Homes for Sale in 12569

• 

  

  

  /17

  $330,000

  • 3 Beds
  • 1 Bath
  • 998 Sq Ft

  201 Rossway Rd, Pleasant Valley, NY 12569

  201 Rossway Rd, Pleasant Valley, NY — Peaceful Country Living with Perfect Commuter AccessWelcome to 201 Rossway Road, a charming and beautifully cared-for ranch that perfectly blends comfort, convenience, and Hudson Valley tranquility. Nestled on a picturesque piece of property surrounded by nature, this home offers the best of both worlds — a quiet country setting just minutes from the

  

  Heather Bragg

  ReAttached

  (845) 584-7202

  201 Rossway Rd, Pleasant Valley, NY 12569
• 

  

  

  /47

  $1,815,000

  • Land
  • 138.4 Acres
  • $13,114 per Acre

  380-384 Freedom Rd, Pleasant Valley, NY 12569

  The sellers are also willing to negotiate terms for seller financing. This is your opportunity to own a slice of history and pastoral beauty in the heart of Pleasant Valley, NY. This 138.4-acre dairy farm combines fertile land with panoramic views and endless possibilities, making it an ideal investment for farming, recreation, or development. The land has no organic fertilizer, herbicides, or

  Mitchell Serlin Whitetail Properties Real Estate

  380-384 Freedom Rd, Pleasant Valley, NY 12569
• 

  

  

  /37

  $639,000

  • 3 Beds
  • 3 Baths
  • 2,688 Sq Ft

  686 Traver Rd, Pleasant Valley, NY 12569

  Welcome to this beautifully maintained Cape Cod-style home, set on 7.79 picturesque acres in the scenic town of Pleasant Valley. Offering 2,688 sq. ft. of living space, this home features 3 generously sized bedrooms (lives like 4) and 3 full baths, providing comfort, flexibility, and room to grow. The main level boasts a bright, inviting living room, a formal dining area, a well-appointed kitchen

  Robert Washburn RE/MAX Ace Realty

  686 Traver Rd, Pleasant Valley, NY 12569
• 

  

  

  /38

  $650,000

  • 2 Beds
  • 1.5 Baths
  • 1,368 Sq Ft

  145 Drake Rd, Pleasant Valley, NY 12569

  Welcome to Turtle Pond Gully, a delightful property in the Hudson Valley. Enjoy country life in this sweet colonial farmhouse located in the town of Pleasant Valley. This 1930s cottage offers immense charm and is the perfect retreat for weekenders or year-round residents. The light-filled home offers a cozy and comfortable interior with beautiful wood floors. Many original details have been

  Susan Whalen George T Whalen Real Estate

  145 Drake Rd, Pleasant Valley, NY 12569
• 

  

  

  /43

  $699,000

  • 4 Beds
  • 2.5 Baths
  • 3,019 Sq Ft

  41 Meddaugh Rd, Pleasant Valley, NY 12569

  Why settle for ordinary builder grade when you can have extraordinary? This beautifully fully renovated 4-bedroom, 2.5-bath home in the Town of Lagrange, Arlington Central School District, blends space, style, and privacy with modern luxury. Wide-plank white oak floors and oversized windows flood the home with natural light, while the expansive 40’ x 32’ family room—with its dramatic stone

  Gregory Pikor Inspire Realty

  41 Meddaugh Rd, Pleasant Valley, NY 12569
• 

  

  /48

  $1,095,000

  • 4 Beds
  • 3.5 Baths
  • 3,888 Sq Ft

  27 Gallagher Dr, Pleasant Valley, NY 12569

  In the desirable Salt Point / Clinton Corners corridor between Millbrook and Rhinebeck—on a quiet cul-de-sac just off Salt Point Turnpike, surrounded by farmland, minutes from the Taconic Parkway, and only 90 minutes from NYC—this private Hudson Valley retreat combines convenience, privacy, and strong rental performance.Privately set on 5.6 acres, the property enjoys wide mountain and valley

  DOMINIQUE SHUMINOV William Pitt Sothebys Int Rlty

  27 Gallagher Dr, Pleasant Valley, NY 12569
• 

  

  /32

  $675,000

  • 3 Beds
  • 2.5 Baths
  • 2,636 Sq Ft

  2 English Way, Pleasant Valley, NY 12569

  Meticulously maintained contemporary perfectly situated on quiet cul-de-sac. Chef's delight kitchen features center island, granite counters, pantry, dual wall ovens & breakfast nook, which flows seamlessly to family room w/fireplace. Formal dining room w/french door to screened porch. Well proportioned living room w/cathedral ceiling & wall of windows. Laundry room conveniently located on first

  Dan Axtmann BHHS Hudson Valley Properties

  2 English Way, Pleasant Valley, NY 12569
• 

  

  /39

  $750,000

  • 3 Beds
  • 2 Baths
  • 3,044 Sq Ft

  267 Smith Rd, Pleasant Valley, NY 12569

  This is an absolutely must-see property. The original owners have decided to sell their exceptionally well-maintained home which is situated on almost 4.5 acres on a quiet road in beautiful Pleasant Valley N.Y. These owners left no detail unattended. From the efficient drainage system, to the beautiful gardens to the hand-built dry-fitted stone walls that adorn the property every detail has been

  Daniel Balassone VYLLA Home

  267 Smith Rd, Pleasant Valley, NY 12569
• 

  

  /16

  $995,000

  • 4 Beds
  • 3.5 Baths
  • 3,008 Sq Ft

  79 Frost Hill Rd, Pleasant Valley, NY 12569

  **TO BE BUILT** Stunning Farmhouse Colonial with 4-bedrooms and 3.5 baths in the highly sought after Lincoln Ridge subdivision. Situated on almost 5.5 acres of privacy, in the heart of LaGrange, with expansive mountain top views of the Hudson Valley. Home has just over 3,000 SQFT of living space welcomed by a full rocking chair front porch and double doors and into the foyer area. First floor

  Justin LaFalce KW MidHudson

  79 Frost Hill Rd, Pleasant Valley, NY 12569
• 

  

  /40

  $845,000

  • 3 Beds
  • 3.5 Baths
  • 2,567 Sq Ft

  69 Brown Rd, Pleasant Valley, NY 12569

  Welcome to your private country retreat! Tucked away down a gravel driveway you will find this charming home nestled on 11+ acres of nature, mostly wooded with a pond and a fine clearing around the home. The home features a comfortable floor plan - a wonderful country kitchen opens to a dining area with French doors leading into the light-filled great room, featuring a soaring ceiling and a

  Susan Whalen George T Whalen Real Estate

  69 Brown Rd, Pleasant Valley, NY 12569
• 

  

  /40

  $650,000

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

  303 Freedom Rd, Pleasant Valley, NY 12569

  Custom 4 bedroom, 2 full bath, 2 half bath contemporary privately set on 5 acre parcel. Surrounded by wooded buffers for privacy, this nature lover's paradise is the perfect venue for entertaining. Attractive floor plan includes huge eat-in kitchen complete with center island & stainless appliances. Living room w/fireplace provides easy access to deck overlooking expansive yard. First floor

  Dan Axtmann BHHS Hudson Valley Properties

  303 Freedom Rd, Pleasant Valley, NY 12569
• 

  

  /50

  $815,000

  • 6 Beds
  • 4.5 Baths
  • 3,974 Sq Ft

  82 Thornhill Dr, Pleasant Valley, NY 12569

  Stunning Pleasant Valley Colonial in park-like setting: This wonderful 6 bedroom home can be your personal oasis; close enough to civilization to have convenience, yet just rural enough to also have serenity. The acre and a half property features stately, landscaped front & side yards with walkways & mature trees - and a more private, fenced & wooded backyard that is all about relaxing and/or

  Christopher Hanson Hanson Real Estate Partners

  82 Thornhill Dr, Pleasant Valley, NY 12569
• 

  

  /18

  $140,000

  • 2 Beds
  • 2 Baths
  • 920 Sq Ft

  90 Elm Ln, Pleasant Valley, NY 12569

  This spacious home features an open concept living room, dining area, and kitchen designed for comfortable living. It offers 2 bedrooms, 2 full baths, and a versatile extra room that can be used as a third bedroom, an office, or hobby space with a large storage closet. Each room includes its own mini-split system for efficient heating and cooling, plus ceiling fans and light dimmers for added

  Joanne Galluscio Coldwell Banker Village Green

  90 Elm Ln, Pleasant Valley, NY 12569
• 

  

  /34

  $489,000

  • 4 Beds
  • 2.5 Baths
  • 1,988 Sq Ft

  4 Mcallister Dr, Pleasant Valley, NY 12569

  Proud ownership shines throughout this well-maintained Dutch Colonial , nestled on over 1.1 acres of picturesque land in town of Lagrange, NY with Arlington central schools. With an easy commute to New York City in under two hours, you can enjoy the serenity of the Hudson Valley while remaining conveniently connected to the bustling urban lifestyle. Step inside to discover over 1,610 square feet

  Kaye Saglibene

  4 Mcallister Dr, Pleasant Valley, NY 12569
• 

  

  /20

  $250,000

  • 2 Beds
  • 1 Bath
  • 846 Sq Ft

  453 Pine Hill Rd, Pleasant Valley, NY 12569

  Welcome to this cozy gem featuring 2 bedrooms and 1 full bathroom within the Arlington School District. This beautiful ranch has everything you need on one convenient level and is perfectly sized for easy living. Step into the enclosed porch separating the front door to the warm and inviting living room filled with natural light. The walk-through kitchen offers plenty of cabinet space and flows

  Ronald Green KW MidHudson

  453 Pine Hill Rd, Pleasant Valley, NY 12569
• 

  

  /17

  $175,000

  • 1 Bed
  • 1 Bath
  • 476 Sq Ft

  134-144 Tinkertown Rd, Salt Point, NY 12578

  Attractive opportunity for investor or owner occupant. 1 bedroom cottage w/newer furnace & water heater privately set on wooded .73 acre parcel. Includes 2 bedroom mobile home, which is currently rented. Located just minutes from Taconic State Parkway, Village of Millbrook, shopping, dining & area attractions. Sold as-is. Cash offers only.

  Dan Axtmann BHHS Hudson Valley Properties

  134-144 Tinkertown Rd, Salt Point, NY 12578
• 

  

  /17

  $299,900

  • 3 Beds
  • 1 Bath
  • 904 Sq Ft

  37 Shady Creek Rd, Pleasant Valley, NY 12569

  Peaceful, Polished & Move-In Ready, this charming home is tucked away in the scenic Shady Creek community within minutes of Eastdale Village. Whether you’re looking for a weekend escape or a stylish starter home, this thoughtfully renovated ranch checks all the boxes. Inside, you’ll find a bright, open layout with three freshly painted bedrooms and new flooring throughout. The kitchen shines with

  Zef Camaj Corcoran Country Living

  37 Shady Creek Rd, Pleasant Valley, NY 12569
• 

  

  /20

  $320,000

  • 3 Beds
  • 2 Baths
  • 1,512 Sq Ft

  661 Traver Rd, Pleasant Valley, NY 12569

  If you’re looking for one level living, don't miss out on this home. Enjoy this 3-bedroom, 2 bath ranch bursting with potential and located just minutes to town. This charming home features covered front porch, cozy living room with large bay window and wood burning fireplace offering the perfect setting for gatherings. Adjacent to the living room, is an open dining area which flows into the

  Kimberly Wickes R. Ferris Real Estate, LLC

  661 Traver Rd, Pleasant Valley, NY 12569
• 

  

  /32

  $499,000

  • 3 Beds
  • 2 Baths
  • 1,250 Sq Ft

  58 Cole Rd, Pleasant Valley, NY 12569

  Welcome to this beautifully updated Ranch in Pleasant Valley offering 3 bedrooms, 2 bathrooms, and 1,250 square feet of comfortable living space. This home combines modern updates with classic charm, making it move-in ready.The spacious living room features hardwood floors, vaulted ceilings, and a cozy fireplace as its centerpiece. Natural light fills the space, creating a warm and

  Virginia Corbett eXp Realty

  58 Cole Rd, Pleasant Valley, NY 12569
• 

  /2

  $85,000

  • Land
  • 2.7 Acres
  • $31,481 per Acre

  0 Freedom Rd, Pleasant Valley, NY

  Board of Health approved lot in beautiful Pleasant Valley. Just minutes to the Lagrange Town Center, and to the Taconic State Parkway. This is a fantastic location to build a home in the heart of Dutchess County.

  Ryan LaLuna McGrath Realty Inc

  0 Freedom Rd, Pleasant Valley, NY
• 

  

  /13

  $229,900

  • Land
  • 4.81 Acres
  • $47,796 per Acre

  0 Freedom Rd Unit KEY913491, La Grange, NY 12569

  4.81 Acre Parcel in the Heart of Lagrange Discover the perfect blend of privacy and convenience with this 4.81-acre wooded parcel in the heart of Lagrange. Nestled in a peaceful natural setting, yet just minutes to everything the Hudson Valley has to offer, this location is ideal for your dream home—or for a potential small subdivision. Commuters will appreciate the easy access to the Taconic

  Michael Tellerday Houlihan Lawrence Inc.

  0 Freedom Rd Unit KEY913491, La Grange, NY 12569
• 

  

  /43

  $1,300,000

  • 5 Beds
  • 3.5 Baths
  • 4,841 Sq Ft

  498 Rossway Rd, Pleasant Valley, NY 12569

  Looking for a private getaway or country full time home with Mother and daughter unit or additional income to pay the mortgage? Enter into a long driveway that takes you to the top of the hill to a sight of a beautiful contemporary home with 18 x 36 Inground Pool, Very unique and totally secluded! Nestling on 16.05 wooded acres, this custom appointed u-shape home is one of a kind! The main

  Arlene Campbell BHHS Hudson Valley Properties

  498 Rossway Rd, Pleasant Valley, NY 12569
• 

  

  /23

  $215,000

  • Land
  • 5.04 Acres
  • $42,659 per Acre

  L510455 Creek Rd, Pleasant Valley, NY 12569

  Situated on Creek Rd, along Wappinger Creek in the desirable town of Pleasant Valley, this 5.04 acres site is ready for your site improvements and building. The driveway has already been rough cut in with the location for the house accessible for further clearing and site preparation. Current BOH approved with proposed site location for house, well, and septic. Bring your contractor and architect

  Gary Martin Compass Greater NY LLC

  L510455 Creek Rd, Pleasant Valley, NY 12569
• 

  

  /23

  $215,000

  • Land
  • 5.04 Acres
  • $42,659 per Acre

  Tbd Creek Rd, Pleasant Valley, NY 12569

  Situated on Creek Rd, along Wappinger Creek in the desirable town of Pleasant Valley, this 5.04 acres site is ready for your site improvements and building. The driveway has already been rough cut in with the location for the house accessible for further clearing and site preparation. Current BOH approved with proposed site location for house, well, and septic. Bring your contractor and architect

  Gary Martin Compass Greater NY, LLC d/b/a

  Tbd Creek Rd, Pleasant Valley, NY 12569
• 

  

  /18

  $215,000

  • Land
  • 5.04 Acres
  • $42,659 per Acre

  0 Creek Rd Unit KEY896908, Pleasant Valley, NY 12569

  Situated on Creek Rd, along Wappinger Creek in the desirable town of Pleasant Valley, this 5.04 acres site is ready for your site improvements and building. The driveway has already been rough cut in with the location for the house accessible for further clearing and site preparation. Current BOH approved with proposed site location for house, well, and septic. Bring your contractor and architect

  Gary Martin Compass Greater NY, LLC

  0 Creek Rd Unit KEY896908, Pleasant Valley, NY 12569
• 

  

  /47

  $385,000

  • 3 Beds
  • 1.5 Baths
  • 2,992 Sq Ft

  1675 Main St, Pleasant Valley, NY 12569

  Discover this charming home with endless potential in the heart of Pleasant Valley, Dutchess County. This beautiful colonial-style residence offers timeless character, natural serenity, and a true indoor-outdoor lifestyle. With direct access to a tranquil creek from your backyard, this over 2,900 square feet home is perfect for unwinding in nature, listening to the soothing sounds of the water,

  Christopher Ferraro RE/MAX Town & Country

  1675 Main St, Pleasant Valley, NY 12569
• 

  

  /25

  $315,000

  • 2 Beds
  • 1 Bath
  • 1,186 Sq Ft

  198 Tinkertown Rd, Salt Point, NY 12578

  Nestled on a .32-acre parcel with an additional adjacent lot of 0.37 acres, this charming ranch-style home at 198 Tinkertown Rd offers a blend of comfort and functionality. The residence features two bedrooms and a single bath, providing an intimate and well-maintained living space. The living room is enhanced by a vaulted ceiling and a handsome stone fireplace, creating a warm and inviting

  John Derevjanik BHHS Hudson Valley Properties

  198 Tinkertown Rd, Salt Point, NY 12578
• 

  

  /8

  $289,500

  • 3 Beds
  • 1 Bath
  • 1,384 Sq Ft

  1680 Main St, Pleasant Valley, NY 12569

  This house set in one of the most desirable areas of Pleasant Valley with Arlington schools, this 3BR is close to shops and all the major highways. It offers a two car detached garage, back porch, hardwood floors, an original fireplace, and a large backyard for entertaining. House needs some TLC but, is a great first time home or investment property.

  Sean McPhail Next Level Property Management

  1680 Main St, Pleasant Valley, NY 12569
• 

  

  /26

  $1,600,000

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

  11 Brown Rd, Pleasant Valley, NY 12569

  Step back in time without sacrificing modern comforts in this rare, historic brick farmhouse estate, originally built in the 1760s by early settler Sarah Tobias Newcomb. Rich in Revolutionary War-era history, this extraordinary property tells a story few homes can: Sarah famously sent cheese from her dairy to George Washington's encampment nearby. Over the years, the home has flown both British

  Daniel Colomban Skyler Realty LLC

  11 Brown Rd, Pleasant Valley, NY 12569
• 

  

  /4

  $50,000

  • Land
  • 1.3 Acres
  • $38,462 per Acre

  0 New York 82, Pleasant Valley, NY 12569

  BLOWOUT PRICE on this UNTOUCHED lovely land. Never on the market since 1968! PRICED TO SELL!1.3 beautiful acres on a scenic country road. Zoned RA3, build your dream home and bring your farming skills with you!Bucolic and private, these gems are rare and hard to find. Priced for immediate attention!

  Randy Calano Keller Williams Realty Partner

  0 New York 82, Pleasant Valley, NY 12569
• 

  

  /35

  $1,395,000

  • 3 Beds
  • 2.5 Baths
  • 2,820 Sq Ft

  101 Drake Rd, Pleasant Valley, NY 12569

  CONVERTED BARNS WITH POOL. Located on one of the prettiest country roads in all of Dutchess County, this charming & historic getaway offers fun, lofty & creative spaces to gather, entertain and relax in the countryside, while conveniently located to Millbrook Village & 90 minutes to Midtown. This 19th century converted barn was beautifully preserved and showcases the exposed beams, wide board

  PAULA REDMOND Corcoran Country Living

  101 Drake Rd, Pleasant Valley, NY 12569
• 

  

  /50

  $2,995,000

  • 4 Beds
  • 7 Baths
  • 6,412 Sq Ft

  165 Drake Rd, Pleasant Valley, NY 12569

  Welcome to Timber Lake Farm, a stunning property in the heart of Dutchess County horse country. This Adirondack-style estate offers a harmonious blend of rustic elegance and modern luxury, set on 33.26-acre lot with a pristine 9-acre pond that flows over a waterfall at one end. The bespoke stone and wood home boasts 6,412 square feet of living space sited at the highest elevation point on the

  Kyle Irwin Corcoran Country Living

  165 Drake Rd, Pleasant Valley, NY 12569
• 

  

  /12

  $1,300,000

  • Land
  • 90.32 Acres
  • $14,393 per Acre

  0 Gretna Rd, Pleasant Valley, NY 12569

  Own one of the last legacy parcels in this coveted corridor of Dutchess County. Seldom does a property of this caliber come to market with over 90 acres of serene rural land, gently rolling fields and woodland, tucked away among historic farms and long-established estates.The property reflects a well-established equestrian legacy, shaped over time across gently rolling fields and wooded

  Rob Buyakowski RBR Real Estate Solutions LLC

  0 Gretna Rd, Pleasant Valley, NY 12569
• 

  

  /50

  $1,099,000

  • 4 Beds
  • 4.5 Baths
  • 6,085 Sq Ft

  37 Patricia Dr, Pleasant Valley, NY 12569

  Welcome to this stunning contemporary masterpiece, featuring a resort-style indoor pool and exquisitely designed spaces to suit every lifestyle. Offering over 6,000 square feet of beautifully finished living space, designed for those who appreciate modern style, open spaces, and effortless entertaining. Set on a private, tranquil property, yet just minutes from the vibrant Eastdale Village, this

  Jake Garay Serhant LLC

  37 Patricia Dr, Pleasant Valley, NY 12569
• 

  

  /40

  $1,815,000

  380 Freedom Rd, Pleasant Valley, NY 12569

  PRICE REDUCED!! The sellers are also willing to negotiate terms for seller financing. This is your opportunity to own a slice of history and pastoral beauty in the heart of Pleasant Valley, NY. This 138.4-acre dairy farm combines fertile land with panoramic views and endless possibilities, making it an ideal investment for farming, recreation, or development. The land has not had any in organic

  Mitchell Serlin WHITETAIL PROPERTIES REAL ESTATE LLC (NY)

  380 Freedom Rd, Pleasant Valley, NY 12569
• 

  

  /6

  $240,000

  • Land
  • 29.2 Acres
  • $8,219 per Acre

  0 James Way Unit ONEH6325454, Pleasant Valley, NY 12569

  Attention builders. 2 parcels totaling 29.2 acres with approximately 18 acres of level cleared land. Definitely worth taking a look at this wonderful property with subdivision possibilities. Located at the end of the road. Property includes parcel 1344006363033554200000. Assessment and taxes are the total for both parcels.

  Judy Lancia

  0 James Way Unit ONEH6325454, Pleasant Valley, NY 12569
• 

  

  /32

  $227,000

  • Land
  • 25.05 Acres
  • $9,062 per Acre

  00WP Rossway Rd, Pleasant Valley, NY 12569

  Welcome to your idyllic escape in the beautiful Hudson Valley town of Pleasant Valley, NY! This exceptional piece of property is a hidden gem, offering unmatched privacy and an abundance of natural beauty. Spanning acres of mixed hardwood and softwood species, the land is a harmonious blend of lush greenery and scenic vistas, providing the perfect backdrop for your dream project. Whether

  Mitchell Serlin WHITETAIL PROPERTIES REAL ESTATE LLC (NY)

  00WP Rossway Rd, Pleasant Valley, NY 12569
• 

  /2

  $139,000

  • Land
  • 2.05 Acres
  • $67,805 per Acre

  35 Patricia Dr, Pleasant Valley, NY 12569

  Discover the perfect setting for your future home on this scenic 2+ acre lot, nestled in a well-established and desirable neighborhood. Board of Health approval is already in place, making it easier to start your build. Bring your own builder, or contact us to explore custom home options tailored to your vision.

  Jake Garay Serhant LLC

  35 Patricia Dr, Pleasant Valley, NY 12569
• 

  /2

  $80,000

  • Land
  • 3.58 Acres
  • $22,346 per Acre

  235 Pine Hill Rd, Pleasant Valley, NY 12569

  THIS BEAUTIFUL PROPERTY IN PLEASANT VALLEY NEW YORK OFFERS THE PERFECT OPPORTUNITY TO OWN NEAR THE SCENIC HUDSON RIVER VALLEY. LOCATED CLOSE TO POUGHKEEPSIE, THIS LAND PROVIDES EASY ACCESS TO OUTDOOR ACTIVITIES. A CHARMING COMMUNITY WITH A RICH HISTORY AND FRIENDLY ATMOSPHERE OFFERING A SERENE LIFESTYLE WHILE BEING APPROXIMATELY 2 HOUR DRIVE TO NEW YORK CITY.

  ALISON NIXON eXp Realty

  235 Pine Hill Rd, Pleasant Valley, NY 12569
• 

  

  /15

  $287,100

  • 3 Beds
  • 1 Bath
  • 1,248 Sq Ft

  15 Barbara Ln, Pleasant Valley, NY 12569

  A New Chapter Awaits in Pleasant Valley!Welcome to this charming 3-bedroom, 1-bathroom split-level home, perfectly situated on a beautiful half-acre lot in Pleasant Valley, NY. This 1250 sq ft residence offers a fantastic opportunity for those seeking to create their dream home in Dutchess County.Step inside and discover the potential. The main living area provides a comfortable space for

  Joe Kuhl River Realty Services, Inc.

  15 Barbara Ln, Pleasant Valley, NY 12569

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