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Dutchess County NY Homes for Sale

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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

    Agent Photo

    Judith 'Judy' Albert

    BHHS Hudson Valley Properties

    (845) 280-5286

    360 Old State Route 22, Dover Plains, NY 12522
  • /36

    $3,500,000

    • 8 Beds
    • 4.5 Baths
    • 3,010 Sq Ft

    2045 Salt Point Turnpike, Salt Point, NY 12578

    Welcome to This Hudson Farm - a distinctive 157+ acre estate spanning 2039-2105 Salt Point Turnpike, where the beauty of the Hudson Valley meets the ultimate opportunity to enjoy as much--or as little--of the farming lifestyle as you desire. Positioned between Rhinebeck and Millbrook, and just minutes from the Taconic State Parkway, this remarkable offering blends historic charm with modern

    LINDSAY ROTHMAN Compass Greater NY LLC

    2045 Salt Point Turnpike, Salt Point, NY 12578
  • /23

    $175,000

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

    15 Jo Marie Ln, Beacon, NY 12508

    Welcome to Oak Meadows, one of Beacon’s most sought-after communities! This spacious manufactured home offers 3 bedrooms and 2 full bathrooms with brand new flooring throughout and a freshly painted interior, giving it a bright and modern feel. A recently installed handicap-accessible ramp ensures ease of entry, while the back deck and outdoor shed provide extra space for storage and relaxation.

    Dominick DiFilippo Keller Williams Realty Partner

    15 Jo Marie Ln, Beacon, NY 12508
  • /49

    $650,000

    • 4 Beds
    • 5 Baths
    • 3,200 Sq Ft

    11 Seaman Rd, Poughkeepsie, NY 12601

    Step into this charming 1930 Tudor-style home in the heart of Poughkeepsie, where timeless character meets generous living space. A bluestone front patio welcomes you into a grand entry foyer, leading to a formal living room, cozy den, oversized dining room, half bath, and an eat-in kitchen. Just off the kitchen, an expansive deck overlooks the private, beautifully landscaped corner

    Eliana Amodio Amodio Real Estate & Prop

    11 Seaman Rd, Poughkeepsie, NY 12601
  • /4

    $950,000

    • Land
    • 89.5 Acres
    • $10,615 per Acre

    0 Spook Hill Rd Unit KEY903827, Wappinger, NY 12590

    Calling all Real Estate developers and investors! Amazing opportunity to develop this nearly 90-acre raw parcel located in the heart of Wappingers, minutes off of the Route 9 corridor. Huge road frontage and gentle terrain contours make this conducive to the exploration of multiple residential building options, perfect single family or cluster development. An amazing possibility for a 30–40 lot

    John Gabriel Jr KW MidHudson

    0 Spook Hill Rd Unit KEY903827, Wappinger, NY 12590
  • /29

    $299,999

    • 3 Beds
    • 2 Baths
    • 1,972 Sq Ft

    155 Metzger Rd, Red Hook, NY 12571

    Beautiful 2023 Home on an Oversized Lot in Red Hook Tucked away at the rear of the community on a spacious lot, this stunning 2023 model home offers both comfort and style. Featuring 3 bedrooms, including a luxurious primary suite with a walk-in closet and spa-like bath complete with a private toilet room, soaking jet tub, and oversized tiled shower. A second full hall bath serves the additional

    Steven Collier BHHS Hudson Valley Properties

    155 Metzger Rd, Red Hook, NY 12571
  • /49

    $1,250,000

    • 4 Beds
    • 4.5 Baths
    • 7,000 Sq Ft

    291 Woodmont Rd, Hopewell Junction, NY 12533

    291 Woodmont Road – A Private, Energy-Efficient Retreat in the Heart of Hopewell Junction This 4-bedroom, 4-bathroom stunner sits on a serene and secure lot in one of the most desirable pockets of Dutchess County. From the moment you arrive at the gated entrance, you’ll know this isn’t your average property — it’s a lifestyle upgrade. Inside, you'll find a spacious and sunlit layout perfect for

    Thomas Klug HV Premier Properties Realty

    291 Woodmont Rd, Hopewell Junction, NY 12533
  • /44

    $848,800

    • 3 Beds
    • 2.5 Baths
    • 3,026 Sq Ft

    57 S White Rock Rd, Holmes, NY 12531

    Nestled in the hamlet of Pawling, NY. This rare find in Holmes is a gorgeous Four-SQ. colonial custom & unique property and a must see. Privacy awaits in a pristine area with nearly 5 acres. Enchanting landscapes surround the property, patio and waterfall. Inside this colonial farmhouse is a beautiful blend of comfort and unique craftsmanship that is well-loved. Every single detail of the house

    Patrice Copeland-Ainsworth Epique Realty

    57 S White Rock Rd, Holmes, NY 12531
  • /18

    $360,000

    • 3 Beds
    • 2 Baths
    • 3,145 Sq Ft

    15 Thompson St, Poughkeepsie, NY 12601

    Opportunity knocks in the heart of Poughkeepsie! This classic single-family home at 15 Thompson Street offers 3 to 4 bedrooms, 1 full bath, and a flexible layout ready for your vision. Whether you're an investor looking for your next project or a buyer eager to customize your dream home, this property presents tremendous potential.The home is being sold "as-is", and lots of updates to the

    Agent Photo

    Anthony J Pryce

    Valley Palms Real Estate Inc

    (845) 493-3141

    15 Thompson St, Poughkeepsie, NY 12601
  • /14

    $185,000

    • 2 Beds
    • 2 Baths
    • 1,088 Sq Ft

    723 Beekman Rd Unit 48, Hopewell Junction, NY 12533

    All new 2024 Clayton-Tuscany Mobile Engery-Star Home 16 wide X 68 Long for a total of 1088 sqft.This is a two bedr two full bath home. The mobile Home sets on a full slab and is completely tied-down to the slab. Air conditioning systems can be attached to furance.

    Bertus Pritchard Century 21 Alliance Rlty Group

    723 Beekman Rd Unit 48, Hopewell Junction, NY 12533
  • /7

    $129,000

    • Land
    • 0.78 Acre
    • $165,385 per Acre

    0 Route 343 Unit 20253568, Amenia, NY 12501

    Hamlet Mixed Use Zoning. The only vacant parcel in that Zone that is available for sale.There is great visibility on Route 343 and this parcel has a well in place.The seller has a sketch plan for a building that also shows parking. This plan has not been approved or filed but simply shows the possibilities.An extraordinary opportunity !

    Agent Photo

    Larry Havens

    Havens Real Estate

    (845) 478-8181

    0 Route 343 Unit 20253568, Amenia, NY 12501
  • /16

    $195,000

    • 2 Beds
    • 2 Baths
    • 1,088 Sq Ft

    723 Beekman Rd Unit 35, Hopewell Junction, NY 12533

    All new 2024 Clayton-Tuscany Mobile Home Energy Star 16x68 Total Sqft of 1088. This 2 bedr 2 fbath is a must see. Air conditioning system can be attached to furance.

    Bertus Pritchard Century 21 Alliance Rlty Group

    723 Beekman Rd Unit 35, Hopewell Junction, NY 12533
  • /6

    $275,000

    • 3 Beds
    • 1 Bath
    • 1,350 Sq Ft

    20 Columbia St, Poughkeepsie, NY 12601

    Rare redevelopment opportunity in newly established Campus Development zoning district, providing areas for educational, research and development and health care uses. Corner lot situated adjacent to Route 9 exit ramp for easy access to and from Route 9. Exceptional location with neighboring properties consisting of Vassar Hospital and Optum Medical. Permitted uses include medical, office, studio

    Dan Axtmann BHHS Hudson Valley Properties

    20 Columbia St, Poughkeepsie, NY 12601
  • /20

    $429,999

    • 4 Beds
    • 2 Baths
    • 3,324 Sq Ft

    2408 Route 9d, Wappingers Falls, NY 12590

    Circa 1800 Colonial home with updates that need to be finished. In need of love and attention but what a find all on one acre! It has four spacious bedrooms with wide plank flooring, walk in closets, two staircases, and the wonder of many original features. There are new windows and the kitchen was remodeled. It's like stepping back in time - come see this beauty! All offers subject to third

    Kimberlee Markarian BHHS Hudson Valley Properties

    2408 Route 9d, Wappingers Falls, NY 12590
  • /15

    $1,995,000

    • Land
    • 150.48 Acres
    • $13,258 per Acre

    1533-1539 Route 83, Pine Plains, NY 12567

    Discover a rare 150-acre estate in one of the Hudson Valley’s most coveted farmland corridors. This property offers a private building site accessed by a scenic driveway and showcases the best of Hudson Valley living where nature meets luxury. Enjoy panoramic views of protected farmland, Shekomeko Creek, and wooded mountains. Surrounded by conservation land, this estate ensures lasting privacy

    John Panzer Elyse Harney Real Estate

    1533-1539 Route 83, Pine Plains, NY 12567
  • /9

    $129,000

    • Land
    • 0.78 Acre
    • $165,385 per Acre

    0 Route 343 Unit KEY896113, Amenia, NY 12501

    Rare opportunity to own vacant land in a Hamlet Mixed Use area. We have a detailed plan for a proposed build that would be 60x 28 and ample parking. The exposure on Route 343 is exceptional.Any building is subject to planning and zoning approval.

    Agent Photo

    Larry Havens

    Havens Real Estate

    (845) 539-1044

    0 Route 343 Unit KEY896113, Amenia, NY 12501
  • /16

    $199,000

    • Land
    • 19.4 Acres
    • $10,258 per Acre

    A Skunks Misery Rd, Millerton, NY 12546

    Stunning 19.4 Acres – Estate Setting on a Premier Country Road Discover the perfect blend of natural beauty and refined location with this 19.4-acre parcel situated on a picturesque country road, renowned for its stately homes and rural charm. With multiple elevated building sites, long road frontage, and sweeping view potential, this property offers endless opportunities. Explore its trout

    Robert Dunlop Havens Real Estate

    A Skunks Misery Rd, Millerton, NY 12546
  • /50

    $3,995,000

    • 5 Beds
    • 7 Baths
    • 3,500 Sq Ft

    401 Woodmont Rd, Hopewell Junction, NY 12533

    Welcome to Cloud Walk Estate, a once-in-a-lifetime opportunity to own the entire summit of a private mountain in East Fishkill, NY. Encompassing nearly 120 acres across three parcels, this extraordinary estate offers panoramic views stretching close to 150 miles — a setting that simply cannot be replicated.Perfectly positioned just 90 minutes from NYC, this legacy property features five

    Jordan Vaccaro Serhant LLC

    401 Woodmont Rd, Hopewell Junction, NY 12533
  • /31

    $1,750,000

    • 4 Beds
    • 2.5 Baths
    • 3,132 Sq Ft

    75 Mountain Ln, Beacon, NY 12508

    Tucked into a peaceful enclave, this stunning 4+ bedroom, 2.5-bathroom residence offers the perfect blend of privacy, comfort, and refined design—just minutes from the heart of Beacon.Set on over 3 acres bordering protected land, the property is enveloped by a lush canopy of trees, offering year-round natural beauty and a true sense of escape. Antique bluestone walkways, sourced directly from

    Paula Dowd BHHS Hudson Valley Properties

    75 Mountain Ln, Beacon, NY 12508
  • /45

    $795,000

    • 4 Beds
    • 2.5 Baths
    • 3,504 Sq Ft

    93 Widmer Rd, Wappingers Falls, NY 12590

    Built in 1788 this home is one of the original homes in Wappinger Falls. It has been stated that one of President George Washingtons friend built the original home. This has been a family owned property for some 62 years. Wide board floors are throughout as well as original beams. There is a total of 5 large fireplaces, including one in the basement. That fireplace was used for the preparation of

    Joan Sanford BHHS Hudson Valley Properties

    93 Widmer Rd, Wappingers Falls, NY 12590
  • /12

    $950,000

    • 5 Beds
    • 3 Baths
    • 3,684 Sq Ft

    38 Dartmouth Dr, Poughkeepsie, NY 12603

    The Grand Harley boasts an impressive first floor featuring a stunning open floor plan that offers enchanting views of the spacious great room and the inviting casual dining area, seamlessly extending to a desirable 16x20 TREX Deck—perfect for outdoor living. The well-appointed kitchen is a culinary dream, complete with a large center island and a breakfast bar that invites gatherings and casual

    David Bartolone Christie's Int. Real Estate

    38 Dartmouth Dr, Poughkeepsie, NY 12603
  • /30

    $699,000

    • 8 Beds
    • 4 Baths

    77 Academy St, Poughkeepsie, NY 12601

    Welcome to 77 Academy Street, a stately brick three-unit building located in Poughkeepsie’s historic Academy Street District. This beautifully maintained property features two spacious 3-bedroom apartments and one 2-bedroom unit, each offering a blend of classic charm and modern updates including hardwood floors, decorative fireplaces, and renovated kitchens. Just over a mile from the

    Hamar Clarke Clarke Realty & Associates LLC

    77 Academy St, Poughkeepsie, NY 12601
  • /21

    $410,000

    • 3 Beds
    • 2 Baths
    • 2,277 Sq Ft

    51 Depot Hill Rd, Amenia, NY 12501

    Generous living space offers plenty of room for a growing family or anyone working from home. Featuring 3 bedrooms and 2 bathrooms, this well-maintained home has had only two owners and is situated in an outstanding location.Major upgrades include a 3 years young roof and a Central Air Conditioning System that is 2 years young. The floors are stunning.51 Depot Hill is tucked away from the

    Agent Photo

    Larry Havens

    Havens Real Estate

    (845) 640-3828

    51 Depot Hill Rd, Amenia, NY 12501
  • /10

    $199,000

    • Land
    • 0.71 Acre
    • $280,282 per Acre

    0 Stewart Ave, Beacon, NY 12508

    BOHA .71 acre building lot in the Town of Fishkill within the Beacon City School District. Just two miles from Main Street restaurants, theater & galleries, this subdivided parcel is bordered by mature shade trees and enjoys a cozy corner location in a small, friendly neighborhood. Municipal water available. Rare, affordable opportunity to build your perfect home!

    Agent Photo

    Jennifer Velez

    Joncar Realty Inc

    (845) 251-3279

    0 Stewart Ave, Beacon, NY 12508
  • /3

    $79,000

    • Land
    • 1.49 Acres
    • $53,020 per Acre

    0 Tinker Town Rd, Dover Plains, NY 12522

    Escape the NYC and come to see THIS MIX USE 1.49 acre lot in Amenia, NY. Nestled in the beautiful Dutchess County, this level plot offers endless possibilities for those looking to build a custom home or business or both. This property provides a canvas for your dreams . A Natural Haven Just Minutes from Modern Conveniences, The lots proximity to the Taconic State Parkway and the Dover Plains

    Adnane Chahi Keller Williams Realty Partner

    0 Tinker Town Rd, Dover Plains, NY 12522
  • /43

    $910,000 Open Sun 12PM - 2PM

    • 2 Beds
    • 2.5 Baths
    • 1,630 Sq Ft

    226 Main St Unit 302, Beacon, NY 12508

    This high end elegant home is back available on the market. The quaint building offers a total of 3 commercial units on the 1st floor & 7 residential units spread out between the 2nd - 4th floors. Offering 2 bedrooms & 2 1/2 baths in this sought after building makes this home a gem. The open concept throughout the living space is perfect for entertaining. High ceilings, heated concrete flooring

    Michele Rios BHHS Hudson Valley Properties

    226 Main St Unit 302, Beacon, NY 12508
  • /8

    $399,000

    • 2 Beds
    • 2 Baths
    • 1,405 Sq Ft

    45 Delafield St, Poughkeepsie, NY 12601

    Two family duplex located in the City of Poughkeepsie, separate utilities. This brick structure has a one car garage with a cute rear yard and plenty of parking which is a big deal in this area. Come see this multi-family home. Please be kind to the tenants. A/O as of 7/28/2025 - no more showings.

    Kimberlee Markarian BHHS Hudson Valley Properties

    45 Delafield St, Poughkeepsie, NY 12601
  • /3

    $894,900

    • 3 Beds
    • 2.5 Baths
    • 2,408 Sq Ft

    57 Townsend St, Beacon, NY 12508

    This custom-designed colonial is under construction in the Beacon Knoll community in Beacon, NY. Featuring Energy Efficient High Performance construction, this home offers a dramatic two story entry foyer, a fabulous chef's kitchen with spacious center island, a private study on the first level, a sunlit living room with coffered ceiling and a formal dining room. Upstairs you will find a

    TINA TOWNSEND BHHS Hudson Valley Properties

    57 Townsend St, Beacon, NY 12508
  • /50

    $3,495,000

    • 4 Beds
    • 4 Baths
    • 4,103 Sq Ft

    476 Carpenter Hill Rd, Pine Plains, NY 12567

    Modern Minimalist Masterpiece on 19 Bucolic Acres in Dutchess County. Welcome to a rare offering in the heart of the Hudson Valley, where striking modern architecture meets timeless pastoral beauty. Completed in late 2024, this extraordinary estate sits on over 19 acres of flat, fenced farmland at the picturesque intersection of Bethel Cross and Carpenter Hill Road. Perfectly sited on a

    Agent Photo

    Rebecca Doh

    William Raveis Lifestyles Rlty

    (518) 594-8655

    476 Carpenter Hill Rd, Pine Plains, NY 12567
  • /47

    $649,000

    • 3 Beds
    • 2 Baths
    • 1,716 Sq Ft

    70 Barmore Rd, Lagrangeville, NY 12540

    Idyllic views of Horses and Picket Fences, This Quintessential Circa 1796 Farmhouse is located on a bucolic country road in The Hudson Valley. Enjoy the covered front porch and breathe in the peace and tranquility that this 10.80 acre parcel has to offer along with gardens, walking trails and two large barns. Both barns have two stories, the larger one was for cows the other for chickens. This

    LORIE KUPETZ Exit Realty Connections

    70 Barmore Rd, Lagrangeville, NY 12540
  • /25

    $299,000

    • Land
    • 14.18 Acres
    • $21,086 per Acre

    80 Forever Ivy Ln, Clinton, NY 12538

    Nestled in the heart of the Hudson Valley, this 14+ acre parcel offers a rare blend of privacy, convenience, and natural beauty. Located just minutes from Rhinebeck, Millbrook, and Hudson, the property sits at the end of a long, picturesque, tree-lined driveway within a thoughtfully planned, small subdivision. Each building envelope was carefully positioned to maximize privacy and seclusion,

    Michael Tellerday Houlihan Lawrence Inc.

    80 Forever Ivy Ln, Clinton, NY 12538
  • /16

    $890,000

    • Land
    • 25.2 Acres
    • $35,317 per Acre

    0 Route 55 Unit KEY888359, Union Vale, NY 12540

    Unlock the potential of this expansive 25 acres of commercial land with 700 feet of road footage on Route 55, strategically located across from Wisseman and Cunningham Dr in a high growth area with exceptional visibility and access. This property presents a significant opportunity whether you're an investor, developer or business owner for large scale development, individual Lot development,

    Ann Costigan BHHS Hudson Valley Properties

    0 Route 55 Unit KEY888359, Union Vale, NY 12540
  • /50

    $11,750,000

    • 5 Beds
    • 6 Baths
    • 9,684 Sq Ft

    147 Moadock Rd, Millerton, NY 12546

    Exquisite Shekomeko Estate with Panoramic Catskill Mountain views. Nestled on 50 private acres in the heart of the Hudson Valley, this country estate offers timeless sophistication, refined comfort, and breathtaking views of the Catskills. Designed by architect Jimmy Crisp and completed in 2004, the residence spans over 9,684 finished square feet of thoughtfully curated living space. A tree-lined

    PAULA REDMOND Corcoran Country Living

    147 Moadock Rd, Millerton, NY 12546
  • /8

    $550,000

    • Land
    • 45.19 Acres
    • $12,171 per Acre

    980 N Quaker Ln, Staatsburg, NY 12580

    For Sale: 43 Acres in the Heart of Dutchess CountyLocated in the scenic town of Clinton, this exceptional 43-acre parcel (Comprising two parcels) offers a rare opportunity to own a substantial tract of land perfectly positioned between the highly sought-after communities of Rhinebeck, Millbrook, and Hudson. Whether you're envisioning a private estate, an outdoor retreat, or a development

    Michael Tellerday Houlihan Lawrence Inc.

    980 N Quaker Ln, Staatsburg, NY 12580
  • /39

    $659,000 Open Sat 12PM - 3PM

    • 4 Beds
    • 4 Baths
    • 2,712 Sq Ft

    108 Beyer Dr, Poughquag, NY 12570

    Motivated Seller! Make an offer and move right in to this sun-filled and spacious 4 bedroom, 4 bath home on a quiet country road with breathtaking mountain views. Designed for comfortable living and entertaining this home features a chefs kitchen, formal dining room, formal den and large family room with vaulted ceilings and a fireplace. The bonus sunroom allows you to enjoy the sweeping views in

    Greta Ferrari Keller Williams Hudson Valley

    108 Beyer Dr, Poughquag, NY 12570
  • /45

    $3,250,000

    • 8 Beds
    • 4.5 Baths
    • 3,010 Sq Ft

    2039 Salt Point Turnpike, Salt Point, NY 12578

    Welcome to This Hudson Farm – a distinctive 157+ acre estate spanning 2039–2105 Salt Point Turnpike, where the beauty of the Hudson Valley meets the ultimate opportunity to enjoy as much—or as little—of the farming lifestyle as you desire. Positioned between Rhinebeck and Millbrook, and just minutes from the Taconic State Parkway, this remarkable offering blends historic charm with modern

    Lindsay Rothman Compass Greater NY LLC

    2039 Salt Point Turnpike, Salt Point, NY 12578
  • /26

    $1,750,000

    • 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
  • /8

    $299,900

    • Land
    • 1.78 Acres
    • $168,483 per Acre

    1940 State Route 55, Lagrangeville, NY 12540

    1.8 ACRES COMMERCIAL BOHA LAND Rt 55 frontage. Extremely busy traffic light location. Centrally located development opportunity. Ready to build! Excellent soil conditions with no fill needed for septic: Bank run & gravel. 431 ft of Route 55 frontage. Currently BOHA until 2028 for 2,000sf commercial personal service business & office building. BOHA can pivot to different size & use development if

    Thomas Zengen Thomas Zengen

    1940 State Route 55, Lagrangeville, NY 12540
  • /15

    $369,000

    • 4 Beds
    • 3 Baths
    • 1,560 Sq Ft

    75 Midway Ave, Amenia, NY 12501

    SUBSTANTIAL PRICE IMPROVEMENT!! Welcome to a peaceful country retreat in the heart of Amenia, NY. This spacious 4 bedroom, 3 full bath ranch home offers the perfect blend of comfort & privacy nestled in a quiet, rural neighborhood. Enter to a natural light filled LR/DR area with a cozy fireplace, and hardwood floors throughout most of the house. Kitchen is small & in need of updating, but there

    Karen Grimaldi William Pitt Sotheby's Int'l

    75 Midway Ave, Amenia, NY 12501
  • /31

    $1,295,000

    • 3 Beds
    • 2.5 Baths
    • 2,900 Sq Ft

    334 Lake Dr, Rhinebeck, NY 12572

    Did someone say"I want a New House", Well its arrived... Don't miss the charming surprisingly expansive and yet still cozy cottage, As you open the front door you are greeted by an expansive open floor plan. Looking from the front door through the Great Room the lush greenbelt greets your eyes! In between the view line and the front door the magic happened. Completely renovated from the walls in,

    Brian Woolsey BHHS Hudson Valley Properties

    334 Lake Dr, Rhinebeck, NY 12572

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