Deep River, CT Homes

• 

  $285,000 Sold May 12, 2025

  • 948 Sq Ft
  • $301/SF
  • 3 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1985

  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
• 

  Est $657,890 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
• 

  

  

  /16

  $2,000,000

  • Land
  • 30 Acres
  • $66,667 per Acre

  134 Meadow Woods Rd, Deep River, CT 06417

  Incredible development opportunity in Deep River, CT-30 sprawling acres overlooking the scenic Connecticut River. With access from three main roads and the potential for up to 16 approved lots (per town guidance), this property offers a rare chance for an experienced developer to bring a vision to life. A house currently sits on the land and will convey in as-is condition. Whether you're looking

  Nicholas Burrus Santana Realty Group LLC

  134 Meadow Woods Rd, Deep River, CT 06417
• 

  $385,000 Sold Apr 30, 2025

  • 2,000 Sq Ft
  • $192/SF
  • 104 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 1800

  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
• 

  Est $323,374 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
• 

  

  /38

  $340,000

  • 4 Beds
  • 1 Bath
  • 1,756 Sq Ft

  30 Chestnut Hill Rd, Killingworth, CT 06419

  ** A Unique Opportunity at 30 Chestnut Hill Road, Killingworth** Step into a piece of history with this charming antique home, circa 1820-now available from a seasoned preservationist and architect with decades of experience restoring historic homes and barns. This property has already undergone critical structural repairs and has a watertight roof, setting the stage for the next phase of

  Nutan Pawar DreamHomes Realty LLC

  30 Chestnut Hill Rd, Killingworth, CT 06419
• 

  $942,000 Sold Apr 25, 2025

  • 3,626 Sq Ft
  • $260/SF
  • 14 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 1988

  29 Running Brook Dr, Killingworth, CT 06419

  Nestled in the heart of Southern Killingworth, this gracious home is set on a beautifully landscaped, level lot featuring stunning stonework throughout. Highlights include an outdoor terrace with a fireplace, exquisite stone walls, a stone veneer foundation, and charming walkways. Inside, the open floor plan creates an inviting atmosphere perfect for entertaining. The kitchen, breakfast nook, and

  Cathy Lynch Coldwell Banker Realty

  29 Running Brook Dr, Killingworth, CT 06419
• 

  Est $731,896 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
• 

  

  /8

  $800,000

  • 2 Baths
  • 5,460 Sq Ft

  156 Main St, Deep River, CT 06417

  This is a rare opportunity to acquire a fully stabilized retail asset in Downtown Deep River. Additional income generation is possible by monetizing 800sqft of unrented commercial space. Inside the past 5 years the owner has replaced the entire roof, upgraded the electrical service and replaced all of the furnaces. Upon leasing up the existing units along with the 800sqft space in the rear of

  Connor Wenchell VC Property Group, LLC

  156 Main St, Deep River, CT 06417
• 

  $500,000 Sold Apr 25, 2025

  • 1,951 Sq Ft
  • $256/SF
  • 44 Days On Market

  • 3 Beds
  • 4 Baths
  • Built 1994

  109 Witch Hazel Dr, Deep River, CT 06417

  Great Colonial home located at the end of a cul-de-sac, in a wonderful neighborhood. Home has great bones and space - in need of some TLC and updates. Backyard of 3.57 acres affords privacy with a serene forest feel. Brand new roof, and newer kitchen. Come make the rest of this home shine once again!

  Rachel Welch William Raveis Real Estate

  109 Witch Hazel Dr, Deep River, CT 06417
• 

  Est $261,403 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
• 

  

  /40

  $369,000

  • 1 Bed
  • 1 Bath
  • 786 Sq Ft

  538 Winthrop Rd Unit 5, Deep River, CT 06417

  Welcome to 538 Winthrop Rd - a beautifully maintained and elegantly updated bungalow. This charming 1-bedroom, 1-bath home offers 786 sq ft of cozy living space, perfect for a weekend retreat or year-round residence. Step into the spacious kitchen featuring Italian marble countertops with a large island, solid wood white cabinetry, and a stainless steel French-door refrigerator. Just off the

  Santo Gulino William Raveis Real Estate

  538 Winthrop Rd Unit 5, Deep River, CT 06417
• 

  $275,000 Sold Apr 25, 2025

  • 1,155 Sq Ft
  • $238/SF
  • 123 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1985

  92 Main St Unit 203, Deep River, CT 06417

  Fabulous Updated townhouse condo in historic Piano Works! Listed on the National Register of Historic Places, The Piano Works building was originally a piano factory built in the 1880's and converted to condos in the 1980's. Located in the heart of Deep River, short distance to shops, restaurants & the Connecticut River! Private entrance in the rear of the complex for this unit. Upon entering,

  George Sznaj DB Associates of CT, LLC

  92 Main St Unit 203, Deep River, CT 06417
• 

  Est $411,294 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
• 

  

  /40

  $3,250,000

  • 11 Beds
  • 15 Baths
  • 14,110 Sq Ft

  131 Burr Hill Rd, Killingworth, CT 06419

  Nestled amidst 14.4 acres of idyllic beauty, this magnificent country estate is not just a residence; It's a lifestyle, a retreat that transcends the ordinary. Upon entering, you are greeted by a grand foyer that sets the tone of exquisite craftsmanship and luxury that carries throughout the home. The first floor flows seamlessly upon 10 inch oak floors with original antique nailing. The

  Melanie Scull William Pitt Sotheby's Int'l

  131 Burr Hill Rd, Killingworth, CT 06419
• 

  $269,900 Sold Apr 24, 2025

  • 1,064 Sq Ft
  • $254/SF
  • 38 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1985

  92 Main St Unit 218, Deep River, CT 06417

  Stylish & Updated Townhouse Condo in the Historic Piano Works! Step into a perfect blend of history and modern living with this stunning townhouse condo in the The Piano Works - a former 1880s piano factory turned stylish residences. Inside, you'll love the loft-style aesthetic, featuring exposed brick, industrial metal ductwork, hand-hewn beams, and dramatic arched windows that flood the space

  Elizabeth Watson Highman RE/MAX Legends

  92 Main St Unit 218, Deep River, CT 06417
• 

  Est $696,902 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
• 

  

  /39

  $520,000

  • 3 Beds
  • 1.5 Baths
  • 1,835 Sq Ft

  331 Route 148, Killingworth, CT 06419

  Welcome to this Historic 1,835 sf extended Cape, with 3 good sized bedroom's and 1 1/2 baths, which sits on 3.5 bucolic acres on the corner of Birch Mill Rd. where "old" meets "new". The grounds include a large barn, AND an oversized 2 car garage, a stone patio and level backyard with planting areas, beautiful gardens and forestry. The Reading Room with wide pine floors, is quaint with its

  Eileen Boulay William Pitt Sotheby's Int'l

  331 Route 148, Killingworth, CT 06419
• 

  $305,000 Sold Apr 23, 2025

  • 1,456 Sq Ft
  • $209/SF
  • 95 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1984

  119 Main St, Deep River, CT 06417

  Don't let the Main St address fool you. Great one level ranch living located on an elevated yet mostly level private interior lot. The property access is from Prospect St. Convenient walking distance to Deep River downtown area. This property offers 3 bedrooms and 2 full baths. Large Walkout basement for a workshop or future finishing. There are some views from the deck area. Property being sold

  Ted Zuk Homes Plus of Connecticut

  119 Main St, Deep River, CT 06417
• 

  Est $469,046 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
• 

  

  /39

  $4,495,000

  • 5 Beds
  • 5.5 Baths
  • 5,557 Sq Ft

  323 River Rd, Deep River, CT 06417

  Exquisite Shingled Traditional European Estate on the Connecticut River. Discover unparalleled elegance and waterfront serenity with this majestic 5,557 square-foot Traditional style residence, perfectly situated on a lush 2.52-acre estate with dock and beach on the CT River. Boasting 5 bedrooms and 5.5 bathrooms, this home is a testament to craftsmanship and sophisticated living. The home's

  Colette Harron William Pitt Sotheby's Int'l

  323 River Rd, Deep River, CT 06417
• 

  $380,000 Sold Apr 18, 2025

  • 1,613 Sq Ft
  • $236/SF
  • 31 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1860

  146 River St, Deep River, CT 06417

  Nestled in the heart of Deep River's Landing neighborhood, just steps from the Connecticut River, 146 River Street offers a rare opportunity to own a historic home in one of the town's most scenic and sought-after locations. Built in 1860, this charming Old Style home sits on 0.65 acres, blending classic New England character with the beauty of a waterfront community. The property is just a short

  Tanya Bottaro Real Broker CT, LLC

  146 River St, Deep River, CT 06417
• 

  Est $250,891 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
• 

  /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 Re/Max Valley Shore

  115 Hemlock Dr, Killingworth, CT 06419
• 

  $360,000 Sold Apr 11, 2025

  • 1,479 Sq Ft
  • $243/SF
  • 34 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1846

  23 Elm St, Deep River, CT 06417

  This Federal era colonial home is just steps from downtown. Historic charm, quirky character, and unexpected, whimsical details can be found throughout. DR Historical Society charts its' history with the original owner being John Childs, the home was built with the influence of George Read, who was fondly known as "the father of Deep River". With ideal first-floor living plus additional space

  Rachel Welch William Raveis Real Estate

  23 Elm St, Deep River, CT 06417
• 

  Est $510,447 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
• 

  

  /32

  $479,900 Pending

  • 4 Beds
  • 2 Baths
  • 1,914 Sq Ft

  23 Warwickshire Dr, Killingworth, CT 06419

  Welcome to this charming Colonial Saltbox tucked away at the end of a quiet cul-de-sac in a small subdivision in bucolic Killingworth, CT. Surrounded by natural beauty, this cozy 4-bedroom, 2-bath home with three skylights blends classic New England style with modern comfort. A new architectural shingle roof (2023) adds value and curb appeal. The flexible layout includes a first-floor bedroom and

  Sheila Tinn-Murphy Berkshire Hathaway NE Prop.

  23 Warwickshire Dr, Killingworth, CT 06419
• 

  $195,000 Sold Apr 11, 2025

  • 1,040 Sq Ft
  • $188/SF
  • 53 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1997

  4 Country Club Trail, Killingworth, CT 06419

  Nestled in Killingworth's sought-after Sun community, this meticulously maintained 2-bedroom, 1.5 bath ranch provides comfortable and easy living for those 55 and older. The home features a spacious family room and a large eat-in kitchen, perfect for entertaining or enjoying quiet meals. The primary bedroom boasts its own half bath for added convenience, while the second bedroom allows

  Erin Connelly Coldwell Banker Realty

  4 Country Club Trail, Killingworth, CT 06419
• 

  Est $429,697 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
• 

  

  /4

  $795,000 Pending

  • Land
  • 51 Acres
  • $15,588 per Acre

  0 Cow Hill Rd Unit 24091602, Killingworth, CT 06419

  SERENE WOODED PARCEL IN KILLINGWORTH Situated in the tranquil area of Killingworth, this expansive wooded parcel presents a unique opportunity with multiple buildable lots. Comprised of 2 separate parcels totaling approximately 51 acres, ideal for single-family subdivision, equestrian facilities, or a private estate, this land offers versatility to suit various needs. Zoned for residential use

  Joe Wren William Raveis Real Estate

  0 Cow Hill Rd Unit 24091602, Killingworth, CT 06419
• 

  $235,000 Sold Apr 11, 2025

  • Land
  • 1.58 Acres
  • $148,734 per Acre

  • 919 Days On Market

  5 Merriwold Ln, Deep River, CT 06417

  1.58 acre parcel offering tremendous Northly & Southerly CT River Views from high above!

  Kevin Geysen William Pitt Sotheby's Int'l

  5 Merriwold Ln, Deep River, CT 06417
• 

  Est $1,374,786 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 3,672 Sq Ft

  209 Roast Meat Hill Rd, Killingworth, CT 06419

  209 Roast Meat Hill Rd, Killingworth, CT 06419
• 

  

  /12

  $285,000 Pending

  • 5 Beds
  • 2 Baths
  • 1,553 Sq Ft

  16 Winter Ave, Deep River, CT 06417

  Priced to Please! 2 separate buildings on one lot. The first home is a Cape style building with 3 beds,1 bath, over 1500 square feet hardwood floors, 1st floor laundry and basement. The second home is a one level Ranch style with 2 beds and 1 bath. With separate utilities and mechanicals and over .80 acres this property offers a lot of value for the price. Sold As-Is, property needs TLC and is

  Robert Perriello Century 21 AllPoints Realty

  16 Winter Ave, Deep River, CT 06417
• 

  $135,000 Sold Apr 10, 2025

  • Land
  • 1.40 Acres
  • $96,429 per Acre

  • 26 Days On Market

  794 Route 148, Killingworth, CT 06419

  Rarely will you find an approved building lot with the attributes this lot has. The majority of the site work is done ~~the curb cut and gravel driveway with great site lines is in place, the lot is cleared and fairly level. The septic system installed in the mid '80's was recently inspected. The leaching field in good shape and the tank is showing signs of some deterioration. There is also a

  Shelly Cumpstone Coldwell Banker Realty

  794 Route 148, Killingworth, CT 06419
• 

  Est $412,996 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,910 Sq Ft

  17 River Ln, Deep River, CT 06417

  17 River Ln, Deep River, CT 06417
• 

  

  /4

  $105,000 Pending

  • Land
  • 1.36 Acres
  • $77,206 per Acre

  95 Castle Heights, Deep River, CT 06417

  Opportunity awaits! Use the approved plans or build your own custom dream home right here on this beautiful cleared 1.36 acre lot. A site map and floor plans are available for a recently approved 3 bedroom ranch style home with a two bay attached garage. Doane Engineering worked diligently to provide plans for a home with outdoor space for a pool and patio. The location is conveniently located

  Sheila Tinn-Murphy Berkshire Hathaway NE Prop.

  95 Castle Heights, Deep River, CT 06417
• 

  $810,000 Sold Apr 04, 2025

  • 2,584 Sq Ft
  • $313/SF
  • 139 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1989

  641 Winthrop Rd, Deep River, CT 06417

  A Waterfront Home of "Exceptional Construction & Design" is directly located on Tower Lake. With 435 feet of Waterfront this "One of a Kind" Custom Built Passive Solar Contemporary Cape not only provides you exceptional views from everywhere in the home....it also provides a most comfortable and calming effect throughout especially when you are sitting in the 35ft tile-floor sunroom while viewing

  Bob Cancelmo Berkshire Hathaway NE Prop.

  641 Winthrop Rd, Deep River, CT 06417
• 

  Est $244,562 Not Listed For Sale

  • 1 Bed
  • 1.5 Baths
  • 935 Sq Ft

  92 Main St Unit 410, Deep River, CT 06417

  92 Main St Unit 410, Deep River, CT 06417
• 

  

  /38

  $684,900 Pending

  • 4 Beds
  • 3 Baths
  • 3,133 Sq Ft

  220 Bushy Hill Rd, Deep River, CT 06417

  Immaculate undated 4 bedroom, 3 full bath colonial with first floor office and hardwood throughout. Great entertaining home, centers around the large gourmet kitchen, opens to the family room with stone fireplace and gas insert. Large open dining and living area, mudroom and full bath all on the main level. Upstairs has the primary bedroom you've been waiting for, updated in 2024 large bath, 2

  Marybeth Barrett Berkshire Hathaway NE Prop.

  220 Bushy Hill Rd, Deep River, CT 06417
• 

  $50,000 Sold Apr 04, 2025

  • Land
  • 3.00 Acres
  • $16,667 per Acre

  • 613 Days On Market

  0 Cedar Lake Rd Unit 170514861, Deep River, CT 06417

  Terrific opportunity to purchase a 3-acre parcel! The building lot was approved for a three-bedroom home in 2009 & renewed in 2012 for five years. Approval process should be fast. See all in Attached Documents or they can be provided.

  Brian Mantilia Coldwell Banker Realty

  0 Cedar Lake Rd Unit 170514861, Deep River, CT 06417

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