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$1,295,000
4 Beds ⋅ 4 Baths ⋅ 73563084 MLS
Your private retreat awaits on Indian Brook Road. This custom-built 4 bed, 3.5 bath Colonial was designed for both everyday living and effortless entertaining, with an impressive array of amenities and resort-style outdoor space. At the heart of the home is the spacious family room, featuring a wood-burning fireplace, built-in shelving with a window seat and dramatic floor-to-ceiling windows that fill the space with natural light. The room flows seamlessly into the inviting eat-in kitchen with Thermador appliances and new LG refrigerator. The elegant dining room features a tray ceiling accented by sophisticated cove lighting, creating the perfect setting for gatherings and special occasions. The first floor offers exceptional flexibility; the private home office with a closet is located next to a full bath with a step-in shower. This versatile space could easily serve as a main level bedroom depending on your needs. Upstairs you will find the impressive primary suite, complete with a newly remodeled bathroom with soaking tub, two large walk-in closets and a spacious sitting area that provides a private sanctuary for quiet reflection with a beautiful view of the yard. Three generously sized guest bedrooms and a full guest bath round out the second floor. The finished basement provides even more living space and endless possibilities—perfect for a home gym, theater room, or playroom. Located on just under an acre of land, this home is set back from the road which allows for maximum privacy. The large composite back deck overlooks the serene in-ground saltwater pool. The dedicated pool house has a half bath, fridge, sink, outdoor shower and ample storage which makes summer entertaining exceptionally convenient. A private basketball sports court adds another dimension of recreation for family and guests. For nature lovers, the backyard offers something truly special: a trail that brings you to a wooden bridge over beautiful Indian Brook that allows you to hike directly to Hopkinton State Park. An attached two-car garage provides everyday convenience and additional storage.With generous living spaces, flexible accommodations, resort-style outdoor amenities, and direct access to nature, this property offers a rare opportunity to enjoy space, privacy, and comfort all in one exceptional home. A commuter's dream: located close to both the Southborough and Ashland MBTA stations. Easy access to Rt 9 and the Mass Pike.

49 Indian Brook Road, Ashland

Listing courtesy of Listing Agent: Alison Fiorenzi from Listing Office: Cordaville Realty.
$1,160,000
4 Beds ⋅ 4 Baths ⋅ 73559936 MLS
This is a home you don't want to miss! Located in an amazing neighborhood with awesome curb appeal and a huge fenced-in yard, this grand size 4 or 5 bedroom brick front Colonial has it all! Big two story foyer, living room with cathedral ceilings opens wide to the dining room which flows into the eat-in kitchen with granite counters, stainless steel appliances, and center island. Family room with soaring ceilings and gas fireplace. Laundry room, updated full bathroom, and an office or guest bedroom rounds out the 1st floor. Primary bedroom with tray ceilings, walk-in closet, and a nice updated full bath with double sinks and frameless glass tiled shower. 2nd bedroom is HUGE with a half bath. bedroom three has cathedral ceilings and stairs that lead to a 3rd floor bonus room! One more bedroom and an updated full bath finishes off the 2nd floor. Large composite deck, central air, 2 car attached garage, and a park like setting for your front yard!

30 Rossi Ln, Ashland

Listing courtesy of Listing Agent: Craig Morrison from Listing Office: Realty Executives Boston West.
$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.
$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.
$799,900
5 Beds ⋅ 3 Baths ⋅ 73568726 MLS
Opportunity knocks for investors and aspiring homeowners! Welcome to this impressive three-family property situated in the heart of Ashland. Offering versatility, space, and a convenient location, this property presents an excellent opportunity for both investors and owner-occupants. Two units are currently being used as two-bedroom units, while the third is being used as a one-bedroom unit. All bedrooms are generously sized, and two units feature private, recently renovated and reinforced decks, providing additional outdoor space and privacy. The exterior offers ample parking and a spacious yard perfect for outdoor enjoyment. The basement provides lots of additional storage. Conveniently located near Downtown Ashland, restaurants, shops, markets, the commuter rail station, and major routes including Route 135. Don't miss the opportunity to make this versatile multi-family property yours!

251 Main St, Ashland

Listing courtesy of Listing Agent: Matheus Goncalves from Listing Office: Mega Realty Services.
$789,900
4 Beds ⋅ 3 Baths ⋅ 73574794 MLS
Any chance you might be looking for a really nice house located in an awesome neighborhood just minutes from the elementary school, downtown, parks, highway access, train stations, shopping, and more?! This home has over 2400 sqft of living space, 3 full bathrooms, 4 bedrooms plus a dedicated office or guest room, a one car attached garage, and central air! Let's start with the 1st floor....Kitchen with new stainless steel appliances, corian counters, and a cool breakfast bar with seating for three that opens wide to the dining room with hardwood floors and nice views out the picture window. Living room with sliders to the back patio is being used as a kids playroom but can also be used as an office or guest room. A spacious foyer leads to the family room with cathedral ceiling, hardwood floors, and sliders to the deck which overlooks a fenced-in yard with a patio and storage shed. And now to the 2nd floor where you'll find a large main bedroom with a new walk-in closet and a new awesome bathroom with double sinks, quartz counters, tiled walk-in shower with frameless glass doors! Three more decent size bedrooms and a new home office! You can even take a walk on the neighborhood nature trails that wind through a beautiful wooded landscape. HVAC system 2016, back roof 2021, front roof 2010, 2nd floor addition 2021, hot water heater 2026. Do NOT drag your feet on this one!

21 Stagecoach Dr, Ashland

Listing courtesy of Listing Agent: Craig Morrison from Listing Office: Realty Executives Boston West.
$768,000
2 Beds ⋅ 3 Baths ⋅ 73567563 MLS
Located in Ashland’s most desirable 55+ community, this sun-filled, immaculate 2 bedroom, 2.5 bath home is comfortable and inviting.Highlights include: *first floor primary suite with two walk-in closets, a spacious bath featuring double vanities, whirlpool tub, and separate shower *a bright, oversized three-season room •a front porch and private deck. The eat-in kitchen features an inviting seating area with large windows, hardwood flooring, and abundant white cabinetry with granite countertops.The living room has a gas fireplace surrounded by built-in cabinetry, soaring ceilings, and hardwood flooring.The main floor offers single floor living: primary suite, living room, dining room, kitchen, three-season room, laundry/mudroom and attached two car garage. The second floor offers a large loft, guest bedroom and full bath.This dynamic, vibrant community offers an active clubhouse, miles of nearby walking trails and convenient access to the commuter rail. If you are looking for a pleasant, active living environment, this is truly a remarkable property. This home lives like a single-family residence, with no shared house walls and windows on all four sides. Only the attached garages are connected. Come see why this community is so popular! Book your appointment now!

68 Braeburn Ln Unit 68, Ashland

Listing courtesy of Listing Agent: Judi Teller from Listing Office: Realty Executives Boston West.
$699,900
3 Beds ⋅ 2 Baths ⋅ 73578330 MLS
NEIGHBORHOOD SETTING ABUTTING CONSERVATION LAND. Tucked away in one of Ashland’s most cherished neighborhoods, this charming colonial offers the perfect blend of privacy, classic New England character and extensive updates. A major kitchen reno highlights the list of updates - wood cabinets, granite counters, stainless appliances - it checks all the boxes! The roomy dining area offers great potential, perfect as-is or ready for creative minds to capitalize on the oversized space. Other first-floor features include a cozy family room with a wood fireplace, plus a convenient main-level bedroom and full bath. Upstairs the wide plank pine floors carry through a massive main bedroom with ample closet space and a comfortable guest bedroom adjacent to a full bath. LOCATION, LOCATION, LOCATION! Outside is a sanctuary - a fully fenced yard overlooks conservation grounds. Enjoy unmatched convenience with the elementary school, playgrounds and nature trails close by, plus quick proximity to shopping and the commuter rail. Peace of mind upgrades include a high-efficiency Carrier furnace, A/C, and gas hot water heater (2020). The house is ready to go - are you?

33 Bay Colony Drive, Ashland

Listing courtesy of Listing Agent: Erika Steele from Listing Office: REMAX Executive Realty.
$699,900
3 Beds ⋅ 2 Baths ⋅ 73559845 MLS
This incredible ranch style home is set on an absolutely beautiful fenced-in yard with an awesome new deck! Conveniently located on a dead end street with access to the Ashland State Park for boating, hiking, swimming, and fishing! You can walk to downtown, Stone Park, The Farmer's Market, and just a few minute drive to the commuter train station. There is 2858 sqft of living space which includes 1000 sqft in the finished basement and about 300 sqft in the room above the garage. The eat-in kitchen has ample counter and cabinet space, stainless steel appliances and opens up to a step down living room with high ceilings, fireplace, and bay window. Spacious primary bedroom with double closet and half bath. Two more bedrooms, a full bath, and just refinished hardwood floors round out the 1st level. The family room and home office is in the updated finished basement with lots of storage and recessed lighting. How about a huge 2 car heated garage with a bonus room above it with its own private entrance! So many possibilities! Could be a gym, home based business, rec room, and more! Brand new roof on the main house, heating system '22, fence '23, deck '22, exterior doors and sliders '25, water filtration system '23.

17 Metropolitan Ave, Ashland

Listing courtesy of Listing Agent: Craig Morrison from Listing Office: Realty Executives Boston West.
$639,900
3 Beds ⋅ 1 Baths ⋅ 73534565 MLS
Welcome to 167 Myrtle St, Ashland — a charming and well-maintained Cape-style home offering the perfect blend of character, comfort, and convenience. This inviting property features an updated kitchen with granite countertops, stainless steel appliances, recessed lighting, tile backsplash, and an open dining area perfect for entertaining. Hardwood floors and abundant natural light create warm, welcoming living spaces throughout. Upstairs offers spacious bedrooms with classic pine flooring, while the flexible first-floor layout is ideal for a home office or guest space. Enjoy the fully fenced backyard — perfect for gatherings, pets, gardening, or relaxing outdoors. A detached garage and storage shed add convenience and functionality. Ideally located near shopping, restaurants, parks, schools, and commuter routes, this move-in-ready home is a fantastic opportunity to enjoy all that Ashland has to offer.

167 Myrtle St, Ashland

Listing courtesy of Listing Agent: Ryan Miranda from Listing Office: Nixon Realty Inc..
$615,000
3 Beds ⋅ 2 Baths ⋅ 73562935 MLS
Offer Deadline Sunday 8/16, 5:00pm!!! Located in one of Ashland's most sought-after neighborhoods, this adorable cape is a short walk to nearby Mill Pond, the local brewery, library, farmer's market, or one of many downtown restaurants. Enjoy the large, private fenced-in backyard with storage shed, mature shade trees and patio...perfect for BBQ's and entertaining, with plenty of room to garden, play, or relax. The large kitchen is nicely laid out with plenty of cabinet space. Formal dining room, 2 full baths, 1 bedroom on the 1st floor (currently staged as a home-office) with 2 additional bedrooms on the 2nd floor. Gleaming hardwoods throughout. The partial finished basement space could be used as a home gym or rec room. The unfinished space would make a great workshop or storage area. Enjoy all that Ashland has to offer, with close proximity to the train, schools, shopping, hiking/biking trails.

51 Pine Hill Rd, Ashland

Listing courtesy of Listing Agent: Pareene Group from Listing Office: EXIT Premier Real Estate.
$599,995
2 Beds ⋅ 3 Baths ⋅ 73536443 MLS ⋅ ['Village Of A Thousand Pines'] BLDG.
One of Ashland’s premier townhouse offerings, meticulously maintained end-unit combines commuter convenience with exceptional privacy. Just off Route 126 and designed as a side-by-side duplex, it features an attached two-car garage and a spacious, light-filled layout. The 1,852 sq ft interior showcases hardwood floors, abundant storage, large windows, and freshly painted interior (2026) The thoughtfully designed floor plan includes two generously sized bedrooms, each with a private en-suite, plus a half bath. The lower level provides flexible bonus space for a home office, gym, playroom, or media room. Recent upgrades include a high-efficiency heating and cooling system (2021), kitchen appliances (2021), all-new energy-efficient windows (2023), new front and deck doors (2023), and a tankless hot water heater (2025). Close to shopping, dining, and everyday amenities, this move-in-ready home offers comfort, efficiency, and modern living in one of Ashland’s most desirable townhouses.

22 Algonquin Trl Unit 22, Ashland

Listing courtesy of Listing Agent: Paul Fioretti from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.
$599,900
3 Beds ⋅ 1 Baths ⋅ 73574802 MLS
This expanded ranch style home is located in an awesome cul-de-sac neighborhood in a wicked convenient location! Short walk to downtown, the library, farmer's market, restaurants, and more! You like a little nature?? How about 600 plus acres of the Ashland Town Forest right up the street with beautiful walking trails! Or Mill Pond Park just down the street! All this and just minutes to the commuter train station, highway access, and The Ashland and Hopkinton State Parks! The current owner has lovingly maintained this home over the last 52 years and is ready to pass it onto the next person or family to make their own wonderful memories like his family did! The main floor has a spacious kitchen that is wide open to the dining room with a fireplace and big picture window overlooking a nicely landscaped front yard. The family room has wood beam cathedral ceilings and a skylight with a slider that leads to a covered deck! Enjoy the character of the wide pine floors and warm up next to the wood burning stove. Down the hall there are three bedrooms, all with hardwood floors, and a full bath. Lots of extra space in the walk-out basement for future expansion or just use it as storage space and a workshop! My favorite part of the property is the huge two car detached garage with plenty of space for shelving and storage! Central air, town water and sewer, natural gas, vinyl siding, and lots of good positive energy! A truly great home at this price point so don't drag your feet and come and see it!

55 Pine Hill Rd, Ashland

Listing courtesy of Listing Agent: Craig Morrison from Listing Office: Realty Executives Boston West.
$575,000
2 Beds ⋅ 3 Baths ⋅ 73556923 MLS
Stunning, completely updated townhouse in the highly desirable Pine Lake Community, a private and peaceful setting abutting the Ashland Reservoir property. As you enter the sun-filled, open-concept floor plan you will see walls of windows and multiple sliding glass doors which fill the home with incredible natural light . The beautifully renovated kitchen features stainless steel appliances, quartz countertops, a center island with seating for four and abundant cabinetry. The spacious dining area opens to a flexible living space, perfect for a sitting room, home office, or additional dining area. The inviting family room offers a cozy fireplace and direct access to a brand-new deck, creating an ideal space for morning coffee, entertaining with friends or quiet evenings at home. Upstairs, the impressive primary suite boasts soaring cathedral ceilings, a custom walk-in closet, and a luxurious spa-inspired bath featuring a soaking tub, double vanity, and oversized glass-enclosed tiled shower. A generous second bedroom includes its own en-suite full bath and private deck, providing comfort and privacy for guests or family. The beautifully finished lower level has been completely renovated and offers versatile space for a media room, home gym, or office. It also provides convenient access to the laundry area and the attached two-car garage with newly painted floor and rubber matting. Located just minutes from the commuter rail, shopping, restaurants, highly ranked schools and major routes, this exceptional home offers the perfect blend of luxury, comfort, and low-maintenance living in one of Ashland's most sought-after communities. UPDATES 2020: New Flooring & Custom Window Treatments 2021: Kitchen Remodel, Refrigerator & Drawer Microwave, AC Unit, 2022: Finished Basement, Washer Dryer, 2023: Walkway, Patio, Stone Wall, 2024: Remodel Primary Bath & Closet, Dishwasher, Gas Hot Water Heater, 2025: New Deck, Outdoor Frost Free Faucet, 2026: Carpet on Stairs.

8 Voyagers Lane Unit 8, Ashland

Listing courtesy of Listing Agent: Diane Regan from Listing Office: .
$554,900
2 Beds ⋅ 3 Baths ⋅ 73555581 MLS ⋅ ['Village Of A Thousand Pines'] BLDG.
Welcome to the Village of A Thousand Pines! This sun-filled 3-level end-unit townhouse offers exceptional living in a pet-friendly community. A bright atrium opens to a spacious living/dining area & gas fireplace. The kitchen features newer stainless steel appliances (6 yrs), new gas stove (2026), deck access for morning coffee or grilling, and 1/2 bath.Upstairs, the primary suite boasts a fireplace, walk-in closet, and spa-like ensuite bath. Second bedroom w full bath, and cozy loft provide ideal space for office, or reading nook.Recent updates include newer windows (approx 5-6yrs) heating system, central A/C, & water heater (3 years). The finished walkout lower level offers flexible living space, laundry with newer LG washer & dryer, a two-car garage, and two deeded parking spaces. Relax in your inviting yard with privacy hedge. Community playground, walking trails, & easy access to the Mass Pike, I-495, Route 9, MBTA Commuter Rail, Ashland's top-rated schools, shopping, Ashland Reservoir.

60 Algonquin Trail Unit 60, Ashland

Listing courtesy of Listing Agent: Colleen Kodjian from Listing Office: RE/MAX On the Charles.
$550,000
3 Beds ⋅ 1 Baths ⋅ 73573132 MLS
Bring your vision to this 1955-built single-family ranch, located on a spacious and private 0.42-acre lot in a quiet Ashland cul-de- sac neighborhood. Offering 1,102 square feet of functional living space, the layout includes three bedrooms and one full bath, ready for a complete modern transformation or renovation. Generous backyard space with room to expand or customize. Property is being sold strictly as-is, where-is. Property is 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!OPEN HOUSE CANCELED FOR 9/13

12 Denise Dr, Ashland

Listing courtesy of Listing Agent: Angelina Chrisemer from Listing Office: Berkshire Hathaway HomeServices Verani Realty.
$549,000
2 Beds ⋅ 3 Baths ⋅ 73532791 MLS ⋅ ['Villages Of Westerly'] BLDG.
Beautifully designed three-level condominium offering a blend of style, comfort, and functionality. A private ground-level entrance welcomes you inside, where an elegant staircase leads to the sun-filled main living area. Open floor plan connects the kitchen, dining area, and living room with a gas fireplace and hardwood flooring throughout creating an inviting space. Private deck is off the kitchen offering a relaxing outdoor area. The second level features two spacious ensuite bedrooms, each with cathedral ceilings and views of the surrounding trees. Above, a finished loft offers exceptional flexibility as a home office, reading nook, or creative workspace. The lower level provides a nicely finished room with sliders to the yard, a storage area and access to a tandem 2-car garage. Important updates: BRAND NEW CARPETS on second floor and loft area, hot water tank 2018, recently painted interior throughout along with updated appliances, Microwave (2020), Dishwasher (2021) and Refrigerator (2025).

33 Half Crown Cir Unit 33, Ashland

Listing courtesy of Listing Agent: Lisa Paulette from Listing Office: Coldwell Banker Realty - Framingham.
$545,000
2 Beds ⋅ 3 Baths ⋅ 73569560 MLS ⋅ ['Pine Lake'] BLDG.
Spectacular, private setting and a stunning 3-level townhouse - move right in. Beautiful gardens and a spacious deck greet you as you follow the path and stairs to the front door. The owners have lovingly tended every corner of this home. Bright, spacious kitchen with center island, granite counters, abundant cabinetry, and superb work areas- perfect for the family chef! Dining room w/stunning built-in custom cabinet, opens to the living room with gas fireplace insert and sliders to the deck. The main bedroom offers a walk-in dressing area, a breathtaking, custom luxurious bath with extra linen storage space, and access to the upper balcony - a perfect spot to sip coffee and enjoy your private oasis. A beautifully updated second bath with an ensuite custom Italian spa, and a spacious additional bedroom, complete the upper level. Don’t miss the hardwood accent medallion in the upper hall. In the lower level, the spacious den-currently used as a spare bedroom- feels wonderfully comfortable. The 2-car garage includes a wall of built-in shelving. You won’t hear your neighbors; this part of the complex was built with poured concrete all the way up to the roof. Direct access into 470-acre Ashland state park with reservoir, beach area, and boat ramp. Central location close to major roads, shops, and restaurants, yet remarkably quiet and peaceful. So many updates throughout. See owner’s notes.

44 Voyagers Ln Unit 44, Ashland

Listing courtesy of Listing Agent: Lisa Zemack from Listing Office: Zemack Real Estate.
$459,900
2 Beds ⋅ 3 Baths ⋅ 73560721 MLS ⋅ ['Spyglass Hill'] BLDG.
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

Listing courtesy of Listing Agent: Pamela Bathen from Listing Office: Oak Realty.
$459,900
2 Beds ⋅ 3 Baths ⋅ 73529477 MLS ⋅ ['Starlight Village'] BLDG.
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

Listing courtesy of Listing Agent: The Best Buy Team from Listing Office: Media Realty Group Inc..
$450,000
3 Beds ⋅ 1 Baths ⋅ 73570943 MLS
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

Listing courtesy of Listing Agent: Adam Sinewitz from Listing Office: 29 Realty Group, Inc..
$450,000
2 Beds ⋅ 3 Baths ⋅ 73568389 MLS ⋅ ['Spyglass Hill Condominiums'] BLDG.
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

Listing courtesy of Listing Agent: Anne Silverman from Listing Office: LAER Realty Partners.
$450,000
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. 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

Listing courtesy of Listing Agent: Martha Morese from Listing Office: Century 21 Custom Home Realty.
$445,000
3 Beds ⋅ 3 Baths ⋅ 73563538 MLS ⋅ ['Ledgemere Country'] BLDG.
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

Listing courtesy of Listing Agent: Bobbie Fishman from Listing Office: Coldwell Banker Realty - Framingham.
$439,900
3 Beds ⋅ 2 Baths ⋅ 73522752 MLS
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

Listing courtesy of Listing Agent: Shant Davidian from Listing Office: Union Realty Group LLC.
$375,000
2 Beds ⋅ 1 Baths ⋅ 73570438 MLS
Attention Contractors/builders and renovators, this may be the opportunity you have been waiting, Spacious 1945 built ranch/ cottage with 1476 SF of living area in need of substantial renovation on a 1-acre lot. Located within walking distance to downtown Ashland. The home is not habitable in its current condition. Fireplace living room with sliders to a rear deck overlooking the private yard. With vision and lots of work, this home could shine once again and be a great fall project. Property cannot be connected to public sewer, and Title V is buyer responsibility. Heating system is newer and electric on circuit breakers

155 Concord St, Ashland

Listing courtesy of Listing Agent: Stephen O Loughlin from Listing Office: Realty Executives.
$325,000
73573997 MLS
Looking to build your dream home in the beautiful town of Ashland? Take advantage of this rare opportunity to build in a well-established residential neighborhood. This approximately 0.7-acre lot was previously home to a 4,000+ square foot residence and has since been completely cleared, including removal of the damaged foundation, leaving a clean, level building site ready for its next chapter. Town water, town sewer, and natural gas are all available at the property and have been properly capped and left ready for future connection. Bring your plans and create your next home in this desirable setting!

54 Blue Jay Ln, Ashland

Listing courtesy of Listing Agent: Kevin Surdam from Listing Office: Lamacchia Realty, Inc..
$250,000
73352054 MLS
Terrific opportunity for a builder, developer, or visionary buyer in Ashland at an attractive price! Nestled in a private residential area, this 1.84-acre parcel offers a well-proportioned shape, ample frontage, and a peaceful, wooded setting. A rare chance to bring your vision to life—don't miss out on this unique opportunity! Buyer to do their own due diligence.

Cross, Ashland

Listing courtesy of Listing Agent: Molly Potts from Listing Office: Real Broker MA, LLC.
$250,000
73335111 MLS
Terrific pportunity exists for Builders/Developer in Ashland, at an attractive price! Buyers to do their due diligence. Both lots to be sold as a single lot. No plans or permits in hand. Current assessments total are for FY 2025. See disclosures.

Oak St, Ashland

Listing courtesy of Listing Agent: Stig Bergquist from Listing Office: Keller Williams Realty.
$200,000
73450117 MLS
This single family house lot is located on a peaceful country road. It offers a serene family environment. The homesite is generously sized, measuring over 18 acres. It provides ample space for constructing a spacious home, along with outdoor areas such as a backyard, garden or patio.

Oregon Rd, Ashland

Listing courtesy of Listing Agent: Richard Anzalone from Listing Office: Remax A-Team.

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