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Deep River, CT Houses for Sale

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  • 794 Route 148, Killingworth, CT 06419
    794 Route 148, Killingworth, CT 06419
    794 Route 148, Killingworth, CT 06419
    /29

    $739,000 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
  • 38 Beech Tree Ridge, Killingworth, CT 06419
    38 Beech Tree Ridge, Killingworth, CT 06419
    38 Beech Tree Ridge, Killingworth, CT 06419
    /40

    $769,000

    • 3 Beds
    • 3.5 Baths
    • 2,940 Sq Ft

    38 Beech Tree Ridge, Killingworth, CT 06419

    **BEST & FINAL - Tuesday 4/7 @ 9am** Tucked away on 3.4 peaceful, private acres, this beautifully updated Colonial has been thoughtfully improved from top to bottom since it was built in 1997. The kitchen is a standout, featuring gorgeous marble countertops, high-end appliances, and the added bonus of double dishwashers and ovens-perfect for hosting and everyday convenience. It opens right into a

    Katie Cassidy Real Broker CT, LLC

    38 Beech Tree Ridge, Killingworth, CT 06419
  • 559 Route 81, Killingworth, CT 06419
    559 Route 81, Killingworth, CT 06419
    559 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
  • 252 River Rd, Deep River, CT 06417
    252 River Rd, Deep River, CT 06417
    252 River Rd, Deep River, CT 06417
    /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
  • 209 Main St, Deep River, CT 06417
    209 Main St, Deep River, CT 06417
    209 Main St, Deep River, CT 06417
    /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
  • 112 Cedar Swamp Rd, Deep River, CT 06417
    112 Cedar Swamp Rd, Deep River, CT 06417
    112 Cedar Swamp Rd, Deep River, CT 06417
    /38

    $625,000

    • 4 Beds
    • 3 Baths
    • 2,969 Sq Ft

    112 Cedar Swamp Rd, Deep River, CT 06417

    Welcome to your dream home at 112 Cedar Swamp Road, Deep River, CT! This charming Cape Cod-style residence, originally built in 1940, has been beautifully renovated to blend classic charm with modern efficiency. With 4 spacious bedrooms and 3 full bathrooms, this home has +/- 2,900 square feet of living space, providing ample room for all your lifestyle needs. Step inside to discover a bright and

    Gigi Giordano Taylor Compass Connecticut, LLC

    112 Cedar Swamp Rd, Deep River, CT 06417
  • 179 Route 81, Killingworth, CT 06419
    179 Route 81, Killingworth, CT 06419
    179 Route 81, Killingworth, CT 06419
    /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
  • 30 Chestnut Hill Rd, Killingworth, CT 06419
    30 Chestnut Hill Rd, Killingworth, CT 06419
    30 Chestnut 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
Connecticut Middlesex County Deep River

Houses for Sale in Deep River, CT

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.

Learn more about living in Deep River

Home Trends in Deep River, CT

On average, homes in Deep River, CT sell after 58 days on the market compared to the national average of 55 days. The median sale price for homes in Deep River, CT over the last 12 months is $419,588, down 7% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$419,588
Median Single Family Sale Price
$483,625
Median Townhouse Sale Price
$220,000
Median 2 Bedroom Sale Price
$220,000
Average Price Per Sq Ft
$283
Number of Homes for Sale
4
Last 12 months Home Sales
45
Months of Supply
1.10
Median List Price
$449,900
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-7%
How to Buy a Home How to Finance a Home How to Sell a Home

In Deep River, there are currently 8 houses for sale, offering an array of options for potential buyers. With houses priced between $340,000 to $6,500,000, there's a range to accomodate every budget. As of April, 2026 the median home price in Deep River is $449,900, while the average sale price is $473,867, offering insights into the local housing market. On average, houses spend 58 days listed before being sold. Whether you're searching for a single-family residence, exploring single-family detached houses for sale, or considering new construction houses for sale, there are options to cater to different lifestyles. Explore the listings and houses for sale in Deep River, CT and find the perfect place to call home.

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