22,500

Dennis, MA Homes

Section Image
  • /2

    $320,000

    $30K PRICE DROP Pending
    • Land
    • 20,037 Sq Ft
    • $695,652 per Acre

    32 Captain Walsh Dr, Dennis, MA 02638

    Lovely level wooded lot ready for your dream house! .46 acres. Close to Dennis village amenities and bay side beaches.Located in a Zone II limiting number of bedrooms to 2 based on lot size. Buyer to perform all due diligence with respect to buildability.

    Kimberly Terrio William Raveis Real Estate & Home Services

    32 Captain Walsh Dr, Dennis, MA 02638
  • /29

    $652,000

    Sold May 08, 2026

    26 S West Dr, Dennis, MA 02638

    • 3 Beds
    • 2 Baths
    • 1,336 Sq Ft
    • Built 1983

    Last Sold Summary

    • $488/SF
    • 5 Days On Market

    Current Estimated Value $648,680

    Last Listing Agent Sandra Milano RE/MAX Executive Realty

    26 S West Dr, Dennis, MA 02638
    • /50

      Est $1,508,431

      Not Listed For Sale

      90 Howes Path, Dennis, MA 02638

      • 3 Beds
      • 3 Baths
      • 3,533 Sq Ft
      • Built 2004
      90 Howes Path, Dennis, MA 02638

      Last Sold Summary

      • 134 Days On Market

  • /44

    $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
  • /46

    $1,440,000

    Sold Dec 05, 2025

    42 Robbins Cir, Dennis, MA 02638

    • 4 Beds
    • 2.5 Baths
    • 2,047 Sq Ft
    • Built 1972

    Last Sold Summary

    • 18% Above List Price
    • $703/SF
    • 5 Days On Market

    Current Estimated Value $1,466,224

    Last Listing Agent Bob Teahan Steele Associates Real Estate

    42 Robbins Cir, Dennis, MA 02638
    • /47

      Est $1,056,918

      Not Listed For Sale

      41 Apple Ln, Dennis, MA 02638

      • 4 Beds
      • 3.5 Baths
      • 3,756 Sq Ft
      • Built 1987
      41 Apple Ln, Dennis, MA 02638

      Last Sold Summary

      • 32 Days On Market

  • /23

    $1,050,000

    • 4 Beds
    • 2 Baths

    22 Black Flats Rd, Dennis, MA 02638

    HURRY! Don't miss the chance to own this unique and rarely offered property featuring TWO COTTAGES in this most desirable beach location. Surrounded by substantial homes, opportunity awaits at an unheard-of price! The beautiful lot alone would sell for this!! In gorgeous Northside Dennis, this charmer is just a 5-minute walk to incredible Mayflower or Bay View beaches. What a fantastic choice for

    Betsy & Gerry Ciarcia Home*Land Realty

    22 Black Flats Rd, Dennis, MA 02638
  • /23

    $630,000

    Sold Nov 25, 2025

    25 Ronda Ln, Dennis, MA 02638

    • 2 Beds
    • 1 Bath
    • 1,356 Sq Ft
    • Built 1972

    Last Sold Summary

    • 3% Below List Price
    • $465/SF
    • 3 Days On Market

    Current Estimated Value $649,758

    Last Listing Agent Jenna Gaudette Coldwell Banker Realty - Leominster

    25 Ronda Ln, Dennis, MA 02638
    • /35

      Est $851,381

      Not Listed For Sale

      66 Longfellow Dr, Dennis, MA 02638

      • 4 Beds
      • 2 Baths
      • 1,874 Sq Ft
      • Built 1995
      66 Longfellow Dr, Dennis, MA 02638

      Last Sold Summary

      • 5 Days On Market

  • /36

    $29,900

    • 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
  • /42

    $1,065,000

    Sold Apr 30, 2026

    19 Whig St, Dennis, MA 02638

    • 3 Beds
    • 1 Bath
    • 1,062 Sq Ft
    • Built 1968

    Last Sold Summary

    • 11% Below List Price
    • $1,003/SF
    • 3 Days On Market

    Current Estimated Value $1,111,058

    Last Listing Agent Lisa Griffin Gibson Sotheby's International Realty

    19 Whig St, Dennis, MA 02638
    • /67

      Est $1,293,624

      Not Listed For Sale

      23 Farm Hill Rd, Dennis, MA 02638

      • 4 Beds
      • 3 Baths
      • 3,658 Sq Ft
      • Built 1996
      23 Farm Hill Rd, Dennis, MA 02638

      Last Sold Summary

      • 119 Days On Market

  • /27

    $425,000

    Pending
    • 3 Beds
    • 1.5 Baths
    • 1,236 Sq Ft

    59 Route 6a Unit 9-2, Dennis, MA 02638

    Experience easy Cape Cod living in this move-in ready 3-bedroom condo in sought-after Cranberry Knoll. Beautifully updated with brand-new flooring and fresh paint throughout, this inviting home offers comfort, style, and convenience. The first floor features a spacious open-concept living and dining area, a bright kitchen with generous cabinet space, and a convenient half bath. Upstairs, you'll

    Brian Greer Greer Real Estate, LLC

    59 Route 6a Unit 9-2, Dennis, MA 02638
  • /27

    $591,000

    Sold May 01, 2026

    11 Sycamore Ln, South Dennis, MA 02660

    • 2 Beds
    • 1.5 Baths
    • 1,056 Sq Ft
    • Built 1967

    Last Sold Summary

    • 3% Above List Price
    • $560/SF
    • 5 Days On Market

    Current Estimated Value $579,185

    Last Listing Agent Rene Donovan

    11 Sycamore Ln, South Dennis, MA 02660
    • /40

      Est $608,600

      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

  • /40

    $279,000

    • 1 Bed
    • 1 Bath
    • 364 Sq Ft

    241 Old Wharf Rd, Dennis Port, MA 02639

    Don't miss this opportunity to own your own slice of seaside paradise in the Chase's Ocean Grove community. Perfectly positioned just one door down from the private beach, this cottage offers the ultimate coastal lifestyle with the sound of the waves and salty ocean air right at your doorstep.Enjoy ocean views from the newly installed deck--an ideal spot for morning coffee or unwinding after a

    Amy Hohmann Today Real Estate, Inc.

    241 Old Wharf Rd, Dennis Port, MA 02639
  • /38

    $775,000

    Sold Jul 14, 2025

    7 Liberty Place, South Dennis, MA 02660

    • 4 Beds
    • 2 Baths
    • 1,714 Sq Ft
    • Built 1978

    Last Sold Summary

    • $452/SF
    • 6 Days On Market

    Current Estimated Value $806,150

    Last Listing Agent Jean Piazza Gibson Sotheby's International Realty

    7 Liberty Place, South Dennis, MA 02660
    • /19

      Est $633,696

      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

  • /20

    $45,000

    $20K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 405 Sq Ft

    310 Old Chatham Rd Unit A-141, South Dennis, MA 02660

    Come on summer! This 2014 Keystone Retreat unit has just undergone some wonderful updates and improvements! Offering approximately 400 sf with laundry, this 1 bedroom (king size bed) is perfect for an affordable Cape Cod getaway! Improvements include all new flooring, new paint, new large deck and stairs, re-sealed roof and flashing. A nicely sized backyard with newer gazebo and firepit is the

    Kimberly Terrio William Raveis Real Estate & Home Services

    310 Old Chatham Rd Unit A-141, South Dennis, MA 02660
  • /23

    $195,000

    Sold Nov 26, 2025

    159 Center St Unit 22, Dennis Port, MA 02639

    • 1 Bed
    • 1 Bath
    • 634 Sq Ft
    • Built 1972

    Last Sold Summary

    • 2% Below List Price
    • $308/SF
    • 34 Days On Market

    Last Listing Agent John Allen Gibson Sotheby's International Realty

    159 Center St Unit 22, Dennis Port, MA 02639
    • /32

      Est $730,051

      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

  • /65

    $919,000

    Pending
    • 3 Beds
    • 2.5 Baths
    • 2,072 Sq Ft

    14 Timber Ln, East Dennis, MA 02641

    Tucked into one of those quietly treasured neighborhoods that locals tend to keep to themselves, 14 Timber Lane offers the kind of easy, beautifully maintained Cape Cod living that so many buyers hope to find -- but rarely do. Set on a large, level corner lot framed by mature trees, privacy hedges, and meticulous landscaping, the property feels peaceful and tucked away, yet remains remarkably

    Lisa Griffin Gibson Sotheby's International Realty

    14 Timber Ln, East Dennis, MA 02641
  • /62

    $862,000

    Sold Oct 29, 2025

    138 Quivet Dr, Dennis, MA 02660

    • 3 Beds
    • 3 Baths
    • 1,935 Sq Ft
    • Built 1992

    Last Sold Summary

    • 1% Above List Price
    • $445/SF
    • 7 Days On Market

    Last Listing Agent The Cape House Team William Raveis Real Estate & Home Services

    138 Quivet Dr, Dennis, MA 02660
    • /71

      Est $998,323

      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

  • /25

    $975,000

    $175K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 453 Sq Ft

    4 Spadoni Way, Dennis, MA 02638

    Tucked between the iconic sandy paths of Mayflower and Chapin Beaches, this charming two-bedroom bungalow offers a rare chance to own in one of Cape Cod's most coveted areas. Just 350 feet to the beach, the home sits in a prime location surrounded by dunes, salty breezes, and summer magic. This is more than just a getaway, it's a canvas for your dream beach house. Approved architectural plans are

    Paul McCormick Gibson Sotheby's International Realty

    4 Spadoni Way, Dennis, MA 02638
  • /48

    $600,000

    Sold Oct 24, 2025

    261 Old Chatham Rd, South Dennis, MA 02660

    • 3 Beds
    • 1.5 Baths
    • 1,152 Sq Ft
    • Built 1974

    Last Sold Summary

    • 5% Above List Price
    • $521/SF
    • 4 Days On Market

    Current Estimated Value $594,211

    Last Listing Agent Tim/Becca Team Great Oak Realty Executives

    261 Old Chatham Rd, South Dennis, MA 02660
    • /38

      Est $1,411,563

      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

  • /37

    $479,000

    $21K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 722 Sq Ft

    36 Lora, Dennis, MA 02639

    Charming & fully furnished 2-bedroom, 1-bath Cape-style cottage ideally located in the heart of Dennis Port! Enjoy the quintessential coastal lifestyle, just .3 miles down the road from Glendon Beach, as well as shops & restaurants. Bright & inviting living room opens to well-appointed eat in kitchen complete w stackable washer/dryer. Home features 2 nice sized bedrooms, including 1 on the

    Sarah Lapsley Greer Real Estate, LLC

    36 Lora, Dennis, MA 02639
  • /56

    $600,000

    Sold Aug 22, 2025

    69 Upper County Rd, South Dennis, MA 02660

    • 5 Beds
    • 4 Baths
    • 2,791 Sq Ft
    • Built 1860

    Last Sold Summary

    • 1% Above List Price
    • $215/SF
    • 18 Days On Market

    Current Estimated Value $648,018

    Last Listing Agent Rick Shechtman Kinlin Grover Compass

    69 Upper County Rd, South Dennis, MA 02660
    • /30

      Est $825,489

      Not Listed For Sale

      18 Fairway Dr, South Dennis, MA 02660

      • 3 Beds
      • 2 Baths
      • 1,916 Sq Ft
      • Built 1972
      18 Fairway Dr, South Dennis, MA 02660

      Last Sold Summary

      • 8 Days On Market

  • /2

    $325,000

    • Land
    • 20,908 Sq Ft
    • $677,083 per Acre

    53 Captain Walsh Dr, Dennis, MA 02638

    Tucked away at the end of a quiet dead-end street, this level .48-acre parcel offers the perfect setting to bring your Cape Cod dream home to life. Enjoy peace and privacy while still being just minutes from beautiful bay beaches and the charm of Dennis Village, with its local shops and wonderful dining. Whether you're envisioning a year-round retreat or a seasonal escape, this property presents

    Kimberly Terrio William Raveis Real Estate & Home Services

    53 Captain Walsh Dr, Dennis, MA 02638
  • /27

    $475,000

    Sold Feb 20, 2026

    241 Old Bass River Rd, South Dennis, MA 02660

    • 2 Beds
    • 1 Bath
    • 1,120 Sq Ft
    • Built 1967

    Last Sold Summary

    • $424/SF
    • 4 Days On Market

    Current Estimated Value $491,917

    Last Listing Agent Kathleen Fuller Keller Williams Realty

    241 Old Bass River Rd, South Dennis, MA 02660
    • /34

      Est $838,071

      Not Listed For Sale

      4 Greenwood Rd, South Dennis, MA 02660

      • 3 Beds
      • 2 Baths
      • 1,546 Sq Ft
      • Built 1978
      4 Greenwood Rd, South Dennis, MA 02660

      Last Sold Summary

      • 6 Days On Market

  • /18

    $45,000

    $10K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 312 Sq Ft

    310 Old Chatham Rd Unit C14, South Dennis, MA 02660

    Looking for an affordable Cape Cod getaway for summer? This absolutely pristine 2021 Destination RV at the Old Chatham Road RV Resort Park is perfect! Offering a primary bedroom with a king size bed and second bedroom with bunks and queen foldout bed, this trailer can handle a crowd. Guess what else this trailer has that you won't find in others - a second half bath! Outdoor entertaining is so

    Kimberly Terrio William Raveis Real Estate & Home Services

    310 Old Chatham Rd Unit C14, South Dennis, MA 02660
  • /17

    $230,000

    Sold Mar 09, 2026

    428 Main St Unit 1-11, West Dennis, MA 02670

    • 1 Bed
    • 1 Bath
    • 540 Sq Ft
    • Built 1974

    Last Sold Summary

    • 4% Below List Price
    • $426/SF
    • 60 Days On Market

    Current Estimated Value $244,900

    Last Listing Agent Erin Hemeon Melanie Cauchon Real Estate

    428 Main St Unit 1-11, West Dennis, MA 02670
    • /27

      Est $658,338

      Not Listed For Sale

      5 Acorn Rd, Dennis, MA 02638

      • 3 Beds
      • 1 Bath
      • 1,206 Sq Ft
      • Built 1972
      5 Acorn Rd, Dennis, MA 02638

      Last Sold Summary

      • 10 Days On Market

  • /21

    $499,000

    • 2 Beds
    • 1 Bath
    • 893 Sq Ft

    11 Rogers Way, Dennis Port, MA 02639

    This charming, quintessential, two bedroom, one bath cottage could be a great vacation home, rental property, or your private residence. Located approximately eight tenths of a mile from Depot Beach on Nantucket Sound. Freshly painted, newly refinished hardwood floors, and new LVP floors in the kitchen, bath and sunroom. Up graded electrical panel and a newer gas furnace. Passed Title V

    Russell Stuebe ERA Cape Real Estate, LLC

    11 Rogers Way, Dennis Port, MA 02639
  • /37

    $317,500

    Sold Nov 10, 2025

    262 Old Wharf Rd Unit 27, Dennis Port, MA 02639

    • 1 Bed
    • 1 Bath
    • 372 Sq Ft
    • Built 1949

    Last Sold Summary

    • 4% Below List Price
    • $853/SF
    • 21 Days On Market

    Last Listing Agent Laurie Miller Sotheby's International Realty, Inc.

    262 Old Wharf Rd Unit 27, Dennis Port, MA 02639
    • /42

      Est $683,272

      Not Listed For Sale

      11 Acorn Rd, Dennis, MA 02638

      • 3 Beds
      • 1 Bath
      • 1,056 Sq Ft
      • Built 1973
      11 Acorn Rd, Dennis, MA 02638

      Last Sold Summary

      • 1 Day On Market

  • /58

    $2,299,900

    $165K PRICE DROP Pending
    • 4 Beds
    • 3.5 Baths
    • 2,689 Sq Ft

    69 Horsefoot Path, Dennis, MA 02638

    Just steps from the sands of iconic Mayflower Beach, this spacious double-lot Cape offers something almost unheard of in this beloved neighborhood--space, privacy, and a front-row seat to the magic of Cape Cod summers.There are homes near the beach... and then there are homes that live in the heart of it. Here, the rhythm of summer is right outside your door--salt air drifting through open

    Lisa Griffin Gibson Sotheby's International Realty

    69 Horsefoot Path, Dennis, MA 02638

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