3,821

South Dennis Homes

Section Image Section Image
  • /21

    $629,000

    Pending
    • 3 Beds
    • 1 Bath
    • 936 Sq Ft

    33 Old Sailors Way, South Dennis, MA 02660

    33 Old Sailors Way offers the perfect blend of modern updates and classic Cape Cod charm. This meticulously maintained single-family home is truly move-in ready, featuring a beautifully updated interior with a renovated kitchen, updated bath, and a freshly finished basement offering additional living space, storage, or recreation potential. The home includes three comfortable bedrooms, a cozy gas

    Agent Photo

    Joseph McEachern

    Paramount Properties

    33 Old Sailors Way, South Dennis, MA 02660
  • /36

    $625,000

    Sold Jul 08, 2026

    7 Propeller Way, East Dennis, MA 02641

    • 2 Beds
    • 1.5 Baths
    • 960 Sq Ft
    • Built 1981

    Last Sold Summary

    • $651/SF
    • 6 Days On Market

    Last Listing Agent Kara Foley Lamacchia Realty, Inc.

    7 Propeller Way, East Dennis, MA 02641
    • /34

      Est $706,942

      Not Listed For Sale

      15 Constance Ann Way, South Dennis, MA 02660

      • 2 Beds
      • 2 Baths
      • 2,160 Sq Ft
      • Built 1967
      15 Constance Ann Way, South Dennis, MA 02660

      Last Sold Summary

      • 8 Days On Market

  • /38

    $575,000

    $20K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,240 Sq Ft

    72 Airline Rd, South Dennis, MA 02660

    This charming three-bedroom, one-bathroom ranch home offers a comfortable and inviting living space. The layout features a large entertainment room ideal for relaxation and family gatherings, along living room that is perfect for hosting friends or enjoying leisurely afternoons. The private backyard provides a serene escape, perfect for outdoor activities. The beautiful circular stone driveway

    Agent Photo

    Kimberly Clark

    Bayside Realty Consultants

    72 Airline Rd, South Dennis, MA 02660
  • /28

    $549,000

    Sold Mar 06, 2026

    30 Ashkins Dr, South Dennis, MA 02660

    • 3 Beds
    • 1 Bath
    • 924 Sq Ft
    • Built 1963

    Last Sold Summary

    • $594/SF
    • 11 Days On Market

    Current Estimated Value $566,035

    Last Listing Agent Matthew Hemeon William Raveis Real Estate & Home Services

    30 Ashkins Dr, South Dennis, MA 02660
    • /33

      Not Listed For Sale

      310 Old Chatham Rd Unit G3, South Dennis, MA 02660

      • 2 Beds
      • 1 Bath
      • 320 Sq Ft
      • Built 2004
      310 Old Chatham Rd Unit G3, South Dennis, MA 02660

      Last Sold Summary

      • 7 Days On Market

  • /35

    $1,097,000

    • 4 Beds
    • 3 Baths
    • 1,373 Sq Ft

    22 &24 Follins Pond Rd, Dennis, MA 02660

    Location! Location! Location! Tucked beside scenic Follins Pond with deep water access to Nantucket Sound, this rare property with 2 updated cottage with 5 optional bedroom ideas offers the perfect blend of coastal charm, flexibility and investment potential. Enjoy lovely views from each cottage, and boating, fishing, kayaking, water sports and swimming from the nearby association or public

    Sandy Clarke William Raveis Real Estate & Homes Services

    22 &24 Follins Pond Rd, Dennis, MA 02660
  • /24

    $480,000

    Sold Feb 09, 2026

    2 Hemlock Ln, South Dennis, MA 02660

    • 3 Beds
    • 2 Baths
    • 1,980 Sq Ft
    • Built 1972

    Last Sold Summary

    • 2% Below List Price
    • $242/SF
    • 6 Days On Market

    Current Estimated Value $513,182

    Last Listing Agent Kimberly Terrio William Raveis Real Estate & Home Services

    2 Hemlock Ln, South Dennis, MA 02660
    • /31

      Not Listed For Sale

      310 Old Chatham Rd Unit G-8, South Dennis, MA 02660

      • 1 Bed
      • 1 Bath
      • 400 Sq Ft
      • Built 2003
      310 Old Chatham Rd Unit G-8, South Dennis, MA 02660

      Last Sold Summary

      • 22 Days On Market

  • /41

    $749,900

    Open Sat 12PM - 2PM
    • 3 Beds
    • 2 Baths
    • 1,280 Sq Ft

    7 Openfield Rd, South Dennis, MA 02660

    Welcome to 7 Openfield Road! This beautifully updated South Dennis gem set on private lot in great neighborhood with a classic white picket fence. Inside, warm oak hardwood floors flow through an open-concept living area complete with fireplace. The stunning gourmet kitchen is fully renovated with white Shaker cabinets, new countertops, and stainless-steel appliances, while the updated bathrooms

    Peter Vaillancout EXIT Cape Realty

    7 Openfield Rd, South Dennis, MA 02660
  • /38

    $617,540

    Sold May 05, 2026

    10 Uncle Bills Way, South Dennis, MA 02660

    • 2 Beds
    • 2 Baths
    • 1,080 Sq Ft
    • Built 1974

    Last Sold Summary

    • 3% Above List Price
    • $572/SF
    • 21 Days On Market

    Current Estimated Value $624,435

    Last Listing Agent The Sampson and Stuart Team William Raveis Real Estate & Home Services

    10 Uncle Bills Way, South Dennis, MA 02660
    • /32

      Not Listed For Sale

      480 Main St, South Dennis, MA 02660

      • 4 Beds
      • 1 Bath
      • 2,629 Sq Ft
      • Built 1891
      480 Main St, South Dennis, MA 02660

      Last Sold Summary

      • 56 Days On Market

  • /40

    $1,097,000

    • 4 Beds
    • 3 Baths
    • 1,373 Sq Ft

    22&24 Follins Pond Rd, South Dennis, MA 02660

    Location! Location! Location! Tucked beside scenic Follins Pond with deep water access to Nantucket Sound, this rare property with 2 updated cottages with 5 bedroom options, offers the perfect blend of coastal charm, flexibility and investment potential. Enjoy lovely views from each cottage, with boating, fishing, kayaking, water sports and swimming from the nearby boat launch or association

    Sandy Clarke William Raveis Real Estate & Home Services

    22&24 Follins Pond Rd, South Dennis, MA 02660
  • /74

    $81,900

    Sold Sep 03, 2025

    310 Old Chatham Rd Unit C-17, South Dennis, MA 02660

    • 3 Beds
    • 1 Bath
    • 440 Sq Ft
    • Built 2023

    Last Sold Summary

    • $186/SF
    • 4 Days On Market

    Last Listing Agent Melanie Cauchon Melanie Cauchon Real Estate

    310 Old Chatham Rd Unit C-17, South Dennis, MA 02660
    • /40

      Est $537,725

      Not Listed For Sale

      74 Pilot Dr, South Dennis, MA 02660

      • 2 Beds
      • 1.5 Baths
      • 1,200 Sq Ft
      • Built 1975
      74 Pilot Dr, South Dennis, MA 02660

      Last Sold Summary

      • 11 Days On Market

  • /42

    $2,745,000

    • 4 Beds
    • 3.5 Baths
    • 3,502 Sq Ft

    27 Openfield Rd, South Dennis, MA 02660

    Set discreetly within one of South Dennis’ most distinguished enclaves, this property offers something that has become exceptionally difficult to secure on Cape Cod: meaningful privacy, estate-scale land, and a fully realized residence that requires nothing further. Interiors are fully curated and furnished, allowing for immediate enjoyment without the need for design, construction, or iteration.

    Michael Trabulsie Luxury Homes Of Cape Cod

    27 Openfield Rd, South Dennis, MA 02660
  • /46

    $605,000

    Sold Aug 18, 2025

    34 Cyprus Rd, South Dennis, MA 02660

    • 3 Beds
    • 1.5 Baths
    • 1,304 Sq Ft
    • Built 1981

    Last Sold Summary

    • 3% Above List Price
    • $464/SF
    • 9 Days On Market

    Current Estimated Value $649,668

    Last Listing Agent Ed Chatelain Chatelain Real Estate

    34 Cyprus Rd, South Dennis, MA 02660
    • /40

      Est $612,887

      Not Listed For Sale

      356 Airline Rd, South Dennis, MA 02660

      • 2 Beds
      • 2 Baths
      • 1,769 Sq Ft
      • Built 1971
      356 Airline Rd, South Dennis, MA 02660

      Last Sold Summary

      • 91 Days On Market

  • /29

    $689,000

    Pending
    • 4 Beds
    • 3 Baths
    • 2,094 Sq Ft

    129 Mayfair Rd, South Dennis, MA 02660

    Deeded Sandy Beach Rights on Follins Pond With Direct Access To Bass River! Cape Style Home With Walkout Lower Level & Bonus Apartment Features 4 Bedrooms, Three Baths, Wide Pine Floors, One Car Attached Garage. A Little TLC Will Make This Your Cape Escape

    Mary Sullivan Unique Properties R E

    129 Mayfair Rd, South Dennis, MA 02660
  • /3

    $173,000

    Sold Nov 19, 2025

    96 Gages Way, South Dennis, MA 2660

    • Land
    • 1.34 Acres
    • $129,104 per Acre

    Last Sold Summary

    • 14% Below List Price
    • 18 Days On Market

    Current Estimated Value $184,282

    Last Listing Agent Peter Keane Jr. William Raveis Real Estate & Home Services

    96 Gages Way, South Dennis, MA 2660
    • /19

      Est $644,144

      Not Listed For Sale

      4 Wing Ln, South Dennis, MA 02660

      • 2 Beds
      • 1.5 Baths
      • 1,168 Sq Ft
      • Built 1976
      4 Wing Ln, South Dennis, MA 02660

      Last Sold Summary

      • 81 Days On Market

  • /27

    $699,900

    Pending
    • 3 Beds
    • 2 Baths
    • 1,082 Sq Ft

    10 Eastover, South Dennis, MA 02660

    Move-in ready ranch style home located in the desirable ''Olde Dennis on Bass River'' neighborhood. One-level living at its finest, this home features an updated kitchen with stainless steel appliances & granite countertops, gleaming hardwood floors, and an en-suite primary bedroom with a spacious, updated bath and walk-in shower. An updated full bathroom, 2 bedrooms, and a fireplaced living room

    Ronald Manzone The Realty Cape Cod, LLC

    10 Eastover, South Dennis, MA 02660
  • /39

    $64,000

    Sold Jun 17, 2026

    310 Old Chatham Rd Unit E29, South Dennis, MA 02660

    • 2 Beds
    • 1 Bath
    • 440 Sq Ft
    • Built 2017

    Last Sold Summary

    • 8% Below List Price
    • $145/SF
    • 44 Days On Market

    Last Listing Agent Melanie Cauchon Melanie Cauchon Real Estate

    310 Old Chatham Rd Unit E29, South Dennis, MA 02660
    • /32

      Est $751,792

      Not Listed For Sale

      339 Airline Rd, South Dennis, MA 02660

      • 3 Beds
      • 2 Baths
      • 1,372 Sq Ft
      • Built 1994
      339 Airline Rd, South Dennis, MA 02660

      Last Sold Summary

      • 4 Days On Market

  • /33

    $849,000

    $20K PRICE DROP Pending
    • 3 Beds
    • 2 Baths
    • 2,153 Sq Ft

    12 Fairway, East Dennis, MA 02641

    Nestled in East Dennis,one of Cape Cod's most coveted villages, this beautifully appointed 3-bedroom, 2-bath home offers the perfect blend of comfort, convenience, and coastal charm. Thoughtfully designed for easy living, this property is ideal for those seeking a year-round residence or a spacious seasonal retreat.Step inside to discover a generous first-floor primary bedroom, a true retreat

    Christine Gagnon LaBarge Real Estate Services

    12 Fairway, East Dennis, MA 02641
  • /29

    $540,000

    Sold May 14, 2026

    43 Meadowspring Dr, South Dennis, MA 02660

    • 2 Beds
    • 1 Bath
    • 976 Sq Ft
    • Built 1976

    Last Sold Summary

    • $553/SF
    • 1 Day On Market

    Current Estimated Value $532,759

    Last Listing Agent Christine Case C. Case Realty, LLC

    43 Meadowspring Dr, South Dennis, MA 02660
    • /71

      Est $1,036,829

      Not Listed For Sale

      140 Bakers Pond Rd, South Dennis, MA 02660

      • 3 Beds
      • 2.5 Baths
      • 1,966 Sq Ft
      • Built 1982
      140 Bakers Pond Rd, South Dennis, MA 02660

      Last Sold Summary

      • 38 Days On Market

  • /32

    $849,000

    $20K PRICE DROP Pending
    • 3 Beds
    • 2 Baths
    • 2,153 Sq Ft

    12 Fairway Dr, South Dennis, MA 02660

    Nestled in East Dennis, one of Cape Cod's most coveted villages, this beautifully appointed 3-bedroom, 2-bath home offers the perfect blend of comfort, convenience, and coastal charm. Thoughtfully designed for easy living, this property is ideal for those seeking a year-round residence or a spacious seasonal retreat. Step inside to discover a generous first-floor primary bedroom, a true retreat

    Christine Gagnon LaBarge Real Estate Services, Inc.

    12 Fairway Dr, South Dennis, MA 02660
  • /50

    $595,000

    Sold Oct 10, 2025

    15 Sallys Way, South Dennis, MA 02660

    • 3 Beds
    • 1 Bath
    • 1,056 Sq Ft
    • Built 1968

    Last Sold Summary

    • 1% Below List Price
    • $563/SF
    • 35 Days On Market

    Current Estimated Value $617,080

    Last Listing Agent Lisa Griffin Gibson Sotheby's International Realty

    15 Sallys Way, South Dennis, MA 02660
    • /38

      Est $1,431,996

      Not Listed For Sale

      30 Holway Dr, South Dennis, MA 02660

      • 3 Beds
      • 2.5 Baths
      • 3,077 Sq Ft
      • Built 2002
      30 Holway Dr, South Dennis, MA 02660

      Last Sold Summary

      • 3 Days On Market

  • /27

    $188,000

    $42K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 854 Sq Ft

    310 Old Chatham Rd Unit A7, Dennis, MA 02638

    SELLER FINANCING AVAILABLE on this unit! Why rent for the summer when you can live in this beautifully renovated 3 bedroom manufactured home offering approximately 854 sq. ft of living space where modern comfort meets the charm of days gone by at the Old Chatham RV Resort Park. This 3-bedroom, 1-bath SEASONAL (May 1-Oct 31) retreat has been thoughtfully updated throughout with brand-new laminate

    Kimberly Terrio William Raveis Real Estate & Home Services

    310 Old Chatham Rd Unit A7, Dennis, MA 02638
  • /27

    $89,900

    Sold May 07, 2026

    310 Old Chatham Rd Unit G8, South Dennis, MA 02660

    • 2 Beds
    • 1 Bath
    • 420 Sq Ft
    • Built 2003

    Last Sold Summary

    • 10% Below List Price
    • $214/SF
    • 17 Days On Market

    Last Listing Agent Melanie Cauchon Melanie Cauchon Real Estate

    310 Old Chatham Rd Unit G8, South Dennis, MA 02660
    • /6

      Est $440,043

      Not Listed For Sale

      277 Airline Rd, South Dennis, MA 02660

      • 1 Bed
      • 1 Bath
      • 500 Sq Ft
      • Built 1920
      277 Airline Rd, South Dennis, MA 02660

      Last Sold Summary

      • 6 Days On Market

  • /35

    $24,499

    $5K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 300 Sq Ft

    310 Old Chatham Rd Unit D-21, South Dennis, MA 02660

    Most affordable way for up to 4 people to spend full summers in Dennis on Cape Cod! This 2016 Rezerve Trailer with a bedroom and a bunk room can sleep 4 people. It has Central heat & A/C to make all 6 months comfortable. OLD CHATHAM PARK is SEASONAL (Summer only: May 1st - Oct. 31st, NO YEAR ROUND use, NO RENTALS). D-21 site is conveniently located close the resort's great amenities: Pool,

    Melanie Cauchon Melanie Cauchon Real Estate

    310 Old Chatham Rd Unit D-21, South Dennis, MA 02660
  • /34

    $685,000

    Sold Feb 27, 2026

    10 Old Mayfair Rd, South Dennis, MA 02660

    • 4 Beds
    • 4 Baths
    • 2,000 Sq Ft
    • Built 1968

    Last Sold Summary

    • 2% Above List Price
    • $342/SF
    • 10 Days On Market

    Current Estimated Value $760,499

    Last Listing Agent Barbara Corcoran William Raveis Real Estate & Home Services

    10 Old Mayfair Rd, South Dennis, MA 02660
    • /32

      Est $873,316

      Not Listed For Sale

      40 Braddock Cir, South Dennis, MA 02660

      • 3 Beds
      • 2 Baths
      • 1,578 Sq Ft
      • Built 1987
      40 Braddock Cir, South Dennis, MA 02660

      Last Sold Summary

      • 3 Days On Market

  • /33

    $599,900

    • 2 Beds
    • 1 Bath
    • 1,176 Sq Ft

    318 Airline Rd, South Dennis, MA 02660

    Beautifully updated 2 bedroom 1 bath ranch home set back on this .3 acre lot, located in desirable East Dennis. Amazing curb appeal with professionally landscaped yard & new circle custom stone driveway. Nothing left to do except move in and enjoy! Bright & inviting living room with wood burning fireplace, large bay window & gleaming hardwood floors. Stunning renovated dine-in kitchen with

    Sarah Lapsley Greer Real Estate, LLC

    318 Airline Rd, South Dennis, MA 02660
  • /35

    $108,000

    Sold Sep 29, 2025

    310 Old Chatham Rd Unit E-52, South Dennis, MA 02660

    • 3 Beds
    • 1.5 Baths
    • 700 Sq Ft
    • Built 2005

    Last Sold Summary

    • 10% Below List Price
    • $154/SF
    • 37 Days On Market

    Last Listing Agent Melanie Cauchon Melanie Cauchon Real Estate

    310 Old Chatham Rd Unit E-52, South Dennis, MA 02660
    • /30

      Est $438,666

      Not Listed For Sale

      3 Driver Way Unit B, South Dennis, MA 02660

      • 1 Bed
      • 1.5 Baths
      • 1,232 Sq Ft
      • Built 2004
      3 Driver Way Unit B, South Dennis, MA 02660

      Last Sold Summary

      • 6 Days On Market

  • /54

    $69,900

    Pending
    • 3 Beds
    • 1 Bath
    • 406 Sq Ft

    310 Old Chatham Rd Unit C-12, South Dennis, MA 02660

    Summer 2026 on Cape Cod? You can in this Like New 42'Grand Villa destination trailer sold w/all contents in Old Chatham Park (seasonal, NO YEAR-ROUND). Comfort of home: Tall ceilings,3 sleep areas (1 BR+2lofts),2 recliners & 1 sleep sofa (1 pullout),2-zone Central A/C, central vac., washer/dryer, kitchen w/double sink, island, full size refrigerator, gas range. Fireplace,2 smart TV's, USB

    Melanie Cauchon Melanie Cauchon Real Estate

    310 Old Chatham Rd Unit C-12, South Dennis, MA 02660

Showing Results 1 - 40, Page 1 of 18

Home Price Trends

Median Sale Price
$1,399,000
Median Single Family Sale Price
$591,000
Median Townhouse Sale Price
$1,940,000
Median 2 Bedroom Sale Price
$540,000
Median 1 Bedroom Sale Price
$214,500
Average Price Per Sq Ft
$478
Number of Homes for Sale
10
Last 12 months Home Sales
106
Months of Supply
1.10
Median List Price
$599,900
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
129%
How to Buy a Home How to Finance a Home How to Sell a Home