Ashland Homes for Sale

Welcome to Ashland, Massachusetts—a charming town nestled in the heart of Middlesex County. Known for its rich history and vibrant community, Ashland offers a perfect blend of suburban tranquility and urban convenience. With its picturesque landscapes, lush parks, and friendly neighborhoods, it’s no wonder that more and more homebuyers are seeking to make Ashland their forever home.

Ashland is steeped in history, with roots dating back to the 1600s. Today, it boasts a welcoming atmosphere that fosters a strong sense of community. Residents enjoy a variety of local amenities, including delightful shops, restaurants, and recreational facilities. The town is also well-connected, with easy access to major highways and the MBTA commuter rail, making it a breeze to reach Boston and other nearby cities.

For those considering a move to Ashland, you’ll be pleased to discover a diverse array of homes for sale. Whether you’re looking for a cozy single-family home, a modern townhouse, or a spacious property with room to grow, Ashland has something to suit every taste and budget. Many homes in the area feature charming architectural details, updated interiors, and beautiful outdoor spaces perfect for entertaining or relaxing.

As you explore the homes for sale in Ashland, you’ll find that this town is not just a place to live but a place to thrive. With its friendly community, excellent schools, and abundant recreational opportunities, Ashland is truly a wonderful place to call home. Don’t miss your chance to be a part of this vibrant community—start your home search today!

Newest Ashland Homes for Sale

$729,000

4 Beds ⋅ 2 Baths ⋅ 73599200 MLS

Welcome to 21 Cutler Drive, a beautifully updated Cape nestled in a peaceful Ashland neighborhood, offering the perfect combination of timeless charm, modern comforts, and exceptional outdoor living! Set on approximately .34 acres, this inviting 4-bedroom, 1.5-bath home offers 1,632 square feet of versatile living space. Step inside to discover gleaming hardwood floors, abundant natural light, and an inviting open-concept living room featuring a charming fireplace and picturesque bay window. The updated eat-in kitchen boasts crisp white cabinetry, granite countertops, stainless steel appliances, and recessed lighting. A spectacular four-season sunroom, surrounded by windows, provides a wonderful dining and entertaining space with direct access to the spacious deck overlooking the beautifully landscaped backyard. Two first-floor bedrooms offer flexibility for a home office or guest accommodations, while two additional bedrooms are located upstairs. The updated full bathroom features a beautifully tiled walk-in shower with glass doors. Outside, enjoy an expansive, level backyard framed by mature trees, colorful plantings, and lush greenery, creating a serene setting for outdoor gatherings and relaxation. Additional highlights include Harvey replacement windows, 200-amp electrical service, an unfinished basement offering ample storage, and an attached one-car garage. Conveniently located near shopping, dining, commuter rail, major routes, and Ashland State Park. A wonderful opportunity to enjoy comfortable living in a picturesque setting! Showings only on at Open House Sunday 11/8 from 11-2

21 Cutler Drive, Ashland

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

$539,900

3 Beds ⋅ 1 Baths ⋅ 73599002 MLS

Welcome to 192 Prospect Street. Take advantage of this rare opportunity by adding your decorating ideas to this very solid Cape style home which has been in the same family for over 50 years. A great condo alternative for anyone just starting out or downsizing. This cozy 3-bedroom home has 1 car garage, an updated full bath on the 1st floor with new hardwood, ceramic tile, new sink, and the potential for another 1/2 bath on the 2nd floor. Most rooms have been freshly painted. The eat-in kitchen has granite countertops, stainless steel appliances, recessed lighting, and plenty of cabinet space. Step out onto the 23' X 12' composite deck for convenient grilling or enjoy your morning coffee which overlooks a beautiful private backyard and abuts conservation land. Furnace is a year old, and the hot water heater is 5 years old. The architectural grade roof is 7 years old. The entire house, walls and attic, has been insulated through the Mass Save Program 2 years ago. You can benefit from Ashland's excellent schools and the close proximity to Ashland reservoir, with walking trails that loop around to the Ashland State Park. Convenient to shopping, the MBTA commuter rail, and all major routes. Make this your home today.

192 Prospect St, Ashland

Listing courtesy of Listing Agent: John Szolomayer from Listing Office: REMAX Executive Realty.

$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.

$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.

$599,900

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.

$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.

$759,000

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.

$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.

$559,000

3 Beds ⋅ 2 Baths ⋅ 73581623 MLS

Welcome to this charming Cape offering a flexible floor plan and inviting spaces throughout. The first floor features a bright kitchen that opens seamlessly to the formal dining room. An oversized family room provides plenty of space to gather, along with a dedicated area perfect for a home office. A full bath and spacious primary bedroom with en suite complete the main level. Upstairs, you will find two generously sized bedrooms. The lower level offers even more versatility with laundry, a flexible bonus space ideal for a home office, playroom, or gym, plus a large unfinished area offering endless possibilities for storage or future expansion. Outside, the fully fenced backyard features ample green space and a patio, ideal for outdoor dining, play, entertaining, and everyday enjoyment. A wonderful opportunity to enjoy comfortable, flexible living in Ashland!

112 Myrtle Street, Ashland

Listing courtesy of Listing Agent: Rob and Meaghan from Listing Office: Hawthorn Properties.

$849,900

4 Beds ⋅ 3 Baths ⋅ 73579367 MLS

NEWLY REDUCED PRICE! An exceptional opportunity to own a spacious custom-built builder’s home offering quality craftsmanship, impressive room sizes and incredible versatility in a fantastic commuter location. Designed for comfortable everyday living and entertaining, this home features soaring ceilings, oversized windows, custom wood flooring, central air and efficient gas heat. A welcoming farmer’s porch opens to a dramatic foyer and thoughtfully designed main level featuring a private study, formal dining room, spacious living room with fireplace and a striking wall of glass overlooking the backyard. At the heart of the home, the generous kitchen offers a large center island, abundant workspace and an open flow to the main living areas. The primary suite located on the main living level provides a private retreat with generous closet space and a spacious bath. Also on the main level is a separate laundry room with utility sink, half bath and an oversized two-car garage with high ceilings and a convenient second stairway with direct basement access—ideal for storage, hobbies, equipment or larger projects. Upstairs offers three additional bedrooms, a full guest bath and a large bonus room ready to become a home office, gym, playroom, media room or additional living space. Need even more room? The expansive lower-level features a workshop, exceptional storage space and tremendous potential for future finished living space. Outside, a large deck overlooks a private backyard bordered by woods, creating a peaceful setting for relaxing, entertaining and enjoying the outdoors. A storage shed adds additional convenience. Best of all, enjoy privacy without sacrificing accessibility. Major commuter routes are nearby and the commuter rail is approximately 0.5 miles away. With its appealing new price, substantial square footage, flexible floor plan and custom details throughout, this is an outstanding opportunity.

39 Cordaville Rd, Ashland

Listing courtesy of Listing Agent: Trish Marchetti from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.

$1,199,000

4 Beds ⋅ 4 Baths ⋅ 73578895 MLS

Located on a quiet Cul de Sac and very close the Framingham Country Club with access to all major roads and shopping centers,this lovely 4 Bedroom 3.5 Bath Colonial with a new fence enclosing the total backyard and a front entryway with high quality marble stairs and extra exterior lighting has numerous updates.Recent renovations have been done to the 2 upstairs baths,and new attic flooring and and additional insulation.High quality roofing done in 2024,newer central air system heat pump and boiler,whole house generator,and new laminate flooring in the basement.Exterior has been freshly painted in 2021.The home with an open floor plan also has marble /tile,hardwood flooring,and granite countertops.The very spacious family room has a fireplace, recessed lighting,cathedral ceilings,and an adjacent spacious deck,and the living room has french doors and crown molding.A first floor office and formal dining room with crown molding add to the amenities.There are lots of options with the finished basement for a great workout or children’s play area or even a bonus room.

18 Pilgrim Rd, Ashland

Listing courtesy of Listing Agent: Alan Turetsky from Listing Office: Realty Executives Boston West.

Start Your Search

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

Ashland Homes for Sale

Newest Ashland Homes for Sale

How much is your home worth?

How much is your home worth?