Middlesex County, CT Homes

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  $939,900 Pending

  • 3 Beds
  • 2.5 Baths
  • 3,286 Sq Ft

  1 Lighthouse Ln, Old Saybrook, CT 06475

  LOCATION, LOCATION, LOCATION! This spacious 3200 sq.ft. home offers BEAUTIFUL WATER VIEWS and an UNBEATABLE LOCATION in one of the shoreline's most sought-after communities. Perfectly situated between Saybrook Point and Town Center, it's just a short walk in either direction to enjoy marinas, top-rated restaurants, boutique shopping, and local favorites like the Saybrook Inn. This cul-de-sac

  Lynne Ferrigno Coldwell Banker Realty

  1 Lighthouse Ln, Old Saybrook, CT 06475
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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

  Lynn Lehrman Re/Max Valley Shore

  15 Liberty St, Chester, CT 06412
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  $945,000 Sold Dec 09, 2025

  321 Old Clinton Rd, Westbrook, CT 06498

  • 4 Beds
  • 3.5 Baths
  • 3,961 Sq Ft
  • Built 1993

  Last Sold Summary

  • 5% Below List Price
  • $239/SF
  • 7 Days On Market

  Last Listing Agent Julia King William Raveis Real Estate

  321 Old Clinton Rd, Westbrook, CT 06498
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  Est $384,051 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 1,824 Sq Ft

  5 Coe Ave, Portland, CT 06480

  5 Coe Ave, Portland, CT 06480
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  $650,000 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 1,721 Sq Ft

  Clinton, CT 06413

  New construction to be built. 3 Bedroom ranch. Open Floor plan Interior lot with private driveway. Home will include hardwood and carpet flooring. Granite counter tops. 9Ft ceilings, central air, 2 car garage, laundry room on main floor. Close to downtown Clinton, shops, dining and train station

  Renee Salafia William Raveis Real Estate

  Clinton, CT 06413
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  $2,000 total monthly price

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

  162 Old Kelsey Point Rd, Westbrook, CT 06498

  Live at the beach all from September to May, steps to beautiful private Old Kelsey Point Hill and Beach Association. The house has been totally remodeled in 2023, with hardwood floors throughout, new heating system and so much more, great area for walking swiming riding your bike and more.

  Cheryl Cook Re/Max Valley Shore

  162 Old Kelsey Point Rd, Westbrook, CT 06498
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  $180,000 Sold May 09, 2025

  93 W Main St, Chester, CT 06412

  • 1 Bed
  • 1 Bath
  • 752 Sq Ft
  • Built 1955

  Last Sold Summary

  • 5% Below List Price
  • $239/SF
  • 32 Days On Market

  Current Estimated Value $192,229

  Last Listing Agent Kelly Puorro Puorro Realty Group

  93 W Main St, Chester, CT 06412
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  Est $958,525 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 3,957 Sq Ft

  4 Piney Branch, Ivoryton, CT 06442

  4 Piney Branch, Ivoryton, CT 06442
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  $719,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,500 Sq Ft

  462 Higby Rd, Middletown, CT 06457

  Price Reduced! 4 bedroom home in a country setting near elementary school. Close to highway. Propane fired hydro-air heating and cooling. On floor plan. Gas fireplace, oak flooring, walk-in closet, tile shower in master suite, main bath. lot size is a flat acre and half with city water. Under construction.

  David White OwnerEntry.com

  462 Higby Rd, Middletown, CT 06457
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  $1,475 total monthly price

  • 2 Beds
  • 1 Bath
  • 936 Sq Ft
  • Townhouse for Rent

  16 Lake St Unit 2-W, Middletown, CT 06457

  Townhouse style 2 bedroom apartment! This apartment is on the 2nd and 3rd floor of a multi-family. The 1st floor has a living room with hardwood floors, a kitchen with wood laminate flooring, the bathroom is on the main level and an additional room that could be an office or dining room. The 2nd floor has 2 bedrooms and is hardwood flooring throughout. Located minutes from RT 9 and off South Main

  Heather Kilbourn Cavanaugh & Company LLC

  16 Lake St Unit 2-W, Middletown, CT 06457
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  $239,900 Sold Aug 12, 2025

  16 Pine Ct, Cromwell, CT 06416

  • 2 Beds
  • 1.5 Baths
  • 1,365 Sq Ft
  • Built 1973

  Last Sold Summary

  • 4% Below List Price
  • $176/SF
  • 41 Days On Market

  Current Estimated Value $240,434

  Last Listing Agent Nick Morreale RE/MAX One

  16 Pine Ct, Cromwell, CT 06416
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  Est $380,024 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,355 Sq Ft

  106 Arbutus St, Middletown, CT 06457

  106 Arbutus St, Middletown, CT 06457
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  $319,900 Under Contract

  • 3 Beds
  • 1 Bath
  • 912 Sq Ft

  12 Deep Hollow Rd, Chester, CT 06412

  Enjoy convenient one level living on a quiet, charming dead-end street just steps from Chester Village. This home offers a full unfinished walkout basement, vinyl siding, thermal windows, and a 200-amp electrical panel. A new furnace was installed in 2019. The neighborhood is truly exceptional, residents are unbelievably kind and feel like family. With a little TLC, this property is ready for

  Craig Milton Re/Max Valley Shore

  12 Deep Hollow Rd, Chester, CT 06412
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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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  $822,500 Sold Aug 08, 2025

  23 Blackhaw Dr, Cromwell, CT 06416

  • 4 Beds
  • 2.5 Baths
  • 3,308 Sq Ft
  • Built 1986

  Last Sold Summary

  • 3% Above List Price
  • $249/SF
  • 14 Days On Market

  Current Estimated Value $800,279

  Last Listing Agent Lon Norton Realty Executives Boston West

  23 Blackhaw Dr, Cromwell, CT 06416
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  Est $252,673 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,209 Sq Ft

  52 Afton Terrace, Middletown, CT 06457

  52 Afton Terrace, Middletown, CT 06457
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  $625,000

  • 4 Beds
  • 3 Baths
  • 2,969 Sq Ft

  112 Cedar Swamp Rd, Deep River, CT 06417

  Welcome to your dream home at 112 Cedar Swamp Road, Deep River, CT! This charming Cape Cod-style residence, originally built in 1940, has been beautifully renovated to blend classic charm with modern efficiency. With 4 spacious bedrooms and 3 full bathrooms, this home has +/- 2,900 square feet of living space, providing ample room for all your lifestyle needs. Step inside to discover a bright and

  Gigi Giordano Taylor Compass Connecticut, LLC

  112 Cedar Swamp Rd, Deep River, CT 06417
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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 -- June: available -- July/Aug/Sept: rented} 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
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  $650,000 Sold Dec 15, 2025

  16 Hidden Lake Rd, Higganum, CT 06441

  • 4 Beds
  • 2.5 Baths
  • 3,052 Sq Ft
  • Built 2006

  Last Sold Summary

  • 7% Above List Price
  • $213/SF
  • 41 Days On Market

  Last Listing Agent Wynne Lord Coldwell Banker Realty

  16 Hidden Lake Rd, Higganum, CT 06441
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  Est $1,221,626 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 3,010 Sq Ft

  41 Cypress Rd, Old Saybrook, CT 06475

  41 Cypress Rd, Old Saybrook, CT 06475

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