16,636

Middletown, CT Homes

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    • 155 Highmeadow Ln, Middletown, CT 06457

      Est $417,168

      Not Listed For Sale

      155 Highmeadow Ln, Middletown, CT 06457

      • 3 Beds
      • 1.5 Baths
      • 2,148 Sq Ft
      • Built 1984
      155 Highmeadow Ln, Middletown, CT 06457

      Last Sold Summary

      • 116 Days On Market

      Last Listing Agent Kim Rose Dave Jones Realty, LLC

  • /40

    $948,000

    $51K PRICE DROP
    • 4 Beds
    • 5 Baths
    • 4,234 Sq Ft

    49 Partridge Ln, Middletown, CT 06457

    Lakeshore Realty is proud to present 49 Partridge Lane, a beautifully maintained home tucked away on a quiet cul-de-sac in one of Middletown's most desirable neighborhoods. Designed for both everyday living and entertaining, this exceptional home features a bright, open floor plan, spacious living areas, and a beautifully appointed kitchen complete with premium Viking stainless steel appliances,

    Ilir Dedvukaj Lakeshore Realty

    49 Partridge Ln, Middletown, CT 06457
  • 53 Princeton Dr, Middletown, CT 06457

    $495,000

    Sold Aug 27, 2025

    53 Princeton Dr, Middletown, CT 06457

    • 4 Beds
    • 2 Baths
    • 2,859 Sq Ft
    • Built 1991

    Last Sold Summary

    • 7% Below List Price
    • $173/SF
    • 45 Days On Market

    Current Estimated Value $518,160

    Last Listing Agent Mallorie Dorflinger Coldwell Banker Realty

    53 Princeton Dr, Middletown, CT 06457
    • 392 Millbrook Rd, Middletown, CT 06457

      Est $434,499

      Not Listed For Sale

      392 Millbrook Rd, Middletown, CT 06457

      • 5 Beds
      • 3.5 Baths
      • 2,182 Sq Ft
      • Built 1959
      392 Millbrook Rd, Middletown, CT 06457

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Mike Thompson Countryside Realty

  • /16

    $225,000

    $14K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 866 Sq Ft

    93 Carriage Crossing Ln, Middletown, CT 06457

    Welcome home to this sought-after condo complex at Carriage Crossing, where you will find this two bedroom two full bath unit, with open concept space. The galley kitchen has pantry. Both bathrooms have granite countertops and soft close cabinetry. In unit washer and dryer. Living room has a cozy wood-burning fireplace. Primary bedroom has a walk-in closet, and both bedrooms have their own full

    Karen Murphy Berkshire Hathaway NE Prop.

    93 Carriage Crossing Ln, Middletown, CT 06457
  • 330 Coleman Rd, Middletown, CT 06457

    $595,000

    Sold Feb 27, 2026

    330 Coleman Rd, Middletown, CT 06457

    • 3 Beds
    • 3 Baths
    • 2,619 Sq Ft
    • Built 1962

    Last Sold Summary

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

    Current Estimated Value $567,970

    Last Listing Agent Paul Cranick eXp Realty

    330 Coleman Rd, Middletown, CT 06457
    • 2 Pomeroy Place, Middletown, CT 06457

      Est $308,123

      Not Listed For Sale

      2 Pomeroy Place, Middletown, CT 06457

      • 5 Beds
      • 2 Baths
      • 1,992 Sq Ft
      • Built 1900
      2 Pomeroy Place, Middletown, CT 06457

      Last Sold Summary

      • 47 Days On Market

      Last Listing Agent Michael Barbaro Huntsman,Meade & Partners Comp

  • /5

    $499,900

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

    3 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

    3 Nathan Hale Rd, Middletown, CT 06457
  • 46 Bretton Rd, Middletown, CT 06457

    $485,000

    Sold Aug 04, 2026

    46 Bretton Rd, Middletown, CT 06457

    • 4 Beds
    • 3.5 Baths
    • 3,622 Sq Ft
    • Built 1900

    Last Sold Summary

    • 2% Below List Price
    • $134/SF
    • 34 Days On Market

    Current Estimated Value $499,609

    Last Listing Agent Juliet Cavanaugh Cavanaugh & Company LLC

    46 Bretton Rd, Middletown, CT 06457
    • 60 Burgundy Hill Ln, Middletown, CT 06457

      Est $142,706

      Not Listed For Sale

      60 Burgundy Hill Ln, Middletown, CT 06457

      • 2 Beds
      • 1 Bath
      • 870 Sq Ft
      • Built 1987
      60 Burgundy Hill Ln, Middletown, CT 06457

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Adam Zak Century 21 Classic Homes

  • /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
  • 82 Wilcox Rd, Middletown, CT 06457

    $411,000

    Sold Jul 30, 2026

    82 Wilcox Rd, Middletown, CT 06457

    • 3 Beds
    • 1.5 Baths
    • 1,513 Sq Ft
    • Built 1979

    Last Sold Summary

    • $272/SF
    • 46 Days On Market

    Current Estimated Value $402,538

    Last Listing Agent Tom Vitali Coldwell Banker Realty

    82 Wilcox Rd, Middletown, CT 06457
    • 235 Hunting Hill Ave, Middletown, CT 06457

      Est $302,050

      Not Listed For Sale

      235 Hunting Hill Ave, Middletown, CT 06457

      • 2 Beds
      • 1 Bath
      • 879 Sq Ft
      • Built 1900
      235 Hunting Hill Ave, Middletown, CT 06457

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Leslie Blaser eXp Realty

  • /25

    $299,000

    $16K PRICE DROP
    • 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
  • 36 Burgundy Hill Ln, Middletown, CT 06457

    $125,000

    Sold Dec 23, 2025

    36 Burgundy Hill Ln, Middletown, CT 06457

    • 2 Beds
    • 1 Bath
    • 868 Sq Ft
    • Built 1987

    Last Sold Summary

    • 7% Below List Price
    • $144/SF
    • 49 Days On Market

    Current Estimated Value $134,873

    Last Listing Agent Francis Millares Coldwell Banker Realty

    36 Burgundy Hill Ln, Middletown, CT 06457
    • 214 Carriage Crossing Ln, Middletown, CT 06457

      Est $195,907

      Not Listed For Sale

      214 Carriage Crossing Ln, Middletown, CT 06457

      • 1 Bed
      • 1 Bath
      • 758 Sq Ft
      • Built 1988
      214 Carriage Crossing Ln, Middletown, CT 06457

      Last Sold Summary

      • 85 Days On Market

      Last Listing Agent Team DAnna Statewide Premier Prop. LLC

  • /35

    $389,000

    • 3 Beds
    • 2 Baths
    • 2,006 Sq Ft

    83 Jacobs Terrace, Middletown, CT 06457

    Welcome to 83 Jacobs Terrace-a charming 3-bedroom, 2-bathroom ranch tucked away on a quiet cul-de-sac in one of Middletown's most desirable neighborhoods! Built for both comfortable family living and effortless entertaining, the main level features a sunlit living room, a bright eat-in kitchen, and three spacious bedrooms with ample closet space. The true showstopper is the massive rear family

    Kevin Rockoff Rockoff Realty

    83 Jacobs Terrace, Middletown, CT 06457
  • 456 Country Club Rd, Middletown, CT 06457

    $401,500

    Sold Aug 22, 2025

    456 Country Club Rd, Middletown, CT 06457

    • 3 Beds
    • 1.5 Baths
    • 1,821 Sq Ft
    • Built 1960

    Last Sold Summary

    • 1% Above List Price
    • $220/SF
    • 2 Days On Market

    Current Estimated Value $432,171

    Last Listing Agent Kathleen Freeman Berkshire Hathaway NE Prop.

    456 Country Club Rd, Middletown, CT 06457
    • 205 Carriage Crossing Ln, Middletown, CT 06457

      Est $179,361

      Not Listed For Sale

      205 Carriage Crossing Ln, Middletown, CT 06457

      • 1 Bed
      • 1 Bath
      • 670 Sq Ft
      • Built 1988
      205 Carriage Crossing Ln, Middletown, CT 06457

      Last Sold Summary

      • 9 Days On Market

      Last Listing Agent Noah Gates Real Broker CT, LLC

  • /18

    $352,500

    Pending
    • 4 Beds
    • 2 Baths
    • 1,728 Sq Ft

    20 Cooley Ave, Middletown, CT 06457

    Turnkey investment opportunity! Well-maintained two-family with both units fully rented, providing immediate rental income. Each unit offers 2 bedrooms, separate utilities, natural gas heat, and spacious layouts. Level lot with ample off-street parking in a highly convenient location near Middlesex Hospital, Wesleyan University, downtown Middletown's restaurants and shopping, and major highways

    Cheri Paulsen Advise Realty Services

    20 Cooley Ave, Middletown, CT 06457
  • 1258 Saybrook Rd, Middletown, CT 06457

    $450,000

    Sold Aug 07, 2026

    1258 Saybrook Rd, Middletown, CT 06457

    • 3 Beds
    • 2 Baths
    • 2,106 Sq Ft
    • Built 1975

    Last Sold Summary

    • $214/SF
    • 19 Days On Market

    Current Estimated Value $401,241

    Last Listing Agent Siobhan McLaughlin William Raveis Real Estate

    1258 Saybrook Rd, Middletown, CT 06457
    • 143 Grand St, Middletown, CT 06457

      Est $348,327

      Not Listed For Sale

      143 Grand St, Middletown, CT 06457

      • 4 Beds
      • 2 Baths
      • 2,862 Sq Ft
      • Built 1952
      143 Grand St, Middletown, CT 06457

      Last Sold Summary

      • 149 Days On Market

      Last Listing Agent Susan Wagner Berkshire Hathaway NE Prop.

  • /40

    $370,000

    Under Contract
    • 3 Beds
    • 2 Baths
    • 1,440 Sq Ft

    417 Mile Ln, Middletown, CT 06457

    Beautifully maintained ranch offering the perfect blend of comfort, style, and functionality! This move-in-ready home features 3 spacious bedrooms and 2 full bathrooms, including a generous primary suite with a private en-suite bath. The bright and inviting living spaces are ideal for both everyday living and entertaining. A true highlight of the home is the stunning full-glass sunroom

    Natacha Lafleur RE/MAX Heritage

    417 Mile Ln, Middletown, CT 06457
  • 694 Millbrook Rd, Middletown, CT 06457

    $490,000

    Sold Jul 20, 2026

    694 Millbrook Rd, Middletown, CT 06457

    • 3 Beds
    • 2 Baths
    • 2,742 Sq Ft
    • Built 1997

    Last Sold Summary

    • 4% Above List Price
    • $179/SF
    • 3 Days On Market

    Current Estimated Value $472,823

    Last Listing Agent Maryann Stanley Century 21 AllPoints Realty

    694 Millbrook Rd, Middletown, CT 06457
    • 1111 Arbutus St, Middletown, CT 06457

      Est $772,215

      Not Listed For Sale

      1111 Arbutus St, Middletown, CT 06457

      • 4 Beds
      • 4.5 Baths
      • 4,217 Sq Ft
      • Built 1979
      1111 Arbutus St, Middletown, CT 06457

      Last Sold Summary

      • 70 Days On Market

      Last Listing Agent Heather Zito Carbutti & Co., Realtors

  • /33

    $244,900

    Pending
    • 2 Beds
    • 2 Baths
    • 950 Sq Ft

    84 Carriage Crossing Ln Unit 84, Middletown, CT 06457

    Fabulous first floor offering in the desirable Carriage Crossing community. This 950 sqft condo contains 2 bedrooms and 2 full baths (updated with granite countertops). The living room's sky high windows make this large unit feel even larger. The updated kitchen has stainless appliances and granite countertops. This property also boasts in-unit laundry, an actual wood-burning fireplace, and an

    Digger Stolz CENTURY 21 Shutters & Sails

    84 Carriage Crossing Ln Unit 84, Middletown, CT 06457
  • 4 Glynn Ave, Middletown, CT 06457

    $314,000

    Sold Aug 26, 2025

    4 Glynn Ave, Middletown, CT 06457

    • 3 Beds
    • 1.5 Baths
    • 1,944 Sq Ft
    • Built 1931

    Last Sold Summary

    • 3% Above List Price
    • $162/SF
    • 137 Days On Market

    Current Estimated Value $317,035

    Last Listing Agent Sofija Gjonbalaj Genco Realty LLC

    4 Glynn Ave, Middletown, CT 06457
    • 415 Ridge Rd, Middletown, CT 06457

      Est $423,221

      Not Listed For Sale

      415 Ridge Rd, Middletown, CT 06457

      • 3 Beds
      • 2.5 Baths
      • 1,615 Sq Ft
      • Built 1949
      415 Ridge Rd, Middletown, CT 06457

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Levi Judqin Brass Moon Realty

  • /40

    $688,000

    • 4 Beds
    • 2.5 Baths
    • 2,876 Sq Ft

    166 Mccormick Ln, Middletown, CT 06457

    Welcome home to this beautifully maintained 5-bedroom, 2.5-bath Colonial, ideally located in the heart of vibrant Middletown. Enjoy easy access to Middletown's many wonderful restaurants and downtown charm, with Middlesex Health, Wesleyan University, and the scenic CT River all just minutes away. Freshly painted throughout, this turn-key home is ready for you to move right in! The main level

    Heather Kilbourn Cavanaugh & Company LLC

    166 Mccormick Ln, Middletown, CT 06457
  • 23 Hotchkiss St, Middletown, CT 06457

    $280,500

    Sold Jun 04, 2026

    23 Hotchkiss St, Middletown, CT 06457

    • 2 Beds
    • 1.5 Baths
    • 1,378 Sq Ft
    • Built 1900

    Last Sold Summary

    • 2% Above List Price
    • $204/SF
    • 41 Days On Market

    Current Estimated Value $277,398

    Last Listing Agent Jonathan Zuromski Real Broker CT, LLC

    23 Hotchkiss St, Middletown, CT 06457
    • 999 Long Hill Rd, Middletown, CT 06457

      Est $377,007

      Not Listed For Sale

      999 Long Hill Rd, Middletown, CT 06457

      • 3 Beds
      • 2 Baths
      • 1,112 Sq Ft
      • Built 1951
      999 Long Hill Rd, Middletown, CT 06457

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Bruce Bayles William Raveis Real Estate

  • /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
  • 107 Cambridge Commons Unit 107, Middletown, CT 06457

    $340,500

    Sold Dec 01, 2025

    107 Cambridge Commons Unit 107, Middletown, CT 06457

    • 2 Beds
    • 2.5 Baths
    • 1,288 Sq Ft
    • Built 1988

    Last Sold Summary

    • 14% Above List Price
    • $264/SF
    • 3 Days On Market

    Last Listing Agent Michal Narowski Century 21 AllPoints Realty

    107 Cambridge Commons Unit 107, Middletown, CT 06457
    • 129 Old Farms E, Middletown, CT 06457

      Est $891,662

      Not Listed For Sale

      129 Old Farms E, Middletown, CT 06457

      • 4 Beds
      • 3.5 Baths
      • 4,214 Sq Ft
      • Built 2000
      129 Old Farms E, Middletown, CT 06457

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Linda O'Hara William Raveis Real Estate

  • /36

    $419,900

    New Construction Open Sat 10AM - 12PM
    • 1 Bed
    • 1.5 Baths
    • 1,250 Sq Ft

    61 West St Unit 13, Middletown, CT 06457

    Experience elevated living in this brand-new luxury townhome, thoughtfully designed with quality craftsmanship, modern finishes, and an open-concept layout ideal for everyday living and entertaining. This spacious 1-bedroom, 1.5-bath home features a versatile loft perfect for a home office, den, or flex space. The chef-inspired kitchen showcases GE stainless steel appliances, white shaker

    Alexa Mantovani Social & Co Realty

    61 West St Unit 13, Middletown, CT 06457
  • 52 Cimarron Rd, Middletown, CT 06457

    $375,000

    Sold Feb 13, 2026

    52 Cimarron Rd, Middletown, CT 06457

    • 3 Beds
    • 1.5 Baths
    • 1,132 Sq Ft
    • Built 1983

    Last Sold Summary

    • 3% Below List Price
    • $331/SF
    • 41 Days On Market

    Current Estimated Value $384,888

    Last Listing Agent Heidi Matusik Evjen Agency

    52 Cimarron Rd, Middletown, CT 06457
    • 712 Country Club Rd, Middletown, CT 06457

      Est $482,484

      Not Listed For Sale

      712 Country Club Rd, Middletown, CT 06457

      • 3 Beds
      • 2 Baths
      • 1,644 Sq Ft
      • Built 1961
      712 Country Club Rd, Middletown, CT 06457

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Sean Seigel RE/MAX Coast and Country

  • /2

    $450,000

    Pending
    • Land
    • 25.25 Acres
    • $17,822 per Acre

    0 E Mount Rd, Middletown, CT 06457

    Are you seeking boundless opportunities? Whether it's a serene retreat, a haven for animals, a solar venture, or a hunting plot, this property is a canvas for your dreams. Nestled upon Chestnut Mountain, this property is located in the South Fire District of Middletown. Breath-taking views and stunning sunsets are just a bonus! This property offers a two-stall barn with a tack room that stands

    Samantha Celentano Coldwell Banker Realty

    0 E Mount Rd, Middletown, CT 06457
  • 29 Warwick St, Middletown, CT 06457

    $324,900

    Sold Jun 18, 2026

    29 Warwick St, Middletown, CT 06457

    • 2 Beds
    • 1 Bath
    • 939 Sq Ft
    • Built 1700

    Last Sold Summary

    • 4% Below List Price
    • $346/SF
    • 55 Days On Market

    Current Estimated Value $322,852

    Last Listing Agent Phyllis Bysiewicz Berkshire Hathaway NE Prop.

    29 Warwick St, Middletown, CT 06457
    • 18 Christopher Cir, Middletown, CT 06457

      Est $417,736

      Not Listed For Sale

      18 Christopher Cir, Middletown, CT 06457

      • 4 Beds
      • 2 Baths
      • 2,144 Sq Ft
      • Built 1971
      18 Christopher Cir, Middletown, CT 06457

      Last Sold Summary

      • 24 Days On Market

      Last Listing Agent Carl Chisem Jr. William Raveis Real Estate

Showing Results 401 - 440, Page 11 of 18

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