16,732

Middletown, CT Homes

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  • /37

    $550,000

    Pending
    • 3 Beds
    • 2.5 Baths
    • 2,583 Sq Ft

    43 Flynn Ln, Middletown, CT 06457

    Located in the desirable Westfield section of Middletown, this well cared for home offers one of the lowest fire taxes in town and sits on a beautiful 1.25 acre lot. Lovingly owned since 2004, the Seller has raised their family here, creating a warm and inviting home ready for its next chapter. The main level features hardwood floors and a dramatic cathedral ceiling in the living room with an

    Agent Photo

    Linda O'Hara

    William Raveis Real Estate

    43 Flynn Ln, 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
  • 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 $419,101

    Last Listing Agent Michelle Pirruccio Carl Guild & Associates

    55 Lorelei Cir, Middletown, CT 06457
  • /40

    $524,900

    • 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
  • /37

    Starting at $1,885

    Total Monthly Price

    • 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
  • 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 $331,602

    Last Listing Agent Laura Beth Collinson Carl Guild & Associates

    11 Little River Ln, Middletown, CT 06457
  • /40

    $399,900

    Under Contract
    • 3 Beds
    • 2.5 Baths
    • 2,092 Sq Ft

    390 Ballfall Rd, Middletown, CT 06457

    Beautifully Maintained Home with Finished Lower Level & Private Backyard Retreat. Come discover this exceptionally well-maintained home featuring an inviting open floor plan and a spacious lot in a convenient location. Hardwood flooring flows through the living room and all three bedrooms, creating warmth and timeless appeal throughout. The home offers three generously sized bedrooms, including a

    Agent Photo

    Rick Nassiff

    KW Legacy Partners

    390 Ballfall Rd, Middletown, CT 06457
  • /43

    Starting at $2,282

    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
  • 170 Fowler Ave, Middletown, CT 06457

    $450,000

    Sold Jul 23, 2025

    170 Fowler Ave, Middletown, CT 06457

    • 5 Beds
    • 4 Baths
    • 2,900 Sq Ft
    • Built 1920

    Last Sold Summary

    • $155/SF
    • 29 Days On Market

    Current Estimated Value $473,125

    Last Listing Agent Enoch Bruce Puorro Realty Group

    170 Fowler Ave, Middletown, CT 06457
  • /40

    $914,900

    Under Contract
    • 4 Beds
    • 3.5 Baths
    • 4,393 Sq Ft

    12 Copper Beech Dr, Middletown, CT 06457

    Welcome to a luxury home that delivers elegance, comfort, privacy, and lifestyle in every detail. From the dramatic two-story foyer to the expansive open floor plan, this meticulously maintained residence immediately makes a statement. Soaring ceilings, gleaming hardwood floors, custom crown molding, built-ins, a propane gas fireplace, and spectacular floor-to-ceiling windows fill the home with

    Agent Photo

    Rob Rosa

    Berkshire Hathaway NE Prop.

    12 Copper Beech Dr, Middletown, CT 06457
  • /41

    Starting at $1,729

    Total Monthly Price

    • 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
  • 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 $118,378

    Last Listing Agent Tracy Molloy Coldwell Banker Realty

    74 Grove St, Middletown, CT 06457
  • /33

    $250,000

    Pending
    • 2 Beds
    • 2 Baths
    • 1,065 Sq Ft

    1 Forest Glen Cir Unit 9, Middletown, CT 06457

    Enjoy easy, maintenance-free living in this spacious Second Floor - End Unit Ranch-Style Condo with 1,065 square feet! This beautifully designed condo features 2 bedrooms and 2 full baths with an open, inviting layout perfect for everyday living and entertaining. The spacious living room has vaulted ceilings and offers a cozy fireplace with slider leading to a private deck - ideal for relaxing

    Agent Photo

    Julie Luchina

    Coldwell Banker Realty

    1 Forest Glen Cir Unit 9, Middletown, CT 06457
  • /55

    Starting at $2,245

    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
  • 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 $452,988

    Last Listing Agent Tony Opalenik Eagle Eye Realty PLLC

    634 High St, Middletown, CT 06457
  • /14

    $270,000

    $70K PRICE DROP
    • 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
  • /21

    Starting at $1,715

    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
  • 191 Long Hill Rd, Middletown, CT 06457

    $275,000

    Sold Jul 07, 2025

    191 Long Hill Rd, Middletown, CT 06457

    • 4 Beds
    • 1.5 Baths
    • 2,042 Sq Ft
    • Built 1860

    Last Sold Summary

    • 21% Below List Price
    • $135/SF
    • 53 Days On Market

    Current Estimated Value $330,582

    Last Listing Agent Carol Farmer William Raveis Real Estate

    191 Long Hill Rd, Middletown, CT 06457
  • /30

    $189,000

    $36K PRICE DROP Pending
    • 2 Beds
    • 2 Baths
    • 1,038 Sq Ft

    111 Dekoven Dr Unit 202, Middletown, CT 06457

    Experience easy one-level living in vibrant downtown Middletown at the desirable Rivers Edge community. This high-rise ranch condominium features 2 bedrooms and 2 full bathrooms, plus the added convenience of a washer and dryer combo right in the unit. The generous living room offers direct access through sliding doors to a private balcony where you can relax and take in scenic views of the

    Agent Photo

    Cheryl Zalewski

    eXp Realty

    111 Dekoven Dr Unit 202, Middletown, CT 06457
  • /24

    Starting at $1,600 Plus Fees

    • 1 - 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 $398,296

    Last Listing Agent Jithu Sajeevan Serhant Connecticut, LLC

    40 Rome Ave, Middletown, CT 06457
  • /35

    $200,000

    Pending
    • 2 Beds
    • 1.5 Baths
    • 1,136 Sq Ft

    56 Trolley Crossing Ln, Middletown, CT 06457

    Welcome to this beautifully maintained townhouse in a highly desirable location. Move-in ready and thoughtfully updated, this home features a brand-new heating and air conditioning system, an updated kitchen with newer appliances, and elegant granite countertops. Enjoy peaceful views overlooking a scenic trailhead and the community brook, creating a serene setting right outside your door.

    Agent Photo

    Amy Rio

    Better Homes and Gardens Real Estate Executive Real Estate

    56 Trolley Crossing Ln, Middletown, CT 06457
  • /50

    Starting at $1,400 Plus Fees

    • 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
  • 84 Camp St, Middletown, CT 06457

    $325,000

    Sold Jan 29, 2026

    84 Camp St, Middletown, CT 06457

    • 3 Beds
    • 1 Bath
    • 1,064 Sq Ft
    • Built 1958

    Last Sold Summary

    • 2% Above List Price
    • $305/SF
    • 46 Days On Market

    Current Estimated Value $335,023

    Last Listing Agent Emily Curtis William Raveis Real Estate

    84 Camp St, Middletown, CT 06457
  • /31

    $479,900

    $20K PRICE DROP Pending
    • 4 Beds
    • 2.5 Baths
    • 1,964 Sq Ft

    24 Meadowood Dr, Middletown, CT 06457

    WOW! Do not miss out on this spectacular 4 bedroom home located in the Westfield section of Middletown. This beautiful abode sits on a gorgeous level landscaped lot on a quiet cul-de-sac street. The exterior boasts a front porch with brick front accent, a manicured picturesque yard with double patios, large deck, above ground pool and beautiful plantings and flowers. Amazing space to enjoy

    Mark Toledo Berkshire Hathaway NE Prop.

    24 Meadowood Dr, Middletown, CT 06457
  • /49

    Starting at $1,710 Plus Fees

    • 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
  • 128 Webster Ln, Middletown, CT 06457

    $747,925

    Sold May 14, 2026

    128 Webster Ln, Middletown, CT 06457

    • 2 Beds
    • 2 Baths
    • 1,555 Sq Ft
    • Built 2025

    Last Sold Summary

    • 6% Above List Price
    • $481/SF
    • 14 Days On Market

    Last Listing Agent Sally Annino Berkshire Hathaway NE Prop.

    128 Webster Ln, Middletown, CT 06457
  • /40

    $599,900

    • 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
  • /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
  • 90 Briarwood Ln, Middletown, CT 06457

    $450,000

    Sold Nov 21, 2025

    90 Briarwood Ln, Middletown, CT 06457

    • 3 Beds
    • 2.5 Baths
    • 1,512 Sq Ft
    • Built 1996

    Last Sold Summary

    • $298/SF
    • 31 Days On Market

    Current Estimated Value $469,667

    Last Listing Agent Lori Geraci BHGRE Gaetano Marra Homes

    90 Briarwood Ln, Middletown, CT 06457

Showing Results 1 - 40, Page 1 of 18

Home Price Trends

Median Sale Price
$350,000
Median Single Family Sale Price
$425,000
Median Townhouse Sale Price
$245,000
Median 2 Bedroom Sale Price
$245,000
Median 1 Bedroom Sale Price
$188,000
Average Price Per Sq Ft
$253
Number of Homes for Sale
29
Last 12 months Home Sales
365
Months of Supply
1.00
Median List Price
$349,900
Median Change From 1st List Price
-1%
Median Home Sale Price YoY Change
11%
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