13

Deep River, CT Houses for Sale

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  • /27

    $569,000

    • 3 Beds
    • 3 Baths
    • 2,343 Sq Ft

    181 N Chestnut Hill Rd, Killingworth, CT 06419

    Beautifull 4-bedroom, 3-bath Colonial set on a peaceful dead-end street, offering both privacy and a welcoming neighborhood feel. This home features a bright, open-concept kitchen with seamless access to a walk-out deck, perfect for entertaining or enjoying your morning coffee while overlooking the serene backyard, complete with a soothing waterfall feature. The exterior is finished with

    Agent Photo

    Eric Bergers

    William Raveis Real Estate

    (860) 407-6206

    181 N Chestnut Hill Rd, Killingworth, CT 06419
  • /29

    $719,000 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,564 Sq Ft

    794 Route 148, Killingworth, CT 06419

    Completed new construction set on 1.4 acres in Killingworth, this beautifully crafted Colonial offers 4 bedrooms and 2.5 bathrooms, including a spacious primary suite with a walk-in closet and full bath. Designed with modern living in mind, the open-concept floor plan seamlessly connects the main living spaces, creating a warm and inviting atmosphere ideal for both everyday living and

    Agent Photo

    Dana Weinstein

    Coldwell Banker Realty

    (860) 615-3927

    794 Route 148, Killingworth, CT 06419
  • /12

    $785,000

    • 2 Beds
    • 2 Baths
    • 1,386 Sq Ft

    511 Route 81, Killingworth, CT 06419

    Have you ever wanted to own your own Connecticut farm that dates back to the 1850s? For the very first time in over 170 years, this beautiful property is being offered to the market. Passed down through generations, this remarkable 35+ acre property has been in the same family since the mid-1800s. A true piece of New England history waiting to be brought back to life. Picture yourself stepping

    Adam Bronko RE/MAX Right Choice

    511 Route 81, Killingworth, CT 06419
  • /31

    $999,500

    • 3 Beds
    • 2.5 Baths
    • 1,476 Sq Ft

    559 Route 81, Killingworth, CT 06419

    Contractors and hobbyists take note of this incredible opportunity in Killingworth! This adorable, gabled Cape is set back on a spectacular 2.3 acre lot and features two large accessory barns offering unparalleled storage, workshop, or home business possibilities. The wood-sided main home boasts 3 bedrooms, 2.5 baths, and an attached 2-car garage. Inside, this freshly painted, delightful 1937

    Tina Rupp William Pitt Sotheby's Int'l

    559 Route 81, Killingworth, CT 06419
  • /40

    $823,999

    • 3 Beds
    • 2.5 Baths
    • 2,433 Sq Ft

    257 W Elm St, Deep River, CT 06417

    Tucked away on 4.4 acres of rolling countryside with direct frontage on a tranquil reservoir, this custom-built farmhouse Cape is a rare find. Thoughtfully constructed in 2002 and lovingly maintained by its original owner, the home offers three bedrooms, two and a half baths, and a first-floor primary suite with a generous walk-in closet and en suite bath. Hardwood floors, a wood-burning

    John Izzo William Raveis Real Estate

    257 W Elm St, Deep River, CT 06417
  • /40

    $1,299,900

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

    180 Green Hill Rd, Killingworth, CT 06419

    Step into this magnificent 1760 Colonial estate on 8.2 acres, featuring 4 spacious bedrooms and 4 full bathrooms, including a primary suite with fireplace, sitting room, and dressing area. Enjoy 6 working fireplaces, renovated kitchen with restored antique floors and hearth, expansive 28x13 keeping room, and generous 25x15 living room. Additional highlights include formal dining room, multiple

    James Luth HERE Realty

    180 Green Hill Rd, Killingworth, CT 06419
  • /40

    $1,199,999

    • 9 Beds
    • 9 Baths
    • 4,982 Sq Ft

    209 Main St, Deep River, CT 06417

    Experience the timeless beauty of New England living! This meticulously restored 1854 Colonial blends historic charm with modern comfort in the heart of Deep River. Every detail has been thoughtfully preserved or reimagined-from the gleaming pumpkin pine wide-plank floors and custom-milled woodwork to carefully selected reproduction hardware that speaks to its heritage. Six fireplaces grace the

    Diane Devries William Pitt Sotheby's Int'l

    209 Main 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
  • /10

    $365,000

    • 2 Beds
    • 1 Bath
    • 912 Sq Ft

    8 Prospect Hill, Deep River, CT 06417

    This home possesses structural integrity and endless potential. Many updates including new boiler in 2024, roof, garage doors front and back, new appliances include sink and countertop. Originally had a 3rd bedroom and wall could be put back up if interested in adding back. Short walking distance to charming downtown Deep River and 3/4 mile to the gorgeous CT river. Only 2 hours from NYC. Whether

    Craig Milton Re/Max Valley Shore

    8 Prospect Hill, Deep River, CT 06417
  • /40

    $7,889,000

    • 3 Beds
    • 5 Baths
    • 4,664 Sq Ft

    175 River Rd, Essex, CT 06426

    Set along one of Essex's most coveted stretches of River Road, this exceptional waterfront estate offers a rare blend of understated elegance, privacy, and Connecticut River waterfront. Privately sited on nearly three acres, the property enjoys a serene, tucked-away feel while remaining just minutes from the heart of Essex Village. Custom-built and thoughtfully designed by its original owner, the

    Susan Malan William Pitt Sotheby's Int'l

    175 River Rd, Essex, CT 06426
  • /39

    $340,000

    • 3 Beds
    • 3 Baths
    • 1,436 Sq Ft

    102 W Bridge St, Deep River, CT 06417

    Discover a rare mid-century modern gem offering true one-floor living on 1.5 acres of privacy-yet just a short walk to Deep River's charming village center. This 1950 original is filled with natural light, clean architectural lines, and the warm character that defines the era. The main level features an open living/dining space anchored by a classic fireplace, three bedrooms, and three full

    Angela Ruel Berkshire Hathaway NE Prop.

    102 W Bridge St, Deep River, CT 06417
  • /13

    $599,999

    • 3 Beds
    • 2 Baths
    • 1,143 Sq Ft

    179 Route 81, Killingworth, CT 06419

    DO NOT ENTER PRIVATE DRIVE - AGENT MUST accompany You - Private drive brings you to 2.9 beautiful acres. House is being sold AS IS, but the value is in the land. The property includes a raised ranch house, a two car garage and another out building, a wonderful pond with bridge. Location very convenient to Route 81.

    John Izzo William Raveis Real Estate

    179 Route 81, Killingworth, CT 06419
  • /40

    $6,500,000

    • 5 Beds
    • 7 Baths
    • 7,697 Sq Ft

    252 River Rd, Deep River, CT 06417

    A WORLD-CLASS PRIVATE ESTATE SET ON 9.31 GATED ACRES. Nestled behind a private gated entry, this extraordinary CT River Valley estate is a rare luxury compound of architectural distinction, solitude, & resort-caliber amenities. Thoughtfully composed across 5 distinct structures, the property blends modern luxury, European influences, & timeless craftsmanship amid curated landscapes, stone

    Kiara Rusconi William Raveis Real Estate

    252 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
$450,000
Median Single Family Sale Price
$480,000
Median Townhouse Sale Price
$220,000
Median 2 Bedroom Sale Price
$220,000
Average Price Per Sq Ft
$296
Number of Homes for Sale
7
Last 12 months Home Sales
45
Months of Supply
1.90
Median List Price
$449,900
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
0%
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