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$460,000
2 Beds 3 Baths SOLD Status 73443568 MLS 1,624 SqFt.
HUGE PRICE IMPROVEMENT!!!! Best price possible for beautiful Spyglass Hill. This truly turnkey opportunity awaits. Immaculate 2 bedroom 2.5 bathroom condo checks all the boxes. You will love the new carpeting and fresh paint throughout. Enjoy the sun on your oversized deck. Home features a large eat-in kitchen with stainless appliances, and gas range with double oven combo. Cherish company in your fireplace living room and special events and gatherings in the formal dining room. Both bedrooms feature vaulted ceilings and en suite bathrooms with an additional half bath on the main living level. The finished basement is an ideal space for a quiet office, guest room or play area for the littles. Central Vacuum makes cleaning your new carpets a breeze. Recently replaced windows and water heater. Deals like this are few and far between, act now and call today.

67 Spyglass Hill Dr Unit 67, Ashland

$445,000
2 Beds 3 Baths SOLD Status 73441977 MLS 1,456 SqFt.
SELLER TO PAY ALL 2026 & 2027 special assessment! Impeccably maintained and updated 2 bedroom condo with an extra room on main floor (den or guest room). The tiled entryway leads into the impeccable hardwood floors in the living room, den, dining area and kitchen. The updated kitchen offers stainless steel appliances, granite countertops and white cabinetry w/ access to the exclusive use stone patio. The full bath is tiled. Hardwood stairs lead to the second floor. The primary suite has a ceiling fan, double closet, walk-in closet and full bath. The hallway has an updated 1/2 bath. There is an another bedroom with ceiling fan, a small reading nook in hallway finishes off the second floor. The lower level has a game room/family room as well as a laundry. There is access to the garage and outdoors. Renovations include lower level game room with mudroom 2021, windows and sliding door 2021, kitchen and baths.

277 Meeting House Path Unit 277, Ashland

$661,000
3 Beds 1 Baths SOLD Status 73441802 MLS 1,980 SqFt.
This beautifully renovated single-family home is located in a prestigious neighborhood known for its excellent school systems. Offering timeless charm and modern updates, it features gleaming hardwood floors throughout and an updated kitchen with granite countertops and stainless steel appliances and updated bathroom. The finished basement provides the perfect space for entertaining or additional living needs. Step outside to your private oasis, complete with a custom-built BBQ area, professionally designed landscaping, and a spacious deck ideal for gatherings and relaxation. Meticulously maintained with thoughtful updates throughout the years, this home is truly turnkey—nothing to do but move right in and enjoy both comfort and style in one of the area’s most sought-after locations.

8 Cedar St, Ashland

$770,000
3 Beds 3 Baths SOLD Status 73440761 MLS 1,884 SqFt.
Well maintained single family raised ranch with newly refinished gleaming hardwood floors, cathedral ceilings, living room with a brick fireplace, eat in kitchen with granite countertops and stainless steel appliances, dining room with a slider to the private back deck with steps down to a patio and backyard. Hallway leads to main full bath, main bedroom with a full bath and two more bedrooms! Pull-down attic stairs provides ample storage space. Family room on the lower level with closet space, wall to wall carpet, recessed lighting, washer and dryer and a half bath. Door leads to a large two car garage with two electric garage door openers. Maintenance free exterior vinyl siding. House is in move-in condition.

17 Stagecoach Dr, Ashland

$477,000
3 Beds 2 Baths SOLD Status 73440363 MLS 1,674 SqFt.
Move in Ready 3 Bed , 2 bath townhome in the Ledgemere Country Condominium of Ashland. Building within the community is at a nice locaation. Grand 2 story foyer and staircase leading to the second floor. Generous living space and ample kitchen cabinetry with eat in space. Open Layout. Sun drenched dining & Living space with a slider that leads to a private yard. First floor bed and full bathroom for your convenience. Use as you wish – can be a home office! Expansive primary bed room with ample closet space.Good size second bedroom . Finished basement. Basement leads to the attached garage space. Ample parking off street and guest parking. Beautiful neighborhood with professional landscaping well maintained grounds. Pet friendly complex. Located minutes from Routes 126 & 135, Ashland MBTA, and Ashland and Hopkinton State Parks. Top rated School System.

74 Meeting House Path Unit 74, Ashland

$510,000
2 Beds 3 Baths SOLD Status 73438822 MLS 1,967 SqFt.
Located in the desirable Starlight Village, this 2-bedroom tri-level townhouse awaits you. The 1st-floor features an open concept floorplan including a cozy living room with fireplace, a 1/2 bathroom, dining area and a kitchen complete with peninsula and direct access to the deck. The 2nd-floor features 2 spacious bedrooms, each with vaulted ceilings and its own ensuite bath, including a primary suite featuring a walk-in closet for added luxury. The lower level features a utility room, garage access and a bonus room. Outside you'll find a peaceful retreat including a flat yard and a private deck. With easy access to parks, trails, shopping, dining and commuter routes, this home offers the perfect location. Come see this home today!

102 Captain Eames Cir Unit 102, Ashland

$500,000
3 Beds 2 Baths SOLD Status 73438814 MLS 2,260 SqFt.
The Otis Cole House, one of the first Greek Revival homes in Ashland & former start to the Boston Marathon, is now for sale for the first time in decades. Sitting on 1.49 acres, this corner lot is located steps from the Ashland Community Center, Ashland State Park, & 2mi from Commuter Rail, is an excellent opportunity for a builder’s next project. The existing home, built in the 1850s, carries some historical significance (see attached), though there are no known preservation requirements. With approximately ˜320 feet of frontage on Olive St and ˜170 feet of frontage on Route 135, the possibilities for this property’s next owner are endless, including the potential for subdivision. Town sewer and water are available on Olive St; the existing property is connected to a septic and will not pass Title V. The property will be sold as-is, where-is. DO NOT WALK THE LOT WITHOUT PERMISSION. Will not qualify for conventional financing. Interior showings will be conducted via group showings.

9 Olive St, Ashland

$450,000
3 Beds 1 Baths SOLD Status 73438800 MLS 1,410 SqFt.
Nestled on a spacious lot in a desirable Ashland neighborhood, this 1940-built home offers a rare opportunity to create your dream space. While the property does need updates and repairs, it features strong bones, character-filled details, and several key improvements including an updated furnace, newer windows, and a professionally installed TripleSafe sump pump system with battery backup. The home sits on a large parcel, offering generous outdoor space and privacy. An area off the first-floor bedroom appears to have been prepped for a potential future bathroom addition... offering flexibility for buyers looking to customize. This property is perfect for those with vision who are ready to roll up their sleeves and restore a classic home to its full potential. Property is being sold as-is. Don’t miss your chance to invest in location, land, and lasting value!

181 E Union St, Ashland

$915,000
4 Beds 3 Baths SOLD Status 73438625 MLS 2,888 SqFt.
This well maintained home is located in an awesome neighborhood with gorgeous landscaping close to everything including, shopping, restaurants, commuter train, state park, highway access, and schools! You're going to LOVE the layout of the main level! Huge eat-in kitchen with center island, hardwood floors, stainless steel appliances opens wide to a grand size family room with gas fireplace, skylight, and vaulted ceilings. Relax on the 3 season porch or separate home office with pocket doors. A formal dining and living room and half bath round out the 1st floor. The primary suite has a tray ceiling, walk-in closet and the bathroom of your dreams with stand alone air-jet tub, tiled shower, skylight, and double sinks! 3 more spacious bedrooms and a full bath with a skylight and double sinks finish off the 2nd floor. Finished room in the basement can be a play room or home gym! Roof 2009, HVAC #1 2023, HVAC #2 2009, exterior painted 2021.

6 New Castle Rd, Ashland

$759,000
2 Beds 3 Baths SOLD Status 73438381 MLS 2,307 SqFt.
Single stand-alone 2300+sf in Ashlands premier active adult community abutting walking trails to Hopkinton state park. This home features so much on one floor plus additional space on the 2nd for guests. Step on FRONT PORCH and enter the spacious entry. On left is a large light-filled den/office/sitting room and to your right a large dining room open to the kitchen. The beautiful wood cabinetry and granite countertops and dining area overlook your family room with gas fireplace and a bank of bright windows. Off of the dining area is a 3 SEASON PORCH with access to deck. The primary bedroom with vaulted ceiling and huge walk in closets as well as oversized bath with soaking tub and shower with double vanities and lots of natural light. The 1/2 bath and mudroom with laundry finish off the first floor. The second floor loft overlooks the living room and has a full bath and guest room with large walk-in closet. The clubhouse is very active and FUN! 2025 HVAC system

20 Braeburn Ln Unit 20, Ashland

$505,000
2 Beds 3 Baths SOLD Status 73437471 MLS 1,624 SqFt.
Welcome to the good life at Spyglass Hill! Enjoy the unbeatable location just a short stroll from the commuter rail, making your commute a breeze. You'll be surrounded by amenities, including shopping, beautiful parks and scenic walking trails. The main level features a family room with a cozy fireplace that flows seamlessly into the U-shaped kitchen, complete with a granite breakfast bar and a dining area. However, if you prefer to dine al fresco you have a HUGE deck as a plan B. Tucked around the corner is a powder room and bright living room, offering plenty of space for entertaining. Upstairs are two vaulted ceiling bedrooms, each with its own private bathroom including a renovated main bathroom (‘21/22). You'll love the remarkably affordable condo fee and the peace of mind that comes with a professionally managed association. All the benefits of a prime location with none of the hassle. Don't miss this one!

83 Spyglass Hill Drive Unit 83, Ashland

$750,000
2 Beds 3 Baths SOLD Status 73436815 MLS 1,990 SqFt.
Welcome to this highly desirable 55 + community in Ashland. This beautiful property with a park like setting is warm and inviting with a spacious open floor plan that is conducive to easy living and entertaining. A cathedral ceiling, gas fireplace and hardwoods in the livingroom lead to the charming heated sunroom, and access to a lovely deck. The open and bright kitchen features a breakfast nook with bay window, granite countertops, hardwood floors, and stainless steel appliances. First level primary bedroom has a cathedral ceiling, two closets, one of which is a large walk in with custom organizers, spacious bath with double vanities, shower and whirlpool tub. Second level features a bedroom/full bath/ walkin attic storage spaces, and a large loft area perfect for a home office or den. Very active community with Clubhouse and bocce court. Mintutes to 495, MassPike, T-station, and two State Parks.

65 Braeburn Ln Unit 65, Ashland

$787,400
4 Beds 3 Baths SOLD Status 73435346 MLS 2,313 SqFt.
Tucked into one of Ashland’s sought-after neighborhoods on a wooded lot, this expanded split-level blends charm and convenience—just minutes to major routes and the MBTA. The open-concept main level features cathedral ceilings, hardwood floors, and a slider to a large deck. The kitchen boasts granite counters, custom cabinets, and modern appliances. The primary suite offers a private bath, walk-in closet, and deck access, while three additional bedrooms provide ample space. Central A/C keeps things comfortable. The finished lower level includes a large den/game room with half bath and laundry. Attached 2-car garage under the home adds convenience and storage. Enjoy the peaceful setting and thoughtful updates—schedule your visit today!

23 Teller Dr, Ashland

$630,000
2 Beds 3 Baths SOLD Status 73434827 MLS 2,000 SqFt.
Welcome to this meticulously maintained, and beautifully updated multi-level townhouse in Ashland's Village of a Thousand Pines. This home features two spacious bedrooms, each with its own ensuite bath, including a primary suite with vaulted ceilings, walk-in closet, and fireplace. The finished lower level offers a flexible family room and dining area, ideal for relaxing or entertaining. The open-concept kitchen is designed with granite countertops, updated appliances, and a large center island, flowing seamlessly into the dining and living spaces. A gas fireplace, oversized windows, and modern finishes create a bright and inviting atmosphere throughout. Additional highlights include an attached garage, private deck for outdoor enjoyment, and a half bath with designer touches. This home combines comfort and convenience with close proximity to shopping, dining, schools, and commuter routes, including the commuter rail.

379 Captain Eames Cir Unit 379, Ashland

$515,000
2 Beds 3 Baths SOLD Status 73433053 MLS 1,814 SqFt.
Welcome to 11 Voyagers Lane in Ashland’s Pine Lake community! Set in a peaceful, tree-lined setting, this home offers an ideal blend of privacy and convenience with amazing access to Ashland State Park, the commuter rail, local shops, and top rated schools. The main level features a sprawling living room with fireplace and sliders to private deck, perfect for entertaining or unwinding. The well appointed kitchen flows seamlessly into the dining area. Upstairs with cathedral ceilings, the bedrooms each feature full baths and balcony access, while the primary suite has large closet and lovely nursery nook! The partially finished lower level adds versatile space for a home office, gym, or guest room, and the oversized tandem garage provides ample storage and parking. Recent upgrades include brand new windows and sliders, renovated baths and more. With its flexible layout and prime location, this turn-key home offers comfort, convenience, and a relaxing lifestyle in the heart of Ashland!

11 Voyagers Lane Unit 11, Ashland

$830,000
3 Beds 3 Baths SOLD Status 73432636 MLS 2,484 SqFt.
Discover this unique and incredible property that just makes you feel right at home. Enjoy this 3-4 bedroom home with a wood fireplace in the primary bedroom suite. You will love the formal living room and dining room where a slider opens to a large sun room. This huge sun porch leads out to the luxurious pool area. The salt water vinyl built pool is heated.The entire yard is surrounded by beautiful perenniel gardens and shrubs. You will enjoy the convenience of a fenced-in backyard. The backyard also has a handy tool shed. There is a perimeter around the pool with two patio terraces for your cookout and hangout spots. All bedrooms have ceiling fans and huge walk-in closets. The large family room has a fireplace insert for wintry days. Plenty of storage space in the walk-up area above garage. Use your imagination to turn it into something fun. Second floor washer and dryer are built conveniently into hall closet. Den used as a bedroom, no closet. Mini-split in family room.

89 Thomas Road, Ashland

$475,000
3 Beds 1 Baths SOLD Status 73432596 MLS 1,376 SqFt.
This property has SO MUCH potential but best of all is the amazing location! Walk to downtown and just minutes to the train station, shopping, restaurants, Ashland State Park, schools, and highway access. Situated in a nice neighborhood with an absolutely beautiful level yard, this home has charm AND character and plenty of room for seating on the front porch! Spacious living room with hardwood floors and a spot for a dining room table maybe? The eat-in kitchen has good space and just needs your vision! Wait until you see the HUGE screened-in porch with cathedral ceilings overlooking the awesome backyard! Two bedrooms and an updated full bath round out the 1st floor. One the way to the 2nd floor you pass by built-in shelving on your way to the 3rd bedroom, walk-in attic space, and cozy room for an office. The basement is clean and bright with a washer, dryer, and new heating system!

13 Clark St, Ashland

$770,000
4 Beds 3 Baths SOLD Status 73432184 MLS 2,080 SqFt.
Welcome to this beautifully maintained center entrance colonial, perfect blend of classic charm and modern finishes. This 4 bedroom, 2.5 bath home is truly in a nature lover's paradise. Very close distance you will find Ashland Woods,120 acres of natural beauty, an ideal place to hike and enjoy nature. Less than 2 minutes away is the Ashland Reservoir where you can kayak, swim and fish, and hike to the Ashland State Park, consisting of 470 acres. Huge level backyard offers endless possibilities, bring the soccer team. Step through the front door to the beautiful hardwood floors, and enter the formal living room w/ brick woodburning fireplace. The bright dining area has new slider leading to back deck. Kitchen w/ quartz counters, white cabinetry, New SS appliances. Office on 1st floor, and good sized family room, all w/ hardwood floors. Primary bedroom w/ walk-in closet, New modern private bath. 3 other bedrooms on this level, and New main bath. Great Location. See list of improvements.

9 South Street, Ashland

$897,000
4 Beds 3 Baths SOLD Status 73432100 MLS 2,462 SqFt.
OH cancelled. Welcome to this beautifully maintained colonial on a quiet cul-de-sac in a delightful neighborhood. A formal foyer with gleaming hardwood floors sets the tone for the home’s warm, functional design. The spacious kitchen features maple cabinets, solid-surface counters, a breakfast bar, and hardwood flooring—ideal for everyday living and entertaining. The adjoining family room offers a cozy gas fireplace, hardwood floors, and a slider to a private backyard with patio. Upstairs, the expansive primary suite includes a sitting area, private bath with whirlpool tub, a walk-in closet, plus two additional closets. Three more generously sized bedrooms and a full bath, complete the second floor. A first-floor laundry room adds convenience. Enjoy nearby amenities including the new Mill Pond Riverwalk and Park, downtown Ashland, and the MBTA commuter rail. With its thoughtful layout, prime location, and move-in ready condition, this exceptional home is ready to welcome its next owner

3 Blueberry Hill Ln, Ashland

$775,000
4 Beds 3 Baths SOLD Status 73431657 MLS 2,389 SqFt.
Discover elegance and comfort at 8 Raymond Way, Ashland, MA — a beautifully maintained 4-bedroom, 3-bathroom home that blends style, space, and functionality in one of Ashland’s most coveted neighborhoods. With light-filled, inviting living areas, an open layout ideal for entertaining, and quality finishes throughout, this property offers both immediate move-in appeal and long-term value. The generous, private lot provides room for outdoor relaxation, recreation, or gardening, while the surrounding community delivers strong schools, easy commuter access, abundant green space, and the perfect mix of tranquility and convenience. Homes like this don’t stay available long — schedule your private showing today to see why 8 Raymond Way should be your new address.

8 Raymond Way, Ashland

$555,000
3 Beds 2 Baths SOLD Status 73431141 MLS 1,700 SqFt.
This well cared for, 3 bedroom 2 full bath home in Ashland is ready for new owners! Nestled on a private 1/2 acre lot in a quiet neighborhood along the Sudbury river. Enter in and find a spacious living room offering cozy fireplace, hardwood floors sunny bay window & open concept to the dining room! The dining room offers access to the back enclosed porch & is adjacent to the sunny & function kitchen featuring eat in dining space. The main level offers 3 bedrooms all offering hardwood floors, some underneath carpet ready to be revealed & a full bath. Down in the lower level you will find additional living space in the large finished family room, a home office & a 2nd full bath as well as the laundry & access to the one car garage. The fenced in back yard offers a peaceful space for relaxing & entertaining. This home is tucked away yet just minutes to the Mass Pike & all the local town amenities. Come make this home your own!

3 Johnson St, Ashland

$675,000
3 Beds 2 Baths SOLD Status 73429180 MLS 1,637 SqFt.
Welcome to 10 Prospect St, a beautifully updated Cape set on a rare oversized lot complete with an in-ground pool and expansive patio—your perfect retreat for entertaining or relaxing. The sun-filled main level features an open-concept layout with hardwood floors throughout. The living room flows seamlessly into the dining area and a stunning four-season room addition with sliding glass doors that open to the backyard oasis. The updated kitchen offers modern finishes, while a spacious bedroom (or home office), full bathroom, and a cozy sitting/mudroom area connecting to the one-car garage complete the first floor. Upstairs, two well-appointed bedrooms with vaulted ceilings include a serene primary suite with a walk-in closet and a beautifully updated full bath. The lower level provides ample storage or potential for future living space. With its blend of charm, function, and outdoor living, this home is truly a rare find in Ashland!

10 Prospect St, Ashland

$735,000
3 Beds 3 Baths SOLD Status 73428942 MLS 1,803 SqFt.
ACCEPTED OFFER - OPEN HOUSE CANCELLED. Welcome to this stunning single-family home that was completely remodeled in 2023 and offers a perfect blend of modern luxury and comfort. The open-concept kitchen is a chef's dream, featuring granite counters, stainless steel appliances, designer fixtures, and a waterfall island. The main level features hardwood floors, custom window treatments, dimmer light switches, and more! The first floor primary bedroom has a stunning spa-inspired bathroom with a double sink and tiled shower. A generously sized guest bedroom and shared bathroom complete the main living level. The basement has a family room with a fireplace, a third bedroom, a versatile bonus room, and a full bathroom. The home sits on a spacious lot with a beautiful stone patio, deck, and storage shed. Newer forced air heating/cooling, electrical, plumbing, windows, siding, roof, pavement, and landscaping!

43 Oregon Rd, Ashland

$775,000
3 Beds 3 Baths SOLD Status 73426209 MLS 2,215 SqFt.
What a gem! This updated three-bedroom, multi-level home is situated on a beautiful wooded lot in a quiet cul-de-sac in Ashland. You enter into the main level and are greeted by a spacious living room with a wood-burning fireplace. The dining room has original built-in corner cabinets. The newly renovated kitchen is the perfect place to host your friends and family. The upper floor level features three bedrooms, all with hardwood floors, and a full bathroom with a newly tiled shower. The lower level features a large flex space, which serves as a family room with built-in cabinets and a half bath. Don't miss the finished basement with a tiled walk-in shower! The yard is your own private oasis, yet still close to the Ashland State park, commuter train station, and highways! Come see this beautiful home with countless updates today! Offers will be collected and held until Monday 9/8 at noon.

21 Rosebay Drive, Ashland

$600,000
3 Beds 2 Baths SOLD Status 73425239 MLS 1,344 SqFt.
Beautifully renovated in 2018, this 3 BR, 2 Bath Cape in Downtown Ashland is close to Ashland State Park & walkable to all downtown amenities ~ Restaurants, Shopping, Commuter Rail, Stone Park, Mill Pond, Riverwalk, Library, Community Garden, Ashland Farmer's Market, Top rated Ashland Schools & much more! GORGEOUS Kitchen has Stainless Steel appliances, White Cabinetry, Quartz counters & has access to the adjoining deck to enjoy your morning coffee. There is Hardwood Flooring throughout the home. Open Floor Plan ~ The Living Room is very welcoming & boasts an awesome GAS fireplace which can heat the entire house! 1sr floor Bedroom doubles as a home office, a Dining Room and a full tiled Bath round out the first floor. 2 bedrooms and bathroom with double vanity & stunning tiled shower complete the 2nd floor. NEW Interior/Exterior Doors, Lighting, fixtures, central AC and heat. No Showings Until OH. Offer Deadline Monday 9/8/25 @ 5 PM.

37-R Park Rd, Ashland

$507,000
2 Beds 3 Baths SOLD Status 73425167 MLS 1,750 SqFt.
Priced Below Assessment! Bring your vision and transform this gem into the ultimate home. Whether you're an investor or someone looking to build equity in a fantastic community, this is an opportunity you won’t want to miss! Discover the incredible potential of this bright and spacious 2-bedroom Coach-style condo at The Village of a Thousand Pines! This sought-after floor plan is the perfect canvas to create your dream home. With large windows that let in abundant natural light, you’ll love the possibilities! Kitchen with a peninsula & breakfast bar is ideal for casual dining. Living room features a gas fireplace – perfect for relaxing after a long day. Generous main bedroom suite with a sunroom and 2nd gas fireplace, creates a tranquil retreat. Additional bedroom & full bath for your guests or family, Loft space perfect for a home office, reading nook, or creative studio. Unfinished basement space can be used for future living area expansion. Two-car tandem garage. Greenspace Views!

145 Captain Eames Circle Unit 145, Ashland

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