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Highland Lake, NY Homes for Sale

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  • /42

    $1,500,000

    • 3 Beds
    • 2.5 Baths
    • 2,552 Sq Ft

    43 Goldring Dr, Highland Lake, NY 12743

    Luxury Lakefront Living Meets the Best of the CatskillsExperience the ultimate waterfront lifestyle in this exceptional lakefront log home, beautifully situated on a pristine private motorboat lake and sand beach where boating, jet skiing, sailing, fishing, swimming, kayaking, and endless summer days await. Offering 2,556 square feet of impeccably maintained living space, this stunning home

    Dawn Payne Payne Team LLC

    43 Goldring Dr, Highland Lake, NY 12743
  • /3

    $39,000

    • Land
    • 3 Acres
    • $13,000 per Acre

    Lot 59.2 Lower Lumber Rd, Lumberland, NY 12737

    3 acre stream front property in the Black Forest Colony. The community offers 4 expansive private park areas comprising 1,100 acres. Club members enjoy exclusive access to the natural beauty of The Black Forest, featuring deep ravines, waterfalls, hiking trails, swimming holes, fishing spots, snowshoeing, and waterfront access to the Delaware River. Recently, members have formed a trail committee

    Dawn Payne Payne Team LLC

    Lot 59.2 Lower Lumber Rd, Lumberland, NY 12737
  • /48

    $899,000

    • 4 Beds
    • 3.5 Baths
    • 2,480 Sq Ft

    1122 County Route 31, Glen Spey, NY 12737

    Your Lakefront Zen Escape. This is the vibe — a dreamy log cabin surrounded by nature and total calm. 3 bedrooms, 2 baths, sunlight everywhere, and that cozy energy that just feels right. Outside? It’s pure magic. Total privacy, your own guest house, a 3-car garage for all your gear, and a covered porch made for morning coffee or golden-hour hangs. And the coolest part — there’s a tiny historic

    Dawn Payne Payne Team LLC

    1122 County Route 31, Glen Spey, NY 12737
  • /42

    $499,000

    • 3 Beds
    • 2 Baths
    • 1,632 Sq Ft

    16 Fairway Dr, Highland Lake, NY 12743

    Retro Lakefront Charm with Stunning Views – A Hidden Gem Just Two Hours from NYC. Step back into the classic charm of the 1960s with this inviting 3-bedroom, 2-bath lakefront home nestled in a beloved community where generations of families have made lasting memories. Located on a pristine glacier lake, this home offers year-round beauty and recreation—from kayaking and sailing to fishing and

    Dawn Payne Payne Team LLC

    16 Fairway Dr, Highland Lake, NY 12743
  • /2

    $29,000

    $4K PRICE DROP
    • Land
    • 34,412 Sq Ft
    • $36,709 per Acre

    0 Hartung Rd Unit H6242040, Highland, NY 12732

    Fantastic level lot. Minutes walk to Sand Beach. Close to lots of great local restaurants, Bethel Woods performing arts center and the Delaware river.

    Dawn Payne Payne Team LLC

    0 Hartung Rd Unit H6242040, Highland, NY 12732
  • /5

    $59,000

    • Land
    • 6.06 Acres
    • $9,736 per Acre

    Lot 45 Split Rock Dr, Highland, NY 12719

    Escape to total privacy on this peaceful 6.06-acre parcel in a desirable private community. Surrounded by nature, with pond views, this secluded lot offers the perfect setting for your dream getaway or year-round retreat. Tucked away in the heart of the Catskills, you’ll enjoy unmatched tranquility with easy access to local hiking, lakes, and charming towns. Build your vision where serenity meets

    Dawn Payne Payne Team LLC

    Lot 45 Split Rock Dr, Highland, NY 12719
  • /5

    $53,500

    $2K PRICE DROP
    • Land
    • 5.13 Acres
    • $10,429 per Acre

    00 Summit Dr, Yulan, NY 12792

    Love lakes and a lake community? Dreaming of building your own one of a kind home? Crave privacy on your terms? Beautiful level wooded 5 acre building lot in the gated community of Timber Lake Estates in Yulan, NY. Timber Lake Estates is a quiet community with access to a pristine non motor boat lake. Enjoy sunny days at the member beach which has: space for your kayak, an outdoor fire pit,

    Penni-Jo Buchal Callicoon Real Estate LLC

    00 Summit Dr, Yulan, NY 12792
  • /37

    $525,000

    • 1 Bed
    • 1.5 Baths
    • 1,134 Sq Ft

    46 Rowley Rd, Eldred, NY 12732

    Driving down a long, curved driveway and tucked among the trees, this Catskill Farms home from 2010 is a house built for quiet enjoyment, with outdoor spaces added to bring that point home. There is a through line of approach here, natural elements brought into the home to tighten its connection to its surroundings. The materials do a lot of the talking. Bluestone floors transition to wide-plank

    Erik Freeland Country House Realty Inc

    46 Rowley Rd, Eldred, NY 12732
  • /22

    $4,290,000

    • Land
    • 820 Acres
    • $5,232 per Acre

    Unlisted Address

    800+ ACRES | 60-ACRE PRIVATE LAKE | 90 MILES TO NYC Strategic Development Opportunity: 12-Parcel Assemblage in Eldred, NY for Investment groups and commercial developers. Rarely does an opportunity of this magnitude present itself within two hours of Manhattan. Spanning over 800 pristine acres in the Town of Eldred, this extraordinary 12-parcel assemblage offers a canvas of unparalleled scale and

    Dali Levy KW Hudson Valley United

    Unlisted Address
  • /31

    $199,000

    • 3 Beds
    • 2 Baths

    85 Delaware Trail, Glen Spey, NY 12737

    Attention Investors! Excellent rental income opportunity with lake rights to Mohican Lake, a 200 acre motorboat lake.This two-unit property offers immediate cash flow potential. The first unit is a well-maintained 2-bedroom mobile home with an office, 1 bath, and open layout. The second unit is a newer cottage with an attached one-car garage, updated kitchen and bath, open floor plan, and

    Kristen Payne Payne Team LLC

    85 Delaware Trail, Glen Spey, NY 12737
  • /7

    $180,000

    • Land
    • 6.29 Acres
    • $28,617 per Acre

    0 Split Rock Dr Unit KEY921280, Highland, NY 12719

    WATERFRONT!!!! Yes it is...with the views and sounds of the water and most of all serenity....Wooded, peaceful and awaiting you!! lots with mossy ground, sculptural boulders, and gentle contours create a magical setting for your future home site. Your house can sit perfectly tucked among the trees, offering a natural sense of utmost privacy. The subtle land contours are well suited for a walkout

    Debbie Jagel Cabins & Canoes Real Estate

    0 Split Rock Dr Unit KEY921280, Highland, NY 12719
  • /23

    $379,000

    • 3 Beds
    • 2 Baths
    • 1,384 Sq Ft

    171 Yulan Barryville Rd, Barryville, NY 12719

    Upstate dreams do exist. Imagine opening your patio doors and realizing your favorite room Is actually outside. You will fall in love every day with your woodsy backyard! The Silence! This contemporary chic ranch blends simplicity in the finishes and the added bonus of exciting indoor-outdoor living. The light filled interior features a skim-coated fireplace, a redesigned kitchen with a cozy

    Chris Somerville Cabins & Canoes Real Estate

    171 Yulan Barryville Rd, Barryville, NY 12719
  • /19

    $249,000

    • 3 Beds
    • 1 Bath
    • 1,008 Sq Ft

    5 Steges Rd, Eldred, NY 12732

    Cozy ranch home in Eldred, NY. Eldred is part of the Town of Highland and is situated near the Delaware River in the scenic Catskill Mountains region. This ranch offers the perfect canvas for your personal updates and creative vision. This home and serene setting with 3 bedrooms, a country eat in kitchen, living area and a full bath on one level for easy living. The property sits in a desirable,

    Dali Levy KW Hudson Valley United

    5 Steges Rd, Eldred, NY 12732
  • /10

    $39,900

    • Land
    • 2.82 Acres
    • $14,149 per Acre

    Lot 57.1 Barryville - Yulan Rd, Barryville, NY 12719

    Looking for a spot to build your dream home, look no further! This nice mostly level property is wooded with some open space. There is 288' of road frontage and the property is approximately 400' deep. Located close to the towns of Barryville and Yulan. Close to the Delaware River. Land is selling quickly, so schedule your appointment today! Additional Information: SoilType:Unknown,

    Brankica Curreri Eagle Valley Realty

    Lot 57.1 Barryville - Yulan Rd, Barryville, NY 12719
  • /36

    $529,000

    • 3 Beds
    • 2 Baths
    • 2,354 Sq Ft

    11 Fairway Dr, Highland Lake, NY 12743

    Welcome to Lake DeVenoge, a peaceful lake community tucked into the Town of Highland, where natural beauty, year-round comfort, and everyday convenience come together. Set on two mostly level, grassy acres, this inviting one-level home offers an easy indoor-outdoor lifestyle just moments from a well-maintained sandy beach with chairs, picnic tables, and umbrellas for relaxed summer days on the

    Dawn Payne PAYNE TEAM LLC

    11 Fairway Dr, Highland Lake, NY 12743
  • /34

    $249,000

    $30K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,020 Sq Ft

    140 Highland Lake Rd, Highland Lake, NY 12743

    Lake Rights to Highland Lake ! Extra lot included in sale. Cute home with two Bedrooms and two Full baths, nice sized living room, dining area, kitchen, good sized landing upstairs that could be used for office area, enclosed sun room, black topped driveway on a nice sized lot. ( home sits on 3/4 acre and extra lot on left of home is 1/3 acre, for a Total of 1.10 acres.) Quiet area. Lake access

    Lorraine Smith Century 21 Geba Realty

    140 Highland Lake Rd, Highland Lake, NY 12743
  • /47

    $1,120,000

    New Construction
    • 3 Beds
    • 3 Baths
    • 2,815 Sq Ft

    167 Timber Lake Dr, Eldred, NY 12732

    New Construction on 5+ Acres with Access to a Private 26-Acre Lake Summer camp, all grown up. A new construction release from Beyond the Black Box, Timber Lake is a contemporary residence inspired by the relaxed optimism of classic midcentury lake houses. The home balances modern architecture with natural materials, handcrafted details, and a warm, collected aesthetic that feels established from

    Erica Keberle Anatole House LLC

    167 Timber Lake Dr, Eldred, NY 12732
  • /18

    $194,000

    $5K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 792 Sq Ft

    148 Lakeview Drive Rd, Highland Lake, NY 12743

    CHARMING RANCH IN HIGHLAND LAKE, NY - Welcome to this affordable two bedroom/1 bath home that is all you need for your weekend getaway in the Sullivan Catskills. This can also be the perfect full-time home that's easy to maintain while keeping costs down. Five minutes down the road is a grocery store, Eldred Central School and restaurants, making this location extremely convenient. Approximately

    Caroline Akt Caroline Akt Realty LLC

    148 Lakeview Drive Rd, Highland Lake, NY 12743
  • /14

    $299,700

    $19K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,164 Sq Ft

    50 Park Rd, Yulan, NY 12792

    Discover the perfect blend of comfort, privacy, and natural beauty at 50 Park Road in Yulan. Set on just under an acre along the tranquil banks of Beaver Brook, this charming 3-bedroom, 2-bath home includes Lots 11, 12, and 13, offering a rare opportunity to own waterfront property with creek frontage—all outside the flood zone. Whether you're looking for a full-time residence, a weekend retreat,

    Nick Ralph Nestquest Direct LLC

    50 Park Rd, Yulan, NY 12792
  • /21

    $274,900

    • 4 Beds
    • 1 Bath
    • 2,160 Sq Ft

    13 Oneida Trail, Glen Spey, NY 12737

    Welcome to 13 Oneida Trail in Glen Spey, NY, a spacious four-bedroom home set on just over half an acre in a peaceful lake community. With generous living space, an eat-in kitchen, a large family room and a primary bedroom with its own enclosed porch, this home gives buyers room to live, work, gather, and grow. The layout offers flexibility for a wide range of buyers. First-time buyers can build

    Isaiah Lopez KW Hudson Valley United

    13 Oneida Trail, Glen Spey, NY 12737
  • /33

    $499,999

    • 3 Beds
    • 2 Baths
    • 1,560 Sq Ft

    60 Highland Lake Rd, Eldred, NY 12732

    Beautiful property offering a wonderful opportunity for homeowners, investors, or those seeking a peaceful retreat. This home features a spacious layout with endless potential to customize and make it your own. Conveniently located near local amenities, outdoor recreation, and major roadways. Property is being sold as is. Buyer is responsible for verifying all information, including taxes,

    Ron Martinez Listing Pro Realty Services

    60 Highland Lake Rd, Eldred, NY 12732
  • /17

    $19,999

    • Land
    • 20,037 Sq Ft
    • $43,476 per Acre

    0 Belair Rd Unit KEY1021309, Lumberland, NY 12737

    Great lot in Glen Spey, NY! Are you looking for the perfect Sullivan County property for your getaway? Then look no further! You cannot beat the location.This residential lot, located just off Forestburgh Rd is fully engineered. This parcel is perfect to build your new home or retreat. This property offers lake rights to Lake Mohaph for fishing, canoeing, kayaking or swimming. The property offers

    Patti Martell Payne Team LLC

    0 Belair Rd Unit KEY1021309, Lumberland, NY 12737
  • /17

    $550,000

    • 3 Beds
    • 2 Baths
    • 1,905 Sq Ft

    768 Forestburgh Rd, Glen Spey, NY 12737

    Nestled on 5 private acres in the sought-after Glen Spey area, 768 Forestburgh Road offers the perfect blend of tranquility and convenience. Surrounded by mature trees and natural beauty, this property provides a peaceful setting with plenty of space to enjoy the outdoors, entertain, or simply unwind in complete privacy. Its desirable location places you just minutes from the Upper Delaware

    Henry Raymond Thomas M David

    768 Forestburgh Rd, Glen Spey, NY 12737
  • /23

    $799,000

    $100K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,400 Sq Ft

    110 Eldred Yulan Rd, Eldred, NY 12732

    BEAUTIFUL HOME SET ON 11.5 ACRES IN ELDRED, NY THAT COMES WITH DEEDED LAKE RIGHTS TO THE PRIVATE MONTGOMERY LAKE AND A PARCEL ON BODINE LAKE - Welcome to this 4 bedroom 2 bath home that offers a cozy living room with a wood burning fireplace, a master bedroom/bath set privately on the main level and a charming kitchen/dining room with three large sliders overlooking this pretty property. Attached

    Caroline Akt Caroline Akt Realty LLC

    110 Eldred Yulan Rd, Eldred, NY 12732
  • /23

    $1,189,000

    • 11 Beds
    • 7 Baths
    • 4,762 Sq Ft

    238 Lakeview Drive Rd, Highland Lake, NY 12743

    Discover a rare, motorboat lakefront opportunity on 1.6 acres with over 175 feet of private shoreline, the perfect setting for a vacation retreat, or multi-home getaway. This unique property features three separate buildings offering a total of 8 self-contained living spaces, each with its own kitchen, making it ideal for guests, or multi-generational living. Previously enjoyed as a private

    Joseph LaBarbera KW Hudson Valley United

    238 Lakeview Drive Rd, Highland Lake, NY 12743
  • /26

    $395,000

    $25K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,008 Sq Ft

    30 Woods Rd, Yulan, NY 12792

    Tucked into 6.3 private wooded acres along a quiet country road, this thoughtfully updated two-bedroom one-bathroom turnkey home offers the privacy, tranquility, and natural beauty that define life in the Upper Delaware River Valley. Surrounded by mature pines, hardwoods, and native ferns, the property feels secluded from the world while remaining just minutes from Barryville and Eldred. Whether

    Myra Rappoport Payne Team LLC

    30 Woods Rd, Yulan, NY 12792
  • /13

    $425,000

    $160K PRICE DROP
    • 4 Beds
    • 1.5 Baths
    • 2,068 Sq Ft

    48 River Rd, Barryville, NY 12719

    Rare Offering: first time on the market in 40 years. Welcome to 48 River Road, a Delaware River-fronting historic home nestled along a charming and quiet road in Barryville, NY with a deeded riverfront beach. This beautifully maintained property offers a unique opportunity to connect with nature, featuring private access to the river, optimal for water activities or simply enjoying the serene

    Jeff Gardner Corcoran MH, LLC

    48 River Rd, Barryville, NY 12719
  • /18

    $425,000

    $24K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,680 Sq Ft

    36 Highland Lake Rd, Eldred, NY 12732

    2 Houses for the price of one! Recently renovated, these homes are perfect for living in one and renting out the other or use as a guest house when you have friends and family visit. Both have 2 bedrooms, 1 full bath, kitchen, dining room and living room. Plenty of natural lights. Walk up attic with lots of storage space. Circular driveway makes for easy parking and the 2 car garage is handy for

    Gibson Mc Kean Gibson E McKean Inc

    36 Highland Lake Rd, Eldred, NY 12732
  • /27

    $425,000

    $20K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 2,096 Sq Ft

    70 Okeechobee Rd, Glen Spey, NY 12737

    Unique ranch-style home set on over 6.5 picturesque acres in the heart of Glen Spey! This versatile property features two attached residences ideal for multi-generational living, rental income, or extended guests. The primary residence offers 3 bedrooms, 2 full baths, a spacious living room, country kitchen, and dining area with sliders leading to a large deck—perfect for entertaining and

    Joseph Rubeo KW Hudson Valley United

    70 Okeechobee Rd, Glen Spey, NY 12737
  • /38

    $319,000

    $50K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,664 Sq Ft

    114 Proctor Rd, Eldred, NY 12732

    FRESH NEW PRICE. YOUR OPPORTUNITY JUST GOT BETTER!! Welcome to this lovingly cared for 1920s farmhouse a place where memories have been made for generations and where timeless country charm welcomes you from the moment you arrive. Set on 2.20 picturesque acres in the heart of the Catskills, this immaculate home offers over 1,600 square feet of warm, inviting living space designed for comfort,

    Dawn Payne Payne Team LLC

    114 Proctor Rd, Eldred, NY 12732
  • /5

    $25,000

    • Land
    • 1.03 Acres
    • $24,272 per Acre

    0 Park Ln Unit KEY984771, Highland, NY 12792

    BUILDING LOT IN YULAN, NY - This is a cleared one acre parcel with the driveway and parking area installed. Electric is at the road and can easily be brought into the site. This little neighborhood is tucked away in the country with a ball field just down the road, makes this a special location for a new home. Approximately 2.5 hrs from NYC, makes this special property a very easy commute. Close

    Caroline Akt Caroline Akt Realty LLC

    0 Park Ln Unit KEY984771, Highland, NY 12792
  • /49

    $1,395,000

    • 3 Beds
    • 3.5 Baths
    • 4,000 Sq Ft

    300 Van Tuyl Rd, Barryville, NY 12719

    As if this storybook property couldn’t get any more enchanting, a newly created woodland trail now leads to the property’s serene brook—a hidden retreat where the gentle sound of flowing water and the surrounding forest create a truly magical escape. The wait is finally over.The one everyone has been watching... waiting for... talking about is officially complete and it exceeds every

    Dawn Payne Payne Team LLC

    300 Van Tuyl Rd, Barryville, NY 12719
  • /11

    $125,000

    • Land
    • 10,018 Sq Ft
    • $543,478 per Acre

    177 Mohican Trail, Lumberland, NY 12737

    Escape to your own lakefront paradise, privately tucked away in a peaceful cove on a sought-after motorboat lake. Just two hours from New York City, this waterfront retreat offers the perfect combination of relaxation, adventure, and convenience. Enjoy endless days of boating, swimming, kayaking, and making memories on the water. This property comes complete with a 2005 33-foot citation featuring

    Dawn Payne PAYNE TEAM LLC

    177 Mohican Trail, Lumberland, NY 12737
  • /48

    $529,000

    • 4 Beds
    • 3 Baths
    • 3,152 Sq Ft

    2 May Place, Glen Spey, NY 12737

    Lakefront Beautifully Maintained Brick Home with Pond! This charming brick home blends timeless character with modern comforts, set on a picturesque property with its own private pond. Inside, the main level features a spacious kitchen with granite countertops and stainless steel appliances, a living room, dining room, with wood stove, and four bedrooms with hardwood floors. Upstairs, a finished

    Dawn Payne Payne Team LLC

    2 May Place, Glen Spey, NY 12737
  • /3

    $39,000

    • Land
    • 2.14 Acres
    • $18,224 per Acre

    Lot 27 William St, Glen Spey, NY 12737

    Rare opportunity to purchase two adjacent lots together – Lot 27 William St and Lot 18 Baran Dr – totaling approximately 2.14 acres in the Town of Lumberland. Property is located in the RHD zoning district, which currently requires 3 acres minimum to build; therefore, a variance will be required in order to obtain a building permit. Zoning permits the construction of either a 1-family or 2-family

    Thomas Santore Coldwell Banker Realty

    Lot 27 William St, Glen Spey, NY 12737
  • /27

    $78,000

    • Land
    • 2.33 Acres
    • $33,476 per Acre

    Lot 34.25 Lakeview Drive Rd, Highland Lake, NY 12743

    Build your dream retreat with lake rights! Discover the perfect setting for your future home or weekend getaway on this beautiful 2.33+/- acre wooded lot. Tucked away in a peaceful setting, this property offers the best of both worlds-privacy surrounded by nature and deeded lake rights to two stunning lakes. Enjoy Highland Lake, where you can spend your days boating, fishing, and making memories

    Brankica Curreri Eagle Valley Realty

    Lot 34.25 Lakeview Drive Rd, Highland Lake, NY 12743
  • /41

    $2,700,000

    • 16 Beds
    • 10.5 Baths
    • 11,160 Sq Ft

    35 Washington Lake Rd, Eldred, NY 12732

    Rare lakefront compound on 6.07 private acres along Washington Lake offering an extraordinary combination of residential grandeur, income-generating infrastructure, and Catskills natural beauty — all within 90 minutes of the George Washington Bridge. This 16-room estate spans the main residence and a fully independent one-bedroom, one-bathroom guest cottage with its own kitchen, delivering

    Loretta Wolff NexLvl Real Estate Inc.

    35 Washington Lake Rd, Eldred, NY 12732
  • /21

    $224,999

    $25K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,248 Sq Ft

    1613 Forestburgh Rd, Glen Spey, NY 12737

    Split-Level Ranch with Expansion Potential in Glen Spey, Sullivan County, NY Welcome to 1613 Forestburgh Road — a 3-bedroom, 2-bathroom split-level ranch offering 1,248 square feet of comfortable living space in the scenic Hudson Valley community of Glen Spey, New York. Whether you're a first-time buyer, investor, or looking for a weekend retreat in Sullivan County, this property checks all the

    Vincent Reda Keller Williams Realty

    1613 Forestburgh Rd, Glen Spey, NY 12737
  • /21

    $99,000

    • 2 Beds
    • 1.5 Baths
    • 1,412 Sq Ft

    1131 County Route 31, Glen Spey, NY 12737

    CALLING ALL INVESTORS, HANDYMEN and First Time or Seasoned Homeowners!!! This is your Opportunity to be able to pick up a Fixer-Upper for a Great Price! The Owners have just installed a New Well Pump 5/25, new toilet, kitchen faucet and the Electric! This home is not move in ready yet and the is the main reason why the price is so low. To the trained eye and right investor, this project could

    Dennis Short Krumpfer Realty Group, LLC

    1131 County Route 31, Glen Spey, NY 12737
  • /8

    $250,000

    • Land
    • 19.92 Acres
    • $12,550 per Acre

    0 Loch Ada Rd Unit KEY945905, Glen Spey, NY 12737

    Nestled in nature amidst bucolic country roads and fern-lined forests your retreat site awaits. An assemblage of 3 parcels totaling 19.92 acres there's endless opportunity to bring your vision to life. Whether full time or part time, the area offers solace from the city and celebrates outdoor activities like rafting down the nearby Delaware River, fly fishing and hiking the trails less traveled.

    Lisa Mulcahy Ellis Sotheby's Intl Realty

    0 Loch Ada Rd Unit KEY945905, Glen Spey, NY 12737

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