Middlesex, CT Homes

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  /38

  $589,000 Under Contract

  • 4 Beds
  • 3 Baths
  • 3,253 Sq Ft

  78R Timber Hill Rd, Cromwell, CT 06416

  Welcome to your dream home! This stunning custom-built cape features four spacious bedrooms and three baths, offering over 3,200 square feet of luxurious living space. Nestled privately back from the road on an interior lot, this residence combines elegance with comfort. As you enter, you'll be captivated by the open floor plan that seamlessly connects the living spaces, making it perfect for

  

  Kelly Puorro

  Puorro Realty Group

  (860) 943-4642

  78R Timber Hill Rd, Cromwell, CT 06416
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  Explore Cromwell

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  /63

  $2,161 - $3,213 per month

  The Landon of Cromwell

  1 - 2 Beds

  150 Country Squire Dr, Cromwell, CT 06416

  Welcome Home to The Landon of Cromwell!

  150 Country Squire Dr, Cromwell, CT 06416
• 

  $335,000 Sold Aug 12, 2025

  • 1,075 Sq Ft
  • $312/SF
  • 3 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1949

  13 Grove Rd, Cromwell, CT 06416

  Highest & Best offers are due Sunday, July 20th by 5:00p.m. Well-maintained 3-bedroom Cape located on a quiet cul-de-sac just minutes from the TPC River Highlands golf course! This charming home offers a newly remodeled kitchen with beautiful white cabinets, quartz countertops, stainless steel appliances & tile floor. The first-floor primary bedroom provides convenient one-level living, with two

  Cheryl Zalewski eXp Realty

  13 Grove Rd, Cromwell, CT 06416
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  Est $282,088 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,022 Sq Ft

  281 Main St, Cromwell, CT 06416

  281 Main St, Cromwell, CT 06416
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  /40

  $550,000 Open Sat 11:30AM - 1PM

  • 4 Beds
  • 2.5 Baths
  • 1,897 Sq Ft

  21 Oakwood Manor, Cromwell, CT 06416

  This beautifully maintained 4-bedroom, 2-bathroom home offers the perfect blend of charm, functionality, and modern updates. Step inside to find an inviting living space with gleaming hardwood floors, a wood burning fireplace and an abundance of natural light. The updated spacious kitchen features modern cabinetry, sleek stone countertops, stainless-steel appliances and a massive island with

  

  Dawn Gagliardi

  Serhant Connecticut, LLC

  (860) 845-0773

  21 Oakwood Manor, Cromwell, CT 06416
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  /15

  $1,750 per month

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

  23 Pleasant St, Cromwell, CT 06416

  Cozy 2 bedroom apartment on the 2nd floor of a 2 family home. Heat, hot water, and trash removal are included! Washer/dryer combo is in the unit, plenty of parking, designated private outdoor space and a walk up attic for extra storage. Close to Rt 9 and walking distance to Main St and the Connecticut river! No pets, minimum credit score of 650.

  Sara Etienne eXp Realty

  23 Pleasant St, Cromwell, CT 06416
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  $852,000 Sold Aug 08, 2025

  • 3,008 Sq Ft
  • $283/SF
  • 4 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2012

  1 Leghorn Ln, Cromwell, CT 06416

  Welcome to this stunning 4-bedroom, 2.5-bath colonial, set on a beautifully landscaped lot on a quiet cul-de-sac in a highly convenient Cromwell location-close to schools, shopping, highways, and dining. Built in 2012, this home is a showcase of exceptional craftsmanship and architectural detail, featuring extensive custom and craftsman-style millwork throughout. You'll find rich crown molding,

  Madhu Reddy Reddy Realty, LLC

  1 Leghorn Ln, Cromwell, CT 06416
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  Est $667,916 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 3,086 Sq Ft

  99 Hicksville Rd, Cromwell, CT 06416

  99 Hicksville Rd, Cromwell, CT 06416
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  /34

  $779,000

  • 4 Beds
  • 4 Baths
  • 3,171 Sq Ft

  18 Butternut Dr, Cromwell, CT 06416

  Located in one of Cromwell's most desirable neighborhoods, this 4-bedroom, 4-full-bath colonial offers over 3,144 sq ft of quality craftsmanship, timeless style, and flexible living space-ideal for both everyday comfort and entertaining.From the moment you enter the dramatic two-story foyer, you'll feel the pride of ownership and custom detailing throughout. The main level features beautifully

  Nicole Defrancesco Coldwell Banker Realty

  18 Butternut Dr, Cromwell, CT 06416
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  /14

  $1,478 - $1,712 per month

  Theresa A. Rook Retirement Community

  1 - 2 Beds

  501 Rook Rd, Cromwell, CT 06416

  Rook Retirement is a blend of affordable and market rentals, offering one and two bedroom cottage-style apartment homes in Cromwell, Connecticut. We are conveniently located minutes from shopping, dining, golf, I-91/Route 9/Route 3/I-691 and Berlin Turnpike. Ideal community for seniors who wish to enjoy an independent lifestyle. Situated atop Timber Hill in Cromwell, Rook Retirement is built on

  501 Rook Rd, Cromwell, CT 06416
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  $335,000 Sold Aug 08, 2025

  • 1,517 Sq Ft
  • $221/SF
  • 36 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1957

  3 Fairview Heights, Cromwell, CT 06416

  This charming original owner Cape Cod on a quiet dead-end street is ready for its next chapter!! Welcome to this well-maintained 3-4 bedroom, 2 full bath home that offers both privacy and convenience. When built it was the model home for the neighborhood!!! While the home features its original charm, it offers an excellent opportunity for updates and customization to suit your style. The large

  Brittany O'Hara William Raveis Real Estate

  3 Fairview Heights, Cromwell, CT 06416
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  Est $456,051 Not Listed For Sale

  44r Field Rd, Cromwell, CT 06416

  44r Field Rd, Cromwell, CT 06416
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  /30

  $249,900

  • 3 Beds
  • 2.5 Baths
  • 2,228 Sq Ft

  10 Redwood Ct Unit 10, Cromwell, CT 06416

  Welcome to 10 Redwood Court, a beautifully updated condo in the heart of Cromwell. This spacious home features 3 bedrooms and 2.5 bathrooms, including a primary bedroom with an attached primary bathroom and private deck. The main level boasts a large open floorplan, perfect for entertaining and everyday living with dual sliders out to the backyard & patio. Enjoy modern comfort with central air,

  Mark Given Berkshire Hathaway NE Prop.

  10 Redwood Ct Unit 10, Cromwell, CT 06416
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  /25

  $1,700 per month

  • 2 Beds
  • 1 Bath
  • 986 Sq Ft
  • Apartment for Rent

  332 Main St, Cromwell, CT 06416

  Bright & Spacious second floor 2-Bedroom Apartment- Central Air, Gas Heat- Available Now! Welcome to your new home! This sun-filled, second-floor apartment offers 986 sq. ft. of comfortable living space featuring 2 generous sized bedrooms, 1 full bath, large windows throughout for abundant natural light. Central air conditioning for year round comfort. Economical natural gas heating & cooking.

  Theresa Bitondo Berkshire Hathaway NE Prop.

  332 Main St, Cromwell, CT 06416
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  $822,500 Sold Aug 08, 2025

  • 3,308 Sq Ft
  • $249/SF
  • 14 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1986

  23 Blackhaw Dr, Cromwell, CT 06416

  Why build when you can move into a newly renovated, pristine home with top-of-the-line finishes? Featuring a beautiful private yard with putting green, sport court and exceptional amenities, this well maintained & designed 4-bedroom + office , 2.5 bathroom home has been updated with attention to details and features throughout. The first floor includes hardwood & porcelain tile flooring, shiplap

  Lon Norton Realty Executives Boston West

  23 Blackhaw Dr, Cromwell, CT 06416
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  Est $94,968 Not Listed For Sale

  • 2 Beds

  170 Coles Rd, Cromwell, CT 06416

  170 Coles Rd, Cromwell, CT 06416
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  /40

  $749,900

  • 3 Beds
  • 3 Baths
  • 2,836 Sq Ft

  12 Sydney Ln, Cromwell, CT 06416

  Stunning/Dramatic! Awe-inspiring views! No electric bills! 2 separate parcels (Main 2.79 acres, Lot 2.51 acres)! A must see 3BR, 3BA Cape w/2,836 sq ft and 5.30 acres of gated/fenced land. This masterpiece boasts a 26'x15' Family Rm w/soaring cathedral ceiling, 7 skylights, fireplace w/wood stove insert, maple hardwd flr. This room and MBR en-Suite are heated/cooled by mini splits. The 26'x20'

  Jeff Coleman Hagel & Assoc. Real Estate

  12 Sydney Ln, Cromwell, CT 06416
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  /27

  $1,900 per month

  • 2 Beds
  • 1.5 Baths
  • 978 Sq Ft
  • Condo for Rent

  4 Marlon Place Unit B, Cromwell, CT 06416

  Spacious 2-Bedroom Duplex Ready for Move-In!This bright and airy 2-bedroom, 1.5-bath duplex is just waiting for you to make it home! Located in a private cul-de-sac with easy access to Main Street, popular restaurants, schools, and TPC golf course, you’ll enjoy both privacy and convenience. Highlights:- Cool Central Air for comfortable living all summer long- Large,

  4 Marlon Place Unit B, Cromwell, CT 06416
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  $205,000 Sold Aug 06, 2025

  • 979 Sq Ft
  • $209/SF
  • 9 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1974

  34 Woodland Dr Unit 34, Cromwell, CT 06416

  Don't miss this well-maintained first-floor 2-bedroom, 2-full-bath unit in the highly sought-after Woodland Heights! This spacious condo features a bright living room, a dining area off the galley kitchen, and a private deck perfect for relaxing or entertaining. The primary bedroom includes a walk-in closet and a private full bath. Heat and hot water are included in the HOA fee! Enjoy beautifully

  Michael Kusy Evermark Property Group

  34 Woodland Dr Unit 34, Cromwell, CT 06416
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  Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,057 Sq Ft

  1000 Cromwell Hills Dr Unit 1201, Cromwell, CT 06416

  1000 Cromwell Hills Dr Unit 1201, Cromwell, CT 06416
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  /40

  $599,900

  • 4 Beds
  • 2.5 Baths
  • 2,820 Sq Ft

  122 Nooks Hill Rd, Cromwell, CT 06416

  122 Nooks Hill Road - originally built in 1790, this traditional colonial was rebuilt in 1983 and became the perfect blend of antique with the modern conveniences that we can all appreciate! The home sits on .86 acres of countryside land that make coming home so worth it - peaceful, rustic & tranquil, with views of the hills of Portland. Many updates thruout including, central air, new Anderson

  Jennifer Hussey Century 21 Clemens Group

  122 Nooks Hill Rd, Cromwell, CT 06416
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  /32

  $4,950 per month

  • 4 Beds
  • 3.5 Baths
  • 3,334 Sq Ft
  • House for Rent

  1 Priorwood Gardens Unit 1, Cromwell, CT 06416

  Fully furnished short term rental at the Town Homes of River Highlands (aka Cromwell's TPC). Luxurious 4 bedroom, 3 1/2 bath property. New kitchen appliances. Lovely, enclosed porch off of living room. Kitchen is open to den with double sided fireplace. Second floor includes two bedrooms, full bath, office area, and additional study area. Balcony overlooking the den and Living room. The

  Brian Deperry Berkshire Hathaway NE Prop.

  1 Priorwood Gardens Unit 1, Cromwell, CT 06416
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  $412,500 Sold Aug 04, 2025

  • 1,400 Sq Ft
  • $295/SF
  • 20 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1962

  6 Woodlawn Dr, Cromwell, CT 06416

  This beautiful, cozy, and meticulously maintained full-brick Ranch offers the ease and convenience of true one-level living! Tucked away on a quiet cul-de-sac. A true hidden gem that feels like home the moment you arrive. This inviting residence has been lovingly cared for and thoughtfully updated. The main level offers a bright and welcoming layout bursting with charm. From the cozy living room,

  Robert Jordan Hagel & Assoc. Real Estate

  6 Woodlawn Dr, Cromwell, CT 06416
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  Est $816,606 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 5,032 Sq Ft

  7 Smith Farm Rd, Cromwell, CT 06416

  7 Smith Farm Rd, Cromwell, CT 06416
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  /38

  $574,900

  • 4 Beds
  • 3 Baths
  • 2,528 Sq Ft

  24 Iron Gate Ln, Cromwell, CT 06416

  Beautiful home in the Iron Gate Estates neighborhood! This spacious four-bedroom, three full bath property features hardwood floors throughout, generously sized rooms, and a peaceful cul-de-sac location. Set on a lightly wooded lot, it offers both privacy and charm. Centrally located near schools, parks, and just minutes from TPC River Highlands. Schedule a showing today!

  Debbie Hagel Hagel & Assoc. Real Estate

  24 Iron Gate Ln, Cromwell, CT 06416
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  $240,000 Sold Jul 31, 2025

  • 1,368 Sq Ft
  • $175/SF
  • 19 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1973

  26 Margo Ct Unit 26, Cromwell, CT 06416

  Live your best life in Cromwell Hills! This bright and spacious 2-bedroom, 1.5-bath townhouse-style condo is tucked away in a quiet, private corner of the community-your own peaceful retreat just minutes from everything. Move right in and enjoy the remodeled kitchen with sleek granite countertops, modern finishes, and a fabulous open-concept living/dining area that flows seamlessly to your

  Kara Pedersen Carl Guild & Associates

  26 Margo Ct Unit 26, Cromwell, CT 06416
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  Est $454,683 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,076 Sq Ft

  111 Field Rd, Cromwell, CT 06416

  111 Field Rd, Cromwell, CT 06416
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  /39

  $275,000

  • 3 Beds
  • 1.5 Baths
  • 2,184 Sq Ft

  22 Mohawk Ct, Cromwell, CT 06416

  Discover fresh energy and inviting style at 22 Mohawk! This beautifully updated 3-bedroom, 1.1-bath townhouse is tucked in a quiet Cromwell community and ready for its next chapter. Step into a bright, open main floor with engineered wood floors, a cozy fireplace with custom built-ins, and sliders opening to a private patio and backyard-perfect for relaxing or entertaining. The kitchen is fully

  Jonathan Zuromski Real Broker CT, LLC

  22 Mohawk Ct, Cromwell, CT 06416
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  $400,000 Sold Jul 30, 2025

  • 1,782 Sq Ft
  • $224/SF
  • 61 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1776

  64 West St, Cromwell, CT 06416

  *** New Pictures Uploaded***Nestled in the heart of history, the beautiful antique home built by Elisha Sage, built in 1776, seamlessly blends classic charm with modern amenities. This enchanting residence features an inviting sitting area upstairs that has been thoughtfully utilized as a bedroom, offering versatile living spaces. The expansive kitchen boasts a striking large island, perfect for

  Annie Chong Coldwell Banker Calabro

  64 West St, Cromwell, CT 06416
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  Est $517,010 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,160 Sq Ft

  2 Greendale Ave, Cromwell, CT 06416

  2 Greendale Ave, Cromwell, CT 06416
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  /13

  $257,000

  • 2 Beds
  • 1.5 Baths
  • 1,365 Sq Ft

  25 Redwood Ct Unit 25, Cromwell, CT 06416

  BACK ON MARKET BECAUSE CLIENT UNABLE TO GET FINANCING. Conveniently located near shopping centers, restaurants and highways, this townhouse located in Cromwell Hills will not last long. With access to the pool and tennis court, this is the perfect home for those looking to purchase their first property or looking to downsize. This fully renovated 2 bedroom, 1.5 bath townhome will not last long,

  Janet Riley The Riley Group

  25 Redwood Ct Unit 25, Cromwell, CT 06416
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  $170,000 Sold Jul 30, 2025

  • 750 Sq Ft
  • $227/SF
  • 6 Days On Market

  • 1 Bed
  • 1.5 Baths
  • Built 1971

  15D Country Squire Dr Unit 15D, Cromwell, CT 06416

  Welcome to your new retreat in Cromwell! This updated loft style condo, combines style with functionality. Offering one bedroom and one and a half bathrooms. The open floor plan leads into the cathedral ceiling living room, with the modern updated kitchen, making it ideal for entertaining or relaxing evenings at home. During chilly evenings, the ambiance is further enhanced by a cozy wood

  Maura Alarcon William Raveis Real Estate

  15D Country Squire Dr Unit 15D, Cromwell, CT 06416
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  Est $595,095 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,372 Sq Ft

  10 Wexford Ln, Cromwell, CT 06416

  10 Wexford Ln, Cromwell, CT 06416
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  /22

  $739,000 New Construction

  • 4 Beds
  • 2.5 Baths
  • 1,800 Sq Ft

  75 Willowbrook Rd, Cromwell, CT 06416

  This **Under Construction** 1,800 sq. ft. Ranch-style home offers the perfect blend of modern design and comfort, ready for delivery in Spring 2025. Situated on a serene 1.28-acre lot, this home has a thoughtfully designed layout that features an open floor plan with an inviting eat-in kitchen with center-island seating, a spacious pantry, generous storage and counter space and a cozy breakfast

  Joseph Dabkowski KW Legacy Partners

  75 Willowbrook Rd, Cromwell, CT 06416
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  $480,000 Sold Jul 30, 2025

  • 1,961 Sq Ft
  • $245/SF
  • 109 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1890

  35 Pasco Hill Rd, Cromwell, CT 06416

  As you enter into the front door off of the cozy porch area you will be welcomed into the expansive family room with a cozy brick fireplace and beautiful hardwood flooring that also has access to the deck from the sliding glass doors for a beautiful out door view of nature and enjoying a relaxing moment. The openness of this space includes a dining area with beautiful hardwood flooring and a

  Kim Vogt Lamacchia Realty

  35 Pasco Hill Rd, Cromwell, CT 06416
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  Est $430,706 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 2,097 Sq Ft

  368 Main St, Cromwell, CT 06416

  368 Main St, Cromwell, CT 06416
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  /40

  $594,900 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,888 Sq Ft

  16 Iron Gate Ln, Cromwell, CT 06416

  This exquisite, move-in ready 3 Bedroom, 2.5 Bath, 2,888 square foot Colonial sits on a 0.61 acre lot, w/a 4-car, 2 door tandem garage, beautiful in-ground pool, and is situated on a corner lot in picturesque Iron Gate Estates, Cromwell. The stunning Family Room has a prominent stone fireplace and beamed ceiling. The front-to-back Living Room adds a 2nd fireplace and warmth, while the Dining Room

  Jeff Coleman Hagel & Assoc. Real Estate

  16 Iron Gate Ln, Cromwell, CT 06416
• 

  $495,000 Sold Jul 29, 2025

  • 2,025 Sq Ft
  • $244/SF
  • 54 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1977

  590B Main St, Cromwell, CT 06416

  This turnkey Colonial home, set back from Main Street on nearly an acre of lush, private land, offers a perfect blend of classic charm and modern convenience. Meticulously maintained and thoughtfully updated, this property presents a unique opportunity for those seeking both tranquility and style. The spacious kitchen is a true highlight, featuring granite countertops, stainless steel

  Michelle MacNeil William Raveis Real Estate

  590B Main St, Cromwell, CT 06416
• 

  Est $720,595 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,682 Sq Ft

  92 Court St, Cromwell, CT 06416

  92 Court St, Cromwell, CT 06416
• 

  

  /19

  $852,810 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,760 Sq Ft

  44 Primrose Ln, Cromwell, CT 06416

  One of our few lots left! This beautiful colonial's floor plan has been custom designed by the builder himself! Set on a spacious walk out lot, this home affords potentially 3 levels of natural light, with the lower level having a full window and door to the backyard. The home has many structural upgrades, including a full front porch, enlarged back composite deck, open stair to the lower level

  Daniela Volo Calcagni Real Estate

  44 Primrose Ln, Cromwell, CT 06416

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