For sale

$2,100,000

Est. $12,371/mo —

•

1,479

sq ft

409 Main St, Chatham, MA 02633

About this home

Location,Location, Location ! 409 Main Street in the heart of downtown Chatham Village offers a rare and highly desirable combination: a mixed use building with first floor commercial space with showcase windows, maximum retail exposure and heavy foot traffic along with a fully renovated spacious separate second floor of residential living. There are 5 private in-town parking spaces behind the building and is located in the coveted GB-1 zoning district that has the most versatile business-use options available. The first floor commercial space features an open floor plan with 3 large areas and 4 oversized showcase windows putting your business directly in front of passing pedestrian traffic. The second floor apartment was fully renovated in 2019 and includes one bedroom, a full bath and laundry, and an open concept kitchen and a living area with vaulted ceilings. A large mahogany deck provides excellent outdoor living space. Both floors are independent of one another with separate A/C and heat. Don't miss this opportunity to own a versatile property that offers both exceptional business potential and strong investment value. Seller is the Owner/Broker.

Single-familyProperty Type

1900Year Built

4,356 sq ftLot Size

$1,420Price/Sq.Ft.

Listed by Rick Smith • Gibson Sotheby's International Realty

Contact: 508-237-0945

Listing updated: Nov 13, 2026 at 09:19am

Redfin checked: 2 minutes ago

•Source:CCIMLS #22602838

Payment calculator

$12,371 per month

Principal and interest$11,461

Property taxes

$456

HOA dues

Home insurance

$455

Utilities

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Open houses

No upcoming open houses.

Nearby open houses (10)

OPEN SAT, 10AM TO 11:30AM3D WALKTHROUGH
$575,000
2 beds1 bath825 sq ft
1239 Orleans Rd, Harwich, MA 02645
0.36 acre lot • Garage • Built 1964
REDFIN OPEN SAT, 11AM TO 12:30PM3D WALKTHROUGH
$528,000
2 beds1 bath927 sq ft
488 Main St, Harwich, MA 02645
0.3 acre lot • Garage • Built 1973
OPEN SAT, 11AM TO 1PM
$4,300,000
4 beds4.5 baths4,311 sq ft
12 Windswept Ln, Orleans, MA 02653
1.34 acre lot • 3 garage spots • Built 1995
OPEN SAT, 11AM TO 12PM3D WALKTHROUGH
$1,050,000
4 beds2.5 baths2,595 sq ft
44 Juniper Ln Ext, Harwich, MA 02645
0.92 acre lot • 2 garage spots • Built 2003
OPEN SAT, 12PM TO 2PM
$1,295,000
3 beds3 baths4,185 sq ft
71 Earle Rd, Harwich, MA 02645
0.46 acre lot • 2 garage spots • Built 1960
OPEN SUN, 11AM TO 1PM
$769,000
3 beds2 baths1,785 sq ft
503 Airline Rd, Dennis, MA 02638
0.31 acre lot • Garage • Built 1990
OPEN SUN, 11AM TO 1PM
$769,900
3 beds2 baths1,785 sq ft
503 Airline Rd, Brewster, MA 02631
0.31 acre lot • Garage • Built 1989
OPEN SUN, 12PM TO 2PM3D WALKTHROUGH
$949,000
3 beds2 baths1,548 sq ft
158 Turning Mill Rd, Brewster, MA 02631
0.46 acre lot • 4 parking spots • Built 2005
OPEN SUN, 12:30PM TO 2PM3D WALKTHROUGH
$1,999,000
4 beds3 baths2,906 sq ft
1 Williams Way, South Chatham, MA 02659
1.38 acre lot • Garage • Built 2019
OPEN SUN, 1PM TO 3PM
$1,399,000
3 beds2 baths1,823 sq ft
15 Cora Ln, Harwich Port, MA 02646
0.24 acre lot • Garage • Built 1954

Around this home

Schools

K - 12
Preschool & daycare

Chatham Elementary School

Public PreK-4 • Assigned • 0.6mi

8/10

Monomoy Regional Middle School

Public 5-7 • Assigned • 1.4mi

7/10

Monomoy Regional High School

Public 8-12 • Assigned • 5.9mi

5/10

Provided by GreatSchools

About Lower

Cape

Lower Cape, located between Harwich Port and Chatham, is a coastal and village-centered Harwich neighborhood with salt-marsh inlets and bike-trail access. The neighborhood’s character concentrates around the Route 28 corridor near Harwich Port’s Main Street, where galleries, independent shops, and sidewalk cafés set a relaxed, walkable rhythm. Architecture leans toward classic Cape cottages, shingled beach houses, and low-slung ranches tucked behind pitch pines. Red River Beach and Bank Street Beach frame daily life with wide sand and calm water views. The Cape Cod Rail Trail threads nearby for car-free rides toward Nickerson State Park. Community touchstones include the Cape Cod Lavender Farm, the Cape Cod Baseball League’s Harwich Mariners at Whitehouse Field, and the Cape Cod Theatre Company/Harwich Junior Theatre.

Provided by Walk Score and Local Logic

Market insights

409 Main St · $2,100,000

DAYS ON MARKET

The average home goes pending in 34 days.

SALE-TO-LIST

Most homes are selling 2% below list price.

LIST PRICE

Median sale price in this area is $847,234. (60% lower than this home)

PRICE DROP

23% of homes in this area have had a price drop in the past month.

Property details

Interior
Exterior
Finance

Kitchen

Bathroom

Living

Dining

Interior features
Full and partial basement

Bathrooms
1 full bathroom
1 half bathroom

Laundry & utility
Water heater

Flooring
Wood, tile, and carpet flooring

Heating & cooling
Natural gas heating
Central air conditioning

Sale and tax history for 409 Main St

Sale History
Tax History

Date

Event

Price

CCIMLS #22602838

Nov 13, 2026

Relisted

—

Nov 3, 2026

Listing Removed

—

Jun 11, 2026

Listed

$2,100,000

$1,420/sq ft

CCIMLS #22403774

Jan 20, 2026

Listing Removed

—

Jun 18, 2025

Price Changed

$1,995,000

$1,349/sq ft

Mar 9, 2025

Price Changed

$2,250,000

$1,521/sq ft

Jan 1, 2025

Listing Removed

—

Nov 1, 2024

Price Changed

$2,175,000

$1,471/sq ft

Sep 2, 2024

Price Changed

$2,475,000

$1,673/sq ft

Aug 9, 2024

Listed

$2,495,000

$1,687/sq ft

CCIMLS #22205317

Oct 13, 2023

Listing Removed

—

May 16, 2023

Price Changed

$2,985,000

$2,018/sq ft

Oct 5, 2022

Listed

$3,500,000

$2,366/sq ft

Public record

Beds

—

Baths

—

Stories

—

Lot width

—

Lot depth

—

Lot size

—

Year renovated

—

Finished Sq. Ft.

—

Unfinished Sq. Ft.

—

Total Sq. Ft.

—

Year built

—

Style

Single Family Residential

County

Barnstable County

APN

16D7A33

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Oct 20, 2024.

Climate risks

Flood Factor

We're working on getting current and accurate flood risk information for this home.

Fire Factor

We're working on getting current and accurate fire risk information for this home.

5/10 Heat Factor

7 hot days expected this year, 20 days in 30 years

Wind Factor

We're working on getting current and accurate wind risk information for this home.

2/10 Air Factor

1 unhealthy days expected this year, 2 days in 30 years

Provided by First Street

Historical weather

Chatham, MA • 02633

Average low and high temperatures (°F)

35°

24°

37°

25°

45°

34°

52°

41°

60°

51°

72°

60°

76°

65°

73°

61°

70°

58°

60°

51°

52°

40°

41°

29°

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

83/ 100

Very good sunlight

Sunscore

There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

8.9 hrs

5.2 hrs

JuneDecember

Provided by Shadowmap

Redfin Estimate for 409 Main St

$2,010,752

$89K under list price of $2.10M

Nearby comparable homes

The Redfin Estimate uses 6 recent nearby sales, priced between $815K to $2.1M.

SOLD OCT 7, 2026
$1,335,000 Last sold price
3 beds2 baths1,530 sq ft
137 Shane Dr, Chatham, MA 02633
$547/sq ft
larger lot
62 years newer
SOLD SEP 25, 2026
$1,550,000 Last sold price
3 beds2 baths1,531 sq ft
48 Glover Sq, Chatham, MA 02633
$408/sq ft
larger lot
60 years newer
SOLD JAN 20, 2026
$1,288,000 Last sold price
3 beds2 baths1,702 sq ft
93 Orleans Rd, Chatham, MA 02633
$663/sq ft
larger lot
58 years newer
SOLD SEP 25, 2026
$2,075,000 Last sold price
3 beds2.5 baths2,481 sq ft
234 Round Cove Rd, Chatham, MA 02633
$584/sq ft
larger lot
68 years newer
SOLD APR 28, 2026
$2,150,000 Last sold price
3 beds2.5 baths2,510 sq ft
55 Christopher Harding Ln, Chatham, MA 02633
$563/sq ft
larger lot
72 years newer
SOLD SEP 1, 2026
$815,000 Last sold price
2 beds1 bath864 sq ft
66 Snow Ln, Chatham, MA 02633
$477/sq ft
larger lot
62 years newer

Rental earnings

Est. $2,094 per month, based on comparable rentals

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Nearby similar homes

$589,000

3 beds1 bath1,008 sq ft

193 Heritage Ln, Chatham, MA 02633

New gas furnace • 0.27 acre lot • Garage

3D WALKTHROUGH

$4,995,000

4 beds4 baths2,932 sq ft

56 Stage Island Rd, Chatham, MA 02633

Panoramic views • Impact-rated windows • Open floor plan

$9,495,000

3 beds2.5 baths3,079 sq ft

153 Shore Rd, Chatham, MA 02633

Private grounds • Expansive lawn • 1.06 acre lot

$4,950,000

4 beds4.5 baths3,811 sq ft

5 Hillcrest Ln, North Chatham, MA 02650

Custom built home • Massive renovation • Great room addition

OPEN SAT, 1PM TO 3PM

$4,499,900

3 beds6 baths5,820 sq ft

33 Crowell Rd, Chatham, MA 02633

Chef's kitchen • Butler's pantry • Formal dining room

3D WALKTHROUGH

$5,450,000

5 beds4.5 baths4,060 sq ft

70 Judges Way, Chatham, MA 02633

Walk-out lower level • Entertainment room • New hvac

New listings for sale in 02633

NEW 6 HRS AGO

$5,000,000

2 beds5 baths2,584 sq ft

483 Main St, Chatham, MA 02633

0.3 acre lot • Built 1820

Details provided by CCIMLS and may not match the public record. Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Payment calculator

Affordability tools

See this home in person

Nearby open houses (10)

Around this home

Schools

Market insights

Property details

Sale and tax history for 409 Main St

Public record

Climate risks

Historical weather

Sun exposure

Redfin Estimate for 409 Main St

Early Access listings

Nearby similar homes

New listings for sale in 02633

More real estate resources