Fairfield, CT Homes

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  /34

  $1,269,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 3,455 Sq Ft

  565 Danbury Rd, Wilton, CT 06897

  Conveniently located, set back from Danbury Road on a private driveway. This sun-filled Colonial offers 4 Bedrooms and 4 full baths. First floor offers a chef Kitchen with professional grade appliances, granite counters, custom cabinetry and slider leading to a large Deck for outdoor entertaining, Dining Room, Living Room and Family Room with fireplace, hardwood floors throughout. Mud Room with

  

  Kevin O'Brien

  O'Brien Premier Properties

  (203) 456-9119

  565 Danbury Rd, Wilton, CT 06897
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  Explore Cannondale

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  /12

  $7,000 per month

  • 4 Beds
  • 2.5 Baths
  • 2,803 Sq Ft
  • House for Rent

  332 Belden Hill Rd, Wilton, CT 06897

  House is being renovated and painted Inside and Out. It will return as soon as it is ready to show. Historic Antique Colonial in South Wilton - 4 Beds | 2.5 Baths | 2,803 Sq Ft + Unfinished Walk-Out Lower Level | 4.81 Acres. Known as the historic "James Benedict" house, this central chimney, 2-story, post and beam construction residence is one of the notable and better-preserved 18th century

  

  Cosmo Iadanza

  Century 21 AllPoints Realty

  (203) 916-5930

  332 Belden Hill Rd, Wilton, CT 06897
• 

  $985,000 Sold Aug 06, 2025

  • 2,260 Sq Ft
  • $436/SF
  • 41 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1960

  260 Rivergate Dr, Wilton, CT 06897

  Come visit 260 Rivergate Drive! Nestled in a wonderful neighborhood known for its charm and convenience to everything, shopping, dining, parks, trails, and schools. Inside you will find a cozy living room that flows into a welcoming dining area- perfect for gathering. Step out onto the screened-in porch to enjoy quiet mornings or relaxing evenings in comfort. On the main floor there is a half

  Kim Luppino Berkshire Hathaway NE Prop.

  260 Rivergate Dr, Wilton, CT 06897
• 

  Est $2,402,013 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 4,500 Sq Ft

  141 Cannon Rd, Wilton, CT 06897

  141 Cannon Rd, Wilton, CT 06897
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  /39

  $2,650,000

  • 5 Beds
  • 4.5 Baths
  • 6,400 Sq Ft

  433 Belden Hill Rd, Wilton, CT 06897

  NEW PRICE DECREASE! Exceptional Custom Designed Contemporary Colonial Farmhouse Style Estate in South Wilton. Set on 3.1 pristine acres of flat, manicured land in coveted South Wilton, this newly constructed 6,400 +/- square foot masterpiece sets a new standard for luxury living. No expense has been spared in creating this exceptional residence, where thoughtful design meets uncompromising

  Alison Mark Berkshire Hathaway NE Prop.

  433 Belden Hill Rd, Wilton, CT 06897
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  /29

  $5,000 per month

  • 5 Beds
  • 4 Baths
  • 3,410 Sq Ft
  • House for Rent

  434 Hurlbutt St, Wilton, CT 06897

  Charming 18th century Antique Colonial, 7 fireplaces, hand hewn beams & wide-plank chestnut floors & many built ins. Large Rooms with great ceiling height. 5 Bedrooms and 4 full baths. 3 stairways to the second floor. Finished third floor with two room for extra space. Shared driveway with cottage and barn tenants. Landlord takes care of ground maintenance and snow removal. Convenient location

  

  Kevin O'Brien

  O'Brien Premier Properties

  (203) 989-4486

  434 Hurlbutt St, Wilton, CT 06897
• 

  $1,425,000 Sold Aug 04, 2025

  • 3,762 Sq Ft
  • $379/SF
  • 58 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1965

  111 Washington Post Dr, Wilton, CT 06897

  Welcome to 111 Washington Post located on the most coveted cul de sac in South Wilton! Exceptional curb appeal with gorgeous professional landscaping. Large level property with a stunning architectural renovation/expansion. Beautiful three season enclosed porch off kitchen adds an additional 252 sq ft to main floor. Can easily become an all-season room with great views of the property. Leads to a

  Cindy Watkins Berkshire Hathaway NE Prop.

  111 Washington Post Dr, Wilton, CT 06897
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  Est $1,570,348 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 4,200 Sq Ft

  25 Wilton Acres, Wilton, CT 06897

  25 Wilton Acres, Wilton, CT 06897
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  /40

  $1,295,000

  • 4 Beds
  • 5 Baths
  • 4,529 Sq Ft

  305 Thayer Pond Rd, Wilton, CT 06897

  Stunning 2 acre property features both a main house and separate cottage. Situated on the New Canaan line on one of Wilton's most sought-after streets & steps to The Lake Club, this elegant and sophisticated, impeccably maintained Colonial has over $350k in renovations and upgrades! Approached by stately stone pillars & walls w/a NEW paved driveway, 3-car garage w/NEW EV wall charge & boasting

  Gaynor Brennan BHHS Darien/New Canaan

  305 Thayer Pond Rd, Wilton, CT 06897
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  /17

  $3,700 - $4,400 per month

  White Oaks at Wilton

  2 Beds

  116 Danbury Rd, Wilton, CT 06897

  White Oaks at Wilton is perched on a picturesque hill, enveloped by lush greenery. Offering a range of one-, two-, and three-bedroom apartments, our residential community also includes townhomes with the option of a private garage for a cozy atmosphere. Additionally, we provide one and two-bedroom lofts to suit your preferences.

  116 Danbury Rd, Wilton, CT 06897
• 

  $989,000 Sold Aug 01, 2025

  • Land
  • 2.80 Acres
  • $353,214 per Acre

  • 47 Days On Market

  Unlisted Address

  Welcome to 127 Nod Hill Road, Wilton's hidden gem-a bit like finding a unicorn-rare and full of potential! Nestled on a sprawling 2.8 acres, this property boasts unparalleled views overlooking the reservoir, making it an oasis of tranquility in a bustling world. The current 892 square-foot, 2-bedroom, 1-bathroom home is cozy with tenants in place, but truthfully-it's prime for a teardown. This

  Marion Filley Compass Connecticut, LLC

  Unlisted Address
• 

  Est $3,054,184 Not Listed For Sale

  • 5 Beds
  • 8 Baths
  • 8,065 Sq Ft

  28 Riding Club Rd, Wilton, CT 06897

  28 Riding Club Rd, Wilton, CT 06897
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  /7

  $2,090,000

  • 5 Beds
  • 7 Baths
  • 5,100 Sq Ft

  0 Mountain Rd, Wilton, CT 06897

  This proven luxury home builder wants to build your future dream home on this rarely available one of a kind private lot. Drive down a private, hidden 1000+ foot driveway to find a property totaling over 2.00+ acres of unmatched and untouched exclusivity surrounded by protected state land. Add pool and tennis too! Two amazing potential lot sites. In addition, and even a possibility of

  Evan Sheftel Millstone Real Estate Corp

  0 Mountain Rd, Wilton, CT 06897
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  /29

  $2,100 per month

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

  93 Wilton Crest Rd Unit 93, Wilton, CT 06897

  Summer Country Club Living is Yours in this Immaculate, updated & spacious one bedroom in convenient, well-maintained Wilton community. This cheerful, private nest features an open bright white kitchen with quarts breakfast bar opens to the living/dining area which has plush newer carpet, enjoy a cocktail on the large private balcony overlooking the lawn & trees. This apartment is beautifully

  Lucie Husak Coldwell Banker Realty

  93 Wilton Crest Rd Unit 93, Wilton, CT 06897
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  $1,082,000 Sold Jul 31, 2025

  • 2,738 Sq Ft
  • $395/SF
  • 20 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1959

  1 Blue Ridge Ln, Wilton, CT 06897

  Prime South Wilton location in the Chestnut Hill area, 1 Blue Ridge Lane welcomes you to this 'move-in ready', updated home tucked away on a private lane. Poised on a level one acre, the NEW front bluestone walkway and expansive deck overlooking the backyard frame this 3 Bedroom, 2.5 Bath home with a flexible floor plan for easy living! A chef's dream, the spacious updated kitchen boasts custom

  Dianne DeWitt Berkshire Hathaway NE Prop.

  1 Blue Ridge Ln, Wilton, CT 06897
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  Est $2,223,114 Not Listed For Sale

  • 5 Beds
  • 6 Baths
  • 6,175 Sq Ft

  97 Grumman Hill Rd, Wilton, CT 06897

  97 Grumman Hill Rd, Wilton, CT 06897
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  /39

  $1,995,000

  • 4 Beds
  • 5 Baths
  • 5,976 Sq Ft

  21 Woods End Dr, Wilton, CT 06897

  Tucked away in South Wilton on a cul-de-sac near both Wilton and New Canaan centers, this striking contemporary offers architectural elegance, refined finishes, and a serene natural settling with a private dock on Thayer Pond. The friendly neighborhood is very walkable, and perfect for biking and jogging, and taking your dog for a stroll. Bathed in natural light, this home features sweeping

  Alice Morgan Higgins Group Real Estate

  21 Woods End Dr, Wilton, CT 06897
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  /50

  $3,672 - $5,744 per month

  Riverside Wilton

  1 - 3 Beds

  141 Danbury Rd, Wilton, CT 06897

  Riverside Wilton is designed for your alluring lifestyle. Elevated by an impressive collection of features and amenities, your new address is surrounded by parks, fine dining, educational opportunities, and charming retail establishments.

  141 Danbury Rd, Wilton, CT 06897
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  $1,550,000 Sold Jul 31, 2025

  • 2,213 Sq Ft
  • $700/SF
  • 26 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1900

  634 Nod Hill Rd, Wilton, CT 06897

  Step into a timeless embrace of elegance, charm & functionality with this exquisite antique home, a masterpiece nestled in an idyllic location. Perfectly situated, this property boasts unparalleled tranquility yet remains conveniently close to all amenities. The meticulously maintained home exudes a blend of historic character and modern comfort, showcasing pristine condition and thoughtful

  Mary Beth Stow Houlihan Lawrence

  634 Nod Hill Rd, Wilton, CT 06897
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  Est $1,412,962 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 4,224 Sq Ft

  342 New Canaan Rd, Wilton, CT 06897

  342 New Canaan Rd, Wilton, CT 06897
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  /40

  $1,675,000 Open Sat 12PM - 2PM

  • 4 Beds
  • 5 Baths
  • 3,199 Sq Ft

  56 Turtleback Rd, Wilton, CT 06897

  Timeless elegance and serene privacy define this beautifully renovated and expanded 1930s Colonial, peacefully set on over 4 acres of beautifully balanced meadow and woodland bordering the Weir Farm Nature Conservancy. Thoughtfully updated throughout, the home blends historic charm with modern sophistication, filled with natural light, original hardwood floors, and captivating views from every

  Jennifer Lockwood Coldwell Banker Realty

  56 Turtleback Rd, Wilton, CT 06897
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  /19

  $5,500 per month

  • 3 Beds
  • 2.5 Baths
  • 2,184 Sq Ft
  • House for Rent

  11 Crowne Pond Ln Unit 11, Wilton, CT 06897

  Welcome to Crowne Pond Lane A beautiful South Wilton community of just 26 homes, ideally located in the heart of Wilton Center. This beautifully maintained 3-bedroom, 2.5-bath colonial, built in 2001, offers nearly 3,000 square feet of thoughtfully designed living space. With 9-foot ceilings, hardwood floors on the main level, and luxury vinyl tile on the second floor, this home blends timeless

  Dagny Eason Dagny's Real Estate

  11 Crowne Pond Ln Unit 11, Wilton, CT 06897
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  $855,000 Sold Jul 31, 2025

  • 2,495 Sq Ft
  • $343/SF
  • 85 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1960

  38 Bhasking Ridge Rd, Wilton, CT 06897

  Tranquil contemporary nestled on a private cul-de-sac on almost two level acres. Beautiful cathedral ceilings and exposed beams create an open floor plan perfect for entertaining.

  Davis Owen Davis Owen Real Estate

  38 Bhasking Ridge Rd, Wilton, CT 06897
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  Est $1,569,404 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,212 Sq Ft

  181 Old Kings Hwy, Wilton, CT 06897

  181 Old Kings Hwy, Wilton, CT 06897
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  /33

  $1,395,000

  • 4 Beds
  • 2.5 Baths
  • 3,496 Sq Ft

  5 Tall Oaks Rd, Wilton, CT 06897

  Classic Tudor charm meets thoughtful updates in this beautifully redesigned home, tucked away on a quiet cul-de-sac just moments from Weir Farm National Park. Nestled on nearly 2 acres of professionally landscaped grounds and surrounded by mature trees, this property features a private pond with a charming water fountain feature. Step inside to a dramatic 2-story skylit foyer, where new white oak

  Lianna Tomas Fetko Brown Harris Stevens

  5 Tall Oaks Rd, Wilton, CT 06897
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  /20

  $3,200 per month

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

  106 Spoonwood Rd, Wilton, CT 06897

  Charming Cottage with Loft Bedroom in Desirable Wilton Setting Welcome to this beautifully maintained 600 sq ft cottage nestled in a peaceful and private setting in Wilton, CT. This unique home features a bright and airy open layout with vaulted ceilings, great natural light, and a cozy fireplace, perfect for relaxing year-round. The loft-style bedroom offers a charming retreat, while the main

  106 Spoonwood Rd, Wilton, CT 06897
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  $1,510,000 Sold Jul 31, 2025

  • 2,928 Sq Ft
  • $516/SF
  • 13 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1976

  96 Charter Oak Dr, Wilton, CT 06897

  You will be amazed! Nestled into a private and serene site at the end of a cul-de-sac, surrounded by 300 acres of conservation land, this sleek contemporary ranch was completely renovated in 2022. Nothing to do but move in to this 4-bedroom, 3 full bath home with in-ground, heated pool. Kitchen, baths, roof, floors, windows, all 2 years old. Enjoy privacy in your expansive yard overlooking

  Joe Scozzafava William Raveis Real Estate

  96 Charter Oak Dr, Wilton, CT 06897
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  Est $950,136 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,753 Sq Ft

  14 Kings Ln, Wilton, CT 06897

  14 Kings Ln, Wilton, CT 06897
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  /40

  $1,485,000

  • 4 Beds
  • 3.5 Baths
  • 3,970 Sq Ft

  75 Bald Hill Rd, Wilton, CT 06897

  Sited on a magnificent property, down a long private driveway, a Quintessential Cornell Colonial awaits the next lucky owners. This impeccably maintained 4 bedroom, 3 1/2 bath home is located on a picture-perfect cul-de-sac & one of the most coveted neighborhoods in Wilton. Lovely front to back living room with fireplace, serene light-filled sunroom with river views steps out to deck, cozy family

  Katie Nugent Berkshire Hathaway NE Prop.

  75 Bald Hill Rd, Wilton, CT 06897
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  /38

  $6,600 per month

  • 3 Beds
  • 3 Baths
  • 3,292 Sq Ft
  • House for Rent

  19 Gaylord Dr N, Wilton, CT 06897

  Charming Colonial in Prime Wilton Location! Welcome to 19 Gaylord Dr N, a beautifully maintained and spacious Colonial off route 7 on a dead end road, tree-lined street in the heart of Wilton. This warm and inviting home features 3 generously sized bedrooms, 3 full bathrooms, and three full levels of living space, offering flexible room for every lifestyle. Enjoy classic colonial charm with a

  Sandra Paredes BHHS Darien/New Canaan

  19 Gaylord Dr N, Wilton, CT 06897
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  $1,061,000 Sold Jul 29, 2025

  • 2,320 Sq Ft
  • $457/SF
  • 13 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1969

  235 Whipstick Rd, Wilton, CT 06897

  PLEASE SUBMIT HIGHEST & BEST OFFERS BY 5PM ON MONDAY 6/23. Enjoy this lovely private retreat nestled on 2.37 acres in a beautiful serene country setting. This 4Bd contemporary deck style home features an open floor plan with vaulted ceilings and natural sunlight throughout. The expansive living room with dining area has a wood burning fireplace and full wall of sliders to a generous deck

  Bettina Hegel Brown Harris Stevens

  235 Whipstick Rd, Wilton, CT 06897
• 

  Est $921,994 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,729 Sq Ft

  367 New Canaan Rd, Wilton, CT 06897

  367 New Canaan Rd, Wilton, CT 06897
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  /40

  $1,499,000

  • 4 Beds
  • 3.5 Baths
  • 4,778 Sq Ft

  481 Ridgefield Rd, Wilton, CT 06897

  Quietly sited atop of a serene two-acre lot, this wonderful home is a rare find. A perfect blend of charming colonial and fabulous modern barn addition. This is the home people gravitate to for fun, relaxing and living your best life! This home boasts some of the best entertaining spaces in Wilton. The sun flooded great room with wood burning fireplace and +30' ceilings is AWESOME - in the true

  Pat Saviano Coldwell Banker Realty

  481 Ridgefield Rd, Wilton, CT 06897
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  /25

  $6,750 per month

  • 4 Beds
  • 3 Baths
  • 3,615 Sq Ft
  • House for Rent

  10 Gaylord Dr S, Wilton, CT 06897

  Charming, private retreat in the heart of Wilton!Discover this sprawling ranch, offering convenient single-level living tucked away at the end of a quiet cul-de-sac. The home sits on 1.1 acres bordered by conservation land, with direct access to the scenic NRVT trail from your backyard! Minutes from town, train stations, and highways, this home is perfect for commuters.Inside

  10 Gaylord Dr S, Wilton, CT 06897
• 

  $3,293,000 Sold Jul 29, 2025

  • 9,084 Sq Ft
  • $363/SF
  • 172 Days On Market

  • 5 Beds
  • 8 Baths
  • Built 1994

  39 Keelers Ridge Rd, Wilton, CT 06897

  Luxurious Keelers Ridge Estate: A Serene Sanctuary of Sophistication and Comfort Nestled on a private cul-de-sac in the prestigious Keelers Ridge neighborhood, this executive property is a testament to luxury, tranquility, and meticulous upkeep. Spanning over 2 acres of meticulously curated gardens and specimen plantings, this oasis promises an ambiance of refined elegance and natural beauty. As

  Aileen Mastey William Pitt Sotheby's Int'l

  39 Keelers Ridge Rd, Wilton, CT 06897
• 

  Est $1,503,359 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 4,471 Sq Ft

  321 Thayer Pond Rd, Wilton, CT 06897

  321 Thayer Pond Rd, Wilton, CT 06897
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  /37

  $1,445,000

  • 4 Beds
  • 3.5 Baths
  • 4,102 Sq Ft

  158 Linden Tree Rd, Wilton, CT 06897

  NEW PRICE!!! Come and see this beautiful Colonial nestled on a serene, tree-lined street in one of Wilton's most desirable neighborhoods. This 4-bedroom, 3.5-bath home offers over 3,500 square feet of comfortable living space, blending classic charm with modern conveniences. Step inside to find a sun-splashed interior featuring hardwood floors, a spacious living room with fireplace with radiant

  Chris Ahlgrim Coldwell Banker Realty

  158 Linden Tree Rd, Wilton, CT 06897
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  /37

  $7,000 per month

  • 5 Beds
  • 3.5 Baths
  • 3,866 Sq Ft
  • House for Rent

  2 Deforest Rd, Wilton, CT 06897

  Originally built in 1726 by Jeremiah Mead on 30 acres for his new wife. The house was initially run as a tavern since it was well-situated between Wilton, New Canaan and Ridgefield. The main house has been expanded over the years, offering lots of light and openness, a feature rarely found in homes of this vintage. There are three staircases, a ground-floor bedroom with a full bath and four

  Marion Filley Compass Connecticut, LLC

  2 Deforest Rd, Wilton, CT 06897
• 

  $1,325,000 Sold Jul 28, 2025

  • 3,782 Sq Ft
  • $350/SF
  • 27 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1956

  66 Saunders Dr, Wilton, CT 06897

  Great location, walk to schools, sports fields and train! Thoughtfully and beautifully expanded in 2001 by the award-winning architect Rob Sanders, this 4-Bed, 4 Full-Bath Colonial effortlessly blends gracious elegance with a relaxed, family-friendly vibe. The spacious eat-in chef's kitchen features a professional Viking range with an infrared warming shelf, new refrigerator and dishwasher,

  Susan Larsen William Raveis Real Estate

  66 Saunders Dr, Wilton, CT 06897
• 

  Est $1,675,351 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 4,082 Sq Ft

  25 Woodland Place, Wilton, CT 06897

  25 Woodland Place, Wilton, CT 06897

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