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Homes for Sale in 06443

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  • /40

    $1,899,000 Open Sat 12PM - 2PM

    • 4 Beds
    • 3.5 Baths
    • 4,988 Sq Ft

    123 Liberty St, Madison, CT 06443

    Welcome to Liberty Street - One of Madison's Most Sought-After Addresses. This exceptional custom-built home combines timeless elegance with masterful craftsmanship, showcasing exquisite millwork and refined finishes throughout. Spend warm summer evenings on the inviting covered front porch, or step inside to find a beautifully designed interior featuring coffered ceilings in the dining room, a

    Agent Photo

    Cathy Lynch

    Coldwell Banker Realty

    (475) 260-9240

    123 Liberty St, Madison, CT 06443
  • /29

    $515,000

    • 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
  • /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

    $1,995,000

    • 5 Beds
    • 3.5 Baths
    • 3,912 Sq Ft

    30 Meeting House Ln, Madison, CT 06443

    Once known as "Hartsbourne," this storied Madison residence is celebrated for its premier location overlooking the town green and its timeless architectural presence. A true local landmark, the home is distinguished by its striking curved eaved roofline, reminiscent of a pagoda with a unique flat seamed copper roof center. Beautifully aligned with the neighboring Congregational Church, the home

    Agent Photo

    Cathy Lynch

    Coldwell Banker Realty

    (203) 442-9594

    30 Meeting House Ln, Madison, CT 06443
  • /40

    $3,000,000

    • 6 Beds
    • 4.5 Baths
    • 6,300 Sq Ft

    37 Lantern Hill Rd, Madison, CT 06443

    Welcome to 37 Lantern Hill Road, a luxurious residence nestled in the heart of Madison's most coveted neighborhood. Just a short stroll from pristine beaches, the charming town center, and the Madison Country Club, this home offers an unparalleled lifestyle of comfort and convenience. Tucked away along picturesque brick-lined sidewalks and illuminated by classic lanterns, this exceptional

    Agent Photo

    Cathy Lynch

    Coldwell Banker Realty

    (475) 283-9847

    37 Lantern Hill Rd, Madison, CT 06443
  • /40

    $695,000 Open Fri 4PM - 6PM

    • 4 Beds
    • 3 Baths
    • 2,555 Sq Ft

    16 Eastwood Rd, Madison, CT 06443

    Welcome to 16 Eastwood Drive, a beautifully updated raised ranch set on over an acre of land in one of Madison's most peaceful neighborhoods. This spacious 4-bedroom, 3-bathroom home offers over 2,555 square feet of living space with a bright and functional layout. The property has been thoughtfully upgraded throughout, featuring a brand-new roof, all new windows, and completely updated

    Agent Photo

    Nancy Potts

    Coldwell Banker Realty

    (475) 284-5986

    16 Eastwood Rd, Madison, CT 06443
  • /40

    $995,000 Open Sun 12PM - 2PM

    • 4 Beds
    • 2.5 Baths
    • 2,632 Sq Ft

    97 Kelsey Springs Dr, Madison, CT 06443

    Beautiful 4-Bedroom Colonial in a Prime Madison Location! This immaculate home has been thoughtfully upgraded nothing left to do but move in and enjoy. The living room blends contemporary design with classic appeal, while the dedicated office provides the perfect space for working from home. A cozy family room with custom built-ins, a fantastic mud/laundry room, and four spacious bedrooms

    Agent Photo

    Cathy Lynch

    Coldwell Banker Realty

    (475) 323-6765

    97 Kelsey Springs Dr, Madison, CT 06443
  • /35

    $1,500,000 Open Sat 10AM - 2PM

    • 4 Beds
    • 3 Baths
    • 2,667 Sq Ft

    115 Harbor Ave, Madison, CT 06443

    Live the shoreline lifestyle in this beautifully updated 4-6 bedroom, 3-bath Colonial, just 88 steps from your very own private beach. Perfectly designed for both everyday living and entertaining, the open-concept main level flows seamlessly from dining to living, anchored by a cozy fireplace and filled with natural light. A screened-in porch with sweeping water views sets the stage for morning

    Alan Spotlow William Raveis Real Estate

    115 Harbor Ave, Madison, CT 06443
  • /25

    $850,000 Open Sun 12PM - 2PM

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

    166 Bishop Ln, Madison, CT 06443

    Custom built and first time on the market! A solid and well cared for home that exudes pride of ownership. An exceptional opportunity to enjoy the best of shoreline living in one of Madison's most desirable locations. A beautifully designed 3 bedroom, 3 bath ranch style home. Nearly 3,000 square feet of single floor living on almost an acre of land. A home loaded with upgrades that include 2

    Greg robbins Houlihan Lawrence WD

    166 Bishop Ln, Madison, CT 06443
  • /39

    $876,500 Open Sat 12PM - 2PM

    • 5 Beds
    • 3 Baths
    • 3,992 Sq Ft

    16 Forest Hills Dr, Madison, CT 06443

    Located in one of Madison's most desirable neighborhoods, 16 Forest Hills Drive offers exceptional space and potential. Just minutes from the town center and beaches. This expansive five-bedroom Colonial features an large eat-in kitchen with a cozy fireplace, a spacious formal living room with its own fireplace, and a versatile den/office with extensive built-in cabinets or family room-also with

    Rod Cross Coldwell Banker Realty

    16 Forest Hills Dr, Madison, CT 06443
  • /39

    $995,000

    • 5 Beds
    • 3.5 Baths
    • 4,168 Sq Ft

    66 Beaver Pond Rd, Madison, CT 06443

    Spacious Colonial close to Town Center boasting unique first floor, handicap accessible, in-law apartment with separate entrance, full kitchen, large family room and bedroom suite. Main house embraces a renovated granite kitchen, 4 additional second floor bedrooms including primary suite and great room with fireplace. Floor plan is tailor made for large gatherings. The home's kitchen and

    John Campbell Compass Connecticut, LLC

    66 Beaver Pond Rd, Madison, CT 06443
  • /40

    $1,485,000

    • 5 Beds
    • 5 Baths
    • 5,779 Sq Ft

    110 Randi Dr, Madison, CT 06443

    A stately circular driveway ushers you into a realm of elegance & comfort. This grand & classic 5,779 sf residence is a testament to luxurious living, offering a harmonious blend of expansive open areas. Step through the front door and be greeted by a formal living room adorned w/ French doors & the first of 3 fireplaces, a space that could effortlessly transition into a distinguished home

    Amy Kirst William Pitt Sotheby's Int'l

    110 Randi Dr, Madison, CT 06443
  • /40

    $898,000

    • 4 Beds
    • 3.5 Baths
    • 4,944 Sq Ft

    30 Renees Way, Madison, CT 06443

    Welcome home to your very own peaceful retreat. Nestled on a classic cul-de-sac in one of the area's most desired neighborhoods. Ideal for multi-generational living, this home features an additional 1100 sf walk out lower level, ready to be utilized as an in-law suite, home gym, recreation space or even an at-home office. The private backyard oasis, features an in-ground pool, hot tub, charming

    Shoreline Homes Team William Raveis Real Estate

    30 Renees Way, Madison, CT 06443
  • /39

    $2,395,000

    • 4 Beds
    • 3.5 Baths
    • 4,010 Sq Ft

    64 Webster Point Rd, Madison, CT 06443

    GRACIOUS, SPACIOUS AND GRAND Sited one house from Long Island Sound on a quiet cul de sac, 64 Webster Point is a private, classic Colonial with spacious, high ceilinged (10' on the first floor), light filled rooms and beautiful hardwood floors throughout the house. A double height foyer flows into the large living room highlighted by a handsome, wood burning fireplace. Adjacent is the formal

    Margaret Muir William Pitt Sotheby's Int'l

    64 Webster Point Rd, Madison, CT 06443
  • /28

    $1,300,000

    • 4 Beds
    • 2.5 Baths
    • 3,031 Sq Ft

    513 Boston Post Rd, Madison, CT 06443

    Nestled in the heart of Madison Village, this exquisite Greek Revival-style home offers unparalleled privacy. Tucked behind a grove of trees this is a rare find in downtown Madison. Just a short stroll to the Green, downtown shops, golf course and the beaches, this impeccably maintained antique home blends classic charm with modern convenience. Inside, you'll find an open kitchen that flows into

    Meig Walz Newcomb Coldwell Banker Realty

    513 Boston Post Rd, Madison, CT 06443
  • /33

    $1,950,000

    • 3 Beds
    • 2 Baths
    • 1,824 Sq Ft

    146 Chittenden Field Ln, Madison, CT 06443

    Just Steps from the Sand - Your Coastal Retreat Awaits! Wake up in your 3-bedroom beach house to the sound of waves rolling onto your private beach. Bright, open living spaces bring the ocean right inside, while each room offers serene, million-dollar views and the soothing rhythm of the sea. This is more than home - it's your slice of paradise. Enjoy panoramic ocean views from every room, walls

    Lori Bartone William Raveis Real Estate

    146 Chittenden Field Ln, Madison, CT 06443
  • /26

    $1,100,000

    • 4 Beds
    • 3.5 Baths
    • 3,909 Sq Ft

    125 Wildcat Rd, Madison, CT 06443

    Nestled just minutes from the heart of downtown Madison, this exceptional property offers the perfect blend of convenience, privacy, and year-round beauty. Loved by the same family for 34 years, at the end of a long circular driveway you will find this home that sits on a professionally landscaped lot that blooms with color in every season, attracting songbirds from spring through fall. Inside,

    Meig Walz Newcomb Coldwell Banker Realty

    125 Wildcat Rd, Madison, CT 06443
  • /40

    $875,000

    • 3 Beds
    • 4 Baths
    • 2,235 Sq Ft

    3 Arrowhead Rd, Madison, CT 06443

    Newly Priced! Embrace the enchantment of Shoreline Living at its finest with this sun-drenched haven at 3 Arrowhead, a jewel nestled in a quaint community with the river at your doorstep. As you step into this radiant abode, you're welcomed by a symphony of natural light and the serene melodies of local birdsong. The home's design harmoniously blends the outdoors with the indoors, creating a

    Diana Hartman William Pitt Sotheby's Int'l

    3 Arrowhead Rd, Madison, CT 06443
  • /40

    $1,098,000

    • 5 Beds
    • 3 Baths
    • 2,781 Sq Ft

    8 Highview Rd, Madison, CT 06443

    One-of-a-kind home in a small, sought-after subdivision close to the heart of charming Madison, CT. This architecturally distinctive residence features soaring cathedral ceilings and brand new skylights in the living room, vaulted ceilings in the dining room, and a striking shiplap ceiling in the expansive family room. Two wood-burning fireplaces create cozy focal points in both living and family

    Sheila Tinn-Murphy Berkshire Hathaway NE Prop.

    8 Highview Rd, Madison, CT 06443
  • /31

    $825,000 Pre-Foreclosure

    • 3 Beds
    • 3.5 Baths
    • 3,772 Sq Ft

    13 Longview Terrace, Madison, CT 06443

    Privately sited at the end of Longview Terrace with expansive marsh and river views this larger than most free-standing colonial at over 3700 sf offers luxurious condo living. With a three-story generous layout this unit is south facing and full of light and custom details. The oversized kitchen with breakfast area is open to a 22x17 private deck. The primary suite offers a fireplace, a very

    Margaret Muir William Pitt Sotheby's Int'l

    13 Longview Terrace, Madison, CT 06443
  • /31

    $465,000 Open Sat 12PM - 3PM

    • 3 Beds
    • 2 Baths
    • 1,975 Sq Ft

    18 Deepwood Dr, Madison, CT 06443

    Charming 3-Bedroom Split-Level Home in a Quiet, Established Neighborhood Welcome to your new home! This lovingly maintained split-level residence combines comfort, style, and functionality-perfect for those seeking a peaceful retreat. This home features 3 bedrooms, 2 full bathrooms, and a warm, inviting living area. Step into a bright living room filled with natural light from a large front

    Alison Shaheen Sand Harbor Real Estate LLC

    18 Deepwood Dr, Madison, CT 06443
  • /14

    $320,000

    • 4 Beds
    • 1.5 Baths
    • 1,912 Sq Ft

    12 Rustic Ln, Madison, CT 06443

    This location is perfect, a quiet street on a corner lot bordering stone walls. This home is sold in "AS IS" condition. Bring your energy to restore this home to your taste! Hardwood flooring, a large kitchen, and a sunny level lot are some of the attributes of this home. Consider a renovation loan or a cash purchase and this property could be yours!

    Sheila Tinn-Murphy Berkshire Hathaway NE Prop.

    12 Rustic Ln, Madison, CT 06443
  • /16

    $455,000

    • 3 Beds
    • 2 Baths
    • 1,419 Sq Ft

    75 Fairview Dr, Madison, CT 06443

    3 bedroom 2 full baths close to town private road, close to Bower Park, 2 car garage attached. Totally renovated, Hardwood floors and wood composite laminate's where not oak, bow and bay Anderson windows, a must see!

    Derek Eisenberg Continental Real Estate

    75 Fairview Dr, Madison, CT 06443
  • /40

    $3,795,000

    • 4 Beds
    • 5 Baths
    • 4,505 Sq Ft

    98 Island Ave, Madison, CT 06443

    Welcome to 98 Island Avenue in Madison, a stunning coastal residence just a short walk to the beach and town. Custom built in 2016 w/extraordinary attention to detail, this home combines timeless elegance with modern convenience. Inside, you'll find soaring 9-foot ceilings, 8-foot doors, hurricane-rated Andersen windows, & polished nickel Baldwin hardware throughout. The chef's kitchen is a

    Susan Clifford Coldwell Banker Realty

    98 Island Ave, Madison, CT 06443
  • /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
  • /38

    $799,000

    • 4 Beds
    • 3.5 Baths
    • 3,986 Sq Ft

    16 Yankee Peddler Path, Madison, CT 06443

    This fully renovated and expanded Farmhouse Colonial offers nearly 4,000 sq ft of luxurious living space on a private 1.6-acre lot, blending timeless charm with modern upgrades. Every detail has been thoughtfully updated from roof to flooring, including new HVAC system, electrical, plumbing, a gourmet kitchen with center island and huge walk-in pantry, stylish bathrooms, and more. With 4 spacious

    Linda Toscano Coldwell Banker Realty

    16 Yankee Peddler Path, Madison, CT 06443
  • /40

    $2,600,000

    • 5 Beds
    • 5.5 Baths
    • 5,543 Sq Ft

    137 Liberty St, Madison, CT 06443

    Rare opportunity to own in desirable Liberty Street area. This 1816 Federal-style residence & new detached historically designed barn, renovated and built by prominent historical design/build specialists Gulick & Co., creates a harmonious blend of formality and comfort. The main residence has 3,784 sq ft of living space, and the detached barn boasts 1,776 sq ft. The main residence is a

    Alison Gould Gould Group LLC

    137 Liberty St, Madison, CT 06443
  • /23

    $525,000

    • 3 Beds
    • 1 Bath
    • 1,144 Sq Ft

    7 Madrina Ln, Madison, CT 06443

    Location, Location, Location!! Introducing a charming and well-maintained raised ranch home, nestled in the heart of shoreline Madison. Here at 7 Madrina Lane, step into an inviting living room with fireplace, and newer kitchen equipped with stainless steel appliances. Boasting 3 bedrooms, and pristine hardwood flooring - this delightful residence offers a cozy, spacious environment for everyday

    Kayla Chasse Compass Connecticut, LLC

    7 Madrina Ln, Madison, CT 06443
  • /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
  • /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
  • /23

    $789,900

    • 4 Beds
    • 2.5 Baths
    • 2,805 Sq Ft

    18 Kelsey Springs Dr, Madison, CT 06443

    Charming colonial home nestled on 0.96 acres in a desirable neighborhood just minutes from the town beach, shopping, and highway. This beautiful 2800 square foot home boasts an open floor plan perfect for entertaining, with vaulted ceilings and a cozy fireplace. The spacious layout includes four bedrooms, two full baths, and one half bath, partial finished walk out basement and 2 car garage.

    Joanne Fowler Bishop, Edward & Roberts, LLC

    18 Kelsey Springs Dr, Madison, CT 06443
  • /40

    $4,500,000

    • 5 Beds
    • 4.5 Baths
    • 4,613 Sq Ft

    33 Seaview Ave, Madison, CT 06443

    Stunning one-of-a-kind residence designed by Robert Page, AIA. Set directly on coveted private assoc. Seaview Beach, this iconic 4-level 4,600+ sq. ft. coastal retreat offers an unparalleled blend of modern sensibility and timeless craftmanship. Largely renovated in 2023, no detail was overlooked in this luxurious sanctuary for those who want the exceptional in coastal living. No flood insurance

    Margaret Muir William Pitt Sotheby's Int'l

    33 Seaview Ave, Madison, CT 06443
  • /37

    $637,500

    • 4 Beds
    • 2.5 Baths
    • 2,088 Sq Ft

    81 Bartlett Dr, Madison, CT 06443

    81 Bartlett - a rare find, showcasing a blend of modern updates & outdoor amenities that make it perfect for entertaining & everyday living. Step outside to the double decks that meet with a new patio area & the expansive, level, private backyard offers a lush, grassy yard. Inside, the home greets you with an inviting colonial style layout. The foyer flows seamlessly into both the formal living

    Lauren Freedman Coldwell Banker Realty

    81 Bartlett Dr, Madison, CT 06443
  • /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
  • /11

    $259,900

    • 2 Beds
    • 1 Bath
    • 612 Sq Ft

    6 Young's Village, Madison, CT 06443

    Brand New Cottage : ) This seasonal cottage located on First Street # 6 in Young's Village next to Hammonasett State Beach Park. Enjoy swimming, coastal walk ways and fabulous restaurants .- all within a hop, skip and jump away! This new cottage offers two bedrooms, walk in closets, a laundry hookup space, and electric fireplace. The kitchen showcases granite countertops, tile floors, stainless

    Jason Saphire www.HomeZu.com

    6 Young's Village, Madison, CT 06443
  • /22

    $650,000

    • 3 Beds
    • 2 Baths
    • 1,186 Sq Ft

    141 Duck Hole Rd, Madison, CT 06443

    Tucked away on a private 2-acre lot just minutes from I-95 and all that Madison has to offer, this property is perfect for buyers seeking space, convenience, and a truly exceptional garage setup. The home itself offers 3 bedrooms and a full basement-functional and full of potential-but the real star here is the oversized garage. With over 1,800 square feet of space, soaring ceilings, and 12-foot

    Meig Walz Newcomb Coldwell Banker Realty

    141 Duck Hole Rd, Madison, CT 06443
  • /40

    $3,950,000

    • 6 Beds
    • 7 Baths
    • 6,074 Sq Ft

    10 Middle Beach Rd W, Madison, CT 06443

    PRIVATE AND PEACEFUL WITH DEEDED BEACH ACCESS! Panoramic views of LI Sound are enjoyed from almost every room of this gracious,very private, mint condition home with ample room for family & lucky guests. Sited back from Middle Beach Road West and overlooking the ever changing salt marsh, enter the inviting double height foyer to discover spacious, high ceilinged and light filled rooms that are

    Margaret Muir William Pitt Sotheby's Int'l

    10 Middle Beach Rd W, Madison, CT 06443
  • /16

    $775,000

    • 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
  • /32

    $229,000

    • 3 Beds
    • 1 Bath
    • 897 Sq Ft

    4 North St, Madison, CT 06443

    **Seasonal Beach Living in Madison** Experience the ultimate coastal getaway with this charming seasonal cottage, available from April 1 to October 31. Nestled within a mile of stunning beaches, you'll have easy access to not only the sun and surf but also scenic hiking and biking trails nearby. Enjoy the vibrant local culture with a variety of delightful shoreline restaurants and unique shops

    Kristy Vaiuso Coldwell Banker Realty

    4 North St, Madison, CT 06443
  • /33

    $635,000

    • 4 Beds
    • 2.5 Baths
    • 1,894 Sq Ft

    9 Monroe Ln, Madison, CT 06443

    Nestled on a corner lot in a quiet cul-de-sac sits this lovely 4 bed, 2.5 bath Colonial in a great neighborhood near everything: schools, downtown, beaches, highway, Madison Land Trust & Cockaponset State Forest! Classic colonial floor plan offers generously sized living room, dining room for entertaining, large kitchen with eat-in-area and 3 season sunporch all on the 1st floor. Lots of natural

    Karen Lee Coldwell Banker Realty

    9 Monroe Ln, Madison, CT 06443

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