3,999

Deep River, CT Homes

Section Image
    • 57 Stonehill Dr, Killingworth, CT 06419

      Est $809,571

      Not Listed For Sale

      57 Stonehill Dr, Killingworth, CT 06419

      • 4 Beds
      • 2.5 Baths
      • 2,821 Sq Ft
      • Built 1998
      57 Stonehill Dr, Killingworth, CT 06419

      Last Sold Summary

      • 45 Days On Market

      Last Listing Agent Linda O'Hara William Raveis Real Estate

  • 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
  • 5 Tower Hill Lake Rd, Deep River, CT 06417

    $480,000

    Sold Sep 16, 2025

    5 Tower Hill Lake Rd, Deep River, CT 06417

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

    Last Sold Summary

    • 20% Below List Price
    • $188/SF
    • 63 Days On Market

    Current Estimated Value $514,851

    Last Listing Agent Victoria Schroeder Kazantzis Real Estate, LLC

    5 Tower Hill Lake Rd, Deep River, CT 06417
    • 92 Main St Unit 226, Deep River, CT 06417

      Est $260,610

      Not Listed For Sale

      92 Main St Unit 226, Deep River, CT 06417

      • 2 Beds
      • 2 Baths
      • 1,078 Sq Ft
      • Built 1985
      92 Main St Unit 226, Deep River, CT 06417

      Last Sold Summary

      • 12 Days On Market

      Last Listing Agent Rachel Welch William Raveis Real Estate

  • 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
  • 8 Phelps Ln, Deep River, CT 06417

    $331,500

    Sold Jul 21, 2026

    8 Phelps Ln, Deep River, CT 06417

    • 2 Beds
    • 1 Bath
    • 912 Sq Ft
    • Built 1980

    Last Sold Summary

    • 11% Above List Price
    • $363/SF
    • 27 Days On Market

    Current Estimated Value $324,696

    Last Listing Agent kathleen mullins Real Broker CT, LLC

    8 Phelps Ln, Deep River, CT 06417
    • 8 Jones Ln, Deep River, CT 06417

      Est $332,224

      Not Listed For Sale

      8 Jones Ln, Deep River, CT 06417

      • 3 Beds
      • 1 Bath
      • 984 Sq Ft
      • Built 1953
      8 Jones Ln, Deep River, CT 06417

      Last Sold Summary

      • 53 Days On Market

      Last Listing Agent Craig Milton Re/Max Valley Shore

  • 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

    $849,900

    $100K PRICE DROP Under Contract
    • 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
  • 112 Cedar Swamp Rd, Deep River, CT 06417

    $605,000

    Sold Apr 29, 2026

    112 Cedar Swamp Rd, Deep River, CT 06417

    • 4 Beds
    • 3 Baths
    • 2,969 Sq Ft
    • Built 1940

    Last Sold Summary

    • 7% Below List Price
    • $204/SF
    • 207 Days On Market

    Current Estimated Value $620,445

    Last Listing Agent Gigi Giordano Taylor Compass Connecticut, LLC

    112 Cedar Swamp Rd, Deep River, CT 06417
    • 83 River Rd, Deep River, CT 06417

      Est $1,424,387

      Not Listed For Sale

      83 River Rd, Deep River, CT 06417

      • 4 Beds
      • 4 Baths
      • 2,700 Sq Ft
      • Built 1797
      83 River Rd, Deep River, CT 06417

      Last Sold Summary

      • 43 Days On Market

      Last Listing Agent Tim Boyd William Pitt Sotheby's Int'l

  • 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
  • 15 Colonial Dr, Killingworth, CT 06419

    $635,000

    Sold Oct 24, 2025

    15 Colonial Dr, Killingworth, CT 06419

    • 3 Beds
    • 4 Baths
    • 1,989 Sq Ft
    • Built 1988

    Last Sold Summary

    • 7% Above List Price
    • $319/SF
    • 25 Days On Market

    Current Estimated Value $669,359

    Last Listing Agent Laurie Trulock Compass Connecticut, LLC

    15 Colonial Dr, Killingworth, CT 06419
    • 39 Buell Hill Rd, Killingworth, CT 06419

      Est $869,903

      Not Listed For Sale

      39 Buell Hill Rd, Killingworth, CT 06419

      • 4 Beds
      • 2.5 Baths
      • 3,328 Sq Ft
      • Built 2001
      39 Buell Hill Rd, Killingworth, CT 06419

      Last Sold Summary

      • 48 Days On Market

      Last Listing Agent Rose Ciardiello William Raveis Real Estate

  • 5 Stonewall Dr, Killingworth, CT 06419
    5 Stonewall Dr, Killingworth, CT 06419
    5 Stonewall Dr, Killingworth, CT 06419
    /39

    $235,000

    $10K PRICE DROP Pending
    • 2 Beds
    • 1.5 Baths
    • 1,046 Sq Ft

    5 Stonewall Dr, Killingworth, CT 06419

    Location,location, location 2 bedroom 2 bath home located on a private level yard overlooking the woods & a classic stonewall surrounded by perennials.A peaceful natural setting for this light and airy freshly remodeled home emphasizes a cozy and comfortable yet polished living space perfect for relaxing or entertaining. The mix of light natural wood tones of the luxury vinyl flooring throughout

    Karen Bruno Roos Williams Real Estate

    5 Stonewall Dr, Killingworth, CT 06419
  • 56 Shailer Pond Rd, Deep River, CT 06417

    $730,000

    Sold Jul 29, 2026

    56 Shailer Pond Rd, Deep River, CT 06417

    • 3 Beds
    • 2.5 Baths
    • 2,848 Sq Ft
    • Built 1999

    Last Sold Summary

    • 1% Above List Price
    • $256/SF
    • 38 Days On Market

    Current Estimated Value $723,678

    Last Listing Agent Rachel Welch William Raveis Real Estate

    56 Shailer Pond Rd, Deep River, CT 06417
    • 92 Main St Unit 2, Deep River, CT 06417

      Est $254,630

      Not Listed For Sale

      92 Main St Unit 2, Deep River, CT 06417

      • 1 Bed
      • 1 Bath
      • 1,022 Sq Ft
      • Built 1985
      92 Main St Unit 2, Deep River, CT 06417

      Last Sold Summary

      • 49 Days On Market

      Last Listing Agent Craig Milton Re/Max Valley Shore

  • 78 Meadow Woods Rd, Deep River, CT 06417
    78 Meadow Woods Rd, Deep River, CT 06417
    78 Meadow Woods Rd, Deep River, CT 06417
    /39

    $850,000

    • 4 Beds
    • 2.5 Baths
    • 2,756 Sq Ft

    78 Meadow Woods Rd, Deep River, CT 06417

    An oasis of privacy, peace and elegance awaits you here at one of Deep River's most desirable locations. Spring and summer song birds serenade you from the refurbished deck nestled among mature trees covering 3.21 acres of gently sloping land. As you enter through colorful gardens professionally landscaped for minimal maintenance, you'll be greeted by rich Brazilian Cherry hardwood floors that

    Gerard Sullivan Coldwell Banker Realty

    78 Meadow Woods Rd, Deep River, CT 06417
  • 4 Hunters Ridge Rd, Killingworth, CT 06419

    $705,000

    Sold Apr 30, 2026

    4 Hunters Ridge Rd, Killingworth, CT 06419

    • 3 Beds
    • 2.5 Baths
    • 2,304 Sq Ft
    • Built 1989

    Last Sold Summary

    • 1% Above List Price
    • $306/SF
    • 36 Days On Market

    Current Estimated Value $706,866

    Last Listing Agent Shelly Cumpstone Coldwell Banker Realty

    4 Hunters Ridge Rd, Killingworth, CT 06419
    • 92 Main St Unit 406, Deep River, CT 06417

      Est $274,904

      Not Listed For Sale

      92 Main St Unit 406, Deep River, CT 06417

      • 2 Beds
      • 2 Baths
      • 1,034 Sq Ft
      • Built 1985
      92 Main St Unit 406, Deep River, CT 06417

      Last Sold Summary

      • 32 Days On Market

      Last Listing Agent Katie Korpi Berkshire Hathaway NE Prop.

  • 77 Scenic View Dr Unit 4, Deep River, CT 06417
    77 Scenic View Dr Unit 4, Deep River, CT 06417
    77 Scenic View Dr Unit 4, Deep River, CT 06417
    /21

    $259,900

    Under Contract
    • 2 Beds
    • 1.5 Baths
    • 1,232 Sq Ft

    77 Scenic View Dr Unit 4, Deep River, CT 06417

    Welcome to your new home-a spacious townhouse-style condominium nestled in a peaceful wooded setting in desirable Deep River. This 2-bedroom, 1.5-bath home offers over 1,200 square feet of comfortable living space, featuring an open and functional layout, central air, and abundant natural light throughout. Enjoy your morning coffee on the private balcony or relax on the patio overlooking the

    Cassandra Aronson Puorro Realty Group

    77 Scenic View Dr Unit 4, Deep River, CT 06417
  • 57 Witch Hazel Dr, Deep River, CT 06417

    $610,000

    Sold May 12, 2026

    57 Witch Hazel Dr, Deep River, CT 06417

    • 3 Beds
    • 2.5 Baths
    • 1,887 Sq Ft
    • Built 1988

    Last Sold Summary

    • 11% Above List Price
    • $323/SF
    • 24 Days On Market

    Current Estimated Value $600,493

    Last Listing Agent Kris Cole Waterhouse Realty LLC

    57 Witch Hazel Dr, Deep River, CT 06417
    • 27 Kirtland St, Deep River, CT 06417

      Est $460,520

      Not Listed For Sale

      27 Kirtland St, Deep River, CT 06417

      • 3 Beds
      • 2 Baths
      • 1,202 Sq Ft
      • Built 1835
      27 Kirtland St, Deep River, CT 06417

      Last Sold Summary

      • 36 Days On Market

      Last Listing Agent Lynn Lehrman Re/Max Valley Shore

  • 365 Winthrop Rd, Deep River, CT 06417
    365 Winthrop Rd, Deep River, CT 06417
    365 Winthrop Rd, Deep River, CT 06417
    /40

    $475,000

    Under Contract
    • 3 Beds
    • 2 Baths
    • 1,984 Sq Ft

    365 Winthrop Rd, Deep River, CT 06417

    Welcome to 365 Winthrop Road in Deep River, where historic charm meets thoughtful updates. This beautifully maintained 3-bedroom, 2-bathroom home offers timeless character alongside the conveniences of modern living. The spacious main level features a large kitchen, formal dining room, inviting living room, cozy den, and a stunning great room with French doors leading to the backyard, perfect for

    Kira Coon William Raveis Real Estate

    365 Winthrop Rd, Deep River, CT 06417
  • 115 Hemlock Dr, Killingworth, CT 06419

    $80,000

    Sold May 01, 2026

    115 Hemlock Dr, Killingworth, CT 06419

    • Land
    • 2.7 Acres
    • $29,630 per Acre

    Last Sold Summary

    • 6% Below List Price
    • 423 Days On Market

    Current Estimated Value $80,107

    Last Listing Agent Craig Milton Re/Max Valley Shore

    115 Hemlock Dr, Killingworth, CT 06419
    • 45 Kenilworth Dr, Killingworth, CT 06419

      Not Listed For Sale

      45 Kenilworth Dr, Killingworth, CT 06419

      • 3 Beds
      • 1.5 Baths
      • 1,216 Sq Ft
      • Built 1975
      45 Kenilworth Dr, Killingworth, CT 06419

      Last Sold Summary

      • 91 Days On Market

      Last Listing Agent Michael Maynard New Neighbors Real Estate

  • 72 Winter Ave, Deep River, CT 06417
    72 Winter Ave, Deep River, CT 06417
    72 Winter Ave, Deep River, CT 06417
    /30

    $259,000

    Pending
    • 3 Beds
    • 3 Baths
    • 1,836 Sq Ft

    72 Winter Ave, Deep River, CT 06417

    Per seller request, HIGHEST & BEST offers DUE TUESDAY 8/4 at 1PM. This one owner home is tucked away on a private street in the heart of Deep River. Opportunity abounds with a large kitchen, dining room and living room... ready for you to make the design decisions suiting your needs and style. With two bedrooms on the second floor and an additional third bedroom on the first floor you'll feel

    Cara Bernard Coldwell Banker Realty

    72 Winter Ave, Deep River, CT 06417
  • 25 Union St, Deep River, CT 06417

    $426,000

    Sold Apr 16, 2026

    25 Union St, Deep River, CT 06417

    • 3 Beds
    • 1.5 Baths
    • 2,012 Sq Ft
    • Built 1800

    Last Sold Summary

    • 14% Above List Price
    • $212/SF
    • 26 Days On Market

    Current Estimated Value $427,037

    Last Listing Agent Craig Milton Re/Max Valley Shore

    25 Union St, Deep River, CT 06417
    • 454 Route 148, Killingworth, CT 06419

      Est $750,834

      Not Listed For Sale

      454 Route 148, Killingworth, CT 06419

      • 4 Beds
      • 2.5 Baths
      • 2,414 Sq Ft
      • Built 1977
      454 Route 148, Killingworth, CT 06419

      Last Sold Summary

      • 36 Days On Market

      Last Listing Agent Victoria Tavares William Raveis Real Estate

  • 409 River Rd, Deep River, CT 06417
    409 River Rd, Deep River, CT 06417
    409 River Rd, Deep River, CT 06417
    /40

    $3,625,000

    • 5 Beds
    • 4.5 Baths
    • 4,769 Sq Ft

    409 River Rd, Deep River, CT 06417

    Tucked away from the road and set above the CT river on over three acres, this amazing waterfront home is also a secluded personal resort, complete with a pool, spa, and private beach. Designed to showcase river views from every vantage point, the home features high ceilings, floor to ceiling windows, and an expansive open-concept floor plan that brings in an abundance of natural light. A living

    Susan Malan William Pitt Sotheby's Int'l

    409 River Rd, Deep River, CT 06417
  • 8 Route 148, Killingworth, CT 06419

    $700,000

    Sold Dec 16, 2025

    8 Route 148, Killingworth, CT 06419

    • 4 Beds
    • 3 Baths
    • 3,864 Sq Ft
    • Built 1976

    Last Sold Summary

    • 15% Below List Price
    • $181/SF
    • 157 Days On Market

    Current Estimated Value $763,449

    Last Listing Agent Kara Bell J.M. REALTY

    8 Route 148, Killingworth, CT 06419
    • 92 Main St Unit 410, Deep River, CT 06417

      Est $241,654

      Not Listed For Sale

      92 Main St Unit 410, Deep River, CT 06417

      • 1 Bed
      • 1.5 Baths
      • 935 Sq Ft
      • Built 1985
      92 Main St Unit 410, Deep River, CT 06417

      Last Sold Summary

      • 31 Days On Market

      Last Listing Agent Susan Malan William Pitt Sotheby's Int'l

  • 134 Meadow Woods Rd, Deep River, CT 06417
    134 Meadow Woods Rd, Deep River, CT 06417
    /2

    $2,200,000

    • Land
    • 30 Acres
    • $73,333 per Acre

    134 Meadow Woods Rd, Deep River, CT 06417

    Rare opportunity to acquire approximately 30 acres in one of Deep River's most desirable locations. This exceptional property presents a unique residential development opportunity combining privacy, natural beauty, existing improvements, and future potential. The property includes an existing Saltbox style residence and offers subdivision potential for approximately 5-7 residential lots, subject

    Jennifer Gurnell William Raveis Real Estate

    134 Meadow Woods Rd, Deep River, CT 06417
  • 29 Bridlepath Trail, Killingworth, CT 06419

    $232,450

    Sold Oct 10, 2025

    29 Bridlepath Trail, Killingworth, CT 06419

    • 2 Beds
    • 2 Baths
    • 1,460 Sq Ft
    • Built 2001

    Last Sold Summary

    • 7% Below List Price
    • $159/SF
    • 72 Days On Market

    Last Listing Agent Waneta Lenk Carl Guild & Associates

    29 Bridlepath Trail, Killingworth, CT 06419
    • 146 River St, Deep River, CT 06417

      Est $450,409

      Not Listed For Sale

      146 River St, Deep River, CT 06417

      • 3 Beds
      • 2.5 Baths
      • 1,613 Sq Ft
      • Built 1860
      146 River St, Deep River, CT 06417

      Last Sold Summary

      • 31 Days On Market

      Last Listing Agent Tanya Bottaro Real Broker CT, LLC

  • 355 Route 81, Killingworth, CT 06419
    355 Route 81, Killingworth, CT 06419
    355 Route 81, Killingworth, CT 06419
    /34

    $529,900

    Pending
    • 3 Beds
    • 2 Baths
    • 1,487 Sq Ft

    355 Route 81, Killingworth, CT 06419

    Welcome home to this beautiful 3-bedroom Cape, nestled on 2 picturesque acres in the sought-after shoreline community of Killingworth. Originally built in 1780, this move in ready home has been meticulously renovated from top to bottom, offering the perfect blend of outdoor New England charm and modern day living. Step inside to discover a bright, inviting interior featuring a thoughtfully

    Michele Zukowski mygoodagent

    355 Route 81, Killingworth, CT 06419
  • 0 Little City Rd, Killingworth, CT 06419

    $375,000

    Sold Nov 03, 2025

    0 Little City Rd, Killingworth, CT 06419

    • Land
    • 39.14 Acres
    • $9,581 per Acre

    Last Sold Summary

    • 5% Below List Price
    • 31 Days On Market

    Last Listing Agent Joe Wren William Raveis Real Estate

    0 Little City Rd, Killingworth, CT 06419
    • 23 Belmont Ave, Deep River, CT 06417

      Est $406,825

      Not Listed For Sale

      23 Belmont Ave, Deep River, CT 06417

      • 2 Beds
      • 2 Baths
      • 972 Sq Ft
      • Built 1972
      23 Belmont Ave, Deep River, CT 06417

      Last Sold Summary

      • 104 Days On Market

      Last Listing Agent Joe Loguidice William Raveis Real Estate

  • 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
  • 214 Green Hill Rd, Killingworth, CT 06419

    $899,000

    Sold Apr 15, 2026

    214 Green Hill Rd, Killingworth, CT 06419

    • 3 Beds
    • 2.5 Baths
    • 2,945 Sq Ft
    • Built 1825

    Last Sold Summary

    • $305/SF
    • 34 Days On Market

    Current Estimated Value $887,543

    Last Listing Agent Angela Ruel Berkshire Hathaway NE Prop.

    214 Green Hill Rd, Killingworth, CT 06419
    • 77 Scenic View Dr Unit 2, Deep River, CT 06417

      Est $261,513

      Not Listed For Sale

      77 Scenic View Dr Unit 2, Deep River, CT 06417

      • 2 Beds
      • 1.5 Baths
      • 1,232 Sq Ft
      • Built 1971
      77 Scenic View Dr Unit 2, Deep River, CT 06417

      Last Sold Summary

      • 35 Days On Market

      Last Listing Agent Brian Jermainne Team Jermainne Real Estate Services, LLC

Showing Results 81 - 120, Page 3 of 18

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