Middletown, CT Homes

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  /33

  $319,900

  Open Sun 1PM - 3PM

  • 3 Beds
  • 1 Bath
  • 1,092 Sq Ft

  91 Berkeley Rd, Middletown, CT 06457

  Welcome to this bright and beautifully maintained split-level home in Middletown, CT! 91 Berekely Rd is sure to charm you with its inviting curb appeal, landscaping, updated modern kitchen, solar panels for energy efficiency and so much more. Hardwood floors, updated appliances and a newer furnace, water heater, gutters, windows and doors make this home an economic option which also abounds with

  Maria Rivera eXp Realty

  91 Berkeley Rd, Middletown, CT 06457
• 

  $475,000

  Sold Aug 20, 2025

  75 Carll Rd, Middletown, CT 06457

  • 4 Beds
  • 2.5 Baths
  • 2,605 Sq Ft
  • Built 1963

  Last Sold Summary

  • 3% Below List Price
  • $182/SF
  • 65 Days On Market

  Current Estimated Value $498,641

  Last Listing Agent Natuzza Dimasi William Raveis Real Estate

  75 Carll Rd, Middletown, CT 06457
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  Est $403,284

  Not Listed For Sale

  108 Baldwin Dr, Middletown, CT 06457

  • 3 Beds
  • 1.5 Baths
  • 1,940 Sq Ft
  • Built 1995

  108 Baldwin Dr, Middletown, CT 06457

  Last Sold Summary

  • 19 Days On Market
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  /24

  $315,000

  $35K PRICE DROP Pending

  • 4 Beds
  • 1 Bath
  • 1,509 Sq Ft

  475 Ballfall Rd, Middletown, CT 06457

  Welcome to this charming Colonial-style home set on a generous 3.3-acre lot, offering the perfect blend of comfort, space, and modern updates. The exterior showcases classic appeal with a welcoming front entry & an attached 2 car garage, all surrounded by open land that provides privacy and endless possibilities. Step inside to discover a beautifully updated kitchen featuring stainless steel

  Michelle Mazzotta eXp Realty

  475 Ballfall Rd, Middletown, CT 06457
• 

  $375,000

  Sold Jul 23, 2025

  68 High St, Middletown, CT 06457

  • 9 Beds
  • 4 Baths
  • 2,236 Sq Ft
  • Built 1900

  Last Sold Summary

  • $168/SF
  • 26 Days On Market

  Current Estimated Value $340,195

  Last Listing Agent Dawn Satagaj William Raveis Real Estate

  68 High St, Middletown, CT 06457
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  Est $463,466

  Not Listed For Sale

  25 Rolling Green, Middletown, CT 06457

  • 3 Beds
  • 2.5 Baths
  • 1,650 Sq Ft
  • Built 1998

  25 Rolling Green, Middletown, CT 06457

  Last Sold Summary

  • 13 Days On Market
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  /24

  $273,000

  Open Sat 11AM - 2PM

  • 2 Beds
  • 1 Bath
  • 912 Sq Ft

  65 Deerfield Ave, Middletown, CT 06457

  Welcome home to this lovingly maintained Cape Cod-style house with the convenience of one-floor living in the highly desireable South Farm neighborhood. This charming home features a spacious two-bedroom layout filled with natural sunlight throughout. The inviting eat-in kitchen is equipped with off-white cabinetry, stainless steel appliances, and a durable tiled floor, creating a bright and

  Emily Curtis William Raveis Real Estate

  65 Deerfield Ave, Middletown, CT 06457
• 

  $335,000

  Sold Oct 03, 2025

  46 Kelsey St, Middletown, CT 06457

  • 3 Beds
  • 1 Bath
  • 1,210 Sq Ft
  • Built 1962

  Last Sold Summary

  • 6% Above List Price
  • $277/SF
  • 23 Days On Market

  Current Estimated Value $352,368

  Last Listing Agent Carly Luciér Our Home Realty Advisors

  46 Kelsey St, Middletown, CT 06457
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  Est $420,936

  Not Listed For Sale

  372 Atkins St, Middletown, CT 06457

  • 3 Beds
  • 1 Bath
  • 1,320 Sq Ft
  • Built 1928

  372 Atkins St, Middletown, CT 06457

  Last Sold Summary

  • 24 Days On Market
• 

  

  /40

  $675,000

  • 4 Beds
  • 4 Baths
  • 2,671 Sq Ft

  76 Thimble Rock Rd, Middletown, CT 06457

  Tucked away on a quiet cul-de-sac in Middletown's South End near the Durham line, 76 Thimble Rock Road offers approximately 2,600 square feet of well-maintained living space. This 4-bedroom, 2 full, 2 half bath Colonial has been carefully cared for over the years by a single owner and is ready for its next chapter. Inside, you'll find spacious rooms, abundant natural light, hardwood flooring, and

  Carl Guild Carl Guild & Associates

  76 Thimble Rock Rd, Middletown, CT 06457
• 

  $412,500

  Sold May 22, 2026

  57 Edgewood Dr, Middletown, CT 06457

  • 3 Beds
  • 2 Baths
  • 1,838 Sq Ft
  • Built 1973

  Last Sold Summary

  • 3% Above List Price
  • $224/SF
  • 5 Days On Market

  Current Estimated Value $397,886

  Last Listing Agent Christina Bates Coldwell Banker Realty

  57 Edgewood Dr, Middletown, CT 06457
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  Est $324,397

  Not Listed For Sale

  26 Evergreen Ave, Middletown, CT 06457

  • 3 Beds
  • 3 Baths
  • 1,310 Sq Ft
  • Built 1928

  26 Evergreen Ave, Middletown, CT 06457

  Last Sold Summary

  • 44 Days On Market
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  /38

  $395,000

  • 3 Beds
  • 2 Baths
  • 1,274 Sq Ft

  50 Garfield Ave, Middletown, CT 06457

  Completely Renovated Cape Cod with New Roof, New Siding, New Windows & New Appliances! Move right into this beautifully updated 3-bedroom, 2-bath home in the heart of Middletown, where all the major improvements have already been done for you. Major improvements include a new roof, new siding, new windows, a fully remodeled kitchen, updated bathrooms, and new appliances-providing peace of mind

  Heather Kilbourn Cavanaugh & Company LLC

  50 Garfield Ave, Middletown, CT 06457
• 

  $280,000

  Sold Jun 27, 2025

  80 Prospect St, Middletown, CT 06457

  • 2 Beds
  • 2 Baths
  • 1,204 Sq Ft
  • Built 1900

  Last Sold Summary

  • 7% Below List Price
  • $233/SF
  • 72 Days On Market

  Current Estimated Value $289,794

  Last Listing Agent Paul Magliochetti Coldwell Banker Realty

  80 Prospect St, Middletown, CT 06457
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  Est $215,189

  Not Listed For Sale

  1241 Washington St Unit 12, Middletown, CT 06457

  • 2 Beds
  • 1 Bath
  • 1,109 Sq Ft
  • Built 1985

  1241 Washington St Unit 12, Middletown, CT 06457

  Last Sold Summary

  • 5 Days On Market
• 

  

  /7

  $299,609

  • 4 Beds
  • 2 Baths
  • 1,328 Sq Ft

  33 Inverness Ln, Middletown, CT 06457

  Welcome to this spacious move in ready four bedroom, two bath home located in the desirable Highland section of Middletown. This well maintained property features an updated kitchen with granite countertops and stainless steel appliances, offering both style and functionality. The first floor includes laminate flooring throughout the main living areas, while the bedrooms feature carpeting for

  Keith Murphy Innovative Properties

  33 Inverness Ln, Middletown, CT 06457
• 

  $502,000

  Sold Jan 16, 2026

  498 Pine St, Middletown, CT 06457

  • 3 Beds
  • 2.5 Baths
  • 2,732 Sq Ft
  • Built 1936

  Last Sold Summary

  • 9% Below List Price
  • $184/SF
  • 54 Days On Market

  Current Estimated Value $518,855

  Last Listing Agent Mark Gibbs Royal Oak Realty Group

  498 Pine St, Middletown, CT 06457
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  Est $455,416

  Not Listed For Sale

  66 Camp St, Middletown, CT 06457

  • 5 Beds
  • 2 Baths
  • 2,420 Sq Ft
  • Built 1959

  66 Camp St, Middletown, CT 06457

  Last Sold Summary

  • 88 Days On Market
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  /40

  $450,000

  • 3 Beds
  • 3 Baths
  • 1,560 Sq Ft

  38 Sylvan Dr, Middletown, CT 06457

  Welcome to 38 Sylvan Drive, a beautifully maintained raised ranch nestled on a quiet cul-de-sac in the highly sought-after Sylvan Run neighborhood. Rarely available, this exceptional home offers the perfect combination of comfort, curb appeal, and an unbeatable location. Featuring 3 bedrooms, 3 full bathrooms, and beautiful hardwood floors, this home has been meticulously cared for and is ready

  Florian Orleanu eXp Realty

  38 Sylvan Dr, Middletown, CT 06457
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  $220,000

  Sold Feb 25, 2026

  161 Cynthia Ln Unit E5, Middletown, CT 06457

  • 2 Beds
  • 1 Bath
  • 930 Sq Ft
  • Built 1977

  Last Sold Summary

  • 5% Above List Price
  • $237/SF
  • 34 Days On Market

  Last Listing Agent Vincent Engingro William Raveis Real Estate

  161 Cynthia Ln Unit E5, Middletown, CT 06457
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  Est $682,620

  Not Listed For Sale

  85 Thornton Ct, Middletown, CT 06457

  • 4 Beds
  • 2.5 Baths
  • 2,873 Sq Ft
  • Built 2005

  85 Thornton Ct, Middletown, CT 06457

  Last Sold Summary

  • 15 Days On Market
• 

  $410,000

  Sold Sep 08, 2025

  76 Milardo Ln, Middletown, CT 06457

  • 3 Beds
  • 2 Baths
  • 1,818 Sq Ft
  • Built 1961

  Last Sold Summary

  • 3% Above List Price
  • $226/SF
  • 58 Days On Market

  Current Estimated Value $424,080

  Last Listing Agent Brittany O'Hara William Raveis Real Estate

  76 Milardo Ln, Middletown, CT 06457
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  Est $171,028

  Not Listed For Sale

  1221 Washington St Unit 3, Middletown, CT 06457

  • 2 Beds
  • 1 Bath
  • 880 Sq Ft
  • Built 1985

  1221 Washington St Unit 3, Middletown, CT 06457

  Last Sold Summary

  • 38 Days On Market
• 

  $410,000

  Sold Jul 03, 2025

  92 Goodman Dr, Middletown, CT 06457

  • 4 Beds
  • 3.5 Baths
  • 2,708 Sq Ft
  • Built 1987

  Last Sold Summary

  • 6% Below List Price
  • $151/SF
  • 22 Days On Market

  Current Estimated Value $468,691

  Last Listing Agent Eileen England eXp Realty

  92 Goodman Dr, Middletown, CT 06457
• 

  Est $273,628

  Not Listed For Sale

  430 Boston Rd, Middletown, CT 06457

  • 2 Beds
  • 1 Bath
  • 893 Sq Ft
  • Built 1930

  430 Boston Rd, Middletown, CT 06457

  Last Sold Summary

  • 12 Days On Market
• 

  $490,000

  Sold Feb 13, 2026

  79 Brechlin Dr, Middletown, CT 06457

  • 3 Beds
  • 2.5 Baths
  • 2,146 Sq Ft
  • Built 1989

  Last Sold Summary

  • 2% Below List Price
  • $228/SF
  • 8 Days On Market

  Current Estimated Value $505,358

  Last Listing Agent Sally Annino Berkshire Hathaway NE Prop.

  79 Brechlin Dr, Middletown, CT 06457
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  Est $385,082

  Not Listed For Sale

  99 Smith St, Middletown, CT 06457

  • 3 Beds
  • 1.5 Baths
  • 1,968 Sq Ft
  • Built 1973

  99 Smith St, Middletown, CT 06457

  Last Sold Summary

  • 26 Days On Market
• 

  $350,000

  Sold Dec 23, 2025

  15 Kent Ct, Middletown, CT 06457

  • 3 Beds
  • 2 Baths
  • 2,148 Sq Ft
  • Built 1976

  Last Sold Summary

  • 3% Above List Price
  • $163/SF
  • 48 Days On Market

  Current Estimated Value $356,956

  Last Listing Agent Amanda Mangene William Raveis Real Estate

  15 Kent Ct, Middletown, CT 06457
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  Est $368,710

  Not Listed For Sale

  4 Linden St, Middletown, CT 06457

  • 3 Beds
  • 1 Bath
  • 1,378 Sq Ft
  • Built 1927

  4 Linden St, Middletown, CT 06457

  Last Sold Summary

  • 2 Days On Market
• 

  $235,000

  Sold Apr 29, 2026

  565 High St, Middletown, CT 06457

  • 2,192 Sq Ft
  • Built 1900

  Last Sold Summary

  • 15% Below List Price
  • $107/SF
  • 73 Days On Market

  Current Estimated Value $269,500

  Last Listing Agent David Tobin William Raveis Real Estate

  565 High St, Middletown, CT 06457
• 

  Est $318,866

  Not Listed For Sale

  43 High St, Middletown, CT 06457

  • 3 Beds
  • 1 Bath
  • 987 Sq Ft
  • Built 1957

  43 High St, Middletown, CT 06457

  Last Sold Summary

  • 30 Days On Market
• 

  $196,750

  Sold Aug 29, 2025

  278 Carriage Crossing Ln Unit 278, Middletown, CT 06457

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

  Last Sold Summary

  • 9% Above List Price
  • $259/SF
  • 7 Days On Market

  Current Estimated Value $201,893

  Last Listing Agent Omar Montalvo III William Raveis Real Estate

  278 Carriage Crossing Ln Unit 278, Middletown, CT 06457
• 

  Est $354,697

  Not Listed For Sale

  71 Murray St, Middletown, CT 06457

  • 3 Beds
  • 1 Bath
  • 1,476 Sq Ft
  • Built 1938

  71 Murray St, Middletown, CT 06457

  Last Sold Summary

  • 10 Days On Market
• 

  $575,000

  Sold Aug 18, 2025

  846 Arbutus St, Middletown, CT 06457

  • 3 Beds
  • 3 Baths
  • 2,573 Sq Ft
  • Built 1974

  Last Sold Summary

  • 4% Below List Price
  • $223/SF
  • 30 Days On Market

  Current Estimated Value $605,754

  Last Listing Agent Nancy Newman LPT Realty

  846 Arbutus St, Middletown, CT 06457
• 

  Est $346,802

  Not Listed For Sale

  23 Kent Ct, Middletown, CT 06457

  • 3 Beds
  • 1.5 Baths
  • 1,068 Sq Ft
  • Built 1976

  23 Kent Ct, Middletown, CT 06457

  Last Sold Summary

  • 38 Days On Market
• 

  $720,000

  Sold Sep 15, 2025

  90 Tall Timbers Rd, Middletown, CT 06457

  • 4 Beds
  • 3.5 Baths
  • 2,580 Sq Ft
  • Built 2008

  Last Sold Summary

  • 12% Above List Price
  • $279/SF
  • 6 Days On Market

  Current Estimated Value $763,080

  Last Listing Agent Amy Rio Better Homes and Gardens Real Estate Executive Real Estate

  90 Tall Timbers Rd, Middletown, CT 06457
• 

  Est $359,898

  Not Listed For Sale

  53 Warner Ave, Middletown, CT 06457

  • 3 Beds
  • 1.5 Baths
  • 1,474 Sq Ft
  • Built 1962

  53 Warner Ave, Middletown, CT 06457

  Last Sold Summary

  • 2 Days On Market
• 

  $425,000

  Sold Mar 27, 2026

  2 Yellow Orange Cir, Middletown, CT 06457

  • 4 Beds
  • 2.5 Baths
  • 1,962 Sq Ft
  • Built 1969

  Last Sold Summary

  • 2% Above List Price
  • $217/SF
  • 51 Days On Market

  Current Estimated Value $425,458

  Last Listing Agent Amy Bartolucci Coldwell Banker Realty

  2 Yellow Orange Cir, Middletown, CT 06457
• 

  Est $406,718

  Not Listed For Sale

  60 Pearl St, Middletown, CT 06457

  • 1 Bed
  • 1 Bath
  • 2,980 Sq Ft
  • Built 1835

  60 Pearl St, Middletown, CT 06457

  Last Sold Summary

  • 35 Days On Market
• 

  $350,000

  Sold May 05, 2026

  217 Ridge Rd, Middletown, CT 06457

  • 3 Beds
  • 1.5 Baths
  • 1,887 Sq Ft
  • Built 1913

  Last Sold Summary

  • 3% Above List Price
  • $185/SF
  • 12 Days On Market

  Current Estimated Value $340,909

  Last Listing Agent Kristina Quinones William Pitt Sotheby's Int'l

  217 Ridge Rd, Middletown, CT 06457

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