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44 Highland Ave, Chatham, MA 02633

$7,889,137 Est
— Bd
— Ba
10,908 Sqft
$723/Sqft

Commercial
Public Record - Not For Sale / Not For Rent

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Property details

Lot Size 3 Sqft

Built 1916

Neighborhood Chatham

GreatSchool Score 5/10 to 7/10

Additional property details

Key insights

larger home

10,908 sqft, 7,552 sqft larger interior (225%) than nearby homes

above market median

Estimated for $7.88M, $5.69M (259%) above Chatham median

Selling? Get a Cash Offer

Sell your home quickly

Enables you to buy before selling

No staging or preparation needed

Around the neighborhood

Chatham Elementary School

public School, Grades K-4

GreatSchools Rating: 7 out of 10

Monomoy Regional Middle School

public School, Grades 5-7

GreatSchools Rating: 7 out of 10

Monomoy Regional High School

public School, Grades 8-12

GreatSchools Rating: 5 out of 10

Harwich Elementary School

public School, Grades PK, K-4

GreatSchools Rating: 5 out of 10

Source: GreatSchools.org © 2025. All rights reserved.

Homes for sale in Chatham, MA

450 Main St, Chatham, MA 02633

450 Main St Chatham, MA 02633

_{For Sale}

$3,500,000
5Bd
6Ba
7,396 Sq Ft
0.26 Acre

912 Main St #304, Chatham, MA 02633

912 Main St #304 Chatham, MA 02633

_{For Sale}

$465,000
2Bd
2Ba
1,231 Sq Ft
$378

425 Main St #D, Chatham, MA 02633

425 Main St #D Chatham, MA 02633

_{For Sale}

$495,000
1Bd
1Ba
578 Sq Ft
$856

24 Shattuck Pl, Chatham, MA 02633

24 Shattuck Pl Chatham, MA 02633

_{For Sale}

$1,795,000
4Bd
3Ba
1,514 Sq Ft
5,662Sq Ft

230 Barcliff Ave, Chatham, MA 02633

230 Barcliff Ave Chatham, MA 02633

_{For Sale}

$4,399,000
4Bd
6Ba
5,800 Sq Ft
0.53 Acre

32 Sunset Ln, Chatham, MA 02633

32 Sunset Ln Chatham, MA 02633

_{For Sale}

$1,995,000
3Bd
2Ba
1,626 Sq Ft
0.31 Acre

27 Martha Kendrick Dr, Chatham, MA 02633

27 Martha Kendrick Dr Chatham, MA 02633

_{For Sale}

$1,200,000
3Bd
3Ba
2,179 Sq Ft
0.36 Acre

93 Orleans Rd, Chatham, MA 02633

93 Orleans Rd Chatham, MA 02633

_{For Sale}

$1,399,000
3Bd
2Ba
1,702 Sq Ft
0.4 Acre

55 Christopher Harding Ln, Chatham, MA 02633

55 Christopher Harding Ln Chatham, MA 02633

_{For Sale}

$2,200,000
3Bd
3Ba
2,510 Sq Ft
0.47 Acre

44 Emery Ln, North Chatham, MA 02650

44 Emery Ln North Chatham, MA 02650

_{For Sale}

$1,699,000
3Bd
2Ba
1,743 Sq Ft
0.71 Acre

85 Cedar St, Chatham, MA 02633

85 Cedar St Chatham, MA 02633

_{For Sale}

$4,975,000
5Bd
4Ba
3,080 Sq Ft
1.48 Acre

Nearby homes average: $2.19M List Price, 2,669 Sqft, $883/Sqft Value, 18,425 Sqft Lot Size.

Homes for sale in 02633

912 Main St #304, Chatham, MA 02633

912 Main St #304 Chatham, MA 02633

_{For Sale}

$465,000
2Bd
2Ba
1,231 Sq Ft
$378

450 Main St, Chatham, MA 02633

450 Main St Chatham, MA 02633

_{For Sale}

$3,500,000
5Bd
6Ba
7,396 Sq Ft
0.26 Acre

27 Martha Kendrick Dr, Chatham, MA 02633

27 Martha Kendrick Dr Chatham, MA 02633

_{For Sale}

$1,200,000
3Bd
3Ba
2,179 Sq Ft
0.36 Acre

230 Barcliff Ave, Chatham, MA 02633

230 Barcliff Ave Chatham, MA 02633

_{For Sale}

$4,399,000
4Bd
6Ba
5,800 Sq Ft
0.53 Acre

93 Orleans Rd, Chatham, MA 02633

93 Orleans Rd Chatham, MA 02633

_{For Sale}

$1,399,000
3Bd
2Ba
1,702 Sq Ft
0.4 Acre

425 Main St #D, Chatham, MA 02633

425 Main St #D Chatham, MA 02633

_{For Sale}

$495,000
1Bd
1Ba
578 Sq Ft
$856

55 Christopher Harding Ln, Chatham, MA 02633

55 Christopher Harding Ln Chatham, MA 02633

_{For Sale}

$2,200,000
3Bd
3Ba
2,510 Sq Ft
0.47 Acre

44 Emery Ln, North Chatham, MA 02650

44 Emery Ln North Chatham, MA 02650

_{For Sale}

$1,699,000
3Bd
2Ba
1,743 Sq Ft
0.71 Acre

24 Shattuck Pl, Chatham, MA 02633

24 Shattuck Pl Chatham, MA 02633

_{For Sale}

$1,795,000
4Bd
3Ba
1,514 Sq Ft
5,662Sq Ft

32 Sunset Ln, Chatham, MA 02633

32 Sunset Ln Chatham, MA 02633

_{For Sale}

$1,995,000
3Bd
2Ba
1,626 Sq Ft
0.31 Acre

85 Cedar St, Chatham, MA 02633

85 Cedar St Chatham, MA 02633

_{For Sale}

$4,975,000
5Bd
4Ba
3,080 Sq Ft
1.48 Acre

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