16,638

Middletown, CT Homes

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  • 203 E Main St, Middletown, CT 06457

    $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 $280,529

    Last Listing Agent Connor Wenchell VC Property Group, LLC

    203 E Main St, Middletown, CT 06457
    • 719 Randolph Rd, Middletown, CT 06457

      Est $362,491

      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

      • 55 Days On Market

      Last Listing Agent Diana Brown William Raveis Real Estate

  • 201 College St Unit 20, Middletown, CT 06457
    201 College St Unit 20, Middletown, CT 06457
    201 College St Unit 20, Middletown, CT 06457
    /22

    $194,999

    $14K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,150 Sq Ft

    201 College St Unit 20, Middletown, CT 06457

    This freshly painted townhouse-style condo offers 2 bedrooms, 1.5 bathrooms, newer windows, updated appliances, newer flooring throughout, and an open-concept layout. The main level features a spacious living room that flows into the dining area and kitchen, along with access to a private terrace. The kitchen includes tile flooring, a mosaic tile backsplash, and appliances replaced within the

    Wally Namane Keller Williams Realty Prtnrs.

    201 College St Unit 20, Middletown, CT 06457
  • 142 Burgundy Hill Ln, Middletown, CT 06457

    $120,000

    Sold Aug 12, 2025

    142 Burgundy Hill Ln, Middletown, CT 06457

    • 1 Bed
    • 1 Bath
    • 562 Sq Ft
    • Built 1987

    Last Sold Summary

    • 3% Above List Price
    • $214/SF
    • 13 Days On Market

    Current Estimated Value $113,724

    Last Listing Agent Ronda Bichunsky Coldwell Banker Realty

    142 Burgundy Hill Ln, Middletown, CT 06457
    • 59 Cimarron Rd, Middletown, CT 06457

      Est $431,663

      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

      • 43 Days On Market

      Last Listing Agent Chris Callahan Berkshire Hathaway NE Prop.

  • 9 Round Hill Rd, Middletown, CT 06457
    9 Round Hill Rd, Middletown, CT 06457
    9 Round Hill Rd, Middletown, CT 06457
    /28

    $399,900

    $30K PRICE DROP Under Contract
    • 3 Beds
    • 2.5 Baths
    • 2,067 Sq Ft

    9 Round Hill Rd, Middletown, CT 06457

    Classic Colonial on a picture-perfect lot with sweeping pastoral views in one of Middletown's most scenic settings! This home offers solid bones, generous room sizes, and loads of potential for anyone ready to add their own touches. The sun-filled living room offers oversized windows and flows easily into the dining area, while the beamed family room delivers warmth and character with wood

    Heidi DeRusso Coldwell Banker Realty

    9 Round Hill Rd, Middletown, CT 06457
  • 133 Carriage Crossing Ln, Middletown, CT 06457

    $265,000

    Sold Apr 16, 2026

    133 Carriage Crossing Ln, Middletown, CT 06457

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

    Last Sold Summary

    • 2% Above List Price
    • $279/SF
    • 3 Days On Market

    Current Estimated Value $262,316

    Last Listing Agent Joseph Snell Luxe Realty LLC

    133 Carriage Crossing Ln, Middletown, CT 06457
    • 19 Arnold St, Middletown, CT 06457

      Est $358,017

      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

      • 76 Days On Market

      Last Listing Agent Debbie Huscher Real Broker CT, LLC

  • 3 Yellow Pine Cir, Middletown, CT 06457
    3 Yellow Pine Cir, Middletown, CT 06457
    3 Yellow Pine Cir, Middletown, CT 06457
    /37

    $395,000

    Under Contract
    • 3 Beds
    • 2.5 Baths
    • 1,534 Sq Ft

    3 Yellow Pine Cir, Middletown, CT 06457

    Welcome home to this charming property located at the end of a peaceful cul-de-sac. This residence features three bedrooms, including a primary bedroom with an ensuite full bathroom. There are two updated full bathrooms in total, along with a convenient half bath. As you enter, you'll notice the gleaming hardwood floors that flow throughout the main living areas. The kitchen is thoughtfully

    Danielle Spada Coldwell Banker Realty

    3 Yellow Pine Cir, Middletown, CT 06457
  • 10 Guarino Dr, Middletown, CT 06457

    $520,000

    Sold May 07, 2026

    10 Guarino Dr, Middletown, CT 06457

    • 3 Beds
    • 2.5 Baths
    • 3,028 Sq Ft
    • Built 1994

    Last Sold Summary

    • 4% Above List Price
    • $172/SF
    • 36 Days On Market

    Current Estimated Value $526,514

    Last Listing Agent Michelle Mazzotta eXp Realty

    10 Guarino Dr, Middletown, CT 06457
    • 163 Oak Ridge Dr, Middletown, CT 06457

      Est $421,494

      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

      • 87 Days On Market

      Last Listing Agent Margo Mikunda Complete Real Estate

  • 51 Snipes Terrace, Middletown, CT 06457
    51 Snipes Terrace, Middletown, CT 06457
    51 Snipes Terrace, Middletown, CT 06457
    /40

    $600,000

    • 4 Beds
    • 3.5 Baths
    • 2,870 Sq Ft

    51 Snipes Terrace, Middletown, CT 06457

    HIGHEST AND BEST OFFERS DUE WEDNESDAY AUG 12th by 10AM!! Exceptional 4 bedroom, 3.5 bath Split Level offering over 2,800 sq ft of beautifully maintained living space, perfectly situated on a quiet cul-de-sac in one of Middletown's desirable neighborhoods. Conveniently located just minutes from vibrant Main Street Middletown, you'll enjoy easy access to popular restaurants, shops, local amenities,

    Brittany O'Hara William Raveis Real Estate

    51 Snipes Terrace, Middletown, CT 06457
  • 108 Cambridge Commons Unit 108, Middletown, CT 06457

    $365,000

    Sold Jul 17, 2026

    108 Cambridge Commons Unit 108, Middletown, CT 06457

    • 2 Beds
    • 1.5 Baths
    • 1,753 Sq Ft
    • Built 1988

    Last Sold Summary

    • 22% Above List Price
    • $208/SF
    • 1 Day On Market

    Last Listing Agent Lisa Sherman My Realtor, LLC

    108 Cambridge Commons Unit 108, Middletown, CT 06457
    • 62 Durant Terrace, Middletown, CT 06457

      Est $261,426

      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

      • 4 Days On Market

      Last Listing Agent Margaret Curry William Raveis Real Estate

  • 222 Carriage Crossing Ln Unit 222, Middletown, CT 06457
    222 Carriage Crossing Ln Unit 222, Middletown, CT 06457
    222 Carriage Crossing Ln Unit 222, Middletown, CT 06457
    /31

    $175,000

    Under Contract
    • 1 Bed
    • 1 Bath
    • 670 Sq Ft

    222 Carriage Crossing Ln Unit 222, Middletown, CT 06457

    Middletown's Best Buy! Excellent opportunity to own third floor one bedroom condo in desirable Carriage Crossing, a community known for it's distinct contemporary architectural features like vaulted ceilings and oversized windows. This unit features open floor plan with newer flooring through out and private balcony. The Carriage Crossing complex offers in ground pool, tennis court, fitness

    Matthew Guida Eagle Eye Realty PLLC

    222 Carriage Crossing Ln Unit 222, Middletown, CT 06457
  • 194 Camp St, Middletown, CT 06457

    $335,000

    Sold Apr 27, 2026

    194 Camp St, Middletown, CT 06457

    • 3 Beds
    • 1 Bath
    • 960 Sq Ft
    • Built 1958

    Last Sold Summary

    • $349/SF
    • 45 Days On Market

    Current Estimated Value $329,134

    Last Listing Agent Carl Guild Carl Guild & Associates

    194 Camp St, Middletown, CT 06457
    • 136 Elizabeth Ln, Middletown, CT 06457

      Est $544,979

      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

      • 38 Days On Market

      Last Listing Agent Linda O'Hara William Raveis Real Estate

  • 111 Dekoven Dr Unit 908, Middletown, CT 06457
    111 Dekoven Dr Unit 908, Middletown, CT 06457
    111 Dekoven Dr Unit 908, Middletown, CT 06457
    /38

    $159,900

    $10K PRICE DROP Under Contract
    • 1 Bed
    • 1.5 Baths
    • 738 Sq Ft

    111 Dekoven Dr Unit 908, Middletown, CT 06457

    Premium Connecticut River views from this 9th floor, almost end unit on the bridge side. This beautiful unit is in move in condition. It includes a newly renovated kitchen, 1.5 updated bathrooms, freshly painted, and new flooring throughout. The laundry is conveniently located in the unit and there are plenty of closets in this well laid out condo. The building has a comcrete wall construction

    Sally McMahon William Raveis Real Estate

    111 Dekoven Dr Unit 908, Middletown, CT 06457
  • 462 Higby Rd, Middletown, CT 06457

    $725,000

    Sold Dec 19, 2025

    462 Higby Rd, Middletown, CT 06457

    • 4 Beds
    • 2.5 Baths
    • 2,500 Sq Ft
    • Built 2025

    Last Sold Summary

    • 3% Below List Price
    • $290/SF
    • 175 Days On Market

    Last Listing Agent David White OwnerEntry.com

    462 Higby Rd, Middletown, CT 06457
    • 1231 Washington St Unit 10, Middletown, CT 06457

      Est $229,179

      Not Listed For Sale

      1231 Washington St Unit 10, Middletown, CT 06457

      • 3 Beds
      • 1 Bath
      • 1,056 Sq Ft
      • Built 1985
      1231 Washington St Unit 10, Middletown, CT 06457

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Xylia DiBianco Carbutti & Co., Realtors

  • 58 Durant Terrace, Middletown, CT 06457
    58 Durant Terrace, Middletown, CT 06457
    58 Durant Terrace, Middletown, CT 06457
    /20

    $369,900

    $9K PRICE DROP Pending
    • 4 Beds
    • 2 Baths
    • 1,754 Sq Ft

    58 Durant Terrace, Middletown, CT 06457

    Welcome to 58 Durant Terrace - a well-maintained 2-family home nestled in a quiet, desirable neighborhood just minutes from downtown Middletown, Wesleyan University, shopping, and dining. This versatile property offers two spacious units, each with 2 bedrooms, 1 full bath, bright living spaces, and hardwood flooring throughout. Ideal for investors or owner-occupants, live in one unit and rent the

    Michelle Lorenzetti Premier Re Group LLC

    58 Durant Terrace, Middletown, CT 06457
  • 44 Carriage Crossing Ln Unit 44, Middletown, CT 06457

    $227,250

    Sold Apr 22, 2026

    44 Carriage Crossing Ln Unit 44, Middletown, CT 06457

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

    Last Sold Summary

    • 1% Above List Price
    • $271/SF
    • 29 Days On Market

    Current Estimated Value $224,575

    Last Listing Agent Michael Kusy Evermark Property Group

    44 Carriage Crossing Ln Unit 44, Middletown, CT 06457
    • 606 Congdon St W Unit 4, Middletown, CT 06457

      Est $197,284

      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

      • 14 Days On Market

      Last Listing Agent Tracy Molloy Coldwell Banker Realty

  • 0 Middle St, Middletown, CT 06457
    0 Middle St, Middletown, CT 06457
    /2

    $350,000

    • Land
    • 21.46 Acres
    • $16,309 per Acre

    0 Middle St, Middletown, CT 06457

    21.46 Acres Commercial Industrial Land. Lot is behind the 7.5 acre lot also for sale.Zoning: IOP (Industrial Office Park including office, warehouse, industrial & recreation. This parcel is going to be split off of a larger piece consisting of 28.96 acres. 8 acres of abutting residential land off Bell Street available for assemblage * Total Potential Assemblage: 41 acres * Immediate Access:

    Nancy Newman LPT Realty

    0 Middle St, Middletown, CT 06457
  • 180 Randolph Rd, Middletown, CT 06457

    $460,000

    Sold Apr 30, 2026

    180 Randolph Rd, Middletown, CT 06457

    • 3 Beds
    • 2.5 Baths
    • 1,958 Sq Ft
    • Built 1940

    Last Sold Summary

    • 15% Above List Price
    • $235/SF
    • 5 Days On Market

    Current Estimated Value $454,979

    Last Listing Agent Stacy King Eagle Eye Realty PLLC

    180 Randolph Rd, Middletown, CT 06457
    • 394 Mile Ln, Middletown, CT 06457

      Est $383,078

      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

      • 4 Days On Market

      Last Listing Agent Sanam Solati New England Prestige Realty

  • 492 Long Hill Rd, Middletown, CT 06457
    492 Long Hill Rd, Middletown, CT 06457
    492 Long Hill Rd, Middletown, CT 06457
    /40

    $389,900

    $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,536 Sq Ft

    492 Long Hill Rd, Middletown, CT 06457

    PRICE REDUCED FOR QUICK SALE! Welcome home to this beautifully renovated 3-bedroom, 2-bathroom raised ranch in Wesleyan Hills, where all the major work is already done for you. This move-in ready home features a brand new roof and new efficient boiler, giving you years of worry-free ownership and energy savings. The heart of the home is a stunning new kitchen with crisp white shaker cabinets,

    Atif Seyal RE/MAX Heritage

    492 Long Hill Rd, Middletown, CT 06457
  • 72 Glendale Ave, Middletown, CT 06457

    $321,700

    Sold Mar 06, 2026

    72 Glendale Ave, Middletown, CT 06457

    • 3 Beds
    • 1 Bath
    • 1,462 Sq Ft
    • Built 1962

    Last Sold Summary

    • 7% Above List Price
    • $220/SF
    • 22 Days On Market

    Current Estimated Value $316,806

    Last Listing Agent Jody Bonaiuto William Raveis Real Estate

    72 Glendale Ave, Middletown, CT 06457
    • 29 Lake St, Middletown, CT 06457

      Est $364,722

      Not Listed For Sale

      29 Lake St, Middletown, CT 06457

      • 4 Beds
      • 3 Baths
      • 2,688 Sq Ft
      • Built 1999
      29 Lake St, Middletown, CT 06457

      Last Sold Summary

      • 35 Days On Market

      Last Listing Agent Keith Murphy Innovative Properties

  • 111 Dekoven Dr Unit 609, Middletown, CT 06457
    111 Dekoven Dr Unit 609, Middletown, CT 06457
    111 Dekoven Dr Unit 609, Middletown, CT 06457
    /34

    $229,900

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

    111 Dekoven Dr Unit 609, Middletown, CT 06457

    Come see this beautiful freshly painted two bedroom, 2 bath remodeled unit which has Corian countertops and white cabinetry for a bright and light kitchen. All kitchen appliances are stainless steel and the flooring is tile. Walk into the dining room/living room with tile flooring and overhead fan to the slider for some extra views of the CT. River! Both bedrooms have Bamboo wood flooring with

    Sally McMahon William Raveis Real Estate

    111 Dekoven Dr Unit 609, Middletown, CT 06457
  • 35 Clinton Ave, Middletown, CT 06457

    $407,000

    Sold Aug 18, 2025

    35 Clinton Ave, Middletown, CT 06457

    • 6 Beds
    • 3 Baths
    • 2,480 Sq Ft
    • Built 1938

    Last Sold Summary

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

    Current Estimated Value $397,023

    Last Listing Agent Eugene Kirouac DB Associates of CT, LLC

    35 Clinton Ave, Middletown, CT 06457
    • 308 Scarborough Ln, Middletown, CT 06457

      Est $712,693

      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

      • 38 Days On Market

      Last Listing Agent Frank Fonteyn Prestige Realty Group

  • 1231 Washington St Unit 2, Middletown, CT 06457
    1231 Washington St Unit 2, Middletown, CT 06457
    1231 Washington St Unit 2, Middletown, CT 06457
    /29

    $229,500

    $10K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,109 Sq Ft

    1231 Washington St Unit 2, Middletown, CT 06457

    Buyer Financing Fell Through - Enjoy one of only a select few of the largest townhouse end units in the complex offering 1,109 square feet of vast living space. Nestled in a popular, well-maintained community, this home combines convenience, comfort and peace of mind with nothing to do but unpack and enjoy. Recent complex-wide improvements include new roads with abundant guest parking, new

    Chris Hogan Century 21 Classic Homes

    1231 Washington St Unit 2, Middletown, CT 06457
  • 678 Bartholomew Rd, Middletown, CT 06457

    $465,000

    Sold Mar 17, 2026

    678 Bartholomew Rd, Middletown, CT 06457

    • 4 Beds
    • 3 Baths
    • 2,365 Sq Ft
    • Built 1958

    Last Sold Summary

    • 9% Above List Price
    • $197/SF
    • 6 Days On Market

    Current Estimated Value $382,760

    Last Listing Agent Doreen Gagnon Coldwell Banker Realty

    678 Bartholomew Rd, Middletown, CT 06457
    • 188 Newfield St, Middletown, CT 06457

      Est $376,709

      Not Listed For Sale

      188 Newfield St, Middletown, CT 06457

      • 4 Beds
      • 2 Baths
      • 1,910 Sq Ft
      • Built 1890
      188 Newfield St, Middletown, CT 06457

      Last Sold Summary

      • 39 Days On Market

      Last Listing Agent Keith Murphy Innovative Properties

  • 18 Portland St, Middletown, CT 06457
    18 Portland St, Middletown, CT 06457
    18 Portland St, Middletown, CT 06457
    /9

    $90,000

    • 5 Beds
    • 3 Baths
    • 1,558 Sq Ft

    18 Portland St, Middletown, CT 06457

    Opportunity awaits at this 2-family residential property in a convenient Middletown location. The existing structure has sustained fire damage and is being offered strictly as-is. Ideal for investors, contractors, or buyers seeking a renovation or redevelopment project. Situated on a level lot with access to public water and public sewer. Close to shopping, dining, parks, and commuter routes. A

    Leah Quinones Dave Jones Realty, LLC

    18 Portland St, Middletown, CT 06457
  • 11 Huber Ave, Middletown, CT 06457

    $298,000

    Sold Nov 14, 2025

    11 Huber Ave, Middletown, CT 06457

    • 3 Beds
    • 1 Bath
    • 1,102 Sq Ft
    • Built 1900

    Last Sold Summary

    • 2% Below List Price
    • $270/SF
    • 46 Days On Market

    Current Estimated Value $303,180

    Last Listing Agent Jason Saphire www.HomeZu.com

    11 Huber Ave, Middletown, CT 06457
    • 81 Carriage Crossing Ln, Middletown, CT 06457

      Est $233,245

      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

      • 1 Day On Market

      Last Listing Agent Nancy Avery William Raveis Real Estate

  • 163 Pearl St, Middletown, CT 06457
    163 Pearl St, Middletown, CT 06457
    163 Pearl St, Middletown, CT 06457
    /18

    $420,000

    Pending
    • 6 Beds
    • 2 Baths
    • 2,982 Sq Ft

    163 Pearl St, Middletown, CT 06457

    Turnkey multifamily investment opportunity in a desirable Middletown location! This fully remodeled property offers strong income potential with updated units featuring modern kitchens, renovated bathrooms, new flooring, and contemporary finishes throughout. The building has been well maintained and provides an excellent opportunity for investors seeking a low-maintenance asset with immediate

    Amiyra Beauduy Century 21 Scala Group

    163 Pearl St, Middletown, CT 06457
  • 14 Rising Trail Dr, Middletown, CT 06457

    $214,900

    Sold Mar 06, 2026

    14 Rising Trail Dr, Middletown, CT 06457

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

    Last Sold Summary

    • 4% Below List Price
    • $192/SF
    • 97 Days On Market

    Current Estimated Value $219,901

    Last Listing Agent Timothy Faucher eXp Realty

    14 Rising Trail Dr, Middletown, CT 06457

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