Deep River, CT Homes

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  $1,200,000 Under Contract

  • 4 Beds
  • 3.5 Baths
  • 5,205 Sq Ft

  15 Surrey Ridge Rd, Killingworth, CT 06419

  In a word, this secluded estate is STUNNING, defining elegance throughout its 5205 sq ft. Built in 2008, this custom 4-bedroom Colonial is distinguished by its generous scale, 9 ft ceilings and light-drenched spaces and offers stylish, well-appointed interiors with too many upgrades to list! Beautifully sited on 7.4 acres and bordered by state conservation forest to fully embrace its natural

  

  Claudia O'Connell

  William Raveis Real Estate

  (860) 821-7928

  15 Surrey Ridge Rd, Killingworth, CT 06419
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  /32

  $2,450 per month

  • 4 Beds
  • 1.5 Baths
  • 1,699 Sq Ft
  • House for Rent

  375 Main St, Deep River, CT 06417

  Charming 1950s Cape in the Heart of Deep River, CT Welcome to this delightful and well-maintained single-family Cape, ideally located in the scenic town of Deep River. This 4-bedroom, 1.5-bath rental blends classic charm with modern updates for comfortable everyday living. The inviting eat-in kitchen features timeless cabinetry, granite countertops, and room for casual dining. The spacious living

  

  Nancy Potts

  Coldwell Banker Realty

  (860) 492-6271

  375 Main St, Deep River, CT 06417
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  $1,595,000 Sold Jun 20, 2025

  • 2,700 Sq Ft
  • $591/SF
  • 43 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1797

  83 River Rd, Deep River, CT 06417

  Built in the late 18th century by the local lighthouse keeper, this large 4+ acre property sits high on a bluff overlooking a beautiful stretch of the Connecticut River. The interior of the home has been completely remodeled, including renovations and upgrades to the kitchen and baths, while maintaining the original antique charm. The first floor features two lovely and spacious primary suites,

  Tim Boyd William Pitt Sotheby's Int'l

  83 River Rd, Deep River, CT 06417
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  Not Listed For Sale

  0 Winthrop Rd, Deep River, CT 06417

  0 Winthrop Rd, Deep River, CT 06417
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  /40

  $985,000

  • 3 Beds
  • 2 Baths
  • 4,184 Sq Ft

  163 Main St, Deep River, CT 06417

  EXCITING NEWS, ARV has increased to $1.7 MILLION!!! We met with the town's building inspector and fire marshal for an on-site assessment, and they have expressed interest in seeing the 3rd Floor "Penthouse" get developed into rentable living space. The town needs about 30 days from application and submission of site plans to review the addition for approval. Pre-existing zoning regulations have

  Connor Wenchell VC Property Group, LLC

  163 Main St, Deep River, CT 06417
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  /11

  $2,000 per month

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft
  • Apartment for Rent

  171 Main St, Deep River, CT 06417

  Fully Remodeled 1 Bedroom Unit 1 Floor Living Right in Downtown, Living room, Kitchen, bedroom and Full bathroom - No pets Allowed. 700 SQFT.

  Craig Milton Re/Max Valley Shore

  171 Main St, Deep River, CT 06417
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  $250,000 Sold Jun 20, 2025

  • 1,080 Sq Ft
  • $231/SF
  • 48 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1969

  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 Re/Max Valley Shore

  391 Main St Unit 406, Deep River, CT 06417
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  Est $211,500 Not Listed For Sale

  286 River Rd, Deep River, CT 06417

  286 River Rd, Deep River, CT 06417
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  /40

  $1,499,900

  • 4 Beds
  • 4 Baths
  • 4,154 Sq Ft

  180 Green Hill Rd, Killingworth, CT 06419

  Step into timeless elegance at this magnificent 1760 Colonial estate, beautifully restored to blend historic charm with modern comfort. Nestled on 8.2 acres of picturesque land, this 4,300 sq. ft. home features four spacious bedrooms and four full bathrooms, including a stunning primary suite with a fireplace, sitting room, and dressing area. Enjoy the warmth of six working fireplaces, a newly

  James Luth HERE Realty

  180 Green Hill Rd, Killingworth, CT 06419
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  /12

  $1,250 per month

  • 1 Bath
  • 500 Sq Ft
  • Apartment for Rent

  164 Main St Unit A, Deep River, CT 06417

  Don't miss this fantastic rental opportunity, available for immediate occupancy! This charming first-floor studio-style apartment offers 1 bedroom and 1 full bathroom, ideal for comfortable and efficient living. Brand-new mini split system for year-round comfort recently installed. Enjoy the convenience of off-street parking with one assigned space in the shared driveway. Situated in a prime

  Alexander Cortez-Rich Silver and Oak Realty

  164 Main St Unit A, Deep River, CT 06417
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  $570,000 Sold Jun 17, 2025

  • 2,400 Sq Ft
  • $238/SF
  • 35 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1993

  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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  Est $486,338 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 2,044 Sq Ft

  60 Schnoor Rd, Killingworth, CT 06419

  60 Schnoor Rd, Killingworth, CT 06419
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  /7

  $899,999 New Construction

  • 4 Beds
  • 2.5 Baths
  • 3,300 Sq Ft

  0 Glen Grove Rd, Deep River, CT 06417

  Introducing an opportunity to build your dream home on a secluded 3-acre interior lot in beautiful Deep River. Located off scenic Glen Grove Road, this custom-designed Modern Farmhouse offers over 3,300 sq ft of thoughtfully planned living space, blending timeless architecture with the flexibility to tailor finishes to your vision. This to-be-built home features 4 bedrooms, 2.5 bathrooms, and a

  Wes Jenks Jenks Realty

  0 Glen Grove Rd, Deep River, CT 06417
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  $2,500 per month

  • 3 Beds
  • 1 Bath
  • 1,056 Sq Ft
  • House for Rent

  10 Phelps Ln, Deep River, CT 06417

  Great Ranch Rental - Newly Remodeled - 3 Bedrooms, Large Living Room and Kitchen. All New Appliances with newer dishwasher. New Countertops and new flooring. Washer and Drier in the unit. Central Air. Garage with electric. Great back yard fenced in. Walking distance to the Connecticut River where you can have lunch in the gazebo, take a ride on the Becky Thatcher in the summer months, and ride on

  Sharon Fox Carl Guild & Associates

  10 Phelps Ln, Deep River, CT 06417
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  $487,250 Sold Jun 16, 2025

  • 1,512 Sq Ft
  • $322/SF
  • 44 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1926

  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 Re/Max Valley Shore

  26 Fairview Ave, Deep River, CT 06417
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  Est $634,258 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,780 Sq Ft

  23 Saddlebrook Dr, Killingworth, CT 06419

  23 Saddlebrook Dr, Killingworth, CT 06419
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  /40

  $795,000 Pending

  • 7 Beds
  • 2 Baths
  • 3,157 Sq Ft

  139 Kirtland St, Deep River, CT 06417

  Charming Antique nestled on a knoll with incredible views of the CT River which is only 100 ft +/- away. Ready to be brought back to its glory. This one time Inn, overlooking historic Deep River port was a stagecoach stop as well. Steeped in history. The 800 sqft addition off the rear was once the towns Doctor's office from the 1930's to the 1960's. It now served as a 2 bedroom in-law or

  Craig Milton Re/Max Valley Shore

  139 Kirtland St, Deep River, CT 06417
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  /12

  $2,375 per month

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

  538 Winthrop Rd Unit 9, Deep River, CT 06417

  Beautiful home located at the most amazing location right on Star Lake! This home features new appliances and is ready for new occupants. This 2 bedroom features 50 feet of Lake Star frontage and it is perfect for kayaks and fishing! Apply online and get the chance to live right next to beautiful nature.

  Mikail Naska Eagle Eye Realty PLLC

  538 Winthrop Rd Unit 9, Deep River, CT 06417
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  $252,500 Sold May 30, 2025

  • 1,482 Sq Ft
  • $170/SF
  • 70 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2004

  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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  Est $1,185,422 Not Listed For Sale

  • 3 Beds
  • 4.5 Baths
  • 3,154 Sq Ft

  187 Essex St, Deep River, CT 06417

  187 Essex St, Deep River, CT 06417
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  /38

  $1,100,000 Pending

  • 5 Beds
  • 3.5 Baths
  • 3,444 Sq Ft

  13 Cranberry Meadow Ln, Killingworth, CT 06419

  Introducing this stunning 3,444 sq ft semi-custom home, a true showstopper in the prestigious Cranberry Meadow community of Killingworth! Nestled within this serene neighborhood, the Builder has given you the option of going with two distinct styles. The first being a bold take on the current Farmhouse style that has become so desired, featuring a charcoal siding a rough sawn beams, or you can

  Rob Paskiewicz CT Home Pro, LLC

  13 Cranberry Meadow Ln, Killingworth, CT 06419
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  /11

  $1,695 per month

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

  52 Essex St, Deep River, CT 06417

  Village View Apartment Homes where you can expect a touch of style. Beautiful newly renovated 2 bedroom energy efficient apartment homes come with hardwood flooring, open kitchens with an island, and plenty of storage. After returning home to our quiet community you can take a short walk into charming Deep River town center for great food and entertainment, or hike one of the local nature trails

  Mark Reyher Reyher Real Estate

  52 Essex St, Deep River, CT 06417
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  $595,000 Sold May 29, 2025

  • 1,866 Sq Ft
  • $319/SF
  • 39 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1860

  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
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  Est $264,039 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,054 Sq Ft

  92 Main St Unit 416, Deep River, CT 06417

  92 Main St Unit 416, Deep River, CT 06417
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  /37

  $825,000 Open Sat 11AM - 1PM

  • 4 Beds
  • 3 Baths
  • 3,864 Sq Ft

  8 Route 148, Killingworth, CT 06419

  Tucked away in complete privacy, this stunning post and beam home offers a rare opportunity to live in harmony with nature. Situated on 6.4 acres of wooded serenity, the property is a true retreat and offers many outside features including a tranquil pond, ample space for gardens, hobbies, or simply room to roam. The home itself showcases timeless craftsmanship with exposed beams, soaring

  Kara Bell J.M. REALTY

  8 Route 148, Killingworth, CT 06419
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  $235,000 Sold May 28, 2025

  • 1,129 Sq Ft
  • $208/SF
  • 78 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1985

  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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  Est $282,458 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 999 Sq Ft

  92 Main St Unit 205, Deep River, CT 06417

  92 Main St Unit 205, Deep River, CT 06417
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  /38

  $795,000 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,625 Sq Ft

  24 River Rd, Deep River, CT 06417

  Discover the perfect country oasis, set on an exquisite private 2.3 acre site poised comfortably above quaint River Road. Enjoy kayaking and/or bird watching moments from your doorstep at nearby Post Cove and the Florence Bidwell nature preserve. This dreamlike property is graced by a c.1917 "cottage", lovingly restored and enhanced by vaulted ceilings and a thoughtful one-floor contemporary

  Rick Weiner William Pitt Sotheby's Int'l

  24 River Rd, Deep River, CT 06417
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  $530,000 Sold May 27, 2025

  • 1,920 Sq Ft
  • $276/SF
  • 52 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2025

  8 Read St, Deep River, CT 06417

  8 Read Street, Deep River, CT ~ Brand-New, Never-Lived-In Cape - The Perfect Blend of Warmth & Modern Elegance. Welcome to this stunning 2025-built home, offering the best of Deep River's charm with contemporary design and comfort. This pristine home features 3 bdrm, 2.5 bath with rich Red Oak hardwood floors, an expansive living room with sliders to a private deck, and a spacious kitchen-ideal

  Jennifer Gurnell William Raveis Real Estate

  8 Read St, Deep River, CT 06417
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  Est $327,047 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 854 Sq Ft

  13 Cloverdale Cir, Deep River, CT 06417

  13 Cloverdale Cir, Deep River, CT 06417
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  /11

  $329,875

  • 2 Beds
  • 1 Bath
  • 650 Sq Ft

  538 Winthrop Rd, Deep River, CT 06417

  Beautiful 2 bedroom right on Star lake with 50 foot of lake frontage is ready for new owners! This property features natural beauty along with modern living interior finishes. Enjoy your viewing!

  Mikail Naska Eagle Eye Realty PLLC

  538 Winthrop Rd, Deep River, CT 06417
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  $825,000 Sold May 23, 2025

  • 3,600 Sq Ft
  • $229/SF
  • 1 Day On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1989

  3 Blueberry Hill Reserve, Killingworth, CT 06419

  Curated to perfection, this often-admired quintessential New England home is prominently set on two acres in desirable Blueberry Hill Reserve. Brimming with charm & character, this stunning reproduction was custom-built to the owners' exact specifications, exhibiting quality of craftsmanship throughout. From the stunning period lighting, hand-forged hardware, southern yellow pine floors &

  Kyle Hinding Coldwell Banker Realty

  3 Blueberry Hill Reserve, Killingworth, CT 06419
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  Est $543,146 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,803 Sq Ft

  22 Bethke Rd, Killingworth, CT 06419

  22 Bethke Rd, Killingworth, CT 06419
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  /39

  $649,000

  • 5 Beds
  • 3.5 Baths
  • 2,934 Sq Ft

  109 Hemlock Dr, Killingworth, CT 06419

  Beautiful Hemlock Drive is the setting for this lovely 5 bedroom, 3 1/2 bath Colonial. Enjoy the thoughtfully updated kitchen with ample cabinets and a huge pantry. The Family Room with a wood burning fireplace is accessible from the attached 2 car garage. Host holidays and gatherings in the bright, spacious dining room. Enjoy the convenience of a first floor office with an adjoining den/living

  Maggie Bartels Coldwell Banker Realty

  109 Hemlock Dr, Killingworth, CT 06419
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  $795,000 Sold May 22, 2025

  • 2,500 Sq Ft
  • $318/SF
  • 16 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1960

  6 Lobb Rd, Deep River, CT 06417

  6 Lobb Lane is a rare blend of mid-century elegance and Connecticut River living. Set high above the Connecticut River, this architecturally distinctive residence offers stunning seasonal water views framed by walls of glass and natural light throughout. Thoughtfully designed for both comfort and style, the home features clean lines and warm wood accents that echo the surrounding landscape. The

  James Childs William Pitt Sotheby's Int'l

  6 Lobb Rd, Deep River, CT 06417
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  Est $693,858 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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  /24

  $259,000

  • 2 Beds
  • 2 Baths
  • 1,122 Sq Ft

  92 Main St Unit 214, Deep River, CT 06417

  Deep River's answer to Manhattan loft living! This 2 bedroom, 2 bath condominium is located in-town so you can walk to shops, library, restaurants and bank. This building was originally a piano factory which was converted to residential condominiums in 1985. Ample off street parking in the rear and the building entrance requires a key to unlock for added security. Once in the foyer it's just a

  Richard Greene Coldwell Banker Realty

  92 Main St Unit 214, Deep River, CT 06417
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  $450,000 Sold May 15, 2025

  • 1,424 Sq Ft
  • $316/SF
  • 5 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1825

  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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  Est $255,363 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

  $2,800,000

  • 5 Beds
  • 3.5 Baths
  • 5,327 Sq Ft

  128 Chestnut Hill Rd, Killingworth, CT 06419

  Modern Craftsman Countryside Retreat boasting 5 bedrooms, 3.5 bathrooms, an indoor and an outdoor pool, and barn. Discover your private estate in this stunning home; beautifully set on a vast twenty-seven acres in the peaceful countryside. This recently built residence offers pastoral views and a seamless blend of rustic charm and luxurious living; designed for both relaxation and entertaining.

  Scott Penna William Raveis Real Estate

  128 Chestnut Hill Rd, Killingworth, CT 06419

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