Middlesex County, CT Homes

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  /33

  $409,900

  • 3 Beds
  • 2 Baths
  • 1,537 Sq Ft

  95 Training Hill Rd, Middletown, CT 06457

  Welcome to the perfect blend of comfort, style, and modern living! This beautifully renovated ranch-style home is tucked away in one of Middletown's most sought-after neighborhoods, offering 4 spacious bedrooms, 2 full bathrooms, and a layout designed for today's lifestyle. Step inside to a bright open-concept living area that flows effortlessly-ideal for gatherings, entertaining, or simply

  

  Guillermo Araujo

  Five Stars Realty

  (860) 467-8709

  95 Training Hill Rd, Middletown, CT 06457
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  /30

  $2,500 total monthly price

  • 4 Beds
  • 2 Baths
  • 2,162 Sq Ft
  • House for Rent

  76 Skinner St, East Hampton, CT 06424

  Spacious 4-bedroom rental located at 76 Skinner Street in the desirable town of East Hampton, CT. This well-situated home offers comfortable living with ample space for families or professionals. Conveniently located near Lake Pocotopaug, local parks, schools, shopping, and dining options. Enjoy easy access to outdoor recreation, including walking trails, boating, and community amenities. Quiet

  

  Guillermo Araujo

  Five Stars Realty

  (860) 532-7951

  76 Skinner St, East Hampton, CT 06424
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  $205,000 Sold Jul 23, 2025

  19 Heather Ct Unit 19, Cromwell, CT 06416

  • 2 Beds
  • 1.5 Baths
  • 1,368 Sq Ft
  • Built 1973

  Last Sold Summary

  • 2% Below List Price
  • $150/SF
  • 26 Days On Market

  Last Listing Agent Sarah Murphy William Raveis Real Estate

  19 Heather Ct Unit 19, Cromwell, CT 06416
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  Est $246,429 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,368 Sq Ft

  10 Juniper Hill Ct, Cromwell, CT 06416

  10 Juniper Hill Ct, Cromwell, CT 06416
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  /40

  $1,000,000

  • 6 Beds
  • 3 Baths
  • 2,522 Sq Ft

  176 Shore Rd, Clinton, CT 06413

  Unprecedented Investment or Family Compound with Private Beach Rights This is a rare and unparalleled opportunity to own a piece of paradise, featuring deeded rights to a private beach on the Long Island Sound and three distinct residences, making it an ideal family compound or a high-yield investment property. The Main Residence has been an Airbnb $500 per night. Completely updated and boasting

  

  Nancy Potts

  Coldwell Banker Realty

  (860) 507-9240

  176 Shore Rd, Clinton, CT 06413
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  /19

  $1,600 total monthly price

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

  24 Fairview St Unit A, Portland, CT 06480

  Enjoy living in the heart of Portland, just minutes from downtown! This charming one-bedroom rental offers a townhouse-style layout on a spacious, level corner lot. Relax on the inviting front porch and enjoy the convenience of one garage bay included. The first floor features a comfortable living room and kitchen, while the upstairs offers a bright, spacious bedroom and full bathroom. Freshly

  

  Cheryl Zalewski

  eXp Realty

  (860) 497-9436

  24 Fairview St Unit A, Portland, CT 06480
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  $326,500 Sold Jul 24, 2025

  240 Barbara Rd, Middletown, CT 06457

  • 3 Beds
  • 1.5 Baths
  • 1,314 Sq Ft
  • Built 1947

  Last Sold Summary

  • 9% Above List Price
  • $248/SF
  • 33 Days On Market

  Current Estimated Value $322,812

  Last Listing Agent Stephanie Rush RE/MAX Legends

  240 Barbara Rd, Middletown, CT 06457
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  Est $457,400 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,268 Sq Ft

  798 Glastonbury Turnpike, Portland, CT 06480

  798 Glastonbury Turnpike, Portland, CT 06480
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  /31

  $409,000 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,545 Sq Ft

  20 Carriage Dr, Clinton, CT 06413

  Classic Colonial Charm in Clinton's Shoreline Community. Welcome to this inviting 3-bedroom, 2-bath Colonial ideally situated in the desirable shoreline town of Clinton, Connecticut. Set just under 2 miles from Clinton Town Beach and the Clinton Train Station - serviced by both Amtrak and Shoreline East - this home offers the perfect blend of comfort, convenience, and coastal lifestyle. Nestled

  

  Kate Siciliano

  Coldwell Banker Realty

  (860) 590-9682

  20 Carriage Dr, Clinton, CT 06413
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  /15

  $1,700 total monthly price

  • 2 Beds
  • 1 Bath
  • 1,228 Sq Ft
  • Apartment for Rent

  634 High St Unit 2, Middletown, CT 06457

  Welcome to this bright and spacious second-floor 2-bedroom, 1-bath apartment featuring a comfortable layout with a living room, dining room, kitchen. This unit includes dedicated parking and is located close to Wesleyan University and downtown Middletown with shops, restaurants, and everyday amenities just minutes away. Good credit required, one month's security. Laundry hookup available in

  

  Edward Lawton

  iHeart Homes Real Estate LLC

  (860) 421-9714

  634 High St Unit 2, Middletown, CT 06457
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  $240,000 Sold Nov 21, 2025

  156 Summer St Unit 156, Portland, CT 06480

  • 2 Beds
  • 2.5 Baths
  • 1,314 Sq Ft
  • Built 1987

  Last Sold Summary

  • 4% Below List Price
  • $183/SF
  • 4 Days On Market

  Last Listing Agent Cheryl Zalewski eXp Realty

  156 Summer St Unit 156, Portland, CT 06480
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  Est $978,690 Not Listed For Sale

  • 5 Beds
  • 2 Baths
  • 1,748 Sq Ft

  98 Bashan Rd, East Haddam, CT 06423

  98 Bashan Rd, East Haddam, CT 06423
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  /40

  $685,000

  • 3 Beds
  • 3 Baths
  • 2,752 Sq Ft

  1 Ferry Rd, Chester, CT 06412

  An extraordinary offering in one of Connecticut's most beloved river towns. Stunning sunrises over unobstructed views of Chester Creek sets the tone for this rare piece of Chester history. The Bani Denison homestead dates to 1781 and once served as Chester's first post office. Thoughtfully restored, this classic embankment Colonial with Dutch kick gambrel style roof offers modern amenities while

  

  Jennifer D'Amato

  Real Broker CT, LLC

  (860) 454-6525

  1 Ferry Rd, Chester, CT 06412
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  /19

  $2,200 total monthly price

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

  15 Hawthorne Rd, East Hampton, CT 06424

  Fully furnished rental available for December,January,February and March. Relax and unwind at this cozy lake home, thoughtfully stocked with everything you need for a memorable stay. Direct Waterfront access easy access to a fantastic lake Offering Paddle Boat use,kayaks,paddle board dock access. This lake you can boat to down town shopping,restaurants offering dock and dine. Inside, the home is

  

  Amy Rio

  Executive Real Estate Inc.

  (860) 847-8463

  15 Hawthorne Rd, East Hampton, CT 06424
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  $379,000 Sold Nov 26, 2025

  152 Union St, Deep River, CT 06417

  • 3 Beds
  • 1 Bath
  • 1,144 Sq Ft
  • Built 1910

  Last Sold Summary

  • $331/SF
  • 60 Days On Market

  Last Listing Agent Kelly Puorro Puorro Realty Group

  152 Union St, Deep River, CT 06417
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  Est $352,680 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,677 Sq Ft

  20 Rocky Ledge Dr, Clinton, CT 06413

  20 Rocky Ledge Dr, Clinton, CT 06413
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  /40

  $550,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,419 Sq Ft

  4 Valley Brook Rd, Moodus, CT 06469

  The Open house is canceled today 12/14 due to the snow . Welcome to 4 Valley Brook Road - a beautifully renovated home tucked away on a quiet dead-end street in East Haddam. This move-in-ready property features gleaming hardwood floors, stunning quartz countertops, and newer stainless steel appliances throughout. Offering 3 bathrooms and a spacious great room that can easily serve as a 4th

  

  Chris Marshall

  YellowBrick Real Estate LLC

  (860) 327-5599

  4 Valley Brook Rd, Moodus, CT 06469
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  /25

  $1,800 total monthly price

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

  176 Shore Rd Unit B, Clinton, CT 06413

  Escape to this charming, year-round rental cottage, offering a peaceful coastal lifestyle with deeded beach rights. You'll feel right at home the moment you step into the cozy living room, a perfect spot to unwind after a day by the water. The eat-in kitchen is fully applianced, making meal prep simple and enjoyable. The cottage features one bedroom and an additional flexible room that can serve

  

  Nancy Potts

  Coldwell Banker Realty

  (860) 791-3114

  176 Shore Rd Unit B, Clinton, CT 06413
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  $1,300,000 Sold Nov 04, 2025

  207 Salt Island Rd, Westbrook, CT 06498

  • 3 Beds
  • 2.5 Baths
  • 1,954 Sq Ft
  • Built 1900

  Last Sold Summary

  • 8% Above List Price
  • $665/SF
  • 14 Days On Market

  Last Listing Agent Kristin DeMarco Coldwell Banker Realty

  207 Salt Island Rd, Westbrook, CT 06498
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  Est $522,360 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,278 Sq Ft

  2 Sypher Rd, Chester, CT 06412

  2 Sypher Rd, Chester, CT 06412
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  /40

  $329,000

  • 3 Beds
  • 1.5 Baths
  • 1,584 Sq Ft

  30 Larkspur Dr, Cromwell, CT 06416

  Discover this beautifully updated 3-bedroom, 1.5-bath end-unit townhome in the highly desirable Oxford Park community, where comfort and convenience meet an array of fantastic amenities. Freshly painted and completely move-in ready, this home welcomes you with thoughtful upgrades throughout, including new tile flooring, updated lighting, and a Nest thermostat. The main level features gleaming

  

  Ilka Torres

  Torbello Real Estate Advisors

  (860) 780-5414

  30 Larkspur Dr, Cromwell, CT 06416
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  /29

  $1,655 - $3,120 total monthly price

  Brainerd Place

  Studio - 2 Beds

  69 Marlborough St, Portland, CT 06480

  Experience the perfect blend of history and modern elegance at Brainerd Place, a luxury apartment community built in historic Portland, CT. Where the charm of the past meets the sophistication of the present, our thoughtfully designed residences offer unparalleled comfort, state-of-the-art amenities, and timeless style. Immerse yourself in a setting that honors its heritage while providing the

  69 Marlborough St, Portland, CT 06480
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  $1,150,000 Sold Dec 30, 2025

  6 Osprey Commons, Clinton, CT 06413

  • 3 Beds
  • 3.5 Baths
  • 2,797 Sq Ft
  • Built 2006

  Last Sold Summary

  • $411/SF
  • 33 Days On Market

  Last Listing Agent Cathy Lynch Coldwell Banker Realty

  6 Osprey Commons, Clinton, CT 06413
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  Est $466,136 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,106 Sq Ft

  22 Laurel Grove Dr, Higganum, CT 06441

  22 Laurel Grove Dr, Higganum, CT 06441
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  /21

  $850,000

  • 4 Beds
  • 2 Baths
  • 8,382 Sq Ft

  26 Ferry Rd, Chester, CT 06412

  Located in the Town of Chester, this mixed-use property presents a rare opportunity to acquire a distinctive asset in one of Connecticut's most desirable markets. As it stands, the property consists of approximately 5,000 square feet of commercial space, including one loading dock, three (3) garages, and an oversized on-site parking lot, supporting a wide range of operational and occupancy needs.

  

  Anthony Velez

  VC Property Group, LLC

  (860) 579-1600

  26 Ferry Rd, Chester, CT 06412
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  /22

  $2,300 total monthly price

  • 1 Bath
  • 600 Sq Ft
  • House for Rent

  65 Landing Rd Unit Studio, Higganum, CT 06441

  Overlooking the Connecticut river this 2021 constructed studio apartment with separate sleeping nook and additional sleeping loft has it all in a quiet historic neighborhood right on the Connecticut River. Beautiful fully equipped kitchen, private parking and entrance, outdoor patio, and backyard with breath taking views of the CT river. All the amenities you could want including W/D, WiFi, AC,

  Susan Malan William Pitt Sotheby's Int'l

  65 Landing Rd Unit Studio, Higganum, CT 06441
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  $645,000 Sold Jan 12, 2026

  41 Day School Dr, Middlefield, CT 06455

  • 3 Beds
  • 2.5 Baths
  • 2,949 Sq Ft
  • Built 1996

  Last Sold Summary

  • 6% Below List Price
  • $219/SF
  • 47 Days On Market

  Last Listing Agent Debbie Huscher Real Broker CT, LLC

  41 Day School Dr, Middlefield, CT 06455
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  Est $267,921 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,748 Sq Ft

  40 Inverness Ln, Middletown, CT 06457

  40 Inverness Ln, Middletown, CT 06457
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  /26

  $400,000 Under Contract

  • 2 Beds
  • 2.5 Baths
  • 2,249 Sq Ft

  644 Bartholomew Rd Unit 4, Middletown, CT 06457

  Exquisite showcase residence by an award-winning builder, where superior craftsmanship and refined design shine at every turn. This impeccably maintained home welcomes you with gleaming hardwood floors, soaring 9-foot ceilings, and elegant crown molding throughout the main level, creating an atmosphere of timeless sophistication. Designed for both everyday comfort and elevated entertaining, the

  

  Bridget Morrissey

  Bridget Morrissey Realty LLC

  (860) 854-7896

  644 Bartholomew Rd Unit 4, Middletown, CT 06457
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  /43

  $1,800 - $3,740 total monthly price

  Springside Middletown

  1 - 3 Beds

  1100 Springside Ln, Middletown, CT 06457

  "Connecticut's Best New Rental Community" as awarded by the CT Home Builder and Remodeler's Association. Discover Springside Middletown, a brand-new apartment community that features a one-of-a-kind central amenity village, as well as a choice of multi-story rental townhomes and traditional single-level apartment homes.

  1100 Springside Ln, Middletown, CT 06457
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  $1,725,000 Sold Dec 15, 2025

  20 Hemlock Dr, Essex, CT 06426

  • 4 Beds
  • 3.5 Baths
  • 4,162 Sq Ft
  • Built 1962

  Last Sold Summary

  • 22% Below List Price
  • $414/SF
  • 156 Days On Market

  Last Listing Agent Dee Hasuly KW Legacy Partners

  20 Hemlock Dr, Essex, CT 06426
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  Est $676,776 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,616 Sq Ft

  49 Thornton Ct, Middletown, CT 06457

  49 Thornton Ct, Middletown, CT 06457
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  /37

  $649,900

  • 3 Beds
  • 2 Baths
  • 1,068 Sq Ft

  49 Uncas Rd, Clinton, CT 06413

  Located just six houses from the beach in desirable Harbor View Association comes a property offering unlike anything available. Presenting 49 + 51 Uncas Road in Clinton, a truly rare coastal opportunity. This unique set up features two separate dwellings on one oversized lot, delivering flexibility, income potential, and beachside living all in one! The main residence offers two bedrooms and one

  

  Dylan Walter

  William Raveis Real Estate

  (860) 743-1021

  49 Uncas Rd, Clinton, CT 06413
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  /27

  $2,500 total monthly price

  • 3 Beds
  • 2.5 Baths
  • 1,888 Sq Ft
  • House for Rent

  8 Wildwood Rd, Portland, CT 06480

  If privacy is what you're seeking, look no further. Curl up by the fireplace in this beautiful 3 bedroom 2.5 bath raised ranch home. Or grab a good book and lounge in the family room that leads directly to the private yard, with double decks. Beautiful kitchen with ample cabinets and counter space which makes it very comfortable to cook in. The open floor plan makes it ideal for hosting and

  Yvonne Wilson Toro Real Estate LLC

  8 Wildwood Rd, Portland, CT 06480
• 

  $1,450,000 Sold Nov 17, 2025

  55 Main St, East Haddam, CT 06423

  • 3 Beds
  • 2.5 Baths
  • 2,302 Sq Ft
  • Built 1850

  Last Sold Summary

  • 3% Below List Price
  • $630/SF
  • 147 Days On Market

  Last Listing Agent Sacha Armstrong William Pitt Sotheby's International Realty

  55 Main St, East Haddam, CT 06423
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  Est $786,009 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,775 Sq Ft

  18 Jacob Ln, Killingworth, CT 06419

  18 Jacob Ln, Killingworth, CT 06419
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  /40

  $799,900 Pending

  • 3 Beds
  • 2 Baths
  • 1,944 Sq Ft

  42 Dogwood Rd, Moodus, CT 06469

  At first glance, it's a modest ranch. But step inside and you'll discover a home that defies expectations: Vaulted wood-beamed ceilings, open spaces, and walls of glass open this home to the view of Moodus Reservoir, while outside, a carefully designed landscape of terraces, gardens, and stone walls creates a sense of retreat and calm. The main floor brings life and light together, flowing

  

  Michael Marsden

  Compass Connecticut, LLC

  (860) 854-7406

  42 Dogwood Rd, Moodus, CT 06469
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  /71

  $1,450 - $2,000 per month plus fees

  StoneGate Apartments

  1 - 2 Beds

  1150-1160 S Main St, Middletown, CT 06457

  Stonegate Apartments – Middletown, CTWelcome to Stonegate Apartments, where comfort and convenience meet. Our spacious apartments are designed for easy living, with heat and hot water included in your rent so you can enjoy peace of mind all year round.Relax and unwind with our community amenities, including a sparkling outdoor pool, a fully equipped fitness center, and a lively

  1150-1160 S Main St, Middletown, CT 06457
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  $406,000 Sold Jan 06, 2026

  55 Lorelei Cir, Middletown, CT 06457

  • 2 Beds
  • 2 Baths
  • 1,620 Sq Ft
  • Built 1966

  Last Sold Summary

  • 3% Above List Price
  • $251/SF
  • 9 Days On Market

  Last Listing Agent Michelle Pirruccio Carl Guild & Associates

  55 Lorelei Cir, Middletown, CT 06457
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  Est $692,396 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,916 Sq Ft

  67 W Main St, Chester, CT 06412

  67 W Main St, Chester, CT 06412

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