Chestnut Hill, Brookline, MA 02445
265 Dean Road, Chestnut Hill, Brookline, MA 02445 265 Dean Road, Chestnut Hill, Brookline, MA 02445 265 Dean Road, Chestnut Hill, Brookline, MA 02445 265 Dean Road, Chestnut Hill, Brookline, MA 02445 265 Dean Road, Chestnut Hill, Brookline, MA 02445
265 Dean Road, Chestnut Hill, Brookline, MA 02445 265 Dean Road, Chestnut Hill, Brookline, MA 02445 265 Dean Road, Chestnut Hill, Brookline, MA 02445 265 Dean Road, Chestnut Hill, Brookline, MA 02445 265 Dean Road, Chestnut Hill, Brookline, MA 02445
265 Dean Road, Chestnut Hill, Brookline, MA 02445 265 Dean Road, Chestnut Hill, Brookline, MA 02445 265 Dean Road, Chestnut Hill, Brookline, MA 02445 265 Dean Road, Chestnut Hill, Brookline, MA 02445 265 Dean Road, Chestnut Hill, Brookline, MA 02445
265 Dean Road, Chestnut Hill, Brookline, MA 02445 265 Dean Road, Chestnut Hill, Brookline, MA 02445 265 Dean Road, Chestnut Hill, Brookline, MA 02445 265 Dean Road, Chestnut Hill, Brookline, MA 02445 265 Dean Road, Chestnut Hill, Brookline, MA 02445
List Price:$4,695,000
Status:Active
MLS ID:73337780
Town:Brookline
Neighborhood:Chestnut Hill
County:Norfolk
Zip:02445
Property Type:Residential
Property Sub Type:Single Family Residence
Bedrooms:6
Full Baths:4
Half Baths:1
Living Area:5,744 sqft
Acres:0.23
Taxes:30,910
Cooling:Central Air, Heat Pump
Heating:Central, Forced Air, Ductless
Parking Features:Detached, Paved Drive
Status:Active
Water Source:Public
Year Built:1914
Accessibility Features:No
Roof:Slate
Directions:Off of Chestnut Hill Ave
Foundation Details:Concrete Perimeter
Listing Contract Date:2025-02-24
Cooling?:Yes
Fireplace?:Yes
Garage?:Yes
Heating?:Yes
Lot Size Area:0.23
Lot Size Square Feet:9,987
Fireplaces Total:2
Rooms Total:15
Architectural Style:Colonial Revival
Bathrooms Total Integer:5
Basement:true
Basement:Full, Finished
Building Area Source:Measured
Building Area Total:5,744
Community Features:Public Transportation, Shopping, Tennis Court(s), Park, Walk/Jog Trails, Golf, Public School, T-Station
Living Area Units:Square Feet
Lot Size Units:Acres
Open Parking?:Yes
Parcel Number:38951
Road Frontage Type:Public
Sewer:Public Sewer
Zoning:Resi
Covered Spaces:2
Elementary School:Hayes (Heath)
Garage Spaces:2
Year Built Source:Public Records
Disclosures:Listing agent is owner.
Farm Land Area Units:Square Feet
Listing Agreement:Exclusive Right To Sell
Comp Based On:Net Sale Price
Mh:Cooling Zones, Cc:Cooling Zones, Mf:Cooling Zones, Sf:Cooling Zones:9
Disclosure:No
Dpr Flag:No
Heat Zones:9
Lead Paint:Unknown
Listing Alert:No
List Price Per Sqft:$817.37
Page:253
Price Per Sqft:$817.37
Square Feet Incl Base:No
Sub Agency Offered:No
Original List Price:$4,995,000
Parking Total:5
Room Master Bathroom Features:Yes
Tax Assessed Value:$3,478,200
Tax Year:2025
Year Built Details:Actual

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The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. 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, leasing or renting 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, leasing or renting. MLS Property Information Network, Inc. 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.

MLS Property Information Network, Inc. data last updated on April 18, 2025 08:54 PM

Property Last Updated: April 12, 2025 03:06 AM

Listing Courtesy of: Columbus and Over Group, LLC
Listing Agent: Jeffrey Hamilton
617-645-3407