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Homes for Sale near Haddam-Killingworth Middle School

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  • /29

    $500,000 Open Sat 11AM - 1PM

    • 2 Beds
    • 2.5 Baths
    • 2,320 Sq Ft

    40 Legend Hill Rd, Madison, CT 06443

    Carefree Living in Madison's Premier Legend Hill Community Set on over 80 acres of beautifully landscaped grounds, Legend Hill offers resort-style amenities including a historic clubhouse, inground pool, and tennis/pickleball courts-all just minutes from Madison's charming town center and sandy beaches. This meticulously maintained ranch style 2-bedroom unit has a lovely kitchen which opens to

    Agent Photo

    Cathy Lynch

    Coldwell Banker Realty

    (203) 779-6103

    40 Legend Hill Rd, Madison, CT 06443
  • /11

    $259,900

    • Land
    • 2.66 Acres
    • $97,707 per Acre

    262 Connecticut 81, Killingworth, CT 06419

    Discover the perfect setting to build your dream home on this exceptional 2.66-acre parcel, ideally situated for both privacy and convenience. Tucked away from the road, this lot offers complete seclusion while being just minutes from local amenities and attractions, this property is truly turnkey for those looking to design and construct a custom residence. Over $100,000 has already been

    Agent Photo

    Gene Pica

    RE/MAX Alliance

    (860) 854-3783

    262 Connecticut 81, Killingworth, CT 06419
  • /15

    $173,500

    • Land
    • 1.55 Acres
    • $111,935 per Acre

    728 Durham Rd, Madison, CT 06443

    Imagine building your dream home on this picturesque 1.55-acre lot in Madison, Connecticut, offering seasonal views of the serene Hog Pond. Throughout the year, enjoy the changing scenery and abundant wildlife, with opportunities for ice skating and hockey on the pond during winter months. The property includes a recent survey with topographical details and a septic design, pending only perc

    Agent Photo

    Gene Pica

    RE/MAX Alliance

    (475) 290-6060

    728 Durham Rd, Madison, CT 06443
  • /40

    $549,900

    • 3 Beds
    • 2.5 Baths
    • 2,222 Sq Ft

    25 Olde Orchard Rd, Clinton, CT 06413

    Welcome to 25 Olde Orchard Road in Clinton, set in one of the town's most desirable neighborhoods, the home sits on 1.1 acres surrounded by other well-kept homes on larger lots. This 3-bedroom, 2.5-bath Colonial has been completely remodeled from top to bottom, blending clean modern updates with the warmth and comfort of home. The main level feels open and bright, with hardwood floors throughout

    Agent Photo

    Dylan Walter

    William Raveis Real Estate

    (860) 730-9528

    25 Olde Orchard Rd, Clinton, CT 06413
  • /40

    $875,000

    • 4 Beds
    • 4 Baths
    • 3,972 Sq Ft

    23 Horsebarn Ln, Madison, CT 06443

    Welcome to 23 Horsebarn Lane, one of the most versatile homes you will find on the market. From the newly renovated kitchen (new counters being installed soon!) to the expansive open layout, to the first floor master suite with fireplace, this home will check all the boxes for even the most discerning buyers. The expansive 2 story foyer creates a dramatic entry while also offering easy access to

    Agent Photo

    Dylan Walter

    William Raveis Real Estate

    (203) 594-8451

    23 Horsebarn Ln, Madison, CT 06443
  • /29

    $649,900

    • 5 Beds
    • 3.5 Baths
    • 2,970 Sq Ft

    14 Kenilworth Dr, Killingworth, CT 06419

    Spacious Raised Ranch on 4.4 Acres with In-Law set up. Oversized Garage Loft! Welcome to your private retreat! Nestled on 4.4 scenic acres, this impressive raised ranch offers flexible living space perfect for multigenerational living, entertaining, or working from home. Step inside to discover a main home featuring bright, open-concept living, generous bedrooms, and a large kitchen with plenty

    Agent Photo

    Eric Bergers

    William Raveis Real Estate

    (860) 775-6542

    14 Kenilworth Dr, Killingworth, CT 06419
  • /18

    $199,497

    • Land
    • 25.53 Acres
    • $7,814 per Acre

    0 Hoop Pole Hill Rd Unit 24625958, Chester, CT 06412

    Residential - 25.53 ac Lot in Chester, CTPricing Details:Seller Financing: $43,889.34 Down | $3,332.59 per monthHere’s your chance to own a remarkable 25.53-acre property in the heart of Chester, CT, Middlesex County. While the parcel is landlocked with no legal access, it can be reached via the Deep River through state-owned land, and Pine Ledge Road comes close to the

    0 Hoop Pole Hill Rd Unit 24625958, Chester, CT 06412
  • /35

    $749,500

    • 4 Beds
    • 2.5 Baths
    • 3,212 Sq Ft

    174 Concord Dr, Madison, CT 06443

    Step into this exquisitely renovated colonial-style residence, where classic charm seamlessly blends with contemporary sophistication. Gleaming hardwood floors flow throughout the main living spaces, reflecting natural light and enhancing the home's warm ambiance. The heart of the home is a stunning chef's kitchen, thoughtfully designed with state-of-the-art appliances, quartz countertops, and

    Terence Dominick Complete Real Estate

    174 Concord Dr, Madison, CT 06443
  • /13

    $785,000

    • 2 Beds
    • 2 Baths
    • 1,386 Sq Ft

    511 Route 81, Killingworth, CT 06419

    Have you ever wanted to own your own Connecticut farm that dates back to the 1850s? For the very first time in over 170 years, this beautiful property is being offered to the market. Passed down through generations, this remarkable 35+ acre property has been in the same family since the mid-1800s. A true piece of New England history waiting to be brought back to life. Picture yourself stepping

    Adam Bronko RE/MAX RISE

    511 Route 81, Killingworth, CT 06419
  • /40

    $724,900 Open Sun 11AM - 1PM

    • 4 Beds
    • 2.5 Baths
    • 2,996 Sq Ft

    12 Rachel Ct, Killingworth, CT 06419

    Set on a quiet cul-de-sac and surrounded by over two acres of serene natural beauty, this 2,996 sq. ft. residence offers a perfect blend of comfort and privacy. The home offers 9 expansive rooms, highlighted by a versatile bonus space off the primary suite- perfect as a private office, fitness studio, or an extended retreat with its own private stairwell. On the main level, hardwood floors

    Curtiss Clemens Jr. Century 21 Clemens Group

    12 Rachel Ct, Killingworth, CT 06419
  • /39

    $725,000

    • 4 Beds
    • 2 Baths
    • 2,028 Sq Ft

    735 Opening Hill Rd, Madison, CT 06443

    This storybook Cape is a hidden treasure, offering 2,000 sq. ft. of character-filled living space plus a heated 975 sq. ft. studio-ideal for work, art, or guests. At its heart lies a true culinary centerpiece: an epicurean's dream kitchen with a 6-burner range, custom finishes, and timeless details that anchor the open floor plan. The main level continues with a welcoming living room and cozy

    Melanie Scull William Pitt Sotheby's Int'l

    735 Opening Hill Rd, Madison, CT 06443
  • /37

    $1,100,000

    • 4 Beds
    • 4 Baths
    • 3,240 Sq Ft

    279 Pokorny Rd, Higganum, CT 06441

    Gracious and gorgeous! Welcome to this exceptional private 25 acre property offering the perfect blend of comfort and elegance. This spacious home features 4 bedrooms and 4 bathrooms, providing ample space for family and guests. Relax by one of the two fireplaces, including a cozy fireplace in the luxurious primary suite. The beautifully landscaped grounds include a circular drive leading to the

    Lori Vogel William Raveis Real Estate

    279 Pokorny Rd, Higganum, CT 06441
  • /40

    $699,000

    • 3 Beds
    • 3 Baths
    • 2,025 Sq Ft

    69 Squires Rd, Madison, CT 06443

    This beautifully renovated modern home offers 2,025 sq ft of modern living with every upgrade already done for you. Set on over an acre of level land on a quiet street, the home features 3 bedrooms and 3 full baths, including a first-floor primary suite with its own fireplace, patio access, and spa-like bath with heated floors. The open floor plan is bright and welcoming, enhanced by new hardwood

    Sue Woods William Pitt Sotheby's Int'l

    69 Squires Rd, Madison, CT 06443
  • /37

    $795,000

    • 3 Beds
    • 2.5 Baths
    • 2,139 Sq Ft

    8 Butter Jones Rd, Chester, CT 06412

    Enchanting Cape with Artisan Post & Beam Charm - Just Down the Road from Chester Village! Tucked away on 2 acres of picturesque land, this whimsical 3-bedroom, 2.5-bath Cape Cod home invites you to live among nature in style. Only a short distance from Cedar Lake and Chester Village, you'll have easy access to endless outdoor adventures and world-class restaurants and shopping just moments

    Amy Graham William Pitt Sotheby's Int'l

    8 Butter Jones Rd, Chester, CT 06412
  • /40

    $824,900

    • 4 Beds
    • 3.5 Baths
    • 3,697 Sq Ft

    32 Pinewood Trail, Deep River, CT 06417

    Set on 3.54 private acres in Winthrop, 32 Pinewood Trail offers a farm-to-table lifestyle with plenty of room for a flourishing vegetable garden, a chicken coop, or simply open space to enjoy the seasons. The home itself is thoughtfully designed for flexibility, featuring an IN-LAW APARTMENT with a separate entrance on the lower level, ideal for extended family, or guests. Large windows fill the

    Erin Borruso William Pitt Sotheby's Int'l

    32 Pinewood Trail, Deep River, CT 06417
  • /35

    $879,500

    • 3 Beds
    • 1.5 Baths
    • 2,039 Sq Ft

    275 Route 148, Killingworth, CT 06419

    Tucked away on 20 spectacular acres, this 3-bedroom, 1.5-bath ranch offers the perfect blend of privacy, functionality, and natural beauty. Whether you're looking for a peaceful retreat, a place to start a hobby farm or a place to build your dream home, this property offers endless opportunities. The existing home could even serve as a charming caretaker's cottage, guest house, or temporary

    Shelly Cumpstone Coldwell Banker Realty

    275 Route 148, Killingworth, CT 06419
  • /16

    $775,000 Open Sun 1:30PM - 2:30PM

    • 3 Beds
    • 2.5 Baths
    • 2,112 Sq Ft

    677 Durham Rd, Madison, CT 06443

    Absolutely pristine and Stunning 3-Bed, 2.5-Bath Home Built in 2022 - Immaculate and Move-In Ready! This exquisite home just had a pristine inspection with no issues. Welcome to this beautifully maintained 3-bedroom, 2.5-bathroom home, built in 2022 and designed for modern living. From the moment you step inside, you'll be impressed by the open floor plan that seamlessly blends living, dining,

    Meig Walz Newcomb Coldwell Banker Realty

    677 Durham Rd, Madison, CT 06443
  • /40

    $799,000 Open Sun 12PM - 3PM

    • 4 Beds
    • 2.5 Baths
    • 4,879 Sq Ft

    48 Shepherds Trail, Madison, CT 06443

    Check out the new fresh photos. Contemporary Colonial home features 4 bedrooms, 2.5 baths, and a versatile floor plan designed for both grand entertaining and everyday comfort. Step into the impressive foyer, where an expansive living room and formal dining area set the stage for large gatherings. At the heart of the main level, the kitchen shines with granite countertops, stainless steel

    Erin Connelly Coldwell Banker Realty

    48 Shepherds Trail, Madison, CT 06443
  • /40

    $715,000

    • 4 Beds
    • 3 Baths
    • 3,864 Sq Ft

    8 Route 148, Killingworth, CT 06419

    Tucked away in complete privacy, this stunning post and beam home offers a rare opportunity to live in harmony with nature. Situated on 6.4 acres of wooded serenity, the property is a true retreat and offers many outside features including a tranquil pond, ample space for gardens, hobbies, or simply room to roam. The home itself showcases timeless craftsmanship with exposed beams, soaring

    Kara Bell J.M. REALTY

    8 Route 148, Killingworth, CT 06419
  • /18

    $549,000

    • 3 Beds
    • 2 Baths
    • 1,138 Sq Ft

    20 Strawberry Hill Rd, Madison, CT 06443

    This original owner, 1960's built, 3 bedroom, 2 bath single family residence is nestled in an established, sought-after area and offers unlimited possibilities. Whether you are a first-time homebuyer, investor or renovation enthusiast, this property is your chance to customize a home that reflects your vision and style in a location that truly delivers. Bring your vision and unlock the

    Pam Kadamus William Pitt Sotheby's Int'l

    20 Strawberry Hill Rd, Madison, CT 06443
  • /32

    $79,500

    • 2 Beds
    • 1 Bath
    • 736 Sq Ft

    11 Pleasant Trail, Killingworth, CT 06419

    An affordable home in the desirable Beechwood community! This two bedroom, one full bath home is a gardeners dream! Just the right amount of fertile land to enjoy a leisurely day in the garden, and the perfect size abode to unwind in! The living room/dining area flows into the open kitchen with gas stove and space for a table and chairs. There is a laundry room equipped with a full size washer

    Shelly Cumpstone Coldwell Banker Realty

    11 Pleasant Trail, Killingworth, CT 06419
  • /40

    $485,000

    • 5 Beds
    • 3 Baths
    • 2,652 Sq Ft

    76 Squires Rd, Madison, CT 06443

    Come see this charming Ranch oasis in desirable Madison, where the allure of suburban tranquility meets the vibrancy of community living! Nestled in a private setting yet so close to all amenities, this 5-bedroom, 3-bath home is a rare find that offers an unparalleled lifestyle. Step inside and be greeted by a spacious living room with french doors leading out to the expansive deck, where you can

    Joseph Giordano RE/MAX Alliance

    76 Squires Rd, Madison, CT 06443
  • /40

    $549,900

    • 3 Beds
    • 2.5 Baths
    • 1,944 Sq Ft

    36 Silver Birch Ln, Clinton, CT 06413

    Privately set on over 2.5 acres with mature landscaping, this home offers comfort and convenience. The family room features a cathedral ceiling and fireplace, while the eat-in kitchen flows into an open floor plan with skylights and access to a large deck overlooking the private backyard. The primary suite includes a private bath and walk-in closet. Additional highlights include central air,

    Craig Milton Re/Max Valley Shore

    36 Silver Birch Ln, Clinton, CT 06413
  • /38

    $163,900

    • 2 Beds
    • 1 Bath
    • 864 Sq Ft

    24 Boulder Trail, Killingworth, CT 06419

    Do you prefer saltwater or freshwater? Here you can ENJOY BOTH - with an in-ground pool AND access to CLINTON TOWN BEACH! Welcome to this move-in ready 2 Bedroom/1 Bath home nestled in Killingworth's sought-after Sun community. With brand new flooring throughout and FRESHLY PAINTED interiors, this home is waiting for you to make it your own. Good-sized eat-in kitchen offers granite countertops

    Felix DuVerger Berkshire Hathaway NE Prop.

    24 Boulder Trail, Killingworth, CT 06419
  • /15

    $414,900

    • 3 Beds
    • 1.5 Baths
    • 1,432 Sq Ft

    200 Westbrook Rd, Deep River, CT 06417

    Ranch style home located on a corner lot with a generous sized backyard. The home features a living room with fireplace, dining room, 3 bedrooms and 1 1/2 baths. Freshly painted. Hardwood flooring thru out. Newer furnace. Major updates have been completed. New septic system, new well tank, well pump and well head, new stone driveway. Oversized two car garage. Easy access to Interstate 95 and

    Joanne Putnam DB Associates of CT, LLC

    200 Westbrook Rd, Deep River, CT 06417
  • /21

    $125,000

    • 2 Beds
    • 1 Bath
    • 672 Sq Ft

    8 Livemore Trail, Killingworth, CT 06419

    Welcome to the Beechwood Community! 8 Livemore Trail presents an affordable opportunity to live in one of the shoreline's most desirable manufactured home communities. This well-maintained 2-bedroom home has offers a smart and efficient layout with fresh paint, flooring throughout. Too many updates to list them all, please see the disclosures! The sun-filled living room opens to an eat-in kitchen

    Brianne Decio RE/MAX on the Bay

    8 Livemore Trail, Killingworth, CT 06419
  • /38

    $649,900

    • 4 Beds
    • 3 Baths
    • 2,969 Sq Ft

    112 Cedar Swamp Rd, Deep River, CT 06417

    Welcome to your dream home at 112 Cedar Swamp Road, Deep River, CT! This charming Cape Cod-style residence, originally built in 1940, has been beautifully renovated to blend classic charm with modern efficiency. With 4 spacious bedrooms and 3 full bathrooms, this home has +/- 2,900 square feet of living space, providing ample room for all your lifestyle needs. Step inside to discover a bright and

    Gigi Giordano Taylor Compass Connecticut, LLC

    112 Cedar Swamp Rd, Deep River, CT 06417
  • /40

    $549,500

    • 3 Beds
    • 1.5 Baths
    • 1,660 Sq Ft

    1071 Durham Rd, Madison, CT 06443

    Charming 3 Bedroom Colonial home with lasting appeal! Step inside to discover nicely refinished hardwood floors that add warmth and character throughout. Updated kitchen with granite countertops and stainless-steel appliances leads to an expansive family room with woodburning fireplace. Home offers newer Anderson windows throughout. Steps to the 2-car attached garage. Unwind on the screened

    Jane Cardarelli William Raveis Real Estate

    1071 Durham Rd, Madison, CT 06443
  • /18

    $189,497

    • Land
    • 25.53 Acres
    • $7,423 per Acre

    00 Hoop Pole Hill Rd, Chester, CT 06412

    Here's your chance to own a remarkable 25.53-acre property in the heart of Chester, CT, Middlesex County. While the parcel is landlocked with no legal access, it can be reached via the Deep River through state-owned land, and Pine Ledge Road comes close to the boundary, making it ideal for recreational activities and hunting. Conveniently located near Route 9, just off Exit 8, this expansive

    Derek Greene Derek Greene

    00 Hoop Pole Hill Rd, Chester, CT 06412
  • /40

    $2,375,000

    • 4 Beds
    • 4.5 Baths
    • 4,637 Sq Ft

    132 Summer Hill Rd, Madison, CT 06443

    Welcome to your dream home, where thoughtful design meets high-end craftsmanship. This newly built four-bedroom, four-and-a-half bathroom house offers the perfect blend of style and comfort. Inside, an open floor plan creates a seamless flow from room to room, anchored by a soaring two-story great room with a stunning gas fireplace. Large oversized doors spill out onto a 580 SF covered deck where

    Diane Dupont William Pitt Sotheby's Int'l

    132 Summer Hill Rd, Madison, CT 06443
  • /13

    $599,999

    • 3 Beds
    • 2 Baths
    • 1,143 Sq Ft

    179 Route 81, Killingworth, CT 06419

    DO NOT ENTER PRIVATE DRIVE - AGENT MUST accompany You - Private drive brings you to 2.9 beautiful acres. House is being sold AS IS, but the value is in the land. The property includes a raised ranch house, a two car garage and another out building, a wonderful pond with bridge. Location very convenient to Route 81.

    John Izzo William Raveis Real Estate

    179 Route 81, Killingworth, CT 06419
  • /38

    $1,895,000

    • 3 Beds
    • 3 Baths
    • 2,966 Sq Ft

    12 Jackson Rd, Killingworth, CT 06419

    Stone Heron Farm: Rare find! Private compound on over 70 beautifully serene acres in the Killingworth and Haddam hills! Easy commute to Boston, NY, shore. Come home to this lovingly re-crafted antique Cape Cod. 3 bed, 3 full baths, private primary. Wide pine floors throughout, 4 fireplaces, and a wraparound deck. Relaxed open-concept with a sophisticated farmhouse vibe. Chef's kitchen boasts

    Sheila Tinn-Murphy Berkshire Hathaway NE Prop.

    12 Jackson Rd, Killingworth, CT 06419
  • /40

    $1,349,000

    • 4 Beds
    • 3.5 Baths
    • 4,072 Sq Ft

    14 Ely Ln, Killingworth, CT 06419

    Killingworth CT - Stunning Colonial of 4072 sf. This 4 bedroom, 3 1/2 baths, masterfully built home is beyond compare. Owners have created an outstanding sanctuary. PRIVACY prevails amidst the joy of nature, + impressive lifestyle amenities: In-ground Gunite salt water heated pool, several patio areas, beautifully fenced in established gardens, plus an additional fenced in area for your family or

    Laurie McCann William Pitt Sotheby's Int'l

    14 Ely Ln, Killingworth, CT 06419
  • /11

    $329,875

    • 2 Beds
    • 1 Bath
    • 650 Sq Ft

    538 Winthrop Rd, Deep River, CT 06417

    Beautiful 2 bedroom right on Star lake with 50 foot of lake frontage is ready for new owners! This property features natural beauty along with modern living interior finishes. Enjoy your viewing!

    Mikail Naska Eagle Eye Realty PLLC

    538 Winthrop Rd, Deep River, CT 06417
  • /38

    $340,000

    • 4 Beds
    • 1 Bath
    • 1,756 Sq Ft

    30 Chestnut Hill Rd, Killingworth, CT 06419

    ** A Unique Opportunity at 30 Chestnut Hill Road, Killingworth** Step into a piece of history with this charming antique home, circa 1820-now available from a seasoned preservationist and architect with decades of experience restoring historic homes and barns. This property has already undergone critical structural repairs and has a watertight roof, setting the stage for the next phase of

    Nutan Pawar DreamHomes Realty LLC

    30 Chestnut Hill Rd, Killingworth, CT 06419
  • /39

    $363,900

    • 1 Bed
    • 1 Bath
    • 786 Sq Ft

    538 Winthrop Rd Unit 5, Deep River, CT 06417

    Welcome to 538 Winthrop Rd - a beautifully maintained and elegantly updated bungalow. This charming 1-bedroom, 1-bath home offers 786 sq ft of cozy living space, perfect for a weekend retreat or year-round residence. Step into the spacious kitchen featuring Italian marble countertops with a large island, solid wood white cabinetry, and a stainless steel French-door refrigerator. Just off the

    Santo Gulino William Raveis Real Estate

    538 Winthrop Rd Unit 5, Deep River, CT 06417
  • /40

    $1,499,900

    • 4 Beds
    • 4 Baths
    • 4,154 Sq Ft

    180 Green Hill Rd, Killingworth, CT 06419

    Step into timeless elegance at this magnificent 1760 Colonial estate, beautifully restored to blend historic charm with modern comfort. Nestled on 8.2 acres of picturesque land, this 4,300 sq. ft. home features four spacious bedrooms and four full bathrooms, including a stunning primary suite with a fireplace, sitting room, and dressing area. Enjoy the warmth of six working fireplaces, a newly

    James Luth HERE Realty

    180 Green Hill Rd, Killingworth, CT 06419
  • /8

    $190,000

    • Land
    • 7.06 Acres
    • $26,912 per Acre

    Lots 1 & 2 Jackson Rd, Higganum, CT 06441

    Incredible opportunity to create one large home or build several homes on 2 lot sub-division in a quiet country setting. 2 lots being sold together. Easy access to the land from Jackson Road or Gladwin Road. Lot #1/4.96 acres and Lot #2/2.10 acres. Ready to build. Lot 1 to be sold with lot 2 only. Can combine 2 lots into one building. Lot 1 - Transformer in-place, under-ground utilities,

    Christine Bellamo William Raveis Real Estate

    Lots 1 & 2 Jackson Rd, Higganum, CT 06441
  • /4

    $985,000

    • 2 Beds
    • 2.5 Baths
    • 2,240 Sq Ft

    88 Winthrop Rd, Chester, CT 06412

    The charming 3 bedroom colonial with a large attached garage and 2 outbuildings overlooks a lovely 5 acre pond. The home features a large kitchen and 2 1/2 baths with laundry on the second floor. Highlighting the living room is a 30 ft. Cathedral ceiling. Master bedroom includes an interior balcony, overlooking the living area. Generous windows and sliders afford beautiful open views of the

    Peter Walsh Re/Max Valley Shore

    88 Winthrop Rd, Chester, CT 06412
  • /5

    $200,000

    • Land
    • 10.4 Acres
    • $19,231 per Acre

    0 Kelseytown Bridge Rd, Clinton, CT 06413

    This approved building lot is an incredible opportunity for your future single-family home! Explore an impressive 10.4-acre lot, ideal for creating your dream residence. Tucked away in a tranquil area, this spacious property beautifully combines ample space with natural surroundings. You'll have various shopping and dining options nearby to meet your daily needs. The location also offers easy

    Patty Gallagher Coldwell Banker Realty

    0 Kelseytown Bridge Rd, Clinton, CT 06413

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