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Deep River, CT Homes for Sale

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  • /29

    $579,000

    • 5 Beds
    • 3.5 Baths
    • 2,970 Sq Ft

    14 Kenilworth Dr, Killingworth, CT 06419

    Spacious Raised Ranch on 4.4 Acres with In-Law set up. Oversized Garage Loft! Welcome to your private retreat! Nestled on 4.4 scenic acres, this impressive raised ranch offers flexible living space perfect for multigenerational living, entertaining, or working from home. Step inside to discover a main home featuring bright, open-concept living, generous bedrooms, and a large kitchen with plenty

    Agent Photo

    Eric Bergers

    William Raveis Real Estate

    (860) 775-6542

    14 Kenilworth Dr, Killingworth, CT 06419
  • /40

    $899,000

    • 6 Beds
    • 3 Baths
    • 4,184 Sq Ft

    163 Main St, Deep River, CT 06417

    The walkability and quintessential New England charm of downtown Deep River is a big draw for buyers seeking a trophy property or a dream location for their small business. Built in 1850, this mixed-use gem has much to offer including two commercial tenants (Hally Jo's Corner Restaurant and the Anchor and Compass clothing store), three residential units on the second floor, and 1,200 square feet

    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
  • /27

    $1,700,000

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

    168 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

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

    $625,000 Open Sun 12PM - 2PM

    • 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
  • /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
  • /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
  • /11

    $329,875

    • 2 Beds
    • 1 Bath
    • 650 Sq Ft

    538 Winthrop Rd, Deep River, CT 06417

    Beautiful 2 bedroom right on Star lake with 50 foot of lake frontage is ready for new owners! This property features natural beauty along with modern living interior finishes. Enjoy your viewing!

    Mikail Naska Eagle Eye Realty PLLC

    538 Winthrop Rd, Deep River, CT 06417
  • /16

    $199,000

    • Studio
    • 1 Bath
    • 484 Sq Ft

    92 Main St Unit 101, Deep River, CT 06417

    Newly remodeled studio located in Historic Piano Works ! Inside you will love the exposed brick walls, high ceilings, industrial metal ductwork and the beautiful new kitchen featuring shaker white cabinetry, granite countertops, tile backsplash and new stainless steel appliances. New wood flooring throughout and remodeled bathroom. All new lighitng to match the industrial feel within the

    Dawn Caso Williams Realty Services

    92 Main St Unit 101, Deep River, CT 06417
  • /12

    $110,000

    • 2 Beds
    • 1 Bath
    • 672 Sq Ft

    10 Whitewood Rd, Killingworth, CT 06419

    Situated on one of the most desirable lots in this sought-after 55+ community, this delightful two-bedroom, one-bath home blends comfort, convenience, and style. Enjoy the outdoors with a spacious deck, patio, and large storage shed-perfect for relaxing or entertaining. Inside, you'll find thoughtful updates throughout, including a new butcher block countertop, trendy backsplash, extra shelving,

    Craig Milton Re/Max Valley Shore

    10 Whitewood Rd, Killingworth, CT 06419
  • /8

    $104,999

    • 2 Beds
    • 1 Bath
    • 732 Sq Ft

    33 Whitewood Rd, Killingworth, CT 06419

    Welcome to 33 Whitewood Rd in the serene Sun Beechwood 55+ community of Killingworth, CT. Nestled in a peaceful, tree-lined setting, this charming mobile home offers comfortable living in a quiet neighborhood designed for relaxation and connection. Residents enjoy access to a well-appointed clubhouse featuring a sparkling pool, cozy library, and inviting gathering spaces-perfect for social events

    Trisha Adams RE/MAX Bell Park Realty

    33 Whitewood Rd, Killingworth, CT 06419
  • /17

    $749,000

    • 4 Beds
    • 2 Baths
    • 1,970 Sq Ft

    62 River St, Deep River, CT 06417

    A RARE GEM, WELCOME TO THIS RESTORED VICTORIAN TWO FAMILY HOME DESIGNED FOR EASY LIVING. COMPLETELY REMODELED, EACH UNIT HAS TWO BEDROOMS AND 1 BATH AS WELL NEW KITCHEN AND APPLIANCES. THE HOME ALSO OFFERS CITY WATER AND CITY SEWERS. DON'T MISS THIS OPPORTUNITY, THE HOME IS PERFECT FOR MULTIGENERATIONAL LIVING, OR AN INVESTMENT PROPERTY.

    Mim Beardsley Houlihan Lawrence WD

    62 River 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
  • /32

    $785,000

    • 3 Beds
    • 4 Baths
    • 2,611 Sq Ft

    151 Bushy Hill Rd, Deep River, CT 06417

    Located on open 1.8 acre parcel, this beautiful cape home offers many features. The front entrance opens to the living room and dining room on either side. Off of the living room through french doors, is an office/den with built in shelving. The kitchen is open to the cozy family room with vaulted ceilings and wood stove. Also on the first floor is a full bathroom. The 2nd front entrance brings

    Brenda Davenport Pearce Real Estate

    151 Bushy Hill Rd, Deep River, CT 06417
  • /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
  • /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
  • /39

    $2,495,000

    • 5 Beds
    • 7.5 Baths
    • 7,405 Sq Ft

    134 River Rd, Essex, CT 06426

    Commanding one of the highest and most breathtaking viewpoints in Essex, Eagles Peak offers this custom-built Georgian Colonial where elevated Connecticut River and Long Island Sound views take center stage. Privately sited on 9.26 acres, this exceptional estate offers rare seclusion, architectural distinction, and extraordinary water views visible from many principal rooms. Encompassing

    Shawn Atkinson William Pitt Sotheby's Int'l

    134 River Rd, Essex, CT 06426

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 $655,222.
How many homes have sold over the last 12 months in Deep River, CT?
53 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 06417, 06412, 06426, 06498 and 06475.
How much do you need to make to afford a house in Deep River?
The median home price in Deep River is $475,000. If you put a 20% down payment of $95,000 and had a 30-year fixed mortgage with an interest rate of 6.31%, your estimated principal and interest payment would be $2,350 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $101K 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

Housing Trends

Median Sale Price
$454,000
Median Single Family Sale Price
$493,750
Average Price Per Sq Ft
$305
Number of Homes for Sale
7
Last 12 months Home Sales
53
Months of Supply
1.60
Median List Price
$475,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
19%
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