7,943

Ashland, MA Homes

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  • /41

    $750,000 Pending

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

    12 Braeburn Ln, Ashland, MA 01721

    Welcome to this sprawling free standing town home in Cookingham Greene that offers comfort, convenience, & a beautiful setting. This spacious 2-bedroom, 2.5-bathroom home features gleaming refinished hardwood floors & sun-filled rooms. The open-concept kitchen boasts ample cabinetry, brand new refrigerator & seamlessly connects to the dining area & inviting family room, complete with a gas

    Kathleen McBride RE/MAX Executive Realty

    12 Braeburn Ln, Ashland, MA 01721
  • /18

    $3,200 total monthly price

    • 2 Beds
    • 2.5 Baths
    • 2,000 Sq Ft
    • Townhouse for Rent

    369 Captain Eames Cir, Ashland, MA 01721

    Spacious and bright 2,000 sq ft townhouse available for rent in the desirable Captain Eames Circle community in Ashland, MA. This home offers 2 bedrooms, 2.5 bathrooms, plus two versatile additional rooms—one on the first level and one in the finished basement—perfect for an office, guest space, or playroom.The main level features an open-concept living and dining area, a well-appointed

    369 Captain Eames Cir, 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
    • /23

      Est $504,377 Not Listed For Sale

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

      259 Trailside Way, Ashland, MA 01721

      259 Trailside Way, Ashland, MA 01721
  • /31

    $599,900

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

    8 Roberts Rd, Ashland, MA 01721

    Welcome to 8 Roberts Road, where modern comfort meets easy living in one of Ashland’s more desirable neighborhoods. This updated Cape blends classic charm with today’s convenience and style. Enjoy a bright open layout with a modern kitchen featuring quartz counters, white cabinetry, and soft-close drawers flowing into a dining area and sun-filled living room with cozy fireplace. The first floor

    Donald Richmond Gold Key Realty LLC

    8 Roberts Rd, 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
  • /33

    $575,000 Sold Oct 21, 2025

    • 1,247 Sq Ft
    • $461/SF
    • 8 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1955

    26 Wenzell Rd, Ashland, MA 01721

    This "move in ready home" is set in a nice neighborhood on an awesome lot with beautiful curb appeal and the backyard of your dreams! Located just minutes to the commuter train station, highway access, shopping, restaurants, parks, and schools. Updated kitchen with granite counters and stainless steel appliances. The family room has new vinyl plank flooring, wood stove, pass through to the

    Craig Morrison Realty Executives Boston West

    26 Wenzell Rd, Ashland, MA 01721
    • /25

      Est $491,931 Not Listed For Sale

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

      251 Trailside Way, Ashland, MA 01721

      251 Trailside Way, Ashland, MA 01721
  • /39

    $470,000

    • 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
  • /25

    $3,000 total monthly price

    • 2 Beds
    • 2.5 Baths
    • 2,053 Sq Ft
    • Townhouse for Rent

    227 Captain Eames Cir, Ashland, MA 01721

    Welcome to your new home! This beautifully designed 3-story townhouse features 2 spacious bedrooms and 2.5 modern baths, perfect for comfortable living. Enjoy the convenience of a tandem garage with additional off-street parking, making life a breeze. Inside, you'll find an inviting open floor plan bathed in natural light. The well-appointed kitchen flows seamlessly into the dining and living

    227 Captain Eames Cir, Ashland, MA 01721
  • /27

    $955,000 Sold Oct 20, 2025

    • 2,258 Sq Ft
    • $423/SF
    • 4 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1991

    55 Sudbury Rd, Ashland, MA 01721

    Farmhouse Colonial blends timeless charm with modern updates in a prime Ashland location. A vaulted family room with wood-burning fireplace opens to a renovated kitchen with quartz counters, white cabinetry, and a custom bar. Upstairs are three bedrooms with expansion potential over the garage, while the walk-out lower level offers a 4th bedroom with private entrance and unfinished flex space.

    Christine Norcross William Raveis R.E. & Home Services

    55 Sudbury Rd, Ashland, MA 01721
    • /41

      Est $528,047 Not Listed For Sale

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

      30 Meeting House Path, Ashland, MA 01721

      30 Meeting House Path, Ashland, MA 01721
  • /42

    $675,000

    • 3 Beds
    • 2 Baths
    • 2,342 Sq Ft

    638 Main St, Ashland, MA 01721

    Imagine a fully updated cape within walking distance to downtown, the Marathon and Ashland state park trails. From the moment you pull in you see the fully mature landscaped yard with outdoor decks and gorgeous garden areas. The first floor features an eat in kitchen, dining room, living room, full bath and expansive sunroom. Second floor showcases three bedrooms with an expansive primary bedroom

    Graham Pettengill ERA Key Realty Services- Fram

    638 Main St, Ashland, MA 01721
  • /26

    $3,100 total monthly price

    • 3 Beds
    • 1 Bath
    • 1,298 Sq Ft
    • Apartment for Rent

    92 Central St Unit 92, Ashland, MA 01721

    Exceptional Rental Opportunity in Vibrant Ashland! This beautifully updated 3-bed, 1-bath apartment combines modern amenities with timeless charm. Recent improvements include fresh paint throughout, new kitchen cabinets/quartz countertops/backsplash, new carpet, new dishwasher, and new in-unit washer and dryer. The property has also undergone recent de-leading - Letter of Full Compliance

    Annie Pfaff Gibson Sotheby's International Realty

    92 Central St Unit 92, Ashland, MA 01721
  • /41

    $735,000 Sold Oct 20, 2025

    • 1,803 Sq Ft
    • $408/SF
    • 7 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1963

    43 Oregon Rd, Ashland, MA 01721

    ACCEPTED OFFER - OPEN HOUSE CANCELLED. Welcome to this stunning single-family home that was completely remodeled in 2023 and offers a perfect blend of modern luxury and comfort. The open-concept kitchen is a chef's dream, featuring granite counters, stainless steel appliances, designer fixtures, and a waterfall island. The main level features hardwood floors, custom window treatments, dimmer

    Ethan Forrest The Aland Realty Group LLC

    43 Oregon Rd, Ashland, MA 01721
    • /28

      Est $466,629 Not Listed For Sale

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

      54 Meeting House Path, Ashland, MA 01721

      54 Meeting House Path, Ashland, MA 01721
  • /21

    $495,000

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

    67 Spyglass Hill Dr, Ashland, MA 01721

    Located in Scenic Spyglass Hill this truly turnkey opportunity awaits. This 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 connected via the kitchen and living room. Large eat-in kitchen with stainless appliances, featuring gas range and double oven combo awaits your finishing touches.

    William O'Hearn Lucie Realty

    67 Spyglass Hill Dr, Ashland, MA 01721
  • /14

    $3,000 total monthly price

    • 2 Beds
    • 2.5 Baths
    • 1,731 Sq Ft
    • Condo for Rent

    119 Spyglass Hill Dr Unit 119, Ashland, MA 01721

    Gleaming hardwood floors in kitchen, dining room and living room. Sliders to deck from dining room or living room. Dishwasher, disposal, refrigerator, microwave, washer, dryer and central air. Per Eversource current tenant average usage for electricity is $210 per month and gas $120 per month. A desirable location close to shopping and restaurants. This is easy to see even though occupied..

    Bill Gath Realty Executives Boston West

    119 Spyglass Hill Dr Unit 119, Ashland, MA 01721
  • /36

    $775,000 Sold Oct 15, 2025

    • 2,215 Sq Ft
    • $350/SF
    • 3 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1961

    21 Rosebay Dr, Ashland, MA 01721

    What a gem! This updated three-bedroom, multi-level home is situated on a beautiful wooded lot in a quiet cul-de-sac in Ashland. You enter into the main level and are greeted by a spacious living room with a wood-burning fireplace. The dining room has original built-in corner cabinets. The newly renovated kitchen is the perfect place to host your friends and family. The upper floor level

    Caren Mulcunry RE/MAX Executive Realty

    21 Rosebay Dr, Ashland, MA 01721
    • /27

      Est $481,303 Not Listed For Sale

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

      87 Meeting House Path, Ashland, MA 01721

      87 Meeting House Path, Ashland, MA 01721
  • /32

    $480,000

    • 2 Beds
    • 2.5 Baths
    • 1,785 Sq Ft

    23 Spyglass Hill Dr, Ashland, MA 01721

    OH 11/1, 12:30-2:30 - Major Price Improvement- Welcome to Spyglass Hill - A wonderful community w/all your needs moments away! Fantastic sun filled freshly painted townhouse offering spacious rooms throughout including a fireplaced living room, grand dining room perfect for entertaining large gatherings & a fully applianced eat-in-kitchen all of which have access to the private deck to extend

    Anne Silverman LAER Realty Partners

    23 Spyglass Hill Dr, Ashland, MA 01721
  • /19

    $3,000 total monthly price

    • 2 Beds
    • 2.5 Baths
    • 2,159 Sq Ft
    • Apartment for Rent

    138 Algonquin Trail, Ashland, MA 01721

    Beautiful sunlit townhouse located in one of Ashland’s most sought-after neighborhoods, offering easy access to shopping centers, state parks, & convenient commuter routes to Boston/Worcester. The first level features an open floor plan with hardwood flooring throughout the living/dining areas, a cozy gas fireplace, a half bath, and a spacious kitchen with abundant cabinetry that opens onto a

    Ujwala Pawnarkar Keller Williams Boston MetroWest

    138 Algonquin Trail, Ashland, MA 01721
  • /30

    $830,000 Sold Oct 14, 2025

    • 2,484 Sq Ft
    • $334/SF
    • 5 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1976

    89 Thomas St, Ashland, MA 01721

    Discover this unique and incredible property that just makes you feel right at home. Enjoy this 3-4 bedroom home with a wood fireplace in the primary bedroom suite. You will love the formal living room and dining room where a slider opens to a large sun room. This huge sun porch leads out to the luxurious pool area. The salt water vinyl built pool is heated.The entire yard is surrounded by

    Amy Wright Shea eXp Realty

    89 Thomas St, Ashland, MA 01721
    • /28

      Est $499,586 Not Listed For Sale

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

      77 Meeting House Path, Ashland, MA 01721

      77 Meeting House Path, Ashland, MA 01721
  • /38

    $449,000

    • 3 Beds
    • 2.5 Baths
    • 1,456 Sq Ft

    277 Meeting House Path, Ashland, MA 01721

    Seller to pay ALL 2026 special assessment! Impeccable and updated 2 bedroom condo with an extra room on main floor (den with closet). The tiled entryway leads into the impeccable hardwood floors in the living room, den, dining area and kitchen. The updated kitchen offers stainless steel appliances, granite countertops and white cabinetry w/ access to the exclusive use stone patio. The full bath

    The Premier Team Realty Executives Boston West

    277 Meeting House Path, Ashland, MA 01721
  • /11

    $3,400 total monthly price

    • 3 Beds
    • 1 Bath
    • 1,087 Sq Ft
    • House for Rent

    7 Tufts St, Ashland, MA 01721

    A very private location! Nearby to all main routes: A side entry enclosed porch enters in to the kitchen in the works of being totally renovated w all new appliances! A perfect 3 Bedroom 1 full bath, freshly painted and totally renovated! Lovely living area with fireplace. Lower level offers an oversized family area & exercise area w washer & dryer hookups. Professionally landscape grounds!

    Jodie Zinna Coldwell Banker Realty - Wellesley

    7 Tufts St, Ashland, MA 01721
  • /30

    $590,000 Sold Oct 09, 2025

    • 1,988 Sq Ft
    • $297/SF
    • 10 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1984

    28 Kings Row, Ashland, MA 01721

    This house offers the opportunity to live in a great neighborhood on a quiet street, with the back of the property abutting the Ashland Town Forest. Nearby access to Route 495, Route 9, and the Mass Pike. The Ashland T Station is less than one mile away. With a recently updated kitchen and hardwood floors in the living room, dining room, and bedrooms, with a little bit of tlc this will be a

    Joanna Tomasz Howe Allen Realty

    28 Kings Row, Ashland, MA 01721
    • /21

      Est $503,428 Not Listed For Sale

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

      251 Meeting House Path, Ashland, MA 01721

      251 Meeting House Path, Ashland, MA 01721
  • /33

    $575,000

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

    203 Pleasant St, Ashland, MA 01721

    10/12 TODAY OPEN HOUSE HAS BEEN CANCELED! Welcome to this delightful 3-bedroom, 1-bath single-family home nestled in a quiet, desirable neighborhood in Ashland. This lovingly maintained property offers comfort, flexibility, and room to grow perfect for first-time buyers, downsizers, or anyone looking to add their personal touch. Step inside to find a bright and inviting living space that flows

    Scott Bascom eXp Realty

    203 Pleasant St, Ashland, MA 01721
  • /18

    $3,500 total monthly price

    • 3 Beds
    • 2 Baths
    • 1,312 Sq Ft
    • House for Rent

    141 Myrtle St, Ashland, MA 01721

    This pristine home is a sight to behold. Gleaming hardwood floors with freshly painted walls and well located. Recent renovations include the addition of a large farmers porch on the front and a newly paved driveway. It includes a back yard shed and Landlord is responsible for lawn care.This home has a large L shaped deck the two sections being 16 x 16 and 13 x 6. A full unfinished basement.

    Bill Gath Realty Executives Boston West

    141 Myrtle St, Ashland, MA 01721
  • /38

    $1,175,000 Sold Oct 09, 2025

    • 3,000 Sq Ft
    • $392/SF
    • 5 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2000

    26 Hardwick Rd, Ashland, MA 01721

    Welcome to 26 Hardwick Road, a beautifully crafted colonial home set on an acre of land in one of Ashland’s most desirable neighborhoods. The first floor features a vaulted ceiling living room with a wood-burning fireplace, an open-plan kitchen with an eat-in area plus, a bright dining room, & a private office! The expansive deck and patio provide additional outdoor living space for you to enjoy.

    Caren Mulcunry RE/MAX Executive Realty

    26 Hardwick Rd, Ashland, MA 01721
    • /26

      Est $537,492 Not Listed For Sale

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

      113 Mountain Gate Rd, Ashland, MA 01721

      113 Mountain Gate Rd, Ashland, MA 01721
  • /41

    $498,000

    • 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
  • /41

    $2,250 total monthly price

    • 2 Beds
    • 1 Bath
    • 1,104 Sq Ft
    • Condo for Rent

    50-52 Alden St Unit 2, Ashland, MA 01721

    You're going to want to jump at this opportunity to live in a spacious second floor, 2 bedroom, 1 bathroom apartment in the heart of lively Ashland. The roomy living room is the heart of the home joining the kitchen to both bedrooms. While entertaining, you'll always be at the heart of the conversation in the large eat-in kitchen that is open to the living room. The main bedroom hosts a bonus

    Robert Shen StartPoint Realty

    50-52 Alden St Unit 2, Ashland, MA 01721
  • /24

    $465,000 Sold Oct 03, 2025

    • 1,528 Sq Ft
    • $304/SF
    • 21 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1982

    297 Meeting House Path, Ashland, MA 01721

    Welcome to this well maintained 3-beds, 2-baths townhouse!! The main level offers a modern kitchen with granite countertops & backsplash, stainless steel appliances, seamlessly flowing into a sun-filled dining/living area with a new sliding door leading to a private balcony—perfect for morning coffee. A full bathroom and a versatile bedroom, currently used as a home office, complete the first

    Cristina Faria Coldwell Banker Realty - Worcester

    297 Meeting House Path, Ashland, MA 01721
    • /31

      Est $488,589 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,456 Sq Ft

      285 Meeting House Path, Ashland, MA 01721

      285 Meeting House Path, Ashland, MA 01721
  • /17

    $500,000

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

    9 Olive St, Ashland, MA 01721

    The Otis Cole House, one of the first Greek Revival homes in Ashland & former start to the Boston Marathon, is now for sale for the first time in decades. Sitting on 1.49 acres, this corner lot is located steps from the Ashland Community Center, Ashland State Park, & 2mi from Commuter Rail, is an excellent opportunity for a builder’s next project. The existing home, built in the 1850s, carries

    Justin Rollo Signal Real Estate

    9 Olive St, Ashland, MA 01721
  • /37

    $810,000 Sold Sep 29, 2025

    • 2,128 Sq Ft
    • $381/SF
    • 3 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 2009

    12 Windsor Dr, Ashland, MA 01721

    Beautifully maintained split-level home built in 2009, offering a modern layout in terrific location. The main level features hardwood floors, high ceilings, abundant natural sunlight and an open floor plan. The bright & cheery kitchen offers granite counters, center island, newer cabinets and refrigerator. The large living room with propane fireplace opens to the dining room with tray ceiling

    Lisa Paulette Coldwell Banker Realty - Framingham

    12 Windsor Dr, Ashland, MA 01721
    • /32

      Est $503,887 Not Listed For Sale

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

      65 Mountain Gate Rd, Ashland, MA 01721

      65 Mountain Gate Rd, Ashland, MA 01721
  • /33

    $489,900

    • 3 Beds
    • 1 Bath
    • 1,376 Sq Ft

    13 Clark St, Ashland, MA 01721

    This property has SO MUCH potential but best of all is the amazing location! Walk to downtown and just minutes to the train station, shopping, restaurants, Ashland State Park, schools, and highway access. Situated in a nice neighborhood with an absolutely beautiful level yard, this home has charm AND character and plenty of room for seating on the front porch! Spacious living room with hardwood

    Craig Morrison Realty Executives Boston West

    13 Clark St, Ashland, MA 01721

Showing Results 41 - 80, Page 2 of 18

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