O'Connor & Highland - Greater Boston Realtors

O'Connor & Highland - Greater Boston Realtors Keller Williams Boston-Metro. One of the top teams in Greater Boston. The Team represents buyers and sellers in the greater Boston metropolitan area.

09/02/2026

Jason’s Advisors: Mike Mullaney of Titan Insurance 🏡

Insurance is one of those things you hope you never need, but when something goes wrong, having the right coverage matters.

Mike shares a real-life example involving a burst pipe and valuable artwork that highlights an important lesson: insuring your home for the right value can make all the difference when it comes time to rebuild or replace what you’ve lost.

It’s not just about having insurance. It’s about having the right insurance.

Heading into Labor Day and the fall market, interest rates have edged up but there are deals to be had and dream homes t...
08/31/2026

Heading into Labor Day and the fall market, interest rates have edged up but there are deals to be had and dream homes to buy. We’re here.

08/27/2026

Buy or rent? 🏡

It’s not always as simple as one being better than the other. Your goals, finances, lifestyle, and how long you plan to stay all matter.

Brianna O’Brien breaks down the questions worth asking before making the decision.

The right choice is the one that makes sense for you and where you are right now.

Happy Birthday to John O’Connor! 🎉Co-founder, attorney, advisor, mentor, and one of the most thoughtful people you’ll me...
08/26/2026

Happy Birthday to John O’Connor! 🎉

Co-founder, attorney, advisor, mentor, and one of the most thoughtful people you’ll meet.

John brings wisdom, perspective, and a genuine care for people to everything he does. We’re lucky to have his guidance, his humor, and his steady presence on our team.

Here’s to another year of good health, great conversations, and plenty of time with the people you love most.

Happy birthday, John! 🥂

Same as it ever was — rates held steady again this week. Some things don’t change, including your need for a new home. D...
08/24/2026

Same as it ever was — rates held steady again this week. Some things don’t change, including your need for a new home. DM us.

08/21/2026

Jason’s Advisors: From a $450K first home to a dream home. 🏡

Topher Brennan of Tellaro Wealth Management shares how the first home he and his wife bought almost 15 years ago was a sacrifice, but an investment in their future.

That first leap helped them build and roll equity into the North Shore home they have today.

It’s not always easy to get started, but the sooner you do, the more time you give yourself to build.

The first step matters.

Closed! 🏡🔑A big congratulations to Wilfredo’s clients on their new home and this exciting next chapter.So grateful to be...
08/20/2026

Closed! 🏡🔑

A big congratulations to Wilfredo’s clients on their new home and this exciting next chapter.

So grateful to be part of the journey and help make the move from “just looking” to “we bought a house” happen. Cheers to new memories ahead! 🥂

08/19/2026

Buy first or sell first?

There’s no one-size-fits-all answer. The right move comes down to your timing, equity, and strategy.

The goal? Avoid carrying two homes or losing the one you really want.

With the right plan, tools like bridge financing and home equity lines can create flexibility.

Don’t guess your next move. Plan it.

Interests rates slide down slightly this week. We like that!
08/17/2026

Interests rates slide down slightly this week. We like that!

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