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Smithtown Homes for Sale

    Smithtown is a town located in Suffolk County on the North Shore of Long Island with a population of 120,000. The town spans over a total area of 111.4 square miles, of which, 53.6 square miles of it is land and 57.8 square miles is water.

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    • Welcome to The Oakside, a waterfront estate on the Nissequogue River which offers unobstructed waterviews from every room! This breathtaking Georgian Colonial style country manor estate is perfect for those who appreciate a blend of high end custom modern amenities and the understated elegance & feeling of a bygone era. The property includes the spectacular main manor home, a separate 1 bedroom cottage, a detached garage with 3 heated bays, and a heated 20x60’ saltwater pool with cabana which all have been meticulously maintained with the utmost attention to detail. This family compound replicates all of one’s desires for a peaceful, joyful, and calming feeling of being away from it all. The current owners have totally renovated this estate to the highest standards of living today, yet still retaining the wonderful feeling of days gone by from the Roaring 1920’s, where entertainment along the waterfront and many social events were often enjoyed. The magnificent main home consists of three floors of living space which features: 6 Bedrooms, 5.5 Baths, 5 fireplaces, a gorgeous library, wonderful music room, den, banquet size formal dining room, radiant heated floors, all updated windows, custom mill work and fine detailing throughout. The stunning expansive conservatory room with brick fireplace with grill, high ceilings and walls of French doors overlooking the river and lush yard is perfect for hosting large gatherings. There is a professional kitchen with butler’s pantry & breakfast room, all with the highest end commercial grade stainless steel appliances and fixtures. The spacious 3 room primary bedroom suite features an updated marble ensuite with fireplace & 2 custom dressing areas. A beautiful widow’s walk offers spectacular views of the River & lawns. The finished basement features a 2, 000 bottle climate-controlled wine cellar, a recreation room, large storage and utility areas. The exterior of all the home has been completely updated with copper roofing, cedar shake siding & a full house generator. An inground heated saltwater pool with full cabana and brick patios makes this the perfect setting to entertain guests or enjoy the quietude. There is a long sweeping driveway to the home with bluestone walkways and special red chip & oil gravel. The grounds are superbly maintained with rolling verdant green lawns to the water, many fine specimen trees and plantings, rose bushes & also includes the largest registered Black Walnut Tree in NYS. There is a new dock and a floating dock, a covered grill house, a school bus stop shed, fresh water springs, a smokehouse and vegetable gardens, as well as inground sprinklers. This is truly a one a of kind property for discerning buyers seeking superior quality and tranquility. The Oakside is a must-see. Enjoy the feeling of being away from it all. 7
      146 Oakside Drive Smithtown, NY 11787
      $2,999,000
      6 Bedrooms 5 Full Baths 1 Half Bath
      Single Family For Sale NEW ML# 3547052
      Welcome to The Oakside, a waterfront estate on the Nissequogue River which offers unobstructed waterviews from every room! This breathtaking Georgian Colonial style country manor estate is perfect for those who appreciate a blend of high end custom modern amenities and the understated elegance & feeling of a bygone era. The property includes the spectacular main manor home, a separate 1 bedroom cottage, a detached garage with 3 heated bays, and a heated 20x60’ saltwater pool with cabana which all have been meticulously maintained with the utmost attention to detail. This family compound replicates all of one’s desires for a peaceful, joyful, and calming feeling of being away from it all. The current owners have totally renovated this estate to the highest standards of living today, yet still retaining the wonderful feeling of days gone by from the Roaring 1920’s, where entertainment along the waterfront and many social events were often enjoyed. The magnificent main home consists of three floors of living space which features: 6 Bedrooms, 5.5 Baths, 5 fireplaces, a gorgeous library, wonderful music room, den, banquet size formal dining room, radiant heated floors, all updated windows, custom mill work and fine detailing throughout. The stunning expansive conservatory room with brick fireplace with grill, high ceilings and walls of French doors overlooking the river and lush yard is perfect for hosting large gatherings. There is a professional kitchen with butler’s pantry & breakfast room, all with the highest end commercial grade stainless steel appliances and fixtures. The spacious 3 room primary bedroom suite features an updated marble ensuite with fireplace & 2 custom dressing areas. A beautiful widow’s walk offers spectacular views of the River & lawns. The finished basement features a 2, 000 bottle climate-controlled wine cellar, a recreation room, large storage and utility areas. The exterior of all the home has been completely updated with copper roofing, cedar shake siding & a full house generator. An inground heated saltwater pool with full cabana and brick patios makes this the perfect setting to entertain guests or enjoy the quietude. There is a long sweeping driveway to the home with bluestone walkways and special red chip & oil gravel. The grounds are superbly maintained with rolling verdant green lawns to the water, many fine specimen trees and plantings, rose bushes & also includes the largest registered Black Walnut Tree in NYS. There is a new dock and a floating dock, a covered grill house, a school bus stop shed, fresh water springs, a smokehouse and vegetable gardens, as well as inground sprinklers. This is truly a one a of kind property for discerning buyers seeking superior quality and tranquility. The Oakside is a must-see. Enjoy the feeling of being away from it all.
      Presented By: Daniel Gale Sothebys Intl Rlty  631-584-6600
      Call Today: 631-406-4200, or  Email: Platinum Properties of L I LLC
    • Welcome to this stunning waterfront property nestled in the coveted Smithtown community. This custom-built post-modern home exudes elegance and modern luxury, offering a total of 5 bedrooms and 4 bathrooms across a generous 6798 square feet of living space. Situated on a sprawling 1.25-acre lot with over 200 ft. of waterfront, bordering State property, this residence is truly a private oasis. Upon entering, you are greeted by custom millwork throughout, highlighting the meticulous attention to detail. The great room is a focal point, boasting ample natural light and serene waterfront views. The expansive kitchen is a chef’s delight, featuring high-end appliances and an oversized island, perfect for culinary creations. Step outside to discover an entertainer’s dream, complete with an in-ground pool, a huge deck with built-in kitchen for al fresco dining, and a sports court for outdoor activities. The property also includes a dock, providing direct access to the tranquil waterfront. The primary bedroom is a luxurious retreat, offering ample space and a spa-like en-suite bathroom. Four additional well-appointed bedrooms provide comfort and versatility for guests or family members. The home also boasts a huge walk-out finished basement and an oversized 3-car garage. This exceptional residence on the Nissequogue River offers a rare opportunity to embrace waterfront living in a truly magnificent setting. Experience the epitome of modern elegance! (Most furniture is also for sale-ask agent.) 36
      10 Riverview Terrace Smithtown, NY 11787
      $2,850,000
      5 Bedrooms 4 Full Baths
      Single Family For Sale NEW ML# 3544177
      Welcome to this stunning waterfront property nestled in the coveted Smithtown community. This custom-built post-modern home exudes elegance and modern luxury, offering a total of 5 bedrooms and 4 bathrooms across a generous 6798 square feet of living space. Situated on a sprawling 1.25-acre lot with over 200 ft. of waterfront, bordering State property, this residence is truly a private oasis. Upon entering, you are greeted by custom millwork throughout, highlighting the meticulous attention to detail. The great room is a focal point, boasting ample natural light and serene waterfront views. The expansive kitchen is a chef’s delight, featuring high-end appliances and an oversized island, perfect for culinary creations. Step outside to discover an entertainer’s dream, complete with an in-ground pool, a huge deck with built-in kitchen for al fresco dining, and a sports court for outdoor activities. The property also includes a dock, providing direct access to the tranquil waterfront. The primary bedroom is a luxurious retreat, offering ample space and a spa-like en-suite bathroom. Four additional well-appointed bedrooms provide comfort and versatility for guests or family members. The home also boasts a huge walk-out finished basement and an oversized 3-car garage. This exceptional residence on the Nissequogue River offers a rare opportunity to embrace waterfront living in a truly magnificent setting. Experience the epitome of modern elegance! (Most furniture is also for sale-ask agent.)
      Presented By: Compass Greater NY LLC  631-786-4463
      Call Today: 631-406-4200, or  Email: Platinum Properties of L I LLC
    • This complete renovation is ready for the Buyer’s Choices! Now is the time to pick your colors and finishes. This home has been completely redone with no expense spared. Sprawling 1.2 flat acres gives this property the canvas to do so much. Gunite Pool adds to this home’s unique features. Completion estimated for 7/15/24. 4
      158 Landing Meadow Rd Smithtown, NY 11787
      $1,990,000
      4 Bedrooms 3 Full Baths 1 Half Bath Sq. Ft. 3900.00:# Square Feet
      Single Family For Sale NEW ML# 3545801
      This complete renovation is ready for the Buyer’s Choices! Now is the time to pick your colors and finishes. This home has been completely redone with no expense spared. Sprawling 1.2 flat acres gives this property the canvas to do so much. Gunite Pool adds to this home’s unique features. Completion estimated for 7/15/24.
      Presented By: Walrus Real Estate Corp  631-445-1834
      Call Today: 631-406-4200, or  Email: Platinum Properties of L I LLC
    • Welcome to 111 Grandview Lane. Hamptons style living on the tree lined neighborhood streets of The Pines in Smithtown. The home features 5 bedrooms and 5.5 bathrooms. The fully finished basement (not pictured) features a full kitchen, full bathroom, and laundry. The 4th floor of the home is partially finished and features an additional future full bathroom and additional space for a 6th bedroom or bonus room. The chef’s kitchen was renovated in 2023 with all new hardwood floors, ice maker, custom range hood, new sinks, new hardware, new wine cooler, and honed marble countertops. It features 4 ovens, 48 Thermador range, Wolf warming drawer, Miele dishwasher, and undercounter microwave. The hardwoods were refinished on the main level in 2023 and the entire main level and basement were repainted in 2023. The home features a Generac whole home automatic generator. There is a full home stereo system through the inside and outside with 8 zones that can be controlled wirelessly from anywhere. Gas fireplaces in the dining room and bonus room and a wood burning fireplace in the living area are all ready for the cold months. Radiant floor heating throughout the main two levels with 16 individual zones through the home. Buderus boiler and hot water system was upgraded to natural gas in 2022. Two 5-ton central A/C units keep you cool in the summer months. Inground saltwater pool, patio fireplace, and fire pit round out the perfect outdoor space on a flat shy acre lot. Low taxes! Under $15, 000 annually. 33
      111 Grandview Lane Smithtown, NY 11787
      $1,750,000
      5 Bedrooms 5 Full Baths 1 Half Bath Sq. Ft. 4850.00:# Square Feet
      Single Family For Sale NEW ML# 3547047
      Welcome to 111 Grandview Lane. Hamptons style living on the tree lined neighborhood streets of The Pines in Smithtown. The home features 5 bedrooms and 5.5 bathrooms. The fully finished basement (not pictured) features a full kitchen, full bathroom, and laundry. The 4th floor of the home is partially finished and features an additional future full bathroom and additional space for a 6th bedroom or bonus room. The chef’s kitchen was renovated in 2023 with all new hardwood floors, ice maker, custom range hood, new sinks, new hardware, new wine cooler, and honed marble countertops. It features 4 ovens, 48 Thermador range, Wolf warming drawer, Miele dishwasher, and undercounter microwave. The hardwoods were refinished on the main level in 2023 and the entire main level and basement were repainted in 2023. The home features a Generac whole home automatic generator. There is a full home stereo system through the inside and outside with 8 zones that can be controlled wirelessly from anywhere. Gas fireplaces in the dining room and bonus room and a wood burning fireplace in the living area are all ready for the cold months. Radiant floor heating throughout the main two levels with 16 individual zones through the home. Buderus boiler and hot water system was upgraded to natural gas in 2022. Two 5-ton central A/C units keep you cool in the summer months. Inground saltwater pool, patio fireplace, and fire pit round out the perfect outdoor space on a flat shy acre lot. Low taxes! Under $15, 000 annually.
      Presented By: World Prop Intl Sea to Sky  631-961-4626
      Call Today: 631-406-4200, or  Email: Platinum Properties of L I LLC
    • Private waterfront setting directly on the Nissequogue River with Boat House, minutes from the center of town. Canoe/kayak launch, quiet, serene, wooded bird lover’s paradise, just shy of one acre. Split-level ranch with panoramic views from the house, and from the large new 2nd floor deck, perfect for entertaining. Expansive slate patio fronting the river on lower level runs the length of the house. Three bedrooms, kitchen, living and dining rooms are on upper entry level with 2-story wall of glass windows overlooking river. Huge Primary Bedroom has en-suite bath and 2 closets. Two additional bedrooms and another full bath on upper entry level. Large EIK w/tile center island, Oak Cabinets, built ins. Additional airy sun room with skylight off kitchen could be converted to maid’s quarters. Across from that room is spacious laundry room. New wood floors. IGS and security system. Generac provides immediate power backup. Lower level encompasses 35 ft long additional living room w/large windows overlooking the river, built in stereo and record player w/in-wall speakers, power outdoor vertical shutters and brick fireplace recently converted to gas. There is also another full bath and a large office on lower level which can convert to 4th bedroom, plus a playroom/craft room with built-in storage. Additional storage in basement area on same level. Extensive brick and slate work on entire property. The LIRR and supermarket are 2 minutes away by car. This is the first time this property has been on the market since it was built in 1961, and has been lovingly maintained by one owner. All of the land in sight across the river is a nature preserve and will never be built on so the view is of unobstructed panoramic woodland and wetlands. Your opportunity for riverfront living minutes from Main Street in Smithtown. 32
      28 Whitney Gate Smithtown, NY 11787
      $1,500,000
      4 Bedrooms 3 Full Baths
      Single Family For Sale ML# 3540466
      Private waterfront setting directly on the Nissequogue River with Boat House, minutes from the center of town. Canoe/kayak launch, quiet, serene, wooded bird lover’s paradise, just shy of one acre. Split-level ranch with panoramic views from the house, and from the large new 2nd floor deck, perfect for entertaining. Expansive slate patio fronting the river on lower level runs the length of the house. Three bedrooms, kitchen, living and dining rooms are on upper entry level with 2-story wall of glass windows overlooking river. Huge Primary Bedroom has en-suite bath and 2 closets. Two additional bedrooms and another full bath on upper entry level. Large EIK w/tile center island, Oak Cabinets, built ins. Additional airy sun room with skylight off kitchen could be converted to maid’s quarters. Across from that room is spacious laundry room. New wood floors. IGS and security system. Generac provides immediate power backup. Lower level encompasses 35 ft long additional living room w/large windows overlooking the river, built in stereo and record player w/in-wall speakers, power outdoor vertical shutters and brick fireplace recently converted to gas. There is also another full bath and a large office on lower level which can convert to 4th bedroom, plus a playroom/craft room with built-in storage. Additional storage in basement area on same level. Extensive brick and slate work on entire property. The LIRR and supermarket are 2 minutes away by car. This is the first time this property has been on the market since it was built in 1961, and has been lovingly maintained by one owner. All of the land in sight across the river is a nature preserve and will never be built on so the view is of unobstructed panoramic woodland and wetlands. Your opportunity for riverfront living minutes from Main Street in Smithtown.
      Presented By: Coldwell Banker American Homes  631-863-9800
      Call Today: 631-406-4200, or  Email: Platinum Properties of L I LLC
    • Welcome home to this Beautiful Colonial in the Prestigious Nissequogue Overlook Neighborhood! Step inside to a Grand Entry Foyer that leads to a Beautiful Chefs Kitchen with Custom-built Cabinetry, top of the line appliances, A Center Island & Breakfast Nook. On the main floor you will also find an Oversized Formal Dining Room, Formal Living Room, Family Room w/ Stone fireplace & Built in cabinetry(Lots of Natural Lighting), laundry room & powder room. Head upstairs to the Primary Ensuite & primary bath w/ radiant flooring! Down the hall you will find an additional full bath w/ radiant heat and 3 additional Spacious Bedrooms. The finished basement features a Large Rec RoomW Built in shelving, ample storage space & workshop/utility area. Step outside to your own Country Club yard with a Saltwater Mountain Lake Gunite Pool w/ waterfall(newly tiled & marble dusted) & an outdoor wet Bar with ample seating for entertaining! All of this and so much more situated on over 1-acre of Lush property (Very Private)! Additional Features include .... Hardwood Floors throughout, custom moldings, Camera security System, 2 Car side entry Garage, brand New 80-Gallon water heater, CAC-2 Zones, Oil-Heat 3-zones, Roof-30 Yr Architectural(2011), Vinyl-siding, Andersen Windows & All New Paver Patio, Walkways & Blue Stone Steps! An absolutely gorgeous home that will not last! 36
      27 Stony Hill Path Smithtown, NY 11787
      $1,399,000
      4 Bedrooms 2 Full Baths 1 Half Bath Sq. Ft. 4828.00:# Square Feet
      Single Family For Sale ML# 3540679
      Welcome home to this Beautiful Colonial in the Prestigious Nissequogue Overlook Neighborhood! Step inside to a Grand Entry Foyer that leads to a Beautiful Chefs Kitchen with Custom-built Cabinetry, top of the line appliances, A Center Island & Breakfast Nook. On the main floor you will also find an Oversized Formal Dining Room, Formal Living Room, Family Room w/ Stone fireplace & Built in cabinetry(Lots of Natural Lighting), laundry room & powder room. Head upstairs to the Primary Ensuite & primary bath w/ radiant flooring! Down the hall you will find an additional full bath w/ radiant heat and 3 additional Spacious Bedrooms. The finished basement features a Large Rec RoomW Built in shelving, ample storage space & workshop/utility area. Step outside to your own Country Club yard with a Saltwater Mountain Lake Gunite Pool w/ waterfall(newly tiled & marble dusted) & an outdoor wet Bar with ample seating for entertaining! All of this and so much more situated on over 1-acre of Lush property (Very Private)! Additional Features include .... Hardwood Floors throughout, custom moldings, Camera security System, 2 Car side entry Garage, brand New 80-Gallon water heater, CAC-2 Zones, Oil-Heat 3-zones, Roof-30 Yr Architectural(2011), Vinyl-siding, Andersen Windows & All New Paver Patio, Walkways & Blue Stone Steps! An absolutely gorgeous home that will not last!
      Presented By: Signature Premier Properties  631-360-2800
      Call Today: 631-406-4200, or  Email: Platinum Properties of L I LLC
    • HORSE PROPERTY!!! Immaculate Ranch in the Desirable Smithtown Pines. Fully Renovated Home on 1.16 acres. Approximately 900 feet from horse trails into Blydenburg Suffolk County Park. Five Stall Barn & Tack room with water/electricity-easy access to Stall Barn from the side driveway. Imagine the joy of having your horses’ just steps away from your home. A new Boiler and Oil tank installed in 2022. Upgraded in 2020 - Central Air Conditioning. Radiant Heat throughout the kitchen, family room, and master bedroom. Chef’s Gourmet Kitchen with Viking appliances. There is also a formal dining room for those special occasions. Open floor plan for entertaining. The property is meticulously maintained, inside and out with numerous upgrades, including a Waterford Wood Burning Stove. This home provides a perfect blend of functionality and charm. Close to shopping and easy access to highways and parkways. Do not miss out on making this exceptional home your new Home Sweet Home. 31
      19 Loft Rd Smithtown, NY 11787
      $1,089,000
      $999,000
      4 Bedrooms 2 Full Baths
      Single Family For Sale OPEN HOUSEPRICE REDUCED ML# 3533699
      HORSE PROPERTY!!! Immaculate Ranch in the Desirable Smithtown Pines. Fully Renovated Home on 1.16 acres. Approximately 900 feet from horse trails into Blydenburg Suffolk County Park. Five Stall Barn & Tack room with water/electricity-easy access to Stall Barn from the side driveway. Imagine the joy of having your horses’ just steps away from your home. A new Boiler and Oil tank installed in 2022. Upgraded in 2020 - Central Air Conditioning. Radiant Heat throughout the kitchen, family room, and master bedroom. Chef’s Gourmet Kitchen with Viking appliances. There is also a formal dining room for those special occasions. Open floor plan for entertaining. The property is meticulously maintained, inside and out with numerous upgrades, including a Waterford Wood Burning Stove. This home provides a perfect blend of functionality and charm. Close to shopping and easy access to highways and parkways. Do not miss out on making this exceptional home your new Home Sweet Home.
      Presented By: Howard Hanna Coach  631-567-8500
      Call Today: 631-406-4200, or  Email: Platinum Properties of L I LLC
      Upcoming Open House View Location
      04/28/2024 - 04/28/2024 1:00PM - 3:00PM
    • To Be Built- Welcome Home! Cedar Ridge At Keystone Terrace! Photos shown convey craftsmanship of prior home built-Builder will adjust pricing accordingly-Inviting Front Porch Welcomes You Into This Magnificent Home With Gracious Architectural Details.Offering Gleaming Hardwood Floors, Granite Kitchen Counter-Tops, Cabinets W/Dove-Tail Drawers & Soft-Touch Close. Craftsmanship & Luxury At It’s Finest! No Models Available To Show- Purchaser To Pay Customary Builders Fees. Prices Subject To Change-Will Update When Builder Is Ready To Start Proposed Construction. 16
      6 (Lot 4) Keystone Court Smithtown, NY 11787
      $999,000 - $1,199,000
      4 Bedrooms 2 Full Baths 1 Half Bath Sq. Ft. 2400.00:# Square Feet
      Single Family For Sale ML# 3191652
      To Be Built- Welcome Home! Cedar Ridge At Keystone Terrace! Photos shown convey craftsmanship of prior home built-Builder will adjust pricing accordingly-Inviting Front Porch Welcomes You Into This Magnificent Home With Gracious Architectural Details.Offering Gleaming Hardwood Floors, Granite Kitchen Counter-Tops, Cabinets W/Dove-Tail Drawers & Soft-Touch Close. Craftsmanship & Luxury At It’s Finest! No Models Available To Show- Purchaser To Pay Customary Builders Fees. Prices Subject To Change-Will Update When Builder Is Ready To Start Proposed Construction.
      Presented By: Douglas Elliman Real Estate  631-751-6000
      Call Today: 631-406-4200, or  Email: Platinum Properties of L I LLC
    • Impeccable Home To Be Built In This Serene Cul-De-Sac. Craftsmanship & Attention To Detail Are Evident In Every Touch. Granite, Wood Cabinets W/Dovetail Draws & Soft Touch Close, Cac, Beautiful Molding Package & More. (Photos Reflect Similar Homes Previously Built- There will Be No Front Porch On This Parcel) -No Models Available To Show- Purchaser To Pay Customary Builders Fees. Prices Subject To Change-Will Update When Builder Is Ready To Start Proposed Construction. 15
      2 Vistas Circle Smithtown, NY 11787
      $999,000 - $1,199,000
      4 Bedrooms 2 Full Baths 1 Half Bath Sq. Ft. 2600.00:# Square Feet
      Single Family For Sale ML# 3191645
      Impeccable Home To Be Built In This Serene Cul-De-Sac. Craftsmanship & Attention To Detail Are Evident In Every Touch. Granite, Wood Cabinets W/Dovetail Draws & Soft Touch Close, Cac, Beautiful Molding Package & More. (Photos Reflect Similar Homes Previously Built- There will Be No Front Porch On This Parcel) -No Models Available To Show- Purchaser To Pay Customary Builders Fees. Prices Subject To Change-Will Update When Builder Is Ready To Start Proposed Construction.
      Presented By: Douglas Elliman Real Estate  631-751-6000
      Call Today: 631-406-4200, or  Email: Platinum Properties of L I LLC
    • Welcome To Luxury Living In This Beautiful Gated Community. This Pristine Colonial Boasts Lrg Rooms, Hi Ceilings, Den W/ Gas Fireplace, Cherry Kitchen Cabinets W Granite, Anderson Windows, New Driveway, New Hardwood floors, New AC, New Hot Water Boiler, Alarm System And More! Off The Kitchen, Step Out Onto Your Paver Patio And Enjoy The View Of The Golf Course. You Will Love The Community Heated Pool, Tennis Court And Gym. *** HOA FEE $545 *** 29
      106 Redan Drive Smithtown, NY 11787
      $990,000
      4 Bedrooms 3 Full Baths
      Single Family For Sale ML# 3537257
      Welcome To Luxury Living In This Beautiful Gated Community. This Pristine Colonial Boasts Lrg Rooms, Hi Ceilings, Den W/ Gas Fireplace, Cherry Kitchen Cabinets W Granite, Anderson Windows, New Driveway, New Hardwood floors, New AC, New Hot Water Boiler, Alarm System And More! Off The Kitchen, Step Out Onto Your Paver Patio And Enjoy The View Of The Golf Course. You Will Love The Community Heated Pool, Tennis Court And Gym. *** HOA FEE $545 ***
      Presented By: East Coast REALTORS Inc  718-428-6888
      Call Today: 631-406-4200, or  Email: Platinum Properties of L I LLC
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