16,542

Middlesex, CT Homes

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  • /40

    $649,900

    • 3 Beds
    • 2.5 Baths
    • 2,515 Sq Ft

    46 Sonoma Ln, Middletown, CT 06457

    Welcome to carefree living in this spacious 3 bedroom, 2.5-bath home in a desirable 55+ community! Boasting over 2,500 sq ft of well-designed living space, this home offers comfort, convenience, and style. Built in 2006, it features a bright and open floor plan with a cozy fireplace in the living room, perfect for relaxing evenings. The primary suite is generously sized and includes a full bath,

    Agent Photo

    Amy Rio

    Executive Real Estate Inc.

    (860) 864-5733

    46 Sonoma Ln, Middletown, CT 06457
  • /18

    $2,200 per month

    • 2 Beds
    • 1 Bath
    • 1,100 Sq Ft
    • House for Rent

    199 Prospect St, Middletown, CT 06457

    2nd floor unit of 1 family home with private entrance, close to downtown. Kitchen with all new stainless-steel appliances. All finished hardwood floors. Livingroom-Kitchen spans across the home. Bathroom and nice sized bedroom on 2nd floor, and larger sized 3rd floor bedroom. Driveway parking. All utilities included except internet. No smoking, no pets. Landlord will take care of property

    Agent Photo

    Eric Bergers

    William Raveis Real Estate

    (860) 362-2280

    199 Prospect St, Middletown, CT 06457
  • 171 Lincoln St, Middletown, CT 06457

    $430,000 Sold Jul 30, 2025

    • 3,121 Sq Ft
    • $138/SF
    • 26 Days On Market
    • 6 Beds
    • 2 Baths
    • Built 1895

    171 Lincoln St, Middletown, CT 06457

    **Seller is asking for offer to be submitted by Tuesday 6/24 at 12:00PThis classic Queen Anne-style two-family home offers historic charm and modern flexibility all within walking distance of Wesleyan University and just minutes from Middletown's vibrant Main Street dining scene. Conveniently located near major highways, it's a commuter's dream. The first-floor unit features 2 spacious bedrooms,

    Michael Reiman William Raveis Real Estate

    171 Lincoln St, Middletown, CT 06457
  • /38

    $414,900

    • 4 Beds
    • 2 Baths
    • 1,980 Sq Ft

    106 Lorraine Terrace, Middletown, CT 06457

    COMPLETELY RENOVATED WOODLAND OASIS IN SOUGHT-AFTER WESTFIELD! This stunning split-level home sits on a private 0.47-acre lot blending modern luxury with natural charm. Freshly painted inside and out with new architectural roof and high-efficiency central AC. The showstopping kitchen features white-shaker cabinetry, granite countertops, stainless appliances, and herringbone blue tile backsplash.

    Agent Photo

    Romanee Ives

    Cornerstone Homes Plus, Inc.

    (860) 750-9769

    106 Lorraine Terrace, Middletown, CT 06457
  • /43

    $2,025 - $3,845 per month

    Springside Middletown

    1 - 3 Beds

    1100 Springside Ln, Middletown, CT 06457

    Striking Design, a Rich Campus, and Exciting Middletown - 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.

    1100 Springside Ln, Middletown, CT 06457
  • 45 Serra Dr, Middletown, CT 06457

    $660,000 Sold Jul 28, 2025

    • 3,750 Sq Ft
    • $176/SF
    • 1 Day On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2008

    45 Serra Dr, Middletown, CT 06457

    Welcome to 45 Serra Drive-an impeccably maintained colonial set at the end of a quiet cul-de-sac in one of Middletown's most desirable neighborhoods. With over 3000 square feet of thoughtfully designed living space, this home offers a spacious layout, quality finishes, and all the right features. Step inside to find extensive crown molding, hardwood floors, and an open concept floor plan that's

    Nicole Defrancesco Coldwell Banker Realty

    45 Serra Dr, Middletown, CT 06457
  • /30

    $567,000

    • 4 Beds
    • 2.5 Baths
    • 2,813 Sq Ft

    16 Snow Ridge S, Middletown, CT 06457

    Welcome to Westfield Hills; a well sought-after neighborhood in desirable Middletown, formerly surrounded by historical farmland! This now extensive Colonial home welcomes you in this cul-de-sac neighborhood, adjacent to other similar neighborhoods seeking that serene feel complimented with that iconic neighborhood feel. As you approach, experience the modern colonial style accompanied with high

    Agent Photo

    Justin Marino

    Marino Realty LLC

    (860) 854-8851

    16 Snow Ridge S, Middletown, CT 06457
  • /6

    $1,500 per month

    • 3 Beds
    • 1 Bath
    • 3,600 Sq Ft
    • Apartment for Rent

    14 Portland St Unit 3, Middletown, CT 06457

    Bright and spacious 3-bedroom, 1-bath third-floor unit in the heart of Middletown! This well-maintained apartment offers plenty of natural light, a large eat-in kitchen, and comfortable living space. Conveniently located near shops, restaurants, and public transportation. Rent is $1,500/month. No pets, no smoking. Ready for immediate move-in!

    Santo Gulino William Raveis Real Estate

    14 Portland St Unit 3, Middletown, CT 06457
  • 26 Reno Dr, Middletown, CT 06457

    $500,000 Sold Jul 28, 2025

    • 2,264 Sq Ft
    • $221/SF
    • 45 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1999

    26 Reno Dr, Middletown, CT 06457

    Welcome home to this classic colonial, perfectly situated on a quiet cul-de-sac - an ideal setting for family living! The open floor plan features a sunny eat-in kitchen that flows into the family room with a cozy fireplace and sliders to the back deck, making it easy to keep everyone connected. You'll also find a formal living room and dining room, perfect for holiday gatherings and special

    Michelle MacNeil William Raveis Real Estate

    26 Reno Dr, Middletown, CT 06457
  • /21

    $385,000 Pending

    • 4 Beds
    • 2.5 Baths
    • 1,740 Sq Ft

    598 Randolph Rd, Middletown, CT 06457

    **Charming Remodeled Colonial Home - Your Dream Awaits!** Discover this stunning four-bedroom, 2.5-bath colonial that perfectly blends classic charm with modern updates. This beautifully remodeled home features an updated kitchen adorned with exquisite granite countertops and stainless steel appliances, making it a chef's delight. Enjoy the convenience of first-floor laundry and the elegance of

    Agent Photo

    Kelly Puorro

    Puorro Realty Group

    (860) 809-4521

    598 Randolph Rd, Middletown, CT 06457
  • /19

    $1,645 - $4,241 per month

    Middletown Brooke Apartments

    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

    100 Town Brooke, Middletown, CT 06457
  • 128 Burgundy Hill Ln, Middletown, CT 06457

    $110,000 Sold Jul 28, 2025

    • 571 Sq Ft
    • $193/SF
    • 4 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1987

    128 Burgundy Hill Ln, Middletown, CT 06457

    Charming 1-Bedroom Condo in Peppermill Village - Ideal for Investors Welcome to Peppermill Village, where comfort meets convenience! This ranch-style 1-bedroom, 1-bathroom condo offers easy, single-level living. Step inside to find an open layout, complete with a sliding glass door leading to a cozy covered porch-perfect for morning coffee or evening relaxation. Enjoy the convenience of in-unit

    Meghan Garofalo Coldwell Banker Realty

    128 Burgundy Hill Ln, Middletown, CT 06457
  • /17

    $125,000 Pending

    • 1 Bed
    • 1 Bath
    • 729 Sq Ft

    264 Burgundy Hill Ln, Middletown, CT 06457

    Welcome to your own peaceful retreat-where comfort meets convenience! 1-bedroomw- loft, ranch-style condo, ideally situated in the desirable Westfield Fire District. Step into a spacious open-concept living and dining area, where sliding doors lead to your private deck-perfect for morning coffee or unwinding after a long day. Whether you're looking for a low-maintenance owner-occupied home or a

    Agent Photo

    Amy Rio

    Executive Real Estate Inc.

    (860) 850-2008

    264 Burgundy Hill Ln, Middletown, CT 06457
  • /12

    $2,000 per month

    • 2 Beds
    • 2 Baths
    • 1,034 Sq Ft
    • House for Rent

    111 Dekoven Dr Unit 201, Middletown, CT 06457

    Welcome to River's Edge-where downtown convenience meets comfortable, low-maintenance living. This spacious 2-bedroom, 2-bath rental is located in one of Middletown's most sought-after communities, offering a lifestyle that's as vibrant as it is easy. Inside, you'll love the open-concept layout where the kitchen, dining, and living areas blend together seamlessly-perfect for both quiet nights at

    Debbie Huscher Real Broker CT, LLC

    111 Dekoven Dr Unit 201, Middletown, CT 06457
  • 126 Newfield St, Middletown, CT 06457

    $431,250 Sold Jul 28, 2025

    • 1,487 Sq Ft
    • $290/SF
    • 3 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1960

    126 Newfield St, Middletown, CT 06457

    Beautifully Updated 3-Bedroom Ranch on 1.48 Acres - is not only private, it's turnkey & convenient. This stunning and meticulously maintained ranch is nestled on a private 1.48-acre lot in the heart of Middletown combining the perfect blend of modern comfort and timeless charm. Offering three spacious bedrooms and two full bathrooms, the home has been thoughtfully updated throughout, making it

    Tiziana Tremblay Real Broker CT, LLC

    126 Newfield St, Middletown, CT 06457
  • /23

    $185,000 Pending

    • 2 Beds
    • 1 Bath
    • 791 Sq Ft

    21 Portland St, Middletown, CT 06457

    Packed with character and smart updates, this charming 2-bedroom, 1-bath Colonial offers a fantastic opportunity for first-time buyers, investors, or anyone seeking a manageable and affordable home in a central location. Built in 1900 and offering 871 square feet of well-used space, this home proves that good things really do come in small packages. Inside, you'll find a comfortable and

    Agent Photo

    Amy Rio

    Executive Real Estate Inc.

    (860) 248-7149

    21 Portland St, Middletown, CT 06457
  • /16

    $1,714 - $4,819 per month

    Middletown Ridge Apartments

    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

    100 Town Ridge, Middletown, CT 06457
  • 401 Cambridge Commons Unit 401, Middletown, CT 06457

    $310,000 Sold Jul 25, 2025

    • 1,280 Sq Ft
    • $242/SF
    • 43 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1988

    401 Cambridge Commons Unit 401, Middletown, CT 06457

    Rare opportunity to buy a move-in ready end-corner unit townhouse at the desirable Cambridge Commons community! On the main floor you will find a beautiful Kitchen with stainless steel appliances, hardwood floors, a half bath on the hallway, wall panels throughout, crown moulding, an Eat-in breakfast nook with open floor plan to the Dining area & large Living Room with a fireplace & 2 French

    Marlise Rossato Coldwell Banker Realty

    401 Cambridge Commons Unit 401, Middletown, CT 06457
  • /16

    $199,800 Under Contract

    • 2 Beds
    • 1 Bath
    • 930 Sq Ft

    92 Cynthia Ln Unit E1, Middletown, CT 06457

    Rarely available end unit in desirable Quail Run Village-an FHA-approved community known for its central Middletown location, well-managed association, and fantastic pool. This light-filled townhome offers a sense of privacy with its deck overlooking the trees and a generous side yard. The under-unit garage has a newer door and opener, and there's a laundry area on the lower level for added

    Agent Photo

    Matt Diamond

    Houlihan Lawrence WD

    (860) 850-2674

    92 Cynthia Ln Unit E1, Middletown, CT 06457
  • /20

    $1,795 per month

    • 3 Beds
    • 1 Bath
    • 820 Sq Ft
    • Apartment for Rent

    43 Front St Unit 3, Middletown, CT 06457

    Welcome to 43 Front Street, an exceptional three-bedroom rental opportunity in Middletown. This appealing two-story apartment, one of three units in a charming 1900 brick home, occupies the second and third floors. The unit has been recently updated to include newer wood laminate flooring on the first floor, wall-to-wall carpeting on the second, fresh paint, upgraded kitchen cabinetry,

    Scott Nardozzi Cavanaugh & Company LLC

    43 Front St Unit 3, Middletown, CT 06457
  • 92 Milardo Ln, Middletown, CT 06457

    $380,000 Sold Jul 25, 2025

    • 2,352 Sq Ft
    • $162/SF
    • 14 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1961

    92 Milardo Ln, Middletown, CT 06457

    Location and craftsmanship! This well built brick ranch in a wonderful area features curb appeal, space, efficiency and quality. Half an acre on pretty Round Hill Brook and an oversized (OWNED not leased!) 20 solar panel system are just some of the special features. Inside you'll find hardwood floors, fireplace and newer windows. The large tiled solarium is a favorite spot and the roomy 2 car

    Pauline Webb William Raveis Real Estate

    92 Milardo Ln, Middletown, CT 06457
    • /2

      Est $385,285 Not Listed For Sale

      • Studio
      • 2 Baths
      • 2,164 Sq Ft

      272 S Main St, Middletown, CT 06457

      272 S Main St, Middletown, CT 06457
  • /16

    $220,000 Under Contract

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

    8K Rising Trail Ct, Middletown, CT 06457

    Located in the Beacon Hill community, 3-floor townhouse offers a unique twist on comfortable living. Unlike many other homes in the neighborhood, which feature closed-off kitchens, this property boasts a spacious and inviting open floorplan designed to enhance both everyday living and entertaining. There is a sunken living room that features a custom-made mantle that adds a touch of craftsmanship

    Agent Photo

    Jim Treanor Jr

    ERA Treanor Real Estate

    (860) 935-6793

    8K Rising Trail Ct, Middletown, CT 06457
  • /49

    $2,032 - $4,341 per month

    Knoll Crest Apartments

    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.

    207 George St, Middletown, CT 06457
  • 240 Barbara Rd, Middletown, CT 06457

    $326,500 Sold Jul 24, 2025

    • 1,314 Sq Ft
    • $248/SF
    • 33 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1947

    240 Barbara Rd, Middletown, CT 06457

    Welcome to this charming Cape Cod-style gem! Built in 1947, this 3-bedroom, 1.5-bathroom home offers classic character and timeless appeal across 1,314 square feet of living space. The main level features a sun-filled living room with hardwood floors and a cozy fireplace, a traditional dining area, and a well-appointed kitchen with new flooring and updated appliances-including a new refrigerator,

    Stephanie Rush RE/MAX Legends

    240 Barbara Rd, Middletown, CT 06457
  • /40

    $579,900

    • 2 Beds
    • 2 Baths
    • 1,545 Sq Ft

    115 Webster Ln Unit 115, Middletown, CT 06457

    Welcome to 115 Webster Lane, a beautifully maintained 2-bedroom, 2-bath condo in a serene 55+ community-offering panoramic views and a move-in-ready experience that's truly "better than new." More upgrades than the standard package. As you step inside, gleaming hardwood floors under soaring 9-foot ceilings greet you, flowing seamlessly into an open-plan living space where natural light dances off

    Agent Photo

    Jodi Serapilia

    William Raveis Real Estate

    (959) 301-2379

    115 Webster Ln Unit 115, Middletown, CT 06457
  • /10

    $1,350 per month

    • 1 Bed
    • 1 Bath
    • 500 Sq Ft
    • Apartment for Rent

    666 Main St Unit B3, Middletown, CT 06457

    Charming Studio Apartment in the Heart of Historic Middletown - Utilities Included! Welcome to vibrant Main Street, Middletown! This bright and airy second-floor studio apartment offers the perfect blend of convenience, charm, and value-with electricity included in the rent. Step outside and immerse yourself in one of Connecticut's most walkable downtowns, featuring seven blocks of unique

    Laura Milano Seabury Hill REALTORS

    666 Main St Unit B3, Middletown, CT 06457
  • 170 Fowler Ave, Middletown, CT 06457

    $450,000 Sold Jul 23, 2025

    • 2,900 Sq Ft
    • $155/SF
    • 29 Days On Market
    • 5 Beds
    • 4 Baths
    • Built 1920

    170 Fowler Ave, Middletown, CT 06457

    Welcome to 170 Fowler Avenue, originally built in 1920, this well-maintained home has been thoughtfully renovated to suit today's lifestyle. Step inside to find newly refinished hardwood floors, fresh interior paint, and a beautifully updated kitchen with modern finishes. The main floor features a brand-new bathroom and a comfortable flow through the living and dining areas. You will also find a

    Enoch Bruce Puorro Realty Group

    170 Fowler Ave, Middletown, CT 06457
  • /33

    $435,000

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

    95 Training Hill Rd, Middletown, CT 06457

    Discover comfort, space, and modern updates in this beautifully renovated ranch-style home, ideally located in one of Middletown's most sought-after neighborhoods. Featuring 4 spacious bedrooms and 2 full bathrooms, this home offers the perfect balance of style and functionality for today's lifestyle. Step into a bright, open-concept layout that flows seamlessly-perfect for both everyday living

    Agent Photo

    Guillermo Araujo

    Five Stars Realty

    (860) 407-5446

    95 Training Hill Rd, Middletown, CT 06457
  • /30

    $1,380 - $1,820 per month

    Ridgefield Apartments

    Studio - 2 Beds

    131 Ridgefield Dr, Middletown, CT 06457

    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 management team. Ongoing

    131 Ridgefield Dr, Middletown, CT 06457
  • 68 High St, Middletown, CT 06457

    $375,000 Sold Jul 23, 2025

    • 2,236 Sq Ft
    • $168/SF
    • 26 Days On Market
    • 9 Beds
    • 4 Baths
    • Built 1900

    68 High St, Middletown, CT 06457

    Two family home rented until March 2026! Immediate investment opportunity! Large 2-unit home located within a few minutes of Wesleyan University and downtown Middletown! Tenants pay for their own heat and hot water too! Well maintained home that you'll be proud to add to your investment portfolio!

    Dawn Satagaj William Raveis Real Estate

    68 High St, Middletown, CT 06457

Showing Results 1 - 40, Page 1 of 18

Home Trends in Middletown, CT

Housing Trends

Median Sale Price
$240,000
Median Single Family Sale Price
$611,000
Median Townhouse Sale Price
$240,000
Median 2 Bedroom Sale Price
$240,000
Median 1 Bedroom Sale Price
$165,000
Average Price Per Sq Ft
$225
Number of Homes for Sale
5
Last 12 months Home Sales
216
Months of Supply
0.30
Median List Price
$249,900
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
10%
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