385 Lee St, Brookline, MA 02445
Property image
Property image
OFF MARKET

385 Lee St
Brookline, MA 02445

  • 4 Beds
  • 3.5 Baths
  • 3,094 sqft

$1,961,300

Trulia Estimate
as of Aug 24, 2026
Est. Refi. Payment $11,618/mo*
Refinance Your Home

$1,961,300

Trulia Estimate
as of Aug 24, 2026
Est. Refi. Payment $11,618/mo*
Refinance Your Home
4 Beds
3.5 Baths
3,094 sqft

Home Value

Trulia Estimate
$1.96M
Since last month
Decreased$6K (-0.3%)
Since last year
Increased$51K (+2.7%)
Since last sale
Increased$56K (+2.9%)
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 +75% in the last 10 years
MonthEstimated value
2026
August 2026$1.96M
July 2026$1.96M
June 2026$1.96M
May 2026$1.94M
March 2026$1.91M
February 2026$1.92M
January 2026$1.9M
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
16 Parkside Dr, Jamaica Plain, MA
0.64
Single-Family Home
$1,435,000
02/18/26
4
3.5
2,624
11 Country Rd, Brookline, MA
0.12
Single-Family Home
$1,156,000
08/14/26
3
2
1,986
36 Neillian Cres, Jamaica Plain, MA
0.73
Single-Family Home
$2,400,000
07/31/26
5
3.5
3,217
33 Meadowbrook Rd, Brookline, MA
0.27
Single-Family Home
$1,100,000
09/16/25
3
1.5
1,593
55 Bellingham Rd, Brookline, MA
0.89
Single-Family Home
$1,690,000
05/29/26
4
2.5
2,511
55 Goodnough Rd, Brookline, MA
0.98
Single-Family Home
$1,875,000
09/05/25
4
3
2,854
140 Prince St, Boston, MA
0.96
Single-Family Home
$2,280,000
05/19/26
4
3.5
3,079
2 Rockwood Ter, Jamaica Plain, MA
0.76
Single-Family Home
$1,167,000
11/14/25
4
3
2,204
37 Slocum Rd, Jamaica Plain, MA
0.98
Single-Family Home
$2,050,000
07/31/26
4
3.5
2,662

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
382 Lee St, Brookline, MA 02445
0.04
$5,500,000
5
5.5
6,841
Recently Sold
204 Clyde St, Chestnut Hill, MA 02467
0.06
$8,601,400
6
7.5
7,502
Off Market
198 Clyde St, Brookline, MA 02467
0.07
$6,400,000
4
4.5
6,521
For Sale
333 Lee St, Brookline, MA 02445
0.10
$20,891,600
11
9
20,074
Off Market
11 Country Rd, Brookline, MA 02467
0.12
$1,156,000
3
2
1,986
Recently Sold
25 Sears Rd, Brookline, MA 02445
0.14
$13,935,000
6
7
11,786
Off Market
30 Country Rd, Brookline, MA 02467
0.15
$2,550,300
6
4
2,664
Off Market
65 Forest St, Brookline, MA 02467
0.16
$1,734,800
2
2
1,971
Off Market
33 Sears Rd, Brookline, MA 02445
0.17
$14,995,000
6
7
13,200
For Sale
Sears Rd, Brookline, MA 02445
0.19
$11,750,000
6
7.5
10,000
For Sale
291 Goddard Ave #291, Brookline, MA 02445
0.19
$2,425,000
3
3.5
3,609
Recently Sold

Local Information

  • Map ViewExplore the area around 385 Lee St.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1940
Living Area
3,094 sqft
Price/Sqft
$634
Parking
2 Car Garage

About this House

Beautifully maintained center-entrance Colonial in the desirable Hayes School/Chestnut Hill neighborhood. The first floor offers a spacious, sunlit living room, formal dining room, and an updated kitchen with an eat-in area or sunroom option, opening to a charming porch. Upstairs features three generously sized bedrooms, including a primary suite with en suite bath, and two additional bedrooms that share a hall bath. A separate fourth bedroom or home office provides flexible space. The newly renovated lower level includes a family room, playroom, full bathroom, and laundry. The home has central air and generous storage throughout (including a flexible third floor). Enjoy a two-car garage and a recently landscaped yard—ideal for outdoor living, gardening, or play. Located in an ideal location near top-rated schools, shops, parks, and all that Chestnut Hill and Brookline have to offer.
385 Lee St, Brookline, MA 02445 is a 4 bedroom, 4 bathroom, 3,094 sqft single-family home built in 1940. It last sold for $1,900,000 on Aug 4, 2025 (6% above the $1,795,000 asking price). It is currently off market. The Trulia Estimate is $1,961,300, with a rent estimate of $7,007/month.
Last check for updates: about 12 hours ago
Listed by Rachel Goldman, (617) 302-8292
MGS Group Real Estate LTD, (617) 714-4544
Bought with: Lisa Keshet, (617) 902-8205, Engel & Volkers Newton, (617) 936-4194
Source: MLS PIN, MLS#73362350

Home Details for 385 Lee St

Interior Features

Interior Details
Basement: FullNumber of Rooms: 9
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 3094 Square Feet
Appliances & Utilities
Appliances: Gas Water Heater
Heating & Cooling
Heating: Baseboard,Natural GasHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Baseboard
Fireplace & Spa
Number of Fireplaces: 2Has a FireplaceNo Spa

Exterior Features

Exterior Home Features
Roof: SlateFoundation: Concrete Perimeter
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Open Parking Spaces: 2No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 4Parking: Attached,Paved Drive
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 2419Finished Area (below surface): 675

Property Information

Year Built
Year Built: 1940
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Not Attached PropertyDoes Not Include Home Warranty
Property Information
Parcel Number: B:339 L:0006 S:0000, 41536

Price & Status

Price
List Price: $1,795,000
Status Change & Dates
Off Market Date: Fri May 09 2025

Active Status

MLS Status: Sold

Location

Direction & Address
City: Brookline
School Information
Elementary School: HayesJr High / Middle School: HayesHigh School: Bhs

Building

Building Area
Building Area: 3094 Square Feet

Community

Not Senior Community

HOA

No HOA

Lot Information

Lot Area: 8141 sqft

Offer

Contingencies: Pending P&S

Miscellaneous

BasementMls Number: 73362350Above Grade Unfinished Area: 2419

Price and Tax history

DateEventPrice
Aug 4, 2025
Source: MLS PIN #73362350
Sold
$1,900,000
Apr 27, 2025
Source: MLS PIN #73362350
Contingent
$1,795,000
Apr 22, 2025
Source: MLS PIN #73362350
Listed For Sale
$1,795,000
Feb 21, 2014
Source: N/A
Sold
$990,000
Dec 5, 2013
Source: Agent Provided
PriceChange
$1,099,000
Price decreased by 7%

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
    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.
    "It's dog friendly...there's lots of parks around to take pets."
    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

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 385 Lee St

  • What is 385 Lee St estimated to be worth?
    Trulia's estimated value for 385 Lee St in Brookline, MA is $1,961,300.
  • What is the price history for 385 Lee St?
    385 Lee St in Brookline, MA last sold for $1,900,000 in August 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 385 Lee St have air conditioning?
    Yes, 385 Lee St in Brookline, MA has air conditioning.
  • How big is the lot at 385 Lee St?
    The lot at 385 Lee St in Brookline, MA is about 0.19 acres (8,141 sq ft).

Explore by feature - Pet Friendly

289 pet-friendly rentals in Brookline, MA

Explore by feature - Garage

69 rentals with a garage in Brookline, MA

Explore by feature - Air Conditioning

550 rentals with air conditioning in Brookline, MA

Explore by feature - Pool

66 rentals with a pool in Brookline, MA

Explore by feature - Washer/dryer

846 rentals with a washer/dryer in Brookline, MA

Explore by feature - Outdoor Space

19 rentals with an outdoor space in Brookline, MA

Apartments for Rent

Skip to last item
Skip to first item

Off Market Homes Near 385 Lee St

Skip to last item
Skip to first item

Homes for sale near 385 Lee St

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