Ashland Homes for Sale

Welcome to Ashland, Massachusetts—a charming town nestled in Middlesex County that perfectly blends small-town warmth with modern amenities. Known for its rich history and vibrant community spirit, Ashland offers a delightful atmosphere for families, young professionals, and retirees alike. With its picturesque landscapes and well-maintained parks, residents enjoy a variety of outdoor activities, from hiking and biking to leisurely strolls along the scenic Sudbury River.

One of the town's standout features is its excellent school system, making it an ideal location for families seeking quality education for their children. Ashland is also conveniently situated just a short drive from major highways and the MBTA commuter rail, providing easy access to Boston and surrounding areas—perfect for those commuting to the city for work or leisure.

For those looking to plant roots in this inviting community, there are numerous homes for sale that cater to a variety of lifestyles and budgets. From charming single-family homes with spacious yards to modern townhouses with contemporary finishes, Ashland's real estate market has something for everyone. Many properties boast beautiful landscaping and proximity to local amenities, including shops, restaurants, and recreational facilities.

Whether you're a first-time homebuyer or seeking to upgrade, Ashland's diverse housing options make it a fantastic choice. Explore the homes for sale in Ashland today and discover the perfect place to call home in this vibrant town!

Newest Ashland Homes for Sale

$699,900

3 Beds ⋅ 3 Baths ⋅ 73557329 MLS

Discover this outstanding opportunity to own a like-new Colonial in a prime walk to train location! This sun splashed home offers a flexible and inviting floor plan, featuring a spacious living room that opens seamlessly to the dining room, plus a bright sunroom ideal as a home office or cozy retreat. The beautifully updated kitchen showcases classic white cabinetry, stainless steel appliances, butcher block counters, and a convenient breakfast bar. A first floor half bath with laundry adds everyday ease. High ceilings, gleaming hardwood floors, and a mudroom entry with built in bench elevate the home’s charm and functionality. The private primary suite includes a new bath with double vanities and three closets, including a walk in. Nearly every major feature was updated in 2021—roof, windows, siding, floors, kitchen, and baths—offering peace of mind and modern comfort. With gas heat, town water and sewer, and over 1,700 square feet of above grade living space, this home is an exceptional value. Step outside to a covered deck overlooking a beautiful, private backyard framed by woods—your own serene oasis perfect for unwinding, entertaining, or enjoying nature. All of this in an unbeatable commuter location just steps from the Ashland MBTA station and close to downtown. Enjoy easy access to Routes 495, Mass Pike, and Route 9. Ashland offers highly regarded schools, fantastic restaurants and shops, and a spectacular state park filled with scenic trails and outdoor recreation. Don’t miss this rare opportunity—homes like this don’t come along often. Come see!

329 Pleasant Street, Ashland

Listing courtesy of Listing Agent: Ellen S. McGillivray from Listing Office: Coldwell Banker Realty - Westwood.

$649,000

3 Beds ⋅ 2 Baths ⋅ 73556868 MLS

Welcome to your next address! This captivating Cape offers the perfect blend of character, comfort and convenience, boasting an exceptional backyard bordered by protected land to ensure your privacy in perpetuity. A classic stone wall and brick walkway create curb appeal and an inviting approach to the covered portico, welcoming you into the living room featuring hardwood floors, built-in bookshelves and an abundance of natural light. The spacious, sun-filled dining room showcases parquet floors and flows into the open kitchen, where generous cabinetry and counter space, stainless steel appliances and picturesque garden views make everyday meal prep and entertaining effortless. The first floor bedroom serves as an ideal home office, complemented by an updated full bath finished with timeless white subway tile. Upstairs, the primary bedroom is airy and bright with bonus knee-wall storage, while the second bedroom features built-in shelving and a cozy office nook, both sharing a stylish, spa-like full bath and cedar closet. Unwind or watch a movie downstairs in the family room, flexible, functional space for games, homework or fitness. In the laundry and workshop area, you will discover a new heating system, oil tank and electrical panel with whole house surge protector ensuring energy efficiency and peace of mind for years to come. Central air, newer triple pane windows and smart lighting are additional highlights. The recent mudroom addition provides a convenient drop zone and back entrance to the garage, storage shed and expansive private backyard. Perfect for entertaining, sports and garden enthusiasts, there is also a portable gazebo for lazy summer afternoons and a fire pit for relaxing evenings under the stars. This wonderful home is ideally located near top-rated schools and parks, including Ashland's beautiful State Park, and just over a mile to its charming, revitalized downtown where you can enjoy local restaurants and breweries, shops and community events. A little over two miles to the train, the location is also convenient for commuters. See you at the Open House!

153 Prospect Street, Ashland

Listing courtesy of Listing Agent: Katherine Murray from Listing Office: Coldwell Banker Realty - Westwood.

$799,999

4 Beds ⋅ 3 Baths ⋅ 73553978 MLS

Spacious contemporary Cape offering 10 rooms, 4 bedrooms, and 2.5 baths. Hardwood floors and cathedral ceilings create an inviting open-concept main living area. The living room flows into the dining area and an impressive, recently remodeled kitchen featuring a center island, stainless steel appliances, abundant counter space, and sliders leading to a composite deck overlooking the large, usable backyard. The first floor also includes an additional bedroom and a full bath. The finished lower level offers a comfortable family room, additional bedroom/bonus room, storage space, and access to the oversized garage. The second floor includes a primary bedroom with a cathedral ceiling, walk-in closet, and convenient laundry area, plus a second bedroom with a private half bath and a separate office/sitting room. Recent updates include the high-end kitchen renovation, refreshed main living space, new upstairs flooring, new basement carpeting, a replacement water heater, and a composite deck installed last summer.

155 Prospect St, Ashland

Listing courtesy of Listing Agent: Shelly A. Armstrong from Listing Office: Redfin Corp..

$1,049,000

4 Beds ⋅ 3 Baths ⋅ 73553345 MLS

Offers, if any, will be due 7/28 noon Seller reserves right to accept an offer at any time Don't be fooled by the classic Cape exterior—this beautifully expanded home offers surprising space, exceptional updates, and an entertainer's dream backyard. The thoughtfully designed interior features spacious living areas, walk-in closets, pocket doors, central vacuum, statement lighting, a newly renovated media room and bar area, and a heated oversized side-entry garage. Recent improvements include new efficient heating system, new range and an updated full bath. Step outside to your private backyard oasis, where every detail has been carefully crafted. Enjoy a heated saltwater pool with whirlpool corner, tiled gas fire table, pizza oven with fireplace, tranquil koi pond with waterfall, irrigation system, pool house, and large storage shed. The cobblestone front walk creates curb appeal, while the resort-style outdoor living spaces make every day feel like a vacation. This is a rare opportunity to own a home that combines charm, comfort, and unforgettable indoor-outdoor living

16 Wadsworth Rd, Ashland

Listing courtesy of Listing Agent: Pamela Bathen from Listing Office: Oak Realty.

$729,990

2 Beds ⋅ 3 Baths ⋅ 73546098 MLS

Welcome to 33 Brimstone Way, a turn-key contemporary blending modern style with everyday comfort. Enter a sun-drenched, open-concept living space with soaring cathedral ceilings, a warm fireplace, and massive windows imbuing the home with natural light. The seamless layout flows into the kitchen and dining area, featuring a slider to the outdoor space. The main levels offer 2 comfortable bedrooms and 2 full bathrooms, including a private main suite. Downstairs, the finished lower level provides excellent bonus space with a 3rd full bath, laundry, and a flexible room currently used as a 3rd bedroom. Outdoor living shines on the expansive, private 0.41-acre lot, perfect for entertaining or play. Complete with a 1-car garage and ample paved parking spaces. Tucked in a quiet neighborhood close to the Commuter Rail, parks, shopping, and major routes. Move right in!

33 Brimstone Way, Ashland

Listing courtesy of Listing Agent: Cheng Zhang from Listing Office: Thread Real Estate, LLC.

$829,990

3 Beds ⋅ 2 Baths ⋅ 73545708 MLS

Never shovel again. Brand-new electric heated driveway (2026), Tesla solar (2022), hybrid heat pump/furnace (2023), 2021 roof, and Level 2 EV charger. A private quiet cul-de-sac on Spyglass Hill; stone-walled entry, fenced 0.36-acre yard with mature trees, fruit trees, and garden beds. Inside: vaulted ceilings, skylights, wood-burning fireplace, hardwood floors throughout. Kitchen anchors the main level with a quartz island and wine storage, flowing into a skylit dining area and family room with deck access. Primary suite nearly 24 ft deep with attached bath, custom walk-in closet with built-ins, and finished attic. Two more hardwood bedrooms and full bath on main level. Below, a 21'×16' finished office with walk-in closet. The workspace remote professionals rarely find. Roof won't need attention for 15 years. Driveway is brand new. Move in & unpack!

7 Sherborne Cir, Ashland

Listing courtesy of Listing Agent: Shelly A. Armstrong from Listing Office: Redfin Corp..

$699,900

3 Beds ⋅ 3 Baths ⋅ 73538183 MLS

OFFER DEADLINE SET for Tuesday, 7/21/2026 AT 10:00 AM Exceptional Opportunity in Ashland! Nestled on a private one-acre lot in one of Ashland's very sought-after cul-de-sac neighborhoods, this beautifully maintained home offers the perfect blend of comfort, space, and location. Sun-filled living areas feature gleaming hardwood floors, a formal dining room, and a heated sunroom ideal for year-round enjoyment. The spacious kitchen is designed for gathering, with maple cabinetry, granite countertops, a breakfast bar, and abundant workspace. The finished lower level with a cozy fireplace provides flexible space for a family room, home office, or playroom. Natural gas heat, central air, 2.5 baths, and a two-car garage complete the package. Just minutes to the commuter rail, major routes, shopping, and Ashland's highly regarded schools, this is a rare opportunity to own in one of the town's more desirable neighborhoods at an exceptional value.

6 Fox Hill Road, Ashland

Listing courtesy of Listing Agent: Carlena Desmond from Listing Office: Lamacchia Realty, Inc..

$725,000

3 Beds ⋅ 2 Baths ⋅ 73540075 MLS

Welcome home to this beautifully updated 3-bedroom, 2-bath Ranch! Features include an updated kitchen and bath, hardwood floors and a fireplaced living room. The sunken dining area is surrounded by Anderson windows and opens to a four-season sunroom with custom sliders leading to a deck overlooking the swimming pool and private backyard. The finished basement offers a large family room with a bar, full bath, laundry hookups, office and ample storage, ideal for entertaining or extended family living. The oversized 2-car garage features over 500 sq. ft., high ceilings, abundant natural light and a separate workshop/flex space. Outside, enjoy established gardens, mature fruit trees, a shed and a chicken coop. A backup generator provides added peace of mind. This property combines comfort, versatility and outdoor enjoyment in a serene setting.seller need 24-48 hours for showing.monday-Friday between 5-7pm.

19 Hawthorne Rd, Ashland

Listing courtesy of Listing Agent: Geraldo Franca from Listing Office: Mega Realty Services.

$995,000

4 Beds ⋅ 3 Baths ⋅ 73534875 MLS

Custom built, one-owner Colonial that has been lovingly maintained and thoughtfully expanded over the years. Nestled in a wonderful cul de sac neighborhood, this impressive home offers the perfect blend of space, comfort, and functionality. The heart of the home is the open-concept kitchen and wonderful family room addition featuring soaring cathedral ceilings, abundant natural light, and an ideal layout for everyday living and entertaining. A cozy fireplaced den provides a warm retreat and offers direct access to the expansive deck overlooking the backyard. Amongst 4 bedrooms and an office on the 2nd floor, there is a primary suite wing that creates a private sanctuary, offering exceptional space and comfort. The spacious walkout basement presents endless possibilities for future expansion, recreation space, as a home office, gym, or potential in-law suite. Outside you will find a maturely landscaped yard with play area and a 12x16 shed. Great opportunity to own a custom Ashland Home!

14 Running Brook Cir, Ashland

Listing courtesy of Listing Agent: Peter Edwards from Listing Office: Hayden Rowe Properties.

$499,000

3 Beds ⋅ 2 Baths ⋅ 73531051 MLS

Attention all builders, contractors, investors: Rare opportunity to own ONE ACRE corner lot (44,829 sq ft) in Ashland. The existing home on lot is beyond repair and Seller has received permission from Town for tear down. New owner will need to re-apply with the Town of Ashland for tear down of the existing structure. Seller has spent a significant amount of time and over $50K in clearing out the property. Home has been winterized, no heat and no running water - power is still on. One town sewer connection is available; buyer responsible for sewer hookup. Sold AS-IS, WHERE IS. Do not walk the lot without permission; use caution during showings. Property situated in an ideal location with short distance to Ashland Community Center, Ashland State Park, and MBTA Commuter Rail. Leverage this chance to bring your vision and building ideas as there are so many possibilities for this property!

9 Olive Street, Ashland

Listing courtesy of Listing Agent: Martha Morese from Listing Office: Century 21 Custom Home Realty.

$599,900

3 Beds ⋅ 2 Baths ⋅ 73514664 MLS

This property is full of potential and opportunity. Offering 1,568 square feet of living space and beautiful hardwood floors, the home features warmth and charm throughout. Each room is generously sized, creating a spacious and comfortable feel, while the living room fireplace adds the perfect cozy touch. Imagine spending weekends exploring the scenic trails at Ashland State Park, then enjoying one of New England’s most celebrated traditions as the iconic Boston Marathon passes right by your driveway. A rare chance to create the perfect home in a truly special location.

62 W Union St, Ashland

Listing courtesy of Listing Agent: Andreia Bianchi from Listing Office: Mega Realty Services.

$469,900

2 Beds ⋅ 2 Baths ⋅ 73513757 MLS ⋅ ['Ledgemere Country Condominiums'] BLDG.

Charming 2 bed, 1.5 bath townhouse in Ashland with attached garage. Beautifully renovated throughout, this home offers a functional layout with modern finishes and thoughtful upgrades. Updated kitchen features stainless steel appliances and a stylish backsplash, flowing into a dedicated dining area. Bathrooms have been tastefully redone with LED mirrors, a double vanity, and a glass-enclosed tiled shower. Spacious bedrooms offer ample storage with custom closets throughout, including the basement. Additional highlights include updated flooring, contemporary lighting, and a custom wood accent wall adding warmth and character. Finished garage with epoxy flooring provides parking and storage, plus a separate laundry/mechanical area. Home also includes a whole-house water softener/filtration system. Conveniently located minutes to the Ashland MBTA Commuter Rail, shopping, dining, and major routes. Move-in ready.

146 Mountain Gate Rd Unit 146, Ashland

Listing courtesy of Listing Agent: Raquel Franco from Listing Office: Capital Real Estate Group LLC.

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