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Ashland, MA Homes for Sale

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  • /42

    $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
  • /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
  • /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

    $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
  • /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
  • /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
  • /33

    $575,000

    • 3 Beds
    • 2 Baths
    • 1,564 Sq Ft

    203 Pleasant St, Ashland, MA 01721

    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 seamlessly into the eat-in kitchen, ideal

    Scott Bascom eXp Realty

    203 Pleasant St, Ashland, MA 01721
  • /27

    $509,900

    • 2 Beds
    • 2.5 Baths
    • 1,344 Sq Ft

    157 Leland Farm Rd, Ashland, MA 01721

    Welcome to this beautifully maintained townhouse in Ashland’s desirable Ledgemere Condominiums. This spacious home features two large bedrooms, each with its own full bathroom and generous closet space. The primary bedroom offers a new modern vanity, updated lighting, and a walk-in closet.The tiled entryway opens to a warm and inviting living room with gleaming hardwood floors and a cozy

    Sharada Kunam Foemmel Fine Homes

    157 Leland Farm Rd, Ashland, MA 01721
  • /38

    $449,000

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

    277 Meeting House Path, Ashland, MA 01721

    Seller to pay ALL 2026 special assessment! Impeccably maintained and updated 2 bedroom condo with an extra room on main floor (den or guest room). 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 Premier Team Realty Executives Boston West

    277 Meeting House Path, Ashland, MA 01721
  • /37

    $749,000

    • 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
  • /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
  • /26

    $1,540,000

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

    9 Adams Rd, Ashland, MA 01721

    Stunning new construction 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 suite with walk-in closet, private bath,

    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
  • /35

    $599,900

    • 3 Beds
    • 2 Baths
    • 2,208 Sq Ft

    116 Waverly St, Ashland, MA 01721

    Welcome home to this charming New England Cape with 3 bedrooms and 2 full baths. Enjoy gleaming hardwood floors throughout with a dine-in kitchen that features granite countertops, SS appliances, gas cooking, and a breakfast bar perfect for entertaining! The first floor also offers a bedroom, home office, sunroom, and full bath with laundry hookups, while the cozy living room features a bow

    Brittany Salituro Lamacchia Realty, Inc.

    116 Waverly 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
  • /26

    $639,000

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

    158 Algonquin Trail, Ashland, MA 01721

    Happy Holidays . .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

    Diane B. Sullivan Coldwell Banker Realty - Framingham

    158 Algonquin Trail, Ashland, MA 01721
  • /27

    $624,900

    • 4 Beds
    • 1.5 Baths
    • 1,456 Sq Ft

    12 Alfred Rd, Ashland, MA 01721

    Move right into this updated 4 bedroom Cape with a one car attached garage! This home is located in a nice neighborhood on a dead end street abutting acres of wooded town land and close to everything including the elementary school, downtown, commuter train station, and highway access. Updated eat in kitchen with granite counters and tile backsplash opens to an enclosed porch! Refinished hardwood

    Craig Morrison Realty Executives Boston West

    12 Alfred Rd, Ashland, MA 01721
  • /19

    $456,000

    • 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
  • /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
  • /22

    $600,000

    • 4 Beds
    • 2 Baths
    • 1,788 Sq Ft

    25 Prospect St, Ashland, MA 01721

    Welcome to 25 Prospect St — a spacious 4-bedroom, 2-bath home in the heart of Ashland. Tastefully remodeled in 2001 and freshly painted throughout, this inviting property features two cozy fireplaces, a bright and open layout, and generous living space perfect for entertaining. Enjoy a large backyard, ample parking, and a convenient location near schools, parks, and major commuter routes. A true

    Alefe Oliveira Boston One Realty Group Inc

    25 Prospect St, Ashland, MA 01721
  • /22

    $1,129,000

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

    30 Waterville Ln Unit 30, 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

    30 Waterville Ln Unit 30, Hopkinton, MA 01748
  • /27

    $879,000

    • 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
  • /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 REMAX Executive Realty

    71 Weston Ln Unit 71, Hopkinton, MA 01748
  • /33

    $989,000

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

    14 Waterville Ln Unit 14, 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

    14 Waterville Ln Unit 14, 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 $724,274.
How many homes have sold over the last 12 months in Ashland, MA?
172 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, 01772 and 01746.
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 6.18%, your estimated principal and interest payment would be $3,180 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $136K a year to afford the median home price in Ashland. Learn how much home you can afford with our Home Affordability Calculator.
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 Dover-Sherborn Regional High School, Elmwood Elementary 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
$666,000
Median Single Family Sale Price
$760,000
Median Townhouse Sale Price
$668,000
Median 2 Bedroom Sale Price
$597,500
Median 1 Bedroom Sale Price
$353,500
Average Price Per Sq Ft
$358
Number of Homes for Sale
20
Last 12 months Home Sales
172
Months of Supply
1.40
Median List Price
$650,000
Median Change From 1st List Price
-1%
Median Home Sale Price YoY Change
8%
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