South Dennis Massachusetts Homes for Sale

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299 Main Street South Dennis, MA MLS# 22600117 - Image 1

299 Main Street South Dennis, MA MLS# 22600117 - Image 2

299 Main Street South Dennis, MA MLS# 22600117 - Image 3

299 Main Street South Dennis, MA MLS# 22600117 - Image 4

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299 Main Street South Dennis, MA MLS# 22600117 - Image 95

Virtual Tour

1 of 95

$9,500,000

Beds

4.1

Baths

5,814

Sq.Ft.

299 Main Street

South Dennis, MA

295 Main Street South Dennis, MA MLS# 22504139 - Image 2

295 Main Street South Dennis, MA MLS# 22504139 - Image 3

295 Main Street South Dennis, MA MLS# 22504139 - Image 4

295 Main Street South Dennis, MA MLS# 22504139 - Image 5

295 Main Street South Dennis, MA MLS# 22504139 - Image 6

295 Main Street South Dennis, MA MLS# 22504139 - Image 7

1 of 7

$2,000,000

Studio

Beds

0.0

Baths

295 Main Street

South Dennis, MA

410 Main Street South Dennis, MA MLS# 22601602 - Image 2

410 Main Street South Dennis, MA MLS# 22601602 - Image 3

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1 of 49

$1,594,000

Beds

3.0

Baths

2,132

Sq.Ft.

410 Main Street

South Dennis, MA

THE TIME TO SELL IS NOW!

13 Academy Hill Lane South Dennis, MA MLS# 22602318 - Image 1

13 Academy Hill Lane South Dennis, MA MLS# 22602318 - Image 2

13 Academy Hill Lane South Dennis, MA MLS# 22602318 - Image 3

13 Academy Hill Lane South Dennis, MA MLS# 22602318 - Image 4

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13 Academy Hill Lane South Dennis, MA MLS# 22602318 - Image 63

Recently Listed

1 of 63

OPEN HOUSE: Saturday 5/23 11:00 AM - 1:00 PM

$1,575,500

Beds

3.1

Baths

2,310

Sq.Ft.

13 Academy Hill Lane

South Dennis, MA

3 academy hill Lane South Dennis, MA MLS# 22601591 - Image 2

3 academy hill Lane South Dennis, MA MLS# 22601591 - Image 3

3 academy hill Lane South Dennis, MA MLS# 22601591 - Image 4

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3 academy hill Lane South Dennis, MA MLS# 22601591 - Image 38

New Construction with Virtual Tour

1 of 38

$1,275,000

Beds

2.1

Baths

2,179

Sq.Ft.

3 academy hill Lane

South Dennis, MA

80 Forest Hills Drive South Dennis, MA MLS# 22601744 - Image 2

80 Forest Hills Drive South Dennis, MA MLS# 22601744 - Image 3

80 Forest Hills Drive South Dennis, MA MLS# 22601744 - Image 4

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1 of 34

$1,200,000

Beds

5.0

Baths

3,395

Sq.Ft.

80 Forest Hills Drive

South Dennis, MA

22 Follins Pond Road South Dennis, MA MLS# 22602303 - Image 2

22 Follins Pond Road South Dennis, MA MLS# 22602303 - Image 3

22 Follins Pond Road South Dennis, MA MLS# 22602303 - Image 4

22 Follins Pond Road South Dennis, MA MLS# 22602303 - Image 5

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22 Follins Pond Road South Dennis, MA MLS# 22602303 - Image 44

Recently Listed

1 of 44

OPEN HOUSE: Saturday 5/23 11:00 AM - 1:00 PM

$1,097,000

Beds

3.0

Baths

1,373

Sq.Ft.

22 Follins Pond Road

South Dennis, MA

7 Pinefield Lane South Dennis, MA MLS# 22600428 - Image 2

7 Pinefield Lane South Dennis, MA MLS# 22600428 - Image 3

7 Pinefield Lane South Dennis, MA MLS# 22600428 - Image 4

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1 of 44

$1,050,000

Beds

2.0

Baths

2,027

Sq.Ft.

7 Pinefield Lane

South Dennis, MA

12 Tuckoosa Road South Dennis, MA MLS# 22602329 - Image 2

12 Tuckoosa Road South Dennis, MA MLS# 22602329 - Image 3

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Recently Listed

1 of 39

OPEN HOUSE: Saturday 5/23 11:00 AM - 1:00 PM

$950,000

Beds

3.0

Baths

2,896

Sq.Ft.

12 Tuckoosa Road

South Dennis, MA

1354 Route 134 South Dennis, MA MLS# 22600954 - Image 2

1354 Route 134 South Dennis, MA MLS# 22600954 - Image 3

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1354 Route 134 South Dennis, MA MLS# 22600954 - Image 6

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1354 Route 134 South Dennis, MA MLS# 22600954 - Image 54

1 of 54

$925,000

Beds

2.1

Baths

2,100

Sq.Ft.

1354 Route 134

South Dennis, MA

18 Asack Drive South Dennis, MA MLS# 22601135 - Image 2

18 Asack Drive South Dennis, MA MLS# 22601135 - Image 3

18 Asack Drive South Dennis, MA MLS# 22601135 - Image 4

18 Asack Drive South Dennis, MA MLS# 22601135 - Image 5

18 Asack Drive South Dennis, MA MLS# 22601135 - Image 6

18 Asack Drive South Dennis, MA MLS# 22601135 - Image 7

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18 Asack Drive South Dennis, MA MLS# 22601135 - Image 39

18 Asack Drive South Dennis, MA MLS# 22601135 - Image 40

18 Asack Drive South Dennis, MA MLS# 22601135 - Image 41

1 of 41

$899,000

Beds

2.1

Baths

2,428

Sq.Ft.

18 Asack Drive

South Dennis, MA

10 Briarfield Road South Dennis, MA MLS# 22601458 - Image 2

10 Briarfield Road South Dennis, MA MLS# 22601458 - Image 3

10 Briarfield Road South Dennis, MA MLS# 22601458 - Image 4

10 Briarfield Road South Dennis, MA MLS# 22601458 - Image 5

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10 Briarfield Road South Dennis, MA MLS# 22601458 - Image 7

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10 Briarfield Road South Dennis, MA MLS# 22601458 - Image 69

1 of 69

OPEN HOUSE: Sunday 5/24 11:00 AM - 1:00 PM

$849,000

Beds

3.0

Baths

2,545

Sq.Ft.

10 Briarfield Road

South Dennis, MA

293 Main Street South Dennis, MA MLS# 22504142 - Image 2

293 Main Street South Dennis, MA MLS# 22504142 - Image 3

293 Main Street South Dennis, MA MLS# 22504142 - Image 4

1 of 4

$800,000

Studio

Beds

0.0

Baths

293 Main Street

South Dennis, MA

10 Eastover South Dennis, MA MLS# 22601705 - Image 2

10 Eastover South Dennis, MA MLS# 22601705 - Image 3

10 Eastover South Dennis, MA MLS# 22601705 - Image 4

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10 Eastover South Dennis, MA MLS# 22601705 - Image 27

1 of 27

OPEN HOUSE: Sunday 5/24 11:00 AM - 1:00 PM

$699,900

Beds

2.0

Baths

1,082

Sq.Ft.

10 Eastover

South Dennis, MA

154 Bayridge Drive South Dennis, MA MLS# 22601493 - Image 2

154 Bayridge Drive South Dennis, MA MLS# 22601493 - Image 3

154 Bayridge Drive South Dennis, MA MLS# 22601493 - Image 4

154 Bayridge Drive South Dennis, MA MLS# 22601493 - Image 5

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1 of 37

$699,000

Beds

2.0

Baths

1,800

Sq.Ft.

154 Bayridge Drive

South Dennis, MA

194 Main Street South Dennis, MA MLS# 22600539 - Image 2

194 Main Street South Dennis, MA MLS# 22600539 - Image 3

194 Main Street South Dennis, MA MLS# 22600539 - Image 4

194 Main Street South Dennis, MA MLS# 22600539 - Image 5

194 Main Street South Dennis, MA MLS# 22600539 - Image 6

194 Main Street South Dennis, MA MLS# 22600539 - Image 7

194 Main Street South Dennis, MA MLS# 22600539 - Image 8

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194 Main Street South Dennis, MA MLS# 22600539 - Image 11

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194 Main Street South Dennis, MA MLS# 22600539 - Image 20

1 of 20

$650,000

Beds

2.0

Baths

1,164

Sq.Ft.

194 Main Street

South Dennis, MA

6 Hawthorn Street South Dennis, MA MLS# 22503835 - Image 2

6 Hawthorn Street South Dennis, MA MLS# 22503835 - Image 3

6 Hawthorn Street South Dennis, MA MLS# 22503835 - Image 4

6 Hawthorn Street South Dennis, MA MLS# 22503835 - Image 5

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6 Hawthorn Street South Dennis, MA MLS# 22503835 - Image 7

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6 Hawthorn Street South Dennis, MA MLS# 22503835 - Image 10

6 Hawthorn Street South Dennis, MA MLS# 22503835 - Image 11

6 Hawthorn Street South Dennis, MA MLS# 22503835 - Image 12

1 of 12

$649,900

Beds

2.0

Baths

1,192

Sq.Ft.

6 Hawthorn Street

South Dennis, MA

14 Benjamin Road South Dennis, MA MLS# 22601445 - Image 2

14 Benjamin Road South Dennis, MA MLS# 22601445 - Image 3

14 Benjamin Road South Dennis, MA MLS# 22601445 - Image 4

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14 Benjamin Road South Dennis, MA MLS# 22601445 - Image 37

1 of 37

$599,900

Beds

1.1

Baths

1,144

Sq.Ft.

14 Benjamin Road

South Dennis, MA

10 Danielle Drive South Dennis, MA MLS# 22601855 - Image 2

10 Danielle Drive South Dennis, MA MLS# 22601855 - Image 3

10 Danielle Drive South Dennis, MA MLS# 22601855 - Image 4

10 Danielle Drive South Dennis, MA MLS# 22601855 - Image 5

10 Danielle Drive South Dennis, MA MLS# 22601855 - Image 6

10 Danielle Drive South Dennis, MA MLS# 22601855 - Image 7

10 Danielle Drive South Dennis, MA MLS# 22601855 - Image 8

10 Danielle Drive South Dennis, MA MLS# 22601855 - Image 9

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10 Danielle Drive South Dennis, MA MLS# 22601855 - Image 11

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10 Danielle Drive South Dennis, MA MLS# 22601855 - Image 15

10 Danielle Drive South Dennis, MA MLS# 22601855 - Image 16

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10 Danielle Drive South Dennis, MA MLS# 22601855 - Image 21

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10 Danielle Drive South Dennis, MA MLS# 22601855 - Image 26

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10 Danielle Drive South Dennis, MA MLS# 22601855 - Image 33

1 of 33

$579,000

Beds

1.0

Baths

1,038

Sq.Ft.

10 Danielle Drive

South Dennis, MA

1 Charing Cross Road South Dennis, MA MLS# 22601248 - Image 2

1 Charing Cross Road South Dennis, MA MLS# 22601248 - Image 3

1 Charing Cross Road South Dennis, MA MLS# 22601248 - Image 4

1 Charing Cross Road South Dennis, MA MLS# 22601248 - Image 5

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1 Charing Cross Road South Dennis, MA MLS# 22601248 - Image 7

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1 Charing Cross Road South Dennis, MA MLS# 22601248 - Image 31

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1 Charing Cross Road South Dennis, MA MLS# 22601248 - Image 37

1 Charing Cross Road South Dennis, MA MLS# 22601248 - Image 38

1 of 38

$575,000

Beds

1.1

Baths

1,040

Sq.Ft.

1 Charing Cross Road

South Dennis, MA

About South Dennis

Listings in South Dennis, MA: 37
Estimated median home price: $579,000

South Dennis MA Homes for Sale & Properties

Weichert Realtors is one of the nation's leading providers of South Dennis, Massachusetts real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in South Dennis, MA.

Homes for Sale by Price in South Dennis, MA

Price	Count
$0 - 100K	5
$100K - 200K	2
$200K - 300K	1
$300K - 400K	1
$400K - 500K	3
$500K - 600K	8
$600K - 700K	4
$700K - 800K	1
$800K - 900K	2
$900K - 1M	2
$1M - Max	8

Homes for Sale by Type in South Dennis, MA

Property Type	Count
Single Family	25
Townhouse	0
Condo	1
Commercial	1
Rental	0
Lots and Land	4
Condo/Town/CoOp	0
CoOp	0
Multi Family	0
Mobile Home	6
Farms	0

(Data as of 5/22/2026)

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South Dennis, MA Information

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02660

Information deemed reliable but not guaranteed.

The data relating to real estate for sale on this site comes from the Broker Reciprocity (BR) of the Cape Cod & Islands Multiple Listing Service, Inc. Summary or thumbnail real estate listings held by brokerage firms other than Weichert Realtors are marked with the BR Logo and detailed information about them includes the name of the listing broker company. Neither the listing broker nor Weichert Realtors shall be responsible for any typographical errors, misinformation, or misprints and shall be held totally harmless.

The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Data is updated as of 5/23/2026. All properties are subject to prior sale, changes, or withdrawal.

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South Dennis Massachusetts Homes for Sale

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South Dennis Massachusetts Homes for Sale

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