Deep River, CT Homes

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  $2,500,000

  • 4 Beds
  • 3.5 Baths
  • 4,002 Sq Ft

  172 Roast Meat Hill Rd, Killingworth, CT 06419

  BEING OFFERED COMPLETELY FURNISHED. Incredible opportunity to own a turnkey 11.90-acre historic property in the estate section of bucolic Killingworth which has been carefully and completely renovated and comes elegantly FURNISHED by AD100 designer Richard Keith Langham. The c. 1756 house, known as the Elisha Crane house has been modernized by the esteemed housewright H. "Skip" Broom and

  Margaret Muir William Pitt Sotheby's Int'l

  172 Roast Meat Hill Rd, Killingworth, CT 06419
• 

  $627,550 Sold Apr 02, 2025

  • 2,327 Sq Ft
  • $270/SF
  • 11 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1998

  11 Saddlebrook Dr, Killingworth, CT 06419

  Set on a level 2-acre lot in a desirable cul-de-sac neighborhood, this 2,327 sq. ft. colonial offers the perfect blend of space and comfort while surrounded by the natural beauty that is Killingworth! The lush lawn is framed by mature trees and numerous garden beds providing beauty and privacy. Step inside to find refinished hardwood floors throughout the first floor and a layout designed for

  Shelly Cumpstone Coldwell Banker Realty

  11 Saddlebrook Dr, Killingworth, CT 06419
• 

  Est $690,876 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,676 Sq Ft

  39 Shailer Pond Rd, Deep River, CT 06417

  39 Shailer Pond Rd, Deep River, CT 06417
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  /2

  $84,900

  • Land
  • 2.70 Acres
  • $31,444 per Acre

  115 Hemlock Dr, Killingworth, CT 06419

  2.7 Acre Lot located on the corner of Hemlock Drive + Route 80. Not far from the circle and Chatfield Hollow. Previously approved for a 2-3 Bedroom home. Test hole data and previous house plan available.

  Craig Milton REMAX Valley Shore

  115 Hemlock Dr, Killingworth, CT 06419
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  $450,000 Sold Mar 31, 2025

  • 1,202 Sq Ft
  • $374/SF
  • 36 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1835

  27 Kirtland St, Deep River, CT 06417

  Highest and Best Offers requested by Monday, 2/24 at 4pm. Often admired and now available for sale, welcome home to 27 Kirtland Street, Deep River! This charming antique has been lovingly restored and updated, in a simply superior spot in the Village. Walk to the vibrant Main Street, shops, restaurants and library . . . or take a stroll to Deep River Landing area on the Connecticut River!

  Lynn Lehrman REMAX Valley Shore

  27 Kirtland St, Deep River, CT 06417
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  Est $253,506 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 940 Sq Ft

  92 Main St Unit 105, Deep River, CT 06417

  92 Main St Unit 105, Deep River, CT 06417
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  /40

  $425,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,424 Sq Ft

  2 Tower Hill Rd, Killingworth, CT 06419

  Welcome home to this adorable and meticulously maintained 2-bedroom Cape, filled with character and natural light throughout. Step into the spacious family room featuring a beautiful stone fireplace-perfect for cozy nights-and enjoy the warmth of cathedral ceilings in the upstairs bedrooms that add charm and an airy feel. The large eat-in kitchen offers ample space for cooking and gathering,

  Devon Reynolds Coldwell Banker Realty

  2 Tower Hill Rd, Killingworth, CT 06419
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  $255,000 Sold Mar 31, 2025

  • 912 Sq Ft
  • $280/SF
  • 55 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1965

  97 Union St, Deep River, CT 06417

  Discover the perfect blend of comfort and convenience with this beautifully upgraded three-bedroom ranch, ideally located within walking distance to the vibrant Deep River Village. Enjoy an array of fantastic restaurants and quaint shops just a stone's throw away, as well as easy access to the picturesque Connecticut River and Deep River Landing. This home boasts numerous improvements, including

  Kelly Puorro Puorro Realty Group

  97 Union St, Deep River, CT 06417
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  Est $656,623 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,126 Sq Ft

  29 Union St, Deep River, CT 06417

  29 Union St, Deep River, CT 06417
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  $399,000 Pending

  • 5 Beds
  • 3 Baths
  • 2,000 Sq Ft

  57 Main St, Deep River, CT 06417

  Great investment property, downtown Deep River. Unit 2 is rented through October, 2025 - Unit 1 and 3 are vacating as of 2/1. Rental listings are going live mid January and will be negotiated along with a sale if it works for buyer. Newer roof, oil tank(s), new steel liner in chimney, electrical upgrades, updated bathrooms, all separate utilities, plenty of parking.

  Rachel Welch William Raveis Real Estate

  57 Main St, Deep River, CT 06417
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  $415,000 Sold Mar 28, 2025

  • 2,095 Sq Ft
  • $198/SF
  • 102 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1790

  476 Route 81, Killingworth, CT 06419

  This Killingworth farmstead has been well-loved over the centuries! The antique, center chimney colonial circa 1790, was the home of Chauncy and Jerusha Parmelee. The versatile floor plan includes a legal second floor accessory apartment which adds the possibility of potential income or just comfortable accommodations for inlaws or guests. The ten room home features wide board chestnut flooring,

  Shelly Cumpstone Coldwell Banker Realty

  476 Route 81, Killingworth, CT 06419
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  Est $314,813 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,129 Sq Ft

  42 River St, Deep River, CT 06417

  42 River St, Deep River, CT 06417
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  /40

  $599,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,866 Sq Ft

  84 Roast Meat Hill Rd, Killingworth, CT 06419

  The warmth and character of this beautifully preserved circa 1860 antique home, located on one of Killingworth's most storied roads, will surprise and please you! Set on a picturesque and level 2-acre lot, this 3-bedroom, 2.5-bath farmhouse was tastefully expanded by the master craftsman Drexel Frye in the late 80's, who perfectly blended historic charm with comfort that is still appreciated in

  Shelly Cumpstone Coldwell Banker Realty

  84 Roast Meat Hill Rd, Killingworth, CT 06419
• 

  $477,000 Sold Mar 27, 2025

  • 2,062 Sq Ft
  • $231/SF
  • 21 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1976

  9 Dogwood Knoll Rd, Killingworth, CT 06419

  Gorgeous Dogwood laden 2 acre parcel envelops this solidly built center hall colonial on quiet dead end street just a few miles from Rt. 95. Passive solar sunroom with skylights help heat the home and most all rooms have wide board, pegged floors. Additionally, there are two fireplaces, one in the family room with arched opening and wood storage box, and one in living room with brick surround and

  Dianne Camella RE/MAX Right Choice

  9 Dogwood Knoll Rd, Killingworth, CT 06419
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  Est $732,416 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,821 Sq Ft

  57 Stonehill Dr, Killingworth, CT 06419

  57 Stonehill Dr, Killingworth, CT 06419
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  /33

  $575,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,400 Sq Ft

  38 Rosemont Dr, Deep River, CT 06417

  Excellent home in the heart of Deep River, easy to access anywhere you need to go! Home has been lovingly cared for and updated by its' original owners. The first floor boasts an open concept kitchen with plenty of counter space, a separate dining room and a cozy den with a wood stove. There are two other rooms that can be used for office space, and potentially another bedroom. Upstairs has a

  Rachel Welch William Raveis Real Estate

  38 Rosemont Dr, Deep River, CT 06417
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  $67,500 Sold Mar 25, 2025

  • Land
  • 0.42 Acre
  • $160,714 per Acre

  • 1114 Days On Market

  1H Sylvan Terrace, Deep River, CT 06417

  Pre-existing, non-conforming, absolutely build-able lot, public sewer in street. This lightly wooded .42 acre lot is located on a dead end street. Excellently located near downtown amenities, CT River Landing boat launch, Devitts' Field, baseball diamond, local dining and grocery stores. Region 4 schools, Deep River Market, Canfield woods hiking trail to Essex, Scott's Orchard, Plattwood Park-

  Carolyn DiPietro Berkshire Hathaway NE Prop.

  1H Sylvan Terrace, Deep River, CT 06417
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  Est $260,510 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,078 Sq Ft

  92 Main St Unit 226, Deep River, CT 06417

  92 Main St Unit 226, Deep River, CT 06417
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  $269,900 Pending

  • 2 Beds
  • 1 Bath
  • 948 Sq Ft

  273 Winthrop Rd, Deep River, CT 06417

  THE HIGEST AND BEST IS DUE BY SATURDAY 3/8/25, 8:00 PM. First time on the market since it was built! Lovingly maintained by its original owner, this home boasts exceptional structural integrity and endless potential. The well-designed layout features a spacious eat-in kitchen, a high-ceiling living room, a generous master bedroom, an additional bedroom, a large full bathroom, and a convenient

  Agnes Nawrocki William Raveis Real Estate

  273 Winthrop Rd, Deep River, CT 06417
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  $642,000 Sold Mar 20, 2025

  • 2,089 Sq Ft
  • $307/SF
  • 6 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1984

  62 Lords Ln, Deep River, CT 06417

  This charming three bedroom, two bath custom built Cape, nestled in the Connecticut River Valley and within walking distance of downtown Deep River is a must see. Accessed by a perennial lined driveway on a private wooded lot, this delightful home boasts many updates and improvements. A new all gas furnace, a shed conversion to a garage, new split ducts, Trex decking, new interior paint

  Maureen Evans William Raveis Real Estate

  62 Lords Ln, Deep River, CT 06417
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  Est $416,980 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,684 Sq Ft

  41 Essex St, Deep River, CT 06417

  41 Essex St, Deep River, CT 06417
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  /22

  $249,900 Coming Soon

  • 2 Beds
  • 1.5 Baths
  • 1,080 Sq Ft

  391 Main St Unit 406, Deep River, CT 06417

  Most privately located unit in Georgetown Woods. End unit overlooking Canfield Woods Nature Preserve. 2 Bedroom 1 1/2 bath Townhouse. Great condition. Eat-in Kitchen. Living/Dining Area are open with a slider to a private patio with gardens. Upstairs has 2 bedrooms and a full bath which is common to the primary bedroom + hall. Good Storage. Located just outside of town. Association also does

  Craig Milton REMAX Valley Shore

  391 Main St Unit 406, Deep River, CT 06417
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  $465,000 Sold Mar 12, 2025

  • 1,932 Sq Ft
  • $241/SF
  • 94 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1968

  30 Riverview Ave, Deep River, CT 06417

  Discover the charm and ease of single-level living in this beautifully remodeled ranch-style home! Set on a generous private lot, this home offers seamless one-floor living and a flowing, open layout. Step into the kitchen, which shines with brand-new Quartz countertops, stainless steel appliances, and elegant soft-close cabinetry, all complemented by a classic subway tile backsplash. A sliding

  Jonathan Gineo Silver and Oak Realty

  30 Riverview Ave, Deep River, CT 06417
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  Est $274,185 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,058 Sq Ft

  92 Main St Unit 209, Deep River, CT 06417

  92 Main St Unit 209, Deep River, CT 06417
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  /26

  $449,900 Coming Soon

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

  26 Fairview Ave, Deep River, CT 06417

  Charming 3 bedroom cape on a quiet cul-de-sac just steps to town + CT River. Tons of charm with enclosed front porch, bright and cheerful home with hardwood floors and plenty of light. A large deck off the side over looks the open and level yard. The second floor has 3 bedrooms and a generous sized full bath. Near schools and shopping. A well maintained home with tons of charm in a nice walkable

  Craig Milton REMAX Valley Shore

  26 Fairview Ave, Deep River, CT 06417
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  $750,000 Sold Mar 11, 2025

  • 1,496 Sq Ft
  • $501/SF
  • 21 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1910

  20 Bokum Rd, Deep River, CT 06417

  It's hard to imagine one can improve on absolute exquisiteness, but these homeowners did! Interior designers by trade, they enhanced an already great home with a gorgeous bathroom, brand new chic, high-end kitchen appliances, a new security system and most of all...a FABULOUS renovation of the modern barn, turning it from unusable space to an immaculate retreat. Walking onto this property and,

  Tina Rupp William Pitt Sotheby's Int'l

  20 Bokum Rd, Deep River, CT 06417
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  Est $675,089 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,716 Sq Ft

  112 Cedar Swamp Rd, Deep River, CT 06417

  112 Cedar Swamp Rd, Deep River, CT 06417
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  /33

  $225,000 Under Contract

  • 2 Beds
  • 2 Baths
  • 1,482 Sq Ft

  17 Pleasant Trail, Killingworth, CT 06419

  Nestled in the serene Beechwood Community in Killingworth, CT, this well-maintained 2-bedroom, 2-full bathroom mobile home offers a fantastic blend of comfort, convenience, and lifestyle. Located in a peaceful 55+ neighborhood, this home is ideal for those seeking low-maintenance living with access to excellent amenities. Inside, you'll find an open-concept layout with natural gas heating,

  Laura Beth Collinson Carl Guild & Associates

  17 Pleasant Trail, Killingworth, CT 06419
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  $725,000 Sold Mar 07, 2025

  • 2,512 Sq Ft
  • $289/SF
  • 46 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1998

  59 Shailer Pond Rd, Deep River, CT 06417

  ACCEPTING HIGHEST AND BEST UNTIL TUESDAY, JANUARY 28TH AT 5:00 P.M. Welcome to this charming and picturesque home in the tranquil and desirable Shailer Farms development. If you're in search of a remarkable 4-bedroom residence with an open floor plan, your search is over! This bright, inviting home will check all of your boxes. Some features include custom trim work throughout, a cozy

  Robin Linares William Pitt Sotheby's Int'l

  59 Shailer Pond Rd, Deep River, CT 06417
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  Est $571,740 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,320 Sq Ft

  117 Bar Gate Trail, Killingworth, CT 06419

  117 Bar Gate Trail, Killingworth, CT 06419
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  /31

  $235,000 Under Contract

  • 2 Beds
  • 2 Baths
  • 1,129 Sq Ft

  92 Main St Unit 418, Deep River, CT 06417

  Buyer got cold feet - back on the market and your opportunity to jump in! A rare top-floor partial end unit in the Historic Piano Works building. Roomy 9+ foot ceilings with exposed duct work and beautiful plank ceilings make this space unique from other condos in the area. The living room allows more natural light to enter due to an extra window compared to some other units. The top floor allows

  Rachel Welch William Raveis Real Estate

  92 Main St Unit 418, Deep River, CT 06417
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  $477,900 Sold Mar 07, 2025

  • 1,488 Sq Ft
  • $321/SF
  • 51 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1966

  195 Schnoor Rd, Killingworth, CT 06419

  HIGHEST & BEST BY TUESDAY 1/21/2025 12:00 PM. Welcome to 195 Schnoor Road. Completely rebuilt and remodeled with superb craftsmanship, this home is essentially new construction. EVERYTHING is newly constructed including new siding, windows, architectural roof, 200-amp electrical service, heating and cooling system, plumbing, and so much more! Offering the ease of one-level living, this spacious

  Kristen Kunst Berkshire Hathaway NE Prop.

  195 Schnoor Rd, Killingworth, CT 06419
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  Est $468,036 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,672 Sq Ft

  112 Hemlock Dr, Deep River, CT 06417

  112 Hemlock Dr, Deep River, CT 06417
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  $700,000 Sold Mar 06, 2025

  • 2,414 Sq Ft
  • $290/SF
  • 36 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1977

  454 Route 148, Killingworth, CT 06419

  Welcome to this fully move-in-ready dream home! Nestled on a tranquil 2-acre lot, this captivating colonial blends classic charm with modern updates, offering a perfect retreat surrounded by nature. Step inside to an elegant foyer with soaring ceilings and a grand staircase, setting the tone for the entire home. The bright and airy kitchen is a chef's dream, featuring ample counter and cabinet

  Victoria Tavares William Raveis Real Estate

  454 Route 148, Killingworth, CT 06419
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  Est $241,828 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 1,022 Sq Ft

  92 Main St Unit 2, Deep River, CT 06417

  92 Main St Unit 2, Deep River, CT 06417
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  $269,000 Sold Feb 27, 2025

  • 1,034 Sq Ft
  • $260/SF
  • 32 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1985

  92 Main St Unit 406, Deep River, CT 06417

  Welcome to a truly one-of-a-kind townhome in the historic Piano Works Building! This 2-bedroom, 2-bath home seamlessly combines timeless charm with modern comforts, making it an exceptional opportunity for those seeking something truly special. As you step inside, you'll be greeted by the warmth of exposed brick walls and the grandeur of 9+ foot ceilings, giving the space an open and lofty feel.

  Katie Korpi Berkshire Hathaway NE Prop.

  92 Main St Unit 406, Deep River, CT 06417
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  Est $526,627 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 2,660 Sq Ft

  85 Cow Pen Hill Rd, Killingworth, CT 06419

  85 Cow Pen Hill Rd, Killingworth, CT 06419
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  $2,200,000 Sold Feb 14, 2025

  • 3,478 Sq Ft
  • $633/SF
  • 178 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1985

  39 Winthrop Rd, Deep River, CT 06417

  A Rare Find! An amazing home in a special setting! Totally redone and updated 3,500 sqft. home, set upon a hill overlooking 3 ponds, 2 covered bridges, and a waterwheel. The main house has an open floor plan, huge eat-in kitchen, 5 fireplaces, generous Primary Suite with custom bath, spacious walk-in closet, and "Silo" sitting area or home office. The lower level has been finished with a Gym, or

  Craig Milton REMAX Valley Shore

  39 Winthrop Rd, Deep River, CT 06417
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  Est $419,100 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,216 Sq Ft

  45 Kenilworth Dr, Killingworth, CT 06419

  45 Kenilworth Dr, Killingworth, CT 06419
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  $487,500 Sold Feb 13, 2025

  • 1,984 Sq Ft
  • $246/SF
  • 4 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1960

  162 Bushy Hill Rd, Deep River, CT 06417

  Experience the perfect combination of historic charm, modern amenities and natural beauty with this delightful 3-bedroom, 2-bathroom colonial in Deep River CT. Nestled on a peaceful and scenic road, this home sits on a level 1-acre lot in the heart of the Tri-town area, encompassing Deep River, Essex and Chester. Enjoy the spacious, updated kitchen featuring abundant cabinetry, a large pantry,

  Brecken Ellsworth Kazantzis Real Estate, LLC

  162 Bushy Hill Rd, Deep River, CT 06417

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