chatham real estate
An unpretentious approach to buying and selling with a broker who brings 30 years of construction and management experience to the process.
”BY FAR the best experience we’ve ever had. He is unlike anyone in the business. He has broken the mold of what we know to be the real estate brokerage business.” Maura Fitzpatrick . Orleans
“We recently worked with Jon, and it was, BY FAR, the best experience we have ever had. This was our 10th real estate transaction, and we had been completely underwhelmed by the real estate industry to date. It has felt like a very transactional business, lacking the personal touch, honesty and accountability that you would expect for such a personal and emotional experience. Jon changed all that. He is unlike anyone in the business from both a personal and emotional standpoint. On a personal level, there is no outer shell, you know what you are getting from the minute you meet him. Not only does this make for a pleasant experience, but when things get difficult, as they inevitably will during a transaction, knowing who you are dealing with, and that you can trust Jon, is invaluable. On a professional level, he has broken the mold of what we know to be the real estate brokerage business. Take a read through his website, about covering innocuous fees, coordinating cleanouts, taking care of things that he doesn’t want credit for and you only find out about later….it’s all true. If you want an experience where your opinion is important, where you can trust the process and feel really good at the end, you should reach out to Jon. It was such a good experience that I now consider Jon a friend and will go out of my way every chance I get to find him more business.”
Active Chatham Listings
- 2548 Main Street South
- Chatham MA 02659
- $3,999,900
- 4 Beds | 5.5 Baths | 4,942 SqFt
- 1 Acres
- 14 Pond View Lane
- Chatham MA 02633
- $5,295,000
- 4 Beds | 5 Baths | 4,989 SqFt
- 0 Acres
- 0 Crows Pond Road
- Chatham MA 02633
- $2,499,000
- Beds | Baths | SqFt
- 2 Acres
- 8 Kingsbury Way
- Chatham MA 02633
- $2,199,900
- 3 Beds | 2.5 Baths | 1,651 SqFt
- 0 Acres
- 49 Duck Marsh Lane
- Chatham MA 02633
- $849,000
- 3 Beds | 2 Baths | 1,425 SqFt
- 0 Acres
- 16 Old Salt Works Road
- Chatham MA 02633
- $2,500,000
- 3 Beds | 2.5 Baths | 2,426 SqFt
- 0 Acres
- 28 Lakeview Avenue
- Chatham MA 02633
- $1,495,000
- 3 Beds | 2.5 Baths | 2,441 SqFt
- 0 Acres
- 558 Fox Hill Road North
- Chatham MA 02650
- $1,469,000
- 5 Beds | 8 Baths | 11,000 SqFt
- 3 Acres
- 132 Stage Coach Drive South
- Chatham MA 02659
- $689,000
- 2 Beds | 2 Baths | 1,372 SqFt
- 0 Acres
- 39 Meadow Brook Road North
- Chatham MA 02650
- $675,000
- 2 Beds | 1 Baths | 769 SqFt
- 0 Acres
- 99 Uncle Alberts Drive Ext
- Chatham MA 02633
- $5,495,000
- 2 Beds | 2.5 Baths | 1,850 SqFt
- 1 Acres
- 1761 Main Street
- Chatham MA 02633
- $619,000
- Beds | Baths | SqFt
- 1 Acres
- 104 Seapine Road North
- Chatham MA 02650
- $2,650,000
- 3 Beds | 2.5 Baths | 2,969 SqFt
- 0 Acres
- 2550 Main Street South
- Chatham MA 02659
- $3,999,900
- 3 Beds | 4.5 Baths | 4,393 SqFt
- 1 Acres
- 230 Barcliff Avenue
- Chatham MA 02633
- $4,525,000
- 4 Beds | 6 Baths | 5,300 SqFt
- 1 Acres
- 0 Evergreen Lane
- Chatham MA 02633
- $399,000
- Beds | Baths | SqFt
- 1 Acres
- 24 Chickadee Circle
- Chatham MA 02633
- $995,000
- 2 Beds | 2 Baths | 1,504 SqFt
- 1 Acres
- 2 Seapine Road North
- Chatham MA 02650
- $2,297,000
- 3 Beds | 3 Baths | 3,090 SqFt
- 0 Acres
- 28 Charles Street South
- Chatham MA 02659
- $550,000
- 4 Beds | 1 Baths | 1,428 SqFt
- 0 Acres
- 83 Old Mail Road North
- Chatham MA 02650
- $3,999,900
- 3 Beds | 4.5 Baths | 5,154 SqFt
- 1 Acres
- 92 Indian Trail
- Chatham MA 02633
- $3,200,000
- 3 Beds | 3 Baths | 2,004 SqFt
- 0 Acres
- 44 Buena Vista Road
- Chatham MA 02633
- $6,900,000
- 7 Beds | 6.5 Baths | 6,521 SqFt
- 3 Acres
- 20 Jessies Landing
- Chatham MA 02633
- $3,299,900
- 4 Beds | 3.5 Baths | 2,940 SqFt
- 0 Acres
- 28 Cranberry Lane North
- Chatham MA 02650
- $3,295,000
- 3 Beds | 4.5 Baths | 3,759 SqFt
- 0 Acres
Chatham Mass Real Estate
Often penned from a local perspective as a quaint drinking village with a fishing problem, Chatham, situated on the elbow of the Cape, settled in 1664, offers something for everyone. If you can’t find it in one of the locally owned shops dotted up and down what is arguably the most genuine and authentic Main Street amongst each of the lower and outercape towns, Chatham hosts a variety of top-end eateries, Band Concert, as well The Chatham Angler’s of the famed Cape Cod Baseball League.
Chatham real estate no doubt leans toward the top end of the charts in terms of pricing. Although you should never rule out finding that diamond in the rough, price points over $1 million and perhaps $2 million, inventory in the Chatham real estate pool routinely outweighs comparative value options in the sub $1 million range.
One More Chatham fun fact: Replaced by conventional steel and concrete in 2014, The Mitchell River Bridge, an iconic piece of Chatham real estate, would be the last wooden drawbridge in the United States.


