For sale

$2,100,000

Est. $12,229/mo —

•

1,479

sq ft

409 Main St, Chatham, MA 02633

About this home

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.

Single-familyProperty Type

1900Year Built

$1,420Price/Sq.Ft.

5 spacesParking

Listed by Rick Smith • Gibson Sotheby's International Realty

Listed by • Gibson Sotheby's International Realty

Listing updated: Sep 9, 2026 at 01:28pm

Redfin checked: 3 minutes ago

•Source:MLS PIN #73535300

Payment calculator

$12,229 per month

Principal and interest$11,318

Property taxes

$456

HOA dues

Home insurance

$455

Utilities

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Next available date: Tuesday, November 3

Open houses

No upcoming open houses.

Nearby open houses (8)

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1 bed1 bath579 sq ft
102 Fletcher Ln Unit H, Brewster, MA 02631
$627 HOA • Community pool • Built 1987
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$1,950,000
4 beds3 baths3,267 sq ft
347 Tonset Rd, Orleans, MA 02653
0.5 acre lot • 2 garage spots • Built 1955
OPEN SAT, 10AM TO 12PM
$2,149,000
4 beds4.5 baths2,817 sq ft
435 Herring Brook Rd, Eastham, MA 02642
1.53 acre lot • 2 garage spots • Built 2000
OPEN SAT, 10:30AM TO 12PM
$1,300,000
4 beds2 baths3,564 sq ft
90 Log Cabin Rd, Eastham, MA 02642
0.99 acre lot • 8 parking spots • Built 2001
OPEN SAT, 10:30AM TO 12PM3D WALKTHROUGH
$1,895,000
4 beds3.5 baths3,406 sq ft
37 Autumn Ct, Brewster, MA 02631
0.93 acre lot • 2 garage spots • Built 1991
OPEN SAT, 11:30AM TO 1PM
$895,000
7 beds4 baths2,440 sq ft
73 S Orleans Rd, Orleans, MA 02653
0.55 acre lot • 8 parking spots • Built 1875
OPEN SAT, 12PM TO 2PM3D WALKTHROUGH
$1,539,000
3 beds3 baths2,660 sq ft
59 Herringbrook Way, Orleans, MA 02653
1.08 acre lot • 2 garage spots • Built 1970
OPEN NOV 14, 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

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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

Offer insights

409 Main St · $2,100,000

Strong offer

$2.09M and above

75% chance or better to win

Why $2.09M+ is a strong offer

DAYS ON MARKET

The average home goes pending in 34 days.

SALE-TO-LIST

Most homes are selling 2% below list price.

About offer insights

Property details

Interior
Exterior
Finance

Kitchen

Bathroom

Living

Dining

Interior features
8 total rooms
Basement with bulkhead access

Bathrooms
1 full bathroom
1 half bathroom

Heating & cooling
Forced air heating
Central air conditioning
Ductless cooling

Sale and tax history for 409 Main St

Sale History
Tax History

Date

Event

Price

CCIMLS #22602838

Nov 3, 2026

Listing Removed

—

Jun 11, 2026

Listed

$2,100,000

$1,420/sq ft

MLS PIN #73535300

Jun 12, 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)

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

$1,981,297

$119K 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
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
60 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
72 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
58 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
62 years newer
no basement
SOLD FEB 19, 2026
$1,375,000 Last sold price
6 beds3 baths2,257 sq ft
745-747 Main St, Chatham, MA 02633
$811/sq ft
16 years newer
no basement

Rental earnings

Est. $1,885 per month, based on comparable rentals

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Early Access listings

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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

NEW CONSTRUCTION

$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

$699,999

3 beds2 baths1,624 sq ft

25 Clifford Pl, Chatham, MA 02633

Cape cod location • Half acre lot • Near beaches

$589,000

3 beds1 bath1,008 sq ft

193 Heritage Ln, Chatham, MA 02633

New gas furnace • 0.27 acre lot • Garage

3D WALKTHROUGH

$779,000

3 beds2 baths1,437 sq ft

49 Duck Marsh Ln, Chatham, MA 02633

Kitchen refreshed • Back deck • Expansive yard

$1,175,000

2 beds3 baths1,764 sq ft

789 Riverview Dr, Chatham, MA 02633

0.64 acre lot • 2 garage spots • Built 1969

$9,495,000

3 beds2.5 baths3,079 sq ft

153 Shore Rd, Chatham, MA 02633

Private grounds • Expansive lawn • 1.06 acre lot

Details provided by MLS PIN 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 (8)

Interested in buying?

Around this home

Schools

Offer 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