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$45,000,000
7 bd13 bth11,200 sq. ft.18 Point Inner Way, Chilmark, MA
Lock & Key Realty · Western Massachusetts & Northern Connecticut
Western Massachusetts Real Estate
for Buyers, Sellers, Investors & Renters
Whether you're buying your first home, selling a property, building an investment portfolio, exploring commercial opportunities, or renting an apartment, I can provide straightforward real estate advice focused on your goals.
"I will advise you like I would advise my family."
— Alessio Calabrese
How can we help
Your goals, your pathway
Buying a Home
Search Western Massachusetts and Northern Connecticut properties and understand your options at every step.
Explore BuyingSelling a Property
Build a clear pricing, marketing and negotiation strategy around your goals and current market conditions.
Explore SellingRenting a Home
Find apartments and rental homes across Western Massachusetts, or get guidance as a landlord.
Explore RentalsInvesting in Real Estate
Explore multifamily, rental, income and commercial investment opportunities across the region.
Explore InvestingCommercial Real Estate
Retail, office, industrial and commercial investment property across Western Massachusetts.
Explore Commercial
The advisory approach
Advice like you're family
Real estate decisions belong to the client. My role is to provide clear information, explain your options and help you identify practical ways to accomplish your goals — whether conditions favor buyers or sellers.
I work harder. I work smarter. I turn over every rock. Trustworthy, down to earth, responsive and resourceful.
Meet Alessio01
Advisory first
Real estate decisions belong to you. I will provide information, explain options and help you reach your goals.
02
Investment-capable
From first homes to rental properties, multifamily and commercial — the same disciplined guidance across property types.
03
Multi-state reach
Licensed in Massachusetts and Connecticut, serving Western MA and Northern Connecticut communities.
Where we work
Western Massachusetts & Northern Connecticut
SpringfieldWest SpringfieldChicopeeWestfieldHolyokeAgawamLongmeadowNorthamptonAmherstPittsfieldEast LongmeadowHampden CountyHampshire CountyFranklin CountyBerkshires
Explore CommunitiesDirect answers
Questions, answered
What areas does Alessio Calabrese serve?+
Alessio Calabrese serves real estate clients across Western Massachusetts and Northern Connecticut.
Does Alessio work with real estate investors?+
Yes. Alessio works with seasoned investors, landlords and investment-property clients, including multifamily and income property.
Does Alessio help first-time homebuyers?+
Yes. First-time homebuyers are one of Alessio's core client groups, with guidance from pre-approval through closing.
Can Alessio help with multifamily properties?+
Yes. Alessio supports searches and education around multifamily properties such as duplexes, triplexes and fourplexes where available.
Licensed in MA & CT
(413) 454-7681
Personal, responsive guidance
I will advise you like I would advise my family.
Let's make your next move a smart one.
Strategic real estate guidance for buyers, sellers and investors across Western Massachusetts and Northern Connecticut.