Newest Homes for Sale in Highland, NY

• 

  

  

  /32

  $650,000

  Open Sun 11AM - 1PM

  • 3 Beds
  • 2 Baths
  • 1,609 Sq Ft

  321 Orchard Rd, Highland, NY 12528

  Set back on nearly two acres, this architecturally inspired ranch captures the best of mid-century design with a dramatic wall of windows, soaring beamed ceilings, a floor-to-ceiling stone fireplace, and seamless indoor-outdoor living centered around a large in-ground pool. Natural light pours through the expansive windows, giving the main living space an open, airy feel while framing peaceful

  

  Craig Smith

  Compass Greater NY, LLC

  321 Orchard Rd, Highland, NY 12528
• 

  

  

  /46

  $439,000

  • 3 Beds
  • 2 Baths
  • 1,382 Sq Ft

  26 Reservoir Rd, Highland, NY 12528

  Nestled in an idyllic neighborhood and offering an ideal commuter location, this beautifully maintained ranch style home combines comfort, space, and convenience.Step inside to a bright and airy living room featuring a large bay window and a cozy wood-burning fireplace. The primary suite includes its own private bathroom, creating a relaxing retreat.An oversized 200-square-foot,

  Simone Edwards Edwards Properties

  26 Reservoir Rd, Highland, NY 12528
• 

  

  

  /23

  $530,900

  • 3 Beds
  • 3 Baths
  • 2,050 Sq Ft

  452 Vineyard Ave, Highland, NY 12528

  This home is completely remodeled. New roof, new siding new windows new Insulation all new electrical all new plumbing. All new flooring throughout the home. Brand new kitchen with quartz countertops, completely remodeled bathrooms. Brand new central air unit brand new furnace ,brand new hot water heater. This Home is just minutes away from the mid Hudson Bridge and the Minnewaska mountains.

  Derek Greene Greene Realty Group

  452 Vineyard Ave, Highland, NY 12528
• 

  

  

  /50

  $540,000

  Open Sun 11AM - 1PM $10K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,696 Sq Ft

  14 Blossom Grove Ct, Highland, NY 12528

  Welcome home to this warm and welcoming raised ranch home in the Wallkill school district! Located on a picturesque 1.2 acre corner lot on a beautiful cul-de-sac in the Town of Plattekill. This lovingly maintained home features 3 bedrooms and 3 full bathrooms, with a spacious and versatile layout that was designed for comfortable living. Be sure to check out the oversized pantry at the bottom of

  Gary MacEntee Keller Williams Realty

  14 Blossom Grove Ct, Highland, NY 12528
• 

  

  

  /31

  $499,000

  • 2 Beds
  • 2 Baths
  • 1,352 Sq Ft

  517 Crescent Ave, Highland, NY 12528

  Welcome to easy, one-level living in this beautifully maintained ranch home, built in 2020 and set on 1.2 peaceful acres. Offering 2 bedrooms, 2 full bathrooms, and a dedicated home office, this property combines modern comfort with the tranquility of country living. Start your mornings on the inviting front porch, the perfect spot to enjoy a cup of coffee while taking in the serene surroundings.

  Anthony DeGelormo Century 21 Alliance Rlty Group

  517 Crescent Ave, Highland, NY 12528
• 

  

  /38

  $825,000

  • 4 Beds
  • 2.5 Baths
  • 2,420 Sq Ft

  39 Loughran Ln, Highland, NY 12528

  Tucked away on 4.5 private acres along a quiet country road, this beautifully maintained ranch home offers the ease of single-level living surrounded by nature, gardens, and mature woodlands. Designed to maximize natural light, the home welcomes you with an airy, open floor plan, expansive windows, skylights, and warm hardwood floors throughout much of the living space. At the heart of the home

  Siobhan Fahy eXp Realty

  39 Loughran Ln, Highland, NY 12528
• 

  

  /43

  $995,000

  • 2 Beds
  • 2 Baths
  • 1,575 Sq Ft

  83 Cotter Rd, Highland, NY 12528

  Tucked away at the end of a 1,700+ foot private driveway, this one-of-a-kind custom-built retreat offers the peace, privacy, and natural beauty you’ve been searching for. Situated on an incredible 63-acre parcel in the Town of Plattekill (Wallkill School District), this property is a rare opportunity for outdoor enthusiasts, hunters, weekend escape seekers, or anyone looking to enjoy a secluded

  Gary MacEntee Keller Williams Realty

  83 Cotter Rd, Highland, NY 12528
• 

  

  /45

  $575,000

  • 4 Beds
  • 3 Baths
  • 2,224 Sq Ft

  9 Roxanne Blvd, Highland, NY 12528

  Welcome to this beautifully maintained split-level home, offering the perfect blend of comfort, functionality, and style. Featuring 4 spacious bedrooms and 3 full bathrooms, plus an additional flex room on the lower level that can serve as a 5th bedroom, home office, or recreation space, this home provides room for everyone.Freshly painted and situated on a quiet dead-end street in one of the

  Simone Edwards Edwards Properties

  9 Roxanne Blvd, Highland, NY 12528
• 

  

  /28

  $625,000

  • 4 Beds
  • 3.5 Baths
  • 3,348 Sq Ft

  138 Half Moon Rd, Highland, NY 12528

  Welcome to 138 Half Moon Drive! Tucked away at the end of a long private driveway, this beautiful center hall Colonial is set on 8 acres of wooded privacy, offering space, comfort, and seclusion. This updated 4-bedroom home features 9-foot ceilings throughout the main level, a spacious kitchen, a warm and inviting family room with a fireplace, formal dining room, and a large great room that's

  Naomi Streicher Q Home Sales

  138 Half Moon Rd, Highland, NY 12528
• 

  

  /24

  $225,000

  • 2 Beds
  • 1 Bath
  • 964 Sq Ft

  33 Mile Hill Rd, Highland, NY 12528

  Welcome to 33 Mile Hill Road in the Town of Lloyd! Conveniently located just minutes from the Hudson Valley Rail Trail, local parks, shopping, restaurants, and major commuter routes, this property offers an excellent opportunity to create the home you’ve always envisioned. Whether you’re a first-time homebuyer looking to build equity, an investor seeking your next project, or someone searching

  Martin Krakower eXp Realty

  33 Mile Hill Rd, Highland, NY 12528
• 

  

  /27

  $450,000

  • 3 Beds
  • 1.5 Baths
  • 1,092 Sq Ft

  11 Sharon Dr, Highland, NY 12528

  Welcome to 11 Sharon Drive, a beautifully maintained 3-bedroom, 1.5-bath home in the highly sought-after Heritage Estates neighborhood of Highland. Ideally located just minutes from schools, shopping, dining, major commuter routes, and approximately 5 miles from the train station, this home offers the perfect blend of comfort, convenience, and lifestyle.The spacious open-concept layout is

  Neeta Gupta Redfin Real Estate

  11 Sharon Dr, Highland, NY 12528
• 

  

  /16

  $200,000

  • Land
  • 3.13 Acres
  • $63,837 per Acre

  TBD Loughran Ln, Highland, NY 12528

  Build your dream home in one of the Hudson Valley's most peaceful and scenic settings. This 3-acre parcel is Board of Health for a 4-bedroom residence and offers a rare combination of privacy, natural beauty, and convenience. Surrounded by mature trees and rolling mountain views, the property features a gently cleared building area nestled within a picturesque woodland landscape. Located on a

  Siobhan Fahy eXp Realty

  TBD Loughran Ln, Highland, NY 12528
• 

  

  /18

  $165,000

  • 3 Beds
  • 1 Bath
  • 928 Sq Ft

  41 Grand St, Highland, NY 12528

  Opportunity Knocks Bring Your Vision! This charming circa 1800 Cape style home (928 sq ft) is ready for its next chapter. Sitting on a level lot with mature trees and a classic covered front porch, this property offers solid bones and endless potential for the right buyer. Whether you're an investor looking for your next project, a first-time buyer ready to build equity, or a handy homeowner with

  

  Danielle Carlson-murphy

  Start Home Smart, Inc.

  41 Grand St, Highland, NY 12528
• 

  

  /33

  $480,000

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

  98 North Rd, Highland, NY 12528

  This charming 1900 farmhouse in Highland offers a comfortable and spacious living space with original wide custom moldings and beautiful oak hardwood flooring. Enjoy the beautiful sunlight in the fully finished sunroom. The kitchen is open with plenty of counter space and new appliances. There's a large dining area for large gatherings or intimate dinners. The primary bedroom is on the first

  Dawn Passante Coldwell Banker Village GreenN

  98 North Rd, Highland, NY 12528
• 

  

  /18

  $855,000

  • 4 Beds
  • 3.5 Baths
  • 3,182 Sq Ft

  110 Macks Ln, Highland, NY 12528

  Welcome to this stunning 3,100 sq. ft. Colonial set on a picturesque 2.5-acre lot. Featuring 4 spacious bedrooms and 2.5 baths, this home blends comfort with timeless elegance. The chef's kitchen serves as the heart of the home--perfect for both entertaining and everyday living--whileselect bedrooms offer private or adjoining bath access for added convenience.Beautiful hardwood floors run

  Elizabeth Decker Hudson Dwellings Realty

  110 Macks Ln, Highland, NY 12528
• 

  

  /46

  $599,000

  $598K PRICE INCREASE

  • 4 Beds
  • 3 Baths
  • 2,340 Sq Ft

  105 S Chapel Hill Rd, Highland, NY 12528

  Welcome to this spacious and inviting ranch home in the heart of Highland, conveniently located near the iconic Mid-Hudson Bridge and just minutes from shopping, restaurants, commuter routes, and all that the Hudson Valley has to offer. The main level features three comfortable bedrooms and a bright, open layout designed for everyday living. The spacious kitchen offers abundant cabinet and

  Dawn Passante Coldwell Banker Village GreenN

  105 S Chapel Hill Rd, Highland, NY 12528
• 

  

  /40

  $465,000

  • 3 Beds
  • 2.5 Baths
  • 1,741 Sq Ft

  12 Ose Rd, Highland, NY 12528

  "Welcome home to this charming 3-bedroom, 2.5-bath Colonial in Highland. Set atop a peaceful hill on nearly an acre of private land, this home offers 1,741 square feet of living space. Inside, you'll find warm hardwood floors, a beautifully renovated bathroom, and a cozy, sun-filled open layout. Enjoy the serenity of a hilltop setting with privacy, all just minutes from the NYS Thruway, shopping,

  Angela Chenery Century 21 Alliance Rlty Group

  12 Ose Rd, Highland, NY 12528
• 

  

  /5

  $95,000

  • Land
  • 23,958 Sq Ft
  • $172,727 per Acre

  536 N Riverside Rd, Highland, NY 12528

  Ready, set, BUILD! Rare opportunity to purchase a development ready residential lot in the Town of Lloyd. This parcel includes approved plans for 1,894 sf two-story single- family home, saving a buyer months of design, engineering, and approval work. Water, sewer and electric are all existing, and much of preliminary groundwork has already been completed. Whether you're a builder, investor, or

  Michelle Getty HVG Realty, Inc.

  536 N Riverside Rd, Highland, NY 12528
• 

  

  /34

  $485,000

  • 3 Beds
  • 2 Baths
  • 1,635 Sq Ft

  284 Tuckers Corners Rd, Highland, NY 12528

  Welcome to comfortable country living in the heart of the Hudson Valley! Set on 3.6 picturesque acres in Highland, this inviting ranch-style home offers the perfect blend of space, comfort, and convenience.Inside, you'll find a spacious family room that serves as the heart of the home, providing plenty of room for gatherings, relaxation, and everyday living. A beautiful fireplace creates a

  Dawn Passante Coldwell Banker Village GreenN

  284 Tuckers Corners Rd, Highland, NY 12528
• 

  

  /37

  $310,000

  $25K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,270 Sq Ft

  107 Sterling Place, Highland, NY 12528

  Investment Opportunity – Desirable Bridgeview Townhome Community Come join the wonderful Bridgeview community—Tucked away for privacy, yet conveniently located with a small shopping plaza out front and scenic wooded trails in the back, Bridgeview offers both comfort and convenience. This well-maintained home features recent updates, including brand-new flooring throughout, a 7 year roof, a new

  JULIA MULLEN K. Fortuna Realty, Inc.

  107 Sterling Place, Highland, NY 12528
• 

  

  /43

  $799,900

  $50K PRICE DROP

  • 6 Beds
  • 3.5 Baths
  • 2,824 Sq Ft

  142 Hawleys Corners Rd, Highland, NY 12528

  Contemporary Colonial with Legal Accessory Apartment, Owned Solar & Private Country Setting. Actual size is 3800 sqft of Country living at its finest! Welcome home to this beautifully maintained 6-bedroom, 3.5-bath Contemporary Colonial featuring owned solar panels, individual mini-split systems in every bedroom for personalized comfort, and a legal 1-bedroom accessory apartment renovated in

  

  Karen Briscoe-Reed

  KW MidHudson

  142 Hawleys Corners Rd, Highland, NY 12528
• 

  

  /50

  $529,000

  • 8 Beds
  • 4 Baths

  53 Main St, Highland, NY 12528

  Some properties ask you to be patient. This one puts money in your pocket from closing day. Fully occupied and cash flowing, this commercial-residential multi-family sits on Main Street in the heart of Highland, steps from the Walkway Over the Hudson, one of the most visited destinations in the entire Hudson Valley. Two tenanted units. Month-to-month leases. Current rents below market value. A

  Amy McArdle eXp Realty

  53 Main St, Highland, NY 12528
• 

  

  /48

  $799,000

  • 4 Beds
  • 2.5 Baths
  • 2,502 Sq Ft

  27 Hawleys Corners Rd, Highland, NY 12528

  EXQUISITE HOME WITH AN OUTDOOR PRIVATE RETREAT-LIKE OASIS FEATURING A FREEFORM HEATED POOL! NEW PALTZ SCHOOLS! Set on 2.6 wooded acres, this stunning colonial is updated, freshly painted and truly move-in ready. Enjoy all the benefits of newer construction with the added advantage of a fully established backyard designed for effortless outdoor living. A charming TREX front deck overlooks a serene

  Maryann Pillitteri Rita Levine Real Estate

  27 Hawleys Corners Rd, Highland, NY 12528
• 

  

  /42

  $799,000

  • 5 Beds
  • 5 Baths

  239-241 Fosler Rd, Highland, NY 12528

  Beautiful well maintained multi-family property offer, a rare opportunity for both owner-occupant & investors. Two houses that sit on 15 acres with endless revenue generating opportunities. The deed allows for the property to be subdivided & extending the private road along northern property line. The main house is a single family that features 2 bedrooms, 2.5 bathrooms with a full finished

  Maurice Bailey Neighborhood Assistance Corp

  239-241 Fosler Rd, Highland, NY 12528
• 

  

  /23

  $1,250,000

  • Land
  • 4.7 Acres
  • $265,957 per Acre

  134 Bellevue Rd, Highland, NY 12528

  Spanning an expansive 4.7 acres, 134 Bellevue Road offers a rare opportunity to experience nature and simple indulgence high above the Hudson. This breathtaking, natural setting perfectly blends sweeping river vistas with immediate access to nearby rail lines and world-class outdoor adventure.Recently cleared to showcase its striking natural contours, the property offers a distinct "clean-site"

  Dominick Martorana Century 21 Alliance Rlty Group

  134 Bellevue Rd, Highland, NY 12528
• 

  

  /33

  $674,900

  • 3 Beds
  • 2.5 Baths
  • 2,144 Sq Ft

  10 Eisgruber Park Ln, Highland, NY 12528

  Privacy and seclusion await in this well maintained home. The gourmet eat-in kitchen features vaulted ceilings, granite island, wine bar, double ovens, stainless steel appliances, and abundant cabinetry, and sliding glass door leading to a deck. The open concept living flows into the formal dining room with a bay window and hardwood floors. Upstairs, the primary suite boasts vaulted ceilings, a

  Margaret Thorne KW MidHudson

  10 Eisgruber Park Ln, Highland, NY 12528
• 

  

  /45

  $725,000

  • 4 Beds
  • 2.5 Baths
  • 3,100 Sq Ft

  14 Glen Rock Cir, Highland, NY 12528

  Elegant Contemporary Colonial tucked away on 5 beautifully landscaped private acres offers the perfect blend of comfort, space, and privacy. A dramatic two-story entry welcomes you into a thoughtfully designed home, perfect for both everyday living and entertaining. The formal dining room flows into a spacious kitchen featuring granite countertops, a center island, and an open layout to the

  Toni Petfield Century 21 Alliance Rlty Group

  14 Glen Rock Cir, Highland, NY 12528
• 

  

  /6

  $179,000

  $20K PRICE DROP

  • Land
  • 11 Acres
  • $16,273 per Acre

  TBD Hawleys Corners Rd, Highland, NY 12528

  11 acres offering privacy and potential. The land is ideal for building a secluded estate or your own nature retreat. Located on a country road, yet close to Route 299 leading to the NYS Thruway. The Mid-Hudson Bridge is only 5 miles away. The parcels break down as follows: Parcel 1: 3.5 acres, Parcel 2: 4 acres, and Parcel 3: 3.7 acres. Key features include a peaceful rural setting with minimal

  Dawn Passante Coldwell Banker Village Green

  TBD Hawleys Corners Rd, Highland, NY 12528
• 

  

  /19

  $175,000

  • 4 Beds
  • 4 Baths
  • 2,962 Sq Ft

  25 Phillips Ave, Highland, NY 12528

  Opportunity awaits at 25 Phillips Avenue in the heart of Highland! Situated on a spacious and private lot surrounded by mature trees, this 3-family property offers endless potential for investors, contractors, or buyers looking to restore and customize a large multi-unit home in a desirable Ulster County location. Offering approximately 2,962 square feet, the property features expansive living

  Ronald Green KW Mid-Hudson

  25 Phillips Ave, Highland, NY 12528
• 

  

  /31

  $1,995,000

  $195K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 3,511 Sq Ft

  400 N Elting Corners Rd, Highland, NY 12528

  Perched at the end of a long winding driveway and surrounded by 24 acres of private woods, this extraordinary steel-built contemporary home offers architectural sophistication tucked quietly into the landscape of Highland, NY. Designed as both a statement in modern design and a deeply immersive retreat, the home balances bold structural elements with warmth, texture, and a constant connection to

  Richard Vizzini Corcoran Country Living

  400 N Elting Corners Rd, Highland, NY 12528
• 

  

  /48

  $1,200,000

  $95K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,919 Sq Ft

  15 Oakes Rd, Highland, NY 12528

  Welcome to The Riverhouse, an extraordinary custom Lindal Cedar home offering front-row living on the Hudson River. A wall of glass and voluminous ceilings frame breathtaking, ever-changing water views, filling the dramatic great room and its striking fireplace with a light-filled, airy atmosphere. The stylish chef's kitchen is both sleek and functional, featuring high-end cabinetry, granite

  

  Mark McAlpine

  Compass Greater New York, LLC

  15 Oakes Rd, Highland, NY 12528
• 

  

  /20

  $249,000

  • Land
  • 6.38 Acres
  • $39,028 per Acre

  0 Browning Blvd Unit 27248900, Highland, NY 12719

  Escape to the beauty of lake living with this stunning 6.38-acre property in the private gated community of York Lake Shores. Enjoy boating, sailing, swimming, and fishing on the pristine lake while surrounded by peace and nature. Ideally located just two hours from New York City and under 20 minutes to the Metro-North train, this property offers the perfect balance of seclusion and convenience.

  Cathy Nation Premier Land Hub

  0 Browning Blvd Unit 27248900, Highland, NY 12719
• 

  

  /31

  $429,900

  $20K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,382 Sq Ft

  52 Phillips Ave, Highland, NY 12528

  This one checks all the boxes! Welcome to 52 Phillips Ave where you have the best a home can offer having been recently renovated, inside and out and with direct access to the Hudson Valley Rail Trial. It is close to downtown amenities and just two minutes to the Mid-Hudson Bridge. This home was lovingly renovated to include modern updates while maintaining charm throughout. The main level

  Amy Hawks Berardi Realty

  52 Phillips Ave, Highland, NY 12528
• 

  

  /24

  $249,000

  • Land
  • 6.38 Acres
  • $39,028 per Acre

  0 Browning Blvd Unit KEY997085, Highland, NY 12719

  Escape to this beauty lakefront property sitting on 6.38 gorgeous acres in the private gated community of York Lake Shores. Enjoy boating, sailing, swimming, and fishing on the pristine lake while surrounded by peace and nature. Ideally located just two hours from New York City and under 20 minutes to the Metro-North train, this property offers the perfect balance of seclusion and convenience.

  Dawn Payne Payne Team LLC

  0 Browning Blvd Unit KEY997085, Highland, NY 12719
• 

  

  /15

  $399,900

  $25K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,100 Sq Ft

  60 Mayer Dr, Highland, NY 12528

  Beautifully situated in a lovely Highland neighborhood, this raised ranch home offers warmth, space, and incredible potential in one of the Hudson Valley’s most desirable commuter locations. Featuring hardwood floors, an updated kitchen with stainless steel appliances and modern cabinetry, comfortable bedrooms, and bright living spaces filled with natural light, the home provides a flexible

  Nicholas Cuomo Keller Williams Realty

  60 Mayer Dr, Highland, NY 12528
• 

  

  /55

  $1,500,000

  Open Sat 11AM - 1PM

  • 3 Beds
  • 2.5 Baths
  • 2,520 Sq Ft

  60 Palazzo Ln, Highland, NY 12528

  This bold custom built home sits atop a hill like a postcard extolling the beauty of the Hudson Valley. Built to exacting specifications and with an understanding of how people live best by a master craftsman, this is a post and beam masterpiece in an inspiring setting. Uniquely, it offers all the bells and whistles you expect in a new luxury home while also feeling like an heirloom. Set on 4

  Dawn Passante Coldwell Banker Village GreenN

  60 Palazzo Ln, Highland, NY 12528
• 

  

  /15

  $175,000

  • Land
  • 5.84 Acres
  • $29,966 per Acre

  0 Crawford Rd Unit KEY983986, Highland, NY 12528

  Escape to the peace and beauty of the Sullivan County Catskills with this lovely 5.8-acre parcel on Crawford Rd in the Town of Highland. Partially cleared and very private, this property offers the perfect setting to build your dream home in the country. Imagine relaxing on your future front porch or back deck while watching eagles soar overhead, enjoying star-filled skies, and taking in the

  Dominick Tufano RE/MAX Benchmark Realty Group

  0 Crawford Rd Unit KEY983986, Highland, NY 12528
• 

  

  /23

  $355,000

  • 2 Beds
  • 1 Bath
  • 1,230 Sq Ft

  128 Vineyard Ave Unit 102, Highland, NY 12528

  Welcome to Highbridge Crossing, a modern river-town condominium building with direct access to the Hudson Valley Rail Trail in the heart of Highland, N.Y. This 1,230-square-foot first-floor residence blends smart design, comfort and easy outdoor living--ideal for low-maintenance living without sacrificing style. The open-concept layout features large windows and seamless flow throughout. The

  Andrea Babcock Onyx Property Management LLC

  128 Vineyard Ave Unit 102, Highland, NY 12528
• 

  

  /13

  $265,000

  • 1 Bed
  • 1 Bath
  • 730 Sq Ft

  128 Vineyard Ave Unit 207, Highland, NY 12528

  Welcome to Highbridge Crossing, a modern river-town condominium building with direct access to the Hudson Valley Rail Trail in the heart of Highland, N.Y. This 730-square-foot second-floor residence blends smart design, comfort and easy outdoor living--ideal for low-maintenance living without sacrificing style. The open-concept layout features large windows and seamless flow throughout. The

  Andrea Babcock Onyx Property Management LLC

  128 Vineyard Ave Unit 207, Highland, NY 12528
• 

  

  /13

  $265,000

  • 1 Bed
  • 1 Bath
  • 730 Sq Ft

  128 Vineyard Ave Unit 208, Highland, NY 12528

  Welcome to Highbridge Crossing, a modern river-town condominium building with direct access to the Hudson Valley Rail Trail in the heart of Highland, N.Y. This 730-square-foot second-floor residence blends smart design, comfort and easy outdoor living--ideal for low-maintenance living without sacrificing style. The open-concept layout features large windows and seamless flow throughout. The

  Andrea Babcock Onyx Property Management LLC

  128 Vineyard Ave Unit 208, Highland, NY 12528

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