32

Deep River, CT Homes for Sale

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  • /39

    $2,500,000

    • 10 Beds
    • 8.5 Baths
    • 6,588 Sq Ft

    10 & 12 Firetower Rd, Killingworth, CT 06419

    Turn into the driveway and the stunning surroundings will melt your stress away. A rare find of two properties on 20+ acres of exquisite grounds bordered by Chatfield Hollow Park and includes a private residence, caretaker's dwelling, and a cabin that feels like you're miles away in a wilderness lodge. The primary residence, a 5 bedroom, 3 bath mid-century modern with an infinity-edge pool that

    Agent Photo

    Betsy Anderson

    William Pitt Sotheby's Int'l

    (860) 517-8016

    10 & 12 Firetower Rd, Killingworth, CT 06419
  • /29

    $649,900

    • 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
  • /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

    Agent Photo

    Gene Pica

    RE/MAX Alliance

    (860) 854-3783

    262 Connecticut 81, Killingworth, CT 06419
  • /40

    $899,000 Open Sun 3PM - 4PM

    • 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
  • /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
  • /40

    $699,000 Open Sun 1PM - 3PM

    • 4 Beds
    • 2.5 Baths
    • 2,882 Sq Ft

    48 Bar Gate Trail, Killingworth, CT 06419

    Handsome, meticulously maintained, home in the desirable Indian Springs neighborhood. This 2 acre property backs up to the always ready to be explored Hammonasset River. The striking 650 sq.ft. family room, with cathedral ceiling and hardwood floors, is an ideal gathering place for family and friends in front of the truly grand fireplace. An inviting three season porch and deck overlook the back

    Laurie Trulock Compass Connecticut, LLC

    48 Bar Gate Trail, Killingworth, CT 06419
  • /40

    $699,900 Open Sun 12PM - 2PM

    • 4 Beds
    • 2.5 Baths
    • 2,996 Sq Ft

    12 Rachel Ct, Killingworth, CT 06419

    Set on a quiet cul-de-sac and surrounded by over two acres of serene natural beauty, this 2,996 sq. ft. residence offers a perfect blend of comfort and privacy. The home offers 9 expansive rooms, highlighted by a versatile bonus space off the primary suite- perfect as a private office, fitness studio, or an extended retreat with its own private stairwell. On the main level, hardwood floors

    Curtiss Clemens Jr. Century 21 Clemens Group

    12 Rachel Ct, Killingworth, CT 06419
  • /35

    $879,500

    • 3 Beds
    • 1.5 Baths
    • 2,039 Sq Ft

    275 Route 148, Killingworth, CT 06419

    Tucked away on 20 spectacular acres, this 3-bedroom, 1.5-bath ranch offers the perfect blend of privacy, functionality, and natural beauty. Whether you're looking for a peaceful retreat, a place to start a hobby farm or a place to build your dream home, this property offers endless opportunities. The existing home could even serve as a charming caretaker's cottage, guest house, or temporary

    Shelly Cumpstone Coldwell Banker Realty

    275 Route 148, Killingworth, CT 06419
  • /40

    $699,000

    • 4 Beds
    • 3 Baths
    • 3,864 Sq Ft

    8 Route 148, Killingworth, CT 06419

    Tucked away in complete privacy, this stunning post and beam home offers a rare opportunity to live in harmony with nature. Situated on 6.4 acres of wooded serenity, the property is a true retreat and offers many outside features including a tranquil pond, ample space for gardens, hobbies, or simply room to roam. The home itself showcases timeless craftsmanship with exposed beams, soaring

    Kara Bell J.M. REALTY

    8 Route 148, Killingworth, CT 06419
  • /4

    $985,000

    • 2 Beds
    • 2.5 Baths
    • 2,240 Sq Ft

    88 Winthrop Rd, Chester, CT 06412

    The charming 3 bedroom colonial with a large attached garage and 2 outbuildings overlooks a lovely 5 acre pond. The home features a large kitchen and 2 1/2 baths with laundry on the second floor. Highlighting the living room is a 30 ft. Cathedral ceiling. Master bedroom includes an interior balcony, overlooking the living area. Generous windows and sliders afford beautiful open views of the

    Peter Walsh Re/Max Valley Shore

    88 Winthrop Rd, Chester, CT 06412
  • /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

    $117,500

    • 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
  • /39

    $595,000

    • 3 Beds
    • 2.5 Baths
    • 2,018 Sq Ft

    21 River Ln, Deep River, CT 06417

    Remodeled from the ground up this home is ready for new owners to move right in and enjoy! Centrally located to the village center & the CT River, gives you easy access to the town center where you find small shops, grocery store, pharmacy, library, town green & more. In the other direction you are close to the Connecticut River where there is boating, water skiing, kayaking & more. The exterior

    Brian Jermainne Team Jermainne Real Estate Services, LLC

    21 River Ln, Deep River, CT 06417
  • /19

    $465,000

    • 5 Beds
    • 2 Baths
    • 2,090 Sq Ft

    100 N Tower Hill Rd, Killingworth, CT 06419

    Escape to the country in peaceful Killingworth! Set on 3+ acres with a pool, pond, and horse-friendly zoning, this property offers privacy, nature, and endless potential. Enjoy a quiet setting across from a tree reserve. Recent updates include a new septic system, working well, newer roof sections, and solid furnace. Ideal for buyers ready to customize and create their dream home. Sold AS IS -

    Jason Saphire www.HomeZu.com

    100 N Tower Hill Rd, Killingworth, CT 06419
  • /25

    $540,000

    • 3 Beds
    • 2.5 Baths
    • 1,639 Sq Ft

    87 Rattling Valley Rd, Deep River, CT 06417

    For the first time on the market, this enchanting 4.6 acre property invites you to live immersed in nature - where wooded trails, abundant wildlife, and water access are part of everyday life. Sharing a property line with the pristine Pratt Cove, a protected wetland alive with birdlife and native plants, this home is a true sanctuary for outdoor enthusiasts. Launch a canoe from your backyard and

    Sacha Armstrong William Pitt Sotheby's International Realty

    87 Rattling Valley Rd, Deep River, CT 06417
  • /38

    $163,900

    • 2 Beds
    • 1 Bath
    • 864 Sq Ft

    24 Boulder Trail, Killingworth, CT 06419

    Do you prefer saltwater or freshwater? Here you can ENJOY BOTH - with an in-ground pool AND access to CLINTON TOWN BEACH! Welcome to this move-in ready 2 Bedroom/1 Bath home nestled in Killingworth's sought-after Sun community. With brand new flooring throughout and FRESHLY PAINTED interiors, this home is waiting for you to make it your own. Good-sized eat-in kitchen offers granite countertops

    Felix DuVerger Berkshire Hathaway NE Prop.

    24 Boulder Trail, Killingworth, CT 06419
  • /21

    $120,000

    • 2 Beds
    • 1 Bath
    • 672 Sq Ft

    8 Livemore Trail, Killingworth, CT 06419

    Welcome to the Beechwood Community! 8 Livemore Trail presents an affordable opportunity to live in one of the shoreline's most desirable manufactured home communities. This well-maintained 2-bedroom home has offers a smart and efficient layout with fresh paint, flooring throughout. Too many updates to list them all, please see the disclosures! The sun-filled living room opens to an eat-in kitchen

    Brianne Decio RE/MAX on the Bay

    8 Livemore Trail, Killingworth, CT 06419
  • /17

    $799,000 Open Sun 12PM - 2PM

    • 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
  • /39

    $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
  • /4

    $1,700,000

    • 5 Beds
    • 3 Baths
    • 4,180 Sq Ft

    168 Main St, Deep River, CT 06417

    High Income Producing properties. The tenants are responsible for Propane, Electric and Cable. Each apartment has its own electric service, propane heating system and propane hot water heater. The landlord pays for water and sewer. There is a large above ground Propane Tank located on the back of the property. This tank supplies propane to everyone. There are separate propane meters for each

    Michael Zubretsky Venture One Realty

    168 Main St, Deep River, CT 06417
  • /2

    $1,700,000

    • 7 Beds
    • 5 Baths
    • 3,461 Sq Ft

    170 Main St, Deep River, CT 06417

    The tenants are responsible for Propane, Electric and Cable. Each apartment has its own electric service, propane heating system and propane hot water heater. The landlord pays for water and sewer. There is a large above ground Propane Tank located on the back of the property. This tank supplies propane to everyone. There are separate propane meters for each apartment and the laundry, so

    Michael Zubretsky Venture One Realty

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

    $419,900

    • 4 Beds
    • 1.5 Baths
    • 1,688 Sq Ft

    46 Hemlock Dr, Deep River, CT 06417

    Charming home located just out of town. Nicely laid out for entertaining in and out. Large living room with fireplace and cathedral ceiling. 2 Bedrooms and a full bath on the main floor. 11x20 Eat In Kitchen with granite counter tops. Second floor has a sitting/play area, 2 bedrooms and a 1/2 bath. Rear screened porch overlooks the terraced backyard. Large 13x34 deck steps down to the inground

    Craig Milton Re/Max Valley Shore

    46 Hemlock Dr, 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

    $1,349,000

    • 4 Beds
    • 3.5 Baths
    • 4,072 Sq Ft

    14 Ely Ln, Killingworth, CT 06419

    Killingworth CT - Stunning Colonial of 4072 sf. This 4 bedroom, 3 1/2 baths, masterfully built home is beyond compare. Owners have created an outstanding sanctuary. PRIVACY prevails amidst the joy of nature, + impressive lifestyle amenities: In-ground Gunite salt water heated pool, several patio areas, beautifully fenced in established gardens, plus an additional fenced in area for your family or

    Laurie McCann William Pitt Sotheby's Int'l

    14 Ely Ln, 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
  • /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
  • /8

    $695,000

    • 2 Baths
    • 5,460 Sq Ft

    156 Main St, Deep River, CT 06417

    This is a rare opportunity to acquire a stabilized retail asset with recent CAP ex renovations in Downtown Deep River. Inside the past 5 years the owner has replaced the entire roof, upgraded the electrical service and replaced all of the furnaces. Upon leasing up the existing units along with the 800sqft space in the rear of the building, this property will appraise north of $1M. For well

    Connor Wenchell VC Property Group, LLC

    156 Main St, Deep River, CT 06417
  • /39

    $363,900

    • 1 Bed
    • 1 Bath
    • 786 Sq Ft

    538 Winthrop Rd Unit 5, Deep River, CT 06417

    Welcome to 538 Winthrop Rd - a beautifully maintained and elegantly updated bungalow. This charming 1-bedroom, 1-bath home offers 786 sq ft of cozy living space, perfect for a weekend retreat or year-round residence. Step into the spacious kitchen featuring Italian marble countertops with a large island, solid wood white cabinetry, and a stainless steel French-door refrigerator. Just off the

    Santo Gulino William Raveis Real Estate

    538 Winthrop Rd Unit 5, Deep River, CT 06417
  • /40

    $1,499,900

    • 4 Beds
    • 4 Baths
    • 4,154 Sq Ft

    180 Green Hill Rd, Killingworth, CT 06419

    Step into timeless elegance at this magnificent 1760 Colonial estate, beautifully restored to blend historic charm with modern comfort. Nestled on 8.2 acres of picturesque land, this 4,300 sq. ft. home features four spacious bedrooms and four full bathrooms, including a stunning primary suite with a fireplace, sitting room, and dressing area. Enjoy the warmth of six working fireplaces, a newly

    James Luth HERE Realty

    180 Green Hill Rd, 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
  • /37

    $1,349,000

    • 5 Beds
    • 6 Baths
    • 5,364 Sq Ft

    17 Lookout Hill, Essex, CT 06426

    An impressive and enchanting private retreat set on 1.51 acres atop a quiet cul-de-sac minutes from Essex village and the CT river. The perfect sanctuary for those seeking tranquility with room to entertain family and friends. Recent updates include new skylights, a freshly painted interior, and refinished wide-board hardwood flooring. 4,714 SF - PLUS a very useful 650 SF walk-out lower level

    Rick Weiner William Pitt Sotheby's Int'l

    17 Lookout Hill, Essex, CT 06426
  • /2

    $985,000

    • Land
    • 33.97 Acres
    • $28,996 per Acre

    88 Winthrop Rd, Chester, CT 06412

    The wooded 33.97 acre site has extensive open water views with frontage on Winthrop Road (Rt 145) and Butter Jones Road. The property abuts Deep River and Killingworth with convenient access to charming shopping areas. Also, the Chester Airport is within walking distance. A long driveway winds through the spacious, park-like setting, ideal for a planned unit development.

    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 $549,932.
How many homes have sold over the last 12 months in Deep River, CT?
47 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, 06442, 06412, 06409 and 06426.
How much do you need to make to afford a house in Deep River?
The median home price in Deep River is $459,500. If you put a 20% down payment of $91,900 and had a 30-year fixed mortgage with an interest rate of 6.17%, your estimated principal and interest payment would be $2,240 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $96K a year to afford the median home price in Deep River.
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
$460,000
Median Single Family Sale Price
$503,000
Average Price Per Sq Ft
$323
Number of Homes for Sale
7
Last 12 months Home Sales
47
Months of Supply
1.80
Median List Price
$459,500
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
11%
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