Middlesex, CT Homes in ZIP Code 06417

• 

  

  

  /37

  $560,000

  • 3 Beds
  • 2 Baths
  • 1,709 Sq Ft

  124 Kelsey Hill Rd, Deep River, CT 06417

  Welcome to 124 Kelsey Hill Road - a beautifully updated Cape Cod set on nearly two private acres. With three bedrooms, an office, and two baths, this residence offers a refined blend of comfort, privacy, and modern updates. Hardwood floors and natural light flow through the main level, where a formal living room creates an elegant first impression. The heart of the home is a beautifully updated

  

  Amy Rubin

  RE/MAX Legends

  (860) 851-3608

  124 Kelsey Hill Rd, Deep River, CT 06417
• 

  

  

  /17

  $1,650 per month

  • 1 Bed
  • 1 Bath
  • 500 Sq Ft
  • Apartment for Rent

  124 Main St Unit A, Deep River, CT 06417

  This 2nd floor end unit apartment has been completely remodeled. The 1 bedroom unit has new windows throughout, refinished wood floors, new laminate floors in the new kitchen and the new bathroom. New lighting and new stainless appliances are also a big plus. The kitchen has a stack Washer/Dryer nestled in its own closet. Even the high end privacy blinds are brand new. This quiet apartment has a

  Pat Reed Chiarito Real Estate LLC

  124 Main St Unit A, Deep River, CT 06417
• 

  $460,000 Sold Aug 29, 2025

  • 2,232 Sq Ft
  • $206/SF
  • 62 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1944

  62 Hemlock Dr, Deep River, CT 06417

  Welcome to 62 Hemlock Drive! Charming Shingle-Style Cape in a Prime Location! This 9-room home offers 4 spacious Bedrooms and 3 full Baths, Living room with fireplace, Dining room and Sunroom. The home features hardwood floors throughout. A bright and sunny sunroom/informal dining area opens to a backyard deck. The spacious family room with woodstove also provides direct deck access. Thoughtfully

  Kathy Schellens William Pitt Sotheby's Int'l

  62 Hemlock Dr, Deep River, CT 06417
• 

  Est $217,000 Not Listed For Sale

  286 River Rd, Deep River, CT 06417

  286 River Rd, Deep River, CT 06417
• 

  

  

  /40

  $935,000

  • 3 Beds
  • 2 Baths
  • 4,184 Sq Ft

  163 Main St, Deep River, CT 06417

  EXCITING NEWS, ARV has increased to $1.7 MILLION!!! We met with the town's building inspector and fire marshal for an on-site assessment, and they have expressed interest in seeing the 3rd Floor "Penthouse" get developed into rentable living space. The town needs about 30 days from application and submission of site plans to review the addition for approval. Pre-existing zoning regulations have

  Connor Wenchell VC Property Group, LLC

  163 Main St, Deep River, CT 06417
• 

  

  /10

  $3,200 per month

  • 4 Beds
  • 4 Baths
  • 2,975 Sq Ft
  • House for Rent

  97 Lords Ln, Deep River, CT 06417

  Deep River house for rent - Beautiful location, quiet side street but walking distance to town and close to route 9 and I95. Five-bedroom 4-bath (2 full and 2 half) . Large yard. Newly renovated 3,000 square feet. Hardwood floors, full basement, walk-up attic. Enormous eat-in kitchen, living room with fireplace, decks overlooking private pond and waterfall, stone patio. New appliances and

  Bill Ashton William Raveis Real Estate

  97 Lords Ln, Deep River, CT 06417
• 

  $765,000 Sold Aug 27, 2025

  • 1,625 Sq Ft
  • $471/SF
  • 89 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1917

  24 River Rd, Deep River, CT 06417

  Discover the perfect country oasis, set on an exquisite private 2.3 acre site poised comfortably above quaint River Road. Enjoy kayaking and/or bird watching moments from your doorstep at nearby Post Cove and the Florence Bidwell nature preserve. This dreamlike property is graced by a c.1917 "cottage", lovingly restored and enhanced by vaulted ceilings and a thoughtful one-floor contemporary

  Rick Weiner William Pitt Sotheby's Int'l

  24 River Rd, Deep River, CT 06417
• 

  Est $1,016,755 Not Listed For Sale

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

  61 Cedar Lake Rd, Deep River, CT 06417

  61 Cedar Lake Rd, Deep River, CT 06417
• 

  

  /38

  $549,000 Pending

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

  5 Tower Hill Lake Rd, Deep River, CT 06417

  This home is not to be missed! Direct waterfront with views from Primary bedroom, sunken living room, deck, and one of the secondary bedrooms. Living room has a fireplace and sliders to deck. The kitchen is large, has a center island, a small fireplace of it's own tucked into a brick wall, with storage and an area for a microwave. There is a sunroom off the kitchen that has views of the lake.

  Victoria Schroeder Kazantzis Real Estate, LLC

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

  

  /33

  $1,650 per month

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

  55 River Ln, Deep River, CT 06417

  Charming 1-Bedroom Rental Just Steps from the Connecticut River & Downtown! This fully renovated single-family home offers 1 bedroom, 1 bath, and 600 sq. ft. of comfortable living space. Enjoy the convenience of off-street parking and your own private patio with outside storage. A garden area and access to a shared backyard make it perfect for relaxing outdoors.Located just steps from the

  Amber Alcazar Coldwell Banker Realty

  55 River Ln, Deep River, CT 06417
• 

  $200,000 Sold Jul 18, 2025

  • 912 Sq Ft
  • $219/SF
  • 0 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1955

  20 Belmont Ave, Deep River, CT 06417

  Estate subjust to probate. Ranch home in disrepair but only minutes away from Devitts field and downtown Deep River. Easy commute to Deep River Docks and RT-9.

  Jake Pulcini Chiarito Real Estate LLC

  20 Belmont Ave, Deep River, CT 06417
• 

  Est $267,920 Not Listed For Sale

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

  92 Main St Unit 416, Deep River, CT 06417

  92 Main St Unit 416, Deep River, CT 06417
• 

  

  /40

  $425,000

  • 3 Beds
  • 2.5 Baths
  • 2,179 Sq Ft

  179 Bushy Hill Rd, Deep River, CT 06417

  Charming 3 Bedroom, 2.5 Bath Cape Cod with 2,179 sq. ft., set on 1.6 peaceful acres. Built in 1957 and lovingly maintained by the same owner for over 50 years, this home offers timeless character and comfortable living. The first floor features a spacious living room with propane fireplace, formal dining room, eat-in kitchen, versatile bedroom, full bath, and a cozy den with wood stove. A

  Kira Coon William Raveis Real Estate

  179 Bushy Hill Rd, Deep River, CT 06417
• 

  $727,900 Sold Jul 17, 2025

  • 3,157 Sq Ft
  • $231/SF
  • 141 Days On Market

  • 7 Beds
  • 2 Baths
  • Built 1860

  139 Kirtland St, Deep River, CT 06417

  Charming Antique nestled on a knoll with incredible views of the CT River which is only 100 ft +/- away. Ready to be brought back to its glory. This one time Inn, overlooking historic Deep River port was a stagecoach stop as well. Steeped in history. The 800 sqft addition off the rear was once the towns Doctor's office from the 1930's to the 1960's. It now served as a 2 bedroom in-law or

  Craig Milton Re/Max Valley Shore

  139 Kirtland St, Deep River, CT 06417
• 

  Est $276,942 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 999 Sq Ft

  92 Main St Unit 205, Deep River, CT 06417

  92 Main St Unit 205, Deep River, CT 06417
• 

  

  /40

  $869,000

  • 4 Beds
  • 3.5 Baths
  • 3,697 Sq Ft

  32 Pinewood Trail, Deep River, CT 06417

  Set on 3.54 private acres in Winthrop, 32 Pinewood Trail offers a farm-to-table lifestyle with plenty of room for a flourishing vegetable garden, a chicken coop, or simply open space to enjoy the seasons. The home itself is thoughtfully designed for flexibility, featuring an IN-LAW APARTMENT with a separate entrance on the lower level, ideal for extended family, or guests. Large windows fill the

  Erin Borruso William Pitt Sotheby's Int'l

  32 Pinewood Trail, Deep River, CT 06417
• 

  $95,000 Sold Jul 14, 2025

  • Land
  • 1.36 Acres
  • $69,853 per Acre

  • 141 Days On Market

  95 Castle Heights, Deep River, CT 06417

  Opportunity awaits! Use the approved plans or build your own custom dream home right here on this beautiful cleared 1.36 acre lot. A site map and floor plans are available for a recently approved 3 bedroom ranch style home with a two bay attached garage. Doane Engineering worked diligently to provide plans for a home with outdoor space for a pool and patio. The location is conveniently located

  Sheila Tinn-Murphy Berkshire Hathaway NE Prop.

  95 Castle Heights, Deep River, CT 06417
• 

  Est $195,286 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 864 Sq Ft

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

  77 Scenic View Dr Unit 17, 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
• 

  $726,500 Sold Jul 08, 2025

  • 3,133 Sq Ft
  • $232/SF
  • 3 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2006

  220 Bushy Hill Rd, Deep River, CT 06417

  Immaculate undated 4 bedroom, 3 full bath colonial with first floor office and hardwood throughout. Great entertaining home, centers around the large gourmet kitchen, opens to the family room with stone fireplace and gas insert. Large open dining and living area, mudroom and full bath all on the main level. Upstairs has the primary bedroom you've been waiting for, updated in 2024 large bath, 2

  Marybeth Barrett Berkshire Hathaway NE Prop.

  220 Bushy Hill Rd, Deep River, CT 06417
• 

  Est $329,195 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 854 Sq Ft

  13 Cloverdale Cir, Deep River, CT 06417

  13 Cloverdale Cir, Deep River, CT 06417
• 

  

  /8

  $750,000

  • 2 Baths
  • 5,460 Sq Ft

  156 Main St, Deep River, CT 06417

  This is a rare opportunity to acquire a fully stabilized retail asset in Downtown Deep River. Additional income generation is possible by monetizing 800sqft of unrented commercial space. 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

  Connor Wenchell VC Property Group, LLC

  156 Main St, Deep River, CT 06417
• 

  $130,000 Sold Jun 27, 2025

  • Land
  • 9 Acres
  • $14,039 per Acre

  • 62 Days On Market

  0 Westbrook Rd, Deep River, CT 06417

  This is a beautifully treed large tract ideally suited for those looking to build their dream home with plenty of privacy and room to roam. Create your own idyll of country living, whether it is chickens and gardens and ponies, or pool and pool house or studio, or some of it all, or keep it simply natural. Let your imagination drive you. All personal property will be removed prior to closing.

  Bill Moore Coldwell Banker Realty

  0 Westbrook Rd, Deep River, CT 06417
• 

  Est $531,195 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,478 Sq Ft

  63 Main St, Deep River, CT 06417

  63 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
• 

  $330,000 Sold Jun 27, 2025

  • 1,080 Sq Ft
  • $306/SF
  • 4 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1823

  22 Prospect St, Deep River, CT 06417

  MULTIPLE OFFERS RECEIVED. PLEASE SUBMIT BEST AND FINAL OFFERS BY 5:00 PM ON THURSDAY, MAY 1ST...Great opportunity in the quaint town of Deep River! A gorgeous remodeled kitchen blends seamlessly with the charm of this 1823 Cape. The kitchen features a cathedral ceiling, quartz countertops, large island and stainless steel appliances. The spacious family room has a wood burning fireplace, built in

  Maggie Bartels Coldwell Banker Realty

  22 Prospect St, Deep River, CT 06417
• 

  Est $725,212 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,676 Sq Ft

  39 Shailer Pond Rd, Deep River, CT 06417

  39 Shailer Pond Rd, Deep River, CT 06417
• 

  

  /7

  $899,999 New Construction

  • 4 Beds
  • 2.5 Baths
  • 3,300 Sq Ft

  0 Glen Grove Rd, Deep River, CT 06417

  Introducing an opportunity to build your dream home on a secluded 3-acre interior lot in beautiful Deep River. Located off scenic Glen Grove Road, this custom-designed Modern Farmhouse offers over 3,300 sq ft of thoughtfully planned living space, blending timeless architecture with the flexibility to tailor finishes to your vision. This to-be-built home features 4 bedrooms, 2.5 bathrooms, and a

  Wes Jenks Jenks Realty

  0 Glen Grove Rd, Deep River, CT 06417
• 

  $1,595,000 Sold Jun 20, 2025

  • 2,700 Sq Ft
  • $591/SF
  • 43 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1797

  83 River Rd, Deep River, CT 06417

  Built in the late 18th century by the local lighthouse keeper, this large 4+ acre property sits high on a bluff overlooking a beautiful stretch of the Connecticut River. The interior of the home has been completely remodeled, including renovations and upgrades to the kitchen and baths, while maintaining the original antique charm. The first floor features two lovely and spacious primary suites,

  Tim Boyd William Pitt Sotheby's Int'l

  83 River Rd, Deep River, CT 06417
• 

  Est $259,606 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 940 Sq Ft

  92 Main St Unit 105, Deep River, CT 06417

  92 Main St Unit 105, Deep River, CT 06417
• 

  

  /39

  $475,000 Pending

  • 3 Beds
  • 1.5 Baths
  • 1,474 Sq Ft

  113 Hemlock Dr, Deep River, CT 06417

  A home you will love! Good design is all about the details and this quintessential New England Cape is just what you have been looking for in the ideal shoreline home. Brimming with charm and character, a welcoming entrance opens to the formal living room centered around a brick fireplace and features rich wood paneling, boxed beams and gleaming hardwood floors. The formal dining area with a bay

  Peg Mitchel Coldwell Banker Realty

  113 Hemlock Dr, Deep River, CT 06417
• 

  $250,000 Sold Jun 20, 2025

  • 1,080 Sq Ft
  • $231/SF
  • 48 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1969

  391 Main St Unit 406, Deep River, CT 06417

  Most privately located unit in Georgetown Woods. End unit overlooking Canfield Woods Nature Preserve. 2 Bedroom 1 1/2 bath Townhouse. Great condition. Eat-in Kitchen. Living/Dining Area are open with a slider to a private patio with gardens. Upstairs has 2 bedrooms and a full bath which is common to the primary bedroom + hall. Good Storage. Located just outside of town. Association also does

  Craig Milton Re/Max Valley Shore

  391 Main St Unit 406, Deep River, CT 06417
• 

  Est $643,793 Not Listed For Sale

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

  29 Union St, Deep River, CT 06417

  29 Union St, Deep River, CT 06417
• 

  

  /24

  $259,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,122 Sq Ft

  92 Main St Unit 214, Deep River, CT 06417

  Deep River's answer to Manhattan loft living! This 2 bedroom, 2 bath condominium is located in-town so you can walk to shops, library, restaurants and bank. This building was originally a piano factory which was converted to residential condominiums in 1985. Ample off street parking in the rear and the building entrance requires a key to unlock for added security. Once in the foyer it's just a

  Richard Greene Coldwell Banker Realty

  92 Main St Unit 214, Deep River, CT 06417
• 

  $570,000 Sold Jun 17, 2025

  • 2,400 Sq Ft
  • $238/SF
  • 35 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1993

  38 Rosemont Dr, Deep River, CT 06417

  Excellent home in the heart of Deep River, easy to access anywhere you need to go! Home has been lovingly cared for and updated by its' original owners. The first floor boasts an open concept kitchen with plenty of counter space, a separate dining room and a cozy den with a wood stove. There are two other rooms that can be used for office space, and potentially another bedroom. Upstairs has a

  Rachel Welch William Raveis Real Estate

  38 Rosemont Dr, Deep River, CT 06417
• 

  Est $331,822 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,129 Sq Ft

  42 River St, Deep River, CT 06417

  42 River St, Deep River, CT 06417
• 

  

  /14

  $179,900 Pending

  • Studio
  • 1 Bath
  • 474 Sq Ft

  92 Main St Unit 102, Deep River, CT 06417

  Small Studio Condo in Piano Works. Central Air and High Ceilings. Association Common Room. Gym. Walk to town & CT River.

  Craig Milton Re/Max Valley Shore

  92 Main St Unit 102, Deep River, CT 06417
• 

  $487,250 Sold Jun 16, 2025

  • 1,512 Sq Ft
  • $322/SF
  • 44 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1926

  26 Fairview Ave, Deep River, CT 06417

  Charming 3 bedroom cape on a quiet cul-de-sac just steps to town + CT River. Tons of charm with enclosed front porch, bright and cheerful home with hardwood floors and plenty of light. A large deck off the side over looks the open and level yard. The second floor has 3 bedrooms and a generous sized full bath. Near schools and shopping. A well maintained home with tons of charm in a nice walkable

  Craig Milton Re/Max Valley Shore

  26 Fairview Ave, Deep River, CT 06417
• 

  Est $254,106 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,078 Sq Ft

  92 Main St Unit 226, Deep River, CT 06417

  92 Main St Unit 226, Deep River, CT 06417
• 

  

  /9

  $399,900 Pending

  • 4 Beds
  • 2 Baths
  • 3,316 Sq Ft

  92 W Bridge St, Deep River, CT 06417

  Investors please take note! This property sits on nearly an acre of land.....A beautiful piece of property. Need of rehab, rental potential is great. This is a two family with an accessory unit. Two units are 2 bed 1 bath, very spacious, high ceilings, gorgeous wood work. Accessory unit is 1 bedroom, 1 bath. 3 units for rental. Property is occupied. PLEASE DO NOT GO ON PROPERTY. pLEASE DO NOT

  Karen Polak Bobik Century 21 AllPoints Realty

  92 W Bridge St, Deep River, CT 06417

Showing Results 1 - 40, Page 1 of 18