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

$549,000

3 Beds ⋅ 2 Baths ⋅ 73596830 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: Danielle Goes from Listing Office: Mega Realty Services.

$950,000

5 Beds ⋅ 3 Baths ⋅ 73595139 MLS

**Dramatic Architecture Meets Sophisticated Contemporary Luxury!**Prepare to fall in love with this stunning, newly renovated contemporary offering nearly 4,000 square feet of beautifully designed living space. A dramatic entrance accented by architectural wood beams and handsome paver walkways sets the stage for an extraordinary home where soaring ceilings, expansive windows, and skylights invite natural sunlight to pour into every corner.Designed for both grand entertaining and comfortable everyday living, the spectacular open-concept interior showcases a gorgeous custom Shaker kitchen with gleaming quartz countertops, stainless steel appliances, and gas cooking. The breathtaking step-down family room is truly the heart of the home, featuring a magnificent floor to ceiling stone fireplace and dramatic architectural details. Imagine cozy evenings by the fire and unforgettable holiday gatherings in this extraordinary space!Offering five generous bedrooms and three beautifully appointed full baths, the versatile floor plan includes the option for a first-floor primary suite with an en suite bath or use this flex space for lux home gym or children's playroom. The 2nd luxurious primary retreat features a custom walk-in closet and stunning en suite bath showcasing warm wood tones and exquisite porcelain finishes. Two additional newly designed bathrooms offer equally beautiful finishes and thoughtful details.The fully finished lower level provides fabulous flexibility for a media room, home office, fitness studio, or additional gathering space.Step outside to your own private backyard retreat, complete with a beautiful stone patio and firepit, perfect for summer evenings under the stars! Extensive recent improvements include a new roof, skylights, gutters, garage doors, decks, driveway, hardwood flooring, carpeting, recessed lighting, and spray foam insulation. Additional upgrades include a newer HVAC system, Navien tankless hot water, and new sewer connection.Nestled in a fabulous neighborhood, this exceptional home offers the perfect blend of architectural beauty, modern luxury, and everyday convenience. Enjoy nearby Ashland Reservoir, scenic hiking trails, commuter rail access, and all the wonderful amenities this charming community has to offer.

39 Grover Rd, Ashland

Listing courtesy of Listing Agent: The Real Estate Ladies Team from Listing Office: REMAX Executive Realty.

$575,000

3 Beds ⋅ 2 Baths ⋅ 73594341 MLS

Move-In-Ready Ashland Ranch, Set back 70+ feet on Nearly Half an Acre. The Big-Ticket Work Is Already Done as the sellers have completed the expensive projects for peace of mind, so you can move in and enjoy. This ranch offers 1,714 sq ft of total living space, including a finished walk-out lower level. 218 Myrtle was built near the center of a level, fenced 0.47-acre lot, maximizing the lot to its fullest. Built on the upslope to the famed Ashland Town Forest, the property offers quick access to Worcester and Boston via the Mass Pike, commuter rail, routes 9 and 135, as well as local foot trails and shopping conveniences, but offers the peace of country living. The living room features hardwood floors, a bay window, wood-burning fireplace, and included Samsung big screen TV (Seasoned firewood and a covered storage rack remain as a seller’s gift to help make your cooler holiday months cozy). All this opens to a dining room with a custom built-in. The kitchen shines with Ubatuba granite counters (spring 2026), plus a new Maytag dishwasher and LG range with EZ cleaning cobalt-blue interior (both June 2026), stainless appliances and breakfast bar. Three hardwood-floored bedrooms include a primary with a California Closet system, and there is another in the coat closet. The finished lower level adds two bonus rooms, a half bath with an up-flush system, laundry with a newer Samsung washer and dryer (included), and direct access to the garage and yard. The mechanicals are where this home truly stands apart. Four one-to-one Fujitsu high-heat ductless mini-splits (2018), each with its own outdoor compressor for higher efficiency, provide quiet, efficient cooling and can serve as primary or secondary heat alongside a new oil boiler (spring 2026). You choose how to heat, season by season. Add MassSave insulation (2018), a 50-year architectural shingle roof (only in year 8), 200-amp electrical service, an electric water heater (2022), a radon mitigation system, a sump with dehumidifier drain (2024), a new Panasonic bath exhaust fan, central vacuum and automatic whole house fan with humidistat. Title 5 passed. Outside, enjoy a new loop driveway with parking for 7, an elongated garage with built-in storage, a freshly painted deck, patio, bedded garden space and award-winning peony perennials. There is auto-security lighting on all four sides that stand watch over the fenced backyard. Homes this well-kept and with these extras, don’t wait around. Book a showing now.

218 Myrtle St, Ashland

Listing courtesy of Listing Agent: Miller Real Estate Group from Listing Office: Keller Williams Pinnacle Central.

$925,000

4 Beds ⋅ 3 Baths ⋅ 73593990 MLS

Classic and refreshed 4-bed/2.5-bath Colonial on a 0.71-acre wooded lot in a great Ashland location! 2,987 sqft of finished living space across three levels offer room to roam! The kitchen offers granite counters and luxury vinyl plank flooring that flows into a spacious family room with vaulted ceilings, skylights & a fireplace for cozy winters. The formal living and dining rooms allow for easy entertaining. A convenient half bath and first-floor laundry round out the main level. All four bedrooms are upstairs, including a spacious primary with en suite bath and walk in closet. All the bedrooms are good sizes and share a generous common full bath w/ tub. Big bonus: the FINISHED LOWER LEVEL, complete with new flooring, adds a separate den and workshop PLUS flex space that allows for home theater, game room, etc. Outside the freshly painted deck overlooks peaceful woodlands, with plenty of room to relax or host. 2-car attached garage with automatic openers plus ample drivewy. Walk to a lake/pond/beach just down the road, and enjoy quick access to shopping, parks, walk/jog trails, public transit, and the highway. Come see it!

49 Sudbury Road, Ashland

Listing courtesy of Listing Agent: The Rasner Group from Listing Office: Keller Williams Realty Boston-Metro | Back Bay.

$639,900

3 Beds ⋅ 1 Baths ⋅ 73593597 MLS

Lovingly maintained and full of classic New England charm, this inviting 3-bedroom Colonial offers warmth, character, and comfortable living. Natural light fills the home, highlighting the beautiful hardwood floors throughout. The updated eat-in kitchen is perfect for everyday meals, while the dining room overlooks the backyard, creating a lovely setting for gatherings. The welcoming living room features a cozy fireplace, adding timeless appeal. A convenient mudroom area provides a practical space for everyday comings and goings. Upstairs, three bedrooms with hardwood floors and an updated full bath complete the second floor. A walk-up attic offers excellent storage potential, while the unfinished basement presents an opportunity for future expansion. Outside, enjoy a level, private lot abutting conservation land, offering a peaceful natural setting. Ideally located just minutes from downtown Ashland, the commuter rail, restaurants, shopping, and more, this charming home offers a wonderful blend of character, privacy, and convenience!

177 Prospect St, Ashland

Listing courtesy of Listing Agent: TEAM Metrowest from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.

$720,000

3 Beds ⋅ 2 Baths ⋅ 73589845 MLS

Welcome to 38 Lyndon Ln, Ashland, MA! This beautifully maintained 3-bedroom, 2-bathroom Colonial offers 1,780 sq. ft. of comfortable, modern living set on a private 0.29-acre lot, set at the end of a dead end street. Step inside to find a welcoming floor plan featuring a mudroom, bright home office, and a stylish kitchen complete with granite countertops, stainless steel appliances, and laminate flooring. The inviting family room serves as a perfect gathering space with its cozy fireplace and custom built-ins. A home office completes the first floor. Upstairs features hardwood flooring throughout all 3 bedrooms and a full bath with a double vanity and tiled shower. A second full bath with a tub and shower is conveniently located on the main level. Enjoy year-round climate control with 5 heat zones and 4 ductless mini-split cooling zones. Outside, relax on the porch or take advantage of nearby shopping, public transportation, and walking/jogging trails. Convenient city water and sewer utilities. Move right in and make this exceptional property your home! Showings begin at the open house on Saturday, October 17th at 11 am.

38 Lyndon Ln, Ashland

Listing courtesy of Listing Agent: My House Partners Team from Listing Office: REMAX Executive Realty.

$594,900

3 Beds ⋅ 2 Baths ⋅ 73588333 MLS

This 3BD, 2BA, 1,779 SF home in Ashland has just been updated and is ready for its new owners! The first floor features an open floor plan connecting the eat-in-kitchen (with new quartz countertop), living room and dining room. The full bathroom on the first floor includes the washer and dryer. The 1st floor bedroom has newly added closet space. The 2nd floor features the primary bedroom with en suite bathroom that has an updated walk-in, tile shower. The additional bedroom on this floor also includes a new closet. Finally, the finished 3rd floor bonus space can be used as an office, play room or workout area. Outside there is a composite deck in back that was added in 2025. The driveway has 4 off-street parking spaces and a fixed basketball hoop. The yard also features a storage shed/workshop that includes interior lighting and power. This home is in a desirable location within walking distance of shops and restaurants on Rte 135 and easy access to other Ashland amenities. It is 1.2 miles to the MBTA commuter rail station on the Framingham/Worcester line, with easy access to Boston. It is only a half mile to downtown Ashland, 1.1 miles to Ashland State Park and 1.7 miles to Ashland Town Forest. Welcome to your new home!

10 Metropolitan Ave, Ashland

Listing courtesy of Listing Agent: Kurt P. Ochalla from Listing Office: Property Sellwise of Metrowest Boston.

$779,900

5 Beds ⋅ 3 Baths ⋅ 73585720 MLS

Though this is listed as a cape it is a unique layout with 5 levels the lowest being the basement. It has 4 bedrooms, aa bonus room, kitchen (with a parquet floor, wall oven, dishwasher, mico wave/vent hood and brand new unused gas range), dining room, Living room, garage and deck. This may seem confusing but is a must see. Located in a quiet neighborhood with a wooded lot and midway between downtown Ashland and the shopping on Route 126, Easy to show.

77 Warren Rd, Ashland

Listing courtesy of Listing Agent: William Gath from Listing Office: Realty Executives Boston West.

$1,300,000

4 Beds ⋅ 6 Baths ⋅ 73584996 MLS

LIMITED TIME DOUBLE BUYER INCENTIVE!! Price reduction, plus SELLER WILL CONTRIBUTE $25,000 at closing to a mortgage buydown. At current rates, this is estimated to reduce first and second year year INTEREST RATES by 1-2% TO AS LITTLE AS 5.2%. This spacious new construction in Ashland features a modern, open layout with 4100 square feet of beautifully finished space; and a superior build quality with numerous luxury appointments, modern conveniences, and thoughtful details. Three of four bedrooms feature Walk In Closets and Private Baths. Fenced, nicely landscaped yard with custom stonework and a spacious rear deck. The convenient MetroWest location provides easy access to major routes and public transportation. Nearby local amenities include recreational opportunities as well as shopping and restaurants. This property has a great WalkScore® of 75. THIS HOME WILL BE FEATURED in the next issue of HAVEN Luxury Lifestyle Magazine.

17 Central, Ashland

Listing courtesy of Listing Agent: David S. Noyes from Listing Office: Keller Williams Realty Boston Northwest.

$579,000

3 Beds ⋅ 1 Baths ⋅ 73583169 MLS

Ideally located just south of Ashland Center and adjacent to Ashland State Park, this is a wonderful opportunity to enjoy all that this vibrant community has to offer—at a truly rare price point. Built in 1955, this charming Garrison Colonial features a fireplaced living room just off the entry, three bedrooms, and a spacious full bath. Just across the street, the Warren Center and Henry’s Place add another layer of convenience and recreation, with local residents able to take advantage of the Warren Center’s community club amenities, including pickleball, tennis, disc golf, trails, and select waterfront activities, while Henry’s Place offers a casual spot for coffee, lunch, dinner, or drinks. Ashland offers an appealing blend of small-town charm, outdoor recreation, and convenient MetroWest access, with parks, trails, local shops and restaurants, community events, and year-round recreational programs. The location also provides easy access to major routes and the MBTA Commuter Rail, making Boston and Worcester convenient destinations. Families are drawn to Ashland for its highly regarded public schools and strong sense of community.

452 Chestnut St, Ashland

Listing courtesy of Listing Agent: Coduri Magnus Group from Listing Office: Engel & Volkers Wellesley.

$539,000

1 Beds ⋅ 3 Baths ⋅ 73582759 MLS

Beautiful end unit lovingly maintained by the original owner. Large airy rooms with an open floor plan. The kitchen features warm wooden cabinety and a Corian counter top with a space for casual dining. The dining room is perfect for entertaining and is open to the large living room with its vaulted ceilings, two skylights, a lighted fan and a slider to the private side yard. The large bedroom has a great walk-in closet with access to the attic, three windows and wall to wall carpeting. The full bath has tile flooring, an oversized shower and a double vanity with a Corian top. On the second level there is a large loft and a full bath. It would be perfect as a family room, office or a guest area. All appliances are included in "as is" condation. Room sizes are approximate.

1 Haven Way Unit 1, Ashland

Listing courtesy of Listing Agent: Donna Gittelsohn from Listing Office: Coldwell Banker Realty - Framingham.

$899,000

4 Beds ⋅ 4 Baths ⋅ 73582464 MLS

INCREDIBLE VALUE IN ASHLAND! NEARLY 3,000 SQ. FT., AN INGROUND POOL & AN AMAZING LOCATION — OFFERED AT JUST $899,000! With a town-assessed value of just under $845,000, this spacious 4-bedroom Contemporary presents an exceptional opportunity for buyers seeking tremendous square footage, a beautiful neighborhood, and the chance to build equity while making a home their own! Located at 31 Raymond Way, this solidly built, one-owner home, originally owned by a builder, offers 4 bedrooms, 2 full and 2 half baths, a 2-car garage, and a spectacular backyard retreat featuring an expansive deck and inground pool. Step inside to discover soaring ceilings, oversized windows, skylights, and freshly painted interiors filled with natural light. The inviting living room features a wood-burning fireplace and flows into the family room, with sliding doors leading to the deck and pool area—perfect for entertaining! The spacious kitchen opens to the dining room, offering a wonderful layout for everyday living and gatherings. Upstairs, the primary suite boasts a cathedral ceiling and private bath, while three additional generously sized bedrooms share another full bath. The finished lower level provides fantastic bonus space for a home office, gym, playroom, or recreation room, complete with laundry and a half bath. THE VALUE IS UNDENIABLE! At $899,000, buyers have an opportunity to purchase a substantial home in a desirable Ashland neighborhood, with room to update and personalize over time. Conveniently located near commuter rail, major highways, shopping, restaurants, parks, and trails. SPACE, LOCATION, A BACKYARD OASIS & INCREDIBLE POTENTIAL—ALL AT A PRICE THAT MAKES THIS HOME A MUST-SEE!

31 Raymond Way, Ashland

Listing courtesy of Listing Agent: Sylvia Makarios from Listing Office: Coldwell Banker Realty - Westwood.

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Ashland Homes for Sale

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