Clear Sailing Realty

Clear Sailing Realty
185 Black Cat Rd.
Plymouth, MA02360
Mobile: 781-470-9111
Office: 781-412-4151

What our Clients Say

Here's what our clients have to say about us...


About a year ago, my husband and I made the decision to search for a house in Massachusetts because of work.  We have both lived in RI for 50+ years; and the prospect of moving to Massachusetts was both exciting and scary.  We weren’t really sure where to start.

Charlie sat with us and we gave him a list of things we wanted in a home.  We are in the “downsizing” stage of our lives but still want a little land and a place for our toys.  In the meantime, we had been looking for months on our own and asked him if he would go with us to look at a few properties. 

After a disappointing search he went back to the drawing board and asked us if we would consider Pembroke.  Neither one of us had heard of Pembroke but were willing to go on faith.  Charlie brought us to the property and immediately knew that this was a perfect home for us. 

He helped us work through the process every step of the way, and I’m happy to say that we have been in our home for almost a year. 

We moved in when there was 5 feet of snow on the ground.  We weren’t aware that under the snow were some of the most amazing flowers and plantings.  We love the town, the house, the yard, the neighbors and all that Pembroke has to offer. 

If not for Charlie’s unique way of looking outside the box, we would never have found this home.

I recommend that if you are looking for home, Charlie is the one to work with.  He will listen to you and will try to match you up with a house made for you.  


Thank you Charlie! 

- Jeff and Fran Lambert, Pembroke




What a great experience!!!!

Recently my husband and I were trying to sell our house in Massachusetts, so we could relocate to California.  We had been in our home for 18 years, so it had been quite a while (in fact you couldn't look at houses online back then) since we were in need of a realtor. Well, Clear Sailing Realty to the rescue!!!

Charlie MacPherson and his daughter Rebecca were wonderful. From their first visit to the final closing, they were knowledgeable, efficient, thorough and kind...they "held our hand" through every step and helped us get a very good price for our home.

So, if you're looking for a honest, hardworking, "current" realtor, we would highly recommend Charlie and the Clear Sailing Realty Team!

From sunny California, Thanks Clear Sailing Realty!

- Lisa & Angelo Barbosa




We had a "hard to sell" condo in Scituate harbor.  In fact, it was so hard to sell that another agent had it on the market for over 850 days and just could not get it sold for us.

We contacted Charlie MacPherson and he got right to work.  He presented an offer on day 38 and we closed 18 days later!

We highly recommend Charlie for any of your real estate needs!


- Joe Hayes & Cathy Workman, Scituate, MA





Charlie and his company made the process of choosing a property to purchase utterly painless and straightforward.

I am very pleased to have him as my buyer's agent!


- Nathan Murphy, Randolph MA




Working with Charlie MacPherson at Clear Sailing Realty, LLC was such a positive experience for my family and I.


I am a mother of a two and a half year old little boy who is my world. At the time I got introduced to Charlie from Clear Sailing Realty, LLC my family and I were going through a really rough time.


We were on the verge of being homeless and I had no other choice but to reach out to a local support page to try and get some information on any places that were in the area that were affordable and safe for my family and I to move into instead of the alternative which would be a shelter.


That is when Charlie reached out to me; and it was the hugest blessing. He truly went out of his way to find a place for us that suited all of our needs. Charlie was in constant contact with us, and we never once felt out of the loop about anything.


Within a month we were in our new place, it is the perfect place for us.


From cost to location, to size, it is just right for our little family. I am so grateful there are people like Charlie that exist. I would recommend Clear Sailing Realty to anyone and everyone I know. FIVE STAR EXPERIENCE!!


Courtney Mason




Charlie was the Man of the Year for our team when executing a sale in Quincy, MA.

He got our property on the market had an offer in one weekend and sold in less than 75 days.

The property sold WAY over asking price, his technique was perfect for the market. Also, he bent over backwards to ensure this OUT OF STATE seller needs were met, and exceeded!!! If you need your property sold Charlie is the man to ask.


- Johnny Quilenderino