View 10 Briarfield Road South Dennis, MA MLS# 22601458
  • Recently Listed
1 of 69
$899,000
3

Beds

3.0

Baths

2,545

Sq.Ft.

10 Briarfield Road

South Dennis, MA

CapeCodIslands
View 14 Benjamin Road South Dennis, MA MLS# 22601445
  • Recently Listed
1 of 37
OPEN HOUSE: Friday 4/17 4:30 PM - 6:00 PM
$649,900
3

Beds

1.1

Baths

1,144

Sq.Ft.

14 Benjamin Road

South Dennis, MA

CapeCodIslands
View 5 Coach House Lane South Dennis, MA MLS# 22601474
  • Recently Listed
1 of 35
$495,000
3

Beds

1.0

Baths

640

Sq.Ft.

5 Coach House Lane

South Dennis, MA

CapeCodIslands
The time to sell is now! THE TIME TO SELL IS NOW!
View 310 Old Chatham Road E 29 South Dennis, MA MLS# 22601201
$69,500
2

Beds

1.0

Baths

440

Sq.Ft.

310 Old Chatham Road E 29

South Dennis, MA

CapeCodIslands
View 18 Asack Drive South Dennis, MA MLS# 22601135
  • Recently Listed
1 of 41
OPEN HOUSE: Saturday 4/18 11:00 AM - 1:00 PM
$950,000
4

Beds

2.1

Baths

2,428

Sq.Ft.

18 Asack Drive

South Dennis, MA

CapeCodIslands
View 310 Old Chatham Road A-21 South Dennis, MA MLS# 22601051
$72,900
3

Beds

1.0

Baths

727

Sq.Ft.

310 Old Chatham Road A-21

South Dennis, MA

CapeCodIslands
View 1354 Route 134 South Dennis, MA MLS# 22600954
  • Recently Listed
1 of 53
$989,900
3

Beds

2.1

Baths

2,100

Sq.Ft.

1354 Route 134

South Dennis, MA

CapeCodIslands
View 1 Charing Cross Road South Dennis, MA MLS# 22601248
$575,000
2

Beds

1.1

Baths

1,040

Sq.Ft.

1 Charing Cross Road

South Dennis, MA

CapeCodIslands
View 36 Old Sailors Way South Dennis, MA MLS# 22601090
$475,000
2

Beds

1.0

Baths

624

Sq.Ft.

36 Old Sailors Way

South Dennis, MA

CapeCodIslands
View 11 Sycamore Lane South Dennis, MA MLS# 22600994
$575,000
2

Beds

1.1

Baths

1,056

Sq.Ft.

11 Sycamore Lane

South Dennis, MA

CapeCodIslands
View 16 Frank Doyle Road South Dennis, MA MLS# 22600947
$509,000
3

Beds

1.0

Baths

1,008

Sq.Ft.

16 Frank Doyle Road

South Dennis, MA

CapeCodIslands
View 12 Captain Nickerson Lane South Dennis, MA MLS# 22600912
$995,000
2

Beds

1.0

Baths

1,030

Sq.Ft.

12 Captain Nickerson Lane

South Dennis, MA

CapeCodIslands
View 16 Hazelwood Road South Dennis, MA MLS# 22600751
    1 of 39
    OPEN HOUSE: Saturday 4/18 11:00 AM - 1:00 PM
    $575,000
    2

    Beds

    1.0

    Baths

    840

    Sq.Ft.

    16 Hazelwood Road

    South Dennis, MA

    CapeCodIslands
    View 23 Farm Lane South Dennis, MA MLS# 22600610
    • Virtual Tour
    1 of 38
    $1,350,000
    3

    Beds

    2.1

    Baths

    2,262

    Sq.Ft.

    23 Farm Lane

    South Dennis, MA

    CapeCodIslands
    View 194 Main Street South Dennis, MA MLS# 22600539
    $650,000
    3

    Beds

    2.0

    Baths

    1,164

    Sq.Ft.

    194 Main Street

    South Dennis, MA

    CapeCodIslands
    View 31 High Head Road South Dennis, MA MLS# 22600538
    $1,089,000
    3

    Beds

    2.0

    Baths

    1,882

    Sq.Ft.

    31 High Head Road

    South Dennis, MA

    CapeCodIslands
    View 7 Pinefield Lane South Dennis, MA MLS# 22600428
    $1,050,000
    3

    Beds

    2.0

    Baths

    2,027

    Sq.Ft.

    7 Pinefield Lane

    South Dennis, MA

    CapeCodIslands
    View 299 Main Street South Dennis, MA MLS# 22600117
    • Virtual Tour
    1 of 95
    $9,500,000
    5

    Beds

    4.1

    Baths

    5,814

    Sq.Ft.

    299 Main Street

    South Dennis, MA

    CapeCodIslands
    View 52 Uncle Bobs Way South Dennis, MA MLS# 22505770
    $585,000
    3

    Beds

    1.0

    Baths

    1,056

    Sq.Ft.

    52 Uncle Bobs Way

    South Dennis, MA

    CapeCodIslands
    View 310 Old Chatham Road C14 South Dennis, MA MLS# 22504942
    $45,000
    2

    Beds

    1.1

    Baths

    312

    Sq.Ft.

    310 Old Chatham Road C14

    South Dennis, MA

    CapeCodIslands

    About South Dennis

    Listings in South Dennis, MA

    26

    Estimated median home price

    $617,450
    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

    PriceCount
    $0 - 100K4
    $100K - 200K1
    $200K - 300K1
    $300K - 400K0
    $400K - 500K2
    $500K - 600K5
    $600K - 700K2
    $700K - 800K1
    $800K - 900K0
    $900K - 1M3
    $1M - Max7

    Homes for Sale by Type in South Dennis, MA

    Property TypeCount
    Single Family17
    Townhouse0
    Condo0
    Commercial1
    Rental0
    Lots and Land4
    Condo/Town/CoOp0
    CoOp0
    Multi Family0
    Mobile Home4
    Farms0

    (Data as of 4/15/2026)

    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 4/15/2026. All properties are subject to prior sale, changes, or withdrawal.