7,942

Ashland, MA Homes

Section Image
  • /26

    $899,000

    • 3 Beds
    • 2.5 Baths
    • 2,354 Sq Ft

    20 Mulhall Dr, Ashland, MA 01721

    Tucked away at the end of a quiet cul-de-sac, this beautifully updated and energy-efficient home offers comfort, flexibility, and long-term savings—perfect for those seeking privacy and a peaceful lifestyle. Major 2018 upgrades include a new roof, HVAC, electrical, and hardwood floors. The finished lower level expands your living space with a spacious family room, guest bedroom, playroom, and

    Frederica Tassis Century 21 North East

    20 Mulhall Dr, Ashland, MA 01721
  • /33

    $2,367 - $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! Visit us Today! 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

    100 Chestnut St, Ashland, MA 01721
  • /40

    $787,400 Sold Oct 31, 2025

    • 2,313 Sq Ft
    • $340/SF
    • 12 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1977

    23 Teller Dr, Ashland, MA 01721

    Tucked into one of Ashland’s sought-after neighborhoods on a wooded lot, this expanded split-level blends charm and convenience—just minutes to major routes and the MBTA. The open-concept main level features cathedral ceilings, hardwood floors, and a slider to a large deck. The kitchen boasts granite counters, custom cabinets, and modern appliances. The primary suite offers a private bath,

    Rob Daly Realty Executives Boston West

    23 Teller Dr, Ashland, MA 01721
    • /33

      Est $716,021 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
  • /41

    $799,900

    • 3 Beds
    • 2.5 Baths
    • 1,884 Sq Ft

    17 Stagecoach Dr, Ashland, MA 01721

    Well maintained single family raised ranch with newly refinished gleaming hardwood floors, cathedral ceilings, living room with a brick fireplace, eat in kitchen with granite countertops and stainless steel appliances, dining room with a slider to the private back deck with steps down to a patio and backyard. Hallway leads to main full bath, main bedroom with a full bath and two more bedrooms!

    Scott Hughes New Dover Associates, Inc.

    17 Stagecoach Dr, Ashland, MA 01721
  • /25

    $3,100 total monthly price

    • 2 Beds
    • 2.5 Baths
    • 2,012 Sq Ft
    • Apartment for Rent

    345 Captain Eames Cir Unit 345, Ashland, MA 01721

    Charming sunny townhouse located in a highly desirable community. Conveniently close to shopping, trails, state parks, MBTA to Boston &Worcester. The 1st level features an open floor plan with a hardwood-floored living & dining area, a gas fireplace, a half bath, & a spacious kitchen equipped with granite counters, ample cabinetry and stainless steel appliances. The kitchen opens to a large deck.

    Ujwala Pawnarkar Keller Williams Boston MetroWest

    345 Captain Eames Cir Unit 345, Ashland, MA 01721
  • /40

    $770,000 Sold Oct 30, 2025

    • 2,080 Sq Ft
    • $370/SF
    • 7 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1996

    9 South St, Ashland, MA 01721

    Welcome to this beautifully maintained center entrance colonial, perfect blend of classic charm and modern finishes. This 4 bedroom, 2.5 bath home is truly in a nature lover's paradise. Very close distance you will find Ashland Woods,120 acres of natural beauty, an ideal place to hike and enjoy nature. Less than 2 minutes away is the Ashland Reservoir where you can kayak, swim and fish, and hike

    John Szolomayer RE/MAX Executive Realty

    9 South St, Ashland, MA 01721
    • /12

      Est $686,987 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
  • /32

    $519,000

    • 2 Beds
    • 2.5 Baths
    • 1,967 Sq Ft

    102 Captain Eames Cir, Ashland, MA 01721

    Located in the desirable Starlight Village, this 2-bedroom tri-level townhouse awaits you. The 1st-floor features an open concept floorplan including a cozy living room with fireplace, a 1/2 bathroom, dining area and a kitchen complete with peninsula and direct access to the deck. The 2nd-floor features 2 spacious bedrooms, each with vaulted ceilings and its own ensuite bath, including a primary

    Benjamin Hause Keller Williams Realty North Central

    102 Captain Eames Cir, Ashland, MA 01721
  • /60

    $2,400 - $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
  • /35

    $724,000 Sold Oct 30, 2025

    • 2,097 Sq Ft
    • $345/SF
    • 11 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1984

    16 Sherborne Cir, Ashland, MA 01721

    This 3-bedroom contemporary home is nestled in a nice, private, wooded area. Updates are many including the 4 windows in the living room - (Jul. 2021), new laminate floor in all three bedrooms- (Sept. 2022), new tankless water system - (Oct. 2023), new Heating/AC - (Nov.2024), new roof (Dec.2023), new attic Insulation - (Apr.2023) and deck painting - (July 2024). Fireplaced sky-lit living room w

    Arif Askerov Homes-R-Us Realty of MA, Inc.

    16 Sherborne Cir, Ashland, MA 01721
    • /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
  • /37

    $759,000

    • 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
  • /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
  • /35

    $1,075,000 Sold Oct 30, 2025

    • 3,000 Sq Ft
    • $358/SF
    • 10 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1997

    7 Albert Ray Dr, Ashland, MA 01721

    This well-maintained & updated residence is located in desirable Ballard Hill Estates. The impressive two-story foyer welcomes you to formal living and dining rooms. The spacious kitchen, remodel in 2022, features ample cabinetry, coffee station, pull-out shelving, quartz tops, vent hood, & built-in MW. The kitchen and the family room with a gas fireplace share an open floor plan. Sliding doors

    Paul Gustavson Realty Executives Boston West

    7 Albert Ray Dr, Ashland, MA 01721
    • /9

      Not Listed For Sale

      0 High St, Ashland, MA 01721

      0 High St, Ashland, MA 01721
  • /38

    $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
  • /29

    $2,024 - $2,563 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
  • /32

    $535,000 Sold Oct 29, 2025

    • 1,200 Sq Ft
    • $446/SF
    • 11 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1920

    265 Pleasant St, Ashland, MA 01721

    This beautifully maintained single-family residence offers a harmonious blend of comfort, style, and functionality. The welcoming open floor plan creates a natural flow throughout the home, with the kitchen serving as its true centerpiece. Here, shaker cabinets provide generous storage, a striking backsplash adds timeless character, and sleek stone countertops combine elegance with durability. A

    Justin Brown High End Homes Realty Group LLC

    265 Pleasant St, Ashland, MA 01721
    • /30

      Est $805,581 Not Listed For Sale

      • 2 Beds
      • 2.5 Baths
      • 1,808 Sq Ft

      34 Lantern Way Unit 34, Ashland, MA 01721

      34 Lantern Way Unit 34, Ashland, MA 01721
  • /2

    $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
  • /25

    $4,500 total monthly price

    • 4 Beds
    • 3.5 Baths
    • 2,200 Sq Ft
    • House for Rent

    1 Barry Dr, Ashland, MA 01721

    This beautiful home is now available for rent! Conveniently located in a nice neighborhood, set in a cul-de-sac just minutes from highway access, the train station and shopping. Walk to Mill Pond Park, the library, the Farmer's market and more! This home has 2,200 sqft of living space spread out over three levels, 4 bedrooms, 3.5 bathrooms, and a big yard with fruit trees and woods in the back.

    Craig Morrison Realty Executives Boston West

    1 Barry Dr, Ashland, MA 01721
  • /42

    $507,000 Sold Oct 24, 2025

    • 1,750 Sq Ft
    • $290/SF
    • 20 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1999

    145 Captain Eames Cir, Ashland, MA 01721

    Priced Below Assessment! Bring your vision and transform this gem into the ultimate home. Whether you're an investor or someone looking to build equity in a fantastic community, this is an opportunity you won’t want to miss! Discover the incredible potential of this bright and spacious 2-bedroom Coach-style condo at The Village of a Thousand Pines! This sought-after floor plan is the perfect

    Joseph Ferrazzi TRG Realty Services

    145 Captain Eames Cir, Ashland, MA 01721
    • /39

      Est $720,016 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,209 Sq Ft

      15 Shadow Creek Ln, Ashland, MA 01721

      15 Shadow Creek Ln, Ashland, MA 01721
  • /18

    $569,000

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

    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
  • /5

    $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
  • /40

    $1,160,000 Sold Oct 24, 2025

    • 2,670 Sq Ft
    • $434/SF
    • 25 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2003

    8 Pilgrim Rd, Ashland, MA 01721

    Tucked away on a quiet cul-de-sac adjacent to Framingham Country Club, this stunning turn-key home sits on a private 0.7-acre lot with an oversized deck & built-in gas fire pit—your own private oasis. The chef’s cherry kitchen with oversized island features granite counters & stainless steel appliances, flowing seamlessly into a modern family room with custom Lutron Grafik Eye lighting, a sleek

    Alison Klein RE/MAX Preferred Properties

    8 Pilgrim Rd, Ashland, MA 01721
    • /31

      Est $483,075 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,296 Sq Ft

      332 Trailside Way, Ashland, MA 01721

      332 Trailside Way, Ashland, MA 01721
  • /41

    $939,900 Pending

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

    6 New Castle Rd, Ashland, MA 01721

    This well maintained home is located in an awesome neighborhood with gorgeous landscaping close to everything including, shopping, restaurants, commuter train, state park, highway access, and schools! You're going to LOVE the layout of the main level! Huge eat-in kitchen with center island, hardwood floors, stainless steel appliances opens wide to a grand size family room with gas fireplace,

    Craig Morrison Realty Executives Boston West

    6 New Castle Rd, Ashland, MA 01721
  • /14

    $2,000 total monthly price

    • 2 Beds
    • 1 Bath
    • 800 Sq Ft
    • Apartment for Rent

    61 Alden St Unit A, Ashland, MA 01721

    2 Bedroom first floor apartment close to downtown Ashland. Parking for two cars. All brand new carpets. Hook ups for washer & electric dryer. Close to downtown Ashland businesses.

    Bill Gath Realty Executives Boston West

    61 Alden St Unit A, Ashland, MA 01721
  • /14

    $400,000 Sold Oct 22, 2025

    • 960 Sq Ft
    • $417/SF
    • 21 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1962

    107 Olive St, Ashland, MA 01721

    Contractor, Builder, or Handy Homeowner Alert! Don't miss this ideal opportunity to transform or personalize your next project—or create your dream home. This 5-room, 3-bedroom, 1-bath ranch offers a full basement and sits on a 2+ acre wooded lot, providing both privacy and potential. Conveniently located near Ashland State Park and just minutes from the Ashland Train Station, this property

    Stephen O'Loughlin Realty Executives

    107 Olive St, Ashland, MA 01721
    • /39

      Est $480,053 Not Listed For Sale

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

      340 Trailside Way, Ashland, MA 01721

      340 Trailside Way, Ashland, MA 01721
  • /23

    $569,900 Pending

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

    291 Captain Eames Cir, Ashland, MA 01721

    An exceptional opportunity to own one of the most desirable properties in Village of a Thousand Pines.Surrounded on 3 sides by a wooded nature preserv. Enter thru foyer lined w wall of windows,up stunning staircase to sundrenched main level.Floorplan features Beautiful engineered wood floors & fireplace in livingroom & diningroom, private deck off of cabinety packed kitchen w large island &

    Margaret Chassie Berkshire Hathaway HomeServices Commonwealth Real Estate

    291 Captain Eames Cir, Ashland, MA 01721
  • /25

    $2,273 - $4,126 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
  • /37

    $720,000 Sold Oct 22, 2025

    • 2,497 Sq Ft
    • $288/SF
    • 77 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 2016

    12 Queen Isabella Way Unit 12, Ashland, MA 01721

    Buyers withdrew due to personal reasons! Welcome to this bright, sunny 2016-built townhouse, the larger -2,497 sq. ft. in a sought-after neighborhood! A stunning double-height foyer opens to a spacious floor plan with hardwood floors, gas fireplace in living/dining, and an extended kitchen featuring granite counters, SS appliances, center island, breakfast nook, half bath, & laundry. Enjoy the

    Ujwala Pawnarkar Keller Williams Boston MetroWest

    12 Queen Isabella Way Unit 12, Ashland, MA 01721
    • /32

      Est $483,714 Not Listed For Sale

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

      321 Trailside Way, Ashland, MA 01721

      321 Trailside Way, Ashland, MA 01721
  • /28

    $520,000 Pending

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

    11 Voyagers Ln, Ashland, MA 01721

    Welcome to 11 Voyagers Lane in Ashland’s Pine Lake community! Set in a peaceful, tree-lined setting, this home offers an ideal blend of privacy and convenience with amazing access to Ashland State Park, the commuter rail, local shops, and top rated schools. The main level features a sprawling living room with fireplace and sliders to private deck, perfect for entertaining or unwinding. The well

    Charles Haritos Block Realty

    11 Voyagers Ln, Ashland, MA 01721
  • /15

    $1,950 total monthly price

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

    70 Higley Rd Unit 2, Ashland, MA 01721

    Available November 1st - Charming 2nd floor unit in a two family house set in a residential area of larger single family homes. This unit has a home office room (no door), one large bedroom, living room, kitchen and bathroom. Kitchen has a gas stove and refrigerator. Washer/dryer in basement are shared with the other tenants. Tenants pay for Gas/Electric/Cable. Backyard grass and BBQ grilling

    Lynn Schreiner Realty Executives Boston West

    70 Higley Rd Unit 2, Ashland, MA 01721
  • /42

    $1,100,000 Sold Oct 22, 2025

    • 3,692 Sq Ft
    • $298/SF
    • 56 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 1986

    1 New Castle Rd, Ashland, MA 01721

    Charming multi-generational Colonial in one of Ashland’s most desirable neighborhoods! Nestled on a beautiful corner lot, this spacious home includes main house & a 1st lvl in-law suite, ideal for extended family/convert to ADU rental. Enjoy the bright, expansive four-season sunroom, perfect for year-round entertaining. Step into the main house’s foyer, leading to a formal living/office, dining

    Ujwala Pawnarkar Keller Williams Boston MetroWest

    1 New Castle Rd, Ashland, MA 01721
    • /16

      Est $394,546 Not Listed For Sale

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

      285 Trailside Way, Ashland, MA 01721

      285 Trailside Way, Ashland, MA 01721

Showing Results 1 - 40, Page 1 of 18

Home Trends in Ashland, MA

Housing Trends

Median Sale Price
$667,500
Median Single Family Sale Price
$766,000
Median Townhouse Sale Price
$556,450
Median 2 Bedroom Sale Price
$585,000
Median 1 Bedroom Sale Price
$362,000
Average Price Per Sq Ft
$353
Number of Homes for Sale
31
Last 12 months Home Sales
186
Months of Supply
2.00
Median List Price
$650,000
Median Change From 1st List Price
-2%
Median Home Sale Price YoY Change
8%
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