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    34 Properties

    34 Properties Available

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    • 18 Point Inner Way, Chilmark, MA 02535
      1/42 42
      Active

      $ 45,000,000

      7 Beds12 Baths11,200 SqFt

      18 Point Inner Way, Chilmark, MA 02535

      Single Family Home

      Listed by Alyssa Halisky of Wallace & Co. Sotheby's International Realty

    • 8 Snail Road, Chilmark, MA 02535
      1/31 31
      Active

      $ 15,400,000

      6 Beds8 Baths6,967 SqFt

      8 Snail Road, Chilmark, MA 02535

      Single Family Home

      Listed by Maggie Gold Seelig of MGS Group Real Estate LTD

    • 18 Spruce Gate Road, Chilmark, MA 02535
      1/38 38
      Active

      $ 12,500,000

      5 Beds3.5 Baths3,700 SqFt

      18 Spruce Gate Road, Chilmark, MA 02535

      Single Family Home

      Listed by Alyssa Halisky of Wallace & Co. Sotheby's International Realty

    • 308 South Road, Chilmark, MA 02535
      1/42 42
      Active

      $ 7,350,000

      4 Beds4.5 Baths3,490 SqFt

      308 South Road, Chilmark, MA 02535

      Single Family Home

      Listed by Rose Ryley of Wallace & Co. Sotheby's International Realty

    • 35 South Bowl Rd, Chilmark, MA 02535
      1/42 42
      Active

      $ 5,400,000

      3 Beds2 Baths2,710 SqFt

      35 South Bowl Rd, Chilmark, MA 02535

      Single Family Home

      Listed by Tina Miller of Donnelly + Co.

    • 205 South Rd, Chilmark, MA 02575
      1/41 41
      Price Dropped by $300K

      $ 5,350,000

      4 Beds4.5 Baths5,402 SqFt

      205 South Rd, Chilmark, MA 02575

      Single Family Home

      Listed by Tina Miller of Donnelly + Co.

    • 49 Gosnolds Way, Chilmark, MA 02535
      1/32 32
      Active

      $ 5,200,000

      5 Beds3.5 Baths4,044 SqFt

      49 Gosnolds Way, Chilmark, MA 02535

      Single Family Home

      Listed by Bonnie Pierce of Wallace & Co. Sotheby's International Realty

    • 63 Putnam Rd, Chilmark, MA 02535
      1/42 42
      Active

      $ 4,995,000

      3 Beds2.5 Baths2,095 SqFt

      63 Putnam Rd, Chilmark, MA 02535

      Single Family Home

      Listed by Wendy Harman of Compass

    • 96 Hammett Ln, Chilmark, MA 02535
      1/37 37
      Active

      $ 3,795,000

      3 Beds3 Baths3,426 SqFt

      96 Hammett Ln, Chilmark, MA 02535

      Single Family Home

      Listed by Brenda Galligan of Karen M. Overtoom R.E.

    • 300 North Rd/18 Belhaven Way, Chilmark, MA 02535
      1/30 30
      Active

      $ 2,995,000

      4 Beds3.5 Baths2,515 SqFt

      300 North Rd/18 Belhaven Way, Chilmark, MA 02535

      Single Family Home

      Listed by Bonnie Pierce of Wallace & Co. Sotheby's International Realty

    • 26 Bijahs Way, Chilmark, MA 02535
      1/26 26
      Price Dropped by $100K

      $ 2,395,000

      3 Beds2 Baths2,510 SqFt

      26 Bijahs Way, Chilmark, MA 02535

      Single Family Home

      Listed by Brenda Galligan of Karen M. Overtoom R.E.

    • 132 South Rd, Chilmark, MA 02535
      1/34 34
      Active

      $ 1,600,000

      3 Beds3 Baths2,155 SqFt

      132 South Rd, Chilmark, MA 02535

      Single Family Home

      Listed by Lisa Da Silva of Compass

    • 45 Quenames Rd, Chilmark, MA 02535
      1/12 12
      Active

      $ 1,495,000

      2 Beds1 Bath896 SqFt

      45 Quenames Rd, Chilmark, MA 02535

      Single Family Home

      Listed by Dawn Bellante of Sandpiper Realty, Inc.

    • 47 Quenames Rd, Chilmark, MA 02535
      1/8 8
      Active

      $ 1,495,000

      2 Beds1 Bath924 SqFt

      47 Quenames Rd, Chilmark, MA 02535

      Single Family Home

      Listed by Dawn Bellante of Sandpiper Realty, Inc.

    • 0 North 15 Belhaven Way, Chilmark, MA 02535
      1/3 3
      Active

      $ 1,325,000

      4.28 Acres

      0 North 15 Belhaven Way, Chilmark, MA 02535

      Vacant Land

      Listed by Stacy Ickes of Donnelly + Co.

    • 17 Round Pond Rd Ch240, Chilmark, MA 02535
      1/39 39
      Active

      $ 110,000

      5 Beds5 Baths4,000 SqFt

      17 Round Pond Rd Ch240, Chilmark, MA 02535

      Single Family Home

      Listed by Karen M. Overtoom of Karen M. Overtoom R.E.

    • 6 Trails End  Ch241, Chilmark, MA 02535
      1/26 26
      Active

      $ 50,700

      4 Beds3 Baths2,346 SqFt

      6 Trails End Ch241, Chilmark, MA 02535

      Single Family Home

      Listed by Karen M. Overtoom of Karen M. Overtoom R.E.

    • 19 Lake Rd  Ch220, Chilmark, MA 02535
      1/32 32
      Active

      $ 42,000

      5 Beds2.5 Baths3,000 SqFt

      19 Lake Rd Ch220, Chilmark, MA 02535

      Single Family Home

      Listed by Karen M. Overtoom of Karen M. Overtoom R.E.

    • 384 Middle Rd Ch222, Chilmark, MA 02535
      1/31 31
      Active

      $ 40,000

      6 Beds5 Baths3,960 SqFt

      384 Middle Rd Ch222, Chilmark, MA 02535

      Single Family Home

      Listed by Karen M. Overtoom of Karen M. Overtoom R.E.

    • 29 Cemetery Rd  Ch216, Chilmark, MA 02535
      1/32 32
      Active

      $ 36,000

      3 Beds3.5 Baths2,600 SqFt

      29 Cemetery Rd Ch216, Chilmark, MA 02535

      Single Family Home

      Listed by Karen M. Overtoom of Karen M. Overtoom R.E.

    • 15 Loon Lane Ch203, Chilmark, MA 02535
      1/29 29
      Active

      $ 34,000

      4 Beds2.5 Baths2,300 SqFt

      15 Loon Lane Ch203, Chilmark, MA 02535

      Single Family Home

      Listed by Karen M. Overtoom of Karen M. Overtoom R.E.

    • 44 Flanders Lane  Ch237, Chilmark, MA 02535
      1/19 19
      Active

      $ 24,000

      4 Beds3 Baths2,000 SqFt

      44 Flanders Lane Ch237, Chilmark, MA 02535

      Single Family Home

      Listed by Karen M. Overtoom of Karen M. Overtoom R.E.

    • 56 Chilmark Rd  Ch208, Chilmark, MA 02535
      1/23 23
      Active

      $ 24,000

      4 Beds3.5 Baths3,637 SqFt

      56 Chilmark Rd Ch208, Chilmark, MA 02535

      Single Family Home

      Listed by Karen M. Overtoom of Karen M. Overtoom R.E.

    • 2 Strikers Way  Ch211, Chilmark, MA 02535
      1/33 33
      Active

      $ 22,000

      3 Beds2.5 Baths2,800 SqFt

      2 Strikers Way Ch211, Chilmark, MA 02535

      Single Family Home

      Listed by Karen M. Overtoom of Karen M. Overtoom R.E.

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      • About
        1. About Me
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        Explore My Areas
        1. New Hampshire
        2. Massachusetts
        3. Maine
      • Buy
        1. All Listings
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      • Sell
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        2. Home Valuation
    Engel & Völkers Americas
    Heather K McCall

    +1(978) 873-3003 heatherk.mccall@engelvoelkers.com

    36 Maplewood Ave, Portsmouth, NH, 03801-3712, USA

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    EV_Logo_RGB_website
      • About
        1. About Me
        2. Contact Me
        3. Reviews
        Explore My Areas
        1. New Hampshire
        2. Massachusetts
        3. Maine
      • Buy
        1. All Listings
        2. Featured Listings
        3. Sold Listings
      • Sell
        1. Sell My Home
        2. Home Valuation
    Engel & Völkers Americas
    Heather K McCall

    +1(978) 873-3003 heatherk.mccall@engelvoelkers.com

    36 Maplewood Ave, Portsmouth, NH, 03801-3712, USA

    Get My App

    Download for iOS
    iOS
    Download for Android
    Android

    Powered by Lofty Inc. Copyright 2026. All Rights Reserved.

    Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

    IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.