Middlesex County, CT Homes

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  /33

  $199,900 Pending

  • 3 Beds
  • 1 Bath
  • 748 Sq Ft

  15 Hazen St, Chester, CT 06412

  **FINAL AND BEST OFFERS DUE BY WEDNESDAY 3/4/26 BY 5PM** Fantastic condo alternative with year-round charm and lake lifestyle appeal! Enjoy scenic views of Cedar Lake and take advantage of the easy walk to nearby beaches from this inviting 4-season cottage. Situated on a large corner lot framed by classic New England stone walls, this property offers privacy, character, and outdoor enjoyment.

  Anthony La Penna Exceptional Real Estate LLC

  15 Hazen St, Chester, CT 06412
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  /33

  $2,300 per month

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

  Unlisted Address

  Immaculate 4 room ranch with living/dining combo, full kitchen, hardwood floors, 2 large bedrooms, bath and a half plus shower outside in fenced in yard, short walk to beach, View of Long Island sound from deck facing the water!! short term rental 2mo to 4 moths till June 30th

  Salome Kirkutis SKS Realty

  Unlisted Address
• 

  $1,000,050 Sold Jun 25, 2025

  15 Gilbert Hill Rd, Chester, CT 06412

  • 4 Beds
  • 3 Baths
  • 3,054 Sq Ft
  • Built 1950

  Last Sold Summary

  • 22% Above List Price
  • $327/SF
  • 18 Days On Market

  Current Estimated Value $983,646

  Last Listing Agent Angela Ruel Berkshire Hathaway NE Prop.

  15 Gilbert Hill Rd, Chester, CT 06412
• 

  Est $213,932 Not Listed For Sale

  304 Town St, East Haddam, CT 06423

  304 Town St, East Haddam, CT 06423

  Last Sold Summary

  • 13% Above List Price
  • 183 Days On Market

  Last Sold Price $190,000

  Last Listing Agent Jodi Miller Lisitano Eagle Eye Realty PLLC
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  /21

  $164,900 Under Contract

  • 3 Beds
  • 1.5 Baths
  • 1,200 Sq Ft

  45 Mckenna Dr, Middletown, CT 06457

  OWNER OCCUPANTS ONLY. CAN'T BE RENTED. NO INVESTORS. CASH ONLY! THIS IS A CO-OP: BUYERS OWN A SHARE AND MUST COMPLETE AN APPLICATION. Bright and move in ready, this end unit townhouse in the Wadsworth Grove Co-op offers three bedrooms, 1.5 baths and an inviting open layout. Hardwood floors flow through the main and upper levels, and the freshly painted interior features new crown molding and a

  Christian Salaman Coldwell Banker Realty

  45 Mckenna Dr, Middletown, CT 06457
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  /9

  $2,100 total monthly price

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

  113 Birdsey Ave Unit Floor 1, Middletown, CT 06457

  Beautifully Updated 1–2 Bedroom First-Floor Apartment – Middletown, CTThis recently renovated first-floor apartment offers 830 sq. ft. of flexible living space in a quiet, walkable neighborhood. Officially a 1-bedroom, the layout allows the living room to convert into an additional bedroom, while the dining room can easily serve as the main living area or a bright home office—ideal for

  113 Birdsey Ave Unit Floor 1, Middletown, CT 06457
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  $754,537 Sold Jul 16, 2025

  127 Webster Ln Unit 2-44, Middletown, CT 06457

  • 2 Beds
  • 2.5 Baths
  • 2,195 Sq Ft
  • Built 2024

  Last Sold Summary

  • 6% Above List Price
  • $344/SF
  • 334 Days On Market

  Last Listing Agent Sally Annino Berkshire Hathaway NE Prop.

  127 Webster Ln Unit 2-44, Middletown, CT 06457
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  Est $229,408 Not Listed For Sale

  170 Coles Rd, Cromwell, CT 06416

  • 2 Beds
  • Built 1973

  170 Coles Rd, Cromwell, CT 06416

  Last Sold Summary

  • 206% Above List Price
  • $87/SF
  • 117 Days On Market

  Last Sold Price $75,000

  Last Listing Agent Kamil Andrukiewicz New Haus Group LLC
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  /17

  $179,000 Pending

  • 1 Bed
  • 1 Bath
  • 760 Sq Ft

  301 Carriage Crossing Ln Unit 301, Middletown, CT 06457

  Welcome to this well-maintained condominium in the desirable Carriage Crossing community, offering a blend of comfort, convenience, and amenity-rich living. This unit features a bright, functional layout with hardwood floors in the living room and vaulted ceilings that create an open, airy feel. An upper-level loft area provides flexible space suitable for a home office, reading area, or

  Steve Jones Jr KW Legacy Partners

  301 Carriage Crossing Ln Unit 301, Middletown, CT 06457
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  /38

  $2,495 total monthly price

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

  179 Butternut St Unit 7, Middletown, CT 06457

  Welcome to The Flats @ MTown West, a boutique 16-unit apartment community designed for renters who value quiet, privacy, and modern living. Unit 179-7 is a brand-new, never-lived-in 2 bedroom offering luxury finishes with an open floor plan and loads of closet space. This unit is in the ideal location for Middlesex Health, Wesleyan University, Pratt, local commuters and anyone who prefers calm

  Scott Nardozzi Cavanaugh & Company LLC

  179 Butternut St Unit 7, Middletown, CT 06457
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  $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 $541,000

  Last Listing Agent Zhe Feng Eagle Eye Realty PLLC

  7 Southwinds Rd, Moodus, CT 06469
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  Est $538,227 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

  • 20% Above List Price
  • $265/SF
  • 139 Days On Market

  Last Sold Price $449,900

  Last Listing Agent Anna Zastem Macchio William Raveis Real Estate
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  /3

  $719,000 Pending

  • 3 Beds
  • 4 Baths
  • 2,683 Sq Ft

  00026 Edgewater Cir, East Hampton, CT 06424

  The welcoming Collins Estate has a porch entrance and an exterior with stone and vertical siding that is enhanced with craftsman details. This flexible floor plan offers a grand foyer open to the staircase to the 2nd level. The upper balcony overlooks the kitchen, dining area, and the great room with gas fireplace and 2 sets of French doors that leads to the rear covered porch. First floor

  Joyce Covone Berkshire Hathaway NE Prop.

  00026 Edgewater Cir, East Hampton, CT 06424
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  /15

  $1,595 total monthly price

  • 3 Beds
  • 1 Bath
  • 920 Sq Ft
  • Condo for Rent

  160 S Main St Unit 2nd Floor R, Middletown, CT 06457

  Updated 3 Bedroom Apartment 1 bathroom with refinished Hardwood Floors on the 2nd Floor is available now! This inviting unit features refinished hardwood floors throughout Enjoy a bright eat-in kitchen, modest sized bedrooms, plenty of closets, an updated bathroom, and numerous recent improvements. The second-floor location offers added privacy and tons of natural light. Located close to

  160 S Main St Unit 2nd Floor R, Middletown, CT 06457
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  $512,000 Sold Mar 31, 2025

  1224 Tryon St, Portland, CT 06073

  • 2 Beds
  • 1 Bath
  • 1,543 Sq Ft
  • Built 1947

  Last Sold Summary

  • 2% Above List Price
  • $332/SF
  • 33 Days On Market

  Current Estimated Value $543,897

  Last Listing Agent Paige Niver William Raveis Real Estate

  1224 Tryon St, Portland, CT 06073
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  Est $732,182 Not Listed For Sale

  26 Flannery Row, East Hampton, CT 06424

  • Built 2024

  26 Flannery Row, East Hampton, CT 06424

  Last Sold Summary

  • 632% Above List Price
  • $19/SF
  • 109 Days On Market

  Last Sold Price $100,000

  Last Listing Agent Anthony LaCava Berkshire Hathaway Home Services
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  /40

  $795,000 Open Sun 12PM - 2PM

  • 4 Beds
  • 4 Baths
  • 4,165 Sq Ft

  23 Crest Dr, Cromwell, CT 06416

  FIRST TIME OFFERED! Custom built by original owner using the finest quality materials and craftmanship! This home has been lovingly maintained and is in spotless move-in condition. Upon entering view the carved English Walnut Double Door entry leading to a foyer and living room with granite floors. Sunlight pours through a dramatic two-story glass block wall, illuminating the marble staircase.

  Christine Devanney Coldwell Banker Realty

  23 Crest Dr, Cromwell, CT 06416
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  /17

  $1,495 total monthly price

  • 1 Bed
  • 1 Bath
  • 1,330 Sq Ft
  • Apartment for Rent

  518 High St Unit 1st Fl N, Middletown, CT 06457

  Completely updated and spacious 1-bedroom apartment offering modern finishes and a prime Middletown location. This bright and inviting home features beautifully refinished hardwood flooring and so many closets! Enjoy the convenience of being just minutes from RT 9, Wesleyan University, Middlesex Health, Downtown Middletown, and an array of popular restaurants, shops, and entertainment. The scenic

  Heather Kilbourn Cavanaugh & Company LLC

  518 High St Unit 1st Fl N, Middletown, CT 06457
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  $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 $296,454

  Last Listing Agent Adam Zak Century 21 Classic Homes

  16 Augusta Cir, Moodus, CT 06469
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  Not Listed For Sale

  1000 Cromwell Hills Dr Unit 1201, Cromwell, CT 06416

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

  1000 Cromwell Hills Dr Unit 1201, Cromwell, CT 06416

  Last Sold Summary

  • $151/SF
  • 11 Days On Market

  Last Sold Price $160,000

  Last Listing Agent Sanam Solati New England Prestige Realty
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  /31

  $185,000

  • 1 Bed
  • 1 Bath
  • 760 Sq Ft

  159 Carriage Crossing Ln Unit 159, Middletown, CT 06457

  Welcome to this beautifully maintained condominium in sought-after Carriage Crossing, one of Middletown's premier communities at an affordable price. This sun-filled home offers effortless living with soaring 16-foot ceilings, expansive windows, and a unique contemporary layout. The open living and dining area features a cozy wood-burning fireplace with a stylish spiral staircase to a versatile

  Michele Devanney ERA Hart Sargis-Breen

  159 Carriage Crossing Ln Unit 159, Middletown, CT 06457
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  /10

  $1,800 total monthly price

  • 3 Beds
  • 1 Bath
  • 1,620 Sq Ft
  • Townhouse for Rent

  523 525 Hunting Hill Ave Unit 1st floor, Middletown, CT 06457

  523 525 Hunting Hill Ave Unit 1st floor, Middletown, CT 06457
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  $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 $3,368,798

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

  166 Fiske Ln, Westbrook, CT 06498
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  Est $320,685 Not Listed For Sale

  60 Depot Hill Rd, Cobalt, CT 06414

  • 2 Beds
  • 1 Bath
  • 1,140 Sq Ft
  • Built 1957

  60 Depot Hill Rd, Cobalt, CT 06414

  Last Sold Summary

  • 15% Above List Price
  • $246/SF
  • 5 Days On Market

  Last Sold Price $280,000

  Last Listing Agent Rachael Cisz Serhant Connecticut, LLC
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  /15

  $367,500 Under Contract

  • 4 Beds
  • 1.5 Baths
  • 1,568 Sq Ft

  7 Blue Bell Ln, Middletown, CT 06457

  Welcome to this beautifully maintained 4-bedroom, 1.5 bath Colonial located in the desirable Wesleyan Hills community in Middletown. This home features an attached 2-car garage and an inviting open floor plan connecting the kitchen and dining room for everyday living and entertaining. The recently updated bathrooms, newer flooring throughout, thermopane windows, and fresh paint offer a move-in

  Steve Wollman Wollman Realty

  7 Blue Bell Ln, Middletown, CT 06457
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  /18

  $1,595 total monthly price

  • 3 Beds
  • 1 Bath
  • 920 Sq Ft
  • Apartment for Rent

  160 S Main St Unit 2nd Fl R, Middletown, CT 06457

  Updated 3 Bedroom Apartment 1 bathroom with refinished Hardwood Floors on the 2nd Floor is available now! This inviting unit features refinished hardwood floors throughout Enjoy a bright eat-in kitchen, modest sized bedrooms, plenty of closets, an updated bathroom, and numerous recent improvements. The second-floor boasts tons of natural light. Located close to Middlesex Health, Wesleyan

  Heather Kilbourn Cavanaugh & Company LLC

  160 S Main St Unit 2nd Fl R, Middletown, CT 06457
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  $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 $894,354

  Last Listing Agent Sharon Linder Berkshire Hathaway NE Prop.

  10 Cricket Ct, Old Saybrook, CT 06475
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  Est $875,127 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

  • 5% Below List Price
  • $274/SF
  • 211 Days On Market

  Last Sold Price $919,103

  Last Listing Agent Rob Paskiewicz CT Home Pro, LLC
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  /25

  $450,000

  • 4 Beds
  • 1 Bath
  • 640 Sq Ft

  39 Middletown Ave, Old Saybrook, CT 06475

  Charming and beautifully updated 4 bedroom cottage in desireable Saybrook Manor beach community. This home offers the perfect blend of character and modern improvements with vaulted ceilings and exposed beams. The completely remodeled kitchen features Corian countertops, a classic farmhouse sink, skylight for natural light and matching rolling kitchen cart for added prep and storage space. The

  Tracy Pentalow Property Shoppe, LLC

  39 Middletown Ave, Old Saybrook, CT 06475
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  /15

  $1,495 total monthly price

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

  518 High St Unit 1st FL Rear, Middletown, CT 06457

  Completely updated and spacious 1-bedroom apartment offering modern finishes and a prime Middletown location. This bright and inviting home features beautifully refinished hardwood flooring and so many closets! Enjoy the convenience of being just minutes from RT 9, Wesleyan University, Middlesex Health, Downtown Middletown, and an array of popular restaurants, shops, and entertainment. The scenic

  518 High St Unit 1st FL Rear, Middletown, CT 06457
• 

  $555,000 Sold Jun 09, 2025

  131 Killingworth Rd, Higganum, CT 06441

  • 2 Beds
  • 2 Baths
  • 1,351 Sq Ft
  • Built 1945

  Last Sold Summary

  • 11% Above List Price
  • $411/SF
  • 44 Days On Market

  Current Estimated Value $546,779

  Last Listing Agent Brittany O'Hara William Raveis Real Estate

  131 Killingworth Rd, Higganum, CT 06441
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  /2

  Est $395,206 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

  Last Sold Summary

  • 7% Below List Price
  • $171/SF

  Last Sold Price $369,000

  Last Listing Agent Kris Cole Waterhouse Realty LLC
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  /3

  $459,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,671 Sq Ft

  1 Watrous St, East Hampton, CT 06424

  The Aspen Cottage with a covered entry with double columns and stone accents has lots of charm. The 2-story entry foyer leads to the spacious great room with gas fireplace open to the useful u-shaped kitchen and a bay window dining area. Sliders from the great room brings you to the exterior patio or deck. Upstairs is the primary bedroom with huge walk-in closet and a luxury bath with tiled

  Joyce Covone Berkshire Hathaway NE Prop.

  1 Watrous St, East Hampton, CT 06424
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  /23

  $1,600 total monthly price

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

  63 Maynard St, Middletown, CT 06457

  LOCATION LOCATION LOCATION Don't miss this charming opportunity in a 4 unit apartment building located on a lovely rolling hill convenient to route 9, shopping and recreational areas. A few minutes away from Middlesex hospital, Xavier High school, Weslyan College, downtown historic Middletown with incredible dining, nightlife and community events. Off the beaten path, but close to all the best

  Troy Thibedeau Berkshire Hathaway NE Prop.

  63 Maynard St, Middletown, CT 06457
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  $699,000 Sold May 09, 2025

  87 Chalker Beach Rd, Old Saybrook, CT 06475

  • 2 Beds
  • 2 Baths
  • 980 Sq Ft
  • Built 1961

  Last Sold Summary

  • $713/SF
  • 15 Days On Market

  Current Estimated Value $706,308

  Last Listing Agent Jay Lafleur William Pitt Sotheby's Int'l

  87 Chalker Beach Rd, Old Saybrook, CT 06475
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  Est $462,828 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

  • 48% Above List Price
  • $117/SF
  • 320 Days On Market

  Last Sold Price $312,500

  Last Listing Agent Hector Caraballo William Raveis Real Estate
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  /3

  $115,000

  • Land
  • 1.38 Acres
  • $83,460 per Acre

  418 Moodus Rd, Haddam, CT 06424

  This is your chance to build your dream home! A great corner lot over 1 and 1/4 acres. The lot is pre-approved and has all necessary documentation and a survey available. The seller, also a wonderful contractor is also open to discussing building the home.

  Tina Rupp William Pitt Sotheby's Int'l

  418 Moodus Rd, Haddam, CT 06424
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  /33

  $1,800 total monthly price

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

  63 Main St, Rockfall, CT 06481

  * Heat and hot water included.* Spacious and well-maintained 1-bedroom, 1 full-bath apartment featuring a flex room perfect for an office or second bedroom. This apartment includes one garage space, ample parking, and in-unit laundry hookups for added convenience. Enjoy a bright living area, functional kitchen, and a comfortably sized bedroom. Located near Wadsworth Falls, offering easy access to

  Lauren Reis Carl Guild & Associates

  63 Main St, Rockfall, CT 06481
• 

  $400,000 Sold Aug 22, 2025

  1018 Long Hill Rd, Middletown, CT 06457

  • 3 Beds
  • 2.5 Baths
  • 2,084 Sq Ft
  • Built 1986

  Last Sold Summary

  • 4% Above List Price
  • $192/SF
  • 35 Days On Market

  Current Estimated Value $403,659

  Last Listing Agent Debbie Huscher Real Broker CT, LLC

  1018 Long Hill Rd, Middletown, CT 06457
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  Not Listed For Sale

  00 Tater Hill Rd, East Haddam, CT 06423

  00 Tater Hill Rd, East Haddam, CT 06423

  Last Sold Summary

  • 10 Days On Market

  Last Sold Price $108,000

  Last Listing Agent Thomas Simjian Keller Williams Coastal

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