Deep River, CT Homes

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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

  

  Anthony Velez

  VC Property Group, LLC

  87 Main St, Deep River, CT 06417
• Explore Deep River

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  /17

  $2,200 Per Month

  • 3 Beds
  • 1.5 Baths
  • 1,481 Sq Ft
  • House for Rent

  64 Winter Ave, Deep River, CT 06417

  3 Bedroom, 1 1/2 bath home conveniently located close to Deep River town center. Enclosed porch, built-in cabinets in living room, hardwood floors, laundry in basement. Security Deposit and Credit Check required.

  Craig Milton Re/Max Valley Shore

  64 Winter Ave, Deep River, CT 06417
• 

  $414,900

  Sold Dec 23, 2025

  200 Westbrook Rd, Deep River, CT 06417

  • 3 Beds
  • 1.5 Baths
  • 1,432 Sq Ft
  • Built 1969

  Last Sold Summary

  • $290/SF
  • 89 Days On Market

  Current Estimated Value $424,257

  Last Listing Agent Joanne Putnam DB Associates of CT, LLC

  200 Westbrook Rd, Deep River, CT 06417
• 

  Est $515,958

  Not Listed For Sale

  5 Tower Hill Lake Rd, Deep River, CT 06417

  • 3 Beds
  • 2.5 Baths
  • 2,550 Sq Ft
  • Built 1976

  5 Tower Hill Lake Rd, Deep River, CT 06417

  Last Sold Summary

  • 63 Days On Market

  Last Listing Agent Victoria Schroeder Kazantzis Real Estate, LLC
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  /40

  $999,900

  Under Contract

  • 4 Beds
  • 3.5 Baths
  • 4,043 Sq Ft

  141 Cedar Swamp Rd, Deep River, CT 06417

  Set on nearly six beautifully landscaped acres, this distinctive four-bedroom, three-and-a-half-bath estate blends timeless character with thoughtfully designed living spaces. A welcoming foyer with brick flooring sets the tone, with custom details throughout including wide-board floors, exposed beams, french doors, detailed millwork and four fireplaces. The kitchen is anchored by an impressive

  

  Kelly Puorro

  Puorro Realty Group

  141 Cedar Swamp Rd, Deep River, CT 06417
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  /13

  $1,650 Per Month

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft
  • House for Rent

  489 N Roast Meat Hill Rd, Killingworth, CT 06419

  Bright, spacious, private apartment in home on winding, picturesque country road. 2 sleeping areas (sleeps up to 6). Monthly rent includes WiFi internet. This spacious, private guest apartment is located in a home on 4 acres of property, surrounded by forest. Despite the peaceful, rural location, it is located only 12 minutes from beautiful Long Island Sound beaches and other attractions, such as

  Cindy Breckheimer Forever Homes Real Estate LLC

  489 N Roast Meat Hill Rd, Killingworth, CT 06419
• 

  $407,000

  Sold Nov 24, 2025

  69 High St, Deep River, CT 06417

  • 2 Beds
  • 1.5 Baths
  • 1,440 Sq Ft
  • Built 1927

  Last Sold Summary

  • 4% Above List Price
  • $283/SF
  • 34 Days On Market

  Current Estimated Value $414,161

  Last Listing Agent Jill D'Angelo-Powers Coldwell Banker Realty

  69 High St, Deep River, CT 06417
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  Not Listed For Sale

  0 Westbrook Rd, Deep River, CT 06417

  0 Westbrook Rd, Deep River, CT 06417

  Last Sold Summary

  • 62 Days On Market

  Last Listing Agent Bill Moore Coldwell Banker Realty
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  /23

  $98,500

  Under Contract

  • 2 Beds
  • 1 Bath
  • 672 Sq Ft

  12 Country Club Trail, Killingworth, CT 06419

  Welcome to the Sun Community in Killingworth, truly a wonderful and well maintained community! This 2 bedroom, one full bath home has a large eat-in kitchen that is sunny and bright and has been updated. The living room has vaulted ceilings giving it a spacious feel. The primary is large enough for a queen bed and has access to the Jack and Jill bath with walk in shower. The stackable washer and

  

  Shelly Cumpstone

  Coldwell Banker Realty

  12 Country Club Trail, Killingworth, CT 06419
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  /33

  $2,600 Per Month

  • 2 Beds
  • 1 Bath
  • 1,056 Sq Ft
  • House for Rent

  10 Phelps Ln, Deep River, CT 06417

  Great Ranch Rental - Newly Remodeled - 2 Bedrooms, additional room for office or sitting room (can also be used as a bedroom), Large Living Room and Kitchen. All New Appliances with newer dishwasher. New Countertops and new flooring. Washer and Drier in the unit. Central Air. Garage with electric. Great back yard fenced in. Walking distance to the Connecticut River where you can have lunch in the

  Sharon Fox Carl Guild & Associates

  10 Phelps Ln, Deep River, CT 06417
• 

  $700,000

  Sold Oct 29, 2025

  7 Bushy Hill Rd, Deep River, CT 06417

  • 4 Beds
  • 2.5 Baths
  • 2,828 Sq Ft
  • Built 2010

  Last Sold Summary

  • 17% Above List Price
  • $248/SF
  • 5 Days On Market

  Current Estimated Value $729,964

  Last Listing Agent Rose Ciardiello William Raveis Real Estate

  7 Bushy Hill Rd, Deep River, CT 06417
• 

  Est $247,383

  Not Listed For Sale

  5 Merriwold Ln, Deep River, CT 06417

  5 Merriwold Ln, Deep River, CT 06417

  Last Sold Summary

  • 919 Days On Market

  Last Listing Agent Kevin Geysen William Pitt Sotheby's Int'l
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  /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
• 

  $441,000

  Sold May 21, 2026

  120 Warsaw St, Deep River, CT 06417

  • 3 Beds
  • 1.5 Baths
  • 2,283 Sq Ft
  • Built 1962

  Last Sold Summary

  • 12% Above List Price
  • $193/SF
  • 133 Days On Market

  Current Estimated Value $438,330

  Last Listing Agent Barbara Altieri Coldwell Banker Realty

  120 Warsaw St, Deep River, CT 06417
• 

  Est $508,655

  Not Listed For Sale

  286 River Rd, Deep River, CT 06417

  • 1 Bed
  • Built 2024

  286 River Rd, Deep River, CT 06417

  Last Sold Summary

  • 159 Days On Market

  Last Listing Agent Kate Esposito William Pitt Sotheby's Int'l
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  /38

  $549,900

  $35K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,523 Sq Ft

  24 Long Hill Rd, Deep River, CT 06417

  Generous proportions, versatile living spaces and exceptional outdoor amenities define this beautifully appointed four-bedroom, two-bath split-level ranch. The open-concept kitchen, living and dining areas feature hardwood floors, creating an inviting and connected main living space. A fireplace anchors the living room, while the kitchen features stainless steel appliances, including a Sub-Zero

  

  Kelly Puorro

  Puorro Realty Group

  24 Long Hill Rd, Deep River, CT 06417
• 

  $650,000

  Sold Dec 17, 2025

  12 Rachel Ct, Killingworth, CT 06419

  • 4 Beds
  • 2.5 Baths
  • 2,996 Sq Ft
  • Built 2004

  Last Sold Summary

  • 10% Below List Price
  • $217/SF
  • 82 Days On Market

  Current Estimated Value $719,558

  Last Listing Agent Curt Clemens Jr. Century 21 Clemens Group

  12 Rachel Ct, Killingworth, CT 06419
• 

  Est $1,073,237

  Not Listed For Sale

  61 Cedar Lake Rd, Deep River, CT 06417

  • 3 Beds
  • 3.5 Baths
  • 3,864 Sq Ft
  • Built 2009

  61 Cedar Lake Rd, Deep River, CT 06417

  Last Sold Summary

  • 123 Days On Market

  Last Listing Agent Brenda Davenport Pearce Real Estate
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  /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
• 

  $176,000

  Sold Oct 29, 2025

  6 Country Club Trail, Killingworth, CT 06419

  • 2 Beds
  • 2 Baths
  • 1,045 Sq Ft
  • Built 1986

  Last Sold Summary

  • 5% Above List Price
  • $168/SF
  • 10 Days On Market

  Last Listing Agent Shelly Cumpstone Coldwell Banker Realty

  6 Country Club Trail, Killingworth, CT 06419
• 

  Est $657,986

  Not Listed For Sale

  392 Roast Meat Hill Rd, Killingworth, CT 06419

  • 3 Beds
  • 3 Baths
  • 2,220 Sq Ft
  • Built 1973

  392 Roast Meat Hill Rd, Killingworth, CT 06419

  Last Sold Summary

  • 3 Days On Market

  Last Listing Agent Leigh Whiteman William Raveis Real Estate
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  /39

  $579,900

  Pending

  • 2 Beds
  • 1.5 Baths
  • 1,861 Sq Ft

  41 Glen Grove Rd, Deep River, CT 06417

  A private New England retreat where character, craftsmanship and nature come together. 2-3 bedroom, 1861 sq. ft. country cape set on 3.75 beautifully landscaped acres in Deep River's Winthrop area, 41 Glen Grove is a truly special property surrounded by stone walls, mature plantings and its own private pond. Inside, wide-board floors, exposed beams, built-ins, a slate entry and two fireplaces-one

  Musa Kazam William Raveis Real Estate

  41 Glen Grove Rd, Deep River, CT 06417
• 

  $895,000

  Sold Aug 18, 2026

  10 Grace Ln, Killingworth, CT 06419

  • 4 Beds
  • 3.5 Baths
  • 3,165 Sq Ft
  • Built 1991

  Last Sold Summary

  • 12% Above List Price
  • $283/SF
  • 50 Days On Market

  Current Estimated Value $803,536

  Last Listing Agent Cathy Lynch Coldwell Banker Realty

  10 Grace Ln, Killingworth, CT 06419
• 

  Est $251,081

  Not Listed For Sale

  391 Main St Unit 406, Deep River, CT 06417

  • 2 Beds
  • 1.5 Baths
  • 1,080 Sq Ft
  • Built 1969

  391 Main St Unit 406, Deep River, CT 06417

  Last Sold Summary

  • 48 Days On Market

  Last Listing Agent Craig Milton Re/Max Valley Shore
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  /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
• 

  $630,000

  Sold Nov 17, 2025

  593 Route 148, Killingworth, CT 06419

  • 3 Beds
  • 3.5 Baths
  • 2,564 Sq Ft
  • Built 1800

  Last Sold Summary

  • 5% Above List Price
  • $246/SF
  • 68 Days On Market

  Current Estimated Value $666,862

  Last Listing Agent Cathy Lynch Coldwell Banker Realty

  593 Route 148, Killingworth, CT 06419
• 

  Est $824,310

  Not Listed For Sale

  6 Lobb Rd, Deep River, CT 06417

  • 3 Beds
  • 3 Baths
  • 2,500 Sq Ft
  • Built 1960

  6 Lobb Rd, Deep River, CT 06417

  Last Sold Summary

  • 16 Days On Market

  Last Listing Agent James Childs William Pitt Sotheby's Int'l
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  /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
• 

  $733,500

  Sold Aug 10, 2026

  14 Cow Pen Hill Rd, Killingworth, CT 06419

  • 4 Beds
  • 2.5 Baths
  • 3,615 Sq Ft
  • Built 1962

  Last Sold Summary

  • 5% Above List Price
  • $203/SF
  • 24 Days On Market

  Current Estimated Value $691,199

  Last Listing Agent Lisa Fekete William Raveis Real Estate

  14 Cow Pen Hill Rd, Killingworth, CT 06419
• 

  Est $518,193

  Not Listed For Sale

  309 Roast Meat Hill Rd, Killingworth, CT 06419

  • 3 Beds
  • 2 Baths
  • 2,292 Sq Ft
  • Built 1960

  309 Roast Meat Hill Rd, Killingworth, CT 06419

  Last Sold Summary

  • 17 Days On Market

  Last Listing Agent Kayla Chasse Compass Connecticut, LLC
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  /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
• 

  $1,394,900

  Sold Mar 02, 2026

  13 Cranberry Meadow Ln, Killingworth, CT 06419

  • 5 Beds
  • 3.5 Baths
  • 3,444 Sq Ft
  • Built 2024

  Last Sold Summary

  • 27% Above List Price
  • $405/SF
  • 158 Days On Market

  Current Estimated Value $1,100,918

  Last Listing Agent Rob Paskiewicz CT Home Pro, LLC

  13 Cranberry Meadow Ln, Killingworth, CT 06419
• 

  Est $407,858

  Not Listed For Sale

  7 Cloverdale Cir, Deep River, CT 06417

  • 3 Beds
  • 2 Baths
  • 912 Sq Ft
  • Built 1963

  7 Cloverdale Cir, Deep River, CT 06417

  Last Sold Summary

  • 27 Days On Market

  Last Listing Agent Erin Borruso William Pitt Sotheby's Int'l
• 

  

  /40

  $684,900

  Pending

  • 4 Beds
  • 2.5 Baths
  • 2,126 Sq Ft

  29 Union St, Deep River, CT 06417

  Built Circa 1765 as a home for the village blacksmith Benjamin Handy, this home retains the character, detail, and history of the original house with the addition of an amazing modern rear wing that includes an open floor plan kitchen, dining, and family room -- offering the best of the old and the new. The new addition also includes a spacious pantry/laundry, mudroom, full bath, and access to a

  Susan Malan William Pitt Sotheby's Int'l

  29 Union St, Deep River, CT 06417
• 

  $720,000

  Sold Dec 18, 2025

  37 Titus Coan Rd, Killingworth, CT 06419

  • 3 Beds
  • 2.5 Baths
  • 2,471 Sq Ft
  • Built 1998

  Last Sold Summary

  • $291/SF
  • 27 Days On Market

  Current Estimated Value $752,817

  Last Listing Agent Colette Harron William Pitt Sotheby's Int'l

  37 Titus Coan Rd, Killingworth, CT 06419
• 

  Est $527,578

  Not Listed For Sale

  23 Warwickshire Dr, Killingworth, CT 06419

  • 4 Beds
  • 2 Baths
  • 1,914 Sq Ft
  • Built 1992

  23 Warwickshire Dr, Killingworth, CT 06419

  Last Sold Summary

  • 23 Days On Market

  Last Listing Agent Sheila Tinn-Murphy Berkshire Hathaway NE Prop.
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  /40

  $750,000

  Open Sun 1PM - 3PM

  • 3 Beds
  • 3.5 Baths
  • 2,354 Sq Ft

  628 Route 148, Killingworth, CT 06419

  Welcome to your own private retreat! This exceptional custom 3-bedroom Cape Cod home sits on 2 sprawling, peaceful acres and offers the perfect blend of modern upgrades and ultimate outdoor living. Step inside to a main floor designed for both everyday comfort and effortless entertaining. Remodeled Kitchen: The heart of the home features updated cabinetry and finishes, anchored by a cozy

  Bob Allison William Pitt Sotheby's Int'l

  628 Route 148, Killingworth, CT 06419
• 

  $175,000

  Sold Jun 12, 2026

  0 Cedar Swamp Rd, Deep River, CT 06417

  • Land
  • 2.41 Acres
  • $72,614 per Acre

  Last Sold Summary

  • 8% Below List Price
  • 14 Days On Market

  Last Listing Agent Rick Allen William Raveis Real Estate

  0 Cedar Swamp Rd, Deep River, CT 06417
• 

  Est $831,237

  Not Listed For Sale

  57 Laurel Ridge Trail, Killingworth, CT 06419

  • 4 Beds
  • 2.5 Baths
  • 3,225 Sq Ft
  • Built 1999

  57 Laurel Ridge Trail, Killingworth, CT 06419

  Last Sold Summary

  • 32 Days On Market

  Last Listing Agent Dana Weinstein Coldwell Banker Realty
• 

  

  /40

  $329,900

  Pending

  • 2 Beds
  • 1 Bath
  • 1,015 Sq Ft

  16 Jones Ln, Deep River, CT 06417

  Great Deep River opportunity in the most charming neighborhood 1/2 mile to downtown, little over a mile to Deep River Landing and approx 2-minute drive to Route 9 access! Storybook 1900's home adorned with absolutely beautiful plantings, trees and shrubbery with something always blooming during growing seasons! Energy conscious home is packed with value. Rare offering of geothermal combined with

  Matt Christie Berkshire Hathaway NE Prop.

  16 Jones Ln, Deep River, CT 06417

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