53

Homes for Sale near Roger Ludlowe Middle School

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  • /23

    $589,500 Open Sun 1PM - 3PM

    • 3 Beds
    • 2 Baths
    • 1,500 Sq Ft

    56 Southport Woods Dr, Southport, CT 06890

    This desirable 3-bedroom, 2-bath first-floor corner unit offers comfort, convenience, and an ideal location close to everything Fairfield, Southport, and Westpot have to offer. Freshly painted with new carpet and stainless steel appliances, the condo provides a move-in ready opportunity in a sought-after community. The spacious living room features a cozy wood-burning fireplace and sliders that

    Agent Photo

    Brett Lieberman

    The Riverside Realty Group

    (203) 989-4294

    56 Southport Woods Dr, Southport, CT 06890
  • /40

    $1,849,000

    • 3 Beds
    • 3.5 Baths
    • 2,760 Sq Ft

    1001 Hulls Farm Rd, Southport, CT 06890

    Situated on 2 manicured acres in Southport and surrounded by multi-million-dollar estates, this gated, European-inspired country home blends timeless charm with modern elegance. A white-pebble drive, stone walls, and sweeping lawns with mature trees create a private estate feel. Inside, the home balances warmth with sophistication. Offering 3 bedrooms on the main level and a 4th bedroom option in

    Ken Banks William Raveis Real Estate

    1001 Hulls Farm Rd, Southport, CT 06890
  • /40

    $3,649,000

    • 5 Beds
    • 4.5 Baths
    • 6,607 Sq Ft

    2683 Bronson Rd, Fairfield, CT 06824

    In the heart of Greenfield Hill proper at the top of Bronson Road, this special and truly unique estate offers a rare opportunity in one of Fairfield's most coveted locations. Set on more than two acres of beautifully landscaped grounds with distant views of Long Island Sound, the property reflects timeless elegance and a sense of place that is hard to replicate today. Across from a distinguished

    Tara Hawley Coldwell Banker Realty

    2683 Bronson Rd, Fairfield, CT 06824
  • /39

    $3,250,000

    • 6 Beds
    • 7.5 Baths
    • 14,110 Sq Ft

    21 Queens Grant Dr, Fairfield, CT 06824

    There are houses you tour, and then there are estates that capture your imagination. This extraordinary Greenfield Hill Colonial is the latter-a 9,700+ sq. ft. residence set on a pristine 2-acre corner lot in one of Fairfield's most prestigious neighborhoods. A paver-stone drive winds past manicured gardens to a grand two-story entry with a sweeping staircase, setting the tone for elegant living.

    Elizabeth Tritschler William Raveis Real Estate

    21 Queens Grant Dr, Fairfield, CT 06824
  • /38

    $3,752,000 Open Thu 12PM - 3PM

    • 5 Beds
    • 4 Baths
    • 4,060 Sq Ft

    353 Old Dam Rd, Fairfield, CT 06824

    Extraordinary waterfront sanctuary offering unmatched privacy and expansive 1.5 acre property in Pine Creek Beach neighborhood. Net Zero, architecturally award-winning home stunningly designed with materials selected for visual appeal, efficiency, longevity. The striking open floorplan flows seamlessly from kitchen to living room and dining area, walls of floor to ceiling windows offer

    Katie O'Grady Compass Connecticut, LLC

    353 Old Dam Rd, Fairfield, CT 06824
  • /39

    $1,949,000

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

    345 Reef Rd Unit C9, Fairfield, CT 06824

    This luxury End unit new construction townhouse with over 4,400 square feet offers an exceptional living experience with a spacious and thoughtfully designed layout. Undeniably the best location in the entire complex with a private patio and yard. Upon entering, you'll notice the 7" white oak flooring, wide hallways, and modern fixtures. The home features four generously sized bedrooms, An

    Sara Santos Coldwell Banker Realty

    345 Reef Rd Unit C9, Fairfield, CT 06824
  • /40

    $2,349,000 Open Sun 12PM - 2PM

    • 4 Beds
    • 3 Baths
    • 3,157 Sq Ft

    260 Birch Rd, Fairfield, CT 06824

    Experience Coastal Luxury in this Brand New Custom Colonial just steps away from the soothing sands & sea breeze of Penfield Beach, featuring a brand-new pavilion for the ultimate Gold Coast lifestyle! Perfectly situated on one of Fairfield's most coveted streets, this FEMA-compliant custom home offers 4 Bedrooms, 3 Full bathrooms & over 3,000 square feet of thoughtfully designed living space

    Melissa Montagno Higgins Group Real Estate

    260 Birch Rd, Fairfield, CT 06824
  • /40

    $4,250,000

    • 6 Beds
    • 8.5 Baths
    • 6,897 Sq Ft

    1084 Sturges Hwy, Westport, CT 06880

    Luxury Living on the Fairfield/Westport Border Set in the heart of Greenfield Hill, this exceptional 6-bedroom, 8-bath estate offers a rare combination of privacy, elegance, and resort-style amenities-just minutes from the Post Road and 50 miles from NYC. Thoughtfully positioned on the Fairfield/Westport line, the residence features expansive, sun-filled interiors ideal for everyday living and

    Andrew Whiteley Brown Harris Stevens

    1084 Sturges Hwy, Westport, CT 06880
  • /34

    $2,599,000

    • 4 Beds
    • 4.5 Baths
    • 3,985 Sq Ft

    35 Millard St, Fairfield, CT 06824

    A Rare Opportunity in the Beach Area- Set on an oversized .42-acre lot at the end of a quiet cul-de-sac, this custom-built home offers a rare combination of space, quality, and location. Uniquely positioned with a deep front setback and an expansive backyard-this property stands apart from typical neighborhood lots. Ample room for a pool and more! Thoughtfully designed for both comfort and

    Wendy Ryan Brown Harris Stevens

    35 Millard St, Fairfield, CT 06824
  • /4

    $2,295,000 New Construction

    • 4 Beds
    • 3.5 Baths
    • 3,514 Sq Ft

    96 Clinton St, Fairfield, CT 06824

    Enjoy the beach life year round at this perfect walk everywhere location .. just steps to Jennings Beach, Sand Castle Park and the Fairfield Marina. Located on a quiet cul-de-sac with privacy. Don't miss this opportunity to customize your gorgeous New home which will be underway soon and should be complete by the end of the year. Meet with the builders and choose your finishes! 4 bedrooms, 3.5

    Bette Gigliotti William Raveis Real Estate

    96 Clinton St, Fairfield, CT 06824
  • /5

    $2,595,000 New Construction

    • 5 Beds
    • 5.5 Baths
    • 4,478 Sq Ft

    154 Gorham Rd, Fairfield, CT 06824

    Spectacular New Construction in the Sasco Beach Area. Don't miss the rare opportunity to customize and make this home your own.Located on almost a half acre of peaceful, private property, last house on a cul-de-sac, backing up to open land on Sasco Hill. Distant water views, serenity, extensively manicured yard and just steps to South Pine Creek Beach.. a very special quaint beach with life

    Bette Gigliotti William Raveis Real Estate

    154 Gorham Rd, Fairfield, CT 06824
  • /40

    $1,689,000 Open Sat 12PM - 2PM

    • 5 Beds
    • 4.5 Baths
    • 3,159 Sq Ft

    226 Ruane St, Fairfield, CT 06824

    Welcome to your dream come true lifestyle in the heart of Fairfield's coveted beach/town community-where coastal charm meets everyday convenience. This brand-new modern Colonial is more than a home, it's an upgraded living experience. Imagine morning walks to South Pine Creek Beach, afternoons on the tennis courts or golf course & evenings dining at vibrant restaurants, live music & theatres

    Julie Vanderblue Higgins Group Real Estate

    226 Ruane St, Fairfield, CT 06824
  • /25

    $999,000 Open Thu 12PM - 2PM

    • 3 Beds
    • 3.5 Baths
    • 2,456 Sq Ft

    21 Beaumont St, Fairfield, CT 06824

    Luxury end-unit 3 bedroom / 3.5 bath townhouse in downtown Fairfield! This home offers a private 4-story in-unit elevator, attached 2-car garage, 2 primary suite options, 9+ foot ceilings, walk-in closets, abundant natural light, and more. The main level features a chef's kitchen with island seating, quartz countertops, Thermador appliances, and a pantry. The kitchen opens to a spacious great

    Carrie Sakey Coldwell Banker Realty

    21 Beaumont St, Fairfield, CT 06824
  • /33

    $1,149,000

    • 4 Beds
    • 3.5 Baths
    • 5,081 Sq Ft

    480 Riders Ln, Fairfield, CT 06824

    Welcome to 480 Riders Lane, a timeless mid-century contemporary residence situated at the end of a charming cul-de-sac in the desirable Greenfield Hill neighborhood. This home features 4 to 5 bedrooms and 4 updated bathrooms, offering over 5,000 square feet of carefully crafted living space on a beautiful 2-acre lot, complete with a peaceful pond and fountain. Upon arrival, you'll be welcomed by

    Courtney McManus The Agency

    480 Riders Ln, Fairfield, CT 06824
  • /31

    $700,000

    • 3 Beds
    • 2 Baths
    • 1,682 Sq Ft

    225 Papermill Ln, Fairfield, CT 06824

    Enjoy the convenience of walking to town and the train from this charming 3-bedroom, 2-bath home in the highly sought-after University area. Situated on an oversized lot, the property is perfect for entertaining. The living and dining rooms open through sliders to a covered patio, seamlessly connecting indoor and outdoor living. All three bedrooms feature hardwood floors and share easy access to

    Karen Cross William Raveis Real Estate

    225 Papermill Ln, Fairfield, CT 06824
  • /37

    $975,000

    • 3 Beds
    • 3 Baths
    • 2,141 Sq Ft

    214 Henry St, Fairfield, CT 06824

    Step inside to an open layout where the big kitchen island steals the show-ideal for casual mornings or hosting friends. Upstairs, the primary suite has great closet space and a private en-suite bath. The finished basement adds even more flexibility, complete with a bonus room that can double as a fourth guest bedroom or an office. With two living rooms, everyone can find their own spot to relax.

    Sean Dobel Houlihan Lawrence

    214 Henry St, Fairfield, CT 06824
  • /37

    $985,900

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

    294 Catherine Terrace, Fairfield, CT 06824

    Welcome to one of Fairfield's most convienient beach neighborhood locations-where coastal living meets access to town center. Nestled on a quiet wrap around street with no through traffic, this property offers the rare combination of beach proximity and quick access to Fairfield Center. Residents here enjoy the luxury of block parties, neighborly gatherings, and peace of mind that comes with

    Kim Gomes Coldwell Banker Realty

    294 Catherine Terrace, Fairfield, CT 06824
  • /15

    $899,999

    • 3 Beds
    • 1.5 Baths
    • 1,224 Sq Ft

    196 Catherine Terrace, Fairfield, CT 06824

    Nestled close to picturesque beaches, downtown with its award-winning restaurants, and Metro North trains, this charming home is a rare find, offered in as-is condition by the original family owner. A perfect canvas for those looking to create their dream beach area home, with ample potential to modernize and make it your own

    Jim Stobie Berkshire Hathaway NE Prop.

    196 Catherine Terrace, Fairfield, CT 06824
  • /26

    $799,000

    • 3 Beds
    • 2.5 Baths
    • 1,728 Sq Ft

    55 Thorpe St, Fairfield, CT 06824

    Tucked away in the heart of Fairfield Center you have found 55 Thorpe St. This tri-level townhouse is deceivingly spacious. Entry way provides access from the Tandem two car garage, long hall way with ample storage leading you to the rear bonus Den/office with walk out to private green space. As you walk up the staircase to the main level you are greeted with an amazing open concept space and 9ft

    Ashley Petrides William Raveis Real Estate

    55 Thorpe St, Fairfield, CT 06824
  • /34

    $640,000

    • 3 Beds
    • 2 Baths
    • 1,650 Sq Ft

    245 Unquowa Rd Unit 64, Fairfield, CT 06824

    Welcome to Mosswood, one of Fairfield's most sought-after condominium communities-renowned for its unbeatable location, beautifully maintained grounds, and low common charges. Ideally situated within the complex, this bright and spacious second-floor end unit offers privacy, natural light, and effortless access to all that Fairfield has to offer. This three-bedroom, two-bath home features a

    James Millington William Raveis Real Estate

    245 Unquowa Rd Unit 64, Fairfield, CT 06824
  • /40

    $1,289,000 Open Thu 11AM - 1PM

    • 2 Beds
    • 1.5 Baths
    • 1,424 Sq Ft

    1135 Mill Hill Rd, Southport, CT 06890

    The Sherwood Farmhouse set in Southport's Mill Hill area, Circa 1720, is tucked away on a picturesque .48-acre lot in an enchanting country setting. This beautifully preserved and thoughtfully updated historic treasure blends 18th-century charm with modern comforts. Original features such as wide plank floors, hand-hewn beams, custom cupboards, and three working fireplaces speak to the home's

    Amy Waugh Curry ABR CRS GRI Berkshire Hathaway NE Prop.

    1135 Mill Hill Rd, Southport, CT 06890
  • /40

    $1,900,000

    • 4 Beds
    • 4.5 Baths
    • 5,283 Sq Ft

    305 S Gate Ln, Southport, CT 06890

    Tucked away on a serene street in the heart of Southport, this 4-bedroom, 4-bath Colonial invites you to experience the perfect balance of elegance, comfort, and privacy. From the moment you arrive, the home's setting feels special - an expansive property framed by mature trees, offering a sense of peace and seclusion. Step inside, and natural light floods the main level, where formal living and

    Elizabeth Tritschler William Raveis Real Estate

    305 S Gate Ln, Southport, CT 06890
  • /40

    $1,545,000

    • 4 Beds
    • 2.5 Baths
    • 3,597 Sq Ft

    153 Pease Ave, Southport, CT 06890

    Newly Renovated Colonial in Prime Southport Location. Beautifully updated colonial offering modern comfort and timeless style. Featuring a stunning new custom kitchen with a large center island, professional Thermador appliances, and separate butlers pantry, this home is perfect for both everyday living and entertaining. The open floor plan is filled with natural light and has 9ft ceilings

    Basil Amso RE/MAX Right Choice

    153 Pease Ave, Southport, CT 06890
  • /31

    $1,999,000

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

    137 Millard St, Fairfield, CT 06824

    Stunning NEW construction the desirable Fairfield Beach neighborhood. This gorgeous home is crafted by premier 43 year Fairfield County builder. Premium materials, thoughtful design, and masterful workmanship are showcased throughout. Step inside to find a clean lined, open living space with 9' ceilings. The inviting living room, featuring a captivating 54" cool wall gas fireplace, seamlessly

    Katie O'Grady Compass Connecticut, LLC

    137 Millard St, Fairfield, CT 06824
  • /40

    $1,999,999 Open Sat 1PM - 3PM

    • 5 Beds
    • 3 Baths
    • 4,106 Sq Ft

    215 Old Post Rd, Fairfield, CT 06824

    Old Post Road perfection! Step on to the gracious front porch and be swept away by timeless architecture, graceful design and superb finishes. Beautifully renovated home with so many improvements/amenities including gorgeous expanded kitchen, renovated bathrooms, plantation shutters, new windows, new roof, fresh exterior paint, fencing and more. The inviting foyer welcomes you to a living room

    Katie O'Grady Compass Connecticut, LLC

    215 Old Post Rd, Fairfield, CT 06824
  • /14

    $749,000

    • Land
    • 1.02 Acres
    • $734,314 per Acre

    844 Mill Hill Terrace, Fairfield, CT 06890

    This 1.02 acre parcel offers the rare combination of privacy and premier location. Tucked away in a quiet Southport neighborhood, yet just minutes to the harbor, beaches, train, restaurants, and charming village shops - it's the best of both worlds. The possibilities are endless - City water, City sewer and Natural Gas are available in the street. Whether you envision a timeless New England

    Barbara Sweeney Coldwell Banker Realty

    844 Mill Hill Terrace, Fairfield, CT 06890
  • /33

    $2,495,000

    • 3 Beds
    • 3.5 Baths
    • 3,328 Sq Ft

    2 Elmwood Dr Unit 2, Southport, CT 06890

    Rare offering in the coveted Southport Green complex, just steps from Southport Village and Metro North. One of only two stand-alone residences in this 24-unit enclave, this townhouse lives like a private home with the ease of condominium living. Featuring 3 bedrooms, 3 full and 1 half baths, and a coveted attached 2-car garage, the residence spans three floors of refined living. Thoughtfully

    Andrew Whiteley Brown Harris Stevens

    2 Elmwood Dr Unit 2, Southport, CT 06890
  • /20

    $950,000

    • 3 Beds
    • 2 Baths
    • 1,914 Sq Ft

    2180 Cross Hwy, Fairfield, CT 06824

    Discover the ease of one-level living at 2180 Cross Highway, perfectly situated in a convenient Fairfield location on the Westport border, with a full home Generac Generator and sprinkler system. This home offers a fantastic opportunity to bring your vision to life, ready for your cosmetic updates and improvements. Many expansion possibilities. Surrounded by mature plantings that provide natural

    Meredith Cohen Serhant Connecticut, LLC

    2180 Cross Hwy, Fairfield, CT 06824
  • /32

    $1,075,000

    • 2 Beds
    • 2.5 Baths
    • 2,184 Sq Ft

    972 S Pine Creek Rd, Fairfield, CT 06824

    Nestled in a serene, beautifully landscaped community, this gracious townhouse at Pine Ridge offers the perfect blend of privacy and lifestyle. Set around a center green and gazebo, it creates a tranquil and inviting atmosphere. Located within a short walk to the beach, par 3 golf and tennis center. The bright and spacious living room, perfect for entertaining, has nine foot ceilings, a

    Harriet Stone William Pitt Sotheby's Int'l

    972 S Pine Creek Rd, Fairfield, CT 06824
  • /10

    $1,000,000

    • 4 Beds
    • 2.5 Baths
    • 2,644 Sq Ft

    647 Bronson Rd, Southport, CT 06890

    First Time on the Market - A Southport Treasure with Endless Possibilities For the first time since 1912, this cherished Southport residence is being offered for sale. Passed down through generations, this classic colonial has been a cornerstone of one family's legacy for over a century - and now it's ready for its next chapter. Set on nearly a half-acre in the heart of Southport, this property

    Vienna DiPiave William Pitt Sotheby's Int'l

    647 Bronson Rd, Southport, CT 06890
  • /37

    $3,199,000 Open Sun 1PM - 3PM

    • 5 Beds
    • 5 Baths
    • 3,961 Sq Ft

    318 320 Pine Creek Ave, Fairfield, CT 06824

    Welcome to a truly exceptional opportunity-a direct waterfront compound offering expansive views of Long Island Sound, a dock, &endless showstopping sunsets. This remarkable property features 2 residences: a fully renovated, FEMA-compliant main house AND a charming, income-generating guest cottage.The Main Residence (320)is a modern coastal retreat offering 3,129 sq ft of sun-drenched living

    Deirdre Andreoli Compass Connecticut, LLC

    318 320 Pine Creek Ave, Fairfield, CT 06824
  • /40

    $2,398,000

    • 10 Beds
    • 7.5 Baths
    • 4,403 Sq Ft

    465 Edward St, Fairfield, CT 06824

    Extremely rare opportunity to own a side-by-side, Colonial style duplex with over 4400sqft in total and 10 bedrooms-in the heart of the Fairfield beach area. The home is currently rented each academic year through May 2028. Cap spreadsheet is in attachments, illustrating the very positive income flow. Academic rental $19,000-$21,000 per month for entire house. Converting to a 10-month lease after

    Jessica Walsh William Raveis Real Estate

    465 Edward St, Fairfield, CT 06824
  • /20

    $1,395,000

    • 4 Beds
    • 5.5 Baths
    • 4,906 Sq Ft

    3853 Congress St, Fairfield, CT 06824

    Sprawling ten room ranch style residence offering 3 acres on a prime estate street in Greenfield Hill. This stately home is discreetly positioned behind a brick wall and approached by a sweeping circular drive creating a grand sense of arrival. Inside this impressive home discover a striking Indoor Pool housed in its own sun lit pavilion. This dramatic recreation space adjoins the Kitchen and

    Paul Triantafel William Pitt Sotheby's Int'l

    3853 Congress St, Fairfield, CT 06824
  • /40

    $12,000,000

    • 7 Beds
    • 6.5 Baths
    • 8,119 Sq Ft

    260 Willow St, Southport, CT 06890

    Welcome to 260 Willow Street-where timeless design meets modern luxury. Thoughtfully reimagined and meticulously executed, this exceptional Southport Village residence embodies architectural refinement and effortless elegance. Renowned architect Christopher Pagliaro's philosophy of "addition by subtraction" is evident throughout, resulting in a home that is both sophisticated and serene. Every

    Elizabeth Tritschler William Raveis Real Estate

    260 Willow St, Southport, CT 06890
  • /39

    $2,200,000

    • 6 Beds
    • 2 Baths
    • 2,180 Sq Ft

    2142 Fairfield Beach Rd, Fairfield, CT 06824

    OPPORTUNITY KNOCKS TWICE with the only two-family home on Fairfield beach road Peninsula. Great rental income. Newly painted inside and out and completely furnished. This duplex features a spacious four-bedroom unit and a two-bedroom unit on the creek side with private gate access to the beach just across the road. Features include a wrap-around deck on the creek side with boat access to Long

    Michael Menillo Collage Realty

    2142 Fairfield Beach Rd, Fairfield, CT 06824
  • /40

    $5,500,000

    • 5 Beds
    • 7 Baths
    • 5,198 Sq Ft

    1410 S Pine Creek Rd, Fairfield, CT 06824

    Imagine starting each day with breathtaking sunrises over the water, the salty breeze on your face, and your toes in the sand. This magnificent custom-built waterfront estate offers 126 feet of direct beachfront along Fairfield's highly sought-after South Pine Creek Beach Area. Perfectly situated on nearly an acre of property, this stately Federal Colonial was custom built in 2005 and showcases

    Melissa Montagno Higgins Group Real Estate

    1410 S Pine Creek Rd, Fairfield, CT 06824
  • /21

    $699,000

    • 3 Beds
    • 3 Baths
    • 1,586 Sq Ft

    11 Twin Brooks Ln, Fairfield, CT 06824

    Opportunity Knocks for this perfect opportunity for renovation or expansion in prime Location! Nestled on a quiet lower Greenfield Hill cul-de-sac with a peaceful yard, this solidly built home is being sold as-is, where-is with no representation of electric, plumbing, or mechanical systems. TOWN VARIANCE IS IN PLACE FOR EXPANSION and for adding a second story, providing incredible potential to

    Michael Traum RE/MAX Heritage

    11 Twin Brooks Ln, Fairfield, CT 06824
  • /37

    $3,100,000

    • 5 Beds
    • 4.5 Baths
    • 4,000 Sq Ft

    450 Penfield Rd, Fairfield, CT 06824

    New Construction in coveted BEACH AREA! This 4,000 sqft custom Colonial blends coastal charm with modern luxury-just a short walk to Penfield Beach, Fairfield Beach Club, vibrant downtown, the train, and top-rated schools. With 5-6 bedrooms, 4.5 baths, and 3 finished levels, this elevator-ready home offers exceptional design, flow, and comfort. The open concept kitchen is both functional and

    Julie Vanderblue Higgins Group Real Estate

    450 Penfield Rd, Fairfield, CT 06824
  • /40

    $1,900,000

    • 4 Beds
    • 4 Baths
    • 4,950 Sq Ft

    260 Range Rd, Southport, CT 06890

    Located on a quiet cul-de-sac in one of Southport's premier family neighborhoods, this elegant 4-bedroom, 2 full and 2 half-bath Colonial by Toll Brothers combines timeless design with modern comfort. The stately "Cedarbrook" Federal Colonial model welcomes you with a grand two-story foyer, setting the stage for the sophisticated interiors. Formal living and dining rooms are ideal for

    Julie Vanderblue Higgins Group Real Estate

    260 Range Rd, Southport, CT 06890
  • /30

    $1,799,000

    • 4 Beds
    • 6 Baths
    • 4,000 Sq Ft

    345 Reef Rd Unit B6, Fairfield, CT 06824

    Approximately 4,000 square feet of thoughtfully designed living space await in this new construction townhouse. Featuring four well-appointed bedrooms, four en-suite bathrooms, and two half baths, this residence offers ample room to accommodate a variety of household needs. The primary suite boasts a luxurious en-suite bathroom with a dual vanity, walk-in shower, soaking tub, and generous walk-in

    Sara Santos Coldwell Banker Realty

    345 Reef Rd Unit B6, Fairfield, CT 06824

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