Middlesex County, CT Homes

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  /40

  $1,225,000 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 2,402 Sq Ft

  9 Pratt St, Essex, CT 06426

  Charming Essex Village Gem! Located in the heart of Essex Village, this beautifully updated antique home offers the perfect blend of historic charm and modern comfort-all just a short stroll to the water, Essex Harbor, and the village's delightful shops and restaurants. Inside, you'll find 3 bedrooms and 2.5 baths, with stunning details throughout. The spacious, remodeled kitchen is a chef's

  

  Cathy Lynch

  Coldwell Banker Realty

  (860) 847-7232

  9 Pratt St, Essex, CT 06426
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  /55

  $1,855 - $4,965 total monthly price

  Knoll Crest Apartments

  1 - 2 Beds

  207 George St, Middletown, CT 06457

  Taking Luxury Living to New HeightsRetreat to the Stylish Sophistication of Knoll Crest. Choose from spacious one or two bedroom floor plans featuring 9 ceilings, open concept living rooms with cozy corner fireplaces, chef-inspired kitchens with stylish islands and private balconies with attractive views.

  207 George St, Middletown, CT 06457
• 

  $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 $513,108

  Last Listing Agent Rachel Welch William Raveis Real Estate

  109 Witch Hazel Dr, Deep River, CT 06417
• 

  Est $668,874 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,400 Sq Ft

  76 Christina Ln, Westbrook, CT 06498

  76 Christina Ln, Westbrook, CT 06498
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  /30

  $380,000 Open Sat 12PM - 2PM

  • 4 Beds
  • 2 Baths
  • 2,162 Sq Ft

  76 Skinner St, East Hampton, CT 06424

  Welcome to 76 Skinner St, a beautifully maintained 4-bedroom, 2-bath, 2-story home offering 2,163 sq ft of comfortable and flexible living space. Freshly painted and filled with natural light, this property is perfect for a new or growing family. Enjoy the warmth of hardwood floors throughout and the unique convenience of two full kitchens, making this home ideal for multi-generational living, a

  

  Guillermo Araujo

  Five Stars Realty

  (860) 419-2713

  76 Skinner St, East Hampton, CT 06424
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  /11

  $1,900 total monthly price

  • 4 Beds
  • 1 Bath
  • 3,042 Sq Ft
  • Apartment for Rent

  153 Liberty St, Middletown, CT 06457

  Spacious and well-kept 4-bedroom, 1-bathroom apartment available on the first floor of a clean, quiet, and well-maintained building. This generous unit offers comfortable living with plenty of room to spread out. Located on a peaceful street, the building provides a calm environment while still being close to local conveniences. Perfect for tenants seeking space, comfort, and a quiet residential

  Sherina Baker SB Realty Group, LLC

  153 Liberty St, Middletown, CT 06457
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  $810,000 Sold Oct 27, 2025

  34 West Ave, Essex, CT 06426

  • 3 Beds
  • 3 Baths
  • 2,555 Sq Ft
  • Built 1880

  Last Sold Summary

  • 19% Below List Price
  • $317/SF
  • 132 Days On Market

  Last Listing Agent Meghan Flood William Raveis Real Estate

  34 West Ave, Essex, CT 06426
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  Est $368,922 Not Listed For Sale

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

  Unlisted Address

  Unlisted Address
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  /38

  $163,900

  • 2 Beds
  • 1 Bath
  • 864 Sq Ft

  24 Boulder Trail, Killingworth, CT 06419

  Do you prefer saltwater or freshwater? Here you can ENJOY BOTH - with an in-ground pool AND access to CLINTON TOWN BEACH! Welcome to this move-in ready 2 Bedroom/1 Bath home nestled in Killingworth's sought-after Sun community. With brand new flooring throughout and FRESHLY PAINTED interiors, this home is waiting for you to make it your own. Good-sized eat-in kitchen offers granite countertops

  

  Felix DuVerger

  Berkshire Hathaway NE Prop.

  (860) 730-9320

  24 Boulder Trail, Killingworth, CT 06419
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  /13

  $2,250 - $3,250 per month plus fees

  The Grand

  1 - 2 Beds

  9-15 John St, Clinton, CT 06413

  Welcome to The GrandLocated in CT’s premiere Shoreline ,this urban development brings together contemporary living with a flexible lifestyle. These residences offer elegant finishes, modern features and quality new construction.The Grand is the first of our luxury collection of residences directly adjacent to Clinton’s StationA collection of 45 residences offering 1 and 2

  9-15 John St, Clinton, CT 06413
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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

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

  69 High St, Deep River, CT 06417
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  Est $719,865 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,507 Sq Ft

  6 Adema Way, Old Saybrook, CT 06475

  6 Adema Way, Old Saybrook, CT 06475
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  /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

  (860) 854-3783

  262 Connecticut 81, Killingworth, CT 06419
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  /12

  $2,000 total monthly price

  • 1 Bed
  • 1 Bath
  • 1,000 Sq Ft
  • Apartment for Rent

  3 Banner Rd Unit 102, East Haddam, CT 06469

  20 Brand news luxury rentals. All units are over sized with an open floor plan, 1 bedroom, stunning kitchens, located in a well established condo development. Some of these rentals are on one level. Most are 2 levels with the bedroom upstairs in the loft. Gorgeous hardwood flooring, granite are just some of the interior finishes. 6 of the 20 will be income qualified with a reduced rent. You are

  Nancy Newman LPT Realty

  3 Banner Rd Unit 102, East Haddam, CT 06469
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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 $751,556

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

  24 River Rd, Deep River, CT 06417
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  Est $714,702 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,694 Sq Ft

  11 Rock Ridge Dr, Old Saybrook, CT 06475

  11 Rock Ridge Dr, Old Saybrook, CT 06475
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  /17

  $265,000 Pending

  • 3 Beds
  • 1.5 Baths
  • 1,332 Sq Ft

  404 Newfield St, Middletown, CT 06457

  This charming Ranch-style home at 404 Newfield St presents an exceptional opportunity to undertake a full renovation. The property is being sold strictly AS-IS, allowing buyers the chance to personalize and update this classic house to their exact specifications. Please note: This is a cash-only purchase. Built in 1964, the house offers approximately 1,332 square feet of main level living space

  

  Cory Tyler

  Berkshire Hathaway NE Prop.

  (860) 730-9965

  404 Newfield St, Middletown, CT 06457
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  /29

  $1,655 - $3,120 per month plus fees

  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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  $452,000 Sold Oct 02, 2025

  24 Jobs Pond Rd, Portland, CT 06480

  • 3 Beds
  • 2 Baths
  • 1,907 Sq Ft
  • Built 2003

  Last Sold Summary

  • 26% Above List Price
  • $237/SF
  • 5 Days On Market

  Last Listing Agent Steve Jones Jr KW Legacy Partners

  24 Jobs Pond Rd, Portland, CT 06480
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  Est $899,541 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 3,038 Sq Ft

  14 Fenwood Place, Old Saybrook, CT 06475

  14 Fenwood Place, Old Saybrook, CT 06475
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  /40

  $1,850,000

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

  9 Essex Hills Dr, Essex, CT 06426

  Exquisitely updated & remodeled Essex home on the cusp of South Cove with easterly views. This fabulous home has been completely transformed into something very special! From the eat-in kitchen with breakfast bar & smart design to the living room & family room both with wood burning fireplaces & sleeping quarter, no detail has been overlooked. The outdoor space has been completely revived with

  

  Kevin Geysen

  William Pitt Sotheby's Int'l

  (860) 419-4926

  9 Essex Hills Dr, Essex, CT 06426
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  /18

  $2,800 total monthly price

  • 1 Bed
  • 1 Bath
  • 2,000 Sq Ft
  • Apartment for Rent

  3 Banner Rd Unit 120, East Haddam, CT 06469

  Welcome to the The Lofts at Black birch located in Moodus, Connecticut! This brand new 20 unit apartment building spectacular walking distance to a really great restaurant,inground pool & tennis. This spacious four room apartment is currently under construction and won't be ready for a few months. We do have other units available that are loft style. You are going to absolutely love living here.

  Nancy Newman LPT Realty

  3 Banner Rd Unit 120, East Haddam, CT 06469
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  $320,000 Sold Nov 21, 2025

  11 Little River Ln, Middletown, CT 06457

  • 3 Beds
  • 1.5 Baths
  • 1,164 Sq Ft
  • Built 1972

  Last Sold Summary

  • 7% Above List Price
  • $275/SF
  • 7 Days On Market

  Last Listing Agent Laura Beth Collinson Carl Guild & Associates

  11 Little River Ln, Middletown, CT 06457
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  Est $432,162 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 1,666 Sq Ft

  260 Sisk St, Middletown, CT 06457

  260 Sisk St, Middletown, CT 06457
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  /28

  $549,000

  • 3 Beds
  • 2.5 Baths
  • 1,664 Sq Ft

  131 Middlesex Ave, Chester, CT 06412

  Discover this waterfront delight in charming Chester, rewarding with year-round views! Completely renovated in 2012 from the ground up (including brand new septic system), this pristine Colonial offers 3 floors of living space and a smart L-shape open floor plan ensuring that you always have a gorgeous view. In addition to some hardworking 1st floor spaces (roomy mudroom, full bath and laundry

  

  Claudia O'Connell

  William Raveis Real Estate

  (860) 590-3562

  131 Middlesex Ave, Chester, CT 06412
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  /16

  $1,700 per month plus fees

  Apartment for Rent

  1 Bed

  484 Main St, Middletown, CT 06457

  Come enjoy living on one of the great Main Street communities in Connecticut! Main Street in Middletown is just minutes away from Wesleyan University and Middlesex Hospital with easy access to Route 9 - Hartford and New Haven CT. These brand new units are tastefully designed and finished with heat and central air conditioning included in your lease. In unit washer/dryers are standard for your

  484 Main St, Middletown, CT 06457
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  $450,000 Sold Jul 23, 2025

  170 Fowler Ave, Middletown, CT 06457

  • 5 Beds
  • 4 Baths
  • 2,900 Sq Ft
  • Built 1920

  Last Sold Summary

  • $155/SF
  • 29 Days On Market

  Current Estimated Value $450,319

  Last Listing Agent Enoch Bruce Puorro Realty Group

  170 Fowler Ave, Middletown, CT 06457
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  Est $516,368 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 2,291 Sq Ft

  65 Jackson Hill Rd, Middlefield, CT 06455

  65 Jackson Hill Rd, Middlefield, CT 06455
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  /33

  $345,000

  • 3 Beds
  • 2 Baths
  • 1,053 Sq Ft

  233 Oak Ridge Dr, Middletown, CT 06457

  Enjoy a complete Video Walkthrough OR take a Self-Guided 3D Tour 24/7! This move-in-ready 3 Bedroom, 2 Bath Ranch sits on a quiet cul-de-sac in a desirable neighborhood setting. The home features a 0.46-acre lot with a fully fenced backyard, a 24' x 24' oversized detached 2-car garage, maintenance-free vinyl siding, and a 30' x 15' patio with a fire pit, perfect for gatherings. The roof's

  

  Gregory Hanner

  Garden Realty

  (860) 792-5746

  233 Oak Ridge Dr, Middletown, CT 06457
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  /17

  $2,400 total monthly price

  • 1 Bed
  • 1 Bath
  • 1,600 Sq Ft
  • Apartment for Rent

  3 Banner Rd Unit 118, East Haddam, CT 06469

  20 Brand new luxury rentals. This apartment is under construction & will be ready at a later date. Other units are 1 bedroom & available 7/1. Gorgeous flooring, granite are just some of the interior finishes. 6 of the 20 will be income qualified with a reduced rent. You are going to love these beautiful rentals.

  Nancy Newman LPT Realty

  3 Banner Rd Unit 118, East Haddam, CT 06469
• 

  $615,000 Sold Jun 17, 2025

  586 Essex Rd, Westbrook, CT 06498

  • 3 Beds
  • 2 Baths
  • 1,569 Sq Ft
  • Built 1972

  Last Sold Summary

  • 5% Below List Price
  • $392/SF
  • 15 Days On Market

  Current Estimated Value $616,947

  Last Listing Agent Pardi & Zucco Team William Pitt Sotheby's Int'l

  586 Essex Rd, Westbrook, CT 06498
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  Est $324,308 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,240 Sq Ft

  27 Kenilworth Dr, Killingworth, CT 06419

  27 Kenilworth Dr, Killingworth, CT 06419
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  /40

  $425,000 Pending

  • 2 Beds
  • 2 Baths
  • 2,722 Sq Ft

  30 Dowd Rd, Westbrook, CT 06498

  Located on the Westbrook shoreline between New York and Boston, this expanded ranch is close to Exits 64 and 65 off I-95 and just minutes from local rail service and the beautiful Westbrook public beach. Owned lovingly by the same family for over four decades, the home sits on a quiet cul-de-sac with a level yard and a one-car garage. The main level features a bright and sunny living room with a

  

  Al Chiarito

  Chiarito Real Estate LLC

  (860) 737-9074

  30 Dowd Rd, Westbrook, CT 06498
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  /5

  $1,400 - $2,700 per month plus fees

  Middletown at Main

  Studio - 3 Beds

  710-712 Main St, Middletown, CT 06457

  710-712 Main St, Middletown, CT 06457
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  $120,000 Sold Oct 10, 2025

  74 Grove St, Middletown, CT 06457

  • 3 Beds
  • 2 Baths
  • 1,385 Sq Ft
  • Built 1900

  Last Sold Summary

  • 28% Above List Price
  • $87/SF
  • 6 Days On Market

  Last Listing Agent Tracy Molloy Coldwell Banker Realty

  74 Grove St, Middletown, CT 06457
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  Est $496,137 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,124 Sq Ft

  84 Old Ponsett Rd, Haddam, CT 06438

  84 Old Ponsett Rd, Haddam, CT 06438
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  /33

  $379,000 Pending

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

  16 Mount Parnassus Rd, East Haddam, CT 06423

  Discover a rare and charming opportunity just minutes from the Goodspeed Opera House and the quaint restaurants and shops of beautiful East Haddam. Lovingly maintained and enjoyed by the same owner for 50 years, this warm and welcoming home offers both comfort and an enchanting connection to nature. The seller, a lifelong botanist, has created a truly whimsical backyard sanctuary-featuring

  

  James Harrington

  Carl Guild & Associates

  (860) 419-7212

  16 Mount Parnassus Rd, East Haddam, CT 06423
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  /18

  $2,000 total monthly price

  • 1 Bed
  • 1 Bath
  • 1,000 Sq Ft
  • Apartment for Rent

  3 Banner Rd Unit 107, East Haddam, CT 06469

  20 Brand news luxury rentals. All units are over sized with an open floor plan, 1 bedroom, stunning kitchens, located in a well established condo development. Some of these rentals are on one level. Most are 2 levels with the bedroom upstairs in the loft. Gorgeous hardwood flooring, granite are just some of the interior finishes. 6 of the 20 will be income qualified with a reduced rent. You are

  Nancy Newman LPT Realty

  3 Banner Rd Unit 107, East Haddam, CT 06469
• 

  $700,000 Sold Apr 23, 2025

  19 Book Hill Rd, Essex, CT 06426

  • 4 Beds
  • 1.5 Baths
  • 1,790 Sq Ft
  • Built 1977

  Last Sold Summary

  • 1% Above List Price
  • $391/SF
  • 4 Days On Market

  Current Estimated Value $723,093

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

  19 Book Hill Rd, Essex, CT 06426
• 

  Est $282,038 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,672 Sq Ft

  22 Church Hill Rd, Haddam, CT 06438

  22 Church Hill Rd, Haddam, CT 06438

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