Southeast, NY Homes for Sale with Acreage

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  /37

  $965,000

  • 4 Beds
  • 2.5 Baths
  • 3,642 Sq Ft

  117 Enoch Crosby Rd, Brewster, NY 10509

  Welcome to this impressive Center Hall Colonial, beautifully set on 2.2 acres of private, peaceful property. Offering timeless style, spacious rooms, and comfortable living. This 4 bedroom, 2.5 bath home features soaring 10 foot ceilings, creating an open and elegant feel throughout.The inviting layout features a formal living room and formal dining room, perfect for entertaining and

  

  Anne Durante

  Briante Realty Group, LLC

  117 Enoch Crosby Rd, Brewster, NY 10509
• Explore Southeast

• 

  

  

  /42

  $699,000

  • 3 Beds
  • 3 Baths
  • 2,012 Sq Ft

  214 Starr Ridge Rd, Brewster, NY 10509

  Opportunity awaits with this spacious three-bedroom, three-full-bath Raised Ranch offering over 2,000 square feet of living space in the main house, set on just over two acres in the sought-after North Salem School District.The main level features hardwood floors throughout, three bedrooms, a hall full bath, and a primary bedroom with its own private full bath. The finished walkout lower

  

  Jackie Calhoun

  Coldwell Banker Realty

  214 Starr Ridge Rd, Brewster, NY 10509
• 

  

  /2

  $125,000

  $25K PRICE DROP

  • Land
  • 7.89 Acres
  • $15,843 per Acre

  2577 Carmel Ave, Brewster, NY 10509

  7.89 acre residential parcel with Route 6 Road Frontage. This land is NOT board of health approved. No survey is available.

  

  Sharon Sheil

  Coldwell Banker Realty

  2577 Carmel Ave, Brewster, NY 10509
• 

  

  

  /10

  $274,500

  $76K PRICE DROP

  • Land
  • 8.33 Acres
  • $32,953 per Acre

  93 Settlers Hill Rd, Brewster, NY 10509

  Create your dream 4-bedroom oasis in the picturesque Evergreen Acres on Settlers Hill, located near the scenic border of Danbury, CT. If you've ever dreamed of building your home with a grand wall of windows - this is the property for you! This stunning property has received Board of Health approval for your ideal 4-bedroom residence and features an existing well, ensuring convenience from the

  

  Colleen McGrath

  McGrath Realty Inc

  93 Settlers Hill Rd, Brewster, NY 10509
• 

  

  

  /33

  $725,000

  • 3 Beds
  • 2 Baths
  • 2,968 Sq Ft

  66 Maple Wood Dr, Brewster, NY 10509

  Your private Brewster retreat awaits. Set back on more than three picturesque, park-like acres, this spacious contemporary raised ranch offers a rare combination of privacy, space, flexibility, and exceptional outdoor living. With over 2,900 square feet, three bedrooms, and a versatile floor plan that lives like a four-bedroom, there is room here to spread out, entertain, work from home, and

  Kathryn Weinberger Compass Greater NY, LLC

  66 Maple Wood Dr, Brewster, NY 10509
• 

  

  /38

  $1,050,000

  $50K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 4,005 Sq Ft

  10 Pheasant Crossing Ln, Brewster, NY 10509

  Designed for effortless everyday living and entertaining, this beautifully maintained and extensively improved home offers generous living spaces, exceptional amenities, and a wonderful connection to the outdoors. Since 2016, the property has undergone significant improvements, including a major whole-home renovation, geothermal heating, solar with battery backup, renovated kitchen and baths, and

  Elisa Waysenson Elyse Harney Real Estate

  10 Pheasant Crossing Ln, Brewster, NY 10509
• 

  

  /12

  $1,336,000

  Open Sat 12PM - 2PM

  • 5 Beds
  • 5 Baths
  • 3,930 Sq Ft

  43 Drewsclift Ln Unit 26, Brewster, NY 10509

  Discover luxury living in this stunning Emmett New England home, perfectly situated in one of Brewster's newest communities. Surrounded by picturesque horse farms and riding stables, this exceptional neighborhood offers a peaceful countryside setting just five minutes from the Brewster Metro-North train station, providing the ideal balance of privacy and convenience.Designed with

  Thomas Jacovino Toll Brothers Real Estate Inc.

  43 Drewsclift Ln Unit 26, Brewster, NY 10509
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  /43

  $2,795,000

  • 4 Beds
  • 7 Baths
  • 8,220 Sq Ft

  16 Reynwood Dr, Brewster, NY 10509

  Sunny Ridge. Brewster’s most extraordinary offering. Set behind iron gates up a long winding drive, this estate will thrill you. Perched on a peaceful cul-de-sac street in a highly sought-after location on the Southeast/North Salem border - just 60 miles from NYC and 4 miles to the Metro North train station. Set on over 15 acres with commanding panoramic views and a profound sense of privacy -

  William Stuart Berkshire Hathaway HS NE Prop

  16 Reynwood Dr, Brewster, NY 10509
• 

  

  /26

  $949,000

  • 4 Beds
  • 4 Baths
  • 2,592 Sq Ft

  26 Hickory Ridge Rd, Brewster, NY 10509

  This meticulously maintained classic 4 bedroom Colonial in the North Salem School District makes you feel instantly at ease. 26 Hickory Ridge Road welcomes you with a wide, rocking-chair front porch leading to the interior of the home that perfectly balances traditional charm with a layout designed for modern life. The main level flows seamlessly from light filled entertaining spaces, including a

  Patti Howard Compass Greater NY, LLC

  26 Hickory Ridge Rd, Brewster, NY 10509
• 

  

  /13

  $1,299,000

  New Construction $97K PRICE DROP

  • 5 Beds
  • 4.5 Baths
  • 3,942 Sq Ft

  45 Drewsclift Dr, Southeast, NY 10509

  Stunning views, soaring ceilings, and luxury features define the Emmet. You re immediately greeted by a welcoming foyer leading directly to a soaring two-story great room. A casual dining area adjoins the great room and flows seamlessly into a gourmet kitchen. The well-appointed kitchen features a center island with a breakfast bar and a generous walk-in pantry. Upstairs, the primary bedroom

  Toll Brothers, Inc. Builder

  45 Drewsclift Dr, Southeast, NY 10509
• 

  

  /47

  $1,675,000

  • 5 Beds
  • 4.5 Baths
  • 6,620 Sq Ft

  65 Indian Wells Rd, Brewster, NY 10509

  Custom built in 2001 and set on 3.81 private, tree-lined acres, this 6,620 square foot, five bedroom center hall colonial opens with a two-story entrance and a graceful curved staircase. Off the entrance hall sit a formal living room with its own fireplace and a formal dining room.The kitchen features Bilotta Custom Wood Cabinetry, granite countertops, and stainless steel appliances, centered

  Patricia Breen Compass Greater NY, LLC

  65 Indian Wells Rd, Brewster, NY 10509
• 

  

  /37

  $999,000

  $276K PRICE DROP

  • 10 Beds
  • 6 Baths
  • 8,251 Sq Ft

  584 Milltown Rd, Brewster, NY 10509

  Set on five private, wooded acres in one of Putnam County’s most desirable locations, this exceptional 21-room estate offers rare privacy, scale, and architectural significance. Originally built in 1928 and featured in House Beautiful, the home was designed by Ilonka Karasz, renowned artist and co-founder of MoMA. After serving as a wellness retreat, the property has been thoughtfully restored to

  Frank Schiavone Compass Greater NY, LLC

  584 Milltown Rd, Brewster, NY 10509
• 

  

  /12

  $1,800,000

  New Construction

  • 4 Beds
  • 3.5 Baths
  • 5,348 Sq Ft

  31 Tea House Ln, Southeast, NY 10509

  This exceptional new construction showcases elegant Southern Colonial architecture paired with refined, modern luxury, offering approximately 5,348 square feet of thoughtfully designed living space in a coveted end-of-cul-de-sac setting. Currently in the final stages of completion, the home features a gracious blend of formal and informal living areas, highlighted by 9-foot ceilings and 7-foot

  Mark Boyland Keller Williams Realty Partner

  31 Tea House Ln, Southeast, NY 10509
• 

  /2

  $1,750,000

  $150K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 3,312 Sq Ft

  118 Scenic Ridge Dr, Brewster, NY 10509

  Prime 98 Acres Estate in the Forest Discover an uncommon 98-acres rolling hills residential property one hour from NYC with untouched woodlands and serene NYC reservoirs. Conveniently located near major highways, commuter rail and daily amenities. This property offers unmatched privacy, security, seclusion and convenience. The property could be subdivided upon approval and is suitable for a

  Jonathan Minerick HomeCoin.com

  118 Scenic Ridge Dr, Brewster, NY 10509
• 

  

  /13

  $1,336,000

  New Construction

  • 5 Beds
  • 5 Baths
  • 3,956 Sq Ft

  43 Drewsclift Dr, Southeast, NY 10509

  Stunning views, soaring ceilings, and luxury features define the Emmet. You re immediately greeted by a welcoming foyer leading directly to a soaring two-story great room. A casual dining area adjoins the great room and flows seamlessly into a gourmet kitchen. The well-appointed kitchen features a center island with a breakfast bar and a generous walk-in pantry. Upstairs, the primary bedroom

  Toll Brothers, Inc. Builder

  43 Drewsclift Dr, Southeast, NY 10509
• 

  

  /3

  $250,000

  • Land
  • 1.9 Acres
  • $131,579 per Acre

  Lot 4, 112 Root Ave, Southeast, NY 10509

  Welcome to Hummingbird Estates, where modern meets elegance. A five lot subdivision encompassing luxury masterpieces. Situated on nearly two and a half acres, across Centennial Golf Club, a 27-hole championship course. This enchanting property enjoys a cloistered yet convenient locale, with an easy reach of Manhattan. Minutes to several highways and metro north train stations. Builder willing to

  Kile Boga-Ibric Houlihan Lawrence Inc.

  Lot 4, 112 Root Ave, Southeast, NY 10509
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  /2

  $1,800,000

  • Land
  • 9.67 Acres
  • $186,143 per Acre

  45 Holmes Rd, Brewster, NY 10509

  FULLY APPROVED 26,500 SQFT Industrial Development Opportunity. Approved for two INDUSTRIAL / FLEX buildings totaling approximately 26,500 SQFT, consisting of TWO buildings. One approved building is approximately 14,000 SQFT and the other is 12,500 SQFT. With final site plan approval in place and extensive engineering, environmental and infrastructure work completed, the project offers a

  Angela Briante Briante Realty Group, LLC

  45 Holmes Rd, Brewster, NY 10509
• 

  

  /3

  $1,500,000

  • Land
  • 24.7 Acres
  • $60,729 per Acre

  321 Guinea Rd, Brewster, NY 10509

  321 Guinea Road in the Town of Southeast presents a rare opportunity with flexible RC (Rural Commercial) zoning that permits a range of uses including retail, offices, restaurants, and light commercial operations. The property also offers potential subdivision opportunities with approvals and variances, adding further development value. At the same time, its rural setting makes it equally

  Ryan McGrath McGrath Realty Inc

  321 Guinea Rd, Brewster, NY 10509
• 

  /2

  $700,000

  • Land
  • 2.14 Acres
  • $327,103 per Acre

  1553 22 Route, Southeast, NY 10509

  Property is good for profesional building such as Strip mall, Hospital, Bank, School etc.

  John Park Charles Rutenberg Realty, Inc.

  1553 22 Route, Southeast, NY 10509
• 

  

  /45

  $799,999

  • 3 Beds
  • 1.5 Baths
  • 4,032 Sq Ft

  52 Friendly Rd, Brewster, NY 10509

  A Rare Brewster Estate-Sale Opportunity!Set on beautiful, expansive grounds surrounded by mature landscaping, this distinctive raised ranch offers a wonderful combination of space, privacy, and property.Welcome to this spacious and versatile 4,032 sq. ft. raised ranch in Brewster, offering an inviting open floor plan and abundant living space. Hardwood floors, two fireplaces, and generous

  Christine Cecere Century 21 Alliance Realty Grp

  52 Friendly Rd, Brewster, NY 10509
• 

  

  /17

  $2,500,000

  • 4 Beds
  • 4.5 Baths
  • 5,400 Sq Ft

  74 Root Ave, Carmel, NY 10512

  Welcome to The Hummingbird Estates. An enclave that features 5 homes that uniquely marry design, materials and texture. Seller has poured his heart into building an exquisite escape. Determination and detail brings this home to a level of luxury that has yet to be met in Southeast. Showcasing high end materials from the first entry throughout you experience the quality in craftsmanship. A

  Kile Boga-Ibric Houlihan Lawrence Inc.

  74 Root Ave, Carmel, NY 10512
• 

  

  /37

  $799,999

  Coming Soon

  • 4 Beds
  • 3.5 Baths
  • 3,021 Sq Ft

  484 N Salem Rd, Brewster, NY 10509

  Welcome to 484 N. Salem Road, a spacious and private four-bedroom, 3.5-bathroom ranch home set on approximately 1.5 acres in the desirable North Salem area. Offering over 3,000 square feet of living space, this home provides an appealing combination of comfort, space, and everyday convenience. Highlights include a large eat-in kitchen with granite countertops, an island, and a fireplace.

  Edmond Albano Keller Williams NY Realty

  484 N Salem Rd, Brewster, NY 10509
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  /5

  $259,000

  • Land
  • 3.49 Acres
  • $74,212 per Acre

  36 Sylvia Barlow Way, Brewster, NY 10509

  Rare Opportunity to Build Your Dream Home in Brewster! Discover this exceptional 3.49-acre parcel nestled at the end of a quiet, pristine cul-de-sac at 36 Barlow Way. Located in one of Brewster’s most beautiful and established subdivisions, this prime piece of property offers the perfect blend of total privacy and everyday convenience. The Setting: Enjoy a remarkably serene environment, uniquely

  Jay Memmel BHHS Hudson Valley Properties

  36 Sylvia Barlow Way, Brewster, NY 10509
• 

  

  /23

  $869,000

  • 4 Beds
  • 3 Baths
  • 2,730 Sq Ft

  73 Farm To Market Rd, Brewster, NY 10509

  Introducing a to-be-built residence crafted by an experienced local builder known for quality and attention to detail. Thoughtfully planned with today’s lifestyle in mind, this beautifully designed raised ranch with subtle Colonial flair offers both comfort and functionality.Perfectly sited on over three acres, the proposed home will feature an open-concept floor plan filled with natural

  Stacey Cronin Houlihan Lawrence Inc.

  73 Farm To Market Rd, Brewster, NY 10509
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  /38

  $950,000

  • 12 Beds

  176 Doansburg Rd Unit 172, Brewster, NY 10509

  #172 AND 176 Doansburg Road are TWO separate homes on one parcel! Shared well and septic. 12 Bedrooms in total- 6 bedrooms in each home. Great layout and flow. Open airy feeling. Whole house generator and an interior sprinkler system. A massive and upgraded septic system including expanded septic fields. The current existing Tenant will remain as a Tenant until December 2026. Due to HIPPA laws

  Angela Briante Briante Realty Group, LLC

  176 Doansburg Rd Unit 172, Brewster, NY 10509
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  /47

  $998,000

  Open Sat 11AM - 1PM $102K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,912 Sq Ft

  8 Shailin Ln, Brewster, NY 10509

  From the moment you arrive, this meticulously maintained 4-bedroom, 3.5-bath Colonial welcomes you with timeless curb appeal and the promise of effortless living. Perfectly positioned on a desirable corner lot, this move-in ready home has been thoughtfully updated to blend classic elegance with today's modern conveniences.Step inside to discover warm hardwood floors, a cozy fireplace,

  Juan Bautista Serhant LLC

  8 Shailin Ln, Brewster, NY 10509
• 

  

  /3

  $375,000

  • Land
  • 2.4 Acres
  • $156,250 per Acre

  72 Root Lot 3 Ave, Carmel, NY 10509

  Welcome to Hummingbird Estates, a thoughtfully designed five-lot subdivision in Southeast, NY where refined living meets modern design and natural beauty. Set on 2.4 acres, 72 Root Avenue, Lot 3, offers a rare opportunity to create a custom luxury home in a peaceful, scenic setting directly across from Centennial Golf Club, a renowned 27-hole championship course. Surrounded by open skies and

  Kile Boga-Ibric Houlihan Lawrence Inc.

  72 Root Lot 3 Ave, Carmel, NY 10509
• 

  

  /50

  $4,150,000

  • 8 Beds
  • 6.5 Baths
  • 6,423 Sq Ft

  283-289 Starr Ridge Rd, Brewster, NY 10509

  OldWalls. A storied Arts and Crafts estate of extraordinary beauty, provenance, and character - set on more than 10 private acres, just 55 miles from New York City in the heart of Horse Country. Once the home and studio retreat of world-renowned American sculptor Chester Beach and his wife, artist Eleanor Beach, this remarkable early-1900s compound evokes the romance and craftsmanship of a

  William Stuart Berkshire Hathaway HS NE Prop

  283-289 Starr Ridge Rd, Brewster, NY 10509
• 

  

  /6

  $184,000

  • Land
  • 3.21 Acres
  • $57,321 per Acre

  98 Ice Pond Rd, Brewster, NY 10509

  3.21 acres

  Jonathan Minerick HomeCoin.com

  98 Ice Pond Rd, Brewster, NY 10509
• 

  

  /31

  $830,000

  • 5 Beds
  • 5.5 Baths
  • 3,536 Sq Ft

  180 Simpson Rd, Carmel, NY 10512

  Custom built, FIVE-bedroom Ranch with FIVE and HALF full bathrooms with TWO car garage directly across from the Centennial Golf Course! Each bedroom has its own full bathroom! This home offers 3,536 sqft of living space with a walk-out basement. Beautiful curb appeal. This beautiful home sits on 4.42 acres and surrounded by evergreen land. 2 car garage. Located in the Town of Southeast, Brewster

  Angela Briante Briante Realty Group, LLC

  180 Simpson Rd, Carmel, NY 10512
• 

  /2

  $500,000

  • Land
  • 22 Acres
  • $22,727 per Acre

  540 Route 22, Brewster, NY 10509

  Beautiful estate land located across the street from Croton Falls Reservoir. Wooded land that rises to a plateau with magnificent views of the Countryside. Very private land with 360-degree views.

  Ryan McGrath McGrath Realty Inc

  540 Route 22, Brewster, NY 10509
• 

  

  /4

  $225,000

  • Land
  • 3.78 Acres
  • $59,524 per Acre

  73 Farm To Market Rd, Brewster, NY 10509

  Build your dream home on this beautiful level 3+ acre parcel, offering the perfect balance of privacy and convenience. This Board of Health approved lot is ready for a 4-bedroom home, providing ample space for a custom residence, outdoor living, and more.Set in a desirable and serene location, the property offers a peaceful setting while remaining just minutes from shopping, dining, and major

  Stacey Cronin Houlihan Lawrence Inc.

  73 Farm To Market Rd, Brewster, NY 10509
• 

  

  /27

  $699,900

  $25K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 3,438 Sq Ft

  4 Plum Tree Ct, Brewster, NY 10509

  Nestled on a picturesque 1.91-acre parcel along a tranquil cul-de-sac in Harvest Ridge, this pristine, turn-key Colonial offers a seamless blend of architectural charm and modern convenience. This move-in ready home features 3 spacious bedrooms, 2.5 beautifully renovated baths, and a 4-bedroom septic system offering expansion potential.The heart of the home is a light-filled gourmet

  Mark Boyland Keller Williams Realty Partner

  4 Plum Tree Ct, Brewster, NY 10509
• 

  

  /33

  $549,900

  • 4 Beds
  • 2 Baths
  • 2,206 Sq Ft

  17 Woodland Dr, Brewster, NY 10509

  Nestled within a quiet, private loop in the highly desirable Drewville Heights neighborhood, this rare L-shaped ranch offers a seamless blend of a true single-level layout and exceptional future potential. Unlike the more common raised ranches found throughout the area, this architectural style is a unique find, offering a sprawling and distinct floor plan. The home is situated on a generous,

  John Piazza RE/MAX Classic Realty

  17 Woodland Dr, Brewster, NY 10509
• 

  

  /3

  $550,000

  • Land
  • 8.3 Acres
  • $66,265 per Acre

  Lot 5, 74 Root Ave, Brewster, NY 10509

  Welcome to Hummingbird Estates, where modern meets elegance. A five lot subdivision encompassing luxury masterpieces. Situated on nearly two and a half acres, across Centennial Golf Club, a 27-hole championship course. This enchanting property enjoys a cloistered yet convenient locale, with an easy reach of Manhattan. Minutes to several highways and metro north train stations. Builder willing to

  Kile Boga-Ibric Houlihan Lawrence Inc.

  Lot 5, 74 Root Ave, Brewster, NY 10509
• 

  

  /33

  $949,999

  $250K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 2,241 Sq Ft

  7 Fox Hollow Rd, Brewster, NY 10509

  Welcome to your own private retreat in the historic Milltown area of Southeast. This 3-bedroom with a bonus room that could be an office/den or 4th bedroom, 3-bathroom home is set on 1.67 beautifully landscaped acres, offering the perfect balance of privacy, nature, and convenience—just one hour from NYC. Thoughtfully designed and custom-built by a local builder for his own family, every detail

  Beth Yoon Sherwood Hill Realty LLC

  7 Fox Hollow Rd, Brewster, NY 10509
• 

  

  /3

  $550,000

  • Land
  • 6.4 Acres
  • $85,938 per Acre

  Lot 1, 54 Root Ave, Brewster, NY 10509

  Welcome to Hummingbird Estates, where modern meets elegance. A five lot subdivision encompassing luxury masterpieces. Situated on nearly two and a half acres, across Centennial Golf Club, a 27-hole championship course. This enchanting property enjoys a cloistered yet convenient locale, with an easy reach of Manhattan. Minutes to several highways and metro north train stations. Builder willing to

  Kile Boga-Ibric Houlihan Lawrence Inc.

  Lot 1, 54 Root Ave, Brewster, NY 10509
• 

  

  /45

  $950,000

  $250K PRICE DROP

  • 4 Beds
  • 4.5 Baths
  • 3,318 Sq Ft

  141 Gage Rd, Brewster, NY 10509

  Nestled on 2.84 private, professionally landscaped acres, this impressive 4-bedroom, 4.5-bath Colonial offers over 3300 square feet of beautifully designed living space plus 1090 feet of mostly finished basement. A grand entry welcomes you into a thoughtfully designed floor plan featuring spacious formal and casual living areas, two fireplaces, and abundant natural light throughout. The gourmet

  Mark Anderson Houlihan Lawrence Inc.

  141 Gage Rd, Brewster, NY 10509
• 

  

  /48

  $1,875,000

  $75K PRICE DROP

  • 5 Beds
  • 7 Baths
  • 7,400 Sq Ft

  8 Bridey Ln, Brewster, NY 10509

  Magnificent Stone & Stucco Tudor Estate nestled on 2 professionally landscaped, manicured acres in Brewster’s historic Milltown area, this custom-built 7,400 sq. ft. Tudor estate effortlessly blends grand elegance with cutting-edge modern luxury. From the moment you step into the soaring 2-story marble and granite foyer, the home’s exceptional craftsmanship is on display. The main level features

  Saile Morales Century 21 Alliance Realty Grp

  8 Bridey Ln, Brewster, NY 10509
• 

  

  /24

  $549,000

  • 3 Beds
  • 2 Baths
  • 1,425 Sq Ft

  862 Drewville Rd, Brewster, NY 10509

  Set on over an acre of beautiful, level land, 862 Drewville Road offers the kind of property that is increasingly hard to find. This charming Cape Cod welcomes you with hardwood floors, a cozy living room with a fireplace, and a spacious enclosed back porch overlooking the expansive backyard. The outdoor setting is the true standout, offering endless possibilities for entertaining, recreation,

  Lawrence Zacks Keller Williams Realty Partner

  862 Drewville Rd, Brewster, NY 10509

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