Old Greenwich, CT Homes

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  /28

  $239,000 Under Contract

  • 1 Bed
  • 1 Bath
  • 590 Sq Ft

  59 Courtland Ave Unit 3B, Stamford, CT 06902

  Welcome to the Kingwood, a beautifully cared for 55+ community. This sun-filled unit features a spacious bedroom with large closets and full bath. Living Room and Dining Area opens to Kitchen with Granite Counters and Breakfast Bar. Recent updates include new flooring, appliances and granite counters. Freshly painted - it's completely turnkey. Enjoy generous closet space, private storage, same

  Irene Sorial BHGRE Shore & Country

  59 Courtland Ave Unit 3B, Stamford, CT 06902
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  /9

  $3,300 plus fees

  • 3 Beds
  • 1 Bath
  • 2,027 Sq Ft
  • Condo for Rent

  510 W Main St, Stamford, CT 06902

  Welcome to your new home on the West Side of Stamford, CT! This inviting property offers an excellent living experience in a vibrant community, perfectly situated to enjoy local amenities and green spaces.Key property features include a well-designed layout with ample space to relax and entertain. With the comfort of central heating and air conditioning, you will enjoy a pleasant

  510 W Main St, Stamford, CT 06902
• 

  $1,385,000 Sold Sep 10, 2025

  12 Alfred Ln, Stamford, CT 06902

  • 3 Beds
  • 2.5 Baths
  • 3,044 Sq Ft
  • Built 1985

  Last Sold Summary

  • 3% Below List Price
  • $455/SF
  • 17 Days On Market

  Current Estimated Value $1,406,611

  Last Listing Agent Mike Feldman Century 21 AllPoints Realty

  12 Alfred Ln, Stamford, CT 06902
• 

  Est $483,515 Not Listed For Sale

  35 W Broad St Unit 204, Stamford, CT 06902

  • 2 Beds
  • 2 Baths
  • 1,148 Sq Ft
  • Built 2005

  35 W Broad St Unit 204, Stamford, CT 06902

  Last Sold Summary

  • 3% Above List Price
  • $409/SF
  • 28 Days On Market

  • Last Sold Price $470,000
  • Jun 28, 2024

  Last Listing Agent Randi Bayne eXp Realty
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  /23

  $565,000

  • 2 Beds
  • 1.5 Baths
  • 1,512 Sq Ft

  39 Maple Tree Ave Unit 40, Stamford, CT 06906

  Welcome to Maple Tree Pointe - one of Stamford's most desirable communities, perfectly situated near the Darien border. This freshly painted four-floor townhome, set on a beautifully landscaped courtyard, offers hardwood floors, updated appliances, and a convenient attached garage. The vaulted-ceiling primary suite on the second floor adds a sense of space and luxury, while the oversized

  Stacey Delikat Houlihan Lawrence

  39 Maple Tree Ave Unit 40, Stamford, CT 06906
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  /24

  $6,500 per month

  • 2 Beds
  • 1.5 Baths
  • 1,510 Sq Ft
  • House for Rent

  375 West Ave, Darien, CT 06820

  Fully renovated Colonial directly across the street from Woodland Park and .5 miles to Noroton Heights Train Station, newly built Darien Commons & Heights Crossing. This 2 bdrm, 1.1 bath has over 1,500sqft of living space, high ceilings, central air & hardwood floors throughout. Remodeled eat-in-kitchen w/ granite countertops, dining area, SS appliances, half bath, pantry & double-sided gas

  Gaynor Brennan BHHS Darien/New Canaan

  375 West Ave, Darien, CT 06820
• 

  $300,000 Sold Jun 30, 2025

  127 Greyrock Place Unit 1409, Stamford, CT 06901

  • 1 Bed
  • 1 Bath
  • 557 Sq Ft
  • Built 1987

  Last Sold Summary

  • 11% Below List Price
  • $539/SF
  • 89 Days On Market

  Current Estimated Value $317,464

  Last Listing Agent Ginger Zhu Century 21 AllPoints Realty

  127 Greyrock Place Unit 1409, Stamford, CT 06901
• 

  Est $451,902 Not Listed For Sale

  35 W Broad St Unit 105, Stamford, CT 06902

  • 2 Beds
  • 2 Baths
  • 1,151 Sq Ft
  • Built 2005

  35 W Broad St Unit 105, Stamford, CT 06902

  Last Sold Summary

  • 13% Below List Price
  • $452/SF
  • 62 Days On Market

  • Last Sold Price $520,000
  • Oct 01, 2024

  Last Listing Agent James Tomaselli Higgins Group Bedford Square
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  /25

  $875,000 Under Contract

  • 2 Beds
  • 1 Bath
  • 941 Sq Ft

  3 Relay Ct, Cos Cob, CT 06807

  Opportunity to enjoy single family living at a price of a condo in the center of Cos Cob, with short distance to all amenities this desirable Greenwich neighborhood has to offer: schools, play grounds, parks, library, shopping and dining, marina, train station. Strong bones, and from what we can tell, newer mechanicals. Interior is awaiting your finishing touches. Possibilities to expand.

  Blazej Cichy Abart Estate LLC

  3 Relay Ct, Cos Cob, CT 06807
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  /18

  $6,294 total monthly price

  • 2 Beds
  • 2 Baths
  • 1,044 Sq Ft
  • Condo for Rent

  75 Tresser Blvd Unit SI FL2-ID1282211P, Stamford, CT 06901

  The advertised rate of $6,294/month is the lowest available price, based on a 1 month(s) and 2 day(s) stay with a move-in date of February 19, 2027.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed

  75 Tresser Blvd Unit SI FL2-ID1282211P, Stamford, CT 06901
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  /23

  $1,052,000 Sold Apr 14, 2026

  4 Putnam Hill Unit 4, Greenwich, CT 06830

  • 2 Beds
  • 2 Baths
  • 1,581 Sq Ft
  • Built 1956

  Last Sold Summary

  • 6% Above List Price
  • $665/SF
  • 31 Days On Market

  Last Listing Agent Edward Mortimer Sotheby's International Realty

  4 Putnam Hill Unit 4, Greenwich, CT 06830
• 

  Est $1,432,403 Not Listed For Sale

  12 Longview Ave, Stamford, CT 06905

  • 5 Beds
  • 5.5 Baths
  • 5,272 Sq Ft
  • Built 2006

  12 Longview Ave, Stamford, CT 06905

  Last Sold Summary

  • 27% Above List Price
  • $213/SF
  • 32 Days On Market

  • Last Sold Price $1,125,000
  • Apr 09, 2024

  Last Listing Agent Alex Chingas Coldwell Banker Realty
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  /44

  $18,500,000

  • 6 Beds
  • 9 Baths
  • 10,275 Sq Ft

  41 Meadow Wood Dr, Greenwich, CT 06830

  With breathtaking views of Long Island Sound, this custom-built Mediterranean-style home is nestled in an exclusive gated community known as Quarry Farm in Belle Haven. Featuring a terracotta-tiled roof, this luxurious home boasts 6-bedrooms and 6.3 baths on 4.7 acres of land. The central courtyard, which serves as the heart of the home, is surrounded by common living areas with extra-height

  Jennifer Ho Douglas Elliman of Connecticut

  41 Meadow Wood Dr, Greenwich, CT 06830
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  /26

  $8,200 per month

  • 3 Beds
  • 2.5 Baths
  • 2,600 Sq Ft
  • House for Rent

  38 Sheephill Rd, Riverside, CT 06878

  Welcome to this updated three bedroom, 2.5 bath Home located in convenient Riverside. Perfect for those who like to entertain or simply love to cook. Enjoy the new chef's kitchen with state-of-the-art features. Sunny and bright formal dining room and living room. Three generous bedrooms compose the second floor including a primary suite with walk-in-closet. The versatile finished lower level (

  Frann Ward Houlihan Lawrence

  38 Sheephill Rd, Riverside, CT 06878
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  /21

  $3,250,000 Sold Feb 02, 2026

  4 Sound Shore Dr Unit 24, Greenwich, CT 06830

  • 2 Beds
  • 3.5 Baths
  • 2,772 Sq Ft
  • Built 1991

  Last Sold Summary

  • 7% Below List Price
  • $1,172/SF
  • 89 Days On Market

  Last Listing Agent Lisa Stugart Brown Harris Stevens CT, LLC

  4 Sound Shore Dr Unit 24, Greenwich, CT 06830
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  Est $456,153 Not Listed For Sale

  295 Bridge St, Stamford, CT 06905

  • 2 Beds
  • 2 Baths
  • 1,404 Sq Ft
  • Built 1949

  295 Bridge St, Stamford, CT 06905

  Last Sold Summary

  • 4% Above List Price
  • $313/SF
  • 31 Days On Market

  • Last Sold Price $440,000
  • Sep 16, 2024

  Last Listing Agent Dean M Papadakos Realty
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  /34

  $3,450,000 Pending

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

  16 Summit Rd, Riverside, CT 06878

  Welcome to 16 Summit Rd in Riverside - Situated within close proximity of Old Greenwich Village, Binney Park, schools and Riverside train station. Thoughtfully renovated during the current ownership, this is the home that you've been waiting for.Great scale and flow throughout with lovely natural light. Oversized kitchen / fam room opens on to fantastic rear yard perfect for entertaining,

  Robert Johnson Brown Harris Stevens CT, LLC

  16 Summit Rd, Riverside, CT 06878
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  /12

  $6,777 total monthly price

  • 1 Bed
  • 1 Bath
  • 678 Sq Ft
  • Condo for Rent

  880 Pacific St Unit SI FL21-ID1039240P, Stamford, CT 06902

  The advertised rate of $6,777/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 17, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

  880 Pacific St Unit SI FL21-ID1039240P, Stamford, CT 06902
• 

  $415,000 Sold Aug 15, 2025

  1 Landmark Square Unit 314, Port Chester, NY 10573

  • 1 Bed
  • 1 Bath
  • 1,100 Sq Ft
  • Built 1988

  Last Sold Summary

  • 1% Below List Price
  • $377/SF
  • 25 Days On Market

  Current Estimated Value $422,663

  Last Listing Agent Kimberly Cacace Howard Hanna Rand Realty

  1 Landmark Square Unit 314, Port Chester, NY 10573
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  Not Listed For Sale

  273 Bridge St Unit 4, Stamford, CT 06905

  • 2 Beds
  • 1 Bath
  • 888 Sq Ft
  • Built 1969

  273 Bridge St Unit 4, Stamford, CT 06905

  Last Sold Summary

  • $422/SF
  • 37 Days On Market

  • Last Sold Price $375,000
  • Jul 31, 2024

  Last Listing Agent Gina Guarneri Berkshire Hathaway Home Services
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  /9

  $265,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,100 Sq Ft

  421 Sylvan Knoll Rd, Stamford, CT 06902

  Priced to sell - Sylvan Knoll Complex-owner occupied only. 2-bedroom 2 baths (lower-level bath w/jacuzzi) Eat-in kitchen, partially finished basement with laundry area -Great location of complex with park-like rear grounds - lovely patio. Pet friendly and convenient to beaches and Highway - Proof of funds and pre-approval required. This is a wonderful opportunity to make this your home. Seller

  Antoinette Mallozzi William Raveis Real Estate

  421 Sylvan Knoll Rd, Stamford, CT 06902
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  /9

  $3,400 per month

  • 2 Beds
  • 2 Baths
  • 1,240 Sq Ft
  • House for Rent

  816 Pacific St Unit 2nd Floor, Stamford, CT 06902

  ALL UTILITIES INCLUDED! Discover the perfect blend of comfort and convenience in this newly renovated 2-bedroom, 2-bathroom apartment located in the sought-after Harbor Point neighborhood of Stamford. This spacious and modern unit offers a luxurious living experience with high-end finishes throughout, including sleek hardwood flooring, recessed lighting, large windows that flood the space with

  Chris Carozza RE/MAX Right Choice

  816 Pacific St Unit 2nd Floor, Stamford, CT 06902
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  /24

  $2,801,035 Sold Aug 04, 2025

  35 Druid Ln, Riverside, CT 06878

  • 4 Beds
  • 2 Baths
  • 3,114 Sq Ft
  • Built 1951

  Last Sold Summary

  • 10% Above List Price
  • $899/SF
  • 6 Days On Market

  Last Listing Agent Carolyn Petersen Compass Connecticut, LLC

  35 Druid Ln, Riverside, CT 06878
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  Not Listed For Sale

  273 Bridge St Unit 2, Stamford, CT 06905

  • 2 Beds
  • 1 Bath
  • 892 Sq Ft
  • Built 1969

  273 Bridge St Unit 2, Stamford, CT 06905

  Last Sold Summary

  • $370/SF
  • 41 Days On Market

  • Last Sold Price $330,000
  • Dec 28, 2023

  Last Listing Agent Geo Crume Keller Williams Realty
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  /14

  $869,000

  • 2 Beds
  • 1.5 Baths
  • 1,463 Sq Ft

  115 Top Gallant Rd Unit 6, Stamford, CT 06902

  Enjoy the ease of condo living with the privacy of a single-family home in this freestanding townhouse ideally located on the Old Greenwich-Stamford border. Offering a low-maintenance lifestyle, this residence is perfect as a full-time home or weekend retreat. Conveniently situated close to the train, shops, restaurants, golf, beaches, and major highways. Recent updates include a roof and

  Melinda Chanaud Berkshire Hathaway NE Prop.

  115 Top Gallant Rd Unit 6, Stamford, CT 06902
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  /7

  $6,149 total monthly price

  • 1 Bed
  • 1 Bath
  • 721 Sq Ft
  • Condo for Rent

  127 Greyrock Place Unit SI FL15-ID1050386P, Stamford, CT 06901

  The advertised rate of $6,149/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 16, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

  127 Greyrock Place Unit SI FL15-ID1050386P, Stamford, CT 06901
• 

  $515,000 Sold Dec 04, 2025

  15 Mathews St, Stamford, CT 06902

  • 2 Beds
  • 1 Bath
  • 864 Sq Ft
  • Built 1910

  Last Sold Summary

  • 10% Below List Price
  • $596/SF
  • 47 Days On Market

  Current Estimated Value $521,563

  Last Listing Agent Staci Zampa Compass Connecticut, LLC

  15 Mathews St, Stamford, CT 06902
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  /22

  Est $466,370 Not Listed For Sale

  245 Bridge St, Stamford, CT 06905

  • 2 Beds
  • 2 Baths
  • 1,404 Sq Ft
  • Built 1949

  245 Bridge St, Stamford, CT 06905

  Last Sold Summary

  • 6% Above List Price
  • $313/SF
  • 62 Days On Market

  • Last Sold Price $440,000
  • Mar 14, 2025

  Last Listing Agent Alice Farina Keller Williams Prestige Props
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  /34

  $8,250,000

  • 6 Beds
  • 9 Baths
  • 9,295 Sq Ft

  34 Dublin Hill Dr, Greenwich, CT 06830

  Ideally located on a picture-perfect cul-de sac, this Shingle Style house has had just one owner since it was built in 2005. A well-conceived 9,295 +/-SF floor plan comprises six bedrooms, seven full bathrooms and two powder rooms, plus five fireplaces. High ceilings invite an abundance of light, while exquisite millwork, rich hardwood floors and a desirable layout highlight the appealing

  Leslie McElwreath Sotheby's International Realty

  34 Dublin Hill Dr, Greenwich, CT 06830
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  /18

  $2,550 per month

  • 2 Beds
  • 1 Bath
  • 875 Sq Ft
  • House for Rent

  91 Strawberry Hill Ave Unit 1133, Stamford, CT 06902

  Welcome to Fountain Terrace #91-1133, ideally situated on the top floor (penthouse) of a well-maintained, full-service building in the heart of Stamford. This bright and airy unit offers outstanding sunrises, abundant natural light, and a spacious layout designed for comfortable living. The open living and dining area provides a versatile space for both relaxing and entertaining, with a balcony

  Len Schwartz Keller Williams Prestige Prop.

  91 Strawberry Hill Ave Unit 1133, Stamford, CT 06902
• 

  $11,375,000 Sold Jan 09, 2026

  10 Copper Beech Rd, Greenwich, CT 06830

  • 7 Beds
  • 10 Baths
  • 9,992 Sq Ft
  • Built 2007

  Last Sold Summary

  • 3% Below List Price
  • $1,138/SF
  • 50 Days On Market

  Current Estimated Value $8,172,797

  Last Listing Agent Roberta Jurik Berkshire Hathaway NE Prop.

  10 Copper Beech Rd, Greenwich, CT 06830
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  Est $376,875 Not Listed For Sale

  127 Greyrock Place Unit 1713, Stamford, CT 06901

  • 1 Bed
  • 1 Bath
  • 706 Sq Ft
  • Built 1987

  127 Greyrock Place Unit 1713, Stamford, CT 06901

  Last Sold Summary

  • 11% Above List Price
  • $480/SF
  • 70 Days On Market

  • Last Sold Price $339,000
  • Jun 12, 2023

  Last Listing Agent Lucy Magnus Brown Harris Stevens
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  $3,295,000

  • 4 Beds
  • 5.5 Baths
  • 4,550 Sq Ft

  22 Wescott St, Riverside, CT 06878

  Welcome to a beautifully updated residence in the heart of Riverside. This move-in ready home seamlessly blends timeless charm with modern finishes throughout. The thoughtfully designed main level provides generous living and entertaining spaces, while the updated kitchen and open flow make everyday living effortless. The primary suite features a private deck that offers a peaceful escape and

  Kaitlin Kelly Compass Connecticut, LLC

  22 Wescott St, Riverside, CT 06878
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  /14

  $6,946 total monthly price

  • 2 Beds
  • 2 Baths
  • 1,184 Sq Ft
  • Condo for Rent

  355 Atlantic St Unit SI FL19-ID1050441P, Stamford, CT 06901

  The advertised rate of $6,946/month is the lowest available price, based on a 1 month(s) stay with a move-in date of November 16, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can

  355 Atlantic St Unit SI FL19-ID1050441P, Stamford, CT 06901
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  /2

  $3,100,000 Sold Jun 18, 2025

  9 Hillside Dr, Greenwich, CT 06831

  • 4 Beds
  • 5 Baths
  • 3,816 Sq Ft
  • Built 1911

  Last Sold Summary

  • 3% Below List Price
  • $812/SF
  • 37 Days On Market

  Last Listing Agent Shelly Tretter Lynch Compass Connecticut, LLC

  9 Hillside Dr, Greenwich, CT 06831
• 

  Est $387,736 Not Listed For Sale

  127 Greyrock Place Unit 1708, Stamford, CT 06901

  • 1 Bed
  • 1 Bath
  • 831 Sq Ft
  • Built 1987

  127 Greyrock Place Unit 1708, Stamford, CT 06901

  Last Sold Summary

  • 9% Above List Price
  • $427/SF
  • 16 Days On Market

  • Last Sold Price $355,000
  • May 26, 2023

  Last Listing Agent Cristina Gaspar Cristina E. Gaspar
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  /17

  $7,995,000

  • Land
  • 1.9 Acres
  • $4,207,895 per Acre

  2 Vista Dr, Greenwich, CT 06830

  Stunning waterfront building lot in the private downtown Indian Harbor Association with 24-hour security. This gated community has many luxury waterfront homes in the district. The expansive lot has 1.9 acres in a 1/2 zone, allowing for a substantial home to be built. This lot is not subdividable. There is 290 feet of waterfront on Long Island Sound with its own pier and dock. The owners had

  Barbara Wells Houlihan Lawrence

  2 Vista Dr, Greenwich, CT 06830
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  /16

  $2,150 per month

  • 1 Bed
  • 1 Bath
  • 654 Sq Ft
  • House for Rent

  300 Broad St Unit 307, Stamford, CT 06902

  So much to like about this 1 Bedrm 1 Bath apartment in a Secure entry Building, with In Unit Washer and Dryer and a designated Garage Parking Spot. The Windemere Building is within easy walking distance to Downtown Stamford, the Mall, Restaurants, UCONN Stamford Branch and the Train. This unit has a feeling of spaciousness with an Open Concept Design- blending the kitchen, dining and living room

  Lori Egan Keller Williams Realty

  300 Broad St Unit 307, Stamford, CT 06902
• 

  $2,350,000 Sold Nov 18, 2025

  15 Gurley Rd, Stamford, CT 06902

  • 4 Beds
  • 4.5 Baths
  • 4,160 Sq Ft
  • Built 2003

  Last Sold Summary

  • 6% Below List Price
  • $565/SF
  • 40 Days On Market

  Current Estimated Value $2,419,234

  Last Listing Agent Barbara Ryan William Raveis Real Estate

  15 Gurley Rd, Stamford, CT 06902
• 

  Est $324,356 Not Listed For Sale

  127 Greyrock Place Unit 1707, Stamford, CT 06901

  • 1 Bed
  • 1 Bath
  • 557 Sq Ft
  • Built 1987

  127 Greyrock Place Unit 1707, Stamford, CT 06901

  Last Sold Summary

  • 6% Above List Price
  • $548/SF
  • 15 Days On Market

  • Last Sold Price $305,000
  • Dec 15, 2023

  Last Listing Agent Paula Kroll Brown Harris Stevens

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