16,595

Middletown, CT Homes

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  • 226 Old Mill Rd, Middletown, CT 06457

    $675,000 Sold Jun 30, 2025

    • 3,576 Sq Ft
    • $189/SF
    • 24 Days On Market
    • 6 Beds
    • 3.5 Baths
    • Built 1927

    226 Old Mill Rd, Middletown, CT 06457

    Nestled in the heart of Middletown, CT stands a house of remarkable architectural note, originally commissioned by J. Phelps Ingersoll in 1927. Inside, the residence retains much of its original details. Each of its owners have cared for it with sensitively and grace. Every corner of this special home tells a story of a bygone era; the current owner has cast a discerning eye towards appropriate

    Jackie Williams Sterling REALTORS

    226 Old Mill Rd, Middletown, CT 06457
  • 310 Newfield St, Middletown, CT 06457

    $360,000 Sold Jun 30, 2025

    • 1,404 Sq Ft
    • $256/SF
    • 76 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1956

    310 Newfield St, Middletown, CT 06457

    MOVE-IN ready 3-bedroom & 2 bathroom home just minutes from Wesleyan University. Main floor ADDITIONAL ROOM of 312 SQFT perfect for a den, family room or home office with its own entry way. New flooring throughout the whole house adds to a beautiful modern flow. Updated kitchen with new stainless-steel appliances, granite countertop, Lazy-Susan corner cabinets and custom open shelving. Both

    Jackie Espinoza Eagle Eye Realty PLLC

    310 Newfield St, Middletown, CT 06457
  • 61 Navadon Pkwy, Middletown, CT 06457

    $365,000 Sold Jun 28, 2025

    • 1,382 Sq Ft
    • $264/SF
    • 7 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1959

    61 Navadon Pkwy, Middletown, CT 06457

    ***HIGHEST & BEST BY TUES, JUNE 3RD AT 9:00PM*** Charming Cape at the end of a peaceful Cul-de-Sac in a friendly community setting & Move-In Ready! Fully remodeled just five years ago, this home combines updated style with dependable comfort, making it a perfect choice for buyers looking to be located in a desirable, low-traffic neighborhood Convenient to a wide variety of dining, shopping, and

    Donna Lynn Naeher BHGRE Gaetano Marra Homes

    61 Navadon Pkwy, Middletown, CT 06457
  • 57 Harvard Ct, Middletown, CT 06457

    $590,000 Sold Jun 27, 2025

    • 2,912 Sq Ft
    • $203/SF
    • 5 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1989

    57 Harvard Ct, Middletown, CT 06457

    "SELLER HAS RECEIVED MULTIPLE OFFERS. ALL OFFERS MUST BE SUBMITTED BY MONDAY, JUNE 9, BY 3 PM. "Situated at the end of a Peaceful cul-de-sac close to the Durham line, this exquisite and meticulously renovated Colonial offers 4 bedrooms,2.5 baths, and over 2,900 square feet of luxurious living space.From the moment you enter, you'll be captivated by the sun-filled, open-concept layout and the

    Bruce Bayles William Raveis Real Estate

    57 Harvard Ct, Middletown, CT 06457
  • 111 Dekoven Dr Unit 506, Middletown, CT 06457

    $168,000 Sold Jun 27, 2025

    • 1,041 Sq Ft
    • $161/SF
    • 16 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1989

    111 Dekoven Dr Unit 506, Middletown, CT 06457

    Welcome to River's Edge, a beautiful 2/2 condo with Downtown views in a prime Downtown location! This inviting one level unit features a bright and open concept main area with living room, kitchen and dining. The kitchen is well equipped and has a cozy breakfast nook. Dining, Kitchen and Hall have wood floors and Living Room provides immediate access to the private balcony with views of the City

    Pauline Webb William Raveis Real Estate

    111 Dekoven Dr Unit 506, Middletown, CT 06457
  • 222 Maple Shade Rd, Middletown, CT 06457

    $505,000 Sold Jun 27, 2025

    • 1,812 Sq Ft
    • $279/SF
    • 6 Days On Market
    • 3 Beds
    • 4 Baths
    • Built 1969

    222 Maple Shade Rd, Middletown, CT 06457

    WOW! Run - do not walk to see this amazing abode. This gem sits on beautiful lot wi/gorgeous gardens surrounded by mature trees offering privacy. Oversized shed accommodates ride-on mower & room for your garden tools. Home sits directly across from Reynolds Farm, affording park-like setting. Step into this amazing space & you enjoy the oversized vaulted great room w/floor-to-ceiling windows,

    Mark Toledo Berkshire Hathaway NE Prop.

    222 Maple Shade Rd, Middletown, CT 06457
  • 2 Cottage St, Middletown, CT 06457

    $320,000 Sold Jun 27, 2025

    • 1,452 Sq Ft
    • $220/SF
    • 41 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1909

    2 Cottage St, Middletown, CT 06457

    Charming Colonial in the Heart of Middletown - Welcome to this beautifully maintained 3-bedroom, 1-bathroom Colonial, ideally located just steps from downtown Middletown! Offering timeless character, thoughtful upgrades, and unbeatable walkability, this home is the perfect blend of historic charm and modern convenience. Step into a cozy living room that flows seamlessly into the dining room and

    Rebecca Makas KW Legacy Partners

    2 Cottage St, Middletown, CT 06457
  • 80 Prospect St, Middletown, CT 06457

    $280,000 Sold Jun 27, 2025

    • 1,204 Sq Ft
    • $233/SF
    • 72 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1900

    80 Prospect St, Middletown, CT 06457

    Discover a fantastic opportunity at 80 Prospect Street! This beautifully remodeled 2-family home in the heart of Middletown boasts newer mechanicals and brand-new appliances in both units, perfect for comfortable living or rental income. The 3-car garage is great for storage or the car enthusiast, and yet the home still has ample off-street parking. The second floor unit has a partially finished

    Paul Magliochetti Coldwell Banker Realty

    80 Prospect St, Middletown, CT 06457
  • 155 Dorothy Dr, Middletown, CT 06457

    $320,000 Sold Jun 27, 2025

    • 960 Sq Ft
    • $333/SF
    • 114 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1967

    155 Dorothy Dr, Middletown, CT 06457

    Welcome to this charming 3-bedroom, 2-bathroom ranch home offering 960 sq. ft. of main-level living space plus a full basement for added versatility. Nestled on a dead-end road in the center of South Farms district of Middletown, this home provides plenty of outdoor space, including a semi-private backyard and new deck - perfect for relaxation and entertaining! Inside, the inviting living room

    Devon Taylor Assael Dave Jones Realty, LLC

    155 Dorothy Dr, Middletown, CT 06457
  • 0 Arbutus St Unit 24075922, Middletown, CT 06457

    $250,000 Sold Jun 27, 2025

    • Land
    • 21.6 Acres
    • $11,574 per Acre
    • 18 Days On Market

    0 Arbutus St Unit 24075922, Middletown, CT 06457

    What would it mean to own a piece of untouched nature-where every tree, every quiet moment, and every breath of fresh air belongs to you? This 21.6-acre wooded lot in Middletown's sought-after South Farms area offers the rare chance to build not just a home, but a sanctuary. Surrounded by the beauty and serenity of nature, this property is a blank canvas for your imagination. Picture a custom

    Debbie Huscher Real Broker CT, LLC

    0 Arbutus St Unit 24075922, Middletown, CT 06457
  • 138 Rising Trail Dr, Middletown, CT 06457

    $195,000 Sold Jun 24, 2025

    • 1,680 Sq Ft
    • $116/SF
    • 40 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1976

    138 Rising Trail Dr, Middletown, CT 06457

    Welcome to 138 Rising Trail! Step inside this 4 level unit. The main level features a fully appliance kitchen, dining room and a sunken living room with an abundance of natural lighting along with a guest bathroom. The 2nd floor you will find 2 bedrooms, a full bathroom and the convenience of laundry, the 3rd floor is an additional bedroom along with extra space that is perfect for storage, gym

    Heather Fitzgerald YellowBrick Real Estate LLC

    138 Rising Trail Dr, Middletown, CT 06457
  • 6 Countryside Ln Unit 1, Middletown, CT 06457

    $250,000 Sold Jun 23, 2025

    • 1,132 Sq Ft
    • $221/SF
    • 4 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1987

    6 Countryside Ln Unit 1, Middletown, CT 06457

    End unit in a quiet complex! This complex offers privacy and convenience with quick access to Rt 9 and Rt 17. On the main floor you will find a large living/dining room combo, a half bath on your way to the kitchen with newer stainless steel appliances. Upstairs you will find two generously sized bedrooms with plenty of closet space and a full bath. Bonus space in the finished basement with

    Jill Bright Putnam Agency Real Estate LLC

    6 Countryside Ln Unit 1, Middletown, CT 06457
  • 50 Andrew St, Middletown, CT 06457

    $350,000 Sold Jun 23, 2025

    • 2,038 Sq Ft
    • $172/SF
    • 15 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1988

    50 Andrew St, Middletown, CT 06457

    Deceiving is one way to describe this three bedroom, two bath Cape that offers a blend of living and functional separation ideal for multi-generational living. Or live in the main dwelling and rent out the one bedroom, one bath, in-law apartment in the basement. The second floor and living room were recently updated with new paint and carpeting. Second floor bathroom has been totally renovated.

    Colin Taylor Executive Real Estate Inc.

    50 Andrew St, Middletown, CT 06457
  • 2 Butternut Knolls Unit 2, Middletown, CT 06457

    $243,700 Sold Jun 23, 2025

    • 1,306 Sq Ft
    • $187/SF
    • 30 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1989

    2 Butternut Knolls Unit 2, Middletown, CT 06457

    Rarely available Townhouse style condo in Butternut Knoll with fantastic location near Wesleyan and vibrant Downtown! This bright and sunny unit features nicely sized bedrooms with high ceilings and double closets, skylight, private patio, central heat and air plus garage parking. The main floor includes a roomy living area with bay window and breakfast bar. The kitchen includes a dining area

    Pauline Webb William Raveis Real Estate

    2 Butternut Knolls Unit 2, Middletown, CT 06457
  • 36 Mcgrath Dr, Middletown, CT 06457

    $570,000 Sold Jun 23, 2025

    • 3,756 Sq Ft
    • $152/SF
    • 46 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1988

    36 Mcgrath Dr, Middletown, CT 06457

    Welcome to your dream home! This spacious Colonial offers the perfect blend of comfort, style, and convenience. Inside, you'll find a thoughtfully designed layout ideal for both entertaining and everyday living. The main floor features a bright, eat-in kitchen, a formal dining room for special occasions, a cozy living room, a welcoming family room, and a private office - all complemented by a

    Tom Derick Executive Real Estate Inc.

    36 Mcgrath Dr, Middletown, CT 06457
  • 31 Sherman Lee Dr, Middletown, CT 06457

    $502,500 Sold Jun 20, 2025

    • 2,064 Sq Ft
    • $243/SF
    • 3 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1999

    31 Sherman Lee Dr, Middletown, CT 06457

    Welcome to this beautifully updated 3-bedroom, 2.5-bath home nestled on a peaceful cul-de-sac in one of Middletown's most desirable neighborhoods. Move-in ready, this home blends style, space, and comfort with standout features inside and out. Step inside to find newly installed hardwood floors flowing throughout a bright, inviting interior. The heart of the home is a stunning renovated kitchen,

    Matt Donafrio GRL & Realtors, LLC

    31 Sherman Lee Dr, Middletown, CT 06457
  • 234 S Main St Unit 303, Middletown, CT 06457

    $219,000 Sold Jun 20, 2025

    • 1,147 Sq Ft
    • $191/SF
    • 49 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1987

    234 S Main St Unit 303, Middletown, CT 06457

    Let me know your thoughts! Welcome to 234 S Main St, Unit 303-a charming 2-bedroom, 2-bath condo in a beautifully maintained building that's proudly listed on the National Register of Historic Places. With exposed brick, massive timber beams, and unique plank ceilings, this 120-year-old treasure blends timeless character with modern comfort. Inside, you'll find 1,147 sq ft of easy, one-level

    Devon Taylor Assael Dave Jones Realty, LLC

    234 S Main St Unit 303, Middletown, CT 06457
  • 34 Watch Hill Dr, Middletown, CT 06457

    $692,000 Sold Jun 20, 2025

    • 4,382 Sq Ft
    • $158/SF
    • 91 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2000

    34 Watch Hill Dr, Middletown, CT 06457

    Set high on Watch Hill, this stunning 3-4 bedroom, 2.5-bath Colonial offers breathtaking views and over 4,382 SqFt of living space on a 1.04-acre lot. The main level features gorgeous hardwood floors, a formal dining room, and a spacious living room with a cozy wood-burning fireplace. The chef's kitchen is a dream, with granite countertops, stainless steel appliances, a wall oven, a glass

    Joe Cafasso mygoodagent

    34 Watch Hill Dr, Middletown, CT 06457
  • 233 Barbara Rd, Middletown, CT 06457

    $350,000 Sold Jun 20, 2025

    • 1,959 Sq Ft
    • $179/SF
    • 149 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1930

    233 Barbara Rd, Middletown, CT 06457

    Tudor-Style Home simply oozing with charm in Middletown, CT! Step into timeless elegance with this vintage 1930 built home that offers an abundance of charm, space, and unique features. Nestled in a cute Middletown neighborhood, this residence is the perfect blend of classic details and modern conveniences. Key Features: Expansive Family Room with soaring cathedral ceilings and wood floors create

    Lisa McCarthy Coldwell Banker Realty

    233 Barbara Rd, Middletown, CT 06457
  • 92 Cynthia Ln Unit B6, Middletown, CT 06457

    $255,000 Sold Jun 17, 2025

    • 1,260 Sq Ft
    • $202/SF
    • 22 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1977

    92 Cynthia Ln Unit B6, Middletown, CT 06457

    Welcome to this beautifully maintained 3-bedroom, 1.5-bathroom end unit condo offering 1,260 square feet of comfortable living space. Freshly painted throughout, this bright and airy home is move-in ready! The spacious living and dining areas are perfect for entertaining or relaxing, with plenty of natural light flowing through large windows. The kitchen offers ample cabinet space and a

    EMILY Milano Kings of the House LLC

    92 Cynthia Ln Unit B6, Middletown, CT 06457

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