Middlesex, CT Homes

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  /33

  $750,000 Open Fri 4PM - 6PM

  • 2 Beds
  • 2 Baths
  • 1,076 Sq Ft

  16 N Main St, Essex, CT 06426

  This Charming Carriage house in the heart of Essex Village provides the perfect blend of historic charm and modern comfort. Enjoy a short stroll to local restaurants, the Connecticut River, Museums, marinas, boutique shopping and the Iconic Griswold Inn. Sunlight fills the space, creating a warm and inviting atmosphere. The living room boasts built-ins and a wood burning fireplace. Tiered gardens

  Alice Trautman William Raveis Real Estate

  16 N Main St, Essex, CT 06426
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  /16

  $4,500 per month

  • 3 Beds
  • 1.5 Baths
  • 1,176 Sq Ft
  • House for Rent

  42 Chapman Beach Rd, Westbrook, CT 06498

  YEAR ROUND BEACH HOUSE, Just renovated.1920 Dutch Colonial with in private beach community. Yearly, unfurnished, 3 Bedroom, 11/2 bath, new high efficiency heat and air conditioning, updated kitchen with stainless steel appliances with quartz counter top, hardwood floors throughout, new washer and dryer, open floor plan and 3 season front porch. Large open lot, private backyard, short walk to

  Marta Elmasry Coldwell Banker Realty

  42 Chapman Beach Rd, Westbrook, CT 06498
• 

  $124,000 Sold Apr 02, 2025

  • 880 Sq Ft
  • $141/SF
  • 20 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1987

  84 Burgundy Hill Ln Unit 84, Middletown, CT 06457

  This cute little condo features two bedrooms, 1 bathroom, freshly painted cabinets and great use of the space! The two bedrooms are ample in size with great storage. The main living area features the living room and dining room which both also feel large! The kitchen features full size appliances, including a new fridge and microwave! The loft is a fun extra space that can be used as an office or

  Britany Goyen BB Realty CT

  84 Burgundy Hill Ln Unit 84, Middletown, CT 06457
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  Est $500,195 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,838 Sq Ft

  22 Hickory Hill Dr, Chester, CT 06412

  22 Hickory Hill Dr, Chester, CT 06412
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  /40

  $1,600,000

  • 4 Beds
  • 5 Baths
  • 4,070 Sq Ft

  77 Main St, East Haddam, CT 06423

  The striking David Watrous house, located on the CT river, offers unobstructed views of the river where it merges with the Salmon river -from every room.This 1850s gem features 4 bedrooms, 3 custom kitchens and over 4000 sq ft of living space plus an additional 900+ sq. ft in the walkout basement. Its slate mansard roof with its intricate flower design is similar to East Haddam's Goodspeed Opera

  Sacha Armstrong William Pitt Sotheby's Int'l

  77 Main St, East Haddam, CT 06423
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  /29

  $30,000 per month

  • 3 Beds
  • 3 Baths
  • 1,972 Sq Ft
  • House for Rent

  2 Point Rd, Old Saybrook, CT 06475

  The Iconic 2 Point Road Old Saybrook. Enjoy the breathtaking water views from every room! There are two full suites on the main level. The primary suite with French doors opening to its own balcony with breathtaking panoramic views will leave you speechless. The outside grounds boasts stunning views of Long Island Sound, Orient Point, Plum Island and more. Cornfield Point Association allows

  David Rodriguez William Pitt Sotheby's Int'l

  2 Point Rd, Old Saybrook, CT 06475
• 

  $380,000 Sold Apr 02, 2025

  • 2,036 Sq Ft
  • $187/SF
  • 14 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1914

  121 Highland Ave, Middletown, CT 06457

  This charming, energy-efficient colonial is a perfect blend of modern updates and classic appeal. With 24 fully paid off solar panels (installed 4 years ago with a 25-year warranty), energy-efficient mini splits, and blown-in insulation, you'll enjoy comfort year-round. This home features 3 bedrooms, 2 full baths, original hardwood floors and French doors. The primary bedroom was an addition in

  Mary Sutera Carbutti & Co., Realtors

  121 Highland Ave, Middletown, CT 06457
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  Est $476,441 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,664 Sq Ft

  10 Pearl St, Clinton, CT 06413

  10 Pearl St, Clinton, CT 06413
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  /34

  $699,900

  • 4 Beds
  • 2.5 Baths
  • 2,822 Sq Ft

  7 Apple Hill Dr, Cromwell, CT 06416

  Welcome to your dream home-perfectly move-in ready and nestled in a cherished cul-de-sac neighborhood that's both peaceful and conveniently located near shopping and everyday amenities. Step through the updated front door into a bright and welcoming space. The open-concept kitchen connects effortlessly to the family room, where you'll find a cozy fireplace and a slider leading out to a private

  Sang Jee William Raveis Real Estate

  7 Apple Hill Dr, Cromwell, CT 06416
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  /14

  $2,900 per month

  • 2 Beds
  • 1.5 Baths
  • 1,395 Sq Ft
  • House for Rent

  Unlisted Address

  Welcome to the Shoreline! This artsy home in Westbrook is loaded with light, soaring ceilings, skylights and sliders that wrap around the deck bringing the outdoors in. Originally featured in Homebuilders Magazine as a one-of-a kind home. Right around the corner is West Beach and a Town Beach. Both are a quick walk! Close to restaurants, shopping, train stationed just a stones throw from

  Melissa Chevalley REMAX Valley Shore

  Unlisted Address
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  $110,000 Sold Apr 02, 2025

  • 573 Sq Ft
  • $192/SF
  • 55 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1987

  64 Burgundy Hill Ln Unit 64, Middletown, CT 06457

  Back on Market - financing issue - said non warrantable. CASH or I have another source. Located on outskirts of Peppermill Village. This is a second floor unit and walls and ceiling just painted. New window in bedroom and plenty of closet space. Water heater replaced 2022. Kitchen has updated cabinets.

  Kerry Hart William Raveis Real Estate

  64 Burgundy Hill Ln Unit 64, Middletown, CT 06457
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  Est $374,057 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,320 Sq Ft

  7 Myrtle Rd, Portland, CT 06480

  7 Myrtle Rd, Portland, CT 06480
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  /40

  $339,900

  • 3 Beds
  • 1 Bath
  • 1,576 Sq Ft

  2 Oxford Dr, Middlefield, CT 06455

  Run don't walk to see this charming home set on a nearly half acre lot in desirable Middlefield! This well-maintained home offers comfortable living with a bright inviting vaulted ceiling main level family room -- perfect for relaxing or entertaining. The layout has an open functional flow with ample natural light throughout. The fireplaced living room has beautiful custom built-ins. The

  Nancy Currlin William Raveis Real Estate

  2 Oxford Dr, Middlefield, CT 06455
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  /25

  $2,500 per month

  • 3 Beds
  • 2 Baths
  • 1,464 Sq Ft
  • House for Rent

  157 Plum Bank Rd, Old Saybrook, CT 06475

  Spend the winter at the beach! Enjoy wonderful views and sunsets. Convenient Old Saybrook location. Spacious living areas. Large windows provide natural sunlight and great views. Galley kitchen complete with a dishwasher. Laundry on the main level. A full bathroom completes the first floor. Upstairs there are three bedrooms and a full bathroom. A fourth bedroom is not available to tenants.

  Beth Brewer Compass Connecticut, LLC

  157 Plum Bank Rd, Old Saybrook, CT 06475
• 

  $255,000 Sold Apr 02, 2025

  • 1,455 Sq Ft
  • $175/SF
  • 135 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1954

  25 Tuccitto Rd, Portland, CT 06480

  Wonderful oportunity awaits! Discover the charm of this delightful residence, step through the front door, where a spacious dining room and formal living room await, ideal for hosting gatherings and creating memories. The bright, eat-in kitchen is perfect for enjoying both casual meals and culinary adventures. This home features two comfortable bedrooms on the upper level and 1.5 well-appointed

  Jonathan Gineo Silver and Oak Realty

  25 Tuccitto Rd, Portland, CT 06480
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  Est $379,885 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,774 Sq Ft

  24 Main St, East Hampton, CT 06424

  24 Main St, East Hampton, CT 06424
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  /13

  $360,000

  • 6 Beds
  • 3 Baths
  • 2,622 Sq Ft

  23 Portland St, Middletown, CT 06457

  This is a fantastic, possible owner-occupied investment opportunity! This spacious 3 family house with back yard is available now, in heart of downtown Middletown. The 2nd and 3rd floors are already rented, providing immediate income. The 2nd-floor kitchen has been recently renovated with updated counters and cabinets. Each unit has separate electrical panels, boilers, and water heaters, all of

  Sacha Armstrong William Pitt Sotheby's Int'l

  23 Portland St, Middletown, CT 06457
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  /40

  $6,500 per month

  • 5 Beds
  • 4 Baths
  • 3,154 Sq Ft
  • House for Rent

  3 Wilson Ave, Old Saybrook, CT 06475

  Academic Rental in desirable Fenwick! Available from September 2024 through May 2025 at 4,000 per month; and available from September 2025 through May 2026 at $6,500 per month ~ we are looking for tenants for full academic term. This exceptional property offers the ultimate in Shoreline living. Set privately on a knoll overlooking open marshlands to water views of Long Island Sound and the outer

  Lynn Lehrman REMAX Valley Shore

  3 Wilson Ave, Old Saybrook, CT 06475
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  $310,000 Sold Apr 01, 2025

  • 1,089 Sq Ft
  • $285/SF
  • 2 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1947

  99 Coe Ave, Middletown, CT 06457

  Charming 2-bed, 1-bath ranch home with an expansive backyard & nearly an acre of land! Nestled in Middletown, this delightful ranch-style home offers coziness & ample room. The backyard is a true highlight, offering a retreat with endless possibilities for outdoor entertaining, gardening, recreational activities or simply enjoying the outdoors. The home also includes an attached garage, walk-up

  Exavier Benitez Matos Level Eminent Realty

  99 Coe Ave, Middletown, CT 06457
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  Est $344,691 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,428 Sq Ft

  3 Laurel Glen Dr, East Hampton, CT 06424

  3 Laurel Glen Dr, East Hampton, CT 06424
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  /20

  $299,999

  • 4 Beds
  • 1.5 Baths
  • 1,415 Sq Ft

  10 Silver St, Middletown, CT 06457

  Welcome to 10 Silver Street in Middletown! This charming colonial featuring a newer roof, brand new gas boiler, newer windows, wood floors, has been freshly painted and is move-in ready. The main floor boasts an oversized kitchen, a bright living room, a half bath, and a versatile flex space that can be used as an office, additional bedroom, or family room. Upstairs, you'll find three generously

  Sacha Armstrong William Pitt Sotheby's Int'l

  10 Silver St, Middletown, CT 06457
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  /36

  $18,000 per month

  • 4 Beds
  • 3 Baths
  • 1,120 Sq Ft
  • House for Rent

  8 Belaire Manor, Old Saybrook, CT 06475

  Summer 2025! -- Current availability: June 1-14 ($9,000) + entire month of September ($18,000). This beautiful property is a direct waterfront, 4 bedroom, one-level home situated on a sandy beach in a private association. Wake up every morning to ocean waves, and watch the panoramic sunrises and sunsets which are magical here. Upon pulling into the driveway, you'll be greeted by breathtaking

  Erika Raffles William Pitt Sotheby's Int'l

  8 Belaire Manor, Old Saybrook, CT 06475
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  $664,562 Sold Apr 01, 2025

  • 3,796 Sq Ft
  • $175/SF
  • 68 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1972

  371 Spencer Plains Rd, Westbrook, CT 06498

  Simply beautiful cape amazingly renovated and just adorably beautified. The flow of the home is simply stunning. From spacious dining room off the beautiful kitchen all updated appliances and custom cabinetry. Slider to the incredibly landscaped backyard. Huge fireplace in family room adjacent to the kitchen and dining room and opposite side to a wonderful cozy formal living room. Primary

  Jay Cusack Executive Real Estate Inc.

  371 Spencer Plains Rd, Westbrook, CT 06498
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  Est $633,560 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,448 Sq Ft

  115 Gildersleeve Rd, Portland, CT 06480

  115 Gildersleeve Rd, Portland, CT 06480
• 

  

  /23

  $194,900

  • 2 Beds
  • 1 Bath
  • 791 Sq Ft

  21 Portland St, Middletown, CT 06457

  Packed with character and smart updates, this charming 2-bedroom, 1-bath Colonial offers a fantastic opportunity for first-time buyers, investors, or anyone seeking a manageable and affordable home in a central location. Built in 1900 and offering 871 square feet of well-used space, this home proves that good things really do come in small packages. Inside, you'll find a comfortable and

  Amy Rio Executive Real Estate Inc.

  21 Portland St, Middletown, CT 06457
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  /40

  $6,500 per month

  • 4 Beds
  • 4 Baths
  • 3,762 Sq Ft
  • House for Rent

  17 Agawam Ave, Old Saybrook, CT 06475

  Fantastic Opportunity to Rent in Fabulous Fenwick! This charming water-view traditional Fenwick Cottage is available from September, 2025, through June 20, 2026! Boasting 4 bedrooms and 4 baths plus a huge third-floor rec room/bunk room space, the home offers over 3,700 sq. ft. of comfortable beach living. Open floor plan living room with walls of windows and French door access to a spacious

  Lynn Lehrman REMAX Valley Shore

  17 Agawam Ave, Old Saybrook, CT 06475
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  $430,000 Sold Apr 01, 2025

  • 2,304 Sq Ft
  • $187/SF
  • 58 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1967

  41 Grove St, Portland, CT 06480

  Whether you're an investor seeking a profitable property or someone looking to be an owner-occupied while collecting rental income, this split-level two-family home is ideal. With 4 bedrooms, 2 bathrooms, and 2,304 sq ft of livable space on a 1.01-acre lot, this property flexibility and a lot of potential. Each unit features comfortable layouts, making it perfect for a variety of living

  Judes Joseph Prestige Prorealty Group

  41 Grove St, Portland, CT 06480
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  Est $327,454 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 616 Sq Ft

  13 Hawthorne Rd, East Hampton, CT 06424

  13 Hawthorne Rd, East Hampton, CT 06424
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  /35

  $495,000

  • 3 Beds
  • 3 Baths
  • 3,125 Sq Ft

  241 E Haddam Colchester Turnpike, East Haddam, CT 06423

  Welcome to this beautifully updated sprawling ranch style home located in the desirable town of East Haddam. Fully renovated in 2014, this 3000+ sq ft property offers the perfect blend of comfort, modern updates, and prime location with just a short stroll to Moodus Reservoir's public beach. The main level features a spacious eat-in kitchen with modern finishes, three generously sized bedrooms, a

  Corinne Machowski William Raveis Real Estate

  241 E Haddam Colchester Turnpike, East Haddam, CT 06423
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  /30

  $4,000 per month

  • 3 Beds
  • 2 Baths
  • 1,382 Sq Ft
  • House for Rent

  29 Menunketesuck Ave, Westbrook, CT 06498

  Academic Rental/Flexible Terms: Available from October 1, 2024, to June 1, 2025 Discover luxury living in this completely renovated home, brand new from top to bottom. This stunning residence features three spacious bedrooms, two modern bathrooms, and a fantastic yard, all within less than half a mile from the beach. Westbrook, nestled along the scenic Long Island Sound, offers an abundance of

  Danielle Verboski Seaport Real Estate Services

  29 Menunketesuck Ave, Westbrook, CT 06498
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  $349,900 Sold Apr 01, 2025

  • 2,106 Sq Ft
  • $166/SF
  • 134 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2013

  11 Wilkes Rd, East Hampton, CT 06424

  Large, country Cape home built in 2013, nestled on almost 3 acres of beautiful land! This 4- bedroom, 3 bath home combines modern design with plenty of room for everyone. 2 master bedroom suites one on the first floor. Massive deck off the kitchen. Huge family room complete with pool table and bar area. Walkout basement with kids playroom and massive woodstove.

  Alexis Devlin Coldwell Banker Realty

  11 Wilkes Rd, East Hampton, CT 06424
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  Est $484,548 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,923 Sq Ft

  41 Timothy Dr, Middletown, CT 06457

  41 Timothy Dr, Middletown, CT 06457
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  /39

  $845,000

  • 3 Beds
  • 2.5 Baths
  • 2,456 Sq Ft

  45 Main St, Essex, CT 06426

  The Parker Bull House, circa 1754, is one of the oldest historic homes in Essex. Located in Ivoryton overlooking the Falls River, this stately home is a unique blend of original antique features with updated modern amenities. The large sunny kitchen has granite countertops and stainless-steel appliances, hardwood floors, and is adjacent to a spacious pantry/laundry room, heated sunroom, and a

  Susan Malan William Pitt Sotheby's Int'l

  45 Main St, Essex, CT 06426
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  /39

  $6,000 per month

  • 3 Beds
  • 3.5 Baths
  • 1,710 Sq Ft
  • House for Rent

  8 Nibang Ave, Old Saybrook, CT 06475

  Direct waterfront in fabulous Fenwick! Academic Rental available from September 4, 2024 to May 28, 2025 at $4,000 per month and again from September 2025 to May, 2026 at $6,000 per month. Spectacular setting on South Cove. Enjoy beautiful sunrises and sunsets in this idyllic water front home in the Borough of Fenwick. Completely renovated in 2007, open floor plan kitchen, great room and dining

  Lynn Lehrman REMAX Valley Shore

  8 Nibang Ave, Old Saybrook, CT 06475
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  $225,000 Sold Apr 01, 2025

  • Land
  • 0.58 Acre
  • $387,931 per Acre

  • 144 Days On Market

  311 Main Street Extension, Middletown, CT 06457

  Spectacular commercial lot available less than a half mile from Downtown Middletown. This lot is zoned for mixed used/industrial, and can be used for a variety of different businesses, or a residential property. This lot gets about 12,500 vehicles passing by daily! Walking distance to Downtown Middletown, Wesleyan University, Middlesex Hospital, CT River, and much more. This sale includes three

  Patrick Savarese LPT Realty

  311 Main Street Extension, Middletown, CT 06457
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  Est $485,529 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,818 Sq Ft

  34 Tarragon Dr, East Hampton, CT 06424

  34 Tarragon Dr, East Hampton, CT 06424
• 

  

  /23

  $849,000

  • 2 Beds
  • 1 Bath
  • 768 Sq Ft

  16, 18 Bayberry Rd, Old Saybrook, CT 06475

  Welcome to The Knollwood Beach Association with this charming property that offers water views from a sun filled porch as your daily backdrop. This year round ranch is being sold with the adjacent lot and a septic system installed in 2022 that will service up to a 5 bedroom home. While the interior retains its original charm and awaits your personal touch, the true star of this home is its

  Cherie Suhie J.M. REALTY

  16, 18 Bayberry Rd, Old Saybrook, CT 06475
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  /21

  $2,000 per month

  • 1 Bed
  • 1 Bath
  • 1,000 Sq Ft
  • Apartment for Rent

  1 Banner Rd Unit 5, Moodus, CT 06469

  20 Brand news luxury rentals. All units are over sized with an open floor plan, 1 bedroom, stunning kitchens, located in a well established condo development. Some of these rentals are on one level. Most are 2 levels with the bedroom upstairs in the loft. Gorgeous hardwood flooring, granite are just some of the interior finishes. 6 of the 20 will be income qualified with a reduced rent. You are

  Nancy Newman LPT Realty

  1 Banner Rd Unit 5, Moodus, CT 06469
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  $51,000 Sold Mar 31, 2025

  • 800 Sq Ft
  • $64/SF
  • 17 Days On Market

  • Built 1987

  50 Riverside Dr, Clinton, CT 06413

  If you are looking for a boat slip for a vessel up to 50 feet in a friendly, family-oriented community, look no further! Clinton Yacht Haven is a dockominium located on the Hammonasset River in Clinton, Connecticut, behind Cedar Island Marina. This is a rare opportunity to own one of the few larger slips that provide privacy and scenic port-side views. Slip 5001D is the widest slip in the marina,

  Noreen Brennan-Rowe William Raveis Real Estate

  50 Riverside Dr, Clinton, CT 06413
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  Est $400,475 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,313 Sq Ft

  15 Bluff Ave, Clinton, CT 06413

  15 Bluff Ave, Clinton, CT 06413

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