265 Dean Rd, Brookline, MA 02445
Property image
Property image
OFF MARKET

265 Dean Rd
Brookline, MA 02445

  • 6 Beds
  • 4.5 Baths
  • 5,744 sqft

$4,631,900

Trulia Estimate
as of Aug 20, 2026
Est. Refi. Payment $27,458/mo*
Refinance Your Home

$4,631,900

Trulia Estimate
as of Aug 20, 2026
Est. Refi. Payment $27,458/mo*
Refinance Your Home
6 Beds
4.5 Baths
5,744 sqft

Home Value

Trulia Estimate
$4.63M
Since last month
Increased$6K (+0.1%)
Since last year
Increased$99K (+2.2%)
Since last sale
Increased$127K (+2.8%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +120% in the last 10 years
MonthEstimated value
2026
August 2026$4.63M
July 2026$4.62M
June 2026$4.61M
May 2026$4.6M
March 2026$4.52M
February 2026$4.55M
January 2026$4.49M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
3 Cleveland Rd, Brookline, MA
0.08
Single-Family Home
$4,600,000
05/04/26
5
6.5
4,300
167 Willard Rd, Brookline, MA
0.10
Single-Family Home
$3,400,000
09/23/25
4
3.5
3,298
282 Buckminster Rd, Brookline, MA
0.36
Single-Family Home
$4,100,000
04/27/26
6
4.5
5,058
8 Penniman Rd, Brookline, MA
0.17
Single-Family Home
$3,085,000
04/29/26
6
5.5
3,907
34 Hyslop Rd, Brookline, MA
0.40
Single-Family Home
$4,125,000
05/28/26
5
4.5
4,001
401 Clinton Rd, Brookline, MA
0.19
Single-Family Home
$2,200,000
06/15/26
5
3.5
3,463
189 Clinton Rd, Brookline, MA
0.49
Single-Family Home
$3,318,000
04/23/26
6
4
4,633
43 Druce St, Brookline, MA
0.37
Single-Family Home
$3,285,000
05/14/26
5
4.5
3,658
98 Spooner Rd, Brookline, MA
0.35
Single-Family Home
$3,300,000
06/15/26
4
4.5
3,628
278 Clinton Rd, Brookline, MA
0.33
Single-Family Home
$6,700,000
06/24/26
5
6.5
6,658

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
164 Willard Rd, Brookline, MA 02445
0.07
$3,862,400
5
4
3,214
Off Market
237 Dean Rd, Brookline, MA 02445
0.06
$4,348,200
5
3.5
4,414
Off Market
167 Willard Rd, Brookline, MA 02445
0.10
$3,521,700
4
3.5
3,298
Off Market
3 Cleveland Rd, Brookline, MA 02445
0.08
$4,600,000
5
6.5
4,300
Recently Sold
12 Ackers Ter, Brookline, MA 02445
0.16
$1,916,300
4
2.5
2,276
Off Market
47 Penniman Rd, Brookline, MA 02445
0.10
$3,179,600
6
3.5
3,141
Off Market
15-15A Doran Rd, Brookline, MA 02445
0.16
-
3
2
1,617
Off Market
33 Ackers Ave #2, Brookline, MA 02445
0.18
$1,505,000
5
2
2,549
Recently Sold
41 Ackers Ave #2, Brookline, MA 02445
0.18
$1,245,400
4
2
2,012
Off Market
44 Penniman Rd, Brookline, MA 02445
0.12
$4,768,000
5
4.5
5,706
Off Market
180 Eliot St, Brookline, MA 02467
0.16
$2,324,700
4
3
3,079
Off Market

Local Information

  • Map ViewExplore the area around 265 Dean Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1914
Living Area
5,744 sqft
Price/Sqft
$806
Parking
Garage

About this House

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.
265 Dean Rd, Brookline, MA 02445 is a 6 bedroom, 5 bathroom, 5,744 sqft single-family home built in 1914. It last sold for $4,500,000 on Jun 11, 2025 (2% below the $4,595,000 asking price). It is currently off market. The Trulia Estimate is $4,631,900, with a rent estimate of $7,927/month.
Last check for updates: 8 minutes ago
Listed by Jeffrey Hamilton, (617) 645-3407
Columbus and Over Group, LLC, (617) 645-3407
Emma Kaloupek, (617) 584-3454
Bought with: Paul Whaley/Charlie Ring Team, (617) 460-4238, Coldwell Banker Realty - Boston, (617) 266-4430
Source: MLS PIN, MLS#73337780

Home Details for 265 Dean Rd

Interior Features

Interior Details
Basement: Full,FinishedNumber of Rooms: 15Types of Rooms: Master Bathroom
Beds & Baths
Number of Bedrooms: 6Number of Bathrooms: 5Number of Bathrooms (full): 4Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 5744 Square Feet
Heating & Cooling
Heating: Central,Forced Air,DuctlessHas CoolingAir Conditioning: Central Air,Heat PumpHas HeatingHeating Fuel: Central
Fireplace & Spa
Number of Fireplaces: 2Has a FireplaceNo Spa
Levels, Entrance, & Accessibility
Accessibility: No

Exterior Features

Exterior Home Features
Roof: SlateFoundation: Concrete Perimeter
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Open Parking Spaces: 5No CarportHas a GarageNo Attached GarageHas Open ParkingParking Spaces: 7Parking: Detached,Paved Drive
Frontage
Road Frontage: PublicNot on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 5744

Property Information

Year Built
Year Built: 1914
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial Revival
Building
Not Attached PropertyDoes Not Include Home Warranty
Property Information
Parcel Number: 38951

Price & Status

Price
List Price: $4,595,000
Status Change & Dates
Off Market Date: Mon May 12 2025

Active Status

MLS Status: Sold

Media

Location

Direction & Address
City: Brookline
School Information
Elementary School: Hayes (Heath)

Building

Building Area
Building Area: 5744 Square Feet

Community

Community Features: Public Transportation, Shopping, Tennis Court(s), Park, Walk/Jog Trails, Golf, Public School, T-StationNot Senior Community

HOA

No HOA

Lot Information

Lot Area: 9987 sqft

Offer

Contingencies: Pending P&S

Miscellaneous

BasementMls Number: 73337780Above Grade Unfinished Area: 5744

Additional Information

Public TransportationShoppingTennis Court(s)ParkWalk/Jog TrailsGolfPublic SchoolT-Station

Price and Tax history

DateEventPrice
Jun 11, 2025
Source: MLS PIN #73337780
Sold
$4,500,000
May 2, 2025
Source: MLS PIN #73337780
Contingent
$4,595,000
Apr 29, 2025
Source: MLS PIN #73337780
PriceChange
$4,595,000
Price decreased by 2%
Apr 8, 2025
Source: MLS PIN #73337780
PriceChange
$4,695,000
Price decreased by 6%
Feb 24, 2025
Source: MLS PIN #73337780
Listed For Sale
$4,995,000

Market trends in Brookline

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.22M
$182KMoM
Sale-to-List Price
99.7%
0.2%MoM
Price per sq ft
$816
$19MoM
Available listings
216
37MoM

Around this home

What Locals Say about Brookline

At least 422 Trulia users voted on each feature.

  • 94 % Say there are sidewalks

  • 90 % Say it's dog friendly

  • 87 % Say it's walkable to restaurants

  • 87 % Say it's walkable to grocery stores

  • 84 % Say people would walk alone at night

  • 81 % Say streets are well-lit

  • 67 % Say kids play outside

  • 60 % Say there's holiday spirit

  • 59 % Say there's wildlife

  • 52 % Say parking is easy

  • 51 % Say they plan to stay for at least 5 years

  • 51 % Say it's quiet

  • 48 % Say neighbors are friendly

  • 40 % Say car is needed

  • 39 % Say yards are well-kept

  • 33 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Rockygranahan
    "A quick and easy walk to the T. Total commute to downtown Boston from Coolidge Corner ranges between 15-25 minutes consistently."
    0
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  • Kai Hsin Chang
    "Very convenient to do grocery and most people live here use public transportation because there’s no street parking. People who want to do street parking should apply for parking permits."
    0
    Flag
  • Sydney Reitz
    "Events at the Coolidge corner theatre, Brookline day on Harvard street in Coolidge corner, open holiday meals at the United Parish church"
    0
    Flag
  • Sydney Reitz
    "The sidewalks and streets are well-maintained even in inclement weather. Traffic is only bad around the Longwood medical area and major streets around rush hour. Pub trans is easy and safe."
    0
    Flag
  • Austin Wozniak
    "Multiple dog friendly, off-leash parks in the community and many great places to walk a dog. The community is very dog friendly. "
    0
    Flag
  • Loming1986
    "Only limited (a hand-full) dog parks available, I wish there are more. Many neighbors have dogs and it’s a very dog friendly neighborhood."
    0
    Flag
  • Trulia User
    "Clean, safe and quiet. People are very friendly. Access ti public transportation. Love this place very much."
    0
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  • Trulia User
    "The neighborhood is great environment to raise a family. It’s peaceful, clean and quiet. We would love to be here to raise our kids here. "
    0
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  • Trulia User
    "I’v stayed in a hotel in this neighborhood. It is a beautiful area with many shops to explore. Hope to move to this area. "
    0
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  • Trulia User
    "Near everything. Train across the street, restaurants, coffee shops, etc JP is part of Boston. Vibrant community. Diverse. High incomes mixed with low. "
    1
    Flag
  • Trulia User
    "Yes, the area has many dog parks, both on and off leash. Most apartment buildings are dog friendly and neighbors have been very accepting. "
    0
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  • Aliana P.
    "It’s a quick commute to downtown, especially if you live on the D line. Very convenient. It’s also a very walkable area with all stores and necessities close by. "
    1
    Flag
  • Juana B.
    "It’s very safe and great school system!! I been leaving here for 11 years and I love it and my kids too"
    2
    Flag
  • Jiyoung W.
    "Lots of other friendly dog owners, plus lots of little parks and green space for pups to run around (especially Amory Park!). Lots of businesses in the area have dog treat jars too!"
    1
    Flag
  • Adriana P.
    "It seems let friendly. Lots of parks and spaces for dogs to run. I don’t have a dog but I have friends with dogs"
    0
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  • Archana B.
    "Lived here for 5 years. I highly recommend it. It is getting more expensive. Some areas are more family friendly than others. "
    0
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  • Deiabarroso86
    "Very safe, with a lot of stores around.. Beacon Street is a beautiful street and we have the Reservoir nearby, which is a good place for a walk."
    1
    Flag
  • Josie E.
    "The kids walk to school on a tree-lined street and neighbors know each other. A little oasis in the city "
    4
    Flag
  • Caroline
    "Drive to Watertown or take shuttle provided by my place of employment. Easy access to city via C or D green line. "
    0
    Flag
  • Dma333
    "Diverse, safe, close to everything, friendly neighbors, great schools, playgrounds in walking distance"
    0
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  • Steve L.
    "Hancock Village in Chestnut Hill is a good place to live overall. Sometimes the management office puts together special functions like handing out cider doughnuts in the fall, or flowers to plant - both gratis. (And more as well but too much to detail)."
    4
    Flag
  • Dma333
    "Block party in September Close to a great school Playgrounds nearby Diverse community Easy access to many communities "
    1
    Flag
  • Szonja.ruppert
    "Lots of greens, parks, even bags for dogpoop is put to parks. Not many pet shops in walking distance"
    0
    Flag
  • Scottcunha311
    "Halloween’s are very popular especially on clark rd. Great location to Cleveland circle and both bu and bc can take train anywhere or easily get a bus there’s no shortsge of things to do"
    0
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  • Jawaher A.
    "Good schools, no stealing, good neighbors, good place to kids to play, not far away from BU university, there is driving school, all government facilities around us, Uber so expensive but it is available all time, there is ice cream shop and Starbucks around us also a lot of restaurants and malls "
    2
    Flag
  • Courtney C.
    "Safe and homey - education is good but property tax is rising. Commute is perfect - only ten minute drive away from my work site. "
    0
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  • Luis B.
    "Lots of commerce within walking distance and easier access to the city by public transportation. Also very good public schools"
    0
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  • Magdalene M.
    "Right by the T and walking distance to Fenway! Blue bikes and scooters near by. Lots of ways to go. "
    0
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  • Jawaher A.
    "I love this area coz its safe and beautiful and the neighbors are nice and kind and there is a lot of great people "
    0
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  • Oliver L.
    "I walk to work in the medical area. T stops make getting to the center easy. It is quite possible to live without a car."
    0
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  • Sophie
    "The community center holds a lot of interesting activities like Mahjong, movies, reading, yoga and concerts. Also we have a greeeat library here!"
    0
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  • Kathy U.
    "Many dog parks around the Coolidge corner area. Many off leash areas too. The dog community it big in this neighborhood "
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  • Heli C.
    "The schools are excellent, and neighbors tend to know each other. We are a ‘suburb’ of Boston but also officially a town with numerous distinct village neighborhoods, most of which are walkable to restaurants and amenities. Brookline has a fairly international mix of people, with families from all over the world coming here to study and work at the nearby Harvard teaching hospitals."
    0
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  • Ptetrault
    "It is a safe, welcoming and peaceful neighborhood. Heath is a great school. Close to T trains and buses."
    0
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  • Pat B.
    "It's dog friendly...there's lots of parks around to take pets."
    0
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  • Pat B.
    "There's some strange people who are around, but they're harmless. There's lots of daycare places, so if someone has a young kid there's lots of options nearby."
    1
    Flag
  • Billy W.
    "There is only one park on this hill, but a short walk can lead you to bigger parks and playgrounds."
    1
    Flag

LGBTQ Local Legal Protections

The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. 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. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.
The MLS listing information displayed is deemed reliable, but is not guaranteed accurate by the MLS.

Frequently asked questions about 265 Dean Rd

  • What is 265 Dean Rd estimated to be worth?
    Trulia's estimated value for 265 Dean Rd in Brookline, MA is $4,631,900.
  • What is the price history for 265 Dean Rd?
    265 Dean Rd in Brookline, MA last sold for $4,500,000 in June 2025.
  • Is Brookline a buyer's or seller's market?
    Brookline is currently a buyer's market, based on recent for-sale activity.
  • What's the median sale price in Brookline?
    The median sale price in Brookline is $1.22M. That is down $182K from the prior month.
  • Does 265 Dean Rd have air conditioning?
    Yes, 265 Dean Rd in Brookline, MA has air conditioning.
  • How big is the lot at 265 Dean Rd?
    The lot at 265 Dean Rd in Brookline, MA is about 0.23 acres (9,987 sq ft).

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Apartments for Rent

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Off Market Homes Near 265 Dean Rd

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