35 Oakland Rd, Brookline, MA 02445
Property image
Property image
OFF MARKET

$2,198,700

Trulia Estimate
  • 7 Beds
  • 3 Baths
  • 3,571 sqft

35 Oakland Rd, Brookline, MA 02445

Est. Refi. Payment $13,670/mo*
Refinance Your Home
Currently Off Market - Sold May 6, 2013 for $950,000

Home Value

Trulia Estimate
$2.2M
Since last month
Decreased$59K (-2.7%)
Since last year
Decreased$41K (-1.9%)
Since last sale
Increased$1M (+129.4%)
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 +26% in the last 10 years
MonthEstimated value
2026
September 2026$2.18M
August 2026$2.24M
July 2026$2.29M
June 2026$2.3M
May 2026$2.31M
April 2026$2.31M
March 2026$2.29M
February 2026$2.23M
January 2026$2.18M
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
9 E Milton Rd, Brookline, MA
0.14
Multi-Family Home
$999,999
04/30/26
8
3
3,898
19-21 Elm St, Brookline, MA
0.30
Multi-Family Home
$1,800,000
10/31/25
5
2
2,252
65-67 Halifax St, Jamaica Plain, MA
0.67
Multi-Family Home
$1,834,000
12/22/25
7
3
4,460
163-165 Hillside St, Roxbury, MA
0.88
Multi-Family Home
$875,000
11/21/25
7
3
3,165
79-81 Moraine St, Jamaica Plain, MA
0.68
Multi-Family Home
$1,800,000
06/02/26
9
3
3,885
130 Minden St, Jamaica Plain, MA
0.90
Multi-Family Home
$850,000
01/09/26
6
3
2,621
33 Halifax St, Jamaica Plain, MA
0.71
Multi-Family Home
$1,400,000
06/24/26
8
4
4,042
36-38 Moraine St, Jamaica Plain, MA
0.76
Multi-Family Home
$1,800,000
06/01/26
9
3
4,063
9 Oakview Ter, Jamaica Plain, MA
0.87
Multi-Family Home
$1,400,000
04/01/26
6
3.5
3,988
28 Boylston St, Boston, MA
0.99
Multi-Family Home
$1,495,000
05/18/26
8
3
3,903

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
4 Vogel Ter, Brookline, MA 02445
0.03
$2,480,100
5
2.5
2,616
Off Market
20 Rice St #2, Brookline, MA 02445
0.03
$740,000
3
1
978
Recently Sold
236 Walnut St, Brookline, MA 02445
0.08
$2,750,000
4
3.5
3,963
Recently Sold
18-20 Roberts St, Brookline, MA 02445
0.07
-
18
12
8,280
Off Market
27 Walnut Pl, Brookline, MA 02445
0.06
$4,096,500
4
3.5
4,232
Off Market
244 Cypress St #2, Brookline, MA 02445
0.08
$571,500
2
1
624
Off Market
195 Cypress St #3, Brookline, MA 02445
0.11
$1,353,300
3
2
1,766
Off Market
195 Cypress St #2, Brookline, MA 02445
0.11
$989,300
3
2
1,174
Off Market
255 Walnut St #B, Brookline, MA 02445
0.10
$1,310,000
3
1.5
1,543
Recently Sold
12-14 Edwin St, Brookline, MA 02445
0.11
-
6
3
3,845
Off Market
12-14 Edwin St #B, Brookline, MA 02445
0.11
$854,600
3
2
1,210
Off Market
12-14 Edwin St #3, Brookline, MA 02445
0.11
$871,200
3
2
1,244
Off Market

Local Information

  • Map ViewExplore the area around 35 Oakland Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Multi-Family
Built in 1910
3,571 sqft
$616/sqft
Garage

About this House

Developers or end-users. Original 2 family Stucco with Slate & Rubber roofs. Each unit has 6 generous rooms & 1 bath. Walk-up attic in unit #2 . Tanden parking for 2 cars in garage, Lincoln School, close to Brookline Hills "T" stop & Brookline Village. This residence is to be sold "As Is". Offers if any, due Tuesday March 19th at 5 PM.
35 Oakland Rd, Brookline, MA 02445 is a 7 bedroom, 3 bathroom, 3,571 sqft multi-family built in 1910. It last sold for $950,000 on May 6, 2013. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,198,700, with a rent estimate of $5,695/month.

Home Details for 35 Oakland Rd

Interior Features

Interior Details
BasementNumber of Rooms: 13Types of Rooms: Walk In Closet, Master Bath
Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Hardwood
Appliances & Utilities
DishwasherDisposalDryerMicrowaveRefrigeratorWasher

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Stucco
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 1910Year Updated: 2018
Property Type / Style
Property Type: Multi FamilyArchitecture: Other

Community

Units in Building: 2

Lot Information

Lot Area: 4000 sqft

Price and Tax history

DateEventPrice
May 6, 2013
Source: N/A
Sold
$950,000
Mar 16, 2013
Source: Agent Provided
Listed For Sale
$849,000
Mar 7, 1991
Source: N/A
Sold
$25,000

Market trends in Brookline

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.24M
$23.33KMoM
Sale-to-List Price
99.3%
0.4%MoM
Price per sq ft
$811
$6MoM
Available listings
186
30MoM

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 35 Oakland Rd

  • What is 35 Oakland Rd estimated to be worth?
    Trulia's estimated value for 35 Oakland Rd in Brookline, MA is $2,198,700.
  • What is the price history for 35 Oakland Rd?
    35 Oakland Rd in Brookline, MA last sold for $950,000 in May 2013.
  • 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 $1.24M. That is up $23.33K from the prior month.
  • Does 35 Oakland Rd have air conditioning?
    Yes, 35 Oakland Rd in Brookline, MA has air conditioning.
  • Does 35 Oakland Rd have laundry facilities?
    Yes, 35 Oakland Rd in Brookline, MA has in-unit laundry.

Explore by feature - Pet Friendly

238 pet-friendly rentals in Brookline, MA

Explore by feature - Garage

58 rentals with a garage in Brookline, MA

Explore by feature - Air Conditioning

447 rentals with air conditioning in Brookline, MA

Explore by feature - Pool

50 rentals with a pool in Brookline, MA

Explore by feature - Washer/dryer

718 rentals with a washer/dryer in Brookline, MA

Explore by feature - Outdoor Space

17 rentals with an outdoor space in Brookline, MA

Apartments for Rent

Skip to last item
Skip to first item

Off Market Homes Near 35 Oakland Rd

Skip to last item
Skip to first item

Homes for sale near 35 Oakland Rd

Skip to last item
Skip to first item
Skip to last item
  • Results are loading
Skip to first item