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65 Birchbrook Drive, Smithtown
$765,000
3 Beds ⋅ 3 Baths ⋅ 945660 MLS
Discover this impeccably maintained 3-bedroom, 3-bathroom home offering a versatile layout designed for today’s lifestyle. With a formal living and dining room, a cozy den, and a private home office that can easily convert to a 4th bedroom, this home adapts to your every need. At the heart of the home lies the newly renovated kitchen, boasting custom cabinetry, modern finishes, and an open flow into the main living areas—ideal for both everyday living and effortless entertaining. Step outside to your backyard retreat overlooking the tranquil Northeast Branch Nissequogue River Preserve. Enjoy a sparkling above-ground pool, rejuvenating hot tub, and beautifully landscaped grounds—your own private sanctuary for relaxation and gatherings. Please note solar panels are leased and are easily transferable. Taxes are for Town of Smithtown and the Village of the Branch combined. Located just 4 minutes from the train station and minutes from Main Street, you’ll love the convenience of local shops, fine dining, and easy commuting—all while enjoying peaceful, resort-style living.

65 Birchbrook Drive, Smithtown

5 Platt Avenue, Smithtown
$765,000
4 Beds ⋅ 2 Baths ⋅ 918366 MLS
Welcome to 5 Platt Avenue - This spacious an versatile 4 Bedroom 2 Bath home perfectly located near the vibrant Main Street, shopping, restaurants, LIRR, parkways... Inside you will find, hardwood floors, soaring ceilings, skylights, fans, central air creating a bright and comfortable atmosphere. The kitchen is a delight with stainless steel appliances, granite counters, and ample cabinet space. Gas baseboard heating, laundry room garage and pull down attic stairs provide extra functionality and storage. The lower level which is ground level offers incredible flexibility with a side entry, full bath 4th bedroom, additional refrigerator, and cabinet storage - ideal for a home office, guest suite or extended living space. Enjoy the outdoors in your private fully fenced backyard, perfect for entertaining or relaxing, Shed for storage, patio pavers. Taxes are just under $12k this home combines space, comfort and convenience in one address. Don't miss the opportunity! Don’t miss the chance to make this Smithtown gem your own!

5 Platt Avenue, Smithtown

75 Summit Drive, Smithtown
$760,000
3 Beds ⋅ 3 Baths ⋅ 1002274 MLS
Welcome to this beautifully maintained expanded ranch nestled on a manicured 1/3 acre in Smithtown. This spacious and inviting home offers 3 bedrooms, 2.5 bathrooms, plus a versatile bonus room perfect for a possible 4th bedroom, home office, den, or guest space. Step into a stunning entry foyer with soaring cathedral ceilings that create an open and airy first impression. The home features a large eat-in kitchen with stainless steel appliances, perfect for everyday living and entertaining. Enjoy gatherings in the formal dining room and relax in the comfortable living room filled with natural light. Convenience meets functionality with main-level laundry and a huge full basement offering endless possibilities for storage, recreation, gym space, or future finishing. Outside, the beautifully landscaped property continues with a fully PVC-fenced backyard and paver patio, ideal for entertaining, outdoor dining, or simply enjoying peaceful evenings at home. Located in Smithtown, this home offers space, flexibility, and charm both inside and out. One car gargage and large oversized driveway with plenty of parking. A wonderful opportunity you won’t want to miss.

75 Summit Drive, Smithtown

16 E Hill Drive, Smithtown
$759,000
3 Beds ⋅ 2 Baths ⋅ 936299 MLS
Welcome to 16 East Hill Drive, a beautifully maintained turn-key ranch, set on a prime corner lot in one of Smithtown’s most sought-after neighborhoods. This light-filled home offers effortless single-level living and an expansive fenced in backyard with an in-ground pool, designed for year-round enjoyment. Step inside to a warm and inviting open concept living room anchored by a decorative fireplace and highlighted by rich hardwood floors, recessed lighting, crown molding, and oversized windows that frame the tree-lined street. The adjoining formal dining room easily accommodates large gatherings, with seating for up to 10, and flows seamlessly into the kitchen and Great Room. The windowed eat-in kitchen offers abundant cabinet storage, stainless steel appliances and a charming breakfast nook with large picture windows overlooking the changing seasons outside. The king-size primary bedroom suite is truly impressive and is bright and oversized with two floor-to-ceiling windows, generous closet space, and an en-suite primary bathroom, complete with a large walk-in shower, with built-in seating. Also on the main level are two queen-sized bedrooms, each with two windows and large closets, and a second three piece, windowed bathroom with soaking tub. On the lower level you'll find a fully finished open-concept recreation space, currently configured as a windowed second Great Room with a home gym. Additionally there is a windowed home office area and a bonus kitchenette, with a window and built-in sink. Enjoy a fully fenced, beautifully manicured backyard featuring a spacious paver patio ideal for outdoor dining, lounging, and entertaining beneath the stylish pergola. The open lawn and mature, sprinkler-fed landscaping create a serene and private setting on this oversized lot. A garden shed, dedicated grill area, and gated separation from the driveway add convenience and enhanced safety for pets and play. his home is complete with solar panels, offering exceptionally low monthly carrying costs that cover all of your electric needs, including the pool and central air conditioning.

16 E Hill Drive, Smithtown

300 Pond View Lane, Smithtown
$755,000
3 Beds ⋅ 3 Baths ⋅ 1028158 MLS
Welcome to Hidden Ponds, a beautiful gated community in the heart of Smithtown. This end-unit townhouse offers the perfect combination of comfort, style, and convenience with 3 spacious bedrooms, 2.5 bathrooms, and natural gas heating and cooking. The welcoming open-concept main level features a beautifully renovated eat-in kitchen with stainless steel appliances, a massive center island, abundant pantry storage, and seamless flow into the living and dining areas. Hardwood flooring extends throughout the first floor, which also includes a laundry room, powder room, and attached garage. Sliding glass doors lead to a private composite deck overlooking the peaceful greenbelt path, while established flower gardens add charm and privacy. The Upstairs, the expansive primary suite offers a private ensuite bathroom, two walk-in closets, and a versatile office or flex space. Two additional generously sized bedrooms, a full bathroom, and soaring vaulted ceilings complete the second level. Residents of Hidden Ponds enjoy exceptional amenities, including a clubhouse with a kitchen, movie/card room, fitness center, outdoor pool, tennis and pickleball courts, basketball court, bocce ball, playground, mailroom, extended driveway, and ample guest parking. Experience the perfect blend of comfort, convenience, and resort-style living in one of Smithtown’s most desirable gated communities.

300 Pond View Lane, Smithtown

23 Stone Gate Court, Smithtown
$755,000
3 Beds ⋅ 3 Baths ⋅ 1012569 MLS
Nestled on a quiet cul-de-sac in the heart of Smithtown, this hidden gem is surrounded by a beautiful wooded backdrop, offering exceptional privacy, comfort, and convenience. This spacious end-unit townhome features 3 bedrooms, 2.5 baths, an open-concept layout, and a full basement, providing ample living and storage space. The home also offers a large eat-in kitchen complete with stainless steel appliances, a formal dining room, and an inviting living room ideal for entertaining. Upstairs, the expansive primary suite showcases vaulted ceilings, a private ensuite bath, and a custom walk-in closet. Step outside to enjoy your private backyard with an expanded deck, perfect for outdoor living and relaxation. Conveniently located near guest parking, shopping, dining, parks, and the Long Island Rail Road.

23 Stone Gate Court, Smithtown

25 Estate Road, Smithtown
$755,000
4 Beds ⋅ 2 Baths ⋅ 927920 MLS
Welcome to this 4-bedroom, 2-bath split-level high ranch set on a quarter-acre lot in Smithtown. With vaulted ceilings, skylights, and south-facing exposure, natural light fills the home from morning to evening. The entry opens to a large living room with bay window, connecting seamlessly to a spacious dining area and updated eat-in kitchen that features recessed lighting and sliding doors to a raised deck - perfect for indoor-outdoor entertaining! Upstairs offers three well-sized bedrooms with exposed hardwood floors and a Jack-and-Jill full bath shared by the primary bedroom and hallway. The lower level includes ground-level backyard access, a second living space or den, plus an additional bedroom and bath. The finished basement adds even more versatility with a recreation area and separate utility/storage room. The expansive backyard and multi-car driveway complete this bright, inviting home that’s been thoughtfully updated and ready for your finishing touches.

25 Estate Road, Smithtown

39 Tanglewood Drive, Smithtown
$751,000
3 Beds ⋅ 2 Baths ⋅ 1012925 MLS
Welcome to this beautifully renovated 3-bedroom, 1.5-bath ranch nestled in Smithtown and located within the Hauppauge School District. This move-in-ready home features an open-concept layout and was extensively updated in 2024. The stunning new kitchen is equipped with JennAir appliances and a Frigidaire Professional refrigerator, while Anderson windows provide abundant natural light throughout. A versatile bonus room offers endless possibilities. Additional updates include gas conversion, dual heating options, natural gas heat, and an energy-efficient heat pump system. A new roof with solar panels, and a partially finished basement that provides additional living, recreation, or storage space. The cesspool is approximately 5 years young. Conveniently located near shopping, restaurants, parks, transportation, and all that Smithtown has to offer, this home combines modern updates, energy efficiency, and everyday convenience in one exceptional package. Don’t miss the opportunity to make this turnkey home your own. Low Taxes!!! With star exemption: $10,567

39 Tanglewood Drive, Smithtown

42 Summit Drive, Smithtown
$750,000
3 Beds ⋅ 2 Baths ⋅ 1010094 MLS
Welcome home to this beautifully maintained ranch nestled on picturesque, park-like grounds in the highly sought-after Smithtown School District! Offering 3 bedrooms and 2 full baths, this home is currently configured as a spacious 2-bedroom, with the third bedroom being used as a dining room. It can easily be converted back to a third bedroom to suit your needs. The inviting living room features a warm wood burning fireplace, creating the perfect gathering space, while hardwood floors are tucked beneath the carpeting, ready to be revealed. Enjoy year-round comfort with central air conditioning. Updated windows and roof. The full finished basement offers an abundance of additional living space, ideal for a family room, home office, gym, recreation room, or guest area. A one-car garage w/ OSE provides added convenience and storage. Step outside to your own private oasis featuring beautifully landscaped, park-like grounds with IGS and a spacious deck overlooking the serene backyard perfect for entertaining, relaxing, or enjoying your morning coffee in a peaceful setting. Conveniently located near shopping, restaurants, parks, and major roadways, this home offers comfort, flexibility, and an exceptional lifestyle in the desirable Smithtown School District. Don’t miss this wonderful opportunity!

42 Summit Drive, Smithtown

52 Brilner Drive, Smithtown
$750,000
4 Beds ⋅ 2 Baths ⋅ 1010120 MLS
Welcome to 52 Brilner Drive in Smithtown, an Updated Expanded Cape, W/ 4 Bedrooms & 2 Full Bathrooms, located in the Highly Desirable Neighborhood Within the Smithtown School District. Ideally situated on a quiet dead-end street backing up to a Nature Preserve, this home offers exceptional privacy and tranquility. The Oversized Primary Bedroom on the First Floor features a spacious Primary Bathroom w/a Great STEAM SHOWER & His & Hers Closets, providing the convenience and comfort of main-level living. This home features a beautifully designed Front Porch w/ Blue Stone Flooring, perfect for a cozy sitting area, & a welcoming Entry Foyer w/ Vaulted Ceilings and a Skylight that fills the home with natural light. The spacious Living Room & Dining Room flow seamlessly into the Extended Eat-in Kitchen, featuring Stainless Steel Appliances, Corian Countertops, a Large Farm Sink, and ample cabinetry, w/ Andersen Sliding Glass Doors leading to a Large TimberTech Deck and a Fully Fenced Backyard. Additional highlights include: Brand New Driveway, New Boiler & Hot Water Heater ( Recently Converted from Oil to Gas), New Siding, Professionally Landscaped, In-ground sprinkler system, Newer Roof, 200 AMP Electric Service, Andersen Windows & Door, Oak Hardwood Floors Recently Refinished. The Second Floor offers two additional Bedrooms. The Full-Size Basement, Partially Finished W/ Outside Entrance. This is the one you’ve been waiting for: stylish, updated, and perfectly located! In a Prime Location Close to Great Shopping, Restaurants, Private Beaches, LIRR, Parks, Highways, Hospitals! A wonderful opportunity to own a beautiful home in desirable Smithtown!

52 Brilner Drive, Smithtown

188 Pond View Lane, Smithtown
$750,000
2 Beds ⋅ 3 Baths ⋅ 1001759 MLS
Welcome to 188 Pond View Lane, a beautifully updated 2 bedroom, 2.5 bathroom townhouse located in the Hidden Ponds community in Smithtown. Tucked within this private and well maintained townhouse community, this home offers an open and airy layout with soaring ceilings, abundant natural light, and stylish updates throughout. Enter into a spacious main level featuring updated flooring, recessed lighting, and a dramatic living room with vaulted ceilings and a stunning stone electric fireplace that serves as the centerpiece of the home. Oversized sliding glass doors with built in micro blinds lead to the expansive rear deck, creating seamless indoor and outdoor living. The renovated kitchen was redesigned approximately 8 years ago and showcases custom cabinetry, updated countertops, stainless steel appliances, tiled backsplash, under cabinet lighting, and a bright breakfast area. The formal dining area overlooks the main living space, making the layout ideal for entertaining. A beautifully updated powder room completes the first floor. The second level offers generously sized bedrooms, including a spacious primary suite with oversized closets and a large ensuite bathroom featuring double sinks, soaking tub, skylight, and separate shower. Additional updated bathrooms provide modern finishes and functionality throughout the home. Additional improvements include upgraded 200 amp electric service, replaced outlets and switches, Tristate windows approximately 8 years old, rear lower windows and slider with built in micro blinds, attic fan approximately 4 years old, central air conditioning approximately 12 years old, washer and dryer approximately 6 years old, rear roof and skylights approximately 2 years old, rear deck approximately 8 years old, and front patio and driveway approximately 7 years old. Enjoy the Hidden Ponds lifestyle with beautifully maintained grounds and community amenities that may include clubhouse, pool, tennis courts, and recreational areas. HOA dues are $381 per month. Taxes are $12,561. Conveniently located near shopping, dining, parks, and transportation.

188 Pond View Lane, Smithtown

2 Oak Street, Smithtown
$750,000
2 Beds ⋅ 1 Baths ⋅ 956479 MLS
Move right into this beautifully updated home featuring stunning hardwood floors throughout. The sun-filled eat-in kitchen offers shaker cabinetry, granite countertops, and stainless-steel appliances (2019), with ample space for both everyday dining and entertaining. The home includes two comfortable bedrooms and one full bath, complemented by recessed lighting and custom moldings that add style and charm throughout. Additional upgrades include central air conditioning, a 275-gallon oil tank, separate hot water heater and new garage doors and windows. Outside, enjoy a private patio, a detached two-car garage with a bonus storage room, and the convenience of two blacktop driveways—ideal for ample parking and storage. Enjoy a large, private yard perfect for entertaining with endless possibilities. A true turnkey property—just unpack and enjoy.

2 Oak Street, Smithtown

15 Penn Drive, Smithtown
$750,000
3 Beds ⋅ 2 Baths ⋅ 940956 MLS
Welcome to this beautifully maintained mid-century modern 3 bedroom 2 bath ranch in the heart of all that Smithtown/Saint James has to offer! Located in the desirable “College Section” this charming single level home features a classic front facing gable design, an inviting oversized carport, and immaculate landscaping that truly enhances its curb appeal! Beautiful park like yard, entertainers delight! cool off in your semi in ground pool and warm up around the fire pit for the cold winter months! Unique qualities include a reverse osmosis system in the kitchen, whole house carbon system, salt water pool and Tesla solar panels! Need a little extra room? This listing has that covered with plenty of extra living space in the basement perfect living quarters for mom and friends! Make an offer and settle into this home for the holidays! THIS WILL NOT LAST!

15 Penn Drive, Smithtown

7 Monitor Road, Smithtown
$745,000
3 Beds ⋅ 3 Baths ⋅ 977143 MLS
Welcome to Willow Wood Townhouses — Where Luxury Meets Effortless Living. Perfectly positioned within the highly sought-after Willow Wood community, this fully renovated Cedar Wood model offers a seamless blend of modern elegance and refined comfort. Thoughtfully redesigned between 2019–2022, this turn-key residence delivers a true “move right in” experience. A sun-drenched, dramatic two-story foyer sets the tone, leading into a beautifully appointed custom eat-in kitchen featuring premium stainless-steel appliances inc. a new refrigerator, quartz countertops, and a chef-caliber gas range—ideal for both everyday living and elevated entertaining. The open-concept layout flows effortlessly into an expansive living room anchored by a striking floor-to-ceiling stone gas fireplace, complemented by a sophisticated formal dining area—perfect for hosting with style. Upstairs, the serene primary suite offers a private retreat complete with a spacious walk-in closet, additional custom storage, and a newly designed spa-inspired bath with dual vanities. Two additional bedrooms, a beautifully renovated full bath, and a convenient second-floor laundry complete this level. Additional highlights include a one-car attached garage, central air, natural gas, and meticulously landscaped grounds with a private trex deck—ideal for outdoor relaxation. Residents of Willow Wood enjoy exclusive access to resort-style amenities including a clubhouse, pool, and fitness center. Monthly common charges of $500 include water, cable, and maintenance, ensuring a truly effortless lifestyle. Located within the acclaimed Smithtown School District, this exceptional home offers the perfect combination of luxury, convenience, and community. Serious Buyers Only. Sellers Request POF/Current Mortgage Pre-Approval.

7 Monitor Road, Smithtown

12 Sandalwood Drive, Smithtown
$740,000
3 Beds ⋅ 2 Baths ⋅ 1011658 MLS
Welcome to this beautifully renovated ranch that offers the perfect blend of comfort, style, and convenience. Featuring 3 bedrooms and 2 full bathrooms, this move-in-ready home showcases gleaming hardwood floors, an updated interior, and an inviting layout designed for everyday living and entertaining. The fully finished basement provides valuable additional living space, ideal for a family room, home office, gym, or guest area. Step outside to your private backyard oasis, complete with a pool, perfect for relaxing summer days and hosting gatherings with family and friends. Conveniently located near Smithtown's beautiful parks, beaches, shopping, dining, and major transportation routes, this home offers the lifestyle you've been looking for in one of Long Island's most desirable communities. A rare opportunity to make this move-in-ready Smithtown gem your own.

12 Sandalwood Drive, Smithtown

12 Stone Gate Court, Smithtown
$740,000
3 Beds ⋅ 3 Baths ⋅ 972421 MLS
The Regency | Smithtown End-Unit Townhouse with Exceptional Space & Privacy Positioned in a prime location within The Regency, this end-unit townhouse offers added privacy, natural light, and a desirable multi-level layout designed for both everyday comfort and entertaining. This residence features so much space and versatility with it’s functional floor plan. The main living area flows effortlessly into the dining space and eat in kitchen for entertaining. The separate den creates a cozy setting highlighted by a striking stone gas fireplace and a full bath, laundry and access to the 2 car garage. The primary suite offers a private retreat with a walk-in closet and its own full bath and sitting room which can also serve as the third bedroom with a few modifications. Additional bedroom on third floor which provides flexibility for guests with it’s own private bath. Outdoor enjoyment is easy with a private patio and deck—ideal for relaxing or hosting. The finished basement adds valuable bonus space for recreation, storage, or a home gym. Additional highlights include: End-unit location with added privacy Private entrance Two-car garage Low-maintenance lifestyle Central Vacuum Conveniently located near Smithtown’s shops, restaurants, and LIRR, this home offers the perfect balance of accessibility and comfort.

12 Stone Gate Court, Smithtown

7 Gedney Avenue, Smithtown
$735,000
3 Beds ⋅ 1 Baths ⋅ 978028 MLS
Welcome to 7 Gedney Avenue, a beautifully updated 3/1 ranch in the highly sought-after Smithtown School District, perfectly situated on a meticulously landscaped .23-acre property and tucked away on a quiet, tree-lined street! Step into a sun-drenched living room featuring recently refinished hardwood floors, recessed lighting, and an abundance of natural light, creating a warm and inviting space to relax or entertain. The kitchen was thoughtfully updated in 2021, complete with elegant cabinetry topped with crown molding, quartz countertops, tile backsplash, under-cabinet lighting, and seamless flow into the dining area. A custom coffee bar and additional cabinetry elevate both function and style! The full bathroom is beautifully finished with detailed tile work and abundant storage, while all three bedrooms offer comfortable living with great natural light. Downstairs, the full basement is complete with an OSE, additional living space, storage space, and utilities. Step outside to your private backyard oasis, an entertainer’s dream! Enjoy summer nights on the expansive 3-tier deck complete with a remote roll-out awning, outdoor speakers, and a yard full of beautiful perennials. The fully fenced yard features PVC fencing, a brick patio with firepit, in-ground sprinklers for easy maintenance, and a storage shed for added convenience. Major updates offer peace of mind, including a Peerless boiler (2020), new cesspool (2023), new roof (2023), ductless unit (2025), updated windows, 100 amp electric panel with subpanel, and a new oil tank. A 1-car garage and a full attic provide additional storage options! All with taxes of just $9906.68 before STAR! This is the one you’ve been waiting for - stylish, updated, and perfectly located. Just unpack and start enjoying everything this home has to offer!

7 Gedney Avenue, Smithtown

240 Pond View Lane, Smithtown
$735,000
2 Beds ⋅ 3 Baths ⋅ 974815 MLS
Beautifully upgraded and meticulously maintained 2-bedroom, 2.5-bath duplex in the gated community of Hidden Ponds, located in Smithtown School District. Featuring a 1-car garage and a private driveway, this home impresses from the moment you arrive. The main level showcases elegant wood flooring, custom molding throughout, and a spacious living room/dining room combination highlighted by a stunning stone fireplace. Sliding glass doors lead to a private deck with an expansive grassy area behind the unit—perfect for relaxing or entertaining. The white kitchen is a standout, complete with a subway tile backsplash, gorgeous gray and white tile flooring, pantry storage, and thoughtful finishes throughout. A convenient mudroom/laundry room with built-in cabinetry and a first-floor powder room add to the home’s functionality. Upstairs, you’ll find two generously sized bedrooms, each with its own private full bathroom, including a massive primary suite featuring a beautifully updated bath. California Closets and abundant storage throughout provide exceptional organization. Enjoy resort-style living with gated entry and top-tier amenities including a clubhouse, gym, dog run, kids pool, pool, tennis and pickleball courts, playground, shuffle and bocce. This is the one you’ve been waiting for: pristine, stylish, spacious, and is move-in-ready condition and truly turnkey. Smithtown School District

240 Pond View Lane, Smithtown

15 Mobrey Lane, Smithtown
$735,000
3 Beds ⋅ 2 Baths ⋅ 936521 MLS
Picture Perfect Ranch in Smithtown Pines - Welcome to 15 Mobrey Lane! This property is a little over 3/4 of an acre with property that goes beyond the backyard fence. Gleaming hardwood floors are seen throughout this expansive 3 bedroom ranch style home. Large primary bedroom has its own half bathroom and laundry with another door leading to the main house for the ultimate convenience. Formal living room contains floor to ceiling built-in shelving adding accomodating storage and character to this space. Formal dining room is one step up from there flowing nicely into the kitchen and den areas. Kitchen has ample cabinetry and granite counters with a semi-circular casual dining area with lots of natural lighting from the surrounding windows. The cozy den contains a wood-burning fireplace with a door leading to the attached garage. The outside entrance to backyard is perfectly situated near the access to the full unfinished basement for all your recreational needs. Finally the extensive driveway can fit multiple cars.

15 Mobrey Lane, Smithtown

25 Rogers Lane, Smithtown
$730,000
4 Beds ⋅ 1 Baths ⋅ 958791 MLS
This 4-bedroom, 1-bath ranch in Smithtown offers a solid foundation and a great opportunity to create a home tailored to your vision. Situated on a .26-acre fully fenced lot, the property features hardwood floors throughout, a rear deck, and a layout that has been well maintained by the original owners. The home is ready for renovation and updates, making it an ideal option for buyers looking to customize and add value while benefiting from its strong structure and classic ranch design. Conveniently located approximately 2.5 miles from Caleb Smith State Park, the property offers easy access to outdoor recreation, local amenities, and major roadways. A rare chance to reimagine a well-built home in a desirable Smithtown location.

25 Rogers Lane, Smithtown

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

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