Middletown, CT Homes

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  $299,999 Pending

  • 5 Beds
  • 2 Baths
  • 2,232 Sq Ft

  56 Green St, Middletown, CT 06457

  Investors and owner-occupants, take notice! This two-family property is ideally located just steps from the shops and restaurants on Main Street in Downtown Middletown. The building features newer heating systems, recently updated electrical, and hardwood floors. One unit is already tenant-occupied, providing immediate rental income, while ample parking adds convenience for tenants or

  Lyle Rotondo Berkshire Hathaway NE Prop.

  56 Green St, Middletown, CT 06457
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  /31

  $2,600 total monthly price

  • 3 Beds
  • 1 Bath
  • 2,081 Sq Ft
  • House for Rent

  32 Wall St Unit 2, Middletown, CT 06457

  Spacious and fully renovated, this 3-bedroom, 1-bathroom apartment offers comfortable living with thoughtful upgrades throughout. The kitchen and bathroom have been completely remodeled with brand-new appliances and fixtures, and the entire unit has been freshly painted. You'll find hardwood floors throughout, new LED lighting, and updated door hardware throughout the space. Enjoy the convenience

  Kris Robinson Eagle Eye Realty PLLC

  32 Wall St Unit 2, Middletown, CT 06457
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  $647,000 Sold Jul 18, 2025

  106 Northview Dr, Middletown, CT 06457

  • 3 Beds
  • 2.5 Baths
  • 2,612 Sq Ft
  • Built 2007

  Last Sold Summary

  • $248/SF
  • 20 Days On Market

  Current Estimated Value $654,552

  Last Listing Agent George Muniz Keller Williams NY Realty

  106 Northview Dr, Middletown, CT 06457
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  Est $352,469 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,604 Sq Ft

  455 West St, Middletown, CT 06457

  455 West St, Middletown, CT 06457
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  $549,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,761 Sq Ft

  1 Nathan Hale Rd, Middletown, CT 06457

  To be Built - The Nathan Hale Estates offer an exceptionally private and secluded setting, making it the perfect place for you and your family. Experience modern luxury in this stunning new construction colonial offering 3 bedrooms, 2.5 baths boasting 1,761 sq. ft. of beautifully designed living space. Ushering you from the covered front porch, the first floor features a gourmet chef's kitchen

  Jenna Talbot Coldwell Banker Realty

  1 Nathan Hale Rd, Middletown, CT 06457
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  $1,500 - $1,950 per month plus fees

  On Ward Apartments

  1 - 2 Beds

  38 Ward St, Middletown, CT 06457

  Nestled in the heart of one of Connecticut’s most vibrant and historic cities, 38 Ward Street offers a blend of comfort, character, and convenience. Whether you're a first-time homebuyer, a growing family, or simply looking for a peaceful retreat, this home has it allKey Features:Spacious Layout: Enjoy generous living space with bright and airy rooms throughout.Charming

  38 Ward St, Middletown, CT 06457
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  $350,000 Sold Jan 30, 2025

  111 Reservoir Rd, Middletown, CT 06457

  • 4 Beds
  • 2 Baths
  • 1,458 Sq Ft
  • Built 1948

  Last Sold Summary

  • 10% Above List Price
  • $240/SF
  • 33 Days On Market

  Current Estimated Value $377,625

  Last Listing Agent Scott Nardozzi Cavanaugh & Company LLC

  111 Reservoir Rd, Middletown, CT 06457
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  Est $205,116 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 860 Sq Ft

  19 Trolley Crossing Ln, Middletown, CT 06457

  19 Trolley Crossing Ln, Middletown, CT 06457
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  $299,900 Pending

  • 4 Beds
  • 2 Baths
  • 1,941 Sq Ft

  10 Wall St, Middletown, CT 06457

  Discover this well-maintained two-family property in a quiet neighborhood, perfect for owner-occupants or investors alike. Each unit features two spacious bedrooms and one full bath, with beautiful hardwood flooring throughout. Enjoy the convenience of laundry hookups in each unit and plenty of off-street parking. The second-floor unit boasts all new windows, and both units have brand-new blown

  Kristen Merrill Countryside Realty

  10 Wall St, Middletown, CT 06457
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  /15

  $1,475 total monthly price

  • 2 Beds
  • 1 Bath
  • 936 Sq Ft
  • Townhouse for Rent

  16 Lake St Unit 2-W, Middletown, CT 06457

  Townhouse style 2 bedroom apartment! This apartment is on the 2nd and 3rd floor of a multi-family. The 1st floor has a living room with hardwood floors, a kitchen with wood laminate flooring, the bathroom is on the main level and an additional room that could be an office or dining room. The 2nd floor has 2 bedrooms and is hardwood flooring throughout. Located minutes from RT 9 and off South Main

  Heather Kilbourn Cavanaugh & Company LLC

  16 Lake St Unit 2-W, Middletown, CT 06457
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  $500,000 Sold Jul 28, 2025

  26 Reno Dr, Middletown, CT 06457

  • 4 Beds
  • 2.5 Baths
  • 2,264 Sq Ft
  • Built 1999

  Last Sold Summary

  • $221/SF
  • 45 Days On Market

  Current Estimated Value $509,734

  Last Listing Agent Michelle MacNeil William Raveis Real Estate

  26 Reno Dr, Middletown, CT 06457
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  Est $308,830 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,272 Sq Ft

  1195 S Main St, Middletown, CT 06457

  1195 S Main St, Middletown, CT 06457
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  $225,000

  • 2 Beds
  • 1 Bath
  • 930 Sq Ft

  94 Cynthia Ln Unit D-5, Middletown, CT 06457

  Discover comfortable and convenient living in this well-kept 2-bedroom, 1-bath condo offering a functional layout across 930 sq ft. Perfect for entertaining family and friends-or simply enjoying peaceful days at home-this inviting space provides versatility for any lifestyle. Located just 10 minutes from Cromwell's shopping and dining and only 5 minutes from vibrant downtown Middletown, you'll

  LeAndra Trotman William Raveis Real Estate

  94 Cynthia Ln Unit D-5, Middletown, CT 06457
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  $975 per month plus fees

  Burgundy Apartments

  Studio

  104 Meetinghouse Ln, Middletown, CT 06457

  Our spacious and affordable studio apartments are a place you'll love to call home! Burgundy Apartments in Middletown are set amidst beautifully landscaped grounds located in the desirable Westlake area. We are a short drive to all your everyday needs and Routes 91 and 9 are easily accessible. Our studio apartments are packed with features including air conditioning, kitchen appliances, extra

  104 Meetinghouse Ln, Middletown, CT 06457
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  $389,900 Sold Nov 25, 2025

  163 Basswood Dr, Middletown, CT 06457

  • 3 Beds
  • 2 Baths
  • 1,680 Sq Ft
  • Built 1965

  Last Sold Summary

  • $232/SF
  • 20 Days On Market

  Last Listing Agent Betsy Purtell Purtell Realty LLC

  163 Basswood Dr, Middletown, CT 06457
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  Est $330,541 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,449 Sq Ft

  791 Long Hill Rd Unit F, Middletown, CT 06457

  791 Long Hill Rd Unit F, Middletown, CT 06457
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  $279,000

  • 2 Beds
  • 2.5 Baths
  • 1,376 Sq Ft

  565 Newfield St Unit 34, Middletown, CT 06457

  There's something immediately comforting about a home that gives you room to breathe-and this spacious condo does exactly that. With a thoughtfully designed floor plan and generous living spaces, it feels welcoming from the moment you step inside. The living room is warm and inviting, centered around a gas fireplace that sets the tone for quiet evenings, movie nights, or gathering with friends.

  Debbie Huscher Real Broker CT, LLC

  565 Newfield St Unit 34, Middletown, CT 06457
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  $1,319 total monthly price

  • 1 Bed
  • 1 Bath
  • Apartment for Rent

  251 Court St, Middletown, CT 06459

  Rick Rivera Rental Housing Deals

  251 Court St, Middletown, CT 06459
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  $365,000 Sold Mar 20, 2025

  30 Highland Terrace, Middletown, CT 06457

  • 4 Beds
  • 1 Bath
  • 1,458 Sq Ft
  • Built 1948

  Last Sold Summary

  • 4% Above List Price
  • $250/SF
  • 15 Days On Market

  Current Estimated Value $371,823

  Last Listing Agent Michael Calabro Coldwell Banker Calabro

  30 Highland Terrace, Middletown, CT 06457
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  Est $299,638 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,729 Sq Ft

  7 W Meadow Ln Unit 6, Middletown, CT 06457

  7 W Meadow Ln Unit 6, Middletown, CT 06457
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  $300,000

  • 3 Beds
  • 1.5 Baths
  • 1,444 Sq Ft

  3 Huber Manor, Middletown, CT 06457

  Wesleyan University area Ranch on a cul-de-sac. A nice sized living room with inviting atmosphere featuring a hearth fireplace, creating a warm, welcoming space as soon as you enter. Three cozy bedrooms, perfect for family or guests, gleaming hardwood floors, full bath with tub and an eat-in kitchen perfect for casual meals and gatherings round out the first floor. Abundant sunlight fills the

  Jackie Williams Sterling REALTORS

  3 Huber Manor, Middletown, CT 06457
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  $25 - $1,893 per month plus fees

  South Green Apartments

  1 - 2 Beds

  65 Church St, Middletown, CT 06457

  Project-based Section 8 Housing for the Elderly (62 and older) and Persons with Disabilities. Rent is based on adjusted monthly income.

  65 Church St, Middletown, CT 06457
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  $220,000 Sold Aug 29, 2025

  300 Carriage Crossing Ln Unit 300, Middletown, CT 06457

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

  Last Sold Summary

  • 3% Above List Price
  • $254/SF
  • 30 Days On Market

  Current Estimated Value $222,198

  Last Listing Agent Leticia Rodriguez Casa Mia Realty Corporation

  300 Carriage Crossing Ln Unit 300, Middletown, CT 06457
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  Est $148,143 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 704 Sq Ft

  1251 Washington St Unit 5, Middletown, CT 06457

  1251 Washington St Unit 5, Middletown, CT 06457
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  $465,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,764 Sq Ft

  168 Lisa Ln, Middletown, CT 06457

  Set on a unique cul-de-sac, this meticulously maintained ranch offers comfort, convenience, and exceptional curb appeal on a beautifully landscaped .82-acre lot. A charming front porch welcomes you home, while mature plantings, an irrigation system, and an elegant stone wall create a peaceful, private outdoor setting. Inside, the well-designed one-level layout includes three bedrooms, with a

  Julie Fitts Ritter eXp Realty

  168 Lisa Ln, Middletown, CT 06457
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  $1,395 - $1,425 total monthly price

  Highview Apartments

  1 Bed

  121-131 Butternut St, Middletown, CT 06457

  Come see why Highview Apartments is so popular. Our spacious one and two bedroom apartments feature eat-in kitchens, a large deck and on-site laundry facilities. All of our apartments are carpeted and include appliances and blinds for your convenience. Don’t forget about free heat and hot water. On-site maintenance provides prompt courteous service for your every need. Walking distance to

  121-131 Butternut St, Middletown, CT 06457
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  $385,000 Sold May 05, 2025

  1761 Bartholomew Rd, Middletown, CT 06457

  • 3 Beds
  • 3 Baths
  • 1,515 Sq Ft
  • Built 1971

  Last Sold Summary

  • 4% Above List Price
  • $254/SF
  • 11 Days On Market

  Current Estimated Value $390,939

  Last Listing Agent Michael DelGreco New England Realty Assoc LLC

  1761 Bartholomew Rd, Middletown, CT 06457
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  Est $192,217 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 760 Sq Ft

  274 Carriage Crossing Ln, Middletown, CT 06457

  274 Carriage Crossing Ln, Middletown, CT 06457
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  $637,400 Under Contract

  • 5 Beds
  • 2.5 Baths
  • 2,602 Sq Ft

  602 Higby Rd, Middletown, CT 06457

  3 beautiful home sites in a fantastic location of the Westfield section of Middletown. Expanded Colonial I - this stately home offers a spacious and dramatic first floor with two story entry and double sided balcony overlook. The large kitchen is open to eating area and large great room. One will enjoy a mudroom, first floor office and fantastic sized dining room. This amazing abode offers plenty

  Mark Toledo Berkshire Hathaway NE Prop.

  602 Higby Rd, Middletown, CT 06457
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  $1,950 - $2,100 total monthly price

  • Studio - 1 Bed
  • 1 Bath
  • 510 Sq Ft
  • Condo for Rent

  179 Butternut St, Middletown, CT 06457

  Summer Savings EventWe’re excited to share an incredible opportunity to save big on your next move!The Flats@Mtown West is offering an exclusive limited-time promotion for new residents:Receive one month of free rent plus complimentary fiber internet—a total value of $2,853 back in your pocket!To take advantage of this special offer, make sure to sign your lease by July 1,

  179 Butternut St, Middletown, CT 06457
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  $310,000 Sold Apr 01, 2025

  99 Coe Ave, Middletown, CT 06457

  • 2 Beds
  • 1 Bath
  • 1,089 Sq Ft
  • Built 1947

  Last Sold Summary

  • 17% Above List Price
  • $285/SF
  • 2 Days On Market

  Current Estimated Value $323,993

  Last Listing Agent Exavier Benitez Matos Level Eminent Realty

  99 Coe Ave, Middletown, CT 06457
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  Est $696,619 Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 3,178 Sq Ft

  40 Annello Way, Middletown, CT 06457

  40 Annello Way, Middletown, CT 06457
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  $499,900 Pending

  • 3 Beds
  • 3 Baths
  • 3,456 Sq Ft

  109 Red Clover Cir, Middletown, CT 06457

  Wonderful opportunity! Private Contemporary Cape in desirable Wesleyan Hills best location on a quiet cul-de-sac that backs up to serene Wadsworth Falls State Park forest land. WOW! This sun-filled home with lots of glass allows you to view nature from every room. Very impressive open LR/DR and Family Room with cathedral ceilings accented by historical antique barn beams! Two primary BR suites.

  Diane Sayers William Raveis Real Estate

  109 Red Clover Cir, Middletown, CT 06457
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  $2,500 total monthly price

  • 3 Beds
  • 1 Bath
  • 1,613 Sq Ft
  • Condo for Rent

  96 Margarite Rd Unit 1, Middletown, CT 06457

  INCLUDED IN RENT: water, trash removal, and WiFi (covered by the owner).3 Bed Home for Rent – Middletown, CT (Quiet Neighborhood)Available December 93-bedroom, 1-bath home available in a quiet neighborhood just off Randolph Rd. It’s about a 5-minute drive to Main Street, Wesleyan University, and Middlesex Hospital making it a convenient spot while still being tucked away

  96 Margarite Rd Unit 1, Middletown, CT 06457
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  $210,000 Sold Nov 26, 2025

  71 E Main St, Middletown, CT 06457

  • 6 Beds
  • 3 Baths
  • 3,110 Sq Ft
  • Built 1900

  Last Sold Summary

  • 25% Below List Price
  • $68/SF
  • 83 Days On Market

  Last Listing Agent Connor Wenchell VC Property Group, LLC

  71 E Main St, Middletown, CT 06457
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  Est $281,520 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,368 Sq Ft

  24 Spencer Dr, Middletown, CT 06457

  24 Spencer Dr, Middletown, CT 06457
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  /15

  $275,000 Pending

  • 3 Beds
  • 1 Bath
  • 1,974 Sq Ft

  347 Farm Hill Rd, Middletown, CT 06457

  This charming brick ranch offers so much potential! The spacious, sun-filled living room features hardwood floors and a cozy fireplace. The open kitchen and dining area provide an ideal layout for everyday living and entertaining. Just off the kitchen is a small bonus room-perfect for a future walk-in pantry or mudroom. Upstairs, you'll find three comfortable bedrooms and a full bath. The lower

  Lisa Sader-Goede Aspen Realty Group

  347 Farm Hill Rd, Middletown, CT 06457
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  $1,800 total monthly price

  • 3 Beds
  • 1 Bath
  • 1,200 Sq Ft
  • Condo for Rent

  19 Warwick St Unit 2nd Fl, Middletown, CT 06457

  2nd floor apartment offers spacious living area that could be used as a master bedroom with another 2 bedrooms, a kitchen and bathroom. Plenty of street parking available with gas station and a laundromat down the street. Tucked in an off main road and really close by route 9 and Wesleyan University.

  19 Warwick St Unit 2nd Fl, Middletown, CT 06457
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  $201,000 Sold Sep 18, 2025

  323 Carriage Crossing Ln, Middletown, CT 06457

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

  Last Sold Summary

  • 9% Above List Price
  • $300/SF
  • 27 Days On Market

  Current Estimated Value $192,389

  Last Listing Agent Carol Mancini William Pitt Sotheby's Int'l

  323 Carriage Crossing Ln, Middletown, CT 06457
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  Est $351,175 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,121 Sq Ft

  158 Russell St, Middletown, CT 06457

  158 Russell St, Middletown, CT 06457

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