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Colonial Homes for Sale in Old Greenwich, CT

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  • /37

    $1,195,000

    $100K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 3,132 Sq Ft

    38 Doral Farm Rd, Stamford, CT 06902

    Nestled in the coveted Westover neighborhood of Stamford, this beautifully appointed single-family residence in the prestigious Doral Farm association offers an exceptional blend of privacy and low-maintenance living. Enjoy the lifestyle of a standalone home with the added convenience of maintenance-free grounds and outstanding amenities.Spanning approximately 3,132 square feet, this

    Agent Photo

    Robin Bartholomew

    BHHS New England Properties

    38 Doral Farm Rd, Stamford, CT 06902
  • /54

    $3,495,000

    • 5 Beds
    • 4.5 Baths
    • 5,354 Sq Ft

    89 Indian Field Rd, Greenwich, CT 06830

    Beautifully designed and thoughtfully finished, this exceptional New home blends sophisticated style with modern comfort and effortless everyday living. From the moment you enter, wide-plank French oak floors, 9-foot ceilings, Andersen windows, and curated designer details create a warm yet elevated atmosphere. The dining room and office make a statement with rich color-drenched finishes, while

    Agent Photo

    Danielle Malloy

    Serhant Connecticut LLC

    89 Indian Field Rd, Greenwich, CT 06830
  • /16

    $777,000

    $62K PRICE DROP
    • 6 Beds
    • 3 Baths
    • 3,744 Sq Ft

    140 Terrace Ave, Port Chester, NY 10573

    Prime Mixed-Use Investment Opportunity in the Heart of Port Chester This well-located mixed-use building only 5 minutes away from Greenwich, CT. features two fully occupied residential units generating strong, consistent rental income, with current rents below market value—providing immediate upside potential through future increases. The property also includes a highly versatile ground-floor

    Agent Photo

    Cosmo Iadanza

    E Realty International Corp

    140 Terrace Ave, Port Chester, NY 10573
  • /40

    $2,399,000

    • 4 Beds
    • 4.5 Baths
    • 4,531 Sq Ft

    1076 Westover Rd, Stamford, CT 06902

    Completely rebuilt and reimagined, this exceptional Westover residence blends timeless design with the quality, efficiency, and comfort of new construction. Privately set on over an acre, the property offers an unparalleled indoor-outdoor lifestyle featuring a Gunite pool, expansive 1,500 SF patio, and 400 SF entertaining deck. Thoughtfully designed living spaces are enhanced by wide-plank 4''

    Agent Photo

    Glenn Marr

    Marr and Caruso Realty Group

    1076 Westover Rd, Stamford, CT 06902
  • /23

    $1,049,000

    • 4 Beds
    • 2.5 Baths
    • 2,826 Sq Ft

    19 Crestview Ave, Stamford, CT 06907

    Welcome home to 19 Crestview Avenue - a classic colonial blending timeless architectural charm with modern comfort in one of Stamford's most desirable neighborhoods. Set on two lots, this home offers over 2,826 square feet of light-filled living space, with warm, inviting interiors featuring gleaming hardwood floors and a cozy fireplace - perfect for everyday living and easy entertaining. The

    Jose Padilla Epique Realty LLC

    19 Crestview Ave, Stamford, CT 06907
  • /7

    $649,900

    $25K PRICE DROP
    • 5 Beds
    • 2 Baths
    • 2,090 Sq Ft

    39 Emma Rd, Stamford, CT 06905

    Priced To Sell! Unique 3 Level Single Family Home Offering Spacious Floor Plan and Incredible Potential. This Home Features Spacious Kitchen, Generously Sized Bedrooms, and Walk Out Basement Providing Flexible Space for Recreation, Storage, or Future Living Area. Enjoy the Convenience of Private Driveway, Rear Deck, and Fenced Backyard Perfect for Entertaining, Pets, Gardening, or Outdoor

    Derek Greene Derek Greene

    39 Emma Rd, Stamford, CT 06905
  • /18

    $1,199,000

    • 1 Bed
    • 2 Baths
    • 1,271 Sq Ft

    51 Forest Ave Unit 70, Old Greenwich, CT 06870

    Set in one of the most desirable locations within The Gables, this renovated, move-in-ready ground-floor corner unit offers single-level living with exceptional privacy. The oversized one-bedroom, two-bath floor plan can easily be converted to a two-bedroom configuration. The updated kitchen opens to the dining and living areas and offers ample storage. Recent improvements include renovated

    Charles Aysseh Aysseh Real Estate

    51 Forest Ave Unit 70, Old Greenwich, CT 06870
  • /29

    $845,000

    $24K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,690 Sq Ft

    11 Hendrie Ct, Stamford, CT 06902

    Fully renovated and move-in ready, this 3-bedroom home offers approximately 1,700 square feet of thoughtfully updated living space. The interior features a bright, open layout with a brand-new kitchen complete with modern cabinetry, quality countertops, and stainless steel appliances. All major systems have been updated, providing peace of mind and low maintenance for years to come. The home

    Christopher Spadaro Coldwell Banker Realty

    11 Hendrie Ct, Stamford, CT 06902
  • /44

    $2,499,000

    $200K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 4,200 Sq Ft

    43 Burdsall Dr, Greenwich, CT 06831

    Elegant 2023 new construction offering 5 bedrooms, 4 full and 1 half baths on four finished levels of exceptional living. Designed w/custom millwork, sophisticated finishes, and all-new systems throughout. The gourmet kitchen features premium SS appliances, dual seating areas, and a walk-in pantry, opening to beautifully scaled living and entertaining spaces. A sun-drenched living room w/

    Kelly Feda Coldwell Banker Realty

    43 Burdsall Dr, Greenwich, CT 06831
  • /18

    $7,495,000

    • 5 Beds
    • 7.5 Baths
    • 6,975 Sq Ft

    64 Hillside Rd, Greenwich, CT 06830

    A rare opportunity to own a newly built 2027 residence just mins from Greenwich's finest shops, restaurants + schools. Set on .72 acres, 3 finished levels connected by elevator offer exceptional craftsmanship throughout. Main level features formal living + dining rooms, private office, family room w fireplace and a chef's kitchen w walk-in butlers pantry. The family room opens to a covered

    Amanda Bates Houlihan Lawrence

    64 Hillside Rd, Greenwich, CT 06830
  • /22

    $1,340,000

    $109K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,668 Sq Ft

    86 Sound Beach Avenue Extension, Greenwich, CT 06878

    Set in the heart of the sought-after North Mianus school district, this home pairs top-tier location with real value. The main level's open floor plan flows effortlessly beneath vaulted ceilings, with hardwood floors carrying through a bright living room and a kitchen finished with brand-new stainless steel appliances. Three bedrooms, a flexible office/nursery, and an additional family room offer

    Stacey Delikat Houlihan Lawrence

    86 Sound Beach Avenue Extension, Greenwich, CT 06878
  • /42

    $5,495,000

    • 5 Beds
    • 7 Baths
    • 8,082 Sq Ft

    583 Lake Ave, Greenwich, CT 06830

    Exquisite 1942 washed brick colonial, in the highly coveted ''Golden Triangle'' abutting Rockwood Lane. Flanked by stone pillars and a circular drive set back from the road, the sprawling 3-acre lawn adorned with specimen trees and plantings ensures privacy and serenity. Step inside and be captivated by the elegant and sophisticated ambiance that permeates every corner of this home. The large

    Cate Keeney Sotheby's International Realty

    583 Lake Ave, Greenwich, CT 06830
  • /33

    $1,950,000

    • 5 Beds
    • 3 Baths
    • 3,757 Sq Ft

    84 Hobson St, Stamford, CT 06902

    Water Views, Without the Waterfront Price Tag. Set toward the top of a gently sloping street, this home captures sweeping views of Long Island Sound from an elevated vantage point - the visual benefit of waterfront living, without the taxes or price premium that come with it. A rare position in Shippan Point. A grand two-story entry welcomes you in, anchored by a curved staircase and open-air

    Ryan Dichter Compass Connecticut, LLC

    84 Hobson St, Stamford, CT 06902
  • /40

    $1,295,000

    • 5 Beds
    • 4 Baths
    • 3,094 Sq Ft

    34 Downs Ave, Stamford, CT 06902

    Offered for the first time in over 80 years, this cherished Shippan Point residence has been proudly owned by the same family since 1943. Set on a beautifully landscaped .37-acre lot, this classic 5-bedroom, 2 full and 2 half bath home blends timeless character. Rich hardwood floors extend throughout all five bedrooms, the spacious living room with fireplace, formal dining room, and inviting

    Dannel Malloy NestSeekers International

    34 Downs Ave, Stamford, CT 06902
  • /39

    $1,799,000

    $151K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 6,503 Sq Ft

    354 Oaklawn Ave, Stamford, CT 06905

    Welcome to 354 Oaklawn Avenue, a hidden haven where timeless craftsmanship, sophisticated design, exceptional privacy, and elevated outdoor living come together to create a truly remarkable custom-built Colonial. Rebuilt in 2017, this property offers over 6,500 square feet of thoughtfully designed living space, this home delivers the rare combination of grand-scale luxury and everyday comfort.

    Jeremy Gonzalez Keller Williams Prestige Prop.

    354 Oaklawn Ave, Stamford, CT 06905
  • /40

    $1,895,000

    • 5 Beds
    • 3.5 Baths
    • 3,519 Sq Ft

    129 Emery Dr E, Stamford, CT 06902

    A backyard worthy of a luxury resort, thoughtfully renovated interiors, and one of Westover's most desirable addresses...this is the home buyers have been waiting for. This exceptional five-bedroom home blends timeless architecture with sophisticated modern updates and an extraordinary backyard designed for everyday living and unforgettable entertaining. Minutes from downtown, Metro North and

    Robin Schultz The Agency

    129 Emery Dr E, Stamford, CT 06902
  • /7

    $9,350,000

    • 6 Beds
    • 8 Baths
    • 7,072 Sq Ft

    12 Woodside Rd, Greenwich, CT 06830

    DEER PARK WOODSIDE: This distinguished 1930's brick Georgian is set on a serene, oversized lot within Deer Park Association, embodying the timeless architectural presence of a classic pre-war brick manor. Originally designed as an elegant six-bedroom, six-bath residence, the home offers an exciting opportunity to be reimagined for its next chapter. The exceptional grounds unfold across expansive,

    Leslie McElwreath Sotheby's International Realty

    12 Woodside Rd, Greenwich, CT 06830
  • /35

    $6,995,000

    • 3 Beds
    • 3.5 Baths
    • 2,425 Sq Ft

    31 Meadow Wood Dr, Greenwich, CT 06830

    An extraordinary opportunity to acquire a waterfront residence within the exclusive & highly coveted Belle Haven Association - at an unusually low ''cost of entry'' point. One of just eight residences in historic Quarry Farms - which has its own gated entrance, this gut renovated 3-bedroom. 3.5 bathroom home is privately set on 1.2 acres with 220' of direct Long Island Sound frontage. Unique

    Kevin Sneddon Compass Connecticut, LLC

    31 Meadow Wood Dr, Greenwich, CT 06830
  • /27

    $7,599,000

    $396K PRICE DROP
    • 5 Beds
    • 8 Baths
    • 9,716 Sq Ft

    24 Stillman Ln, Greenwich, CT 06831

    Sport lovers dream - Set on a quiet cul-de-sac within Sherwood Farms, this custom-built 2013 residence offers four finished levels of thoughtfully designed living space paired with exceptional recreational and lifestyle amenities. High ceilings, abundant natural light and seamless flow define the main level, where formal living and dining rooms connect effortlessly to an expansive open-concept

    Amanda Bates Houlihan Lawrence Inc.

    24 Stillman Ln, Greenwich, CT 06831
  • /57

    $4,950,000

    $450K PRICE DROP
    • 5 Beds
    • 9 Baths
    • 8,603 Sq Ft

    20 Oak St, Greenwich, CT 06831

    Set on a quiet private lane, this 8,600-square-foot residence spans four finished levels with elevator access throughout. A marble entry gallery with soaring ceilings introduces expansive living and entertaining spaces, including a formal dining room with wet bar, chef's kitchen with Viking, Bosch, and Sub-Zero appliances, and a sunlit family room opening to outdoor dining areas. The home offers

    Matthew Tallett Brown Harris Stevens CT, LLC

    20 Oak St, Greenwich, CT 06831
  • /19

    $965,000

    $10K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,708 Sq Ft

    151 Sun Dance Rd, Stamford, CT 06905

    Welcome home! This spacious 4-bedroom, 2.5-bathroom home offers the perfect blend of comfort and convenience. Inside, you'll find plenty of room to spread out, featuring generously sized bedrooms and a versatile layout designed for modern living. The outdoor space is just as impressive, boasting a beautifully maintained large yard perfect for weekend BBQs, gardening, or simply relaxing. Location

    omar arce Marr Caruso Realty Group

    151 Sun Dance Rd, Stamford, CT 06905
  • /26

    $5,600,000

    $200K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 4,324 Sq Ft

    8 Indian Point Ln, Riverside, CT 06878

    Tucked within the secluded Indian Point Association, this 1.55-acre waterfront sanctuary in coveted Riverside invites you to imagine the lifestyle that you have always wanted. From its sweeping southwestern vantage point, the property opens to mesmerizing views of Long Island Sound-a living canvas that shifts with every season, every tide, every change of light. A charming 1949 built house sits

    Patte Nusbaum Sotheby's International Realty

    8 Indian Point Ln, Riverside, CT 06878
  • /43

    $1,695,000

    • 4 Beds
    • 2.5 Baths
    • 1,904 Sq Ft

    16 Dale Dr, Greenwich, CT 06831

    Timeless curb appeal blends with a tastefully updated and renovated interior designed foreffortless everyday living and entertaining in this stylish four-bedroom Colonial with Trex deck, quiet backyard and seasonal second floor River views on a cul-de-sac near schools, shops, park, trains and highway. Sundrenched interior features chef's kitchen with Quartz clad center island offering seating

    Deborah Needle Houlihan Lawrence

    16 Dale Dr, Greenwich, CT 06831
  • /38

    $3,295,000

    • 6 Beds
    • 5.5 Baths
    • 7,310 Sq Ft

    25 Sagamore Rd, Stamford, CT 06902

    Reimagined and elevated, this top grade colonial offers over 7,000 sq ft of living space across 4 finished levels, enhanced by an extensive, no-expense-spared renovation. Beautiful millwork sets the tone from the statement-making 2-story foyer. The kitchen, dining room, and family room were opened into one sun-filled gathering space, anchored by a fully updated chef's kitchen with induction

    Ryan Dichter Compass Connecticut, LLC

    25 Sagamore Rd, Stamford, CT 06902
  • /34

    $1,499,000

    • 4 Beds
    • 2.5 Baths
    • 1,750 Sq Ft

    5 Griffith Rd, Riverside, CT 06878

    This beautiful move-in ready Colonial is tucked away on a peaceful cul-de-sac in the desirable Riverside neighbourhood. It offers the perfect blend of modern style and everyday comfort. The sun-filled open floor plan is designed for today's lifestyle, featuring a stunning chef's kitchen with quartz countertops, a large center island, stainless steel appliances, and abundant cabinetry. The

    Irene Cheung BHGRE Shore & Country

    5 Griffith Rd, Riverside, CT 06878
  • /42

    $7,599,000

    • 5 Beds
    • 9 Baths
    • 9,716 Sq Ft

    24 Stillman Ln, Greenwich, CT 06831

    Sport Lovers Dream - Set at end of a quiet cul-de-sac on Stillman Lane, this custom-built 2013 residence offers 4 finished levels of thoughtfully designed living space on 1.2 level acres w putting green. High ceilings, abundant natural light and seamless flow define the main level, where formal living and dining rooms connect effortlessly to an expansive open-concept kitchen and family room with

    Amanda Bates Houlihan Lawrence

    24 Stillman Ln, Greenwich, CT 06831
  • /33

    $3,495,000

    Open Sun 12PM - 2PM
    • 4 Beds
    • 3.5 Baths
    • 4,700 Sq Ft

    Unlisted Address

    Welcome to this quintessential Greenwich home, fabulously refurbished and sited on a generous and private .91 acre in central Greenwich. Within an easy reach to schools, train stations and all of the amenities the town has to offer, this 4 bedroom home is move-in ready. The formality of the living and dining room is complemented by the open eat-in kitchen and family room. There are several home

    Wendy Hill Sotheby's International Realty

    Unlisted Address
  • /36

    $2,999,000

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

    20 Sound Beach Ave, Greenwich, CT 06870

    Brand New Luxury Home in Old GreenwichExperience luxury living in this stunning New Construction, minutes away from Old Greenwich train station, Tod's Point and top rated schools. Offering 4300 sqft of designer living space. This 5 bedroom, 5.5 bathroom custom home features wide plank white oak floors, soaring ceilings, premium finishes and exceptional natural light throughout. Chef's Kitchen

    Kaltrina Xhema-Latifi Higgins Group Greenwich

    20 Sound Beach Ave, Greenwich, CT 06870
  • /6

    $3,950,000

    • Land
    • 1.14 Acres
    • $3,464,912 per Acre

    35 Turner Dr, Greenwich, CT 06831

    Set on a beautiful, private property, 35 Turner Drive offers a wonderful combination of open lawn, mature trees, natural rock formations, and established landscaping. The gently rolling terrain creates an attractive sense of depth while providing generous usable lawn areas for recreation, entertaining, and outdoor living. The property is located at the end of a cul-de-sac. The current home has

    Peter Janis BHHS New England Properties

    35 Turner Dr, Greenwich, CT 06831
  • /18

    $12,995,000

    • 5 Beds
    • 7.5 Baths
    • 7,610 Sq Ft

    209 Long Neck Point Rd, Darien, CT 06820

    This dramatic property offers 200 feet of waterfront frontage with your own private beach in the premier Long Neck Point area of Darien. Offering one acre of east facing views that can be enjoyed from most rooms in this spectacular home offering natural light throughout the day. Once owned by Christopher Plummer of The Sound of Music, the current owners have meticulously renovated and restored

    Shelly Tretter Lynch Compass Connecticut, LLC

    209 Long Neck Point Rd, Darien, CT 06820
  • /38

    $849,000

    $51K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 3,214 Sq Ft

    60 Pine Hill Ave, Stamford, CT 06906

    Welcome to 33 Colonial Road Unit 9, Stamford, CT 06906, with a mailing address of 60 Pine Hill Avenue, Stamford, CT 06906. This 4 bedroom, 2 bathroom home is designed with flexibility in mind. The thoughtfully laid out lower level living area features 2 bedrooms, 1 full bath, and private access through the attached 2 car garage, creating the ideal setup for extended living, guests, or additional

    Jake Woodward mygoodagent

    60 Pine Hill Ave, Stamford, CT 06906
  • /57

    $1,895,000

    • 3 Beds
    • 3.5 Baths
    • 3,049 Sq Ft

    52 Francis Ln, Greenwich, CT 06831

    Located in one of Greenwich's most desirable neighborhoods, this meticulously maintained home offers the perfect blend of timeless elegance and modern comfort. Thoughtfully designed living spaces are filled with natural light and feature gracious proportions ideal for both everyday living and entertaining. The inviting open floor plan showcases spacious formal and casual gathering areas with

    Roberta Jurik BHHS New England Properties

    52 Francis Ln, Greenwich, CT 06831
  • /30

    $3,995,000

    • 6 Beds
    • 4.5 Baths
    • 4,345 Sq Ft

    2 Wahneta Rd, Old Greenwich, CT 06870

    A rare opportunity to own a classic Shore Colonial in one of Old Greenwich's most sought-after neighborhoods. Set on 0.36 acres and significantly expanded in 2004, this spacious 6 BR 4.5 BA residence offers over 4300 SF of thoughtfully designed living space, blending comfort, functionality, and timeless appeal. A welcoming wraparound porch leads to elegant formal living and dining rooms, a cozy

    Caroline Shen Corcoran Centric Realty

    2 Wahneta Rd, Old Greenwich, CT 06870
  • /26

    $899,000

    • 5 Beds
    • 2 Baths
    • 2,146 Sq Ft

    103 Ledge Ln, Stamford, CT 06905

    The Ultimate Belltown Retreat "Welcome home to 103 Ledge Lane! This stunningly refreshed 5-bedroom residence offers a rare combination of space, privacy, and modern updates in one of Stamford's most desirable pockets. Featuring a separate-entry floor plan ideal for guests or Multigenerational living, plus a beautifully manicured yard that opens to nature. With updated appliances including washer

    Noor Ahmed RE/MAX Heritage

    103 Ledge Ln, Stamford, CT 06905
  • /40

    $9,875,000

    • 5 Beds
    • 5.5 Baths
    • 6,723 Sq Ft

    203 Shore Rd, Old Greenwich, CT 06870

    Hamptons-Inspired Elegance in Waterfront Lucas Point Experience the ease of coastal living just one hour from New York City in the coveted private waterfront association of Lucas Point in Old Greenwich. Residents enjoy an exceptional lifestyle anchored by a private sandy beach, dock, and boat storage, while the neighborhood's charming privet-lined lanes foster a true sense of community--where

    Tracey Koorbusch Sotheby's International Realty

    203 Shore Rd, Old Greenwich, CT 06870
  • /24

    $575,000

    • 1 Bed
    • 1 Bath

    175 Putnam Park Unit 175, Greenwich, CT 06830

    Bright, sunny immaculate recently renovated unit. Full kitchen and bathroom renovation as well as a re-tiled hallway and new air conditioning units and light fixtures. Good closet space and in-unit laundry. Pet friendly and ample on-site parking. Garage parking is $85 per month when available. Unit is part of a tranquil 13 acre community with flowering shrubbery, professional landscaping and

    Michael Dinneen Lockwood and Mead Real Estate

    175 Putnam Park Unit 175, Greenwich, CT 06830
  • /38

    $2,499,999

    $600K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 3,302 Sq Ft

    51 Glen Rd, Greenwich, CT 06830

    Close to town from this rare in-town Greenwich gem -- a corner lot home on a quiet cul-de-sac, just steps from Greenwich Avenue's shops, restaurants, and cafés, the Greenwich Library, renowned private schools including Brunswick School and Greenwich Academy, and minutes to Metro-North Greenwich Station, with effortless access to parks, the waterfront, and all that downtown Greenwich offers. This

    Monica Webster Douglas Elliman of Connecticut

    51 Glen Rd, Greenwich, CT 06830
  • /40

    $12,100,000

    • 5 Beds
    • 5.5 Baths
    • 5,560 Sq Ft

    123 Saddle Rock Rd, Stamford, CT 06902

    Surrounded by the Long Island Sound on three sides, this extraordinary waterfront compound has defined the southern tip of Shippan Point for more than a century. Set on a private peninsula, it offers the rare privilege of watching the sun rise over the Sound and set back into the water with the Manhattan skyline shimmering in the distance. Designed by Hunt & Hunt Architects and completed in 1914

    Leslie McElwreath Sotheby's International Realty

    123 Saddle Rock Rd, Stamford, CT 06902
  • /35

    $939,000

    • 3 Beds
    • 1.5 Baths
    • 1,800 Sq Ft

    16 Westminster Rd, Stamford, CT 06902

    Opportunity awaits in desirable Shippan Point! Tucked away on a quiet, tree-lined cul-de-sac, this well-maintained 3-bedroom, 1.5-bath Colonial is ready for its next chapter and offers the chance to create your own vision in one of Stamford's most sought-after coastal neighborhoods. Ready for updating, the home provides a blank slate with the potential to renovate or reimagine the existing space

    Thaddea Sheridan William Raveis Real Estate

    16 Westminster Rd, Stamford, CT 06902
  • /4

    $2,525,000

    • 8 Beds
    • 3 Baths
    • 3,443 Sq Ft

    2646 Boston Post Rd, Darien, CT 06820

    Home with seasonal water views of Holly Pond. Present use: Boarding House. Sold "As Is".

    Angela Abate William Raveis Real Estate

    2646 Boston Post Rd, Darien, CT 06820

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