16,647

Middletown, CT Homes

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  • 230 Farm Hill Rd, Middletown, CT 06457
    230 Farm Hill Rd, Middletown, CT 06457
    230 Farm Hill Rd, Middletown, CT 06457
    /30

    $360,000

    $20K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,226 Sq Ft

    230 Farm Hill Rd, Middletown, CT 06457

    Adorable and completely updated 3 BR/2BA home. This home is charming. From the front porch to the gorgeous back yard, this home has what you are looking for. Formal dining room, 2 BR's on the 1st floor plus a full bath, and the entire 2nd floor is the primary suite - with an office area, full bath, huge walk in closet and a room fit for a king size bed. The kitchen has been updated with new SS

    Pam Rizy Berkshire Hathaway NE Prop.

    230 Farm Hill Rd, 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 $387,533

    Last Listing Agent Heidi Matusik Evjen Agency

    52 Cimarron Rd, Middletown, CT 06457
    • 129 Old Farms E, Middletown, CT 06457

      Est $913,108

      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

  • 0 Mountain Laurel Dr, Middletown, CT 06457
    0 Mountain Laurel Dr, Middletown, CT 06457
    0 Mountain Laurel Dr, 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
  • 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 $323,654

    Last Listing Agent Phyllis Bysiewicz Berkshire Hathaway NE Prop.

    29 Warwick St, Middletown, CT 06457
    • 712 Country Club Rd, Middletown, CT 06457

      Est $490,438

      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

  • 130 Webster Ln, Middletown, CT 06457
    130 Webster Ln, Middletown, CT 06457
    130 Webster Ln, Middletown, CT 06457
    /7

    $762,320

    New Construction Pending
    • 2 Beds
    • 2 Baths
    • 1,555 Sq Ft

    130 Webster Ln, Middletown, CT 06457

    Founders' Ridge Award-Winning 55+ Adult Community! The "Kirby II" has 1,555 square feet of one-level living in the highly sought-after Westfield section of Middletown. This home features many high-end upgrades, including 9-foot ceilings, white wood cabinets with quartz countertops, hardwood floors in the living areas and bedrooms, and tile in the bathrooms and laundry. Enjoy an expanded deck and

    Sally Annino Berkshire Hathaway NE Prop.

    130 Webster Ln, Middletown, CT 06457
  • 48 Burgundy Hill Ln Unit 48, Middletown, CT 06457

    $119,609

    Sold Dec 29, 2025

    48 Burgundy Hill Ln Unit 48, Middletown, CT 06457

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

    Last Sold Summary

    • $136/SF
    • 16 Days On Market

    Current Estimated Value $130,609

    Last Listing Agent Keith Murphy Innovative Properties

    48 Burgundy Hill Ln Unit 48, Middletown, CT 06457
    • 8 Roberta Dr, Middletown, CT 06457

      Est $362,443

      Not Listed For Sale

      8 Roberta Dr, Middletown, CT 06457

      • 3 Beds
      • 1.5 Baths
      • 1,584 Sq Ft
      • Built 1974
      8 Roberta Dr, Middletown, CT 06457

      Last Sold Summary

      • 27 Days On Market

      Last Listing Agent Peter Nowak Ryze Realty Group LLC

  • Unlisted Address
    Unlisted Address
    Unlisted Address
    /30

    $579,900

    Open House 10/03 Coming Soon
    • 6 Beds
    • 3 Baths
    • 2,991 Sq Ft

    Unlisted Address

    Group showing 10/3 10:30am-12:30pm! Fantastic investment opportunity just minutes from Downtown Middletown! This beautifully maintained three-family property offers a great combination of location, condition, and long-term investment potential. All three units offer two large bedrooms. Each unit also enjoys its own private porch or balcony, giving tenants valuable outdoor space. This property has

    Michelle Lorenzetti Premier Re Group LLC

    Unlisted Address
  • 3 Trolley Crossing Ln, Middletown, CT 06457

    $225,000

    Sold Jan 09, 2026

    3 Trolley Crossing Ln, Middletown, CT 06457

    • 2 Beds
    • 1.5 Baths
    • 1,220 Sq Ft
    • Built 1987

    Last Sold Summary

    • 2% Below List Price
    • $184/SF
    • 52 Days On Market

    Current Estimated Value $233,460

    Last Listing Agent Linda Muraski Century 21 Classic Homes

    3 Trolley Crossing Ln, Middletown, CT 06457
    • 18 Christopher Cir, Middletown, CT 06457

      Est $420,209

      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

  • 19 Portland St, Middletown, CT 06457
    19 Portland St, Middletown, CT 06457
    19 Portland St, Middletown, CT 06457
    /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 or contractors. 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

    Shannon Driscoll Carl Guild & Associates

    19 Portland St, Middletown, CT 06457
  • 23 Burgundy Hill Ln, Middletown, CT 06457

    $124,000

    Sold Jul 31, 2026

    23 Burgundy Hill Ln, Middletown, CT 06457

    • 1 Bed
    • 1 Bath
    • 739 Sq Ft
    • Built 1987

    Last Sold Summary

    • 5% Below List Price
    • $168/SF
    • 27 Days On Market

    Current Estimated Value $131,519

    Last Listing Agent Michelle Mazzotta eXp Realty

    23 Burgundy Hill Ln, Middletown, CT 06457
    • 35 Mcgrath Dr, Middletown, CT 06457

      Est $627,590

      Not Listed For Sale

      35 Mcgrath Dr, Middletown, CT 06457

      • 4 Beds
      • 4 Baths
      • 3,488 Sq Ft
      • Built 1990
      35 Mcgrath Dr, Middletown, CT 06457

      Last Sold Summary

      • 107 Days On Market

      Last Listing Agent Frederick Ferguson Carl Guild & Associates

  • 52 Trolley Crossing Ln Unit 52, Middletown, CT 06457
    52 Trolley Crossing Ln Unit 52, Middletown, CT 06457
    52 Trolley Crossing Ln Unit 52, Middletown, CT 06457
    /23

    $245,000

    • 3 Beds
    • 1.5 Baths
    • 1,136 Sq Ft

    52 Trolley Crossing Ln Unit 52, Middletown, CT 06457

    Welcome to Trolley Crossing in Middletown! This well-maintained two-bedroom, one-and-a-half-bath townhouse offers a comfortable layout with generously sized bedrooms and a spacious living room. The first floor features a convenient laundry room, half bath, and a well-equipped kitchen with an updated microwave and oven, dishwasher, and refrigerator replaced approximately two years ago. Major

    Jithu Sajeevan Serhant Connecticut, LLC

    52 Trolley Crossing Ln Unit 52, Middletown, CT 06457
  • 285 Carriage Crossing Ln Unit 285, Middletown, CT 06457

    $167,700

    Sold Mar 19, 2026

    285 Carriage Crossing Ln Unit 285, Middletown, CT 06457

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

    Last Sold Summary

    • 5% Above List Price
    • $250/SF
    • 25 Days On Market

    Current Estimated Value $166,933

    Last Listing Agent Eric Ellison Better Homes and Gardens Real Estate Executive Real Estate

    285 Carriage Crossing Ln Unit 285, Middletown, CT 06457
    • 171 Markham St, Middletown, CT 06457

      Est $297,727

      Not Listed For Sale

      171 Markham St, Middletown, CT 06457

      • 4 Beds
      • 1.5 Baths
      • 1,092 Sq Ft
      • Built 1950
      171 Markham St, Middletown, CT 06457

      Last Sold Summary

      • 109 Days On Market

      Last Listing Agent Arben Belica William Raveis Real Estate

  • 17 E Lake Place, Middletown, CT 06457
    17 E Lake Place, Middletown, CT 06457
    17 E Lake Place, Middletown, CT 06457
    /27

    $329,000

    $20K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,164 Sq Ft

    17 E Lake Place, Middletown, CT 06457

    Welcome home to this beautifully updated property tucked away on a quiet cul-de-sac offering privacy, ample parking, and a spacious backyard perfect for relaxing, entertaining, or enjoying the outdoors. Inside, you'll find an updated and upgraded kitchen and bathrooms, complemented by newer vinyl windows and a newer roof for added peace of mind. A large two-car garage provides plenty of room for

    Richard Tirado New England Realty Assoc LLC

    17 E Lake Place, Middletown, CT 06457
  • 181 Fowler Ave, Middletown, CT 06457

    $325,000

    Sold Oct 08, 2025

    181 Fowler Ave, Middletown, CT 06457

    • 3 Beds
    • 2 Baths
    • 1,638 Sq Ft
    • Built 1950

    Last Sold Summary

    • 8% Above List Price
    • $198/SF
    • 8 Days On Market

    Current Estimated Value $338,945

    Last Listing Agent Mikell Foggitt Margaret Bennett Realty

    181 Fowler Ave, Middletown, CT 06457
    • 214 Plumb Rd, Middletown, CT 06457

      Est $504,896

      Not Listed For Sale

      214 Plumb Rd, Middletown, CT 06457

      • 3 Beds
      • 2.5 Baths
      • 2,098 Sq Ft
      • Built 1967
      214 Plumb Rd, Middletown, CT 06457

      Last Sold Summary

      • 28 Days On Market

      Last Listing Agent Debbie Huscher Real Broker CT, LLC

  • 166 Mccormick Ln, Middletown, CT 06457
    166 Mccormick Ln, Middletown, CT 06457
    166 Mccormick Ln, Middletown, CT 06457
    /40

    $677,000

    $11K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,876 Sq Ft

    166 Mccormick Ln, Middletown, CT 06457

    Welcome to this beautifully maintained 4+-bedroom, 2.5-bath Colonial conveniently located in the heart of Middletown. Freshly painted and move-in ready, this home offers the rare combination of generous living space, flexible room options, entertaining areas, and valuable recent updates-including a new roof in 2025. The spacious eat-in kitchen features a center island and bright breakfast nook

    Heather Kilbourn Cavanaugh & Company LLC

    166 Mccormick Ln, Middletown, CT 06457
  • 38 Wildflower Ln, Middletown, CT 06457

    $450,000

    Sold Aug 20, 2026

    38 Wildflower Ln, Middletown, CT 06457

    • 2 Beds
    • 3 Baths
    • 1,860 Sq Ft
    • Built 1993

    Last Sold Summary

    • 8% Above List Price
    • $242/SF
    • 2 Days On Market

    Current Estimated Value $412,119

    Last Listing Agent Linda Edelwich William Raveis Real Estate

    38 Wildflower Ln, Middletown, CT 06457
    • 35 Arnold St, Middletown, CT 06457

      Est $332,792

      Not Listed For Sale

      35 Arnold St, Middletown, CT 06457

      • 2 Beds
      • 1.5 Baths
      • 1,109 Sq Ft
      • Built 1938
      35 Arnold St, Middletown, CT 06457

      Last Sold Summary

      • 48 Days On Market

      Last Listing Agent Jaime Russo Calcagni Real Estate

  • 34 Overlook Ave, Middletown, CT 06457
    34 Overlook Ave, Middletown, CT 06457
    34 Overlook Ave, Middletown, CT 06457
    /28

    $349,900

    Under Contract
    • 3 Beds
    • 1.5 Baths
    • 1,275 Sq Ft

    34 Overlook Ave, Middletown, CT 06457

    Located in desirable South Farms, this charming 3 bed, 1.5 bath Cape offers a comfortable and versatile floor plan with the convenience of a 1st floor primary bedroom. Warm hardwood flooring and abundant natural light create an inviting atmosphere throughout the main living areas, while the 1st floor layout provides the ease of one-level living where it matters most. The spacious primary bedroom

    Jeff Petersen Century 21 AllPoints Realty

    34 Overlook Ave, Middletown, CT 06457
  • 183 Carriage Crossing Ln Unit 183, Middletown, CT 06457

    $281,000

    Sold Jul 09, 2026

    183 Carriage Crossing Ln Unit 183, Middletown, CT 06457

    • 3 Beds
    • 2 Baths
    • 1,100 Sq Ft
    • Built 1988

    Last Sold Summary

    • 6% Above List Price
    • $255/SF
    • 27 Days On Market

    Current Estimated Value $273,107

    Last Listing Agent Amy Balko RE/MAX Right Choice

    183 Carriage Crossing Ln Unit 183, Middletown, CT 06457
    • 142 Burgundy Hill Ln, Middletown, CT 06457

      Est $121,325

      Not Listed For Sale

      142 Burgundy Hill Ln, Middletown, CT 06457

      • 1 Bed
      • 1 Bath
      • 562 Sq Ft
      • Built 1987
      142 Burgundy Hill Ln, Middletown, CT 06457

      Last Sold Summary

      • 13 Days On Market

      Last Listing Agent Ronda Bichunsky Coldwell Banker Realty

  • 0 E Mount Rd, Middletown, CT 06457
    0 E Mount Rd, Middletown, CT 06457
    /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
  • 130 Carriage Crossing Ln Unit 130, Middletown, CT 06457

    $225,000

    Sold Jan 06, 2026

    130 Carriage Crossing Ln Unit 130, Middletown, CT 06457

    • 2 Beds
    • 2 Baths
    • 840 Sq Ft
    • Built 1987

    Last Sold Summary

    • 6% Below List Price
    • $268/SF
    • 21 Days On Market

    Current Estimated Value $233,106

    Last Listing Agent Michael DuMouchel Berkshire Hathaway NE Prop.

    130 Carriage Crossing Ln Unit 130, Middletown, CT 06457
    • 18 Overlook Ave, Middletown, CT 06457

      Est $436,372

      Not Listed For Sale

      18 Overlook Ave, Middletown, CT 06457

      • 3 Beds
      • 2.5 Baths
      • 2,064 Sq Ft
      • Built 2004
      18 Overlook Ave, Middletown, CT 06457

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Kim Oshana Coldwell Banker Realty

  • 74 Boston Rd, Middletown, CT 06457
    74 Boston Rd, Middletown, CT 06457
    74 Boston Rd, Middletown, CT 06457
    /40

    $379,000

    • 4 Beds
    • 2 Baths
    • 2,196 Sq Ft

    74 Boston Rd, Middletown, CT 06457

    Welcome to 74 Boston Rd in Middletown, CT, a beautifully renovated home that has been gutted down to the studs and rebuilt with nearly everything brand new. This spacious property offers 4 bedrooms plus a bonus room previously used as a children's bedroom, along with 2 full bathrooms. Designed to feel like new construction, the home features a new roof with new plywood and shingles, new siding

    Craig Ings Hill Top Real Estate, LLC

    74 Boston Rd, Middletown, CT 06457
  • 166 Ridge Rd, Middletown, CT 06457

    $345,000

    Sold May 20, 2026

    166 Ridge Rd, Middletown, CT 06457

    • 4 Beds
    • 1.5 Baths
    • 1,488 Sq Ft
    • Built 1900

    Last Sold Summary

    • 11% Above List Price
    • $232/SF
    • 8 Days On Market

    Current Estimated Value $340,287

    Last Listing Agent Laura Russo Regency Real Estate, LLC

    166 Ridge Rd, Middletown, CT 06457
    • 110 Trolley Crossing Ln, Middletown, CT 06457

      Est $203,004

      Not Listed For Sale

      110 Trolley Crossing Ln, Middletown, CT 06457

      • 2 Beds
      • 1.5 Baths
      • 860 Sq Ft
      • Built 1987
      110 Trolley Crossing Ln, Middletown, CT 06457

      Last Sold Summary

      • 48 Days On Market

      Last Listing Agent Euna Cho Naples Realty Group, LLC

  • 85 Freeman Rd, Middletown, CT 06457
    85 Freeman Rd, Middletown, CT 06457
    85 Freeman Rd, Middletown, CT 06457
    /40

    $749,900

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 2,232 Sq Ft

    85 Freeman Rd, Middletown, CT 06457

    NEW CONSTRUCTION MODERN COLONIAL Beautiful 4-bedroom, 21/2-bath Modern Colonial privately situated on 1.8 acres of rolling country hills. Currently under construction & not yet complete. Exterior features include vinyl siding, Harvey windows, architectural shingles, Trex front porch with white railings, & paved driveway not yet complete. The lot will be professionally graded, topsoiled, and

    Kim Robarge Coldwell Banker Realty

    85 Freeman Rd, Middletown, CT 06457
  • 98 S Front St, Middletown, CT 06457

    $535,000

    Sold Sep 15, 2026

    98 S Front St, Middletown, CT 06457

    • 5 Beds
    • 2.5 Baths
    • 3,017 Sq Ft
    • Built 1987

    Last Sold Summary

    • 9% Above List Price
    • $177/SF
    • 3 Days On Market

    Current Estimated Value $489,062

    Last Listing Agent Lisa Fekete William Raveis Real Estate

    98 S Front St, Middletown, CT 06457
    • 41 Annello Way, Middletown, CT 06457

      Est $708,491

      Not Listed For Sale

      41 Annello Way, Middletown, CT 06457

      • 5 Beds
      • 3.5 Baths
      • 3,121 Sq Ft
      • Built 2006
      41 Annello Way, Middletown, CT 06457

      Last Sold Summary

      • 70 Days On Market

      Last Listing Agent Stefania Bramato Berkshire Hathaway NE Prop.

  • 18 Gibson Ln, Middletown, CT 06457
    18 Gibson Ln, Middletown, CT 06457
    18 Gibson Ln, Middletown, CT 06457
    /27

    $429,900

    Under Contract
    • 3 Beds
    • 2 Baths
    • 1,536 Sq Ft

    18 Gibson Ln, Middletown, CT 06457

    Welcome to 18 Gibson Lane, ideally situated in Middletown's desirable Westfield section. This inviting 3 bedroom, 2 bath home offers an open floor plan designed for everyday living and easy entertaining. Enjoy the year round comfort of central air and natural gas heat. The spacious layout provides a wonderful opportunity to make this home your own. Conveniently located close to shopping, major

    Gregory Domingue Coldwell Banker Realty

    18 Gibson Ln, Middletown, CT 06457
  • 4 Crown St, Middletown, CT 06457

    $300,000

    Sold Sep 10, 2026

    4 Crown St, Middletown, CT 06457

    • 2 Beds
    • 1 Bath
    • 936 Sq Ft
    • Built 1951

    Last Sold Summary

    • 5% Above List Price
    • $321/SF
    • 52 Days On Market

    Current Estimated Value $282,702

    Last Listing Agent Ellen Paklos William Raveis Real Estate

    4 Crown St, Middletown, CT 06457
    • 111 Dekoven Dr Unit 1201, Middletown, CT 06457

      Est $227,257

      Not Listed For Sale

      111 Dekoven Dr Unit 1201, Middletown, CT 06457

      • 2 Beds
      • 2 Baths
      • 1,034 Sq Ft
      • Built 1989
      111 Dekoven Dr Unit 1201, Middletown, CT 06457

      Last Sold Summary

      • 12 Days On Market

      Last Listing Agent Margaret Foran Berkshire Hathaway NE Prop.

  • 7 Reservoir Rd, Middletown, CT 06457
    7 Reservoir Rd, Middletown, CT 06457
    7 Reservoir Rd, Middletown, CT 06457
    /15

    $379,000

    Pending
    • 3 Beds
    • 2 Baths
    • 1,346 Sq Ft

    7 Reservoir Rd, Middletown, CT 06457

    Built in 1979, this beautifully updated Cape Cod offers the perfect blend of timeless charm and modern convenience. This move-in-ready home features an updated kitchen, three spacious bedrooms, and two full bathrooms, along with a flexible floor plan designed to accommodate a variety of lifestyles. Step outside to enjoy the stunning stamped concrete patio and expansive backyard-perfect for

    Michael Burke Clover Realty Group, LLC

    7 Reservoir Rd, Middletown, CT 06457

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