16,636

Middletown, CT Homes

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  • /24

    $1,300,000

    • 8 Beds
    • 10 Baths
    • 13,837 Sq Ft

    480 Main St, Middletown, CT 06457

    Welcome to 480 Main Street, Middletown - a rare investment opportunity in the heart of Downtown Middletown! This stunning brick mixed-use building blends timeless character with strong income-producing potential. Featuring 8 spacious residential units, each offering 900+ square feet, soaring ceilings, beautiful hardwood flooring, functional built-ins, and oversized layouts that tenants love.

    Lindy Hoyt Century 21 AllPoints Realty

    480 Main St, Middletown, CT 06457
  • /7

    $1,814

    Total Monthly Price

    • 3 Beds
    • 1 Bath
    • Condo for Rent

    174 Liberty St Unit 170, Middletown, CT 06457

    Welcome to 170 Liberty St, a spacious 3-bedroom, 1-bathroom upstairs unit in Middletown, CT. This freshly painted apartment features hardwood floors throughout, ample closet space, and modern finishes. Newly renovated bathroom and dining room flooring!Enjoy a bright, updated kitchen with white cabinets and appliances, a stylish renovated bathroom with tile and a new vanity, and generous

    174 Liberty St Unit 170, Middletown, CT 06457
  • 39 Bartlett Hollow Unit 39, Middletown, CT 06457

    $574,000

    Sold Sep 16, 2025

    39 Bartlett Hollow Unit 39, Middletown, CT 06457

    • 3 Beds
    • 2.5 Baths
    • 3,147 Sq Ft
    • Built 2014

    Last Sold Summary

    • $182/SF
    • 47 Days On Market

    Last Listing Agent Siobhan McLaughlin William Raveis Real Estate

    39 Bartlett Hollow Unit 39, Middletown, CT 06457
    • 12 Woodlot Ln, Middletown, CT 06457

      Est $303,155

      Not Listed For Sale

      12 Woodlot Ln, Middletown, CT 06457

      • 3 Beds
      • 3 Baths
      • 1,196 Sq Ft
      • Built 1972
      12 Woodlot Ln, Middletown, CT 06457

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Carolyn Butkevich Regency Real Estate, LLC

  • /27

    $437,900

    Pending
    • 3 Beds
    • 2 Baths
    • 1,714 Sq Ft

    598 High St, Middletown, CT 06457

    Rarely does a home blend historic character, creative energy & walkable in-town living so effortlessly. Nestled on a beautifully landscaped corner lot just moments from Wesleyan University, vibrant downtown Middletown & the Connecticut River waterfront, this thoughtfully updated early-1900s home offers warmth, flexibility & timeless appeal. Featuring 3 bedrooms, 2 full baths & a versatile

    Michelle Mazzotta eXp Realty

    598 High St, Middletown, CT 06457
  • /9

    $1,900 Per Month

    • 2 Beds
    • 2 Baths
    • 1,065 Sq Ft
    • House for Rent

    3 Forest Glen Cir Unit 16, Middletown, CT 06457

    Come and see well maintained, 2nd floor central A/C condo with open floor. Living room with fireplace and sliding door to the private covered balcony and storage closet. The specious master bedroom with double door offer full bathroom and walk in closet. Kitchen has plenty of cabinets. Dining area adjacent to the living room. Main bathroom includes a linen closet. Washing and dryer inside the

    Zarina Mahmud Connecticut Choice Realty

    3 Forest Glen Cir Unit 16, Middletown, CT 06457
  • 8 Countryside Ln Unit 5, Middletown, CT 06457

    $250,000

    Sold Jul 17, 2026

    8 Countryside Ln Unit 5, Middletown, CT 06457

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

    Last Sold Summary

    • 4% Above List Price
    • $230/SF
    • 6 Days On Market

    Current Estimated Value $241,287

    Last Listing Agent Sally McMahon William Raveis Real Estate

    8 Countryside Ln Unit 5, Middletown, CT 06457
    • 90 Annette Place, Middletown, CT 06457

      Est $484,656

      Not Listed For Sale

      90 Annette Place, Middletown, CT 06457

      • 5 Beds
      • 2 Baths
      • 2,506 Sq Ft
      • Built 1959
      90 Annette Place, Middletown, CT 06457

      Last Sold Summary

      • 49 Days On Market

      Last Listing Agent Patrick Lawrence Coldwell Banker Realty

  • /37

    $849,900

    $25K PRICE DROP Pending
    • 5 Beds
    • 3.5 Baths
    • 3,452 Sq Ft

    29 Copper Beech Dr, Middletown, CT 06457

    Tucked away on a quiet, highly desirable cul-de-sac of only 7 homes in the sought-after South Farms district, this beautifully crafted 5-bedroom, 3.5-bathroom colonial features a stunning brick-front facade and exceptional curb appeal. Boasting a coveted 3-car attached garage, the home greets you with an abundance of natural light and gleaming hardwood floors flowing seamlessly throughout the

    Stefania Bramato Berkshire Hathaway NE Prop.

    29 Copper Beech Dr, Middletown, CT 06457
  • /15

    $2,800 Per Month

    • 2 Beds
    • 1 Bath
    • 750 Sq Ft
    • House for Rent

    75 Birdsey Ave, Middletown, CT 06457

    SHORT TERM RENTAL -- FULLY FURNISHED Agents, are you seeking short term stay for your clients? All, are you buying or selling a home? Relocating for work and need a comfortable place to stay short term? Look no further! Enjoy a centrally located stay where you and your family will be close to everything Middletown has to offer. Middletown is well known for its wide variety of restaurants,

    Natalie Grant Nat's Honey Bee Real Estate

    75 Birdsey Ave, Middletown, CT 06457
  • 110 Smith St, Middletown, CT 06457

    $360,000

    Sold May 19, 2026

    110 Smith St, Middletown, CT 06457

    • 3 Beds
    • 2 Baths
    • 960 Sq Ft
    • Built 1959

    Last Sold Summary

    • 3% Above List Price
    • $375/SF
    • 3 Days On Market

    Current Estimated Value $351,756

    Last Listing Agent Joseph Bajorski Commercial Services Realty

    110 Smith St, Middletown, CT 06457
    • 53 Markham St, Middletown, CT 06457

      Est $335,022

      Not Listed For Sale

      53 Markham St, Middletown, CT 06457

      • 3 Beds
      • 1 Bath
      • 1,130 Sq Ft
      • Built 1953
      53 Markham St, Middletown, CT 06457

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Tracey Precourt Century 21 Clemens Group

  • /30

    $245,000

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

    79 Trolley Crossing Ln, Middletown, CT 06457

    Welcome to this beautifully maintained 2-bedroom, 1.5-bath townhouse-style condominium offering the perfect blend of comfort, convenience, and low-maintenance living. Featuring 1,206 square feet of inviting living space, this well-cared-for condo offers central air, natural gas heat, and an attached 2-car garage. The kitchen was updated approximately 3 years ago with cabinets, countertops,

    Anna Laurie Coldwell Banker Realty

    79 Trolley Crossing Ln, Middletown, CT 06457
  • /32

    $2,200 Per Month

    • 1 Bed
    • 1 Bath
    • 745 Sq Ft
    • House for Rent

    179 Butternut St Unit B, Middletown, CT 06457

    Welcome to The Flats@MTown West! This 1-bedroom apartment with an office/flex space, 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

    Scott Nardozzi Cavanaugh & Company LLC

    179 Butternut St Unit B, Middletown, CT 06457
  • 70 Timothy Dr, Middletown, CT 06457

    $511,000

    Sold May 01, 2026

    70 Timothy Dr, Middletown, CT 06457

    • 4 Beds
    • 2.5 Baths
    • 3,043 Sq Ft
    • Built 1991

    Last Sold Summary

    • 10% Above List Price
    • $168/SF
    • 38 Days On Market

    Current Estimated Value $509,445

    Last Listing Agent Jordan Ostrofsky LPT Realty

    70 Timothy Dr, Middletown, CT 06457
    • 3 W Meadow Ln Unit 4, Middletown, CT 06457

      Est $274,366

      Not Listed For Sale

      3 W Meadow Ln Unit 4, Middletown, CT 06457

      • 2 Beds
      • 1.5 Baths
      • 1,720 Sq Ft
      • Built 1988
      3 W Meadow Ln Unit 4, Middletown, CT 06457

      Last Sold Summary

      • 36 Days On Market

      Last Listing Agent Gina Wentworth Lebanon Green Real Estate

  • /5

    $149,900

    Pending
    • 2 Beds
    • 1 Bath
    • 709 Sq Ft

    205 Burgundy Hill Ln Unit 205, Middletown, CT 06457

    Beautifully renovated first-floor 2-bedroom condo available in the desirable Peppermill Village community on West Lake Drive. This bright, move-in ready unit offers modern updates, convenience, and low-maintenance living. The fully updated kitchen features new cabinetry, quartz countertops, updated fixtures, and stylish finishes throughout. Recent renovations also include new flooring, an updated

    Lindsey Eberle Connecticut Real Estate Group LLC

    205 Burgundy Hill Ln Unit 205, Middletown, CT 06457
  • /21

    $2,000 Per Month

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

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

    Central downtown district. Welcome to the Historic Pythian Building with an interesting ownership history as hotel and former meeting place of the Pythian Knights. Large 3-bedroom unit on top floor, offers an open floor plan with kitchen, living room and full bath. Great tenant value with all utilities included. 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
  • 31 Broadview Pkwy, Middletown, CT 06457

    $315,000

    Sold Jan 08, 2026

    31 Broadview Pkwy, Middletown, CT 06457

    • 3 Beds
    • 2 Baths
    • 1,382 Sq Ft
    • Built 1958

    Last Sold Summary

    • 5% Above List Price
    • $228/SF
    • 6 Days On Market

    Current Estimated Value $324,721

    Last Listing Agent James Harrington Carl Guild & Associates

    31 Broadview Pkwy, Middletown, CT 06457
    • 324 Farm Hill Rd, Middletown, CT 06457

      Est $260,281

      Not Listed For Sale

      324 Farm Hill Rd, Middletown, CT 06457

      • 2 Beds
      • 1 Bath
      • 672 Sq Ft
      • Built 1949
      324 Farm Hill Rd, Middletown, CT 06457

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Jackie Williams Sterling REALTORS

  • /2

    $100,000

    • Land
    • 8.18 Acres
    • $12,225 per Acre

    0 Bell St Unit 24149149, Middletown, CT 06457

    This scenic and beautiful lot has a stream running through it. The location is spectacular on this very quiet street located minutes to interstate 91 makes travel super easy. No test have been done.

    Nancy Newman LPT Realty

    0 Bell St Unit 24149149, Middletown, CT 06457
  • /10

    $1,100 Per Month

    • 1 Bath
    • 375 Sq Ft
    • Apartment for Rent

    696 Main St Unit 1C, Middletown, CT 06457

    Be part of the vibrant downtown Middletown community! Located above the bakery putting out the best cupcakes in the state and just a few feet from some of Middletown's most well known restaurants and gathering spots, this 3rd floor, studio apartment has heat, electric and hot water included in your monthly rental amount. There is new laminate flooring throughout, large closets as well as coin

    Scott Nardozzi Cavanaugh & Company LLC

    696 Main St Unit 1C, Middletown, CT 06457
  • 600 Laurel Grove Rd, Middletown, CT 06457

    $537,000

    Sold Jun 05, 2026

    600 Laurel Grove Rd, Middletown, CT 06457

    • 3 Beds
    • 2 Baths
    • 2,366 Sq Ft
    • Built 1998

    Last Sold Summary

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

    Current Estimated Value $521,760

    Last Listing Agent Derek Greene Derek Greene

    600 Laurel Grove Rd, Middletown, CT 06457
    • 106 Arbutus St, Middletown, CT 06457

      Est $393,397

      Not Listed For Sale

      106 Arbutus St, Middletown, CT 06457

      • 2 Beds
      • 1.5 Baths
      • 1,355 Sq Ft
      • Built 1963
      106 Arbutus St, Middletown, CT 06457

      Last Sold Summary

      • 28 Days On Market

      Last Listing Agent Stefania Bramato Berkshire Hathaway NE Prop.

  • /17

    $259,000

    $6K PRICE DROP Under Contract
    • 3 Beds
    • 1 Bath
    • 1,280 Sq Ft

    3 Flower St, Middletown, CT 06457

    Move right into this centrally located Middletown home! This 3 bedroom, 1 full bath home offers comfort, many updates, and timeless character in the heart of Middletown. Inside, you'll find a spacious living room perfect for entertaining lots of family and friends, along with touches of classic 1900s charm including a beautiful wood staircase and original railing details that add warmth and

    Leah Schroeder KW Legacy Partners

    3 Flower St, Middletown, CT 06457
  • /18

    $2,000 Per Month

    • 4 Beds
    • 1 Bath
    • 1,207 Sq Ft
    • Apartment for Rent

    207 E Main St, Middletown, CT 06457

    Now available a rarely found 4 bedroom rental at an affordable price! Located at 207 East Main Street this unit is now available for its next occupants. Boasting 4 good size bedrooms this unit offers the convince of close amenities including groceries, public transportation, medical facilities, restaurants, minutes from downtown Middletown, and easy highway access. This location has a lot to

    Anthony LaCava Berkshire Hathaway NE Prop.

    207 E Main St, Middletown, CT 06457
  • 159 Carriage Crossing Ln Unit 159, Middletown, CT 06457

    $210,000

    Sold Apr 14, 2026

    159 Carriage Crossing Ln Unit 159, Middletown, CT 06457

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

    Last Sold Summary

    • 14% Above List Price
    • $276/SF
    • 15 Days On Market

    Last Listing Agent Michele Devanney ERA Hart Sargis-Breen

    159 Carriage Crossing Ln Unit 159, Middletown, CT 06457
    • 49 Miner St, Middletown, CT 06457

      Est $855,115

      Not Listed For Sale

      49 Miner St, Middletown, CT 06457

      • 5 Beds
      • 6 Baths
      • 3,968 Sq Ft
      • Built 1999
      49 Miner St, Middletown, CT 06457

      Last Sold Summary

      • 98 Days On Market

      Last Listing Agent Dawn Satagaj William Raveis Real Estate

  • /28

    $220,000

    Under Contract
    • 2 Beds
    • 2 Baths
    • 840 Sq Ft

    5 Carriage Crossing Ln, Middletown, CT 06457

    *Back on the market due to the previous buyer already owning a unit.* Welcome to 5 Carriage Crossing, a desirable first floor end-unit condo in the welcoming Carriage Crossing community of Middletown, CT. This well maintained 2 bedroom, 2 bath condominium offers the perfect blend of comfort, convenience, and low maintenance living. Filled with natural light, the spacious floor plan provides an

    kathleen mullins Real Broker CT, LLC

    5 Carriage Crossing Ln, Middletown, CT 06457
  • /12

    $2,800 Per Month

    • 3 Beds
    • 2 Baths
    • 1,180 Sq Ft
    • House for Rent

    1 Alicia Ln Unit B, Middletown, CT 06457

    Heat, central AC & electric INCLUDED! This newly constructed, beautiful apartment built in 2021 has 3 bedrooms, 2 full gorgeous bathrooms, modern kitchen with granite countertops & stainless steel appliances. Large main bedroom suite on 2nd floor with cathedral ceilings, double closets, huge master bathroom & tons of natural lighting. Luxury vinyl flooring throughout, washer & dryer included,

    Michelle Mazzotta eXp Realty

    1 Alicia Ln Unit B, Middletown, CT 06457
  • 7 Blue Bell Ln, Middletown, CT 06457

    $385,000

    Sold Mar 20, 2026

    7 Blue Bell Ln, Middletown, CT 06457

    • 4 Beds
    • 1.5 Baths
    • 1,568 Sq Ft
    • Built 1973

    Last Sold Summary

    • 5% Above List Price
    • $246/SF
    • 37 Days On Market

    Current Estimated Value $382,794

    Last Listing Agent Steve Wollman Wollman Realty

    7 Blue Bell Ln, Middletown, CT 06457
    • 300 Old Mill Rd, Middletown, CT 06457

      Est $445,738

      Not Listed For Sale

      300 Old Mill Rd, Middletown, CT 06457

      • 3 Beds
      • 2.5 Baths
      • 2,460 Sq Ft
      • Built 1926
      300 Old Mill Rd, Middletown, CT 06457

      Last Sold Summary

      • 25 Days On Market

      Last Listing Agent Laura Bitondo Berkshire Hathaway NE Prop.

  • /16

    $399,900

    Under Contract
    • 3 Beds
    • 1 Bath
    • 1,974 Sq Ft

    347 Farm Hill Rd, Middletown, CT 06457

    Welcome home to this beautifully remodeled brick ranch, perfectly situated in a highly desirable neighborhood. This move-in-ready home offers three spacious bedrooms and two full bathrooms, combining classic charm with modern updates throughout. Step inside to find a welcoming living room featuring one of two cozy fireplaces, creating the perfect space for relaxing or entertaining. The

    Heather Salafia Eagle Eye Realty PLLC

    347 Farm Hill Rd, Middletown, CT 06457
  • /11

    $1,100 Per Month

    • 1 Bed
    • 1 Bath
    • 3,652 Sq Ft
    • Apartment for Rent

    39 Grand St Unit 4, Middletown, CT 06457

    Take a look at this inviting one-bedroom apartment featuring a spacious eat-in kitchen and a comfortable bedroom. Conveniently located just minutes from downtown, this apartment offers easy access to shopping, restaurants, public transportation, and major highways. A great opportunity for anyone looking for comfortable living in a convenient location. Only month to month, no leases.

    William Homar Century 21 Clemens Group

    39 Grand St Unit 4, Middletown, CT 06457
  • 266 Ballfall Rd, Middletown, CT 06457

    $465,000

    Sold Sep 03, 2025

    266 Ballfall Rd, Middletown, CT 06457

    • 3 Beds
    • 2 Baths
    • 3,568 Sq Ft
    • Built 1956

    Last Sold Summary

    • $130/SF
    • 41 Days On Market

    Current Estimated Value $500,532

    Last Listing Agent Pam Giordano Pam-Gio Real Estate

    266 Ballfall Rd, Middletown, CT 06457
    • 565 Newfield St Unit 27, Middletown, CT 06457

      Est $300,208

      Not Listed For Sale

      565 Newfield St Unit 27, Middletown, CT 06457

      • 2 Beds
      • 2.5 Baths
      • 1,676 Sq Ft
      • Built 1991
      565 Newfield St Unit 27, Middletown, CT 06457

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Marybeth Barrett Berkshire Hathaway NE Prop.

  • /38

    $559,900

    Pending
    • 3 Beds
    • 2.5 Baths
    • 3,036 Sq Ft

    265 Briarwood Ln, Middletown, CT 06457

    Welcome to a lifestyle that blends neighborhood charm with everyday convenience in one of Middletown's most connected and vibrant locations. Nestled within a planned community, this completely updated 3-bedroom, 2.5-bath home offers the perfect balance of comfortable living, modern style, and easy access to everything the area has to offer. From the moment you step inside, you'll appreciate that

    Tanya Bottaro Real Broker CT, LLC

    265 Briarwood Ln, Middletown, CT 06457
  • /13

    $1,430 Per Month

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

    666 Main St Unit A1, Middletown, CT 06457

    Bright and Inviting 1 bedroom Apartment This first floor apartment has its own private entrance. The rent is $1430.00 The apartment is located in the heart of Middletown's historic downtown district, you will be surrounded by seven walkable blocks of restaurants, shops, art, music, and entertainment. Additional Details: Fresh updates: Landlord to provide professional painting and necessary

    Laura Milano Seabury Hill REALTORS

    666 Main St Unit A1, Middletown, CT 06457
  • 85 Spencer Dr, Middletown, CT 06457

    $430,000

    Sold Nov 06, 2025

    85 Spencer Dr, Middletown, CT 06457

    • 5 Beds
    • 2 Baths
    • 1,965 Sq Ft
    • Built 1952

    Last Sold Summary

    • 2% Below List Price
    • $219/SF
    • 18 Days On Market

    Current Estimated Value $440,248

    Last Listing Agent Andrea Thomas SB Realty Group, LLC

    85 Spencer Dr, Middletown, CT 06457
    • 60 Miner St, Middletown, CT 06457

      Est $378,097

      Not Listed For Sale

      60 Miner St, Middletown, CT 06457

      • 3 Beds
      • 1.5 Baths
      • 1,004 Sq Ft
      • Built 1981
      60 Miner St, Middletown, CT 06457

      Last Sold Summary

      • 27 Days On Market

      Last Listing Agent Kelly Puorro Puorro Realty Group

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