Middlesex County, CT Homes

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  /35

  $770,000

  $30K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,856 Sq Ft

  71 Knollwood Dr, Old Saybrook, CT 06475

  KNOLLWOOD BEACH - Here is the opportunity! A recently sparkled-up home. This beach house lives on a wide, 0.98-acre lot offering possibilities rarely found this close to the shoreline. First time since it was built. Come and live it up now! This one can generate rental income, or land-bank this parcel while planning something much more commodious for tomorrow. Knollwood is renovation-active, with

  

  Matt Diamond

  Houlihan Lawrence WD

  71 Knollwood Dr, Old Saybrook, CT 06475
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  /12

  $3,500 Per Month

  • 4 Beds
  • 2.5 Baths
  • 4,004 Sq Ft
  • House for Rent

  7 Egypt Ln, Clinton, CT 06413

  This beautiful 2,632 sq ft colonial offers a rare rental opportunity and features impressive architectural details throughout. A striking three story foyer sets the tone as you enter, leading to the formal living room perfect for entertaining, plus a spacious family room with custom built-ins and a fireplace ideal for relaxing or gatherings. The modern, fully equipped kitchen has beautiful

  

  Sharon O'Brien

  Hillside Properties

  7 Egypt Ln, Clinton, CT 06413
• 

  $518,000

  Sold Sep 21, 2026

  39 Old Carriage Rd, Portland, CT 06480

  • 4 Beds
  • 2.5 Baths
  • 2,754 Sq Ft
  • Built 1973

  Last Sold Summary

  • 6% Below List Price
  • $188/SF
  • 47 Days On Market

  Current Estimated Value $532,683

  Last Listing Agent Cheryl Zalewski eXp Realty

  39 Old Carriage Rd, Portland, CT 06480
• 

  Est $767,150

  Not Listed For Sale

  90 Tall Timbers Rd, Middletown, CT 06457

  • 4 Beds
  • 3.5 Baths
  • 2,580 Sq Ft
  • Built 2008

  90 Tall Timbers Rd, Middletown, CT 06457

  Last Sold Summary

  • 6 Days On Market

  Last Listing Agent Amy Rio Better Homes and Gardens Real Estate Executive Real Estate
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  /40

  $900,000

  Open Sat 12PM - 2PM $100K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,182 Sq Ft

  9 Bellstone Ave, Westbrook, CT 06498

  Welcome to one of Westbrook's most desirable shoreline neighborhoods! Located on prestigious Bellstone Avenue, where homes rarely become available, this beautifully maintained property offers the perfect blend of coastal charm and modern convenience. Built in 2014, this home features hardwood floors, a cozy gas fireplace, an oversized garage with epoxy-coated floors, a Generac whole-house

  

  Janice Panella

  William Raveis Real Estate

  9 Bellstone Ave, Westbrook, CT 06498
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  /31

  Starting at $1,793

  Total Monthly Price

  • Studio - 2 Beds

  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

  Brainerd Place

  75 Marlborough St, Portland, CT 06480
• 

  $485,000

  Sold Aug 06, 2026

  15 Mulberry Ln, Middletown, CT 06457

  • 3 Beds
  • 3 Baths
  • 1,813 Sq Ft
  • Built 1994

  Last Sold Summary

  • 4% Above List Price
  • $268/SF
  • 7 Days On Market

  Current Estimated Value $464,422

  Last Listing Agent Noora Brown William Pitt Sotheby's Int'l

  15 Mulberry Ln, Middletown, CT 06457
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  Est $504,054

  Not Listed For Sale

  126 Glenwood Rd, Clinton, CT 06413

  • 3 Beds
  • 2.5 Baths
  • 1,826 Sq Ft
  • Built 1973

  126 Glenwood Rd, Clinton, CT 06413

  Last Sold Summary

  • 39 Days On Market

  Last Listing Agent Tom Slekis Berkshire Hathaway NE Prop.
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  /40

  $1,795,000

  $100K PRICE DROP Under Contract

  • 4 Beds
  • 4.5 Baths
  • 5,610 Sq Ft

  108 Westbrook Rd, Essex, CT 06426

  Amazing custom built Nantucket style Cape situated on sprawling grounds, terraced high above a picturesque great yard & overseen by natural highlands. The setting is nothing but breathtaking! Inclusive is an inground pool engulfed by the primary hardscape which walks-out from the lower level & is situated high above the great yard. A magnificent carriage house featuring a 4 bay garage &

  

  Kevin Geysen

  William Pitt Sotheby's Int'l

  108 Westbrook Rd, Essex, CT 06426
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  /12

  $1,700 Per Month

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

  238 Main St Unit A, Durham, CT 06422

  Convenient 2-bedroom, 1-bath apartment located right on Main Street in the heart of Durham. An open-concept layout that seamlessly connects the kitchen and living room-perfect for entertaining or relaxing. Enjoy the added convenience of in-unit laundry and easy access to local shops and restaurants. Ideal for anyone looking to live in this vibrant community. No Pets, No Smoking. APT is on the

  

  Cory Tyler

  Berkshire Hathaway NE Prop.

  238 Main St Unit A, Durham, CT 06422
• 

  $124,900

  Sold Aug 20, 2026

  426 Cox Rd Unit 4, Portland, CT 06480

  • Land
  • 4.15 Acres
  • $30,096 per Acre

  Last Sold Summary

  • 1,108 Days On Market

  Last Listing Agent Steven Lepore West Wind Realty, LLC

  426 Cox Rd Unit 4, Portland, CT 06480
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  Est $405,009

  Not Listed For Sale

  67 Side Hill Dr, Durham, CT 06422

  • 3 Beds
  • 2 Baths
  • 1,548 Sq Ft
  • Built 1964

  67 Side Hill Dr, Durham, CT 06422

  Last Sold Summary

  • 51 Days On Market

  Last Listing Agent Jennifer Thompson Real Broker CT, LLC
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  $649,000

  $50K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,040 Sq Ft

  8 Kenn Rd, Old Saybrook, CT 06475

  Coastal living is calling! This is a fully furnished shoreline retreat set within the sought-after Chalker Beach Association. Offered As-Is and thoughtfully updated, this inviting home is ideal as a year-round residence, weekend escape, or classic summer getaway. With marsh views, salt air, and a relaxed beach-community setting, this is a turnkey opportunity designed for immediate enjoyment

  

  Michael Marsden

  Compass Connecticut, LLC

  8 Kenn Rd, Old Saybrook, CT 06475
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  Starting at $2,176

  Total Monthly Price

  • 1 - 2 Beds

  150 Country Squire Dr, Cromwell, CT 06416

  Welcome Home to The Landon of Cromwell!

  The Landon of Cromwell

  

  150 Country Squire Dr, Cromwell, CT 06416
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  $444,000

  Sold May 15, 2026

  45 Crestwood Dr, East Hampton, CT 06424

  • 3 Beds
  • 2.5 Baths
  • 2,152 Sq Ft
  • Built 1978

  Last Sold Summary

  • 4% Above List Price
  • $206/SF
  • 2 Days On Market

  Current Estimated Value $445,834

  Last Listing Agent Rick Berkenstock CENTURY 21 AllPoints Realty

  45 Crestwood Dr, East Hampton, CT 06424
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  Est $232,824

  Not Listed For Sale

  157 Carriage Crossing Ln, Middletown, CT 06457

  • 2 Beds
  • 2 Baths
  • 866 Sq Ft
  • Built 1988

  157 Carriage Crossing Ln, Middletown, CT 06457

  Last Sold Summary

  • 83 Days On Market

  Last Listing Agent Lisa Olson Berkshire Hathaway NE Prop.
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  $1,150,000

  • 8 Beds
  • 6 Baths
  • 7,300 Sq Ft

  87 Main St, Deep River, CT 06417

  VC Property Group is proud to present a rare two-parcel assemblage in Deep River, Connecticut, featuring a newer construction single-family residence, a five-unit mixed-use building with four residential apartments and one retail unit, and a contiguous 0.30-acre vacant parcel. Located in the highly desirable Lower Connecticut River Valley, the property is just 0.4 miles from Downtown Deep River

  

  Anthony Velez

  VC Property Group, LLC

  87 Main St, Deep River, CT 06417
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  $1,700 Per Month

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

  238 Main St Unit B, Durham, CT 06422

  Convenient 2-bedroom, 1-bath apartment located right on Main Street in the heart of Durham. This freshly painted unit features brand-new flooring throughout and an open-concept layout that seamlessly connects the kitchen and living room-perfect for entertaining or relaxing. Enjoy the added convenience of in-unit laundry and easy access to local shops and restaurants. Ideal for anyone looking to

  

  Cory Tyler

  Berkshire Hathaway NE Prop.

  238 Main St Unit B, Durham, CT 06422
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  $385,000

  Sold Sep 22, 2026

  15 Bluff Ave, Clinton, CT 06413

  • 3 Beds
  • 1.5 Baths
  • 1,313 Sq Ft
  • Built 1976

  Last Sold Summary

  • 4% Below List Price
  • $293/SF
  • 90 Days On Market

  Current Estimated Value $378,400

  Last Listing Agent Carmelina Riccitelli Coldwell Banker Realty

  15 Bluff Ave, Clinton, CT 06413
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  Est $197,528

  Not Listed For Sale

  323 Carriage Crossing Ln, Middletown, CT 06457

  • 1 Bed
  • 1 Bath
  • 670 Sq Ft
  • Built 1988

  323 Carriage Crossing Ln, Middletown, CT 06457

  Last Sold Summary

  • 27 Days On Market

  Last Listing Agent Carol Mancini William Pitt Sotheby's Int'l
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  $649,900

  $25K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,654 Sq Ft

  15 Baxter Rd, Clinton, CT 06413

  GREAT PRICE ADJUSTMENT. LOCATION,LOCATION,LOCATION.RENOVATED RANCH STYLE HOME WITH THE LOFT. OVERSIZE DECK FACING THE BOULDER LAKE. PROPERTY WENT THROUGH RENOVATION IN 2023. OPEN CONCEPT OF LIVING .CORNER SLIDERS ARE GIVING PANORAMIC VIEW OF THE LAKE. SECOND PROPERTY/MANUFACTURE HOME ON A PARCEL/TWO BEDROOM ,EATING KITHEN WITH BAY WINDOW/LAKE VIEW ,COULD PROVIDE ADDITIONAL LIVING SPACE/GREAT

  

  Barbara Myslinski-Krucko

  William Raveis Real Estate

  15 Baxter Rd, Clinton, CT 06413
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  Starting at $2,282

  Total Monthly Price

  • 1 - 3 Beds

  1100 Springside Ln, Middletown, CT 06457

  "Connecticut's Best New Rental Community" as awarded by the CT Home Builder and Remodeler's Association. Discover Springside Middletown, a brand-new apartment community that features a one-of-a-kind central amenity village, as well as a choice of multi-story rental townhomes and traditional single-level apartment homes.

  Springside Middletown

  

  1100 Springside Ln, Middletown, CT 06457
• 

  $645,000

  Sold Jan 12, 2026

  41 Day School Dr, Middlefield, CT 06455

  • 3 Beds
  • 2.5 Baths
  • 2,949 Sq Ft
  • Built 1996

  Last Sold Summary

  • 6% Below List Price
  • $219/SF
  • 47 Days On Market

  Current Estimated Value $666,604

  Last Listing Agent Debbie Huscher Real Broker CT, LLC

  41 Day School Dr, Middlefield, CT 06455
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  Est $675,922

  Not Listed For Sale

  19 W Hills Rd, Ivoryton, CT 06442

  • 3 Beds
  • 2.5 Baths
  • 2,648 Sq Ft
  • Built 1966

  19 W Hills Rd, Ivoryton, CT 06442

  Last Sold Summary

  • 89 Days On Market

  Last Listing Agent Deb Lint William Raveis Real Estate
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  $255,000

  $25K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,155 Sq Ft

  436 Main St, Portland, CT 06480

  Tucked away on a private rear lot off Main Street, this charming 3-bedroom, 2-bath Cape offers a great opportunity to make it your own! The .41-acre property features a spacious side yard with plenty of room for outdoor enjoyment, gardening, or entertaining. The first floor offers an open-concept living room, dining area, and kitchen with high ceilings, plus a full bathroom. Upstairs, you'll find

  

  Cheryl Zalewski

  eXp Realty

  436 Main St, Portland, CT 06480
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  /20

  $2,100 Per Month

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

  324 Main St Unit 1, Portland, CT 06480

  Modern 1st floor 2-Bedroom Rental in Portland - Heat Included! Available now! This beautifully updated 2-bedroom, 1-bath unit in Portland offers style, convenience, and comfort-all for $2,300/month with heat included! Step inside to a completely renovated interior featuring brand-new flooring, fresh paint, and a sleek, modern kitchen with brand-new stainless steel appliances. The open living

  

  Amy Rio

  Better Homes and Gardens Real Estate Executive Real Estate

  324 Main St Unit 1, Portland, CT 06480
• 

  $250,000

  Sold Aug 07, 2026

  98 Rising Trail Dr, Middletown, CT 06457

  • 4 Beds
  • 1.5 Baths
  • 1,505 Sq Ft
  • Built 1976

  Last Sold Summary

  • 4% Above List Price
  • $166/SF
  • 60 Days On Market

  Current Estimated Value $238,673

  Last Listing Agent Kelley Vanacore Century 21 AllPoints Realty

  98 Rising Trail Dr, Middletown, CT 06457
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  Est $416,311

  Not Listed For Sale

  24 Liberty St, Clinton, CT 06413

  • 2 Beds
  • 2 Baths
  • 1,905 Sq Ft
  • Built 1800

  24 Liberty St, Clinton, CT 06413

  Last Sold Summary

  • 29 Days On Market

  Last Listing Agent Ryan Czaja CENTURY 21 Shutters & Sails
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  /31

  $125,000

  • 3 Beds
  • 2 Baths
  • 1,431 Sq Ft

  17 Evergreen Park, Clinton, CT 06413

  COMING SOON! Welcome to this spacious 3-bedroom, 2-full-bath condominium alternative situated on a large lot with plenty of outdoor space to enjoy! Inside, you'll find an open living area that flows comfortably for everyday living and entertainment. An additional family room provides extra flexibility for relaxation, hobbies, a home office, or gathering space. The thoughtfully designed layout

  

  Mark Mnich

  Coldwell Banker Realty

  17 Evergreen Park, Clinton, CT 06413
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  Starting at $1,618

  Total Monthly Price

  • 1 - 2 Beds

  100 Town Brooke, Middletown, CT 06457

  At Middletown Brook Apartment Homes, you'll be greeted by modern interiors and breathtaking views of the surrounding neighborhood. With high-end finishes and sophisticated design, your apartment is the perfect place to relax and unwind after a long day. Curl up on your cozy couch with a glass of wine or enjoy a romantic dinner for two in your spacious dining area. With a beautiful swimming pool

  Middletown Brooke Apartments

  

  100 Town Brooke, Middletown, CT 06457
• 

  $340,000

  Sold Mar 12, 2026

  38 Old Middletown Ave, East Hampton, CT 06424

  • 3 Beds
  • 1 Bath
  • 1,392 Sq Ft
  • Built 1974

  Last Sold Summary

  • $244/SF
  • 51 Days On Market

  Current Estimated Value $360,944

  Last Listing Agent Mark Reyher Reyher Real Estate

  38 Old Middletown Ave, East Hampton, CT 06424
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  Est $474,183

  Not Listed For Sale

  20 Benjamin Ln, Middletown, CT 06457

  • 3 Beds
  • 2.5 Baths
  • 2,076 Sq Ft
  • Built 1993

  20 Benjamin Ln, Middletown, CT 06457

  Last Sold Summary

  • 8 Days On Market

  Last Listing Agent Mark Toledo Berkshire Hathaway NE Prop.
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  /40

  $699,900

  Under Contract

  • 3 Beds
  • 2 Baths
  • 1,913 Sq Ft

  6 Willard St, Old Saybrook, CT 06475

  Spacious ranch with an impressive second-story primary suite, set in Old Saybrook's desirable Saybrook Point area and close to some of the town's best-loved destinations. Stroll to Main Street for restaurants, boutique shopping and a show at The Kate, or head toward Saybrook Point and the nearby marinas. The town beach is just minutes away. Inside, hardwood floors and abundant natural light

  

  Chloe White

  KW Legacy Partners

  6 Willard St, Old Saybrook, CT 06475
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  Starting at $1,400

  Total Monthly Price

  • Studio - 2 Beds

  131 Ridgefield Dr, Middletown, CT 06457

  ***Maintenance Team On-site*** At Ridgefield Apartments we offer studios, lofts, and one and two bedroom apartments. We invite you to take advantage of our quality apartment homes. We offer value, comfort, and convenience to our residents, We are located in the esteemed Westlake neighborhood nestled among the trees. Our features include a pleasant, professional, and accommodating maintenance and

  Ridgefield Apartments

  

  131 Ridgefield Dr, Middletown, CT 06457
• 

  $200,000

  Sold Sep 22, 2026

  103 Prospect St, Middletown, CT 06457

  • 3 Beds
  • 2 Baths
  • 1,160 Sq Ft
  • Built 1900

  Last Sold Summary

  • 17% Below List Price
  • $172/SF
  • 176 Days On Market

  Current Estimated Value $241,294

  Last Listing Agent Carl Guild Carl Guild & Associates

  103 Prospect St, Middletown, CT 06457
• 

  Est $631,422

  Not Listed For Sale

  117 Mares Hill Rd, Ivoryton, CT 06442

  • 3 Beds
  • 1.5 Baths
  • 2,129 Sq Ft
  • Built 1961

  117 Mares Hill Rd, Ivoryton, CT 06442

  Last Sold Summary

  • 30 Days On Market

  Last Listing Agent Jennifer Capano William Raveis Real Estate
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  /40

  $484,900

  Pending

  • 4 Beds
  • 2 Baths
  • 1,892 Sq Ft

  16 Raymond Place, Cromwell, CT 06416

  A perfect home & perfect neighborhood! This move-in-ready 4 Bedroom, 2 Bath Cape offers 1,892 sq ft of living space, a 1-car garage, and amazing deck/backyard. The sun-filled Living Room features a beautiful fireplace, crown molding, recessed lighting, large picture window, and flows seamlessly into the remodeled Kitchen. The Kitchen boasts granite countertops, a peninsula w/seating for 4, and

  

  Jeff Coleman

  Hagel & Assoc. Real Estate

  16 Raymond Place, Cromwell, CT 06416
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  /37

  Starting at $1,790

  Total Monthly Price

  • 1 - 3 Beds

  100 Town Ridge, Middletown, CT 06457

  Middletown Ridge Apartments is a pet-friendly community located in the Town Ridge neighborhood near Cromwell, CT, within close proximity to Hartford. Our community offers the perfect blend of comfort and convenience, with spacious floor plans, modern amenities, and a prime location just minutes from everything you need.Each of our one, two, and three-bedroom apartments are designed with your

  Middletown Ridge Apartments

  

  100 Town Ridge, Middletown, CT 06457
• 

  $1,725,000

  Sold Dec 15, 2025

  20 Hemlock Dr, Essex, CT 06426

  • 4 Beds
  • 3.5 Baths
  • 4,162 Sq Ft
  • Built 1962

  Last Sold Summary

  • 22% Below List Price
  • $414/SF
  • 156 Days On Market

  Current Estimated Value $1,811,347

  Last Listing Agent Dee Hasuly KW Legacy Partners

  20 Hemlock Dr, Essex, CT 06426
• 

  Est $523,097

  Not Listed For Sale

  2 Putter Place, Middletown, CT 06457

  • 3 Beds
  • 2 Baths
  • 2,260 Sq Ft
  • Built 2003

  2 Putter Place, Middletown, CT 06457

  Last Sold Summary

  • 3 Days On Market

  Last Listing Agent Mark Toledo Berkshire Hathaway NE Prop.

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