Rutland, MA Homes

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  $175,000 Pending

  • Land
  • 1.87 Acres
  • $93,583 per Acre

  Lot 11 Pleasantdale Rd, Rutland, MA 01543

  Scenic 1.87-Acre Lot on Pleasantdale Road - This 1.87-acre parcel on Pleasantdale Road in Rutland offers a sunny, open landscape with gentle slopes and rolling terrain—an ideal canvas for new construction. The lot is mostly cleared and situated on a publicly maintained road, ensuring year-round accessibility. Enjoy the nearby natural beauty of Demond Pond, just down the road, while benefiting

  

  Tracy LaRosa

  Daisy Hill Real Estate and Rentals

  (508) 290-4545

  Lot 11 Pleasantdale Rd, Rutland, MA 01543
• Explore Rutland

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  /12

  $2,599 total monthly price

  • 3 Beds
  • 1 Bath
  • 1,850 Sq Ft
  • House for Rent

  84 Emerald Rd, Rutland, MA 01543

  This property at 84 Emerald Rd features 3 bedrooms and 1 bathroom within a spacious 1,850 square feet. The living room offers ample space for relaxation, while the eat-in kitchen is equipped for dining and meal preparation. The bathroom is conveniently located for easy access from all bedrooms. Additional amenities include a washer/dryer hookup, cable readiness, and designated storage space. The

  84 Emerald Rd, Rutland, MA 01543
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  /42

  $400,000 Sold Oct 24, 2025

  • 1,456 Sq Ft
  • $275/SF
  • 6 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1880

  289 Main St, Rutland, MA 01543

  Charm, character and modern updates blend seamlessly at 289 Main St. Rutland. The fantastic kitchen is designed to be a central gathering space and boasts a large kitchen island that invites conversation and culinary creativity, shaker cabinets that offer a blend of classic style and modern functionality as well as a backsplash that provides a refined aesthetic touch.The updated mini split

  Joseph Abramoff BA Property & Lifestyle Advisors

  289 Main St, Rutland, MA 01543
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  /28

  Est $214,244 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 680 Sq Ft

  3 Helen Ave, Rutland, MA 01543

  3 Helen Ave, Rutland, MA 01543
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  /31

  $674,900

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

  81 Central Tree Rd, Rutland, MA 01543

  Built in 2018, this 4-bedroom, 2.5-bath home is sure to check all your boxes! You’ll love the plantation shutters throughout & the spacious layout—a HUGE family room, formal dining room, & an add’l living room ideal for a home office or playroom. The kitchen shines with KraftMaid custom cabinets, quartz countertops, an oversized island, sleek finishes, & generous storage. The same high-end

  James Black Real Broker MA, LLC

  81 Central Tree Rd, Rutland, MA 01543
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  /11

  $2,500 total monthly price

  • 3 Beds
  • 1 Bath
  • 1,500 Sq Ft
  • House for Rent

  7 Fairview Ave, Rutland, MA 01543

  Joe Leazott Daisy Hill Real Estate and Rentals

  7 Fairview Ave, Rutland, MA 01543
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  /31

  $200,000 Sold Oct 16, 2025

  • Land
  • 10.41 Acres
  • $19,212 per Acre

  • 11 Days On Market

  23 Miles Rd, Rutland, MA 01543

  10 acre building lot close to center of Rutland. This stunning lot is adjacent to the Central Mass Rail Trail for your walking/biking enjoyment! Take in the peaceful views of Thayer pond from your deck. The hard work is all done! This lot is ready for your builder to start building. Don’t miss out on this “Rare Gem” of a lot in Rutland! All environmental agency approvals have been completed as

  Patricia Soucy Soucy Realty Inc.

  23 Miles Rd, Rutland, MA 01543
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  /19

  Est $520,306 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,053 Sq Ft

  567 E County Rd, Rutland, MA 01543

  567 E County Rd, Rutland, MA 01543
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  $819,900

  • 4 Beds
  • 2.5 Baths
  • 2,506 Sq Ft

  28 Forest Hill Dr, Rutland, MA 01543

  Last One on a new Cul-De-Sac!!! Introducing a breathtaking colonial already underway for December delivery near the heart of town. This magnificent home will feature four bedrooms and 2.5 baths, with an inviting sunsplashed open floor plan perfect for modern living. The expansive kitchen will boast a center island breakfast bar, ideal for gatherings and everyday meals, while a spacious great room

  David Stead RE/MAX Partners

  28 Forest Hill Dr, Rutland, MA 01543
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  /19

  $1,700 total monthly price

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft
  • Condo for Rent

  176 Maple Ave Unit Bld 3 Unit 27, Rutland, MA 01543

  This 900 sq. ft. property at 176 Maple Ave features 2 bedrooms and 1 bathroom. The living room offers ample space for relaxation and is designed for easy furniture arrangement. The kitchen is equipped with a dishwasher and provides convenient access to laundry facilities. The bedrooms are adequately sized, providing comfortable living quarters. The bathroom includes essential fixtures and is

  176 Maple Ave Unit Bld 3 Unit 27, Rutland, MA 01543
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  /39

  $649,000 Sold Oct 16, 2025

  • 2,251 Sq Ft
  • $288/SF
  • 32 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2006

  11 Arline Dr, Rutland, MA 01543

  Welcome home! Nestled at 11 Arline Drive, Rutland, MA, this single-family residence presents an exceptional opportunity to experience refined living in Worcester County. Built in 2006, this home offers a combination of contemporary design and comfortable living spaces. The heart of this home is undoubtedly its expansive 2358 square feet of living area, providing ample room for both relaxation

  Kelly Killeen EXIT Assurance Realty

  11 Arline Dr, Rutland, MA 01543
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  /40

  Est $629,213 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1,976 Sq Ft

  18 Patriot Ln, Rutland, MA 01543

  18 Patriot Ln, Rutland, MA 01543
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  /41

  $749,900

  • 3 Beds
  • 3.5 Baths
  • 3,320 Sq Ft

  175 Glenwood Rd, Rutland, MA 01543

  This young colonial has it all! Set at the end of a private cul-de-sac driveway with 2.4 acres of professionally landscaped yard. Whether you're entertaining or unwinding, you'll love the large composite deck, relaxing hot tub, cozy fire pit, and pergola-covered patio. Inside you’ll find a cathedral living room featuring a propane fireplace, sunlit dining room, and a spacious kitchen equipped

  Kourtney Elbag Coldwell Banker Realty - Worcester

  175 Glenwood Rd, Rutland, MA 01543
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  /30

  $527,000 Sold Oct 15, 2025

  • 1,508 Sq Ft
  • $349/SF
  • 2 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2002

  29 Prescott St, Rutland, MA 01543

  **OFFER DEADLINE SUNDAY 8pm** Welcome to your own private retreat! This spacious 3 bedroom, 2 bathroom Ranch is set on 6.41 wooded acres in beautiful Rutland. Enter onto the inviting farmers porch and into a cozy living room that flows seamlessly into the kitchen, featuring ample cabinet space, a pantry, and stainless steel appliances. The kitchen opens to a sunlit dining area with access to the

  Andrew Bruce Lamacchia Realty, Inc.

  29 Prescott St, Rutland, MA 01543
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  /35

  Est $623,067 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,208 Sq Ft

  38 Clealand Cir, Rutland, MA 01543

  38 Clealand Cir, Rutland, MA 01543
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  $784,900

  • 4 Beds
  • 2.5 Baths
  • 3,064 Sq Ft

  35 Brintnal Dr, Rutland, MA 01543

  To Be Built! This beautiful 4 Bedroom, 3,064 square foot, 2.5 full bath plan features hardwoods, tile, a wide trim package, granite countertops in the kitchen and baths, and a large family room with a fireplace. Forced hot air by propane, central air, and a $6000 appliance allowance. Optional features may be shown on house plans, and the foundation has been poured.

  Clealand Blair Jr. C. B. Blair Real Estate

  35 Brintnal Dr, Rutland, MA 01543
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  /29

  $192,500 Sold Oct 15, 2025

  • 973 Sq Ft
  • $198/SF
  • 99 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1972

  176 Maple Ave Unit 3-5, Rutland, MA 01543

  Welcome to Countryside Estates, this spacious ground floor 2 bedroom condo features open format and ground floor walk-out to private patio. Updated modern kitchen boasts upgraded cabinets and stainless steel appliances. Unit is freshly painted. Master bedroom includes large walk-in closet. Expansive bathroom features tiled floors. Laundry on the same floor. Unit also has a deeded secured

  Jason Rollins Century 21 North East

  176 Maple Ave Unit 3-5, Rutland, MA 01543
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  /39

  Est $520,241 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,997 Sq Ft

  14 Tanglewood Cir, Rutland, MA 01543

  14 Tanglewood Cir, Rutland, MA 01543
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  $749,900

  • 3 Beds
  • 2.5 Baths
  • 2,170 Sq Ft

  271 Glenwood Rd, Rutland, MA 01543

  New construction by Elbag Builders—known for high-quality, energy-efficient homes—this beautiful farmhouse strikes a nice balance between privacy and community. Set on 1.5 acres near the Rutland/Princeton line, just minutes to 68. The first floor features an elegant living room with a propane fireplace, sunlit dining room with expanded sliders and custom millwork, chef’s kitchen with center

  Kourtney Elbag Coldwell Banker Realty - Worcester

  271 Glenwood Rd, Rutland, MA 01543
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  /17

  $839,618 Sold Oct 15, 2025

  • 2,484 Sq Ft
  • $338/SF
  • 32 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2025

  3 Forest Hill Dr, Rutland, MA 01543

  Introducing a breathtaking new colonial to be constructed near the heart of town. This magnificent home will feature four bedrooms and 2.5 baths, with an inviting sunsplashed open floor plan perfect for modern living. The expansive 29' kitchen will boast a center island breakfast bar, ideal for gatherings and everyday meals, while a spacious family room offers ample space for relaxation and

  David Stead RE/MAX Partners

  3 Forest Hill Dr, Rutland, MA 01543
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  /25

  Est $390,105 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 960 Sq Ft

  8 Orchard Hill Dr, Rutland, MA 01543

  8 Orchard Hill Dr, Rutland, MA 01543
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  $695,000

  • 3 Beds
  • 2.5 Baths
  • 2,248 Sq Ft

  51 Woodside Ave, Rutland, MA 01543

  Amazing home w/amazing Buyer opportunity provided bySeller to pay 2-1 interest rate buy down up to $15K with accepted offer by October 31, 2025... 5 year young Colonial designed with neutral colors and quality finishes. Quartz & granite counters, upgraded Bosch appliances ( not your builders special), beautiful stained hardwood flooring, custom master bedroom closet system, great room over the

  Tina Mancini Prosperity Associates, Inc

  51 Woodside Ave, Rutland, MA 01543
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  /2

  $650,000 Sold Oct 10, 2025

  • 2,248 Sq Ft
  • $289/SF
  • 6 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2005

  6 Madisyn Ave, Rutland, MA 01543

  **Highest and Best Sat 9/13 @ 6pm**Welcome Home to this beautifully updated colonial. Gleaming HW floors flow throughout the home, creating a warm & inviting ambiance. The formal dining room is a standout w/ elegant wainscoting & recessed lighting. Enjoy the expansive family room featuring a vaulted ceiling & cozy wood stove. The updated kitchen is a chef’s dream, complete w/ SS appliances, a

  Genevieve Botelho Lamacchia Realty, Inc.

  6 Madisyn Ave, Rutland, MA 01543
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  /28

  Est $493,505 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,764 Sq Ft

  28 Orchard Hill Dr, Rutland, MA 01543

  28 Orchard Hill Dr, Rutland, MA 01543
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  /38

  $714,900

  • 4 Beds
  • 2.5 Baths
  • 2,488 Sq Ft

  47 Woodside Ave, Rutland, MA 01543

  OUTSTANDING !! Gorgeous Colonial shines like new!! Rare Brice Estates resale features many fine details!! Spacious open kitchen design with impressive center island, granite counters, stainless steel appliances and breakfast area with slider to deck. Magnificent great room with high ceilings, recessed lighting & propane fireplace! Formal dining room with gleaming hardwood floors, wainscotting and

  Daniel Russell RE/MAX Vision

  47 Woodside Ave, Rutland, MA 01543
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  /14

  $533,000 Sold Oct 07, 2025

  • 1,447 Sq Ft
  • $368/SF
  • 15 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2024

  130 Fidelity Dr Unit 65, Rutland, MA 01543

  Quick Move-In Homes Available in Harmony Place – Rutland’s Newest 55+ Community. This beautiful, well-built attached home offers 1,447 sq ft of single-level living in the desirable Harmony Place community. Featuring a tandem garage, an open-concept living area, a primary bedroom with en-suite bathroom, a 2nd bedroom, a guest bath, and a laundry room, which could be used as a pocket office. Enjoy

  Karin Anderson Harbor Classic Realty

  130 Fidelity Dr Unit 65, Rutland, MA 01543
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  Est $537,047 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 2,059 Sq Ft

  4 Orchard Hill Dr, Rutland, MA 01543

  4 Orchard Hill Dr, Rutland, MA 01543
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  /32

  $665,000

  • 4 Beds
  • 2.5 Baths
  • 2,448 Sq Ft

  81 Glenwood Place, Rutland, MA 01543

  Young colonial resale located on a country road offers peaceful living surrounded by newer homes . Flexible floor plan features dine in kitchen with center Island upgraded cabinetry, fully appliance with informal dining area. Open to family room with cathedral ceilings, propane fireplace & bay window ideal for entertaining and family gatherings. Formal dining room is accented with wainscoting and

  Tracey Fiorelli Janice Mitchell R.E., Inc

  81 Glenwood Place, Rutland, MA 01543
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  /14

  $415,000 Sold Oct 01, 2025

  • 1,820 Sq Ft
  • $228/SF
  • 33 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1967

  27 Forest Hill Dr, Rutland, MA 01543

  Spacious cape located in a desirable cul-de-sac near town center features four large bedrooms and three full bathrooms. Oversized living room with white brick fireplace opens to a great kitchen with new stainless steel appliances. First floor offers two huge bedrooms with stained hardwood floors and an updated full bath with a 5' walk-in shower. Second level includes two more generous

  David Stead RE/MAX Partners

  27 Forest Hill Dr, Rutland, MA 01543
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  /27

  Est $526,523 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,127 Sq Ft

  69 Prescott St, Rutland, MA 01543

  69 Prescott St, Rutland, MA 01543
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  /26

  $574,900

  • 3 Beds
  • 2.5 Baths
  • 1,644 Sq Ft

  40 Brunelle Dr, Rutland, MA 01543

  Welcome to this beautifully maintained 3-bedroom, 2.5-bath Colonial, nestled in a desirable cul-de-sac neighborhood with sidewalk-lined streets—perfect for evening strolls and community living. Step inside to find a spacious living room featuring a cozy gas fireplace, ideal for relaxing or entertaining. The formal dining room showcases elegant hardwood floors and trellis ceilings, adding

  Christy Gibbs Gibbs Realty Inc.

  40 Brunelle Dr, Rutland, MA 01543
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  /30

  $520,000 Sold Sep 26, 2025

  • 2,543 Sq Ft
  • $204/SF
  • 30 Days On Market

  • 5 Beds
  • 2 Baths
  • Built 1957

  8 Forest Hill Dr, Rutland, MA 01543

  Craving peace and space? This inviting, five-bedroom colonial is nestled upon a corner lot on a quiet dead-end Rutland road. Step through the breezeway to the large deck overlooking the backyard or into a sunlit kitchen and living room. The kitchen offers light cabinetry, tile accents, and an open-concept, flowing into a formal dining area with gleaming hardwood floors and a woodburning stove

  Joseph Marinucci Senne

  8 Forest Hill Dr, Rutland, MA 01543
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  /17

  Est $429,393 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,008 Sq Ft

  73 Prescott St, Rutland, MA 01543

  73 Prescott St, Rutland, MA 01543
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  /36

  $649,900

  • 4 Beds
  • 1 Bath
  • 1,544 Sq Ft

  101 Brintnal Dr, Rutland, MA 01543

  Farmhouse & Land – 149+ Acres with Endless Potential in Rutland! Here's your opportunity to own a combined 149+ acres across two parcels with separate deeds, sold together. The first parcel features an updated 3–4 BR, 1 BA farmhouse on 84+ acres. The second includes 65+ acres with a 3-car garage and a large outbuilding formerly used for farm animals. Ideal for farming, recreation, or potential

  Christy Gibbs Gibbs Realty Inc.

  101 Brintnal Dr, Rutland, MA 01543
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  $1,025,000 Sold Sep 26, 2025

  • 2,650 Sq Ft
  • $387/SF
  • 50 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 2015

  40 Princeton Rd, Rutland, MA 01543

  This estate was carefully developed to blend charm and equestrian functionality. Fully fenced and meticulously maintained, this parcel was designed with animal lovers in mind! Showcasing hardwood floors, the open-concept living space flows into the kitchen featuring a granite island, SS appliances, & walk-in pantry. Head to the spacious master en-suite boasting dual closets, a double vanity, and

  Suzanne Dutkewych Hazel & Company

  40 Princeton Rd, Rutland, MA 01543
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  /41

  Est $544,337 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,208 Sq Ft

  15 Blueberry Ln, Rutland, MA 01543

  15 Blueberry Ln, Rutland, MA 01543
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  /41

  $669,900

  • 4 Beds
  • 1.5 Baths
  • 2,418 Sq Ft

  2 Simon Davis Dr, Rutland, MA 01543

  Motivated seller offers generous Price improvement !!!! Pride of ownership shines thru this 4-5 bedroom colonial style home located on a petite cul de sac. Upon arrival you will be impressed with all of the recent updates including the young dine in kitchen with custom cabinetry w/ glass door accents, SS appliances ,tile flooring and informal dining area. Open to DR & LR with young hdwd

  Tracey Fiorelli Janice Mitchell R.E., Inc

  2 Simon Davis Dr, Rutland, MA 01543
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  /42

  $629,900 Sold Sep 17, 2025

  • 1,942 Sq Ft
  • $324/SF
  • 9 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1986

  165 Barre Paxton Rd, Rutland, MA 01543

  Introducing 165 Barre Paxton Rd, Rutland, MA—a stunning, private haven situated on 5.37 acres of lush landscape for privacy or subdivide and build. The charming residence welcomes you with an elegant facade and beautifully manicured grounds including enclosed 4 season hot tub room. Inside, enjoy spacious, sunlit rooms featuring hardwood floors and contemporary finishes. The open-concept kitchen

  Mark Marzeotti Lamacchia Realty, Inc.

  165 Barre Paxton Rd, Rutland, MA 01543
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  /23

  Est $422,020 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,056 Sq Ft

  7 Beechwood Dr, Rutland, MA 01543

  7 Beechwood Dr, Rutland, MA 01543
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  /28

  $684,000

  • 4 Beds
  • 4 Baths
  • 2,624 Sq Ft

  34 Marjorie Ln, Rutland, MA 01543

  Welcome to Brunelle Farm Estates where you will find this beautiful sun filled federal front colonial . Grand foyer welcomes you home offering front to back living room w/ hardwood floors and propane fireplace , dine in kitchen w/ keyhole island, granite counter tops, tile accented backsplash, pantry closet and plenty of maple cabinets , formal dining room with signature tray ceilings and

  Tracey Fiorelli Janice Mitchell R.E., Inc

  34 Marjorie Ln, Rutland, MA 01543

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