Dover, NY Homes

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  /43

  $825,000

  • 4 Beds
  • 4.5 Baths
  • 2,234 Sq Ft

  360 Old State Route 22, Dover Plains, NY 12522

  A rare offering in today’s market - gorgeous River Front Home with calming water views and fishing every day right in your own back yard. Renovated and updated 3 bedroom home with a one bedroom pool house that doubles as a guest cottage. All the amenities you would expect in the best resort style property. Open concept Living and Dining area with 2 sets of French doors opening to an expansive

  

  Judith 'Judy' Albert

  BHHS Hudson Valley Properties

  (845) 280-5286

  360 Old State Route 22, Dover Plains, NY 12522
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  /18

  $1,500 per month

  • 1 Bed
  • 1 Bath
  • 748 Sq Ft
  • Apartment for Rent

  26 Wing Ave Unit D, Dover Plains, NY 12522

  Looking to be close to Metro North and Town of Dover amenities? This clean and convenient one bedroom first floor apartment is it. Bonus entry Mudroom space with a whole wall closet for your storage needs. Well maintained, first floor unit - Living Room with ceiling fan to keep cool in the summer, luxury vinyl flooring and good natural light. Eat in Kitchen with lots of wood cabinets for a warm,

  

  Judith 'Judy' Albert

  BHHS Hudson Valley Properties

  (845) 834-9610

  26 Wing Ave Unit D, Dover Plains, NY 12522
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  $72,000 Sold Nov 28, 2025

  • 62 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1984

  94 Park Dr, Dover Plains, NY 12522

  55 AND OVER ONLY...NICE 2 BEDROOM ONE BATH EAT IN KITCHEN, SCREENED IN PORCH. CENTRAL AC, BACK DECK JUST PAINTED. NICE QUIET PARK.

  KIMBERLY DIGIACOMO Tassone Realty Corp.

  94 Park Dr, Dover Plains, NY 12522
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  Est $506,166 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,101 Sq Ft

  25 Temby Dr, Dover Plains, NY 12522

  25 Temby Dr, Dover Plains, NY 12522
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  /20

  $356,500 Pending

  • 3 Beds
  • 1.5 Baths
  • 1,628 Sq Ft

  39 Maple Ln, Dover Plains, NY 12522

  Accepted Offer OK to show but there are 2 back up offers. Multiple offers Highest and best due Monday 09/22/25 by 4:00PM39 Maple Lane, Dover Plains, NY is being offered for sale for the first time since it was built in 1970. There is a blacktop driveway, a fenced in level yard and an ELEVATOR from ground level to upper level. This home appears to be well built and offers plenty of useable

  

  Larry Havens

  Havens Real Estate

  (845) 506-8855

  39 Maple Ln, Dover Plains, NY 12522
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  /19

  $2,200 per month

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • House for Rent

  1531 Route 22, Wingdale, NY 12594

  Single family home features new kitchen and new bath with heated floor and new washer/dryer. First floor: foyer, laundry room, living room and new renovated kitchen with dining area. Upstairs are two bedrooms, cozy sitting area and new large bathroom with tub, rain shower head, LED touch screen mirror, heated towel bar rack and heated floor. Deck access is through primary bedroom or back exterior

  Diana Cirocco Coldwell Banker Realty

  1531 Route 22, Wingdale, NY 12594
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  $400,000 Sold Nov 21, 2025

  • 1,620 Sq Ft
  • $247/SF
  • 41 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1965

  96 Lakeview Dr, Pawling, NY 12564

  Welcome to this renovated 1,620 SF raised ranch in Pawling Lake Estates, a charming lake community nestled atop West Mountain and adjacent to West Mountain State Park. Steps in reveal freshly painted walls and refinished hardwood flooring throughout the 1,120 SF first floor. The living room has a massive stone fireplace and wood-burning stove insert, which opens to the dining area. A renovated

  Claudia Jiskra McGrath Realty Inc

  96 Lakeview Dr, Pawling, NY 12564
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  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 924 Sq Ft

  37 Mallard Way, Dover Plains, NY 12522

  37 Mallard Way, Dover Plains, NY 12522
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  /23

  $419,000

  • 3 Beds
  • 2 Baths
  • 1,523 Sq Ft

  105 S Nellie Hill Rd, Dover Plains, NY 12522

  Sellers are Motivated. The seller's family has moved abroad. They are very motivated. See new Price! Circa 1952 - A delightful home that has been totally transformed into a casually elegant masterpiece.The roof was replaced in 2012. The siding was replaced in 2022. The interior of the home was totally redone in 2024.The floors are exquisite, the tiled baths are luxurious, the kitchen is a

  

  Larry Havens

  Havens Real Estate

  (845) 478-1624

  105 S Nellie Hill Rd, Dover Plains, NY 12522
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  /19

  $2,800 per month

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft
  • House for Rent

  202 Holsapple Rd, Dover Plains, NY 12522

  This beautiful property with its circular driveway, pond, and expansive yard offers plenty of options for outdoor activities and relaxation. The home offers 3 bedrooms, 2 full bathrooms, a family room, and an open-concept kitchen and living room. This light-filled main floor interior has vaulted ceilings and hardwood floors. French doors lead out to a large deck with a covered portion that's

  Marie-Louise Enderle BHHS Hudson Valley Properties

  202 Holsapple Rd, Dover Plains, NY 12522
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  $350,000 Sold Nov 17, 2025

  • 1,144 Sq Ft
  • $306/SF
  • 161 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1960

  593 Old State Route 22, Dover Plains, NY 12522

  Discover a remarkable, unique country retreat featuring 2 bedrooms and 2 full bathrooms. This home was completely and impeccably renovated in 2022. Nestled on 3.1 acres of private land, this exquisite property offers peace and tranquility as well as wide open spaces just up the hill behind the home with amazing mountain views. When you enter this open concept home, you immediately feel the warmth

  Maureen McElduff Mullaney BHHS Hudson Valley Properties

  593 Old State Route 22, Dover Plains, NY 12522
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  Est $524,244 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,943 Sq Ft

  6 Jordyn Ln, Dover Plains, NY 12522

  6 Jordyn Ln, Dover Plains, NY 12522
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  /23

  $499,000

  • 1 Bed
  • 1 Bath
  • 805 Sq Ft

  105 Sand Hill Rd, Dover Plains, NY 12522

  The Geosphere is a convergence of visionary design, tactical investment and natural sanctuary. Set on 7.18 secluded acres in the heart of Dover Plains, this fully legal, architect-designed geodesic residence and studio building give you something unmistakably distinctive: a home that feels like art, and a property that can perform like an asset. Inside, the striking residence is fully winterized,

  Sheneur Menaker Hudson Modern Co

  105 Sand Hill Rd, Dover Plains, NY 12522
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  $357,000 Sold Nov 14, 2025

  • 1,520 Sq Ft
  • $235/SF
  • 86 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1964

  10 Raymond Ave, Dover Plains, NY 12522

  Tucked away at the end of a quiet cul-de-sac, this beautifully maintained country home is on the market for the first time since 1995. The home showcases gleaming hardwood floors throughout, with tasteful tile in the bathrooms. Each room has its own distinct charm and character.The main level features a sun-filled eat-in kitchen that flows seamlessly into a spacious great room with vaulted

  Larry Havens Havens Real Estate

  10 Raymond Ave, Dover Plains, NY 12522
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  Not Listed For Sale

  0 Drovers Ln Unit KEYM413718, Dover, NY 12522

  0 Drovers Ln Unit KEYM413718, Dover, NY 12522
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  /36

  $499,900

  • 4 Beds
  • 1.5 Baths
  • 1,848 Sq Ft

  20 Rural Ave, Wingdale, NY 12594

  Welcome to 20 Rural Ave, a classic 4-bedroom brick ranch offering timeless quality, modern potential, and 1.8 acres of park-like privacy in the heart of Dover. Built in 1965 with solid craftsmanship, this home delivers effortless single-level living filled with natural light and Hudson Valley charm. Step through the welcoming foyer into a spacious open-concept living room and kitchen centered

  Anna Proctor Compass Greater NY, LLC

  20 Rural Ave, Wingdale, NY 12594
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  $80,000 Sold Nov 13, 2025

  • Land
  • 1.01 Acres
  • $79,208 per Acre

  • 53 Days On Market

  15 Evan Rd, Dover Plains, NY 12522

  Attention builders and end users! Level, cleared and shovel ready 1 acre lot in the heart of Dover Plains! Current 4 bedroom BOHA, no fill required for the septic. Backing up to 16+ acres of farm land, come build your dream home today! Bring your own builder or ask about options. Excellent location, minutes to town, the Town of Amenia, Wassaic Train Station, culinary grade restaurants shops and

  Justin LaFalce KW MidHudson

  15 Evan Rd, Dover Plains, NY 12522
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  Est $446,021 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,770 Sq Ft

  31 White Oak Cir, Wingdale, NY 12594

  31 White Oak Cir, Wingdale, NY 12594
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  /41

  $510,000

  • 3 Beds
  • 2 Baths
  • 2,230 Sq Ft

  487 Chestnut Ridge Rd, Dover Plains, NY 12522

  Located in Dover Plains, this charming 3-bedroom, 2-bath Colonial offers 2,230 sq. ft. of living space on a 1.27-acre corner lot and includes a detached 2-car garage. Inside, you’ll find an inviting open-concept layout. The main level is perfect for entertaining or everyday living and features a spacious living room with hardwood floors, a large dining room that flows seamlessly to an eat-in

  Robert Washburn RE/MAX Ace Realty

  487 Chestnut Ridge Rd, Dover Plains, NY 12522
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  $300,000 Sold Oct 22, 2025

  • 1,200 Sq Ft
  • $250/SF
  • 23 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1930

  6634 Route 55, Wingdale, NY 12594

  This charming 1930s 1,200 sq ft home, with its inviting front enclosed porch, features a traditional layout. The home is in need of some cosmetic updates, a great opportunity for a buyer looking to add their personal touch. The cozy living spaces are bathed in natural light, creating a warm and inviting atmosphere. The home features two comfortable bedrooms, one and a half baths, large dining

  LUCIANA BENNETT McGrath Realty Inc

  6634 Route 55, Wingdale, NY 12594
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  Est $489,083 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,990 Sq Ft

  97 N Farm Dr, Dover Plains, NY 12522

  97 N Farm Dr, Dover Plains, NY 12522
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  /47

  $574,900

  • 3 Beds
  • 2 Baths
  • 2,107 Sq Ft

  28 Gobblers Knob Rd, Pawling, NY 12564

  Welcome to 28 Gobblers Knob Road – A Hudson Valley Retreat! Nestled in the heart of the rolling hills of the stunning Hudson Valley, this beautiful 3-bedroom, 2-bathroom home sits on over 20 acres, offering peace, privacy, and natural beauty in every direction. Just over 3 miles from the Metro-North line to Manhattan, you can enjoy the quiet of a country escape without sacrificing

  Mark Snyder eXp Realty

  28 Gobblers Knob Rd, Pawling, NY 12564
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  $570,000 Sold Oct 21, 2025

  • 2,058 Sq Ft
  • $277/SF
  • 32 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1962

  283 & 279 Johnson Rd, Wingdale, NY 12594

  Beautiful house, quiet setting, level park-like property with fully fenced back yard! In 2002, a huge 2nd floor addition and a full renovation of the main floor created an amazing home! The homeowners are INCLUDING 279 Johnson Rd, an adjoining lot with 2 Garages, 40x28 w/heat & 1/2 bath. 2nd garage is 24x24 - More info further down... Total acreage of lots is 1.13 acres. Let's go back to the

  Lisa Liffland McGrath Realty Inc

  283 & 279 Johnson Rd, Wingdale, NY 12594
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  Est $522,178 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,670 Sq Ft

  31 Lime Kiln Rd, Dover Plains, NY 12522

  31 Lime Kiln Rd, Dover Plains, NY 12522
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  /3

  $649,000

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

  149 Johnson Rd, Wingdale, NY 12594

  New construction home to be built ! This raised ranch home features 3 bedrooms and 3 full bathrooms and 2 car garage. The open floor plan connects the kitchen, dining room and living room. The primary bedroom with ensuite bathroom features a spa like walk in shower. The plans are approved and ready to build, don't miss the opportunity to customize this home

  Bliss Voutsinas Hillside Realty & Development

  149 Johnson Rd, Wingdale, NY 12594
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  $435,000 Sold Sep 29, 2025

  • 1,794 Sq Ft
  • $242/SF
  • 31 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1974

  27 Cavelo Dr, Wingdale, NY 12594

  Tucked away at the end of a quiet cul-de-sac on 1.79 picturesque acres, this beautifully maintained 3-bedroom, 3-bath home offers the perfect blend of privacy, space, and convenience. Step inside and head upstairs to a sun-filled, open-concept living space where the hardwood floors flow through a spacious Living Room and adjoining Dining Room. Large windows bathe the space in natural light, while

  Shannon Tully McGrath Realty Inc

  27 Cavelo Dr, Wingdale, NY 12594
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  Est $480,063 Not Listed For Sale

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

  11 Sand Hill Rd, Dover Plains, NY 12522

  11 Sand Hill Rd, Dover Plains, NY 12522
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  /33

  $549,999 Pending

  • 4 Beds
  • 3 Baths
  • 2,792 Sq Ft

  105 Sheldon Rd, Wingdale, NY 12594

  This beautifully maintained raised ranch has the perfect potential for a mother/daughter arrangement and sits on nearly two acres of peaceful, park-like grounds. With 2,792 square feet of living space, there’s plenty of room for extended family or guests. The main level features a bright living room, a formal dining room with sliders to the deck, and a well-appointed kitchen with granite

  Barbara Negro Century 21 Alliance Realty Grp

  105 Sheldon Rd, Wingdale, NY 12594
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  $409,000 Sold Sep 15, 2025

  • 1,656 Sq Ft
  • $247/SF
  • 62 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1987

  198 Benson Hill Rd, Dover Plains, NY 12522

  Your Private Oasis Awaits: A Raised Ranch with Panoramic Views!Discover the potential in this four-bedroom, two-bath raised ranch, perfectly situated on just over an acre of private land. Imagine waking up to breathtaking panoramic mountain views right from your own home!This property offers a fantastic layout, including a finished basement that provides versatile living space with a

  LUCIANA BENNETT McGrath Realty Inc

  198 Benson Hill Rd, Dover Plains, NY 12522
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  /62

  Est $813,300 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,496 Sq Ft

  158 Lake Ellis Rd, Wingdale, NY 12594

  158 Lake Ellis Rd, Wingdale, NY 12594
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  /41

  $695,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,788 Sq Ft

  48 David Ln, Pawling, NY 12564

  Enjoy private, direct lakefront access and stunning views from this chic 3-bedroom, 2.5-bathroom modern, turnkey dream cabin on lovely Jones Pond! With stylish Mid-century modern designer features and thoughtful updates throughout, 48 David offers an elevated escape, plenty of room for guests, amazing outdoor spaces, and year-round comfort. The sleek open-concept kitchen features smart storage

  Claudia Dizenzo Hudson River Line Realty

  48 David Ln, Pawling, NY 12564
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  $449,000 Sold Sep 10, 2025

  • 1,610 Sq Ft
  • $279/SF
  • 31 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1991

  22 Riverdale Dr, Wingdale, NY 12594

  Lovely raised ranch home. Large flat backyard for entertaining with a deck and an inground pool. Three bedroom, 1.5 bath. Living room has a lovely fireplace.Finished basement with pellet stove, family room and bar and laundry. Central A/C. Town water and sewer. Separate large shed for workshop/storage. NY Star savings $572.29 not included in taxes. A/O 6/18/25

  Dianna Ferrieri My Seasons Realty LLC

  22 Riverdale Dr, Wingdale, NY 12594
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  Est $576,239 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,350 Sq Ft

  32 Meadow Brook Ln, Wingdale, NY 12594

  32 Meadow Brook Ln, Wingdale, NY 12594
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  /37

  $350,000

  • 3 Beds
  • 1.5 Baths
  • 1,036 Sq Ft

  9 Nicole Ln, Wingdale, NY 12594

  Welcome to this immaculate raised ranch in the sought-after Wood Winds development. Step inside to discover an effortless flow between the living room, dining room, and country kitchen. Wide openings and gleaming hardwood floors throughout the main level create a sense of openness and warmth. A sliding glass door from the dining room leads to a small back deck, an ideal place to BBQ while taking

  Claudia Jiskra McGrath Realty Inc

  9 Nicole Ln, Wingdale, NY 12594
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  $465,000 Sold Sep 10, 2025

  • 2,508 Sq Ft
  • $185/SF
  • 53 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1991

  1 Craig Ln, Dover Plains, NY 12522

  Great Mother-daughter or income producing apartment in this very well maintained home in Dover. Upstairs has 3 bedrooms and 2 full bathrooms and a separate laundry room. The living room features hardwood flooring and an energy efficient heating and cooling mini split. Downstairs you’ll find a complete one bedroom, 1 bathroom apartment, perfect to offset the mortgage or produce income. New boiler

  Richard Brenner Rich Brenner Realty, LLC

  1 Craig Ln, Dover Plains, NY 12522
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  Est $442,910 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 2,180 Sq Ft

  29 Holly Hill Dr, Wingdale, NY 12594

  29 Holly Hill Dr, Wingdale, NY 12594
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  /44

  $2,475,000

  • 4 Beds
  • 4.5 Baths
  • 2,412 Sq Ft

  56 Northrup Rd, Dover Plains, NY 12522

  At the very end of a quiet country road, you'll find 56 Northrup — a stunning, architect-designed retreat blending 19th-century farmhouse charm with thoughtful, award-winning modern design. Originally built in 1870 and reimagined by NYC architects Neumann & Rudy, this 33-acre property includes a restored main house, a sleek single-story primary suite addition, and expansive grounds featuring a

  Adam Hade Compass Greater NY, LLC

  56 Northrup Rd, Dover Plains, NY 12522
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  $465,000 Sold Sep 03, 2025

  • 1,664 Sq Ft
  • $279/SF
  • 20 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2003

  18 Johnson Rd, Wingdale, NY 12594

  Welcome to this beautifully maintained raised ranch nestled on a peaceful, neighborly street. This inviting home features an updated kitchen with modern cabinetry, countertops, and stainless steel appliances—perfect for cooking and entertaining. The bathrooms have been tastefully renovated with contemporary fixtures and stylish finishes, offering both comfort and functionality.Enjoy the

  Karen Gundelach Keller Williams Realty Partner

  18 Johnson Rd, Wingdale, NY 12594
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  Est $443,246 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,084 Sq Ft

  8 Hemlock Ln, Wingdale, NY 12594

  8 Hemlock Ln, Wingdale, NY 12594
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  /37

  $350,000

  • 2 Beds
  • 1 Bath
  • 1,296 Sq Ft

  228 Dog Tail Corners Rd, Wingdale, NY 12594

  228 Dog Tail Corners – Country Charm with Endless Potential. Welcome to this classic 1928 family home, brimming with country charm and timeless character. With hardwood floors, a welcoming living room, and a handy entryway mudroom, this home offers both comfort and functionality throughout. The kitchen is ready to be reimagined into your dream cooking and gathering space. The first-floor features

  Peggy MacLeay-Generoso McGrath Realty Inc

  228 Dog Tail Corners Rd, Wingdale, NY 12594

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