Middlesex County, CT Homes

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  $524,900

  • 4 Beds
  • 4 Baths
  • 2,000 Sq Ft

  141 E High St, East Hampton, CT 06424

  Discover an exceptional investment opportunity or ideal owner-occupied home just moments from beautiful Lake Pocotopaug in East Hampton. This well-maintained two-unit duplex offers a total of 4 bedrooms, 4 full bathrooms, and 2,000 sq ft of comfortable living space. Each unit provides a bright and inviting layout with its own private entrance, spacious living room, 2 beds and 2 full baths,

  Cathyann Schulte Countryside Realty

  141 E High St, East Hampton, CT 06424
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  /11

  $1,900 total monthly price

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

  60 Grove St Unit B, Clinton, CT 06413

  Terrific location in Harbor area. This is a second floor apartment with large backyard, small deck, in-unit washer/dryer, update electric, plumbing, kitchen, and bath.

  Bonnie Fillion Berkshire Hathaway NE Prop.

  60 Grove St Unit B, Clinton, CT 06413
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  $225,000 Sold Dec 15, 2025

  30 Orange Rd Unit 30, Middletown, CT 06457

  • 2 Beds
  • 1.5 Baths
  • 880 Sq Ft
  • Built 1972

  Last Sold Summary

  • 7% Above List Price
  • $256/SF
  • 9 Days On Market

  Last Listing Agent Martin Piggot Boyden Real Estate Company,LLC

  30 Orange Rd Unit 30, Middletown, CT 06457
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  Est $461,355 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 2,676 Sq Ft

  116 Long Hill Rd, Clinton, CT 06413

  116 Long Hill Rd, Clinton, CT 06413
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  /14

  $394,000 Under Contract

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

  4 Lorraine Terrace, Rockfall, CT 06481

  Welcome home to this spacious and move-in-ready 1,600 square foot ranch, perfectly situated on a corner lot. Designed with family living in mind, this home features a beautifully updated kitchen and brand-new flooring throughout, creating a clean and comfortable space for everyday life. The large bonus room offers endless possibilities-ideal as a playroom, teen hangout, in-law space, or family

  rob link Sterling REALTORS

  4 Lorraine Terrace, Rockfall, CT 06481
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  /14

  $2,650 per month plus fees

  Bridge Road Commons

  2 Beds

  105 Bridge Rd, Haddam, CT 06438

  Experience modern living in the heart of Haddam, CT, where our open concept apartment units seamlessly blend comfort and style. Nestled in this picturesque town, our community features a clubhouse and inviting outdoor spaces, offering a perfect backdrop to enjoy Haddam's quaint charm. With scenic trails, historic landmarks, and the gentle flow of the nearby Connecticut River, Bridge Road Commons

  105 Bridge Rd, Haddam, CT 06438
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  $395,000 Sold Nov 12, 2025

  94 Little Meadow Rd, Haddam, CT 06438

  • 1 Bed
  • 1 Bath
  • 528 Sq Ft
  • Built 1942

  Last Sold Summary

  • 7% Below List Price
  • $748/SF
  • 325 Days On Market

  Last Listing Agent Jodi Miller Lisitano Eagle Eye Realty PLLC

  94 Little Meadow Rd, Haddam, CT 06438
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  Not Listed For Sale

  00 Tater Hill Rd, East Haddam, CT 06423

  00 Tater Hill Rd, East Haddam, CT 06423
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  /28

  $1,045,000

  • 2 Beds
  • 2 Baths
  • 1,952 Sq Ft

  24 Seabreeze Rd, Old Saybrook, CT 06475

  Nestled in the prestigious Cornfield Point Beach Association neighborhood, this upgraded ranch offers one-level living at its finest with ocean views! With upgrades and improvements including new flooring, active solar, Thermopane windows, Vinyl Siding, central air, a huge bonus room you can convert to a third bedroom, this home provides comfort and style. A spacious open plan living room

  Brian Beaulieu KW Legacy Partners

  24 Seabreeze Rd, Old Saybrook, CT 06475
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  /13

  $2,100 total monthly price

  • 1 Bed
  • 1.5 Baths
  • 738 Sq Ft
  • House for Rent

  111 Dekoven Dr Unit 408, Middletown, CT 06457

  Welcome to the heart of Middletown, known for its historic charm and vibrant community atmosphere; the neighborhood offers a blend of restaurants offering diverse cuisine and downtown conveniences. The 1 Bedroom, 1.5 Bath Condo has been tastefully designed by a professional to ensure a luxurious living experience. Access your own private balcony through the large patio doors that provide

  Rob Squeglia LPT Realty - IConn Team

  111 Dekoven Dr Unit 408, Middletown, CT 06457
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  $320,000 Sold Feb 07, 2025

  149 Bear Swamp Rd, East Hampton, CT 06424

  • 2 Beds
  • 1 Bath
  • 1,110 Sq Ft
  • Built 1900

  Last Sold Summary

  • 12% Above List Price
  • $288/SF
  • 4 Days On Market

  Current Estimated Value $332,733

  Last Listing Agent Kadji Anderson Berkshire Hathaway NE Prop.

  149 Bear Swamp Rd, East Hampton, CT 06424
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  Est $707,212 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1,989 Sq Ft

  128 Kelseytown Rd, Clinton, CT 06413

  128 Kelseytown Rd, Clinton, CT 06413
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  /25

  $449,000

  • 3 Beds
  • 2 Baths
  • 1,040 Sq Ft

  207 Pettipaug Rd, Westbrook, CT 06498

  Set on a spacious 1.01-acre lot, this inviting 3-bedroom, 2-bath home offers comfort and functionality. The 1,040 sq ft layout features a cozy fireplace, a finished basement for added living or storage space, and an attached garage. Enjoy the convenience of washer and dryer hookups located in the second bath. Spacious rear deck offering strong outdoor living potential. Structurally sound and in

  Thomas Mele Dorrance Realty

  207 Pettipaug Rd, Westbrook, CT 06498
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  /25

  $1,400 - $1,600 per month plus fees

  Hunter's Crossing

  1 Bed

  1 Russett Ln, Middletown, CT 06457

  Welcome to Hunter's Crossing. Live life on your terms at Hunter's Crossing. Our spacious studio, one, and two-bedroom apartments offer a haven of comfort in the heart of Middletown, CT. With easy access to both New Haven and Hartford, you're just a short drive from world-class dining, entertainment, and cultural experiences. No matter your work or leisure pursuits, Hunter's Crossing places you at

  1 Russett Ln, Middletown, CT 06457
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  $450,000 Sold Sep 15, 2025

  85 River Rd Unit K3, Essex, CT 06426

  • 3 Beds
  • 1.5 Baths
  • 1,375 Sq Ft
  • Built 1967

  Last Sold Summary

  • 8% Below List Price
  • $327/SF
  • 39 Days On Market

  Last Listing Agent Allison Bonito William Pitt Sotheby's Int'l

  85 River Rd Unit K3, Essex, CT 06426
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  Est $452,433 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,223 Sq Ft

  2 Lakeside Ave, Middletown, CT 06457

  2 Lakeside Ave, Middletown, CT 06457
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  /40

  $3,575,000 Pending

  • 4 Beds
  • 5 Baths
  • 4,747 Sq Ft

  166 Fiske Ln, Westbrook, CT 06498

  This remarkable example of contemporary design with over 175' of LI Sound frontage and 25' ceilings makes you feel you are aboard ship from the moment you step inside. All white w/clean simple lines, a commanding 2 story wall of glass showcases this beautiful direct waterfront setting in a way not possible with most traditional coastline homes. Display substantial art & furnishings in a whole new

  Margaret Muir William Pitt Sotheby's Int'l

  166 Fiske Ln, Westbrook, CT 06498
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  /12

  $1,800 total monthly price

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

  46 Main St Unit 1, Essex, CT 06426

  First floor, one bedroom unit centrally located in Centerbrook. Private entrance on the side of the home provides easy access directly from your parking space. The apartment has been freshly painted and gets tons of natural light. The spacious rooms: living room, kitchen and bedroom, are welcoming and will easily feel like home. The property boosts an outdoor space to enjoy a meal al fresco. The

  Tracy Lenz William Pitt Sotheby's Int'l

  46 Main St Unit 1, Essex, CT 06426
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  $500,000 Sold Oct 03, 2025

  2 Olde Flatbrook Rd, East Hampton, CT 06424

  • 3 Beds
  • 2 Baths
  • 2,044 Sq Ft
  • Built 1986

  Last Sold Summary

  • 5% Above List Price
  • $245/SF
  • 29 Days On Market

  Current Estimated Value $497,915

  Last Listing Agent Carl Guild Carl Guild & Associates

  2 Olde Flatbrook Rd, East Hampton, CT 06424
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  Est $2,934,816 Not Listed For Sale

  • 6 Beds
  • 5.5 Baths
  • 6,978 Sq Ft

  14 Rackett Ln, Essex, CT 06426

  14 Rackett Ln, Essex, CT 06426
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  /2

  $200,000

  • Land
  • 2.25 Acres
  • $88,889 per Acre

  43 Bokum Rd, Chester, CT 06412

  Beautiful potential building lot. Access via Private road, 2.25 acres. Undeveloped.

  Nicholas Tomanelli Coldwell Banker Realty

  43 Bokum Rd, Chester, CT 06412
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  $1,500 - $1,950 per month plus fees

  On Ward Apartments

  1 - 2 Beds

  38 Ward St, Middletown, CT 06457

  Nestled in the heart of one of Connecticut’s most vibrant and historic cities, 38 Ward Street offers a blend of comfort, character, and convenience. Whether you're a first-time homebuyer, a growing family, or simply looking for a peaceful retreat, this home has it allKey Features:Spacious Layout: Enjoy generous living space with bright and airy rooms throughout.Charming

  38 Ward St, Middletown, CT 06457
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  $1,000,050 Sold Jun 25, 2025

  15 Gilbert Hill Rd, Chester, CT 06412

  • 4 Beds
  • 3 Baths
  • 3,054 Sq Ft
  • Built 1950

  Last Sold Summary

  • 22% Above List Price
  • $327/SF
  • 18 Days On Market

  Current Estimated Value $998,361

  Last Listing Agent Angela Ruel Berkshire Hathaway NE Prop.

  15 Gilbert Hill Rd, Chester, CT 06412
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  Est $1,062,621 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
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  /19

  $437,000 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 1,890 Sq Ft

  77 Lindsey Rd, Middletown, CT 06457

  Located at end of cul de sac. Spacious 3 BR, 2 1/2 BA Colonial on .42 Acre setting. Attached 2 car garage, eat-in kitchen, Living room with fireplace, Dining Room and family room which opens to large rear deck and private rear yard. Oil heat. Conveniently located close to schools, Rt 9, Medical Facilities and shopping.

  Sandy Orsie Berkshire Hathaway NE Prop.

  77 Lindsey Rd, Middletown, CT 06457
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  /25

  $2,200 total monthly price

  • 2 Beds
  • 1 Bath
  • 1,038 Sq Ft
  • House for Rent

  214 Warsaw St, Deep River, CT 06417

  Very nice and comfortable home ready for new tenants. The first floor has a living room, eat-in kitchen with slider to a small deck, a spacious living rm, office, comfortable primary bedroom with walk-in closet and a second clothes closet plus another half closet for storage. The first floor is rounded out by a full bath with a shower/tub combo. The kitchen has birch cabinets and Formica

  Brian Jermainne Team Jermainne Real Estate Services, LLC

  214 Warsaw St, Deep River, CT 06417
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  $754,537 Sold Jul 16, 2025

  127 Webster Ln Unit 2-44, Middletown, CT 06457

  • 2 Beds
  • 2.5 Baths
  • 2,195 Sq Ft
  • Built 2024

  Last Sold Summary

  • 6% Above List Price
  • $344/SF
  • 334 Days On Market

  Last Listing Agent Sally Annino Berkshire Hathaway NE Prop.

  127 Webster Ln Unit 2-44, Middletown, CT 06457
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  Est $857,234 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 5,032 Sq Ft

  7 Smith Farm Rd, Cromwell, CT 06416

  7 Smith Farm Rd, Cromwell, CT 06416
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  /27

  $500,000 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,306 Sq Ft

  1 Spencer Plains Rd, Westbrook, CT 06498

  Move right into this lovingly maintained 3-bedroom, 2-bath Cape-style home featuring a bright, traditional floor plan and a nicely landscaped yard. Clean, comfortable, and thoughtfully cared for, the home offers hardwood floors throughout the main living level and efficient split systems providing both heating and cooling year-round. A spacious two-car attached garage adds everyday

  Ferdinand Giacinto RE/MAX on the Bay

  1 Spencer Plains Rd, Westbrook, CT 06498
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  $1,300 - $1,450 per month plus fees

  Apartment for Rent

  1 Bed

  562 Main St, Middletown, CT 06457

  Located on vibrant Main St, downtown Middletown just a walk away from shops, restaurants, and entertainment. Walking distance to a grocery market and convenience store. On the bus route. Lease terms: One year. Water is included. The renter pays directly for electricity and heat. No smoking building and no pets allowed.

  562 Main St, Middletown, CT 06457
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  $520,000 Sold Aug 15, 2025

  7 Southwinds Rd, Moodus, CT 06469

  • 4 Beds
  • 2.5 Baths
  • 2,406 Sq Ft
  • Built 2003

  Last Sold Summary

  • 4% Above List Price
  • $216/SF
  • 4 Days On Market

  Current Estimated Value $524,610

  Last Listing Agent Zhe Feng Eagle Eye Realty PLLC

  7 Southwinds Rd, Moodus, CT 06469
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  Est $471,343 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,076 Sq Ft

  111 Field Rd, Cromwell, CT 06416

  111 Field Rd, Cromwell, CT 06416
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  $675,000 Under Contract

  • 4 Beds
  • 3 Baths
  • 5,287 Sq Ft

  317 Tater Hill Rd, East Haddam, CT 06423

  Astonishing, completely private and picturesque estate surrounded by mature forestry, majestic white pines, enchanting old stonewalls adorned with bountiful chartreuse and emerald ferns. The serene 5.45 level acres inspire a true connection to an outdoor oasis. This sprawling 5 bedrm residence radiates a pleasing sun-filled glow with extensive oversized windows framing captivating views from

  Jodi Miller Lisitano Eagle Eye Realty PLLC

  317 Tater Hill Rd, East Haddam, CT 06423
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  /15

  $2,400 total monthly price

  • 3 Beds
  • 1 Bath
  • 1,200 Sq Ft
  • House for Rent

  411 Main St Unit 1, Cromwell, CT 06416

  Well-located 3-bedroom, 1-bath home in a desirable Cromwell setting. Set on clear, level land in a quiet area just west of the Connecticut River, with easy access to shops, highways, and transportation. The layout is efficient and functional with spacious bedrooms and recent updates throughout. In-unit washer and dryer included. Plenty of off-street parking available. Tenant responsible for all

  Jeff P William Raveis Real Estate

  411 Main St Unit 1, Cromwell, CT 06416
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  $512,000 Sold Mar 31, 2025

  1224 Tryon St, Portland, CT 06073

  • 2 Beds
  • 1 Bath
  • 1,543 Sq Ft
  • Built 1947

  Last Sold Summary

  • 2% Above List Price
  • $332/SF
  • 33 Days On Market

  Current Estimated Value $537,405

  Last Listing Agent Paige Niver William Raveis Real Estate

  1224 Tryon St, Portland, CT 06073
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  Est $358,029 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,556 Sq Ft

  10 Fairview St, Portland, CT 06480

  10 Fairview St, Portland, CT 06480
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  /38

  $1,100,000 Pending

  • 5 Beds
  • 3.5 Baths
  • 3,444 Sq Ft

  13 Cranberry Meadow Ln, Killingworth, CT 06419

  Introducing this stunning 3,444 sq ft semi-custom home, a true showstopper in the prestigious Cranberry Meadow community of Killingworth! Nestled within this serene neighborhood, the Builder has given you the option of going with two distinct styles. The first being a bold take on the current Farmhouse style that has become so desired, featuring a charcoal siding a rough sawn beams, or you can

  Rob Paskiewicz CT Home Pro, LLC

  13 Cranberry Meadow Ln, Killingworth, CT 06419
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  /25

  $975 per month plus fees

  Burgundy Apartments

  Studio

  104 Meetinghouse Ln, Middletown, CT 06457

  Our spacious and affordable studio apartments are a place you'll love to call home! Burgundy Apartments in Middletown are set amidst beautifully landscaped grounds located in the desirable Westlake area. We are a short drive to all your everyday needs and Routes 91 and 9 are easily accessible. Our studio apartments are packed with features including air conditioning, kitchen appliances, extra

  104 Meetinghouse Ln, Middletown, CT 06457
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  $295,000 Sold Nov 07, 2025

  16 Augusta Cir, Moodus, CT 06469

  • 2 Beds
  • 1.5 Baths
  • 1,023 Sq Ft
  • Built 2007

  Last Sold Summary

  • 2% Below List Price
  • $288/SF
  • 26 Days On Market

  Last Listing Agent Adam Zak Century 21 Classic Homes

  16 Augusta Cir, Moodus, CT 06469
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  Est $533,330 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,160 Sq Ft

  2 Greendale Ave, Cromwell, CT 06416

  2 Greendale Ave, Cromwell, CT 06416

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