16,638

Middletown, CT Homes

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  • /40

    $524,900

    Under Contract
    • 3 Beds
    • 2.5 Baths
    • 1,952 Sq Ft

    1020 Bartholomew Rd, Middletown, CT 06457

    Welcome to your own PRIVATE RETREAT! Nestled on a SECLUDED 4.5-ACRE LOT, this well-built RANCH-STYLE HOME offers the perfect blend of PRIVACY, COMFORT, and OPPORTUNITY. Enjoy TRUE ONE-LEVEL LIVING featuring 3 BEDROOMS and 2.5 BATHS, including a PRIMARY SUITE with its own FULL BATH. The layout is both FUNCTIONAL and SPACIOUS, highlighted by a LARGE FAMILY ROOM complete with a FIREPLACE, MINI SPLIT

    Agent Photo

    Ramon Matos

    Matos Level Eminent Realty

    1020 Bartholomew Rd, Middletown, CT 06457
  • /41

    Starting at $1,607 Plus Fees

    • 1 - 2 Beds

    100 Town Brooke, Middletown, CT 06457

    At Middletown Brook Apartment Homes, you'll be greeted by modern interiors and breathtaking views of the surrounding neighborhood. With high-end finishes and sophisticated design, your apartment is the perfect place to relax and unwind after a long day. Curl up on your cozy couch with a glass of wine or enjoy a romantic dinner for two in your spacious dining area. With a beautiful swimming pool

    Middletown Brooke Apartments

    100 Town Brooke, Middletown, CT 06457
  • 15 Mulberry Ln, Middletown, CT 06457

    $485,000

    Sold Aug 06, 2026

    15 Mulberry Ln, Middletown, CT 06457

    • 3 Beds
    • 3 Baths
    • 1,813 Sq Ft
    • Built 1994

    Last Sold Summary

    • 4% Above List Price
    • $268/SF
    • 7 Days On Market

    Current Estimated Value $481,763

    Last Listing Agent Noora Brown William Pitt Sotheby's Int'l

    15 Mulberry Ln, Middletown, CT 06457
  • /14

    $270,000

    $70K PRICE DROP Pending
    • 3 Beds
    • 2 Baths
    • 1,299 Sq Ft

    6 Hillside Ct, Middletown, CT 06457

    Excellent opportunity in a quiet. Ideal for rental portfolio expansion, or owner-occupants looking to build equity. All offers welcome. Fast closing available. featuring a bright and inviting open floor plan on the first floor with updated flooring throughout where the spacious living room flows seamlessly into the Kitchen and dining room, ideal for both everyday living and entertaining. The

    Agent Photo

    Alex Rodrigues

    RE/MAX RISE

    6 Hillside Ct, Middletown, CT 06457
  • /32

    Starting at $1,400

    Total Monthly Price

    • Studio - 2 Beds

    131 Ridgefield Dr, Middletown, CT 06457

    ***Maintenance Team On-site*** At Ridgefield Apartments we offer studios, lofts, and one and two bedroom apartments. We invite you to take advantage of our quality apartment homes. We offer value, comfort, and convenience to our residents, We are located in the esteemed Westlake neighborhood nestled among the trees. Our features include a pleasant, professional, and accommodating maintenance and

    Ridgefield Apartments

    131 Ridgefield Dr, Middletown, CT 06457
  • 390 Ballfall Rd, Middletown, CT 06457

    $400,000

    Sold Jul 27, 2026

    390 Ballfall Rd, Middletown, CT 06457

    • 3 Beds
    • 2.5 Baths
    • 2,092 Sq Ft
    • Built 1963

    Last Sold Summary

    • $191/SF
    • 19 Days On Market

    Current Estimated Value $402,185

    Last Listing Agent Rick Nassiff KW Legacy Partners

    390 Ballfall Rd, Middletown, CT 06457
    • 8 Roberta Dr, Middletown, CT 06457

      Est $367,952

      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

  • /40

    $599,900

    Pending
    • 4 Beds
    • 3.5 Baths
    • 4,132 Sq Ft

    46 Tavern Cir, Middletown, CT 06457

    Fantastic home located in Westfield Hills community with plenty of space to roam. This 3/4 bedroom home offers it all. The first floor boasts a large open kitchen with good size eating area, formal dining room, front to back great room and first floor family room with fireplace. All of this leading out to a stunning landscaped yard for enjoying those summer outings or just a relaxing Zen moment.

    Mark Toledo Berkshire Hathaway NE Prop.

    46 Tavern Cir, Middletown, CT 06457
  • /37

    Starting at $1,691 Plus Fees

    • 1 - 3 Beds

    100 Town Ridge, Middletown, CT 06457

    Middletown Ridge Apartments is a pet-friendly community located in the Town Ridge neighborhood near Cromwell, CT, within close proximity to Hartford. Our community offers the perfect blend of comfort and convenience, with spacious floor plans, modern amenities, and a prime location just minutes from everything you need.Each of our one, two, and three-bedroom apartments are designed with your

    Middletown Ridge Apartments

    100 Town Ridge, Middletown, CT 06457
  • 98 Rising Trail Dr, Middletown, CT 06457

    $250,000

    Sold Aug 07, 2026

    98 Rising Trail Dr, Middletown, CT 06457

    • 4 Beds
    • 1.5 Baths
    • 1,505 Sq Ft
    • Built 1976

    Last Sold Summary

    • 4% Above List Price
    • $166/SF
    • 60 Days On Market

    Current Estimated Value $236,984

    Last Listing Agent Kelley Vanacore Century 21 AllPoints Realty

    98 Rising Trail Dr, Middletown, CT 06457
    • 93 Trolley Crossing Ln, Middletown, CT 06457

      Est $241,955

      Not Listed For Sale

      93 Trolley Crossing Ln, Middletown, CT 06457

      • 2 Beds
      • 1.5 Baths
      • 1,206 Sq Ft
      • Built 1987
      93 Trolley Crossing Ln, Middletown, CT 06457

      Last Sold Summary

      • 11 Days On Market

      Last Listing Agent Euna Cho Naples Realty Group, LLC

  • /28

    $529,900

    $30K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,996 Sq Ft

    52 Sonoma Ln Unit 52, Middletown, CT 06457

    Run do not walk to see this spectacular Sonoma Woods home, Middletown's premier adult community. Architectural details offer multiple gables & stone to oversized windows. Inside impresses w/2 story entry & beautiful refinished hardwood flooring. 1st flr offers an open floor plan w/front dining room, kitchen w/beautiful cabinetry, granite & brand new cooktop. Open great room w/soaring vaulted

    Mark Toledo Berkshire Hathaway NE Prop.

    52 Sonoma Ln Unit 52, Middletown, CT 06457
  • /43

    Starting at $2,312

    Total Monthly Price

    • 1 - 3 Beds

    1100 Springside Ln, Middletown, CT 06457

    "Connecticut's Best New Rental Community" as awarded by the CT Home Builder and Remodeler's Association. Discover Springside Middletown, a brand-new apartment community that features a one-of-a-kind central amenity village, as well as a choice of multi-story rental townhomes and traditional single-level apartment homes.

    Springside Middletown

    1100 Springside Ln, Middletown, CT 06457
  • 55 Lorelei Cir, Middletown, CT 06457

    $406,000

    Sold Jan 06, 2026

    55 Lorelei Cir, Middletown, CT 06457

    • 2 Beds
    • 2 Baths
    • 1,620 Sq Ft
    • Built 1966

    Last Sold Summary

    • 3% Above List Price
    • $251/SF
    • 9 Days On Market

    Current Estimated Value $424,825

    Last Listing Agent Michelle Pirruccio Carl Guild & Associates

    55 Lorelei Cir, Middletown, CT 06457
    • 264 Burgundy Hill Ln, Middletown, CT 06457

      Est $127,538

      Not Listed For Sale

      264 Burgundy Hill Ln, Middletown, CT 06457

      • 1 Bed
      • 1 Bath
      • 729 Sq Ft
      • Built 1987
      264 Burgundy Hill Ln, Middletown, CT 06457

      Last Sold Summary

      • 39 Days On Market

      Last Listing Agent Amy Rio Better Homes and Gardens Real Estate Executive Real Estate

  • /28

    $209,900

    $30K PRICE DROP Under Contract
    • 3 Beds
    • 2 Baths
    • 1,160 Sq Ft

    103 Prospect St, Middletown, CT 06457

    This classic 1900 Colonial at 103 Prospect Street offers a chance to bring new life to a well-loved home in a convenient Middletown location. With 1,160 square feet of living space, three bedrooms, and two full baths, the layout is simple and functional, ready for someone with vision to make it their own. The home does require work, making it a great project for investors, renovators, or buyers

    Carl Guild Carl Guild & Associates

    103 Prospect St, Middletown, CT 06457
  • /21

    Starting at $1,680

    Total Monthly Price

    • 1 - 2 Beds

    1151-1189 Washington St, Middletown, CT 06457

    Look no further for great apartment living because you've found it at Sagamore Hills! Uniquely designed with the amenities that you deserve, our one and two-bedroom apartments feature plush carpeting, ceiling fans, ample closet space, and beautiful views of Middletown.Surrounded by amazing green lawns, towering trees, and lush, manicured landscaping, Sagamore Hills is living at its finest. Enjoy

    Sagamore Hills

    1151-1189 Washington St, Middletown, CT 06457
  • 11 Little River Ln, Middletown, CT 06457

    $320,000

    Sold Nov 21, 2025

    11 Little River Ln, Middletown, CT 06457

    • 3 Beds
    • 1.5 Baths
    • 1,164 Sq Ft
    • Built 1972

    Last Sold Summary

    • 7% Above List Price
    • $275/SF
    • 7 Days On Market

    Current Estimated Value $325,743

    Last Listing Agent Laura Beth Collinson Carl Guild & Associates

    11 Little River Ln, Middletown, CT 06457
    • 598 Randolph Rd, Middletown, CT 06457

      Est $407,727

      Not Listed For Sale

      598 Randolph Rd, Middletown, CT 06457

      • 4 Beds
      • 2.5 Baths
      • 1,740 Sq Ft
      • Built 1800
      598 Randolph Rd, Middletown, CT 06457

      Last Sold Summary

      • 8 Days On Market

      Last Listing Agent Kelly Puorro Puorro Realty Group

  • /28

    $245,000

    Pending
    • 2 Beds
    • 1.5 Baths
    • 1,132 Sq Ft

    10 Countryside Ln Unit 1, Middletown, CT 06457

    Welcome home to Cedar Ridge! This beautifully maintained 2-bedroom, 1.5-bathroom end-unit townhouse offers 1,319 square feet of bright, thoughtfully designed living space across three finished levels.The main level welcomes you with an expansive living room that flows effortlessly into an open-concept dining area and kitchen-complete with a spacious pantry and seamless access to your private Trex

    Sylvia Russ Berkshire Hathaway NE Prop.

    10 Countryside Ln Unit 1, Middletown, CT 06457
  • /55

    Starting at $2,200

    Total Monthly Price

    • 1 - 2 Beds

    207 George St, Middletown, CT 06457

    Taking Luxury Living to New HeightsRetreat to the Stylish Sophistication of Knoll Crest. Choose from spacious one or two bedroom floor plans featuring 9' ceilings, open concept living rooms with cozy corner fireplaces, chef-inspired kitchens with stylish islands and private balconies with attractive views.

    Knoll Crest Apartments

    207 George St, Middletown, CT 06457
  • 74 Grove St, Middletown, CT 06457

    $120,000

    Sold Oct 10, 2025

    74 Grove St, Middletown, CT 06457

    • 3 Beds
    • 2 Baths
    • 1,385 Sq Ft
    • Built 1900

    Last Sold Summary

    • 28% Above List Price
    • $87/SF
    • 6 Days On Market

    Current Estimated Value $173,136

    Last Listing Agent Tracy Molloy Coldwell Banker Realty

    74 Grove St, Middletown, CT 06457
    • 1155 Arbutus St, Middletown, CT 06457

      Est $584,002

      Not Listed For Sale

      1155 Arbutus St, Middletown, CT 06457

      • 4 Beds
      • 2.5 Baths
      • 3,487 Sq Ft
      • Built 1989
      1155 Arbutus St, Middletown, CT 06457

      Last Sold Summary

      • 69 Days On Market

      Last Listing Agent Michael Reiman William Raveis Real Estate

  • /6

    $950,000

    • Land
    • 4.1 Acres
    • $231,707 per Acre

    0 Scovill Rd, Middletown, CT 06457

    This property abuts 35 acres of mixed conservation land and offers views of the Connecticut River and two nearby state parks, ensuring the scenery will remain protected and undeveloped. The spectacular, lightly wooded parcel is the result of combining three approved lots within the River Park Subdivision to create one exceptional private homesite with breathtaking river views. Underground

    Tony Persaud KW Legacy Partners

    0 Scovill Rd, Middletown, CT 06457
  • /55

    Starting at $1,400

    Total Monthly Price

    • 1 - 2 Beds

    63 Stoneycrest Dr, Middletown, CT 06457

    NO Application Fee! Some income restrictions apply. INCLUDES HEAT AND HOT WATER! Call for any rental specials. Spacious 1, 2 and 3 bedroom apartments in a convenient location and pedestrian friendly neighborhood. Property includes a landscaping plan that provides for seasonal color with the grounds professionally maintained by Carabetta's Maintenance Team. Amenities include 24-Hour Maintenance

    Willowcrest

    63 Stoneycrest Dr, Middletown, CT 06457
  • 634 High St, Middletown, CT 06457

    $440,000

    Sold Nov 18, 2025

    634 High St, Middletown, CT 06457

    • 5 Beds
    • 3 Baths
    • 2,947 Sq Ft
    • Built 1909

    Last Sold Summary

    • 7% Above List Price
    • $149/SF
    • 1 Day On Market

    Current Estimated Value $402,022

    Last Listing Agent Tony Opalenik Eagle Eye Realty PLLC

    634 High St, Middletown, CT 06457
    • 760 Westfield St, Middletown, CT 06457

      Est $408,315

      Not Listed For Sale

      760 Westfield St, Middletown, CT 06457

      • 3 Beds
      • 1.5 Baths
      • 1,785 Sq Ft
      • Built 1956
      760 Westfield St, Middletown, CT 06457

      Last Sold Summary

      • 20 Days On Market

      Last Listing Agent Kevin Wilcox William Raveis Real Estate

  • /25

    $334,500

    • 3 Beds
    • 1 Bath
    • 1,264 Sq Ft

    67 Butternut St, Middletown, CT 06457

    Welcome to 67 Butternut, a charming home that offers comfort, character, and convenience. The main level features a bright, open kitchen with stainless steel appliances that flows seamlessly into the inviting living room, creating the perfect space for everyday living and entertaining. Beautiful hardwood floors extend throughout the home, adding warmth and timeless appeal. Upstairs, you'll find

    Carl Chisem Jr. William Raveis Real Estate

    67 Butternut St, Middletown, CT 06457
  • /49

    Starting at $1,710

    Total Monthly Price

    • 2 Beds

    288 Woodbury Cir, Middletown, CT 06457

    Woodbury Apartments offers spacious one bedroom flats and two and three bedroom townhomes situated in a country setting. It is located in a pedestrian friendly neighborhood with convenient access to shopping and highways, as well as a community college campus. The property is landscaped and maintained by Carabetta's 24 hour Maintenance Team who implement a landscaping plan that has seasonal color

    Woodbury Apartments

    288 Woodbury Cir, Middletown, CT 06457
  • 325 Barbara Rd, Middletown, CT 06457

    $355,000

    Sold Jul 24, 2026

    325 Barbara Rd, Middletown, CT 06457

    • 3 Beds
    • 1.5 Baths
    • 1,836 Sq Ft
    • Built 1957

    Last Sold Summary

    • 1% Above List Price
    • $193/SF
    • 27 Days On Market

    Current Estimated Value $349,692

    Last Listing Agent Erik Sousa William Raveis Real Estate

    325 Barbara Rd, Middletown, CT 06457
    • 36 Holly Ln, Middletown, CT 06457

      Est $561,974

      Not Listed For Sale

      36 Holly Ln, Middletown, CT 06457

      • 4 Beds
      • 3.5 Baths
      • 2,375 Sq Ft
      • Built 1986
      36 Holly Ln, Middletown, CT 06457

      Last Sold Summary

      • 57 Days On Market

      Last Listing Agent Lisa DeMartin Coldwell Banker Realty

  • /40

    $525,000

    Pending
    • 3 Beds
    • 2 Baths
    • 1,814 Sq Ft

    1175 S Main St, Middletown, CT 06457

    Beautiful Move in ready 1814 sq ft 3-bedroom ranch home with a sun porch on 1/2 acre and a large detached garage. Nice yard and well landscaped. A very unique property with room to grow! Complete with new lighting, it is freshly painted with new dove gray carpeting thru out the bedrooms, Living room and hallway. This Home has central air conditioning with a New oil heat furnace installed in 2022.

    John Izzo William Raveis Real Estate

    1175 S Main St, Middletown, CT 06457
  • /27

    Starting at $1,400 Plus Fees

    • Studio - 3 Beds

    710-712 Main St, Middletown, CT 06457

    Middletown at Main| Renovated Studio, 1, 2, and 3-Bedroom Apartments | Middletown, CTDiscover the convince of fully renovated living in a vibrant, walkable location in Middletown. These apartments offer a beautifully revitalized mix of studios, 1, 2, and 3-bedroom units with a stylish modern finish where you can escape the energetic urban landscape. This prime location puts you in the

    Middletown at Main

    710-712 Main St, Middletown, CT 06457
  • 160 Cimarron Rd, Middletown, CT 06457

    $420,000

    Sold Jul 10, 2026

    160 Cimarron Rd, Middletown, CT 06457

    • 3 Beds
    • 2 Baths
    • 1,532 Sq Ft
    • Built 1986

    Last Sold Summary

    • 11% Above List Price
    • $274/SF
    • 42 Days On Market

    Current Estimated Value $379,639

    Last Listing Agent Sal Calafiore SalCal Real Estate Connections

    160 Cimarron Rd, Middletown, CT 06457
    • 5 Sunnyslope Dr, Middletown, CT 06457

      Est $362,254

      Not Listed For Sale

      5 Sunnyslope Dr, Middletown, CT 06457

      • 4 Beds
      • 2 Baths
      • 1,656 Sq Ft
      • Built 1936
      5 Sunnyslope Dr, Middletown, CT 06457

      Last Sold Summary

      • 54 Days On Market

      Last Listing Agent Gricelda Avila LAER Realty Partners

  • /32

    $435,000

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

    65 Prout Hill Rd, Middletown, CT 06457

    Don't miss this beautifully maintained split-level home featuring numerous upgrades and exceptional care throughout. Hardwood floors enhance the main living level, where the Living room, with a brick fireplace, opens to the Dining room, which is highlighted by attractive built-in bookshelves. The remodeled Kitchen offers granite countertops, stainless steel appliances, a pantry and ample cabinet

    Rick Berkenstock CENTURY 21 AllPoints Realty

    65 Prout Hill Rd, Middletown, CT 06457
  • /28

    Starting at $1,800 Plus Fees

    • 2 Beds

    44-46 Camp St, Middletown, CT 06457

    MIDDLETOWNS HIDDEN GEM Fernwood Apartments is a Gorgeous and Luxurious 24 hour gated Residential complex. The grounds are professionally and meticulously maintained all year round by our on site superintendent and maintenance crew. The units are spacious, well lit, with newly renovated kitchens and bathrooms including granite counter tops and stainless steel appliances. LET THIS BE THE NEXT PLACE

    Fernwood Apartments

    44-46 Camp St, Middletown, CT 06457
  • 40 Rome Ave, Middletown, CT 06457

    $388,000

    Sold Dec 30, 2025

    40 Rome Ave, Middletown, CT 06457

    • 5 Beds
    • 3 Baths
    • 2,870 Sq Ft
    • Built 1900

    Last Sold Summary

    • 3% Above List Price
    • $135/SF
    • 5 Days On Market

    Current Estimated Value $349,533

    Last Listing Agent Jithu Sajeevan Serhant Connecticut, LLC

    40 Rome Ave, Middletown, CT 06457
    • 846 Long Hill Rd, Middletown, CT 06457

      Est $276,935

      Not Listed For Sale

      846 Long Hill Rd, Middletown, CT 06457

      • 3 Beds
      • 1.5 Baths
      • 1,814 Sq Ft
      • Built 1974
      846 Long Hill Rd, Middletown, CT 06457

      Last Sold Summary

      • 9 Days On Market

      Last Listing Agent James Corby RE/MAX One

Showing Results 1 - 40, Page 1 of 18

Home Price Trends

Median Sale Price
$365,000
Median Single Family Sale Price
$440,000
Median Townhouse Sale Price
$250,000
Median 2 Bedroom Sale Price
$250,000
Median 1 Bedroom Sale Price
$195,000
Average Price Per Sq Ft
$259
Number of Homes for Sale
34
Last 12 months Home Sales
366
Months of Supply
1.10
Median List Price
$369,900
Median Change From 1st List Price
-2%
Median Home Sale Price YoY Change
14%
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