Main Street Chatham

Main Street Chatham MA

Main Street in Chatham is an iconic roadway and the anchor of Chatham Village.  Lined with eclectic shops, fine dining restaurants and historic sites, Main Street Chatham is one of the most visited and beloved locations on Cape Cod.  Long-time favorites along Main Street in Chatham include Marion’s Pie Shop, the Orpheum Theatre, the Chatham Squire and the Chatham Penny Candy Store.

In recent years, a number of condo units have been built in buildings along Main Street.  Many of these are within biking or walking distance of multiple Chatham Beaches.

The section of Chatham from the Harwich town line running through downtown to Stage Harbor Road is also known as Massachusetts Route 28.   The section of Main Street east of Stage Harbor Road is a local road and not a numbered state highway.

Main Street Homes And Condos For Sale

Main Street Homes And Condos For Sale October 5, 2022
8
Listed
100
Avg. DOM
N/A
Avg. $ / Sq.Ft.
$897,000
Med. List Price
8 Properties
5
Beds
5
Baths
1910
Year Built
20
Days on Site
22204955
MLS
Here is a rare opportunity to own an in-town family compound in the heart of Chatham Village. The property comprises two completely renovated Cape Cod quintessential style homes both with very...
6
Beds
4
Baths
0.17
Acres
1809
Year Built
290
Days on Site
22105768
MLS
Located in the historic area known as the Old Village in Chatham sitting prominently on the southeast corner of Main St and Water St sits this circa 1809 important architecturally striking home. With...
5
Beds
4F11/2
Baths
0.95
Acres
1872
Year Built
108
Days on Site
22203167
MLS
Elegant Victorian situated on almost an acre in quaint South Chatham. Listed in the National Register of Historic places as the Mercelia Eldridge Kelley House. This property has all the charm of...
4
Beds
1F11/2
Baths
0.55
Acres
1916
Year Built
76
Days on Site
22203776
MLS
House Beautiful! It is with great pleasure we welcome this meticulously maintained 4-bedroom restored Antique home to the Chatham marketplace. Situated on a large 1/2 acre plus setting, you are...
3
Beds
2
Baths
0.5
Acres
1847
Year Built
89
Days on Site
22203212
MLS
In the Heart of Chatham ! Walk to town, jump on the bike path just down the street or walk to your favorite restaurants. The possibilities are endless with this charming home. The home has recently...
Open 10/8
912 Main Street Chatham, MA 02633
2
Beds
2
Baths
1999
Year Built
22
Days on Site
22204906
MLS
Welcome home to easy living at Park Place, a 62+ senior independent living community centrally located in the quaint seaside village of Chatham! Privacy abounds in this second floor, corner unit...
Open 10/8
912 Main Street Chatham, MA 02633
2
Beds
2
Baths
1999
Year Built
48
Days on Site
22204418
MLS
Welcome to Park Place! Live your best life in the charming coastal village of Chatham, with its unique galleries & boutiques, famed restaurants, endless beaches and cultural attractions all close by....
1
Beds
2
Baths
0.23
Acres
1999
Year Built
69
Days on Site
22106802
MLS
Independent Living for 62-year young Seniors! Have a parent or loved one that is still independent & could use a bit more on site amenities? This beautiful senior living development is just the...
From Our Blog - Main Street
Marion’s Pie Shop: A Chatham Legacy

You’ll find generations of history packed into each slice of pie at one of Chatham’s most famous locations.  Marion’s Pie Shop is truly a Chatham Legacy when it comes to Cape ... Read more