Massachusetts Homes for Sale with In-Law Suite

/42
$3,650,000
- 5 Beds
- 5.5 Baths
- 5,200 Sq Ft
19 Pauline Rd, Marshfield, MA 02050

New construction! Nothing compares to this sprawling 5 bed, 5 1/2 bath,5200 SF coastal estate in Marshfield’s coveted Ferry Hill, a true masterpiece offering unrivaled entertaining and spectacular river & ocean views. The heart of the home features a stunning kitchen w/butler pantry & oversized quartz island, cozy FP family room, a dedicated office, and a bonus room w/ built in bar perfect for

Kristin Dewey Kornerstone Real Estate Brokerage

19 Pauline Rd, Marshfield, MA 02050
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/63
$889,900
- 5 Beds
- 3.5 Baths
- 3,370 Sq Ft
5 Crofut St, Pittsfield, MA 01201

Pride of ownership reasonates through this disctinctive Georgian-style brick home proudly set atop a hill in this coveted enclave of stately residences. Live on this historic Crofut St. near the esteemed Pittsfield Country Club, BUpstreet Cultural District and is ideally just minutes to Lenox to experience the harmonic complexity of Tanglewood. Experience this solid design, rich in traditional

Tonia Scalise WILLIAM PITT SOTHEBY'S - LENOX

5 Crofut St, Pittsfield, MA 01201
/42
$645,000
- 5 Beds
- 3.5 Baths
- 3,374 Sq Ft
100 S Prospect St, Lee, MA 01238

Tucked at the end of a peaceful cul-de-sac, this 3,300+sqft Cape is a rarity in today's market - a sprawling main home with the addition of a separate in-law/guest apartment. The main wing shines with refinished wide-plank wood floors, gas fireplace, and premium renovations, including a new chef's kitchen and bathrooms. Upstairs features three gracious bedrooms, including a primary suite with

John Burns WILLIAM PITT SOTHEBY'S - GT BARRINGTON

100 S Prospect St, Lee, MA 01238
/42
$3,400,000
- 5 Beds
- 3.5 Baths
- 5,232 Sq Ft
302 Church St, Northborough, MA 01532

One of a kind in Northborough steeped in rich history. This exceptional Colonial offers over 5,000 sq ft of living space, featuring 5 bedrooms, 3 full and 1 half bathrooms, all set on 16 acres of scenic land. The three-story home seamlessly blends timeless character with thoughtful modern updates, showcasing authentic antique flooring. The main level boasts a spacious eat-in kitchen with

Michelle Gillespie Keller Williams Pinnacle MetroWest

302 Church St, Northborough, MA 01532
/29
$3,849,000
- 6 Beds
- 4.5 Baths
- 5,763 Sq Ft
34 Pilgrim Rd, Waban, MA 02468

Situated on a substantial lot in Waban, on a cul-de-sac, this beautiful Arts & Crafts home has been extensively gut renovated and expanded. A wrap-around porch opens to the foyer. The first floor, with soaring ceilings, huge windows, magnificent period and custom detail, and new, original and restored flooring, has a spectacular living room with fireplace, dining room, and custom kitchen, with

Debby Belt Hammond Residential Real Estate

34 Pilgrim Rd, Waban, MA 02468
/62
$749,900
- 3 Beds
- 3 Baths
- 2,754 Sq Ft
633 E Otis Rd, Otis, MA 01253

Completed in 2010 and thoughtfully maintained since, this inviting log home offers a blend of warmth, functionality, and connection to its natural surroundings.A wraparound front deck welcomes you in, setting the tone for the home's relaxed feel. Inside, the main living and dining areas flow comfortably together, anchored by a spacious eat-in kitchen with radiant heat flooring, ideal for both

Cameron Volastro WILLIAM PITT SOTHEBY'S - LENOX

633 E Otis Rd, Otis, MA 01253
/39
$998,000

Open Sun 11AM - 1PM
- 3 Beds
- 2.5 Baths
- 3,237 Sq Ft
179 South St, Upton, MA 01568

Magnificent and truly one-of-a-kind, this privately set Mid-Atlantic–style custom estate spans 5+ acres of landscaped grounds, featuring perennial gardens, mature plantings, and handcrafted stone walls. Meticulously maintained with a new septic system and water filtration, the home blends timeless elegance with modern updates. The fireplaced kitchen offers granite countertops, a custom wood

Rich Hills Media Realty Group Inc.

179 South St, Upton, MA 01568
/92
$1,050,000
- 6 Beds
- 4.5 Baths
- 5,219 Sq Ft
127 Pinecrest Dr, Dalton, MA 01226

A Stunning Three-Story Residence with Breathtaking Views for an Easy Care Lifestyle in the Berkshires.Majestic and magical perfectly describe this exquisite three-story mountain top home, designed to capture the stunning and distant views of the Berkshire skyline. With over 5,000 square feet of expansive living space, this centrally located residence offers the perfect opportunity to either

Tonia Scalise WILLIAM PITT SOTHEBY'S - LENOX

127 Pinecrest Dr, Dalton, MA 01226
/19
$649,900

Open Sun 10AM - 12PM
- 5 Beds
- 3 Baths
- 3,600 Sq Ft
19 Denmark St, Worcester, MA 01605

Need space and plenty of bedrooms? Here it is! Large 10 room 6+ bedrooms/office/den eclectically remodeled and updated Colonial of 3 levels including 3rd floor suite with additional kitchen PLUS all new walkout basement 2nd apartment. Main house has 10 rooms, 3 full baths, laundry hookups, hardwoods throughout. Walkout basement apt is open concept 2 rooms, very eclectically built with exposed

Alisa Waskevich Waskevich Realty Group

19 Denmark St, Worcester, MA 01605
/39
$879,000

Open Sun 12PM - 1:30PM $21K PRICE DROP
- 3 Beds
- 1.5 Baths
- 1,726 Sq Ft
132 Woodley Ave, West Roxbury, MA 02132

DON’T MISS this exceptional rare opportunity in West Roxbury featuring a versatile 2 bedrooms IN-LAW setup with potential ADU unit in a highly desirable, peaceful neighborhood. This move-in ready home offers a total of 5 bedrooms and 2 full baths—3 bedrooms on the main level and 2 bedrooms in the IN-LAW—ideal for investors, extended families, or multi-generational living with strong income

Zsanett Marmanidis Lion Real Estate Group, LLC

132 Woodley Ave, West Roxbury, MA 02132
/35
$498,500
- 3 Beds
- 2.5 Baths
- 1,922 Sq Ft
220 N Plain Rd, Great Barrington, MA 01230

An 1825 colonial has much of its original charm and features in place - wide plank floors, beamed ceiling, original hardware and fully renovated kitchen. Many new appliances, new windows, and foam insulation in the basement. The well insulated attic and walls along with a high efficiency furnace gives you modern comfort. The house is a legal two family. The Studio apartment is attached and could

Martin Albert COMPASS MASSACHUSETTS , LLC GB

220 N Plain Rd, Great Barrington, MA 01230
/30
$6,950,000

$2M PRICE DROP
- 8 Beds
- 9 Baths
- 9,662 Sq Ft
200 Pond Rd, Wellesley, MA 02482

Presenting a spectacular multi-acre estate set behind a private entry in Wellesley. This stately Georgian Colonial is the centerpiece of the compound on a scenic road and is surrounded by a parklike setting that couples luxury with sophistication. The stately exterior is captivating with stunning architectural detail. Inside the grand home boasts a two story foyer with a sweeping bridal

Meghan Sutherland MGS Group Real Estate LTD - Wellesley

200 Pond Rd, Wellesley, MA 02482
/35
$3,399,000
- 7 Beds
- 7.5 Baths
- 7,226 Sq Ft
1 Plymouth Rd, Winchester, MA 01890

Discover a beautifully reimagined home in one of Winchester’s most sought-after neighborhoods, offering exceptional space, comfort, and convenience in a truly prime location. With 7 bedrooms, 7 full baths, and 1 half bath, 1 Plymouth has been thoughtfully expanded and rebuilt with high-end finishes throughout to suit today’s lifestyle. At the heart of the home is a stunning fireplaced family room

George Sarkis Douglas Elliman Real Estate - The Sarkis Team

1 Plymouth Rd, Winchester, MA 01890
/2
$479,900

$59K PRICE DROP
- 4 Beds
- 3.5 Baths
- 1,800 Sq Ft
21 Boyden St, Fall River, MA 02721

Complete rehab and expansion. 4 beds 3.5 baths 1800+ sq. ft. Close to shopping and easy highway access. In-law suite with kitchen bedroom full bath laundry on first level. Open concept with half bath laundry on main level. Master Bedroom two full baths and 2 additional bedrooms on top level. Motivated seller.

Domingo Lopes Greenbox Realty LLC

21 Boyden St, Fall River, MA 02721
/42
$849,000
- 4 Beds
- 3 Baths
- 3,346 Sq Ft
179 South St, Northampton, MA 01060

Built circa 1704 by Preserved Clapp, son of Boston Harbor's Castle Island commander, this landmark antique colonial blends period authenticity with thoughtful modern updates on 3.7 parklike acres on the edge of downtown Northampton — half a mile from the center. Known as both the Clapp House and Ferry House, the home retains its historic integrity: wide pine floors on the 2nd floor, exposed

Shaun McLean William Raveis R.E. & Home Services

179 South St, Northampton, MA 01060
/42
$1,050,000

Open Sun 11AM - 1PM
- 5 Beds
- 3.5 Baths
- 4,170 Sq Ft
15 Kenneth Dr, Bridgewater, MA 02324

Spacious Colonial tucked away on a cul-de-sac setting in Bridgewater offering flexible living space, includes a separate in-law setup ideal for multigenerational living. The main level features a bright open layout with hardwood flooring, formal dining room with wainscoting, sun-filled living room with fireplace, oversized family room, and a large kitchen with granite countertops, island,

Bernie Hassan Lamacchia Realty, Inc.

15 Kenneth Dr, Bridgewater, MA 02324
/41
$4,499,000

$300K PRICE DROP
- 7 Beds
- 5.5 Baths
- 5,500 Sq Ft
89 University Rd, Brookline, MA 02445

Sophisticated contemporary home totally transformed in 2022 by a prestigious luxury developer. Meticulously crafted for modern living with 5500+ sq ft including two additional suites with kitchenettes & private entrances designed as In-Law/Au-Pair apartment + home office. Spectacular living room with 6' linear gas fireplace complimented by a 8' wide granite wall. Extraordinary chef's kitchen with

Mary Lochner Hurwitz Coldwell Banker Realty - Brookline

89 University Rd, Brookline, MA 02445
/40
$1,100,000

Open Sun 11AM - 1PM
- 4 Beds
- 3.5 Baths
- 2,600 Sq Ft
112 Broad St, Rehoboth, MA 02769

Welcome to 112 Broad Street in Rehoboth a stunning custom built modern farmhouse offering luxury, privacy, and multigenerational living on a picturesque 6.5 acre lot. Built in 2025, this thoughtfully designed ranch features 3 bedrooms, 2.5 baths of beautifully finished living space with wide plank flooring, designer finishes, soaring ceilings, and an open concept layout ideal for entertaining.

Nicole Duvally Heritage Realty

112 Broad St, Rehoboth, MA 02769
/41
$4,850,000
- 13 Beds
- 13.5 Baths
- 9,510 Sq Ft
2 Kemble St, Lenox, MA 01240

The Kemble, a registered Great Estate built in 1881, is set in the heart of downtown Lenox. Originally a Gilded Age estate, it has been updated and is now offered fully furnished as a turnkey luxury rental.The property is designed for groups, with multiple gathering spaces, a well-equipped kitchen, a mahogany bar, and 13 en-suite bedrooms. It comfortably accommodates 20+ guests and has been a

Cameron Volastro WILLIAM PITT SOTHEBY'S - LENOX

2 Kemble St, Lenox, MA 01240
/38
$724,900

$50K PRICE DROP
- 4 Beds
- 2 Baths
- 1,523 Sq Ft
99 Nantasket Ave, Hull, MA 02045

PRICE IMPROVEMENT AND NO FLOOD INSURANCE REQUIRED . Just steps from Nantasket Beach, shopping, restaurants, enjoy this charming 3 Bedroom, 2 Bath Ranch with 1 bed 1 full bath in-law in LL. This single-level home boasts a beautiful open-concept layout featuring a spacious living room w/vaulted wood-beamed ceilings, fans and skylight, creating a bright and airy atmosphere. The gorgeous KIT is a

Andrea Cohen Charisma Realty, Inc.

99 Nantasket Ave, Hull, MA 02045
/42
$975,000
- 8 Beds
- 4 Baths
- 5,560 Sq Ft
23 Germain St, Worcester, MA 01602

Largest living area on market! Come see the Thomas Brown House in the desirable Hammond Heights section of Worcester's premier westside. Old world elegance meets modern updates in this gorgeous colonial revival. You will love the spacious 5,500+ sq ft layout with wonderful architectural details like the luxurious crown mouldings, raised paneled walls, beautiful beamed ceilings, pocket doors,

Sandra Edwards

23 Germain St, Worcester, MA 01602
/40
$937,000

Open Sun 11:30AM - 1PM
- 5 Beds
- 4.5 Baths
- 3,822 Sq Ft
8 Alstead Path, Millbury, MA 01527

Welcome to this exceptional Custom Cape set in a quiet neighborhood w/peaceful surroundings & lots of nature. Thoughtfully designed for flexibility, comfort & modern living, this home offers space, privacy & multi-generational functionality. With almost 4,000 square feet, this 5 bed, 4.5 bath home features a bright, open layout ideal for both everyday living & entertaining. The sun-filled kitchen

Karen Russo Coldwell Banker Realty - Worcester

8 Alstead Path, Millbury, MA 01527
/39
$824,900

$5K PRICE DROP
- 5 Beds
- 3.5 Baths
- 3,423 Sq Ft
111 Northwest Rd, Spencer, MA 01562

Rare Find! Owners are downsizing. Now is your opportunity to own this well kept home 5 Bed, 3.5 Bath. Spacious and perfect for the large family or multigeneration living while maintaining separate space. 1 bed In-Law ADU loft apt. approx.700 sq. ft. Flexible floor plan for entertaining. A fantastic screened porch to enjoy with no bugs. Optional 1st floor bedroom or home office for those who work

Sandra Bedford Century 21 North East

111 Northwest Rd, Spencer, MA 01562
/30
$479,000
- 3 Beds
- 3 Baths
- 1,765 Sq Ft
107 S Main St, Sheffield, MA 01257

The Hatfield House -- a rare 1793 Sheffield antique offering a unique renovated live/work opportunity, move-in ready; the main residence blends historic character with modern systems; including a new sealed basement. A separate one-bedroom apartment with its own entrance provides income or guest flexibility.Set on 1.5 acres with protected wetland views, commercial/residential zoning allows for

Judi Panzano HOUSATONIC REAL ESTATE

107 S Main St, Sheffield, MA 01257
/53
$3,750,000
- 4 Beds
- 3.5 Baths
- 3,225 Sq Ft
40 E Alford Rd, West Stockbridge, MA 01266

Perched dramatically on a 18 acre very private mountainside, this brand-new modern home overlooks the sweeping beauty of the Berkshire Hills. A long, winding driveway builds anticipation as it ascends, ultimately revealing striking contemporary architecture framed by panoramic sunrise views. Designed to embrace the natural landscape at every turn, this residence delivers a serene, elevated living

Christian Deckert WILLIAM PITT SOTHEBY'S - GT BARRINGTON

40 E Alford Rd, West Stockbridge, MA 01266
/46
$7,250,000
- 6 Beds
- 7 Baths
- 13,175 Sq Ft
209 Blue Hill Rd, Great Barrington, MA 01230

A rare French Manor estate gracing one of South Berkshire's most scenic and sought-after country roads, this extraordinary 45+/- acre sanctuary offers unmatched privacy, panoramic mountain views, and a setting of timeless beauty. Bordering protected state forest, the property unfolds across rolling meadows, tranquil ponds, and a gently flowing brook--creating a secluded retreat that feels worlds

Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

209 Blue Hill Rd, Great Barrington, MA 01230
/2
$749,900
- 5 Beds
- 2.5 Baths
- 2,919 Sq Ft
169 Sargent St, Revere, MA 02151

Located in one of West Revere’s most desirable neighborhoods, this split-entry ranch presents a fantastic opportunity for buyers looking to build equity and create their dream home. This property offers solid bones and a versatile layout, ready for your updates and personal touch. The home features an existing in-law apartment, providing excellent potential for extended living or possible

Rosemarie Pianka-Galatis Charlesgate Realty Group LLC

169 Sargent St, Revere, MA 02151
/40
$1,050,000

Open Sun 10:30AM - 12:30PM
- 6 Beds
- 3.5 Baths
- 3,447 Sq Ft
18 Oakridge Dr, Saugus, MA 01906

Looking for Multi-Generational living? This In-Law is a MUST SEE! Tucked away on a quiet cul-de-sac in one of Saugus's most convenient locations, this expansive 4-bedroom, 4-bath home offers the perfect blend of space, flexibility, and lifestyle. Designed with entertaining in mind, the home features oversized living spaces, an open and inviting layout, and room for everyone to gather

Niki Loiko Keller Williams Realty Metropolitan

18 Oakridge Dr, Saugus, MA 01906
/49
$824,000

$21K PRICE DROP
- 6 Beds
- 4 Baths
- 3,818 Sq Ft
108 Berkshire Dr, Williamstown, MA 01267

This exceptional home is ideally located within walking distance of the town center and Williams College. Set alongside protected conservation land, the property offers a rare blend of convenience, privacy, and natural beauty and is also located in a highly desirable Williamstown neighborhood. The property has direct backyard access to Lower Linear Park walking trails, the Mohican Trail bike

Donna DiGrigoli DIGRIGOLI REAL ESTATE

108 Berkshire Dr, Williamstown, MA 01267
/95
$10,995,000

$3M PRICE DROP
- 7 Beds
- 9 Baths
- 10,429 Sq Ft
30 East Rd, West Stockbridge, MA 01266

Majestic 71 acre Tudor Estate atop Tom Ball Mountain in the quaint hamlet of Alford, MA. Enjoy total privacy and breathtaking views from nearly every room. The main house features 5 en-suite bedrooms, a gourmet kitchen, formal living and dining rooms, den, family room, gym, billiard room and massage room. A separate 2-bedroom Guest House offers beamed ceilings and full amenities. Manicured

Steven Weisz WILLIAM PITT SOTHEBY'S - GT BARRINGTON

30 East Rd, West Stockbridge, MA 01266
/31
$219,900
- 2 Beds
- 1 Bath
- 1,140 Sq Ft
22 Beaver Dam Rd, Ashby, MA 01431

INVESTORS and OUTDOOR ENTHUSIASTS - TAKE NOTE! Bring your vision to this unique waterfront home with spectacular views of Wrights Pond. This home has been in the family since 1936. Be the lucky one to create lasting memories in this quaint seasonal camp. Enjoy spring fishing, summer swimming, fall mountain climbing, and winter ice skating. The location has it all and is near city amenities! Unit

Deborah Buckley StartPoint Realty

22 Beaver Dam Rd, Ashby, MA 01431
/88
$3,550,000
- 6 Beds
- 7 Baths
- 9,254 Sq Ft
Unlisted Address

The thoughtfully renovated and expanded 1940s Main House is full of exceptional spaces--elegant formal dining and living rooms in front, informal sitting area and spacious eat-in kitchen at the back, stunning central stairwell, cozy den/bar, and media room. Five comfortable bedrooms, including two luxurious primary suites. Every material, sightline, and design element has been curated with care

Lance Vermeulen WILLIAM RAVEIS - BERKSHIRE

Unlisted Address
/42
$29,000,000

$5M PRICE DROP
- 6 Beds
- 8 Baths
- 12,714 Sq Ft
4 Willow Rd, Weston, MA 02493

Step into a world of timeless elegance in this iconic English Revival Tudor. Prominently set high on a ridge abutting a tranquil pond and the lands surrounding the Weston Golf Club. The gated entry and winding approach reveal the commanding terraced property comprising over 6 secluded acres. The 1928 estate was originally designed by architect Eric Kibbon. A balance between modern comfort, beauty

Mizner+ Montero Gibson Sotheby's International Realty

4 Willow Rd, Weston, MA 02493
/25
$3,195,000

$305K PRICE DROP
- 5 Beds
- 3.5 Baths
- 6,295 Sq Ft
48 Paine Ave, Beverly, MA 01915

Incredible opportunity to live in a late 19th century Carriage House tucked back from the road on beautiful grounds along historic Paine Avenue in Prides Crossing. Surrounded by the area’s storied estates, this distinctive 5-bedroom, 3.5-bath home blends timeless character with comfortable modern living. The light-filled first level features soaring ceilings, an open layout, and inviting living

Krista Julian Coldwell Banker Realty - Manchester

48 Paine Ave, Beverly, MA 01915
/28
$414,900

$10K PRICE DROP
- 3 Beds
- 2 Baths
- 2,132 Sq Ft
1063 Lebanon Hill Rd, Southbridge, MA 01550

This sprawling 3 bed, 2 bath ranch has been cherished for many years, and is ready for its next chapter. Filled with warmth and character, this home offers generously sized living spaces perfect for both everyday living and entertaining. Two fireplaces create cozy gathering spots, adding charm and comfort throughout.A standout feature is the potential in-law setup, complete with its own kitchen,

Lexie Brunet Brunet & Company Real Estate LLC

1063 Lebanon Hill Rd, Southbridge, MA 01550
/42
$525,000
- 4 Beds
- 3 Baths
- 1,958 Sq Ft
137 Bryn Mawr Ave, Auburn, MA 01501

Versatile multi-level in desirable Auburn with a fully permitted ADU built in 2022 (ranch style). Set on 0.4 acres, this home offers 4 Beds/3 Baths, oversized garage, and a large backyard. Main level features an open, spacious kitchen w/tile flooring, abundant counter space, plenty of cabinets, and dining area w/slider to back deck. Lower level includes a full bath w/tile flooring, modern vanity,

Lisa Whitten Looney Premeer Real Estate Inc.

137 Bryn Mawr Ave, Auburn, MA 01501
/37
$539,900
- 5 Beds
- 3.5 Baths
- 3,307 Sq Ft
867 Notch Rd, Cheshire, MA 01225

Home on a dream lot--over 7 secluded acres framed by mountains and backing to the Chalet Wildlife Management Area (7,000+ acres of protected state land). Enjoy total privacy, wide-open views, and dark-night skies away from city lights. Step inside to a grand entrance with a glistening chandelier. The main level features a flowing layout: a spacious kitchen with sufficient storage and generous

Mariah Worth LAMACCHIA REALTY, INC

867 Notch Rd, Cheshire, MA 01225
/40
$460,000
- 3 Beds
- 2.5 Baths
- 2,068 Sq Ft
147 Chipman Rd, Chester, MA 01011

Welcome home to this peaceful & serene 3 bed, 2.5 bath contemporary offering an open floor plan, main-level primary suite, & a private trail leading to the wild streambed of Glendale Brook! The main level features a spacious living rm & dining area w/ propane stove & sliders to a sunny deck, a kitchen w/ pantry closet, half bath w/ laundry, a first-floor office, & a primary bedroom w/ ensuite

Taylor Hildack KELLER WILLIAMS REALTY

147 Chipman Rd, Chester, MA 01011
/38
$1,899,000

$201K PRICE DROP
- 4 Beds
- 3.5 Baths
- 4,464 Sq Ft
4 Cowslip Path, East Sandwich, MA 02537

Back on market! Buyers changed their mind last minute. A home inspection was completed and shows a well built, cared for home, ready to move in for summer. Norse Pines is a Premier Community located North of Route 6A in Historic East Sandwich! This home is Cape Cod style with 3 car garage. The Wide Open Floor Plan flows seamlessly into Designer Kitchen, Huge Center Island, Dining Room and Great

Jeanette Neeven Kinlin Grover Compass

4 Cowslip Path, East Sandwich, MA 02537
/25
$575,000

$150K PRICE DROP
- 6 Beds
- 3 Baths
- 4,518 Sq Ft
620 Pleasant St, Paxton, MA 01612

"The Ledyard Bill House" Rare opportunity to reposition a grand 19th-century two-family offering over 4,500 square feet in a prime location just off Paxton Common. Ideal for investors, contractors, or owner-occupants seeking income potential.The main unit features 11 rooms, 4 bedrooms, and 2 full baths, with hardwood floors, built-ins, and oversized living spaces ready for restoration. The second

Jonathan Vizard Keller Williams Pinnacle Central

620 Pleasant St, Paxton, MA 01612

Showing Results 41 - 80, Page 2 of 4

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