16,638

Middletown, CT Homes

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  • 647 Atkins St, Middletown, CT 06457
    647 Atkins St, Middletown, CT 06457
    /2

    $150,000

    Pending
    • Land
    • 1.92 Acres
    • $78,125 per Acre

    647 Atkins St, Middletown, CT 06457

    If you are considering constructing a new residence, this 1.92-acre parcel located in a quiet Middletown neighborhood offers an excellent opportunity. The lot is suitable for building and is equipped with access to electricity as well as city water and sewer along the street. Property boundaries are clearly marked for identification with adjacent parcels. Prospective buyers are encouraged to

    Vincent Simms Century 21 AllPoints Realty

    647 Atkins St, Middletown, CT 06457
  • 122 Newfield St Unit 2A, Middletown, CT 06457

    $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
    • 1251 Washington St Unit 5, Middletown, CT 06457

      Est $143,084

      Not Listed For Sale

      1251 Washington St Unit 5, Middletown, CT 06457

      • 1 Bed
      • 1 Bath
      • 704 Sq Ft
      • Built 1985
      1251 Washington St Unit 5, Middletown, CT 06457

      Last Sold Summary

      • 15 Days On Market

      Last Listing Agent Denise Moore Kazantzis Real Estate, LLC

  • 2 Canterbury Ct Unit 2, Middletown, CT 06457
    2 Canterbury Ct Unit 2, Middletown, CT 06457
    2 Canterbury Ct Unit 2, Middletown, CT 06457
    /35

    $289,900

    Under Contract
    • 2 Beds
    • 1.5 Baths
    • 1,196 Sq Ft

    2 Canterbury Ct Unit 2, Middletown, CT 06457

    ** Please Note - Seller is requesting Best and Final by Friday, August 7th at 5PM. Rarely available and meticulously maintained, this move-in ready Laurel Ridge townhome features modern updates, spacious living areas, and prime location. The main level offers a bright living room centered around a cozy fireplace, seamlessly transitioning to a private rear deck. Recent updates include a freshly

    Carolyn Kress Berkshire Hathaway NE Prop.

    2 Canterbury Ct Unit 2, Middletown, CT 06457
  • 111 Dekoven Dr Unit 1105, Middletown, CT 06457

    $147,000

    Sold Apr 30, 2026

    111 Dekoven Dr Unit 1105, Middletown, CT 06457

    • 1 Bed
    • 1.5 Baths
    • 752 Sq Ft
    • Built 1989

    Last Sold Summary

    • 2% Below List Price
    • $195/SF
    • 7 Days On Market

    Current Estimated Value $150,280

    Last Listing Agent Mark Toledo Berkshire Hathaway NE Prop.

    111 Dekoven Dr Unit 1105, Middletown, CT 06457
  • 36 Rising Trail Dr Unit 36, Middletown, CT 06457
    36 Rising Trail Dr Unit 36, Middletown, CT 06457
    36 Rising Trail Dr Unit 36, Middletown, CT 06457
    /37

    $217,500

    Under Contract
    • 3 Beds
    • 1.5 Baths
    • 1,232 Sq Ft

    36 Rising Trail Dr Unit 36, Middletown, CT 06457

    Prime location near the pool & clubhouse - just in time for Summer! Welcome to 36 Rising Trail Drive, a beautifully maintained condo nestled in the desirable Westlake area of Middletown. This spacious unit offers a bright and open layout with generous living and dining areas, perfect for both everyday living and entertaining. The updated kitchen features modern cabinetry, ample counter space, and

    Kervin Figaro Five Stars Realty

    36 Rising Trail Dr Unit 36, Middletown, CT 06457
  • 12 Copper Beech Dr, Middletown, CT 06457

    $920,000

    Sold Jul 10, 2026

    12 Copper Beech Dr, Middletown, CT 06457

    • 4 Beds
    • 3.5 Baths
    • 4,393 Sq Ft
    • Built 2005

    Last Sold Summary

    • 1% Above List Price
    • $209/SF
    • 55 Days On Market

    Current Estimated Value $909,263

    Last Listing Agent Rob Rosa Berkshire Hathaway NE Prop.

    12 Copper Beech Dr, Middletown, CT 06457
    • 40 Annello Way, Middletown, CT 06457

      Est $711,353

      Not Listed For Sale

      40 Annello Way, Middletown, CT 06457

      • 5 Beds
      • 4 Baths
      • 3,178 Sq Ft
      • Built 2007
      40 Annello Way, Middletown, CT 06457

      Last Sold Summary

      • 1 Day On Market

      Last Listing Agent Michelle MacNeil William Raveis Real Estate

  • 530 Main St, Middletown, CT 06457
    530 Main St, Middletown, CT 06457
    530 Main St, Middletown, CT 06457
    /11

    $1,500,000

    Pending
    • 1 Bed
    • 1 Bath
    • 11,033 Sq Ft

    530 Main St, Middletown, CT 06457

    Prime Mixed-Use Investment Opportunity - Downtown Middletown, CT. This asset currently produces 9.7 cap annually, features a total of 16 units, including 4 retail storefronts and 12 on1-bedroom residential apartments. The retail spaces are currently occupied by established neighborhood businesses, including a grocery store, Boost Mobile, a barber shop, and a convenience store-providing steady

    Geni Silva Ethos Rlty, LLC

    530 Main St, Middletown, CT 06457
  • 33 Bartlett Hollow Unit 33, Middletown, CT 06457

    $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 $477,791

    Last Listing Agent Deborah Pach Compass Connecticut, LLC

    33 Bartlett Hollow Unit 33, Middletown, CT 06457
    • 111 Dekoven Dr Unit 905, Middletown, CT 06457

      Est $155,679

      Not Listed For Sale

      111 Dekoven Dr Unit 905, Middletown, CT 06457

      • 1 Bed
      • 1.5 Baths
      • 752 Sq Ft
      • Built 1989
      111 Dekoven Dr Unit 905, Middletown, CT 06457

      Last Sold Summary

      • 47 Days On Market

      Last Listing Agent Adam Zak Century 21 Classic Homes

  • 24 Annette Place, Middletown, CT 06457
    24 Annette Place, Middletown, CT 06457
    24 Annette Place, Middletown, CT 06457
    /29

    $365,000

    Pending
    • 3 Beds
    • 1.5 Baths
    • 988 Sq Ft

    24 Annette Place, Middletown, CT 06457

    Tucked at the quiet end of a cul-de-sac on a level half-acre, this move-in ready split level delivers the one thing that's hard to find: it's already done. Extensively remodeled in 2018, the home blends timeless finishes with the kind of major updates buyers hope for but rarely get. A bright kitchen with granite counters and stainless appliances opens to warm, refined living space, where hardwood

    Jonathan Zuromski Real Broker CT, LLC

    24 Annette Place, Middletown, CT 06457
  • 390 Butternut St, Middletown, CT 06457

    $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 $359,575

    Last Listing Agent Scott Nardozzi Cavanaugh & Company LLC

    390 Butternut St, Middletown, CT 06457
    • 75 Westmont Dr, Middletown, CT 06457

      Est $372,657

      Not Listed For Sale

      75 Westmont Dr, Middletown, CT 06457

      • 4 Beds
      • 2.5 Baths
      • 1,550 Sq Ft
      • Built 1965
      75 Westmont Dr, Middletown, CT 06457

      Last Sold Summary

      • 45 Days On Market

      Last Listing Agent Beverly Rodriguez Five Stars Realty

  • 25 Pleasant View Dr, Middletown, CT 06457
    25 Pleasant View Dr, Middletown, CT 06457
    25 Pleasant View Dr, Middletown, CT 06457
    /25

    $479,900

    Under Contract
    • 3 Beds
    • 3 Baths
    • 2,030 Sq Ft

    25 Pleasant View Dr, Middletown, CT 06457

    Welcome to 25 Pleasant View Drive in the highly desirable Westfield section of Middletown. A completely updated home nestled on a quiet cul-de-sac, offering the perfect blend of comfort, style and functionality. This inviting property features large, sun filled rooms and beautiful hardwood floors throughout the main living areas, adding warmth and appeal. The spacious living room is highlighted

    Gregory Domingue Coldwell Banker Realty

    25 Pleasant View Dr, Middletown, CT 06457
  • 914 Saybrook Rd, Middletown, CT 06457

    $380,000

    Sold May 28, 2026

    914 Saybrook Rd, Middletown, CT 06457

    • 4 Beds
    • 2 Baths
    • 1,634 Sq Ft
    • Built 1989

    Last Sold Summary

    • 9% Above List Price
    • $233/SF
    • 3 Days On Market

    Current Estimated Value $373,807

    Last Listing Agent Samuel Affhauser eXp Realty

    914 Saybrook Rd, Middletown, CT 06457
    • 1478 Bartholomew Rd, Middletown, CT 06457

      Est $625,611

      Not Listed For Sale

      1478 Bartholomew Rd, Middletown, CT 06457

      • 4 Beds
      • 4 Baths
      • 2,382 Sq Ft
      • Built 2001
      1478 Bartholomew Rd, Middletown, CT 06457

      Last Sold Summary

      • 67 Days On Market

      Last Listing Agent Tanya Bottaro Real Broker CT, LLC

  • 4 Nathan Hale Rd, Middletown, CT 06457
    4 Nathan Hale Rd, Middletown, CT 06457
    4 Nathan Hale Rd, Middletown, CT 06457
    /5

    $499,900

    New Construction Pending
    • 3 Beds
    • 2 Baths
    • 1,540 Sq Ft

    4 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 RE/MAX One

    4 Nathan Hale Rd, Middletown, CT 06457
  • 100 Jack English Dr, Middletown, CT 06457

    $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 $586,528

    Last Listing Agent Tracy Wilson Lamacchia Realty

    100 Jack English Dr, Middletown, CT 06457
    • 565 Newfield St Unit 7, Middletown, CT 06457

      Est $298,907

      Not Listed For Sale

      565 Newfield St Unit 7, Middletown, CT 06457

      • 2 Beds
      • 1.5 Baths
      • 1,436 Sq Ft
      • Built 1991
      565 Newfield St Unit 7, Middletown, CT 06457

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Scott Nardozzi Cavanaugh & Company LLC

  • 10 Countryside Ln Unit 5, Middletown, CT 06457
    10 Countryside Ln Unit 5, Middletown, CT 06457
    10 Countryside Ln Unit 5, Middletown, CT 06457
    /24

    $239,900

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

    10 Countryside Ln Unit 5, Middletown, CT 06457

    This lovely move in ready unit, is set within a peaceful and quiet complex. On the main level you with find a large living room, dining room combination, 1/2 bath, pretty kitchen with plenty of cabinets, and a brand new refrigerator and oven hood. Also, the door off the kitchen will lead you right out onto your pretty deck for some relaxation time and grilling. Upstairs you will find the primary

    Lucienne Marsella RE/MAX RISE

    10 Countryside Ln Unit 5, Middletown, CT 06457
  • 80 Russell St, Middletown, CT 06457

    $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 $386,833

    Last Listing Agent Santo Gulino William Raveis Real Estate

    80 Russell St, Middletown, CT 06457
    • 94 Cynthia Ln Unit C7, Middletown, CT 06457

      Est $239,418

      Not Listed For Sale

      94 Cynthia Ln Unit C7, Middletown, CT 06457

      • 2 Beds
      • 1 Bath
      • 924 Sq Ft
      • Built 1977
      94 Cynthia Ln Unit C7, Middletown, CT 06457

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Mary Ellen Maloney Realty Executives Boston West

  • 25 Morgan St, Middletown, CT 06457
    25 Morgan St, Middletown, CT 06457
    25 Morgan St, Middletown, CT 06457
    /19

    $399,900

    • 4 Beds
    • 2 Baths
    • 2,024 Sq Ft

    25 Morgan St, Middletown, CT 06457

    Welcome home to this charming Cape Cod-style house, offering 1,874 square feet of comfortable living space, plus an additional 150 square feet of finished space in the basement. This inviting four-bedroom, 2 full bath home is nestled in a wonderful neighborhood, combining timeless charm with everyday comfort. The updated kitchen is ready for cooking, gathering, and entertaining, while the

    Heather Salafia Eagle Eye Realty PLLC

    25 Morgan St, Middletown, CT 06457
  • 66 East St, Middletown, CT 06457

    $365,000

    Sold Aug 10, 2026

    66 East St, Middletown, CT 06457

    • 3 Beds
    • 1.5 Baths
    • 1,514 Sq Ft
    • Built 1964

    Last Sold Summary

    • 4% Above List Price
    • $241/SF
    • 17 Days On Market

    Current Estimated Value $368,850

    Last Listing Agent Sally McMahon William Raveis Real Estate

    66 East St, Middletown, CT 06457
    • 6 W Meadow Ln Unit 5, Middletown, CT 06457

      Est $265,445

      Not Listed For Sale

      6 W Meadow Ln Unit 5, Middletown, CT 06457

      • 2 Beds
      • 1.5 Baths
      • 1,120 Sq Ft
      • Built 1988
      6 W Meadow Ln Unit 5, Middletown, CT 06457

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Richie Beaumont Coldwell Banker Realty

  • 34 Inverness Ln, Middletown, CT 06457
    34 Inverness Ln, Middletown, CT 06457
    34 Inverness Ln, Middletown, CT 06457
    /12

    $299,609

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

    34 Inverness Ln, Middletown, CT 06457

    Welcome to this inviting contemporary home in Middletown offering the perfect blend of comfort, style, and convenience. This well maintained 4 bedroom, 2 bath residence features 1,328 square feet of thoughtfully designed living space ideal for today's lifestyle. Step inside to discover an updated kitchen with modern finishes, providing a functional and attractive space for everyday living and

    Keith Murphy Innovative Properties

    34 Inverness Ln, Middletown, CT 06457
  • 63 Meadowood Dr, Middletown, CT 06457

    $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 $541,203

    Last Listing Agent Joseph Harvey Best Real Estate Brokerage LLC

    63 Meadowood Dr, Middletown, CT 06457
    • 85 Margarite Road Extension, Middletown, CT 06457

      Est $402,884

      Not Listed For Sale

      85 Margarite Road Extension, Middletown, CT 06457

      • 3 Beds
      • 2 Baths
      • 1,422 Sq Ft
      • Built 1962
      85 Margarite Road Extension, Middletown, CT 06457

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Rob Squeglia LPT Realty - IConn Team

  • 38 Harris St, Middletown, CT 06457
    38 Harris St, Middletown, CT 06457
    38 Harris St, Middletown, CT 06457
    /38

    $324,900

    Pending
    • 3 Beds
    • 2 Baths
    • 1,894 Sq Ft

    38 Harris St, Middletown, CT 06457

    ** OFFER DEADLINE: MONDAY 5/18 - 6PM ** Spacious and thoughtfully expanded, this ranch-style home offers nearly 1,500 square feet of comfortable living space on the main level in a quiet neighborhood just minutes from downtown Middletown. Featuring a brand new central air system (2026), newer windows, new porch, and a freshly updated deck, this home is packed with value and versatility. Step

    Chris Farrell Carbutti & Co., Realtors

    38 Harris St, Middletown, CT 06457
  • 74 Johnson St, Middletown, CT 06457

    $410,000

    Sold Jul 28, 2026

    74 Johnson St, Middletown, CT 06457

    • 5 Beds
    • 2.5 Baths
    • 2,848 Sq Ft
    • Built 1948

    Last Sold Summary

    • 9% Above List Price
    • $144/SF
    • 1 Day On Market

    Current Estimated Value $321,690

    Last Listing Agent Kelly Harvey Best Real Estate Brokerage LLC

    74 Johnson St, Middletown, CT 06457
    • 40 Acer Dr, Middletown, CT 06457

      Est $464,151

      Not Listed For Sale

      40 Acer Dr, Middletown, CT 06457

      • 4 Beds
      • 2 Baths
      • 2,117 Sq Ft
      • Built 2003
      40 Acer Dr, Middletown, CT 06457

      Last Sold Summary

      • 17 Days On Market

      Last Listing Agent Michelle Mazzotta eXp Realty

  • 36 Hunting Hill Ave, Middletown, CT 06457
    36 Hunting Hill Ave, Middletown, CT 06457
    36 Hunting Hill Ave, Middletown, CT 06457
    /36

    $330,000

    Pending
    • 2 Beds
    • 2 Baths
    • 1,157 Sq Ft

    36 Hunting Hill Ave, Middletown, CT 06457

    Step into the charm of this vintage circa 1860 bungalow cottage, thoughtfully updated for today's lifestyle. Offering 1,157 square feet, this inviting home features 2 bedrooms and 2 full bathrooms, blending historic character with modern upgrades. Recent improvements include a newer roof, updated windows, high-efficiency gas heating system with indirect hot water, and fresh interior and exterior

    Jackie Williams Sterling REALTORS

    36 Hunting Hill Ave, Middletown, CT 06457
  • 1 Countryside Ln Unit 5, Middletown, CT 06457

    $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 $258,330

    Last Listing Agent Heather Chirumbolo Berkshire Hathaway NE Prop.

    1 Countryside Ln Unit 5, Middletown, CT 06457
    • 111 Dekoven Dr Unit 409, Middletown, CT 06457

      Est $197,579

      Not Listed For Sale

      111 Dekoven Dr Unit 409, Middletown, CT 06457

      • 2 Beds
      • 2 Baths
      • 1,015 Sq Ft
      • Built 1989
      111 Dekoven Dr Unit 409, Middletown, CT 06457

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Peter Carbutti Carbutti & Co., Realtors

  • 116 Schuyler Ave, Middletown, CT 06457
    116 Schuyler Ave, Middletown, CT 06457
    116 Schuyler Ave, Middletown, CT 06457
    /26

    $359,000

    Pending
    • 3 Beds
    • 2 Baths
    • 1,470 Sq Ft

    116 Schuyler Ave, Middletown, CT 06457

    Welcome to 116 Schuyler Ave! This home is conveniently located on a dead end close to Middletown's shopping and restaurant district, highways, parks and more. This 3 bedroom home was built in 1890 and carries a lot of colonial charm like the incredible hardwood floors throughout, a fully finished attic, and built-in cabinets. The Main level has a full bathroom with a walk-in shower, living room,

    Moira Dill mygoodagent

    116 Schuyler Ave, Middletown, CT 06457
  • 3 Sisk St, Middletown, CT 06457

    $762,004

    Sold May 22, 2026

    3 Sisk St, Middletown, CT 06457

    • 3 Beds
    • 2.5 Baths
    • 2,151 Sq Ft
    • Built 2025

    Last Sold Summary

    • 29% Above List Price
    • $354/SF
    • 471 Days On Market

    Last Listing Agent Mark Toledo Berkshire Hathaway NE Prop.

    3 Sisk St, Middletown, CT 06457
    • 16 Tuscany Hills Dr, Middletown, CT 06457

      Est $511,552

      Not Listed For Sale

      16 Tuscany Hills Dr, Middletown, CT 06457

      • 2 Beds
      • 2 Baths
      • 1,507 Sq Ft
      • Built 2007
      16 Tuscany Hills Dr, Middletown, CT 06457

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Michelle Pirruccio Carl Guild & Associates

  • 364 Coleman Rd, Middletown, CT 06457
    364 Coleman Rd, Middletown, CT 06457
    364 Coleman Rd, Middletown, CT 06457
    /40

    $475,000

    Pending
    • 3 Beds
    • 1.5 Baths
    • 1,805 Sq Ft

    364 Coleman Rd, Middletown, CT 06457

    Some homes are built to impress. Others are built to be lived in. This extraordinary farmhouse does both. A charming covered front porch, framed by mature perennial gardens that bloom with the seasons, welcomes you home. It's the kind of place where evenings are best spent watching breathtaking sunsets as the sounds of nature replace the noise of the day. Inside, rustic charm blends seamlessly

    Amanda Zorovich New Roots Realty

    364 Coleman Rd, Middletown, CT 06457

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