17

Deep River, CT Houses for Sale

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  • /39

    $2,750,000

    • 10 Beds
    • 8.5 Baths
    • 4,734 Sq Ft

    10 & 12 Firetower Rd, Killingworth, CT 06419

    Turn into the driveway and the stunning surroundings will melt your stress away. A rare find of two properties on 20+ acres of exquisite grounds bordered by Chatfield Hollow Park and includes a private residence, caretaker's dwelling, and a cabin that feels like you're miles away in a wilderness lodge. The primary residence, a 5 bedroom, 3 bath mid-century modern with an infinity-edge pool that

    Agent Photo

    Betsy Anderson

    William Pitt Sotheby's Int'l

    (860) 431-3151

    10 & 12 Firetower Rd, Killingworth, CT 06419
  • /40

    $1,017,000

    • 4 Beds
    • 3.5 Baths
    • 4,341 Sq Ft

    95 Shailer Pond Rd, Deep River, CT 06417

    Modern Contemporary Cape with Panoramic Water Views in Deep River and Chester, bordering Connecticut's second-largest forest and surrounded by hundreds of acres of protected land, this striking modern Cape offers the perfect blend of privacy, natural beauty, and upscale living. Perched to take full advantage of stunning panoramic views over Shailer Pond, this home brings the outdoors in from

    Rachel Welch William Raveis Real Estate

    95 Shailer Pond Rd, Deep River, CT 06417
  • /40

    $1,389,000

    • 4 Beds
    • 3.5 Baths
    • 4,072 Sq Ft

    14 Ely Ln, Killingworth, CT 06419

    Killingworth CT-Stunning 4072 sf 4 bedroom, 3 1/2 bath masterfully built Colonial. This beyond compare property must be seen. Owners have created an outstanding wellness retreat. Tour it by appointment to understand the PRIVACY, joy of nature + obvious lifestyle amenities: Gunite salt water heated pool, several patio areas, beautiful fenced in established gardens plus an additional fenced in area

    Laurie McCann William Pitt Sotheby's Int'l

    14 Ely Ln, Killingworth, CT 06419
  • /40

    $825,000

    • 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
  • /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
  • /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
  • /40

    $1,017,000

    • 4 Beds
    • 3.5 Baths
    • 4,341 Sq Ft

    95 Cedar Swamp Rd, Chester, CT 06412

    Modern Contemporary Cape with Panoramic Water Views in Deep River and Chester. Bordering Connecticut's second-largest forest and surrounded by hundreds of acres of protected land, this striking modern Cape offers the perfect blend of privacy, natural beauty, and upscale living. Perched to take full advantage of stunning views over Shailer Pond, this home brings the outdoors in from every angle.

    Rachel Welch William Raveis Real Estate

    95 Cedar Swamp Rd, Chester, CT 06412
  • /4

    $985,000

    • 2 Beds
    • 2.5 Baths
    • 2,240 Sq Ft

    88 Winthrop Rd, Chester, CT 06412

    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

    88 Winthrop Rd, Chester, CT 06412
  • /37

    $1,349,000

    • 5 Beds
    • 6 Baths
    • 5,364 Sq Ft

    17 Lookout Hill, Essex, CT 06426

    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

    17 Lookout Hill, Essex, CT 06426
  • /9

    $420,000

    • 2 Beds
    • 1 Bath
    • 1,004 Sq Ft

    193 Emanuel Church Rd, Killingworth, CT 06419

    Charming Horse Property on 6.9 Acres with 7-Stall Barn! Step back in time with this classic center chimney Cape, noted in town records as early as 1710 - rich with history and character. Set on a beautiful, level 6.9-acre lot, the property is ideal for equestrian use and features a 7-stall barn equipped with electricity. You'll find open pastures and original stone walls adding to the timeless

    Al Melotto Total Realty Services LLC

    193 Emanuel Church Rd, Killingworth, CT 06419
  • /36

    $770,000

    • 4 Beds
    • 2.5 Baths
    • 3,225 Sq Ft

    57 Laurel Ridge Trail, Killingworth, CT 06419

    This move-in ready farmhouse Colonial, complete with a charming wrap-around porch, offers over 3,200 sf of thoughtfully designed living space on a private 2.6-acre wooded lot. Filled with an abundance of natural light, the main level features 9-foot ceilings, formal living & dining rooms, and a spacious, well-appointed kitchen with granite countertops, a large center island, stainless steel

    Dana Weinstein Coldwell Banker Realty

    57 Laurel Ridge Trail, Killingworth, CT 06419
  • /35

    $470,000

    • 4 Beds
    • 3 Baths
    • 2,232 Sq Ft

    62 Hemlock Dr, Deep River, CT 06417

    Welcome to 62 Hemlock Drive! Charming Shingle-Style Cape in a Prime Location! This 9-room home offers 4 spacious Bedrooms and 3 full Baths, Living room with fireplace, Dining room and Sunroom. The home features hardwood floors throughout. A bright and sunny sunroom/informal dining area opens to a backyard deck. The spacious family room with woodstove also provides direct deck access. Thoughtfully

    Kathy Schellens William Pitt Sotheby's Int'l

    62 Hemlock Dr, Deep River, CT 06417
  • /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
  • /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
  • /39

    $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
  • /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
  • /35

    $4,495,000

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

    323 River Rd, Deep River, CT 06417

    Rare opportunity to own this gorgeous waterfront estate on the prestigious River Road. Less than three miles to Essex Village, this custom architected dream home is situated on the property to have water views from every room. A deep water electric dock overlooks hundreds of acres of spectacular conservation land across the Connecticut River. Discover unparalleled elegance and waterfront

    Colette Harron William Pitt Sotheby's Int'l

    323 River Rd, Deep River, CT 06417

Why Live in Deep River

Deep River, CT is a small New England town with just over 1,000 homes, situated along the Connecticut River. Known for its community-centered atmosphere, residents often encounter familiar faces while enjoying local parks and businesses. The downtown district, Deep River Center, features beloved establishments like the Whistle Stop Café and The Nest Coffee House, a nonprofit employing adults with developmental challenges. High Nine Brewing offers a popular patio for socializing, while Bennett Books provides a community refrigerator for those in need. Housing options range from antique Colonials with modern updates near downtown to newer raised ranches and Cape Cods further out, with prices between $250,000 and $650,000 for single-family homes and $100,000 to $275,000 for condos. Deep River Elementary and Valley Regional High are highly rated schools, contributing to the town's appeal for families. The annual Ancient Deep River Muster Parade and summer farmers market are notable events, adding to the list of things to do. Outdoor enthusiasts can explore Canfield Woods' 300-acre nature preserve or enjoy facilities at Devitt Field and Plattwood Park. The Deep River Marina offers amenities for boating enthusiasts. River Valley Transit provides transportation services, and major cities like New Haven and Hartford are within a 35-mile drive. Potential homebuyers should consider flood insurance due to the town's low-lying areas and proximity to the river.

Home Trends in Deep River, CT

Housing Trends

Median Sale Price
$752,500
Median Single Family Sale Price
$1,017,000
Average Price Per Sq Ft
$314
Number of Homes for Sale
1
Last 12 months Home Sales
1
Months of Supply
12.00
Median List Price
$1,017,000
Median Change From 1st List Price
14%
Median Home Sale Price YoY Change
-28%
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