26

Middletown, CT Homes for Sale with Garage

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  • /33

    $409,900

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

    95 Training Hill Rd, Middletown, CT 06457

    Welcome to the perfect blend of comfort, style, and modern living! This beautifully renovated ranch-style home is tucked away in one of Middletown's most sought-after neighborhoods, offering 4 spacious bedrooms, 2 full bathrooms, and a layout designed for today's lifestyle. Step inside to a bright open-concept living area that flows effortlessly-ideal for gatherings, entertaining, or simply

    Agent Photo

    Guillermo Araujo

    Five Stars Realty

    (860) 467-8709

    95 Training Hill Rd, Middletown, CT 06457
  • /40

    $575,000

    • 3 Beds
    • 4 Baths
    • 3,853 Sq Ft

    301 Bell St, Middletown, CT 06457

    Take a 3D Tour or Enjoy a Video Walkthrough 24/7! This striking double A-Frame, with iconic Howard Johnson's orange steel roof shingles, is a one-of-a-kind architectural showplace and retreat set on 1.51 private acres surrounded by the 32-acre Highland Pond Preserve. The pond dam has been removed, returning it to its natural state of meadow and stream. Over $300,000 in thoughtful renovations have

    Agent Photo

    Gregory Hanner

    Garden Realty

    (860) 385-6067

    301 Bell St, Middletown, CT 06457
  • /17

    $549,900 New Construction

    • 2 Beds
    • 2 Baths
    • 1,430 Sq Ft

    137 Webster Ln Unit 2-42, Middletown, CT 06457

    Discover Carefree Living at Founders' Ridge - the Award-Winning 55+ Adult Community! Come experience the "MARTIN II," available for occupancy in 2026! Located in the highly sought-after Westfield section of Middletown, this beautiful 1,430 sq. ft. home has the convenience of single-floor living with top-of-the-line features and Elegant Design: Enjoy the sophistication of wood cabinetry with

    Phyllis Bysiewicz Berkshire Hathaway NE Prop.

    137 Webster Ln Unit 2-42, Middletown, CT 06457
  • /6

    $649,000 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,006 Sq Ft

    Lot 3 Coleman Rd, Middletown, CT 06457

    A functional layout in an ideal setting! This is a TO BE BUILT 2,006 sq ft home on a nice sized 2.12 acre lot. A traditional style house plan featuring an open concept Kitchen and Family Room space with hardwood flooring throughout the first floor. The Dining Room will have decorative picture frame molding creating a timeless feel. Relax and recharge in the large Primary Bedroom suite. Three

    Dori Degennaro William Raveis Real Estate

    Lot 3 Coleman Rd, Middletown, CT 06457
  • /26

    $300,000

    • 3 Beds
    • 1 Bath
    • 1,462 Sq Ft

    72 Glendale Ave, Middletown, CT 06457

    A fantastic opportunity to create your dream home! Bring your paint brush and ideas with a little updating, this house could truly shine. Structurally solid raised ranch located in a highly sought-after neighborhood. Features 3 bedrooms and 1 full bath, with a slider leading to a generously sized deck overlooking a beautiful, level yard-perfect for relaxing or entertaining. Lower level partially

    Jody Bonaiuto William Raveis Real Estate

    72 Glendale Ave, Middletown, CT 06457
  • /4

    $339,900

    • 4 Beds
    • 2 Baths
    • 1,704 Sq Ft

    42 Saybrook Rd, Middletown, CT 06457

    This is home is located convenient to Shopping center and route 9. First floor main bedroom with full bath Addition three bedrooms on the upper level and a full bath. Builtin hutch in the dinning area. Living room with fireplace. (never used) Hardwood floors under carpeting. Ramp A detached two car garage. Property to be sold in as is condition, Contingent upon probate approval

    Ramona B Gonzalez Berkshire Hathaway NE Prop.

    42 Saybrook Rd, Middletown, CT 06457
  • /38

    $476,000 Open Sun 11AM - 1PM

    • 3 Beds
    • 2 Baths
    • 1,510 Sq Ft

    281 Briarwood Ln, Middletown, CT 06457

    Beautifully Remodeled 281 Briarwood Lane awaits you, ideally located in the sought-after Hunt Club of Westfield in Middletown. From the moment you step inside, you're welcomed by tall cathedral ceilings, a central fireplace, and an open floor plan that creates a warm, inviting atmosphere-perfect for both everyday living and effortless entertaining. This remodeled 3-bedroom ranch features a

    Patrick Combs Dan Combs Real Estate

    281 Briarwood Ln, Middletown, CT 06457
  • /39

    $500,000

    • 5 Beds
    • 2.5 Baths
    • 2,908 Sq Ft

    183 Aston Ln, Middletown, CT 06457

    This is NOT A DRIVE-BY!!! What you see from the front is not what you will see inside!! As you enter through the side door, you will love the mudroom, for everyones shoes, coats, bag, etc. Then walk in to your large kitchen with vaulted ceilings! The front dining room with fireplace is off the kitchen perfect for gatherings. The sunken family room will WOW you with how much room there is! The

    Brittany O'Hara William Raveis Real Estate

    183 Aston Ln, Middletown, CT 06457
  • /24

    $229,000

    • 2 Beds
    • 1.5 Baths
    • 1,206 Sq Ft

    134 Trolley Crossing Ln, Middletown, CT 06457

    Popular Trolley Crossing! Located in Middletown's Westfield section, close to shopping, restaurants, Interstate 91, Route 9, and Route 15. This bright and sunny end unit offers spacious rooms, closet space, and luxury vinyl flooring in the kitchen and dining room. Primary bedroom has dual access to the main bath and terrific closet space. Don't forget: two-car garage too. Located close to the

    Joel Grossman Lamacchia Realty

    134 Trolley Crossing Ln, Middletown, CT 06457
  • /33

    $325,000

    • 4 Beds
    • 1.5 Baths
    • 2,005 Sq Ft

    175 Lincoln St, Middletown, CT 06457

    Timeless Colonial rich with historic charm, minutes from downtown Middletown, Wesleyan University & Middlesex Hospital, this home offers the perfect blend of convenience & character. Featuring 4 nice sized bedrooms, high ceilings, original woodwork & a warm inviting layout. The detached garage adds extra storage or workshop potential & the walk-up attic offers endless possibilities for expansion

    Michelle Mazzotta eXp Realty

    175 Lincoln St, Middletown, CT 06457
  • /22

    $629,900 New Construction

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

    145 Webster Ln Unit 2-41, Middletown, CT 06457

    Experience Carefree Living at Founders' Ridge - the Premier 55+ Award-Winning Community! Introducing our newest Model Home -the "KIRBY II", now available for early 2026 occupancy! Nestled in the highly desirable Westfield section of Middletown, this thoughtfully designed 1,555 sq. ft. single-level home offers both luxury and ease in one perfect package. Elegant Interior Features include stunning

    Phyllis Bysiewicz Berkshire Hathaway NE Prop.

    145 Webster Ln Unit 2-41, Middletown, CT 06457
  • /18

    $399,900

    • 6 Beds
    • 3 Baths
    • 2,640 Sq Ft

    24 Saint Johns St, Middletown, CT 06457

    Excellent investment or owner-occupant opportunity in the heart of Middletown! The property includes off-street parking and a low-maintenance exterior, ideal for both seasoned investors and first-time multi-family buyers. Conveniently located near downtown Middletown, Wesleyan University, shopping, dining, parks, and major highways, this property provides steady demand and long-term value. Don't

    Ronea Saunders ERA Hart Sargis-Breen

    24 Saint Johns St, Middletown, CT 06457
  • /29

    $434,900

    • 4 Beds
    • 2 Baths
    • 1,963 Sq Ft

    63 Millbrook Rd, Middletown, CT 06457

    Welcome home to rustic Connecticut charm paired with flexible living space and timeless character. You are greeted by a warm living area featuring exposed wood beams and a beautiful stone fireplace that anchors the space with cozy appeal. Just beyond, your kitchen offers an abundance of cabinetry, giving you ample storage and functionality for everyday living and entertaining. Step outside and

    Krystal Pulley Tier 1 Real Estate

    63 Millbrook Rd, Middletown, CT 06457
  • /7

    $574,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,761 Sq Ft

    4 Nathan Hale Rd, Middletown, CT 06457

    To be Built - The Nathan Hale Estates offer an exceptionally private and secluded setting, making it the perfect place for you and your family. Experience modern luxury in this stunning new construction colonial offering 3 bedrooms, 2.5 baths boasting 1,761 sq. ft. of beautifully designed living space. Ushering you from the covered front porch, the first floor features a gourmet chef's kitchen

    Jenna Talbot Coldwell Banker Realty

    4 Nathan Hale Rd, Middletown, CT 06457
  • /7

    $574,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,761 Sq Ft

    3 Nathan Hale Rd, Middletown, CT 06457

    To be Built - The Nathan Hale Estates offer an exceptionally private and secluded setting, making it the perfect place for you and your family. Experience modern luxury in this stunning new construction colonial offering 3 bedrooms, 2.5 baths boasting 1,761 sq. ft. of beautifully designed living space. Ushering you from the covered front porch, the first floor features a gourmet chef's kitchen

    Jenna Talbot Coldwell Banker Realty

    3 Nathan Hale Rd, Middletown, CT 06457
  • /5

    $499,900 New Construction

    • 3 Beds
    • 2 Baths
    • 1,500 Sq Ft

    5 Nathan Hale Rd, Middletown, CT 06457

    This 1,500 sq ft ranch-style home, built by Silvin Homes, offers thoughtfully designed one-level living with an open-concept layout ideal for everyday living and entertaining. The spacious living area flows seamlessly into the kitchen with a center island and ample cabinetry, creating a welcoming gathering space. The private primary suite features a custom full bath and walk-in closet and is set

    Jenna Talbot Coldwell Banker Realty

    5 Nathan Hale Rd, Middletown, CT 06457
  • /7

    $549,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,761 Sq Ft

    1 Nathan Hale Rd, Middletown, CT 06457

    To be Built - The Nathan Hale Estates offer an exceptionally private and secluded setting, making it the perfect place for you and your family. Experience modern luxury in this stunning new construction colonial offering 3 bedrooms, 2.5 baths boasting 1,761 sq. ft. of beautifully designed living space. Ushering you from the covered front porch, the first floor features a gourmet chef's kitchen

    Jenna Talbot Coldwell Banker Realty

    1 Nathan Hale Rd, Middletown, CT 06457
  • /12

    $225,000

    • 2 Beds
    • 1 Bath
    • 930 Sq Ft

    94 Cynthia Ln Unit D-5, Middletown, CT 06457

    Discover comfortable and convenient living in this well-kept 2-bedroom, 1-bath condo offering a functional layout across 930 sq ft. Perfect for entertaining family and friends-or simply enjoying peaceful days at home-this inviting space provides versatility for any lifestyle. Located just 10 minutes from Cromwell's shopping and dining and only 5 minutes from vibrant downtown Middletown, you'll

    LeAndra Trotman William Raveis Real Estate

    94 Cynthia Ln Unit D-5, Middletown, CT 06457
  • /17

    $279,000

    • 2 Beds
    • 2.5 Baths
    • 1,544 Sq Ft

    565 Newfield St Unit 34, Middletown, CT 06457

    There's something immediately comforting about a home that gives you room to breathe-and this spacious condo does exactly that. With a thoughtfully designed floor plan and generous living spaces, it feels welcoming from the moment you step inside. The living room is warm and inviting, centered around a gas fireplace that sets the tone for quiet evenings, movie nights, or gathering with friends.

    Debbie Huscher Real Broker CT, LLC

    565 Newfield St Unit 34, Middletown, CT 06457
  • /39

    $259,900

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

    182 Rising Trail Dr Unit 182, Middletown, CT 06457

    Move right into this beautifully refreshed 3-bedroom, 1.5-bath condominium offering 1,232 sq. ft. of bright, comfortable living space. Freshly repainted throughout, the home delivers a clean, modern feel with an efficient layout designed for everyday living. The inviting living area features a central fireplace, creating a warm and welcoming atmosphere year-round. This unit also includes a 1-car

    Jacek Mikolajczyk Berkshire Hathaway NE Prop.

    182 Rising Trail Dr Unit 182, Middletown, CT 06457
  • /36

    $559,000

    • 3 Beds
    • 2.5 Baths
    • 2,579 Sq Ft

    672 Laurel Grove Rd, Middletown, CT 06457

    This charming, well cared for colonial is the perfect place to create memories. A rare find, home is built in 2006 and it only had 1 person living there. This home boasts 4 bedrooms, master has an ensuite, 2.5 baths, laundry upstairs, full dining room and front to back living room for all your gatherings. A full basement and a 2 car garage provide ample storage and room to grow. This home is move

    Joseph Ercolani William Raveis Real Estate

    672 Laurel Grove Rd, Middletown, CT 06457
  • /7

    $574,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,761 Sq Ft

    2 Nathan Hale Rd, Middletown, CT 06457

    To be Built - The Nathan Hale Estates offer an exceptionally private and secluded setting, making it the perfect place for you and your family. Experience modern luxury in this stunning new construction colonial offering 3 bedrooms, 2.5 baths boasting 1,761 sq. ft. of beautifully designed living space. Ushering you from the covered front porch, the first floor features a gourmet chef's kitchen

    Jenna Talbot Coldwell Banker Realty

    2 Nathan Hale Rd, Middletown, CT 06457
  • /2

    $549,900 Coming Soon

    • 2 Beds
    • 2.5 Baths
    • 2,054 Sq Ft

    60 Sonoma Ln, Middletown, CT 06457

    Fantastic Sonoma Woods single detached home in 55+ community. Best services for monthly fees around - includes structure, roof, windows, power washing, grounds maintenance, snow removal, exterior insurance, clubhouse & so much more! This stunning home will impress from the exterior architectural detailing, quality brick facade with key-stones in windows & multiple gabled roof lines. Amazing

    Mark Toledo Berkshire Hathaway NE Prop.

    60 Sonoma Ln, Middletown, CT 06457
  • /2

    $409,100

    • 3 Beds
    • 2 Baths
    • 1,934 Sq Ft

    5 Lorraine Terrace, Middletown, CT 06457

    REO Occupied - NO ACCESS OR VIEWINGS of this property - no interior photos. Please DO NOT DISTURB the occupant. Built in 2000, this two story home offers approximately 1934 finished square feet, three bedrooms and two full baths, fireplace, covered front porch, fully finished basement and attached one car garage. This home sits on an approximate 11326 sqft lot. "As is" cash only sale with no

    Sherry Price Realhome Services & Solutions

    5 Lorraine Terrace, Middletown, CT 06457
  • /34

    $525,000

    • 3 Beds
    • 3.5 Baths
    • 3,576 Sq Ft

    208 Highmeadow Ln, Middletown, CT 06457

    A rare find in South Farms! This spacious Colonial showcases a cathedral-ceiling entryway, 3 bedrooms, and 3.5 baths. The standout primary suite features a walk-in closet and a full-size jacuzzi. With two living areas, a dining room, laundry room, and a versatile bonus room downstairs for a bedroom, office, or playroom, this home offers both flexibility and flow. A full basement and 2-car garage

    Danielle Spada Coldwell Banker Realty

    208 Highmeadow Ln, Middletown, CT 06457
  • /22

    $414,900

    • 2 Beds
    • 1.5 Baths
    • 1,090 Sq Ft

    82 Westfield Terrace, Middletown, CT 06457

    This tastefully updated ranch offers 2 Bedrooms plus separate office/sunroom and NEW Mudroom/ laundry all on one level in the desirable Westfield section of Middletown. Enjoy a crisp white kitchen and rich hardwood floors. A bright great room with a defined dining area creates a warm space for hosting family and friends. On just over half an acre of beautiful grounds, this home blends comfort,

    Phyllis Bysiewicz Berkshire Hathaway NE Prop.

    82 Westfield Terrace, Middletown, CT 06457

Home Trends in Middletown, CT

Housing Trends

Median Sale Price
$335,000
Median Single Family Sale Price
$407,500
Median Townhouse Sale Price
$245,000
Median 2 Bedroom Sale Price
$225,000
Median 1 Bedroom Sale Price
$169,000
Average Price Per Sq Ft
$243
Number of Homes for Sale
27
Last 12 months Home Sales
370
Months of Supply
0.90
Median List Price
$329,900
Median Change From 1st List Price
-1%
Median Home Sale Price YoY Change
4%
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