38

Red Hook, NY Homes for Sale with Acreage

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  • /33

    $480,000

    • 3 Beds
    • 1 Bath
    • 1,000 Sq Ft

    408 Field Rd, Red Hook, NY 12571

    Welcome to your own Hudson Valley retreat! Nestled on approximately 2 scenic acres, this beautifully updated 3-bedroom, 1-bath ranch offers the perfect blend of country charm and modern convenience. Step inside to discover a tastefully renovated interior featuring a newer kitchen, updated bath, and comfortable living spaces filled with natural light. Living room with fireplace for cozy winter

    Agent Photo

    Peter Quartironi

    RE/MAX Town & Country

    408 Field Rd, Red Hook, NY 12571
  • /3

    $280,000

    • Land
    • 7.74 Acres
    • $36,176 per Acre

    0 E Kerley Corners Rd Unit KEY939271, Red Hook, NY 12401

    Build Your Dream Home on 7.74 Scenic Acres in Red Hook!Are you ready to turn your dream home into reality? This nearly 8-acre parcel offers the perfect blend of privacy and convenience, located just minutes from the charming shops, restaurants, and community activities of Red Hook Village. With Board of Health Approval (BOHA) in place, this property is ready for your vision — whether it’s a

    Agent Photo

    Karen Briscoe-Reed

    KW MidHudson

    0 E Kerley Corners Rd Unit KEY939271, Red Hook, NY 12401
  • /35

    $699,000

    • 3 Beds
    • 2.5 Baths
    • 2,146 Sq Ft

    15 Meadow Dr, Red Hook, NY 12571

    She's Back — and Looking Better Than Ever 15 Meadow Drive took a brief intermission to refresh her look, and now she's ready for her next chapter. Set on 1.42 private acres just minutes from the center of Red Hook Village, this meticulously maintained home enjoys a natural border of mature trees that provides both privacy and a connection to the surrounding landscape. Originally designed by a

    Agent Photo

    Michael J. Carr

    eXp Realty

    15 Meadow Dr, Red Hook, NY 12571
  • /50

    $400,000

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

    117 Camp Rd, Red Hook, NY 12571

    A unique opportunity for builders, investors, contractors, or buyers with vision, this distinctive property offers exceptional potential. The existing 3-bedroom home had been extensively renovated and was ready for occupancy before a minor fire resulted in the interior being taken down to the framing. Importantly, the exterior of the home was not affected, providing a valuable head start for

    Agent Photo

    Janyce Selkin

    Howard Hanna Rand Realty

    117 Camp Rd, Red Hook, NY 12571
  • /2

    $1,600,000

    $225K PRICE DROP
    • Land
    • 33.2 Acres
    • $48,193 per Acre

    0 Medwyn Ln Unit 27609375, Red Hook, NY 12571

    Stoneledge is a fully approved nine-lot subdivision nestled in the woodlands of Red Hook, New York - an exceptional opportunity for builders, developers and investors ready to move without the years of entitlement work already behind them. Set along Medwyn Lane at the intersection of Springlake Road in Dutchess County, the offering consists of nine residential lots ranging from 1.5 to 1.9 acres

    Jordan Vaccaro Serhant LLC

    0 Medwyn Ln Unit 27609375, Red Hook, NY 12571
  • /14

    $825,000

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

    7316 S Broadway, Red Hook, NY 12571

    Exceptional investment and development opportunity in the heart of the Hudson Valley. Located within the Town of Red Hook's Traditional Neighborhood District Commercial Center, this unique offering consists of two separate parcels totaling 1.8 acres and includes two residential structures.The primary structure is an occupied three-bedroom, one-bath home. The second building offers flexibility

    TRACY DOBER Rouse + Co Real Estate, LLC

    7316 S Broadway, Red Hook, NY 12571
  • /60

    $1,649,000

    $26K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 6,498 Sq Ft

    1429 Jackson Corners Rd, Red Hook, NY 12571

    A meticulously restored and turnkey farmhouse, thoughtfully reimagined for modern living while honoring its architectural character, spans the picturesque landscape of Dutchess and Columbia Counties. A stunning bluestone courtyard, framed by handcrafted stone walls sourced from the property itself, creates an unforgettable outdoor setting--equally suited for elegant entertaining, intimate al

    Sharon Farley Corcoran Country Living

    1429 Jackson Corners Rd, Red Hook, NY 12571
  • /36

    $2,650,000

    $150K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 4,942 Sq Ft

    71 Starbarrack Rd, Red Hook, NY 12571

    This cheerful c.1850 farmhouse captures the essence of Hudson Valley country living with a gracious wraparound porch, sweeping lawns, and classic barns. Filled with natural light, the house features high ceilings, original moldings, beautiful built-in cupboards and wood floors throughout. A traditional center hall opens to an expansive living room anchored by a Rumford-style fireplace, custom

    Julia Crowley Rouse + Co Real Estate LLC

    71 Starbarrack Rd, Red Hook, NY 12571
  • /2

    $1,600,000

    $225K PRICE DROP
    • Land
    • 33.2 Acres
    • $48,193 per Acre

    0 Medwyn Ln Unit KEY1011611, Red Hook, NY 12571

    Stoneledge is a fully approved nine-lot subdivision nestled in the woodlands of Red Hook, New York — an exceptional opportunity for builders, developers and investors ready to move without the years of entitlement work already behind them.Set along Medwyn Lane at the intersection of Springlake Road in Dutchess County, the offering consists of nine residential lots ranging from 1.5 to 1.9

    Jordan Vaccaro Serhant LLC

    0 Medwyn Ln Unit KEY1011611, Red Hook, NY 12571
  • /40

    $749,000

    • 3 Beds
    • 2 Baths
    • 1,590 Sq Ft

    128 Sawmill Rd, Red Hook, NY 12571

    Beautiful parklike setting on over 7 private acres in the heart of the Hudson Valley. Tucked well off the road, this one floor living home offers exceptional privacy surrounded by mature trees, rock outcroppings, and a stream. Enjoy the outdoors from the wrap-around deck or explore your own wooded acreage. Inside, the main living areas have an open kitchen with Craft-Maid hickory cabinets, quartz

    Leigh Bahnatka BHHS Hudson Valley Properties

    128 Sawmill Rd, Red Hook, NY 12571
  • /34

    $539,000

    $51K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,025 Sq Ft

    287 Norton Rd, Red Hook, NY 12571

    Move right into this beautifully renovated 3-bedroom, 2-bath ranch nestled on 2 private acres just minutes from the Village of Red Hook. Thoughtfully updated throughout, this home offers spacious living, all-new flooring, a first-floor primary bedroom, and a finished walkout lower level with a private entrance—perfect for guests, a home office, or flexible living space.Enjoy the peace and

    Amanda Wilcox eXp Realty

    287 Norton Rd, Red Hook, NY 12571
  • /50

    $3,999,000

    $501K PRICE DROP
    • 6 Beds
    • 5.5 Baths
    • 4,546 Sq Ft

    926 Turkey Hill Rd, Red Hook, NY 12571

    Nearly 30 secluded acres of rolling meadows and woodlands unfold into breathtaking panoramic views of the Catskill Mountains. This is a place to slow down and reconnect. Reminiscent of the Adirondack Great Lodges, this home is a masterful blend of rustic elegance and timeless craftsmanship. Soaring, strap-and-beam ceilings create a dramatic sense of space, while a custom-crafted staircase and a

    Harry Hill Houlihan Lawrence Inc.

    926 Turkey Hill Rd, Red Hook, NY 12571
  • /39

    $489,000

    $10K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 2,132 Sq Ft

    9 Rocky Rd, Red Hook, NY 12571

    Welcome to 9 Rocky Road, a beautifully maintained ranch-style home offering comfort, convenience, and versatile living space in the heart of Red Hook. This inviting residence is ideal for those seeking easy one-level living without sacrificing room to spread out. The bright and functional layout is complemented by a finished basement, providing valuable additional living space perfect for a

    Gerard Smith Serhant LLC

    9 Rocky Rd, Red Hook, NY 12571
  • /7

    $119,000

    • Land
    • 1.3 Acres
    • $91,538 per Acre

    Lot: 885401 Route 199 Rear, Red Hook, NY 12571

    Rare Land offering 1.3 Acre(s) parcel located off Rt-199 in desirable Red Hook. Lot No. 885401 offers a peaceful, wooded setting with strong potential for a future homesite. Property is accessed via an established easement, providing convenient entry from Rt-199. Close to Red Hook Village, Rhinebeck, farms, markets, and major routes. Buyers should verify all building possibilities with the town.

    Anthony Stokes Pereira Howard Hanna Rand Realty

    Lot: 885401 Route 199 Rear, Red Hook, NY 12571
  • /47

    $800,000

    $59K PRICE DROP
    • 5 Beds
    • 2.5 Baths
    • 3,424 Sq Ft

    30 Old Post Rd N, Red Hook, NY 12571

    Welcome home to this beautifully preserved and thoughtfully updated Victorian set behind a wide wrap-around porch and twin bay turrets. Inside, period millwork, diamond-pane windows, and rich hardwoods meet fresh, bright finishes for a timeless yet modern feel. A series of light-filled rooms flow around a dramatic coffered-ceiling salon where French doors and decorative columns create an elegant

    Christine Chapman Chapman Realty of the Hudson V

    30 Old Post Rd N, Red Hook, NY 12571
  • /52

    $675,000

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

    51 Milan Hill Rd, Red Hook, NY 12571

    Set on 8.7 private, parklike acres, this spacious 4+bedroom, 3 bath expanded ranch offers over 2,400 square feet of living space, an inground gunite pool with snap down cover and a new filter in 2020. Exceptional privacy with no neighboring homes in sight. The property is being sold as two adjoining parcels: 5.4 acres with the residence and pool, plus a separate 3.3-acre vacant parcel. The vacant

    Karen Sheffer Berkshire Hathaway HomeService

    51 Milan Hill Rd, Red Hook, NY 12571
  • /24

    $290,000

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

    155 Metzger Rd Unit 48, Red Hook, NY 12571

    Whether you need a first home or are downsizing you will find Easy Affordable Living in this 3 years young Ranch styled manufactured home in very quiet well-maintained park 5 minutes to all amenities. An abundant amount of living space includes the open concept with spacious light filled Living room that streams into an ultra-modern Kitchen with Breakfast Bar for extra seating. A separate dining

    Catherine Mondello Mondello Upstate Properties

    155 Metzger Rd Unit 48, Red Hook, NY 12571
  • /14

    $1,500,000

    $150K PRICE DROP
    • Land
    • 41.36 Acres
    • $36,267 per Acre

    TBD Rowe Rd, Red Hook, NY 12571

    Set atop a sweeping 41-acre hilltop, this exceptional parcel offers commanding 360-degree views of the Catskills, Stissing Mountain, and the rolling agricultural valleys below. The property’s rare scale allows for a residence of true significance, along with ancillary uses, while preserving privacy, expansive sightlines, and a strong connection to the surrounding landscape. Properties of this

    Sean Eidle BHHS Hudson Valley Properties

    TBD Rowe Rd, Red Hook, NY 12571
  • /17

    $325,000

    • Land
    • 3.4 Acres
    • $95,588 per Acre

    Lot #2 Church Rd, Red Hook, NY 12571

    Beautiful 3.4 Acre Lot in Red Hook, NY – Ready for Your Dream Home! Located off Jackson Corners Rd, just minutes from both Red Hook and Pine Plains, this stunning 3.4 acre property is the perfect spot to build your dream home. Septic installed for a 3 bed approved home. Nestled in a private, cleared area off Church Road, the land features a level building pad, pond, a cleared patio adding

    Bryn Bahnatka Dier BHHS Hudson Valley Properties

    Lot #2 Church Rd, Red Hook, NY 12571
  • /29

    $1,850,000

    • 3 Beds
    • 4 Baths
    • 3,033 Sq Ft

    1788 County Route 19, Red Hook, NY 12571

    A c1865 Italianate farmhouse set back from the road under mature willows and maples, with the arched dormer, bracketed eaves, and double-leaf paneled front door that mark the period. The house has been kept close to original — wide pine plank floors throughout, tall windows, a carved wood mantel with a green marble surround in the living room — while the systems underneath it have been fully

    Rachel Hyman-Rouse Rouse + Co Real Estate LLC

    1788 County Route 19, Red Hook, NY 12571
  • /39

    $1,000,000

    • 3 Beds
    • 3 Baths
    • 1,800 Sq Ft

    262 Linden Ave, Red Hook, NY 12571

    A True Hudson Valley Private Sanctuary: Historic Soul Meets a Complete Modern Reimagining Welcome to 262 Linden Avenue, an extraordinary 5.44-acre village-edge estate compound that seamlessly blends sophisticated modern design with the peaceful serenity of a private nature preserve. Completely gut-renovated from the basement up, this 3-bedroom, 3-bathroom residence offers the rare luxury of a

    Vida Odescalchi Legacy Land & Homes LLC

    262 Linden Ave, Red Hook, NY 12571
  • /11

    $2,600,000

    • Land
    • 210 Acres
    • $12,381 per Acre

    245 Guski Rd, Red Hook, NY 12571

    This listing is a rare opportunity to acquire 210 Acres, income-producing orchard in the heart of the Hudson Valley. This farm has been owned and operated for four generations and is a well-established agricultural operation serving multiple regional markets. Large, contiguous, and fully operational farms of this scale, combined with protected open space and extensive infrastructure are

    Carolynn Dittmann-Zinn Houlihan Lawrence Inc.

    245 Guski Rd, Red Hook, NY 12571
  • /18

    $475,950

    $25K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,350 Sq Ft

    388 Fitzsimmons Rd, Red Hook, NY 12571

    Discover the potential of this charming 1940 mid century home nestled on a 15.82 acre parcel with lots of mature trees & gardens. This house has 3 Bedrooms 3 bathrooms and a detached garage. This property is a rare opportunity to restore a home rich in character while enjoying an extraordinary natural setting. Step inside to find wood moldings, and large rooms, the perfect canvas for creating

    Ronnie Rebis Grist Mill Real Estate

    388 Fitzsimmons Rd, Red Hook, NY 12571
  • /42

    $699,900

    Open Sat 12PM - 2PM $69K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 1,882 Sq Ft

    176 Williams Rd, Red Hook, NY 12571

    Large, protective, ancient trees and handcrafted, artisan-made, stone walls beckon you towards this well-built, nearly 200-year-old, classic Red Hook farmhouse. This 4 Bedroom home has 3 full baths and a large bonus sunroom overlooking the yard, perfect as a private guest suite or home office with a designated entrance and full bath. The expansive 10.1-acre parcel boasts a cherry and peach tree,

    Shana Altstaetter Halter Associates Realty Inc

    176 Williams Rd, Red Hook, NY 12571
  • /12

    $1,450,000

    • Land
    • 164.59 Acres
    • $8,810 per Acre

    234 W Market St, Red Hook, NY 12571

    164 Acres in Red Hook, NY Look no further--this extraordinary 164-acre parcel offers unmatched privacy, beauty, and convenience just one mile from the heart of Red Hook Village. Mature, wooded landscape with natural privacy Multiple secluded building sites ideal for a private estate or retreat Zoned R3 with 682 feet of road frontage Easy access to the Taconic Parkway and Amtrak train station

    Ellen Osgood Coldwell Banker Village Green

    234 W Market St, Red Hook, NY 12571
  • /35

    $795,000

    $30K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,445 Sq Ft

    25 Maple Hill Ridge, Red Hook, NY 12571

    Built in 2023, this beautifully designed 3-bedroom, 3-bath home is privately set on a lovely wooded 3-acre parcel at the end of a quiet private road in the highly sought-after town of Red Hook. Thoughtfully designed with comfort and functionality in mind, the inviting open-concept main living space is flooded with natural light and features a gourmet kitchen with stone countertops, a large center

    Daniel Romero Compass Greater NY, LLC

    25 Maple Hill Ridge, Red Hook, NY 12571
  • /50

    $525,000

    • 2 Beds
    • 1.5 Baths
    • 1,325 Sq Ft

    10 Dickman Farm Rd, Red Hook, NY 12571

    Beautifully renovated home privately set on a scenic, park-like property, offering the perfect blend of privacy and convenience—Located on the Dutchess/Columbia line just 2 minutes to the Taconic State Parkway for an easy commute. This move-in-ready home is filled with natural light and showcases high-end finishes, designer touches, and thoughtful updates throughout.The chef's kitchen

    Nicole Porter Houlihan Lawrence Inc.

    10 Dickman Farm Rd, Red Hook, NY 12571
  • /18

    $2,895,000

    New Construction
    • 4 Beds
    • 4.5 Baths
    • 3,865 Sq Ft

    60 Stone Wall Path, Red Hook, NY 12571

    A study in proportion, light, and restraint, this under-construction residence, designed by Incorporated Architecture and Design and developed by ROAM Properties, is set back across seven acres within a private community in Red Hook, New York, where meadow and woodland converge at the edge of the Hudson Valley.Two wood-clad volumes anchor the composition, their silhouettes inspired by

    Angelica VonDrak Houlihan Lawrence, Inc.

    60 Stone Wall Path, Red Hook, NY 12571
  • /14

    $595,000

    • 3 Beds
    • 2.5 Baths
    • 1,839 Sq Ft

    97 Spencer Dr, Red Hook, NY 12571

    Opportunity awaits at the end of a quiet dead-end road with sweeping panoramic views of the Catskill Mountains. Set on 1.3 acres, this 3-bedroom, 2.5-bath ranch-style home offers incredible potential for contractors, investors, or buyers ready to create a one-of-a-kind Hudson Valley retreat.Located just minutes from the village of Red Hook and convenient to Bard College, Rhinebeck, and

    TRACY DOBER Rouse + Co Real Estate LLC

    97 Spencer Dr, Red Hook, NY 12571
  • /36

    $1,200,000

    $50K PRICE DROP
    • 7.5 Baths
    • 10,388 Sq Ft

    1030 Route 199, Red Hook, NY 12571

    Unique offering with this LEGAL 7 unit Multifamily. Full occupancy with great reliable tenants. Unit one is 2 Bedroom, 1 full bath, Unit two is 1 Bedroom, 1 Full Bath, Unit Three is a 2 Bedroom, 1 Full Bath, Unit Four is 2 Bedroom, 1 Full Bath, Unit Five is 2 Bedroom 1 Full Bath, Unit Six is 1 Bedroom, 1 Full Bath Unit Seven a 3 Bedroom, 1Full plus 1/2 Bath. TOTAL of 13 Bedrooms and 7 plus 1 1/2

    Catherine Mondello MONDELLO UPSTATE PROPERTIES LLC

    1030 Route 199, Red Hook, NY 12571
  • /35

    $6,995,000

    • 3 Beds
    • 4.5 Baths
    • 6,216 Sq Ft

    151 Rowe Rd, Red Hook, NY 12571

    Crestline is a visionary to-be-built residence offering 6,216 finished square feet of meticulously designed living space, including three bedroom suites and four-and-a-half luxurious baths. Pricing has been thoughtfully recalibrated to reflect the finalized construction scope and delivery approach, presenting an exceptional opportunity to secure a landmark Hudson Valley residence with enduring

    Sean Eidle BHHS Hudson Valley Properties

    151 Rowe Rd, Red Hook, NY 12571
  • /15

    $799,000

    • 3 Beds
    • 2 Baths
    • 1,648 Sq Ft

    153 Near Rd, Red Hook, NY 12571

    A 1949 original, 153 Near Road was fully reimagined in 2021. The house is sited on two acres off a county lane, yet is a short distance to Hudson, Red Hook, Pine Plains with easy access to the Taconic Parkway. The first floor features an open concept, the kitchen, dining and living spaces flow together without interruption, anchored by a kitchen island and warmed by a wood stove. Flooded with

    Jonathan Berry Upstate Down

    153 Near Rd, Red Hook, NY 12571
  • /29

    $1,850,000

    • 3 Beds
    • 4 Baths
    • 3,033 Sq Ft

    1788 Route 19, Red Hook, NY 12571

    A c1865 Italianate farmhouse set back from the road under mature willows and maples, with the arched dormer, bracketed eaves, and double-leaf paneled front door that mark the period. The house has been kept close to original -- wide pine plank floors throughout, tall windows, a carved wood mantel with a green marble surround in the living room -- while the systems underneath it have been fully

    Rachel Hyman-Rouse Rouse + Co Real Estate, LLC

    1788 Route 19, Red Hook, NY 12571
  • /35

    $975,000

    • 3 Beds
    • 2.5 Baths
    • 1,850 Sq Ft

    18 Barnstormer Ln, Red Hook, NY 12571

    Welcome to this beautifully crafted 3-bedroom, 2.5-bath modern farmhouse, built in 2021 and thoughtfully designed to blend timeless charm with modern efficiency in a peaceful Red Hook setting. Situated on 2.03 picturesque acres, this exceptional property offers the perfect balance of comfort, functionality, and country appeal. Filled with natural light and warm architectural details, the home

    Stacey Messina BHHS Hudson Valley Properties

    18 Barnstormer Ln, Red Hook, NY 12571
  • /45

    $899,000

    • 6 Beds
    • 5 Baths

    32 Old Route 199, Red Hook, NY 12571

    Shepherd’s Knoll offers rare privacy and flexibility, located less than two miles from the village. Set on four beautiful acres that include lawns, pastures, and lightly wooded areas, this distinctive property sits at the end of a long private drive. It includes two spacious living units that could easily be converted back into a single-family home. Unit One features four bedrooms, three

    Jennifer Fivelsdal JFIVE Homes Realty, LLC

    32 Old Route 199, Red Hook, NY 12571
  • /39

    $436,999

    $33K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,085 Sq Ft

    29 W Kerley Cors Rd, Red Hook, NY 12571

    Welcome home!! Affordable Red Hook home with acreage and privacy without huge price tag. Updated 3 bedroom home in a quiet setting. Enjoy the retreat like yard, with nature trail. Recent enhancements includes: Generator 2025, range, refrigerator and microwave 2025, water heater coil 2025. 500 gallon oil tank tested in 2025, no leaks, operating well. (Seller is offering a $2500 credit toward

    VALERIE PASCUCCI Exit Realty Connections

    29 W Kerley Cors Rd, Red Hook, NY 12571
  • /28

    $799,000

    $26K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,304 Sq Ft

    82 Near Rd, Red Hook, NY 12571

    Beautifully reimagined 1924 home blends character with modern comfort and thoughtful design. Completely renovated in 2020 the residence offers 2,304 finished square feet with 3 bedrooms and 3 full baths. Vaulted ceilings, exposed beams abundant windows and an open-concept floor plan create a sense of beauty and spaciousness. The main level features warm wood floors, radiant heat throughout, and

    Linda Lindsay Upstate Down

    82 Near Rd, Red Hook, NY 12571
  • /50

    $2,294,000

    $206K PRICE DROP
    • 4 Beds
    • 5.5 Baths
    • 4,960 Sq Ft

    163 Hapeman Hill Rd, Red Hook, NY 12571

    Nestled in the heart of the Hudson Valley, this exceptional custom-built compound offers a rare blend of elegance, privacy, and ease. Set on 3.15 acres of beautifully landscaped grounds, the property unfolds as a true retreat—featuring a main residence with a heated three-car attached garage, a legal guest house, a commercial-sized detached garage, a heated in-ground pool, pool pavilion, and

    Sean Eidle BHHS Hudson Valley Properties

    163 Hapeman Hill Rd, Red Hook, NY 12571

Home Price Trends

Median Sale Price
$630,000
Median Single Family Sale Price
$645,000
Median Townhouse Sale Price
$850,000
Median 2 Bedroom Sale Price
$507,000
Median 1 Bedroom Sale Price
$795,000
Average Price Per Sq Ft
$356
Number of Homes for Sale
32
Last 12 months Home Sales
118
Months of Supply
3.30
Median List Price
$699,000
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
3%
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