Ashland, MA Homes

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  $575,000

  • 3 Beds
  • 2 Baths
  • 1,779 Sq Ft

  10 Metropolitan Ave, Ashland, MA 01721

  Spacious 3 bed 2 bath home in a fabulous Ashland location, ready for its new owners! First floor features inviting living room, eat-in kitchen, formal dining room, full bathroom with laundry, and a bedroom or office. On the second floor, you'll find an additional bedroom and primary bedroom with en suite bathroom. Upstairs, the third floor serves as bonus living space, perfect for more office

  Ashley Glatt Keller Williams Realty

  10 Metropolitan Ave, Ashland, MA 01721
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  $2,950 total monthly price

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • Condo for Rent

  185 Trailside Way, Ashland, MA 01721

  Welcome to Spyglass Hill Condominiums! You need to see this absolutely immaculate bright and sunny 2-bedroom, 2 full bath condo. You will love one level living with an open floor plan that offers kitchen with plenty of cabinet space & stainless-steel appliances, spacious living room/dining room combo with two sliders leading out to a private patio. Large Primary Bedroom features ensuite bathroom,

  Sylwia Brucker Coldwell Banker Realty - Canton

  185 Trailside Way, Ashland, MA 01721
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  $775,000 Sold Oct 15, 2025

  21 Rosebay Dr, Ashland, MA 01721

  • 3 Beds
  • 2.5 Baths
  • 2,215 Sq Ft
  • Built 1961

  Last Sold Summary

  • 3% Above List Price
  • $350/SF
  • 3 Days On Market

  Current Estimated Value $766,037

  Last Listing Agent Caren Mulcunry REMAX Executive Realty

  21 Rosebay Dr, Ashland, MA 01721
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  Est $461,235 Not Listed For Sale

  321 Trailside Way, Ashland, MA 01721

  • 2 Beds
  • 2 Baths
  • 1,188 Sq Ft
  • Built 1984

  321 Trailside Way, Ashland, MA 01721

  Last Sold Summary

  • 4% Below List Price
  • $404/SF
  • 5 Days On Market

  Last Sold Price $480,000

  Last Listing Agent Shannon McCullough Sloane Realty Group
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  /26

  $595,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,442 Sq Ft

  94 Myrtle St, Ashland, MA 01721

  Turn-Key comfort minutes from Ashland center. Imagine weekends spent hiking the trails at Ashland State Park and weekdays with commuting ease. This 1,442 sq. ft. home has been meticulously updated to offer total peace of mind. From brand-new windows filling the home with natural light to the freshly painted interior, every inch of this 3-bedroom, 2-bathroom residence feels crisp and modern. The

  Fahd Khan Keller Williams Realty Boston South West

  94 Myrtle St, Ashland, MA 01721
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  /31

  $604,000 Sold Dec 05, 2025

  8 Roberts Rd, Ashland, MA 01721

  • 3 Beds
  • 2 Baths
  • 1,260 Sq Ft
  • Built 1965

  Last Sold Summary

  • 1% Above List Price
  • $479/SF
  • 27 Days On Market

  Current Estimated Value $599,411

  Last Listing Agent Donald Richmond Gold Key Realty LLC

  8 Roberts Rd, Ashland, MA 01721
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  Est $368,777 Not Listed For Sale

  285 Trailside Way, Ashland, MA 01721

  • 1 Bed
  • 1 Bath
  • 1,056 Sq Ft
  • Built 1984

  285 Trailside Way, Ashland, MA 01721

  Last Sold Summary

  • 15% Above List Price
  • $303/SF
  • 10 Days On Market

  Last Sold Price $320,000

  Last Listing Agent Roberta Waters Realty Executives
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  /18

  $499,000 Open Sun 1:30PM - 3PM

  • 2 Beds
  • 2.5 Baths
  • 1,363 Sq Ft

  73 Trailside Way, Ashland, MA 01721

  Welcome to 73 Trailside Way! This rare 2 car garage townhouse boasts natural light and presents a thoughtfully designed living space, prepared for its discerning occupant. This unit encompasses a substantial 1363 square feet of living area, 2 large bedrooms with private full baths providing a spacious environment for comfort, a lovely fireplace in the living room and sliding doors to a serene

  Marianna Da Silva Media Realty Group Inc.

  73 Trailside Way, Ashland, MA 01721
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  /14

  $400,000 Sold Oct 22, 2025

  107 Olive St, Ashland, MA 01721

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft
  • Built 1962

  Last Sold Summary

  • 9% Below List Price
  • $417/SF
  • 21 Days On Market

  Current Estimated Value $422,430

  Last Listing Agent Stephen O'Loughlin Realty Executives

  107 Olive St, Ashland, MA 01721
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  /23

  Est $482,891 Not Listed For Sale

  259 Trailside Way, Ashland, MA 01721

  • 2 Beds
  • 2 Baths
  • 1,260 Sq Ft
  • Built 1984

  259 Trailside Way, Ashland, MA 01721

  Last Sold Summary

  • 4% Below List Price
  • $401/SF
  • 3 Days On Market

  Last Sold Price $505,000

  Last Listing Agent Olivia Grabka Realty Negotiations, LLC
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  $747,000 Pending

  • 2 Beds
  • 2.5 Baths
  • 2,307 Sq Ft

  20 Braeburn Ln, Ashland, MA 01721

  Single stand-alone 2300+sf in Ashlands premier active adult community abutting walking trails to Hopkinton state park. This home features so much on one floor plus additional space on the 2nd for guests. Step on FRONT PORCH and enter the spacious entry. On left is a large light-filled den/office/sitting room and to your right a large dining room open to the kitchen. The beautiful wood cabinetry

  Judi Teller Realty Executives Boston West

  20 Braeburn Ln, Ashland, MA 01721
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  $677,000 Sold Jun 02, 2025

  62 Hilldale Rd, Ashland, MA 01721

  • 3 Beds
  • 1 Bath
  • 1,640 Sq Ft
  • Built 1957

  Last Sold Summary

  • 11% Above List Price
  • $413/SF
  • 6 Days On Market

  Current Estimated Value $649,613

  Last Listing Agent Craig Morrison Realty Executives Boston West

  62 Hilldale Rd, Ashland, MA 01721
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  Est $476,474 Not Listed For Sale

  251 Trailside Way, Ashland, MA 01721

  • 2 Beds
  • 2 Baths
  • 1,224 Sq Ft
  • Built 1984

  251 Trailside Way, Ashland, MA 01721

  Last Sold Summary

  • 5% Below List Price
  • $408/SF
  • 2 Days On Market

  Last Sold Price $500,000

  Last Listing Agent Darlene Umina Lamacchia Realty, Inc.
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  $550,000

  • 3 Beds
  • 1.5 Baths
  • 2,260 Sq Ft

  9 Olive St, Ashland, MA 01721

  Attention all builders, investors or anyone looking for a diamond in the rough. Rare opportunity to own property in Ashland on a one acre corner lot. So many possibilities for this home that needs major renovations or possible tear down. Originally built in 1850 with 3 Bedrooms and 1.5 baths. First floor areas include a Mudroom, spacious Kitchen area with Viking gas stove, Half Bath, Dining Room,

  Martha Morese Realty ONE Group Suburban Lifestyle

  9 Olive St, Ashland, MA 01721
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  $915,000 Sold Dec 04, 2025

  6 New Castle Rd, Ashland, MA 01721

  • 4 Beds
  • 2.5 Baths
  • 2,888 Sq Ft
  • Built 1986

  Last Sold Summary

  • 3% Below List Price
  • $317/SF
  • 22 Days On Market

  Current Estimated Value $912,481

  Last Listing Agent Craig Morrison Realty Executives Boston West

  6 New Castle Rd, Ashland, MA 01721
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  Est $380,483 Not Listed For Sale

  239 Trailside Way, Ashland, MA 01721

  • 1 Bed
  • 1 Bath
  • 1,122 Sq Ft
  • Built 1984

  239 Trailside Way, Ashland, MA 01721

  Last Sold Summary

  • 7% Above List Price
  • $316/SF
  • 6 Days On Market

  Last Sold Price $355,000

  Last Listing Agent Alison Borrelli Berkshire Hathaway HomeServices Commonwealth Real Estate
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  $529,900 Pending

  • 3 Beds
  • 1 Bath
  • 1,064 Sq Ft

  37 Riverview Dr, Ashland, MA 01721

  This ranch style home is located in a great neighborhood with a nice backyard close to everything including schools, downtown Ashland, commuter train station, parks, and highway access. Enter through the breezeway with new vinyl plank flooring and take off your wet snowy boots, hang up your winter jacket, gloves and hat! The living room has a fireplace and opens to the dining room with a big

  Craig Morrison Realty Executives Boston West

  37 Riverview Dr, Ashland, MA 01721
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  $450,000 Sold Nov 21, 2025

  181 E Union St, Ashland, MA 01721

  • 3 Beds
  • 1 Bath
  • 1,410 Sq Ft
  • Built 1940

  Last Sold Summary

  • 8% Below List Price
  • $319/SF
  • 12 Days On Market

  Current Estimated Value $475,576

  Last Listing Agent The Best Buy Team Media Realty Group Inc.

  181 E Union St, Ashland, MA 01721
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  Est $505,491 Not Listed For Sale

  30 Meeting House Path, Ashland, MA 01721

  • 3 Beds
  • 2.5 Baths
  • 1,454 Sq Ft
  • Built 1981

  30 Meeting House Path, Ashland, MA 01721

  Last Sold Summary

  • 5% Below List Price
  • $365/SF
  • 6 Days On Market

  Last Sold Price $530,000

  Last Listing Agent Beatriz Gomez Century 21 North East
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  $650,000 Pending

  • Land
  • 2.82 Acres
  • $230,496 per Acre

  0 Ballard Highland Marietta Unit 73391306, Ashland, MA 01721

  Land For Sale see photo/plan 2.82 Acres Raw Land. Seller will entertain offers subject to final approval or an as is raw land. This had prelim approval back in 2022, seller did not proceed with final approval process. May need time and engineer to come up with best use but has potential for possible 4 lots, 40B, 55+, keep the privacy and build one or two large homes. Seller will also entertain

  Nicole Esposito Keller Williams Boston MetroWest

  0 Ballard Highland Marietta Unit 73391306, Ashland, MA 01721
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  $1,200,000 Sold Jun 12, 2025

  54 High St, Ashland, MA 01721

  • 3 Beds
  • 2.5 Baths
  • 3,900 Sq Ft
  • Built 2025

  Last Sold Summary

  • $308/SF
  • 15 Days On Market

  Last Listing Agent Fabilene Neves Century 21 North East

  54 High St, Ashland, MA 01721
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  Est $470,884 Not Listed For Sale

  54 Meeting House Path, Ashland, MA 01721

  • 3 Beds
  • 2 Baths
  • 1,454 Sq Ft
  • Built 1982

  54 Meeting House Path, Ashland, MA 01721

  Last Sold Summary

  • 11% Above List Price
  • $292/SF
  • 7 Days On Market

  Last Sold Price $425,000

  Last Listing Agent Nicole Vermillion Lamacchia Realty, Inc.
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  $589,900

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

  8 Haven Way, Ashland, MA 01721

  Leah Estates, a Premier 55+ community. Rarely available "The Haley" Spacious one level living. Soaring two-story entry with Palladian window leads into a 21' Living room with a wood burning Fireplace and Cathedral ceiling. Entertainment size 28' kitchen with two walls of cabinets, lots of granite counters with breakfast bar, granite peninsula, recessed lights, all appliances and dining area with

  Matthew Cuddy CUDDY Real Estate

  8 Haven Way, Ashland, MA 01721
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  $1,375,000 Sold Apr 30, 2025

  32 Independence Ln, Ashland, MA 01721

  • 5 Beds
  • 4.5 Baths
  • 4,589 Sq Ft
  • Built 2001

  Last Sold Summary

  • 6% Above List Price
  • $300/SF
  • 5 Days On Market

  Current Estimated Value $1,341,154

  Last Listing Agent The Premier Team Realty Executives Boston West

  32 Independence Ln, Ashland, MA 01721
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  Est $464,382 Not Listed For Sale

  87 Meeting House Path, Ashland, MA 01721

  • 3 Beds
  • 1.5 Baths
  • 1,316 Sq Ft
  • Built 1982

  87 Meeting House Path, Ashland, MA 01721

  Last Sold Summary

  • 19% Above List Price
  • $296/SF
  • 2 Days On Market

  Last Sold Price $390,000

  Last Listing Agent David Blue Blue Home Sales
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  $200,000 Pending

  • Land
  • 18.11 Acres
  • $11,044 per Acre

  0 Oregon Rd, Ashland, MA 01721

  This single family house lot is located on a peaceful country road. It offers a serene family environment. The homesite is generously sized, measuring over 18 acres. It provides ample space for constructing a spacious home, along with outdoor areas such as a backyard, garden or patio.

  Richard Anzalone Remax A-Team

  0 Oregon Rd, Ashland, MA 01721
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  $970,000 Sold Jul 28, 2025

  10 Grover Rd, Ashland, MA 01721

  • 4 Beds
  • 3.5 Baths
  • 3,380 Sq Ft
  • Built 1988

  Last Sold Summary

  • 3% Below List Price
  • $287/SF
  • 13 Days On Market

  Current Estimated Value $1,003,211

  Last Listing Agent Rob Daly Realty Executives Boston West

  10 Grover Rd, Ashland, MA 01721
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  /23

  Est $498,618 Not Listed For Sale

  99 Meeting House Path, Ashland, MA 01721

  • 3 Beds
  • 2.5 Baths
  • 1,676 Sq Ft
  • Built 1982

  99 Meeting House Path, Ashland, MA 01721

  Last Sold Summary

  • 2% Below List Price
  • $304/SF
  • 6 Days On Market

  Last Sold Price $510,000

  Last Listing Agent Joe Cali Cali Realty Group, Inc.
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  $449,900 Pending

  • 2 Beds
  • 2 Baths
  • 1,156 Sq Ft

  276 Trailside Way Unit 276, Ashland, MA 01721

  Beautifully updated 2 bedroom, 2 bath one-level home, offering the perfect blend of comfort and style. The stunning modern kitchen (remodeled in 2025) boasts Whirlpool SS appliances, updated electrical and solid surface counters, is the heart of the home. Spacious LR with a slider leading to the large private brick patio where you can relax and enjoy the peaceful, serene natural surroundings. A

  Sollima Nelson Group Realty Executives Boston West

  276 Trailside Way Unit 276, Ashland, MA 01721
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  $530,000 Sold Jan 26, 2026

  13 Washington Ave, Ashland, MA 01721

  • 4 Beds
  • 2 Baths
  • 1,212 Sq Ft
  • Built 1945

  Last Sold Summary

  • 3% Below List Price
  • $437/SF
  • 20 Days On Market

  Current Estimated Value $537,970

  Last Listing Agent Melissa Mayer Compass

  13 Washington Ave, Ashland, MA 01721
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  Est $490,489 Not Listed For Sale

  77 Meeting House Path, Ashland, MA 01721

  • 2 Beds
  • 1.5 Baths
  • 1,316 Sq Ft
  • Built 1982

  77 Meeting House Path, Ashland, MA 01721

  Last Sold Summary

  • 4% Below List Price
  • $388/SF
  • 4 Days On Market

  Last Sold Price $510,000

  Last Listing Agent Brian Connelly Redfin Corp.
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  $488,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,674 Sq Ft

  74 Meeting House Path, Ashland, MA 01721

  Move in Ready 3 Bed , 2 bath townhome in the Ledgemere Country Condominium of Ashland. Building within the community is at a nice locaation. Grand 2 story foyer and staircase leading to the second floor. Generous living space and ample kitchen cabinetry with eat in space. Open Layout. Sun drenched dining & Living space with a slider that leads to a private yard. First floor bed and full bathroom

  Kiran Kumar Gundavarapu Key Prime Realty LLC

  74 Meeting House Path, Ashland, MA 01721
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  $559,000 Sold Aug 22, 2025

  3 Treasure Way, Ashland, MA 01721

  • 2 Beds
  • 2.5 Baths
  • 1,814 Sq Ft
  • Built 1984

  Last Sold Summary

  • 1% Below List Price
  • $308/SF
  • 21 Days On Market

  Current Estimated Value $554,309

  Last Listing Agent Karine Laidley Chinatti Realty Group, Inc.

  3 Treasure Way, Ashland, MA 01721
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  /21

  Est $486,476 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

  • $365/SF
  • 10 Days On Market

  Last Sold Price $485,000

  Last Listing Agent Neal Leblanc RE/MAX
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  $725,000

  • 2 Beds
  • 2.5 Baths
  • 2,137 Sq Ft

  4 John Hancock Dr Unit 4, Ashland, MA 01721

  Elegant 2016-built townhome in a sought-after neighborhood! This 2-bed, 2.5-bath home features a stunning two-story foyer with a curved staircase, sun-filled living room with hardwood floors, and a cozy gas fireplace. The gourmet kitchen offers upgraded cabinets, granite countertops, stainless steel appliances, tile backsplash, reverse osmosis water system, and a large island open to the dining

  Sumathi Narayanan Sumathi Narayanan Realty LLC

  4 John Hancock Dr Unit 4, Ashland, MA 01721
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  /23

  $625,000 Sold Aug 20, 2025

  57 Indian Spring Rd, Ashland, MA 01721

  • 3 Beds
  • 1.5 Baths
  • 1,200 Sq Ft
  • Built 1960

  Last Sold Summary

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

  Current Estimated Value $611,823

  Last Listing Agent Rob Ross Realty Executives Boston West

  57 Indian Spring Rd, Ashland, MA 01721
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  Est $471,477 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

  • 10% Above List Price
  • $295/SF
  • 7 Days On Market

  Last Sold Price $430,000

  Last Listing Agent Darlene Umina Lamacchia Realty, Inc.
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  $1,999,000

  • 9 Beds
  • 8 Baths
  • 4,814 Sq Ft

  363 Eliot St, Ashland, MA 01721

  Discover a truly unique eight-unit property tucked into a serene, wooded wonderland in the heart of Ashland, a wonderful Boston suburb less than 30 miles from the city. Where else can you find eight units, under $2 million.This income-producing property features tenants in place, and two owner’s units that can be delivered vacant.Set on a three-acre lot, the setting is quiet, peaceful, and

  Team ROVI Real Broker MA, LLC

  363 Eliot St, Ashland, MA 01721
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  $660,000 Sold Apr 30, 2025

  10 Wayside Ln, Ashland, MA 01721

  • 3 Beds
  • 1.5 Baths
  • 1,570 Sq Ft
  • Built 1976

  Last Sold Summary

  • $420/SF
  • 7 Days On Market

  Current Estimated Value $673,556

  Last Listing Agent Rob Daly Realty Executives Boston West

  10 Wayside Ln, Ashland, MA 01721
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  Est $488,492 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

  • 5% Below List Price
  • $388/SF
  • 4 Days On Market

  Last Sold Price $515,000

  Last Listing Agent Ted Cormier Leger Coldwell Banker Realty - Franklin

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