View 36 Old Sailors Way South Dennis, MA MLS# 22601090
    1 of 40
    OPEN HOUSE: Saturday 5/23 11:00 AM - 1:00 PM
    $475,000
    2

    Beds

    1.0

    Baths

    624

    Sq.Ft.

    36 Old Sailors Way

    South Dennis, MA

    CapeCodIslands
    View 18 Asack Drive South Dennis, MA MLS# 22601135
    $899,000
    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
    The time to sell is now! THE TIME TO SELL IS NOW!
    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 1354 Route 134 South Dennis, MA MLS# 22600954
    $925,000
    3

    Beds

    2.1

    Baths

    2,100

    Sq.Ft.

    1354 Route 134

    South Dennis, MA

    CapeCodIslands
    View 16 Hazelwood Road South Dennis, MA MLS# 22600751
    $569,900
    2

    Beds

    1.0

    Baths

    840

    Sq.Ft.

    16 Hazelwood Road

    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 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 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
    View 310 Old Chatham Road E47 South Dennis, MA MLS# 22504278
    $46,900
    2

    Beds

    1.0

    Baths

    258

    Sq.Ft.

    310 Old Chatham Road E47

    South Dennis, MA

    CapeCodIslands
    View 295 Main Street South Dennis, MA MLS# 22504139
    $2,000,000
    Studio

    Beds

    0.0

    Baths

    295 Main Street

    South Dennis, MA

    CapeCodIslands
    View 293 Main Street South Dennis, MA MLS# 22504142
    $800,000
    Studio

    Beds

    0.0

    Baths

    293 Main Street

    South Dennis, MA

    CapeCodIslands
    View 6 Hawthorn Street South Dennis, MA MLS# 22503835
    $649,900
    3

    Beds

    2.0

    Baths

    1,192

    Sq.Ft.

    6 Hawthorn Street

    South Dennis, MA

    CapeCodIslands
    View 35 MA-134 9 South Dennis, MA MLS# 22503471
    $125,000
    570

    Sq.Ft.

    35 MA-134 9

    South Dennis, MA

    CapeCodIslands
    View 17 Fairmount Road South Dennis, MA MLS# 22502645
    $220,000
    Studio

    Beds

    0.0

    Baths

    17 Fairmount Road

    South Dennis, MA

    CapeCodIslands
    View 37 Cyprus Road South Dennis, MA MLS# 22502006
    $499,900
    Studio

    Beds

    0.0

    Baths

    37 Cyprus Road

    South Dennis, MA

    CapeCodIslands

    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

    PriceCount
    $0 - 100K5
    $100K - 200K2
    $200K - 300K1
    $300K - 400K1
    $400K - 500K3
    $500K - 600K8
    $600K - 700K4
    $700K - 800K1
    $800K - 900K2
    $900K - 1M2
    $1M - Max8

    Homes for Sale by Type in South Dennis, MA

    Property TypeCount
    Single Family25
    Townhouse0
    Condo1
    Commercial1
    Rental0
    Lots and Land4
    Condo/Town/CoOp0
    CoOp0
    Multi Family0
    Mobile Home6
    Farms0

    (Data as of 5/22/2026)

    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 5/22/2026. All properties are subject to prior sale, changes, or withdrawal.