16,732

Middletown, CT Homes

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  • 72 Durant Terrace, Middletown, CT 06457
    72 Durant Terrace, Middletown, CT 06457
    72 Durant Terrace, Middletown, CT 06457
    /35

    $375,000

    Pending
    • 3 Beds
    • 2.5 Baths
    • 1,446 Sq Ft

    72 Durant Terrace, Middletown, CT 06457

    Built in 2010 and meticulously maintained, this Cape-style home offers the perfect blend of comfort, flexibility, and peace of mind. From the moment you arrive, you'll appreciate that everything has already been done for you - simply move in and enjoy. Inside, hardwood floors flow throughout the main level, where the versatile layout is designed to fit a variety of lifestyles. The spacious

    Michelle Pirruccio Carl Guild & Associates

    72 Durant Terrace, Middletown, CT 06457
  • 17 Broad St Unit 2nd Floor Rear, Middletown, CT 06457
    17 Broad St Unit 2nd Floor Rear, Middletown, CT 06457
    17 Broad St Unit 2nd Floor Rear, Middletown, CT 06457
    /14

    $1,550

    Total Monthly Price

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

    17 Broad St Unit 2nd Floor Rear, Middletown, CT 06457

    Completely remodeled 1 bedroom ApartmentConveniently located just minutes from Wesleyan University, Middlesex Health, and the many shops & restaurants of downtown Middletown.This apartment features a newly remodeled kitchen, a fully renovated bathroom, fresh paint throughout, new flooring, and updated appliances, creating a living space that is ready for move-in.Additional amenities

    17 Broad St Unit 2nd Floor Rear, Middletown, CT 06457
  • 46 Johnson St, Middletown, CT 06457

    $319,900

    Sold Sep 24, 2025

    46 Johnson St, Middletown, CT 06457

    • 3 Beds
    • 2 Baths
    • 1,480 Sq Ft
    • Built 1886

    Last Sold Summary

    • $216/SF
    • 52 Days On Market

    Current Estimated Value $324,161

    Last Listing Agent Jennifer Stich Tier 1 Real Estate

    46 Johnson St, Middletown, CT 06457
  • 248 Carriage Crossing Ln Unit 248, Middletown, CT 06457
    248 Carriage Crossing Ln Unit 248, Middletown, CT 06457
    248 Carriage Crossing Ln Unit 248, Middletown, CT 06457
    /35

    $240,000

    Pending
    • 2 Beds
    • 2 Baths
    • 950 Sq Ft

    248 Carriage Crossing Ln Unit 248, Middletown, CT 06457

    Welcome to easy, low-maintenance living in one of Middletown's most desirable condo communities! Beautifully updated One level, ranch-style condo offers 2 bedrooms, 2 full bathrooms, and 950 square feet of comfortable first floor living! Freshly painted throughout, this move-in ready unit features remodeled kitchen & bathrooms along with updated flooring that adds a modern, refreshed feel to the

    Jared Tedesco Litchfield County Real Estate

    248 Carriage Crossing Ln Unit 248, Middletown, CT 06457
  • 650 High St Unit 2 High Street, Middletown, CT 06457
    650 High St Unit 2 High Street, Middletown, CT 06457
    650 High St Unit 2 High Street, Middletown, CT 06457
    /4

    $1,650

    Total Monthly Price

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

    650 High St Unit 2 High Street, Middletown, CT 06457

    Two bedroom apartment located on the second floor with the closing porch. Quiet neighborhood, providing one space for parking.

    650 High St Unit 2 High Street, 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 $426,243

    Last Listing Agent Nancy Newman LPT Realty

    154 Glenwood Terrace, Middletown, CT 06457
  • 221 Carriage Crossing Ln Unit 221, Middletown, CT 06457
    221 Carriage Crossing Ln Unit 221, Middletown, CT 06457
    221 Carriage Crossing Ln Unit 221, Middletown, CT 06457
    /30

    $200,000

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

    221 Carriage Crossing Ln Unit 221, Middletown, CT 06457

    Welcome to this charming 1-bedroom loft-style condo offering the perfect blend of comfort, privacy, and convenience. Tucked away in a desirable private setting, this well-maintained unit features an open and airy floor plan with a spacious loft overlooking the main living area with wood burning fireplace, creating a bright and inviting atmosphere. The kitchen has pantry, tile backsplash,

    Tracy Molloy Coldwell Banker Realty

    221 Carriage Crossing Ln Unit 221, Middletown, CT 06457
  • 537 High St Unit High Street 1st Floor, Middletown, CT 06457
    537 High St Unit High Street 1st Floor, Middletown, CT 06457
    537 High St Unit High Street 1st Floor, Middletown, CT 06457
    /10

    $1,550

    Total Monthly Price

    • 1 Bed
    • 1 Bath
    • 616 Sq Ft
    • Townhouse for Rent

    537 High St Unit High Street 1st Floor, Middletown, CT 06457

    Looking for a new place to live? Come check out this updated 1 bedroom apartment located on the first level of a two family home, this unit includes HEAT and off street parking at no additional cost to you! (Carpet will be replaced with vinyl prior to renting)

    537 High St Unit High Street 1st Floor, 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
  • 3 Nathan Hale Rd, Middletown, CT 06457
    3 Nathan Hale Rd, Middletown, CT 06457
    3 Nathan Hale Rd, Middletown, CT 06457
    /17

    $549,900

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 1,761 Sq Ft

    3 Nathan Hale Rd, Middletown, CT 06457

    Welcome to Nathan Hale Estates, Middletown's thoughtfully designed private-way community built by Silvin Homes, where timeless design, quality craftsmanship, and modern comfort come together effortlessly. This beautifully designed new construction colonial offers an elegant open-concept layout with thoughtfully created living spaces and high-end finishes. The main level features a beautifully

    Jenna Talbot RE/MAX One

    3 Nathan Hale Rd, Middletown, CT 06457
  • 523 525 Hunting Hill Ave Unit 1st floor, Middletown, CT 06457
    523 525 Hunting Hill Ave Unit 1st floor, Middletown, CT 06457
    523 525 Hunting Hill Ave Unit 1st floor, Middletown, CT 06457
    /10

    $1,800

    Total Monthly Price

    • 3 Beds
    • 1 Bath
    • 1,620 Sq Ft
    • Townhouse for Rent

    523 525 Hunting Hill Ave Unit 1st floor, Middletown, CT 06457

    523 525 Hunting Hill Ave Unit 1st floor, 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 $544,270

    Last Listing Agent Emily Curtis William Raveis Real Estate

    27 Valley Dr, Middletown, CT 06457
  • 1 Nathan Hale Rd, Middletown, CT 06457
    1 Nathan Hale Rd, Middletown, CT 06457
    1 Nathan Hale Rd, Middletown, CT 06457
    /12

    $499,900

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

    1 Nathan Hale Rd, Middletown, CT 06457

    Experience one-floor living at its finest at Nathan Hale Estates, a private-way community nestled in Middletown, Connecticut, built by Silvin Homes and offering modern comfort, quality craftsmanship, and peaceful surroundings. Entering from the covered front porch, you're welcomed into a thoughtfully designed layout. Features include a convenient laundry room and two well-appointed secondary

    Jenna Talbot RE/MAX One

    1 Nathan Hale Rd, Middletown, CT 06457
  • 168 College St Unit 1, Middletown, CT 06457
    168 College St Unit 1, Middletown, CT 06457
    /2

    $1,600

    Total Monthly Price

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

    168 College St Unit 1, Middletown, CT 06457

    2 Bedrooms, One Bath, Kitchen, Living room with appliances. (Washer, Refrigerator, Stove,)Off Street ParkingHeat and Hot Water included in the Rent.$1600 for one renter. If there is an extra person, there is another $100 added to rent.Safest place in the downtown area, near a university and hospital.Good background and good credit history are

    168 College St Unit 1, 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 $268,528

    Last Listing Agent Carl Guild Carl Guild & Associates

    47 Ridge Rd, Middletown, CT 06457
  • 74 Johnson St, Middletown, CT 06457
    74 Johnson St, Middletown, CT 06457
    74 Johnson St, Middletown, CT 06457
    /39

    $375,000

    Pending
    • 5 Beds
    • 2.5 Baths
    • 2,848 Sq Ft

    74 Johnson St, Middletown, CT 06457

    Rare and versatile two-family property offering an uncommon blend of space, privacy, and rental flexibility. Unlike a typical duplex, each unit lives more like a single-family home. One side features a spacious 1,500+ SF ranch-style unit with 2 bedrooms, a large kitchen, in-unit laundry, and a bright sunporch perfect for relaxing year-round. The second unit offers 1,300+ SF of townhome-style

    Kelly Harvey Best Real Estate Brokerage LLC

    74 Johnson St, Middletown, CT 06457
  • 460 Main St Unit 11, Middletown, CT 06457
    460 Main St Unit 11, Middletown, CT 06457
    460 Main St Unit 11, Middletown, CT 06457
    /8

    $1,395 Per Month

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

    460 Main St Unit 11, Middletown, CT 06457

    Available for $1,395 per month, this beautifully updated end-unit apartment offers 1 bedroom and 1 full bathroom with a blend of charm and modern finishes. The unit features stunning quartzite countertops, a decorative fireplace, and washer hookups for added convenience. Heat and water are included in the rent; tenant is responsible for electricity. Enjoy the privacy of an end unit while being

    Santo Gulino William Raveis Real Estate

    460 Main St Unit 11, Middletown, CT 06457
  • 8 Roberta Dr, Middletown, CT 06457

    $357,000

    Sold Aug 01, 2025

    8 Roberta Dr, Middletown, CT 06457

    • 3 Beds
    • 1.5 Baths
    • 1,584 Sq Ft
    • Built 1974

    Last Sold Summary

    • 6% Below List Price
    • $225/SF
    • 27 Days On Market

    Current Estimated Value $374,027

    Last Listing Agent Peter Nowak Ryze Realty Group LLC

    8 Roberta Dr, Middletown, CT 06457
    • 220 Russell St, Middletown, CT 06457
      220 Russell St, Middletown, CT 06457
      /2

      Est $274,915

      Not Listed For Sale

      220 Russell St, Middletown, CT 06457

      • 2 Beds
      • 1 Bath
      • 768 Sq Ft
      • Built 1961
      220 Russell St, Middletown, CT 06457

  • 193 Scarborough Ln, Middletown, CT 06457
    193 Scarborough Ln, Middletown, CT 06457
    193 Scarborough Ln, Middletown, CT 06457
    /10

    $899,900

    Open Sat 12PM - 3PM Coming Soon
    • 4 Beds
    • 5 Baths
    • 3,576 Sq Ft

    193 Scarborough Ln, Middletown, CT 06457

    Exceptional quality and craftsmanship define this highly sought-after home in Scarborough Lane within Highland Farms, located in the desirable Westfield area of Middletown. Offering 11 beautifully appointed rooms, this residence showcases premium finishes and thoughtful details throughout. The main level features 9-foot ceilings and an open-concept layout, with the spacious family room flowing

    Sally McMahon William Raveis Real Estate

    193 Scarborough Ln, Middletown, CT 06457
  • 48 Jackson St, Middletown, CT 06457
    48 Jackson St, Middletown, CT 06457
    48 Jackson St, Middletown, CT 06457
    /17

    $2,095

    Total Monthly Price

    • 4 Beds
    • 1 Bath
    • 1,255 Sq Ft
    • Condo for Rent

    48 Jackson St, Middletown, CT 06457

    This beautifully remodeled four-bedroom apartment at 48 Jackson Street, Unit 3, in Middletown, Connecticut, offers a spacious and flexible layout across the second and third floors. With two bedrooms on each level, the design provides a comfortable separation of space that works well for a variety of living arrangements. The unit features two private entrances, adding both convenience and a sense

    48 Jackson St, 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 $606,954

    Last Listing Agent Stefania Bramato Berkshire Hathaway NE Prop.

    67 Wildwood Ln, Middletown, CT 06457
  • 108 Cambridge Commons Unit 108, Middletown, CT 06457
    108 Cambridge Commons Unit 108, Middletown, CT 06457
    108 Cambridge Commons Unit 108, Middletown, CT 06457
    /24

    $300,000

    Pending
    • 2 Beds
    • 1.5 Baths
    • 1,753 Sq Ft

    108 Cambridge Commons Unit 108, Middletown, CT 06457

    MOVE IN READY!! Outstanding, well maintained townhouse style, spacious 1753 Sq. Ft. Heated including lower level full walk out, end unit. This property has so much to offer (MUST SEE!) The main level has stunning hardwood floors throughout, a beautifully updated Kitchen with a breakfast bar, a large window offering plenty of daylight with visibility to dining area and elegant living room

    Lisa Sherman My Realtor, LLC

    108 Cambridge Commons Unit 108, Middletown, CT 06457
  • 31 Warwick St Unit 33, Middletown, CT 06457
    31 Warwick St Unit 33, Middletown, CT 06457
    31 Warwick St Unit 33, Middletown, CT 06457
    /15

    $1,282 Per Month

    • 1 Bed
    • 1 Bath
    • 1,200 Sq Ft
    • Apartment for Rent

    31 Warwick St Unit 33, Middletown, CT 06457

    Charming 1-bedroom, 1-bath rear apartment featuring a spacious living area, abundant natural light, full-size appliances, and ample storage. Tucked away at the back of the property, this cozy home offers a quiet setting with a versatile layout and comfortable living spaces.

    Michael Bernard Ironclad Real Estate

    31 Warwick St Unit 33, 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
  • 46 Bretton Rd, Middletown, CT 06457
    46 Bretton Rd, Middletown, CT 06457
    46 Bretton Rd, Middletown, CT 06457
    /40

    $497,900

    • 4 Beds
    • 3.5 Baths
    • 3,622 Sq Ft

    46 Bretton Rd, Middletown, CT 06457

    Experience the perfect blend of historic charm and modern comfort in this exceptional Colonial home. From the moment you enter the spacious foyer, you'll be captivated by the craftsmanship, warmth, and timeless elegance that define this residence. The formal dining room, living room, and sunroom showcase remarkable original plaster crown molding, a rare architectural detail that highlights the

    Juliet Cavanaugh Cavanaugh & Company LLC

    46 Bretton Rd, Middletown, CT 06457
  • 40 Ferry St, Middletown, CT 06457
    40 Ferry St, Middletown, CT 06457
    40 Ferry St, Middletown, CT 06457
    /19

    $1,750

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • 1,100 Sq Ft
    • 2bed 2 bath

    40 Ferry St, Middletown, CT 06457

    Welcome to your new home! This beautiful, light-filled 2-bedroom, 2-bathroom apartment is located in one of Middletown's most desirable, quiet, and scenic residential areas. The home seamlessly blends modern interior luxury with classic New England neighborhood charm. The single-level, first-floor layout is designed for effortless living. It features a spacious living room, generous closet space,

    40 Ferry St, 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
  • 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
  • 135 Burgundy Hill Ln Unit 135, Middletown, CT 06457
    135 Burgundy Hill Ln Unit 135, Middletown, CT 06457
    135 Burgundy Hill Ln Unit 135, Middletown, CT 06457
    /8

    $1,300 Per Month

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

    135 Burgundy Hill Ln Unit 135, Middletown, CT 06457

    Nice condo in a quiet location.

    Barbara Peloquin G & W Real Estate

    135 Burgundy Hill Ln Unit 135, 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

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