125

Watermill, NY Homes for Rent

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  • /25

    $25,000 per month

    • 4 Beds
    • 3 Baths
    • 2,200 Sq Ft
    • House for Rent

    62 Sea Farm Ln, Bridge Hampton, NY 11932

    Quiet, Luxury in the Heart of the Hamptons. Welcome to Sea Farm - a newly updated Hamptons retreat lovingly set with designer furniture, made for peaceful relaxation and serenity by the pool yet within 10 mins to all major destinations the Hamptons has to offer. Designed with quiet comfort and luxury in mind, with amble space to host family and friends. Bordering a delightful nursery with views

    Thomas Aabo Douglas Elliman Real Estate

    62 Sea Farm Ln, Bridge Hampton, NY 11932
  • /30

    $50,000 per month

    • 6 Beds
    • 5 Baths
    • House for Rent

    264 S Magee St, Southampton, NY 11968

    New to the 2021 rental market: 6 BR, 5 bath modern Hampton home with fabulous pool house and an inground, heated gunite swimming pool. Several outdoor entertaining spaces and in- and outdoor fireplace. This home offers an open concept floor plan with a large gourmet chef's kitchen, dining area that flows effortlessly into the living/family area with fireplace. On the second floor are 5 bedrooms,

    264 S Magee St, Southampton, NY 11968
  • /35

    $100,000 per month

    • 3 Beds
    • 3 Baths
    • 1,762 Sq Ft
    • House for Rent

    212 Lumber Ln, Bridgehampton, NY 11932

    Quintessential Bridgehampton Village Retreat with Heated PoolThe location of 212 Lumber Lane is unbeatable for those seeking convenience without sacrificing Hamptons tranquility: Walk to Village: Leave the car behind! You are steps from Bridgehampton's acclaimed shops, fine dining, and cultural attractions. This beautifully updated 3-bedroom, 3-bathroom classic Hamptons shingle home,

    Elizabeth Cordova Alata Douglas Elliman Real Estate

    212 Lumber Ln, Bridgehampton, NY 11932
  • /22

    $150,000 per month

    • 7 Beds
    • 10 Baths
    • House for Rent

    16 Ranch Ct, Sagaponack, NY 11954

    Experience summer in this elegant 7-bedroom, 9.5-bath estate set behind tall privets in one of Sagaponack North's most desirable neighborhoods. Spanning approximately 11,000 square feet on the largest fully cleared property on the street, this impressive home offers exceptional privacy, scale, and classic Hamptons living. Manicured grounds feature expansive bluestone terraces, an oversized 20x45

    16 Ranch Ct, Sagaponack, NY 11954
  • /34

    $200,000 per month

    • 5 Beds
    • 7.5 Baths
    • 6,400 Sq Ft
    • House for Rent

    231 Flying Point Rd, Southampton, NY 11968

    Southampton Village - Elegantly Renovated Carriage HouseLocated in the heart of Southampton Village, 231 Flying Point Road is set on 1.4 private and specimen tree lined gated acres. Thoughtful and sophisticated detail are displayed inside and out. Recently renovated and professionally decorated, it offers a livable interior design & atmosphere to provide the most comfortable lifestyle for the

    Andrea Ackerman Brown Harris Stevens Hamptons

    231 Flying Point Rd, Southampton, NY 11968
  • /17

    $24,000 per month

    • 2 Beds
    • 1 Bath
    • House for Rent

    64 Towd Point Rd, Southampton, NY 11968

    Experience the epitome of coastal living just steps from the serene shores of Towd Point Beach. This enchanting waterfront cottage, complete with a charming boathouse, perfectly blends luxury and tranquility. Ideally located, it offers effortless access to the vibrant villages of Sag Harbor and Southampton, ensuring the best of both worlds. With two bedrooms featuring plush Queen-sized beds and

    64 Towd Point Rd, Southampton, NY 11968
  • /17

    $155,000 per month

    • 6 Beds
    • 9 Baths
    • 7,500 Sq Ft
    • House for Rent

    1477 Deerfield Rd, Water Mill, NY 11976

    Experience Luxury & PrivacyRental Reg #:PENDING. A gated entry and long private driveway lead to this private and secure estate tucked away on 4.65+/- manicured acres. 7,400+/- sq. ft. of thoughtfully designed living space on three floors offer ample space for gathering both indoors and out. A double height grand entrance opens to a spacious living room with fireplace and dining room. French

    Craig Beem Brown Harris Stevens Hamptons

    1477 Deerfield Rd, Water Mill, NY 11976
  • /29

    $15,000 per month

    • 6 Beds
    • 7 Baths
    • House for Rent

    1754 Majors Path, Southampton, NY 11968

    This gated, 10,000 square foot on 5 park-like acres is the perfect Southampton retreat. The home feels like a true "estate," completely secluded on a private cul-de-sac of high-end homes, well off the main road. The recently refreshed interior is grand, with 5500 square feet of 2-story living space, all on one level, plus an additional 4500 square feet of finished lower level with every amenity.

    1754 Majors Path, Southampton, NY 11968
  • /45

    $135,000 per month

    • 6 Beds
    • 6.5 Baths
    • 5,400 Sq Ft
    • House for Rent

    26 Georgian Ln, Water Mill, NY 11976

    Located in Water Mill, South of the Highway, with access to Mecox Bay, on a coveted, private lane, this luminous, new shingle-style construction features 6 bedrooms, 6.5 baths and 2 fireplaces across 5,400+ sf of living space. A light-filled entry leads to an open, spacious living room in a home featuring modern Asian decor. Five ample sliding glass doors open directly to the bluestone back

    John Vitello Brown Harris Stevens Hamptons

    26 Georgian Ln, Water Mill, NY 11976
  • /43

    $125,000 per month

    • 6 Beds
    • 7 Baths
    • House for Rent

    133-135 Toylsome Ln, Southampton, NY 11968

    Be one of the first to enjoy this beautifully renovated compound set on over half an acre in the heart of Southampton Village, now offered as a rental, with all new furnishings from Home Nature, Serena & Lily and CB2. Just moments from the iconic Gin Lane beaches and charming village shops, the main residence welcomes with a lovely entry foyer featuring a wood-burning fireplace on one side, and

    133-135 Toylsome Ln, Southampton, NY 11968
  • /15

    $6,000 per month

    • 5 Beds
    • 3 Baths
    • 2,600 Sq Ft
    • House for Rent

    624 Noyack Rd, Southampton, NY 11968

    Exclusive Southampton Escape: A Serene Winter Oasis An exclusive blend of design, tranquility, and location. This unique 4-bedroom, 3-bathroom home is your quintessential winter escape in Southampton. Step into a beautifully designed home where every detail contributes to a sense of calm and luxury. The spacious, open-concept layout is perfect for cozy nights, while the large windows let natural

    Elizabeth Cordova Alata Douglas Elliman Real Estate

    624 Noyack Rd, Southampton, NY 11968
  • /52

    $50,000 per month

    • 8 Beds
    • 11 Baths
    • House for Rent

    262 Mecox Rd, Water Mill, NY 11976

    PLEASE NOTE: This property is available for select short-term rental periods, including two-week stays. Pricing and availability shown under June are for reference only and do not guarantee full-month availability. Portions of June may be unavailable at the listed rate. All dates, rates, and availability are subject to change. Please inquire for confirmed pricing and specific rental dates!!

    262 Mecox Rd, Water Mill, NY 11976
  • /22

    $15,000 per month

    • 3 Beds
    • 2.5 Baths
    • 2,000 Sq Ft
    • House for Rent

    2723 Deerfield Rd, Sag Harbor, NY 11963

    Welcome to an exquisite Sag Harbor retreat, perfectly situated on a quiet lane in the coveted Noyac area. This home is a testament to the ideal Hamptons lifestyle, offering a stunning blend of convenient location, timeless elegance, and modern luxury. Recently and meticulously renovated, it’s an opportunity to own a turnkey property that feels both completely fresh and perfectly established. Step

    Elizabeth Cordova Alata Douglas Elliman Real Estate

    2723 Deerfield Rd, Sag Harbor, NY 11963
  • /21

    $175,000 per month

    • 3 Beds
    • 4 Baths
    • House for Rent

    61 Jennings Ave, Southampton, NY 11968

    Discover the charm of Southampton Village this summer with this beautifully updated home. Ideally situated in a prime location, you'll be moments from the center of Southampton Village, renowned Coopers Beach, top-tier restaurants, and the Long Island Rail Road-everything you need for a perfect Hamptons getaway. Step inside to sunlit interiors where polished hardwood floors and meticulous upkeep

    61 Jennings Ave, Southampton, NY 11968
  • /22

    $30,000 per month

    • 2 Beds
    • 2 Baths
    • 1,092 Sq Ft
    • House for Rent

    23 Marjorie Ln, Sag Harbor, NY 11963

    Waterfront SunsetsEscape to the tranquility of waterfront living with this 2 bedroom 2 bathroom cottage - perfect for those who crave stunning sunsets, serene waters and nature. Nestled right on the water this cozy haven offers endless relaxation and summer entertainment, whether you are hosting friends or enjoying a quiet retreat. Amazing sunsets - Enjoy breathtaking views every evening from

    Elizabeth France Brown Harris Stevens Hamptons

    23 Marjorie Ln, Sag Harbor, NY 11963
  • /26

    $125,000 per month

    • 3 Beds
    • 3 Baths
    • House for Rent

    97 Coopers Farm Rd, Southampton, NY 11968

    Coopers Hill offers you the perfect blend of convenience and style in a prime location. This elegant townhouse, with ample natural light from three sides, ensures your privacy. Upon entering, you'll notice the high ceilings of the main level and the beautiful tasteful furnishings. A formal entry leads to a spacious great room that includes a living area, dining space, fireplace, and access to a

    97 Coopers Farm Rd, Southampton, NY 11968
  • /20

    $65,000 per month

    • 6 Beds
    • 6.5 Baths
    • 5,000 Sq Ft
    • House for Rent

    29 Bittersweet Ln, Sag Harbor, NY 11963

    SHORT TERM ONLY (price refelcts a two week rental). NEW TO MARKET. ENDLESS WATERFRONT VISTAS & ICONIC SUNSETS. Water views from almost every room! This sprawling home has it all. Open concept floor plan perfect for entertaining. Main floor features larger than life eat in kitchen, sun room, sunken living room, open concept living and dining, powder, laundry, extra large primary suite with walk in

    Matthew Melinger Brown Harris Stevens Hamptons

    29 Bittersweet Ln, Sag Harbor, NY 11963
  • /30

    $10,000 per month

    • 5 Beds
    • 4 Baths
    • House for Rent

    139 Northside Dr, Sag Harbor, NY 11963

    Also Available: May 23rd - Jun 30th $35K, Jan 1st - May 23rd 35KA gated, private entrance leads to this well-appointed 5 bedroom home with 2 primary suites. The home is set on a gorgeous 1.3 acre property, with grounds that impress all. A fully renovated, newly furnished interior features a double height living room with fireplace, open kitchen, dining room with private courtyard and new

    139 Northside Dr, Sag Harbor, NY 11963
  • /47

    $250,000 per month

    • 8 Beds
    • 7.5 Baths
    • 8,000 Sq Ft
    • House for Rent

    780 Sagg Rd, Sagaponack, NY 11962

    Welcome to your luxurious retreat in Sagaponack, where tranquility meets sophistication. This newly built, eight-bedroom, seven-bath home is a testament to modern elegance, boasting high-end finishes and designer furnishings throughout. Situated on nearly 3 acres of lush vibrant landscaping, privacy abounds in this sanctuary, offering a serene escape from the hustle and bustle of everyday life.

    Maida Srdanovic Compass Greater NY LLC

    780 Sagg Rd, Sagaponack, NY 11962
  • /50

    $115,000 per month

    • 5 Beds
    • 6 Baths
    • House for Rent

    5 Artist Colony Ln, Southampton, NY 11968

    Located on a very quiet cul-de-sac on 1.2+/- acres in the village of Southampton, this classic home has 5 bedrooms, including a master bedroom with fireplace, 5.5 baths, 3 fireplaces, a formal living room with fireplace, a dining room, sunroom, family room and a fully equipped gourmet kitchen with breakfast area (2 Refrigerators, 2 dishwashers, and large pantry) and a butler's pantry. There is

    5 Artist Colony Ln, Southampton, NY 11968
  • /37

    $145,000 per month

    • 5 Beds
    • 5.5 Baths
    • 3,667 Sq Ft
    • House for Rent

    182 Church Ln, East Hampton, NY 11937

    BRIDGEHAMPTON SOUTHEnter this magnificent mature 2.5 acre estate and marvel at the extraordinary park-like landscape. This elegant 5 bedroom, 5 1/2 bath restored barn offers all modern amenities, maintaining a European flare. The kitchen is fabulous, leading out to a beautiful Gunite pool and special matching pool house. There are few properties that compare to the splendor of this one.

    Elizabeth Phenis Brown Harris Stevens Hamptons

    182 Church Ln, East Hampton, NY 11937
  • /18

    $115,000 per month

    • 4 Beds
    • 4 Baths
    • House for Rent

    221 Merchants Path, Sagaponack, NY 11962

    Easy living in this artist's own four-bedroom/four-bathroom light-filled home with open views and indoor to outdoor entertaining areas. Enter the massive cook's kitchen including abundant counter seating and dining for ten that leads to a double height living room with loft library space. First floor offers a guest suite/first floor primary with own deck. Upstairs a large ensuite primary with

    221 Merchants Path, Sagaponack, NY 11962
  • /22

    $40,000 per month

    • 3 Beds
    • 2 Baths
    • 1,820 Sq Ft
    • House for Rent

    108 Merchants Path, Sagaponack, NY 11962

    Stylish Sagaponack Summer RentalCrisp and clean as a freshly starched and ironed white shirt! Sitting on over one very private acre in the highly desirable neighborhood of Sagaponack, less than 10 minutes to the ocean (and only 2 minutes to Wolffer's!) is this renowned Interior Designer's own immaculate recently renovated (looks like new construction) contemporary home with cathedral

    Will Metzger Douglas Elliman Real Estate

    108 Merchants Path, Sagaponack, NY 11962
  • /35

    $40,000 per month

    • 5 Beds
    • 5 Baths
    • House for Rent

    84 Anns Ln, Southampton, NY 11968

    In the heart of Southampton Village, this five-bedroom home captures classic Hamptons style with sun-washed interiors, refined coastal décor, and an effortless indoor-outdoor flow. A beautifully renovated chef's kitchen anchors the main level, opening to multiple chic living spaces designed with relaxed sophistication and timeless village flair. Outside, the property transforms into a true

    84 Anns Ln, Southampton, NY 11968
  • /30

    $7,000 per month

    • 3 Beds
    • 2 Baths
    • 3,448 Sq Ft
    • House for Rent

    59 Wiltshire St, Southampton, NY 11968

    Experience the magic Southampton Village has to offer in this charming Hamptons Designer Retreat. Just minutes from world-class dining, shopping, and some of the most beautiful beaches in the world, Enjoy your vacation in this light-filled three-bedroom, two-bath home, located less than a mile from Southampton Village shops. Nestled in the charming enclave of Southampton Village, experience

    Elizabeth Cordova Alata Douglas Elliman Real Estate

    59 Wiltshire St, Southampton, NY 11968
  • /20

    $20,000 per month

    • 4 Beds
    • 3 Baths
    • House for Rent

    39 St Andrews Rd, Southampton, NY 11968

    Just moments from the iconic Shinnecock Hills Golf Club, this inviting Southampton home offers the perfect Hamptons escape. Featuring 4 bedrooms and 3 baths across approximately 2,200 square feet, the residence is set on a beautifully landscaped property ideal for relaxed indoor-outdoor living. A wonderful opportunity to enjoy classic Southampton charm in a highly sought-after

    39 St Andrews Rd, Southampton, NY 11968
  • /21

    $35,000 per month

    • 4 Beds
    • 3 Baths
    • 2,323 Sq Ft
    • House for Rent

    4056 Noyac Rd, Sag Harbor, NY 11963

    *** Available for 2 week time periods*** Be the first to experience a luxurious summer escape in Sag Harbor at this newly furnished, never-before-rented, coastal Cape. With four well-appointed bedrooms—three offering king-size beds and their own TVs, and a fourth featuring a twin trundle and crib—this home provides comfort and convenience for all. The primary en-suite features an oversized

    Christa Kearns Corcoran

    4056 Noyac Rd, Sag Harbor, NY 11963
  • /17

    $20,000 per month

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

    112 Laurel Valley Dr, Sag Harbor, NY 11963

    This is a perfect choice when planning to attend the 2026 US Open. Includes all of June. Stay the entire month and enjoy all that Sag Harbor has to offer. This is also a perfect launch pad to explore Southampton, Bridgehampton, some of the worlds best ocean and bay beaches, shops and the restaurants that The Hamptons are known for. Majestically set upon a hill, this home provides a private back

    Robert Wilner Douglas Elliman Real Estate

    112 Laurel Valley Dr, Sag Harbor, NY 11963
  • /18

    $110,000 per month

    • 5 Beds
    • 4 Baths
    • 2,230 Sq Ft
    • House for Rent

    57 Big Fresh Pond Rd, Southampton, NY 11968

    ON GOLDEN POND After departing from your dock and floating in your boat during sunset, the pinks, purples and golden hues bounce off the water from Big Fresh Pond. Upon returning, it is beautiful to dine, barbeque, and entertain on the deck with those awesome views. This renovated, multi-level house offers 5 bedrooms, 4 full bathrooms, with an open living plan with fireplace on the main floor and

    Andrea Ackerman Brown Harris Stevens Hamptons

    57 Big Fresh Pond Rd, Southampton, NY 11968
  • /24

    $8,000 per month

    • 4 Beds
    • 2 Baths
    • 1,934 Sq Ft
    • House for Rent

    29 Missapoque Ave, Southampton, NY 11968

    Quintessential Southampton Lifestyle – Immerse yourself in the quintessential Southampton lifestyle with this impeccably maintained 4-bedroom, 2-bathroom home boasting exclusive access to Big Fresh Pond. Nestled on a serene cul-de-sac, this meticulously kept residence harmonizes modern luxury with serene surroundings, promising a lifestyle of unmatched convenience and comfort.Once inside,

    Robert Canberg Nest Seekers International LLC

    29 Missapoque Ave, Southampton, NY 11968
  • /48

    $225,000 per month

    • 5 Beds
    • 6.5 Baths
    • 7,800 Sq Ft
    • House for Rent

    28 Kendalls Ln, Southampton, NY 11968

    In Southampton at the end of a private road sits KISMET, a modern waterfront oasis prominently situated on Wooley Pond with open access to Peconic Bay. Also offers your own boat dock for all your water recreation. Built by the expert team of Cavallo Building, renowned Hamptons architect Siyu Liu, and designed by award-winning Suzanne Kelley, this new construction boasts 7,800 square feet with

    Thomas Cavallo Douglas Elliman Real Estate

    28 Kendalls Ln, Southampton, NY 11968
  • /20

    $99,000 per month

    • 3 Beds
    • 3.5 Baths
    • 2,250 Sq Ft
    • Condo for Rent

    520 Hampton Rd Unit 18, Southampton, NY 11968

    EXQUISITE SOUTHAMPTON VILLAGE CONDO RENTAL! Be the first to rent this spectacular fully renovated, designer decorated, 3 bedroom 3.5 bathroom Southampton Village home located in Farrington Close. This unit is approximately 2300+/-sqft. The open floor plan has multiple entertaining spaces including a living room, dining and a top of the line gourmet eat-in kitchen. Additionally, there are 3

    Toni Asch Douglas Elliman Real Estate

    520 Hampton Rd Unit 18, Southampton, NY 11968
  • /15

    $195,000 per month

    • 7 Beds
    • 7.5 Baths
    • 7,000 Sq Ft
    • House for Rent

    Unlisted Address

    7 Bedroom, 7.5 Bath with Tennis Pool and so Much more. Rental Reg: RP251574. Deerfield Road Estate Rental - 2022 Completely Renovated. Amenities Include: 7 Bedrooms - All Ensuite - New Kitchen - New Pool House - All Weather Tennis 20 by 50 ft Gunite Pool with a fantastic sliding board & Outdoor Shower. All the bells and whistles with an open kitchen and private screening room, along with great

    Craig Beem Brown Harris Stevens Hamptons

    Unlisted Address
  • /12

    $250,000 per month

    • 7 Beds
    • 7.5 Baths
    • 6,500 Sq Ft
    • House for Rent

    Unlisted Address

    First Neck Compound on 4 acres with pool & tennis. Built in 2015, with sleek decor in a super location this gated estate of nearly 4 acres has seven bedrooms, main level master suite with double baths and den. The main floor has 14 foot high ceilings and 9 foot glass French doors to covered porches, the living room has an elongated gas fireplace to wow guests. The grand dining room has a custom

    Craig Beem Brown Harris Stevens Hamptons

    Unlisted Address
  • /31

    $28,000 per month

    • 4 Beds
    • 4 Baths
    • House for Rent

    2 William Way, Southampton, NY 11968

    This stylishly decorated and sun-filled home is located south of the highway near Southampton Village and ocean beaches. Features include a spacious double-height living space, four bright bedrooms and four baths and a guest wing with separate living room, dining area and loft/study. Two of the bedrooms are large primary en-suite. Large sliding glass doors open onto deck from most rooms to a

    Thomas Cavallo Douglas Elliman Real Estate

    2 William Way, Southampton, NY 11968
  • /49

    $50,000 per month

    • 3 Beds
    • 3 Baths
    • 2,600 Sq Ft
    • House for Rent

    18 Bay View Rd, Southampton, NY 11968

    RENOVATED IN A PRIVATE BAY FRONT COMMUNITY IN SOUTHAMPTON!! Welcome To This Chic, Spacious And Clean Three Bedroom, Three Bathroom Home In The Private Bay View Oaks Bayfront Community With A Heated Gunite Pool. The First Floor Boasts An Open Kitchen With Bar Window, Open Dining/Living Room With Fireplace. Dining Room Has French Doors That Lead To A Large Deck With Grill, Table, Chairs & Outdoor

    Andrea Imperiale Corcoran

    18 Bay View Rd, Southampton, NY 11968
  • /14

    $110,000 per month

    • 5 Beds
    • 5.5 Baths
    • 4,650 Sq Ft
    • House for Rent

    115 Toylsome Ln, Southampton, NY 11968

    Prestigious 5 BR Home Close to Ocean Tucked away and less than a mile from the ocean and located in a most prestigious area of Southampton Village, this stunning 5 bedroom home offers everything you will need. First floor features a large, open style gourmet eat-in kitchen kitchen with double height ceilings and plenty of light. Living room features chic modern design, fireplace and plenty of

    Donna Landry Brown Harris Stevens Hamptons

    115 Toylsome Ln, Southampton, NY 11968
  • /31

    $175,000 per month

    • 7 Beds
    • 9 Baths
    • 12,000 Sq Ft
    • House for Rent

    45 Ram Island Dr, Southampton, NY 11968

    One half of private, Ram Island, offers a complete, self contained luxury resort experience. Stylishly restored on 15 acres, the main house centers around an antique windmill-- now an elevated office--overlooks Sebonac Creek, the blue waters of Peconic Bay and the green hills of historic National Golf Links. The main house has lavish living areas coupled with soft finishes and fixtures. Featuring

    Rachel King Serhant LLC

    45 Ram Island Dr, Southampton, NY 11968
  • /24

    $40,000 per month

    • 3 Beds
    • 2 Baths
    • 2,200 Sq Ft
    • House for Rent

    43 Robin Dr, Bridgehampton, NY 11932

    Nestled on a quiet cul-de-sac in Bridgehampton, this park-like, Gambrel styled property features 2,200+/- sf of living space, 3 bedrooms, 2 baths, double-height ceilings, and an abundance of natural light, and privacy. The first floor features an open-concept floor plan, a great room with bold splashes of color with a wood-burning fireplace and skylights, an updated kitchen with stainless steel

    John Vitello Brown Harris Stevens Hamptons

    43 Robin Dr, Bridgehampton, NY 11932
  • /22

    $65,000 per month

    • 4 Beds
    • 3.5 Baths
    • 2,280 Sq Ft
    • House for Rent

    686 Hill St, Southampton, NY 11968

    Available US Open and full summer 2026. Wonderful Southampton Village location! 1.7 miles to Shinnecock Golf Course, 1.5 miles to Jobs Lane, and 2 miles to Coopers Beach. This light-filled 4-bedroom, 3 and 1/2 bath, contemporary opens to a welcoming double-height living room with wood-burning fireplace, newly renovated eat-in kitchen, windowed dining area, and a den with a second wood-burning

    Dawn Litel-Murphy Corcoran

    686 Hill St, Southampton, NY 11968

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