Deep River, CT Homes

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  $699,000 Under Contract

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

  4 Hunters Ridge Rd, Killingworth, CT 06419

  Inspired by the timeless architecture of the Solomon Richardson House at Old Sturbridge Village, this exceptional 1989 saltbox reproduction beautifully blends early American design with modern comfort. Prominently set on 2.1 acres in a cul-de-sac neighborhood in rural Killingworth, this 3-bedroom, 2.5-bath home offers charm, craftsmanship, and serene surroundings. A stunning entryway welcomes you

  

  Shelly Cumpstone

  Coldwell Banker Realty

  (860) 854-1827

  4 Hunters Ridge Rd, Killingworth, CT 06419
• Explore Deep River

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  /14

  $1,750 total monthly price

  • 3 Beds
  • 1 Bath
  • 900 Sq Ft
  • House for Rent

  122 Main St Unit A, Deep River, CT 06417

  Three bedroom apartment, located in the heart of the charming and quaint downtown area of Deep River. Walk to shops and restaurants daily, from this convenient location. Tenant pays electric for heat and not water. Pets considered. On street parking only. Laundry hook-ups and storage in the unfinished basement.

  John Troland William Raveis Real Estate

  122 Main St Unit A, Deep River, CT 06417
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  $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 $420,514

  Last Listing Agent Joanne Putnam DB Associates of CT, LLC

  200 Westbrook Rd, Deep River, CT 06417
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  Est $645,530 Not Listed For Sale

  62 Lords Ln, Deep River, CT 06417

  • 3 Beds
  • 2 Baths
  • 2,089 Sq Ft
  • Built 1984

  62 Lords Ln, Deep River, CT 06417

  Last Sold Summary

  • 1% Above List Price
  • $307/SF
  • 6 Days On Market

  Last Sold Price $642,000

  Last Listing Agent Maureen Evans William Raveis Real Estate
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  $1,350,000

  • 7 Beds
  • 6 Baths
  • 3,787 Sq Ft

  87 Main St, Deep River, CT 06417

  VC Property Group is proud to present a two-parcel assemblage in Deep River, Connecticut, offering stabilized mixed-use income with residential value and land optionality. The assemblage includes: 87 Main Street - a parcel improved with: a Newer Construction Single Family Residence and a 5-unit mixed-use building (four residential apartments and one retail unit) 55 Prospect Street - a contiguous

  

  Anthony Velez

  VC Property Group, LLC

  (860) 579-1057

  87 Main St, Deep River, CT 06417
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  $2,375 total monthly price

  • 2 Beds
  • 1 Bath
  • 681 Sq Ft
  • House for Rent

  538B Winthrop Rd Unit 9, Deep River, CT 06417

  Beautiful home located at the most amazing location right on Star Lake! This home features new appliances and is ready for new occupants. This 2 bedroom features 50 feet of Lake Star frontage and it is perfect for kayaks and fishing! Apply online and get the chance to live right next to beautiful nature.

  Mikail Naska Eagle Eye Realty PLLC

  538B Winthrop Rd Unit 9, Deep River, CT 06417
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  $500,000 Sold Apr 25, 2025

  109 Witch Hazel Dr, Deep River, CT 06417

  • 3 Beds
  • 4 Baths
  • 1,951 Sq Ft
  • Built 1994

  Last Sold Summary

  • 2% Below List Price
  • $256/SF
  • 44 Days On Market

  Current Estimated Value $515,497

  Last Listing Agent Rachel Welch William Raveis Real Estate

  109 Witch Hazel Dr, Deep River, CT 06417
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  Not Listed For Sale

  1H Sylvan Terrace, Deep River, CT 06417

  1H Sylvan Terrace, Deep River, CT 06417

  Last Sold Summary

  • 1,114 Days On Market

  Last Sold Price $67,500

  Last Listing Agent Carolyn DiPietro Berkshire Hathaway Home Services
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  /25

  $325,000 Pending

  • 3 Beds
  • 1.5 Baths
  • 1,132 Sq Ft

  11 Winter Ave, Deep River, CT 06417

  Check out this gorgeous home completely rebuilt from top to bottom! Imagine... brand new Roof, Siding, Windows, Mechanicals... no hassles for years to come!! This Deep River gem offers all new electrical, heating, and on-demand hot water systems for modern efficiency. Enjoy the stunning new kitchen with soft-close cabinets, stainless steel appliances, and quality finishes throughout. Unique

  

  Amber Jones

  KW Legacy Partners

  (860) 378-8016

  11 Winter Ave, Deep River, CT 06417
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  $1,695 total monthly price

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft
  • Apartment for Rent

  52 Essex St, Deep River, CT 06417

  2 bedroom apartment, modern updates. Walk to town.

  Mark Reyher Reyher Real Estate

  52 Essex St, Deep River, CT 06417
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  $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 $398,396

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

  69 High St, Deep River, CT 06417
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  Est $485,714 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

  • 149% Above List Price
  • $91/SF
  • 159 Days On Market

  Last Sold Price $195,000

  Last Listing Agent Kate Esposito William Pitt
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  $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
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  $10,000 total monthly price

  • 3 Beds
  • 2 Baths
  • 5,228 Sq Ft
  • House for Rent

  558 N Roast Meat Hill Rd, Killingworth, CT 06419

  Welcome to Living on the Farm, a one-of-a-kind Summer Rental May 23, 2026 to Sept 8, 2026 for only $40,000. Fully staffed, working equestrian estate (Yellow Stone Experience). The Main quarters are fully furnished, beautifully maintained, offer everything you would expect from a high-quality retreat-comfortable, clean, and thoughtfully designed. Set on 23 scenic acres, guests can enjoy a true

  Linda O'Hara William Raveis Real Estate

  558 N Roast Meat Hill Rd, Killingworth, CT 06419
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  $765,000 Sold Aug 27, 2025

  24 River Rd, Deep River, CT 06417

  • 3 Beds
  • 2 Baths
  • 1,625 Sq Ft
  • Built 1917

  Last Sold Summary

  • 4% Below List Price
  • $471/SF
  • 89 Days On Market

  Current Estimated Value $747,581

  Last Listing Agent Rick Weiner William Pitt Sotheby's Int'l

  24 River Rd, Deep River, CT 06417
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  Est $1,079,307 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

  • 8% Above List Price
  • $259/SF
  • 123 Days On Market

  Last Sold Price $1,000,000

  Last Listing Agent Brenda Davenport Pearce Real Estate
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  $999,500 Coming Soon

  • 3 Beds
  • 2.5 Baths
  • 1,476 Sq Ft

  559 Route 81, Killingworth, CT 06419

  Contractors and hobbyists take note of this incredible opportunity in Killingworth! This adorable, gabled Cape is set back on a spectacular 2.3 acre lot and features two large accessory barns offering unparalleled storage, workshop, or home business possibilities. The wood-sided main home boasts 3 bedrooms, 2.5 baths, and an attached 2-car garage. Inside, this freshly painted, delightful 1937

  Tina Rupp William Pitt Sotheby's Int'l

  559 Route 81, Killingworth, CT 06419
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  $385,000 Sold Apr 30, 2025

  57 Main St, Deep River, CT 06417

  • 5 Beds
  • 3 Baths
  • 2,000 Sq Ft
  • Built 1800

  Last Sold Summary

  • 4% Below List Price
  • $192/SF
  • 104 Days On Market

  Current Estimated Value $401,741

  Last Listing Agent Rachel Welch William Raveis Real Estate

  57 Main St, Deep River, CT 06417
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  Est $648,751 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

  • 4% Above List Price
  • $282/SF
  • 3 Days On Market

  Last Sold Price $625,000

  Last Listing Agent Leigh Whiteman William Raveis Real Estate
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  $899,000 Under Contract

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

  214 Green Hill Rd, Killingworth, CT 06419

  Discover the perfect blend of historic New England charm and modern comfort in this 1825 farmhouse set on nearly 8 acres of open fields, mature landscape, and a serene stream fed pond. This 4 bed, 3.5 bath home offers an inviting farmhouse style with thoughtfully updated spaces, original architectural details, and room to live, work, and play. A new custom country kitchen serves as the heart of

  Angela Ruel Berkshire Hathaway NE Prop.

  214 Green Hill Rd, Killingworth, CT 06419
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  $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 $685,039

  Last Listing Agent Rose Ciardiello William Raveis Real Estate

  7 Bushy Hill Rd, Deep River, CT 06417
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  Est $497,480 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

  • 11% Above List Price
  • $196/SF
  • 17 Days On Market

  Last Sold Price $450,000

  Last Listing Agent Kayla Chasse Compass Connecticut, LLC
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  $789,000 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 2,798 Sq Ft

  17 Colonial Dr, Killingworth, CT 06419

  Escape to this serene nearly 6-acre homestead perfectly positioned at the end of a quiet cul-de-sac bordering a protected land trust preserve. This property offers the ultimate in privacy and a deep connection to nature with no through-traffic. The home is a modern farmhouse full of light and air, featuring an open floor plan and stunning wide-plank pine floors throughout. With 3 bedrooms, 2.5

  Susan Malan William Pitt Sotheby's Int'l

  17 Colonial Dr, Killingworth, CT 06419
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  $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 $667,304

  Last Listing Agent Curtiss Clemens Jr. Century 21 Clemens Group

  12 Rachel Ct, Killingworth, CT 06419
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  Est $393,426 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

  • 5% Above List Price
  • $411/SF
  • 27 Days On Market

  Last Sold Price $375,000

  Last Listing Agent Erin Borruso William Pitt
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  $785,000 Pending

  • 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
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  $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
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  Est $276,409 Not Listed For Sale

  92 Main St Unit 416, Deep River, CT 06417

  • 2 Beds
  • 2 Baths
  • 1,054 Sq Ft
  • Built 1985

  92 Main St Unit 416, Deep River, CT 06417

  Last Sold Summary

  • 18% Above List Price
  • $223/SF
  • 7 Days On Market

  Last Sold Price $235,000

  Last Listing Agent Linda Toscano Coldwell Banker Realty
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  /13

  $785,000 Under Contract

  • 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 RISE

  511 Route 81, Killingworth, CT 06419
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  $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 $632,338

  Last Listing Agent Cathy Lynch Coldwell Banker Realty

  593 Route 148, Killingworth, CT 06419
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  Est $287,174 Not Listed For Sale

  92 Main St Unit 205, Deep River, CT 06417

  • 2 Beds
  • 2 Baths
  • 999 Sq Ft
  • Built 1985

  92 Main St Unit 205, Deep River, CT 06417

  Last Sold Summary

  • 6% Above List Price
  • $272/SF
  • 34 Days On Market

  Last Sold Price $271,700

  Last Listing Agent Lynn Lehrman RE/MAX
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  /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
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  $195,000 Sold Apr 11, 2025

  4 Country Club Trail, Killingworth, CT 06419

  • 2 Beds
  • 1.5 Baths
  • 1,040 Sq Ft
  • Built 1997

  Last Sold Summary

  • $188/SF
  • 53 Days On Market

  Last Listing Agent Erin Connelly Coldwell Banker Realty

  4 Country Club Trail, Killingworth, CT 06419
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  Est $255,941 Not Listed For Sale

  77 Scenic View Dr Unit 17, Deep River, CT 06417

  • 2 Beds
  • 1 Bath
  • 864 Sq Ft
  • Built 1971

  77 Scenic View Dr Unit 17, Deep River, CT 06417

  Last Sold Summary

  • 35% Above List Price
  • $220/SF
  • 0 Days On Market

  Last Sold Price $190,000

  Last Listing Agent Brian Jermainne Team Jermainne Real Estate Services, LLC
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  $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
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  $235,000 Sold Apr 11, 2025

  5 Merriwold Ln, Deep River, CT 06417

  • Land
  • 1.58 Acres
  • $148,734 per Acre

  Last Sold Summary

  • 37% Below List Price
  • 919 Days On Market

  Current Estimated Value $237,592

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

  5 Merriwold Ln, Deep River, CT 06417
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  Est $339,725 Not Listed For Sale

  13 Cloverdale Cir, Deep River, CT 06417

  • 2 Beds
  • 1 Bath
  • 854 Sq Ft
  • Built 1963

  13 Cloverdale Cir, Deep River, CT 06417

  Last Sold Summary

  • 11% Above List Price
  • $357/SF
  • 11 Days On Market

  Last Sold Price $305,000

  Last Listing Agent Nancy Bullis Coldwell Banker Realty
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  $395,000 Under Contract

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

  120 Warsaw St, Deep River, CT 06417

  Charming home set on approximately 2.5 acres with a tranquil private pond-an ideal setting for those seeking peace, nature, and outdoor enjoyment. Relax and watch wildlife visit the pond morning or evening. The sunny, spacious living room features gleaming hardwood floors and a fireplace that adds warmth and ambiance during cooler months. A country style kitchen offers a generous dining area,

  Barbara Altieri Coldwell Banker Realty

  120 Warsaw St, Deep River, CT 06417
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  $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 $688,634

  Last Listing Agent Rob Paskiewicz CT Home Pro, LLC

  13 Cranberry Meadow Ln, Killingworth, CT 06419
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  Est $479,309 Not Listed For Sale

  441 Route 81, Killingworth, CT 06419

  • 3 Beds
  • 1.5 Baths
  • 2,220 Sq Ft
  • Built 1752

  441 Route 81, Killingworth, CT 06419

  Last Sold Summary

  • 21% Above List Price
  • $178/SF
  • 16 Days On Market

  Last Sold Price $395,000

  Last Listing Agent Nicholas Tomanelli Coldwell Banker Realty

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