Ashland Homes under $750,000

Welcome to Ashland, Massachusetts – a charming town nestled in Middlesex County, where small-town charm meets modern convenience. With a rich history and a vibrant community, Ashland offers an inviting atmosphere for families, professionals, and retirees alike. Known for its beautiful parks, scenic trails, and a strong sense of community, Ashland is a place where you can truly feel at home.

One of the standout features of Ashland is its diverse range of housing options, particularly for those looking for homes under $750,000. Whether you're a first-time homebuyer or looking to downsize, you’ll find a variety of properties that cater to different lifestyles and budgets. From cozy single-family homes with spacious yards to contemporary townhouses with modern amenities, Ashland has something for everyone.

The town boasts excellent schools, making it an ideal location for families with children. You’ll also find an array of recreational activities, including hiking and biking trails, parks, and community events that foster a strong sense of belonging. Plus, with easy access to major highways and public transportation, commuting to nearby cities like Boston or Worcester is a breeze.

In Ashland, you’re not just buying a home; you’re investing in a lifestyle. Experience the warmth of a close-knit community, the beauty of nature, and the convenience of urban proximity. Explore the available homes under $750,000 and discover the perfect place to create lasting memories in this delightful town. Welcome home to Ashland!

Newest Ashland Homes under $750,000

$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.

$629,000

2 Beds ⋅ 3 Baths ⋅ 73598202 MLS ⋅ ['Village Of The Americas - Explorers'] BLDG.

Welcome to this beautifully maintained home in the desirable Village of the Americas, offering an exceptional combination of comfort, space, and modern updates. This home features new hardwood flooring on the main level, fresh interior paint, and newly installed roofs. The spacious living room and kitchen offer more room than typically found in a home of this size. The updated kitchen features stainless steel appliances, including a five-burner gas range with convection oven, microwave, quiet Bosch dishwasher, and Samsung door-in-door refrigerator with filtered water and ice dispenser. Both bedrooms feature private en-suite bathrooms. The spacious primary suite offers a cozy fireplace, Jacuzzi whirlpool tub, and a bright sitting area ideal for a nursery, reading nook, or lounge. A separate loft provides additional flexible space, ideal for a home office, study, or creative workspace. Additional highlights include a high-efficiency American Standard HVAC system with a smart Wi-Fi thermostat, private deck and yard, a two-car tandem garage, and a fully finished basement with ample storage and versatile space for a gym, media room, office, or additional living area. Enjoy the convenience of nearby shopping, public transportation, restaurants, recreational opportunities, and everyday services, all just minutes away.

133 America Blvd Unit 133, Ashland

Listing courtesy of Listing Agent: KiranKumar Gundavarapu from Listing Office: Key Prime Realty LLC.

$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.

$640,000

2 Beds ⋅ 3 Baths ⋅ 73596666 MLS ⋅ ['Mayflower Landing @ Village Of Americas'] BLDG.

Welcome to your new home! Offering 2,253 sq ft of total living space, 2 beds, 2.5 baths, and 5 rooms, this is the largest floor plan in Villages of the Americas. Filled with natural light, the main level features pristine hardwoods, a cozy fireplace, living room, dining area, and kitchen. The top floor boasts two primary scale suites: a primary retreat with vaulted ceilings, sitting area, walk-in closet, and a spa bath with jetted tub, plus a second king-sized bedroom with its own en-suite bath. The upper level includes a work from home office nook and extensive hidden storage. The above grade lower level opens to a patio via sliding doors, ideal for a home gym or private guest suite, paired with updated laundry appliances and direct 2 car garage access. Enjoy Ashland small town charm near local shops, entertainment, lost of restaurants, Ashland State Park trails and kayaking, top schools, and easy commuting via Rt 9, I-90, and the nearby MBTA Commuter Rail to Boston.

245 America Unit 21d, Ashland

Listing courtesy of Listing Agent: Michal Zeitouni from Listing Office: William Raveis R.E. & Home Services.

$458,000

3 Beds ⋅ 2 Baths ⋅ 73596082 MLS

Move right into this spacious, updated 3-bedroom duplex-style home tucked among the trees on a quiet Ashland cul-de-sac! This private, pet-friendly community offers the rare benefit of **NO CONDO FEES**. Freshly painted and move-in ready, the home features an open first-floor layout with brand-new carpeting throughout the main living areas and upstairs, plus durable laminate flooring in the kitchen. The kitchen offers ample cabinet space and opens to the dining area with a wet bar and slider to the outdoors. A half bath, basement access, and attached one-car garage are conveniently located nearby. Upstairs, the generously sized primary bedroom features a Jack-and-Jill bath with a tub/shower combination. Additional highlights include washer/dryer hookups, an extra-long driveway with parking for multiple vehicles, and numerous updates: roof and sliding door (2015), kitchen appliances (2013–2015), front porch (2024), and garage door (2024). Less than two minutes from the commuter rail and close to shopping, restaurants, and major highways, this home combines privacy, comfort, and convenience!

266 Front St Unit 266, Ashland

Listing courtesy of Listing Agent: Angela Caruso from Listing Office: Realty Executives Boston West.

$539,900

2 Beds ⋅ 3 Baths ⋅ 73595836 MLS ⋅ ['Pine Lake'] BLDG.

This well maintained 3-level townhouse situated in desirable Pine Lake. Gleaming hardwood floors on both main and upper levels. The main level features a large eat-in kitchen with stainless steel appliances and a slider to a private deck, perfect for relaxing or entertaining. The spacious open-concept living and dining area has a cozy gas fireplace, and a beautifully renovated half bath completes the level. A skylit staircase leads to two spacious bedroom suites with privacy and treetop views. Each one has a soaring vaulted ceiling, its own full bath, a walk-in closet, ample storage and balcony access. The primary bath has been elegantly upgraded. The lower level offers a versatile bonus room, laundry and direct garage access. 2-Car garage under for convenience especially during cold season. You'll enjoy generous outdoor space in a quiet, pet-friendly community with a private trail to scenic Ashland State Park. Minutes to the Ashland commuter rail, Routes 135 & 9, I-90, and nearby shopping and dining. [Upgrades] Hardwood flooring 2019; Walkways 2015; Primary bath 2020; Water tank 2018; Primary bedroom built-in closet 2025, Microwave & dishwasher 2026; Washer & dryer 2025; Reverse Osmosis water system 2025; 2 freezers 2024.

16 Treasure Way Unit 16, Ashland

Listing courtesy of Listing Agent: Jean Tse from Listing Office: Keller Williams Boston MetroWest.

$469,900

3 Beds ⋅ 3 Baths ⋅ 73595585 MLS ⋅ ['Ledgemere Condos'] BLDG.

Welcome to 93 Meeting House Path in Ashland's Ledgemere Condominiums. A beautifully updated 3-Bedroom townhouse offering flexible living in a desirable Ashland community. Renovations in the last 5 year include the kitchen, appliances, and flooring, creating a fresh inviting settng for everyday living and entertaining. The main level features the updated kitchen, and a highly sought-after first floor bedroom offering flexibility for guests or a home office. A full bath is also on this level. Upstairs two spacious bedrooms plus another 1.5 baths. Comfortable Gas heat and Central AC (less than 10 years old). Conveniently located next to schools, shopping, downtown Ashland, and the Commuter Rail. Other features include a deck overlooking a patio, washer & dryer, and a one car garage.

93 Meeting House Path Unit 93, Ashland

Listing courtesy of Listing Agent: Joseph Cali from Listing Office: .

$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.

$459,900

2 Beds ⋅ 3 Baths ⋅ 73589673 MLS ⋅ ['Ledgemere Condominiums'] BLDG.

A rare find two side by side car garage at Ledgemere Condominiums—this spacious townhouse features two en-suite bedrooms, 2.5 baths, a highly desirable side-by-side two-car garage, and in-unit laundry, offering the comfort of a single-family home with the convenience of condominium living. The spacious primary suite features a walk-in closet and full bath with a tub, while the second en-suite bedroom includes its own closet and private bath with a shower. Skylights bring in abundant natural light throughout the day, and the east-facing orientation welcomes beautiful morning sun. The kitchen features stainless-steel appliances. Enjoy a large deck and partially fenced green area for relaxing or entertaining. Ledgemere offers scenic walking areas, tennis courts, a playground, and a pet-friendly setting within a professionally maintained community. Conveniently located near Ashland State Park, shopping, dining, schools, the commuter rail, and major routes, this home offers an exceptional combination of space, comfort, natural light, outdoor enjoyment, and commuter convenience in Ashland.

161 Leland Farm Rd Unit 161, Ashland

Listing courtesy of Listing Agent: Vera Lucia Dias from Listing Office: Evolve 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.

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Ashland Homes under $750,000

Newest Ashland Homes under $750,000

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