Middlesex Connecticut Homes for Sale

744 total properties
View 101 North Main Street Essex, CT MLS# 24160026
  • Virtual Tour
1 of 40
$1,849,000
4

Beds

3.1

Baths

3,724

Sq.Ft.

101 North Main Street

Essex, CT

View 51-57 South Main Street Middletown, CT MLS# 24157523
$1,800,000
1.0

Baths

8,390

Sq.Ft.

51-57 South Main Street

Middletown, CT

View 8 Route 80 Killingworth, CT MLS# 24068978
$1,799,000
18,500

Sq.Ft.

8 Route 80

Killingworth, CT

The time to sell is now! THE TIME TO SELL IS NOW!
View 54 old boston post Road Westbrook, CT MLS# 24012746
$1,790,000
2.2

Baths

5,244

Sq.Ft.

54 old boston post Road

Westbrook, CT

View 31 Sols Point Road Clinton, CT MLS# 24166995
    1 of 40
    OPEN HOUSE: Saturday 5/16 12:30 PM - 2:00 PM
    $1,735,000
    3

    Beds

    3.0

    Baths

    2,673

    Sq.Ft.

    31 Sols Point Road

    Clinton, CT

    View 5 Woodland Drive Old Saybrook, CT MLS# 24163052
    $1,725,000
    3

    Beds

    3.0

    Baths

    3,125

    Sq.Ft.

    5 Woodland Drive

    Old Saybrook, CT

    View 170 Main Street Deep River, CT MLS# 24161912
    $1,700,000
    13

    Beds

    8.0

    Baths

    7,641

    Sq.Ft.

    170 Main Street

    Deep River, CT

    View 170 Main Street Deep River, CT MLS# 24161995
    $1,700,000
    8.0

    Baths

    7,641

    Sq.Ft.

    170 Main Street

    Deep River, CT

    View 104 Knollwood Drive Old Saybrook, CT MLS# 24167090
      1 of 38
      OPEN HOUSE: Saturday 5/16 12:00 PM - 2:00 PM
      $1,700,000
      3

      Beds

      2.0

      Baths

      1,809

      Sq.Ft.

      104 Knollwood Drive

      Old Saybrook, CT

      View 449 Seaside Avenue Westbrook, CT MLS# 24168569
      $1,700,000
      3

      Beds

      2.1

      Baths

      3,431

      Sq.Ft.

      449 Seaside Avenue

      Westbrook, CT

      View 4 Hamburg Road East Haddam, CT MLS# 24134354
      • Virtual Tour
      1 of 40
      $1,695,000
      7

      Beds

      4.0

      Baths

      3,705

      Sq.Ft.

      4 Hamburg Road

      East Haddam, CT

      View 43 Indianola Drive Old Saybrook, CT MLS# 24168965
      $1,695,000
      3

      Beds

      2.1

      Baths

      2,978

      Sq.Ft.

      43 Indianola Drive

      Old Saybrook, CT

      View 30 Knowles Road East Hampton, CT MLS# 24171409
      • Recently Listed
      1 of 40
      $1,650,000
      4

      Beds

      4.0

      Baths

      3,799

      Sq.Ft.

      30 Knowles Road

      East Hampton, CT

      View 77 Main Street East Haddam, CT MLS# 24085093
      $1,600,000
      4

      Beds

      3.2

      Baths

      4,070

      Sq.Ft.

      77 Main Street

      East Haddam, CT

      View 13 North Main Street East Hampton, CT MLS# 24158481
      $1,600,000
      4.0

      Baths

      10,000

      Sq.Ft.

      13 North Main Street

      East Hampton, CT

      View 64 Nod Road Clinton, CT MLS# 24166641
      $1,600,000
      11,250

      Sq.Ft.

      64 Nod Road

      Clinton, CT

      View 4 Sheffield Cove Road Old Saybrook, CT MLS# 24166936
      $1,595,000
      3

      Beds

      2.1

      Baths

      2,821

      Sq.Ft.

      4 Sheffield Cove Road

      Old Saybrook, CT

      View 21 Fenbrook Road Old Saybrook, CT MLS# 24173257
      • Recently Listed
      1 of 31
      $1,590,000
      3

      Beds

      2.1

      Baths

      1,916

      Sq.Ft.

      21 Fenbrook Road

      Old Saybrook, CT

      View 2 Old South Cove Road Old Saybrook, CT MLS# 24160030
      • New Construction with Virtual Tour
      1 of 40
      $1,589,000
      3

      Beds

      3.1

      Baths

      2,472

      Sq.Ft.

      2 Old South Cove Road

      Old Saybrook, CT

      View 273 Seaside Avenue Westbrook, CT MLS# 24173517
        1 of 40
        OPEN HOUSE: Saturday 5/16 11:00 AM - 1:00 PM
        $1,575,000
        4

        Beds

        2.1

        Baths

        2,622

        Sq.Ft.

        273 Seaside Avenue

        Westbrook, CT

        Information deemed reliable but not guaranteed.

        Listing information has been assembled from various sources of varying degrees of reliability. Any information critical to a buying decision should be independently verified.

        Information on this this page is provided by the Smart Multiple Listing Service, Inc. The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Any use of search facilities of data on the site other than by consumers looking to purchase real estate is prohibited.

        © Copyright 2026 Smart Multiple Listing Service, Inc.