74,984

Middlesex County, CT Homes

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  • /23

    $349,000

    Pending
    • 3 Beds
    • 1.5 Baths
    • 1,628 Sq Ft

    8 Aldens Crossing, East Hampton, CT 06424

    They don't build them like this anymore. This 1920 Craftsman bungalow offers timeless charm with the solid construction and character only found in historic homes. Featuring 3 bedrooms and 1,628 sq. ft. of living space, this classic residence showcases many original details, including rich millwork trim, hardwood floors, built-in cabinetry, and period craftsmanship that has been lovingly

    Agent Photo

    James Harrington

    Carl Guild & Associates

    8 Aldens Crossing, East Hampton, CT 06424
  • /40

    Starting at $1,670

    Total Monthly Price

    • 1 - 2 Beds

    121-122 Rose Cir, Middletown, CT 06457

    Offering spacious one and two bedroom flats, as well as two and three bedroom townhomes, Meadoway Gardens is conveniently located to shopping, restaurants, schools and the highway. Meadoway is a pedestrian friendly neighborhood with ample off-street parking. The grounds are professionally landscaped by Carabetta's 24 hour Maintenance Team who implement a landscaping plan to provide seasonal color

    Meadoway Gardens

    121-122 Rose Cir, Middletown, CT 06457
  • 110 Stage Coach Rd, Durham, CT 06422

    $379,900

    Sold May 11, 2026

    110 Stage Coach Rd, Durham, CT 06422

    • 2 Beds
    • 1 Bath
    • 768 Sq Ft
    • Built 1952

    Last Sold Summary

    • 15% Above List Price
    • $495/SF
    • 35 Days On Market

    Current Estimated Value $375,492

    Last Listing Agent John Maier Maier Real Estate

    110 Stage Coach Rd, Durham, CT 06422
    • 27 Barnes Rd, Old Saybrook, CT 06475

      Est $809,846

      Not Listed For Sale

      27 Barnes Rd, Old Saybrook, CT 06475

      • 3 Beds
      • 1 Bath
      • 762 Sq Ft
      • Built 1955
      27 Barnes Rd, Old Saybrook, CT 06475

      Last Sold Summary

      • 58 Days On Market

      Last Listing Agent Debra Pliego Essentia Realty

  • /14

    $270,000

    $70K PRICE DROP Pending
    • 3 Beds
    • 2 Baths
    • 1,299 Sq Ft

    6 Hillside Ct, Middletown, CT 06457

    Excellent opportunity in a quiet. Ideal for rental portfolio expansion, or owner-occupants looking to build equity. All offers welcome. Fast closing available. featuring a bright and inviting open floor plan on the first floor with updated flooring throughout where the spacious living room flows seamlessly into the Kitchen and dining room, ideal for both everyday living and entertaining. The

    Agent Photo

    Alex Rodrigues

    RE/MAX RISE

    6 Hillside Ct, Middletown, CT 06457
  • /40

    Starting at $2,192

    Total Monthly Price

    • 2 Beds

    72 Forest Glen Cir, Middletown, CT 06457

    Welcome to Windshire Terrace Apartments in Middletown, CT! Our spacious two bedroom apartments, plus three bedroom townhome feature a cozy fireplace, perfect for relaxing on chilly evenings. Enjoy the convenience of having a washer and dryer right in your own unit, making laundry day a breeze. The walk-in closets provide ample storage space for all your belongings. With a prime location in

    Windshire Terrace

    72 Forest Glen Cir, Middletown, CT 06457
  • 34 West Ave, Essex, CT 06426

    $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

    Current Estimated Value $918,360

    Last Listing Agent Meghan Flood William Raveis Real Estate

    34 West Ave, Essex, CT 06426
    • 760 Westfield St, Middletown, CT 06457

      Est $408,315

      Not Listed For Sale

      760 Westfield St, Middletown, CT 06457

      • 3 Beds
      • 1.5 Baths
      • 1,785 Sq Ft
      • Built 1956
      760 Westfield St, Middletown, CT 06457

      Last Sold Summary

      • 20 Days On Market

      Last Listing Agent Kevin Wilcox William Raveis Real Estate

  • /40

    $695,000

    Under Contract
    • 3 Beds
    • 3 Baths
    • 1,726 Sq Ft

    302 Route 81, Killingworth, CT 06419

    This exceptional antique home is one of Killingworth's true gems and is hidden in plain sight! Lovingly transformed by a local master craftsman, the home showcases remarkable custom woodworking, handcrafted cabinetry, beautifully restored wide board flooring, tons of natural light and timeless architectural details. Your guests will be in awe~~this isn't your typical antique!! The custom kitchen

    Agent Photo

    Shelly Cumpstone

    Coldwell Banker Realty

    302 Route 81, Killingworth, CT 06419
  • /40

    Starting at $1,949

    Total Monthly Price

    • 1 - 3 Beds

    5 Town Colony Dr, Middletown, CT 06457

    Welcome to Northwoods East in Middletown, CT! Our one bedroom or three bedroom apartments offer the convenience of a private balcony or patio, perfect for enjoying the fresh air and sunshine. Inside, you'll find the convenience of a washer and dryer right in your unit, making laundry day a breeze. The spacious walk-in closets provide ample storage for all your belongings. With these amenities,

    Northwoods East

    5 Town Colony Dr, Middletown, CT 06457
  • 6 Country Squire Dr Unit 6-G, Cromwell, CT 06416

    $195,000

    Sold May 22, 2026

    6 Country Squire Dr Unit 6-G, Cromwell, CT 06416

    • 1 Bed
    • 1 Bath
    • 720 Sq Ft
    • Built 1971

    Last Sold Summary

    • 11% Above List Price
    • $271/SF
    • 5 Days On Market

    Last Listing Agent Tyler DeVecchis Century 21 AllPoints Realty

    6 Country Squire Dr Unit 6-G, Cromwell, CT 06416
    • 36 Holly Ln, Middletown, CT 06457

      Est $561,974

      Not Listed For Sale

      36 Holly Ln, Middletown, CT 06457

      • 4 Beds
      • 3.5 Baths
      • 2,375 Sq Ft
      • Built 1986
      36 Holly Ln, Middletown, CT 06457

      Last Sold Summary

      • 57 Days On Market

      Last Listing Agent Lisa DeMartin Coldwell Banker Realty

  • /37

    $322,500

    Under Contract
    • 1 Bed
    • 1.5 Baths
    • 1,174 Sq Ft

    59 Old Post Rd Unit H3, Clinton, CT 06413

    Welcome to Victoria Manor, where low-maintenance living meets comfort and convenience! This bright and inviting 1-bedroom, 1.5-bath townhouse offers abundant natural light and soaring ceilings that create an open, spacious feel. The convenient half bath is located on the main level, while the generous primary bedroom suite features a private balcony, perfect for enjoying your morning coffee or

    Agent Photo

    Sarah McMillan

    Our Home Realty Advisors

    59 Old Post Rd Unit H3, Clinton, CT 06413
  • /36

    Starting at $500

    Total Monthly Price

    • 2 Beds

    80 Ferry St, Middletown, CT 06457

    Discover a community that inspires a lifestyle of convenience while elevating the standard of affordable apartment living. Nestled in the riverfront city of Middletown, CT, Wharfside Commons is just minutes from top-rated dining, exciting outdoor ventures, and local craft breweries! Find your home among thoughtfully designed amenities, sleek interiors, and spacious one, two, and three-bedroom

    Wharfside Commons

    80 Ferry St, Middletown, CT 06457
  • 1219 Cromwell Hills Dr Unit 1219, Cromwell, CT 06416

    $189,000

    Sold Jun 08, 2026

    1219 Cromwell Hills Dr Unit 1219, Cromwell, CT 06416

    • 2 Beds
    • 1.5 Baths
    • 1,057 Sq Ft
    • Built 1973

    Last Sold Summary

    • $179/SF
    • 40 Days On Market

    Current Estimated Value $184,846

    Last Listing Agent Emily Ford William Pitt Sotheby's International Realty

    1219 Cromwell Hills Dr Unit 1219, Cromwell, CT 06416
    • 5 Sunnyslope Dr, Middletown, CT 06457

      Est $362,254

      Not Listed For Sale

      5 Sunnyslope Dr, Middletown, CT 06457

      • 4 Beds
      • 2 Baths
      • 1,656 Sq Ft
      • Built 1936
      5 Sunnyslope Dr, Middletown, CT 06457

      Last Sold Summary

      • 54 Days On Market

      Last Listing Agent Gricelda Avila LAER Realty Partners

  • /39

    $699,900

    Pending
    • 3 Beds
    • 2 Baths
    • 1,485 Sq Ft

    21 Riverside Dr, Clinton, CT 06413

    Located in Clinton's sought-after Harbor neighborhood, 21 Riverside Drive offers easy coastal living just moments from the marina, beaches, and shoreline attractions. This beautifully maintained 3-bedroom, 2-full-bath ranch, combines the comfort of one-level living with bright, inviting spaces and a relaxed coastal feel throughout. Sun-filled interiors, hardwood floors, recessed lighting, soft

    Agent Photo

    Dylan Walter

    William Raveis Real Estate

    21 Riverside Dr, Clinton, CT 06413
  • /31

    Starting at $1,250 Plus Fees

    • Studio - 1 Bed

    62 Loveland St, Middletown, CT 06457

    Contemporary one bedroom apartment in beautiful brick building originally built as an elementary school in 1936. Studio apartment with high ceilings, large windows, and storage loft. Kitchen with stove, dishwasher, refrigerator. Full bath.Coin laundry in building. Parking. Intercom entry. No pets, Non-smoking building. Within walking distance to Wesleyan University, Middlesex Hospital, and

    Stillman School Apartments

    62 Loveland St, Middletown, CT 06457
  • 69 High St, Deep River, CT 06417

    $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

    Current Estimated Value $418,017

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

    69 High St, Deep River, CT 06417
    • 846 Long Hill Rd, Middletown, CT 06457

      Est $276,935

      Not Listed For Sale

      846 Long Hill Rd, Middletown, CT 06457

      • 3 Beds
      • 1.5 Baths
      • 1,814 Sq Ft
      • Built 1974
      846 Long Hill Rd, Middletown, CT 06457

      Last Sold Summary

      • 9 Days On Market

      Last Listing Agent James Corby RE/MAX One

  • /33

    $185,000

    Pending
    • 2 Beds
    • 1 Bath
    • 832 Sq Ft

    15 Sunset Terrace Unit 11, Essex, CT 06426

    Location, Location! Available immediately to investors and primary owner-occupants. Perched high atop Sunset Terrace in Essex is the Stone Pit Hill condo complex of only 12 units in a private setting. Enjoy a high walk-score lifestyle with nearby Sunset Pond for summer and winter fun, Essex Steam Train, Grove Street Park with playground, tennis courts, and walking paths. Stroll to charming

    Agent Photo

    Al Chiarito

    Chiarito Real Estate LLC

    15 Sunset Terrace Unit 11, Essex, CT 06426
  • /27

    Starting at $1,600 Plus Fees

    • 1 - 3 Beds

    305 S Main St, Middletown, CT 06457

    Stunning remodeled units available now! Call/text manager for details! Don't miss out on this opportunity!

    The Wilcox

    305 S Main St, Middletown, CT 06457
  • 24 River Rd, Deep River, CT 06417

    $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 $790,315

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

    24 River Rd, Deep River, CT 06417
    • 331 Route 148, Killingworth, CT 06419

      Est $573,366

      Not Listed For Sale

      331 Route 148, Killingworth, CT 06419

      • 3 Beds
      • 1.5 Baths
      • 1,835 Sq Ft
      • Built 1800
      331 Route 148, Killingworth, CT 06419

      Last Sold Summary

      • 269 Days On Market

      Last Listing Agent Eileen Boulay William Pitt Sotheby's Int'l

  • /39

    $450,000

    Under Contract
    • 3 Beds
    • 3 Baths
    • 1,714 Sq Ft

    22 Goose Hill Rd, Chester, CT 06412

    Welcome to this inviting 3-bedroom split-level ranch, ideally situated within walking distance to the heart of Chester Village. Designed for comfortable living and entertaining, the home features a spacious family room with sliders leading to a large deck overlooking the inground pool. The backyard is an outdoor retreat complete with a pool house, gazebo with electricity, mature fruit trees, and

    Agent Photo

    Kelly Puorro

    Puorro Realty Group

    22 Goose Hill Rd, Chester, CT 06412
  • /33

    Starting at $1,133

    Total Monthly Price

    • Studio - 2 Beds

    352 Newfield St, Middletown, CT 06457

    Stoneycrest Towers is a 50 year old and older community offering spacious studio, one and two bedroom apartments in a pedestrian friendly neighborhood within close proximity to shopping, restaurants, bus lines and highways. A Resident Service Coordinator is onsite for the residents during business hours, located in the property's community room. All units are handicap accessible via elevators.

    Stoneycrest Tower

    352 Newfield St, Middletown, CT 06457
  • 24 Jobs Pond Rd, Portland, CT 06480

    $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

    Current Estimated Value $480,983

    Last Listing Agent Steve Jones Jr KW Legacy Partners

    24 Jobs Pond Rd, Portland, CT 06480
    • 36 Valley Ridge Dr, Higganum, CT 06441

      Est $481,645

      Not Listed For Sale

      36 Valley Ridge Dr, Higganum, CT 06441

      • 4 Beds
      • 2.5 Baths
      • 2,505 Sq Ft
      • Built 1977
      36 Valley Ridge Dr, Higganum, CT 06441

      Last Sold Summary

      • 35 Days On Market

      Last Listing Agent Carolyn Kress Berkshire Hathaway NE Prop.

  • /33

    $524,900

    Under Contract
    • 4 Beds
    • 3 Baths
    • 2,800 Sq Ft

    7 Olson Ave, Cromwell, CT 06416

    Rarely available, this spacious 2-family or multi-generational home sits on a large 0.40-acre lot. The first-floor unit offers 3 bedrooms and a fully finished lower level with a second full bath. Upstairs, the bright and airy unit boasts a brand-new, fully applianced modern kitchen with quartz counters and a generous dining area. There are two additional rooms that can serve as either living

    Agent Photo

    Patricia Deperry

    Berkshire Hathaway NE Prop.

    7 Olson Ave, Cromwell, CT 06416
  • /35

    Starting at $1,500 Plus Fees

    • Studio - 2 Beds

    339 Hunting Hill Ave, Middletown, CT 06457

    Originally built in 1931 as Woodrow Wilson High School, the building was converted into apartments in 1985. Woodrow Wilson Apartments has 66 apartments which include studio, one and two bedroom units. Features include fully applianced kitchens, new windows with mini-blinds, an elevator, laundry facilities, intercom, and parking. A non-smoking building; no pets allowed. For additional photos of

    Woodrow Wilson Apartments

    339 Hunting Hill Ave, Middletown, CT 06457
  • 11 Little River Ln, Middletown, CT 06457

    $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

    Current Estimated Value $325,743

    Last Listing Agent Laura Beth Collinson Carl Guild & Associates

    11 Little River Ln, Middletown, CT 06457
    • 10 3rd Ave, Higganum, CT 06441

      Est $461,710

      Not Listed For Sale

      10 3rd Ave, Higganum, CT 06441

      • 3 Beds
      • 2 Baths
      • 1,808 Sq Ft
      • Built 1950
      10 3rd Ave, Higganum, CT 06441

      Last Sold Summary

      • 27 Days On Market

      Last Listing Agent Susan Santoro William Pitt Sotheby's Int'l

  • /40

    $1,299,900

    • 4 Beds
    • 4 Baths
    • 4,154 Sq Ft

    180 Green Hill Rd, Killingworth, CT 06419

    Step into this magnificent 1760 Colonial estate on 8.2 acres, featuring 4 spacious bedrooms and 4 full bathrooms, including a primary suite with fireplace, sitting room, and dressing area. Enjoy 6 working fireplaces, renovated kitchen with restored antique floors and hearth, expansive 28x13 keeping room, and generous 25x15 living room. Additional highlights include formal dining room, multiple

    Agent Photo

    James Luth

    HERE Realty

    180 Green Hill Rd, Killingworth, CT 06419
  • /31

    Starting at $3,558

    Total Monthly Price

    • 2 Beds

    7 N Main St, Old Saybrook, CT 06475

    Where Old Meets New...... Old Saybrook is one of the most charming, historical, and sought-after towns in Connecticut. SAYBROOK STATION is one of the only modern luxury apartment communities in the area, built near Saybrook’s historic train station. This central location in the heart of everything is also only four minutes from the Old Saybrook Town Green – yes, we’ve made a place where old truly

    Saybrook Station

    7 N Main St, Old Saybrook, CT 06475
  • 12 Nutmeg Dr, Clinton, CT 06413

    $331,000

    Sold Feb 19, 2026

    12 Nutmeg Dr, Clinton, CT 06413

    • 3 Beds
    • 1 Bath
    • 1,064 Sq Ft
    • Built 1963

    Last Sold Summary

    • 2% Above List Price
    • $311/SF
    • 38 Days On Market

    Current Estimated Value $334,615

    Last Listing Agent Samantha Rosano Marella Realty

    12 Nutmeg Dr, Clinton, CT 06413
    • 18 Robbie Rd, Moodus, CT 06469

      Est $382,643

      Not Listed For Sale

      18 Robbie Rd, Moodus, CT 06469

      • 3 Beds
      • 3 Baths
      • 1,392 Sq Ft
      • Built 1981
      18 Robbie Rd, Moodus, CT 06469

      Last Sold Summary

      • 63 Days On Market

      Last Listing Agent Victoria Stillings Coldwell Banker Realty

  • /40

    $875,000

    $74K PRICE DROP Pending
    • 6 Beds
    • 4.5 Baths
    • 2,772 Sq Ft

    7 Orchard Heights Rd, Essex, CT 06426

    Set on a picturesque street in the charming town of Essex, 7 Orchard Heights Road offers classic New England living with spacious interiors and inviting outdoor spaces designed for everyday comfort and entertaining. This well maintained Colonial features a generously sized kitchen with ample cabinetry and workspace, flowing seamlessly into the main living areas for easy gatherings and relaxed

    Agent Photo

    Tammy Tinnerello

    William Pitt Sotheby's Int'l

    7 Orchard Heights Rd, Essex, CT 06426
  • /35

    Starting at $1,450 Plus Fees

    • 1 - 2 Beds

    1150-1160 S Main St, Middletown, CT 06457

    Stonegate Apartments – Middletown, CTWelcome to Stonegate Apartments, where comfort and convenience meet. Our spacious apartments are designed for easy living, with heat and hot water included in your rent so you can enjoy peace of mind all year round.Relax and unwind with our community amenities, including a sparkling outdoor pool, a fully equipped fitness center, and a lively

    StoneGate Apartments

    1150-1160 S Main St, Middletown, CT 06457
  • 74 Grove St, Middletown, CT 06457

    $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

    Current Estimated Value $173,136

    Last Listing Agent Tracy Molloy Coldwell Banker Realty

    74 Grove St, Middletown, CT 06457
    • 124 Tartia Rd, East Hampton, CT 06424

      Est $712,730

      Not Listed For Sale

      124 Tartia Rd, East Hampton, CT 06424

      • 4 Beds
      • 3 Baths
      • 2,324 Sq Ft
      • Built 1990
      124 Tartia Rd, East Hampton, CT 06424

      Last Sold Summary

      • 11 Days On Market

      Last Listing Agent Tina Rupp William Pitt Sotheby's Int'l

Showing Results 81 - 120, Page 3 of 18

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