Middlesex, CT Homes

• 

  

  

  /23

  $185,000 Pending

  • 2 Beds
  • 1 Bath
  • 791 Sq Ft

  21 Portland St, Middletown, CT 06457

  Packed with character and smart updates, this charming 2-bedroom, 1-bath Colonial offers a fantastic opportunity for first-time buyers, investors, or anyone seeking a manageable and affordable home in a central location. Built in 1900 and offering 871 square feet of well-used space, this home proves that good things really do come in small packages. Inside, you'll find a comfortable and

  

  Amy Rio

  Executive Real Estate Inc.

  (860) 248-7149

  21 Portland St, Middletown, CT 06457
• 

  

  

  /19

  $1,654 - $4,241 per month

  Middletown Brooke Apartments

  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

  100 Town Brooke, Middletown, CT 06457
• 

  $272,500 Sold Jul 31, 2025

  • 907 Sq Ft
  • $300/SF
  • 29 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1914

  9 Crown St, Middletown, CT 06457

  Welcome to your charming new home! If you've been searching for a cozy, updated space this could be your crown jewel. Thoughtfully refreshed in 2022 the home blends character with modern updates and is ready for its next chapter. The main level offers an open layout where the living & dining areas flow seamlessly into the kitchen-perfect for everyday living & entertaining. The kitchen stands out

  Jamie Bell Berkshire Hathaway NE Prop.

  9 Crown St, Middletown, CT 06457
• 

  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

  $785,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 4,175 Sq Ft

  195 Injun Hollow Rd, East Hampton, CT 06424

  Looking for an amazing house by the CT River? Look no further than this fabulous house! Enjoy views from almost every room in every season. 1192 Sq Ft additional lower level with full walk out.When you enter into the spacious foyer you will be wowed by the grand curved staircase, then a few steps down into the living room cathedral ceilings, bar, built in wine cabinet holding approx 280 bottles

  

  Jodi Serapilia

  William Raveis Real Estate

  (860) 901-0627

  195 Injun Hollow Rd, East Hampton, CT 06424
• 

  

  /23

  $1,900 per month

  • 2 Beds
  • 2 Baths
  • 997 Sq Ft
  • House for Rent

  1 Forest Glen Cir Unit 20, Middletown, CT 06457

  Spacious 3rd floor Ranch style unit in sought after Forest Glen complex! The living-room is anchored with wood burning fireplace and sliders that lead to your private deck. Central air, gas heat, large primary bedroom with full bath. There is a second full bathroom for guests and privacy for the 2nd bedroom. A convenient stackable washer and dryer in the unit. No smoking or pets. Renters

  Kim Fetera Coldwell Banker Realty

  1 Forest Glen Cir Unit 20, Middletown, CT 06457
• 

  $795,000 Sold Jul 31, 2025

  • 2,389 Sq Ft
  • $333/SF
  • 3 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1835

  80 W Main St, Chester, CT 06412

  Nestled in the storybook town of Chester, Connecticut-renowned for its vibrant arts scene, scenic countryside, and charming village center-this one-of-a-kind historic home lovingly maintained by its current steward,offers a truly inspiring lifestyle. Set on lush, idyllic grounds framed by mature trees, gardens,&stone walls, the property exudes timeless New England beauty.A collection of

  Mary Jean Agostini RE/MAX Right Choice

  80 W Main St, Chester, CT 06412
• 

  Est $598,047 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
• 

  

  /15

  $650,000 Pending

  • Land
  • 3.00 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
• 

  

  /16

  $1,623 - $4,819 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
• 

  $240,000 Sold Jul 31, 2025

  • 1,368 Sq Ft
  • $175/SF
  • 19 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1973

  26 Margo Ct Unit 26, Cromwell, CT 06416

  Live your best life in Cromwell Hills! This bright and spacious 2-bedroom, 1.5-bath townhouse-style condo is tucked away in a quiet, private corner of the community-your own peaceful retreat just minutes from everything. Move right in and enjoy the remodeled kitchen with sleek granite countertops, modern finishes, and a fabulous open-concept living/dining area that flows seamlessly to your

  Kara Pedersen Carl Guild & Associates

  26 Margo Ct Unit 26, Cromwell, CT 06416
• 

  Est $667,916 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 3,086 Sq Ft

  99 Hicksville Rd, Cromwell, CT 06416

  99 Hicksville Rd, Cromwell, CT 06416
• 

  

  /40

  $1,250,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 4,175 Sq Ft

  195 Injun Hollow Rd, East Hampton, CT 06424

  Investment Opportunity, Riverfront Oasis or Both! Earn income while building your dream home OR move in and make this your dream home! This property has so much to offer! It's not just a home, it's a lifestyle. Approx 500 feet of CT River frontage! 1192 Sq Ft additional lower level with full walk out. Zoning approval to subdivide a 3 acre buildable lot with several options for the split or keep

  

  Jodi Serapilia

  William Raveis Real Estate

  (860) 980-5017

  195 Injun Hollow Rd, East Hampton, CT 06424
• 

  

  /14

  $2,200 per month

  • 2 Beds
  • 2 Baths
  • 2,554 Sq Ft
  • Apartment for Rent

  10 Ford Dr, Old Saybrook, CT 06475

  YEAR ROUND RENTAL!! Totally remodeled second floor large apartment, with walk up finished attic, everything is NEW!!!! light and bright, new floors, freshly painted, 2 bedrooms 2 full baths, lots of parking, walk to main street, restaurants, shopping and more. credit check, security, references, no pets or smoking

  Cheryl Cook Re/Max Valley Shore

  10 Ford Dr, Old Saybrook, CT 06475
• 

  $235,000 Sold Jul 31, 2025

  • 1,636 Sq Ft
  • $144/SF
  • 57 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1987

  147 Julia Terrace, Middletown, CT 06457

  Welcome to 147 Julia Terrace, nestled in the charming Cedar Ridge Condominiums in the picturesque South Farms neighborhood of Middletown. This inviting home features a thoughtfully designed layout with 2 bedrooms and 1.5 baths, providing ample space for comfortable living. As you step inside, you'll appreciate the freshly painted first floor, which exudes a warm and welcoming ambiance. The unit

  Deborah Walden eXp Realty

  147 Julia Terrace, Middletown, CT 06457
• 

  Est $678,665 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,536 Sq Ft

  24 Willard St, Old Saybrook, CT 06475

  24 Willard St, Old Saybrook, CT 06475
• 

  

  /3

  $509,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,884 Sq Ft

  0002-6 Edgewater Cir, East Hampton, CT 06424

  The Juniper Cottage beautifully crafted and stunning exterior make this such a unique home. Designed for today’s lifestyle with a first-floor master, a home office, and lots of windows that brings in natural lighting throughout this home. Greet your guest in the foyer that has a beautiful view of your formal dining room. The amazing flow has the kitchen and great room with vaulted ceiling open to

  

  Joyce Covone

  Berkshire Hathaway NE Prop.

  (860) 615-3809

  0002-6 Edgewater Cir, East Hampton, CT 06424
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  /49

  $1,950 - $4,192 per month

  Knoll Crest Apartments

  1 - 2 Beds

  207 George St, Middletown, CT 06457

  Taking Luxury Living to New HeightsRetreat to the Stylish Sophistication of Knoll Crest. Choose from spacious one or two bedroom floor plans featuring 9 ceilings, open concept living rooms with cozy corner fireplaces, chef-inspired kitchens with stylish islands and private balconies with attractive views.

  207 George St, Middletown, CT 06457
• 

  $405,000 Sold Jul 31, 2025

  • 2,406 Sq Ft
  • $168/SF
  • 52 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1920

  33 Bellevue Place, Middletown, CT 06457

  Let the sunshine in! Vintage 1927 Gambrel, center-hall colonial has abundant sunshine throughout. It's a perfect blend of classic architecture and modern amenities: newer first floor addition creates a primary master suite with flexibility for an in-law suite instead. Here, this home is powered by owner's solar panels. No monthly leasing payments due, just savings! Enter into a foyer with open

  Patricia Flynn Sterling REALTORS

  33 Bellevue Place, Middletown, CT 06457
• 

  Not Listed For Sale

  418R Madison Rd, Durham, CT 06422

  418R Madison Rd, Durham, CT 06422
• 

  

  /3

  $489,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,776 Sq Ft

  4 Watrous St, East Hampton, CT 06424

  The Magnolia Cottage with its grand columns, wood accents and a deep welcoming front porch has tons of character and a wonderful curb appeal. Inside is the elegant foyer that opens to the expansive great room with gas fireplace and plenty of windows to bring the outdoors in. A perfect room for entertaining your friends and family. The kitchen offers lots of cabinetry, a center island, and a

  

  Joyce Covone

  Berkshire Hathaway NE Prop.

  (860) 851-4295

  4 Watrous St, East Hampton, CT 06424
• 

  

  /7

  $2,950 per month

  • 5 Beds
  • 2.5 Baths
  • 2,370 Sq Ft
  • House for Rent

  37 Sols Point Rd, Clinton, CT 06413

  Enjoy the cooler months in this beautiful, open concept home nestled in the charming seaside community of Clinton, CT. This fully furnished, academic/ winter rental is a spacious home featuring 5 bedrooms and 2 full and one half baths. The 1st floor is great for gatherings or just sitting and relaxing. The 2nd floor has a cozy den/sitting area with amazing water views , 2 bedrooms and a full

  Colleen Richards Berkshire Hathaway NE Prop.

  37 Sols Point Rd, Clinton, CT 06413
• 

  $436,000 Sold Jul 31, 2025

  • 1,270 Sq Ft
  • $343/SF
  • 75 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1985

  57 Parker Hill Rd, Killingworth, CT 06419

  YOUR OWN PERSONAL NATURE PRESERVE! Sit on your covered deck and enjoy your own preseve that backs up to a state forest. You don't find many log homes and this one has it all. First floor bedroom, with 2 bedrooms above, 2 full bathrooms, dining room, living room with a stone fire place. Wood flooring throughout and a new boiler, newer Generac generator that uses propane and ready to use when you

  Sally McMahon William Raveis Real Estate

  57 Parker Hill Rd, Killingworth, CT 06419
• 

  Est $587,399 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,238 Sq Ft

  9 Winterbrooke Rd, Moodus, CT 06469

  9 Winterbrooke Rd, Moodus, CT 06469
• 

  

  /40

  $599,000 Coming Soon

  • 3 Beds
  • 3.5 Baths
  • 2,564 Sq Ft

  593 Route 148, Killingworth, CT 06419

  This home will not disappoint and is a pleasure to show!!! Charming Renovated Farmhouse on Nearly 5 Acres. A timeless classic reimagined with modern comforts, this beautifully renovated vintage farmhouse blends character and charm with thoughtful updates throughout. The stunning chef's kitchen features GE Cafe appliances, abundant cabinetry, a center island, and a delightful breakfast nook. A

  

  Cathy Lynch

  Coldwell Banker Realty

  (860) 650-5323

  593 Route 148, Killingworth, CT 06419
• 

  

  /30

  $1,380 - $1,820 per month

  Ridgefield Apartments

  Studio - 2 Beds

  131 Ridgefield Dr, Middletown, CT 06457

  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 management team. Ongoing

  131 Ridgefield Dr, Middletown, CT 06457
• 

  $390,000 Sold Jul 31, 2025

  • 1,589 Sq Ft
  • $245/SF
  • 75 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1982

  70 Lynn Rd, Ivoryton, CT 06442

  Cozy & Charming Discover the tranquility of country living in this delightful Ivoryton home! Tucked away on 2.36 acres, you'll enjoy scenery of rolling grass, mature trees, and flourishing gardens. This warm and inviting chalet-style contemporary boasts three comfortable bedrooms, two full bathrooms, and a spacious open-concept design with a gas fireplace, skylights and plenty of windows to soak

  Charene Clark Coldwell Banker Realty

  70 Lynn Rd, Ivoryton, CT 06442
• 

  Est $558,373 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,462 Sq Ft

  46 Cove Rd, East Haddam, CT 06469

  46 Cove Rd, East Haddam, CT 06469
• 

  

  /29

  $285,000 Coming Soon

  • 2 Beds
  • 1 Bath
  • 838 Sq Ft

  86 Longwood Dr, Colchester, CT 06415

  Welcome to Lake Hayward living! Nestled in one of Colchester's most beloved lake communities, this charming 2-bedroom, 1-bathroom cottage offers the perfect balance of privacy, comfort, and recreation. Thoughtfully updated with a **new roof**, **newer propane heating system and drilled well**, and set on a beautifully landscaped, **fenced-in yard**, this home is ideal for year-round living or a

  

  Amy Rubin

  RE/MAX Legends

  (860) 891-2396

  86 Longwood Dr, Colchester, CT 06415
• 

  

  /8

  $1,900 per month

  • 2 Beds
  • 2 Baths
  • 1,140 Sq Ft
  • House for Rent

  204 Ross Rd, Rockfall, CT 06481

  Discover comfort and charm in this beautifully maintained first-floor 2-bedroom, 2 full bathroom apartment in a classic Colonial-style 3-family home, located in the desirable community of Rockfall, CT. Features include a bright eat-in kitchen, in-unit washer and dryer, shared front porch, and driveway parking for two cars. Heat included in the rent! It is conveniently located near Middletown with

  Tanya Reyes William Raveis Real Estate

  204 Ross Rd, Rockfall, CT 06481
• 

  $400,000 Sold Jul 31, 2025

  • 1,352 Sq Ft
  • $296/SF
  • 62 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1956

  158 Higby Rd, Middletown, CT 06457

  Welcome to this charming Ranch w/ 3 Bedrooms, 2 Full Baths, Finished Basement, Attached Garage and Private Backyard Retreat. This home offers serene living w/ deck off the kitchen, 3 season sunroom, and walkout basement. The main level features hardwood floors throughout the living room, dining room, and den; a cozy propane fireplace; an eat-in kitchen with a large island; stainless steel

  Elizabeth Harrison Hagel & Assoc. Real Estate

  158 Higby Rd, Middletown, CT 06457
• 

  Not Listed For Sale

  00 Livingston Rd, Middletown, CT 06457

  00 Livingston Rd, Middletown, CT 06457
• 

  

  /16

  $199,800 Under Contract

  • 2 Beds
  • 1 Bath
  • 930 Sq Ft

  92 Cynthia Ln Unit E1, Middletown, CT 06457

  Rarely available end unit in desirable Quail Run Village-an FHA-approved community known for its central Middletown location, well-managed association, and fantastic pool. This light-filled townhome offers a sense of privacy with its deck overlooking the trees and a generous side yard. The under-unit garage has a newer door and opener, and there's a laundry area on the lower level for added

  

  Matt Diamond

  Houlihan Lawrence WD

  (860) 850-2674

  92 Cynthia Ln Unit E1, Middletown, CT 06457
• 

  

  /21

  $1,500 - $1,800 per month

  Fernwood Apartments

  1 - 2 Beds

  44-46 Camp St, Middletown, CT 06457

  MIDDLETOWNS HIDDEN GEM Fernwood Apartments is a Gorgeous and Luxurious 24 hour gated Residential complex. The grounds are professionally and meticulously maintained all year round by our on site superintendent and maintenance crew. The units are spacious, well lit, with newly renovated kitchens and bathrooms including granite counter tops and stainless steel appliances. LET THIS BE THE NEXT PLACE

  44-46 Camp St, Middletown, CT 06457
• 

  $620,000 Sold Jul 31, 2025

  • 1,500 Sq Ft
  • $413/SF
  • 94 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1945

  37 Woodland Dr, Old Saybrook, CT 06475

  Welcome to Knollwood Beach Association, where charm, comfort, and nature meet in this beautifully updated year-round ranch-style home. Just two blocks from the sandy shores of Knollwood Beach, kayaking stands, tennis , pickleball and basketball courts, a playground, and the association clubhouse, this home is nestled along the Beamon Creek Estuary-a vital migratory stopover for birds that empties

  Joel Lucas Coldwell Banker Realty

  37 Woodland Dr, Old Saybrook, CT 06475
• 

  Est $395,154 Not Listed For Sale

  289 Middle Haddam Rd, Portland, CT 06480

  289 Middle Haddam Rd, Portland, CT 06480
• 

  

  /40

  $479,900 Under Contract

  • 4 Beds
  • 3 Baths
  • 1,882 Sq Ft

  233 West Rd, East Haddam, CT 06423

  **Welcome Home to This Nearly New Raised Ranch on Over 4 Beautiful Acres surrounded on two sides by the Nature Conservatory!** Why wait to build when you can enjoy this immaculate home that's less than 2 years old and barely lived in? Tucked away on a peaceful, private setting, this property offers the perfect blend of modern comfort and nature's beauty. The grounds have been professionally

  

  Mary Ann Parker

  Berkshire Hathaway NE Prop.

  (860) 883-9949

  233 West Rd, East Haddam, CT 06423
• 

  

  /8

  $1,500 per month

  • 1 Bed
  • 1 Bath
  • 3,784 Sq Ft
  • House for Rent

  14 Pease Ave Unit 1, Middletown, CT 06457

  Charming 1-bedroom, 1st-floor apartment just blocks from Main Street in Middletown! Enjoy beautiful hardwood flooring throughout and the convenience of heat and hot water included in your rent. This cozy unit offers easy access to local shops, restaurants, and entertainment, plus quick access to highway. Don't miss this comfortable and affordable place to call home!

  Jaimie Andrews Bottom Line Realty

  14 Pease Ave Unit 1, Middletown, CT 06457
• 

  $365,000 Sold Jul 30, 2025

  • 960 Sq Ft
  • $380/SF
  • 5 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1959

  28 Bluff Ave, Clinton, CT 06413

  Two bedroom one bath ranch near the ocean ready for new owners. Covered rear patio, backyard shed, fenced in. Interior features brick accent wall, hardwood floors, stainless steel appliances all furniture and fixtures to be included in the purchase price. * highest and best by Tuesday July 1st 12pm*

  David Hess Agnelli Real Estate

  28 Bluff Ave, Clinton, CT 06413
• 

  Not Listed For Sale

  0 Kelsey St, Middletown, CT 06457

  0 Kelsey St, Middletown, CT 06457

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