Middletown, CT Homes

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  $369,900

  • 3 Beds
  • 2 Baths
  • 1,262 Sq Ft

  491 Long Hill Rd, Middletown, CT 06457

  Welcome home to this beautifully maintained Raised Ranch offering the perfect blend of comfort, style, and functionality. The main level features a sun-filled, open-concept living and dining area with gleaming hardwood floors throughout. Host your gatherings in the well-appointed dining room accented with classic chair rail and shadow box trim. The working kitchen offers refreshed lower cabinets,

  Kristin Daly-Murphy Calcagni Real Estate

  491 Long Hill Rd, Middletown, CT 06457
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  $1,950 total monthly price

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

  177 Butternut St Unit 1, Middletown, CT 06457

  Welcome to The Flats@MTown West! This brand new 1-bedroom, first floor living unit is perfect for luxurious and modern living in Middletown, CT. Step inside and be dazzled by unique and detailed finishes to an exquisite apartment. The thoughtfully designed kitchen features granite countertops, stainless appliances that add to the elegance of the layout. You'll also encounter, hardwood floors, a

  177 Butternut St Unit 1, Middletown, CT 06457
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  $264,000 Sold Aug 28, 2025

  23 Rising Trail Dr Unit C, Middletown, CT 06457

  • 4 Beds
  • 1.5 Baths
  • 1,120 Sq Ft
  • Built 1976

  Last Sold Summary

  • 2% Above List Price
  • $236/SF
  • 13 Days On Market

  Last Listing Agent Carrie Vass Brainerd Carbutti & Co., Realtors

  23 Rising Trail Dr Unit C, Middletown, CT 06457
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  Est $434,240 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,117 Sq Ft

  40 Acer Dr, Middletown, CT 06457

  40 Acer Dr, Middletown, CT 06457
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  $225,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,505 Sq Ft

  100 Rising Trail Dr Unit 100, Middletown, CT 06457

  Beautifully updated 3 bedroom 2 and 1/2 bath town house. Large, spacious kitchen with ss appliances and plenty of counter space is open to the dining room. Enjoy the living room with big windows and fireplace, perfect for entertaining. The second floor offers 2 bedrooms, laundry and en suite bathroom. The primary bedroom suite encompasses the third floor with a walk-in closet and full bath. The

  Linda Driscoll Shea & Company Real Estate,LLC

  100 Rising Trail Dr Unit 100, Middletown, CT 06457
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  $1,950 total monthly price

  • 1 Bath
  • 510 Sq Ft
  • Apartment for Rent

  179 Butternut St Unit F, Middletown, CT 06457

  This newly constructed apartment community combines modern convenience with the charm of a residential neighborhood. With only a select number of apartments, residents enjoy a more private, peaceful environment-free from the congestion and anonymity often found in large complexes. Amenities include a fully equipped gym and inviting outdoor spaces designed for relaxation, socializing, or working

  Scott Nardozzi Cavanaugh & Company LLC

  179 Butternut St Unit F, Middletown, CT 06457
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  $392,000 Sold Jan 17, 2025

  438 Millbrook Rd, Middletown, CT 06457

  • 4 Beds
  • 3 Baths
  • 3,149 Sq Ft
  • Built 1900

  Last Sold Summary

  • 6% Below List Price
  • $124/SF
  • 96 Days On Market

  Current Estimated Value $419,519

  Last Listing Agent Bennett Forrest KW Legacy Partners

  438 Millbrook Rd, Middletown, CT 06457
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  Est $186,594 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,015 Sq Ft

  111 Dekoven Dr Unit 409, Middletown, CT 06457

  111 Dekoven Dr Unit 409, Middletown, CT 06457
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  $237,000 Pending

  • 2 Beds
  • 1.5 Baths
  • 1,088 Sq Ft

  143 Julia Terrace Unit 143, Middletown, CT 06457

  143 Julia Terrace, Middletown CT welcomes you home! This inviting 2-bedroom, 1.1 bath townhouse in the popular Cedar Ridge community offers comfort, convenience, & a charming country feel. Nestled in highly desirable South Farms, the home combines peaceful surroundings w/ easy access to everything Middletown has to offer. Situated in an exceptional cul-de-sac location, this home offers true

  Mirella D'Antonio William Raveis Real Estate

  143 Julia Terrace Unit 143, Middletown, CT 06457
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  $2,100 total monthly price

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

  113 Birdsey Ave Unit Floor 1, Middletown, CT 06457

  Beautifully Updated 1–2 Bedroom First-Floor Apartment – Middletown, CTThis recently renovated first-floor apartment offers 830 sq. ft. of flexible living space in a quiet, walkable neighborhood. Officially a 1-bedroom, the layout allows the living room to convert into an additional bedroom, while the dining room can easily serve as the main living area or a bright home office—ideal for

  113 Birdsey Ave Unit Floor 1, Middletown, CT 06457
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  $325,000 Sold Oct 07, 2025

  24 Stantack Rd, Middletown, CT 06457

  • 4 Beds
  • 2.5 Baths
  • 1,408 Sq Ft
  • Built 1966

  Last Sold Summary

  • 14% Above List Price
  • $231/SF
  • 26 Days On Market

  Last Listing Agent Kevin Green Berkshire Hathaway NE Prop.

  24 Stantack Rd, Middletown, CT 06457
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  Est $500,049 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,507 Sq Ft

  16 Tuscany Hills Dr, Middletown, CT 06457

  16 Tuscany Hills Dr, Middletown, CT 06457
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  $279,900 Pending

  • 4 Beds
  • 2 Baths
  • 1,773 Sq Ft

  11 Columbus Ave, Middletown, CT 06457

  Brick Cape with Charm and Great Potential in Middletown! 11 Columbus Avenue is a classic brick cape featuring 4 bedrooms including a convenient first-floor bedroom-and 2 full baths. Hardwood floors, a fireplace in the spacious living room, a formal dining room with built-in hutch, and a traditional foyer with wide staircase highlight the home's timeless character. Recent updates include a

  Margaret Curry William Raveis Real Estate

  11 Columbus Ave, Middletown, CT 06457
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  $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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  $425,000 Sold Oct 14, 2025

  80 Pond Place, Middletown, CT 06457

  • 3 Beds
  • 2 Baths
  • 1,672 Sq Ft
  • Built 1995

  Last Sold Summary

  • 9% Above List Price
  • $254/SF
  • 4 Days On Market

  Last Listing Agent Robin Thurston Coldwell Banker Realty

  80 Pond Place, Middletown, CT 06457
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  Est $350,861 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,375 Sq Ft

  719 Randolph Rd, Middletown, CT 06457

  719 Randolph Rd, Middletown, CT 06457
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  $499,900 New Construction

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft

  5 Nathan Hale Rd, Middletown, CT 06457

  This 1,500 sq ft ranch-style home, built by Silvin Homes, offers thoughtfully designed one-level living with an open-concept layout ideal for everyday living and entertaining. The spacious living area flows seamlessly into the kitchen with a center island and ample cabinetry, creating a welcoming gathering space. The private primary suite features a custom full bath and walk-in closet and is set

  Jenna Talbot Coldwell Banker Realty

  5 Nathan Hale Rd, Middletown, CT 06457
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  $2,100 total monthly price

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

  424 Main St Unit D, Middletown, CT 06457

  Welcome to Middletown's newest luxury apartments!! The NEW 424 Main Street apartments are located in the heart of town within walking distance of vibrant restaurants, cafes, shopping and Wesleyan University. 424 Main Street apartments offers luxuriously finished and unique 1 bedroom, and 2 bedroom units that provide an upscale design while capturing the buildings rich history. Each unit at 424

  Marianna Terenzio William Raveis Real Estate

  424 Main St Unit D, Middletown, CT 06457
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  $520,000 Sold Oct 27, 2025

  16 Snow Ridge S, Middletown, CT 06457

  • 4 Beds
  • 2.5 Baths
  • 2,813 Sq Ft
  • Built 1989

  Last Sold Summary

  • 8% Below List Price
  • $185/SF
  • 92 Days On Market

  Last Listing Agent Justin Marino Marino Realty LLC

  16 Snow Ridge S, Middletown, CT 06457
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  Est $371,408 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 1,747 Sq Ft

  19 Arnold St, Middletown, CT 06457

  19 Arnold St, Middletown, CT 06457
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  $159,000

  • Land
  • 2.22 Acres
  • $71,622 per Acre

  Lot 2 Coleman Rd, Middletown, CT 06457

  Fantastic opportunity to build your dream home on this approved 2.22-acre lot. This lovely parcel offers a peaceful, country setting while still being close to everything-just minutes to Route 9, downtown Middletown, and local shops, restaurants, and schools. The engineered site plan is complete and available for a 2,000 sq ft colonial, providing a smooth path toward construction!

  Dori Degennaro William Raveis Real Estate

  Lot 2 Coleman Rd, Middletown, CT 06457
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  $2,100 total monthly price

  • 3 Beds
  • 1 Bath
  • 14,820 Sq Ft
  • House for Rent

  360 Main St Unit 3-B, Middletown, CT 06457

  Central downtown district. Home to Typhoon and Ford News deli at street level. Historic Pythian Building with an interesting ownership history as hotel and meeting place of the Pythian Knights. Large 3-bedroom unit on top floor. Open floor plan with kitchen, living room and full bath. It includes all utilities. There isn't any onsite parking for tenants. There are municipal parking lots nearby.

  Patricia Flynn Sterling REALTORS

  360 Main St Unit 3-B, Middletown, CT 06457
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  $375,000 Sold Nov 04, 2025

  122 Newfield St Unit 2A, Middletown, CT 06457

  • 3 Beds
  • 2.5 Baths
  • 1,576 Sq Ft
  • Built 1900

  Last Sold Summary

  • 3% Above List Price
  • $238/SF
  • 24 Days On Market

  Last Listing Agent Beth Cantor Coldwell Banker Realty

  122 Newfield St Unit 2A, Middletown, CT 06457
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  Est $332,010 Not Listed For Sale

  • 5 Beds
  • 2 Baths
  • 1,978 Sq Ft

  29 Hubbard St, Middletown, CT 06457

  29 Hubbard 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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  $1,319 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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  $502,500 Sold Jun 20, 2025

  31 Sherman Lee Dr, Middletown, CT 06457

  • 3 Beds
  • 2.5 Baths
  • 2,064 Sq Ft
  • Built 1999

  Last Sold Summary

  • 4% Above List Price
  • $243/SF
  • 3 Days On Market

  Current Estimated Value $497,486

  Last Listing Agent Matt Donafrio GRL & Realtors, LLC

  31 Sherman Lee Dr, Middletown, CT 06457
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  Est $425,988 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,187 Sq Ft

  163 Oak Ridge Dr, Middletown, CT 06457

  163 Oak Ridge Dr, 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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  $460,000 Sold Oct 30, 2025

  33 Bartlett Hollow Unit 33, Middletown, CT 06457

  • 2 Beds
  • 2 Baths
  • 1,401 Sq Ft
  • Built 2012

  Last Sold Summary

  • 2% Above List Price
  • $328/SF
  • 57 Days On Market

  Last Listing Agent Deborah Pach Compass Connecticut, LLC

  33 Bartlett Hollow Unit 33, Middletown, CT 06457
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  Est $245,857 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 822 Sq Ft

  62 Durant Terrace, Middletown, CT 06457

  62 Durant Terrace, Middletown, CT 06457
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  $359,900 Pending

  • 6 Beds
  • 2 Baths
  • 2,417 Sq Ft

  73 Durant St, Middletown, CT 06457

  Tremendous potential in this updated 2 family home! Perfect for an owner occupant or an investor looking for monthly cashflow. Both apartments are large 3 bed/1 bath units. 1st floor conveys with tenants that take good care of the property, 2nd floor is unoccupied. Large landscaped backyard. Separate utilities: tenants are responsible for their own gas heat, hot water, & electric. New on-demand

  Stephen Cornell Berkshire Hathaway NE Prop.

  73 Durant St, Middletown, CT 06457
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  $350,000 Sold Sep 26, 2025

  390 Butternut St, Middletown, CT 06457

  • 3 Beds
  • 1.5 Baths
  • 1,721 Sq Ft
  • Built 1920

  Last Sold Summary

  • 5% Below List Price
  • $203/SF
  • 31 Days On Market

  Last Listing Agent Scott Nardozzi Cavanaugh & Company LLC

  390 Butternut St, Middletown, CT 06457
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  Est $522,856 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,016 Sq Ft

  136 Elizabeth Ln, Middletown, CT 06457

  136 Elizabeth Ln, Middletown, CT 06457
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  $139,900 Pending

  • 2 Beds
  • 1 Bath
  • 705 Sq Ft

  38 Burgundy Hill Ln, Middletown, CT 06457

  Wonderfully updated condo unit in a central location Middletown, CT. First floor unit with parking directly outside the building. Low taxes. Great commuter location. Nothing to do but move in. On site laundry and in ground pool!! Complex NOT FHA or VA approved.

  Andrew Koczon Berkshire Hathaway NE Prop.

  38 Burgundy Hill Ln, Middletown, CT 06457
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  $555,000 Sold Nov 10, 2025

  100 Jack English Dr, Middletown, CT 06457

  • 4 Beds
  • 2.5 Baths
  • 2,219 Sq Ft
  • Built 2019

  Last Sold Summary

  • 1% Above List Price
  • $250/SF
  • 5 Days On Market

  Last Listing Agent Tracy Wilson Lamacchia Realty

  100 Jack English Dr, Middletown, CT 06457
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  Est $160,429 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 924 Sq Ft

  1 Russell St Unit 2, Middletown, CT 06457

  1 Russell St Unit 2, Middletown, CT 06457
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  $229,000 Pending

  • 2 Beds
  • 1.5 Baths
  • 1,206 Sq Ft

  170 Trolley Crossing Ln Unit 170, Middletown, CT 06457

  Beautiful two-story condo in sought after Trolley Crossing Lane in Middletown. Here find gorgeous hard wood floors in the main living area with an open concept living/dining room area. Sliders open to an outdoor green space, bbq grill and wooded grounds. A tidy kitchen with stainless steel appliances and a half bath complete this main floor area. Upstairs, there are two generous bedrooms and a

  Jennifer Tucker William Raveis Real Estate

  170 Trolley Crossing Ln Unit 170, Middletown, CT 06457
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  $350,000 Sold Dec 08, 2025

  80 Russell St, Middletown, CT 06457

  • 4 Beds
  • 3 Baths
  • 2,089 Sq Ft
  • Built 1999

  Last Sold Summary

  • $168/SF
  • 135 Days On Market

  Last Listing Agent Santo Gulino William Raveis Real Estate

  80 Russell St, Middletown, CT 06457
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  Est $608,828 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,574 Sq Ft

  149 Meadowood Dr, Middletown, CT 06457

  149 Meadowood Dr, Middletown, CT 06457

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