1,362

Northwest Hills Planning Region, CT Homes for Sale

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  • /34

    $289,900

    $10K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,200 Sq Ft

    180 Grilleytown Rd Unit 19, Waterbury, CT 06704

    Welcome home to this beautifully maintained 2 bedroom, 1.5 bath end unit townhome at 185 Grilleytown Road. Nestled in a peaceful residential setting, this home offers the perfect combination of privacy, convenience, and modern updates, all while being just minutes from shopping, restaurants, parks, and major commuter routes, including I-84 and Route 8. The main level features a spacious living

    Laura Almeyda Huntsman,Meade & Partners Comp

    180 Grilleytown Rd Unit 19, Waterbury, CT 06704
  • /40

    $399,000

    $30K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,568 Sq Ft

    77 Westbury Park Rd, Watertown, CT 06795

    Investors delight! A Prime, downtown located, aesthetically appealing, 1500 sf+, 2 family w/ ample off street parking, just oozing with potential! This 1915 home has stood the test of time and welcomes your finishing touches to restore her luster to generate optimal passive income. Previously utilized as a single family residence, this balanced estate can easily be converted back with minimal

    Jason Malagutti Dave Jones Realty, LLC

    77 Westbury Park Rd, Watertown, CT 06795
  • /23

    $329,999

    $20K PRICE DROP
    • 4 Beds
    • 1.5 Baths
    • 1,536 Sq Ft

    49 Forestville Ave, Plainville, CT 06062

    New Listing Alert - 49 Forestville Ave, Plainville, CT Welcome home to this charming 4-bedroom, 1.5-bath Colonial that perfectly blends timeless character with thoughtful modern updates. From the moment you step inside, you'll appreciate the warm, inviting feel, abundant natural light, and beautiful hardwood floors that flow throughout the home. Major improvements have already been completed,

    Francesco Petraccone Precision Realty LLC

    49 Forestville Ave, Plainville, CT 06062
  • /37

    $1,795,000

    • 2 Beds
    • 2 Baths
    • 1,197 Sq Ft

    112 W Lake Rd Unit 112, Woodbury, CT 06798

    Just 2 hours from New York City, this exceptional lakefront retreat offers a rare blend of privacy, natural beauty & turnkey luxury. Tucked at the end of West Lake Rd and bordered by the protected woodlands of Flanders Nature Center Preserve, the property enjoys sweeping, unobstructed views across pristine Lake Quassapaug to historic Tranquillity Farm, designed by McKim, Mead & White. Lake

    Karla Murtaugh Compass Connecticut, LLC

    112 W Lake Rd Unit 112, Woodbury, CT 06798
  • /40

    $559,000

    Open Sat 12:30PM - 2:30PM $41K PRICE DROP
    • 5 Beds
    • 2.5 Baths
    • 2,740 Sq Ft

    20 Hydelor Ave, Prospect, CT 06712

    Move right into this beautifully renovated 6-bedroom, 2.5-bath home offering over 2,700 square feet of living space on a picturesque 1.69-acre lot. Extensive updates include a brand-new roof, vinyl siding with new insulation, gutters, 28 replacement windows, a new furnace, three energy-efficient mini-split systems, updated lighting, refinished hardwood floors, and a remodeled kitchen with modern

    Christopher OConnell Keystone Realty, LLC

    20 Hydelor Ave, Prospect, CT 06712
  • /6

    $235,000

    • Land
    • 5.06 Acres
    • $46,443 per Acre

    335 Town St, Cornwall, CT 06796

    Nestled on one of West Cornwall's most coveted roads, this exceptional 5.06-acre Town Street parcel offers the perfect balance of privacy, and abundant sunshine. Rich in character, the property is bordered by seasonal stream creating a timeless New England setting. Perc tested for a 4-bedroom home, the land is ready for your vision. An existing driveway leads to a selectively cleared building

    Holly Leibrock Elyse Harney Real Estate

    335 Town St, Cornwall, CT 06796
  • /37

    $1,295,000

    Open Sun 11AM - 1PM
    • 4 Beds
    • 3.5 Baths
    • 3,571 Sq Ft

    37 Woodruff Ln, West Cornwall, CT 06796

    Situated along a picturesque country lane, this private 4 BDR home is a light-filled sanctuary offering the perfect blend of gracious and serene country living. A welcoming front porch invites you into a spacious foyer, flanked by a quiet home study on one side and a large, sun-drenched living room anchored by a cozy fireplace on the other. A bright kitchen effortlessly connects a formal dining

    Diana Bisselle William Pitt Sotheby's Int'l

    37 Woodruff Ln, West Cornwall, CT 06796
  • /23

    $1,100,000

    • 4 Beds
    • 3.5 Baths
    • 3,836 Sq Ft

    114 Wheeler Farm Rd, Watertown, CT 06795

    Custom-Built Home on 1.45 Acres with Luxury Finishes & Outdoor Oasis in Watertown, CT!! Welcome to this stunning custom-built home offering over 4,600 square feet of beautifully crafted living space on 1.45 private acres. Designed with comfort and entertaining in mind, this home features 4 spacious bedrooms with the possibility of a 5th, along with 4 full bathrooms and 1 half bath, including a

    Arben Belica William Raveis Real Estate

    114 Wheeler Farm Rd, Watertown, CT 06795
  • /35

    $679,000

    • 3 Beds
    • 2 Baths
    • 1,572 Sq Ft

    212 Old South Rd, Litchfield, CT 06759

    MIDCENTURY OASIS MEETS CONSERVATION SANCTUARY: A mid-summers "White" Dream! For those who appreciate quiet luxury and a deep connection to a peaceful retreat, this mid-century ranch is all about you! ENERGY EFFICIENT, SOLAR POWERED, all electric with battery backup. No-Oil, Gas or Propane, this charming 6 room ranch has 3 bedrooms and 2 full baths. Step inside to a cozy living room with

    JANE HINKEL William Pitt Sotheby's Int'l

    212 Old South Rd, Litchfield, CT 06759
  • /40

    $599,900

    • 3 Beds
    • 3 Baths
    • 2,016 Sq Ft

    537 Bushy Hill Rd, Simsbury, CT 06070

    Exceptional, fully renovated 3-bedroom, 3-bathroom home offering approximately 2,200 sq. ft. of total living space on a private, woodsy lot in the heart of the Farmington Valley. Rebuilt from the inside out, key upgrades include a new roof, windows, vinyl siding with striking stone accent facade, closed-cell spray foam insulation, new sheetrock, and fully updated mechanicals (electrical,

    Dwayne Jones King Realty Group LLC

    537 Bushy Hill Rd, Simsbury, CT 06070
  • /39

    $399,000

    • 3 Beds
    • 1.5 Baths
    • 1,490 Sq Ft

    256 Fairlawn Dr, Torrington, CT 06790

    This home's open plan kitchen and living room offer easy flow in the main living area. The house is clean as a whistle with a recently updated master bath and fresh paint throughout, and freshly re-finished floors in the living room. You can just move in - it's ready for you. The walk-out basement offers laundry area, small workshop, large rec room and leads to a covered patio. The lot slopes

    John Herman The Buyer's Representative LLC

    256 Fairlawn Dr, Torrington, CT 06790
  • /40

    $6,500,000

    $2M PRICE DROP
    • 4 Beds
    • 5.5 Baths
    • 5,400 Sq Ft

    23 Mauwee Brook Rd, Kent, CT 06757

    "The Falls." Prominent Modernist Architect, Charles Gwathmey of Guggenheim Museum renovation fame, designed this masterpiece in one of the most beautiful locations, offering dramatic views, cascading waterfall, nestled on 40+ acres of beautifully landscaped grounds with serene stream and extensive stonework. The property boasts a breathtaking western view of the Litchfield Hills. Just minutes to

    Kathryn Clair William Pitt Sotheby's Int'l

    23 Mauwee Brook Rd, Kent, CT 06757
  • /19

    $485,000

    • 2 Beds
    • 2.5 Baths
    • 1,996 Sq Ft

    465 Lime Rock Rd, Lakeville, CT 06039

    This 1850 Antique home has been proudly cherished and meticulously cared for by the same family for 59 years. It is ready to be passed on to the next owner to enjoy all the beauty, cultural activities & outdoor recreation the coveted NW corner of Litchfield County provides. Proximity to the renowned Lime Rock Park Racetrack is sure to please automotive enthusiasts. Nearby prestigious private

    Karen Grimaldi William Pitt Sotheby's Int'l

    465 Lime Rock Rd, Lakeville, CT 06039
  • /12

    $805,000

    • 4 Beds
    • 2.5 Baths
    • 3,015 Sq Ft

    143 Bound Line Rd, Wolcott, CT 06716

    Set on a private 2-acre lot near Scoville Reservoir, this 4BR, 2.5BA Colonial offers over 3,000 sq ft of living space plus a flexible lower level ready for your vision-home office, in-law, or creative space. The main level features a custom kitchen, formal parlor, and a spacious living room perfect for gathering. Upstairs, you'll find oversized bedrooms, including a generous primary suite and

    Steven Rivkin Planet Realty, LLC

    143 Bound Line Rd, Wolcott, CT 06716
  • /17

    $499,000

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 1,800 Sq Ft

    Lot 20-217 Grassy Rd, Bristol, CT 06010

    Set within the desirable Hoppers/Birge Pond area, this newly built raised ranch is one of five brand-new homes in a fresh development that pairs quiet surroundings with everyday ease. Freshly introduced to the market, it delivers three cozy bedrooms and two and a half bathrooms across roughly 1,800 square feet of thoughtfully crafted living space. The Custom woodwork steals the show here, with

    Don Sciarretto Berkshire Hathaway NE Prop.

    Lot 20-217 Grassy Rd, Bristol, CT 06010
  • /6

    $160,000

    $25K PRICE DROP
    • 1,176 Sq Ft

    52 N Center St, Millerton, NY 12546

    Opportunity knocks with this 1,176 sq ft village home, offered strictly as-is and ideal for investors or renovation-minded buyers. The existing structure is a shell with no interior flooring, providing a true blank slate for your custom rebuild or flip. Electric, water, and septic systems are already in place, offering a valuable head start on infrastructure. Set in a quiet village location, the

    Arleen Shepley Elyse Harney Real Estate

    52 N Center St, Millerton, NY 12546
  • /40

    $495,000

    $30K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,206 Sq Ft

    437 Lovely St, Avon, CT 06001

    Spacious, well-maintained ranch set on a lovely .91-acre lot in prime Avon, CT location. This inviting 3-bedroom ranch is move in ready and offers a great layout for everyday living and entertaining friends and family. Enjoy large rooms, hardwood flooring, picture windows and lots of natural light. Living areas include a large kitchen with plenty of cabinet space, large formal dining room and

    Greg Frey RE/MAX Prime Realty

    437 Lovely St, Avon, CT 06001
  • /3

    $752,821

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

    20 Pembroke Hill Rd, Wolcott, CT 06716

    Over 3000 sq ft Modern Farmhouse under construction in "The Preserves" Home offers 4 spacious bedrooms,3.5 bathrooms, Master bedroom with walk in his and her closets and spa bathroom, Walk in closets in all bedrooms, Upper level laundry room, Kitchen with quartz countertops, kitchen island, coffee bar, and walk in pantry,Formal dining room, hardwood flooring throughout whole house. Main level

    Mike Grady Brass City Homes Real Est. LLC

    20 Pembroke Hill Rd, Wolcott, CT 06716
  • /7

    $450,000

    • 4 Beds
    • 4 Baths
    • 2,080 Sq Ft

    454 West St, Bristol, CT 06010

    Opportunity Zone property offering stable multifamily income in a desirable residential corridor of Bristol. 454 West Street is a 2.25-story, 4-unit building built in 1913 featuring one studio and three 1-bedroom apartments. Oil heat, individually metered electric. Current rents sit below market average, giving a new owner a clear path to increased cash flow through rent adjustments at turnover.

    Derek Mahabir NortheastPCG, Inc

    454 West St, Bristol, CT 06010
  • /2

    $100,000

    • Land
    • 2.8 Acres
    • $35,714 per Acre

    0 N Main St, Waterbury, CT 06702

    Open Lot with Great Opportunity to Build! Drive by and view today!

    Levi Judqin Brass Moon Realty

    0 N Main St, Waterbury, CT 06702
  • /40

    $525,000

    • 2 Beds
    • 2.5 Baths
    • 1,796 Sq Ft

    35 Woodbury Hill, Woodbury, CT 06798

    Welcome to beautiful Woodbury, CT! Beautiful 2 BR, 2 1/2 bath condo in sought after Woodbury Hill Condos. Park like grounds with only 78 condos, featuring a saltwater pool and a tennis/pickleball court. Well maintained condo features the main level with a Living room with vaulted ceiling and a wood-burning fireplace, dining room w/bow window, a half bath with granite vanity, an updated kitchen

    Donna Doyle Keller Williams Realty

    35 Woodbury Hill, Woodbury, CT 06798
  • /29

    $199,900

    • Land
    • 5.49 Acres
    • $36,412 per Acre

    24 Peck Orchard Rd, North Granby, CT 06060

    Build your dream home on this gorgeous 5.49-acre approved building lot offering the perfect blend of privacy, nature, and convenience. A rare opportunity to purchase a property that is ready to move forward FVHD septic approval in place, drainage studies completed, site plan approved, and the lot has already been staked. Shared/common driveway easement approved. Bring your builder and your vision

    Nancy Reardon Berkshire Hathaway NE Prop.

    24 Peck Orchard Rd, North Granby, CT 06060
  • /36

    $574,995

    • 5 Beds
    • 2 Baths
    • 1,668 Sq Ft

    849 Frost Rd, Waterbury, CT 06705

    Completely Renovated Multi-Family - Everything is NEW! Welcome to this beautifully renovated multi-family property at 849 Frost Rd, Waterbury, where everything has been updated from top to bottom! This is the perfect opportunity for an owner-occupant or investor looking for a move-in-ready property with major improvements already completed. Featuring 5 bedrooms and 3 bathrooms, this spacious

    Omar Ruizesparza Maple Vale Realty LLC

    849 Frost Rd, Waterbury, CT 06705
  • /15

    $799,000

    $60K PRICE DROP
    • Land
    • 65.29 Acres
    • $12,238 per Acre

    257-259 Torringford St, Winchester, CT 06098

    Uncover this hidden gem - 65.29 pristine acres of raw land, with natural beauty and endless potential. This picturesque parcel features serene ponds and mature trees. Distant views and incredible sunsets can be enjoyed from the property. Much site work has been done to date. A driveway with a binder course is already in place offering easy access into and throughout the property. Many acres have

    Lisa Toczko Home Valley Realty, LLC

    257-259 Torringford St, Winchester, CT 06098
  • /35

    $895,000

    • 4 Beds
    • 2.5 Baths
    • 2,283 Sq Ft

    253 Bacon Pond Rd, Woodbury, CT 06798

    Welcome to Bacon Pond House. A seamless blend of 19th-century soul and 21st-century luxury. Situated on over 3 acres, this antique Colonial has been thoughtfully revived to honor its heritage while offering every modern convenience. The interior, lovingly brought back to life, features wide-plank flooring and exposed hand-hewn beams that anchor the home's historic character. The rooms are

    Christian Jensen William Pitt Sotheby's Int'l

    253 Bacon Pond Rd, Woodbury, CT 06798
  • /35

    $779,000

    $71K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,940 Sq Ft

    26 Seminole Cir, Bantam, CT 06750

    Indian Knolls offers beautifully landscaped grounds and stylish home designs that create an elegant atmosphere in this 55+ community. Situated just a few miles from Litchfield center and a short distance from the chic Bantam hamlet, the location blends convenience with sophistication. Residents enjoy easy access to fine dining, as well as a variety of social, cultural, and recreational amenities,

    Sindy Butkus Klemm Real Estate Inc

    26 Seminole Cir, Bantam, CT 06750
  • /19

    $475,000

    • 4 Beds
    • 2.5 Baths
    • 1,819 Sq Ft

    51 Pear St, Waterbury, CT 06708

    Welcome home to this charming 4-bedroom, 2.5-bath Colonial nestled in a quiet neighborhood near the scenic Naugatuck River. Relax on the inviting front porch and enjoy the peaceful surroundings, or step inside to discover a home filled with character, beautiful hardwood floors, and timeless appeal. Offering spacious living areas and solid craftsmanship, this home has the good bones buyers are

    Jennifer Rose Scalzo Real Estate

    51 Pear St, Waterbury, CT 06708
  • /17

    $325,000

    • 2 Beds
    • 2 Baths
    • 1,741 Sq Ft

    3 Swanson Dr, Bristol, CT 06010

    Affordable, energy-efficient, and packed with flexible living space, this move-in-ready 2-bedroom, 2-full-bath ranch is one you won't want to miss! Sun-filled rooms, hardwood floors, and generously sized bedrooms create a warm and welcoming feel, while first-floor laundry adds everyday convenience. The enclosed breezeway connects the home to the attached 2-car garage and provides easy access to

    Debbie Huscher Real Broker CT, LLC

    3 Swanson Dr, Bristol, CT 06010
  • /40

    $399,500

    $25K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,006 Sq Ft

    87 Woodruff Ave, Watertown, CT 06795

    Welcome home to this beautiful two-family property located in the heart of Watertown. Sitting on a spacious .66 acre lot, this home offers a perfect blend of comfort, space, and convenience. The first floor features three bedrooms, a full bathroom, a bright living room, a formal dining room, and a well-appointed kitchen-ideal for everyday living or entertaining. Upstairs, the second unit offers

    Mark Tavares Mark Tavares Realty, LLC

    87 Woodruff Ave, Watertown, CT 06795
  • /9

    $89,900

    • Land
    • 2.75 Acres
    • $32,691 per Acre

    0 Old Colonial Rd, Watertown, CT 06795

    Prime 2.75 acre lot in Oakville. Perfect for your dream home! Discover this incredible opportunity to own a spacious 2.75-acre lot in the desirable Oakville neighborhood of Watertown, Connecticut. Nestled on a peaceful dead-end street, this property offers ultimate privacy and tranquility, making it the perfect setting to build your dream home or create a stunning compound. Whether you're

    Jaquan Jones RE/MAX Right Choice

    0 Old Colonial Rd, Watertown, CT 06795
  • /23

    $99,999

    • Land
    • 26,136 Sq Ft
    • $166,665 per Acre

    123 Corbin Ridge, Bristol, CT 06010

    Build your dream home on this beautiful **0.60-acre residential building lot** in the desirable Corbin Ridge neighborhood of South Bristol. Surrounded by newer custom homes, the property offers approximately **172 feet of road frontage** along a quiet, paved municipal street and is zoned **R-25** for single-family residential use. Public utilities are available nearby, making this an excellent

    Joel Espada Berkshire Hathaway NE Prop.

    123 Corbin Ridge, Bristol, CT 06010
  • /39

    $399,000

    • 4 Beds
    • 1.5 Baths
    • 2,678 Sq Ft

    18 N Lost Acres Rd, East Hartland, CT 06027

    Step back in time and appreciate the charm of this well-preserved vintage 1970s home, where classic design meets quality craftsmanship. Set on a picturesque 1-acre lot in Hartland, this 1,728 sq. ft. home offers 4 bedrooms, 1.5 bathrooms, and timeless details throughout. Rich hardwood floors flow through the home, complemented by original dark maple cabinetry and classic wallpaper patterns that

    Elizabeth Salois BHHS Realty Professionals

    18 N Lost Acres Rd, East Hartland, CT 06027
  • /28

    $985,000

    • 3 Beds
    • 3 Baths
    • 3,225 Sq Ft

    28 Headquarters Rd, Litchfield, CT 06759

    Stimulating and easily managed home is perfect for weekending in an idyllic, small, historic village very close to big-time cultural, sports, and wildlife attractions. Living, dining, and kitchen areas are perfectly set up for entertaining. State-of-the-art appliances. Each bedroom has its own full bath and more. Multi-person ThermoSpa hot tub in enclosed (and air-conditioned) porch looks out on

    Cleve Fuessenich Klemm Real Estate Inc

    28 Headquarters Rd, Litchfield, CT 06759
  • /28

    $399,900

    • 3 Beds
    • 1 Bath
    • 1,182 Sq Ft

    128 Middlebury Rd, Watertown, CT 06795

    One of Watertown's most sought after neighborhoods, less than 1 block to Prestigous Taft School, This cozy 3 br ranch home is updated with lovely kitchen with new cabinets, granite counters, stainless appliances, full remodeled bathroom, gleaming hardwood floors, main level enclosed sunroom off the kitchen overlooking huge level back yard with unlimited possibilites, potential in basement for

    Mike Grady Brass City Homes Real Est. LLC

    128 Middlebury Rd, Watertown, CT 06795
  • /21

    $255,000

    • 2 Beds
    • 1 Bath
    • 1,057 Sq Ft

    84 Fairlawn Ave, Waterbury, CT 06705

    2 BA, 1 FBA Ranch Home in a Great Location! This charming ranch-style home is tucked away on a quiet dead-end road while offering convenient access to shopping, restaurants, and everyday amenities. Whether you're a first-time homebuyer, looking to downsize, or searching for the perfect retirement home, this property has plenty of potential. Bring your imagination and personal touch to transform

    Jackie Desmarais Showcase Realty, Inc.

    84 Fairlawn Ave, Waterbury, CT 06705
  • /5

    $60,000

    • Land
    • 6,969 Sq Ft
    • $375,000 per Acre

    162 Plaza Ave, Waterbury, CT 06710

    Vacant 6,970 SF (0.16 acre) level residential lot located in an established neighborhood. Public water, sewer, and utilities available in the street (buyer to verify). Strong infill opportunity for builder or investor. Currently being short term leased to neighboring buildings and used as a parking lot. Zoning: RM - Moderate Density Residential. RM zoning allows single-family, two-family

    Floddy Jules eXp Realty

    162 Plaza Ave, Waterbury, CT 06710
  • /40

    $1,100,000

    • 4 Beds
    • 3.5 Baths
    • 4,854 Sq Ft

    21 Holiday Point Rd, Sherman, CT 06784

    Contemporary home in Atchison Cove lake community w/ clubhouse & deeded beach rights perfect for family living and entertaining. This unique residence offers the perfect mix of social hub and private sanctuary for year-round living or weekend escapes, located in Southern Sherman just 60 miles from NYC. The home is anchored by a large kitchen equipped w/ granite countertops, all new appliances,

    Donna Kennedy Compass Connecticut, LLC

    21 Holiday Point Rd, Sherman, CT 06784
  • /2

    $279,000

    • Land
    • 26.04 Acres
    • $10,714 per Acre

    16 E West Hill Rd, Barkhamsted, CT 06063

    26 Lt wooded acres with 1437 ft of road frontage on a quiet country road. Close to schools and shopping. Possible subdivision-older subdivision maps available-Build your dream home or subdivide into several building lot----town only requires 150 ft of road frontage for a buildable 2 acre lot--So great value for dividing into 4 + buildable lots-not in wetlands designation

    Mary New Berkshire Hathaway NE Prop.

    16 E West Hill Rd, Barkhamsted, CT 06063
  • /6

    $4,500

    $20K PRICE DROP
    • Land
    • 10,890 Sq Ft
    • $18,000 per Acre

    243 Roberts St, Torrington, CT 06790

    Situated in an established quiet neighborhood. Perfect for building a small custom home or modular setup. Easement in place to Aquarion Water Company for the pump house. Buyers and buyers' agents to perform their own due diligence regarding approved uses, building requirements, permits, utilities, zoning, town approvals, and all information pertaining to the property.

    Curt Henderson William Raveis Real Estate

    243 Roberts St, Torrington, CT 06790
  • /25

    $145,000

    • 1 Bed
    • 1 Bath
    • 769 Sq Ft

    839 Main St Unit 111, Torrington, CT 06790

    Rare Loft Style & Sun-Drenched End Unit at Warrenton Mill! Welcome to Unit #111, a unique and spacious ~769 sq. ft. condo blending historic character, high ceilings, and flexible multi-level living. As a coveted end unit, this home features floor-to-ceiling windows and exposed brick walls that flood the entire space with natural light. The main level boasts an inviting open-concept layout with a

    Valerie Nash KW Legacy Partners

    839 Main St Unit 111, Torrington, CT 06790

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