7,960

Ashland, MA Homes

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  • /32

    $659,900

    $40K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,860 Sq Ft

    107 Olive St, Ashland, MA 01721

    Beautifully and completely renovated home in highly desirable Ashland! Major 2025 improvements include a new heat-pump system providing central air conditioning and heating, a new asphalt-shingle roof, closed-cell foam insulation, new windows, and updated electrical and plumbing systems. Thoughtfully updated inside and out, the home also includes new appliances, a washer, and a dryer. Truly

    Geraldo Franca Mega Realty Services

    107 Olive St, Ashland, MA 01721
  • /21

    $460,000

    Sold Feb 02, 2026

    67 Spyglass Hill Dr, Ashland, MA 01721

    • 2 Beds
    • 2.5 Baths
    • 1,624 Sq Ft
    • Built 1985

    Last Sold Summary

    • 7% Below List Price
    • $283/SF
    • 50 Days On Market

    Current Estimated Value $484,781

    Last Listing Agent William O'Hearn Lucie Realty

    67 Spyglass Hill Dr, Ashland, MA 01721
    • /38

      Est $478,927

      Not Listed For Sale

      235 Meeting House Path, Ashland, MA 01721

      • 3 Beds
      • 2 Baths
      • 1,674 Sq Ft
      • Built 1982
      235 Meeting House Path, Ashland, MA 01721

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Raquel Franco Capital Real Estate Group LLC

  • /35

    $759,000

    Pending
    • 2 Beds
    • 2.5 Baths
    • 1,990 Sq Ft

    28 Braeburn Ln Unit 28, Ashland, MA 01721

    Beautiful home in Ashland’s premier 55+ community. Enjoy easy, comfortable living in one of Ashland’s most sought-after adult 55+ communities, featuring an active clubhouse, adjacent to miles of woodland walking trails and convenient access to the “T.” This immaculate two-bedroom, two-and-a-half-bath home offers a bright open floor plan with everything you need on the main level, plus welcoming

    Judi Teller Realty Executives Boston West

    28 Braeburn Ln Unit 28, Ashland, MA 01721
  • /40

    $770,000

    Sold Oct 30, 2025

    9 South St, Ashland, MA 01721

    • 4 Beds
    • 2.5 Baths
    • 2,080 Sq Ft
    • Built 1996

    Last Sold Summary

    • 1% Below List Price
    • $370/SF
    • 7 Days On Market

    Last Listing Agent John Szolomayer REMAX Executive Realty

    9 South St, Ashland, MA 01721
    • /42

      Est $479,860

      Not Listed For Sale

      249 Meeting House Path, Ashland, MA 01721

      • 3 Beds
      • 2.5 Baths
      • 1,456 Sq Ft
      • Built 1982
      249 Meeting House Path, Ashland, MA 01721

      Last Sold Summary

      • 63 Days On Market

      Last Listing Agent Steven Sanchez Keller Williams Boston MetroWest

  • /19

    $450,000

    $49K PRICE DROP Pending
    • 3 Beds
    • 1.5 Baths
    • 2,260 Sq Ft

    9 Olive St, Ashland, MA 01721

    Attention all builders, contractors, investors: Rare opportunity to own ONE ACRE corner lot (44,829 sq ft) in Ashland. The existing home on lot is beyond repair. Seller had received permission for tear down however the New owner will need to re-apply with the Town of Ashland for tear down of the existing structure. Seller has spent a significant amount of time and money in clearing out the

    Martha Morese Century 21 Custom Home Realty

    9 Olive St, Ashland, MA 01721
  • /18

    $530,000

    Sold Dec 15, 2025

    76 Algonquin Trail, Ashland, MA 01721

    • 2 Beds
    • 2.5 Baths
    • 1,616 Sq Ft
    • Built 1996

    Last Sold Summary

    • 16% Below List Price
    • $328/SF
    • 102 Days On Market

    Current Estimated Value $536,062

    Last Listing Agent Prudence Hay Rutledge Properties

    76 Algonquin Trail, Ashland, MA 01721
    • /21

      Est $465,615

      Not Listed For Sale

      251 Meeting House Path, Ashland, MA 01721

      • 3 Beds
      • 2.5 Baths
      • 1,328 Sq Ft
      • Built 1982
      251 Meeting House Path, Ashland, MA 01721

      Last Sold Summary

      • 10 Days On Market

      Last Listing Agent Neal Leblanc RE/MAX Prof Associates

  • /27

    $624,999

    $75K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,714 Sq Ft

    329 Pleasant St, Ashland, MA 01721

    NEW PRICE! Massive $50k reduction to $624,999. Exceptional value meets commuter perfection in this completely refurbished 3-bedroom, 2.5 bath home steps from the Ashland Commuter Rail. Wake up to beautiful sunrises across the Sudbury River and enjoy total peace of mind since this house has all new insulated windows, full foam insulation, 1st-floor laundry, efficient HVAC, a valuable whole-house

    Ellen McGillivray Coldwell Banker Realty - Westwood

    329 Pleasant St, Ashland, MA 01721
  • /39

    $410,000

    Sold Jan 30, 2026

    63 Trailside Way Unit 63, Ashland, MA 01721

    • 3 Beds
    • 2.5 Baths
    • 1,796 Sq Ft
    • Built 1984

    Last Sold Summary

    • 13% Below List Price
    • $228/SF
    • 59 Days On Market

    Last Listing Agent Lisa Paulette Coldwell Banker Realty - Framingham

    63 Trailside Way Unit 63, Ashland, MA 01721
    • /37

      Est $483,658

      Not Listed For Sale

      263 Meeting House Path, Ashland, MA 01721

      • 3 Beds
      • 2.5 Baths
      • 1,454 Sq Ft
      • Built 1982
      263 Meeting House Path, Ashland, MA 01721

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Pareene Group EXIT Premier Real Estate

  • /30

    $464,500

    Open Sun 2:30PM - 4PM
    • 2 Beds
    • 1.5 Baths
    • 1,541 Sq Ft

    75 Meeting House Path Unit 75, Ashland, MA 01721

    Welcome home to this inviting end-unit townhouse-style condominium tucked away in the Ledgemere Country Condominium community! Offering three levels of living, this home combines thoughtful updates, flexible space and a convenient Ashland location.Hardwood floors flow throughout the main and second levels. The kitchen features a center island, Corian and granite surfaces, stainless steel

    Meeghan Ford Berkshire Hathaway HomeServices Commonwealth Real Estate

    75 Meeting House Path Unit 75, Ashland, MA 01721
  • /19

    $565,000

    Sold May 15, 2026

    87 Hilldale Rd, Ashland, MA 01721

    • 3 Beds
    • 1 Bath
    • 1,789 Sq Ft
    • Built 1960

    Last Sold Summary

    • 6% Below List Price
    • $316/SF
    • 26 Days On Market

    Current Estimated Value $567,983

    Last Listing Agent Karen Nickel Hammond Residential Real Estate

    87 Hilldale Rd, Ashland, MA 01721
    • /31

      Est $468,230

      Not Listed For Sale

      285 Meeting House Path, Ashland, MA 01721

      • 3 Beds
      • 2 Baths
      • 1,456 Sq Ft
      • Built 1982
      285 Meeting House Path, Ashland, MA 01721

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Darlene Umina Lamacchia Realty, Inc.

  • /31

    $589,000

    • 2 Beds
    • 2.5 Baths
    • 1,946 Sq Ft

    139 Captain Eames Cir Unit 139, Ashland, MA 01721

    Welcome home to this beautiful, move-in ready, townhouse in the desirable Village of Thousand Pines. This spacious home features 2 bedrms, 2.5 baths, bonus rm, loft, & 2-car garage. A two-story foyer welcomes you to an open floor plan with hardwood floors, cozy gas fireplace, & spacious living, dining, kitchen, half bath areas. The eat-in kitchen offers abundant cabinetry, a large peninsula

    Ujwala Pawnarkar Keller Williams Boston MetroWest

    139 Captain Eames Cir Unit 139, Ashland, MA 01721
  • /28

    $675,000

    Sold May 26, 2026

    19 America Blvd, Ashland, MA 01721

    • 2 Beds
    • 2.5 Baths
    • 2,050 Sq Ft
    • Built 2005

    Last Sold Summary

    • $329/SF
    • 2 Days On Market

    Current Estimated Value $674,684

    Last Listing Agent Bill Jagher Realty Executives Boston West

    19 America Blvd, Ashland, MA 01721
    • /32

      Est $488,002

      Not Listed For Sale

      73 Mountain Gate Rd, Ashland, MA 01721

      • 2 Beds
      • 2.5 Baths
      • 1,344 Sq Ft
      • Built 1980
      73 Mountain Gate Rd, Ashland, MA 01721

      Last Sold Summary

      • 50 Days On Market

      Last Listing Agent The Premier Team Realty Executives Boston West

  • /41

    $995,000

    $155K PRICE DROP Pending
    • 4 Beds
    • 2.5 Baths
    • 3,550 Sq Ft

    14 Running Brook Cir, Ashland, MA 01721

    Custom built, one-owner Colonial that has been lovingly maintained and thoughtfully expanded over the years. Nestled in a wonderful cul de sac neighborhood, this impressive home offers the perfect blend of space, comfort, and functionality. The heart of the home is the open-concept kitchen and wonderful family room addition featuring soaring cathedral ceilings, abundant natural light, and an

    Peter Edwards Hayden Rowe Properties

    14 Running Brook Cir, Ashland, MA 01721
  • /40

    $620,000

    Sold Jan 29, 2026

    343 Captain Eames Cir Unit 38-C, Ashland, MA 01721

    • 2 Beds
    • 2.5 Baths
    • 2,196 Sq Ft
    • Built 1997

    Last Sold Summary

    • 16% Below List Price
    • $282/SF
    • 141 Days On Market

    Last Listing Agent Kristine Wingate Shifrin Andrew J. Abu Inc., REALTORS®

    343 Captain Eames Cir Unit 38-C, Ashland, MA 01721
    • /32

      Est $468,719

      Not Listed For Sale

      65 Mountain Gate Rd, Ashland, MA 01721

      • 2 Beds
      • 1.5 Baths
      • 1,326 Sq Ft
      • Built 1980
      65 Mountain Gate Rd, Ashland, MA 01721

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Ted Cormier Leger Coldwell Banker Realty - Franklin

  • /3

    $269,000

    $160K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 515 Sq Ft

    42 Olive St, Ashland, MA 01721

    Beautiful flat 1/4-acre lot in a highly desirable Ashland location, just moments from Ashland and Hopkinton State Parks, shopping, dining, and major conveniences. A fantastic opportunity for builders or buyers seeking a prime setting for new construction. Existing small house must be torn down, and the buyer will need to connect to town sewer as the current dwelling is on septic. Contents of the

    Lisa Coughlin Realty Executives Boston West

    42 Olive St, Ashland, MA 01721
  • /40

    $787,400

    Sold Oct 31, 2025

    23 Teller Dr, Ashland, MA 01721

    • 4 Beds
    • 2.5 Baths
    • 2,313 Sq Ft
    • Built 1977

    Last Sold Summary

    • 2% Below List Price
    • $340/SF
    • 12 Days On Market

    Current Estimated Value $811,902

    Last Listing Agent Rob Daly Realty Executives Boston West

    23 Teller Dr, Ashland, MA 01721
    • /29

      Est $462,164

      Not Listed For Sale

      7 Mountain Gate Rd, Ashland, MA 01721

      • 2 Beds
      • 2.5 Baths
      • 1,545 Sq Ft
      • Built 1980
      7 Mountain Gate Rd, Ashland, MA 01721

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Andrew McKinney Donnelly + Co.

  • /42

    $1,999,900

    $149K PRICE DROP
    • 6 Beds
    • 4.5 Baths
    • 5,357 Sq Ft

    24 Old Connecticut Path, Ashland, MA 01721

    Quietly tucked away at the cul-de-sac’s end, this grand Ashland residence delivers over 5,300 square feet of architectural grandeur and elevated living. Completely remodeled with bespoke updates throughout. The entrance commands attention with its dramatic quartz staircase framed by glass railings, high ceilings, and tailored interior millwork. Sun-soaked open interiors seamlessly flow into a

    Team ROVI Real Broker MA, LLC

    24 Old Connecticut Path, Ashland, MA 01721
  • /30

    $1,180,000

    Sold Apr 14, 2026

    22 Wilbur Dr, Ashland, MA 01721

    • 4 Beds
    • 5 Baths
    • 4,213 Sq Ft
    • Built 2008

    Last Sold Summary

    • 1% Below List Price
    • $280/SF
    • 6 Days On Market

    Current Estimated Value $1,182,448

    Last Listing Agent Adam Geragosian William Raveis R.E. & Home Services

    22 Wilbur Dr, Ashland, MA 01721
    • /36

      Est $738,136

      Not Listed For Sale

      358 Cedar St, Ashland, MA 01721

      • 3 Beds
      • 1.5 Baths
      • 1,488 Sq Ft
      • Built 1980
      358 Cedar St, Ashland, MA 01721

      Last Sold Summary

      • 1 Day On Market

      Last Listing Agent Jay Falone REMAX Executive Realty

  • /40

    $939,900

    $40K PRICE DROP Pending
    • 5 Beds
    • 3.5 Baths
    • 2,722 Sq Ft

    73 Sudbury Rd, Ashland, MA 01721

    This inviting 5-bedroom, 3.5-bath colonial home is set on a generous, 3/4 lot, near the top of the hill. The sun-filled main level features a bright family room centered around a cozy wood-burning fireplace. The formal dining room flows into the kitchen with slider to a large deck, perfect for outdoor dining, entertaining, or relaxing. The main suite features 2 closets, ceiling fan, & a full

    Michael Quinn Realty Associates

    73 Sudbury Rd, Ashland, MA 01721
  • /38

    $1,250,000

    Sold Nov 14, 2025

    2 High Ridge Rd, Ashland, MA 01721

    • 4 Beds
    • 2.5 Baths
    • 3,768 Sq Ft
    • Built 1987

    Last Sold Summary

    • $332/SF
    • 7 Days On Market

    Current Estimated Value $1,246,430

    Last Listing Agent Fleet Homes Group Keller Williams Realty

    2 High Ridge Rd, Ashland, MA 01721
    • /42

      Est $875,985

      Not Listed For Sale

      343 Cedar St, Ashland, MA 01721

      • 5 Beds
      • 3.5 Baths
      • 3,378 Sq Ft
      • Built 1954
      343 Cedar St, Ashland, MA 01721

      Last Sold Summary

      • 33 Days On Market

      Last Listing Agent Craig Morrison Realty Executives Boston West

  • /32

    $539,900

    $10K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 2,107 Sq Ft

    54 Voyagers Ln, Ashland, MA 01721

    Discover the inviting condominium at 54 Voyagers Lane! This residence offers a ready-to-move-in experience, characterized by its rustic exterior architectural style and thoughtful design. The kitchen features a practical peninsula, creating an ideal space for both meal preparation and casual dining. One of the bathrooms offers a walk-in shower, providing a refreshing and convenient amenity. This

    Robin Riel Keller Williams Pinnacle Central

    54 Voyagers Ln, Ashland, MA 01721
  • /37

    $495,000

    Sold Feb 09, 2026

    60 Frankland Rd, Ashland, MA 01721

    • 3 Beds
    • 1.5 Baths
    • 1,600 Sq Ft
    • Built 1981

    Last Sold Summary

    • $309/SF
    • 2 Days On Market

    Current Estimated Value $562,882

    Last Listing Agent Benjamin Montenegro Andrew J. Abu Inc., REALTORS®

    60 Frankland Rd, Ashland, MA 01721
    • /42

      Est $785,721

      Not Listed For Sale

      6 Edward Dr, Ashland, MA 01721

      • 3 Beds
      • 2 Baths
      • 2,309 Sq Ft
      • Built 1972
      6 Edward Dr, Ashland, MA 01721

      Last Sold Summary

      • 8 Days On Market

      Last Listing Agent Mark Tetreault, II RE/MAX Bell Park Realty

  • /16

    $445,000

    Pending
    • 3 Beds
    • 2.5 Baths
    • 1,328 Sq Ft

    281 Meeting House Path Unit 281, Ashland, MA 01721

    Tucked away at the back of the community for exceptional privacy, this 3 bedroom 2.5 bath end unit Townhome is the one you've been waiting for! The sun- filled main level features an Oak cabinet packed kitchen, dining area with sliders leading to a private yard with patio, a large welcoming living room, first floor bedroom with ample closet space, and a full bath. Upstairs, you'll find two

    Bobbie Fishman Coldwell Banker Realty - Framingham

    281 Meeting House Path Unit 281, Ashland, MA 01721
  • /9

    $435,000

    Sold May 11, 2026

    54 Hilldale Rd, Ashland, MA 01721

    • 3 Beds
    • 1 Bath
    • 1,264 Sq Ft
    • Built 1958

    Last Sold Summary

    • 3% Below List Price
    • $344/SF
    • 5 Days On Market

    Current Estimated Value $465,506

    Last Listing Agent Stephen O'Loughlin Realty Executives

    54 Hilldale Rd, Ashland, MA 01721
    • /33

      Est $743,411

      Not Listed For Sale

      12 Edward Dr, Ashland, MA 01721

      • 3 Beds
      • 2 Baths
      • 1,812 Sq Ft
      • Built 1977
      12 Edward Dr, Ashland, MA 01721

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Melissa Davis Coldwell Banker Realty - Framingham

  • /40

    $735,000

    $15K PRICE DROP
    • 6 Beds
    • 2 Baths
    • 2,042 Sq Ft

    226-228 Union St, Ashland, MA 01721

    Great investment opportunity in the heart of Ashland, minutes from downtown. This well-maintained two-family features a first-floor unit with two bedrooms, a living room, and a third room that can easily be converted into a bedroom. The second-floor unit offers four bedrooms and is vacant, previously rented for $3,000/month.The property has six parking spaces and a large lot with potential to

    Maria Bixho Centre Realty Group

    226-228 Union St, Ashland, MA 01721
  • /30

    $560,000

    Sold Jun 23, 2026

    47 Cordaville Rd, Ashland, MA 01721

    • 4 Beds
    • 1 Bath
    • 1,562 Sq Ft
    • Built 1965

    Last Sold Summary

    • 2% Above List Price
    • $359/SF
    • 8 Days On Market

    Current Estimated Value $571,539

    Last Listing Agent Goldpath Real Estate Group United Brokers

    47 Cordaville Rd, Ashland, MA 01721
    • /28

      Est $790,194

      Not Listed For Sale

      11 Edward Dr, Ashland, MA 01721

      • 3 Beds
      • 2.5 Baths
      • 1,834 Sq Ft
      • Built 1973
      11 Edward Dr, Ashland, MA 01721

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Cara Hulme William Raveis R.E. & Home Services

  • /42

    $629,000

    $36K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 2,225 Sq Ft

    387 America Blvd, Ashland, MA 01721

    The Perfect Location. A Large, Highly Desirable Floor Plan in the Village of the Americas. East-Facing, Turnkey. Private Quiet Location with Beautiful Nature Wooded Views. Open floor plan, sun-filled, massive windows in abundance. Oversized Living Area and Kitchen featuring a peninsula, granite countertops, stainless steel appliances, ample cabinetry, and pantry. This unit boasts 2 Spacious

    Kiran Kumar Gundavarapu Key Prime Realty LLC

    387 America Blvd, Ashland, MA 01721

Showing Results 81 - 120, Page 3 of 18

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