Middlesex County, CT Homes

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  $345,000 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,053 Sq Ft

  233 Oak Ridge Dr, Middletown, CT 06457

  Enjoy a complete Video Walkthrough OR take a Self-Guided 3D Tour 24/7! This move-in-ready 3 Bedroom, 2 Bath Ranch sits on a quiet cul-de-sac in a desirable neighborhood setting. The home features a 0.46-acre lot with a fully fenced backyard, a 24' x 24' oversized detached 2-car garage, maintenance-free vinyl siding, and a 30' x 15' patio with a fire pit, perfect for gatherings. The roof's

  

  Gregory Hanner

  Garden Realty

  (860) 792-5746

  233 Oak Ridge Dr, Middletown, CT 06457
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  $4,500 total monthly price

  • 4 Beds
  • 1.5 Baths
  • 1,316 Sq Ft
  • House for Rent

  33 Beach Rd W, Old Saybrook, CT 06475

  Adorable 4-bedroom, 1-1/2 bath beachfront retreat available as an academic rental from early September through the end of May in the highly sought-after Chalker Beach neighborhood of Old Saybrook. Offered fully furnished with all utilities included, this charming coastal home that was completely rebuilt in 1986 is the perfect place to enjoy off-season shoreline living. Warm coastal wood paneling

  Katherine Smith Berkshire Hathaway NE Prop.

  33 Beach Rd W, Old Saybrook, CT 06475
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  $1,387,000 Sold Jul 24, 2025

  36 West Ave, Essex, CT 06426

  • 3 Beds
  • 3.5 Baths
  • 2,838 Sq Ft
  • Built 1900

  Last Sold Summary

  • 7% Below List Price
  • $489/SF
  • 58 Days On Market

  Current Estimated Value $1,390,672

  Last Listing Agent Yolanda Lowe William Pitt Sotheby's Int'l

  36 West Ave, Essex, CT 06426
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  Est $359,220 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,952 Sq Ft

  17 Joe Williams Rd, Moodus, CT 06469

  17 Joe Williams Rd, Moodus, CT 06469
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  /23

  $349,000 Pending

  • 3 Beds
  • 1.5 Baths
  • 1,628 Sq Ft

  8 Aldens Crossing, East Hampton, CT 06424

  They don't build them like this anymore. This 1920 Craftsman bungalow offers timeless charm with the solid construction and character only found in historic homes. Featuring 3 bedrooms and 1,628 sq. ft. of living space, this classic residence showcases many original details, including rich millwork trim, hardwood floors, built-in cabinetry, and period craftsmanship that has been lovingly

  

  James Harrington

  Carl Guild & Associates

  (860) 831-4604

  8 Aldens Crossing, East Hampton, CT 06424
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  $1,150 - $1,710 per month plus fees

  Willowcrest

  1 - 2 Beds

  63 Stoneycrest Dr, Middletown, CT 06457

  NO Application Fee! Some income restrictions apply. INCLUDES HEAT AND HOT WATER! Call for any rental specials. Spacious 1, 2 and 3 bedroom apartments in a convenient location and pedestrian friendly neighborhood. Property includes a landscaping plan that provides for seasonal color with the grounds professionally maintained by Carabetta's Maintenance Team. Amenities include 24-Hour Maintenance

  63 Stoneycrest Dr, Middletown, CT 06457
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  $315,000 Sold Apr 11, 2025

  29 Lake St, Middletown, CT 06457

  • 4 Beds
  • 3 Baths
  • 2,688 Sq Ft
  • Built 1999

  Last Sold Summary

  • 10% Below List Price
  • $117/SF
  • 35 Days On Market

  Current Estimated Value $344,414

  Last Listing Agent Keith Murphy Innovative Properties

  29 Lake St, Middletown, CT 06457
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  Est $921,792 Not Listed For Sale

  • 5 Beds
  • 2.5 Baths
  • 3,332 Sq Ft

  25 Chalker Rd, Durham, CT 06422

  25 Chalker Rd, Durham, CT 06422
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  $650,000 Pending

  • Land
  • 3 Acres
  • $216,667 per Acre

  195A Injun Hollow Rd, Haddam, CT 06424

  Build your dream home on the 3 acre CT Riverfront lot. Approx 500 feet of CT River frontage. Zoning approved subdivide. Possibility of deep water dock. Perc test. See also MLS#24040796 and MLS#24036818.

  

  Jodi Serapilia

  William Raveis Real Estate

  (860) 809-5378

  195A Injun Hollow Rd, Haddam, CT 06424
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  $1,400 total monthly price

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

  36 S Main St, Middletown, CT 06457

  *AFFORDABLE HOUSING ALERT* ONLY $1400/MO. -AND- HEAT AND HOT WATER ARE INCLUDED... CONVENIENTLY LOCATED ALONG THE RT 17 CORRIDOR AND NEAR DNTN/WESLEYAN YOU WILL FIND THIS CHARMING ~600 SQFT/3RM/(1)BDR, 2ND-FLOOR APARTMENT! LANDLORD SEEKS 650+ CREDIT AND EARNINGS OF $3500+/MO. (1) SMALL PET MAY BE PERMITTED. SCROLL OUR PHOTOS AND ACT...

  Joseph Fasone Sunset Creek Realty, LLC

  36 S Main St, Middletown, CT 06457
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  $275,000 Sold Jul 07, 2025

  191 Long Hill Rd, Middletown, CT 06457

  • 4 Beds
  • 1.5 Baths
  • 2,042 Sq Ft
  • Built 1860

  Last Sold Summary

  • 21% Below List Price
  • $135/SF
  • 53 Days On Market

  Current Estimated Value $309,046

  Last Listing Agent Carol Farmer William Raveis Real Estate

  191 Long Hill Rd, Middletown, CT 06457
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  Est $804,101 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,458 Sq Ft

  28R Cheyenne Trail, Durham, CT 06422

  28R Cheyenne Trail, Durham, CT 06422
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  /40

  $575,000

  • 3 Beds
  • 4 Baths
  • 3,853 Sq Ft

  301 Bell St, Middletown, CT 06457

  Take a 3D Tour or Enjoy a Video Walkthrough 24/7! This striking double A-Frame, with iconic Howard Johnson's orange steel roof shingles, is a one-of-a-kind architectural showplace and retreat set on 1.51 private acres surrounded by the 32-acre Highland Pond Preserve. The pond dam has been removed, returning it to its natural state of meadow and stream. Over $300,000 in thoughtful renovations have

  

  Gregory Hanner

  Garden Realty

  (860) 385-6067

  301 Bell St, Middletown, CT 06457
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  $1,599 - $2,749 per month plus fees

  Northwoods East

  1 - 3 Beds

  5 Town Colony Dr, Middletown, CT 06457

  Welcome to Northwoods East in Middletown, CT! Our one bedroom or three bedroom apartments offer the convenience of a private balcony or patio, perfect for enjoying the fresh air and sunshine. Inside, you'll find the convenience of a washer and dryer right in your unit, making laundry day a breeze. The spacious walk-in closets provide ample storage for all your belongings. With these amenities,

  5 Town Colony Dr, Middletown, CT 06457
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  $170,000 Sold Nov 05, 2025

  56 Linden Ave N, Westbrook, CT 06498

  • 2 Beds
  • 1 Bath
  • 840 Sq Ft
  • Built 2012

  Last Sold Summary

  • 2% Below List Price
  • $202/SF
  • 6 Days On Market

  Last Listing Agent Judith DuMouchel J.M. REALTY

  56 Linden Ave N, Westbrook, CT 06498
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  Est $163,289 Not Listed For Sale

  • 5 Beds
  • 1 Bath
  • 2,330 Sq Ft

  3 Old River St, Deep River, CT 06417

  3 Old River St, Deep River, CT 06417
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  $660,000

  • Land
  • 38.56 Acres
  • $17,116 per Acre

  0 Gildersleeve Rd, Portland, CT 06480

  Rare 38.56-Acre Parcel with Golf Course Views - Portland, CT Attention developers, investors, and visionaries-this is your opportunity to own a prime 38.56-acre parcel in scenic Portland, Connecticut. With stunning views overlooking a nearby golf course, this expansive property offers incredible subdivision potential or the perfect setting for a private estate. This raw piece of land is a blank

  

  Amy Rio

  Executive Real Estate Inc.

  (860) 981-0331

  0 Gildersleeve Rd, Portland, CT 06480
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  $1,350 total monthly price

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

  131 Burgundy Hill Ln Unit 131, Middletown, CT 06457

  Enjoy the luxury of not having anyone above you. This spacious third-floor condo offers one bedroom and one full bath, plus a versatile loft space with a closet. Ideal for a home office, guest room, or potential second bedroom. The open layout provides comfortable living and flexible use of space. The loft overlooks the main living area. This unit includes a balcony and outside secure, private

  Kim Ramcke eXp Realty

  131 Burgundy Hill Ln Unit 131, Middletown, CT 06457
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  $365,000 Sold Feb 05, 2025

  119 Injun Hollow Rd, East Hampton, CT 06424

  • 3 Beds
  • 1 Bath
  • 1,236 Sq Ft
  • Built 1954

  Last Sold Summary

  • 3% Below List Price
  • $295/SF
  • 82 Days On Market

  Current Estimated Value $390,906

  Last Listing Agent Justin Bousquet Coldwell Banker Realty

  119 Injun Hollow Rd, East Hampton, CT 06424
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  Est $337,606 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,708 Sq Ft

  20 Valley Run Dr, Cromwell, CT 06416

  20 Valley Run Dr, Cromwell, CT 06416
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  /40

  $505,000 Under Contract

  • 3 Beds
  • 2 Baths
  • 2,113 Sq Ft

  16 Walkley Hill Rd, Haddam, CT 06438

  Welcome to your perfect family retreat in Haddam/Higganum! This beautifully updated three-bedroom, two-bath home combines historic charm with modern upgrades, offering a spacious layout, renovated kitchen and bathrooms, and a large yard for outdoor living. Located just a mile from the Higganum Center, it features an open floor plan that is ideal for entertaining. The bright living room, featuring

  

  Nick Prevost

  William Raveis Real Estate

  (860) 815-8045

  16 Walkley Hill Rd, Haddam, CT 06438
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  $1,900 - $2,500 per month plus fees

  Apartment for Rent

  1 - 3 Beds

  141 Bridge St, Middletown, CT 06457

  Welcome to 141 Bridge Street, a beautifully reimagined four-unit residence where modern design, everyday comfort, and effortless convenience come together seamlessly. The property includes two spacious one-bedroom units, one two-bedroom unit, and one three-bedroom unit, each thoughtfully designed with high-end finishes and private entrances for added privacy. Inside every unit, you’ll find sleek

  141 Bridge St, Middletown, CT 06457
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  $270,000 Sold May 21, 2025

  840 Long Hill Rd, Middletown, CT 06457

  • 3 Beds
  • 2.5 Baths
  • 1,440 Sq Ft
  • Built 1974

  Last Sold Summary

  • 2% Below List Price
  • $188/SF
  • 10 Days On Market

  Current Estimated Value $284,111

  Last Listing Agent Jennifer Ferri Berkshire Hathaway NE Prop.

  840 Long Hill Rd, Middletown, CT 06457
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  Est $452,107 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,915 Sq Ft

  22 Shelley St, Cromwell, CT 06416

  22 Shelley St, Cromwell, CT 06416
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  /3

  $495,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,816 Sq Ft

  0002-5 Edgewater Cir, East Hampton, CT 06424

  The Berkley Cottage with its elegant front door entrance and decorative gables will have you falling in love of this tasteful craftsman style home. A 2-story foyer welcomes you into this home. A home office is just to the left of the foyer with French doors. The main L shaped area includes the great room, dining area, and kitchen offering that open spacious feel that is most desirable for

  

  Joyce Covone

  Berkshire Hathaway NE Prop.

  (860) 419-7081

  0002-5 Edgewater Cir, East Hampton, CT 06424
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  /4

  $1,895 total monthly price

  • 1 Bath
  • 586 Sq Ft
  • Apartment for Rent

  75 Marlborough St, Portland, CT 06480

  Experience the perfect blend of history and modern elegance at Brainerd Place, a luxury apartment community built in historic Portland, CT. Where the charm of the past meets the sophistication of the present, our thoughtfully designed residences offer unparalleled comfort, state-of-the-art amenities, and timeless style. Immerse yourself in a setting that honors its heritage while providing the

  Joann DeRaffaele Bright Ravens Realty

  75 Marlborough St, Portland, CT 06480
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  $500,000 Sold Nov 25, 2025

  9 Brooke Hill Rd, East Haddam, CT 06423

  • 4 Beds
  • 2 Baths
  • 1,872 Sq Ft
  • Built 1997

  Last Sold Summary

  • $267/SF
  • 31 Days On Market

  Last Listing Agent Deborah Walden eXp Realty

  9 Brooke Hill Rd, East Haddam, CT 06423
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  Est $1,020,721 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 3,017 Sq Ft

  8 Kingfisher Ln, Clinton, CT 06413

  8 Kingfisher Ln, Clinton, CT 06413
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  $519,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,912 Sq Ft

  0002-7 Edgewater Cir, East Hampton, CT 06424

  The Willow Cottage is a nice blend of shakes and baton & board siding with rustic stone accents and is architecturally appealing. The open floor plan has the feeling of being larger with the vaulted great room and corner gas fireplace. A great working kitchen designed to maximum your countertop space includes breakfast bar and pantry. The dining room is in between the kitchen and the great room

  

  Joyce Covone

  Berkshire Hathaway NE Prop.

  (860) 431-3107

  0002-7 Edgewater Cir, East Hampton, CT 06424
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  $2,050 - $3,600 per month plus fees

  Windshire Terrace

  2 - 3 Beds

  72 Forest Glen Cir, Middletown, CT 06457

  Welcome to Windshire Terrace Apartments in Middletown, CT! Our spacious two bedroom apartments, plus three bedroom townhome feature a cozy fireplace, perfect for relaxing on chilly evenings. Enjoy the convenience of having a washer and dryer right in your own unit, making laundry day a breeze. The walk-in closets provide ample storage space for all your belongings. With a prime location in

  72 Forest Glen Cir, Middletown, CT 06457
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  $510,000 Sold Mar 14, 2025

  180 Cranberry Ln, Middletown, CT 06457

  • 4 Beds
  • 3.5 Baths
  • 2,619 Sq Ft
  • Built 2001

  Last Sold Summary

  • 2% Above List Price
  • $195/SF
  • 92 Days On Market

  Current Estimated Value $552,702

  Last Listing Agent Brittany O'Hara William Raveis Real Estate

  180 Cranberry Ln, Middletown, CT 06457
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  Est $299,873 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft

  2 Nod Ln, Clinton, CT 06413

  2 Nod Ln, Clinton, CT 06413
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  /3

  $679,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,489 Sq Ft

  00023 Edgewater Cir, East Hampton, CT 06424

  The Knoxville Estate has an inviting open porch that wraps around the front of the home. The foyer entrance opens to the formal dining room for an elegant feel. Gratifying floor plan with the rear of the home open to each room for conversation and lots of natural lighting though the many windows. The lustrous primary bedroom with tray ceiling, sitting room, full bath. and a walk-in closet makes

  

  Joyce Covone

  Berkshire Hathaway NE Prop.

  (860) 850-2673

  00023 Edgewater Cir, East Hampton, CT 06424
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  $1,175 total monthly price

  • 1 Bath
  • 312 Sq Ft
  • House for Rent

  204 S Main St Unit 1, Middletown, CT 06457

  It's the coziest studio apartment around!! Brand new carpeting and paint throughout, newer stainless appliances (stove, refrigerator, super cool microwave) and a petite kitchen with a surprising amount of cabinet space and vaulted ceiling! Common area coin-op laundry on site. Off Street parking for 1 car, close proximity to Route 9, MAT bus lines, Wesleyan University, Middlesex Hospital, downtown

  Scott Nardozzi Cavanaugh & Company LLC

  204 S Main St Unit 1, Middletown, CT 06457
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  $340,000 Sold Aug 08, 2025

  18 Robbie Rd, Moodus, CT 06469

  • 3 Beds
  • 3 Baths
  • 1,392 Sq Ft
  • Built 1981

  Last Sold Summary

  • 7% Below List Price
  • $244/SF
  • 63 Days On Market

  Current Estimated Value $356,426

  Last Listing Agent Victoria Stillings Coldwell Banker Realty

  18 Robbie Rd, Moodus, CT 06469
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  Est $1,131,057 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,722 Sq Ft

  144 Shore Rd, Clinton, CT 06413

  144 Shore Rd, Clinton, CT 06413
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  /3

  $489,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,784 Sq Ft

  0002-3 Edgewater Cir, East Hampton, CT 06424

  The Hazel Cottage with a traditional double gable dormers and a covered front entry that welcomes you into foyer that opens to the formal living room with bay window and connecting dining room. The completely open back of the home is the kitchen, breakfast area and the family room with gas fireplace that speaks comfort. The upper level has a wonderful loft area open to the living room below. The

  

  Joyce Covone

  Berkshire Hathaway NE Prop.

  (860) 854-3248

  0002-3 Edgewater Cir, East Hampton, CT 06424
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  $1,450 - $1,500 per month plus fees

  Birchwood Apartments

  1 Bed

  400 Washington St, Middletown, CT 06457

  Out with the old, in with the new. Come see Middletown's newly renovated, re-developed community Located in the heart of Middletown! Birchwood Realty offers an exceptional lifestyle with amenities at your disposal that range from dramatic eight-foot ceilings to professional management and maintenance teams - and everything in between. The apartments in Birchwood Realty are unparalleled with any

  400 Washington St, Middletown, CT 06457
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  $385,000 Sold Apr 30, 2025

  57 Main St, Deep River, CT 06417

  • 5 Beds
  • 3 Baths
  • 2,000 Sq Ft
  • Built 1800

  Last Sold Summary

  • 4% Below List Price
  • $192/SF
  • 104 Days On Market

  Current Estimated Value $416,117

  Last Listing Agent Rachel Welch William Raveis Real Estate

  57 Main St, Deep River, CT 06417
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  Est $1,266,278 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,153 Sq Ft

  96 Middlesex Ave, Chester, CT 06412

  96 Middlesex Ave, Chester, CT 06412

Showing Results 121 - 160, Page 4 of 18