Deep River, CT Homes for Sale

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

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

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

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

The charming 3 bedroom colonial with a large attached garage and 2 outbuildings overlooks a lovely 5 acre pond. The home features a large kitchen and 2 1/2 baths with laundry on the second floor. Highlighting the living room is a 30 ft. Cathedral ceiling. Master bedroom includes an interior balcony, overlooking the living area. Generous windows and sliders afford beautiful open views of the

Peter Walsh Re/Max Valley Shore

An impressive and enchanting private retreat set on 1.51 acres atop a quiet cul-de-sac minutes from Essex village and the CT river. The perfect sanctuary for those seeking tranquility with room to entertain family and friends. Recent updates include new skylights, a freshly painted interior, and refinished wide-board hardwood flooring. 4,714 SF - PLUS a very useful 650 SF walk-out lower level

Rick Weiner William Pitt Sotheby's Int'l

Welcome to this beautifully updated 2-bedroom, 1-bath home, perfectly situated in a sought-after 55+ community. With brand-new flooring throughout and freshly painted interiors, this home is move-in ready and waiting for you to make it your own. The spacious kitchen features stunning granite countertops, offering both style and function, along with a new refrigerator to complete the space. Enjoy

Erin McNamara RE/MAX on the Bay

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

YOUR OWN PERSONAL NATURE PRESERVE! Sit on your covered deck and enjoy your own preseve that backs up to a state forest. You don't find many log homes and this one has it all. First floor bedroom, with 2 bedrooms above, 2 full bathrooms, dining room, living room with a stone fire place. Wood flooring throughout and a new boiler, newer Generac generator that uses propane and ready to use when you

Sally McMahon William Raveis Real Estate

** 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

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

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

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

Welcome to this warm and inviting home featuring hardwood and tile flooring (2022), new roof and gutters (2022), new driveway, new pine wood lounge/studio addition with split air ductless heating and cooling (2025). The kitchen includes stainless steel appliances, granite countertops and a fireplace. There is a bright sunroom with a propane fireplace stove. The bedrooms are spacious and there are

Sharon Linder Berkshire Hathaway NE Prop.

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

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

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

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.

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

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

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

This stunning custom designed shingle style home boasts dynamic features such as cathedral ceilings, a 2-story staircase, skylights, 2.5 acres, the wrap around decks offer plenty of outdoor space to enjoy the private wooded lot. The separate studio/office provides a quiet space for work or creativity. The unique design elements and fabulous location make this home truly special. With a circular

Maureen Evans William Raveis Real Estate

The wooded 33.97 acre site has extensive open water views with frontage on Winthrop Road (Rt 145) and Butter Jones Road. The property abuts Deep River and Killingworth with convenient access to charming shopping areas. Also, the Chester Airport is within walking distance. A long driveway winds through the spacious, park-like setting, ideal for a planned unit development.

Peter Walsh Re/Max Valley Shore