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Southport, CT Homes for Sale with Garage

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  • /38

    $5,300,000

    • 5 Beds
    • 6 Baths
    • 6,020 Sq Ft

    24 Compo Pkwy, Westport, CT 06880

    Rare opportunity to live on one of Westport's most desirable Compo Beach cul-de-sacs. Beautifully restored and reimagined for today's lifestyle, this character filled 1925 Colonial features beamed ceilings, exposed stone, four fireplaces and more. Grand entertaining spaces include an expansive Dining Rm/Living Rm with 10' ceilings and two FPLS, a bright modern Kitchen and Family Rm w/FPL, a

    Elayne Landau Compo Point Properties

    24 Compo Pkwy, Westport, CT 06880
  • /40

    $4,599,999 New Construction

    • 8 Beds
    • 9 Baths
    • 8,412 Sq Ft

    32 Webb Rd, Westport, CT 06880

    This luxury 2026 Colonial at 32 Webb Road offers 8,412 sq ft of open-concept living on a 0.64-acre lot, tucked away on a quiet cul-de-sac in the heart of Westport. All eight bedrooms are ensuite, and nine bathrooms include a spacious primary suite with a walk-in closet and a private balcony. The gourmet kitchen features top-tier appliances and custom cabinetry, flowing seamlessly into sun-filled

    Judy Michaelis Coldwell Banker Realty

    32 Webb Rd, Westport, CT 06880
  • /19

    $5,499,000 New Construction

    • 5 Beds
    • 6.5 Baths
    • 7,000 Sq Ft

    36 Maple Ave S, Westport, CT 06880

    This is an exceptional opportunity to collaborate from the early design phase to create your "Dream House" with Redcoat Homes, nestled in the picturesque Greens Farms neighborhood. This five/six-bedroom residence is set on a level .70-acre lot, embodying a perfect synergy of architectural excellence and an enviable location. Crafted for modern living by the esteemed architect Judith Larson, this

    Kelly Loucas Compass Connecticut, LLC

    36 Maple Ave S, Westport, CT 06880
  • /40

    $1,450,000

    • 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
  • /37

    $1,949,000 New Construction

    • 5 Beds
    • 4.5 Baths
    • 4,474 Sq Ft

    31 High Ridge Rd, Fairfield, CT 06825

    Experience life in a new custom spec home by HOBI award-winning DeLaurentis Developments, a trusted local builder known for quality and craftsmanship. Thoughtfully designed with today's lifestyle in mind, this home offers open, light-filled living spaces that flow effortlessly from the gourmet Thermador kitchen to the great room and spacious backyard with room for a pool-perfect for family

    Jennifer DeLaurentis Compass Connecticut, LLC

    31 High Ridge Rd, Fairfield, CT 06825
  • /40

    $4,150,000 New Construction

    • 7 Beds
    • 7.5 Baths
    • 6,679 Sq Ft

    102 Compo Rd S, Westport, CT 06880

    THE ESTATES AT COMPO SOUTH - SIR Development presents the last of two luxury residences set back on beautiful property, each with their own distinct Modern style and pool. Officially designated by the State of CT as a Scenic Roadway, this location offers ultimate convenience to every amenity that makes Westport one of the most highly desired towns in the nation. This elevator-ready home begins

    Doug Bross Coldwell Banker Realty

    102 Compo Rd S, Westport, CT 06880
  • /35

    $689,900

    • 3 Beds
    • 2 Baths
    • 1,256 Sq Ft

    250 Szost Dr, Fairfield, CT 06824

    Well-maintained and ideally located in a convenient University Area setting, this inviting 3-bedroom home offers a functional layout and comfortable living spaces throughout. The main level features a bright living room with hardwood floors, a dining room with hardwood floors and a sliding glass door leading to the deck, and a kitchen with a dedicated eating area, perfect for everyday living and

    Steven Lage Coldwell Banker Realty

    250 Szost Dr, Fairfield, CT 06824
  • /40

    $949,000 Coming Soon

    • 3 Beds
    • 2.5 Baths
    • 1,956 Sq Ft

    1478 Jennings Rd, Fairfield, CT 06824

    Private, peaceful, and perfectly located, this University-area home offers a serene natural setting just minutes from Fairfield's town center, train, and beaches. Set in Fairfield's highly sought-after University area, this beautifully updated 3-bedroom, 2.5-bath home offers two levels of living with a cozy fireplace and a rare connection to nature. Surrounded by mature trees, stone walls, a

    Michael Jabick Keller Williams Realty

    1478 Jennings Rd, Fairfield, CT 06824
  • /35

    $1,299,000

    • 4 Beds
    • 4 Baths
    • 2,670 Sq Ft

    12 Sugar Plum Ln, Fairfield, CT 06824

    Coming Soon! This stunning 4-bedroom, 4-full-bath Contemporary Modern Colonial-style home has been fully rebuilt from the foundation up and offers the perfect blend of modern luxury and thoughtful design. The bright open-concept main level features a designer kitchen equipped with Thermador appliances, quartz countertops, and an oversized island that flows seamlessly into the spacious and

    Karim Douich William Raveis Real Estate

    12 Sugar Plum Ln, Fairfield, CT 06824
  • /34

    $2,450,000

    • 4 Beds
    • 4 Baths
    • 3,218 Sq Ft

    86 Maple Ave S, Westport, CT 06880

    Renovated, refreshed, and move-in ready, this sunfilled Greens Farms gem offers the perfect blend of charm, style, and modern comfort. Set on a beautifully landscaped, level acre with gunite pool and expansive patio, the outdoor living experience is exceptional. Fresh paint inside and out, a new pergola, and thoughtful landscaping create irresistible curb appeal. Step inside and feel instantly at

    Jaclyn Picarillo Higgins Group Bedford Square

    86 Maple Ave S, Westport, CT 06880
  • /40

    $5,200,000

    • 6 Beds
    • 12 Baths
    • 13,979 Sq Ft

    2959 Congress St, Fairfield, CT 06824

    Prepare to be wowed by this extraordinary estate featuring six bedrooms and ten-and-a-half bathrooms, spanning four meticulously designed floors. Enter through a breathtaking two-story grand foyer, leading into beautifully appointed formal and informal rooms perfect for entertaining and a gourmet kitchen that any discerning chef would envy. The luxurious primary suite serves as a private retreat,

    Anissa Paolillo Redfin Corporation

    2959 Congress St, Fairfield, CT 06824
  • /32

    $2,399,000

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

    2 Elmwood Dr Unit 2, Southport, CT 06890

    Rare opportunity in sought-after Southport Green-just steps to Southport Village and Metro-North. One of only two stand-alone residences in this 24-unit enclave, this home offers the privacy of a single-family lifestyle with the ease of condominium living. The townhouse-style residence spans three levels and features 3 bedrooms, 3 renovated full and 1 half baths, plus a coveted attached two-car

    Wendy Ryan Brown Harris Stevens

    2 Elmwood Dr Unit 2, Southport, CT 06890
  • /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
  • /37

    $999,999

    • 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
  • /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
  • /37

    $4,299,000 Open Thu 12PM - 2PM

    • 5 Beds
    • 7 Baths
    • 7,409 Sq Ft

    13 Rockyfield Rd, Westport, CT 06880

    Your staycation starts here. Pristine 2006 Colonial delivering timeless Westport luxury and effortless living, set on 1.12 flat, manicured acres with stone walls in a coveted, quiet neighborhood just one hour from NYC. This five-bedroom home offers five full and two half baths, two dedicated offices, and two flexible bonus spaces-ideal for today's work-from-home, wellness, and entertaining

    Danna Rogers Higgins Group Bedford Square

    13 Rockyfield Rd, Westport, CT 06880
  • /40

    $5,800,000

    • 4 Beds
    • 5 Baths
    • 7,105 Sq Ft

    80 Compo Rd N, Westport, CT 06880

    Set on a private, in-town 1.5-acre parcel, this custom shingle-style home offers refined design and exceptional craftsmanship throughout. Thoughtfully sited to capture southern, western, and eastern exposures, the home captures natural light from sunrise to sunset. Architectural highlights include intricate millwork, wide oak-plank flooring, dramatic ceilings, arched doorways, and extensive

    Adrienne Durkin Compass Connecticut, LLC

    80 Compo Rd N, Westport, CT 06880
  • /39

    $2,200,000

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

    2142 Fairfield Beach Rd, Fairfield, CT 06824

    OPPORTUNITY KNOCKS TWICE - A unique investment awaits with the only two-family home on the Fairfield Beach Road Peninsula featuring private beach access. This fully furnished property offers excellent rental income during the academic season and serves as a relaxing summer retreat for owners-or an additional rental opportunity. Unit 2142 is a spacious four-bedroom residence, each room furnished

    Michael Menillo Collage Realty

    2142 Fairfield Beach Rd, Fairfield, CT 06824
  • /18

    $9,995,000 New Construction

    • 7 Beds
    • 10 Baths
    • 10,800 Sq Ft

    688 Hulls Farm Rd, Southport, CT 06890

    This is the iconic property everyone is talking about! Introducing an extraordinary new custom residence set in the beloved estate area of Upper Southport near private equestrian facilities and public trails, beaches, restaurants, train, and shopping. Masterfully designed and customized to YOUR every whim with exquisite main house, separate party barn and/or guest house, pool with spa, tennis

    Jaclyn Picarillo Higgins Group Bedford Square

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

    $1,999,000

    • 4 Beds
    • 4 Baths
    • 4,152 Sq Ft

    218 Lower Farm Rd, Fairfield, CT 06824

    Rare Find: New construction, less than 10 months old. Light, bright, sunny, pristine 4/5 bedroom, 4 full bath colonial built in 2025 on a beautiful cul-de-sac enclave of 7 new homes meticulously constructed by Sanddollar Development, known for their stellar designs, quality materials and next-level craftsmanship. Luxurious finishes, designer lighting, custom millwork, solid white oak flooring,

    Cindy Searight Compass Connecticut, LLC

    218 Lower Farm Rd, Fairfield, CT 06824
  • /29

    $1,200,000

    • 4 Beds
    • 2.5 Baths
    • 1,406 Sq Ft

    97 Fayerweather Terrace, Bridgeport, CT 06605

    Fabulous Remodeled 4 Bedroom main house with Open floor plan. Partially finished basement. New Energy Star Appliances, Solar and beautifully appointed. Detached 2 Car Garage with One bedroom one bath unit above. Close to train, restaurants, St. Mary's by the Sea.

    Steven Koleno Beycome of Connecticut

    97 Fayerweather Terrace, Bridgeport, CT 06605
  • /15

    $5,472,860 New Construction

    • 7 Beds
    • 8 Baths
    • 6,120 Sq Ft

    1 Sturges Hwy Unit 2, Westport, CT 06880

    Design Your Dream Home with an Award-Winning Builder Step into a world of elegance and sophistication with a soon-to-be-built 6,100 sq. ft. masterpiece by Coastal Luxury Homes. Known for their innovative designs, sleek modern lines, and unparalleled craftsmanship, Coastal Luxury Homes has earned a reputation for creating some of the most sought-after residences. With a focus on prime location,

    Annie Klyver Higgins Group Real Estate

    1 Sturges Hwy Unit 2, Westport, CT 06880
  • /40

    $4,899,000 New Construction

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

    10 Tierney Ln, Westport, CT 06880

    This is the second of 2 custom homes, beautifully sited at the end of a private lane in the heart of Greens Farms. Combining classic design with modern detailing by an established local builder of premier residences, this masterfully crafted home is sure to delight even the most discerning buyer. The main level showcases expert millwork and warm white oak accents throughout, flowing from the

    Laurie Crouse Coldwell Banker Realty

    10 Tierney Ln, Westport, CT 06880
  • /21

    $885,000

    • 3 Beds
    • 3 Baths
    • 1,930 Sq Ft

    35 Knapps Hwy, Fairfield, CT 06825

    Welcome home to this beautifully remodeled cape which boasts 3 bedrooms, 3 full bathrooms, walk-in closets, stainless steel appliances, a finished lower level, a sun room and much more! The new, efficient mechanicals really keep energy costs down. The home is close to parks, shopping, golf, tennis courts, Fairfield's excellent schools and has a private, fenced back yard. There is plenty of

    Thomas Chanaca Chanaca Real Estate

    35 Knapps Hwy, Fairfield, CT 06825
  • /40

    $900,000

    • 5 Beds
    • 4 Baths
    • 2,192 Sq Ft

    489 Main St, Westport, CT 06880

    Single Family with legal accessory apartment. New 5 bedroom septic system- just installed and new furnace and hot water heater in apartment. Let your imagination soar in creating your ideal situation. The main house and the accessory apartment each has a fireplace, The main house has 3 bedrooms and the apartment 2 bedrooms and each has 2 full baths. Hardwood Floors, laminate floor, vinyl floor,

    Gabrielle DiBianco Higgins Group Bedford Square

    489 Main St, Westport, CT 06880
  • /37

    $695,000

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

    53 Hilltop Dr, Southport, CT 06890

    Welcome to this charming Cape Cod-style home, offering an inviting entry into the quaint, historic village of Southport. Recently refreshed with a full interior repaint in a crisp, clean white palette, the home feels bright, open, and thoughtfully updated, with sparsely furnished spaces that highlight the light, flow, and flexibility. Recent improvements include a brand-new furnace, a new

    Kaitlin Fulco Coldwell Banker Realty

    53 Hilltop Dr, Southport, CT 06890
  • /16

    $4,299,000 New Construction

    • 5 Beds
    • 6 Baths
    • 4,879 Sq Ft

    5 Franklin Ave, Westport, CT 06880

    Nestled in one of Westport's most desirable walk-to-town neighborhoods, this exceptional new construction home combines timeless charm with modern luxury. Designed by acclaimed architect Judith Larson and crafted by trusted builder Redcoat Homes, this residence offers the perfect balance of style and functionality. Located on a level third-acre on a quiet cul-de-sac, the property is beautifully

    James Lanzaro Compass Connecticut, LLC

    5 Franklin Ave, Westport, CT 06880
  • /4

    $2,149,000 New Construction

    • 4 Beds
    • 4.5 Baths
    • 3,250 Sq Ft

    2 Mellow St, Fairfield, CT 06824

    New Construction! Beautiful Beach area home to be built on a double cul de sac by one of Fairfield's premier builders. Just over 3000 sq ft on three levels with 4 bedrooms, 4.5 bathrooms and a finished 3rd floor. Open concept kitchen and family room as well as a formal dining room and living room to finish off the first floor. Exceptional finishes and fine craftsmanship throughout the house.

    Dawn Gitman William Raveis Real Estate

    2 Mellow St, Fairfield, CT 06824
  • /10

    $2,600,000 New Construction

    • 5 Beds
    • 4.5 Baths
    • 4,288 Sq Ft

    2 Fairport Rd, Westport, CT 06880

    Experience a new standard of modern elegance in this brand new luxury home in the heart of Westport. Spanning over 4,200 square feet of finished living space across four beautifully appointed levels, this residence features stunning white oak floors and premium finishes throughout. The main level features a bright open floor plan that seamlessly integrates a gourmet kitchen with large center

    Kristi Law William Pitt Sotheby's Int'l

    2 Fairport Rd, Westport, CT 06880
  • /38

    $3,999,000 New Construction

    • 6 Beds
    • 7 Baths
    • 7,092 Sq Ft

    18 Woodhill Rd, Westport, CT 06880

    Nestled near the end of an upscale cul-de-sac in prime Greens Farms, the newest SIR SIGNATURE Home blends timeless design with modern luxury on beautifully flat, private grounds. A heated gunite pool with auto cover anchors the expansive backyard w/ two connecting raised patios creates a true indooroutdoor retreat. Inside, sunfilled spaces showcase the craftsmanship SIR is known for. High

    Doug Bross Coldwell Banker Realty

    18 Woodhill Rd, Westport, CT 06880
  • /25

    $270,000

    • 2 Beds
    • 2 Baths
    • 1,096 Sq Ft

    2370 North Ave Unit 3F, Bridgeport, CT 06604

    Enjoy modern comfort and style fully renovated spacious 2-bedroom, 2-bath condominium in desirable Brooklawn at The Regency offers the perfect blend of comfort, style, and convenience, all on one level with elevator access. The open concept living and dining area features high ceilings, an island kitchen with premium appliances, and sliding doors to a large private balcony. Both bedrooms are

    Pilar Camacho Keller Williams Realty Prtnrs.

    2370 North Ave Unit 3F, Bridgeport, CT 06604
  • /36

    $1,695,000

    • 6 Beds
    • 4.5 Baths
    • 5,325 Sq Ft

    212 Fence Row Dr, Fairfield, CT 06824

    Set on over two private acres in the gated community of The Ridge, this stunning estate combines modern comfort with timeless design. Residents enjoy resort-style amenities including a clubhouse, pool, tennis courts, playground, basketball court, private recreation facilities, and 24/7 gate security. Step inside through a soaring vaulted foyer that opens to a sun-filled living room framed by a

    Adele Higgins Higgins Group Real Estate

    212 Fence Row Dr, Fairfield, CT 06824
  • /40

    $2,395,000

    • 4 Beds
    • 4.5 Baths
    • 3,620 Sq Ft

    783 Reef Rd, Fairfield, CT 06824

    Welcome to 783 Reef Road, a beautifully crafted home in the highly desirable Penfield Beach area of Fairfield. This elegant residence combines refined design with modern comfort, offering four bedrooms, four and a half bathrooms, and approximately 3,620 square feet of interior living space and an additional nearly 1,400 square feet of basement storage space. Inside, the foyer opens to a layout

    Daniel Durante Criterion Real Estate LLC

    783 Reef Rd, Fairfield, CT 06824
  • /39

    $3,500,000

    • 5 Beds
    • 6.5 Baths
    • 5,789 Sq Ft

    221 Greens Farms Rd, Westport, CT 06880

    THE BEDFORD HOUSE - Architecturally and historically significant estate in coveted Greens Farms. This exceptional property offers a rare opportunity to own one of Westport's most superb homes. Set on 2.33 acres with a gunite pool/spa, court and a 2400 sq ft barn featuring a 3-car garage, loft & more, the estate blends timeless elegance with modern comfort. Originally built in 1904 and designed by

    Leslie Riback Coldwell Banker Realty

    221 Greens Farms Rd, Westport, CT 06880
  • /40

    $2,498,000

    • 5 Beds
    • 8 Baths
    • 8,136 Sq Ft

    88 Merry Meet Cir, Fairfield, CT 06824

    Modern elegance meets estate living at 88 Merry Meet Circle, set on 3+ manicured acres in Fairfield's premier gated community, The Ridge. Perfectly positioned where Fairfield meets Westport, this gracious colonial manor offers 5+ bedrooms, 6 full and 2 half baths, and 4 beautifully finished levels-just minutes from vibrant downtowns, beaches, dining, and trains. A grand two-story foyer with a

    Erin Bremen melson The Agency

    88 Merry Meet Cir, Fairfield, CT 06824
  • /40

    $2,499,000

    • 4 Beds
    • 2.5 Baths
    • 5,015 Sq Ft

    200 Long Meadow Rd, Fairfield, CT 06824

    Located in the coveted Greenfield Hill neighborhood, this exceptional property offers the perfect blend of weekend retreat and everyday living, just 60 miles from Manhattan. Set on over 2 private acres with classic stone walls and professional landscaping, the home welcomes you with a dramatic two-story foyer and 9-foot ceilings throughout. The designer living room flows seamlessly into a

    Kim Vartuli Keller Williams Realty

    200 Long Meadow Rd, Fairfield, CT 06824
  • /14

    $1,949,000 New Construction

    • 5 Beds
    • 3.5 Baths
    • 3,780 Sq Ft

    210 Pansy Rd, Fairfield, CT 06824

    Welcome to 210 Pansy Road, a stunning new construction in Fairfield, CT offering nearly 4,000 sq. ft. of thoughtfully designed living space with 5 bedrooms and 3.5 baths. What truly sets this home apart is its rare setting-backing up to 8.5 acres of serene open nature preserve, providing a peaceful backdrop that's both private and unique. Inside, you'll find high-end finishes throughout: a chef's

    Anthony Gigliotti Keller Williams Realty

    210 Pansy Rd, Fairfield, CT 06824
  • /40

    $2,299,000 New Construction

    • 5 Beds
    • 5.5 Baths
    • 3,940 Sq Ft

    127 Paul Place, Fairfield, CT 06824

    The house that dreams are made of-nestled in a walkable community near beach, quaint town center and train. Brand-new construction recently completed, offers a seamless blend of understated elegance & coastal vibe. Fabulous 1st floor open floor plan features 9' ceilings and all generous size rooms: an inviting foyer, private mudroom, gourmet kitchen with 8' Quartz Island for entertaining. Top of

    Alice Dizenzo Berkshire Hathaway NE Prop.

    127 Paul Place, Fairfield, CT 06824
  • /14

    $3,450,000

    • 5 Beds
    • 4.5 Baths
    • 5,056 Sq Ft

    16 Burr School Rd, Westport, CT 06880

    A masterful full renovation by acclaimed Coastal Luxury Homes, this extraordinary modern residence redefines sophistication in the heart of Westport. Set on a pristine, private acre on a coveted cul-de-sac, the home dazzles with soaring ceilings, dramatic walls of glass, and exquisite luxury finishes throughout. Designed for the way you live today, it offers two primary suite options, an

    Danna Rogers Higgins Group Bedford Square

    16 Burr School Rd, Westport, CT 06880
  • /40

    $1,859,000 New Construction

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

    359 Reid St, Fairfield, CT 06824

    Brand new construction (HOME WARRANTY) in highly desired Fairfield University area. Move in tomorrow. Beautiful open floor plan includes large kitchen with high end appliances, center island, 36" gas range with hood, wine chiller, microwave drawer, 9 foot ceiling, hardwood floors. The bright airy family room with gas fireplace and a double slider walk out to large deck that overlooks grassy level

    Robert Richter Coldwell Banker Realty

    359 Reid St, Fairfield, CT 06824

Showing Results 41 - 80, Page 2 of 3

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