16,733

Middletown, CT Homes

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  • /37

    $349,000

    Pending
    • 3 Beds
    • 2.5 Baths
    • 1,654 Sq Ft

    30 Snipes Terrace, Middletown, CT 06457

    ****MULTIPLE OFFERS - HIGHEST & BEST - FRIDAY 6/19 6PM**** --Charming Cape on a Quiet Middletown Cul-de-Sac-- Tucked away on a peaceful road, this classic Cape Cod-style home offers 1654 sq ft of living space on a beautiful 0.41-acre lot. Mature trees, a lovely front slope, and a cheerful yellow front door set the tone for a home full of character. The spacious living room features hardwood

    Christina Bates Coldwell Banker Realty

    30 Snipes Terrace, Middletown, CT 06457
  • 32 Burr Ave, Middletown, CT 06457

    $377,000

    Sold May 29, 2026

    32 Burr Ave, Middletown, CT 06457

    • 4 Beds
    • 2 Baths
    • 1,854 Sq Ft
    • Built 1928

    Last Sold Summary

    • 1% Below List Price
    • $203/SF
    • 19 Days On Market

    Current Estimated Value $371,552

    Last Listing Agent Michelle Mazzotta eXp Realty

    32 Burr Ave, Middletown, CT 06457
  • /40

    $399,900

    Pending
    • 3 Beds
    • 1.5 Baths
    • 1,323 Sq Ft

    45 Willow Bee Ln, Middletown, CT 06457

    Situated on a cul-de-sac in a desirable sought after neighborhood, this 3 bed 1.5 bath Colonial blends timeless New England charm and modern convenience. Step inside to a sun-filled living room featuring hardwood floors, a large bay window and a cozy wood-burning fireplace. The spacious kitchen offers granite countertops, a peninsula for additional seating and prep space, and an abundance of

    Jeff Petersen Century 21 AllPoints Realty

    45 Willow Bee Ln, Middletown, CT 06457
  • 95 Training Hill Rd, Middletown, CT 06457

    $415,000

    Sold Mar 13, 2026

    95 Training Hill Rd, Middletown, CT 06457

    • 3 Beds
    • 2 Baths
    • 1,537 Sq Ft
    • Built 1959

    Last Sold Summary

    • 1% Below List Price
    • $270/SF
    • 70 Days On Market

    Current Estimated Value $419,556

    Last Listing Agent Guillermo Araujo Five Stars Realty

    95 Training Hill Rd, Middletown, CT 06457
  • /37

    $285,000

    Pending
    • 2 Beds
    • 2.5 Baths
    • 1,450 Sq Ft

    234 S Main St Unit 416, Middletown, CT 06457

    Welcome to 234 S Main St, Unit 416. This spacious end-unit condo offers 2 bedrooms and 2.5 baths across approximately 1,450 sq ft with a bright, functional layout and great natural light. The unit features two balconies, newer windows throughout, central air, and forced air heating. One of the only units in the building with a Gas Fireplace as well. A covered garage parking space is included for

    Devon Taylor Assael Dave Jones Realty, LLC

    234 S Main St Unit 416, Middletown, CT 06457
  • 314 Timber Ridge Rd, Middletown, CT 06457

    $425,000

    Sold May 01, 2026

    314 Timber Ridge Rd, Middletown, CT 06457

    • 3 Beds
    • 2 Baths
    • 1,320 Sq Ft
    • Built 1992

    Last Sold Summary

    • 12% Above List Price
    • $322/SF
    • 23 Days On Market

    Current Estimated Value $382,426

    Last Listing Agent Alana Wall-Galvin Suburban Homes & Condos

    314 Timber Ridge Rd, Middletown, CT 06457
  • /11

    $125,000

    • Land
    • 3.58 Acres
    • $34,916 per Acre

    0 Mountain Laurel Dr, Middletown, CT 06457

    Build your dream home on this 3.5 acre approved building lot bordering open space. Last lot on a private cul-de-sac! Beautiful, wooded country setting for a home, yet only 1 mile from Rt 9 and 10 minutes to Downtown Middletown! Enter the lot down a picturesque driveway though the woods to a clearing with old stone walls and natural rock outcroppings. The open space for the cul-de-sac borders this

    Siobhan McLaughlin William Raveis Real Estate

    0 Mountain Laurel Dr, Middletown, CT 06457
  • 192 Rising Trail Dr, Middletown, CT 06457

    $225,400

    Sold Jul 03, 2025

    192 Rising Trail Dr, Middletown, CT 06457

    • 4 Beds
    • 1.5 Baths
    • 1,232 Sq Ft
    • Built 1976

    Last Sold Summary

    • 2% Above List Price
    • $183/SF
    • 55 Days On Market

    Current Estimated Value $239,934

    Last Listing Agent Siobhan McLaughlin William Raveis Real Estate

    192 Rising Trail Dr, Middletown, CT 06457
  • /40

    $384,000

    Under Contract
    • 3 Beds
    • 2.5 Baths
    • 1,648 Sq Ft

    60 Warner Ave, Middletown, CT 06457

    Beautifully updated 3-bedroom, 2.5-bath Colonial in the heart of Middletown. Step into a tastefully designed living room, then through to the eat-in kitchen with sliders that open to a spacious deck-perfect for morning coffee, alfresco dining, or relaxing outdoors. Laundry is conveniently located in the half bathroom off the kitchen. Upstairs you will find 3 bedrooms, a full bathroom off the

    Heather Kilbourn Cavanaugh & Company LLC

    60 Warner Ave, Middletown, CT 06457
  • 129 Newfield St, Middletown, CT 06457

    $275,000

    Sold Jul 03, 2025

    129 Newfield St, Middletown, CT 06457

    • 3 Beds
    • 1.5 Baths
    • 1,075 Sq Ft
    • Built 1953

    Last Sold Summary

    • $256/SF
    • 134 Days On Market

    Current Estimated Value $290,587

    Last Listing Agent Qin Lin Sovereign Properties

    129 Newfield St, Middletown, CT 06457
  • /25

    $315,000

    • 5 Beds
    • 2 Baths
    • 1,760 Sq Ft

    19 Portland St, Middletown, CT 06457

    * INVESTORS ONLY* FULLY rented, well-maintained and spacious two-family home, perfect for investors. Each unit offers 2-3 bedrooms, a full kitchen, living areas, and separate utilities. Features include updated front and back porch. Private backyard with entertainment and garden space. Full basement for plenty of storage. Updated water heaters for both units and main sewer were replaced less than

    Shannon Driscoll Carl Guild & Associates

    19 Portland St, Middletown, CT 06457
  • 11 Countryside Ln Unit 2, Middletown, CT 06457

    $235,000

    Sold Sep 30, 2025

    11 Countryside Ln Unit 2, Middletown, CT 06457

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

    Last Sold Summary

    • 2% Above List Price
    • $216/SF
    • 33 Days On Market

    Last Listing Agent Kristen Faraci Better Living Realty, LLC

    11 Countryside Ln Unit 2, Middletown, CT 06457
  • /18

    $749,900

    $100K PRICE DROP
    • 9 Beds
    • 6 Baths
    • 3,180 Sq Ft

    227 E Main St, Middletown, CT 06457

    Outstanding Mixed-Use Investment Opportunity at 227 East Main Street, Middletown, CT Now offered at a newly reduced price, 227 East Main Street presents an exceptional opportunity for investors or owner-occupants seeking strong income potential and long-term value. This well-maintained mixed-use property features three spacious townhouse-style residential units, each offering 3 bedrooms, 1 full

    Tanya Reyes William Raveis Real Estate

    227 E Main St, Middletown, CT 06457
  • 70 Birchwood Dr, Middletown, CT 06457

    $499,900

    Sold Jul 11, 2025

    70 Birchwood Dr, Middletown, CT 06457

    • 4 Beds
    • 3 Baths
    • 2,404 Sq Ft
    • Built 1961

    Last Sold Summary

    • 1% Above List Price
    • $208/SF
    • 15 Days On Market

    Current Estimated Value $514,260

    Last Listing Agent Jennifer Hussey Century 21 Clemens Group

    70 Birchwood Dr, Middletown, CT 06457
  • /36

    $499,900

    Pending
    • 3 Beds
    • 1.5 Baths
    • 1,459 Sq Ft

    23 Brentwood Ct, Middletown, CT 06457

    Just Listed in Middletown's Desirable The Hunt Club in Westfield Section! Welcome home to this lovely Dutch Colonial nestled on a level lot on a quiet cul-de-sac in one of Middletown's most sought-after neighborhoods. A true gardener's delight, this exceptional home is surrounded by professionally landscaped grounds featuring winding pathways, a tranquil koi water pond w/a waterfall &

    Patrick Combs Dan Combs Real Estate

    23 Brentwood Ct, Middletown, CT 06457
  • 5 Blue Orchard Dr, Middletown, CT 06457

    $360,000

    Sold Aug 05, 2025

    5 Blue Orchard Dr, Middletown, CT 06457

    • 3 Beds
    • 1.5 Baths
    • 1,512 Sq Ft
    • Built 1974

    Last Sold Summary

    • 3% Below List Price
    • $238/SF
    • 50 Days On Market

    Current Estimated Value $385,480

    Last Listing Agent Christopher Clarke Coldwell Banker Realty

    5 Blue Orchard Dr, Middletown, CT 06457
  • /32

    $325,000

    • 3 Beds
    • 1.5 Baths
    • 1,248 Sq Ft

    14 E Lake Dr, Middletown, CT 06457

    **Deadline for highest and best offers is Wednesday 8 PM** Welcome to 14 Eastlake Drive in Middletown, CT-a fantastic opportunity for first-time home buyers! This inviting ranch-style house offers the perfect blend of comfort, convenience, and style. Step inside to discover vaulted ceilings throughout, giving every room a bright, airy feel and making the space seem even more expansive. With three

    Leslie Blaser eXp Realty

    14 E Lake Dr, Middletown, CT 06457
  • 60 Hemlock Place, Middletown, CT 06457

    $410,000

    Sold Oct 17, 2025

    60 Hemlock Place, Middletown, CT 06457

    • 4 Beds
    • 1.5 Baths
    • 1,285 Sq Ft
    • Built 1962

    Last Sold Summary

    • 11% Above List Price
    • $319/SF
    • 6 Days On Market

    Current Estimated Value $420,362

    Last Listing Agent Richard Santana Cedar View Realty LLC

    60 Hemlock Place, Middletown, CT 06457
  • /12

    $499,900

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

    2 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

    2 Nathan Hale Rd, Middletown, CT 06457
  • 62 Grand St, Middletown, CT 06457

    $400,000

    Sold Oct 07, 2025

    62 Grand St, Middletown, CT 06457

    • 4 Beds
    • 3 Baths
    • 2,016 Sq Ft
    • Built 1900

    Last Sold Summary

    • 3% Above List Price
    • $198/SF
    • 17 Days On Market

    Current Estimated Value $407,666

    Last Listing Agent Sean Wilding LPT Realty - IConn Team

    62 Grand St, Middletown, CT 06457
  • /15

    $229,999

    Pending
    • 4 Beds
    • 2 Baths
    • 2,186 Sq Ft

    162 Liberty St, Middletown, CT 06457

    Opportunity is knocking with this full gut two-family property in the heart of Middletown. Whether you're looking for your next rehab project or someone looking to build long-term equity, this property offers massive upside and untapped potential. Unit 1 features 2 bedrooms and 1 bathroom. Unit 2 features 2 bedrooms and 1 bathroom, with the possibility of expanding into the attic for additional

    Andrew Jackson Roundtree Realty LLC

    162 Liberty St, Middletown, CT 06457
  • 8 Blue Meadow Rd, Middletown, CT 06457

    $410,000

    Sold Apr 20, 2026

    8 Blue Meadow Rd, Middletown, CT 06457

    • 3 Beds
    • 1.5 Baths
    • 1,600 Sq Ft
    • Built 1982

    Last Sold Summary

    • 14% Above List Price
    • $256/SF
    • 5 Days On Market

    Current Estimated Value $394,589

    Last Listing Agent Mark Toledo Berkshire Hathaway NE Prop.

    8 Blue Meadow Rd, Middletown, CT 06457
  • /37

    $499,900

    Open Sat 11AM - 1PM
    • 3 Beds
    • 2 Baths
    • 2,398 Sq Ft

    67 Bell St, Middletown, CT 06457

    Welcome to 67 Bell Street, a beautifully updated ranch-style home set on over 4 private acres in one of Middletown's most desirable locations. Offering approximately 1,500 square feet of comfortable one-level living, this thoughtfully maintained 3-bedroom, 2-bath residence combines modern updates with peaceful country charm. The heart of the home is the brand-new kitchen, featuring stylish

    Daniel Burgio William Raveis Real Estate

    67 Bell St, Middletown, CT 06457
  • 86 Barbara Rd, Middletown, CT 06457

    $305,000

    Sold Nov 26, 2025

    86 Barbara Rd, Middletown, CT 06457

    • 2 Beds
    • 1.5 Baths
    • 1,074 Sq Ft
    • Built 1942

    Last Sold Summary

    • 2% Above List Price
    • $284/SF
    • 46 Days On Market

    Current Estimated Value $316,653

    Last Listing Agent Mark Mooney Mooney Real Estate, LLC

    86 Barbara Rd, Middletown, CT 06457
  • /40

    $619,000

    Under Contract
    • 3 Beds
    • 3.5 Baths
    • 3,644 Sq Ft

    37 Cranberry Ln, Middletown, CT 06457

    Set on a beautiful, private lot in one of Middletown's most desirable neighborhoods, 37 Cranberry Lane offers the perfect blend of space, style, and comfort. This impressive Contemporary Colonial features soaring cathedral ceilings, sun-filled spaces, and an open layout designed for both everyday living and effortless entertaining. The spacious kitchen and living areas flow seamlessly to an

    Tracey Hollerbach Coldwell Banker Realty

    37 Cranberry Ln, Middletown, CT 06457
  • 81 Aresco Dr, Middletown, CT 06457

    $817,000

    Sold Jan 08, 2026

    81 Aresco Dr, Middletown, CT 06457

    • 4 Beds
    • 5 Baths
    • 5,282 Sq Ft
    • Built 2006

    Last Sold Summary

    • 2% Below List Price
    • $155/SF
    • 10 Days On Market

    Current Estimated Value $836,269

    Last Listing Agent Carl Chisem Jr. William Raveis Real Estate

    81 Aresco Dr, Middletown, CT 06457

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