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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
  • 181 N Chestnut Hill Rd, Killingworth, CT 06419
    181 N Chestnut Hill Rd, Killingworth, CT 06419
    181 N Chestnut Hill Rd, Killingworth, CT 06419
    /36

    $569,000

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

    181 N Chestnut Hill Rd, Killingworth, CT 06419

    Spacious 4-bedroom, 3-bath Colonial with bright, open-concept kitchen, a roomy front porch featuring a mahogany floor, as well seamless access to a walk-out deck, perfect for entertaining or enjoying your morning coffee while overlooking the serene backyard, complete with a waterfall. The exterior is finished with low-maintenance vinyl siding, and new central air conditioning ensures year-round

    Agent Photo

    Eric Bergers

    William Raveis Real Estate

    (860) 407-6206

    181 N Chestnut Hill Rd, Killingworth, CT 06419
  • 10 Grace Ln, Killingworth, CT 06419
    10 Grace Ln, Killingworth, CT 06419
    10 Grace Ln, Killingworth, CT 06419
    /40

    $799,900

    • 4 Beds
    • 3.5 Baths
    • 3,165 Sq Ft

    10 Grace Ln, Killingworth, CT 06419

    Exceptional Federal-Style Colonial tucked at the end of a quiet cul-de-sac in desirable Killingworth. Set on 2 private acres, this beautifully maintained 4-bedroom, 3.5-bath home offers ~3,200 sq ft of refined living. Stunning curb appeal with cedar clapboard, stone walls, walkways, patio, and lush landscaping. Inside, enjoy hardwood floors, crown molding, custom built-ins, and abundant natural

    Agent Photo

    Cathy Lynch

    Coldwell Banker Realty

    (860) 317-9746

    10 Grace Ln, Killingworth, CT 06419
  • 163 Main St, Deep River, CT 06417
    163 Main St, Deep River, CT 06417
    163 Main St, Deep River, CT 06417
    /40

    $825,000

    • 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
  • 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
  • 511 Route 81, Killingworth, CT 06419
    511 Route 81, Killingworth, CT 06419
    511 Route 81, 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
  • 0 Bunker Hill Rd, Killingworth, CT 06419
    0 Bunker Hill Rd, Killingworth, CT 06419
    0 Bunker Hill Rd, Killingworth, CT 06419
    /4

    $1,500,000

    • Land
    • 84.9 Acres
    • $17,668 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
  • 13 Platt Ln, Deep River, CT 06417
    13 Platt Ln, Deep River, CT 06417
    13 Platt Ln, Deep River, CT 06417
    /29

    $515,000

    $10K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,033 Sq Ft

    13 Platt Ln, Deep River, CT 06417

    Welcome to 13 Platt Lane in Deep River a charming multi-family home. Built in 1840, this property blends classic New England character with great investment or owner-occupied potential. Conveniently located near downtown shops, restaurants, parks, and the Connecticut River, with access to schools. The property offers a spacious yard with plenty of room to relax, entertain, garden or enjoy outdoor

    Letessa Dion Coldwell Banker Realty

    13 Platt Ln, Deep River, CT 06417
  • 23 Welsch Farms Rd, Killingworth, CT 06419
    23 Welsch Farms Rd, Killingworth, CT 06419
    23 Welsch Farms Rd, Killingworth, CT 06419
    /40

    $1,490,000

    • 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
  • 92 Main St Unit 107, Deep River, CT 06417
    92 Main St Unit 107, Deep River, CT 06417
    92 Main St Unit 107, Deep River, CT 06417
    /15

    $212,000

    • 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
  • 12 Maritone Ln, Deep River, CT 06417
    12 Maritone Ln, Deep River, CT 06417
    12 Maritone Ln, Deep River, CT 06417
    /40

    $639,000

    • 3 Beds
    • 2.5 Baths
    • 1,999 Sq Ft

    12 Maritone Ln, Deep River, CT 06417

    Offered for the first time by its original owner, this turn-key, one-level home at 12 Maritone Lane offers total peace of mind, complete with A BRAND-NEW ROOF, central A/C, and a whole-house backup generator. The bright and inviting floor plan features a spacious eat-in kitchen with sliding glass doors to a deck (with a retractable awning) and a welcoming living room centered by a

    Teri Lewis William Pitt Sotheby's Int'l

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

    $679,900

    • 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
  • 559 Route 81, Killingworth, CT 06419
    559 Route 81, Killingworth, CT 06419
    559 Route 81, 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
  • 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
  • 257 W Elm St, Deep River, CT 06417
    257 W Elm St, Deep River, CT 06417
    257 W Elm St, Deep River, CT 06417
    /40

    $779,000

    $45K PRICE DROP
    • 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
  • 16 Glen Grove Rd, Deep River, CT 06417
    16 Glen Grove Rd, Deep River, CT 06417
    16 Glen Grove Rd, Deep River, CT 06417
    /40

    $950,000

    • 4 Beds
    • 2.5 Baths
    • 2,782 Sq Ft

    16 Glen Grove Rd, Deep River, CT 06417

    16 Glen Grove Road....a stunning custom built 2023 Colonial privately set on 4.53 acres in desirable Deep River. Tucked well off the road and surrounded by beautiful stone walls, this property offers exceptional privacy and endless possibilities to enjoy the outdoors, from garden areas & gorgeous rock walls, to creating your own walking trails throughout the wooded landscape. Inside, you'll find

    Sara Tufano Real Broker CT, LLC

    16 Glen Grove Rd, Deep River, CT 06417
  • 175 River Rd, Essex, CT 06426
    175 River Rd, Essex, CT 06426
    175 River Rd, Essex, CT 06426
    /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
  • 5 Stonewall Dr, Killingworth, CT 06419
    5 Stonewall Dr, Killingworth, CT 06419
    5 Stonewall Dr, Killingworth, CT 06419
    /39

    $245,000

    • 2 Beds
    • 1.5 Baths
    • 1,046 Sq Ft

    5 Stonewall Dr, Killingworth, CT 06419

    Location,location, location A serene,sun-dappled wooded backdrop graced with a classic dry-laid fieldstone wall surrounded by perennials offers a peaceful natural setting for this light and airy freshly remodeled home that emphasizes a cozy and comfortable yet polished home perfect for relaxing or entertaining. The mix of light natural wood tones of the luxury vinyl flooring throughout gives it a

    Karen Bruno Roos Williams Real Estate

    5 Stonewall Dr, 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

    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
  • 8 Prospect Hill, Deep River, CT 06417
    8 Prospect Hill, Deep River, CT 06417
    8 Prospect Hill, Deep River, CT 06417
    /16

    $345,000

    • 2 Beds
    • 1 Bath
    • 912 Sq Ft

    8 Prospect Hill, Deep River, CT 06417

    Tucked away on a private .41-acre lot just a short walk from the heart of historic Deep River, this adorable 2-bedroom, 1-bath ranch offers charm, convenience, and endless potential. Built in 1957 and featuring 912 square feet of comfortable one-floor living, this home is the perfect opportunity for first-time buyers, downsizers, investors, or anyone looking to create their own vision. Inside,

    Angela Ruel Berkshire Hathaway NE Prop.

    8 Prospect Hill, Deep River, CT 06417
  • 18 Birch Mill Rd, Killingworth, CT 06419
    18 Birch Mill Rd, Killingworth, CT 06419
    18 Birch Mill Rd, Killingworth, CT 06419
    /40

    $2,350,000

    • 3 Beds
    • 2.5 Baths
    • 3,700 Sq Ft

    18 Birch Mill Rd, Killingworth, CT 06419

    The Well Maiden Estate is an 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. Positioned between New York City and Boston and minutes from the Connecticut shoreline, this private luxury retreat offers a rare opportunity to own a legacy

    Jennifer Gurnell William Raveis Real Estate

    18 Birch Mill Rd, Killingworth, CT 06419
  • 15 Pent Rd, Deep River, CT 06417
    15 Pent Rd, Deep River, CT 06417
    15 Pent Rd, 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
  • 180 Green Hill Rd, Killingworth, CT 06419
    180 Green Hill Rd, Killingworth, CT 06419
    180 Green Hill Rd, Killingworth, CT 06419
    /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
  • 391 Main St Unit 308, Deep River, CT 06417
    391 Main St Unit 308, Deep River, CT 06417
    391 Main St Unit 308, Deep River, CT 06417
    /29

    $250,000

    • 2 Beds
    • 1.5 Baths
    • 1,080 Sq Ft

    391 Main St Unit 308, Deep River, CT 06417

    Welcome to Unit 308 at Georgetown Woods. This 2 bedroom unit has many upgrades. The first floor features an updated kitchen w/butcher block counters, newer cabinet doors, new refrigerator and large pantry. The living room has a brick hearth & chimney that used to have a working wood stove. The Anderson Thermopane slider opens to the 9'x17' patio, which gives you a private spot to enjoy the

    Brian Jermainne Team Jermainne Real Estate Services, LLC

    391 Main St Unit 308, 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

    $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
  • 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 $611,490.
Are home prices dropping in Deep River?
Yes, home prices in Deep River are down 6% in the last 12 months.
How many homes have sold over the last 12 months in Deep River, CT?
48 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, 06442, 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 6.52%, your estimated principal and interest payment would be $2,280 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $98K 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 High School, Lyme-Old Lyme Middle School and Haddam-Killingworth High School. Browse all the schools in Deep River, CT to learn more.

Home Prices in Deep River, CT

The median home sale price in Deep River, CT is $433,500, down 1% year-over-year. Homes in Deep River sell in 69 days on average, compared to the national average of 58 days.

Home Price Trends

Median Sale Price
$433,500
Median Single Family Sale Price
$495,000
Median Townhouse Sale Price
$200,000
Median 2 Bedroom Sale Price
$296,000
Median 1 Bedroom Sale Price
$212,000
Average Price Per Sq Ft
$294
Number of Homes for Sale
10
Last 12 months Home Sales
48
Months of Supply
2.50
Median List Price
$449,900
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-1%
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