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 March 29, 2023
10
Listed
136
Avg. DOM
N/A
Avg. $ / Sq.Ft.
$1,487,500
Med. List Price
10 Properties
7
Beds
6F21/2
Baths
1.41
Acres
2023
Year Built
8
Days on Site
22300965
MLS
PRIVATE EXCLAVE / FAMILY COMPOUND - NEW CONSTRUCTION. Two detached luxury single-family homes with a large saltwater pool & hot tub in-between them or choose two separate pools. Act soon to define...
1
Beds
1F11/2
Baths
0.1
Acres
1900
Year Built
176
Days on Site
22205317
MLS
CHATHAM - FINALLY- you can move to Chatham and own your first floor commercial space and live above it right on Main Street in a beautiful apartment ! Offering the extremely rare and desirable...
6
Beds
4
Baths
0.17
Acres
1809
Year Built
465
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...
3
Beds
3
Baths
1910
Year Built
88
Days on Site
22205716
MLS
In the heart of Village, this picture perfect home and 2015 Preservation Award winner, is completely renovated and designed to capture the true spirit of quintessential Chatham living. Located at the...
4
Beds
3F11/2
Baths
1.41
Acres
2023
Year Built
8
Days on Site
22300954
MLS
NEW CONSTRUCTION - LUXURY HOME with SALTWATER POOL. Chatham delight sited on landscaped, elevated, level, 1.41-acre private lot with room-to-romp & direct access to Rail Trail on property. Spacious...
3
Beds
2
Baths
0.5
Acres
1847
Year Built
29
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...
2
Beds
2
Baths
1999
Year Built
21
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...
2
Beds
2
Baths
1999
Year Built
141
Days on Site
22205892
MLS
Park Place in the heart of Chatham, condominium living offering an independent lifestyle for ages 62+. Unit offers both interior and exterior access. Two bedroom two bath with dining/living room...
1
Beds
2
Baths
0.23
Acres
1999
Year Built
244
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...
2
Beds
2
Baths
1999
Year Built
106
Days on Site
22206253
MLS
You will have no worries in this independent living community in a desirable location in the heart of Chatham. Enjoy the peace of mind that comes with maintenance free living, 24 hour...
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 about Marion’s Pie Shop: A Chatham Legacy