Middlesex, CT Homes

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  $280,000

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

  746 Long Hill Rd, Middletown, CT 06457

  Highly Desired Wesleyan Hills Condo! This spacious and well-maintained unit offers a fantastic layout with a bright kitchen and dining room combo featuring a breakfast bar, built-in cabinetry, and a slider leading to a generous private deck-perfect for outdoor enjoyment. The inviting living room includes a cozy fireplace, crown molding, built-ins, and brand-new flooring, with a convenient half

  Jody Bonaiuto William Raveis Real Estate

  746 Long Hill Rd, Middletown, CT 06457
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  /15

  $1,600 per month

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

  80 Prospect St Unit 2, Middletown, CT 06457

  1 Bed / 1 Bath Apartment—Second Floor Unit with Parking Cozy and clean 1-bedroom, 1-bath apartment located on the second floor of a quiet two-family home in Middletown, CT. Approximately 600 sq ft of living space with great natural light and a functional layout.Key Features:1 bedroom / 1 bathroom Outdoor parking in shared drivewayQuiet residential

  80 Prospect St Unit 2, Middletown, CT 06457
• 

  $310,000 Sold Jul 22, 2025

  • 2,016 Sq Ft
  • $154/SF
  • 10 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1888

  132 Front St, Middletown, CT 06457

  Check out this fantastic multi family home in Middletown CT. Centrally located a short distance to highways, shopping, & a vibrant downtown. Both units offer 2 bedrooms, a large eat-in kitchen, & living room. Each unit feature there own laundry room. Good size secluded yard, a detached single car garage, and natural gas furnaces round out this great investment opportunity.

  Joe Fazzino eXp Realty

  132 Front St, Middletown, CT 06457
• 

  Est $1,647,437 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,580 Sq Ft

  23 Red Bird Trail, Old Saybrook, CT 06475

  23 Red Bird Trail, Old Saybrook, CT 06475
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  /40

  $239,000

  • 2 Beds
  • 1.5 Baths
  • 1,768 Sq Ft

  7 Margo Ct Unit 7, Cromwell, CT 06416

  We are excited to present a spacious 2 bedroom, 1-and-a-half-bathroom townhouse condo with a walk-out (finished) basement that is ready for you to make your home! Inside you will find the tastefully updated kitchen & bathrooms, plentiful closets, 2 great sized bedrooms and a partially finished basement. In the warmer weather you will enjoy the pool or play tennis and there is also a Club house

  Heather Kilbourn Cavanaugh & Company LLC

  7 Margo Ct Unit 7, Cromwell, CT 06416
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  /13

  $1,300 per month

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

  9 Longworth Ave Unit 3, Middletown, CT 06457

  This third-floor 1-bedroom apartment is located in a well-maintained multi-family building on a quiet dead-end street, just minutes from restaurants, retail, and grocery stores in Middletown. Pets are considered on a case-by-case basis with owner approval. Tenants are responsible for gas, electric, and utilities. A two-month security deposit is required. Laundry hookups in basement. A credit

  Nick Gilham Real Broker CT, LLC

  9 Longworth Ave Unit 3, Middletown, CT 06457
• 

  $342,000 Sold Jul 22, 2025

  • 1,197 Sq Ft
  • $286/SF
  • 32 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1945

  57 Falls Bashan Rd, Moodus, CT 06469

  Welcome to this charming 1,200 square foot Cape Cod-style home nestled in the heart of East Haddam, Connecticut. Offering classic New England character and modern comforts, this cozy residence is perfect for first-time buyers or anyone looking to downsize without sacrificing style or functionality. Step inside to find a warm and inviting living space filled with natural light, hardwood floors,

  Preston Roth Coldwell Banker Realty

  57 Falls Bashan Rd, Moodus, CT 06469
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  Est $236,614 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,138 Sq Ft

  33 W Silver St, Middletown, CT 06457

  33 W Silver St, Middletown, CT 06457
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  $569,900 Open Sun 10AM - 1PM

  • 3 Beds
  • 2.5 Baths
  • 2,267 Sq Ft

  84 Shadow Ln, Cromwell, CT 06416

  *Please submit all offers by 8:00pm 7/29. Thank you. This exceptional 3-bedroom, 2.5-bath Cape perfectly blends style, craftsmanship, and numerous upgrades. Pride of ownership is reflected throughout this freshly painted, impeccably maintained, move-in ready home. The open floor plan allows for seamless flow between the living, dining, and kitchen areas, making it perfect for both everyday living

  Mary McCall Berkshire Hathaway NE Prop.

  84 Shadow Ln, Cromwell, CT 06416
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  /42

  $2,490 per month

  • Studio - 3 Beds
  • 1 Bath
  • 1,774 Sq Ft
  • Condo for Rent

  78 Marlborough St Unit Suite #2, Portland, CT 06480

  This property is historic Gilbert Stancliff House, a true gem boasting a distinctive octagon-shaped design offers flexible living options with 3 bedrooms, 1 bathroom, accommodating various needs. Utility Fee Included in RENT. The total square footage 1,774, providing ample space for different layouts. Key amenities include a dishwasher and in-unit washer/dryer hidden behind the beautiful barn

  78 Marlborough St Unit Suite #2, Portland, CT 06480
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  $425,000 Sold Jul 22, 2025

  • 1,759 Sq Ft
  • $242/SF
  • 4 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1947

  6 Victoria Rd, Portland, CT 06480

  Welcome to this expanded 2-bed (2 additional unfinished rooms on 2nd level), 2.5-bath Cape Cod set on a private, level lot and located near schools. Enjoy an open floorplan with custom woodwork, hardwood floors, a pellet stove, and split system heating/cooling. The main level features a spacious, sun-filled family room that offers the perfect gathering space with plenty of room for everyone to

  Elizabeth Harrison Hagel & Assoc. Real Estate

  6 Victoria Rd, Portland, CT 06480
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  Est $308,166 Not Listed For Sale

  • 5 Beds

  30 Laurel Grove Rd, Middletown, CT 06457

  30 Laurel Grove Rd, Middletown, CT 06457
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  /30

  $249,900

  • 3 Beds
  • 2.5 Baths
  • 2,228 Sq Ft

  10 Redwood Ct Unit 10, Cromwell, CT 06416

  Welcome to 10 Redwood Court, a beautifully updated condo in the heart of Cromwell. This spacious home features 3 bedrooms and 2.5 bathrooms, including a primary bedroom with an attached primary bathroom and private deck. The main level boasts a large open floorplan, perfect for entertaining and everyday living with dual sliders out to the backyard & patio. Enjoy modern comfort with central air,

  Mark Given Berkshire Hathaway NE Prop.

  10 Redwood Ct Unit 10, Cromwell, CT 06416
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  /11

  $1,800 per month

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

  15 Prospect St, Essex, CT 06426

  Great location in the heart of Essex Village, 1 bedroom, 1 bath apartment, lots of natural light in a quiet building, new oven, new lighting fixtures, built in shelves. Heat & hot water included! Available immediately.

  Maureen Evans William Raveis Real Estate

  15 Prospect St, Essex, CT 06426
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  $481,000 Sold Jul 22, 2025

  • 2,379 Sq Ft
  • $202/SF
  • 37 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2018

  43 Old Young St, East Hampton, CT 06424

  Welcome Home! This thoughtfully designed 3-bedroom, 2.5-bath home, built in 2019, offers the perfect blend of modern comfort and stylish living. The open-concept layout features a vaulted ceiling in the spacious living room, highlighted by gleaming hardwood floors and abundant natural light. The kitchen is a chef's dream with granite countertops, a suite of sleek stainless steel appliances, and a

  The Bowes Team RE/MAX on the Bay

  43 Old Young St, East Hampton, CT 06424
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  Est $270,363 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,562 Sq Ft

  49 Silver St, Middletown, CT 06457

  49 Silver St, Middletown, CT 06457
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  /29

  $599,000

  • 3 Beds
  • 2 Baths
  • 2,853 Sq Ft

  36 Maiden Ln, Durham, CT 06422

  Welcome to Wild Acres-where the past whispers, and the future is yours to write. Just a block from Durham's Main Street, this nearly 10-acre property once thrived as a dairy farm and now stands ready for its next chapter. Open fields stretch wide beneath the sky, heirloom gardens bloom with possibility, and quiet corners invite peace and reflection. Whether your dream includes horses in the

  Debbie Huscher Real Broker CT, LLC

  36 Maiden Ln, Durham, CT 06422
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  /20

  $1,750 per month

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

  116 Hillside Ave Unit 1ST FLOOR, Middletown, CT 06457

  Now Available! 3-Bedroom Apartment in Great Location – MiddletownDon’t miss this opportunity! This beautiful first-floor apartment is located in a quiet and convenient area of Middletown, just minutes from downtown, close to shopping, restaurants, and with easy access to highways.??? 3 bedrooms (one perfect as a home office or children’s room)?? Washer and dryer hookups

  116 Hillside Ave Unit 1ST FLOOR, Middletown, CT 06457
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  $235,000 Sold Jul 22, 2025

  • 930 Sq Ft
  • $253/SF
  • 46 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1989

  15 Forest Glen Cir Unit 19, Middletown, CT 06457

  ***MULTIPLE OFFERS - HIGHEST & BEST BY THURS. 6/12 AT 6:00 PM. Welcome to 15 Forest Glen Circle #19! This adorable 2 bed/1 bath third floor condo boasts open floor plan, high ceilings, a beautiful wood burning fireplace & central air. Updated kitchen with quartz countertops & stainless-steel appliances, breakfast bar. Laundry room with a full-size washer and dryer off the kitchen is so

  Brenda Bourne KW Legacy Partners

  15 Forest Glen Cir Unit 19, Middletown, CT 06457
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  Est $406,172 Not Listed For Sale

  • 6 Beds
  • 3.5 Baths
  • 2,384 Sq Ft

  25 Butternut St, Middletown, CT 06457

  25 Butternut St, Middletown, CT 06457
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  /40

  $649,900

  • 3 Beds
  • 4 Baths
  • 3,486 Sq Ft

  76 High St, Portland, CT 06480

  CHARMING and spacious colonial at The Highlands loaded with CHARACTER!! This beautifully maintained home offers the perfect blend of classic charm and modern updates. The stunning remodeled kitchen features Brazilian granite counters, stainless steel appliances, a large center island, and a sunny dining area-ideal for casual meals and entertaining. The inviting living room boasts a wood burning

  Jody Smaglis Coldwell Banker Realty

  76 High St, Portland, CT 06480
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  /26

  $2,200 per month

  • 2 Beds
  • 1 Bath
  • 1,356 Sq Ft
  • House for Rent

  94 Nehantic Trail, Old Saybrook, CT 06475

  Welcome to the popular Indian Town Beach Association in Old Saybrook. This is a fully furnished academic rental available from September 15, 2025, to May 15, 2026. Bright and neat, this home has been well taken care of both inside and out. The home features central air, propane heat, 2 bedrooms, a living room, a generously sized eat-in kitchen, a full set of laundry on the main floor, and a full

  Sang Jee William Raveis Real Estate

  94 Nehantic Trail, Old Saybrook, CT 06475
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  $315,000 Sold Jul 22, 2025

  • 1,356 Sq Ft
  • $232/SF
  • 26 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1972

  13 Little River Ln, Middletown, CT 06457

  MULTIPLE OFFERS RECIEVED, HIGHEST AND BEST OFFERS BY MONDAY, JUNE 23, BY 3 PM. Welcome to Life at "The Farms"! Discover the perfect blend of comfort and convenience in this beautifully updated home, ideally located just minutes from everything you need. Enjoy quick access to highways, shopping, coffee shops, and just a 6-minute drive to vibrant Downtown Middletown - a true restaurant mecca!

  Bruce Bayles William Raveis Real Estate

  13 Little River Ln, Middletown, CT 06457
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  Est $487,545 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,404 Sq Ft

  15 Sergeant Morgan Rd, East Hampton, CT 06424

  15 Sergeant Morgan Rd, East Hampton, CT 06424
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  /40

  $645,000

  • 2 Beds
  • 3 Baths
  • 3,091 Sq Ft

  28 S Wig Hill Rd, Chester, CT 06412

  Step into history with this 1770 Cape, part of "Old Homes of Chester." Nestled on beautiful grounds featuring rolling hills, gardens, and stunning stone walls, the property abuts 8 acres of serene land trust, offering unparalleled privacy and a park-like setting. The main house spans 1303 square feet and includes 2 bedrooms and 2 full baths. Recent upgrades include a new furnace (2023), electric

  Andrew O'Reilly Seaport Real Estate Services

  28 S Wig Hill Rd, Chester, CT 06412
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  /11

  $1,550 per month

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

  1856 Boston Post Rd Unit 1, Westbrook, CT 06498

  1856 Boston Post Rd Unit 1, Westbrook, CT 06498
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  $179,550 Sold Jul 22, 2025

  • 1,140 Sq Ft
  • $158/SF
  • 108 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1987

  127 Trolley Crossing Ln, Middletown, CT 06457

  Welcome to this updated 2 bedroom townhouse in Trolley Crossing. This condo offers assigned parking for residents as well as guest parking. There is a private deck leading out the sliding back door with wooded views. The upstairs offers a full bathroom as well as two good sized bedrooms with wall-to-wall carpeting. Has central air. HUD home. Sold as-is

  Michael Tran Property Works New England

  127 Trolley Crossing Ln, Middletown, CT 06457
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  Est $472,548 Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 2,827 Sq Ft

  14 Massasoit Rd, Middlefield, CT 06455

  14 Massasoit Rd, Middlefield, CT 06455
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  /40

  $624,900 Open Sun 1PM - 3PM

  • 5 Beds
  • 2.5 Baths
  • 2,760 Sq Ft

  23 Falmouth Ct, Middletown, CT 06457

  Tucked away on a quiet cul-de-sac in one of Middletown's most desirable neighborhoods, 23 Falmouth Court offers comfort, space, and unexpected luxury. The open-concept main floor is perfect for entertaining, featuring a cozy fireplace with stunning custom built-ins that add both charm and function. The interior was freshly painted in 2023, giving the space a clean, modern feel. But the real

  Kristin Callahan eXp Realty

  23 Falmouth Ct, Middletown, CT 06457
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  /40

  $4,000 per month

  • 3 Beds
  • 2 Baths
  • 1,306 Sq Ft
  • House for Rent

  62 Brookside Ave E, Westbrook, CT 06498

  Welcome to this charming three-bedroom, two-full-bathroom Cape located in Westbrook, CT! As you enter, you'll be greeted by the inviting living room, filled with natural light. The main level features an open kitchen connected to the dining room. Additionally, there's a bedroom and a full bathroom with a washer/dryer conveniently located on this level. Heading upstairs, you'll find two bedrooms,

  Samantha Celentano Coldwell Banker Realty

  62 Brookside Ave E, Westbrook, CT 06498
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  $276,200 Sold Jul 21, 2025

  • 1,172 Sq Ft
  • $236/SF
  • 3 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1988

  804 Lake Vista Dr Unit 804, East Hampton, CT 06424

  Highest and best by 2:00 Sunday, June 15th. Experience lake area living in this beautifully updated townhouse condominium, offering breathtaking views of Lake Pocotopaug. This rare find features 2 bedrooms, 2.5 baths, and an attached 1-car garage. Enjoy the charm of a wood-burning fireplace, perfect for cozy evenings or Summer evenings on the deck! Recent updates include modern flooring,

  Cindy Forlenzo Coldwell Banker Realty

  804 Lake Vista Dr Unit 804, East Hampton, CT 06424
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  Est $372,187 Not Listed For Sale

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

  9 Thayer Rd, Higganum, CT 06441

  9 Thayer Rd, Higganum, CT 06441
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  /24

  $599,900

  • 4 Beds
  • 3.5 Baths
  • 3,833 Sq Ft

  120 Scenic View Dr, Middletown, CT 06457

  Stately, custom-built Colonial nestled on a level lot with sweeping countryside views! This home offers a flexible floor plan and quality features throughout. The upper level includes a spacious bonus room that serves as the 4th bedroom, and a serene primary suite with a large en suite bath and walk-in closet. The main level boasts an open layout with hardwood floors, a formal dining room, a

  Meghan Hess Real Broker CT, LLC

  120 Scenic View Dr, Middletown, CT 06457
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  /22

  $1,800 per month

  • 2 Beds
  • 1.5 Baths
  • 900 Sq Ft
  • Condo for Rent

  87 Main St Unit 2, East Hampton, CT 06424

  Bright & Renovated 2-Bed Apartment in East Hampton!Welcome to 87 Main Street, East Hampton, CT Apartment #2, a beautifully renovated 2-bedroom, 1.5-bath unit offering modern comfort and small-town charm. This sun-filled apartment features a spacious layout with abundant natural light, fresh finishes, and thoughtful updates throughout. This unit also offers in-unit laundry for maximum

  87 Main St Unit 2, East Hampton, CT 06424
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  $870,000 Sold Jul 21, 2025

  • 1,968 Sq Ft
  • $442/SF
  • 1 Day On Market

  • 3 Beds
  • 2 Baths
  • Built 1856

  30 Saybrook Rd, Essex, CT 06426

  This 1856 Essex farmhouse isn't just well cared for-it's been shaped by years of thoughtful, intentional stewardship. Set on 1.04 private acres with mature trees, curated landscaping, and hand-laid stonework, it reflects the steady vision of a homeowner who treated every upgrade as a form of stewardship. There are 4 fireplaces-including one outdoors-each anchoring a different rhythm of life. The

  Jonathan Zuromski Real Broker CT, LLC

  30 Saybrook Rd, Essex, CT 06426
• 

  Est $312,670 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,148 Sq Ft

  64 Madison Rd, Durham, CT 06422

  64 Madison Rd, Durham, CT 06422
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  /39

  $549,000

  • 3 Beds
  • 1 Bath
  • 1,185 Sq Ft

  18 Lynde St, Old Saybrook, CT 06475

  18 Lynde St is a classic cape style home, where vintage charm meets coastal living in the heart of downtown Old Saybrook. This home has timeless appeal with its original wood doors and classic glass doorknobs of the 1940's. Intimate in size, the space is inviting and brimming with potential, including the possibility of expansion. Less than a mile's walk to North Cove with access to the CT River,

  Liz Squillacote William Pitt Sotheby's Int'l

  18 Lynde St, Old Saybrook, CT 06475
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  /12

  $1,595 per month

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

  174 Burgundy Hill Ln Unit 174, Middletown, CT 06457

  Welcome to your new home in the heart of Peppermill Village! This fully updated 1-bedroom, 1-bath Condo features a spacious layout, stainless steel appliances, and plenty of closet space. Enjoy the open living area that leads to your balcony-complete with an extra storage closet. A spiral staircase takes you to a sunny loft space that's perfect for a home office, relaxing, or even an additional

  Lindy Hoyt Century 21 AllPoints Realty

  174 Burgundy Hill Ln Unit 174, Middletown, CT 06457
• 

  $447,000 Sold Jul 21, 2025

  • 2,188 Sq Ft
  • $204/SF
  • 20 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1987

  131 Spring Brook Dr, Middletown, CT 06457

  Welcome to this beautifully maintained contemporary colonial offering the perfect blend of space, comfort, and convenience-ideally located just minutes from I-91 and Route 9 for easy commuting. Step inside to find an updated kitchen featuring abundant cabinetry, generous counter space, double ovens, and serene backyard views. The open-concept layout seamlessly connects the kitchen to the family

  Angela Aresco Carl Guild & Associates

  131 Spring Brook Dr, Middletown, CT 06457
• 

  Est $592,972 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,648 Sq Ft

  24 Burwell Newton Dr, Durham, CT 06422

  24 Burwell Newton Dr, Durham, CT 06422

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