74,970

Middlesex County, CT Homes

Section Image
  • 235 Middle Haddam Rd, Portland, CT 06480
    235 Middle Haddam Rd, Portland, CT 06480
    235 Middle Haddam Rd, Portland, CT 06480
    /40

    $699,000

    Under Contract
    • 3 Beds
    • 4 Baths
    • 2,859 Sq Ft

    235 Middle Haddam Rd, Portland, CT 06480

    Surrounded on three sides by the 90-acre Palmer-Taylor Preserve, this one-of-a-kind home offers an extraordinary combination of history, privacy, and natural beauty. Originally built in 1979 and thoughtfully expanded over the years, the residence incorporates an early 20th-century guesthouse once associated with the Taylor family of nearby St. Clements Castle, creating a home unlike any other.

    Carl Guild Carl Guild & Associates

    235 Middle Haddam Rd, Portland, CT 06480
  • 80 Pearl St, Middletown, CT 06457
    80 Pearl St, Middletown, CT 06457
    80 Pearl St, Middletown, CT 06457
    /9

    $1,850

    Total Monthly Price

    • 2 Beds
    • 1 Bath
    • 1,000 Sq Ft
    • House for Rent

    80 Pearl St, Middletown, CT 06457

    1st Floor Aparment - Located near Main Street MiddletownMust have at least 675 Credit Score$1,850 a month. Water, trash, snow removal and off street parking included. 1,000 sq feet. No pets. - 12 month lease - - first month and 1 month security due at time of lease signing - rent due first of monthCentral ACElectric HeatNO PETSAvailable August

    80 Pearl St, Middletown, CT 06457
  • 18 Beach Park Rd, Clinton, CT 06413

    $426,000

    Sold Aug 26, 2025

    18 Beach Park Rd, Clinton, CT 06413

    • 3 Beds
    • 2.5 Baths
    • 1,440 Sq Ft
    • Built 1955

    Last Sold Summary

    • 3% Below List Price
    • $296/SF
    • 30 Days On Market

    Current Estimated Value $458,037

    Last Listing Agent Gary Damato Press/Cuozzo Realtors

    18 Beach Park Rd, Clinton, CT 06413
  • 1333A Boston Post Rd, Old Saybrook, CT 06475
    1333A Boston Post Rd, Old Saybrook, CT 06475
    1333A Boston Post Rd, Old Saybrook, CT 06475
    /3

    $695,000

    $300K PRICE DROP
    • Land
    • 1.16 Acres
    • $599,138 per Acre

    1333A Boston Post Rd, Old Saybrook, CT 06475

    An exceptional opportunity - Nestled on 1.16 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
  • 7 Pratt St Unit 8, Essex, CT 06426
    7 Pratt St Unit 8, Essex, CT 06426
    7 Pratt St Unit 8, Essex, CT 06426
    /13

    $2,500

    Total Monthly Price

    • 1 Bed
    • 1 Bath
    • 500 Sq Ft
    • Condo for Rent

    7 Pratt St Unit 8, Essex, CT 06426

    Fully furnished academic rental from September 1, 2026 to June 1, 2027 in beautiful downtown Essex Village. This is a one bedroom ranch style unit within a walk to shops and marina and the famous Griswold Inn. Owner Agent related. No smoking and no pets.

    7 Pratt St Unit 8, Essex, CT 06426
  • 58 Morning Glory Dr, Middletown, CT 06457

    $505,000

    Sold May 22, 2026

    58 Morning Glory Dr, Middletown, CT 06457

    • 4 Beds
    • 2.5 Baths
    • 2,360 Sq Ft
    • Built 1989

    Last Sold Summary

    • 3% Above List Price
    • $214/SF
    • 8 Days On Market

    Current Estimated Value $503,164

    Last Listing Agent Mark Toledo Berkshire Hathaway NE Prop.

    58 Morning Glory Dr, Middletown, CT 06457
    • 192 N Parker Hill Rd, Killingworth, CT 06419

      Est $631,712

      Not Listed For Sale

      192 N Parker Hill Rd, Killingworth, CT 06419

      • 3 Beds
      • 1.5 Baths
      • 1,990 Sq Ft
      • Built 1976
      192 N Parker Hill Rd, Killingworth, CT 06419

      Last Sold Summary

      • 65 Days On Market

      Last Listing Agent Linda O'Hara William Raveis Real Estate

  • 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

    Under Contract
    • 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
  • 11R Lake Dr, East Hampton, CT 06424
    11R Lake Dr, East Hampton, CT 06424
    11R Lake Dr, East Hampton, CT 06424
    /12

    $2,050

    Total Monthly Price

    • 2 Beds
    • 1 Bath
    • 700 Sq Ft
    • House for Rent

    11R Lake Dr, East Hampton, CT 06424

    2 bedroom / one bath cottage with direct waterfront access to Lake Pocotopaug by private dock with the possibility of including boat docking. Enjoy your own stand alone home without the hassles of shared walls (as in apartment living) for peace and quiet on the lake. Private assigned parking area for two vehicles. Walking distance to Sears Park and Stop & Shop and downtown merchants. Private

    11R Lake Dr, East Hampton, CT 06424
  • 1101 Cromwell Hills Dr Unit 1101, Cromwell, CT 06416

    $200,000

    Sold Jun 02, 2026

    1101 Cromwell Hills Dr Unit 1101, Cromwell, CT 06416

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

    Last Sold Summary

    • 10% Above List Price
    • $189/SF
    • 4 Days On Market

    Current Estimated Value $194,729

    Last Listing Agent Joe Fazzino eXp Realty

    1101 Cromwell Hills Dr Unit 1101, Cromwell, CT 06416
  • 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
  • 4 Starr Place Unit 1, East Hampton, CT 06424
    4 Starr Place Unit 1, East Hampton, CT 06424
    4 Starr Place Unit 1, East Hampton, CT 06424
    /16

    $2,300

    Total Monthly Price

    • 2 Beds
    • 1 Bath
    • 768 Sq Ft
    • Condo for Rent

    4 Starr Place Unit 1, East Hampton, CT 06424

    4 Starr Place Unit 1, East Hampton, CT 06424
  • 207 Pearl St, Middletown, CT 06457

    $330,000

    Sold May 22, 2026

    207 Pearl St, Middletown, CT 06457

    • 6 Beds
    • 2 Baths
    • 1,818 Sq Ft
    • Built 1900

    Last Sold Summary

    • $182/SF
    • 96 Days On Market

    Current Estimated Value $330,454

    Last Listing Agent Wendi Zuk Homes Plus of Connecticut

    207 Pearl St, Middletown, CT 06457
    • 51 Rising Trail Dr Unit 51, Middletown, CT 06457

      Not Listed For Sale

      51 Rising Trail Dr Unit 51, Middletown, CT 06457

      • 3 Beds
      • 1.5 Baths
      • 1,232 Sq Ft
      • Built 1976
      51 Rising Trail Dr Unit 51, Middletown, CT 06457

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Allison Hughes William Raveis Real Estate

  • 15 Bluff Ave, Clinton, CT 06413
    15 Bluff Ave, Clinton, CT 06413
    15 Bluff Ave, Clinton, CT 06413
    /33

    $374,900

    $25K PRICE DROP Under Contract
    • 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
  • 9 Maple St Unit E, Chester, CT 06412
    9 Maple St Unit E, Chester, CT 06412
    /2

    $1,400

    Total Monthly Price

    • 1 Bed
    • 1 Bath
    • 850 Sq Ft
    • Condo for Rent

    9 Maple St Unit E, Chester, CT 06412

    1 Bedroom apartment in the heart of downtown Chester.

    9 Maple St Unit E, Chester, CT 06412
  • 121R Stage Coach Rd, Durham, CT 06422

    $1,150,000

    Sold Mar 16, 2026

    121R Stage Coach Rd, Durham, CT 06422

    • 4 Beds
    • 3.5 Baths
    • 6,979 Sq Ft
    • Built 2004

    Last Sold Summary

    • 4% Below List Price
    • $165/SF
    • 122 Days On Market

    Current Estimated Value $1,139,785

    Last Listing Agent Mark McElrath William Pitt Sotheby's Int'l

    121R Stage Coach Rd, Durham, CT 06422
    • 2 Depot Hill Rd, East Hampton, CT 06414

      Not Listed For Sale

      2 Depot Hill Rd, East Hampton, CT 06414

      • 3 Beds
      • 1.5 Baths
      • 1,763 Sq Ft
      • Built 1760
      2 Depot Hill Rd, East Hampton, CT 06414

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Angela Aresco Carl Guild & Associates

  • 103 Prospect St, Middletown, CT 06457
    103 Prospect St, Middletown, CT 06457
    103 Prospect St, Middletown, CT 06457
    /28

    $209,900

    $30K PRICE DROP Under Contract
    • 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
  • 78 Marlborough St Unit Suite #2, Portland, CT 06480
    78 Marlborough St Unit Suite #2, Portland, CT 06480
    78 Marlborough St Unit Suite #2, Portland, CT 06480
    /42

    $2,490

    Total Monthly Price

    • 3 Beds
    • 1 Bath
    • 1,774 Sq Ft
    • Condo for Rent

    78 Marlborough St Unit Suite #2, Portland, CT 06480

    This property is historic Gilbert Stancliff House, a true gem boasting a distinctive octagon-shaped design offers flexible living options with 3 bedrooms, 1 bathroom, accommodating various needs. Utility Fee Included in RENT. The total square footage 1,774, providing ample space for different layouts. Key amenities include a dishwasher and in-unit washer/dryer hidden behind the beautiful barn

    78 Marlborough St Unit Suite #2, Portland, CT 06480
  • 15 Chatham Fields Rd, East Hampton, CT 06424

    $499,275

    Sold Nov 07, 2025

    15 Chatham Fields Rd, East Hampton, CT 06424

    • 4 Beds
    • 2.5 Baths
    • 2,328 Sq Ft
    • Built 1999

    Last Sold Summary

    • 5% Above List Price
    • $214/SF
    • 41 Days On Market

    Current Estimated Value $533,602

    Last Listing Agent Laurie Murray KW Legacy Partners

    15 Chatham Fields Rd, East Hampton, CT 06424
    • 9 Winterbrooke Rd, Moodus, CT 06469

      Est $604,189

      Not Listed For Sale

      9 Winterbrooke Rd, Moodus, CT 06469

      • 4 Beds
      • 2.5 Baths
      • 2,238 Sq Ft
      • Built 2023
      9 Winterbrooke Rd, Moodus, CT 06469

      Last Sold Summary

      • 43 Days On Market

      Last Listing Agent Salvatore Morello Vision Real Estate

  • 10 Countryside Ln Unit 1, Middletown, CT 06457
    10 Countryside Ln Unit 1, Middletown, CT 06457
    10 Countryside Ln Unit 1, Middletown, CT 06457
    /28

    $245,000

    Pending
    • 2 Beds
    • 1.5 Baths
    • 1,132 Sq Ft

    10 Countryside Ln Unit 1, Middletown, CT 06457

    Welcome home to Cedar Ridge! This beautifully maintained 2-bedroom, 1.5-bathroom end-unit townhouse offers 1,319 square feet of bright, thoughtfully designed living space across three finished levels.The main level welcomes you with an expansive living room that flows effortlessly into an open-concept dining area and kitchen-complete with a spacious pantry and seamless access to your private Trex

    Sylvia Russ Berkshire Hathaway NE Prop.

    10 Countryside Ln Unit 1, Middletown, CT 06457
  • 324 Washington St, Middletown, CT 06457
    324 Washington St, Middletown, CT 06457
    324 Washington St, Middletown, CT 06457
    /37

    $2,700

    Total Monthly Price

    • 3 Beds
    • 2 Baths
    • 1,203 Sq Ft
    • House for Rent

    324 Washington St, Middletown, CT 06457

    Move right in! This beautifully renovated upper-level unit sits directly across the street from Wesleyan University, offering unbeatable convenience for students, faculty, or staff. The unit features 3 spacious bedrooms and 1 full bathroom at 1,203 square feet, fully furnished and ready for immediate occupancy.Freshly updated throughout, this unit combines modern finishes with the comfort of

    324 Washington St, Middletown, CT 06457
  • 6 Candlewood Dr, East Hampton, CT 06424

    $590,000

    Sold Jun 26, 2026

    6 Candlewood Dr, East Hampton, CT 06424

    • 3 Beds
    • 2.5 Baths
    • 2,336 Sq Ft
    • Built 1998

    Last Sold Summary

    • 7% Above List Price
    • $253/SF
    • 6 Days On Market

    Current Estimated Value $557,200

    Last Listing Agent Carol Kleeman William Raveis Real Estate

    6 Candlewood Dr, East Hampton, CT 06424
    • 46 Cove Rd, East Haddam, CT 06469

      Est $617,164

      Not Listed For Sale

      46 Cove Rd, East Haddam, CT 06469

      • 4 Beds
      • 3 Baths
      • 2,462 Sq Ft
      • Built 2024
      46 Cove Rd, East Haddam, CT 06469

      Last Sold Summary

      • 18 Days On Market

      Last Listing Agent Bonnie Yackovetsky Re/Max Valley Shore

  • 74 Mott Hill Rd, Haddam, CT 06424
    74 Mott Hill Rd, Haddam, CT 06424
    74 Mott Hill Rd, Haddam, CT 06424
    /6

    $119,350

    • Land
    • 3.15 Acres
    • $37,889 per Acre

    74 Mott Hill Rd, Haddam, CT 06424

    Build Your Dream Home in East Hampton! Rare opportunity to own over three acres of approved, buildable land in the heart of East Hampton, Connecticut. This beautiful parcel comes with a lot plan in place, making it easy to bring your vision to life-whether you're dreaming of a private retreat, a custom estate, or a peaceful year-round residence. Enjoy the best of small-town charm with modern

    Laura Beth Collinson Carl Guild & Associates

    74 Mott Hill Rd, Haddam, CT 06424
  • 4 Old Colony Rd, Old Saybrook, CT 06475
    4 Old Colony Rd, Old Saybrook, CT 06475
    4 Old Colony Rd, Old Saybrook, CT 06475
    /20

    $3,150

    Total Monthly Price

    • 3 Beds
    • 2 Baths
    • 1,344 Sq Ft
    • House for Rent

    4 Old Colony Rd, Old Saybrook, CT 06475

    Cornfield Point Beach area, Winter rental.Oct 1,2026- April 30, 2027 Furnished. Academic Rental.Conveniently located near town, restaurants and train station. You will fall in love with this Old Saybrook 3 bedroom, 2 full bathroom home. Newly renovated. Fully furnished, move in ready. Washer and dryer in basement. Open concept kitchen with stainless steel appliances, dishwasher,

    4 Old Colony Rd, Old Saybrook, CT 06475
  • 37 Front St, Middletown, CT 06457

    $305,000

    Sold Dec 12, 2025

    37 Front St, Middletown, CT 06457

    • 3 Beds
    • 1.5 Baths
    • 1,384 Sq Ft
    • Built 1924

    Last Sold Summary

    • 2% Below List Price
    • $220/SF
    • 5 Days On Market

    Current Estimated Value $317,117

    Last Listing Agent Brenda Hanley Berkshire Hathaway NE Prop.

    37 Front St, Middletown, CT 06457
  • 511 Route 81, Killingworth, CT 06419
    511 Route 81, Killingworth, CT 06419
    511 Route 81, Killingworth, CT 06419
    /12

    $699,000

    $86K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,386 Sq Ft

    511 Route 81, Killingworth, CT 06419

    Have you ever wanted to own your own Connecticut farm that dates back to the 1850s? For the very first time in over 170 years, this beautiful property is being offered to the market. Passed down through generations, this remarkable 35+ acre property has been in the same family since the mid-1800s. A true piece of New England history waiting to be brought back to life. Picture yourself stepping

    Adam Bronko RE/MAX Right Choice

    511 Route 81, Killingworth, CT 06419
  • 84 George St, Middletown, CT 06457
    84 George St, Middletown, CT 06457
    84 George St, Middletown, CT 06457
    /21

    $2,100

    Total Monthly Price

    • 2 Beds
    • 1 Bath
    • 950 Sq Ft
    • Condo for Rent

    84 George St, Middletown, CT 06457

    84 George St, Middletown, CT 06457
  • 6 Country Club Trail, Killingworth, CT 06419

    $176,000

    Sold Oct 29, 2025

    6 Country Club Trail, Killingworth, CT 06419

    • 2 Beds
    • 2 Baths
    • 1,045 Sq Ft
    • Built 1986

    Last Sold Summary

    • 5% Above List Price
    • $168/SF
    • 10 Days On Market

    Last Listing Agent Shelly Cumpstone Coldwell Banker Realty

    6 Country Club Trail, Killingworth, CT 06419
  • 53 Oakridge Dr, Westbrook, CT 06498
    53 Oakridge Dr, Westbrook, CT 06498
    53 Oakridge Dr, Westbrook, CT 06498
    /39

    $1,295,000

    • 4 Beds
    • 5 Baths
    • 4,937 Sq Ft

    53 Oakridge Dr, Westbrook, CT 06498

    Discover your own private oasis, this expansive custom-built home built on over 8 acres offers the perfect blend of privacy, comfort, and modern amenities. Featuring 4 bedrooms, 3 full bathrooms, 2 half bathrooms, and an oversized 2-car garage. Situated on the end of a private cul-de-sac the home is surrounded by peaceful natural beauty and thoughtfully designed for both everyday living and

    Cheryl Cook Re/Max Valley Shore

    53 Oakridge Dr, Westbrook, CT 06498
  • 4 Elinor Rd, Old Saybrook, CT 06475
    4 Elinor Rd, Old Saybrook, CT 06475
    4 Elinor Rd, Old Saybrook, CT 06475
    /36

    $2,600 Per Month

    • 3 Beds
    • 1.5 Baths
    • 1,152 Sq Ft
    • House for Rent

    4 Elinor Rd, Old Saybrook, CT 06475

    CHALKER BEACH ACADEMIC RENTAL AVAILABLE 9/15/26 - 5/15/26. Adorable fully furnished 3 bedroom, 1.1 bathroom Cape featuring kitchen open to dining room, living room, 1 bedroom on the main level, 2 bedrooms on the 2nd floor, 3 season screened in porch, outdoor shower, off street parking for 4 cars. Tenants will be responsible for water, electric (lights, hot water, AC & Heat) and snow removal. The

    Gera Delavega KW Legacy Partners

    4 Elinor Rd, Old Saybrook, CT 06475
  • 23 Falmouth Ct, Middletown, CT 06457

    $585,000

    Sold Nov 18, 2025

    23 Falmouth Ct, Middletown, CT 06457

    • 5 Beds
    • 2.5 Baths
    • 2,760 Sq Ft
    • Built 2004

    Last Sold Summary

    • 6% Below List Price
    • $212/SF
    • 74 Days On Market

    Current Estimated Value $619,741

    Last Listing Agent Kristin Callahan eXp Realty

    23 Falmouth Ct, Middletown, CT 06457
    • 70 Court St, Cromwell, CT 06416

      Est $685,649

      Not Listed For Sale

      70 Court St, Cromwell, CT 06416

      • 3 Beds
      • 3.5 Baths
      • 3,023 Sq Ft
      • Built 2013
      70 Court St, Cromwell, CT 06416

      Last Sold Summary

      • 8 Days On Market

      Last Listing Agent Debbie Hagel Hagel & Assoc. Real Estate

Showing Results 241 - 280, Page 7 of 18

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