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Homes for Sale near Shepherd Hill Regional High School

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  • /42

    $1,050,000

    • 3 Beds
    • 3 Baths
    • 3,068 Sq Ft

    1 Corbin Rd, Dudley, MA 01571

    EXQUISITE EXECUTIVE HOME ON 4.5 ACRES IN COMMUTER FRIENDLY DUDLEY MA. Incredible amount of upgrades in the past two years make for a stunning, move-in ready retreat. The home has been painstakingly remodeled w/ high-end finishes inside & out. ALL NEW KITCHEN by Kitchen Assoc. SS GE Monogram, Cafe and Wolf appliances. NEW ISLAND & PANTRY ADDED. Existing HW's refinished, NEW CHERRY HW's added to 3

    Agent Photo

    Janet Schoeny

    RE/MAX Vision

    (508) 719-9980

    1 Corbin Rd, Dudley, MA 01571
  • /2

    $640,000

    • 3 Beds
    • 4.5 Baths
    • 2,000 Sq Ft

    47 Northside Rd, Charlton, MA 01507

    Beautifully designed 3-bedroom, 4-bath ranch featuring a sun-filled open floor plan. The spacious main suite includes dual walk-in closets and a luxurious ensuite with a custom tile shower. Enjoy a chef’s cherry and granite kitchen with a center island overlooking the cozy family room with fireplace. The bright breakfast nook offers stunning views of the serene rear garden. Finished basement adds

    Agent Photo

    Tanya Harvey

    Keller Williams Realty

    (508) 392-5546

    47 Northside Rd, Charlton, MA 01507
  • /28

    $410,000

    • 3 Beds
    • 2 Baths
    • 2,304 Sq Ft

    22 Prindle Hill Rd, Charlton, MA 01507

    This contemporary single-family home located at 22 Prindle Hill Rd, Charlton, MA, offers 3 bedrooms and 2 bathrooms across 2,304 sq ft of living space. Built in 1988, the property features a concrete foundation and sits on a spacious 26,471 sq ft corner lot with plenty of parking available.The home boasts several standout features, including a master bedroom with a private balcony and ensuite

    Amaurys Valdera Brokerbe Inc.

    22 Prindle Hill Rd, Charlton, MA 01507
  • /23

    $890,000

    • Land
    • 286 Acres
    • $3,112 per Acre

    16 Sandersdale Rd, Charlton, MA 01507

    286 acres of farmland and forest subject to a permanent Agricultural Preservation Restriction, (APR) held by the Commonwealth of Mass on Sandersdale and Dresser Hill Rd (Rt 31) in Charlton, MA. 128 acres in fields and 158 acres in forest. The property abuts 162 acres of private lands with an APR also owned by Seller that they are retaining. A colonial 1830's house with 2764 sqft is included with

    Keith Ross LandVest, Inc.

    16 Sandersdale Rd, Charlton, MA 01507
  • /39

    $650,000

    • 4 Beds
    • 2.5 Baths
    • 3,040 Sq Ft

    73 Sandersdale Rd, Charlton, MA 01507

    Welcome HOME! Come take a look at this stunning private oasis in the charming town of Charlton, MA. Nestled on a semi wooded 4.5-acre lot, this beautifully updated home boasts a long driveway for added privacy and seclusion. Step inside to find four spacious bedrooms with the potential for a fifth bedroom. Two and half bathrooms and a beautiful open concept family room that seamlessly connects

    Leidy Polanco Wachusett Real Estate

    73 Sandersdale Rd, Charlton, MA 01507
  • /40

    $549,900

    • 3 Beds
    • 2.5 Baths
    • 1,540 Sq Ft

    208 Sunset Dr, Charlton, MA 01507

    Enjoy year-round lake views in this charming 3 bedroom 2.5 bath Colonial, perfectly situated across from Glen Echo Lake. With access to an optional Lake Association offering private boat ramp privileges and other access points along the lake. This beautifully maintained home features a bright and open layout with hardwood flooring throughout the main level, propane fireplace and a walkout

    Joshua Somers P & H Property Consulting, Inc.

    208 Sunset Dr, Charlton, MA 01507
  • /39

    $549,900

    • 3 Beds
    • 2 Baths
    • 2,136 Sq Ft

    73 Haggerty Rd, Charlton, MA 01507

    This Cape home offers the perfect blend of charm, space, & modern comfort. Step inside to find a large living room that opens into your kitchen & dining area both equipped with new floors. The dining area that opens to the back deck—ideal for entertaining or enjoying a quiet morning coffee. The main level of the home also has a bedroom, office, mudroom & hot tub room complete with a hot tub.

    James Black Real Broker MA, LLC

    73 Haggerty Rd, Charlton, MA 01507
  • /42

    $675,000

    • 4 Beds
    • 2 Baths
    • 2,484 Sq Ft

    95 Charlton Rd, Dudley, MA 01571

    This impressive 2,400+ sq ft Gambrel-style home offers 4 beds, 2 full baths, & a media room, all nestled on a stunning flat lot with a heated above-ground pool. The kitchen features granite counters & tile flooring, flowing into an oversized LR and mudroom. Energy-efficient heating & cooling include heat pumps, hot water baseboard, central air, a pellet stove, & a pellet furnace for year-round

    Jared Meehan RE/MAX Bell Park Realty

    95 Charlton Rd, Dudley, MA 01571
  • /16

    $599,900

    • 4 Beds
    • 2.5 Baths
    • 1,728 Sq Ft

    38 N Sullivan Rd, Charlton, MA 01507

    Welcome to your peaceful escape! This lovely single-family ranch sits on 6.77 secluded acres and offers direct access to beautiful Sibley Pond. Wake up to breathtaking waterfront views and enjoy privacy, nature, and charm in one perfect package. This spacious home offers 4 bedrooms, 2.5 bathrooms, including a private ensuite in the primary bedroom for added comfort and convenience. Features a

    Steven Bracero Vanderbilt Properties, LLC

    38 N Sullivan Rd, Charlton, MA 01507
  • /32

    $550,000

    • 3 Beds
    • 1 Bath
    • 1,544 Sq Ft

    199 Center Depot Rd, Charlton, MA 01507

    Charming 3-bed, 1-bath (potential for a second bath) ranch on a spacious .66-acre lot with endless potential! This well-maintained home offers comfortable one-level living with a cozy layout and an abundance of natural light throughout. The standout feature is the detached commercial-grade garage—perfect for hobbyists, mechanics, or small business owners. The 3-bay garage features two lifts, a

    Spencer Fortwengler OWN IT

    199 Center Depot Rd, Charlton, MA 01507
  • /31

    $729,999

    • 4 Beds
    • 3.5 Baths
    • 3,959 Sq Ft

    368 Dudley Oxford Rd, Dudley, MA 01571

    Motivated seller offering the perfect blend of classic charm and modern comfort. Welcome to this beautiful Colonial-style home! Nestled on two private acres, this spacious residence features four bedrooms and three full bathrooms, ideal for growing families or those who love to entertain.Inside, you'll find an open-concept layout with a large living room perfect for family gatherings. The kitchen

    Mayra Machicote Property Investors & Advisors, LLC

    368 Dudley Oxford Rd, Dudley, MA 01571
  • /40

    $719,900

    • 4 Beds
    • 3.5 Baths
    • 3,316 Sq Ft

    13 Boucher Dr, Charlton, MA 01507

    So many living arrangement options here with two main BR suites in opposite ends of the home & 3 1/2 baths! Finished area w full bath & walk in storage above oversized garage could be in-law area or huge game room. Additional living space in finished, heated walk-out basement. All new hardwood floors throughout with tiled bathrooms. The 28' long covered front porch is a warm welcome that

    Diane Dabrowski Lamacchia Realty, Inc

    13 Boucher Dr, Charlton, MA 01507
  • /38

    $649,900

    • 3 Beds
    • 2.5 Baths
    • 2,344 Sq Ft

    36 Hiland Rd, Charlton, MA 01507

    New Construction is completed and ready for you to move in . This home has been designed with an open concept plan offering gleaming hardwood floors on the main level , propane fireplace in the living room , spacious front dining room perfect for entertaining or large gatherings . The focal point is the gorgeous kitchen ....offering white shaker cabinetry with soft close features, SS appliance

    Tracey Fiorelli Janice Mitchell R.E., Inc

    36 Hiland Rd, Charlton, MA 01507
  • /42

    $759,000

    • 4 Beds
    • 3 Baths
    • 2,395 Sq Ft

    32 Blood Rd, Charlton, MA 01507

    This beautifully maintained young home blends timeless design with modern functionality. 4 spacious bedrooms with 3 full baths, 2 car oversized garage, large farmers porch and spacious walkout basement. The expansive main level offers an open floor plan with cathedral ceiling ideal for today’s lifestyle. Including a well-appointed kitchen with large island, stainless steel appliance, granite

    Joshua Somers P & H Property Consulting, Inc.

    32 Blood Rd, Charlton, MA 01507
  • /27

    $549,900

    • 4 Beds
    • 2 Baths
    • 2,096 Sq Ft

    14 Elizabeth St, Dudley, MA 01571

    Peaceful Waterfront! Your chance to have lake living on fully recreational Merino Pond. Situated on a beautiful, level yard on a dead end street. Boating, swimming, fishing, campfires and lots of wildlife at your fingertips. This spacious home was recently updated! A beautiful enclosed porch overlooks a private cove. First floor offers a huge, applianced kitchen with water views, quartz

    Sarah Carter Century 21 North East

    14 Elizabeth St, Dudley, MA 01571
  • /18

    $619,900

    • 3 Beds
    • 3 Baths
    • 1,888 Sq Ft

    76 Number 6 Schoolhouse Rd, Charlton, MA 01507

    Situated on over four acres of land, this newly constructed Charlton residence offers a serene escape. The property features three bedrooms, three full baths, and an open floor plan ideal for entertaining. The fully applianced kitchen boasts ample cabinetry, granite countertops, and an island. The spacious dining area has a slider that leads to a composite deck overlooking the tranquil wooded

    Paolucci Team Post Road Realty

    76 Number 6 Schoolhouse Rd, Charlton, MA 01507
  • /42

    $925,000 Open Sat 10:30AM - 12PM

    • 3 Beds
    • 2.5 Baths
    • 2,400 Sq Ft

    126 Old Southbridge Rd, Dudley, MA 01571

    UNIQUE OPPORTUNITY FOR BUYER AS THIS INCLUDES A SECOND BUILDABLE LOT. This home offers privacy and convenience to area amenities along with i hour to Boston, Hartford, and Providence A quality home with privacy, elegance, open design, and energy efficient mechanicals. The 29'GREAT ROOM has a gas fireplace and cathedral ceiling. Not only is there a formal dining room but a kitchen with 8'

    Jo-Ann Szymczak RE/MAX Vision

    126 Old Southbridge Rd, Dudley, MA 01571
  • /31

    $590,000

    • 3 Beds
    • 2.5 Baths
    • 2,200 Sq Ft

    337 Mason Road Extension, Dudley, MA 01571

    Recently updated and extremely well kept this home is located in a prime location, new hardwood floors throughout entire first floor, Recently updated kitchen with hardwood flooring, quartz counter tops stainless-steel appliances, soft closing cabinets, recessed lighting and 10' long center island, open floor plan flows to the family room with plenty of natural lighting overlooking your patio and

    Shawn Towle ERA Key Realty Services

    337 Mason Road Extension, Dudley, MA 01571
  • /35

    $624,900

    • 4 Beds
    • 2.5 Baths
    • 2,104 Sq Ft

    19 King Rd, Charlton, MA 01507

    Completely Renovated Country Retreat on 3.5 Acres.This beautiful home offers modern comfort in a tranquil setting. Set on 3.5 picturesque acres, the property features a spacious barn with a loft, electricity, water and a paddock—ideal for homesteading, hobby farming, or equestrian use. The home has been thoughtfully updated including new siding, windows, interior/exterior doors, electrical,

    Renee Prunier Lamacchia Realty, Inc.

    19 King Rd, Charlton, MA 01507
  • /38

    $560,000

    • 3 Beds
    • 3 Baths
    • 1,920 Sq Ft

    75 Hiland Rd, Charlton, MA 01507

    Stunning New Construction | 3 Bed | 3 Full Bath | Finished Basement | Motivated Seller! Discover this beautifully built home offering modern elegance and top-quality craftsmanship throughout offering a perfect blend of style, comfort, and functionality. This three bedroom, three bathroom residence is thoughtfully designed with high-end finishes and attention to detail throughout.Step into a

    Willene Koziara Mega Realty Services

    75 Hiland Rd, Charlton, MA 01507
  • /38

    $569,995

    • 4 Beds
    • 3 Baths
    • 2,160 Sq Ft

    2 W Dudley Rd, Dudley, MA 01571

    Welcome to 2 West Dudley Rd, a beautiful 4-bedroom, 3-bathroom new construction home. This spacious home features an inviting open-concept layout, where the living room, dining room, and kitchen flow seamlessly together under stunning vaulted ceilings. Perfect for entertaining, the large kitchen offers plenty of counter space, and the living and dining areas provide ample room for family

    Trinity Group Mega Realty Services

    2 W Dudley Rd, Dudley, MA 01571
  • /42

    $525,000

    • 3 Beds
    • 1.5 Baths
    • 1,522 Sq Ft

    14 Millward Rd, Charlton, MA 01507

    Charming Farmhouse/Cape style home tucked away on a 2.5 acre private dead-end location. Beautifully maintained, a perfect blend of historic charm & modern updates. Extensively updated in 2000, to include new windows, insulation, plumbing, and electrical systems. Spacious master bedroom with ensuite bath, galley pantry, 1/2 bath with laundry area, 2 car oversized garage with full attic, barn [2

    Joshua Somers P & H Property Consulting, Inc.

    14 Millward Rd, Charlton, MA 01507
  • /27

    $535,000 Open Tue 5PM - 6:30PM

    • 3 Beds
    • 2.5 Baths
    • 1,780 Sq Ft

    11 Pineview Rd, Dudley, MA 01571

    Available immediately in an established subdivision. A well maintained home with a private back yard.This is an opportunity for a buyer to move in and begin making this their own home . An open floor plan was designed with a 24' front to back living room or combination living/dining room. A heated area off the back can be a small den or breakfast nook overlooking the back yard. The spacious

    Jo-Ann Szymczak RE/MAX Vision

    11 Pineview Rd, Dudley, MA 01571
  • /33

    $449,995

    • 5 Beds
    • 3 Baths
    • 2,394 Sq Ft

    30 Worcester Rd, Charlton, MA 01507

    Versatile 3-Unit Investment Property – 2 Newly Renovated Units. Welcome to a rare opportunity in the heart of Charlton! This well-maintained 3-unit multi-family property is perfectly suited for both a new or veteran investor. With desirable units, location, and a strong rental history, this property offers both immediate and long-term potential. The occupied units being around the peak of market

    Candor Realty Group Four Points Real Estate, LLC

    30 Worcester Rd, Charlton, MA 01507
  • /42

    $339,900

    • 2 Beds
    • 1 Bath
    • 1,644 Sq Ft

    134 Southbridge Rd, Dudley, MA 01571

    Discover the charm and potential of this character-filled home set along the scenic Quinebaug River in Dudley, MA. Offering over 1,600 sq ft of living space, this unique property features a flexible layout with a first-floor bedroom, office, full bath, and convenient first-floor laundry. The inviting eat-in kitchen provides plenty of space to gather, while the cozy front porch and spacious rear

    Jared Meehan RE/MAX Bell Park Realty

    134 Southbridge Rd, Dudley, MA 01571
  • /4

    $129,900

    • Land
    • 3.34 Acres
    • $38,892 per Acre

    0 Sandersdale Rd, Charlton, MA 01507

    Discover 3.34 acres of wooded tranquility on a quiet country road in the scenic town of Charlton, MA. This beautiful parcel offers a peaceful, private setting surrounded by nature, perfect for your dream home, a weekend getaway or future investment. With plenty of road frontage this lot provides endless possibilities in a desirable rural location just minutes from major routes, local farms and

    Gail Marengo Lamacchia Realty, Inc.

    0 Sandersdale Rd, Charlton, MA 01507
  • /42

    $439,900

    • 2 Beds
    • 1 Bath
    • 864 Sq Ft

    35 Old Oxford Rd, Charlton, MA 01507

    Nestled in a natural retreat-like setting, along the tranquil edge of Buffumville State Park, this adorable 2 BR home has 250 feet of waterfrontage & 1.4 acres! Unwind after kayaking, soaking in the hot tub on the newly built hidden patio. Whether you are seeking a weekend getaway, easy to care for downsizer or 1st time buyer home, this updated home is a perfect match! Many recent upgrades

    Diane Dabrowski Lamacchia Realty, Inc

    35 Old Oxford Rd, Charlton, MA 01507
  • /39

    $345,000

    • 3 Beds
    • 1 Bath
    • 1,510 Sq Ft

    181 Dresser Hill Rd Unit + 2 lots, Dudley, MA 01571

    Extra lots on Hickory Drive buildable! Attention contractors! This home needs complete renovation-being sold in as-is condition. Build a new homes on Hickory DR while you renovate this oversized 3 BR ranch with 2 story, 4 car garage. The garage has 10' garage doors, it's 2 cars deep & has a sink. It's set up to be heated by propane but it's not hooked up. There is a 2nd floor of garage that

    Diane Dabrowski Lamacchia Realty, Inc

    181 Dresser Hill Rd Unit + 2 lots, Dudley, MA 01571
  • /19

    $499,900

    • 4 Beds
    • 1.5 Baths
    • 2,432 Sq Ft

    9 Piehl Dr, Charlton, MA 01507

    If you're looking for peace, space and a place with character, this could be the one!! Built in 1880, this spacious 4-bedroom, 1.5 bath offers 2,432 sq. ft. of living space. This home is on 13.56 acres of land offering plenty of room to roam, garden, explore, or just relax and enjoy the view. The home has that classic, old-fashioned charm and tons of potential for someone ready to make it

    Gail Marengo Lamacchia Realty, Inc.

    9 Piehl Dr, Charlton, MA 01507
  • /21

    $599,900

    • 4 Beds
    • 3 Baths
    • 2,810 Sq Ft

    40 Carroll Hill Rd, Charlton, MA 01507

    Rare Multi-Unit Property with Barn, Pool & More! A truly unique opportunity—this rare property features three separate apartments, making it ideal for extended family living, rental income, or a live/work setup. Set on a spacious lot, this versatile property also includes a massive 40x62 barn equipped with its own well and septic system, perfect for a mini farm, homesteading, workshop, studio,

    Renee Prunier Lamacchia Realty, Inc.

    40 Carroll Hill Rd, Charlton, MA 01507
  • /6

    $100,000

    • Land
    • 5 Acres
    • $19,231 per Acre

    91 Burlingame Rd, Charlton, MA 01507

    Build your dream home on a desirable street! This beautiful and serene 5-acre property offers peace and privacy. A well is already installed. The existing foundation will need to be removed by the buyer. The driveway is currently shared and must be separated before a Certificate of Occupancy can be granted. House plans for a 3,500+ square foot home with a 4-car garage are available for viewing

    Catherine Howard Berkshire Hathaway Home Service New England Properties

    91 Burlingame Rd, Charlton, MA 01507
  • /42

    $795,000

    • 3 Beds
    • 2.5 Baths
    • 2,400 Sq Ft

    128 Old Southbridge Rd, Dudley, MA 01571

    This home combines the privacy of a 2 acre wooded lot and the quality of a home with elegance, quality, design, and energy efficient mechanical systems. Hardwood 3/4" oak tongue and groove flooring are throughout the main level and second floor including the staircase. The GREAT ROOM with a gas fireplace and cathedral ceilings is spacious and can accommodate any size furnishings. An 8' center

    Jo-Ann Szymczak RE/MAX Vision

    128 Old Southbridge Rd, Dudley, MA 01571
  • /24

    $399,900

    • 3 Beds
    • 3.5 Baths
    • 2,587 Sq Ft

    23 Partridge Hill Rd, Dudley, MA 01571

    Over 500+ different Daylilies, Hosta and unique Perennials from years of collecting. Seller states property is a registered business. Located in a lovely, quiet neighborhood, road ending in a cull-de-sac. This is your chance to bring new life to an unusual, vaulted knotty pine ceilings, bright 3-bed, 3 1/2-bathrooms, 2-story Contemporary home, with in-law apartment, 1st floor laundry room,

    Mark Tetreault, II RE/MAX Bell Park Realty

    23 Partridge Hill Rd, Dudley, MA 01571
  • /40

    $849,900

    • 8 Beds
    • 3 Baths
    • 3,672 Sq Ft

    2 Britlees Way, Dudley, MA 01571

    BACK ON MARKET!! This completely updated 8 bedroom, 3 full bathroom farmhouse style home offers plenty of privacy, space, and style, all nestled on over 7 acres in a private neighborhood in Dudley. Step inside to discover a bright and modern interior with spacious living areas, a fully finished basement perfect for entertaining, and many sleek updates throughout. The heart of the home features a

    Christina Gauvin Byrnes Real Estate Group LLC

    2 Britlees Way, Dudley, MA 01571
  • /39

    $499,900

    • 4 Beds
    • 3 Baths
    • 1,750 Sq Ft

    3 Cranberry Meadow Shore Rd, Charlton, MA 01507

    An incredible opportunity awaits in Charlton with this spacious Colonial, perfectly situated on the shores of Cranberry Meadow Pond—truly a location that can’t be beat! This home is ready for your vision and updates to bring it to its full potential. The main level features a generous living room that flows into the kitchen, plus a sun-drenched sunroom offering breathtaking water views. Two

    Maribeth McCauley Lynch Lamacchia Realty, Inc.

    3 Cranberry Meadow Shore Rd, Charlton, MA 01507
  • /42

    $799,000

    • 4 Beds
    • 4 Baths
    • 4,248 Sq Ft

    6 Blackwell Dr, Charlton, MA 01507

    Welcome to this exceptional property in the highly sought-after town of Charlton! Set back on a private cul-de-sac, this meticulously kept home offers the perfect blend of luxury, comfort, and everyday convenience. The home offers an expansive open floor plan ideal for both relaxed living and entertaining. The heart of the home is the chef’s dream kitchen, featuring a striking 8-foot granite

    Stephanie Bayliss MA Homes, LLC

    6 Blackwell Dr, Charlton, MA 01507
  • /4

    $139,900

    • Land
    • 2.10 Acres
    • $66,619 per Acre

    Lot 6 0 N Sullivan Rd, Charlton, MA 01507

    Unlock the potential of four stunning land parcels, offering rare private access to the breathtaking waters of Sibley Pond. This is more than just land, it's a blank canvas for your boldest ideas. Each parcel can be purchased separately or together, giving you the power to shape your vision with total flexibility. Zoned for agricultural use, the property is perfectly suited for a wide range of

    Madison Rynne Byrnes Real Estate Group LLC

    Lot 6 0 N Sullivan Rd, Charlton, MA 01507
  • /4

    $159,900

    • Land
    • 5 Acres
    • $30,284 per Acre

    Lot 3 0 N Sullivan Rd, Charlton, MA 01507

    Unlock the potential of four stunning land parcels, offering rare private access to the breathtaking waters of Sibley Pond. This is more than just land, it's a blank canvas for your boldest ideas. Each parcel can be purchased separately or together, giving you the power to shape your vision with total flexibility. Zoned for agricultural use, the property is perfectly suited for a wide range of

    Madison Rynne Byrnes Real Estate Group LLC

    Lot 3 0 N Sullivan Rd, Charlton, MA 01507
  • /4

    $139,900

    • Land
    • 1.68 Acres
    • $83,274 per Acre

    Lot 4 0 N Sullivan Rd, Charlton, MA 01507

    Unlock the potential of four stunning land parcels, offering rare private access to the breathtaking waters of Sibley Pond. This is more than just land, it's a blank canvas for your boldest ideas. Each parcel can be purchased separately or together, giving you the power to shape your vision with total flexibility. Zoned for agricultural use, the property is perfectly suited for a wide range of

    Madison Rynne Byrnes Real Estate Group LLC

    Lot 4 0 N Sullivan Rd, Charlton, MA 01507
  • /4

    $139,900

    • Land
    • 2.00 Acres
    • $69,950 per Acre

    Lot 5 0 N Sullivan Rd, Charlton, MA 01507

    Unlock the potential of four stunning land parcels, offering rare private access to the breathtaking waters of Sibley Pond. This is more than just land, it's a blank canvas for your boldest ideas. Each parcel can be purchased separately or together, giving you the power to shape your vision with total flexibility. Zoned for agricultural use, the property is perfectly suited for a wide range of

    Madison Rynne Byrnes Real Estate Group LLC

    Lot 5 0 N Sullivan Rd, Charlton, MA 01507

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