25 Pointers For Buying And Selling On Craigslist, gathered in one list

After a bunch of you requested a post about this, we are at last writing a loooong rundown about how we use Craiglist to score affordable secondhand finds as well as to sell things we no longer need.

Sherry scratched the surface with a few pointers on buying back in this post, but we hoped to share more info that was specific to interacting with sellers/buyers and writing up your listings, so here it goes. Craigslist can certainly be intimidating for first-timers. It does not boast the glossy interface that makes using sites like Facebook feel so welcoming.

Plus, some few-and-far-between but no-less scary crime stories are sufficient to make anyone wary of it. Even Sherry and I had a slightly unnerving experience in our early days of Craigslisting in New York City. The man who showed up at Sherry’s apartment to buy a TV from her before we moved to Virginia pulled out the money to pay us from his pocket… and the hunting knife that he was also carrying came out along with it accidentally. It was a harmless encounter, but simply the presence of that weapon was sufficient to make us realize that we needed to be smarter about using the site.
Buying On Craigslist
Obviously there is tons of stuff for sale (or even for free!) on Craigslist everyday. It is consistently one of our go-to spots when we are looking for a piece of furniture because you are bound to find things that are reasonably priced and decently cared for among the crowd. Here is simply a snapshot of some of the items that we have scored thanks to Mr. Craig and his list (you can read more about each purchase here, here, here and here).

So when you are on the hunt for something, here are our pointers:
- Be patient. Simply because the item you are looking for does not show up today, that does not mean someone will not be posting it tomorrow. So do not give up if you come up empty on your first try. We typically like to camp out and check frequently over a few days or weeks (and it might take 20-30 clicks over time to find what we are looking for, so we simply try to keep calm and search on).
- Search smarter. Sherry is a die-hard fan of the original Craigslist site, but I have began using the Craigslist iPhone and iPad app too. There are also apps out there by others (like cPRO) that make it easier to browse and search (especially by putting pictures more front and center). Even when Sherry uses the basic site, she clicks the button to show thumbnail images next to each listing so she does not have to click into each one to see the pics… so that is a pointer for you old school folks.
- Remember that prices are negotiable. We never put a maximum limit on price when searching because we know things that are listed above our budget can be negotiated into an acceptable range. While simply asking a buyer to accept a lower price is perfectly fine (“would you take $45 instead of $60?”) you can also make a stronger case by referencing similar Craigslist listings for lower prices or even compare it to how much the item retails for originally (“I could buy it new for simply $20 more than your listing, so could you come down a little?”). Never hurts to ask.

- Be synonym glad when you search. If you are hunting for a buffet for your dining room, be sure to search a whole slew of similar terms because you never know how sellers might describe the item you want. So hunt for buffet, sideboard, console, entry table, and even broader terms like dining set, dining table, or simply “wood furniture.”
- Be willing to travel. Depending on where you live, you may need to cast a wide search net to have the best shot at finding the right piece. We check the Richmond listings first, but sometimes we expand to Northern Virginia, Charlottesville, DC, and the Norfolk area (all 1 – 2 hours away) since some craigslist values can make the drive worth it.
Once you’ve located the item that you want, here is how we’d suggest going about making it yours.
- Start slow. Do not inundate the buyer with a million questions in your first email. Simply a plain “is it still available, if so I’d like to come by tonight with cash” can be sufficient to get the ball rolling and not scare the seller into thinking you are too high maintenance for them by asking a bunch of questions.
- Ask for the info you need. Once you’ve confirmed that the item is still available, do not hesitate to contact the seller for more information. Simply remember to ask specific questions (“could you please provide dimensions?” or “is the color in the photos accurate?”) because you may not get the answers you want by simply asking for “more information.”
- Sound ready and willing. Most sellers simply want this to be straightforward, so appeal to that sense by telling them that you are flexible about pick up times, you have the money ready, and you are eager to get it home. Saying “I can pick it up in two weeks” is a swift way for them to look for another buyer.
- Be prepared to get it home. Some sellers will offer delivery, but in most cases you need to think about how you will transport the item home – even if it means borrowing or renting a vehicle big sufficient. Ask questions about the size and weight of the item before you arrive and be sure to bring sufficient manpower to maneuver the piece yourself (do not assume the seller will be able to lend a hand).
- Stay safe. We like to buy from people who we have talked to on the phone. It means there is a record that we called them on our house phone/cell phone (which makes someone less likely to do anything creepy), and that way we have at least heard their voice, which typically sets us at ease. We also email a relative with their phone number and address to tell them we are going there (so there is someone else on the planet who knows where we are going and when we are going there) and we also prefer to pick up things outside (simply because being outside to do the transaction can feel more “public”).

- Bring cash. Cash is the one-and-only currency of Craigslist transactions (at least in our world) so hit up the ATM before you head out.
- Be ready to take a risk. No matter how much info you are able to get on a piece beforehand, at some point you will simply have to go for it and make the drive to see it in person. There is only so much you can learn about a purchase by email, so you may have to decide if it is truly what you want when you see it in person.
- Feel free to say no thank you. If you arrive and the piece is not quite what you expected (or what the seller described) you have ever right to say “nevermind” and leave empty handed (well, except for the cash you saved). The seller may be disappointed or frustrated, so simply be prepared to explain why and stand your ground. You can also offer to still take it, but at a lower price.
Selling On Craigslist
Now, as much lively as we have discovering strong stuff on Craigslist, the thrill of selling something we no longer need is nearly more exciting for me personally. Something about de-cluttering and getting cash in return presses all the right buttons. And it never ceases to amaze me the stuff that people will search for on Craigslist. From bushes and gravel to granite counters, we have gotten rid of tons of stuff on the ol’ CL.

So if you want to get a piece of that action, let us start with our pointers for making a successful listing.
- Do not be brief. We personally enjoy listings that are robust. We are not talking novels, but nothing turns me off more than a clipped, non-descriptive five word listing. Not only do detailed descriptions assist buyers understand your item better, writing in complete sentences can assist paint the picture that you are a smart, respectable seller.
- Play salesman. Remember you are selling something, so do not hesitate to remind people that it is “a vivid color” or “in strong condition” or whatever other selling point you might have up your sleeve. And be sure to include some of this in your listing title too.
- But be honest. Do not oversell your item so much that the buyer is mislead. If your item is worn or damaged somewhere, be upfront about that. We have found that people enjoy and appreciate this honesty (and likely do not expect mint items on craigslist anyway). If you worry this is undercutting your sale potential, simply remember it is much less trouble to lose a sale at the listing than once you’ve coordinated a pick up time and the buyer has come to pick it up (you might have a disgruntled person on your hands!).
- Explain yourself. We consistently like to head off the assumption that we are selling it because it is broken / ugly / haunted by explaining our reason for no longer wanting it ourselves. Sometimes it is a plain “we moved and it does not fit our living room anymore” can assist set someone at ease who worries it is infested with bedbugs or something crazy. Oh and speaking of bedbugs, my apartment in NY had them years ago (worst time ever) but thankfully I now know what to look for while buying something – so there is more on that here.

- Price things reasonably. If you are having trouble determining a sales price, try to find similar items on Craigslist and go a tad lower in order to compete (many times others will overprice something, so cutting your price below that may not be underpricing it, it could simply be a fair price that someone will in fact take you up on). If the item is available at retail stores, link to that so people can see how much they are saving by buying it used (you also benefit from the photos and details they feature if you link up). And know that people may negotiate for a lower price, but you do not have to agree to anything that you do not want to (sometimes we are firm, and other times we are glad to be flexible).
- Pictures. Pictures. Pictures! We typically do not even bother looking at listings without pictures, so we would not dare post one without a picture… or two… or four. These are your best sales asset, so put time into making them good and helpful. Show the whole piece. Show it in situation. Show details. Even show close-ups of where it is worn or damaged so people will not have an excuse to cancel the sale when they arrive.
- Feel free to point out some of your parameters. If you want to, feel free to include conditions like “weekend pick-ups only,” “bring cash,” or “call, do not email” within your listing. Sherry and I sometimes save these for once we have began an email exchange or a phone chat with an interested party though, simply so we do not scare them off with too many rules upfront.
You can click the image below to see some actual listings that we have posted as some point. None of them have images since Craiglist removes those shortly after a listing has become inactive, so ignore the fact that they appear to violate that suggestion above.

Once you’ve got your listing up and made it live to the world, here is our usual plan of action from there:
- Commit to a fair system. As much as a “Highest Bidder” system might get the best price, we simply like to work on a “First Come, First Served” basis. This means whoever is able to schedule the first full-price pick-up has claim to it. We are not shy about telling people if they ask because it we think it helps conduct the fairest transaction possible (ex: no one thinks we are dallying in order to hold out for a higher bidder).
- Choose a safe pick-up location. You folks know we are protective our address, but it is not realistic for us to transport every item that we sell to another location for pick up (although sometimes we do that). So when we sell directly from our house, we like to do it in the safest way possible. I do not provide our address until I have scheduled a pick-up time, which means it only goes to the most serious buyers. And whenever possible, we move the item into our carport or outside so the buyer does not enter our home to make the transaction (and it is out in “public” so no one tries anything funny). This also means they do not see our alarm system, which helps us feel more secure since no one has “cased” our house while buying something.
- Do not go it alone. We only schedule pick-ups when both of us can be present. And we make it clear to buyers that there will be more than one of us here. It is not like Sherry says “my husband is home, so do not try anything” but a pleasant subtle “both my husband and I will be home to assist you lift it” mention helps. Hint successfully dropped. This pointer goes for when you are a buyer too – consistently try to bring someone with you, even if simply for safety reasons.

- Be ready to stand your ground. Sometimes we find buyers trying to take advantage of the fact that they are with us in person with cash and others are not, so if someone says “how ’bout simply $40 instead of $50” it is truly your call. If you’ve got other buyers waiting the wings, feel free to respond with “we agreed to $50, so we’d like to stick to that please” or even “I have others interested for the full price, so we are afraid we are firm on it.”
- Expect cash. If you have not made it clear upfront that cash is expected and the person shows up with a check, do not be shy about telling the person that you are glad to wait while they go to the bank. Because if you take a check and it bounces, you may be out the money and the item you listed.
Obviously all of these pointers are simply what works for us, so feel free to tailor them to whatever’s comfortable for you. And we are consistently glad to learn new things, so if anyone else has Craigslist pointers to share, we’d enjoy to hear them!








