14

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
  • /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
  • /39

    $699,000

    Open Fri 4PM - 6PM
    • 4 Beds
    • 2.5 Baths
    • 3,615 Sq Ft

    14 Cow Pen Hill Rd, Killingworth, CT 06419

    Discover the perfect blend of timeless New England character and thoughtful modern updates in this charming one-owner Dutch Colonial, privately set on nearly 2 acres of mature landscaping and open grounds. Once filled with carefully curated antiques that beautifully complemented the home's historic character, the property now offers updated kitchens and baths that bring modern comfort while

    Lisa Fekete William Raveis Real Estate

    14 Cow Pen Hill Rd, Killingworth, CT 06419
  • /31

    $850,000

    $150K PRICE DROP
    • 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
  • /36

    $924,000

    • 4 Beds
    • 2.5 Baths
    • 2,774 Sq Ft

    15 Pent Rd, Deep River, CT 06417

    Welcome to 15 Pent Rd in Deep River, a truly captivating property that feels like a private retreat from the moment you arrive. Set in a peaceful, natural setting surrounded by trees and scenic outdoor views, this home offers a rare blend of charm, character, and everyday comfort. This home features 4 bedrooms and a finished attic for added living space. Inside, the home is warm, bright, and full

    Nadia Martinez Ki Property Group

    15 Pent Rd, 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
  • /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
  • /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
  • /38

    $495,900

    • 3 Beds
    • 1.5 Baths
    • 1,392 Sq Ft

    177 Union St, Deep River, CT 06417

    Charm, character, original features and details and the amazing farm porch. This classic antique farmhouse, perched on a knoll set back off the street with mature landscaping and privacy, yet just a short distance to restaurants, library, grocery store and pharmacy. Three bedrooms, 1.5 baths, second floor laundry room, large unfinished basement and a walk-up attic. Many seller improvements

    Susan Malan William Pitt Sotheby's Int'l

    177 Union St, Deep River, CT 06417
  • /40

    $475,000

    • 3 Beds
    • 2 Baths
    • 1,650 Sq Ft

    29 Stonehill Dr, Killingworth, CT 06419

    **MULTIPLE OFFERS RECEIVED. SELLER REQUESTS HIGHEST/BEST OFFERS BY 8 PM SUNDAY, MAY 31ST** Nestled within the peaceful community of Killingworth, Connecticut. this Cape Cod style home offers an idyllic country setting on over 2 private acres. Recently refreshed with newly refinished hardwood floors and a freshly painted interior, this 3 bedroom, 2 full bath home features a living room off the

    Rose Ciardiello William Raveis Real Estate

    29 Stonehill Dr, Killingworth, CT 06419
  • /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

    $50K PRICE DROP
    • 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
$445,500
Median Single Family Sale Price
$483,625
Median Townhouse Sale Price
$210,000
Median 2 Bedroom Sale Price
$210,000
Average Price Per Sq Ft
$298
Number of Homes for Sale
7
Last 12 months Home Sales
44
Months of Supply
1.90
Median List Price
$449,900
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-1%
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