5 Mistakes Most Sellers Make When Selling Their Home on the South Shore

by Michael Peppino

After 29 years and more than 750 transactions, South Shore real estate agent and licensed broker Michael Peppino has seen the same few mistakes cost homeowners tens of thousands of dollars. Most are easy to avoid if a seller knows about them before the sign goes in the yard. Here are the five he sees most often. 

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Questions? Call or text Michael: 617-875-4352

Mistake 1: Pricing too high "to leave room to negotiate"

This is the most expensive mistake on the list. The most attention a home will ever get is in its first two weeks on the market. An overpriced home misses that window, then needs a price cut, and buyers start asking what is wrong with it. In August 2026, South Shore single-family homes sold for 100.1% of list price on average. Homes priced at the market sold at full price. Homes priced above it sat.  

The fix: price off recent closed sales on similar homes nearby, not online estimates or what a neighbor got two years ago.

Mistake 2: Skipping the prep work

Buyers judge a home in seconds online. Clutter, dated paint colors and small repairs left undone all show up in photos and become reasons to offer less. Michael's rule of thumb: spend money only where buyers will notice it. Fresh neutral paint, decluttering, deep cleaning, landscaping and fixing anything that will show up on an inspection usually pay for themselves.

Mistake 3: Weak photos and marketing

Nearly every buyer sees a home online before they see it in person. Phone photos, dark rooms and a one-line description cost showings. A seller should expect professional photography, a written description that sells the lifestyle and not just the room count, and marketing that reaches buyers on every major site and social platform.

Mistake 4: Not planning the next move

This one hits downsizers hardest. A homeowner sells, then has 30 days to find a place, and ends up renting, storing furniture and moving twice. Or they buy first and carry two mortgages. Michael specializes in helping South Shore homeowners move into 55+ communities, and the answer is almost always to plan both moves together, with closing dates, use-and-occupancy agreements or contingencies set up before the home is listed.

Mistake 5: Leaving Massachusetts paperwork to the last minute

Massachusetts has requirements that can delay a closing if a seller waits. Before a home can transfer, the local fire department must inspect and certify the smoke and carbon monoxide alarms. Homes on septic need a passing Title 5 inspection. Condo sellers need a 6(d) certificate from the association. Michael's father served as a Weymouth firefighter for 30 years, and he still reminds sellers to book the smoke and CO inspection early.

The bottom line

Every one of these mistakes is avoidable with a plan made before the home is listed. A seller who prices right, prepares well, markets hard and plans the next move nets more and moves on faster.

Get a plan for your home

Start with an instant home valuation, then call or text Michael Peppino at 617-875-4352 for a free consultation and market analysis.

Get Your Instant Home Valuation

Questions? Call or text Michael: 617-875-4352

Price data: Massachusetts Association of REALTORS® Local Market Update, South Shore REALTORS® region, August 2026. This article is general information, not legal advice; confirm local requirements with your town and closing attorney.

Michael Peppino
Michael Peppino

Broker MA Broker Lic 9584945

+1(617) 875-4352 | michaelpeppino@gmail.com

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