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Greenport, NY Homes for Sale

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  • /46

    $1,799,000

    $101K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,052 Sq Ft

    48 County Route 14, Hudson, NY 12534

    Set atop 24.8 breathtaking acres with panoramic views of the Catskill Mountains, rolling horse pastures, and neighboring apple orchards, This former thoroughbred breeding farm is a rare Hudson Valley offering that seamlessly blends equestrian living, country luxury, and investment opportunity. Whether envisioned as a private retreat, a boutique boarding or training equine operation, a Hudson

    Agent Photo

    Paul Barrett

    Houlihan Lawrence Inc.

    48 County Route 14, Hudson, NY 12534
  • /43

    $870,000

    $125K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,782 Sq Ft

    2 Jenkins Pkwy, Hudson, NY 12534

    Perfectly positioned in a quiet Hudson neighborhood, just a short stroll from Hudson's celebrated restaurants, design shops, galleries, and antique stores, this fully gut-renovated 1932 Colonial offers the rare combination of elevated design with fine historic charm. Thoughtfully restored from top to bottom in 2025, the home spans approximately 1,700 square feet and has been completely reimagined

    Agent Photo

    Paul Barrett

    Houlihan Lawrence Inc.

    2 Jenkins Pkwy, Hudson, NY 12534
  • /13

    $579,000

    • Land
    • 11.2 Acres
    • $51,696 per Acre

    00 Route 9, Hudson, NY 12534

    Location! This 11.2 acre parcel is level, cleared and has 60 feet of road frontage on State Route 9. and 720' on Orchard Road. Located in Livingston near the busy and developing crossroads of Route9/9H/23 and Routs 82. Site has had prior approvals for a 24-room Memory Care facility. Neighbors include Hannaford Supermarket, Troop K, AllTown and the former Bell's Pond Diner site now remodeled into

    Agent Photo

    Paul Barrett

    Houlihan Lawrence Inc.

    00 Route 9, Hudson, NY 12534
  • /32

    $3,885,000

    • 5 Beds
    • 6 Baths
    • 6,062 Sq Ft

    420 Warren St, Hudson, NY 12534

    Public Remarks: Built in 1887 in the Aesthetic Movement Style, this red brick building commands the center of Warren Street in the heart of Hudson. The exterior features extensive ornamental terra-cotta panels and trim. The historic interior retains elaborate wood beam ceilings with richly paneled rooms, oak and cherry fireplace mantles and intricate parquet floors. Originally the private

    Agent Photo

    Paul Barrett

    Houlihan Lawrence, Inc

    420 Warren St, Hudson, NY 12534
  • /7

    $30,000

    • Land
    • 12,196 Sq Ft
    • $107,143 per Acre

    0 Lot K-57 Athens Ct, Athens, NY 12015

    Nice level, buildable 1/4 acre lot in the desirable Sleepy Hollow Lake community. Come for the peace and serenity, stay for the life long friends you meet at the lake. This corner lot is situated a few short blocks from the marina and just a few more from the beach and pool. Are you ready to build your home away from home? Bring your family and come see what lake life living is all about. With

    Agent Photo

    Patricia Meyers

    Lake and Mountain Realty, LLC

    0 Lot K-57 Athens Ct, Athens, NY 12015
  • /26

    $850,000

    $39K PRICE DROP
    • 1 Bed
    • 2 Baths
    • 2,208 Sq Ft

    22 S 7th St, Hudson, NY 12534

    This two story building between Union and Warren is ready for your ideas!!! It's a great location for a live/work opportunity with 49 Ft of frontage on 7th Street and 100 ft of Side exposure on Union Street. The first floor is great for a commercial salon, professional office or retail space but could also be converted back into a beautiful loft studio apartment. Upstairs is a 1 bedroom apartment

    Agent Photo

    Paul Barrett

    Houlihan Lawrence Inc.

    22 S 7th St, Hudson, NY 12534
  • /47

    $870,000

    $125K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,782 Sq Ft

    2 Jenkins Pkwy Unit 4, Hudson, NY 12534

    Stunning Hudson neighborhood gem!!! Sensitively but completely renovated, systems, roof, basement, kitchen and baths. If you're looking for a ''ready-to- enjoy'' home with many vintage and design touches this is your girl. Situated on a big corner lot on a quiet, cul-de-sac boulevard just a short walk from Warren Street, this 1850 colonial revival with excellent natural light is just the ticket!

    Agent Photo

    Paul Barrett

    Houlihan Lawrence, Inc

    2 Jenkins Pkwy Unit 4, Hudson, NY 12534
  • /14

    $200,000

    • Land
    • 42,070 Sq Ft
    • $207,082 per Acre

    3125 Sleepy Hollow Rd, Athens, NY 12015

    Just Under 1 Acre Lakefront @ Sleepy Hollow Lake in an area of estate size parcels and homes.One of the few lakefront lots left !!! Lot is mostly level and mostly cleared and with all utilities underground at the road: community water + sewer, telephone, electric and cable, makes this a fantastic build project. Enjoy your own 72 feet of direct lakefrontage where you can swim, fish, dock your

    Agent Photo

    Patricia Meyers

    Lake and Mountain Realty, LLC

    3125 Sleepy Hollow Rd, Athens, NY 12015
  • /42

    $600,000

    • 3 Beds
    • 2 Baths
    • 1,234 Sq Ft

    87 Sleepy Hollow Rd, Athens, NY 12015

    Wake up to stunning lake and mountain views at this beautifully updated 3 bedroom, 2 bath lakefront home in Sleepy Hollow Lake. Thoughtfully renovated with new flooring, updated kitchens and baths, and efficient mini split systems for both heating and air conditioning, the home offers modern comfort in a serene waterfront setting. Step outside to a brand new deck overlooking the lake.Perfect for

    Agent Photo

    Patricia Meyers

    Lake and Mountain Realty, LLC

    87 Sleepy Hollow Rd, Athens, NY 12015
  • /57

    $950,000

    $45K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,500 Sq Ft

    70 Travis Place, Athens, NY 12015

    Wake up to expansive lake views and effortless waterfront living in this stunning 4 bedroom, 3 bath lakefront home located in the sought after Sleepy Hollow Lake community. Perfect as a full time residence, weekend getaway, or investment property, this home offers the ideal blend of comfort, space, and scenery. Inside, you'll find bright, open living spaces designed to capture the breathtaking

    Agent Photo

    Patricia Meyers

    Lake and Mountain Realty, LLC

    70 Travis Place, Athens, NY 12015
  • /6

    $45,000

    • Land
    • 1.24 Acres
    • $36,290 per Acre

    97 Hillside Dr, Athens, NY 12015

    97 Hillside Dr is a property with a 1.24-acre lot located in a scenic area in the town of Athens. The land offers plenty of space for a variety of possibilities. The location is tranquil and relatively close to the Hudson River, providing a peaceful environment while still being accessible to local amenities and attractions in Athens and the surrounding area.

    Agent Photo

    Joseph Cardinale

    Howard Hanna Capital Inc

    97 Hillside Dr, Athens, NY 12015
  • /17

    $599,000

    • Land
    • 47 Acres
    • $12,745 per Acre

    00 Spook Rock Rd, Hudson, NY 12534

    With rolling and open 47 acres, and mature trees bordering along Claverack Creek - the site is located strategically just outside of Hudson, which enhances the property's long range development potential. The high nutrient upper pasture has recently been used for grazing cattle and sheep, employing organic and biodynamic farming principles, made possible by the absence of any chemical use on the

    Agent Photo

    Paul Barrett

    Houlihan Lawrence, Inc

    00 Spook Rock Rd, Hudson, NY 12534
  • /5

    $750,000

    • Land
    • 2,613 Sq Ft
    • $12,500,000 per Acre

    411 Warren St, Hudson, NY 12534

    Prime Hudson Real Estate! Very rare and only currently available building lot on Hudson's coveted Warren Street is now offered to investors, builders and private enterprises. 411-413 Warren Street provides a great opportunity to construct a live/work situation or build an income producing rental building right in the heart of city. Located on the vibrant 400 Block, this parcel is in the company

    Agent Photo

    Paul Barrett

    Houlihan Lawrence, Inc

    411 Warren St, Hudson, NY 12534
  • /48

    $535,000

    • 3 Beds
    • 1 Bath
    • 2,711 Sq Ft

    39 N Warren St, Athens, NY 12015

    This is one of the most attractive houses in the charming Village of Athens. Only two blocks from the Hudson River and the Hudson River Park, a marina and kayak put-in. The first floor features 2 parlors (one with wood-burning stove) with hand plastered walls as well an updated eat-in kitchen with marble counters and backsplash quarried from the Alford Marble works. There is a family room (or

    Agent Photo

    Richard Byrne

    Four Seasons Sotheby's Int.

    39 N Warren St, Athens, NY 12015
  • /48

    $1,799,000

    $101K PRICE DROP
    • 7 Beds
    • 3.5 Baths
    • 2,052 Sq Ft

    48 County Route 14 None, Hudson, NY 12534

    Set atop 24.8 breathtaking acres with panoramic views of the Catskill Mountains, rolling horse pastures, and neighboring apple orchards, This former thoroughbred breeding farm is a rare Hudson Valley offering that seamlessly blends equestrian living, country luxury, and investment opportunity. Whether envisioned as a private retreat, a boutique boarding or training equine operation, a Hudson

    Agent Photo

    Paul Barrett

    Houlihan Lawrence Inc.

    48 County Route 14 None, Hudson, NY 12534
  • /12

    $1,550,000

    • 6 Beds
    • 6 Baths
    • 7,257 Sq Ft

    356 Union St, Hudson, NY 12534

    A Second Empire Manse positioned one of Hudson's most desirable residential blocks of Union Street, this turn-key five-unit investment property is located across from the historic Courthouse Square, and sits just one block from the restaurants, galleries, and shops on Warren Street. Thoughtfully restored through a complete gut renovation in 2020, the property is offered in excellent condition and

    Sean Roland Compass Greater NY LLC

    356 Union St, Hudson, NY 12534
  • /38

    $549,000

    • 2 Beds
    • 1 Bath
    • 1,325 Sq Ft

    84 Worth Ave, Hudson, NY 12534

    Live right in the center of Hudson's vibrant arts scene, acclaimed restaurants, boutique shopping, historic architecture, farmers markets, and year-round cultural events become part of your everyday life. Perfectly situated at the top of Warren Street, this historic 1960's updated ranch places you within walking distance of everything that has made Hudson one of the most sought-after

    Elizabeth Hendler Berkshire Hathaway HomeService

    84 Worth Ave, Hudson, NY 12534
  • /37

    $150,000

    $25K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,584 Sq Ft

    11 N Montgomery St, Athens, NY 12015

    11 North Montgomery St, Athens:Generous price reduction on this wonderful value add home in the Village of Athens. Motivated seller who wants it sold. Step back in time and unlock the potential of this charming 1800s-era home located in the heart of the historic Village of Athens. Offering 3 bedrooms and 1.5 bathrooms, this property is in need of a complete renovation, presenting a rare

    Greg Stewart Century 21 New West

    11 N Montgomery St, Athens, NY 12015
  • /4

    $55,000

    $20K PRICE DROP
    • Land
    • 10,018 Sq Ft
    • $239,130 per Acre

    Lot 5 Pulcher Ave, Stottville, NY 12534

    .23 acre parcel, adjoins House on .44 acres needing renovation and 1.04 acre lot. Can all be purchase together at discounted price. House for 275,000 and additional lot for 139,000. Make offer on total package. Access to public sewer and water, electric and gas. Close to Amtrak station. Permissible zoning and development friendly local officials. Great private location, set back from the Fairview

    David Birch Barns & Farms Realty, LLC

    Lot 5 Pulcher Ave, Stottville, NY 12534
  • /12

    $325,000

    $125K PRICE DROP
    • Land
    • 28.5 Acres
    • $11,404 per Acre

    00 N Vernon St, Athens, NY 12015

    28+/- Acres of Prime Farmland in Athens, with an additional 5.50+/-acre parcel also available. Discover 28.50 +/-level acres of prime, developable farmland in the heart of Athens, Greene County, just minutes from the Hudson River, Catskill, and historic Hudson. This exceptional property combines the beauty of open countryside with an unbeatable location. With generous road frontage on both N.

    Michael Tellerday Houlihan Lawrence Inc.

    00 N Vernon St, Athens, NY 12015
  • /33

    $6,650,000

    • 11 Beds
    • 7.5 Baths
    • 7,800 Sq Ft

    216 Route 385, Catskill, NY 12414

    River House is a rarely available, Hudson River-front estate that lies on 48+ breathtaking acres directly on the Hudson River in Catskill. Currently used as an incredible, income-producing event space and rental property, River House was designed with privacy in mind. The long, private drive winds through mature trees to this expansive, 7,800+/- square foot, 11-bedroom, 7.5-bath retreat, where

    Michael Stasi Corcoran Country Living

    216 Route 385, Catskill, NY 12414
  • /19

    $345,000

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

    29 Glenwood Blvd, Hudson, NY 12534

    Built in 1929 ~ Glenwood Blvd, one of the prettiest residential streets in Hudson and just a short walk to Oakdale Lake for swimming, fishing and boating. Light filled spacious rooms with high ceilings & an open floor plan. On the first floor you find a front parlor (living room) with wall of shelves, dining room with built in Hutch, eat-in kitchen with all appliances included, two good-sized

    Margaret Bower Avenia Columbia County RE Specialist

    29 Glenwood Blvd, Hudson, NY 12534
  • /30

    $595,000

    • 3 Beds
    • 2.5 Baths
    • 1,876 Sq Ft

    6 Debbie Dr, Athens, NY 12015

    Beautiful Log Cabin Retreat in Sleepy Hollow Lake Community Escape to comfort and charm in this stunning log cabin located in the private Sleepy Hollow Lake Community. This spacious home features 3 bedrooms, 3 full bathrooms, and a cozy loft area perfect for additional living space, a home office, or guest accommodations. Inside, you'll find warm rustic character blended with modern convenience,

    Kelli Forschner Lake and Mountain Realty, LLC

    6 Debbie Dr, Athens, NY 12015
  • /49

    $895,000

    • 4 Beds
    • 3.5 Baths
    • 2,700 Sq Ft

    309 State St, Hudson, NY 12534

    Welcome to Dogwood House, a brand new four bedroom, three and a half bath residence in downtown Hudson, designed in the silhouette of historic Hudson with a bracketed Italianate cornice and bevel wood siding. Behind the classic facade is fully new, high-end construction with designer finishes throughout: high ceilings, custom millwork, ample storage, and energy-efficient systems. A flexible

    Anthony D'Argenzio Houlihan Lawrence

    309 State St, Hudson, NY 12534
  • /12

    $1,100,000

    • 9 Beds
    • 3 Baths
    • 3,726 Sq Ft

    745 Warren St, Hudson, NY 12534

    Ideally located on Warren st in the heart of Hudson this mixed-use building is a tried-and-true investment property. It features one ground floor commercial space and two 3-bedroom apartments. The entire building has been consistently occupied. The large commercial space is currently configured with 3 rooms, large open space and a bathroom. It has great street presence making it perfect for any

    Kylah Campeta-Perez LYF Homes

    745 Warren St, Hudson, NY 12534
  • /36

    $699,000

    • 2 Beds
    • 2 Baths
    • 1,208 Sq Ft

    3 Milo St, Hudson, NY 12534

    Experience the comfort of an essentially new home without the wait for new construction. Completely rebuilt in 2026, this exceptional property combines timeless craftsmanship, premium finishes, and modern efficiency with a sought-after Hudson mailing address, just minutes from the vibrant shops, acclaimed restaurants, art galleries, and Amtrak station that have made Hudson one of the Hudson

    Elizabeth Hendler Berkshire Hathaway HomeService

    3 Milo St, Hudson, NY 12534
  • /31

    $1,285,000

    $65K PRICE DROP
    • 0.5 Baths
    • 3,900 Sq Ft

    8 - 10 Park Place, Hudson, NY 12534

    Unique historic renovation opportunity in a prime Hudson, NY location. The JW Edmonds Volunteer firehouse, which once housed the oldest Volunteer Fire Company in New York State, is ready for a visionary purchaser who can reimagine its use and pay due homage to its historical roots. Built in 1868, the Firehouse sits in an enviable position, overlooking the 7th Street Park in the heart of the fast

    Rudy Huston Tri Hudson Realty, LLC

    8 - 10 Park Place, Hudson, NY 12534
  • /18

    $1,495,000

    $255K PRICE DROP
    • 3 Beds
    • 4.5 Baths
    • 3,600 Sq Ft

    125 Warren St, Hudson, NY 12534

    ON HUDSON's HISTORIC PROPRIETORS ROW On Warren Street's historic Proprietors Row, this 1800s Federal gem has been reborn as a modern, two-unit residence that balances historic elegance with today's lifestyle. It's rare to find a property this pristine from top to bottom, with income potential, off-street parking, and fenced in yard-all just steps from Hudson's vibrant shops, restaurants, and

    Nancy Felcetto Brown Harris Stevens HV LLC

    125 Warren St, Hudson, NY 12534
  • /24

    $849,000

    $149K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,576 Sq Ft

    562 State St, Hudson, NY 12534

    Set prominently on a coveted corner lot just steps from Warren Street, the exciting new Pocketbook Factory hotel, restaurant, and spa, and the Amtrak station, this rare historic Hudson home offers an extraordinary opportunity to create a truly exceptional home in one of the Hudson Valley's most sought-after destinations and neighborhoods in town. Rich with original architectural details nearly

    Martin Salerno The Kinderhook Group, Inc.

    562 State St, Hudson, NY 12534
  • /54

    $895,000

    • 3 Beds
    • 3 Baths
    • 2,640 Sq Ft

    323 Warren St, Hudson, NY 12534

    Welcome to 323 Warren Street, a circa 1850 three-story commercial building on one of Hudson's busiest blocks, with a proven track record as a launchpad for beloved businesses: Talbott and Arding and Bodhi Spa both got their start here before expanding elsewhere in the city. The ground floor offers a large picture window, stone floors, subway tile, wainscotting, and back room prep space, ready for

    Anthony D'Argenzio Houlihan Lawrence

    323 Warren St, Hudson, NY 12534
  • /42

    $750,000

    • 6 Beds
    • 6 Baths
    • 2,772 Sq Ft

    24 Aitken Ave, Hudson, NY 12534

    Welcome to your next investment opportunity to own this 2 family house on Aitken Ave in City of Hudson, the place to live! We have great music, Antiques, renowned art galleries and elegant restaurants. In the heart of Hudson is 24 Aitken Ave a real charming 2 family building where each unit has 3 bedrooms, Livingroom, kitchen and one full bath. Both unit are currently rented. Unit one rented

    Jahorul Liton Red Apple Realty

    24 Aitken Ave, Hudson, NY 12534
  • /50

    $820,000

    $30K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,450 Sq Ft

    5628 New York 9g, Hudson, NY 12534

    Private Hudson Valley Compound Featuring Three Distinct Structures A rare opportunity to own a truly versatile Hudson Valley compound just minutes from the vibrant City of Hudson. Set on a picturesque surrounding, this unique property offers privacy, flexibility, and exceptional potential with three separate structures thoughtfully positioned throughout the property. At the heart of the compound

    Jorge Lugo Real Broker NY LLC

    5628 New York 9g, Hudson, NY 12534
  • /37

    $424,900

    $24K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,025 Sq Ft

    5 Harry Howard Ave, Hudson, NY 12534

    Some homes ask you to choose between being close to everything and feeling like you've escaped it. At 5 Harry Howard Avenue, you don't have to. Five minutes from Warren Street on foot, this thoughtfully renovated home offers a lifestyle that's increasingly rare in Hudson. Start your morning at your favorite café, wander through the city's celebrated boutiques and galleries, meet friends for

    Rebecca Sullivan KW Platform

    5 Harry Howard Ave, Hudson, NY 12534
  • /6

    $175,000

    • Land
    • 5 Acres
    • $35,000 per Acre

    001 N Vernon St, Athens, NY 12015

    Discover 5 +/-level acres of prime woodland in the heart of Athens, Greene County, just minutes from the Hudson River, Catskill, and historic Hudson. This exceptional property combines the beauty of open countryside with an unbeatable location. The land offers endless possibilities to create a private homesite. Perfectly sited for all-day sunshine, the acreage invites everything from gardens and

    Michael Tellerday Houlihan Lawrence, Inc.

    001 N Vernon St, Athens, NY 12015
  • /40

    $2,100,000

    $250K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 5,750 Sq Ft

    705 Warren St, Hudson, NY 12534

    Stunning live-work opportunity on prime Warren Street, overlooking the 7th St Park and fast-growing Upper Depot District. One of the very few fully renovated and modernized buildings of its kind, offering approx. 5,750 sf of finished space across 4 floors plus a basement. The spacious residential upper level extends over 3 floors covering approx. 2,800 sf of modern, light-filled contemporary

    Peter Darrell Tri Hudson Realty, LLC

    705 Warren St, Hudson, NY 12534
  • /34

    $475,000

    • 4 Beds
    • 2 Baths
    • 2,280 Sq Ft

    854 Columbia St, Hudson, NY 12534

    Just minutes from Hudson's restaurants, shops, galleries, Amtrak station, and everyday conveniences, this furnished two-unit property combines a highly walkable location with an established rental history and flexibility for future use. Each unit features a spacious living room, formal dining room, updated kitchen, two bedrooms, and an updated full bath. Original wood floors and paneled doors

    Paige Backhaus William Raveis Real Estate

    854 Columbia St, Hudson, NY 12534
  • /40

    $2,300,000

    $200K PRICE DROP
    • 5 Beds
    • 8 Baths
    • 6,539 Sq Ft

    339 Warren St, Hudson, NY 12534

    The Leader Townhouse is a remarkable historic mixed-use brick building, constructed in 1897. Nestled on the vibrant 300 block of Warren Street in the heart of Hudson, this property is surrounded by exceptional restaurants, shopping, and cultural attractions. Spanning over 6,500 square feet, it features an inspiring street-level flagship retail space with historic details, and above a spacious

    Sean Roland Compass Greater NY LLC

    339 Warren St, Hudson, NY 12534
  • /15

    $1,499,000

    $1M PRICE DROP
    • Land
    • 27 Acres
    • $55,519 per Acre

    35 Pulcher Ave, Stottville, NY 12534

    Public Auction: Contact Broker for Details! Bids must be submitted Prior to August 30, 2026. Incredible opportunity for mixed residential and commercial development in the heart of the Hudson-Greenport commercial and residential area. Access to public sewer and water, electric and gas. Close to Amtrak station. Permissible zoning and development friendly local officials. Great private location,

    David Birch Barns & Farms Realty, LLC

    35 Pulcher Ave, Stottville, NY 12534
  • /22

    $349,000

    Open Sun 9AM - 11AM $16K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,309 Sq Ft

    4 Michael Ct, Hudson, NY 12534

    Sprawling 1962 ranch blending timeless mid-century character with comfortable single-level living, featuring an expansive L-shaped layout and generously proportioned rooms throughout. This 3-bedroom, 2-bath home features a sun-filled living room and a cozy family room with a wood-burning fireplace. Full basement provides abundant storage and flexible space. Enjoy the fenced backyard with deck,

    Ryan Wexler Corcoran Country Living

    4 Michael Ct, Hudson, NY 12534
  • /56

    $1,125,000

    • 4 Beds
    • 3 Baths
    • 3,304 Sq Ft

    3223 Sleepy Hollow Rd, Athens, NY 12015

    Lakefront Luxury at Sleepy Hollow Lake | 3.24 Acres | 330' Waterfront Experience the pinnacle of lakefront living in this spectacular contemporary home nestled on a double lakefront lot spanning approximately 3.24 acres, with 330 feet of premium shoreline just off the main channel. This unique location offers breathtaking water views while providing a more private and serene lakefront experience.

    Kelli Forschner Lake and Mountain Realty, LLC

    3223 Sleepy Hollow Rd, Athens, NY 12015

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