Your Salem rental.
1031 exchanges · Condo conversions · Straight answers.
Owning from a distance
The math on your building
has probably changed.
If you own a two-to-four-unit property in Salem and live somewhere else, you already know the hard part isn't the tenants — it's knowing what the building is actually worth to you now.
Salem's market has moved a long way since most absentee owners bought in. Values near the walkable core have climbed, condo demand around downtown and The Point stays strong in every season, and the spread between what a multi-family earns as a rental and what it could return under a different strategy has widened. Some buildings are quietly underperforming. Others are sitting on more equity than their owners realize.
None of that tells you what your building calls for — that takes someone who works these streets, knows what Salem two-families and triple-deckers actually trade for, and can run the numbers on every path side by side. That's what we do, and the analysis costs you nothing.
Four honest paths
Every option on the table,
with real numbers on each.
There's no single right answer for an investment property — there's the right answer for this building, your tax picture, and your timeline. We'll lay out all four.
Hold & Optimize
Sometimes keeping the building is the right call — at the right rents. We benchmark your units against what comparable Salem apartments actually lease for today, so the building earns what it should while you decide the long game.
1031 Exchange
Sell without the immediate tax hit by rolling the proceeds into another investment property — a different market, a different asset type, or something easier to manage from where you live now. Start with our plain-English explainers: 1031 exchanges and reverse 1031s.
Condo Conversion
Near Salem's downtown, units often sell for more separately than the building brings whole — but the legal clock is real. Massachusetts expanded Chapter 527 in 2024 to cover non-owner-occupied buildings under four units: a year or more of tenant notice, a 90-day tenant right-to-purchase, and $750–$1,000 relocation payments statewide (higher in some municipalities). We'll give you a realistic read on the timeline and the numbers, not a fantasy. Background: what a master deed is.
Sell Outright
Investor demand for Salem multi-families is real, and a well-marketed building reaches buyers a pocket listing never finds. If a clean exit is the right move, we'll tell you what it nets after everything — and market it like we market our home sales.
A note on tax and legal strategy: Sherwood & Company advises on real estate — valuation, marketing, and the transaction itself. We do not give tax or legal advice. 1031 exchanges and condo conversions carry tax and legal consequences that depend entirely on your situation, so confirm any plan with your own CPA and attorney before acting on it — and we'll gladly work alongside them.
Your Investment Specialist
Rick Benítez Jr
Real Estate Consultant · Investment & Multi-Family
Rick works residential, rental, commercial, and investment properties across Greater Boston and the North Shore — including the multi-family analysis, rental repositioning, and off-market opportunities absentee owners rely on. Fluent in English and Spanish, he pairs a consultant's read of the numbers with genuine, no-pressure advice about what they mean for you. Si prefiere hablar en español, Rick lo atiende directamente — conozca más en su <a href='/es/rick'>página en español</a>.
857.423.2954 · rick.benitez@compass.com
Request Your Free Analysis“Most owners haven't run the numbers on their building since the day they bought it. That's usually where the money is.” Rick Benítez Jr · Sherwood & Company
Not ready to talk? Start with the guide.
Conversion Feasibility Snapshot
What Salem condos actually sell for against whole-building values, what the Chapter 527 clock adds to a conversion timeline, and the three questions that decide feasibility — in one page.
Get in touch
Get your free property analysis
Start with the address — Rick will come back with a straight read on all four paths. No pressure, no obligation. English or Spanish.