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Deep River, CT Homes for Sale

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  • 87 Main St, Deep River, CT 06417
    87 Main St, Deep River, CT 06417
    87 Main St, Deep River, CT 06417
    /37

    $1,350,000

    • 7 Beds
    • 6 Baths
    • 3,787 Sq Ft

    87 Main St, Deep River, CT 06417

    VC Property Group is proud to present a two-parcel assemblage in Deep River, Connecticut, offering stabilized mixed-use income with residential value and land optionality. The assemblage includes: 87 Main Street - a parcel improved with: a Newer Construction Single Family Residence and a 5-unit mixed-use building (four residential apartments and one retail unit) 55 Prospect Street - a contiguous

    Agent Photo

    Anthony Velez

    VC Property Group, LLC

    (860) 579-1057

    87 Main St, Deep River, CT 06417
  • 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
  • 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
  • 21 Mill Pond Ln Unit 21E, Durham, CT 06422
    21 Mill Pond Ln Unit 21E, Durham, CT 06422
    /2

    $180,000 Coming Soon

    • 1 Bed
    • 1 Bath
    • 754 Sq Ft

    21 Mill Pond Ln Unit 21E, Durham, CT 06422

    Tucked along a quiet stretch of Mill Pond Lane in Durham, this inviting home in a 62+ community offers a blend of privacy, charm, and convenience. Set in a peaceful, natural setting, it provides a relaxed lifestyle while remaining close to local amenities and commuter routes. Inside, the home features a functional layout with bright, comfortable living spaces ideal for everyday living and

    Christina Bates Coldwell Banker Realty

    21 Mill Pond Ln Unit 21E, Durham, CT 06422
  • 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
  • 115 Hemlock Dr, Killingworth, CT 06419
    115 Hemlock Dr, Killingworth, CT 06419
    /2

    $84,900

    • Land
    • 2.7 Acres
    • $31,444 per Acre

    115 Hemlock Dr, Killingworth, CT 06419

    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

    115 Hemlock Dr, 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
  • 262 Connecticut 81, Killingworth, CT 06419
    262 Connecticut 81, Killingworth, CT 06419
    262 Connecticut 81, Killingworth, CT 06419
    /11

    $259,900

    • Land
    • 2.66 Acres
    • $97,707 per Acre

    262 Connecticut 81, Killingworth, CT 06419

    Discover the perfect setting to build your dream home on this exceptional 2.66-acre parcel, ideally situated for both privacy and convenience. Tucked away from the road, this lot offers complete seclusion while being just minutes from local amenities and attractions, this property is truly turnkey for those looking to design and construct a custom residence. Over $100,000 has already been

    Gene Pica RE/MAX Alliance

    262 Connecticut 81, Killingworth, CT 06419
  • 41 Woodland Trail, Killingworth, CT 06419
    41 Woodland Trail, Killingworth, CT 06419
    41 Woodland Trail, Killingworth, CT 06419
    /3

    $205,000 Open Sun 11AM - 12:30PM

    • 2 Beds
    • 1.5 Baths
    • 924 Sq Ft

    41 Woodland Trail, Killingworth, CT 06419

    2006 Beautiful unit best views of forestry. Interior features include lovely maple floors and cabinets, tile floors in bathrooms. Stackable washer/dryer. Great front porch overlooking great lawn and shed. Best custom built pantry/laundry (all custom maple) ...More info pics to follow. Come to open house next Sunday 4/12!!!!!! be wowed

    Eileen Boulay William Pitt Sotheby's Int'l

    41 Woodland Trail, Killingworth, CT 06419
  • 170 Main St, Deep River, CT 06417
    170 Main St, Deep River, CT 06417
    170 Main St, Deep River, CT 06417
    /24

    $1,700,000

    • 13 Beds
    • 8 Baths
    • 7,641 Sq Ft

    170 Main St, Deep River, CT 06417

    Exciting investment package in the heart of downtown Deep River! This rare offering includes two nicely renovated multifamily/mixed-use buildings plus a well-established laundromat business, all conveyed together in one sale. 170 Main Street sits on a beautiful corner lot and features a turnkey 5-unit multifamily property with a unit mix of (2) two-bedroom units and (3) one-bedroom units. All

    Amanda Sheehan Oxford Realty

    170 Main St, Deep River, CT 06417
  • 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

    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 cozy family room with a wood-burning

    Katie Cassidy Real Broker CT, LLC

    38 Beech Tree Ridge, Killingworth, CT 06419
  • 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
  • 113 Union St Unit Z, Deep River, CT 06417
    113 Union St Unit Z, Deep River, CT 06417
    113 Union St Unit Z, Deep River, CT 06417
    /14

    $220,000

    • 2 Beds
    • 1 Bath
    • 884 Sq Ft

    113 Union St Unit Z, Deep River, CT 06417

    FOR SALE: Deep River Condo This remodeled first-floor 2-bedroom condo is quietly located at Village Knoll near the village of Deep River. The unit features a spacious living room with dining area open to a updated galley kitchen. The primary bedroom includes a slider to a private covered deck. A second bedroom and remodeled full bath complete the layout. Shared laundry is on site. Well maintained

    Kevin Kennedy Kennedy Real Estate Solutions

    113 Union St Unit Z, 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
  • 134 Meadow Woods Rd, Deep River, CT 06417
    134 Meadow Woods Rd, Deep River, CT 06417
    134 Meadow Woods Rd, Deep River, CT 06417
    /16

    $2,200,000

    • Land
    • 30 Acres
    • $73,333 per Acre

    134 Meadow Woods Rd, Deep River, CT 06417

    *SUBDIVISION IN PROGRESS* 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 7 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

    Nicholas Burrus Santana Realty Group LLC

    134 Meadow Woods Rd, Deep River, CT 06417
  • 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
Connecticut Middlesex County Deep River

Real Estate & Homes 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

Frequently Asked Questions

What is the average home price in Deep River, CT?
Homes for sale in Deep River, CT have an average home price of $620,928.
Are home prices dropping in Deep River?
Yes, home prices in Deep River are down 10% in the last 12 months.
How many homes have sold over the last 12 months in Deep River, CT?
45 homes have sold in Deep River, CT over the last 12 months.
What are the most popular zip codes in Deep River, CT?
The most popular zip codes in Deep River, CT include 06442, 06417, 06412, 06426 and 06371.
How much do you need to make to afford a house in Deep River?
The median home price in Deep River is $449,900. If you put a 20% down payment of $90,000 and had a 30-year fixed mortgage with an interest rate of 6.46%, your estimated principal and interest payment would be $2,270 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $97K a year to afford the median home price in Deep River. Learn how much home you can afford with our Home Affordability Calculator.
How are the schools in Deep River, CT?
Deep River, CT has highly rated public and private schools. Some of the best schools in Deep River based on Niche Grades are Lyme-Old Lyme High School, Lyme-Old Lyme Middle School and Haddam-Killingworth High School. Browse all the schools in Deep River, CT to learn more.

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%
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