7,964

Ashland, MA Homes

Section Image
  • 38 Bay Colony Dr, Ashland, MA 01721
    38 Bay Colony Dr, Ashland, MA 01721
    38 Bay Colony Dr, Ashland, MA 01721
    /42

    $915,000

    Sold Jun 15, 2026

    38 Bay Colony Dr, Ashland, MA 01721

    • 3 Beds
    • 2.5 Baths
    • 2,300 Sq Ft
    • Built 1976

    Last Sold Summary

    • 14% Above List Price
    • $398/SF
    • 5 Days On Market

    Current Estimated Value $800,173

    Last Listing Agent Team Metrowest Berkshire Hathaway HomeServices Commonwealth Real Estate

    38 Bay Colony Dr, Ashland, MA 01721
    • 21 Trailside Way, Ashland, MA 01721
      21 Trailside Way, Ashland, MA 01721
      21 Trailside Way, Ashland, MA 01721
      /38

      Est $459,000

      Not Listed For Sale

      21 Trailside Way, Ashland, MA 01721

      • 3 Beds
      • 2.5 Baths
      • 1,444 Sq Ft
      • Built 1984
      21 Trailside Way, Ashland, MA 01721

      Last Sold Summary

      • 3 Days On Market

  • 2 Arrowhead Cir Unit 2, Ashland, MA 01721
    2 Arrowhead Cir Unit 2, Ashland, MA 01721
    2 Arrowhead Cir Unit 2, Ashland, MA 01721
    /22

    $570,000

    Sold May 27, 2026

    2 Arrowhead Cir Unit 2, Ashland, MA 01721

    • 2 Beds
    • 2.5 Baths
    • 2,046 Sq Ft
    • Built 1996

    Last Sold Summary

    • 5% Below List Price
    • $279/SF
    • 41 Days On Market

    Current Estimated Value $581,648

    Last Listing Agent Marianna Da Silva Media Realty Group Inc.

    2 Arrowhead Cir Unit 2, Ashland, MA 01721
    • 75 Trailside Way, Ashland, MA 01721
      75 Trailside Way, Ashland, MA 01721
      75 Trailside Way, Ashland, MA 01721
      /7

      Est $454,394

      Not Listed For Sale

      75 Trailside Way, Ashland, MA 01721

      • 2 Beds
      • 1.5 Baths
      • 1,316 Sq Ft
      • Built 1984
      75 Trailside Way, Ashland, MA 01721

      Last Sold Summary

      • 12 Days On Market

  • 17 Longhill Rd, Ashland, MA 01721
    17 Longhill Rd, Ashland, MA 01721
    17 Longhill Rd, Ashland, MA 01721
    /29

    $630,000

    Sold Jul 08, 2025

    17 Longhill Rd, Ashland, MA 01721

    • 3 Beds
    • 1 Bath
    • 1,546 Sq Ft
    • Built 1955

    Last Sold Summary

    • 6% Above List Price
    • $408/SF
    • 4 Days On Market

    Current Estimated Value $636,719

    Last Listing Agent Craig Morrison Realty Executives Boston West

    17 Longhill Rd, Ashland, MA 01721
    • 29 Spyglass Hill Dr, Ashland, MA 01721
      29 Spyglass Hill Dr, Ashland, MA 01721
      29 Spyglass Hill Dr, Ashland, MA 01721
      /36

      Est $474,614

      Not Listed For Sale

      29 Spyglass Hill Dr, Ashland, MA 01721

      • 2 Beds
      • 2.5 Baths
      • 1,363 Sq Ft
      • Built 1985
      29 Spyglass Hill Dr, Ashland, MA 01721

      Last Sold Summary

      • 2 Days On Market

  • 216 Oregon Rd, Ashland, MA 01721
    216 Oregon Rd, Ashland, MA 01721
    216 Oregon Rd, Ashland, MA 01721
    /35

    $625,000

    Sold Jul 16, 2025

    216 Oregon Rd, Ashland, MA 01721

    • 3 Beds
    • 2 Baths
    • 1,584 Sq Ft
    • Built 1962

    Last Sold Summary

    • 3% Above List Price
    • $395/SF
    • 6 Days On Market

    Current Estimated Value $638,322

    Last Listing Agent John Szolomayer REMAX Executive Realty

    216 Oregon Rd, Ashland, MA 01721
    • 121 Spyglass Hill Dr, Ashland, MA 01721
      121 Spyglass Hill Dr, Ashland, MA 01721
      121 Spyglass Hill Dr, Ashland, MA 01721
      /28

      Est $506,183

      Not Listed For Sale

      121 Spyglass Hill Dr, Ashland, MA 01721

      • 2 Beds
      • 2.5 Baths
      • 1,624 Sq Ft
      • Built 1985
      121 Spyglass Hill Dr, Ashland, MA 01721

      Last Sold Summary

      • 2 Days On Market

  • 15 Pennock Rd, Ashland, MA 01721
    15 Pennock Rd, Ashland, MA 01721
    15 Pennock Rd, Ashland, MA 01721
    /38

    $1,085,000

    Sold May 04, 2026

    15 Pennock Rd, Ashland, MA 01721

    • 4 Beds
    • 3.5 Baths
    • 3,849 Sq Ft
    • Built 1998

    Last Sold Summary

    • 3% Above List Price
    • $282/SF
    • 6 Days On Market

    Current Estimated Value $1,059,885

    Last Listing Agent Winter Properties Realty Group Century 21 Custom Home Realty

    15 Pennock Rd, Ashland, MA 01721
    • 93 Spyglass Hill Dr, Ashland, MA 01721
      93 Spyglass Hill Dr, Ashland, MA 01721
      93 Spyglass Hill Dr, Ashland, MA 01721
      /32

      Est $510,078

      Not Listed For Sale

      93 Spyglass Hill Dr, Ashland, MA 01721

      • 2 Beds
      • 2.5 Baths
      • 1,624 Sq Ft
      • Built 1985
      93 Spyglass Hill Dr, Ashland, MA 01721

      Last Sold Summary

      • 4 Days On Market

  • 23 Ramblewood Dr, Ashland, MA 01721
    23 Ramblewood Dr, Ashland, MA 01721
    23 Ramblewood Dr, Ashland, MA 01721
    /41

    $750,000

    Sold Jul 09, 2025

    23 Ramblewood Dr, Ashland, MA 01721

    • 3 Beds
    • 2 Baths
    • 2,016 Sq Ft
    • Built 1965

    Last Sold Summary

    • 23% Below List Price
    • $372/SF
    • 81 Days On Market

    Current Estimated Value $762,509

    Last Listing Agent Lisa Davis Realty Executives Boston West

    23 Ramblewood Dr, Ashland, MA 01721
    • 103 Spyglass Hill Dr, Ashland, MA 01721
      103 Spyglass Hill Dr, Ashland, MA 01721
      103 Spyglass Hill Dr, Ashland, MA 01721
      /28

      Est $527,666

      Not Listed For Sale

      103 Spyglass Hill Dr, Ashland, MA 01721

      • 2 Beds
      • 2.5 Baths
      • 1,780 Sq Ft
      • Built 1985
      103 Spyglass Hill Dr, Ashland, MA 01721

      Last Sold Summary

      • 33 Days On Market

  • 125 America Blvd, Ashland, MA 01721
    125 America Blvd, Ashland, MA 01721
    125 America Blvd, Ashland, MA 01721
    /42

    $688,500

    Sold May 15, 2026

    125 America Blvd, Ashland, MA 01721

    • 2 Beds
    • 2.5 Baths
    • 2,245 Sq Ft
    • Built 2004

    Last Sold Summary

    • $307/SF
    • 6 Days On Market

    Current Estimated Value $686,257

    Last Listing Agent Kiran Kumar Gundavarapu Key Prime Realty LLC

    125 America Blvd, Ashland, MA 01721
    • 51 Spyglass Hill Dr, Ashland, MA 01721
      51 Spyglass Hill Dr, Ashland, MA 01721
      51 Spyglass Hill Dr, Ashland, MA 01721
      /11

      Est $461,726

      Not Listed For Sale

      51 Spyglass Hill Dr, Ashland, MA 01721

      • 2 Beds
      • 2.5 Baths
      • 1,363 Sq Ft
      • Built 1985
      51 Spyglass Hill Dr, Ashland, MA 01721

      Last Sold Summary

      • 1 Day On Market

  • 291 Captain Eames Cir, Ashland, MA 01721
    291 Captain Eames Cir, Ashland, MA 01721
    291 Captain Eames Cir, Ashland, MA 01721
    /23

    $571,900

    Sold Dec 01, 2025

    291 Captain Eames Cir, Ashland, MA 01721

    • 2 Beds
    • 2.5 Baths
    • 1,962 Sq Ft
    • Built 2000

    Last Sold Summary

    • $291/SF
    • 5 Days On Market

    Current Estimated Value $592,681

    Last Listing Agent Margaret Chassie Berkshire Hathaway HomeServices Commonwealth Real Estate

    291 Captain Eames Cir, Ashland, MA 01721
    • 369 Eliot St, Ashland, MA 01721
      369 Eliot St, Ashland, MA 01721
      369 Eliot St, Ashland, MA 01721
      /34

      Est $505,435

      Not Listed For Sale

      369 Eliot St, Ashland, MA 01721

      • 3 Beds
      • 1 Bath
      • 1,040 Sq Ft
      • Built 1956
      369 Eliot St, Ashland, MA 01721

      Last Sold Summary

      • 10 Days On Market

  • 44 Carriage House Path, Ashland, MA 01721
    44 Carriage House Path, Ashland, MA 01721
    44 Carriage House Path, Ashland, MA 01721
    /35

    $798,000

    Sold Jun 09, 2026

    44 Carriage House Path, Ashland, MA 01721

    • 3 Beds
    • 2 Baths
    • 1,732 Sq Ft
    • Built 1980

    Last Sold Summary

    • 7% Above List Price
    • $461/SF
    • 7 Days On Market

    Current Estimated Value $744,729

    Last Listing Agent Jennifer Schneider Century 21 Elite Realty

    44 Carriage House Path, Ashland, MA 01721
    • 16 Annetta Rd, Ashland, MA 01721
      16 Annetta Rd, Ashland, MA 01721
      16 Annetta Rd, Ashland, MA 01721
      /42

      Est $1,034,340

      Not Listed For Sale

      16 Annetta Rd, Ashland, MA 01721

      • 4 Beds
      • 2.5 Baths
      • 3,296 Sq Ft
      • Built 1997
      16 Annetta Rd, Ashland, MA 01721

      Last Sold Summary

      • 5 Days On Market

  • 28 Kings Row, Ashland, MA 01721
    28 Kings Row, Ashland, MA 01721
    28 Kings Row, Ashland, MA 01721
    /30

    $590,000

    Sold Oct 09, 2025

    28 Kings Row, Ashland, MA 01721

    • 3 Beds
    • 2 Baths
    • 1,988 Sq Ft
    • Built 1984

    Last Sold Summary

    • 4% Above List Price
    • $297/SF
    • 10 Days On Market

    Current Estimated Value $692,901

    Last Listing Agent Joanna Tomasz Howe Allen Realty

    28 Kings Row, Ashland, MA 01721
    • 25 Sheffield Dr, Ashland, MA 01721
      25 Sheffield Dr, Ashland, MA 01721
      25 Sheffield Dr, Ashland, MA 01721
      /23

      Est $677,929

      Not Listed For Sale

      25 Sheffield Dr, Ashland, MA 01721

      • 4 Beds
      • 2 Baths
      • 1,586 Sq Ft
      • Built 1955
      25 Sheffield Dr, Ashland, MA 01721

      Last Sold Summary

      • 3 Days On Market

  • 7 Deer Ridge Rd, Ashland, MA 01721
    7 Deer Ridge Rd, Ashland, MA 01721
    7 Deer Ridge Rd, Ashland, MA 01721
    /41

    $1,300,000

    Sold May 20, 2026

    7 Deer Ridge Rd, Ashland, MA 01721

    • 4 Beds
    • 2.5 Baths
    • 3,465 Sq Ft
    • Built 1999

    Last Sold Summary

    • 9% Above List Price
    • $375/SF
    • 3 Days On Market

    Current Estimated Value $1,190,209

    Last Listing Agent Erika Steele REMAX Executive Realty

    7 Deer Ridge Rd, Ashland, MA 01721
    • 20 Windsor Dr, Ashland, MA 01721
      20 Windsor Dr, Ashland, MA 01721
      20 Windsor Dr, Ashland, MA 01721
      /35

      Est $689,182

      Not Listed For Sale

      20 Windsor Dr, Ashland, MA 01721

      • 3 Beds
      • 2 Baths
      • 2,005 Sq Ft
      • Built 1955
      20 Windsor Dr, Ashland, MA 01721

      Last Sold Summary

      • 4 Days On Market

  • 9 Old Stone Ln Unit 9, Ashland, MA 01721
    9 Old Stone Ln Unit 9, Ashland, MA 01721
    9 Old Stone Ln Unit 9, Ashland, MA 01721
    /42

    $851,000

    Sold Aug 29, 2025

    9 Old Stone Ln Unit 9, Ashland, MA 01721

    • 2 Beds
    • 2.5 Baths
    • 1,807 Sq Ft
    • Built 2019

    Last Sold Summary

    • 13% Above List Price
    • $471/SF
    • 4 Days On Market

    Current Estimated Value $814,868

    Last Listing Agent Ken Anslono Clients 1st Real Estate Services

    9 Old Stone Ln Unit 9, Ashland, MA 01721
    • 24 Byron Rd, Ashland, MA 01721
      24 Byron Rd, Ashland, MA 01721
      24 Byron Rd, Ashland, MA 01721
      /42

      Not Listed For Sale

      24 Byron Rd, Ashland, MA 01721

      • 3 Beds
      • 2.5 Baths
      • 3,222 Sq Ft
      • Built 1994
      24 Byron Rd, Ashland, MA 01721

      Last Sold Summary

      • 33 Days On Market

  • 37 Riverview Dr, Ashland, MA 01721
    37 Riverview Dr, Ashland, MA 01721
    37 Riverview Dr, Ashland, MA 01721
    /30

    $553,900

    Sold Apr 10, 2026

    37 Riverview Dr, Ashland, MA 01721

    • 3 Beds
    • 1 Bath
    • 1,064 Sq Ft
    • Built 1965

    Last Sold Summary

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

    Current Estimated Value $553,035

    Last Listing Agent Craig Morrison Realty Executives Boston West

    37 Riverview Dr, Ashland, MA 01721
    • 25 Adams Rd, Ashland, MA 01721
      25 Adams Rd, Ashland, MA 01721
      25 Adams Rd, Ashland, MA 01721
      /34

      Est $518,053

      Not Listed For Sale

      25 Adams Rd, Ashland, MA 01721

      • 2 Beds
      • 1 Bath
      • 1,260 Sq Ft
      • Built 1953
      25 Adams Rd, Ashland, MA 01721

      Last Sold Summary

      • 6 Days On Market

  • 585 Chestnut St, Ashland, MA 01721
    585 Chestnut St, Ashland, MA 01721
    /2

    $930,000

    Sold Aug 28, 2025

    585 Chestnut St, Ashland, MA 01721

    • 3 Beds
    • 3.5 Baths
    • 3,088 Sq Ft
    • Built 2018

    Last Sold Summary

    • 7% Below List Price
    • $301/SF
    • 111 Days On Market

    Current Estimated Value $966,252

    Last Listing Agent The Madden Team Keller Williams Realty Boston Northwest

    585 Chestnut St, Ashland, MA 01721
    • 12 Tri St, Ashland, MA 01721
      12 Tri St, Ashland, MA 01721
      12 Tri St, Ashland, MA 01721
      /22

      Est $579,994

      Not Listed For Sale

      12 Tri St, Ashland, MA 01721

      • 3 Beds
      • 1 Bath
      • 1,397 Sq Ft
      • Built 1920
      12 Tri St, Ashland, MA 01721

      Last Sold Summary

      • 4 Days On Market

  • 0 Ballard Highland Marietta Unit 73391306, Ashland, MA 01721
    0 Ballard Highland Marietta Unit 73391306, Ashland, MA 01721
    /2

    $700,000

    Sold Jun 04, 2026

    0 Ballard Highland Marietta Unit 73391306, Ashland, MA 01721

    • Land
    • 2.82 Acres
    • $248,227 per Acre

    Last Sold Summary

    • 8% Above List Price
    • 29 Days On Market

    Last Listing Agent Nicole Esposito Keller Williams Boston MetroWest

    0 Ballard Highland Marietta Unit 73391306, Ashland, MA 01721
    • 153 Algonquin Trail, Ashland, MA 01721
      153 Algonquin Trail, Ashland, MA 01721
      153 Algonquin Trail, Ashland, MA 01721
      /42

      Est $650,555

      Not Listed For Sale

      153 Algonquin Trail, Ashland, MA 01721

      • 2 Beds
      • 2.5 Baths
      • 3,051 Sq Ft
      • Built 1994
      153 Algonquin Trail, Ashland, MA 01721

      Last Sold Summary

      • 6 Days On Market

  • 12 Queen Isabella Way Unit 12, Ashland, MA 01721
    12 Queen Isabella Way Unit 12, Ashland, MA 01721
    12 Queen Isabella Way Unit 12, Ashland, MA 01721
    /37

    $720,000

    Sold Oct 22, 2025

    12 Queen Isabella Way Unit 12, Ashland, MA 01721

    • 2 Beds
    • 2.5 Baths
    • 2,497 Sq Ft
    • Built 2016

    Last Sold Summary

    • 3% Below List Price
    • $288/SF
    • 77 Days On Market

    Last Listing Agent Ujwala Pawnarkar Keller Williams Boston MetroWest

    12 Queen Isabella Way Unit 12, Ashland, MA 01721
    • 11 Arrowhead Cir, Ashland, MA 01721
      11 Arrowhead Cir, Ashland, MA 01721
      11 Arrowhead Cir, Ashland, MA 01721
      /35

      Est $593,371

      Not Listed For Sale

      11 Arrowhead Cir, Ashland, MA 01721

      • 2 Beds
      • 2.5 Baths
      • 2,064 Sq Ft
      • Built 1994
      11 Arrowhead Cir, Ashland, MA 01721

      Last Sold Summary

      • 3 Days On Market

  • 43 Haven Way, Ashland, MA 01721
    43 Haven Way, Ashland, MA 01721
    43 Haven Way, Ashland, MA 01721
    /38

    $640,000

    Sold Nov 21, 2025

    43 Haven Way, Ashland, MA 01721

    • 2 Beds
    • 2.5 Baths
    • 2,098 Sq Ft
    • Built 2003

    Last Sold Summary

    • 8% Below List Price
    • $305/SF
    • 175 Days On Market

    Current Estimated Value $659,947

    Last Listing Agent Judi Teller Realty Executives Boston West

    43 Haven Way, Ashland, MA 01721
    • 87 Arrowhead Cir, Ashland, MA 01721
      87 Arrowhead Cir, Ashland, MA 01721
      87 Arrowhead Cir, Ashland, MA 01721
      /36

      Est $599,479

      Not Listed For Sale

      87 Arrowhead Cir, Ashland, MA 01721

      • 2 Beds
      • 2.5 Baths
      • 2,806 Sq Ft
      • Built 1994
      87 Arrowhead Cir, Ashland, MA 01721

      Last Sold Summary

      • 4 Days On Market

  • 87 E Bluff Rd, Ashland, MA 01721
    87 E Bluff Rd, Ashland, MA 01721
    87 E Bluff Rd, Ashland, MA 01721
    /33

    $555,000

    Sold Jul 10, 2025

    87 E Bluff Rd, Ashland, MA 01721

    • 2 Beds
    • 2.5 Baths
    • 1,812 Sq Ft
    • Built 1985

    Last Sold Summary

    • 1% Above List Price
    • $306/SF
    • 6 Days On Market

    Current Estimated Value $538,218

    Last Listing Agent Teresa Surette Compass

    87 E Bluff Rd, Ashland, MA 01721
    • 212 Arrowhead Cir, Ashland, MA 01721
      212 Arrowhead Cir, Ashland, MA 01721
      212 Arrowhead Cir, Ashland, MA 01721
      /38

      Est $614,408

      Not Listed For Sale

      212 Arrowhead Cir, Ashland, MA 01721

      • 2 Beds
      • 2.5 Baths
      • 2,320 Sq Ft
      • Built 1989
      212 Arrowhead Cir, Ashland, MA 01721

      Last Sold Summary

      • 6 Days On Market

  • 8 Haven Way, Ashland, MA 01721
    8 Haven Way, Ashland, MA 01721
    8 Haven Way, Ashland, MA 01721
    /42

    $580,000

    Sold May 18, 2026

    8 Haven Way, Ashland, MA 01721

    • 2 Beds
    • 2 Baths
    • 1,690 Sq Ft
    • Built 2003

    Last Sold Summary

    • 2% Below List Price
    • $343/SF
    • 28 Days On Market

    Current Estimated Value $598,863

    Last Listing Agent Matthew Cuddy CUDDY Real Estate

    8 Haven Way, Ashland, MA 01721
    • 200 Arrowhead Cir, Ashland, MA 01721
      200 Arrowhead Cir, Ashland, MA 01721
      200 Arrowhead Cir, Ashland, MA 01721
      /39

      Est $551,671

      Not Listed For Sale

      200 Arrowhead Cir, Ashland, MA 01721

      • 2 Beds
      • 2.5 Baths
      • 1,938 Sq Ft
      • Built 1993
      200 Arrowhead Cir, Ashland, MA 01721

      Last Sold Summary

      • 9 Days On Market

  • 54 Tri St, Ashland, MA 01721
    54 Tri St, Ashland, MA 01721
    54 Tri St, Ashland, MA 01721
    /33

    $610,000

    Sold May 11, 2026

    54 Tri St, Ashland, MA 01721

    • 3 Beds
    • 1 Bath
    • 2,108 Sq Ft
    • Built 1952

    Last Sold Summary

    • 5% Above List Price
    • $289/SF
    • 5 Days On Market

    Current Estimated Value $581,336

    Last Listing Agent Craig Morrison Realty Executives Boston West

    54 Tri St, Ashland, MA 01721
    • 156 Arrowhead Cir, Ashland, MA 01721
      156 Arrowhead Cir, Ashland, MA 01721
      156 Arrowhead Cir, Ashland, MA 01721
      /30

      Est $650,685

      Not Listed For Sale

      156 Arrowhead Cir, Ashland, MA 01721

      • 2 Beds
      • 2.5 Baths
      • 2,204 Sq Ft
      • Built 1994
      156 Arrowhead Cir, Ashland, MA 01721

      Last Sold Summary

      • 6 Days On Market

Showing Results 201 - 240, Page 6 of 18

Massachusetts Middlesex County Ashland

Real Estate & Homes

How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group