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Deep River, CT Homes for Sale

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  • /37

    $1,150,000

    • 8 Beds
    • 6 Baths
    • 7,300 Sq Ft

    87 Main St, Deep River, CT 06417

    VC Property Group is proud to present a rare two-parcel assemblage in Deep River, Connecticut, featuring a newer construction single-family residence, a five-unit mixed-use building with four residential apartments and one retail unit, and a contiguous 0.30-acre vacant parcel. Located in the highly desirable Lower Connecticut River Valley, the property is just 0.4 miles from Downtown Deep River

    Agent Photo

    Anthony Velez

    VC Property Group, LLC

    87 Main 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

    Agent Photo

    James Luth

    HERE Realty

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

    $795,000

    $30K PRICE DROP
    • 6 Beds
    • 3 Baths
    • 4,184 Sq Ft

    163 Main St, Deep River, CT 06417

    Rare mixed-use investment opportunity located in the heart of desirable Deep River Village. Positioned directly on Main Street, this 5-unit asset offers a strong blend of residential and commercial income within one of the Connecticut shoreline region's most sought-after rental and retail markets. The property consists of 3 residential apartments and 2 commercial storefronts occupied by long-term

    Connor Wenchell VC Property Group, LLC

    163 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
  • /12

    $699,000

    $86K PRICE DROP
    • 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
  • /4

    $400,000

    $1M PRICE DROP
    • Land
    • 84.9 Acres
    • $4,711 per Acre

    0 Bunker Hill Rd, Killingworth, CT 06419

    Rare opportunity to own over 84 acres on Bunker Hill Rd in Killingworth offering privacy, potential, and endless possibilities. Whether you're looking to build your dream home, invest, or explore development options, this parcel of land offers a desirable location with convenient access to local amenities. Buyer to perform due diligence regarding building and land use possibilities.

    Mark Mermelstein eXp Realty

    0 Bunker Hill Rd, Killingworth, CT 06419
  • /21

    $169,000

    $29K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 924 Sq Ft

    18 Pleasant Trail, Killingworth, CT 06419

    This beautifully remodeled mobile home is located in a sought-after 55+ community. It features new high-end windows, vinyl siding, luxury vinyl plank flooring, updated lighting, and more. From the moment you step inside, you'll notice the thoughtful updates throughout. The kitchen offers new appliances and modern finishes, while the spacious living room is filled with natural light from the large

    Logan Lacroix NextHome Elite Realty

    18 Pleasant Trail, Killingworth, CT 06419
  • /40

    $1,459,000

    $31K PRICE DROP
    • 5 Beds
    • 5 Baths
    • 3,978 Sq Ft

    23 Welsch Farms Rd, Killingworth, CT 06419

    Nestled behind the circular driveway and surrounded by curated landscaping, this exceptional French Normandy country home offers a rare combination of architectural charm, artistic vision, quality craftsmanship and complete privacy. With 4,000 square feet of living space, the residence features five bedrooms and five baths, a beautiful modern kitchen, dining room with wet bar and large living

    Jay Kelly William Raveis Real Estate

    23 Welsch Farms Rd, Killingworth, CT 06419
  • /14

    $136,000

    $4K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 672 Sq Ft

    25 Whitewood Rd, Killingworth, CT 06419

    Welcome to easy, low-maintenance living in the desirable Beechwood 55+ Community! Situated on a peaceful corner lot, this well-maintained home offers privacy, comfort, and numerous recent updates. Inside, you'll find a bright and inviting layout featuring a walk-in tub, updated vanity, new blinds, a new dishwasher, and a newer 50-gallon hot water heater. A stackable washer and dryer are also

    Michael Tran Property Works New England

    25 Whitewood Rd, Killingworth, CT 06419
  • /40

    $659,900

    $20K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,196 Sq Ft

    73 Long Hill Rd, Deep River, CT 06417

    Good design is all about the details and this well maintained custom Colonial is just what you have been looking for in the perfect shoreline home. Recently updated, the current owner's signature style has magically taken this charming home from ordinary to extraordinary with her colorful design. From the warm and welcoming entrance, to the well-appointed kitchen or the cozy family room centered

    Peg Mitchel Coldwell Banker Realty

    73 Long Hill Rd, Deep River, CT 06417
  • /40

    $915,000

    Open Sat 12PM - 2PM
    • 4 Beds
    • 2.5 Baths
    • 2,942 Sq Ft

    86 Laurel Ridge Trail, Killingworth, CT 06419

    Gracefully blending timeless architecture with exceptional everyday living, this beautifully appointed Colonial offers thoughtfully designed open spaces both inside and out. A welcoming wraparound porch creates an elegant first impression, while the interior unfolds into an open floor plan ideal for entertaining. The chef-inspired kitchen features a generous center island, double ovens, and a

    Melanie Scull William Pitt Sotheby's Int'l

    86 Laurel Ridge Trail, Killingworth, CT 06419
  • /14

    $205,000

    • 1 Bed
    • 1 Bath
    • 454 Sq Ft

    391 Main St Unit 134, Deep River, CT 06417

    Welcome to one of Deep River's hidden treasures! Ideally located in the heart of the beautiful Connecticut River Valley, this inviting condominium with low monthly HOA of $272 offers comfortable, low-maintenance living in a well-maintained 50-unit community with easy access to Routes 9 and I-95.Enjoy the convenience of nearby Main Street, where you'll find a grocery store, liquor store, charming

    Kathy Schellens William Pitt Sotheby's Int'l

    391 Main St Unit 134, Deep River, CT 06417
  • /40

    $825,000

    • 4 Beds
    • 2.5 Baths
    • 2,775 Sq Ft

    18 Jacob Ln, Killingworth, CT 06419

    Welcome to this stunning 4-bedroom, 2.1-bath Colonial, perfectly situated on a quiet cul-de-sac and nestled on a picturesque, lightly wooded 4-acre lot. Surrounded by gorgeous landscaping and offering exceptional privacy, this beautiful home combines timeless elegance with modern comfort. Step inside to an inviting open floor plan designed for today's lifestyle. The spacious family room features

    Tracey Fiasconaro Berkshire Hathaway NE Prop.

    18 Jacob Ln, Killingworth, CT 06419
  • /35

    $699,900

    Open Sat 1PM - 3PM
    • 5 Beds
    • 3.5 Baths
    • 2,518 Sq Ft

    502 Route 148, Killingworth, CT 06419

    Welcome to the perfect blend of classic charm and modern comfort in this beautifully updated Dutch Colonial, offering space, privacy, and flexibility for today's lifestyle. With five bedrooms, including three upstairs and two conveniently located on the main level, this home easily accommodates multi-generational living, guests, home offices, or hobby spaces. At the heart of the home is a

    Peter O'Donnell Sunset Creek Realty, LLC

    502 Route 148, Killingworth, CT 06419
  • /13

    $575,000

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

    179 Route 81, Killingworth, CT 06419

    House is being sold AS IS - Seller will allow inspections but for informational purposes only - Seller will not be responsible for any repairs. or upgrades 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

    John Izzo William Raveis Real Estate

    179 Route 81, Killingworth, CT 06419
  • /38

    $429,900

    Open Sun 12PM - 1:30PM $20K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,114 Sq Ft

    58 Union St, Deep River, CT 06417

    Welcome to 58 Union Street in the heart of charming Deep River! Just moments from the vibrant downtown, this beautifully updated home offers the perfect blend of character, comfort, and modern efficiency. Inside, you'll find hardwood floors, timeless architectural charm, and a thoughtfully renovated interior featuring a remodeled kitchen with all-new stainless-steel appliances, an updated

    Gigi Giordano Taylor Compass Connecticut, LLC

    58 Union St, Deep River, CT 06417
  • /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
  • /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

    $850,000

    • 4 Beds
    • 2.5 Baths
    • 2,756 Sq Ft

    78 Meadow Woods Rd, Deep River, CT 06417

    An oasis of privacy, peace and elegance awaits you here at one of Deep River's most desirable locations. Spring and summer song birds serenade you from the refurbished deck nestled among mature trees covering 3.21 acres of gently sloping land. As you enter through colorful gardens professionally landscaped for minimal maintenance, you'll be greeted by rich Brazilian Cherry hardwood floors that

    Gerard Sullivan Coldwell Banker Realty

    78 Meadow Woods Rd, Deep River, CT 06417
  • /2

    $2,200,000

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

    134 Meadow Woods Rd, Deep River, CT 06417

    Rare opportunity to acquire approximately 30 acres in one of Deep River's most desirable locations. This exceptional property presents a unique residential development opportunity combining privacy, natural beauty, existing improvements, and future potential. The property includes an existing Saltbox style residence and offers subdivision potential for approximately 5-7 residential lots, subject

    Jennifer Gurnell William Raveis Real Estate

    134 Meadow Woods Rd, Deep River, CT 06417
  • /9

    $229,000

    Open Sun 12PM - 2PM
    • 2 Beds
    • 1 Bath
    • 864 Sq Ft

    77 Scenic View Dr Unit 17, Deep River, CT 06417

    Single level living in updated condo in Deep River! Peaceful location provides serenity, yet close to vibrant town center with everything you need including restaurants, shops, groceries, pharmacy and more! Close to Route 9 for convenience. Why rent when you can own in Deep River?!

    Joe Simmons Coldwell Banker Realty

    77 Scenic View Dr Unit 17, Deep River, CT 06417
  • /40

    $1,199,999

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

    209 Main St, Deep River, CT 06417

    Quintessential New England living in the heart of Deep River. This exceptional Antique home was masterfully expanded in 1987, seamlessly doubling its size while capturing the essence of a classic Colonial-offering the space, flow, and functionality for today's living. The home's design celebrates period-inspired architecture including custom-milled woodwork, wide-plank pumpkin pine floors, and

    Diane Devries William Pitt Sotheby's Int'l

    209 Main St, Deep River, CT 06417
  • /40

    $1,065,000

    • 3 Beds
    • 2 Baths
    • 2,102 Sq Ft

    106 Meadow Woods Rd, Deep River, CT 06417

    Privately set on over three picturesque acres in Deep River, just moments from the Essex town line, this extraordinary custom home is the result of an exceptional architectural transformation, blending timeless New England character with thoughtful, high-end design. Enjoy a peaceful, private setting while being just minutes from the charming village centers of Deep River and Essex, with their

    Gigi Giordano Taylor Compass Connecticut, LLC

    106 Meadow Woods Rd, Deep River, CT 06417
  • /40

    $2,195,000

    $155K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 3,700 Sq Ft

    18 Birch Mill Rd, Killingworth, CT 06419

    The Well Maiden Estate is a rare architecturally significant waterfront estate where cascading waterfalls, winding streams, and Kroopa Pond converge across 3.5 private acres to create one of Connecticut's most extraordinary residential settings. Just minutes from the Connecticut shoreline, marinas, beaches, and fine dining, and ideally positioned between New York City and Boston, this private

    Jennifer Gurnell William Raveis Real Estate

    18 Birch Mill Rd, Killingworth, CT 06419
  • /39

    $3,950,000

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

    323 River Rd, Deep River, CT 06417

    Here is your opportunity to own an extraordinary Connecticut River waterfront estate complete with a deep-water dock! This exceptional 5 bedroom, 5.5 bath residence offers unparalleled privacy and stunning panaromic views across protected conservation land, creating a setting of remarkable beauty and tranquility. Thoughtfully designed to embrace its spectacular surroundings, every room is filled

    Margaret Muir William Pitt Sotheby's Int'l

    323 River Rd, Deep River, CT 06417
  • /38

    $799,000

    Open Sat 11AM - 12:30PM
    • 3 Beds
    • 2.5 Baths
    • 2,111 Sq Ft

    23 Cow Hill Rd, Killingworth, CT 06419

    Welcome to this beautiful, lovingly kept 3 bedrooms, 2.1 bath home on over 10 private acres!!!!! Designed, built, cared for and maintained by its original owner... The cobblestone sidewalk to the granite front entry way is such a nice way to enter this stunning home. The recently, thoughtfully updated kitchen which features stainless steel appliances, large center granite island, granite

    Eileen Boulay William Pitt Sotheby's Int'l

    23 Cow Hill Rd, Killingworth, CT 06419
  • /37

    $675,000

    Open Sat 12PM - 1:30PM
    • 3 Beds
    • 3 Baths
    • 2,893 Sq Ft

    21 Sunset Ridge, Deep River, CT 06417

    ONLY 10 HOMES call this neighborhood home. This center hall colonial is set on a wonderful lot. Bordering the rear is open space owned by Deep River Land Trust, affording a bit more privacy to the backyard. One will appreciate the drop zone, ample closets, access to the garage, and both front and rear yards. One of the three full baths is here, too. Spacious rooms are found throughout the house,

    Joel Grossman Lamacchia Realty

    21 Sunset Ridge, Deep River, CT 06417
  • /22

    $199,900

    • 1 Bed
    • 1 Bath
    • 727 Sq Ft

    92 Main St Unit 107, Deep River, CT 06417

    Step into a loft-style townhouse in the historic Piano Works building that blends vintage charm with modern living. With its own private entrance and location in a 4-unit outbuilding, this home offers peace and privacy-no upstairs or downstairs neighbors to worry about! With its impressive 9-foot-plus ceilings and exposed ductwork, this home exudes a chic, industrial vibe. Right outside your

    Anna Kilty Compass Connecticut, LLC

    92 Main St Unit 107, Deep River, CT 06417
  • /39

    $399,900

    Coming Soon
    • 3 Beds
    • 1 Bath
    • 1,104 Sq Ft

    49 Essex St, Deep River, CT 06417

    Charming antique home. Walk to town and Post Cove. Living Room, Dining Room, and Kitchen on the first floor. 3 Bedrooms and a full bath upstairs. Covered, open front porch, and a deck in the rear. Sloped lot with level yard up top behind the house. Good Parking. 2 Car Detached garage at street level below. House is dated but appears in good condition.

    Craig Milton Re/Max Valley Shore

    49 Essex St, Deep River, CT 06417
  • /18

    $325,000

    • 2 Beds
    • 1.5 Baths
    • 1,061 Sq Ft

    17&21 Winter Ave, Deep River, CT 06417

    A unique opportunity, 2 Homes on 1 Lot. Plus a barn/garage. First Home has 2 bedrooms and is 1,061 sqft. Second Home has one bedroom and is 350 sqft. Separte town water and sewer to each home. Ready for your updating! Electric 100 AMPS each.

    Craig Milton Re/Max Valley Shore

    17&21 Winter Ave, Deep River, CT 06417
  • /39

    $625,000

    $25K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 2,560 Sq Ft

    38 Main St, Deep River, CT 06417

    Nestled in the charming town of Deep River, between the villages of Essex and Chester, this beautiful Colonial offers the perfect blend of classic character and modern updates. Featuring 4 bedrooms, 2 full baths and 2 half baths, this spacious home is designed for comfortable living and entertaining. Enter through the welcoming foyer, where the dining room sits to the left, while French doors

    Sue Bowes RE/MAX on the Bay

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

    $850,000

    • 3 Beds
    • 4 Baths
    • 2,606 Sq Ft

    170 Bushy Hill Rd, Deep River, CT 06417

    Contemporary 3-bedroom, 2 full bath, 2 half bath home offering exceptional flexibility, character, and entertaining space. The open-concept main level features vaulted ceilings, dramatic architectural lines, and seamless flow between the kitchen, dining, and living areas. A striking firebox anchors the living room, while the four-season sunroom opens through French doors to a private tiered deck

    Angela Ruel Berkshire Hathaway NE Prop.

    170 Bushy Hill Rd, Deep River, CT 06417
  • /5

    $650,000

    $150K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,240 Sq Ft

    88 Winthrop Rd, Chester, CT 06412

    Set on 33.97 private acres in beautiful Chester, CT, this inviting home offers space, privacy, and scenic views. The main level features a primary bedroom with a full bath, while upstairs you'll find 3 additional bedrooms with 2 full baths. The bright, open living room features soaring ceiling and a second floor balcony overlooking the main living space, creating an airy feel. Large south facing

    Peter Walsh Re/Max Valley Shore

    88 Winthrop Rd, Chester, CT 06412

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.

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 $563,884.
Are home prices dropping in Deep River?
Yes, home prices in Deep River are down 12% in the last 12 months.
How many homes have sold over the last 12 months in Deep River, CT?
52 homes have sold in Deep River, CT over the last 12 months.
What is the average household income in Deep River, CT?
The average household income in Deep River, CT is $114K.
What are the most popular zip codes in Deep River, CT?
The most popular zip codes in Deep River, CT include 06417, 06412, 06498, 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 6.69%, your estimated principal and interest payment would be $2,320 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $99K a year to afford the median home price in Deep River. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Deep River is $114K.
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 Middle School, Lyme-Old Lyme High School and Haddam-Killingworth High School. Browse all the schools in Deep River, CT to learn more.

Home Price Trends

Median Sale Price
$428,000
Median Single Family Sale Price
$487,500
Median 2 Bedroom Sale Price
$328,250
Median 1 Bedroom Sale Price
$202,450
Average Price Per Sq Ft
$303
Number of Homes for Sale
15
Last 12 months Home Sales
52
Months of Supply
3.50
Median List Price
$449,900
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-5%
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