16,647

Middletown, CT Homes

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  • 675 Newfield St Unit 9, Middletown, CT 06457
    675 Newfield St Unit 9, Middletown, CT 06457
    675 Newfield St Unit 9, Middletown, CT 06457
    /21

    $257,000

    $8K PRICE DROP Under Contract
    • 2 Beds
    • 1.5 Baths
    • 1,223 Sq Ft

    675 Newfield St Unit 9, Middletown, CT 06457

    spacious 2-bed townhouse in a quiet complex near shopping, coffee, restaurants and the high school. You'll enjoy a peaceful spot to sip your coffee on the upgraded trex deck & with a view of the woods. Heat pump is under 10yrs, CAIR, Low HOA cost includes trash and snow removal. super spacious primary suite and bath with double sinks. Finish the basement for even more space. This is the perfect

    Allison Hughes William Raveis Real Estate

    675 Newfield St Unit 9, Middletown, CT 06457
  • 324 Washington St, Middletown, CT 06457
    324 Washington St, Middletown, CT 06457
    324 Washington St, Middletown, CT 06457
    /37

    $2,500 - $2,700 Per Month

    • 3 Beds
    • 2 Baths
    • 1,203 Sq Ft
    • House for Rent

    324 Washington St, Middletown, CT 06457

    Move right in! This beautifully renovated upper-level unit sits directly across the street from Wesleyan University, offering unbeatable convenience for students, faculty, or staff. The unit features 3 spacious bedrooms and 1 full bathroom at 1,203 square feet, fully furnished and ready for immediate occupancy.Freshly updated throughout, this unit combines modern finishes with the comfort of

    324 Washington St, Middletown, CT 06457
  • 1175 S Main St, Middletown, CT 06457

    $490,000

    Sold Aug 28, 2026

    1175 S Main St, Middletown, CT 06457

    • 3 Beds
    • 2 Baths
    • 1,814 Sq Ft
    • Built 2000

    Last Sold Summary

    • 7% Below List Price
    • $270/SF
    • 51 Days On Market

    Current Estimated Value $516,596

    Last Listing Agent John Izzo William Raveis Real Estate

    1175 S Main St, Middletown, CT 06457
    • 14 Forest Glen Cir Unit 3, Middletown, CT 06457

      Est $235,809

      Not Listed For Sale

      14 Forest Glen Cir Unit 3, Middletown, CT 06457

      • 2 Beds
      • 1 Bath
      • 930 Sq Ft
      • Built 1989
      14 Forest Glen Cir Unit 3, Middletown, CT 06457

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Paula Fahy Ostop William Raveis Real Estate

  • 7 Portland St, Middletown, CT 06457
    7 Portland St, Middletown, CT 06457
    7 Portland St, Middletown, CT 06457
    /5

    $169,900

    • 3 Beds
    • 1 Bath
    • 1,440 Sq Ft

    7 Portland St, Middletown, CT 06457

    WELL MAINTAINED 3 BEDROOM, ONE BATH HOME WITH MANY RECENT UPDATES. FEATURES INCLUDE A LARGE EAT-IN KITCHEN, SPACIOUS LIVING ROOM. MAJOR IMPROVEMENTS INCLUDE A ROOF, CHIMNEY AND GUTTERS THAT ARE ONLY TWO YEARS OLD. ALONG WITH FURNACE AND OIL TANK THAT ARE JUST ONE YEAR OLD. MAIN SEWER REPLACED ONE YEAR AGO. A SOLID HOME THAT HAS BEEN CARED FOR OVER THE YEARS AND OFFERS AND EXCELLENT OPPORTUNITY

    Geraldine Mattera Luxe Realty LLC

    7 Portland St, Middletown, CT 06457
  • 205 Main St Unit 2, Middletown, CT 06457
    205 Main St Unit 2, Middletown, CT 06457
    205 Main St Unit 2, Middletown, CT 06457
    /8

    $1,400 Per Month

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

    205 Main St Unit 2, Middletown, CT 06457

    Cozy one bedroom apartment on second floor, requiring stairs to reach - Conveniently located within walking distance to town, shopping, pharmacy, and public transportation.

    Craig Milton Re/Max Valley Shore

    205 Main St Unit 2, Middletown, CT 06457
  • 154 Glenwood Terrace, Middletown, CT 06457

    $417,000

    Sold Feb 13, 2026

    154 Glenwood Terrace, Middletown, CT 06457

    • 3 Beds
    • 1.5 Baths
    • 1,925 Sq Ft
    • Built 1965

    Last Sold Summary

    • 2% Below List Price
    • $217/SF
    • 3 Days On Market

    Current Estimated Value $420,755

    Last Listing Agent Nancy Newman LPT Realty

    154 Glenwood Terrace, Middletown, CT 06457
  • 500 Washington St Unit 4, Middletown, CT 06457
    500 Washington St Unit 4, Middletown, CT 06457
    500 Washington St Unit 4, Middletown, CT 06457
    /13

    $99,999

    $15K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 840 Sq Ft

    500 Washington St Unit 4, Middletown, CT 06457

    *** Remodeled Home in Middletown Mobile Home Park *** Welcome to 500 Washington Street #4, a beautifully refurbished 1986 Peerless Supra offering fresh, move-in-ready living in a convenient Middletown location. This 14' x 60' home features 840 sq. ft., 2 bedrooms and 1 full bath, with extensive updates throughout. The brand-new kitchen shines with quartz countertops, new cabinetry, refrigerator,

    Susan Cafourek Berkshire Hathaway NE Prop.

    500 Washington St Unit 4, Middletown, CT 06457
  • 73 Stack St, Middletown, CT 06457
    73 Stack St, Middletown, CT 06457
    73 Stack St, Middletown, CT 06457
    /17

    $1,600 - $1,700 Per Month

    • 2 Beds
    • 1 Bath
    • 923 Sq Ft
    • Condo for Rent

    73 Stack St, Middletown, CT 06457

    Remodeled 2-Bedroom Apartment on the 3rd Floor in the Heart of MiddletownIf you’re looking for a beautiful 2-bedroom apartment in a convenient Middletown location, look no further! Ideally situated near Wesleyan University, Middlesex Health, and Downtown Middletown, this spacious third-floor unit occupies the entire 3rd level! The apartment features beautifully refinished hardwood floors,

    73 Stack St, Middletown, CT 06457
  • 10 Talias Trail, Middletown, CT 06457

    $620,000

    Sold May 29, 2026

    10 Talias Trail, Middletown, CT 06457

    • 4 Beds
    • 2.5 Baths
    • 2,285 Sq Ft
    • Built 2017

    Last Sold Summary

    • 4% Above List Price
    • $271/SF
    • 35 Days On Market

    Last Listing Agent Mary Gurrieri RE/MAX Right Choice

    10 Talias Trail, Middletown, CT 06457
    • 45 Serra Dr, Middletown, CT 06457

      Est $673,779

      Not Listed For Sale

      45 Serra Dr, Middletown, CT 06457

      • 4 Beds
      • 2.5 Baths
      • 3,750 Sq Ft
      • Built 2008
      45 Serra Dr, Middletown, CT 06457

      Last Sold Summary

      • 1 Day On Market

      Last Listing Agent Nikki Defrancesco Coldwell Banker Realty

  • 79 Plumb Rd, Middletown, CT 06457
    79 Plumb Rd, Middletown, CT 06457
    79 Plumb Rd, Middletown, CT 06457
    /40

    $221,900

    • 1 Bed
    • 1 Bath
    • 897 Sq Ft

    79 Plumb Rd, Middletown, CT 06457

    CUTE AS A BUTTON! This move-in ready home on almost an acre of land, has several wonderful updates! New boiler 2025, new oil tank 2024, chimney was rebuilt from the roof line up in 2025, wood stove in living room 2013, roof approx 14 years old, driveway sealed in June, flooring in the kitchen/dining room/living room & bedroom 2022, light fixtures 2022, bathroom exhaust fan 2025, blinds 2025,

    Tracy Wagner Rockoff Realty

    79 Plumb Rd, Middletown, CT 06457
  • 113 Trolley Crossing Ln Unit 113, Middletown, CT 06457
    113 Trolley Crossing Ln Unit 113, Middletown, CT 06457
    113 Trolley Crossing Ln Unit 113, Middletown, CT 06457
    /14

    $1,900 Per Month

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

    113 Trolley Crossing Ln Unit 113, Middletown, CT 06457

    Well-maintained, clean, and inviting end-unit condo on the second floor, featuring one spacious bedroom and a convenient location near major highways, shopping, and everyday amenities. RENT INCLUDES HEAT, HOT WATER, trash removal, landscaping, and snow removal for added convenience. During the summer months, enjoy access to the in-ground pool, then relax on the private deck while taking in the

    Joan Zayas Calcagni Real Estate

    113 Trolley Crossing Ln Unit 113, Middletown, CT 06457
  • 27 Valley Dr, Middletown, CT 06457

    $530,000

    Sold Jan 09, 2026

    27 Valley Dr, Middletown, CT 06457

    • 3 Beds
    • 2.5 Baths
    • 2,204 Sq Ft
    • Built 1991

    Last Sold Summary

    • $240/SF
    • 5 Days On Market

    Current Estimated Value $544,053

    Last Listing Agent Emily Curtis William Raveis Real Estate

    27 Valley Dr, Middletown, CT 06457
    • 106 Northview Dr, Middletown, CT 06457

      Est $697,816

      Not Listed For Sale

      106 Northview Dr, Middletown, CT 06457

      • 3 Beds
      • 2.5 Baths
      • 2,612 Sq Ft
      • Built 2007
      106 Northview Dr, Middletown, CT 06457

      Last Sold Summary

      • 20 Days On Market

      Last Listing Agent George Muniz Keller Williams NY Realty

  • 0 Portland St, Middletown, CT 06457
    0 Portland St, Middletown, CT 06457
    0 Portland St, Middletown, CT 06457
    /19

    $900,000

    $200K PRICE DROP
    • 8 Beds
    • 4 Baths
    • 5,176 Sq Ft

    0 Portland St, Middletown, CT 06457

    Exceptional Multi-Family Investment Opportunity in CT! Located in desirable Middletown, this unique property package offers two two-family homes-for a total of four income-producing units-along with a versatile 2,898 sq ft workshop and two additional vacant land parcels. Each residential building offers approximately 1,380 sq ft with new roofs, new windows, upgraded electrical, and modernized

    Jamie Smigel Carl Guild & Associates

    0 Portland St, Middletown, CT 06457
  • 84 George St, Middletown, CT 06457
    84 George St, Middletown, CT 06457
    84 George St, Middletown, CT 06457
    /21

    $2,100 Per Month

    • 2 Beds
    • 1 Bath
    • 950 Sq Ft
    • Condo for Rent

    84 George St, Middletown, CT 06457

    84 George St, Middletown, CT 06457
  • 47 Ridge Rd, Middletown, CT 06457

    $252,399

    Sold Oct 23, 2025

    47 Ridge Rd, Middletown, CT 06457

    • 3 Beds
    • 1.5 Baths
    • 1,376 Sq Ft
    • Built 1879

    Last Sold Summary

    • 25% Below List Price
    • $183/SF
    • 88 Days On Market

    Current Estimated Value $279,675

    Last Listing Agent Carl Guild Carl Guild & Associates

    47 Ridge Rd, Middletown, CT 06457
    • 25 W Silver St, Middletown, CT 06457

      Est $274,085

      Not Listed For Sale

      25 W Silver St, Middletown, CT 06457

      • 2 Beds
      • 1.5 Baths
      • 1,138 Sq Ft
      • Built 2007
      25 W Silver St, Middletown, CT 06457

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Brittany O'Hara William Raveis Real Estate

  • 25 Garfield Ave, Middletown, CT 06457
    25 Garfield Ave, Middletown, CT 06457
    25 Garfield Ave, Middletown, CT 06457
    /36

    $400,000

    Under Contract
    • 3 Beds
    • 2 Baths
    • 1,623 Sq Ft

    25 Garfield Ave, Middletown, CT 06457

    Tastefully updated and move-in ready, this charming 3-bedroom, 2-bath home is located in Middletown's desirable South Farms area. The spacious family room features a vaulted ceiling and brand-new skylights, creating a bright and welcoming gathering space. The updated kitchen offers abundant cabinet storage, granite countertops, stainless steel appliances, and a center island. The dining room

    Brittany O'Hara William Raveis Real Estate

    25 Garfield Ave, Middletown, CT 06457
  • 60 Lake St Unit 2, Middletown, CT 06457
    60 Lake St Unit 2, Middletown, CT 06457
    60 Lake St Unit 2, Middletown, CT 06457
    /14

    $1,482 Per Month

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

    60 Lake St Unit 2, Middletown, CT 06457

    Welcome to 60 Lake Street in Middletown, CT! This bright second-floor unit features a spacious kitchen with plenty of storage, two rooms with generous closet space, a sunroom, laundry hookups, and a convenient entryway with additional storage. Located on the corner of Lake Street and Durant Terrace, this unit offers plenty of space and natural light. Owner/Broker related

    Michael Bernard Ironclad Real Estate

    60 Lake St Unit 2, Middletown, CT 06457
  • 67 Wildwood Ln, Middletown, CT 06457

    $611,000

    Sold Jun 01, 2026

    67 Wildwood Ln, Middletown, CT 06457

    • 4 Beds
    • 2.5 Baths
    • 2,349 Sq Ft
    • Built 1998

    Last Sold Summary

    • $260/SF
    • 5 Days On Market

    Current Estimated Value $611,781

    Last Listing Agent Stefania Bramato Berkshire Hathaway NE Prop.

    67 Wildwood Ln, Middletown, CT 06457
    • 49 Silver St, Middletown, CT 06457

      Est $285,467

      Not Listed For Sale

      49 Silver St, Middletown, CT 06457

      • 3 Beds
      • 2 Baths
      • 1,562 Sq Ft
      • Built 1935
      49 Silver St, Middletown, CT 06457

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Keith Murphy Innovative Properties

  • 236 Maple Shade Rd, Middletown, CT 06457
    236 Maple Shade Rd, Middletown, CT 06457
    236 Maple Shade Rd, Middletown, CT 06457
    /38

    $759,000

    Pending
    • 3 Beds
    • 2.5 Baths
    • 3,283 Sq Ft

    236 Maple Shade Rd, Middletown, CT 06457

    Welcome to South Farms, where "staycation" is a way of life. This custom-built home is made for lazy mornings on the wraparound porch and sunny afternoons by the pool - all behind a brand-new full privacy fence with an acre of land. The grounds bloom spring through fall, and a charming chicken coop with its own shed adds hobby-farm charm. Inside, an open-concept layout shines with soaring

    Ashley Cavaliere Coldwell Banker Realty

    236 Maple Shade Rd, Middletown, CT 06457
  • 209 Pearl St, Middletown, CT 06457
    209 Pearl St, Middletown, CT 06457
    209 Pearl St, Middletown, CT 06457
    /8

    $1,300

    Total Monthly Price

    • 1 Bed
    • 1 Bath
    • 1,000 Sq Ft
    • House for Rent

    209 Pearl St, Middletown, CT 06457

    1-Bedroom Unit Available at 209 Pearl Street, Middletown - Unit 2Embrace comfortable living in this charming 1-bedroom plus extra room at 209 Pearl Street, Unit 2, Middletown. Perfect for those seeking simplicity, this residence offers a cozy space to call home. The layout makes the most of every square foot, creating an inviting atmosphere. Conveniently located, this unit provides easy

    209 Pearl St, Middletown, CT 06457
  • 65 Prout Hill Rd, Middletown, CT 06457

    $495,000

    Sold Aug 20, 2026

    65 Prout Hill Rd, Middletown, CT 06457

    • 3 Beds
    • 2 Baths
    • 1,654 Sq Ft
    • Built 1953

    Last Sold Summary

    • 14% Above List Price
    • $299/SF
    • 3 Days On Market

    Current Estimated Value $431,280

    Last Listing Agent Rick Berkenstock CENTURY 21 AllPoints Realty

    65 Prout Hill Rd, Middletown, CT 06457
    • 60 Old Mill Rd, Middletown, CT 06457

      Est $364,701

      Not Listed For Sale

      60 Old Mill Rd, Middletown, CT 06457

      • 3 Beds
      • 1.5 Baths
      • 1,404 Sq Ft
      • Built 1947
      60 Old Mill Rd, Middletown, CT 06457

      Last Sold Summary

      • 48 Days On Market

      Last Listing Agent Laura Frisch Coldwell Banker Realty

  • 184 Rolling Green, Middletown, CT 06457
    184 Rolling Green, Middletown, CT 06457
    184 Rolling Green, Middletown, CT 06457
    /40

    $609,000

    • 3 Beds
    • 2.5 Baths
    • 3,418 Sq Ft

    184 Rolling Green, Middletown, CT 06457

    Welcome to this gorgeous 3-bedroom, 3.5-bath Colonial nestled on a desirable cul-de-sac in a highly sought-after neighborhood. Filled with natural light, this beautifully updated home offers comfort, space, and functionality throughout. The home has been thoughtfully updated within the past two years.The inviting living room features beautiful flooring and flows seamlessly into the dining area,

    Himanshu Singh Singh Realty

    184 Rolling Green, Middletown, CT 06457
  • 324 Washington St Unit . 1, Middletown, CT 06457
    324 Washington St Unit . 1, Middletown, CT 06457
    324 Washington St Unit . 1, Middletown, CT 06457
    /24

    $2,600 Per Month

    • 3 Beds
    • 2 Baths
    • 1,433 Sq Ft
    • House for Rent

    324 Washington St Unit . 1, Middletown, CT 06457

    This beautifully renovated apartment is conveniently located to downtown Middletown and sits directly across the street from Wesleyan University. This 3 bedroom/2 bath unit features an updated kitchen with white shaker cabinetry, quartz counters and stainless steel appliances; as well as a dining room and bright and airy south-facing living room. There are gleaming hardwood floors throughout much

    Richard Conary Berkshire Hathaway NE Prop.

    324 Washington St Unit . 1, Middletown, CT 06457
  • 791 Long Hill Rd Unit B, Middletown, CT 06457

    $292,000

    Sold Dec 05, 2025

    791 Long Hill Rd Unit B, Middletown, CT 06457

    • 2 Beds
    • 2.5 Baths
    • 1,294 Sq Ft
    • Built 1986

    Last Sold Summary

    • 6% Above List Price
    • $226/SF
    • 6 Days On Market

    Last Listing Agent Britany Goyen BB Realty CT

    791 Long Hill Rd Unit B, Middletown, CT 06457
    • 266 Ballfall Rd, Middletown, CT 06457

      Est $517,958

      Not Listed For Sale

      266 Ballfall Rd, Middletown, CT 06457

      • 3 Beds
      • 2 Baths
      • 3,568 Sq Ft
      • Built 1956
      266 Ballfall Rd, Middletown, CT 06457

      Last Sold Summary

      • 41 Days On Market

      Last Listing Agent Pam Giordano Pam-Gio Real Estate

  • 234 S Main St Unit 203, Middletown, CT 06457
    234 S Main St Unit 203, Middletown, CT 06457
    234 S Main St Unit 203, Middletown, CT 06457
    /20

    $269,900

    • 2 Beds
    • 1.5 Baths
    • 1,222 Sq Ft

    234 S Main St Unit 203, Middletown, CT 06457

    Step into a piece of history with all the comforts of modern living! Located in a beautifully renovated factory building that was thoughtfully converted to condominiums in 1987, this distinctive residence is part of a property listed on the National Register of Historic Places. Rich in character and architectural charm with exposed beams, wood ceiling and brick walls, this meticulously maintained

    Barbara Puorro Puorro Realty Group

    234 S Main St Unit 203, Middletown, CT 06457
  • 17 Broad St Unit 1st Floor South (East), Middletown, CT 06457
    17 Broad St Unit 1st Floor South (East), Middletown, CT 06457
    17 Broad St Unit 1st Floor South (East), Middletown, CT 06457
    /15

    $1,525

    Total Monthly Price

    • 1 Bed
    • 1 Bath
    • 823 Sq Ft
    • Condo for Rent

    17 Broad St Unit 1st Floor South (East), Middletown, CT 06457

    Welcome home to a thoughtfully updated and move-in ready 1st floor apartment! The apartment features fresh paint throughout, beautiful hardwood flooring, an updated kitchen and bathroom, and brand-new appliances. There is off-street parking for one car and easy access to everything Middletown has to offer. Close RT 9, Middlesex Health, Wesleyan University, and Downtown Middletown, you’ll be just

    17 Broad St Unit 1st Floor South (East), Middletown, CT 06457
  • 175 Carriage Crossing Ln Unit 175, Middletown, CT 06457

    $207,000

    Sold Oct 07, 2025

    175 Carriage Crossing Ln Unit 175, Middletown, CT 06457

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

    Last Sold Summary

    • 6% Above List Price
    • $272/SF
    • 34 Days On Market

    Last Listing Agent Pat Blanko William Raveis Real Estate

    175 Carriage Crossing Ln Unit 175, Middletown, CT 06457
    • 9 Clinton Ave, Middletown, CT 06457

      Est $275,623

      Not Listed For Sale

      9 Clinton Ave, Middletown, CT 06457

      • 5 Beds
      • 2 Baths
      • 2,172 Sq Ft
      • Built 1900
      9 Clinton Ave, Middletown, CT 06457

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Frank Balisciano Coldwell Banker Realty

  • 46 Middlefield St, Middletown, CT 06457
    46 Middlefield St, Middletown, CT 06457
    46 Middlefield St, Middletown, CT 06457
    /37

    $369,900

    $20K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,236 Sq Ft

    46 Middlefield St, Middletown, CT 06457

    Welcome to 46 Middlefield Street in Middletown! This beautifully remodeled home offers three bedrooms, two full bathrooms, and stylish updates throughout. The brand-new kitchen features sleek quartz countertops and modern finishes, creating an inviting space for cooking and entertaining. The refreshed interior combines contemporary style with comfortable, functional living spaces, making this

    Michael Monteiro Ascend Realty LLC

    46 Middlefield St, Middletown, CT 06457
  • 34 Saint Johns St Unit 2, Middletown, CT 06457
    34 Saint Johns St Unit 2, Middletown, CT 06457
    34 Saint Johns St Unit 2, Middletown, CT 06457
    /3

    $1,495 Per Month

    • 3 Beds
    • 1 Bath
    • 900 Sq Ft
    • Apartment for Rent

    34 Saint Johns St Unit 2, Middletown, CT 06457

    Welcome to 34 Saint Johns St, Unit #2, Middletown! This spacious 3-bedroom, 1-bath rental is conveniently located near downtown Middletown with easy access to shopping, dining, public transportation, and major highways. The unit offers a functional layout with comfortable living space and generously sized bedrooms. Conveniently situated close to Wesleyan University and all that Middletown has to

    Santo Gulino William Raveis Real Estate

    34 Saint Johns St Unit 2, Middletown, CT 06457
  • 801 Long Hill Rd Unit C, Middletown, CT 06457

    $288,500

    Sold Oct 01, 2025

    801 Long Hill Rd Unit C, Middletown, CT 06457

    • 2 Beds
    • 2.5 Baths
    • 1,644 Sq Ft
    • Built 1986

    Last Sold Summary

    • 8% Below List Price
    • $175/SF
    • 72 Days On Market

    Last Listing Agent Marty Rauch Marty Rauch Real Estate

    801 Long Hill Rd Unit C, Middletown, CT 06457
    • 92 Cynthia Ln Unit C6, Middletown, CT 06457

      Est $229,516

      Not Listed For Sale

      92 Cynthia Ln Unit C6, Middletown, CT 06457

      • 2 Beds
      • 1 Bath
      • 924 Sq Ft
      • Built 1977
      92 Cynthia Ln Unit C6, Middletown, CT 06457

      Last Sold Summary

      • 66 Days On Market

      Last Listing Agent Carolyn Racki William Raveis Real Estate

Showing Results 121 - 160, Page 4 of 18

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