Middlesex County, CT Homes

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  /38

  $399,900 Under Contract

  • 4 Beds
  • 2 Baths
  • 1,980 Sq Ft

  106 Lorraine Terrace, Middletown, CT 06457

  COMPLETELY RENOVATED WOODLAND OASIS IN SOUGHT-AFTER WESTFIELD! This stunning split-level home sits on a private 0.47-acre lot blending modern luxury with natural charm. Freshly painted inside and out with new architectural roof and high-efficiency central AC. The showstopping kitchen features white-shaker cabinetry, granite countertops, stainless appliances, and herringbone blue tile backsplash.

  

  Romanee Ives

  Cornerstone Homes Plus, Inc.

  (860) 854-1987

  106 Lorraine Terrace, Middletown, CT 06457
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  /40

  $3,200 per month

  • 3 Beds
  • 1.5 Baths
  • 1,784 Sq Ft
  • House for Rent

  50 Longwood Dr, Colchester, CT 06415

  Nestled in a peaceful wooded setting within the Lake Hayward community, this modern home offers the perfect escape with plenty of space to unwind. Located just a half-hour drive from Mohegan Sun and Mystic Seaport, the property is less than a mile from the lake, where you'll find three beautiful lakefront beaches, swimming areas, tennis and basketball courts, and a playground. Whether you're

  

  Joyce Covone

  Berkshire Hathaway NE Prop.

  (860) 852-6443

  50 Longwood Dr, Colchester, CT 06415
• 

  $390,000 Sold Sep 15, 2025

  • 2,127 Sq Ft
  • $183/SF
  • 10 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1885

  52 Lincoln Rd, Cromwell, CT 06416

  Incredible Opportunity - Move-In Ready Colonial with Modern Comforts and Classic Charm! This beautifully maintained Colonial offers 4-5 bedrooms, 2 full baths, and over 2,100 square feet of versatile living space-perfectly blending character, comfort, and convenience. A fantastic main floor layout, featuring an expansive living room with custom built-in bookshelves and gorgeous hardwood flooring.

  Donna Sienko Berkshire Hathaway NE Prop.

  52 Lincoln Rd, Cromwell, CT 06416
• 

  Est $322,375 Not Listed For Sale

  • 6 Beds
  • 2 Baths
  • 2,029 Sq Ft

  59 Park Place, Middletown, CT 06457

  59 Park Place, Middletown, CT 06457
• 

  

  

  /30

  $549,000

  • 4 Beds
  • 2.5 Baths
  • 2,813 Sq Ft

  16 Snow Ridge S, Middletown, CT 06457

  Welcome to Westfield Hills; a well sought-after neighborhood in desirable Middletown, formerly surrounded by historical farmland! This now extensive Colonial home welcomes you in this cul-de-sac neighborhood, adjacent to other similar neighborhoods seeking that serene feel complimented with that iconic neighborhood feel. As you approach, experience the modern colonial style accompanied with high

  

  Justin Marino

  Marino Realty LLC

  (860) 650-1923

  16 Snow Ridge S, Middletown, CT 06457
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  /38

  $3,800 per month

  • 3 Beds
  • 1 Bath
  • 1,076 Sq Ft
  • House for Rent

  176 Shore Rd, Clinton, CT 06413

  Year-round rental available with breathtaking views of the Long Island Sound in Clinton, CT. This home features a beautiful open-concept layout, perfect for entertaining guests. The first floor includes two bedrooms and a large full bath with a walk-in shower and a separate soaker tub. Sliders lead out to a private patio, ideal for relaxing or dining. Upstairs, the primary bedroom is filled with

  

  Nancy Potts

  Coldwell Banker Realty

  (860) 650-1525

  176 Shore Rd, Clinton, CT 06413
• 

  $720,000 Sold Sep 15, 2025

  • 2,580 Sq Ft
  • $279/SF
  • 6 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2008

  90 Tall Timbers Rd, Middletown, CT 06457

  Welcome to one of the most desirable locations in Middletown's South End! This custom-built, one-owner home blends timeless craftsmanship with modern updates. Inside, you'll find gleaming hardwood floors, custom moldings, built-in cabinetry, and bookcases that showcase the attention to detail throughout. Highlights include a cozy gas fireplace, a first-floor office, and a flexible au pair suite

  Amy Rio Executive Real Estate Inc.

  90 Tall Timbers Rd, Middletown, CT 06457
• 

  Est $519,372 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 2,930 Sq Ft

  175 Ferry Rd Unit 11, Old Saybrook, CT 06475

  175 Ferry Rd Unit 11, Old Saybrook, CT 06475
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  /40

  $995,000

  • 4 Beds
  • 2.5 Baths
  • 1,977 Sq Ft

  21 West Walk, Clinton, CT 06413

  Welcome to 21 West Walk, where coastal living and timeless traditions come together. Just five houses in from Beach Park Point Association's sandy beach, this 4-bedroom, 2.5-bath seasonal home, with an office, offers a rare first-floor master suite, recently remodeled with a beautifully updated bath. Designed for comfort and convenience, the home features central air conditioning and a wood stove

  

  Dylan Walter

  William Raveis Real Estate

  (860) 901-1354

  21 West Walk, Clinton, CT 06413
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  /27

  $2,500 per month

  • 2 Beds
  • 2.5 Baths
  • 1,328 Sq Ft
  • House for Rent

  55 Liberty St, Chester, CT 06412

  Academic rental located in the charming town of Chester Connecticut. Ideally located for access to nearby colleges including Wesleyan and Connecticut College. This adorable, well maintained home is located just over a mile from the inviting downtown center of Chester with its delicious restaurants and interesting shops. The home has a lovely open floor plan on the main level which includes an

  

  Janet Cronin-Rumanoff

  William Pitt Sotheby's Int'l

  (860) 730-1941

  55 Liberty St, Chester, CT 06412
• 

  $440,000 Sold Sep 15, 2025

  • 2,287 Sq Ft
  • $192/SF
  • 13 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1931

  7 Sears Place, East Hampton, CT 06424

  Welcome to this exquisite 4-bedroom, 2-bath lake home, ideally suited for year-round living. At nearly 2300sqft and constructed with post-and-beam architecture, this residence radiates warmth and character throughout. Upon entering, you are greeted by an open floorplan centered around a rustic pellet stove, wide plank hardwood floors, and exposed beams. Adjacent to the living room is a spacious

  Jessica Blancato William Pitt Sotheby's Int'l

  7 Sears Place, East Hampton, CT 06424
• 

  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 739 Sq Ft

  40 Ridgewood Rd, Colchester, CT 06415

  40 Ridgewood Rd, Colchester, CT 06415
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  /33

  $429,900

  • 3 Beds
  • 2 Baths
  • 1,537 Sq Ft

  95 Training Hill Rd, Middletown, CT 06457

  Discover comfort, space, and modern updates in this beautifully renovated ranch-style home, ideally located in one of Middletown's most sought-after neighborhoods. Featuring 4 spacious bedrooms and 2 full bathrooms, this home offers the perfect balance of style and functionality for today's lifestyle. Step into a bright, open-concept layout that flows seamlessly-perfect for both everyday living

  

  Guillermo Araujo

  Five Stars Realty

  (860) 901-0519

  95 Training Hill Rd, Middletown, CT 06457
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  /24

  $2,850 per month

  • 3 Beds
  • 1.5 Baths
  • 1,296 Sq Ft
  • House for Rent

  6 College St, Clinton, CT 06413

  Welcome to 6 College St, located in the heart of Clinton! This 1296 sq ft, 3 bed 1.5 Gambrel style colonial offers peace, privacy and tranquility. The expansive floor plan offers a host of possibilities, with the large eat-in kitchen perfect for gathering. The home also has hardwood floors through out, as well as a first floor laundry room/panty for convenience. A short walk to Clinton Town Beach

  

  Dylan Walter

  William Raveis Real Estate

  (860) 775-4451

  6 College St, Clinton, CT 06413
• 

  $450,000 Sold Sep 15, 2025

  • 1,375 Sq Ft
  • $327/SF
  • 39 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1967

  85 River Rd Unit K3, Essex, CT 06426

  Enjoy coastal living at its finest. This three-story townhouse has beautiful views of the Connecticut River and is within walking distance to the historic Village of Essex offering the perfect blend of comfort and convenience. An open floor plan seamlessly connects the kitchen and family room. A spacious, light filled main living area with a slider to a private patio is perfect for entertaining.

  Allison Bonito William Pitt Sotheby's Int'l

  85 River Rd Unit K3, Essex, CT 06426
• 

  Not Listed For Sale

  12 Newberry St, Higganum, CT 06441

  12 Newberry St, Higganum, CT 06441
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  /39

  $575,000

  • 3 Beds
  • 3 Baths
  • 2,310 Sq Ft

  80 Elizabeth Ln, Middletown, CT 06457

  Built in 2000 and beautifully reimagined, this home has been extensively remodeled to blend modern style with everyday comfort. Step inside and be wowed by the all-new kitchen, featuring propane cooking, sleek finishes, and plenty of space to unleash your inner chef. The updated baths continue the fresh, contemporary feel. Smart home technology runs throughout, with Google smart dimmers and new

  

  Amy Rio

  Executive Real Estate Inc.

  (860) 544-5895

  80 Elizabeth Ln, Middletown, CT 06457
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  /35

  $5,000 per month

  • 3 Beds
  • 2.5 Baths
  • 2,100 Sq Ft
  • House for Rent

  18 Belaire Manor, Old Saybrook, CT 06475

  Check our price reduction making this a worthwhile weekend getaway! Or the every minute opportunity to spend the "off season" at the beach. Come and see this completelyRenovated to the hilt beachhouse. High ceilings, the finest of everything! This is an Academic Rental available from 9/1/25-5/31/26. It is not available for yearly rental. NOT Annual Rental. But for 9 Months come and enjoy the

  

  Matt Diamond

  Houlihan Lawrence WD

  (860) 544-5686

  18 Belaire Manor, Old Saybrook, CT 06475
• 

  $335,000 Sold Sep 15, 2025

  • 1,744 Sq Ft
  • $192/SF
  • 87 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 2002

  111 Collins Hill Rd, Portland, CT 06480

  Well-maintained 2-bed, 2.5-bath Colonial offering comfort, space, and flexibility. The primary bedroom features a full bath and private deck overlooking the golf course. The second bedroom is bright and spacious with a full bath nearby. Main level includes an extra room-perfect for a home office, playroom, or guest space-alongside a formal dining room, cozy living room with fireplace, and a

  Stephanie Cuascut Coldwell Banker Realty

  111 Collins Hill Rd, Portland, CT 06480
• 

  Est $749,187 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,014 Sq Ft

  71 Fiske Ln, Westbrook, CT 06498

  71 Fiske Ln, Westbrook, CT 06498
• 

  

  /34

  $560,000 Pending

  • 3 Beds
  • 1.5 Baths
  • 1,176 Sq Ft

  5 Aladdin Ave, Old Saybrook, CT 06475

  GET YOUR SPOT AT THE BEACH! The perfect getaway, just a short walk from the Chalker Beach Sandy Shoreline. Ready for love, sun, swim, and enjoying all the fun-with no traffic and plenty of relaxation right outside this home. A spacious deck overlooks a beautiful backyard, ideal for entertaining family and friends. Rinse off the day in the outdoor shower. Chalker Beach offers an abundance of

  

  Matt Diamond

  Houlihan Lawrence WD

  (860) 590-4441

  5 Aladdin Ave, Old Saybrook, CT 06475
• 

  

  /18

  $2,000 per month

  • 2 Beds
  • 1 Bath
  • 1,100 Sq Ft
  • House for Rent

  199 Prospect St, Middletown, CT 06457

  2nd floor unit of 1 family home with private entrance, close to downtown. Kitchen with all new stainless-steel appliances. All finished hardwood floors. Livingroom-Kitchen spans across the home. Bathroom and nice sized bedroom on 2nd floor, and larger sized 3rd floor bedroom. Driveway parking. All utilities included except internet. No smoking, no pets. Landlord will take care of property

  

  Eric Bergers

  William Raveis Real Estate

  (860) 385-4470

  199 Prospect St, Middletown, CT 06457
• 

  $327,500 Sold Sep 15, 2025

  • 1,744 Sq Ft
  • $188/SF
  • 22 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1983

  37 Valley Run Dr Unit 37, Cromwell, CT 06416

  Welcome to this beautifully updated 3-bedroom, 2.5-bath townhouse condo with attached 2-car garage in the sought-after Fox Meadows community-conveniently located near shopping, dining, and everyday essentials. This spacious home features and eat-in kitchen with pantry and newer appliances (approx. 3 years old), while large the open-concept living/dining area boasts a wood-burning fireplace and

  Elizabeth Harrison Hagel & Assoc. Real Estate

  37 Valley Run Dr Unit 37, Cromwell, CT 06416
• 

  Est $730,868 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 4,275 Sq Ft

  542 Main St, Middletown, CT 06457

  542 Main St, Middletown, CT 06457
• 

  

  /40

  $649,900 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,515 Sq Ft

  46 Sonoma Ln, Middletown, CT 06457

  Welcome to carefree living in this spacious 3 bedroom, 2.5-bath home in a desirable 55+ community! Boasting over 2,500 sq ft of well-designed living space, this home offers comfort, convenience, and style. Built in 2006, it features a bright and open floor plan with a cozy fireplace in the living room, perfect for relaxing evenings. The primary suite is generously sized and includes a full bath,

  

  Amy Rio

  Executive Real Estate Inc.

  (860) 864-5733

  46 Sonoma Ln, Middletown, CT 06457
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  /43

  $1,995 - $3,845 per month

  Springside Middletown

  1 - 3 Beds

  1100 Springside Ln, Middletown, CT 06457

  Striking Design, a Rich Campus, and Exciting Middletown - 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.

  1100 Springside Ln, Middletown, CT 06457
• 

  $625,000 Sold Sep 13, 2025

  • 3,011 Sq Ft
  • $208/SF
  • 67 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2000

  25 Thorne Wood Rd, Higganum, CT 06441

  Step inside to an inviting open floor plan perfect for both everyday living and entertaining. The heart of the home is the eat-in kitchen, appointed with rich wood cabinetry, granite countertops, and a central island, effortlessly flowing into the formal dining and living rooms. A 400 square foot deck extends your living space outdoors, ideal for relaxing or hosting under the open sky. The first

  Cortney Emshwiller-Swokla Coldwell Banker Realty

  25 Thorne Wood Rd, Higganum, CT 06441
• 

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,254 Sq Ft

  14 Old Mill Rd Unit 44, Clinton, CT 06413

  14 Old Mill Rd Unit 44, Clinton, CT 06413
• 

  

  /19

  $399,900

  • 3 Beds
  • 1.5 Baths
  • 1,120 Sq Ft

  52 Chalker Beach Rd, Old Saybrook, CT 06475

  This property is located in the private Chalker Beach community. This 3 Bedroom / 1.5 Bathroom house is a short walk from the white sandy Beaches and all the fun that comes with this Beach Community. Imagine all the unforgettable moments you'll create in this incredibly desirable location! Property is being sold As Is.

  

  Patrick Farley

  Statewide Premier Prop. LLC

  (860) 718-4375

  52 Chalker Beach Rd, Old Saybrook, CT 06475
• 

  

  /16

  $1,600 per month

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

  298 Carriage Crossing Ln Unit 298, Middletown, CT 06457

  Great location!! This is a one-bedroom end unit with a loft area with a walk-in closet/storage space. Galley kitchen with a includes an oven/range, built -in microwave hood, granite countertops. Some more features are a loft are with large storage closet, laundry closet includes a washer/dryer, however they courtesy appliances, the owner will not repair or replace. a wood burning fireplace.

  Heather Kilbourn Cavanaugh & Company LLC

  298 Carriage Crossing Ln Unit 298, Middletown, CT 06457
• 

  $245,000 Sold Sep 12, 2025

  • 1,220 Sq Ft
  • $201/SF
  • 3 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1987

  10 Trolley Crossing Ln Unit 10, Middletown, CT 06457

  HIGHEST AND BEST MONDAY, 8/25 AT 9AM.Welcome Home! This spacious, well-maintained townhome has everything you've been looking for - from modern updates to an unbeatable location. The main floor features a bright, open layout with a well-appointed kitchen that flows seamlessly into the dining area and large living room, making it perfect for everyday living and entertaining. A convenient half bath

  Jill Rubino Century 21 AllPoints Realty

  10 Trolley Crossing Ln Unit 10, Middletown, CT 06457
• 

  Est $582,075 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,717 Sq Ft

  8 Crest View Dr, Rockfall, CT 06481

  8 Crest View Dr, Rockfall, CT 06481
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  /35

  $1,150,000 Under Contract

  • 3 Beds
  • 3.5 Baths
  • 2,797 Sq Ft

  6 Osprey Commons, Clinton, CT 06413

  Ready to embrace the next chapter of your life on the stunning Connecticut Shoreline? Welcome to this elegant Federal-style home located in The Hammocks - a sought-after 55+ seaside community known for its beautifully designed architecture and vibrant lifestyle. Just minutes from the town center, marina, and beach, this home offers the perfect blend of coastal charm and modern convenience. Step

  

  Cathy Lynch

  Coldwell Banker Realty

  (860) 374-9888

  6 Osprey Commons, Clinton, CT 06413
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  /16

  $1,553 - $4,503 per month

  Middletown Ridge Apartments

  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

  100 Town Ridge, Middletown, CT 06457
• 

  $506,000 Sold Sep 12, 2025

  • 2,030 Sq Ft
  • $249/SF
  • 6 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1964

  49 Palmer Martin Rd, East Haddam, CT 06423

  Handsome contemporary ranch on 1.79 acres, not far from Goodspeed Opera House. Beautiful stone walls. Gabled roof and secluded location. Potential Horse Property. Gas fireplaced living room with vaulted beamed ceiling, sky light, bookcases and hardwood flooring. The oversized formal dining room has a gas burning fireplace and hardwood flooring. The ample kitchen with white cabinetry, hardwood

  Kate Loomis Berkshire Hathaway NE Prop.

  49 Palmer Martin Rd, East Haddam, CT 06423
• 

  Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,762 Sq Ft

  24 Alexander Rd, East Haddam, CT 06423

  24 Alexander Rd, East Haddam, CT 06423
• 

  

  /40

  $579,900 Under Contract

  • 2 Beds
  • 2 Baths
  • 1,545 Sq Ft

  115 Webster Ln Unit 115, Middletown, CT 06457

  Welcome to 115 Webster Lane, a beautifully maintained 2-bedroom, 2-bath condo in a serene 55+ community-offering panoramic views and a move-in-ready experience that's truly "better than new." More upgrades than the standard package. As you step inside, gleaming hardwood floors under soaring 9-foot ceilings greet you, flowing seamlessly into an open-plan living space where natural light dances off

  

  Jodi Serapilia

  William Raveis Real Estate

  (959) 301-2379

  115 Webster Ln Unit 115, Middletown, CT 06457
• 

  

  /11

  $1,600 per month

  • 1 Bed
  • 1.5 Baths
  • 633 Sq Ft
  • Townhouse for Rent

  85 N Main St Unit 21, East Hampton, CT 06424

  End unit condo offering comfort and convenience in the desirable Edgmere II community! This 1-bedroom, 1.5-bath rental features a cozy fireplace, in-unit washer and dryer, and plenty of natural light. Enjoy the privacy of an end unit along with lake Pocotopaug beach rights and just a short walk to the water!

  Abby Ondras Carl Guild & Associates

  85 N Main St Unit 21, East Hampton, CT 06424
• 

  $314,000 Sold Sep 12, 2025

  • 1,300 Sq Ft
  • $242/SF
  • 29 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1979

  Unlisted Address

  Welcome to 50 Eli Chapman Road-a peaceful retreat nestled on 2.62 private, level acres. Set back from the road, this inviting raised ranch has been lovingly maintained and updated, offering comfort and space both inside and out. The sun-filled main level features a cozy living room with fireplace and bay window, a dining area with sliders to a spacious Trex deck-perfect for relaxing or

  Guillermo Sandoval Realty ONE Group Connect

  Unlisted Address
• 

  Est $610,992 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,990 Sq Ft

  192 N Parker Hill Rd, Killingworth, CT 06419

  192 N Parker Hill Rd, Killingworth, CT 06419

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