Ashland, MA Homes

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  /37

  $639,900 Sold Sep 25, 2025

  • 1,960 Sq Ft
  • $326/SF
  • 5 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1995

  36 Arrowhead Cir, Ashland, MA 01721

  This townhome style condo is an absolute gem! Located in a desirable community within minutes of schools, shopping, restaurants, commuter train station, walking trails, Ashland State Park, and highway access. But wait until you step inside and see the new remodeled kitchen and bathrooms!! Enter into the two story foyer with huge windows that overlook a deck with private wooded views. Large

  Craig Morrison Realty Executives Boston West

  36 Arrowhead Cir, Ashland, MA 01721
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  /30

  Est $471,035 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,326 Sq Ft

  37 Mountain Gate Rd, Ashland, MA 01721

  37 Mountain Gate Rd, Ashland, MA 01721
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  /42

  $2,149,000 Open Sun 12PM - 1:30PM

  • 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
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  /42

  $467,500 Sold Sep 19, 2025

  • 1,456 Sq Ft
  • $321/SF
  • 63 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1982

  249 Meeting House Path, Ashland, MA 01721

  Welcome to 249 Meeting House Path—a beautifully maintained 3-bed, 2.5-bath condo with 1,456 sq ft in the pet-friendly Ledgemere Country Complex. The main level features new wall-to-wall carpet throughout (2023), a spacious living area, a large primary bedroom with 2.5 closets, refreshed bathrooms with modern finishes and new flooring (2025), and a kitchen with stainless steel appliances. Stay

  Steven Sanchez Keller Williams Boston MetroWest

  249 Meeting House Path, Ashland, MA 01721
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  /29

  Est $500,406 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,545 Sq Ft

  7 Mountain Gate Rd, Ashland, MA 01721

  7 Mountain Gate Rd, Ashland, MA 01721
• 

  

  /26

  $999,000

  • 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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  /40

  $740,000 Sold Sep 17, 2025

  • 2,232 Sq Ft
  • $332/SF
  • 15 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1965

  29 Ramblewood Dr, Ashland, MA 01721

  Here's your chance! This stunning family home has not been offered since 1969. This Colonial sits on .69 acres but also includes an additional .43 acre undevelopable lot, for a total of 1.12 acres. The diligence in the care of this home is evident from the second you drive up to the property. Meticulously maintained grounds including several mulched beds and beautiful shrubs adorn this home. A

  Kevin P. Walor, Esq. LAER Realty Partners

  29 Ramblewood Dr, Ashland, MA 01721
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  /37

  Est $771,922 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,340 Sq Ft

  3 Shady Hollow Path, Ashland, MA 01721

  3 Shady Hollow Path, Ashland, MA 01721
• 

  

  /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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  /42

  $891,000 Sold Sep 15, 2025

  • 2,239 Sq Ft
  • $398/SF
  • 19 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1996

  18 Rodman Rd, Ashland, MA 01721

  **Multiple Offers Received - Best and Final Due Wed @ 5pm** Tucked at the end of a cul-de-sac and surrounded by woods, this beautifully updated home offers privacy and comfort with custom high-end finishes throughout. The sunlit living room features cathedral ceilings and hardwood floors, flowing into the dining area and two-tiered deck. The kitchen offers granite counters, updated cabinetry, and

  Thiago Gomes Keller Williams Realty Boston Northwest

  18 Rodman Rd, Ashland, MA 01721
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  /36

  Est $677,423 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,488 Sq Ft

  358 Cedar St, Ashland, MA 01721

  358 Cedar St, Ashland, MA 01721
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  /33

  $485,000

  • 2 Beds
  • 1.5 Baths
  • 1,492 Sq Ft

  126 Mountain Gate Rd Unit 126, Ashland, MA 01721

  Welcome home to this beautifully updated condo, perfectly blending comfort and style! The open-concept kitchen and dining area showcase brand-new white shaker cabinets, stainless steel appliances, and recessed lighting. A sliding door off the dining space leads to a large front deck, ideal for morning coffee or evening relaxation. The bright, sun-filled living room features a cozy gas fireplace

  Jared Rowland Lamacchia Realty, Inc.

  126 Mountain Gate Rd Unit 126, Ashland, MA 01721
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  /33

  $599,000 Sold Sep 09, 2025

  • 1,260 Sq Ft
  • $475/SF
  • 6 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1952

  143 Prospect St, Ashland, MA 01721

  Nestled at 143 Prospect St, Ashland, MA, this single-family residence, with a new roof & central A/C offers an attractive property in a desirable location. Short distance to elementary school. The front-to-back living room invites relaxation and gatherings, featuring a fireplace as its focal point and a beamed ceiling that adds architectural interest. The kitchen offers stainless steel

  Joe Cali Cali Realty Group, Inc.

  143 Prospect St, Ashland, MA 01721
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  /42

  Est $875,331 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 3,378 Sq Ft

  343 Cedar St, Ashland, MA 01721

  343 Cedar St, Ashland, MA 01721
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  /6

  $1,599,000

  • 4 Beds
  • 4.5 Baths
  • 3,800 Sq Ft

  9 Adams Rd, Ashland, MA 01721

  Stunning new construction (photos for illustrative purposes only) offering exceptional style and functionality. The open-concept layout showcases a chef’s kitchen with high-end appliances, center island, and premium finishes. A mudroom with built-in bench adds everyday convenience. Soaring ceilings and abundant natural light enhance the spacious feel. The main level includes a luxurious primary

  Christine Norcross William Raveis R.E. & Home Services

  9 Adams Rd, Ashland, MA 01721
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  /39

  $700,000 Sold Sep 09, 2025

  • 1,998 Sq Ft
  • $350/SF
  • 39 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1964

  251 Main St, Ashland, MA 01721

  Attractive opportunity for an owner occupant or investor. A well maintained 3 family in nice condition. There are two 3 room 1 bedroom units and one 4 room 2 bedroom unit. There is separate heat and electric for all the units, there is a coin operated washer and dryer in the basement, there is ample parking for all the units and a nice yard. The property has a high walk score and is conveniently

  Charles Smerlas Coldwell Banker Realty - Waltham

  251 Main St, Ashland, MA 01721
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  /28

  Est $796,641 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,834 Sq Ft

  11 Edward Dr, Ashland, MA 01721

  11 Edward Dr, Ashland, MA 01721
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  /26

  $649,900

  • 2 Beds
  • 2.5 Baths
  • 2,256 Sq Ft

  158 Algonquin Trail, Ashland, MA 01721

  Our loss could be your opportunity! Step into this beautifully designed townhouse tucked in a private spot within the complex. The open floor plan welcomes you with gleaming hardwood floors and a seamless living/dining room anchored by a cozy gas fireplace—perfect for everyday comfort or entertaining friends. The kitchen stands out with abundant cabinetry, sleek granite countertops, and gas

  Diane B. Sullivan Coldwell Banker Realty - Framingham

  158 Algonquin Trail, Ashland, MA 01721
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  /39

  $565,000 Sold Sep 08, 2025

  • 1,103 Sq Ft
  • $512/SF
  • 4 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1950

  275 Cordaville Rd, Ashland, MA 01721

  This adorable 2 bedroom, 1+ bath ranch with hardwood flooring throughout has been extensively updated and is move-in ready! Recent upgrades include *NEW* roof, gutters, windows, hot water heater, oil tank, composite back deck, garage door and more! The kitchen was renovated in 2021 and includes upgraded stone countertops, a stainless-steel appliance package and exhaust fan. The dining area opens

  Jennifer Paratore Cordaville Realty

  275 Cordaville Rd, Ashland, MA 01721
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  /17

  Est $623,572 Not Listed For Sale

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

  188 Prospect St, Ashland, MA 01721

  188 Prospect St, Ashland, MA 01721
• 

  

  /19

  $479,000

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

  306 Trailside Way, Ashland, MA 01721

  Welcome to this beautifully maintained 2-bedroom, 2-bath condo located in desirable Spyglass Hill. This inviting home offers a range of recent upgrades, including newer carpet, water heater, washer and dryer, refrigerator, updated kitchen countertops, and refreshed bathroom fixtures, providing a move-in ready opportunity for its next owner. The condo includes two garage spaces in a convenient

  Boaz McMahon Blue Fin Realty

  306 Trailside Way, Ashland, MA 01721
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  /25

  $645,000 Sold Sep 05, 2025

  • 2,142 Sq Ft
  • $301/SF
  • 41 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 2011

  263 America Blvd Unit 263, Ashland, MA 01721

  Gorgeous townhouse in a coveted HOA, loaded with upgrades! Freshly painted with brand-new carpets, this north-facing gem offers 2 bedrooms, 2.5 baths & a 2-car tandem garage with EV charger. Enter through an elegant foyer with a sleek hardwood staircase leading to a bright living room with hardwood floors, a corner gas fireplace & abundant natural light. The generous tiled kitchen boasts granite

  JOHN SNYDER Redfin Corp.

  263 America Blvd Unit 263, Ashland, MA 01721
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  /18

  Est $497,387 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 792 Sq Ft

  7 Meadowbrook Ln, Ashland, MA 01721

  7 Meadowbrook Ln, Ashland, MA 01721
• 

  

  /42

  $1,749,900

  • 4 Beds
  • 4.5 Baths
  • 3,900 Sq Ft

  22 Irene Cir, Ashland, MA 01721

  HIGHLY DESIRABLE BRANDEIS UNIVERSITY LOCALE NEAR WESTON LINE! SPECTACULAR HIGH-END new construction home featuring a beautiful modern kitchen w/oversized island and hidden pantry, sunfilled living room w/fireplace, formal dining for entertaining, bright primary bedroom w/stunning full bath and walk-in-closet, fully finished lower level family room, office and separate full bath, ready to finish

  Dave DiGregorio Jr. Coldwell Banker Realty - Waltham

  22 Irene Cir, Ashland, MA 01721
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  /27

  $660,000 Sold Sep 05, 2025

  • 1,912 Sq Ft
  • $345/SF
  • 60 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1999

  11 Dianne Ln, Ashland, MA 01721

  AMAZING VALUE This charming Colonial home is a nature lover’s dream with perennial gardens that border both sides of driveway and near Hopkinton State Park, commuter rail, highway and shopping. Recently renovated kitchen with marble countertops and new appliances has access to a small deck and side yard. A cozy family room with a pellet stove, large dining room as well as a formal living room

  Lisa Paulette Coldwell Banker Realty - Framingham

  11 Dianne Ln, Ashland, MA 01721
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  /42

  Est $704,539 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,838 Sq Ft

  187 Prospect St, Ashland, MA 01721

  187 Prospect St, Ashland, MA 01721
• 

  

  /5

  $1,450,000

  • 4 Beds
  • 3.5 Baths
  • 2,900 Sq Ft

  1 Adams Rd, Ashland, MA 01721

  New Construction to be built. (Photos are illustrative to be built) This luxurious free-standing home offers the rare opportunity to select your own finishes. Meadows Edge at Whitney Farm is a distinctive community comprising both free-standing and attached luxury homes, nestled on 30 acres of serene conservation and meadow lands. Each meticulously crafted home boasts open floor plans, hardwood

  Christine Norcross William Raveis R.E. & Home Services

  1 Adams Rd, Ashland, MA 01721
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  /42

  $851,000 Sold Aug 29, 2025

  • 1,807 Sq Ft
  • $471/SF
  • 4 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 2019

  9 Old Stone Ln Unit 9, Ashland, MA 01721

  Welcome to The Lanterns at Warren Woods, a 55+ adult community & one of it's more nicely sited "Village 2" style homes, available for the 1st time since purchased pre-construction by its present owners. Once inside it offers true single level living w upgraded amenities including a fully applianced, easy to use kitchen w island, an offset powder room, primary bdrm w WiC & en suite bath, a foyer

  Ken Anslono Clients 1st Real Estate Services

  9 Old Stone Ln Unit 9, Ashland, MA 01721
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  /31

  Est $693,050 Not Listed For Sale

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

  183 Prospect St, Ashland, MA 01721

  183 Prospect St, Ashland, MA 01721
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  /33

  $639,900 Pending

  • 2 Beds
  • 2.5 Baths
  • 2,000 Sq Ft

  379 Captain Eames Cir, Ashland, MA 01721

  Welcome to this meticulously maintained, and beautifully updated multi-level townhouse in Ashland's Village of a Thousand Pines. This home features two spacious bedrooms, each with its own ensuite bath, including a primary suite with vaulted ceilings, walk-in closet, and fireplace. The finished lower level offers a flexible family room and dining area, ideal for relaxing or entertaining. The

  Mykayla Best Lamacchia Realty, Inc.

  379 Captain Eames Cir, Ashland, MA 01721
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  /34

  $625,000 Sold Aug 28, 2025

  • 1,744 Sq Ft
  • $358/SF
  • 6 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1959

  84 Pine Hill Rd, Ashland, MA 01721

  This charming cape style home is located in a nice neighborhood close to everything including the Ashland Town Forest, walk to downtown, minutes to the commuter train station, and highway access! Amazing outdoor space with a large deck that overlooks an awesome fenced-in backyard and patio with beautiful nature views! The main level has a living room with fireplace, dining room with built-in

  Craig Morrison Realty Executives Boston West

  84 Pine Hill Rd, Ashland, MA 01721
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  /33

  Est $729,000 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,792 Sq Ft

  5 South St, Ashland, MA 01721

  5 South St, Ashland, MA 01721
• 

  

  /41

  $650,000 Pending

  • 3 Beds
  • 2 Baths
  • 2,191 Sq Ft

  17 Sewell St, Ashland, MA 01721

  Move right into The Good Life with this easy to maintain home! Built in 2005, this open-concept contemporary offers 2,191 sqft of living space, including lower level bonus room perfect for home office/gym. A right-sized yard & driveway means less time working--more time relaxing! Enjoy the convenience of living just off Rte 126 alongside the serenity of being tucked away on a freshly paved

  The Icon Group Keller Williams Pinnacle MetroWest

  17 Sewell St, Ashland, MA 01721
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  /27

  $490,000 Sold Aug 28, 2025

  • 1,550 Sq Ft
  • $316/SF
  • 5 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1982

  122 Leland Farm Rd, Ashland, MA 01721

  Welcome to Ledgemere Country! Discover this wonderful 2-bedroom, 2-bathroom townhouse with a 1-car garage. Featuring upgraded flooring and windows, a modern kitchen with stainless steel appliances, recessed lighting, and renovated baths, every detail exudes quality. Relax on your deck overlooking the serene backyard, complete with the soothing sounds of a babbling brook. Positioned in a quiet

  Kathy Snyder Monument Realty LLC

  122 Leland Farm Rd, Ashland, MA 01721
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  /40

  Est $737,561 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,222 Sq Ft

  243 Olive St, Ashland, MA 01721

  243 Olive St, Ashland, MA 01721
• 

  

  /38

  $649,900 Pending

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

  43 Haven Way, Ashland, MA 01721

  Single-Family 55+ condo FRESHLY PAINTED TOP TO BOTTOM overlooking the woodlands/trails of Ashland State Park and next to the Ashland Senior Center! This spacious home boasts so much living space on just one floor, with additional space on the second floor. A comfortable first-floor den off the main entry has a vaulted ceiling and lovely arched window. Gleaming hardwood floors and a wood-burning

  Judi Teller Realty Executives Boston West

  43 Haven Way, Ashland, MA 01721
• 

  

  /22

  $679,000 Sold Aug 28, 2025

  • 2,230 Sq Ft
  • $304/SF
  • 6 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 2005

  3 America Blvd Unit 3, Ashland, MA 01721

  One of the largest available townhomes in the Americas comes with all the big-ticket updates already taken care of! Freshly painted with new carpeting (2025), heat pump & Bosch furnace (2021) hot water heater (2020), finished basement (2016) and more! Private, corner unit welcomes you with a double door entrance and dramatic 2-story foyer leading to OPEN-CONCEPT living. Hardwood floors, GAS

  Stephanie Sugden Compass

  3 America Blvd Unit 3, Ashland, MA 01721
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  /29

  Est $670,904 Not Listed For Sale

  • 5 Beds
  • 2 Baths
  • 1,776 Sq Ft

  78 Woodland Rd, Ashland, MA 01721

  78 Woodland Rd, Ashland, MA 01721
• 

  

  /41

  $489,900 Pending

  • 3 Beds
  • 1 Bath
  • 1,410 Sq Ft

  181 E Union St, Ashland, MA 01721

  Nestled on a spacious lot in a desirable Ashland neighborhood, this 1940-built home offers a rare opportunity to create your dream space. While the property does need updates and repairs, it features strong bones, character-filled details, and several key improvements including an updated furnace, newer windows, and a professionally installed TripleSafe sump pump system with battery backup. The

  The Best Buy Team Media Realty Group Inc.

  181 E Union St, Ashland, MA 01721
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  /37

  $930,000 Sold Aug 28, 2025

  • 3,088 Sq Ft
  • $301/SF
  • 111 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 2018

  585 Chestnut St, Ashland, MA 01721

  Welcome to this stunning 2018-built Colonial in Ashland, blending style, comfort, and an unbeatable location. Featuring 3 bedrooms, an office, and a newly finished basement, this home perfectly suits today’s modern lifestyle. The first floor is an entertainer’s dream with an oversized living room boasting a vaulted ceiling and gas fireplace, flowing seamlessly into the elegant white kitchen with

  The Madden Team Keller Williams Realty Boston Northwest

  585 Chestnut St, Ashland, MA 01721

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