75,059

Middlesex County, CT Homes

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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

    Agent Photo

    Amber Jones

    KW Legacy Partners

    (860) 378-8016

    11 Winter Ave, Deep River, CT 06417
  • /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.

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    Rob McConville

    William Pitt Sotheby's Int'l

    (860) 364-8692

    24 College St Unit 5, Clinton, CT 06413
  • 4 Holly Hills Dr, Cromwell, CT 06416

    $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
  • /35

    $549,900 Pending

    • 3 Beds
    • 3 Baths
    • 2,310 Sq Ft

    80 Elizabeth Ln, Middletown, CT 06457

    Built in 2000 and beautifully reimagined, this home has been extensively remodeled to blend modern style with everyday comfort. Step inside and be wowed by the all-new kitchen, featuring propane cooking, sleek finishes, and plenty of space to unleash your inner chef. The updated baths continue the fresh, contemporary feel. Smart home technology runs throughout, with Google smart dimmers and new

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    Amy Rio

    Executive Real Estate Inc.

    (860) 544-5895

    80 Elizabeth Ln, Middletown, CT 06457
  • /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

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    Nancy Potts

    Coldwell Banker Realty

    (860) 791-3114

    176 Shore Rd Unit B, Clinton, CT 06413
  • 65 Inverness Ln, Middletown, CT 06457

    $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
  • /35

    $1,150,000 Pending

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

    6 Osprey Commons, Clinton, CT 06413

    Ready to embrace the next chapter of your life on the stunning Connecticut Shoreline? Welcome to this elegant Federal-style home located in The Hammocks - a sought-after 55+ seaside community known for its beautifully designed architecture and vibrant lifestyle. Just minutes from the town center, marina, and beach, this home offers the perfect blend of coastal charm and modern convenience. Step

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    Cathy Lynch

    Coldwell Banker Realty

    (860) 374-9888

    6 Osprey Commons, Clinton, CT 06413
  • /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

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    Janet Cronin-Rumanoff

    William Pitt Sotheby's Int'l

    (860) 730-1941

    55 Liberty St, Chester, CT 06412
  • 224 Carriage Crossing Ln Unit 224, Middletown, CT 06457

    $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
  • /40

    $1,200,000 Pending

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

    207 Salt Island Rd, Westbrook, CT 06498

    Is ocean life calling you? Don't miss your chance to own a piece of Westbrook's OCEAN front! Hear the waves splash?! This YEAR ROUND shoreline gem with fixed mooring is a rare offering. Enjoy panoramic views of Long Island Sound and Salt Island. This home has been lovingly updated and elevated to an exceptional standard by the current owners. It is fully booked on VRBO, making it an excellent

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    Kristin DeMarco

    Coldwell Banker Realty

    (860) 979-6136

    207 Salt Island Rd, Westbrook, CT 06498
  • /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

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    Joyce Covone

    Berkshire Hathaway NE Prop.

    (860) 852-6443

    50 Longwood Dr, Colchester, CT 06415
  • 209 Hog Hill Rd, East Hampton, CT 06424

    $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
  • /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

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    Kelly Puorro

    Puorro Realty Group

    (860) 390-5859

    152 Union St, Deep River, CT 06417
  • /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

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    Amy Rio

    Executive Real Estate Inc.

    (860) 847-8463

    15 Hawthorne Rd, East Hampton, CT 06424
  • 20 Hammock Rd, Clinton, CT 06413

    $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
  • /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

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    Gene Pica

    RE/MAX Alliance

    (860) 791-3415

    779 Millbrook Rd, Middletown, CT 06457
  • /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

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    Nick Prevost

    William Raveis Real Estate

    (860) 784-7758

    226 Old Kelsey Point Rd, Westbrook, CT 06498
  • 16 Devonshire Ln, Higganum, CT 06441

    $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
  • /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

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    Jodi Serapilia

    William Raveis Real Estate

    (959) 301-2379

    115 Webster Ln Unit 115, Middletown, CT 06457
  • /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
  • 1066 Washington St, Middletown, CT 06457

    $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
  • /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

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    Justin Marino

    Marino Realty LLC

    (860) 650-1923

    16 Snow Ridge S, Middletown, CT 06457
  • /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
  • 7 Dickinson Ln, Essex, CT 06426

    $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
  • /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

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    Michael Marsden

    Compass Connecticut, LLC

    (860) 854-7406

    42 Dogwood Rd, Moodus, CT 06469
  • /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
  • 5 Sillimanville Rd, East Hampton, CT 06424

    $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
  • /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

    Agent Photo

    Patrick Farley

    Statewide Premier Prop. LLC

    (860) 792-5342

    92 Pepperidge Rd, Portland, CT 06480
  • /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
  • 202 Old Deep River Turnpike, Killingworth, CT 06419

    $565,000 Sold Oct 30, 2025

    • 1,874 Sq Ft
    • $301/SF
    • 15 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2001

    202 Old Deep River Turnpike, Killingworth, CT 06419

    Nestled on 2.6 private acres, this mint-condition 1,900 sq. ft. Cape Cod offers the perfect blend of classic New England charm and modern comfort. The home features 3 spacious bedrooms and 2.5 baths, thoughtfully designed to maximize both style and function. Inside, you'll find sun-filled living spaces with an easy flow, highlighted by a welcoming family room, a well-appointed kitchen, and a cozy

    rich Votto Priority Real Estate Sources L

    202 Old Deep River Turnpike, Killingworth, CT 06419

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