Massachusetts Real Estate


Presidential Estates Southboro Massachusetts

Glennwood Road Presidential Estates Southboro MassachusettsPresidential Estates in Southboro Massachusetts is one of the most well known neighborhoods in the Metrowest area. This prestigious luxury neighborhood is located on the Marlboro line off of Sears Road, another 1st class street in town.

Presidential Estates consists of three streets known as Presidential Drive, Glennwood Road, and Kennedy lane which is a private drive.

There are around 55 luxury homes located at this exceptional address. Presidential Estates is characterized by the grand appearance of many of the custom built homes along with the fact that many of the lots have acreage creating an amazing setting for an up scale home.

While driving along Presidential drive you will notice that there are no two homes alike. This is truly a neighborhood where each owner was able to show off their individual styling and tastes. The architecture is just breathtaking on many of the higher end homes.

                                                                                                                                                          Presidential Drive Southboro Massachusetts

There is something for everyone in this Southboro neighborhood from Traditional colonials to striking Tudors to French Provincials with mixing of brick and stone finishes.

One of the characteristics that adds to the charm of Presidential Estates is the fact that many of the homes were built by different builders who had their own individual flair.

In so many of the luxury neighborhoods in the Metrowest area you will find there was one builder and in many instances the builder chose to only offer a handful of plans, creating duplication of the same home style over and over again.

Most of the homes in Presidential range in size from around 4000 square feet to 6000 square feet. There are a few special homes however, that are in excess of 10,000 square feet.



Presidential Estates Southboro MassAs of July 2009, the value of most of the homes located in the neighborhood are in excess of a million dollars. A few of the larger scale properties easily head into the multi million dollar range. There are a few homes that don't quite make the million dollar mark but not many. Most of the homes were built from the late 1980's to the late 1990's.

The craftsmanship within these homes in just terrific. Gourmet kitchens, rich woodwork, lavish bathrooms and custom built-ins are all the norm.

One of my favorite attributes of Presidential Estates is all the open space that has been set aside in the interior of the neighborhood. The land was set aside as part of the original development approval that will always remain as green space.

If you are considering the Southboro area and can afford a luxury residence, I would recommend checking out Presidential and the whole Sears Road area in general.


Some of the many benefits of Southboro include the fantastic school systems both public and private, as well as the phenomenal commuting location. Not only is there great access to RTE 9 and the Mass Pike but Southboro also has it's own T Stop.

Southboro has a highly ranked regional schools system that is shared with Northboro. There are also two highly recognized private schools known as St. Marks and The Fay School.

Here is an interactive Google map that will show you the exact location of Presidential Estates:

View Larger Map


Thinking of selling your home in Presidential Estates or other Southboro/Metrowest neighborhood? I would welcome the opportunity to show you how my extensive online marketing can get your home SOLD! Over 85% of all homes are found online. I create a dominating online presence for my clients properties. My Real Estate blog is highly indexed in GOOGLE. You can see an example of my Southboro Mass home marketing here.


About the author: The above Real Estate information on Presidential Estates, Southboro Mass was provided by Bill Gassett, aRE/MAX Executive Realty Southboro Mass Nationally recognized leader in his field. Bill can be reached via email at or by phone at 508-435-5356. Bill has helped people move in and out of Southboro MA and other Metrowest towns for the last 23+ Years.

For Massachusetts and Southboro MA Real Estate and homes see Southboro MA Real Estate. Want to have MLS access to beat other buyers to your dream home? Sign up with no obligation at my MLS Property Finder Site.

Thinking of selling your home? I Have a passion for Real Estate and would love to have you as one of my clients!

I service the following towns in Metrowest MA: Hopkinton, Milford, Upton, Southboro, Westboro, Ashland, Holliston, Mendon, Hopedale, Medway, Grafton, Northboro, Northbridge, Uxbridge, Douglas, and Framingham MA.

Click here to view Bill Gassett's Real Estate profile.



Subscribe in a reader



Building lasting relationships by helping people move in and out of Metrowest Massachusetts for the last 23 years.

Connect with me on

Comment balloon 16 commentsBill Gassett • July 12 2009 10:15AM


Beautiful area, Bill. Looks like this is the place to be if you want a prestigious address and have the money.


Posted by Jeff Dowler, CRS, The Southern California Relocation Dude - Carlsbad (Solutions Real Estate ) almost 9 years ago

Jeff Presidential Estates is one of the most recognized subdivisions in the Metrowest area. It is certainly a neighborhood that someone that has a luxury budget should check out.

Posted by Bill Gassett, Metrowest Massachusetts Real Estate (RE/MAX Executive Realty) almost 9 years ago

Presidential Esates looks very Presidential, Bill.  This is a beautiful subdivision.  I really like the way you presented this post!  Have a great day!

Posted by Shirley Parks, Broker, 210-414-0966, San Antonio TX Real Estate (Sands Realty 210-414-0966) almost 9 years ago

Thanks Shirley, I appreciate the compliments on my presentation of Presidential Estates!

Posted by Bill Gassett, Metrowest Massachusetts Real Estate (RE/MAX Executive Realty) almost 9 years ago

Bill, those are fantastic looking houses, especially  the first one.  Those house just screem out "I have money" ...... LOL

Posted by George Souto, Your Connecticut Mortgage Expert (George Souto NMLS #65149 FHA, CHFA, VA Mortgages) almost 9 years ago

The home in that photo is located on a 3 lot cul-de-sac within the development called called Glennwood Road. The picture does not do it justice. The property is just stunning George! It is easily one of the top home sites in all of Metrowest Mass.

Posted by Bill Gassett, Metrowest Massachusetts Real Estate (RE/MAX Executive Realty) almost 9 years ago

Bill, great job on showcasing a very nice area!  It is always a pleasure showing these types of properties to clients.  Best of success!  John

Posted by Alexander- Slocum, Realty Team- Vancouver WA Real Estate (Premiere Property Group, LLC - Vancouver Washington) almost 9 years ago

Bill--Great report on Southboro! You really know about your market!

Posted by Teri Eckholm, REALTOR Serving Mpls/St Paul North & East Metro (Boardman Realty) almost 9 years ago

Hi Bill, I like your excellent introduction to readers about Presidential Estates.  This post to is a fantastic find for anyone looking to buy or sell a home in Southboro, Massachusetts. and the added, interactive google map is the perfect bit of bling for this blog! Very well done!

Posted by Mara Hawks, Inactive-2012 REALTOR - Homes for Sale Auburn Real Estate, AL (First Realty Auburn ) almost 9 years ago

Alex, Teri & Mara - Thanks so much for your comments on my feature of Presidential Estates. This Southboro neighborhood is one of my favorites!

Posted by Bill Gassett, Metrowest Massachusetts Real Estate (RE/MAX Executive Realty) almost 9 years ago

Bill, nice job on describing Presidential Estates. It looks like a great community.

Posted by Jen Bowman, Realtor - Anna Maria Island & Bradenton FL (Keller Williams on the Water) almost 9 years ago

We have a few homes like this in our area but the settings of these properties are wonderful.

Posted by Terry & Bonnie Westbrook, Westbrook Realty - Grand Rapids Forest Hills MI Re (Westbrook Realty Broker-Owner) almost 9 years ago

Presidential Estates looks like an amazing place to live! Great explanation of a gorgeous neighborhood.

Posted by Kristi DeFazio, Colorado Springs Rea lEstate 719-459-5468 (RE/MAX Advantage) almost 9 years ago

Jen, Terry, Kristi - Thanks for commenting on Presidential Estates. The setting for these homes are just magnificent. The whole Sears Road area is just a wonderful place to live.

Posted by Bill Gassett, Metrowest Massachusetts Real Estate (RE/MAX Executive Realty) almost 9 years ago

Hi Bill,

WOW!!, what beautiful homes!! We have a few areas here that remind me of Presidential Estates. Nice job.

Posted by Tony Orefice, Realtor/Harrisburg NC,Concord NC (Wilkinson and Associates/ almost 9 years ago

Bill - A beautiful neighborhood and an excellent localism post.  I hope it brings you a lot of listings.

Posted by Pam Dent, REALTOR® - Charlottesville Virginia Homes / Horse (Gayle Harvey Real Estate, Inc.) almost 9 years ago

This blog does not allow anonymous comments