O'Connor & Highland - Top Team in Greater Boston
Agent at KW Boston Metro
Local business · 20 Park Plaza #1409, Boston, MA 02116, USA
Their work
9 photosReach out
Call (508) 251-9667Visit websiteSee on GoogleYou reach them directly — we don’t take a cut.
Verified record
- 4 reviews in the last 6 monthsNo negatives
- 9 work photos
Highlights
- Five-star Google profile — 53 ratings and five years of reviews
- Selling and staging — recent sellers credit prep, staging and closed sales
- Fast communication — reviewers cite proactive updates and quick answers
- Repeat investor clients — same agent handled buys, sales and rentals
- First-time buyers — reviews describe each step explained before closing
- Who you get — praise names at least four different agents
- Brokerage affiliation — KW Boston Metro is the company's own statement
Fifty-three Google ratings, an even five stars, and a pattern inside them worth noticing: reviewers name a person, not the firm. Wilfredo, Jay, Mark, John — the praise arrives attached to whoever handled the deal. O'Connor and Highland describes itself as a Greater Boston residential real estate team that helps clients sell, buy, and rent, working out of 20 Park Plaza in Boston. Its site says it operates under KW Boston Metro, and names Jay as the face of the team alongside John, Mark B. and Jason H. Coverage, by its own account, is Boston and Greater Boston. The review history runs five years deep — 38 reviews between 2021 and 2026 across three sources — and it runs one direction. The last six months brought four more, none negative. A seller in June credited Wilfredo with carrying them through preparing, staging and selling their house during a stressful stretch. Another June reviewer, who says they rarely write reviews at all, described him as responsive and proactive, with questions answered quickly. In May, a retired couple who have invested in property for years said the same agent handled their purchases and sales and managed their rental investments. April's buyer kept it short: Jay and Mark made it easy. Older reviews follow the same pattern, which makes the recent stretch read as continuity rather than one good quarter. What to sort out before you sign anything is who, exactly, you'll be working with. The team markets itself as one outfit, but the reviews credit at least four different agents, and what people describe is a personal relationship rather than a firm's process. Ask which agent takes your listing or your search, and whether that person stays on it through closing. The KW Boston Metro affiliation is the company's own description of itself — if the brokerage of record matters to you, confirm it directly. They're a reasonable call for a Boston-area sale, purchase or rental where you want each step explained; sellers and first-time buyers account for most of the praise. Pin down your agent, and ask what they have closed recently in your specific neighborhood.
Read the comments
Most recent comments
- 5.0Jun 19, 2026
We had a fantastic experience with Wilfredo and it exceeded our expectations. During the stressful time of selling our house, Wilfredo brought great expertise and professionalism to help us prepare, stage and sell our home with a fantastic end result. He is a great strategist and planner, Highly recommended!!
— Javier loperaView on Google Reviews ↗ - 5.0Jun 10, 2026
I rarely take the time to leave reviews, but Wilfredo has been outstanding and deserves the recognition. He is incredibly responsive, proactive, and knowledgeable, and consistently goes above and beyond to ensure everything runs smoothly. Any questions or concerns are addressed quickly and professionally, and his expertise gives me complete confidence that my property is in great hands. What truly sets him apart is his commitment to excellent service and communication. It’s clear that he genuinely cares about both the property and the people he works with. If you’re looking for a property manager who is reliable, experienced, and a pleasure to work with, I would highly recommend him without hesitation.
— Jonathan NoonanView on Google Reviews ↗ - 5.0May 30, 2026
As a retired couple who has invested in real estate for many years, we can confidently say that Wilfredo Miguez has been the best broker we have ever worked with. He has assisted us with acquiring and selling properties, as well as managing our rental investments. Wilfredo's attention to detail, exceptional organizational skills, business acumen, and extensive knowledge of the Boston-area real estate market are truly impressive. Throughout every transaction, he has demonstrated professionalism, reliability, and a genuine commitment to our success. We have been 100% satisfied with Wilfredo's expertise, guidance, and support. We greatly admire and respect him, and we wholeheartedly recommend him to anyone seeking an outstanding real estate professional
— Martha PenaView on Google Reviews ↗ - 5.0Apr 21, 2026
Great experience! I love my new home!! Jay and Mark made it easy . They are true professionals!!
— Jamie FowlerView on Google Reviews ↗ - 5.0Nov 13, 2025
I have dealt with many realtors over the years in multiple countries. I can tell you, with complete confidence, that I have never felt as comfortable or as well-represented as I was with Wilfredo. My situation was complicated. I was living in another country, literally across the world, trying to manage a transaction in the Greater Boston market. In the past, this is when I’d be chasing agents for information. My experience with Wilfredo was the complete opposite. He was the one consistently following up with me, providing detailed updates, and offering strategic suggestions. I never once had to wonder what was happening; he was always two steps ahead. It was the first time I can honestly say I felt my agent was 100% working for me and my best interests, not just trying to close a deal. Wil also went above and beyond what I would ever expect from a realtor, handling countless details and logistics that were made more difficult by my being overseas. He gave me invaluable advice and, most importantly, total peace of mind. His integrity, work ethic, and genuine care for his clients are rare. I will be enthusiastically recommending Wilfredo to anyone who needs a realtor in the Boston area.
— Abdulla Al KhalifaView on Google Reviews ↗
Specializes in
Also offers
Service area
Languages
Update history
Added 38 new comments, added 9 new photos, established rating 4.1
- behind the score: Who you get — praise names at least four different agents