4,752

Luxury Homes for Sale in Connecticut

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  • /21

    $3,795,000 Open Sun 1PM - 3PM

    • 5 Beds
    • 4.5 Baths
    • 4,187 Sq Ft

    16 Summit Rd, Riverside, CT 06878

    Stop-the-Car - come experience the inside of this 4,187 sq ft Riverside Colonial, thoughtfully updated to today's standards. This is a rare opportunity to own a turnkey Riverside home that combines location, space, and everyday livability near Riverside Elementary, Binney Park, Old Greenwich Village, and two Metro-North stations. This 5-bedroom, 4.1-bath home blends classic architecture with the

    Felipe Dutra Leite Compass Connecticut, LLC

    16 Summit Rd, Riverside, CT 06878
  • /85

    $3,795,000

    • 7 Beds
    • 10 Baths
    • 11,075 Sq Ft

    214 Good Hill Rd, Weston, CT 06883

    Modern luxury meets historic charm on 5 private acres in lower Weston. Set at the end of a long, tree-lined drive, this reimagined Tudor Revival estate—once the retreat of Godspell creator John-Michael Tebelak—offers exceptional privacy and turnkey living. Renovated and expanded by architect Jack Franzen, the main home features 7 bedrooms, 8 full and 2 half baths, a dramatic two-story

    Eva Penson Sotheby's International Realty

    214 Good Hill Rd, Weston, CT 06883
  • /23

    $3,785,000 New Construction

    • 4 Beds
    • 4.5 Baths
    • 4,204 Sq Ft

    3 Laurel Ln, Westport, CT 06880

    Discover the epitome of elegance and sophistication on a quiet street, in a coveted area in Westport! Stunning new luxury construction designed by renowned Coastal Luxury Homes. Known for their architectural brilliance & unparalleled craftsmanship, Coastal Luxury Homes are a testament to innovative design & meticulous attention to detail. The rich architecture features flowing lines, glass

    Julie Vanderblue Higgins Group Real Estate

    3 Laurel Ln, Westport, CT 06880
  • /40

    $3,750,000

    • 5 Beds
    • 10 Baths
    • 13,490 Sq Ft

    23 Robkins Rd, Avon, CT 06001

    Set high above the Farmington Valley with sweeping, postcard-worthy views, this exceptional estate offers a rare blend of privacy, pedigree, and lifestyle-ideal as both a primary residence or an elegant second home. Designed for discerning buyers who value education, sport, and refined living, the property is minutes from the nation's most respected private schools, including The Ethel Walker

    Agent Photo

    Jacek Mikolajczyk

    Berkshire Hathaway NE Prop.

    (860) 590-4966

    23 Robkins Rd, Avon, CT 06001
  • /9

    $3,750,000 New Construction

    • 5 Beds
    • 5.5 Baths
    • 5,000 Sq Ft

    22 Brett Rd, Fairfield, CT 06824

    Greenfield Hill proposed new construction on a 2.65-acre lot along a Town-designated Scenic Road, to be built by award-winning design-builder Bonnie Paige in collaboration with Vicente Burin Architects. The proposed residence is based on a design sold in Southport Village; interested buyers may tour similar homes and meet the team to tailor plans, finishes, and timeline. The property sits among

    Andrew Whiteley Brown Harris Stevens

    22 Brett Rd, Fairfield, CT 06824
  • /19

    $3,725,000 Pre-Foreclosure

    • 8 Beds
    • 8 Baths
    • 11,545 Sq Ft

    99 Orange St, New Haven, CT 06510

    Welcome to The Orange Street Collection, a mixed-use hospitality and residential investment opportunity located in the heart of Downtown New Haven. Positioned steps from Yale University, this asset combines immediate income with meaningful long-term upside in one of the city's most active corridors. The property features over 5,000 square feet of restaurant space across the main and lower levels,

    Michael Spindler Real Broker CT

    99 Orange St, New Haven, CT 06510
  • /2

    $3,700,000

    • Land
    • 128.64 Acres
    • $28,762 per Acre

    147 Riggs St, Oxford, CT 06478

    For Sale: 147 Riggs Street, Oxford, CT - 128.64-Acre Farm with Historic Homestead A rare opportunity to own 128.64 acres of picturesque land in Oxford, Connecticut. This expansive property (Parcel 27-15-9, per Town of Oxford Assessment Parcel Map) offers mixed-use zoning (Code 016), making it ideal for residential and forestry applications. Property Highlights: Historic 3-Bedroom Cape (Built in

    Joseph Martino Joseph Martino Real Estate

    147 Riggs St, Oxford, CT 06478
  • /4

    $3,650,000 New Construction

    • 6 Beds
    • 5.5 Baths
    • 5,844 Sq Ft

    3 Bowling Ln, Westport, CT 06880

    Now under construction with summer completion, this exceptional new construction 6-bedroom SIGNATURE home by SIR Development offers a rare opportunity to work with the builder's in-house Design Team to place your own SIGNATURE on this new home. With over 30 years of experience and more than 300 completed homes, SIR Development has earned a stellar reputation for exceptional craftsmanship &

    Julie Haroun Westport Residential, LLC.

    3 Bowling Ln, Westport, CT 06880
  • /2

    $3,600,000 New Construction

    • 5 Beds
    • 6 Baths
    • 5,000 Sq Ft

    399 Ridgebury Rd, Ridgefield, CT 06877

    Create your Ridgefield legacy with this proposed luxury residence. With four or five en-suite bedrooms and an open floor plan, our elevated property with sweeping views is a once in a lifetime opportunity on an impeccable homesite. Opportunities like this are nearly extinct. This spectacular 3-acre parcel, one of the last remaining premiere building sites in Ridgefield, offers a rare opportunity

    Robert Neumann Houlihan Lawrence

    399 Ridgebury Rd, Ridgefield, CT 06877
  • /40

    $3,595,000

    • 7 Beds
    • 7 Baths
    • 7,060 Sq Ft

    259 N Main St, Stonington, CT 06378

    Cove Lawn - Historic Italianate Estate with Water Views & Guest House. Walk to Stonington Borough. Experience the charm of village living just moments from Historic Stonington Borough at Cove Lawn, a magnificent c.1860 Italianate estate steeped in local history and timeless elegance. Ideally located just a short stroll to the Borough's deep-water marinas, boutique shopping, seaside cafes, and

    Judi Caracausa William Pitt Sotheby's Int'l

    259 N Main St, Stonington, CT 06378
  • /37

    $3,595,000

    • 6 Beds
    • 6 Baths
    • 5,112 Sq Ft

    15 Desiree Dr, Greenwich, CT 06830

    Set on a cul-de-sac, this inviting Colonial offers a bright interior, flexible layout, and six bedrooms on two quiet acres. A welcoming foyer with soaring ceiling opens to the sunlit dining room with bay window and living room with fireplace and doors leading to a large deck overlooking the backyard. The kitchen has been expanded and renovated, featuring a built-in desk and breakfast area with

    Julie Church Houlihan Lawrence

    15 Desiree Dr, Greenwich, CT 06830
  • /40

    $3,595,000

    • 5 Beds
    • 4.5 Baths
    • 5,300 Sq Ft

    245 Benedict Hill Rd, New Canaan, CT 06840

    A storybook entrance framed by classic stone walls opens to four flat, park-like acres leads you to this thoughtfully updated five-bedroom Colonial layered with warmth, character, and the kind of detail that make a house feel instantly welcoming. The light filled chef's kitchen flowing seamlessly into a family room with fireplace and French doors open to the terrace, heated pool, spa, and paddle

    Melissa Jones Houlihan Lawrence

    245 Benedict Hill Rd, New Canaan, CT 06840
  • /35

    $3,595,000

    • 4 Beds
    • 5.5 Baths
    • 7,063 Sq Ft

    11 Ravenrock, Roxbury, CT 06783

    A private gated road leads to this elegant shingle-style estate on 20+ secluded acres in the beautiful Litchfield Hills with spectacular views that go on for miles. This property includes a four bedroom, five and a half bath main residence, in ground heated Gunite pool, tennis court, one-bedroom caretaker's apartment over a 3-bay garage, two bedroom guest apartment and greenhouse. This compound

    Maria Taylor Klemm Real Estate Inc

    11 Ravenrock, Roxbury, CT 06783
  • /6

    $3,500,000

    • 3 Beds
    • 3.5 Baths
    • 1,299 Sq Ft

    0 Calf Pasture Island Unit 24147619, Norwalk, CT 06854

    Opportunities like this are rare. Calf Pasture Island is one of just 10 private islands off the coast of Norwalk, offering a uniquely private coastal setting and a blank canvas for imagination. Properties like this remain in the same hands for many decades and do not come up for sale often. Located approximately a half mile offshore, it is among the closest islands to the mainland and takes its

    Andrew Whiteley Brown Harris Stevens

    0 Calf Pasture Island Unit 24147619, Norwalk, CT 06854
  • /7

    $3,500,000

    • 2 Beds
    • 1 Bath
    • 915 Sq Ft

    0 E Betts Island Unit 24148140, Norwalk, CT 06854

    Opportunities like this are exceedingly rare. Betts Island is one of just 10 private islands off the coast of Norwalk, offering a uniquely private coastal setting and a canvas for imagination. Located approximately one mile offshore, the island is distinguished by its natural land bridge, which connects its two halves and creates a protected cove long favored by boaters. A small bungalow

    Andrew Whiteley Brown Harris Stevens

    0 E Betts Island Unit 24148140, Norwalk, CT 06854
  • /40

    $3,500,000

    • 3 Beds
    • 3 Baths
    • 8,500 Sq Ft

    4 Good Hill Rd, Weston, CT 06883

    Exquisite 1970 Renovated 3 Bedroom House with Renovated Barn and Private Art Museum in Weston, CT Nestled in the heart of Lower Weston, Connecticut, this exceptional 3.25 acre property offers a unique blend of historic charm and modern luxury. Situated on a meticulously landscaped estate, this renovated 3-bedroom house presents an unparalleled opportunity to experience gracious living alongside

    Kim Harizman Compass Connecticut, LLC

    4 Good Hill Rd, Weston, CT 06883
  • /4

    $3,500,000

    • Land
    • 72.08 Acres
    • $48,557 per Acre

    0 Christian St Unit 24096996, Oxford, CT 06478

    Glendale at Oxford/Canterbury Estates offers options for the next builder. Our builder after 53 years of building is retiring. The property is being offered with a few options. The first for the buyer to finish the complex in Oxford which consists of Orchard Hill and Forest View Road. The second option offers the buyer to continue with the land and have the house prints changed to 2,160 sq ft

    Sue Kopec Coldwell Banker Realty

    0 Christian St Unit 24096996, Oxford, CT 06478
  • /49

    $3,499,000

    • 5 Beds
    • 4.5 Baths
    • 5,389 Sq Ft

    399 Stanwich Rd, Greenwich, CT 06830

    Set amid scenic beauty, this custom-built Colonial offers over 5,300± square feet of elegant living space across four levels, complete with an indoor swimming pool and a charming guest cottage. Sun-filled formal living and dining rooms showcase soaring ceilings and beautiful natural light, while the kitchen with breakfast room opens to a comfortable family room. The serene primary suite provides

    Leslie McElwreath Sotheby's International Realty

    399 Stanwich Rd, Greenwich, CT 06830
  • /39

    $3,499,000

    • 5 Beds
    • 2.5 Baths
    • 2,870 Sq Ft

    417 River Rd, Pawcatuck, CT 06379

    A RARE OPPORTUNITY TO OWN A PIECE OF LOCAL STONINGTON HISTORY ALONG THE PAWCATUCK RIVER. Built in 1864 and lovingly passed down through generations, this cherished riverfront home has been a family homestead since 1912. From the moment you arrive, the property's timeless charm & sense of place are undeniable. A pristine hedge frames the front, while a classic mix of clapboard & vinyl siding hints

    Erika Rossetto Willow Properties

    417 River Rd, Pawcatuck, CT 06379
  • /33

    $3,495,000

    • 5 Beds
    • 4.5 Baths
    • 6,330 Sq Ft

    41 Londonderry Dr, Greenwich, CT 06830

    Overlooking the 5th tee of Burning Tree Country Club with sweeping golf course views, this distinctive 6,330 SF, 5-bedroom, 41⁄2-bath residence comes to market for the first time in 49 years. Set on 2.15 private acres, the home blends mid-century modern style with sophistication and comfort.Walls of glass, soaring ceilings and abundant natural light draw the outdoors in, creating a seamless

    Cheryl Makrinos Sotheby's International Realty

    41 Londonderry Dr, Greenwich, CT 06830
  • /40

    $3,495,000

    • 5 Beds
    • 6 Baths
    • 5,864 Sq Ft

    6 Cloudy Ln, Darien, CT 06820

    Nestled on more than two private acres, 6 Cloudy Lane presents an exceptional opportunity to own a classic estate property in one of Darien's most coveted neighborhoods. A thoughtful renovation by renowned designer Louise Brooks introduced timeless architectural elements that continue to define the home today. Expansive rooms, elegant detailing, and walls of windows fill the interiors with

    Kristin Nemec William Pitt Sotheby's Int'l

    6 Cloudy Ln, Darien, CT 06820
  • /40

    $3,495,000

    • 5 Beds
    • 8 Baths
    • 9,032 Sq Ft

    253 Rivergate Dr, Wilton, CT 06897

    Handsomely set on two private, resort-like acres, this timeless Nantucket-style residence offers the feel of a secluded family compound. Adjacent to a 21-acre wildlife preserve along the west bank of the Saugatuck River, the setting invites fishing by the river and peaceful walks along scenic trails through the surrounding natural landscape. Custom built by celebrated architect Tim Geitz, the

    Michelle Genovesi William Raveis Real Estate

    253 Rivergate Dr, Wilton, CT 06897
  • /40

    $3,450,000

    • 8 Beds
    • 11 Baths
    • 11,696 Sq Ft

    11 Mountain Spring Rd, Farmington, CT 06032

    Tucked away on over 4.5 private acres off Historic Mountain Spring Road this Georgian inspired estate is an extraordinary example of American architectural heritage. It encompasses over 11,000 square feet of refined living space, offering 8 bedrooms, 7 full baths, and 3 half baths. A majestic Great Hall greets visitors with soaring ceilings and elegant millwork. The residence boasts formal

    Scott Holmes William Pitt Sotheby's Int'l

    11 Mountain Spring Rd, Farmington, CT 06032
  • /39

    $3,449,000

    • 5 Beds
    • 7 Baths
    • 5,515 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 presents a rare opportunity in one of Fairfield's most coveted locations. Set on just over two acres of beautifully landscaped, professionally photographed grounds, the property reflects a timeless elegance that would be costly to replicate today. Across from a distinguished equestrian family

    Tara Hawley Coldwell Banker Realty

    2683 Bronson Rd, Fairfield, CT 06824
  • /28

    $3,389,000 New Construction

    • 4 Beds
    • 3.5 Baths
    • 6,103 Sq Ft

    21 S Brook Dr, Stamford, CT 06903

    This architectural gem will captivate with its luxurious, modern design and impress with its meticulous, energy-efficient construction. The award-winning CMG BUILDER of New Canaan CT will craft this home to the German Passive House Institute (PHI) standard, resulting in a visually stunning home that's 80 percent more energy efficient than a typical, code-built residence. Thoughtfully designed to

    Elaine Voss Coldwell Banker Realty

    21 S Brook Dr, Stamford, CT 06903
  • /23

    $3,300,000

    • 5 Beds
    • 3.5 Baths
    • 2,478 Sq Ft

    128 5 Mile River Rd, Darien, CT 06820

    Nestled down on one of Darien's most sought after streets, this charming farmhouse offers five bedrooms, three full/one half bath, and lots of privacy. Sun filled interiors create a warm and inviting home a long with many different options to make this a dream property. Steps to Five Mile River and walking distance to Rowayton. Ideally located just minutes from town, train, beaches, this rare

    Abigail Moore Houlihan Lawrence

    128 5 Mile River Rd, Darien, CT 06820
  • /40

    $3,300,000

    • 2 Beds
    • 2.5 Baths
    • 4,420 Sq Ft

    217 Sawyer Hill Rd, New Milford, CT 06776

    Escape to your sunlight-filled, modern architectural retreat on a winding country road in Merryall, just minutes from Lake Waramaug Country Club, Bulls Bridge Golf Club, and the uber-chic villages of New Preston, Washington and Kent. Using the American barn as his inspiration, a well-known designer custom built this Litchfield County home for his own use. The house is sited in a large open field,

    Pels Matthews W. Raveis Lifestyles Realty

    217 Sawyer Hill Rd, New Milford, CT 06776
  • /40

    $3,295,000

    • 4 Beds
    • 3.5 Baths
    • 3,688 Sq Ft

    4 Harbour View Dr, New Fairfield, CT 06812

    Fabulous Sail Harbour waterfront home has it all Idylic 1.47 acre waterfront setting on serene, low boat traffic cove, with exceptional South facing views . A natural stone path leads to a private boat dock with swim ladder plus an additional dock for kayaks/canoes. A first floor primary suite boasts a gas fireplace and newer primary bathroom. A second floor primary/guest suite hosts a private

    Barbara Sivba Coldwell Banker Realty

    4 Harbour View Dr, New Fairfield, CT 06812
  • /11

    $3,295,000 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,171 Sq Ft

    15 Burtis Ave Unit West Plaza 203, New Canaan, CT 06840

    Modern Duplex Sophistication at The Quartier. Experience the perfect harmony of town-and-country living in this nearly 2,200 sq. ft. bespoke duplex, tucked within New Canaan's most forward-thinking luxury development. This thoughtfully designed 3-bedroom residence redefines boutique elegance, featuring a private entrance terrace, 7" white oak flooring, and a sun-drenched open-concept great room

    Jaime Sneddon William Pitt Sotheby's Int'l

    15 Burtis Ave Unit West Plaza 203, New Canaan, CT 06840
  • /32

    $3,295,000 Coming Soon

    • 4 Beds
    • 4 Baths
    • 4,662 Sq Ft

    7 Raiders Ln, Darien, CT 06820

    Perched high in the coveted Delafield Island Association, this beautiful colonial with pool and cabana offers a rare combination of privacy, natural light, and effortless indoor outdoor living. Inspired by the relaxed elegance of a California design, the home unfolds with open, airy spaces and dramatic scale. A spectacular two-story wall of windows fills the eat in kitchen with sunlight, creating

    Libby Mattson Houlihan Lawrence

    7 Raiders Ln, Darien, CT 06820
  • /35

    $3,250,000

    • Land
    • 21.51 Acres
    • $151,093 per Acre

    280-300 Matson Hill Rd, Glastonbury, CT 06073

    280-300 Matson Road presents a rare opportunity to acquire scenic agricultural land in one of the most desirable areas of South Glastonbury. Currently operating as a spray-free berry farm and orchard, the property features gently rolling land, open fields, and sweeping views overlooking Hartford and the Connecticut River Valley. Adding to the long-term value and privacy of the setting, a

    Brittney Gondek Berkshire Hathaway NE Prop.

    280-300 Matson Hill Rd, Glastonbury, CT 06073
  • /38

    $3,250,000

    • 5 Beds
    • 3.5 Baths
    • 4,170 Sq Ft

    19 Thomasina Ln, Darien, CT 06820

    Meticulously maintained and built in 2016 by Doherty & Deleo Development, this five-bedroom colonial offers four levels of thoughtfully designed living on a highly desirable in-town cul-de-sac. The home features a bright open layout, 9' ceilings, hardwood floors throughout, and a spacious kitchen with walk-in pantry that flows seamlessly into the main living areas. An oversized mudroom, powder

    Robin Halsey Compass Connecticut, LLC

    19 Thomasina Ln, Darien, CT 06820
  • /33

    $3,250,000

    • 11 Beds
    • 6 Baths
    • 5,633 Sq Ft

    728 Quinnipiac Ave, New Haven, CT 06513

    Rare Opportunity to own a mid use property! This exceptional six-unit property offers breathtaking views with just steps away from the Quinnipiac River in a prime, highly desirable location. Each unit has been completely renovated with modern finishes including brand-new flooring, updated kitchens, granite counters, stainless steel appliances, and in-unit laundry hookups-making this a turnkey

    Heather Fitzgerald Coldwell Banker Realty

    728 Quinnipiac Ave, New Haven, CT 06513
  • /28

    $3,250,000 Open Sun 1PM - 3PM

    • 2 Beds
    • 2.5 Baths
    • 2,812 Sq Ft

    274 Pine Creek Ave, Fairfield, CT 06824

    Waterfront summer living! This slice of heaven features 2-3 bedrooms, 2.5 bathrooms, and a detached studio apartment with a full bath. This modern architectural masterpiece, designed by award winning architect, Roger Ferris, has breathtaking views and an abundance of natural light, courtesy of the expansive floor to ceiling windows in every room. The dreamy primary bedroom has panoramic water

    Jen Rosen Coldwell Banker Realty

    274 Pine Creek Ave, Fairfield, CT 06824
  • /40

    $3,200,000

    • 3 Beds
    • 3 Baths
    • 2,983 Sq Ft

    66 High St Unit 38, Guilford, CT 06437

    Exquisitely reimagined with uncompromising attention to detail, this exceptional upper-level residence at The Residences at 66 High Street presents refined luxury in a premier in-town setting. Originally created by seamlessly merging two units, the owner collaborated with an interior designer, contractor, and master craftspeople to conceive a truly one-of-a-kind, fully customized home. The result

    Rose Ciardiello William Raveis Real Estate

    66 High St Unit 38, Guilford, CT 06437
  • /40

    $3,200,000

    • 4 Beds
    • 3.5 Baths
    • 3,283 Sq Ft

    1053 Fairfield Beach Rd, Fairfield, CT 06824

    Direct waterfront on premier Fairfield Beach with rare sandy frontage and sweeping, panoramic coastline views of the Long Island Sound. This sophisticated 3278sqft 4-bedroom residence offers an exceptional combination of elevation, privacy, and protection by two jetties. Extensively improved with over $400K in recent upgrades, the home is engineered for low-maintenance coastal luxury, featuring

    Mikhail Faifman William Raveis Real Estate

    1053 Fairfield Beach Rd, Fairfield, CT 06824
  • /40

    $3,200,000

    • 3 Beds
    • 2 Baths
    • 1,974 Sq Ft

    4 Judge Rd, Roxbury, CT 06783

    Complete Equestrian Facility with Cape Cod Style Home. An ideal property for horse enthusiasts, trainers, or those seeking a turn-key boarding operation. This thoughtfully designed equestrian facility offers 16 matted stalls, a spacious indoor riding arena, and an elevated viewing area with a kitchen-perfect for hosting clinics, lessons, or simply watching rides in comfort. The barn also includes

    Heather Crabtree RE/MAX RISE

    4 Judge Rd, Roxbury, CT 06783
  • /39

    $3,195,000

    • 4 Beds
    • 3.5 Baths
    • 5,280 Sq Ft

    5 Valley Rd, Lakeville, CT 06039

    Set on three pastoral acres in a private setting, this modern farmhouse offers timeless craftsmanship paired with thoughtful contemporary design. The four-bedroom, three-and-a-half-bath residence is beautifully proportioned for both refined entertaining and comfortable everyday living. A light-filled open floor plan is anchored by a chef's kitchen featuring a Lacanche range and custom butler's

    Elyse Morris Elyse Harney Real Estate

    5 Valley Rd, Lakeville, CT 06039
  • /35

    $3,195,000

    • 6 Beds
    • 5.5 Baths
    • 4,300 Sq Ft

    20 Sound Beach Ave, Greenwich, CT 06870

    NEW BUILD in Old Greenwich, close to BEACH! Greeted with Wide Plank White Oak hardwood floors and high end finishes throughout the home, it truly is a masterpiece. Open-concept Kitchen is full of gold accent fixtures and JennAir appliances, with a large waterfall Quartz Carrara Gold Island. Entertain your guests while admiring the electric heating fireplace in the living room which also has

    Kaltrina Xhema-Latifi Higgins Group Greenwich

    20 Sound Beach Ave, Greenwich, CT 06870
  • /31

    $3,120,000

    • 3 Beds
    • 3.5 Baths
    • 3,512 Sq Ft

    403 Stanwich Rd, Greenwich, CT 06830

    Come see this total and complete renovation!. New design, expanded Sq ft, custom hand built kitchen, all new mechanicals, roof, siding, windows, baths, etc. New granite pool deck, private 1.23 acres on desirable Stanwich rd. location.

    Stephen Kane Sotheby's International Realty

    403 Stanwich Rd, Greenwich, CT 06830

Showing Results 201 - 240, Page 6 of 18

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