1 of 38

Want to see this home?

595 Main Street Unit 37

Chatham, MA 02633

3 beds
3 baths
2,148 sqft
$1,023 per sqft
1999 build
– on site

Exquisite downtown condo that combines a central location with a serene retreat. This elegant residence boasts 3 bedrooms and 3 luxurious bathrooms. As you enter, a modern kitchen welcomes you, seamlessly blending into an open living and dining area, ideal for entertaining. The expansive design showcases refined details and quality finishes throughout, enhancing its charm. Step outside to your private balcony, perfect for al fresco dining or serene relaxation. This home also features an exclusive rooftop area, offering a splendid setting for hosting guests or enjoying peaceful moments under the stars. Enjoy additional amenities such as an indoor lobby entrance, central air conditioning, a private garage, and a dedicated parking space. The allure of coastal living is at your doorstep, heightening the tranquil ambiance of this remarkable home. This residence transcends being just a home; it is a lifestyle, epitomizing elegance and practicality. Experience a sanctuary of sophistication in the heart of Chatham, where the vibrant downtown, with its delightful restaurants and shops, is just outside your doorstep, inviting you and your guests to indulge in the charm of this community.

Listing courtesy of CCI / Sandra Tanco / Kinlin Grover Compass

Last checked: Checking… • Last updated Jul 2, 2025 •

MLS# 22503180 —

The Building

Year Built:

1999
New Construction:

false
Construction Materials:

Brick
Building Name:

High Wheeler Square
Unit Number:

37
Roof:

Flat
Stories:

1
Basement:

Interior Entry
Entry Location:

Top Level
Common Walls:

No One Above
Building Area Units:

Square Feet
Building Area Total:

2148
Below Grade Finished Area Units:

Square Feet

Interior

Interior Features:

HU Cable TV
Living Room Level:

First
Kitchen Features:

Kitchen, Upgraded Cabinets, Breakfast Bar, Recessed Lighting
Kitchen Description:

Countertop(s): Other,Flooring: Wood,Stove(s): Gas
Rooms Total:

6
Living Room Features:

Recessed Lighting, Living Room, HU Cable TV
Kitchen Level:

First
Living Room Description:

Flooring: Wood
Dining Room Features:

Dining Room
Dining Room Description:

Flooring: Wood
Dining Room Level:

First
Laundry Features:

Laundry Room
Fireplace:

false
Flooring:

Wood

Room Dimensions

Living Area Units:

Square Feet

Location

Directions:

Chatham Main Street to High Wheeler Square
Coordinates:

-69.959583, 41.681912
Latitude:

41.681912
Longitude:

-69.959583

The Property

Property Type:

Residential
Property Subtype:

Condominium
Property Condition:

Updated/Remodeled
Property Attached:

true
Parcel Number:

15D14X37
Lot Features:

In Town Location
Lot Size Units:

Acres
Lot Size Source:

Field Card
Zoning:

GB1
Waterfront:

false
Road Frontage Type:

Public
Road Surface Type:

Paved
Land Lease:

false

Listing Agent

Contact info:

Taxes

Tax Year:

2025
Tax Annual Amount:

5647
Tax Assessed Value:

1627400

Beds

Bedrooms Total:

3
Master Bedroom Level:

First
Master Bedroom Features:

Recessed Lighting, HU Cable TV, Closet
Master Bedroom Description:

Flooring: Wood
Bedroom 2 Level:

First
Bedroom 2 Features:

Bedroom 2, HU Cable TV, Private Full Bath, Recessed Lighting
Bedroom 2 Description:

Flooring: Wood
Bedroom 3 Level:

First
Bedroom 3 Features:

Bedroom 3, Shared Full Bath, Closet, HU Cable TV, Recessed Lighting
Bedroom 3 Description:

Flooring: Wood

Baths

Total Baths:

3
Total Baths:

3
Full Baths:

3
Master Bath Features:

Private Full Bath

The Listing

Home Warranty:

false

Heating & Cooling

Heating:

true
Cooling:

Central Air
Cooling:

true

Utilities

Sewer:

Public Sewer

Appliances

Appliances:

Dishwasher

Schools

Elementary School District:

Monomoy
Middle Or Junior School District:

Monomoy
High School District:

Monomoy

The Community

# of Units In Community:

3
Association:

true
Association Amenities:

Maintenance Structure
Association Fee Includes:

Sewer
Association Fee Frequency:

Quarterly
Association Fee:

3382.42
Pool Private:

false
Pets Allowed:

Yes

Parking

Parking Total:

2
Garage:

true
Garage Spaces:

1
Attached Garage:

false

Monthly cost estimate

Asking price

$2,199,000

Expense	Monthly cost
Mortgage	$11,774
Taxes	$470
Insurance	$604
HOA fees	$1,127
Utilities	$212 See report
Total	$14,187/mo.^*
	^*This is an estimate

Explore the Area

My Commute

From

Walk Score®

Provided by WalkScore® Inc.

Bike Score®

Provided by WalkScore® Inc.

Soundscore™

Provided by HowLoud

Air Pollution Index

Provided by ClearlyEnergy

Sale history

Date	Event	Source	Price	% Change
7/2/25 Jul 2, 2025	Listed / Active	CCI	$2,199,000	22.2% (12.2% / YR)
9/7/23 Sep 7, 2023		MLSPIN	$1,800,000	4.3%
8/22/23 Aug 22, 2023		MLSPIN	$1,725,000

Want a closer look?

Go see 595 Main Street

Or Call Toll Free 1-800-258-2512

We guarantee that we’ll never spam you.

* indicates a required field

More homes

Newest listings in Chatham, MA

Similar sold homes

This condo located in Lower Cape, Chatham, MA 02633 is currently for sale for $2,199,000. 595 Main Street Unit 37 is a 2,148 square foot condo with 3 beds and 3 baths that has been on Estately for 0 days. 595 Main Street Unit 37 is in the Lower Cape neighborhood of Chatham and has a WalkScore® of 66, making it somewhat walkable. This condo is in the attendance area of Monomoy Regional Middle School, Chatham Elementary School, Monomoy Regional High School, and Harwick Elementary School.

This site was last updated on 07/02/2025. All properties are subject to prior sale, changes, or withdrawal.