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$450,000
3 Beds 1 Baths UNDER AGREEMENT Status 73570943 MLS 888 SqFt.
ALL OFFERS DUE TUESDAY 9/8 BY NOON! Bring your toolbelt and design ideas to 30 Woodland Rd in Ashland! This 3-bed, 1-bath ranch is the ultimate fixer-upper opportunity, sitting on a massive 1.13-acre lot with tons of privacy. With 888 sq ft of single-level living and a classic fireplace, it has great bones for a total makeover. Keep the footprint or utilize the huge wooded yard to expand and build massive equity. The location is killer—tucked away in a quiet neighborhood but minutes from top-rated schools, local shops, and highway access. Whether you're a flipper, contractor, or savvy buyer looking to customize your dream home from scratch, this Ashland diamond in the rough is a rare find. It's being sold as-is, so bring your vision and score a huge lot in a great town before someone else does!

30 Woodland Rd, Ashland

$499,900
2 Beds 3 Baths ACTIVE Status 73569126 MLS 2,000 SqFt.
Welcome to this beautifully updated townhouse in desirable Spyglass Hill! Offering nearly 2,000 sq. ft. of living space, including the finished basement, this spacious home combines an inviting open layout with impressive updates throughout. Enjoy a stunning newly renovated kitchen, updated bathrooms, newly painted interiors, a cozy fireplace, and access to a private deck perfect for relaxing or entertaining. Upstairs, both generously sized bedrooms feature vaulted ceilings, great closet space, and their own private bathrooms, including a spacious primary suite with a beautiful en suite bath. The finished basement offers two additional rooms ideal for a family room, home office, gym, playroom, or guest space. Generous storage, garage parking plus additional parking, and a fantastic Ashland location close to the commuter rail, Mass Pike, shopping, dining, and more complete this home. Stylish, spacious, and thoughtfully updated, this Spyglass Hill townhouse is one you won’t want to miss!

72 E Bluff Rd Unit 72, Ashland

$464,500
2 Beds 2 Baths ACTIVE Status 73569103 MLS 1,541 SqFt.
Welcome home to this inviting end-unit townhouse-style condominium tucked away in the Ledgemere Country Condominium community! Offering three levels of living, this home combines thoughtful updates, flexible space and a convenient Ashland location.Hardwood floors flow throughout the main and second levels. The kitchen features a center island, Corian and granite surfaces, stainless steel appliances, subway tile backsplash and a charming greenhouse window. The open layout connects the kitchen to the dining and living areas, while a half bath with granite vanity and linen/coat closet completes the main level.Upstairs you'll find two generously sized, light-filled bedrooms with ample closet space and a full bath featuring an oversized Corian vanity.The lower level offers flexible bonus space with built-in bookcases—perfect for a home office, den, art studio or hobby room. The attached garage features a decorative epoxy floor, built-in workbench and additional under-stair storage.Enjoy a private, shady deck, plus an included washer and dryer. Major updates include a new furnace, condenser and hot water tank, along with a whole-house salt-tank water filtration system.Conveniently located with easy access to major routes, shopping and restaurants, this end-unit townhouse offers the space, updates and location you've been looking for in Ashland!

75 Meeting House Path Unit 75, Ashland

$450,000
2 Beds 3 Baths UNDER AGREEMENT Status 73568389 MLS 1,363 SqFt.
Showings start at open house on Friday, 8/28, 4-6 pm, or come on 8/29 from 11-1, or 12-2 on Sunday, 8/30. Welcome to this spacious townhouse in Ashland’s desirable Spyglass Hill community, privately situated in a corner location within the community and conveniently located with everyday amenities just moments away! This well-proportioned home features hardwood flooring throughout, two generously sized bedrooms, each with its own full bathroom, cathedral ceilings, and ample closet space.The primary bedroom offers a wood-burning fireplace, en-suite bathroom with updated vanity and shower/tub combination, and a walk-in closet. The kitchen features stainless-steel appliances and a peninsula/breakfast bar that opens to a fireplaced flex space—ideal for a dining area, sitting room, or home office. The spacious living room offers abundant natural light and a slider leading to a private deck, extending the living space outdoors. An updated half bath completes the main level.Additional highlights include a two-car side-by-side garage, private driveway with parking for 4+ vehicles, and HVAC systems approximately eight years young. A washer, dryer, and refrigerator are also includedfor your convenience.Enjoy a fantastic commuter location with easy access to the commuter rail, walking distance to supermarkets, pharmacy, and multiple restaurants, and convenient access to major routes, department stores, and more.

73 Spyglass Hill Dr Unit 73, Ashland

$499,900
2 Beds 3 Baths ACTIVE Status 73565856 MLS 1,616 SqFt.
Fabulous end-unit townhome with an abundance of natural light. Enter the bright Foyer with high ceilings and oversized windows. The Living Room/Dining Area offers an open floor plan perfect for entertaining. Living Room with gas fireplace and recessed lighting. Eat-in Kitchen with laminate wood flooring, gas cooking and new faucet. Open-concept kitchen just steps away from the large private deck, boasting a peaceful setting and views of nature. Newer Heating System/6 years young. Newer Air Conditioning Compressor/3 years young. Both Bedrooms are generously sized and en suite. Primary Suite with a gas fireplace, vaulted ceiling, walk-in closet with an additional closet providing extra storage space. Large spa tub, shower stall, separate vanity with new faucet complete the Primary Bath. Hallway with Skylight. Additional bedroom is sun-filled with plenty of closet space, full bath with new exhaust fan. Garage with opener/keypad and direct access into the home. Washer & Dryer with storage in basement. A pet-friendly community. Enjoy Ashland & Hopkinton State Parks close by. Convenient to Mass Pike/90, I495, Route 9, and the Commuter Rail. Shopping & Restaurants minutes away. Virtual Tour attached.

98 Algonquin Tr Unit 98, Ashland

$445,000
3 Beds 3 Baths UNDER AGREEMENT Status 73563538 MLS 1,328 SqFt.
Tucked away at the back of the community for exceptional privacy, this 3 bedroom 2.5 bath end unit Townhome is the one you've been waiting for! The sun- filled main level features an Oak cabinet packed kitchen, dining area with sliders leading to a private yard with patio, a large welcoming living room, first floor bedroom with ample closet space, and a full bath. Upstairs, you'll find two generously sized bedrooms, each with ample closet space, connected by a spacious Jack and Jill bath. The ground level includes a one car garage, laundry area, and room for plenty of storage. Economical gas heat, new furnace installed 2025,and central air. 2025 Water heater 2022. Enjoy maintenance- free living with landscaping and snow removal handled by the association, plus community amenities including a tennis court and playground. Conveniently located close to shopping, restaurants and the T station. A great commuter location!! Outstanding opportunity to own in Ashland.

281 Meeting House Path Unit 281, Ashland

$459,900
2 Beds 3 Baths UNDER AGREEMENT Status 73560721 MLS 1,312 SqFt.
Showings begin with OH Sat 7/8 and Sun 7/9 12-1:30 Don't miss this: a harmonious blend of comfort and style awaits you in this thoughtfully designed residence. The open-concept living and dining area boasts newer flooring and is an inviting space for relaxation or entertaining guests. The updated kitchen features stainless steel appliances, granite countertops, and ample storage. Retreat to the main suite, adorned with a generous walk-in closet and a private bath. The second bedroom provides flexibility for a home office or a guest suite with a full bathroom. Enjoy the convenience of in-unit main floor laundry and tandem garage parking for 2 cars. With proximity to shopping, restaurants, multiple parks, all commuter routes and 2 T stations as well as vibrant local attractions, this condo presents an unparalleled opportunity for a sophisticated and convenient lifestyle. Don't miss the chance to make this condo your new home.

84 E Bluff Rd Unit 84, Ashland

$469,999
2 Beds 3 Baths ACTIVE Status 73558429 MLS 1,363 SqFt.
Beautifully updated townhouse in Ashland, MA — turnkey and move-in ready. The main level features new vinyl plank flooring throughout the open kitchen and living area, a breakfast bar, room for a table, a convenient half bath, and sliding-door access to a generous deck — perfect for outdoor dining and grilling.The second floor offers two large bedroom suites with vaulted ceilings, each with its own private bathroom. The true primary suite includes a spacious walk-in closet; both bedrooms easily accommodate king-size furniture and additional pieces. The second bedroom has a sliding-door closet for added convenience.The lower level includes an attached two-car garage with side-by-side parking (a rare find in the area - most other town houses are tandem or single car garage), plus a small room behind the garage housing in-unit laundry, extra storage, and space for a second refrigerator. Recent mechanical updates include a new water heater and HVAC system within the last four years.A great combination of modern updates, functional layout, and exceptional garage parking — ideal for buyers seeking comfort and convenience in Ashland.

33 Spyglass Hill Dr Unit 33, Ashland

$479,900
2 Beds 2 Baths UNDER AGREEMENT Status 73547933 MLS 1,472 SqFt.
OPEN HOUSE CANCELLED...OFFER ACCEPTED. Move right into this beautifully updated east-facing townhome, privately located in the last building of the access road. Gorgeous unit features BRAND NEW white shaker kitchen cabinets w/ stylish quartz counters, a classic subway tile backsplash, & young appliances. LVP flooring (2022) throughout much of the home. New hardwood stair treads in 2022. New LED recessed lighting in the living room. Renovated bathrooms w/ cherry cabinetry (2018). Freshly painted (2026). Need extra space? The finished lower level offers a flex-use bonus room...perfect as a home office, tinker space, or a den. You decide! Outside, enjoy the shaded deck, beautiful perennial garden beds, and a newly seeded lawn w/ irrigation. Bonus storage in the attic w/ plywood flooring. Central Air! New roof & skylight scheduled for installation later in 2026. Resident access to nearby tennis/pickleball courts and a playground. Nearby overflow parking. Excellent commuter location and close to Shaws Supermarket!

125 Leland Farm Rd. Unit 125, Ashland

$480,000
2 Beds 3 Baths UNDER AGREEMENT Status 73543493 MLS 1,363 SqFt.
This spacious townhouse offers a thoughtfully designed layout and located in a terrific commuter location with easy access to shopping and area amenities. The work-in kitchen opens to the living room while remaining adjacent to a separate formal dining room. A cozy fireplace serves as the focal point of the living room, creating a warm and inviting atmosphere. Sliding doors provide access to a private deck overlooking a peaceful, tree-lined yard area. A wide staircase leads to the second floor, which includes two generously sized bedrooms, each enhanced by cathedral ceilings and its own ensuite bathroom for added privacy and convenience. A two-car garage provides ample parking and additional storage space. Completing the package is a low condo fee, making this townhouse an attractive combination of comfort, functionality, and value. 100 Amp Electric, Replacement Windows on First Floor and 2026 Hot Water Heater.

73 Trailside Way Unit 73, Ashland

$469,900
2 Beds 2 Baths ACTIVE Status 73534050 MLS 1,224 SqFt.
Welcome to Spyglass Hill! Discover the perfect blend of comfort and style in this charming townhouse condo. As you enter inside, you'll be greeted by the warm glow of hardwood floors that flow seamlessly throughout the home. The bright and sunny open-concept kitchen, living, and dining area boasts vaulted ceilings and recessed lighting. The kitchen features stainless steel appliances and a convenient breakfast bar, ideal for casual dining. This home features two spacious bedrooms, including a primary suite with vaulted ceilings, a private bath, and a walk-in closet. Additional highlights include in-unit laundry, a garage, and a slider that opens to your own private back deck, perfect for relaxing or entertaining. Nestled in a tranquil setting, yet just moments away from shopping, restaurants, and more, this home offers the best of both worlds. Welcome to your new home!

251 Trailside Way Unit 251, Ashland

$450,000
3 Beds 2 Baths UNDER AGREEMENT Status 73531051 MLS 2,260 SqFt.
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. Seller had received permission for tear down however the 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 money in clearing out the property. Home has the electricity still on but heat and running water are shut off. There is one town sewer connection 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

$459,900
2 Beds 3 Baths UNDER AGREEMENT Status 73529477 MLS 1,978 SqFt.
Space, light, and trees outside every window, at a price that finally leaves room for the rest. This Starlight Village townhouse gives you three full levels and more room than anything else available in Ashland at this price, and it is honest about what it needs. The kitchen, baths and furnace are original. The wall-to-wall carpeting is dated and waiting for the flooring you would have chosen anyway. We priced it that way on purpose, so the value you create belongs to you. What is already here is the part you cannot add later. A sun-filled corner unit where oversized windows and sliders pull light through every level. A wood-burning fireplace, freshly serviced with a new enclosure and damper, anchoring the main floor. And a generous, covered deck tucked into the pines, the kind of spot you will not want to leave on a summer evening. Upstairs you'll fall in love with the primary suite: vaulted ceilings, a skylight, a walk-in closet, and a private balcony of its own. Two full baths up, a half bath on the main, bonus storage in the eaves, a lower-level bonus room ready for an office or gym, and an attached garage. Minutes to Route 135, the Ashland commuter rail, shopping, trails, and Ashland State Park. Bring your vision and make it yours.

254 Captain Eames Cir Unit 254, Ashland

$439,900
3 Beds 2 Baths UNDER AGREEMENT Status 73522752 MLS 1,654 SqFt.
Ledgemere Country delivers the space, privacy, and community that condo buyers rarely find at this price point. This 3-bedroom, 2-bath townhouse spreads across three levels with a dramatic 2-story foyer entry, an open-concept main level with sliders to a private rear patio and yard, an attached garage, and a finished lower level ideal for a home office, gym, or flex space. The upper level hosts a spacious primary suite with generous closet space alongside a third bedroom. Near your door: tennis courts, a playground, and a scenic pond. Minutes to Routes 126 & 135, Ashland MBTA commuter rail, Ashland and Hopkinton State Parks, and major retail. Priced to move and priced to allow you to make it your own.

233 Meeting House Path Unit 233, Ashland

$449,900
2 Beds 2 Baths ACTIVE Status 73513757 MLS 1,316 SqFt.
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

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