249 Dean Rd, Brookline, MA 02445
OFF MARKET

$3,244,700

Trulia Estimate
  • 5 Beds
  • 4 Baths
  • 3,474 sqft (on 0.27 acres)

249 Dean Rd, Brookline, MA 02445

Est. Refi. Payment $20,242/mo*
Refinance Your Home

Home Value

Trulia Estimate
$3.25M
Since last month
Decreased$47K (-1.4%)
Since last year
Decreased$20K (-0.6%)
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 +65% in the last 10 years
MonthEstimated value
2026
October 2026$3.24M
October 2026$3.24M
September 2026$3.29M
August 2026$3.28M
July 2026$3.3M
June 2026$3.32M
May 2026$3.4M
April 2026$3.37M
March 2026$3.39M
February 2026$3.29M
January 2026$3.17M
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
401 Clinton Rd, Brookline, MA
0.17
Single-Family Home
$2,200,000
06/15/26
5
3.5
3,463
3 Cleveland Rd, Brookline, MA
0.10
Single-Family Home
$4,600,000
05/04/26
5
6.5
4,300
520 Clinton Rd, Brookline, MA
0.25
Single-Family Home
$2,394,900
08/21/26
4
3.5
2,996
43 Druce St, Brookline, MA
0.34
Single-Family Home
$3,285,000
05/14/26
5
4.5
3,658
8 Penniman Rd, Brookline, MA
0.14
Single-Family Home
$3,085,000
04/29/26
6
5.5
3,907
34 Hyslop Rd, Brookline, MA
0.38
Single-Family Home
$4,125,000
05/28/26
5
4.5
4,001
44 Valley Rd, Brookline, MA
0.39
Single-Family Home
$2,800,000
10/14/26
6
3.5
2,992
98 Spooner Rd, Brookline, MA
0.38
Single-Family Home
$3,300,000
06/15/26
4
4.5
3,628
333 Clark Rd, Brookline, MA
0.50
Single-Family Home
$2,487,000
12/11/25
5
3.5
3,100
282 Buckminster Rd, Brookline, MA
0.33
Single-Family Home
$4,100,000
04/27/26
6
4.5
5,058

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
257 Dean Rd, Brookline, MA 02445
0.02
$2,625,800
5
4
3,059
Off Market
100 Willard Rd, Brookline, MA 02445
0.02
$3,173,800
5
4
3,348
Off Market
108 Willard Rd, Brookline, MA 02445
0.03
$3,063,500
5
5
3,248
Off Market
237 Dean Rd, Brookline, MA 02445
0.03
$4,338,500
5
3.5
4,414
Off Market
265 Dean Rd, Brookline, MA 02445
0.03
$4,706,600
6
4.5
5,744
Off Market
240 Dean Rd, Brookline, MA 02445
0.03
$4,404,100
6
4
3,856
Off Market
114 Willard Rd, Brookline, MA 02445
0.04
$3,249,200
6
4
3,466
Off Market
68 Taylor Crossway, Brookline, MA 02445
0.04
$3,793,900
5
3.5
3,300
Off Market
250 Dean Rd, Brookline, MA 02445
0.04
$2,824,300
7
4
2,951
Off Market
260 Dean Rd, Brookline, MA 02445
0.04
$3,795,500
6
4
4,349
Off Market
228 Dean Rd, Brookline, MA 02445
0.05
$3,750,100
5
3
4,431
Off Market
120 Willard Rd, Brookline, MA 02445
0.05
$2,544,900
3
3
2,376
Off Market
86 Willard Rd, Brookline, MA 02445
0.05
$4,239,700
6
5
4,078
Off Market
55 Penniman Rd, Brookline, MA 02445
0.05
$3,713,900
5
5
4,135
Off Market
271 Dean Rd, Brookline, MA 02445
0.05
$4,083,300
5
5
3,904
Off Market
266 Dean Rd, Brookline, MA 02445
0.05
$2,889,000
4
3
2,641
Off Market
83 Penniman Rd, Brookline, MA 02445
0.05
$5,354,900
4
5
4,580
Off Market
105 Willard Rd, Brookline, MA 02445
0.05
$3,472,200
3
3.5
3,350
Off Market
111 Willard Rd, Brookline, MA 02445
0.06
$3,132,600
4
4
2,880
Off Market
97 Willard Rd, Brookline, MA 02445
0.06
$3,383,800
6
5
3,996
Off Market

Local Information

  • Map ViewExplore the area around 249 Dean Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1925
0.27 acre lot
3,474 sqft
$934/sqft
Garage

About this House

This single-family home is located at 249 Dean Rd, Brookline, MA. 249 Dean Rd is in Brookline, MA and in ZIP code 02445. This property has 5 bedrooms, 5 bathrooms and approximately 3,474 sqft of floor space. This property has a lot size of 0.27 acres and was built in 1925.
249 Dean Rd, Brookline, MA 02445 is a 5 bedroom, 5 bathroom, 3,474 sqft single-family home built in 1925. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $3,244,700.

Home Details for 249 Dean Rd

Interior Features

Interior Details
BasementAtticNumber of Rooms: 11Types of Rooms: Walk In Closet, Breakfast Nook, Dining Room, Laundry Room, Library, Master Bath, Mud Room, Office, Pantry, Recreation Room, Sun Room
Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Carpet, Hardwood
Appliances & Utilities
Cable ReadyDishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace
Security
Security System

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: StuccoGardenLawnSprinkler System
Parking & Garage
GarageParking: Garage Detached

Property Information

Year Built
Year Built: 1925Year Updated: 1967
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 0.27 acres

Price and Tax history

YearProperty taxTax assessment
2025
$28,926
$2,930,700
Home facts updated by county records

Market trends in Brookline

Last updated September 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.19M
$50.67KMoM
Sale-to-List Price
98.7%
0.6%MoM
Price per sq ft
$806
$3MoM
Available listings
227
39MoM
Sourced by Trulia Market Trends

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.
  • Trulia User
    "Very dog friendly "
    0
    Flag
  • Rockygranahan
    "A quick and easy walk to the T. Total commute to downtown Boston from Coolidge Corner ranges between 15-25 minutes consistently."
    0
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • Luis B.
    "Lots of commerce within walking distance and easier access to the city by public transportation. Also very good public schools"
    0
    Flag
  • Magdalene M.
    "Right by the T and walking distance to Fenway! Blue bikes and scooters near by. Lots of ways to go. "
    0
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • Kathy U.
    "Many dog parks around the Coolidge corner area. Many off leash areas too. The dog community it big in this neighborhood "
    0
    Flag
  • 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
    Flag
  • Ptetrault
    "It is a safe, welcoming and peaceful neighborhood. Heath is a great school. Close to T trains and buses."
    0
    Flag
  • 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

Frequently asked questions about 249 Dean Rd

  • What is 249 Dean Rd estimated to be worth?
    Trulia's estimated value for 249 Dean Rd in Brookline, MA is $3,244,700.
  • Is Brookline a buyer's or seller's market?
    Brookline is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Brookline?
    The median sale price in Brookline is $1.19M. That is down $50.67K from the prior month.
  • What do residents say about Brookline?
    Residents describe Brookline, MA as pedestrian-friendly, dog-friendly, and walkable to restaurants. See recently sold homes in Brookline, MA.
  • Does 249 Dean Rd have air conditioning?
    Yes, 249 Dean Rd in Brookline, MA has air conditioning.
  • Does 249 Dean Rd have laundry facilities?
    Yes, 249 Dean Rd in Brookline, MA has in-unit laundry.

Explore by feature - Pet Friendly

232 pet-friendly rentals in Brookline, MA

Explore by feature - Garage

60 rentals with a garage in Brookline, MA

Explore by feature - Air Conditioning

440 rentals with air conditioning in Brookline, MA

Explore by feature - Pool

40 homes with a pool in Brookline, MA

Explore by feature - Washer/dryer

720 rentals with a washer/dryer in Brookline, MA

Explore by feature - Outdoor Space

15 rentals with an outdoor space in Brookline, MA

Apartments for Rent

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Off Market Homes Near 249 Dean Rd

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