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39 Grover Rd, Ashland
$950,000
5 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73595139 MLS ⋅ 3,956 SqFt.
**Dramatic Architecture Meets Sophisticated Contemporary Luxury!**Prepare to fall in love with this stunning, newly renovated contemporary offering nearly 4,000 square feet of beautifully designed living space. A dramatic entrance accented by architectural wood beams and handsome paver walkways sets the stage for an extraordinary home where soaring ceilings, expansive windows, and skylights invite natural sunlight to pour into every corner.Designed for both grand entertaining and comfortable everyday living, the spectacular open-concept interior showcases a gorgeous custom Shaker kitchen with gleaming quartz countertops, stainless steel appliances, and gas cooking. The breathtaking step-down family room is truly the heart of the home, featuring a magnificent floor to ceiling stone fireplace and dramatic architectural details. Imagine cozy evenings by the fire and unforgettable holiday gatherings in this extraordinary space!Offering five generous bedrooms and three beautifully appointed full baths, the versatile floor plan includes the option for a first-floor primary suite with an en suite bath or use this flex space for lux home gym or children's playroom. The 2nd luxurious primary retreat features a custom walk-in closet and stunning en suite bath showcasing warm wood tones and exquisite porcelain finishes. Two additional newly designed bathrooms offer equally beautiful finishes and thoughtful details.The fully finished lower level provides fabulous flexibility for a media room, home office, fitness studio, or additional gathering space.Step outside to your own private backyard retreat, complete with a beautiful stone patio and firepit, perfect for summer evenings under the stars! Extensive recent improvements include a new roof, skylights, gutters, garage doors, decks, driveway, hardwood flooring, carpeting, recessed lighting, and spray foam insulation. Additional upgrades include a newer HVAC system, Navien tankless hot water, and new sewer connection.Nestled in a fabulous neighborhood, this exceptional home offers the perfect blend of architectural beauty, modern luxury, and everyday convenience. Enjoy nearby Ashland Reservoir, scenic hiking trails, commuter rail access, and all the wonderful amenities this charming community has to offer.

39 Grover Rd, Ashland
19 Dearth Circle, Ashland
$1,180,000
4 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73587194 MLS ⋅ 3,410 SqFt.
Welcome to Ballard Hill Estates, where sophisticated living meets exceptional privacy and commuter convenience. Ideally situated on a quiet cul-de-sac in one of Ashland’s most sought-after neighborhoods, this beautifully appointed custom Colonial offers an inviting blend of timeless elegance, thoughtful updates, and versatile living spaces—just 7 minutes from Route 90 and the commuter rail. From the dramatic two-story foyer, gleaming hardwood floors, generous proportions, and abundant natural light immediately set the tone. At the heart of the home, the stunning eat-in kitchen features custom white cabinetry, granite countertops, glass-front display cabinets, and high-end appliances, including a convenient beverage drawer. The kitchen flows seamlessly into the breathtaking family room, highlighted by soaring cathedral ceilings, a handsome traditional fireplace, and dramatic floor-to-ceiling windows that fill the space with natural light while framing peaceful views of the private backyard. The first floor is thoughtfully designed for both everyday living and entertaining, with an elegant formal dining room, spacious living room, and a private home office tucked behind a glass-paneled door. An updated half bath completes the main level. Upstairs, four generously sized bedrooms provide comfort and privacy. The luxurious primary suite features hardwood floors, an expansive walk-in closet, and a beautifully appointed bath with a large walk-in shower, jet tub alcove, custom his-and-her vanities, and private water closet. Three additional bedrooms, all with hardwood floors, offer generous closet space and flexibility for family, guests, or additional office space. The finished lower level adds another dimension of living space, ideal for a home theater, gym, playroom, recreation room, or gathering space. Outside, enjoy the serenity of the private backyard, bordered by wooded views and enhanced by a newer composite deck and patio with thoughtfully designed outdoor lighting. A large garden/storage shed provides additional functionality. An attached heated two-car garage with extra storage adds everyday convenience. Recent updates to the kitchen, baths, HVAC, lower level, deck, and patio complement the home’s meticulous maintenance and evident pride of ownership. A rare opportunity to enjoy refined living, exceptional versatility, privacy, and easy commuter access (35 min Express Train to Back Bay!) in one of Ashland’s most desirable settings.

19 Dearth Circle, Ashland
17 Central, Ashland
$1,300,000
4 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 73584996 MLS ⋅ 4,109 SqFt.
LIMITED TIME DOUBLE BUYER INCENTIVE!! Price reduction, plus SELLER WILL CONTRIBUTE $25,000 at closing to a mortgage buydown. At current rates, this is estimated to reduce first and second year year INTEREST RATES by 1-2% TO AS LITTLE AS 5.2%. This spacious new construction in Ashland features a modern, open layout with 4100 square feet of beautifully finished space; and a superior build quality with numerous luxury appointments, modern conveniences, and thoughtful details. Three of four bedrooms feature Walk In Closets and Private Baths. Fenced, nicely landscaped yard with custom stonework and a spacious rear deck. The convenient MetroWest location provides easy access to major routes and public transportation. Nearby local amenities include recreational opportunities as well as shopping and restaurants. This property has a great WalkScore® of 75. THIS HOME WILL BE FEATURED in the next issue of HAVEN Luxury Lifestyle Magazine.

17 Central, Ashland
8 Dearth Circle, Ashland
$1,200,000
5 Beds ⋅ 4 Baths ⋅ UNDER AGREEMENT Status ⋅ 73584692 MLS ⋅ 3,807 SqFt.
Welcome to Ballard Hill Estates—an exceptional setting for this beautifully appointed custom Colonial, ideally positioned on a quiet cul-de-sac in one of Ashland’s most sought-after neighborhoods. With an enviable location literally 7 minutes from Rt 90 or the commuter rail, this remarkable residence combines sophisticated living, thoughtful updates, exceptional versatility, and serene privacy.From the dramatic two-story foyer, the home immediately impresses with gleaming hardwood floors, generous proportions, and an abundance of natural light. The stunning eat-in kitchen is designed to delight, featuring custom white cabinetry, granite countertops, a striking cherry center island, glass display cabinets, and high-end appliances including a wine refrigerator and beverage drawers.The kitchen opens effortlessly to the breathtaking family room—a true centerpiece of the home—with soaring cathedral ceilings, a handsome stone-surround gas fireplace, built-in window seat with storage, and dramatic floor-to-ceiling windows allowing plenty of light and framing tranquil views of the private backyard.The first floor also features an elegant formal dining room and a spacious living room currently transformed into a sophisticated home office behind glass French doors. An updated half bath completes this level.Upstairs, four generously sized bedrooms provide exceptional comfort. The luxurious primary suite features a walk-in closet and beautifully renovated bath with a large tiled walk-in shower, custom double vanity accented with glass and crystal, and a clever frosted-glass pocket door enclosing the water closet. A versatile additional bedroom offers a wonderful teen retreat with private desk/TV nook and abundant closet space.The walk-out lower level expands the possibilities with a fifth bedroom and full bath—ideal for guests, extended family, an au pair, or private accommodations—plus flexible finished space perfect for a home theater, gym, playroom, or recreation area.Step outside to the newer composite deck and enjoy the peaceful, private fenced yard bordered by wooded conservation views. An attached two-car garage, EV charger, and additional storage add everyday convenience.With updates to the kitchen, baths, HVAC, lower level, and deck, this meticulously maintained home reflects true pride of ownership. A rare opportunity to enjoy elegant living, remarkable flexibility, privacy, and commuter convenience.

8 Dearth Circle, Ashland
31 Raymond Way, Ashland
$899,000
4 Beds ⋅ 4 Baths ⋅ CONTINGENT Status ⋅ 73582464 MLS ⋅ 3,469 SqFt.
INCREDIBLE VALUE IN ASHLAND! NEARLY 3,000 SQ. FT., AN INGROUND POOL & AN AMAZING LOCATION — OFFERED AT JUST $899,000! With a town-assessed value of just under $845,000, this spacious 4-bedroom Contemporary presents an exceptional opportunity for buyers seeking tremendous square footage, a beautiful neighborhood, and the chance to build equity while making a home their own! Located at 31 Raymond Way, this solidly built, one-owner home, originally owned by a builder, offers 4 bedrooms, 2 full and 2 half baths, a 2-car garage, and a spectacular backyard retreat featuring an expansive deck and inground pool. Step inside to discover soaring ceilings, oversized windows, skylights, and freshly painted interiors filled with natural light. The inviting living room features a wood-burning fireplace and flows into the family room, with sliding doors leading to the deck and pool area—perfect for entertaining! The spacious kitchen opens to the dining room, offering a wonderful layout for everyday living and gatherings. Upstairs, the primary suite boasts a cathedral ceiling and private bath, while three additional generously sized bedrooms share another full bath. The finished lower level provides fantastic bonus space for a home office, gym, playroom, or recreation room, complete with laundry and a half bath. THE VALUE IS UNDENIABLE! At $899,000, buyers have an opportunity to purchase a substantial home in a desirable Ashland neighborhood, with room to update and personalize over time. Conveniently located near commuter rail, major highways, shopping, restaurants, parks, and trails. SPACE, LOCATION, A BACKYARD OASIS & INCREDIBLE POTENTIAL—ALL AT A PRICE THAT MAKES THIS HOME A MUST-SEE!

31 Raymond Way, Ashland
18 Pilgrim Rd, Ashland
$1,199,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 73578895 MLS ⋅ 3,344 SqFt.
Located on a quiet Cul de Sac and very close the Framingham Country Club with access to all major roads and shopping centers,this lovely 4 Bedroom 3.5 Bath Colonial with a new fence enclosing the total backyard and a front entryway with high quality marble stairs and extra exterior lighting has numerous updates.Recent renovations have been done to the 2 upstairs baths,and new attic flooring and and additional insulation.High quality roofing done in 2024,newer central air system heat pump and boiler,whole house generator,and new laminate flooring in the basement.Exterior has been freshly painted in 2021.The home with an open floor plan also has marble /tile,hardwood flooring,and granite countertops.The very spacious family room has a fireplace, recessed lighting,cathedral ceilings,and an adjacent spacious deck,and the living room has french doors and crown molding.A first floor office and formal dining room with crown molding add to the amenities.There are lots of options with the finished basement for a great workout or children’s play area or even a bonus room.

18 Pilgrim Rd, Ashland
40 Heritage Ave, Ashland
$1,150,000
4 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73578668 MLS ⋅ 3,076 SqFt.
Located in the Heritage Estates neighborhood, sits this absolutely stunning 4 bedroom colonial with gorgeous curb appeal. Close to everything including the train station, state park, highway access, and more! New composite deck off the back that overlooks a nice backyard with wooded views! Eat-in kitchen with granite counters, cherry cabinets, and center island, opens right up to the family room with fireplace and skylights! The living room is currently being used as a perfect home office with french doors! An updated half bath, gleaming hardwood floors, and a formal dining room round out the 1st floor. The 2nd level has 4 spacious bedrooms including the primary with a walk-in closet and the bathroom of your dreams with a custom marble vanity, double sinks, stand alone clawfoot soaking tub, cathedral ceilings, skylight and large walk-in shower! Down the hall is a large unfinished bonus room, currently being used for storage, that can easily be finished for added living space! The hall bath has been beautifully updated! And now for the finished walkout basement that has an office space with built-ins, large window seat with storage, and a home theater movie room with built-in speakers! Pride of ownership abounds in this well maintained home!

40 Heritage Ave, Ashland
24 Old Connecticut Path, Ashland
$1,999,900
6 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 73564757 MLS ⋅ 5,357 SqFt.
Quietly tucked away at the cul-de-sac’s end, this grand Ashland residence delivers over 5,300 square feet of architectural grandeur and elevated living. Completely remodeled with bespoke updates throughout. The entrance commands attention with its dramatic quartz staircase framed by glass railings, high ceilings, and tailored interior millwork. Sun-soaked open interiors seamlessly flow into a state-of-the-art kitchen and open living areas. This beautiful and elevated luxurious home offers multi-level grand living with six bedrooms, four-and-a-half pristine baths with an adaptable lower level guest suite suited for relatives, guests or dedicated staff. A lavish primary suite boasts spa-grade quartz finishes, heated porcelain floors, custom stone, a soaking tub, and dual vanities. Below, find a fully finished entertainers dream space with Bose surround system inside and dozens of speakers outside on the pool deck. The amazing walkout lower level is warmed by radiant-heated porcelain tile where your private resort unfolds with an in-ground pool, serene Koi pond and a custom mini-golf course for high end entertainment in complete seclusion- the ultimate blend of sophistication, comfort, and lifestyle. Ashland luxury living at it finest. Schedule your private tour of this rare and luxurious Ashland residence before it's gone.

24 Old Connecticut Path, Ashland
49 Indian Brook Road, Ashland
$1,300,000
4 Beds ⋅ 4 Baths ⋅ SOLD 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
30 Rossi Ln, Ashland
$1,120,000
4 Beds ⋅ 4 Baths ⋅ SOLD Status ⋅ 73559936 MLS ⋅ 3,462 SqFt.
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
7 Hayden Ln, Ashland
$1,200,000
4 Beds ⋅ 3 Baths ⋅ SOLD Status ⋅ 73553828 MLS ⋅ 3,500 SqFt.
Set in a cul-de-sac in the Fiske Hill Estates neighborhood, sits this absolutely mint condition 4 bedroom colonial. Walk to school, the library, farmer's market, downtown and only a minutes drive to the train station and highways access. Gorgeous curb appeal, covered front porch, nice backyard with a patio abuuting the woods. Two story foyer with skylight, formal living room that opens to the dining room with tray ceiling. Eat-in kitchen with granite counters, stainless steel appliances, center island, and wide open to the step down family with awesome custom built-ins! An updated half bath, gleaming hardwood floors, and lots of extra detail round out the 1st floor. The 2nd level has 4 spacious bedrooms including the primary with an office space, ample closets, and full bath with double sinks and whirlpool tub. The 2nd bedroom is huge with hardwood floors! Finished walkout basement with large storage room. Windows 2023, HVAC 2021, water heater 2022, roof 2009, Everlast siding 2011. True pride of ownership abounds in this well maintained home!

7 Hayden Ln, Ashland
26 Christy Lane, Ashland
$1,053,000
4 Beds ⋅ 3 Baths ⋅ SOLD Status ⋅ 73536666 MLS ⋅ 3,117 SqFt.
The one you've been waiting for! Tucked away on a peaceful cul-de-sac, this gorgeous home combines all the updates, exceptional outdoor living & incredible functionality. Inside, you'll find hardwood floors throughout, a modern kitchen boasting ample space, double wall ovens & large island. 2nd-floor has laundry room w/ dedicated craft area & 4 spacious bedrooms. The bright sunroom offers beautiful views of the backyard, where a heated, gated saltwater in-ground pool, raised garden boxes, firepit, chicken coop and oversized storage shed create the perfect setting for summer entertaining & outdoor enjoyment. The heated & cooled garage has built-in cabinetry, drawers, and workspace. Owned solar panels provide substantial annual electricity savings. Walking distance to Ashland State Park and downtown! Offering a rare combination of features seldom found together in this price range, this meticulously maintained home is truly move-in ready, just unpack, relax, and start making memories!

26 Christy Lane, Ashland
14 Running Brook Cir, Ashland
$975,000
4 Beds ⋅ 3 Baths ⋅ SOLD Status ⋅ 73534875 MLS ⋅ 3,550 SqFt.
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
35 Orchard Road, Ashland
$1,225,000
4 Beds ⋅ 4 Baths ⋅ SOLD Status ⋅ 73531393 MLS ⋅ 3,500 SqFt.
Located in one of Ashland’s most desirable neighborhoods, this stunning home offers an open floor plan designed for comfortable living and entertaining. The beautifully appointed kitchen features an oversized island, tumbled marble backsplash, spacious eat-in area, and flows seamlessly into the dramatic vaulted family room with a classic red brick wood-burning fireplace. Two sliders lead to an expansive deck overlooking the private landscaped yard with perennial gardens, paver patio, and Reeds Ferry shed. The main level also includes a formal dining room, home office, mudroom, half bath, and laundry area. Upstairs offers a spacious primary suite with walk-in closet and full bath, plus 3 additional bedrooms and another full bath. The finished walkout lower level features a custom wet bar and wine fridge and microwave, open entertainment space, and spa-inspired full bath with steam shower.

35 Orchard Road, Ashland
82 Hardwick Rd, Ashland
$1,599,000
5 Beds ⋅ 5 Baths ⋅ SOLD Status ⋅ 73512633 MLS ⋅ 4,991 SqFt.
OPEN HOUSE CANCELLED. OFFER ACCEPTED. These connected homes are located in the desirable Apple Ridge neighborhood. The main home offers 4 bedrooms and 2.5 baths. The main level has an office, dining room, kitchen, family room w/fireplace and ½ bath. The second floor has 3 bedrooms and a primary suite has an oversized tiled shower, marble countertops, huge walk-in closet and an additional sitting area.The finished lower level with carpeting (2026), and gas fireplace welcomes game time and play time. The attached (2017) home features an open eat in kitchen/living room and study as well as a primary bedroom with spa like bath. The upstairs offers additional space (775sf) to finish that has studs and electrical. Imagine customizing this area to fit your unique needs. The heated Gunite pool, outdoor kitchen, hot tub and fireplace add to your “staycation” weekends! Great ADU alternative!

82 Hardwick Rd, Ashland
25 Hardwick Rd, Ashland
$1,475,000
4 Beds ⋅ 4 Baths ⋅ SOLD Status ⋅ 73512019 MLS ⋅ 4,185 SqFt.
Welcome home! This special property offers thoughtfully designed living space in one of Ashland’s most sought-after neighborhoods. The stunning kitchen features an oversized island with w/ prep sink, custom banquette seating, high-end finishes, and a seamless flow into the vaulted family room w/ granite fireplace. First floor includes dining room, dedicated office/playroom, mudroom with built-ins, half bath, & laundry room. Upstairs hosts a luxurious primary suite w/ dual walk-in closets, spa-inspired bath, plus 3 additional bedrooms & full bath. Finished walkout lower level offers incredible versatility w/ entertaining area + gym, full bath, custom built-ins, & abundant storage. Outside, enjoy a beautifully landscaped private yard with with mature gardens, fruit trees, raised cedar garden beds, travertine patio, pergola, and a truly exceptional garden cottage. This is not just a home, it’s a rare combination of craftsmanship, functionality, and lifestyle in a premier location.

25 Hardwick Rd, Ashland
10 Fatima Dr, Ashland
$1,410,000
5 Beds ⋅ 4 Baths ⋅ SOLD Status ⋅ 73510868 MLS ⋅ 4,832 SqFt.
OPEN HOUSE CANCELLED DUE TO ACCEPTED OFFER ...........Stunning, well-maintained home in one of Ashland’s most desirable neighborhoods. This home is one of a kind, offering 2 primary suites, a full finished basement, and a third-floor bonus room. The first floor features a large family room surrounded by windows and a floor-to-ceiling stone fireplace, a spacious eat-in kitchen with double ovens, a gas range, and ample cabinet space, along with a dining room, formal living room, private office with French doors, and a half bath. Upstairs, you’ll find 5 generously sized bedrooms—2 with their own en suites—a laundry room, and abundant closet space. A staircase leads to the finished third floor, perfect for a game room or additional office. Finished basement adds even more living space & additional storage. Entire home has been newly repainted and features Hardie plank siding. Mahogany deck leads to backyard w/ hot tub. Skylights bring natural light into family room and primary suite.

10 Fatima Dr, Ashland
73 Independence Ln, Ashland
$1,185,000
4 Beds ⋅ 3 Baths ⋅ SOLD Status ⋅ 73509281 MLS ⋅ 4,260 SqFt.
This spectacular home is located in a desirable neighborhood minutes from highway access and the train station. Pride of ownership abounds throughout this well maintained home with lots of natural light pouring through the windows to warm your soul! Absolutely stunning 1st floor with 9' ceilings, hardwood floors, large foyer, formal living and dining rooms, and home office. Kitchen with granite counters, stainless steel appliances, center island and opens wide to a sunroom with walls of windows and sliders to a deck that overlooks a cozy fenced-in yard! All this leads to the grand family room with gas fireplace and vaulted ceilings! Primary bedroom with walk-in closet and full bath with double sinks, whirlpool tub, and separate shower. 3 more spacious bedrooms, a full bath with double sinks, and laundry closet round out the 2nd floor. Awesome finished basement with rec room, wetbar, and storage room! Recent updates include heating system, hot water, sliding door, basement flooring.

73 Independence Ln, Ashland
3 Deer Ridge Road, Ashland
$1,155,000
4 Beds ⋅ 4 Baths ⋅ SOLD Status ⋅ 73508507 MLS ⋅ 4,002 SqFt.
Experience refined living in one of Ashland's prestigious neighborhoods, Deer Run Estates. This meticulously maintained stately colonial with welcoming front porch offers 4002 SF of living area spanning over three levels. Inside you’ll find a spacious family room perfect for gatherings along with a living room that provides a more formal space. The kitchen and dining room are designed for both daily living and entertaining along with a home office, 2 story foyer, powder room and laundry on the first floor. Upstairs the layout provides flexibility for family or guests featuring four bedrooms and three bathrooms and supports privacy and convenience with well-proportioned spaces throughout including the main suite with bonus space for home office or quiet retreat. The finished lower level adds additional living space, ideal for media room, home gym or playroom. Enjoy outside living in private backyard and walk to Hopkinton State Park just minutes away.

3 Deer Ridge Road, Ashland
106 Heritage Ave, Ashland
$1,120,000
6 Beds ⋅ 4 Baths ⋅ SOLD Status ⋅ 73505189 MLS ⋅ 3,417 SqFt.
Set in a peaceful, established neighborhood yet moments to major commuter routes, this expansive 6-bedroom, 3 1/2 bath Colonial offers space, flexibility, and thoughtful updates throughout. The beautifully renovated kitchen features granite countertops, an island, stainless steel appliances, double wall ovens, and eat in space, opening seamlessly into a large comfortable family room for everyday living and entertaining. The gracious dining and living rooms are at the front of the home and there is a home office Five bedrooms are located on the second floor, including one with custom built-ins ideal for a home office, and the main suite has a full bath with steam shower and soaking bath. The finished lower level adds exceptional versatility with a bedroom, full bath, and a unique playroom/den complete with stage and lighting. Enjoy an oversized garage, large storage shed, and a private backyard with deck and rock-lined sitting area overlooking tranquil woodlands. Don't miss this!

106 Heritage Ave, Ashland
16 Fox Hill Rd, Ashland
$1,050,000
4 Beds ⋅ 3 Baths ⋅ SOLD Status ⋅ 73497550 MLS ⋅ 3,352 SqFt.
OPEN HOUSE CANCELED!!! OFFER ACCEPTED!! Privacy abounds in this beautifully maintained colonial, set way back off the street. The highlight of this home is the spacious Great room, with gleaming hardwoods, Gas fireplace, Custom Bar, and Surround sound make this perfect for entertaining. Walk out the double sliders to the patio overlooking the large backyard, perfect for summertime BBQ's and family gatherings. Plenty of space on the 1st floor as the kitchen/dining area flows into the formal dining room, leading to the Formal living room across from the Den w/wood fireplace, Upstairs the Large Primary bedroom has a full bath, Double walk-in closet, along with an additional space which could be used as a home gym or office.3 add'l bedrooms and another full bath provide ample space for everyone. Located in a quiet Cul-de-sac, within walking distance to the commuter rail, ponds, restaurants, brewery, Town Forest, Riverwalk Trails, and Ashland’s bustling town center.

16 Fox Hill Rd, Ashland
7 Deer Ridge Road, Ashland
$1,300,000
4 Beds ⋅ 3 Baths ⋅ SOLD Status ⋅ 73496176 MLS ⋅ 3,465 SqFt.
PARTY LIKE IT’S 1999—BUT WITH DREAMY, MODERN RENOVATIONS! Since 2018, this stately colonial in premier Deer Run Estates has been meticulously brought into the 21st century. The down-to-the-studs kitchen remodel is the star: bright and white with a triple window above the farmhouse-style sink that makes the room SHINE. In 2023, the main and guest baths became true spa retreats with radiant-heat marble floors, tiled showers, upgraded cabinets/hardware, "smart" Bluetooth lighting with built-in speakers. The main suite boasts a soaking tub, heated towel rack and toilet, and a massive shower with a customizable multi-head experience. You'll love the vaulted family room, 1st-floor office, remodeled powder room (’18) and finished lower level. Outside is a beautiful stone patio with a firepit, and the yard abuts the Hopkinton State Park! NEW carpet, paint (various), foyer chandelier (’26). A complete list of updates available. Don't just dream of the lifestyle, live it!

7 Deer Ridge Road, Ashland
15 Pennock Road, Ashland
$1,085,000
4 Beds ⋅ 4 Baths ⋅ SOLD Status ⋅ 73490770 MLS ⋅ 3,849 SqFt.
Apple Ridge Estates newest colonial - one Ashland's most sought-after neighborhoods! This tastefully designed 4-bedroom, 3.5-bath home offers the perfect blend of modern elegance and comfort, featuring a bright, open layout ideal for entertaining and daily living. Be the first to enjoy NEW quartz countertops, new stainless gas stove and microwave! The main level showcases vaulted ceilings in the living room, a cozy fireplace and blend of newly refinished hardwoods, tile and NEW carpet. Up the two story foyer, the second floor also features brand new carpeting and fresh paint. The oversized primary bedroom hosts a full bath & walk in closet! The expansive full walkout basement presents incredible potential—perfect for finishing into additional living space, a home gym, or entertainment area—with direct access to the backyard pool and large deck! This home also offers convenient access to Ashland & Hopkinton State Parks, commuter routes Route 135,9, Mass-pike, and Ashland Commuter Rail.

15 Pennock Road, Ashland
24 Russet Hill Rd, Ashland
$1,200,000
5 Beds ⋅ 4 Baths ⋅ SOLD Status ⋅ 73485592 MLS ⋅ 3,113 SqFt.
Discover this stunning Colonial in Apple Ridge, one of Ashland’s most desirable neighborhoods. A welcoming foyer opens to a thoughtfully designed floor plan ideal for both everyday living and entertaining. The kitchen features granite countertops, hardwood floors, abundant cabinetry, and a breakfast bar, with access to an expansive deck overlooking a beautiful in-ground pool. The inviting family room offers a fireplace, cathedral ceiling, and skylights, and flows into a three-season porch. The spacious primary suite includes a walk-in closet and a luxurious bath. A permitted, above-grade in-law apartment provides excellent flexibility with its own living room, kitchen, bedroom, full bath, and laundry—perfect for extended family or guests. Conveniently located just minutes from the MBTA commuter rail. Don’t miss this exceptional opportunity!

24 Russet Hill Rd, Ashland
30 Pennock Rd, Ashland
$1,195,000
4 Beds ⋅ 4 Baths ⋅ SOLD Status ⋅ 73484997 MLS ⋅ 3,992 SqFt.
Beautifully updated Colonial in the sought-after Apple Ridge neighborhood! This sun-filled home features hardwood floors, a refreshed kitchen with newer appliances, renovated baths, and a cozy gas fireplace. The spacious primary suite has been expanded to incorporate the third and fourth bedrooms, creating a flexible retreat ideal for a sitting room, nursery, or home office, with the option to easily convert back to a traditional four-bedroom layout. The finished lower level offers exceptional versatility with a private in-law suite featuring a kitchenette and full bath, along with a dedicated movie room—perfect for entertaining guests or accommodating extended family. Major updates include a new roof (2025), tankless hot water heater (2024), and furnace (2016). Enjoy summer evenings in the screened-in porch overlooking the yard. Two-car garage and just 1.5 miles from the commuter rail in a wonderful neighborhood near excellent schools.

30 Pennock Rd, Ashland
22 Wilbur Dr, Ashland
$1,180,000
4 Beds ⋅ 5 Baths ⋅ SOLD Status ⋅ 73479806 MLS ⋅ 4,213 SqFt.
Stunning custom Colonial in the sought-after Appleridge neighborhood! This beautifully maintained 4-bed/4.5 bath provides an idyllic floorpan with incredible natural light and a generous, private lot - perfect for the growing family! Bright and open kitchen with custom cabinetry, built-in breakfast bar, and adjacent formal dining. Relax or entertain in your spacious living with centered fireplace. Large home office is perfect for WFH. Primary suite is out of a magazine! Featuring walk-in closet and oversized spa-bath. Two-story foyer leads to generous guest beds with dedicated full baths. Finished walk-out basement is ideal for game room, home gym, or the extra space needed. Enjoy the approaching Spring & Summer on your spectacular deck overlooking the professionally manicured yard! Mudroom upon entry. 2 gar garage. Modern systems. Easy access to parks, trails, commuter rail, and top-rated schools. A great opportunity to "have it all" in coveted Ashland.

22 Wilbur Dr, Ashland
363 Eliot Street, Ashland
$1,100,000
9 Beds ⋅ 8 Baths ⋅ SOLD Status ⋅ 73471822 MLS ⋅ 4,814 SqFt.
Discover a truly unique eight-unit property tucked into a serene, wooded wonderland in the heart of Ashland, a wonderful Boston suburb less than 30 miles from the city. Where else can you find eight units, under $2 million.This income-producing property features tenants in place, and two owner’s units that can be delivered vacant.Set on a three-acre lot, the setting is quiet, peaceful, and beautifully private.The property offers 12+ parking spaces plus an additional storage building/ barn with soaring 25-foot ceilings, perfect for storage or rent for extra income or keep as owners space.Mature trees and natural surroundings create a rare sense of calm while still being close to all your everyday conveniences.Commuters will love the easy access to all major routes. The property is just minutes to Routes 135/9/495/126/ & the Pike. Don’t miss this exceptionally rare opportunity to own a distinctive multi-unit property that blends strong returns with tranquil suburban living.

363 Eliot Street, Ashland
146 East Union St, Ashland
$965,000
4 Beds ⋅ 3 Baths ⋅ SOLD Status ⋅ 73466488 MLS ⋅ 3,278 SqFt.
Discover the perfect blend of timeless charm & modern updates in this lovingly maintained, 3,200+sf Colonial nestled in Ashland. The heart of the home features an expansive eat-in kitchen boasting warm wood cabinetry, new quartz countertops & 2024 appliances. Rich hardwood floors flow seamlessly into the oversized front-to-back family room, where a classic brick gas fireplace serves as a cozy centerpiece. Adjacent to the main living area, a stunning cathedral-ceiling sunroom offers a bright sanctuary w/skylights & french doors that lead to a private back deck. The thoughtful layout also includes a formal living room, dining room & first-floor laundry room. Upstairs, the primary suite is a true retreat, featuring an en suite bath w/soaking tub & separate shower. It is further enhanced by a massive dressing room & closet. The other bedrooms are sizable w/loads of closets. The lower level provides practical convenience w/2-car garage, convenient mudroom w/cedar closet & abundant storage.

146 East Union St, Ashland
2 High Ridge Rd, Ashland
$1,250,000
4 Beds ⋅ 3 Baths ⋅ SOLD Status ⋅ 73424884 MLS ⋅ 3,768 SqFt.
Welcome to 2 High Ridge– a truly special home tucked away on a cul-de-sac abutting Town Forest. With almost 4000 sq ft of living space, close to an acre of land & only one other home on the street, this custom-built 4bed/2.5bath colonial is its own private retreat; yet the best of both worlds with the train .6 miles away & minutes to hip downtown Ashland. Beautiful, sun-filled layout: 1st floor offers gorgeous foyer, 2019 dream kitchen, formal living & dining, office, & family room w/ vaulted ceilings, fireplace & sliders that open to a sprawling deck overlooking a pristine, lushly landscaped backyard... an entertainer’s dream with a sparkling in-ground pool & your own personal putting green! 2nd floor w/ 4 full bedrooms including a luxury primary w/ en suite & vaulted ceilings; plus a finished lower level w/ living space, room for a home gym or office, & plentiful storage. Timeless finishes, endless owner updates, central air & 2-car garage. Photos say it all- truly has everything!

2 High Ridge Rd, Ashland
7 Albert Ray Dr, Ashland
$1,075,000
4 Beds ⋅ 4 Baths ⋅ SOLD Status ⋅ 73424027 MLS ⋅ 3,000 SqFt.
This well-maintained & updated residence is located in desirable Ballard Hill Estates. The impressive two-story foyer welcomes you to formal living and dining rooms. The spacious kitchen, remodel in 2022, features ample cabinetry, coffee station, pull-out shelving, quartz tops, vent hood, & built-in MW. The kitchen and the family room with a gas fireplace share an open floor plan. Sliding doors lead to a mahogany deck & patio, ideal for effortless entertaining & family gatherings. The 2nd level comprises 4 large bedrooms with hardwood floors. The primary suite includes tray ceilings, large walk-in closets, remodeled bathroom with soaking tub & tiled shower. The finished lower level offers full windows, newer carpeting, and features a media area with an entertainment bar & refrigerator, spacious game/workout room, full bath, and a 5th bedroom/office space. HVAC/EcoBee/insulation added 2023. Level and sunny lot in a prime location—just minutes to Rt 9/90, MBTA, schools, and shopping

7 Albert Ray Dr, Ashland

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