Middletown, CT Homes

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  $389,900

  • 3 Beds
  • 2 Baths
  • 1,605 Sq Ft

  15 Blue Spruce St, Middletown, CT 06457

  Peek inside, then fall in love with this beautiful home in the d/esirable Wesleyan Hills community. Thoughtfully updated and well maintained, this home offers refinished hardwood floors completed just last week, creating a fresh and warm feel throughout. The updated kitchen opens comfortably to the main living areas, making everyday living and entertaining easy. Bathrooms were remodeled in 2020

  Carly Luciér Our Home Realty Advisors

  15 Blue Spruce St, 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 $186,305

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

  323 Carriage Crossing Ln, Middletown, CT 06457
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  Est $359,736 Not Listed For Sale

  719 Randolph Rd, Middletown, CT 06457

  • 2 Beds
  • 1.5 Baths
  • 1,375 Sq Ft
  • Built 1949

  719 Randolph Rd, Middletown, CT 06457

  Last Sold Summary

  • 9% Above List Price
  • $240/SF
  • 55 Days On Market

  Last Sold Price $330,000

  Last Listing Agent Diana Brown William Raveis Real Estate
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  $525,000

  • 3 Beds
  • 3.5 Baths
  • 3,576 Sq Ft

  208 Highmeadow Ln, Middletown, CT 06457

  A rare find in South Farms! This spacious Colonial showcases a cathedral-ceiling entryway, 3 bedrooms, and 3.5 baths. The standout primary suite features a walk-in closet and a full-size jacuzzi. With two living areas, a dining room, laundry room, and a versatile bonus room downstairs for a bedroom, office, or playroom, this home offers both flexibility and flow. A full basement and 2-car garage

  Danielle Spada Coldwell Banker Realty

  208 Highmeadow Ln, Middletown, CT 06457
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  $500,000 Sold Mar 18, 2026

  1 Jefferson Ave, Middletown, CT 06457

  • 5 Beds
  • 3 Baths
  • 3,546 Sq Ft
  • Built 1940

  Last Sold Summary

  • 11% Above List Price
  • $141/SF
  • 3 Days On Market

  Current Estimated Value $458,500

  Last Listing Agent Britany Goyen BB Realty CT

  1 Jefferson Ave, Middletown, CT 06457
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  Est $424,864 Not Listed For Sale

  59 Cimarron Rd, Middletown, CT 06457

  • 3 Beds
  • 2 Baths
  • 1,132 Sq Ft
  • Built 1984

  59 Cimarron Rd, Middletown, CT 06457

  Last Sold Summary

  • 3% Above List Price
  • $364/SF
  • 43 Days On Market

  Last Sold Price $412,000

  Last Listing Agent Chris Callahan Berkshire Hathaway Home Services
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  $129,000

  • Land
  • 3.58 Acres
  • $36,034 per Acre

  0 Mountain Laurel Dr, Middletown, CT 06457

  Build your dream home on this 3.5 acre approved building lot bordering open space. Last lot on a private cul-de-sac! Beautiful, wooded country setting for a home, yet only 1 mile from Rt 9 and 10 minutes to Downtown Middletown! Enter the lot down a picturesque driveway though the woods to a clearing with old stone walls and natural rock outcroppings. The open space for the cul-de-sac borders this

  Siobhan McLaughlin William Raveis Real Estate

  0 Mountain Laurel Dr, 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 $355,274 Not Listed For Sale

  19 Arnold St, Middletown, CT 06457

  • 4 Beds
  • 1.5 Baths
  • 1,747 Sq Ft
  • Built 1930

  19 Arnold St, Middletown, CT 06457

  Last Sold Summary

  • 23% Above List Price
  • $166/SF
  • 76 Days On Market

  Last Sold Price $290,000

  Last Listing Agent Debbie Huscher Real Broker CT, LLC
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  $414,900 Pending

  • 2 Beds
  • 1.5 Baths
  • 1,090 Sq Ft

  82 Westfield Terrace, Middletown, CT 06457

  This tastefully updated ranch offers 2 Bedrooms plus separate office/sunroom and NEW Mudroom/ laundry all on one level in the desirable Westfield section of Middletown. Enjoy a crisp white kitchen and rich hardwood floors. A bright great room with a defined dining area creates a warm space for hosting family and friends. On just over half an acre of beautiful grounds, this home blends comfort,

  Phyllis Bysiewicz Berkshire Hathaway NE Prop.

  82 Westfield Terrace, 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

  Current Estimated Value $325,577

  Last Listing Agent Kevin Green Berkshire Hathaway NE Prop.

  24 Stantack Rd, Middletown, CT 06457
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  Est $346,186 Not Listed For Sale

  29 Hubbard St, Middletown, CT 06457

  • 5 Beds
  • 2 Baths
  • 1,978 Sq Ft
  • Built 1900

  29 Hubbard St, Middletown, CT 06457

  Last Sold Summary

  • 7% Above List Price
  • $164/SF
  • 21 Days On Market

  Last Sold Price $325,000

  Last Listing Agent Warren Juall HOMESELL
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  $329,900

  • 3 Beds
  • 2 Baths
  • 1,392 Sq Ft

  473 Westfield St, Middletown, CT 06457

  Welcome to 473 Westfield Street - a beautifully maintained 3-bedroom, 2-bath ranch-style home featuring a desirable open floor plan that seamlessly connects the kitchen and living area. The kitchen impresses with stainless steel appliances, granite countertops, abundant cabinetry, and a center island offering extra storage and workspace. Sunlight pours through the large colonial-style windows,

  Annie Gura Coldwell Banker Premier Real Estate

  473 Westfield St, 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

  Current Estimated Value $425,859

  Last Listing Agent Robin Thurston Coldwell Banker Realty

  80 Pond Place, Middletown, CT 06457
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  Est $418,656 Not Listed For Sale

  163 Oak Ridge Dr, Middletown, CT 06457

  • 3 Beds
  • 2 Baths
  • 2,187 Sq Ft
  • Built 1963

  163 Oak Ridge Dr, Middletown, CT 06457

  Last Sold Summary

  • 13% Above List Price
  • $170/SF
  • 87 Days On Market

  Last Sold Price $372,000

  Last Listing Agent Margo Mikunda Complete Real Estate
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  $219,900 Pending

  • 2 Beds
  • 2 Baths
  • 1,065 Sq Ft

  14 Forest Glen Cir Unit 10, Middletown, CT 06457

  Spacious Ranch-Style Condo - Over 1,000 Sq. Ft. of Comfortable Living! You'll love the space in this beautifully designed ranch-style condo offering over 1,000 square feet of easy, single-level living! Featuring 2 bedrooms and 2 full baths, this home combines convenience with a warm, inviting layout. The large living room showcases a cozy fireplace and slider to the private deck, perfect for

  Jody Bonaiuto William Raveis Real Estate

  14 Forest Glen Cir Unit 10, 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

  Current Estimated Value $538,901

  Last Listing Agent Justin Marino Marino Realty LLC

  16 Snow Ridge S, Middletown, CT 06457
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  Est $260,540 Not Listed For Sale

  62 Durant Terrace, Middletown, CT 06457

  • 3 Beds
  • 1 Bath
  • 822 Sq Ft
  • Built 1900

  62 Durant Terrace, Middletown, CT 06457

  Last Sold Summary

  • 16% Above List Price
  • $274/SF
  • 4 Days On Market

  Last Sold Price $225,000

  Last Listing Agent Margaret Curry William Raveis Real Estate
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  $279,900 Under Contract

  • 2 Beds
  • 1.5 Baths
  • 1,296 Sq Ft

  21 Butternut Knolls, Middletown, CT 06457

  **Multiple Offers received...Highest and Best due by 03/15/26 @8PM**Bright and welcoming two-bedroom condo now available in Middletown!! Tucked within the sought-after, pet-friendly community of Butternut Knoll, these units are rarely available. A cheerful white kitchen with stainless steel appliances and generous counter space is highlighted by an oversized bay window with a built-in window seat

  Sacha Armstrong William Pitt Sotheby's International Realty

  21 Butternut Knolls, 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 $519,977 Not Listed For Sale

  136 Elizabeth Ln, Middletown, CT 06457

  • 3 Beds
  • 2.5 Baths
  • 2,016 Sq Ft
  • Built 2000

  136 Elizabeth Ln, Middletown, CT 06457

  Last Sold Summary

  • 11% Above List Price
  • $232/SF
  • 38 Days On Market

  Last Sold Price $467,500

  Last Listing Agent Linda O'Hara William Raveis Real Estate
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  $935,000 Under Contract

  • 19 Beds
  • 18 Baths
  • 12,288 Sq Ft

  54 Washington St, Middletown, CT 06457

  PERMIT IN HAND READY TO BUILD! In the heart of Middletown and within walking distance to countless amenities, 54 Washington Street offers both location and opportunity. Once home to the Italian American Club, the building carries a unique history and is now ready for a new vision. This spectacular building has received zoning approval to convert this once community/event space to residential

  Ariel Tortora William Raveis Real Estate

  54 Washington St, Middletown, CT 06457
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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 $496,310

  Last Listing Agent Matt Donafrio GRL & Realtors, LLC

  31 Sherman Lee Dr, Middletown, CT 06457
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  Est $185,028 Not Listed For Sale

  1 Russell St Unit 2, Middletown, CT 06457

  • 2 Beds
  • 1 Bath
  • 924 Sq Ft
  • Built 1986

  1 Russell St Unit 2, Middletown, CT 06457

  Last Sold Summary

  • 66% Above List Price
  • $121/SF
  • 3 Days On Market

  Last Sold Price $111,500

  Last Listing Agent Susan Hood William Raveis Real Estate
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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

  Current Estimated Value $455,598

  Last Listing Agent Deborah Pach Compass Connecticut, LLC

  33 Bartlett Hollow Unit 33, Middletown, CT 06457
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  Est $591,722 Not Listed For Sale

  149 Meadowood Dr, Middletown, CT 06457

  • 4 Beds
  • 2.5 Baths
  • 2,574 Sq Ft
  • Built 1995

  149 Meadowood Dr, Middletown, CT 06457

  Last Sold Summary

  • 10% Above List Price
  • $210/SF
  • 4 Days On Market

  Last Sold Price $540,000

  Last Listing Agent Sally McMahon William Raveis Real Estate
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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

  Current Estimated Value $357,886

  Last Listing Agent Scott Nardozzi Cavanaugh & Company LLC

  390 Butternut St, Middletown, CT 06457
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  Est $357,271 Not Listed For Sale

  58 Silver St, Middletown, CT 06457

  • 3 Beds
  • 1.5 Baths
  • 1,592 Sq Ft
  • Built 1890

  58 Silver St, Middletown, CT 06457

  Last Sold Summary

  • 59% Above List Price
  • $141/SF
  • 64 Days On Market

  Last Sold Price $225,000

  Last Listing Agent Thomas Skorobohaty Coldwell Banker Calabro
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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

  Current Estimated Value $558,053

  Last Listing Agent Tracy Wilson Lamacchia Realty

  100 Jack English Dr, Middletown, CT 06457
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  Est $190,887 Not Listed For Sale

  606 Congdon St W Unit 4, Middletown, CT 06457

  • 1 Bed
  • 1 Bath
  • 705 Sq Ft
  • Built 1986

  606 Congdon St W Unit 4, Middletown, CT 06457

  Last Sold Summary

  • 6% Above List Price
  • $255/SF
  • 14 Days On Market

  Last Sold Price $179,900

  Last Listing Agent Tracy Molloy Coldwell Banker Realty
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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

  Current Estimated Value $366,030

  Last Listing Agent Santo Gulino William Raveis Real Estate

  80 Russell St, Middletown, CT 06457
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  Est $376,694 Not Listed For Sale

  394 Mile Ln, Middletown, CT 06457

  • 3 Beds
  • 1 Bath
  • 1,162 Sq Ft
  • Built 1963

  394 Mile Ln, Middletown, CT 06457

  Last Sold Summary

  • 8% Above List Price
  • $301/SF
  • 4 Days On Market

  Last Sold Price $350,000

  Last Listing Agent Sanam Solati New England Prestige Realty
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  $525,000 Sold Jan 21, 2026

  63 Meadowood Dr, Middletown, CT 06457

  • 4 Beds
  • 3 Baths
  • 3,339 Sq Ft
  • Built 1965

  Last Sold Summary

  • 5% Above List Price
  • $157/SF
  • 11 Days On Market

  Current Estimated Value $506,535

  Last Listing Agent Joseph Harvey Best Real Estate Brokerage LLC

  63 Meadowood Dr, Middletown, CT 06457
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  Est $388,294 Not Listed For Sale

  56 Phedon Pkwy, Middletown, CT 06457

  • 3 Beds
  • 2 Baths
  • 1,792 Sq Ft
  • Built 1952

  56 Phedon Pkwy, Middletown, CT 06457

  Last Sold Summary

  • 29% Above List Price
  • $167/SF
  • 1 Day On Market

  Last Sold Price $300,000

  Last Listing Agent Nancy Currlin William Raveis Real Estate
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  $355,000 Sold Jul 30, 2025

  60 Old Mill Rd, Middletown, CT 06457

  • 3 Beds
  • 1.5 Baths
  • 1,404 Sq Ft
  • Built 1947

  Last Sold Summary

  • 8% Above List Price
  • $253/SF
  • 48 Days On Market

  Current Estimated Value $353,709

  Last Listing Agent Laura Frisch Coldwell Banker Realty

  60 Old Mill Rd, Middletown, CT 06457
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  Est $695,256 Not Listed For Sale

  308 Scarborough Ln, Middletown, CT 06457

  • 4 Beds
  • 2.5 Baths
  • 2,774 Sq Ft
  • Built 2003

  308 Scarborough Ln, Middletown, CT 06457

  Last Sold Summary

  • 10% Above List Price
  • $227/SF
  • 38 Days On Market

  Last Sold Price $630,000

  Last Listing Agent Frank Fonteyn Prestige Realty Group
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  $250,000 Sold Sep 08, 2025

  1 Countryside Ln Unit 5, Middletown, CT 06457

  • 2 Beds
  • 3 Baths
  • 1,088 Sq Ft
  • Built 1987

  Last Sold Summary

  • 5% Above List Price
  • $230/SF
  • 24 Days On Market

  Current Estimated Value $248,762

  Last Listing Agent Heather Chirumbolo Berkshire Hathaway NE Prop.

  1 Countryside Ln Unit 5, Middletown, CT 06457
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  Est $280,003 Not Listed For Sale

  3 W Meadow Ln Unit 2, Middletown, CT 06457

  • 2 Beds
  • 1.5 Baths
  • 1,120 Sq Ft
  • Built 1988

  3 W Meadow Ln Unit 2, Middletown, CT 06457

  Last Sold Summary

  • 33% Above List Price
  • $188/SF
  • 3 Days On Market

  Last Sold Price $210,000

  Last Listing Agent Jessica Brown Robert C White & Company LLC
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  $470,000 Sold Nov 07, 2025

  203 E Main St, Middletown, CT 06457

  • 9 Beds
  • 4 Baths
  • 1,885 Sq Ft
  • Built 1900

  Last Sold Summary

  • 57% Above List Price
  • $249/SF
  • 101 Days On Market

  Current Estimated Value $306,961

  Last Listing Agent Connor Wenchell VC Property Group, LLC

  203 E Main St, Middletown, CT 06457
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  Est $234,869 Not Listed For Sale

  81 Carriage Crossing Ln, Middletown, CT 06457

  • 2 Beds
  • 2 Baths
  • 840 Sq Ft
  • Built 1987

  81 Carriage Crossing Ln, Middletown, CT 06457

  Last Sold Summary

  • 15% Above List Price
  • $244/SF
  • 1 Day On Market

  Last Sold Price $205,000

  Last Listing Agent Nancy Avery William Raveis Real Estate

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