75,373

Middlesex County, CT Homes

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  • 190 Cow Hill Rd, Clinton, CT 06413
    190 Cow Hill Rd, Clinton, CT 06413
    190 Cow Hill Rd, Clinton, CT 06413
    /36

    $624,900

    Under Contract
    • 5 Beds
    • 3 Baths
    • 3,609 Sq Ft

    190 Cow Hill Rd, Clinton, CT 06413

    Updated Clinton home features a true, separate ranch style in-law suite. Prime location just minutes to I95, Clinton Crossing Premium Outlets, Hammonasset Beach State Park, and Clinton town center. Main residence offers 4 beds, 2 full baths, an open layout with a stainless appliance kitchen, and hardwoods on the main level. The lower level features a large family room with fireplace/pellet stove

    Christopher Stevens William Raveis Real Estate

    190 Cow Hill Rd, Clinton, CT 06413
  • 48 Jackson St, Middletown, CT 06457
    48 Jackson St, Middletown, CT 06457
    48 Jackson St, Middletown, CT 06457
    /17

    $2,095

    Total Monthly Price

    • 4 Beds
    • 1 Bath
    • 1,255 Sq Ft
    • Condo for Rent

    48 Jackson St, Middletown, CT 06457

    This beautifully remodeled four-bedroom apartment at 48 Jackson Street, Unit 3, in Middletown, Connecticut, offers a spacious and flexible layout across the second and third floors. With two bedrooms on each level, the design provides a comfortable separation of space that works well for a variety of living arrangements. The unit features two private entrances, adding both convenience and a sense

    48 Jackson St, Middletown, CT 06457
  • 7 Midway Dr, Cromwell, CT 06416

    $310,000

    Sold Feb 11, 2026

    7 Midway Dr, Cromwell, CT 06416

    • 3 Beds
    • 2.5 Baths
    • 1,744 Sq Ft
    • Built 1983

    Last Sold Summary

    • 3% Below List Price
    • $178/SF
    • 59 Days On Market

    Current Estimated Value $312,139

    Last Listing Agent Tracey Precourt Century 21 Clemens Group

    7 Midway Dr, Cromwell, CT 06416
  • 60 Watch Hill Dr, Middletown, CT 06457
    60 Watch Hill Dr, Middletown, CT 06457
    60 Watch Hill Dr, Middletown, CT 06457
    /34

    $675,000

    • 4 Beds
    • 2.5 Baths
    • 2,152 Sq Ft

    60 Watch Hill Dr, Middletown, CT 06457

    Welcome to the peaceful and charming Watch Hill Estates community, where elevated living meets timeless elegance. Perched high atop a scenic hill, this stunning Colonial offers sweeping panoramic views stretching across Middletown and Durham, creating a truly breathtaking everyday backdrop. Meticulously maintained and completely turnkey, this exceptional residence blends refined comfort with

    Stephanie Liriano Redfin Corporation

    60 Watch Hill Dr, Middletown, CT 06457
  • 580 High St, Middletown, CT 06457
    580 High St, Middletown, CT 06457
    580 High St, Middletown, CT 06457
    /11

    $1,900 Per Month

    • 3 Beds
    • 1 Bath
    • 1,466 Sq Ft
    • Apartment for Rent

    580 High St, Middletown, CT 06457

    Massive 1,466 Sq.Ft. first floor apartment for lease. Three bedrooms, dining room and spacious kitchen. Clean. Ready to go. Great front enclosed porch. Credit and Income Checks.

    Kurt Bauknecht Sette Real Estate LLC

    580 High St, Middletown, CT 06457
  • 3 Orchard View Ln, East Hampton, CT 06424

    $850,000

    Sold Nov 07, 2025

    3 Orchard View Ln, East Hampton, CT 06424

    • 5 Beds
    • 4 Baths
    • 4,832 Sq Ft
    • Built 2009

    Last Sold Summary

    • 6% Above List Price
    • $176/SF
    • 6 Days On Market

    Current Estimated Value $878,976

    Last Listing Agent Carl Guild Carl Guild & Associates

    3 Orchard View Ln, East Hampton, CT 06424
  • 121 Bartholomew Rd, Middletown, CT 06457
    121 Bartholomew Rd, Middletown, CT 06457
    121 Bartholomew Rd, Middletown, CT 06457
    /26

    $549,900

    Pending
    • 3 Beds
    • 2.5 Baths
    • 2,321 Sq Ft

    121 Bartholomew Rd, Middletown, CT 06457

    Amazing home! This beautiful abode sits on a 1.23 acre Currier & Ives setting. One will be impressed with the gorgeous landscaping, gardens and wooded, private setting. The oversized deck and fenced-in yard is the icing on the cake. The architectural detailing on the exterior offers brick facade, gables and sloped roof lines that sets the stage for the amazing interior of this home. One will walk

    Mark Toledo Berkshire Hathaway NE Prop.

    121 Bartholomew Rd, Middletown, CT 06457
  • 9 Post Office Square Unit 9A, Clinton, CT 06413
    9 Post Office Square Unit 9A, Clinton, CT 06413
    9 Post Office Square Unit 9A, Clinton, CT 06413
    /9

    $1,600

    Total Monthly Price

    • Studio
    • 1 Bath
    • 800 Sq Ft
    • Condo for Rent

    9 Post Office Square Unit 9A, Clinton, CT 06413

    Approximately 800 square feet of living spaceLocated in the heart of downtown ClintonConveniently situated next to Grand ApizzaWalkable to shops, restaurants, and local amenitiesNear Shore Line East train station for easy commutingBright and flexible apartment layoutConvenient on-site parking availableIdeal location near Connecticut

    9 Post Office Square Unit 9A, Clinton, CT 06413
  • 10 Winterberry Cir, Westbrook, CT 06498

    $630,000

    Sold Apr 01, 2026

    10 Winterberry Cir, Westbrook, CT 06498

    • 3 Beds
    • 2 Baths
    • 2,590 Sq Ft
    • Built 1972

    Last Sold Summary

    • 1% Below List Price
    • $243/SF
    • 59 Days On Market

    Current Estimated Value $619,018

    Last Listing Agent Amaurys Valdera Brokerbe Inc.

    10 Winterberry Cir, Westbrook, CT 06498
  • 18 Augusta Cir, Moodus, CT 06469
    18 Augusta Cir, Moodus, CT 06469
    18 Augusta Cir, Moodus, CT 06469
    /28

    $359,000

    Pending
    • 2 Beds
    • 2.5 Baths
    • 1,851 Sq Ft

    18 Augusta Cir, Moodus, CT 06469

    Welcome to resort living at Banner Country Club Estates! With an in-ground pool, tennis / pickleball courts, an on-site restaurant, & scenic walking trails, every day feels like a vacation. Seamlessly integrated into the sprawling grounds, 18 Augusta is an architecturally striking townhouse with a unique floorplan that blends sophisticated form with everyday function. Offering the option of

    Tommy Connors Redfin Corporation

    18 Augusta Cir, Moodus, CT 06469
  • 29 West Walk, Clinton, CT 06413
    29 West Walk, Clinton, CT 06413
    29 West Walk, Clinton, CT 06413
    /28

    $3,500 Per Month

    • 4 Beds
    • 2.5 Baths
    • 1,973 Sq Ft
    • House for Rent

    29 West Walk, Clinton, CT 06413

    Enjoy the ocean views in this stunning beachside retreat. Complete with a remodeled chef's dream kitchen, a gorgeous sun room with beach views, and a master suite with it's own deck overlooking the water, this home provides all you could want and so much more! Although shops and restaurants are only a few-minute drive away, the area feels peaceful and serene. This lovely sanctuary is a place for

    Meg Farmer RE/MAX Heritage

    29 West Walk, Clinton, CT 06413
  • 20 Thayer Road Extension, Higganum, CT 06441

    $493,000

    Sold Jun 30, 2025

    20 Thayer Road Extension, Higganum, CT 06441

    • 3 Beds
    • 2 Baths
    • 1,880 Sq Ft
    • Built 1976

    Last Sold Summary

    • 16% Above List Price
    • $262/SF
    • 25 Days On Market

    Current Estimated Value $458,210

    Last Listing Agent Cortney Emshwiller-Swokla Coldwell Banker Realty

    20 Thayer Road Extension, Higganum, CT 06441
  • 1333A Boston Post Rd, Old Saybrook, CT 06475
    1333A Boston Post Rd, Old Saybrook, CT 06475
    1333A Boston Post Rd, Old Saybrook, CT 06475
    /4

    $695,000

    $300K PRICE DROP
    • Land
    • 1.25 Acres
    • $556,000 per Acre

    1333A Boston Post Rd, Old Saybrook, CT 06475

    An exceptional opportunity - Nestled on 1.25 acres of vacant land with public water access, this prime property is located in the sought-after Gateway Business B-4 District In an area of national tenants, boasting a daily traffic count of 15,900. This versatile lot is zoned for a variety of uses such as retail stores, professional offices, medical clinics, theaters, and more. Its strategic

    Ron Lyman Lyman Real Estate Brokerage & Development

    1333A Boston Post Rd, Old Saybrook, CT 06475
  • 40 Ferry St, Middletown, CT 06457
    40 Ferry St, Middletown, CT 06457
    40 Ferry St, Middletown, CT 06457
    /19

    $1,750

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • 1,100 Sq Ft
    • 2bed 2 bath

    40 Ferry St, Middletown, CT 06457

    Welcome to your new home! This beautiful, light-filled 2-bedroom, 2-bathroom apartment is located in one of Middletown's most desirable, quiet, and scenic residential areas. The home seamlessly blends modern interior luxury with classic New England neighborhood charm. The single-level, first-floor layout is designed for effortless living. It features a spacious living room, generous closet space,

    40 Ferry St, Middletown, CT 06457
  • 5 Chestnut Ct Unit 5, Cromwell, CT 06416

    $240,000

    Sold Jan 08, 2026

    5 Chestnut Ct Unit 5, Cromwell, CT 06416

    • 2 Beds
    • 1.5 Baths
    • 1,365 Sq Ft
    • Built 1973

    Last Sold Summary

    • $176/SF
    • 37 Days On Market

    Current Estimated Value $244,248

    Last Listing Agent Kerry Hart William Raveis Real Estate

    5 Chestnut Ct Unit 5, Cromwell, CT 06416
    • 4 Aresco Dr, Rockfall, CT 06481

      Est $351,641

      Not Listed For Sale

      4 Aresco Dr, Rockfall, CT 06481

      • 2 Beds
      • 1 Bath
      • 1,468 Sq Ft
      • Built 1966
      4 Aresco Dr, Rockfall, CT 06481

      Last Sold Summary

      • 7 Days On Market

  • 426 Cox Rd Unit 4, Portland, CT 06480
    426 Cox Rd Unit 4, Portland, CT 06480
    426 Cox Rd Unit 4, Portland, CT 06480
    /12

    $124,900

    • Land
    • 4.15 Acres
    • $30,096 per Acre

    426 Cox Rd Unit 4, Portland, CT 06480

    NEW PORTLAND SUBDIVISION - KELSEYS POND ESTATES. Custom Homes by Lepore and Sons LLC. New land lots with views of Kelseys Pond across the road! Short distance to Meshomasic State Forest and the walking trails. Quarry Ridge Golf Course nearby. Minutes to all the amenities in Portland, Middletown and Glastonbury. Perfectly situated near Routes 2 & 9. Other lots available. One or more of this

    Steven Lepore West Wind Realty, LLC

    426 Cox Rd Unit 4, Portland, CT 06480
  • 85 Marlborough St Unit 403, Portland, CT 06480
    85 Marlborough St Unit 403, Portland, CT 06480
    /2

    $1,990 Per Month

    • 1 Bath
    • 586 Sq Ft
    • House for Rent

    85 Marlborough St Unit 403, Portland, CT 06480

    Large Studio apartment at Brainerd Place in Portland available. Open floor plan with kitchen and walk in closet. Slider to deck. Plenty of space. Underground parking garage (reserved spaces) or outdoor parking unreserved.

    Joann DeRaffaele Bright Ravens Realty

    85 Marlborough St Unit 403, Portland, CT 06480
  • 141 E High St, East Hampton, CT 06424

    $437,750

    Sold Jun 01, 2026

    141 E High St, East Hampton, CT 06424

    • 4 Beds
    • 4 Baths
    • 2,000 Sq Ft
    • Built 1950

    Last Sold Summary

    • 17% Below List Price
    • $219/SF
    • 145 Days On Market

    Current Estimated Value $490,746

    Last Listing Agent Cathyann Schulte Countryside Realty

    141 E High St, East Hampton, CT 06424
  • 30 Chestnut Hill Rd, Killingworth, CT 06419
    30 Chestnut Hill Rd, Killingworth, CT 06419
    30 Chestnut Hill Rd, Killingworth, CT 06419
    /38

    $340,000

    • 4 Beds
    • 1 Bath
    • 1,756 Sq Ft

    30 Chestnut Hill Rd, Killingworth, CT 06419

    ** A Unique Opportunity at 30 Chestnut Hill Road, Killingworth** Step into a piece of history with this charming antique home, circa 1820-now available from a seasoned preservationist and architect with decades of experience restoring historic homes and barns. This property has already undergone critical structural repairs and has a watertight roof, setting the stage for the next phase of

    Nutan Pawar DreamHomes Realty LLC

    30 Chestnut Hill Rd, Killingworth, CT 06419
  • 35-35 Warwick St Unit 33, Middletown, CT 06457
    35-35 Warwick St Unit 33, Middletown, CT 06457
    35-35 Warwick St Unit 33, Middletown, CT 06457
    /15

    $1,282

    Total Monthly Price

    • 1 Bed
    • 1 Bath
    • 31-35 Warwick St - Red Pod

    35-35 Warwick St Unit 33, Middletown, CT 06457

    35-35 Warwick St Unit 33, Middletown, CT 06457
  • 22 Belvidere Terrace, Middletown, CT 06457

    $408,000

    Sold Oct 15, 2025

    22 Belvidere Terrace, Middletown, CT 06457

    • 3 Beds
    • 2.5 Baths
    • 1,960 Sq Ft
    • Built 1937

    Last Sold Summary

    • 2% Above List Price
    • $208/SF
    • 43 Days On Market

    Current Estimated Value $427,153

    Last Listing Agent Michelle MacNeil William Raveis Real Estate

    22 Belvidere Terrace, Middletown, CT 06457
  • 15 Bluff Ave, Clinton, CT 06413
    15 Bluff Ave, Clinton, CT 06413
    15 Bluff Ave, Clinton, CT 06413
    /38

    $399,999

    • 3 Beds
    • 1.5 Baths
    • 1,313 Sq Ft

    15 Bluff Ave, Clinton, CT 06413

    Enjoy Connecticut shoreline living at 15 Bluff Avenue, a 3-bedroom, 2-bath Cape located just minutes from Clinton Town Beach, marinas, shopping, dining, and I-95. This home offers a flexible floor plan with an eat-in kitchen featuring ample cabinetry and counter space, a living room with a fireplace, built-in shelving, and hardwood flooring, and a layout that accommodates a variety of living

    Carmelina Riccitelli Coldwell Banker Realty

    15 Bluff Ave, Clinton, CT 06413
  • 173 Saybrook Rd, Middletown, CT 06457
    173 Saybrook Rd, Middletown, CT 06457
    173 Saybrook Rd, Middletown, CT 06457
    /27

    $2,300 Per Month

    • 2 Beds
    • 1.5 Baths
    • 1,800 Sq Ft
    • Townhouse for Rent

    173 Saybrook Rd, Middletown, CT 06457

    Good Location. Close proximity to Wesleyan College as well as local shopping, restaurants, Route 9 highway and Route 66 highway. new kitchen, new bathroom, new hardwood flooring, new composite decking, new insulation and attached tandem garage that can potentially fit two cars each. Must be good credit score.

    Peter Meng William Raveis Real Estate

    173 Saybrook Rd, Middletown, CT 06457
  • 14 Redwood Ct Unit 14, Cromwell, CT 06416

    $266,000

    Sold Apr 24, 2026

    14 Redwood Ct Unit 14, Cromwell, CT 06416

    • 3 Beds
    • 2.5 Baths
    • 1,832 Sq Ft
    • Built 1973

    Last Sold Summary

    • 11% Above List Price
    • $145/SF
    • 3 Days On Market

    Current Estimated Value $259,486

    Last Listing Agent Maria Gaudet Lamacchia Realty

    14 Redwood Ct Unit 14, Cromwell, CT 06416
  • 103 Prospect St, Middletown, CT 06457
    103 Prospect St, Middletown, CT 06457
    103 Prospect St, Middletown, CT 06457
    /28

    $219,900

    $20K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,160 Sq Ft

    103 Prospect St, Middletown, CT 06457

    This classic 1900 Colonial at 103 Prospect Street offers a chance to bring new life to a well-loved home in a convenient Middletown location. With 1,160 square feet of living space, three bedrooms, and two full baths, the layout is simple and functional, ready for someone with vision to make it their own. The home does require work, making it a great project for investors, renovators, or buyers

    Carl Guild Carl Guild & Associates

    103 Prospect St, Middletown, CT 06457
  • 35 Warwick St Unit 31, Middletown, CT 06457
    35 Warwick St Unit 31, Middletown, CT 06457
    35 Warwick St Unit 31, Middletown, CT 06457
    /15

    $1,359

    Total Monthly Price

    • 1 Bed
    • 1 Bath
    • Condo for Rent

    35 Warwick St Unit 31, Middletown, CT 06457

    Charming 1-bedroom, 1-bath rear apartment featuring a spacious living area, abundant natural light, full-size appliances, and ample storage. Tucked away at the back of the property, this cozy home offers a quiet setting with a versatile layout and comfortable living spaces.Resident Benefits Package Fee of $32 included in the listed rent for one tenant per unit. Additional lease

    35 Warwick St Unit 31, Middletown, CT 06457
  • 15 L Country Squire Dr Unit 15L, Cromwell, CT 06416

    $139,900

    Sold Oct 29, 2025

    15 L Country Squire Dr Unit 15L, Cromwell, CT 06416

    • 1 Bed
    • 1.5 Baths
    • 750 Sq Ft
    • Built 1971

    Last Sold Summary

    • $187/SF
    • 49 Days On Market

    Last Listing Agent Mary Jean Agostini RE/MAX Right Choice

    15 L Country Squire Dr Unit 15L, Cromwell, CT 06416
  • 98 Rising Trail Dr, Middletown, CT 06457
    98 Rising Trail Dr, Middletown, CT 06457
    98 Rising Trail Dr, Middletown, CT 06457
    /34

    $229,900

    $10K PRICE DROP Under Contract
    • 4 Beds
    • 1.5 Baths
    • 1,505 Sq Ft

    98 Rising Trail Dr, Middletown, CT 06457

    Spacious 4-bedroom, 1.5-bath townhome located in the Beacon Hill Towne Homes community. Offering four levels of living space, this home features a large living room with a fireplace, a generous dining area, and a finished walk-out basement that provides flexible space for a family room, home office, gym, or recreation area. Enjoy the convenience of a carport and a prime location directly adjacent

    Kelley Vanacore Century 21 AllPoints Realty

    98 Rising Trail Dr, Middletown, CT 06457
  • 12 Elm Ave, Westbrook, CT 06498
    12 Elm Ave, Westbrook, CT 06498
    12 Elm Ave, Westbrook, CT 06498
    /33

    $2,400 Per Month

    • 3 Beds
    • 2 Baths
    • 1,179 Sq Ft
    • House for Rent

    12 Elm Ave, Westbrook, CT 06498

    Beautiful Beach House Just Steps from Island View Private Beach Experience the best of coastal living in this beautifully maintained beach house, available as an academic rental from September 1, 2026, through May 31, 2027. Whether you're relocating, working remotely, or simply looking to enjoy the beach community lifestyle, this home offers comfort, convenience, and charm. This clean and

    Terry McDonald McDonald Real Estate, LLC

    12 Elm Ave, Westbrook, CT 06498
  • 116 Front St, Middletown, CT 06457

    $395,000

    Sold Jul 21, 2025

    116 Front St, Middletown, CT 06457

    • 6 Beds
    • 2 Baths
    • 2,579 Sq Ft
    • Built 1900

    Last Sold Summary

    • 1% Below List Price
    • $153/SF
    • 30 Days On Market

    Current Estimated Value $406,459

    Last Listing Agent Michelle Mazzotta eXp Realty

    116 Front St, Middletown, CT 06457
    • 14A Laurel Rd, Essex, CT 06426

      Est $840,452

      Not Listed For Sale

      14A Laurel Rd, Essex, CT 06426

      • 4 Beds
      • 2.5 Baths
      • 2,532 Sq Ft
      • Built 1987
      14A Laurel Rd, Essex, CT 06426

      Last Sold Summary

      • 179 Days On Market

Showing Results 281 - 320, Page 8 of 18

Connecticut Middlesex County

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