Middlesex County, CT Homes

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  /27

  $379,000 Under Contract

  • 3 Beds
  • 1 Bath
  • 1,144 Sq Ft

  152 Union St, Deep River, CT 06417

  Experience the perfect blend of modern updates and classic charm in this delightful three-bedroom farmhouse, ideally situated in the heart of Deep River Village. The home features beautiful hardwood floors throughout, creating a warm and inviting atmosphere. The spacious kitchen is a chef's delight, complete with a large walk-in pantry for ample storage. The primary bedroom includes a dressing

  

  Kelly Puorro

  Puorro Realty Group

  (860) 390-5859

  152 Union St, Deep River, CT 06417
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  /27

  $2,500 total monthly price

  • 2 Beds
  • 2.5 Baths
  • 1,328 Sq Ft
  • House for Rent

  55 Liberty St, Chester, CT 06412

  Academic rental located in the charming town of Chester Connecticut. Ideally located for access to nearby colleges including Wesleyan and Connecticut College. This adorable, well maintained home is located just over a mile from the inviting downtown center of Chester with its delicious restaurants and interesting shops. The home has a lovely open floor plan on the main level which includes an

  

  Janet Cronin-Rumanoff

  William Pitt Sotheby's Int'l

  (860) 730-1941

  55 Liberty St, Chester, CT 06412
• 

  $525,000 Sold Oct 31, 2025

  • 2,483 Sq Ft
  • $211/SF
  • 1 Day On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1983

  4 Holly Hills Dr, Cromwell, CT 06416

  Welcome to 4 Holly Hills Drive- a well-maintained 4-bedroom, 2.5-bath split-style home nestled on a spacious .44 acre lot in a desirable cul-de-sac location. Perfectly situated close to schools, highways, shopping, and restaurants, this property offers both convenience and tranquility. The open floor plan features a sunken living room with cathedral ceilings and a stunning gas-log fieldstone

  Marie Padilla Berkshire Hathaway NE Prop.

  4 Holly Hills Dr, Cromwell, CT 06416
• 

  Est $973,899 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,048 Sq Ft

  10 Turnstone Rd, Essex, CT 06426

  10 Turnstone Rd, Essex, CT 06426
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  /40

  $419,900 Under Contract

  • 4 Beds
  • 2 Baths
  • 2,674 Sq Ft

  779 Millbrook Rd, Middletown, CT 06457

  Step back in time with this remarkably well-preserved 1789 four-bedroom, two-bath historic treasure, set on **park-like grounds** in a peaceful country setting. Rich in character, the home boasts wide plank floors**, intricate original raised paneling, six fireplaces and exquisite woodworking throughout. Many original features remain, including a rare **stone sink in the old buttery, blending

  

  Gene Pica

  RE/MAX Alliance

  (860) 791-3415

  779 Millbrook Rd, Middletown, CT 06457
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  /40

  $2,975 total monthly price

  • 3 Beds
  • 1.5 Baths
  • 1,784 Sq Ft
  • House for Rent

  50 Longwood Dr, Colchester, CT 06415

  Nestled in a peaceful wooded setting within the Lake Hayward community, this modern home offers the perfect escape with plenty of space to unwind. Located just a half-hour drive from Mohegan Sun and Mystic Seaport, the property is less than a mile from the lake, where you'll find three beautiful lakefront beaches, swimming areas, tennis and basketball courts, and a playground. Whether you're

  

  Joyce Covone

  Berkshire Hathaway NE Prop.

  (860) 852-6443

  50 Longwood Dr, Colchester, CT 06415
• 

  $285,000 Sold Oct 31, 2025

  • 1,520 Sq Ft
  • $188/SF
  • 6 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1971

  65 Inverness Ln, Middletown, CT 06457

  Highest and best due by 2pm on Tuesday (Sept 23rd). This beautifully updated home offers the perfect blend of comfort and style with 3 spacious bedrooms, 2 full baths, and a thoughtfully designed layout. Enjoy the open concept living area with vaulted ceilings in the living room, a modern granite kitchen, and fresh finishes throughout and brand-new laminate flooring throughout. The private

  Agnes Mroczka William Raveis Real Estate

  65 Inverness Ln, Middletown, CT 06457
• 

  Est $444,796 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,826 Sq Ft

  82 Willowbrook Rd, Cromwell, CT 06416

  82 Willowbrook Rd, Cromwell, CT 06416
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  /40

  $579,900 Under Contract

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

  115 Webster Ln Unit 115, Middletown, CT 06457

  Welcome to 115 Webster Lane, a beautifully maintained 2-bedroom, 2-bath condo in a serene 55+ community-offering panoramic views and a move-in-ready experience that's truly "better than new." More upgrades than the standard package. As you step inside, gleaming hardwood floors under soaring 9-foot ceilings greet you, flowing seamlessly into an open-plan living space where natural light dances off

  

  Jodi Serapilia

  William Raveis Real Estate

  (959) 301-2379

  115 Webster Ln Unit 115, Middletown, CT 06457
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  /19

  $2,600 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
• 

  $200,000 Sold Oct 31, 2025

  • 670 Sq Ft
  • $299/SF
  • 37 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1988

  224 Carriage Crossing Ln Unit 224, Middletown, CT 06457

  Discover your dream home in this stylishly updated 1-bedroom, 1-bath Ranch-style condo in the vibrant Carriage Crossing Complex! Bathed in natural light, this sun-drenched gem has huge windows and soaring vaulted ceilings, creating an airy, open ambiance. The seamless open floor plan flows effortlessly, featuring a cozy living room with a wood-burning fireplace-perfect for chilly New England

  Lauren Iraeta KW Legacy Partners

  224 Carriage Crossing Ln Unit 224, Middletown, CT 06457
• 

  Est $559,934 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,588 Sq Ft

  224 Clark Hill Rd, East Hampton, CT 06424

  224 Clark Hill Rd, East Hampton, CT 06424
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  /30

  $549,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,813 Sq Ft

  16 Snow Ridge S, Middletown, CT 06457

  Welcome to Westfield Hills; a well sought-after neighborhood in desirable Middletown, formerly surrounded by historical farmland! This now extensive Colonial home welcomes you in this cul-de-sac neighborhood, adjacent to other similar neighborhoods seeking that serene feel complimented with that iconic neighborhood feel. As you approach, experience the modern colonial style accompanied with high

  

  Justin Marino

  Marino Realty LLC

  (860) 650-1923

  16 Snow Ridge S, Middletown, CT 06457
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  /34

  $23,000 total monthly price

  • 3 Beds
  • 2 Baths
  • 1,606 Sq Ft
  • House for Rent

  226 Old Kelsey Point Rd, Westbrook, CT 06498

  Spectacular Waterfront Home on Long Island Sound Step into a world of timeless elegance at this beautifully updated waterfront cottage, where classic New England charm meets modern comfort. This fully furnished three-bedroom, two-bath home features a sun-drenched living and dining area, a bright and well-appointed kitchen, and a serene sunroom offering panoramic views of the Sound. From the

  

  Nick Prevost

  William Raveis Real Estate

  (860) 784-7758

  226 Old Kelsey Point Rd, Westbrook, CT 06498
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  /40

  $749,900 Pending

  • 3 Beds
  • 2 Baths
  • 1,404 Sq Ft

  16 Howard St, Old Saybrook, CT 06475

  Indulge in the ease and sophistication of this home beautifully renovated down to the studs and added onto just two years ago, nestled in a prime location in Old Saybrook. This residence offers one floor living. The open floor plan exudes a light and airy ambiance, perfect for modern living and effortless entertaining. Enjoy the chef's kitchen, with beautiful marble and wood counters and

  Terry Kemper Coldwell Banker Realty

  16 Howard St, Old Saybrook, CT 06475
• 

  Est $390,677 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,736 Sq Ft

  6 Blue Orchard Dr, Middletown, CT 06457

  6 Blue Orchard Dr, Middletown, CT 06457
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  /40

  $825,000

  • 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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  /11

  $2,100 total monthly price

  • 2 Beds
  • 1 Bath
  • 759 Sq Ft
  • Townhouse for Rent

  24 College St Unit 5, Clinton, CT 06413

  Excellent Location near town and beaches. 2 Bedroom 1st floor unit with hardwood throughout. Open layout between the kitchen and family room with a butcher block counter top separating the two. Both bedrooms are nicely sized and the unit comes with an updated central full bathroom. Additional storage space in the basement with easy access from the hall. Available immediately.

  

  Rob McConville

  William Pitt Sotheby's Int'l

  (860) 364-8692

  24 College St Unit 5, Clinton, CT 06413
• 

  $360,000 Sold Oct 31, 2025

  • 1,388 Sq Ft
  • $259/SF
  • 8 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1956

  209 Hog Hill Rd, East Hampton, CT 06424

  Welcome to this charming 2-bedroom, 1-bathroom Cape/Ranch, perfectly blending classic style with modern amenities. Step inside to discover a bright and inviting living space featuring beautiful hardwood floors throughout. The kitchen is equipped with sleek stainless steel appliances, making meal prep a delight. Thermopane windows ensure energy efficiency and comfort year-round, while a newer roof

  Todd Hatfield Executive Real Estate Inc.

  209 Hog Hill Rd, East Hampton, CT 06424
• 

  Est $870,309 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,851 Sq Ft

  8 Fenwood Pkwy, Old Saybrook, CT 06475

  8 Fenwood Pkwy, Old Saybrook, CT 06475
• 

  

  /40

  $499,900

  • 3 Beds
  • 2.5 Baths
  • 2,272 Sq Ft

  92 Pepperidge Rd, Portland, CT 06480

  This charming 3-bedroom, 2.5-bath colonial nestled on a private 1.02-acre lot was built in 1985. This 2,272 sq ft home features a spacious family room with skylights, hardwood floors in key living areas, and a cozy fireplace. The large deck is perfect for entertaining and listening to the sounds of nature. This property is surrounded by mature trees and offers a peaceful country setting. With

  

  Patrick Farley

  Statewide Premier Prop. LLC

  (860) 792-5342

  92 Pepperidge Rd, Portland, CT 06480
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  /25

  $1,900 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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  $924,800 Sold Oct 31, 2025

  • 1,957 Sq Ft
  • $473/SF
  • 4 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1944

  20 Hammock Rd, Clinton, CT 06413

  Welcome to this beautifully updated vintage cottage with water views, ideally situated between the Hammock River and Long Island Sound. Blending timeless charm with high-end upgrades, the heart of the home is a showpiece kitchen by Steve Hanford, featuring Brazilian cherry floors, exposed beams, wainscoting, Wolf 6-burner propane range with pot filler, Sub-Zero refrigerator, warming drawer, bar

  Chloe White KW Legacy Partners

  20 Hammock Rd, Clinton, CT 06413
• 

  Est $314,288 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 994 Sq Ft

  60 Jobs Gate 2, Portland, CT 06480

  60 Jobs Gate 2, Portland, CT 06480
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  /40

  $574,900 Open Sat 11AM - 1PM

  • 2 Beds
  • 2.5 Baths
  • 1,557 Sq Ft

  254 Hidden Cove Rd, Old Saybrook, CT 06475

  Coastal Charm Meets Modern Comfort at 254 Hidden Cove Rd, Unit #254, Old Saybrook. Step inside to discover a fresh, modern interior featuring brand-new flooring, updated finishes, and a bright, open layout perfect for both relaxing and entertaining. The spacious living room flows seamlessly into the dining area and kitchen, creating a warm and inviting atmosphere. New Kitchen cabinets, Quartz

  

  Bob Yostos

  Coldwell Banker Realty

  (860) 467-0656

  254 Hidden Cove Rd, Old Saybrook, CT 06475
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  /43

  $1,985 - $3,845 total monthly price

  Springside Middletown

  1 - 3 Beds

  1100 Springside Ln, Middletown, CT 06457

  Striking Design, a Rich Campus, and Exciting Middletown - 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
• 

  $745,000 Sold Oct 31, 2025

  • 4,871 Sq Ft
  • $153/SF
  • 13 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2004

  16 Devonshire Ln, Higganum, CT 06441

  Discover the perfect blend of comfort, space, and lifestyle in this beautifully maintained 4-bedroom Colonial, featuring a bright open floor plan ideal for today's living and entertaining. Step outside to your own private oasis with a stunning inground pool and lushly landscaped front and back yards, creating a serene, resort-like atmosphere. Located in a desirable area within a top-rated Blue

  Tanya Bottaro Real Broker CT, LLC

  16 Devonshire Ln, Higganum, CT 06441
• 

  Est $354,849 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 1,581 Sq Ft

  65 Saw Mill Rd, Durham, CT 06422

  65 Saw Mill Rd, Durham, CT 06422
• 

  

  /40

  $995,000

  • 4 Beds
  • 2.5 Baths
  • 1,977 Sq Ft

  21 West Walk, Clinton, CT 06413

  Welcome to 21 West Walk, where coastal living and timeless traditions come together. Just five houses in from Beach Park Point Association's sandy beach, this 4-bedroom, 2.5-bath seasonal home, with an office, offers a rare first-floor master suite, recently remodeled with a beautifully updated bath. Designed for comfort and convenience, the home features central air conditioning and a wood stove

  

  Dylan Walter

  William Raveis Real Estate

  (860) 901-1354

  21 West Walk, Clinton, CT 06413
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  /11

  $5,000 total monthly price

  • 3 Beds
  • 3.5 Baths
  • 3,078 Sq Ft
  • House for Rent

  29 New City St, Essex, CT 06426

  Essex Village - New City Street, one of the most adored streets in Essex to walk, stroll, bicycle, jog. Peeks of the Connecticut River from this elegant and stately home and walk to the water, the village and several Essex Land Trust parks. Updated, renovated and refreshed this home offers sun filled generously sized rooms with both formal and informal spaces. A warm and welcoming entry leads to

  Svetlana Goletz Compass Connecticut, LLC

  29 New City St, Essex, CT 06426
• 

  $480,000 Sold Oct 31, 2025

  • 5,678 Sq Ft
  • $85/SF
  • 166 Days On Market

  • 5 Beds
  • 2 Baths
  • Built 1742

  1066 Washington St, Middletown, CT 06457

  This remarkable home is one of Middletown's most valuable treasures. It is considered to be one of the best examples of Georgian architecture and quite the mansion in it's day. It was built in 1742 for Judge Seth Wetmore, a very successful merchant and considered one of the CT Valley elite River Gods, It has exceptional appointments, including stunning wall panelling, refinished original wide

  Donna-Jean Dargie Eagle Eye Realty PLLC

  1066 Washington St, Middletown, CT 06457
• 

  Est $459,790 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,197 Sq Ft

  11 Scott Ln, Cromwell, CT 06416

  11 Scott Ln, Cromwell, CT 06416
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  /33

  $429,900

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

  95 Training Hill Rd, Middletown, CT 06457

  Discover comfort, space, and modern updates in this beautifully renovated ranch-style home, ideally located in one of Middletown's most sought-after neighborhoods. Featuring 4 spacious bedrooms and 2 full bathrooms, this home offers the perfect balance of style and functionality for today's lifestyle. Step into a bright, open-concept layout that flows seamlessly-perfect for both everyday living

  

  Guillermo Araujo

  Five Stars Realty

  (860) 901-0519

  95 Training Hill Rd, Middletown, CT 06457
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  /62

  $2,460 - $2,955 total monthly price

  The Landon of Cromwell

  1 - 2 Beds

  150 Country Squire Dr, Cromwell, CT 06416

  Welcome Home to The Landon of Cromwell!

  150 Country Squire Dr, Cromwell, CT 06416
• 

  $4,450,000 Sold Oct 31, 2025

  • 6,824 Sq Ft
  • $652/SF
  • 107 Days On Market

  • 4 Beds
  • 5.5 Baths
  • Built 1880

  7 Dickinson Ln, Essex, CT 06426

  Rare opportunity to own an extraordinary, in-town, estate on 1.2 professionally landscaped acres with breathtaking CT River views. This completely renovated 1880's carriage house is just steps from the heart of the quintessential New England village of Essex. Special features include stunning central staircase, ten-ft coffered ceilings (1st floor), gorgeous bespoke refrigerated "wine wall"

  Molly O'Brien Watkins William Pitt Sotheby's Int'l

  7 Dickinson Ln, Essex, CT 06426
• 

  Est $203,236 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,088 Sq Ft

  13 Clinton Ave, Middletown, CT 06457

  13 Clinton Ave, Middletown, CT 06457
• 

  

  /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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  /6

  $1,395 total monthly price

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

  666 Main St Unit C4, Middletown, CT 06457

  Newly Renovated 1-Bedroom Apartment - Downtown Middletown $1,395 month | Electricity Included | Available Now Welcome to Main Street, Middletown! This beautifully renovated one-bedroom apartment is located in the heart of the historic downtown district, just steps from restaurants, shops, art galleries, and live music venues. Enjoy the perfect mix of small-town charm and modern convenience in one

  Laura Milano Seabury Hill REALTORS

  666 Main St Unit C4, Middletown, CT 06457
• 

  $365,000 Sold Oct 30, 2025

  • 1,212 Sq Ft
  • $301/SF
  • 0 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1953

  5 Sillimanville Rd, East Hampton, CT 06424

  Set on a beautiful, level 2.75-acre lot, this inviting ranch blends comfort, practicality, and space to spare. Inside, you'll find over 1,200 square feet of well-designed living area that includes a living room, den, office, and an eat-in kitchen with freshly updated cabinets. The home has been refreshed throughout with new vinyl flooring, fresh paint, and a new whole-house water treatment

  Kate Esposito William Pitt Sotheby's Int'l

  5 Sillimanville Rd, East Hampton, CT 06424
• 

  Est $172,925 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,057 Sq Ft

  1301 Cromwell Hills Dr Unit 1301, Cromwell, CT 06416

  1301 Cromwell Hills Dr Unit 1301, Cromwell, CT 06416

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