26

Deep River, CT Homes for Sale

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  • 5 Mitchell Ln, Deep River, CT 06417
    5 Mitchell Ln, Deep River, CT 06417
    5 Mitchell Ln, Deep River, CT 06417
    /30

    $319,900

    • 2 Beds
    • 1.5 Baths
    • 1,081 Sq Ft

    5 Mitchell Ln, Deep River, CT 06417

    With front porch charm, blooming perennial gardens, and that unmistakable storybook feeling, this home instantly captures your heart. Lovingly cared for over the years, it offers the perfect balance of comfort and character. The updated kitchen opens to a sunlit dining and family area, creating a welcoming space for gatherings. A cozy reading nook and an inviting office and half bath makes the

    Nancy Leonard William Raveis Real Estate

    5 Mitchell Ln, Deep River, CT 06417
  • 25 Roast Meat Hill Rd, Killingworth, CT 06419
    25 Roast Meat Hill Rd, Killingworth, CT 06419
    25 Roast Meat Hill Rd, Killingworth, CT 06419
    /10

    $879,000 Open Sat 1PM - 3PM

    • 4 Beds
    • 2.5 Baths
    • 3,554 Sq Ft

    25 Roast Meat Hill Rd, Killingworth, CT 06419

    Country and Convenience! Welcome to 25 Roast Meat Hill. This spacious 4-bedroom, 2.5-bath home offers 3,554 sq. ft. of living space plus over 800 sq. ft. in a finished walk-out lower level, all set on 2.9 acres of peaceful countryside. Enjoy the perfect balance of privacy and convenience, just minutes from local amenities and shoreline attractions. Enter the property via a driveway flanked by

    Claire Kilmer Coldwell Banker Realty

    25 Roast Meat Hill Rd, 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
  • 92 Main St Unit 101, Deep River, CT 06417
    92 Main St Unit 101, Deep River, CT 06417
    92 Main St Unit 101, 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
  • 163 Main St, Deep River, CT 06417
    163 Main St, Deep River, CT 06417
    163 Main St, Deep River, CT 06417
    /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
  • 10 Whitewood Rd, Killingworth, CT 06419
    10 Whitewood Rd, Killingworth, CT 06419
    10 Whitewood Rd, Killingworth, CT 06419
    /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
  • 21 River Ln, Deep River, CT 06417
    21 River Ln, Deep River, CT 06417
    21 River Ln, Deep River, CT 06417
    /39

    $545,000

    • 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
  • 100 N Tower Hill Rd, Killingworth, CT 06419
    100 N Tower Hill Rd, Killingworth, CT 06419
    100 N Tower Hill Rd, Killingworth, CT 06419
    /19

    $455,000

    • 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
  • 33 Whitewood Rd, Killingworth, CT 06419
    33 Whitewood Rd, Killingworth, CT 06419
    33 Whitewood Rd, Killingworth, CT 06419
    /8

    $114,999

    • 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
  • 62 River St, Deep River, CT 06417
    62 River St, Deep River, CT 06417
    62 River St, Deep River, CT 06417
    /17

    $799,000

    • 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
  • 112 Cedar Swamp Rd, Deep River, CT 06417
    112 Cedar Swamp Rd, Deep River, CT 06417
    112 Cedar Swamp Rd, 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
  • 168 Main St, Deep River, CT 06417
    168 Main St, Deep River, CT 06417
    168 Main St, 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
  • 170 Main St, Deep River, CT 06417
    170 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
  • 46 Hemlock Dr, Deep River, CT 06417
    46 Hemlock Dr, Deep River, CT 06417
    46 Hemlock Dr, 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
  • 275 Route 148, Killingworth, CT 06419
    275 Route 148, Killingworth, CT 06419
    275 Route 148, 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
  • 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
  • 14 Kenilworth Dr, Killingworth, CT 06419
    14 Kenilworth Dr, Killingworth, CT 06419
    14 Kenilworth Dr, Killingworth, CT 06419
    /29

    $649,900 Open Sat 10AM - 12PM

    • 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
  • 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

    Agent Photo

    Gene Pica

    RE/MAX Alliance

    (860) 854-3783

    262 Connecticut 81, Killingworth, CT 06419
  • 14 Ely Ln, Killingworth, CT 06419
    14 Ely Ln, Killingworth, CT 06419
    14 Ely Ln, 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
  • 538 Winthrop Rd, Deep River, CT 06417
    538 Winthrop Rd, Deep River, CT 06417
    538 Winthrop Rd, Deep River, CT 06417
    /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
  • 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
  • 180 Green Hill Rd, Killingworth, CT 06419
    180 Green Hill Rd, Killingworth, CT 06419
    180 Green Hill Rd, Killingworth, CT 06419
    /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
  • 88 Winthrop Rd, Chester, CT 06412
    88 Winthrop Rd, Chester, CT 06412
    /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
  • 88 Winthrop Rd, Chester, CT 06412
    88 Winthrop Rd, Chester, CT 06412
    88 Winthrop Rd, Chester, CT 06412
    /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
  • 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
  • 17 Lookout Hill, Essex, CT 06426
    17 Lookout Hill, Essex, CT 06426
    17 Lookout Hill, Essex, CT 06426
    /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
Connecticut Middlesex County Deep River

Real Estate & Homes for Sale in Deep River, CT

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 $553,846.
How many homes have sold over the last 12 months in Deep River, CT?
49 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 $450,000. If you put a 20% down payment of $90,000 and had a 30-year fixed mortgage with an interest rate of 6.24%, your estimated principal and interest payment would be $2,210 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $95K 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 53 days. The median sale price for homes in Deep River, CT over the last 12 months is $460,000, up 9% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$460,000
Median Single Family Sale Price
$493,750
Average Price Per Sq Ft
$317
Number of Homes for Sale
8
Last 12 months Home Sales
49
Months of Supply
2.00
Median List Price
$450,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
9%
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