74,970

Middlesex County, CT Homes

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  • 79 River St, Deep River, CT 06417
    79 River St, Deep River, CT 06417
    79 River St, Deep River, CT 06417
    /40

    $399,900

    • 2 Beds
    • 1 Bath
    • 1,817 Sq Ft

    79 River St, Deep River, CT 06417

    Move right into this Deep River home just moments from the Connecticut River and the charming village and town center. Since purchasing the property, the current owner has completed numerous valuable improvements, including a brand-new roof, new furnace, new oil tank, a tastefully remodeled kitchen, and an updated full bathroom. The main level offers inviting living spaces that blend character

    Gigi Giordano Taylor Compass Connecticut, LLC

    79 River St, Deep River, CT 06417
  • 28 Kelsey Rd, Clinton, CT 06413
    28 Kelsey Rd, Clinton, CT 06413
    28 Kelsey Rd, Clinton, CT 06413
    /18

    $2,250

    Total Monthly Price

    • 3 Beds
    • 1 Bath
    • House for Rent

    28 Kelsey Rd, Clinton, CT 06413

    Academic Rental October 1, 2026 -May 31, 2027. Charming 3-bedroom, ranch-style home in the Harbor View Beach Association. Large living room, 3 generous bedrooms, updated kitchen and bath just steps to the association beach.

    28 Kelsey Rd, Clinton, CT 06413
  • 94 Little Meadow Rd, Haddam, CT 06438

    $395,000

    Sold Nov 12, 2025

    94 Little Meadow Rd, Haddam, CT 06438

    • 1 Bed
    • 1 Bath
    • 528 Sq Ft
    • Built 1942

    Last Sold Summary

    • 7% Below List Price
    • $748/SF
    • 325 Days On Market

    Current Estimated Value $496,117

    Last Listing Agent Jodi Miller Lisitano Eagle Eye Realty PLLC

    94 Little Meadow Rd, Haddam, CT 06438
  • 1405-1445 Boston Post Rd, Old Saybrook, CT 06475
    1405-1445 Boston Post Rd, Old Saybrook, CT 06475
    1405-1445 Boston Post Rd, Old Saybrook, CT 06475
    /13

    $12,000,000

    • Land
    • 20.21 Acres
    • $593,765 per Acre

    1405-1445 Boston Post Rd, Old Saybrook, CT 06475

    Bushnell Farm presents a rare opportunity to acquire one of the Connecticut shoreline's most unique and historically significant properties. Located on Boston Post Road in Old Saybrook, this 20.21-acre property offers an exceptional combination of history, character, visibility, and development potential. The property features open meadows, mature trees, historic New England stone walls, and the

    Casey Fisher Houlihan Lawrence WD

    1405-1445 Boston Post Rd, Old Saybrook, CT 06475
  • 29 West Walk, Clinton, CT 06413
    29 West Walk, Clinton, CT 06413
    29 West Walk, Clinton, CT 06413
    /28

    $3,400 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
  • 85 River Rd Unit K3, Essex, CT 06426

    $450,000

    Sold Sep 15, 2025

    85 River Rd Unit K3, Essex, CT 06426

    • 3 Beds
    • 1.5 Baths
    • 1,375 Sq Ft
    • Built 1967

    Last Sold Summary

    • 8% Below List Price
    • $327/SF
    • 39 Days On Market

    Last Listing Agent Allison Bonito William Pitt Sotheby's Int'l

    85 River Rd Unit K3, Essex, CT 06426
    • 27 Salmon Run, East Hampton, CT 06424

      Est $556,430

      Not Listed For Sale

      27 Salmon Run, East Hampton, CT 06424

      • 3 Beds
      • 2 Baths
      • 1,700 Sq Ft
      • Built 2022
      27 Salmon Run, East Hampton, CT 06424

      Last Sold Summary

      • 139 Days On Market

      Last Listing Agent Anna Zastem Macchio William Raveis Real Estate

  • 14 Mountainview Rd, East Hampton, CT 06424
    14 Mountainview Rd, East Hampton, CT 06424
    14 Mountainview Rd, East Hampton, CT 06424
    /26

    $60,000

    • 1 Bed
    • 1 Bath
    • 697 Sq Ft

    14 Mountainview Rd, East Hampton, CT 06424

    Opportunity is knocking at the lake! This 1-bedroom, 1-bath mobile home offers incredible potential for the right owner ready to bring their vision to life. Set in a location that captures beautiful views of Lake Pocotopaug, this property is all about possibilities. Whether you're looking for a renovation project, a seasonal getaway, or an investment opportunity, this home provides a rare chance

    Carl Guild Carl Guild & Associates

    14 Mountainview Rd, East Hampton, CT 06424
  • 242 Main St Unit A, Portland, CT 06480
    242 Main St Unit A, Portland, CT 06480
    242 Main St Unit A, Portland, CT 06480
    /17

    $2,182

    Total Monthly Price

    • 3 Beds
    • 2 Baths
    • 1,300 Sq Ft
    • Condo for Rent

    242 Main St Unit A, Portland, CT 06480

    242 Main St Unit A, Portland, CT 06480
  • 2 Olde Flatbrook Rd, East Hampton, CT 06424

    $500,000

    Sold Oct 03, 2025

    2 Olde Flatbrook Rd, East Hampton, CT 06424

    • 3 Beds
    • 2 Baths
    • 2,044 Sq Ft
    • Built 1986

    Last Sold Summary

    • 5% Above List Price
    • $245/SF
    • 29 Days On Market

    Current Estimated Value $533,040

    Last Listing Agent Carl Guild Carl Guild & Associates

    2 Olde Flatbrook Rd, East Hampton, CT 06424
    • 6 Foster Ln, Essex, CT 06426

      Not Listed For Sale

      6 Foster Ln, Essex, CT 06426

      • 1 Bed
      • 1 Bath
      • 1,416 Sq Ft
      • Built 2022
      6 Foster Ln, Essex, CT 06426

      Last Sold Summary

      • 117 Days On Market

      Last Listing Agent Peg Mitchel Coldwell Banker Realty

  • 3 Beebe Rd, East Haddam, CT 06423
    3 Beebe Rd, East Haddam, CT 06423
    3 Beebe Rd, East Haddam, CT 06423
    /27

    $529,000

    • 3 Beds
    • 2 Baths
    • 1,818 Sq Ft

    3 Beebe Rd, East Haddam, CT 06423

    This beautifully maintained ranch home in East Haddam has been lovingly cared for by its original owners since 2002. Located on a quiet, rural road, the property features an open-concept floor plan with cathedral ceilings, granite countertops, and elegant exterior stonework. A versatile walk-up bonus room offers the perfect space for a home office, library, or playroom. The front porch, back

    Patricia Flanagan Carl Guild & Associates

    3 Beebe Rd, East Haddam, CT 06423
  • 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
  • 19 Evergreen Dr, Clinton, CT 06413

    $477,000

    Sold Apr 24, 2026

    19 Evergreen Dr, Clinton, CT 06413

    • 4 Beds
    • 2.5 Baths
    • 2,148 Sq Ft
    • Built 1965

    Last Sold Summary

    • 7% Below List Price
    • $222/SF
    • 79 Days On Market

    Current Estimated Value $482,293

    Last Listing Agent Kayla Chasse Compass Connecticut, LLC

    19 Evergreen Dr, Clinton, CT 06413
    • 26 Flannery Row, East Hampton, CT 06424

      Est $744,079

      Not Listed For Sale

      26 Flannery Row, East Hampton, CT 06424

      • Built 2024
      26 Flannery Row, East Hampton, CT 06424

      Last Sold Summary

      • 109 Days On Market

      Last Listing Agent Anthony LaCava Berkshire Hathaway NE Prop.

  • 14 Cow Pen Hill Rd, Killingworth, CT 06419
    14 Cow Pen Hill Rd, Killingworth, CT 06419
    14 Cow Pen Hill Rd, Killingworth, CT 06419
    /40

    $699,000

    Pending
    • 4 Beds
    • 2.5 Baths
    • 3,615 Sq Ft

    14 Cow Pen Hill Rd, Killingworth, CT 06419

    Discover the perfect blend of timeless New England character and thoughtful modern updates in this charming one-owner Dutch Colonial, privately set on nearly 2 acres of mature landscaping and open grounds. Once filled with carefully curated antiques that beautifully complemented the home's historic character, the property now offers updated kitchens and baths that bring modern comfort while

    Lisa Fekete William Raveis Real Estate

    14 Cow Pen Hill Rd, Killingworth, CT 06419
  • 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 Southwinds Rd, Moodus, CT 06469

    $520,000

    Sold Aug 15, 2025

    7 Southwinds Rd, Moodus, CT 06469

    • 4 Beds
    • 2.5 Baths
    • 2,406 Sq Ft
    • Built 2003

    Last Sold Summary

    • 4% Above List Price
    • $216/SF
    • 4 Days On Market

    Current Estimated Value $572,808

    Last Listing Agent Zhe Feng Eagle Eye Realty PLLC

    7 Southwinds Rd, Moodus, CT 06469
  • 67 Butternut St, Middletown, CT 06457
    67 Butternut St, Middletown, CT 06457
    67 Butternut St, Middletown, CT 06457
    /25

    $334,500

    • 3 Beds
    • 1 Bath
    • 1,264 Sq Ft

    67 Butternut St, Middletown, CT 06457

    Welcome to 67 Butternut, a charming home that offers comfort, character, and convenience. The main level features a bright, open kitchen with stainless steel appliances that flows seamlessly into the inviting living room, creating the perfect space for everyday living and entertaining. Beautiful hardwood floors extend throughout the home, adding warmth and timeless appeal. Upstairs, you'll find

    Carl Chisem Jr. William Raveis Real Estate

    67 Butternut St, Middletown, CT 06457
  • 114 Nooks Hill Rd, Cromwell, CT 06416
    114 Nooks Hill Rd, Cromwell, CT 06416
    114 Nooks Hill Rd, Cromwell, CT 06416
    /28

    $1,550 Per Month

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

    114 Nooks Hill Rd, Cromwell, CT 06416

    Available August 7, this bright and well-maintained upstairs unit in a two-family home offers comfortable country living with modern conveniences. Located in a beautiful rural setting, the apartment features a welcoming front porch, large yard, and a one-car detached garage with automatic opener, plus ample additional parking. Spacious, clean, and sun-filled rooms are complemented with washer and

    Theresa Bitondo Berkshire Hathaway NE Prop.

    114 Nooks Hill Rd, Cromwell, CT 06416
  • 16 Augusta Cir, Moodus, CT 06469

    $295,000

    Sold Nov 07, 2025

    16 Augusta Cir, Moodus, CT 06469

    • 2 Beds
    • 1.5 Baths
    • 1,023 Sq Ft
    • Built 2007

    Last Sold Summary

    • 2% Below List Price
    • $288/SF
    • 26 Days On Market

    Current Estimated Value $300,633

    Last Listing Agent Adam Zak Century 21 Classic Homes

    16 Augusta Cir, Moodus, CT 06469
    • 121 Silver Springs Dr, Higganum, CT 06441

      Est $808,540

      Not Listed For Sale

      121 Silver Springs Dr, Higganum, CT 06441

      • 5 Beds
      • 4 Baths
      • 3,351 Sq Ft
      • Built 2022
      121 Silver Springs Dr, Higganum, CT 06441

      Last Sold Summary

      • 211 Days On Market

      Last Listing Agent Rob Paskiewicz CT Home Pro, LLC

  • 136 Goose Hill Rd, Chester, CT 06412
    136 Goose Hill Rd, Chester, CT 06412
    136 Goose Hill Rd, Chester, CT 06412
    /40

    $825,000

    $170K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 3,343 Sq Ft

    136 Goose Hill Rd, Chester, CT 06412

    Welcome to 136 Goose Hill Rd. This home has been tastefully redesigned inside and out with no expense spared. Featuring 4 bedroom, 3 full bathroom, over 3,300 sq ft of beautifully finished living space sitting on just over 2 acres. Step inside to discover all-new hardwood flooring throughout the main level and a thoughtfully designed open-concept layout ideal for both everyday living and

    Chris Torrez RE/MAX One

    136 Goose Hill Rd, Chester, CT 06412
  • 10 Paper Mill Rd, Killingworth, CT 06419
    10 Paper Mill Rd, Killingworth, CT 06419
    10 Paper Mill Rd, Killingworth, CT 06419
    /25

    $2,800

    Total Monthly Price

    • 3 Beds
    • 2 Baths
    • Condo for Rent

    10 Paper Mill Rd, Killingworth, CT 06419

    COMPLETELY REBUILT FROM THE STUDS OUT-EVERYTHING IS BRAND NEW AND DONE RIGHT! This beautifully remodeled right-side unit in a two-family ranch offers the feel of a new home with quality finishes throughout. The stunning kitchen features granite countertops, all-new Samsung stainless steel appliances, and abundant cabinet space. Hardwood and engineered flooring extend throughout the home, creating

    10 Paper Mill Rd, Killingworth, CT 06419
  • 207 Pettipaug Rd, Westbrook, CT 06498

    $440,000

    Sold Apr 15, 2026

    207 Pettipaug Rd, Westbrook, CT 06498

    • 3 Beds
    • 2 Baths
    • 1,040 Sq Ft
    • Built 1981

    Last Sold Summary

    • 6% Below List Price
    • $423/SF
    • 22 Days On Market

    Current Estimated Value $439,731

    Last Listing Agent Thomas Mele Social & Co Realty

    207 Pettipaug Rd, Westbrook, CT 06498
    • 272 S Main St, Middletown, CT 06457
      272 S Main St, Middletown, CT 06457
      /2

      Est $409,958

      Not Listed For Sale

      272 S Main St, Middletown, CT 06457

      • Studio
      • 2 Baths
      • 2,164 Sq Ft
      • Built 1988
      272 S Main St, Middletown, CT 06457

  • 1175 S Main St, Middletown, CT 06457
    1175 S Main St, Middletown, CT 06457
    1175 S Main St, Middletown, CT 06457
    /40

    $525,000

    Under Contract
    • 3 Beds
    • 2 Baths
    • 1,814 Sq Ft

    1175 S Main St, Middletown, CT 06457

    Beautiful Move in ready 1814 sq ft 3-bedroom ranch home with a sun porch on 1/2 acre and a large detached garage. Nice yard and well landscaped. A very unique property with room to grow! Complete with new lighting, it is freshly painted with new dove gray carpeting thru out the bedrooms, Living room and hallway. This Home has central air conditioning with a New oil heat furnace installed in 2022.

    John Izzo William Raveis Real Estate

    1175 S Main St, Middletown, CT 06457
  • 548 Main St Unit 2, Portland, CT 06480
    548 Main St Unit 2, Portland, CT 06480
    548 Main St Unit 2, Portland, CT 06480
    /15

    $1,752 Per Month

    • 3 Beds
    • 1 Bath
    • 1,005 Sq Ft
    • Apartment for Rent

    548 Main St Unit 2, Portland, CT 06480

    Spacious 3-bedroom, 1-bath apartment located on the second floor of a charming two-family home in 548 Main Street. This bright unit features a large kitchen with ample cabinet and counter space, a beautifully updated bathroom, hardwood floors, fresh gray walls, generous closet space, and abundant natural light throughout. Enjoy a dedicated private entrance and a large pantry/storage area for

    Michael Bernard Ironclad Real Estate

    548 Main St Unit 2, Portland, CT 06480
  • 103 Fairway Dr, Portland, CT 06480

    $725,000

    Sold Aug 07, 2026

    103 Fairway Dr, Portland, CT 06480

    • 4 Beds
    • 2.5 Baths
    • 3,220 Sq Ft
    • Built 1994

    Last Sold Summary

    • 17% Above List Price
    • $225/SF
    • 4 Days On Market

    Current Estimated Value $585,174

    Last Listing Agent Lisa Fekete William Raveis Real Estate

    103 Fairway Dr, Portland, CT 06480
    • 16 Turkey Hill Rd, Durham, CT 06422

      Est $1,046,008

      Not Listed For Sale

      16 Turkey Hill Rd, Durham, CT 06422

      • 5 Beds
      • 5 Baths
      • 4,598 Sq Ft
      • Built 2005
      16 Turkey Hill Rd, Durham, CT 06422

      Last Sold Summary

      • 37 Days On Market

      Last Listing Agent Liz Zakrzewski Coldwell Banker Realty

  • 245 Chestnut Hill Rd, Killingworth, CT 06419
    245 Chestnut Hill Rd, Killingworth, CT 06419
    245 Chestnut Hill Rd, Killingworth, CT 06419
    /34

    $574,900

    • 4 Beds
    • 2.5 Baths
    • 1,913 Sq Ft

    245 Chestnut Hill Rd, Killingworth, CT 06419

    Beautifully updated Cape Cod, ideally situated on two private acres near the Killingworth/Madison town line, offering the perfect blend of classic charm and modern updates. Recent improvements include vinyl siding, replacement windows and slider, a renovated kitchen, updated bathrooms, refinished hardwood floors, and a newly installed well neutralizing system. Recently painted throughout, the

    Linda Toscano Coldwell Banker Realty

    245 Chestnut Hill Rd, Killingworth, CT 06419
  • 170-174 Liberty St Unit 170, Middletown, CT 06457
    170-174 Liberty St Unit 170, Middletown, CT 06457
    170-174 Liberty St Unit 170, Middletown, CT 06457
    /7

    $1,782

    Total Monthly Price

    • 3 Beds
    • 1 Bath
    • 170-174 Liberty St. - Red Pod

    170-174 Liberty St Unit 170, Middletown, CT 06457

    170-174 Liberty St Unit 170, Middletown, CT 06457
  • 166 Fiske Ln, Westbrook, CT 06498

    $3,275,000

    Sold Feb 09, 2026

    166 Fiske Ln, Westbrook, CT 06498

    • 4 Beds
    • 5 Baths
    • 4,747 Sq Ft
    • Built 1989

    Last Sold Summary

    • 17% Below List Price
    • $690/SF
    • 262 Days On Market

    Current Estimated Value $3,247,362

    Last Listing Agent Margaret Muir William Pitt Sotheby's Int'l

    166 Fiske Ln, Westbrook, CT 06498
    • 116 Long Hill Rd, Clinton, CT 06413

      Est $504,024

      Not Listed For Sale

      116 Long Hill Rd, Clinton, CT 06413

      • 3 Beds
      • 3.5 Baths
      • 2,676 Sq Ft
      • Built 2022
      116 Long Hill Rd, Clinton, CT 06413

      Last Sold Summary

      • 320 Days On Market

      Last Listing Agent Hector Caraballo William Raveis Real Estate

  • 17 Markham Rd, East Hampton, CT 06424
    17 Markham Rd, East Hampton, CT 06424
    17 Markham Rd, East Hampton, CT 06424
    /40

    $799,900

    • 3 Beds
    • 2 Baths
    • 3,904 Sq Ft

    17 Markham Rd, East Hampton, CT 06424

    Hidden at the end of a quiet country lane, this home sits 8.72 secluded acres, surrounded by towering trees and open field giving the feeling of a private retreat. Custom-built home combines rustic craftsmanship with modern comfort, its exposed post-and-beam construction creating a warm, timeless character. Nine-foot ceilings & gleaming hardwood floors make the main living spaces feel open and

    Deborah Walden eXp Realty

    17 Markham Rd, East Hampton, CT 06424
  • 166 Harvey Rd, Durham, CT 06422
    166 Harvey Rd, Durham, CT 06422
    166 Harvey Rd, Durham, CT 06422
    /15

    $3,800 Per Month

    • 3 Beds
    • 3 Baths
    • 2,786 Sq Ft
    • House for Rent

    166 Harvey Rd, Durham, CT 06422

    Welcome to your own private sanctuary in Durham-just 3 miles from Route 17, yet a world away from it all. Nestled beside 22,000 acres of Cockaponset State Forest, this Adirondack-style retreat offers nearly 2,700 sq ft of inviting living space on 3 serene, level acres. Whether you're sipping morning coffee on the covered deck or gathering around the massive 26-foot fieldstone fireplace, every

    Debbie Huscher Real Broker CT, LLC

    166 Harvey Rd, Durham, CT 06422
  • 10 Cricket Ct, Old Saybrook, CT 06475

    $941,500

    Sold Jan 22, 2026

    10 Cricket Ct, Old Saybrook, CT 06475

    • 3 Beds
    • 1.5 Baths
    • 1,740 Sq Ft
    • Built 1972

    Last Sold Summary

    • 2% Above List Price
    • $541/SF
    • 24 Days On Market

    Current Estimated Value $948,789

    Last Listing Agent Sharon Linder Berkshire Hathaway NE Prop.

    10 Cricket Ct, Old Saybrook, CT 06475

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