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Ashland, MA Homes for Sale

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  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /42

    $999,900

    • 4 Beds
    • 2.5 Baths
    • 2,434 Sq Ft

    15 Bellmore Rd, Framingham, MA 01702

    This beautifully crafted 4-bedroom, 2.5-bath new construction offers the perfect blend of style, space, and comfort. Featuring high ceilings and Red Oak hardwood floors throughout, the open floor plan includes a stunning chef’s kitchen with quartz countertops, a large island, and high-end appliances that flows into a spacious living area—ideal for entertaining.The home also features formal living

    Maria Bixho Centre Realty Group

    15 Bellmore Rd, Framingham, MA 01702
  • /42

    $449,900 Open Sat 11AM - 12:30PM

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

    72 Meeting House Path, Ashland, MA 01721

    Experience modern comfort & timeless style at 72 Meetinghouse Path in Ashland. This impeccably maintained 3-bedroom, 2-bath condominium combines quality updates w/ elegant design. The kitchen, refreshed in 2023, features new stainless appliances & stylish finishes that complement the open, light-filled living & dining areas adorned w/ gleaming hardwood floors. Upstairs, two spacious bedrooms

    Tiffany McDonald Lamacchia Realty, Inc.

    72 Meeting House Path, 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
  • /39

    $460,000

    • 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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /42

    $1,025,000

    • 2 Beds
    • 3.5 Baths
    • 3,258 Sq Ft

    71 Weston Ln Unit 71, Hopkinton, MA 01748

    High-end luxury awaits at "The Trails," one of Hopkinton's most coveted, 55+ active communities (at least one owner). This 4-year-young, attached townhome provides over 3,000 SF of designer-inspired living space, including a finished walkout lower level. The residence is truly exceptional, boasting over $132,000 in custom upgrades beyond the builder’s spec. Architectural details like elegant

    Erika Steele RE/MAX Executive Realty

    71 Weston Ln Unit 71, Hopkinton, MA 01748
  • /27

    $885,000

    • 2 Beds
    • 2.5 Baths
    • 2,277 Sq Ft

    13 Birkdale Ln Unit 13, Hopkinton, MA 01748

    Georgous 55+ townhouse in The Trails-Hopkinton! This beautiful home offers first floor living if preferred. It has rich dark hardwood floors, a wonderful gourmet kitchen, large open floor plan, a spacious primary bedroom with en-suite, a large deck for enjoying the fabulous weather, and laundry all on the main level! Upstairs you will find an additional large sitting area/office space, a second

    Sue Sindoni Keller Williams Elite

    13 Birkdale Ln Unit 13, Hopkinton, MA 01748
  • /33

    $989,000

    • 2 Beds
    • 2.5 Baths
    • 2,274 Sq Ft

    10 Waterville Ln Unit 10, Hopkinton, MA 01748

    The Reserve at The Trails in Hopkinton is our 4th and final phase. It combines a rich farmland setting with the modern amenities designed for carefree living. Constructed with quality products and fine craftsmanship, the luxurious townhomes are designated for residents 55 + years. Owners can choose from two different floor plans with option to finish additional space in the basement and/or add a

    Karen Belniak Realty Executives Boston West

    10 Waterville Ln Unit 10, Hopkinton, MA 01748
  • /22

    $1,049,000

    • 2 Beds
    • 2.5 Baths
    • 2,510 Sq Ft

    4 Waterville Ln Unit 4, Hopkinton, MA 01748

    The Reserve at The Trails(phase 4) in Hopkinton combines a rich farmland setting with the modern amenities designed for carefree living. Constructed with quality products and fine craftsmanship, the luxurious townhomes in Phase 4 are designated for residents 55 years. Owners can choose from two different floor plans that vary from 2,274 sq ft to 2,500 sq ft with option to finish additional space

    Philip Ottaviani Realty Executives Boston West

    4 Waterville Ln Unit 4, Hopkinton, MA 01748

Why Live in Ashland

Ashland, MA, situated in the MetroWest region, offers a quintessential suburban lifestyle just under 30 miles from Boston. The town features a variety of Colonial Revival homes, including contemporary custom styles in Wildwood Estates and grand traditional styles in Liberty Estates. Smaller split-level homes, Cape Cods, and 1960s cottages are also prevalent, often set on modest lots with established trees. Ashland is known for its top-rated schools, including Henry Warren Elementary, David Mindness Elementary, Ashland Middle School, and Ashland High School, all part of the highly rated Ashland Public Schools district. The town's crime rate is lower than the national average, contributing to its appeal.

Ashland boasts ample green spaces, such as the 600-acre Ashland Town Forest with six miles of trails, and Ashland State Park, popular for swimming, kayaking, and fishing. Mill Pond Park offers a scenic 1.5-acre area surrounding the 120-acre Mill Pond. For indoor activities, Dr. Green’s Golf and Entertainment provides a golf simulation experience. The local culinary scene includes Stone’s Public House, Ashland Ale House, and Erica’s on Front Street, offering diverse dining options. Nearby grocery stores like Market Basket and Shaw’s meet everyday needs, while shopping plazas in neighboring Framingham provide extensive retail options.

Community engagement is strong, with the Ashland Public Library hosting events such as writing workshops and craft days. The Ashland Farmers Market and the Corner Spot venue offer additional opportunities for local interaction. Commuting is convenient with Ashland Station providing rail access between Worcester and Boston, making it an attractive option for those working in the city.

Frequently Asked Questions

What is the average home price in Ashland, MA?
Homes for sale in Ashland, MA have an average home price of $725,872.
How many homes have sold over the last 12 months in Ashland, MA?
182 homes have sold in Ashland, MA over the last 12 months.
What are the most popular zip codes in Ashland, MA?
The most popular zip codes in Ashland, MA include 01721, 01702, 01748, 01746 and 01772.
How much do you need to make to afford a house in Ashland?
The median home price in Ashland is $650,000. If you put a 20% down payment of $130,000 and had a 30-year fixed mortgage with an interest rate of 6.22%, your estimated principal and interest payment would be $3,190 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $137K a year to afford the median home price in Ashland.
How are the schools in Ashland, MA?
Ashland, MA has highly rated public and private schools. Some of the best schools in Ashland based on Niche Grades are Albert S. Woodward Memorial School, Dover-Sherborn Regional High School and Hopkinton High School. Browse all the schools in Ashland, MA to learn more.

Home Trends in Ashland, MA

Housing Trends

Median Sale Price
$667,500
Median Single Family Sale Price
$762,000
Median Townhouse Sale Price
$668,000
Median 2 Bedroom Sale Price
$592,500
Median 1 Bedroom Sale Price
$362,000
Average Price Per Sq Ft
$353
Number of Homes for Sale
28
Last 12 months Home Sales
182
Months of Supply
1.80
Median List Price
$650,000
Median Change From 1st List Price
-2%
Median Home Sale Price YoY Change
8%
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