Middlesex County, CT Homes

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  $99,900

  • Land
  • 1.23 Acres
  • $81,220 per Acre

  402 Cox Rd Unit 8, 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

  402 Cox Rd Unit 8, Portland, CT 06480
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  $9,950 total monthly price

  • 5 Beds
  • 3 Baths
  • 4,088 Sq Ft
  • House for Rent

  8 Jacob Ln, Killingworth, CT 06419

  Prepare to be WOWed by this far-from-typical Colonial! This gorgeous home has been completely reimagined and remodeled with the highest-end finishes throughout, blending timeless design with modern sophistication. The heart of this 4,000+ sqft home is the chef's kitchen, featuring a Sub-Zero refrigerator, Wolf range, and a stunning Carrara marble island-perfect for culinary enthusiasts and

  Melanie Scull William Pitt Sotheby's Int'l

  8 Jacob Ln, Killingworth, CT 06419
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  $4,900,000 Sold Oct 16, 2025

  151 Kingfisher Ln, Westbrook, CT 06498

  • 6 Beds
  • 3.5 Baths
  • 6,182 Sq Ft
  • Built 1890

  Last Sold Summary

  • 15% Above List Price
  • $793/SF
  • 17 Days On Market

  Current Estimated Value $4,534,957

  Last Listing Agent Jackie Lyman Lyman Real Estate

  151 Kingfisher Ln, Westbrook, CT 06498
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  Est $740,827 Not Listed For Sale

  9 Captains Walk, Clinton, CT 06413

  • 4 Beds
  • 3 Baths
  • 2,784 Sq Ft
  • Built 1950

  9 Captains Walk, Clinton, CT 06413

  Last Sold Summary

  • 10% Above List Price
  • $242/SF
  • 5 Days On Market

  Last Sold Price $675,000

  Last Listing Agent Nancy Mesham Coldwell Banker Realty
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  $239,900

  • 2 Beds
  • 1.5 Baths
  • 1,600 Sq Ft

  7 Countryside Ln Unit 4, Middletown, CT 06457

  This townhouse has all that you need! With lovely laminate wood looking floor in the living room, tile in the dining area and kitchen area with new sliding glass door that opens up to a Trex deck that overlooks a lovely courtyard. The kitchen has many cabinets and counterspace and has newer appliances. There is a half bath on the first floor. The upstairs has 2 bedrooms and a full bath. There is

  Sally McMahon William Raveis Real Estate

  7 Countryside Ln Unit 4, Middletown, CT 06457
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  $4,000 total monthly price

  • 4 Beds
  • 1.5 Baths
  • 2,180 Sq Ft
  • House for Rent

  422 Maple Ave, Old Saybrook, CT 06475

  Classic New England year round beach house across the street from the ocean in the private Knollwood beach area. This home has 4 bedrooms, 2 full baths and an outside shower ! Master bedroom has a king bed, 2nd bedroom has a full size bed, 3rd bedroom has a queen size bed and 4th bedroom has a full and twin bed. Stunning views on every side and amazing sunsets ! This is a great location the

  Dawn Caso Williams Realty Services

  422 Maple Ave, Old Saybrook, CT 06475
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  $475,000 Sold May 07, 2025

  48 Jackson St, Middletown, CT 06457

  • 6 Beds
  • 3 Baths
  • 2,769 Sq Ft
  • Built 1900

  Last Sold Summary

  • 6% Above List Price
  • $172/SF
  • 40 Days On Market

  Current Estimated Value $483,031

  Last Listing Agent Sacha Armstrong William Pitt Sotheby's International Realty

  48 Jackson St, Middletown, CT 06457
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  Est $194,497 Not Listed For Sale

  111 Dekoven Dr Unit 206, Middletown, CT 06457

  • 2 Beds
  • 2 Baths
  • 1,041 Sq Ft
  • Built 1989

  111 Dekoven Dr Unit 206, Middletown, CT 06457

  Last Sold Summary

  • 11% Above List Price
  • $168/SF
  • 38 Days On Market

  Last Sold Price $175,000

  Last Listing Agent Natalie Grant Nat's Honey Bee Real Estate
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  $369,900

  • Land
  • 45.7 Acres
  • $8,094 per Acre

  0 Florida Rd, East Haddam, CT 06423

  Beautiful 45.70 Acre lot that must be sold as a package deal with a .78 Acres known as Florida Road North (MLS#24057527).

  Anthony Fabrizio Coldwell Banker Realty

  0 Florida Rd, East Haddam, CT 06423
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  $6,500 total monthly price

  • 4 Beds
  • 3 Baths
  • 3,762 Sq Ft
  • House for Rent

  17 Agawam Ave, Old Saybrook, CT 06475

  Fantastic Opportunity to Rent in Fabulous Fenwick! This charming water-view traditional Fenwick Cottage is available from September, 2026, through June 20, 2027! Boasting 4 bedrooms and 4 baths plus a huge third-floor rec room/bunk room space, the home offers over 3,700 sq. ft. of comfortable beach living. Open floor plan living room with walls of windows and French door access to a spacious back

  Lynn Lehrman Re/Max Valley Shore

  17 Agawam Ave, Old Saybrook, CT 06475
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  $575,000 Sold Aug 15, 2025

  166R Skeet Club Rd, Durham, CT 06422

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft
  • Built 1985

  Last Sold Summary

  • 7% Above List Price
  • $383/SF
  • 37 Days On Market

  Current Estimated Value $572,108

  Last Listing Agent Jane Huelsman eXp Realty

  166R Skeet Club Rd, Durham, CT 06422
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  Est $224,815 Not Listed For Sale

  135 E Main St Unit 15, Clinton, CT 06413

  • 1 Bed
  • 1 Bath
  • 1,036 Sq Ft
  • Built 1964

  135 E Main St Unit 15, Clinton, CT 06413

  Last Sold Summary

  • 7% Above List Price
  • $203/SF
  • 5 Days On Market

  Last Sold Price $210,000

  Last Listing Agent Nancy Bullis Coldwell Banker Realty
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  $265,000 Under Contract

  • 3 Beds
  • 1 Bath
  • 2,199 Sq Ft

  25 Route 79, Killingworth, CT 06419

  Backyarder Bonus Stonehouse! Quality crafted stone house with huge outbuilding. Main level bedroom with fireplace, Great room crafted from ship hull with heart shaped fireplace. Two additional bedrooms on upper level. Walk out lower level with playspace. This is a Fannie Mae home.

  Billie Galessio HomeRun Realty LLC

  25 Route 79, Killingworth, CT 06419
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  $4,850 total monthly price

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • House for Rent

  153 Shore Rd Unit 2, Clinton, CT 06413

  Coastal Charm Meets Modern Comfort. This 3 bedroom, 2 bath year-round beach house. The views are majestic all year long. This bright and airy living space with updated finishes, central air, gas fireplace in spacious living room, laundry on main floor. Hardwood floors on the main level.

  Sandra Ciarleglio William Raveis Real Estate

  153 Shore Rd Unit 2, Clinton, CT 06413
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  $324,000 Sold Feb 12, 2026

  7 Sherwood Ct, Portland, CT 06480

  • 2 Beds
  • 2 Baths
  • 1,097 Sq Ft
  • Built 2000

  Last Sold Summary

  • 8% Above List Price
  • $295/SF
  • 4 Days On Market

  Current Estimated Value $314,135

  Last Listing Agent Angela Aresco Carl Guild & Associates

  7 Sherwood Ct, Portland, CT 06480
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  Est $336,216 Not Listed For Sale

  393 E Haddam Moodus Rd, Moodus, CT 06469

  • 3 Beds
  • 2.5 Baths
  • 1,764 Sq Ft
  • Built 1860

  393 E Haddam Moodus Rd, Moodus, CT 06469

  Last Sold Summary

  • 32% Above List Price
  • $144/SF
  • 75 Days On Market

  Last Sold Price $254,000

  Last Listing Agent Benjamin Lemieux eXp Realty
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  $339,900 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,880 Sq Ft

  11 Edgewood Rd, Portland, CT 06480

  Well maintained ranch with potential, Ready and awaiting your vision. Hardwood floors under carpets. Bring your ideas and make this home your own. The property is being sold As-is. Inspections for informational purpose only.

  Kelley Cummings The Heritage Group, LLC

  11 Edgewood Rd, Portland, CT 06480
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  $7,500 total monthly price

  • 4 Beds
  • 4.5 Baths
  • 4,708 Sq Ft
  • House for Rent

  15 Liberty St, Chester, CT 06412

  Exceptional Rental Opportunity in Chester's Quintessential New England Village. Experience refined living in this estate-like setting, exquisitely furnished and thoughtfully remodeled to the highest standards. Offering over 4,000 sq. ft. of light-filled luxury, this stunning home is available October 2025 through mid-May 2026. Property Highlights: 4 Bedrooms | 5 Baths - including an exceptionally

  Lynn Lehrman Re/Max Valley Shore

  15 Liberty St, Chester, CT 06412
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  $530,000 Sold Jan 09, 2026

  27 Valley Dr, Middletown, CT 06457

  • 3 Beds
  • 2.5 Baths
  • 2,204 Sq Ft
  • Built 1991

  Last Sold Summary

  • $240/SF
  • 5 Days On Market

  Current Estimated Value $525,827

  Last Listing Agent Emily Curtis William Raveis Real Estate

  27 Valley Dr, Middletown, CT 06457
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  Est $255,898 Not Listed For Sale

  9 Stirling Ct, Middletown, CT 06457

  • 3 Beds
  • 1 Bath
  • 1,336 Sq Ft
  • Built 1971

  9 Stirling Ct, Middletown, CT 06457

  Last Sold Summary

  • 11% Above List Price
  • $172/SF
  • 7 Days On Market

  Last Sold Price $230,000

  Last Listing Agent Melissa Rothman eXp Realty
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  $249,609

  • 3 Beds
  • 1.5 Baths
  • 1,340 Sq Ft

  146 Liberty St, Middletown, CT 06457

  146 Liberty Street, Middletown, CT offers a three bedroom, one and a half bath home renovated in 2023. The main level features a functional layout with updated finishes and timeless details, along with a mudroom and a three season porch. All bedrooms are located on the second floor, along with a full bath. Additional features include a detached two car garage. Property is being sold as a short

  Keith Murphy Innovative Properties

  146 Liberty St, Middletown, CT 06457
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  $1,800 total monthly price

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

  70 Pond Meadow Rd, Ivoryton, CT 06442

  Freshly Painted 2 bedrooms/1 bathroom unit located in a quite complex Tenant responsible for electric/Internet Landlord is responsible for landscaping/snow/water good credit, no pets, and no smoking 1 year lease, 2 months Security deposit and first month rent due at lease signing

  Amru Abo-Alaial RE/MAX One

  70 Pond Meadow Rd, Ivoryton, CT 06442
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  $425,000 Sold Apr 23, 2025

  10 Northwinds Dr, Ivoryton, CT 06442

  • 3 Beds
  • 1.5 Baths
  • 1,229 Sq Ft
  • Built 1984

  Last Sold Summary

  • $346/SF
  • 47 Days On Market

  Current Estimated Value $449,762

  Last Listing Agent Craig Milton Re/Max Valley Shore

  10 Northwinds Dr, Ivoryton, CT 06442
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  Est $604,930 Not Listed For Sale

  43 Old Kentwood Rd, East Haddam, CT 06423

  • 4 Beds
  • 2.5 Baths
  • 2,918 Sq Ft
  • Built 1986

  43 Old Kentwood Rd, East Haddam, CT 06423

  Last Sold Summary

  • 27% Above List Price
  • $163/SF
  • 7 Days On Market

  Last Sold Price $475,000

  Last Listing Agent Alexis Trzcinski Berkshire Hathaway Home Services
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  $409,000

  • 3 Beds
  • 2.5 Baths
  • 1,762 Sq Ft

  206 N Moodus Rd, Moodus, CT 06469

  Well-maintained single-family home located in Moodus on a level one-acre lot. This 3-bedroom, 2.5-bath residence offers 1,762 square feet of living space with a functional and efficient layout. The home features six total rooms, including a spacious living area with fireplace, forced-air heating, central air conditioning, and oil fuel. Exterior highlights include vinyl siding and a gable roof

  Alex King Lock and Key Realty, Inc

  206 N Moodus Rd, Moodus, CT 06469
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  $18,000 total monthly price

  • 4 Beds
  • 3 Baths
  • 1,120 Sq Ft
  • House for Rent

  8 Belaire Manor, Old Saybrook, CT 06475

  Summer 2026 -- Available: June 15-30 for $9,000 -- Rented: July/Aug/Sept. 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

  Erika Raffles William Pitt Sotheby's Int'l

  8 Belaire Manor, Old Saybrook, CT 06475
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  $250,000 Sold Jun 02, 2025

  0 Abbey Rd, East Hampton, CT 06424

  • Land
  • 31.6 Acres
  • $7,911 per Acre

  Last Sold Summary

  • 11% Below List Price
  • 38 Days On Market

  Last Listing Agent Dale Bunn Riverview Realty, LLC

  0 Abbey Rd, East Hampton, CT 06424
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  Est $648,751 Not Listed For Sale

  392 Roast Meat Hill Rd, Killingworth, CT 06419

  • 3 Beds
  • 3 Baths
  • 2,220 Sq Ft
  • Built 1973

  392 Roast Meat Hill Rd, Killingworth, CT 06419

  Last Sold Summary

  • 4% Above List Price
  • $282/SF
  • 3 Days On Market

  Last Sold Price $625,000

  Last Listing Agent Leigh Whiteman William Raveis Real Estate
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  $899,000 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 2,945 Sq Ft

  214 Green Hill Rd, Killingworth, CT 06419

  Discover the perfect blend of historic New England charm and modern comfort in this 1825 farmhouse set on nearly 8 acres of open fields, mature landscape, and a serene stream fed pond. This 4 bed, 3.5 bath home offers an inviting farmhouse style with thoughtfully updated spaces, original architectural details, and room to live, work, and play. A new custom country kitchen serves as the heart of

  Angela Ruel Berkshire Hathaway NE Prop.

  214 Green Hill Rd, Killingworth, CT 06419
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  $3,000 total monthly price

  • 3 Beds
  • 2 Baths
  • 2,137 Sq Ft
  • House for Rent

  8 Clinton Ave, Old Saybrook, CT 06475

  Turn-key Academic Shoreline Rental for today's modern-living and tastefully decorated in Old Saybrook, CT. Beautifully renovated home in South Cove neighborhood great for morning walks with coffee or evening strolls with a cocktail in hand. This lovely light filled home has an open floor plan, custom built kitchen with modern stainless steel appliances, new hardwood floors throughout, first floor

  Terry McDonald McDonald Real Estate, LLC

  8 Clinton Ave, Old Saybrook, CT 06475
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  $210,000 Sold Dec 11, 2025

  96 Woodland Dr Unit 96, Cromwell, CT 06416

  • 2 Beds
  • 2 Baths
  • 989 Sq Ft
  • Built 1974

  Last Sold Summary

  • 5% Above List Price
  • $212/SF
  • 19 Days On Market

  Current Estimated Value $207,561

  Last Listing Agent Corinne Machowski William Raveis Real Estate

  96 Woodland Dr Unit 96, Cromwell, CT 06416
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  Est $516,748 Not Listed For Sale

  12 Long Hill Rd, Clinton, CT 06413

  • 3 Beds
  • 2 Baths
  • 2,344 Sq Ft
  • Built 1939

  12 Long Hill Rd, Clinton, CT 06413

  Last Sold Summary

  • 10% Above List Price
  • $200/SF
  • 30 Days On Market

  Last Sold Price $469,900

  Last Listing Agent Linda Toscano Coldwell Banker Realty
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  $349,000 Pending

  • Land
  • 25.98 Acres
  • $13,433 per Acre

  0 Saybrook Rd, Haddam, CT 06438

  Map 48 Lots 57 + 59 Saybrook Road, Haddam, CT 06438 25 Acres with CT River and Salmon River Cove views. 2 lots being sold together (12.3 acres + 13.68 acres) Potential for further subdivision if desired. But currently 2 lots each could be built on separately. Flexibility offered because lot shape + size could modified with a boundary line revision. Reach out to agent for details. Shown by

  Craig Milton Re/Max Valley Shore

  0 Saybrook Rd, Haddam, CT 06438
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  $4,025 total monthly price

  • 3 Beds
  • 2 Baths
  • 1,998 Sq Ft
  • House for Rent

  158 Captains Dr, Westbrook, CT 06498

  Experience coastal living at its finest in this gorgeous furnished rental located directly on the waterfront, overlooking the serene beauty of Long Island Sound. Available for monthly or academic rental, this newly renovated beachfront home invites you to relax and unwind while enjoying breathtaking sunrises and sunsets. Nestled in the highly sought-after Pilots Point Community, the heart of the

  Philip Degennaro Coldwell Banker Realty

  158 Captains Dr, Westbrook, CT 06498
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  $252,399 Sold Oct 23, 2025

  47 Ridge Rd, Middletown, CT 06457

  • 3 Beds
  • 1.5 Baths
  • 1,376 Sq Ft
  • Built 1879

  Last Sold Summary

  • 25% Below List Price
  • $183/SF
  • 88 Days On Market

  Current Estimated Value $254,287

  Last Listing Agent Carl Guild Carl Guild & Associates

  47 Ridge Rd, Middletown, CT 06457
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  Est $250,295 Not Listed For Sale

  207 N Moodus Rd, Moodus, CT 06469

  • 2 Beds
  • 1.5 Baths
  • 1,296 Sq Ft
  • Built 1956

  207 N Moodus Rd, Moodus, CT 06469

  Last Sold Summary

  • 35% Above List Price
  • $143/SF
  • 73 Days On Market

  Last Sold Price $185,000

  Last Listing Agent Nicole Weissinger Compass Connecticut, LLC
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  $704,900 Under Contract

  • 4 Beds
  • 3.5 Baths
  • 2,806 Sq Ft

  5 Race Track Hollow, Middlefield, CT 06455

  Welcome to this four bedroom, three and half bath Colonial beauty with elegant architectural design, and a recently updated versatile in-law suite. The house is filled with the warm allure of cherry hardwood floors that gracefully connect each living space. The large kitchen is a dream for generous hosts and those who love to cook, featuring granite countertops and the latest appliances, enabling

  Paulus Chan eXp Realty

  5 Race Track Hollow, Middlefield, CT 06455
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  $5,000 total monthly price

  • 4 Beds
  • 3.5 Baths
  • 2,679 Sq Ft
  • House for Rent

  21 Groveway Unit 21, Clinton, CT 06413

  The rate posted is the monthly off season academic rental rate Please ask for all other rates. Rental Comes FULLY FURNISHED. Additional information is stated in the last paragraph.This ocean front luxurious 4 bedroom 3 bath is a dream home in a high-end community located in Clinton, Connecticut. The property has just undergone a full renovation with a first floor bedroom. Spanning over 2,000 SF,

  Jorge Zea Blue Lighthouse Realty, Inc

  21 Groveway Unit 21, Clinton, CT 06413
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  $455,000 Sold Jul 17, 2025

  8 Joseph Ct, East Hampton, CT 06424

  • 4 Beds
  • 2.5 Baths
  • 2,051 Sq Ft
  • Built 2006

  Last Sold Summary

  • 3% Above List Price
  • $222/SF
  • 2 Days On Market

  Current Estimated Value $457,679

  Last Listing Agent Tammy Varney William Raveis Real Estate

  8 Joseph Ct, East Hampton, CT 06424
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  Est $277,445 Not Listed For Sale

  220 Russell St, Middletown, CT 06457

  • 2 Beds
  • 1 Bath
  • 768 Sq Ft
  • Built 1961

  220 Russell St, Middletown, CT 06457

  Last Sold Summary

  Last Listing Agent Michelle MacNeil William Raveis Real Estate

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