74,376

Middlesex County, CT Homes

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  • /17

    $199,999

    • 2 Beds
    • 1 Bath
    • 855 Sq Ft

    8 Country Squire Dr Unit 8B, Cromwell, CT 06416

    Beautifully maintained upper-level, two-bedroom end unit offering an open floor plan and low-maintenance living. Step inside this bright and sunny ranch-style condo, where vaulted ceilings create an open and spacious feel. The galley kitchen features newer backsplash and granite countertops, and abundant natural light. Sliding glass doors off the dining area lead to a private balcony with amazing

    Tracy Matthews Coldwell Banker Realty

    8 Country Squire Dr Unit 8B, Cromwell, CT 06416
  • /10

    $1,475 Per Month

    • 1 Bed
    • 1 Bath
    • 972 Sq Ft
    • Apartment for Rent

    49-1 W Silver St Unit 2, Middletown, CT 06457

    Welcome to 49 1/2 Silver Street #2 in Middletown! This spacious 1-bedroom, 1-bath rental offers comfortable living with a functional layout and generously sized rooms. Conveniently located near shopping, dining, major highways, and all that Middletown has to offer. Available for $1,475 per month, with heat included. The tenant is currently occupying the unit. Please use ShowingTime for all

    Santo Gulino William Raveis Real Estate

    49-1 W Silver St Unit 2, Middletown, CT 06457
  • 590 Route 148, Killingworth, CT 06419

    $625,000

    Sold Oct 07, 2025

    590 Route 148, Killingworth, CT 06419

    • 3 Beds
    • 3 Baths
    • 2,396 Sq Ft
    • Built 1980

    Last Sold Summary

    • 4% Below List Price
    • $261/SF
    • 32 Days On Market

    Current Estimated Value $676,527

    Last Listing Agent Tanya Bottaro Real Broker CT, LLC

    590 Route 148, Killingworth, CT 06419
    • 19 Heron Pond Rd, Essex, CT 06426

      Est $1,375,668

      Not Listed For Sale

      19 Heron Pond Rd, Essex, CT 06426

      • 4 Beds
      • 2.5 Baths
      • 3,024 Sq Ft
      • Built 2008
      19 Heron Pond Rd, Essex, CT 06426

      Last Sold Summary

      • 61 Days On Market

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

  • /35

    $950,000

    $25K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 3,032 Sq Ft

    24 Indian Dr, Clinton, CT 06413

    Nestled along the shoreline where the Indian River meets Long Island Sound, the Country Club Estates neighborhood is one of Clinton's most sought-after waterfront communities. In the heart of Clinton, this established neighborhood offers a unique blend of coastal beauty, recreational opportunities, and small-town New England charm. Updates to this home in 2020 include a large addition (primary

    Bonnie Fillion Berkshire Hathaway NE Prop.

    24 Indian Dr, Clinton, CT 06413
  • /21

    $2,000 Per Month

    • 3 Beds
    • 1 Bath
    • 14,820 Sq Ft
    • House for Rent

    360 Main St Unit 3-B, Middletown, CT 06457

    Central downtown district. Welcome to the Historic Pythian Building with an interesting ownership history as hotel and former meeting place of the Pythian Knights. Large 3-bedroom unit on top floor, offers an open floor plan with kitchen, living room and full bath. Great tenant value with all utilities included. There isn't any onsite parking for tenants. There are municipal parking lots nearby

    Patricia Flynn Sterling REALTORS

    360 Main St Unit 3-B, Middletown, CT 06457
  • 175 Ferry Rd Unit 3, Old Saybrook, CT 06475

    $565,000

    Sold Jan 09, 2026

    175 Ferry Rd Unit 3, Old Saybrook, CT 06475

    • 2 Beds
    • 2 Baths
    • 1,670 Sq Ft
    • Built 2005

    Last Sold Summary

    • 6% Below List Price
    • $338/SF
    • 77 Days On Market

    Current Estimated Value $609,416

    Last Listing Agent Kathy Schellens William Pitt Sotheby's Int'l

    175 Ferry Rd Unit 3, Old Saybrook, CT 06475
    • 115 Comstock Trail, East Hampton, CT 06424

      Est $655,018

      Not Listed For Sale

      115 Comstock Trail, East Hampton, CT 06424

      • 4 Beds
      • 2.5 Baths
      • 2,903 Sq Ft
      • Built 2008
      115 Comstock Trail, East Hampton, CT 06424

      Last Sold Summary

      • 33 Days On Market

      Last Listing Agent John Blakley Berkshire Hathaway NE Prop.

  • /19

    $75,000

    $25K PRICE DROP
    • Land
    • 1 Acre
    • $75,000 per Acre

    0 Turkey Hill Rd, Chester, CT 06412

    Discover the perfect setting to build your dream home in the desirable Wig Hill area of Chester, Connecticut. Located near Cockaponset Sate Forest and the scenic Connecticut River valley. This beautiful one-acre level building lot features approximately 211 feet of road frontage and dimensions of roughly 200 x 200 feet, offering ample space and flexibility to bring your custom plans and ideas to

    Charles Kroopneck Charles Kroopneck Real Estate

    0 Turkey Hill Rd, Chester, CT 06412
  • /13

    $1,650 Per Month

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

    489 N Roast Meat Hill Rd, Killingworth, CT 06419

    Bright, spacious, private apartment in home on winding, picturesque country road. 2 sleeping areas (sleeps up to 6). Monthly rent includes WiFi internet. This spacious, private guest apartment is located in a home on 4 acres of property, surrounded by forest. Despite the peaceful, rural location, it is located only 12 minutes from beautiful Long Island Sound beaches and other attractions, such as

    Cindy Breckheimer Forever Homes Real Estate LLC

    489 N Roast Meat Hill Rd, Killingworth, CT 06419
  • 8 Mohawk Ct, Cromwell, CT 06416

    $280,000

    Sold Jan 05, 2026

    8 Mohawk Ct, Cromwell, CT 06416

    • 2 Beds
    • 1.5 Baths
    • 1,758 Sq Ft
    • Built 1976

    Last Sold Summary

    • 2% Above List Price
    • $159/SF
    • 44 Days On Market

    Current Estimated Value $284,849

    Last Listing Agent Donna-Jean Dargie Eagle Eye Realty PLLC

    8 Mohawk Ct, Cromwell, CT 06416
    • 9 Long Green Terrace, Cromwell, CT 06416

      Est $591,066

      Not Listed For Sale

      9 Long Green Terrace, Cromwell, CT 06416

      • 3 Beds
      • 3 Baths
      • 2,135 Sq Ft
      • Built 2008
      9 Long Green Terrace, Cromwell, CT 06416

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Robert Jordan Hagel & Assoc. Real Estate

  • /39

    $275,000

    $35K PRICE DROP Under Contract
    • 2 Beds
    • 1 Bath
    • 764 Sq Ft

    95 Wildwood Rd, Colchester, CT 06415

    This charming 1948 seasonal cottage at Lake Hayward is full of character and timeless appeal. Offering 2/3 bedrooms, hardwood floors, a vintage-style kitchen, and a beautiful fieldstone fireplace, this inviting cottage is the perfect place to relax and enjoy lake living. Enjoy captivating lake views from the spacious 29x8 screened porch, providing an additional 240 square feet of seasonal living

    Carolyn Kress Berkshire Hathaway NE Prop.

    95 Wildwood Rd, Colchester, CT 06415
  • /27

    $1,900 Per Month

    • 2 Beds
    • 2 Baths
    • 923 Sq Ft
    • Townhouse for Rent

    275 Main St, Cromwell, CT 06416

    Available now! Minimum credit score of 675 required-no exceptions. No smoking or vaping. One small pet may be considered. First month's rent, last month's rent, and one month's security of $1000. is required. This cozy two-bedroom rental offers a practical, comfortable place to call home. The main level features a welcoming front porch, an eat-in kitchen , living room with a ceiling fan, two full

    Theresa Bitondo Berkshire Hathaway NE Prop.

    275 Main St, Cromwell, CT 06416
  • 317 Tater Hill Rd, East Haddam, CT 06423

    $640,000

    Sold Apr 08, 2026

    317 Tater Hill Rd, East Haddam, CT 06423

    • 4 Beds
    • 3 Baths
    • 5,287 Sq Ft
    • Built 1994

    Last Sold Summary

    • 9% Below List Price
    • $121/SF
    • 164 Days On Market

    Current Estimated Value $687,604

    Last Listing Agent Jodi Miller Lisitano Eagle Eye Realty PLLC

    317 Tater Hill Rd, East Haddam, CT 06423
    • 32 Old Nod Rd, Clinton, CT 06413

      Est $415,113

      Not Listed For Sale

      32 Old Nod Rd, Clinton, CT 06413

      • 3 Beds
      • 1.5 Baths
      • 1,638 Sq Ft
      • Built 1870
      32 Old Nod Rd, Clinton, CT 06413

      Last Sold Summary

      • 104 Days On Market

      Last Listing Agent Leslie Timmons Berkshire Hathaway NE Prop.

  • /14

    $115,900

    $24K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 672 Sq Ft

    25 Whitewood Rd, Killingworth, CT 06419

    Welcome to easy, low-maintenance living in the desirable Beechwood 55+ Community! Situated on a peaceful corner lot, this well-maintained home offers privacy, comfort, and numerous recent updates. Inside, you'll find a bright and inviting layout featuring a walk-in tub, updated vanity, new blinds, a new dishwasher, and a newer 50-gallon hot water heater. A stackable washer and dryer are also

    Michael Tran Property Works New England

    25 Whitewood Rd, Killingworth, CT 06419
  • /19

    $2,500 Per Month

    • 3 Beds
    • 3 Baths
    • 1,994 Sq Ft
    • House for Rent

    7 Main St, Essex, CT 06426

    3 Bedroom home in Centerbrook, 1 1/2 baths, Home Office, Eat In Kitchen, Full Basment. 2 Car Garage. Stone Patio overlooking private backyard. No Smoking. No Pets. Owner has a business next door, prefers low occupancy & quiet tenants. Landlord is responsible for heat, water and ground care. Tenant is responsible for Electric, Internet and Propane.

    Craig Milton Re/Max Valley Shore

    7 Main St, Essex, CT 06426
  • 120 Washington Rd, Cromwell, CT 06416

    $470,000

    Sold Dec 23, 2025

    120 Washington Rd, Cromwell, CT 06416

    • 3 Beds
    • 2.5 Baths
    • 1,951 Sq Ft
    • Built 1988

    Last Sold Summary

    • 2% Above List Price
    • $241/SF
    • 6 Days On Market

    Current Estimated Value $495,467

    Last Listing Agent Jeff Coleman Hagel & Assoc. Real Estate

    120 Washington Rd, Cromwell, CT 06416
    • 75 Pinnacle Ln, Chester, CT 06412

      Est $912,105

      Not Listed For Sale

      75 Pinnacle Ln, Chester, CT 06412

      • 4 Beds
      • 3 Baths
      • 3,033 Sq Ft
      • Built 2006
      75 Pinnacle Ln, Chester, CT 06412

      Last Sold Summary

      • 20 Days On Market

      Last Listing Agent Kristen Butts Century 21 Clemens Group

  • /40

    $499,000

    Pending
    • 5 Beds
    • 3 Baths
    • 2,541 Sq Ft

    220 Thayer Rd, Higganum, CT 06441

    Welcome to 220 Thayer Road, a storybook gem where stepping onto the covered porch feels like stepping back in time. Built as a barn in 1740, the structure was renovated and transformed into a single-family home in 1982, preserving the character of an 18th-century Colonial Saltbox. Set on 0.61 acre across from a green, perennial gardens and paths surround the home, just a stroll from Higganum

    Kristina Quinones William Pitt Sotheby's Int'l

    220 Thayer Rd, Higganum, CT 06441
  • /27

    $1,900 Per Month

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

    54 Oak St Unit 13, Middletown, CT 06457

    Welcome to 54 Oak Street. This lovely 4 room, first floor apartment with a large eat in kitchen (oven range, range hood, refrigerator & dishwasher), large living room and huge bedrooms with generous closets and a full bath is ready to go. Don't need two bedrooms??? Use the smaller bedroom as an office or den ... the choice is yours!!! Centrally located in a secure building with Intercom, it is

    Barbara Coyle William Raveis Real Estate

    54 Oak St Unit 13, Middletown, CT 06457
  • 13 Cranberry Meadow Ln, Killingworth, CT 06419

    $1,394,900

    Sold Mar 02, 2026

    13 Cranberry Meadow Ln, Killingworth, CT 06419

    • 5 Beds
    • 3.5 Baths
    • 3,444 Sq Ft
    • Built 2024

    Last Sold Summary

    • 27% Above List Price
    • $405/SF
    • 158 Days On Market

    Current Estimated Value $1,100,918

    Last Listing Agent Rob Paskiewicz CT Home Pro, LLC

    13 Cranberry Meadow Ln, Killingworth, CT 06419
    • 23 Red Bird Trail, Old Saybrook, CT 06475

      Est $1,716,112

      Not Listed For Sale

      23 Red Bird Trail, Old Saybrook, CT 06475

      • 3 Beds
      • 2 Baths
      • 2,580 Sq Ft
      • Built 1955
      23 Red Bird Trail, Old Saybrook, CT 06475

      Last Sold Summary

      • 158 Days On Market

      Last Listing Agent Jay Cusack Better Homes and Gardens Real Estate Executive Real Estate

  • /34

    $1,300,000

    • 12 Beds
    • 8 Baths
    • 9,890 Sq Ft

    13 Portland St, Middletown, CT 06457

    Unique mixed-use opportunity in Middletown offering strong cash flow and flexible ownership potential. Property consists of a fully occupied 4-family, a fully occupied 2-family, and two 1,600 SF commercial garage/workshop spaces all situated on one lot with views of the Connecticut River and Arrigoni Bridge. One commercial space is leased, while the second vacant garage offers ideal owner-user

    Sacha Armstrong William Pitt Sotheby's International Realty

    13 Portland St, Middletown, CT 06457
  • /19

    $2,050 Per Month

    • 2 Beds
    • 1 Bath
    • 1,016 Sq Ft
    • House for Rent

    945 Glastonbury Turnpike Unit 2, Portland, CT 06480

    Rare gem of a rental available now at 945 Glastonbury Turnpike in Portland! A spacious, light-filled unit within a well-maintained two-family home that truly feels like a single-family. This 2nd floor unit offers space and serenity with your own private deck, 1,016 sq ft, 2 bedrooms, 1 full updated bathroom, and kitchen with a spacious living room, laundry in unit and 2 parking spaces! Set on the

    Adam Dion eXp Realty

    945 Glastonbury Turnpike Unit 2, Portland, CT 06480
  • 1175 S Main St, Middletown, CT 06457

    $490,000

    Sold Aug 28, 2026

    1175 S Main St, Middletown, CT 06457

    • 3 Beds
    • 2 Baths
    • 1,814 Sq Ft
    • Built 2000

    Last Sold Summary

    • 7% Below List Price
    • $270/SF
    • 51 Days On Market

    Current Estimated Value $516,596

    Last Listing Agent John Izzo William Raveis Real Estate

    1175 S Main St, Middletown, CT 06457
    • 25 W Silver St, Middletown, CT 06457

      Est $274,085

      Not Listed For Sale

      25 W Silver St, Middletown, CT 06457

      • 2 Beds
      • 1.5 Baths
      • 1,138 Sq Ft
      • Built 2007
      25 W Silver St, Middletown, CT 06457

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Brittany O'Hara William Raveis Real Estate

  • /35

    $425,000

    • 4 Beds
    • 2 Baths
    • 1,352 Sq Ft

    104 Bell St, Middletown, CT 06457

    Welcome to 104 Bell Street - a rare find on 2.6 private acres in the heart of Middletown. This 4-bedroom, 2 full bath home offers a truly unique setting where you drive down a long, secluded driveway and cross a bridge over Sawmill Brook to arrive at your own private oasis. Fully updated throughout, this home features a renovated kitchen, updated bathrooms, new flooring, new 200-amp electrical

    Warren Juall HOMESELL

    104 Bell St, Middletown, CT 06457
  • /33

    $2,600 Per Month

    • 2 Beds
    • 1 Bath
    • 1,056 Sq Ft
    • House for Rent

    10 Phelps Ln, Deep River, CT 06417

    Great Ranch Rental - Newly Remodeled - 2 Bedrooms, additional room for office or sitting room (can also be used as a bedroom), Large Living Room and Kitchen. All New Appliances with newer dishwasher. New Countertops and new flooring. Washer and Drier in the unit. Central Air. Garage with electric. Great back yard fenced in. Walking distance to the Connecticut River where you can have lunch in the

    Sharon Fox Carl Guild & Associates

    10 Phelps Ln, Deep River, CT 06417
  • 46 Johnson St, Middletown, CT 06457

    $319,900

    Sold Sep 24, 2025

    46 Johnson St, Middletown, CT 06457

    • 3 Beds
    • 2 Baths
    • 1,480 Sq Ft
    • Built 1886

    Last Sold Summary

    • $216/SF
    • 52 Days On Market

    Current Estimated Value $326,634

    Last Listing Agent Jennifer Stich Tier 1 Real Estate

    46 Johnson St, Middletown, CT 06457
    • 49 Silver St, Middletown, CT 06457

      Est $285,467

      Not Listed For Sale

      49 Silver St, Middletown, CT 06457

      • 3 Beds
      • 2 Baths
      • 1,562 Sq Ft
      • Built 1935
      49 Silver St, Middletown, CT 06457

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Keith Murphy Innovative Properties

  • /39

    $690,000

    • 4 Beds
    • 4 Baths
    • 4,500 Sq Ft

    68 High St, Portland, CT 06480

    Custom-built by renowned local builder McGinley, this exceptional home is tucked away at the end of a peaceful private road, in the desirable The Highlands subdivision, privately situated on 3.34 acres. Thoughtfully designed and built as the builder's own residence, this spacious home offers quality craftsmanship, character, and incredible versatility throughout. A grand foyer welcomes you into

    Jody Smaglis Coldwell Banker Realty

    68 High St, Portland, CT 06480
  • /36

    $18,000 Per Month

    • 4 Beds
    • 3 Baths
    • 1,360 Sq Ft
    • House for Rent

    8 Belaire Manor, Old Saybrook, CT 06475

    Summer 2027 -- Available: June, July, August, September. This beautiful property is a direct waterfront, 4 bedroom, one-level home situated on a sandy beach in a private association. Wake up every morning to ocean waves, and enjoy the panoramic sunrises/sunsets which are magical here. Upon pulling into the driveway, you'll be greeted by breathtaking water views. The expansive patio right on the

    Erika Raffles William Pitt Sotheby's Int'l

    8 Belaire Manor, Old Saybrook, CT 06475
  • 11 Coulter St Unit 28, Old Saybrook, CT 06475

    $650,000

    Sold Mar 16, 2026

    11 Coulter St Unit 28, Old Saybrook, CT 06475

    • 2 Beds
    • 2.5 Baths
    • 2,099 Sq Ft
    • Built 1986

    Last Sold Summary

    • 2% Above List Price
    • $310/SF
    • 5 Days On Market

    Current Estimated Value $684,181

    Last Listing Agent Christine Fappiano Shoreline Real Estate Company

    11 Coulter St Unit 28, Old Saybrook, CT 06475
    • 8 Harbor View S, Essex, CT 06426

      Est $1,215,326

      Not Listed For Sale

      8 Harbor View S, Essex, CT 06426

      • 5 Beds
      • 4 Baths
      • 4,381 Sq Ft
      • Built 1981
      8 Harbor View S, Essex, CT 06426

      Last Sold Summary

      • 109 Days On Market

      Last Listing Agent Teri Lewis William Pitt Sotheby's Int'l

  • /12

    $379,900

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

    672 E Main St, Middletown, CT 06457

    FULLY UPDATED & TURN KEY! Welcome to 672 East Main Street, a beautifully renovated home offering extensive update inside and out. This meticulously maintained property features a new roof, siding, windows, front door, flooring, interior paint, kitchen cabinets, updated kitchen and bathrooms, and so much more. Enjoy the convenience of a dedicated washer and dryer located on the main floor, making

    Marco Rondinone Berkshire Hathaway NE Prop.

    672 E Main St, Middletown, CT 06457
  • /12

    $1,750 Per Month

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

    6 Pleasant St Unit 2, Chester, CT 06412

    CLEAN AND SPACIOUS 2 BEDROOM W/ LARGE EAT-IN KITCHEN / PAINTED AND REDONE HARDWOOD FLOORS / NEW REFRIGERATOR AND NEW ELECTRIC OVEN RANGE / HEAT, WATER & TRASH INCLUDED, PLUS A ONE CAR GARAGE!!! DOUBLE PANE INSULATED WINDOWS NICE OUTSIDE COVERED FRONT PORCH ~ I WOULD NOT WAIT ON THIS ONE!!

    Tom Clancy William Pitt Sotheby's Int'l

    6 Pleasant St Unit 2, Chester, CT 06412
  • 154 Glenwood Terrace, Middletown, CT 06457

    $417,000

    Sold Feb 13, 2026

    154 Glenwood Terrace, Middletown, CT 06457

    • 3 Beds
    • 1.5 Baths
    • 1,925 Sq Ft
    • Built 1965

    Last Sold Summary

    • 2% Below List Price
    • $217/SF
    • 3 Days On Market

    Current Estimated Value $420,755

    Last Listing Agent Nancy Newman LPT Realty

    154 Glenwood Terrace, Middletown, CT 06457
    • 24 Taylor Dr, East Hampton, CT 06424

      Est $305,541

      Not Listed For Sale

      24 Taylor Dr, East Hampton, CT 06424

      • 2 Beds
      • 1 Bath
      • 1,032 Sq Ft
      • Built 1932
      24 Taylor Dr, East Hampton, CT 06424

      Last Sold Summary

      • 62 Days On Market

      Last Listing Agent Koreen Ryan Carl Guild & Associates

Showing Results 481 - 520, Page 13 of 18

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