Ashland, MA Homes

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  $2,149,000

  • 5 Beds
  • 4.5 Baths
  • 5,357 Sq Ft

  24 Old Connecticut Path, Ashland, MA 01721

  Introducing a rare masterpiece in Ashland, privately set at the end of a cul-de-sac. This contemporary residence blends soaring ceilings, sun-filled open spaces, and over 5,300 square feet of refined living with bespoke upgrades throughout. A dramatic quartz staircase with glass railing sets the tone for luxury design, complemented by custom architectural ceilings and tailored millwork. The home

  Jeff Groper Coldwell Banker Realty - Newton

  24 Old Connecticut Path, Ashland, MA 01721
• Explore Ashland

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  /33

  $2,545 - $4,040 total monthly price

  The Asher

  1 - 2 Beds

  100 Chestnut St, Ashland, MA 01721

  Brand New Apartments Now Leasing! Newly Located in Ashland near the Commuter Rail! You’re invited to take in the New England scenery and experience a new level of upscale living, just past Framingham into Ashland. Here, design meets destination. The Asher is a brand-new apartment community and offers urban style convenience with unexpected touches at every corner. Every home has been designed

  100 Chestnut St, Ashland, MA 01721
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  $760,000 Sold Jan 03, 2025

  67-69 Raymond Marchetti St, Ashland, MA 01721

  • 8 Beds
  • 2 Baths
  • 2,464 Sq Ft
  • Built 1890

  Last Sold Summary

  • 1% Above List Price
  • $308/SF
  • 1 Day On Market

  Last Listing Agent Ann Marie Silva Redfin Corp.

  67-69 Raymond Marchetti St, Ashland, MA 01721
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  /14

  Est $373,045 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 1,122 Sq Ft

  239 Trailside Way, Ashland, MA 01721

  239 Trailside Way, Ashland, MA 01721
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  $250,000 Pending

  • Land
  • 3.86 Acres
  • $64,767 per Acre

  0 Oak St, Ashland, MA 01721

  Terrific pportunity exists for Builders/Developer in Ashland, at an attractive price! Buyers to do their due diligence. Both lots to be sold as a single lot. No plans or permits in hand. Current assessments total are for FY 2025. See disclosures.

  Stig Bergquist Keller Williams Realty

  0 Oak St, Ashland, MA 01721
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  $3,250 total monthly price

  • 2 Beds
  • 2.5 Baths
  • 2,100 Sq Ft
  • Condo for Rent

  145 Captain Eames Cir, Ashland, MA 01721

  Welcome to 145 Captain Eames Cir #145 in Ashland! This spacious 2,100 sq ft townhome offers comfort, convenience, and an ideal commuter location. The home features brand-new flooring and a laundry (Scheduled) area being updated. The bright, open layout includes two bedrooms, two and a half baths, and generous living and dining areas perfect for entertaining or relaxing. Enjoy the practicality of

  Vijaya Yelchuru StartPoint Realty

  145 Captain Eames Cir, Ashland, MA 01721
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  /30

  $520,000 Sold May 16, 2025

  250 Captain Eames Cir Unit 250, Ashland, MA 01721

  • 2 Beds
  • 1.5 Baths
  • 1,414 Sq Ft
  • Built 1987

  Last Sold Summary

  • $368/SF
  • 6 Days On Market

  Last Listing Agent Jose Teixeira eXp Realty

  250 Captain Eames Cir Unit 250, Ashland, MA 01721
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  /34

  Est $482,829 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,260 Sq Ft

  25 Adams Rd, Ashland, MA 01721

  25 Adams Rd, Ashland, MA 01721
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  $999,900

  • 5 Beds
  • 4.5 Baths
  • 3,614 Sq Ft

  101 Olive St, Ashland, MA 01721

  welcome to 101 Olive st in beautiful Ashland. With 3 combined lots totaling just over 14 acres this could be a great opportunity to develop or to own some privacy. There is a single family home on the property that has a full inlaw apartment or could be used as a 2 family property. All 3 properties sold together and as is. Each unit has its own laundry hook ups. Upstairs unit has 3 bedrooms, 2

  Ariana Faubert Noble Realty & Consulting, LLC

  101 Olive St, Ashland, MA 01721
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  $2,450 - $3,200 total monthly price

  Ashland Woods

  1 - 2 Beds

  1-2 Ashland Woods Ln, Ashland, MA 01721

  Welcome to Ashland Woods, offering tranquil living with beautiful one and two-bedroom apartment homes. Our apartments feature granite countertops, stainless appliances, vinyl plank flooring, and in-home laundry. Take in a breath of fresh air from your patio or balcony, which can be found in each residence. Enjoy the fitness center featuring strength training equipment and cardio machines perfect

  1-2 Ashland Woods Ln, Ashland, MA 01721
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  /41

  $747,000 Sold Nov 25, 2025

  12 Braeburn Ln, Ashland, MA 01721

  • 2 Beds
  • 2.5 Baths
  • 2,067 Sq Ft
  • Built 2002

  Last Sold Summary

  • 3% Below List Price
  • $361/SF
  • 82 Days On Market

  Last Listing Agent Kathleen McBride REMAX Executive Realty

  12 Braeburn Ln, Ashland, MA 01721
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  /22

  Est $725,662 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 2,600 Sq Ft

  369 Union St, Ashland, MA 01721

  369 Union St, Ashland, MA 01721
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  $774,900

  • 4 Beds
  • 2.5 Baths
  • 2,389 Sq Ft

  8 Raymond Way, Ashland, MA 01721

  Discover elegance and comfort at 8 Raymond Way, Ashland, MA — a beautifully maintained 4-bedroom, 3-bathroom home that blends style, space, and functionality in one of Ashland’s most coveted neighborhoods. With light-filled, inviting living areas, an open layout ideal for entertaining, and quality finishes throughout, this property offers both immediate move-in appeal and long-term value. The

  John Grande Media Realty Group Inc.

  8 Raymond Way, Ashland, MA 01721
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  /15

  $2,550 total monthly price

  • 2 Beds
  • 2 Baths
  • 1,100 Sq Ft
  • Apartment for Rent

  21 Main St Unit 204, Ashland, MA 01721

  Professionally maintained two bedroom luxury apartment in Ashland just minutes from the commuter rail. Central heat and A/C! The open kitchen concept is complete with stainless steel appliances, dishwasher, microwave, breakfast bar, granite counter tops, and a gas range. Both bedrooms of good size with plenty of closet space. Master bedroom has it's own bathroom. In-unit laundry. Off-street

  Karim Deghmane Chase Realty

  21 Main St Unit 204, Ashland, MA 01721
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  $930,000 Sold May 30, 2025

  49 Stagecoach Dr, Ashland, MA 01721

  • 5 Beds
  • 4.5 Baths
  • 4,151 Sq Ft
  • Built 1978

  Last Sold Summary

  • 2% Below List Price
  • $224/SF
  • 51 Days On Market

  Current Estimated Value $953,878

  Last Listing Agent Amy Uliss MDM Realty, Inc

  49 Stagecoach Dr, Ashland, MA 01721
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  /25

  Est $560,778 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,344 Sq Ft

  29 Birch Hill Rd, Ashland, MA 01721

  29 Birch Hill Rd, Ashland, MA 01721
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  $644,900

  • 2 Beds
  • 2.5 Baths
  • 2,143 Sq Ft

  45 Half Crown Cir, Ashland, MA 01721

  Step into this elegantly designed townhome and feel immediately at home. Ascend the curved staircase to the open main level, where dramatic windows fill the space with natural light. The living and dining areas connect beautifully, centered around a warm gas fireplace—perfect for today’s casual lifestyle. The kitchen features generous cabinetry, gas cooking, and a custom breakfast bar overlooking

  Rob Daly Realty Executives Boston West

  45 Half Crown Cir, Ashland, MA 01721
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  $1,891 - $2,905 total monthly price

  Chestnut Place

  Studio - 2 Beds

  13 Joanne Dr, Ashland, MA 01721

  Chestnut Place in Ashland, MA offers comfortable apartments and a convenient location. Tucked off a quiet country road only minutes from Route 9 and Route 135, Chestnut Place provides residents with a quick commute and easy access to shopping without sacrificing the small town feel. There are a variety of floor plans available, ranging from studios to two bedrooms, and rent includes heat, hot

  13 Joanne Dr, Ashland, MA 01721
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  /40

  $740,000 Sold Sep 17, 2025

  29 Ramblewood Dr, Ashland, MA 01721

  • 3 Beds
  • 2.5 Baths
  • 2,232 Sq Ft
  • Built 1965

  Last Sold Summary

  • 6% Below List Price
  • $332/SF
  • 15 Days On Market

  Current Estimated Value $753,104

  Last Listing Agent Kevin P. Walor, Esq. LAER Realty Partners

  29 Ramblewood Dr, Ashland, MA 01721
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  Est $1,210,227 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 4,306 Sq Ft

  31 Independence Ln, Ashland, MA 01721

  31 Independence Ln, Ashland, MA 01721
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  $999,000 Pending

  • 5 Beds
  • 2.5 Baths
  • 3,220 Sq Ft

  28-30 Olive St, Ashland, MA 01721

  Rare opportunity—two single-family homes on one expansive 18,750 SF lot, ideal for investors, owner-occupants, or multi-generational living. 30 Olive St. offers 3 beds, 1.5 baths, a two-car garage, semi-finished basement, above-ground pool with new deck, and a renovated kitchen with granite counters. 28 Olive St. features 2+ beds, 1 bath, and a strong rental history. Tenants pay all utilities,

  Daniel Alper Boston Realty Advisors

  28-30 Olive St, Ashland, MA 01721
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  /18

  $3,000 total monthly price

  • 2 Beds
  • 2.5 Baths
  • 1,616 Sq Ft
  • Apartment for Rent

  76 Algonquin Trail, Ashland, MA 01721

  Step into this beautifully maintained and sun-filled 2-bedroom, 2.5-bathroom condo, where space, warmth, and convenience come together in one exceptional home. The highlight of the living area is the generous family room, featuring gleaming hardwood floors, a gas fireplace, and huge windows that flood the space with natural light. Flowing seamlessly into the dining area and oak kitchen, complete

  Prudence Hay Rutledge Properties

  76 Algonquin Trail, Ashland, MA 01721
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  $810,000 Sold Sep 29, 2025

  12 Windsor Dr, Ashland, MA 01721

  • 3 Beds
  • 3 Baths
  • 2,128 Sq Ft
  • Built 2009

  Last Sold Summary

  • 5% Above List Price
  • $381/SF
  • 3 Days On Market

  Last Listing Agent Lisa Paulette Coldwell Banker Realty - Framingham

  12 Windsor Dr, Ashland, MA 01721
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  /23

  Est $630,036 Not Listed For Sale

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

  202 Algonquin Trail Unit 202, Ashland, MA 01721

  202 Algonquin Trail Unit 202, Ashland, MA 01721
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  /20

  $549,000

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

  13 Washington Ave, Ashland, MA 01721

  Fall in love with this absolutely adorable Cape-style home that perfectly blends charm, flexibility, and peace of mind! Offering a versatile layout with two bedrooms on the main level and two more upstairs, this home is perfect for a variety of living situations—whether you need extra space for guests, a home office, or a growing household. With over 1,200 square feet of cozy living space, this

  Melissa Mayer Compass

  13 Washington Ave, Ashland, MA 01721
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  /25

  $2,295 - $4,448 per month plus fees

  Cirrus Apartments

  1 - 2 Beds

  10 Cirrus Dr, Ashland, MA 01721

  The search for your perfect home ends at Cirrus Apartments, where every detail is designed to welcome you with open arms. Imagine a sanctuary brimming with exceptional amenities, intimate interiors, and leisure spaces that dazzle the senses. Plus, these apartments in Ashland, MA, are close to all you need on a daily basis. Enjoy quick access to Interstate 90, Cordaville Road, and Union Street as

  10 Cirrus Dr, Ashland, MA 01721
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  $495,000 Sold Jun 03, 2025

  62 Pond St, Ashland, MA 01721

  • 4 Beds
  • 2 Baths
  • 1,585 Sq Ft
  • Built 1900

  Last Sold Summary

  • 21% Below List Price
  • $312/SF
  • 14 Days On Market

  Current Estimated Value $530,551

  Last Listing Agent Pamela Bathen Oak Realty

  62 Pond St, Ashland, MA 01721
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  /33

  Est $715,407 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 2,219 Sq Ft

  292 America Blvd, Ashland, MA 01721

  292 America Blvd, Ashland, MA 01721
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  /21

  $459,999 Pending

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

  67 Spyglass Hill Dr, Ashland, MA 01721

  HUGE PRICE IMPROVEMENT!!!! Best price possible for beautiful Spyglass Hill. This truly turnkey opportunity awaits. Immaculate 2 bedroom 2.5 bathroom condo checks all the boxes. You will love the new carpeting and fresh paint throughout. Enjoy the sun on your oversized deck. Home features a large eat-in kitchen with stainless appliances, and gas range with double oven combo. Cherish company in

  William O'Hearn Lucie Realty

  67 Spyglass Hill Dr, Ashland, MA 01721
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  /20

  $2,900 total monthly price

  • 3 Beds
  • 2 Baths
  • 1,116 Sq Ft
  • Apartment for Rent

  295 Winter St, Ashland, MA 01721

  Great apartment on a cul de sac 10 months of the tear and directly opposite the Ashland Town Forest. Generous sized rooms with Hardwood floors. Kitchen has new 2025 dishwasher, Microwave/hood, electric stove and new 2025 refrigerator with a good sized dining area adjacent. New Washer and Dryer in unit. Large living room with ceiling fan. Each bedroom has hardwood floors and a ceiling fan. Main

  Bill Gath Realty Executives Boston West

  295 Winter St, Ashland, MA 01721
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  $1,210,000 Sold Jun 13, 2025

  15 Ridgewood St, Ashland, MA 01721

  • 4 Beds
  • 2.5 Baths
  • 2,789 Sq Ft
  • Built 2011

  Last Sold Summary

  • 4% Above List Price
  • $434/SF
  • 4 Days On Market

  Current Estimated Value $1,193,547

  Last Listing Agent Jeannine Coburn REMAX Executive Realty

  15 Ridgewood St, Ashland, MA 01721
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  Est $924,310 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,160 Sq Ft

  321 Cordaville Rd, Ashland, MA 01721

  321 Cordaville Rd, Ashland, MA 01721
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  $425,000 Pending

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

  63 Trailside Way Unit 63, Ashland, MA 01721

  This spacious 3-bedroom, 2.5-bath condo offers a flexible floor plan with a first-floor bedroom or ideal home office and full bathroom. A charming tree-lined pathway leads to the inviting front entrance with a small, private front yard space. An open-concept living and dining room with laminate flooring throughout 1st floor. The kitchen features granite counters and opens to the dining area with

  Lisa Paulette Coldwell Banker Realty - Framingham

  63 Trailside Way Unit 63, Ashland, MA 01721
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  $1,650 - $1,950 per month plus fees

  Apartment for Rent

  1 - 2 Beds

  5 Concord Ct, Ashland, MA 01721

  Charming 1-Bedroom Apartment in Downtown Ashland – Move-In Ready September 5th!LIMITED-TIME OFFERMonthly Rent: $1,950 ? $1,800First Month Special: $1,750 ? $1,625Reduced for quick rent — Act Fast!Location, Convenience, and Comfort—All in One PlaceKey Features:Prime Location: In the heart of downtown Ashland, steps from shops, cafes, and local

  5 Concord Ct, 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

  Last Listing Agent Caren Mulcunry REMAX Executive Realty

  21 Rosebay Dr, Ashland, MA 01721
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  Est $685,113 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,770 Sq Ft

  23 John Hancock Dr Unit 72A, Ashland, MA 01721

  23 John Hancock Dr Unit 72A, Ashland, MA 01721
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  /40

  $629,900

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

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

  EXCEPTIONAL opportunity to own at sought-after Village of a Thousand Pines! Introducing 343 Captain Eames Circle* Fully updated and loaded FOUR story townhouse with hardwoods, fresh paint, modern open floor plan, two car garage, central air, gas fireplace, two primary suites with private baths, finished lower level walk-out. New PRIVATE stone patio and deck for outdoor enjoyment and unwinding.

  Kristine Wingate Shifrin Andrew J. Abu Inc., REALTORS®

  343 Captain Eames Cir Unit 38-C, Ashland, MA 01721
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  /11

  $1,675 total monthly price

  • 1 Bed
  • 1 Bath
  • 500 Sq Ft
  • Apartment for Rent

  24 Concord St Unit 5, Ashland, MA 01721

  Freshly renovated small 1 bedroom apartment on the first floor of a 2 story building in a small apartment complex. Heat/hot water included in rent. Tenant pays electric and cable. 1 car parking, laundry on site. Close to downtown and commuter rail. First, last, security and fee required. No pets.

  Tabatha Roseman Coldwell Banker Realty - Boston

  24 Concord St Unit 5, Ashland, MA 01721
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  $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

  Last Listing Agent Donald Richmond Gold Key Realty LLC

  8 Roberts Rd, Ashland, MA 01721
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  /20

  Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,980 Sq Ft

  17 E Bluff Rd Unit 17, Ashland, MA 01721

  17 E Bluff Rd Unit 17, Ashland, MA 01721

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