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View All Latest Ashland 1000+ Sq. Ft. Properties for Sale

$1,495,000
6 Beds 6 Baths NEW Status 73574854 MLS 4,924 SqFt.
Welcome to 10 Pond View Lane—a spectacular 6-bedroom waterfront architectural masterpiece perfectly tucked away on a premier Ashland cul-de-sac. Situated directly on the pond, this custom-designed residence offers an unparalleled blend of luxury, privacy, and cutting-edge sustainability. The home boasts many large open spaces designed to maximize views of the water. The crown jewel of the property is an incredible, massive 10x40 ft indoor pool housed within a custom vaulted glass greenhouse - a private, year-round tropical oasis allowing you to swim and relax while surrounded by nature, regardless of the New England weather Step outside onto the huge back deck, which offers an incredible space for outdoor entertaining while overlooking a beautiful grove of fruit trees and the serene pond. Built with the future in mind, the entire home is powered by a high-efficiency, carbon-free geothermal heating and cooling system. This advanced technology not only handles the home's climate comfort but also constantly filters the air, providing ultimate environmental responsibility alongside exceptional, clean indoor air quality year-round. Inside, the bright and expansive layout with 12 skylights, features 6 spacious bedrooms and 5.5 bathrooms, of which 3 feature their own relaxing Jacuzzi tubs. This private oasis offers an elite location just minutes away from pristine outdoor escapes including the Ashland Reservoir loop trail and Cushing Memorial Park. When convenience is needed, you are located a short 15 minutes away from major retail destinations like Lowe’s, REI and Shoppers World. Please see the digital floor plans to explore the seamless flow of this unique property. Showings start this Saturday, September 12th. Don't miss your chance to own one of Ashland’s most unique and forward-thinking properties!

10 Pond View Ln, Ashland

$599,900
3 Beds 1 Baths NEW Status 73574802 MLS 1,254 SqFt.
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

$759,000
2 Beds 3 Baths UNDER AGREEMENT Status 73566642 MLS 1,990 SqFt.
Beautiful home in Ashland’s premier 55+ community. Enjoy easy, comfortable living in one of Ashland’s most sought-after adult 55+ communities, featuring an active clubhouse, adjacent to miles of woodland walking trails and convenient access to the “T.” This immaculate two-bedroom, two-and-a-half-bath home offers a bright open floor plan with everything you need on the main level, plus welcoming guest space upstairs.--The Main-Level Living Space--The sun-filled eat-in kitchen features maple cabinetry, granite countertops, hardwood flooring, and a large bay window—perfect for enjoying the outdoor views with your morning coffee. The front den or living room offers hardwood flooring, French doors, and another generous bay window that brings in abundant natural light. The combined family room and dining area creates an inviting central gathering space with a vaulted ceiling, oversized windows, a gas fireplace, and a slider leading to the deck. The first-floor primary bedroom includes a cathedral ceiling, double closets, and a spacious bath with a whirlpool tub, tiled shower, linen closet, and double vanity. An oversized mudroom provides direct access to the laundry area, guest bath, and an additional door to the deck, adding everyday convenience and functionality. ----The Second-Floor Guest Space---Upstairs, you’ll find a large loft perfect for an office or sitting area, full bath, guest bedroom and two walk-in attic spaces that offer excellent storage. There is also a two-car garage.This home lives like a single-family residence, with no shared house walls and lots of windows on all four sides. Only the attached garages are connected. Come see why this community is so popular!

28 Braeburn Ln Unit 28, Ashland

$545,000
2 Beds 3 Baths UNDER AGREEMENT Status 73569560 MLS 2,014 SqFt.
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

$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

$1,295,000
4 Beds 4 Baths UNDER AGREEMENT Status 73563084 MLS 4,535 SqFt.
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

$624,999
3 Beds 3 Baths PRICE CHANGED Status 73557329 MLS 1,714 SqFt.
NEW PRICE! Massive $50k reduction to $624,999. Exceptional value meets commuter perfection in this completely refurbished 3-bedroom, 2.5 bath home steps from the Ashland Commuter Rail. Wake up to beautiful sunrises across the Sudbury River and enjoy total peace of mind since this house has all new insulated windows, full foam insulation, 1st-floor laundry, efficient HVAC, a valuable whole-house Generac generator, gas heat, a garage and town water/ sewer.Open the front door to a benched Mud Room entry and walk into a light filled 1,700+_ sq ft. luxurious open concept first floor with high ceilings and gleaming hardwood floors. The updated kitchen boasts plenty of white cabinetry, butcher block counters and a breakfast bar which seamlessly connects to spacious living and dining areas with an extra bonus alcove for a sunroom office or just relaxing space. From here, step outside to a cool covered deck overlooking a secluded, wooded backyard oasis- ready to enjoy for all types of yard activities. There is also a large half bath with a full laundry room and good storage on the first floor. Upstairs features 3 bedrooms and two updated full baths, both with double sinks! The large primary suite offers a multi-closeted layout, lots of light and will be a special space to unwind and relax. Unbeatable location near downtown shops, dining, State Park trails, and all major commuter routes. At this price point with all it offers, and in like new condition, this is an unbelievable value and opportunity. Priced to move so act fast and come see. Open House Saturday Sept 12th 12- 1:30PM or call for an appointment for a private showing.

329 Pleasant Street, Ashland

$575,000
2 Beds 3 Baths UNDER AGREEMENT Status 73556923 MLS 2,125 SqFt.
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

$649,000
3 Beds 2 Baths UNDER AGREEMENT Status 73556868 MLS 1,863 SqFt.
Welcome to your next address! This captivating Cape offers the perfect blend of character, comfort and convenience, boasting an exceptional backyard bordered by protected land to ensure your privacy in perpetuity. A classic stone wall and brick walkway create curb appeal and an inviting approach to the covered portico, welcoming you into the living room featuring hardwood floors, built-in bookshelves and an abundance of natural light. The spacious, sun-filled dining room showcases parquet floors and flows into the open kitchen, where generous cabinetry and counter space, stainless steel appliances and picturesque garden views make everyday meal prep and entertaining effortless. The first floor bedroom serves as an ideal home office, complemented by an updated full bath finished with timeless white subway tile. Upstairs, the primary bedroom is airy and bright with bonus knee-wall storage, while the second bedroom features built-in shelving and a cozy office nook, both sharing a stylish, spa-like full bath and cedar closet. Unwind or watch a movie downstairs in the family room, flexible, functional space for games, homework or fitness. In the laundry and workshop area, you will discover a new heating system, oil tank and electrical panel with whole house surge protector ensuring energy efficiency and peace of mind for years to come. Central air, newer triple pane windows and smart lighting are additional highlights. The recent mudroom addition provides a convenient drop zone and back entrance to the garage, storage shed and expansive private backyard. Perfect for entertaining, sports and garden enthusiasts, there is also a portable gazebo for lazy summer afternoons and a fire pit for relaxing evenings under the stars. This wonderful home is ideally located near top-rated schools and parks, including Ashland's beautiful State Park, and just over a mile to its charming, revitalized downtown where you can enjoy local restaurants and breweries, shops and community events. A little over two miles to the train, the location is also convenient for commuters. See you at the Open House!

153 Prospect Street, Ashland

$549,500
2 Beds 3 Baths PRICE CHANGED Status 73555636 MLS 2,100 SqFt.
Surrounded by refreshing pine-scented air and just minutes from a scenic state park, lake, and beach, this beautiful home offers a rare sense of privacy, nature, and tranquility. Its unusually spacious, professionally landscaped yard is unlike anything else in the community.Move-in-ready Ashland home offering the space, privacy, and feel of a single-family residence, with a two-car attached garage, private deck, cathedral ceilings, and a rare concrete construction.The bright, open floor plan features abundant natural light, hardwood floors, sharing French country interior with touches of Provence and Mediterranean warmth. Generously sized rooms. A wood-burning fireplace adds warmth and character while providing a useful secondary heat source during the winter. The layout works well for both everyday living and entertaining, with a rare and beautifully landscaped private yard - one of the most exceptional outdoor spaces in the entire community - with the added luxury of a nearby state park, lake and beach.The property has been carefully maintained and updated with a newer water heater, Nest smart-home system, water filtration system, updated garage door, windows, and renovated bathrooms. Efficient systems help keep heating and electricity costs reasonable for a home of this size.The pet-friendly community is close to Ashland State Park, local shopping, restaurants, pharmacies, and everyday services. Ashland’s MBTA Commuter Rail is working distance away and offers direct service to Back Bay and South Station.

21 Voyagers Ln Unit 21, Ashland

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