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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
  • /33

    $345,000

    • 3 Beds
    • 2 Baths
    • 1,053 Sq Ft

    233 Oak Ridge Dr, Middletown, CT 06457

    Enjoy a complete Video Walkthrough OR take a Self-Guided 3D Tour 24/7! This move-in-ready 3 Bedroom, 2 Bath Ranch sits on a quiet cul-de-sac in a desirable neighborhood setting. The home features a 0.46-acre lot with a fully fenced backyard, a 24' x 24' oversized detached 2-car garage, maintenance-free vinyl siding, and a 30' x 15' patio with a fire pit, perfect for gatherings. The roof's

    Agent Photo

    Gregory Hanner

    Garden Realty

    (860) 792-5746

    233 Oak Ridge Dr, Middletown, CT 06457
  • /40

    $585,000

    • 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) 689-1459

    301 Bell St, Middletown, CT 06457
  • /32

    $524,900

    • 4 Beds
    • 2.5 Baths
    • 3,105 Sq Ft

    17 Flynn Ln, Middletown, CT 06457

    ***Location, Location, Location*** This stunning Westfield Colonial is nestled within a picturesque enclave of homes, set on a serene 1.1-acre Currier & Ives private lot. The moment you step inside, you'll be greeted by an impressive two-story foyer featuring dramatic open railings. You will enter into spacious rooms and an inviting open floor plan. The generous center formal dining room flows

    Mark Toledo Berkshire Hathaway NE Prop.

    17 Flynn Ln, Middletown, CT 06457
  • /33

    $529,900

    • 3 Beds
    • 2.5 Baths
    • 2,146 Sq Ft

    79 Brechlin Dr, Middletown, CT 06457

    Welcome home to 79 Brechlin Drive, a beautifully updated 2,146 sq ft Colonial situated on a desirable corner lot in the sought-after Westfield Hills Subdivision of Middletown. This 3 bedroom 2.5 bath 2,146 sq ft home sits on a desirable corner lot and features a recently remodeled kitchen, a spacious living room with cathedral ceilings and a wood-burning fireplace, and a large primary suite with

    Sally Annino Berkshire Hathaway NE Prop.

    79 Brechlin Dr, 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
  • /31

    $222,900

    • 3 Beds
    • 1.5 Baths
    • 1,120 Sq Ft

    14 Rising Trail Dr, Middletown, CT 06457

    Welcome to 14 Rising Trail Dr in Middletown! This beautifully updated townhouse is truly move-in ready, featuring fresh paint throughout, brand-new flooring, and a stylishly updated bathroom. The bright and open layout offers comfortable living spaces, perfect for both everyday living and entertaining. Located in a convenient area close to shopping, dining, parks, and major commuter routes, this

    Timothy Faucher eXp Realty

    14 Rising Trail Dr, Middletown, CT 06457
  • /31

    $375,000

    • 3 Beds
    • 1.5 Baths
    • 1,132 Sq Ft

    52 Cimarron Rd, Middletown, CT 06457

    52 Cimarron Road, a lovely raised ranch offering three bedrooms and one and a half bathrooms. Hardwood floors flow through the living spaces, and a fireplace is the heart of the living room. The kitchen is fully equipped and flows nicely to the dining and living areas, making everyday routines and gatherings comfortable. The lower level adds additional living space, a laundry room, and storage.

    Heidi Matusik Lamacchia Realty

    52 Cimarron Rd, Middletown, CT 06457
  • /26

    $229,900

    • 2 Beds
    • 1.5 Baths
    • 1,220 Sq Ft

    3 Trolley Crossing Ln, Middletown, CT 06457

    Enjoy the benefit of the fully paid off special assessment valued at $15,000 for new roofing, siding, and paving at 3 Trolley Crossing Lane - a just renovated, move-in ready townhome offering three levels of comfortable, modern living. Step inside to find fresh paint, brand-new carpet, and new tile flooring that give the home a clean, contemporary feel. The completely renovated kitchen stands out

    Linda Muraski Century 21 Classic Homes

    3 Trolley Crossing Ln, Middletown, CT 06457
  • /40

    $834,900

    • 4 Beds
    • 5 Baths
    • 5,282 Sq Ft

    81 Aresco Dr, Middletown, CT 06457

    Welcome to this exceptional custom-built home offering the perfect blend of luxury, comfort, and functionality. Featuring 5+ bedrooms and five full and one half baths, this beautifully designed residence showcases a gourmet kitchen with top-of-the-line appliances and elegant finishes, flowing seamlessly into a dramatic two-story great room with a stunning fireplace. The first-floor primary suite

    Carl Chisem Jr. William Raveis Real Estate

    81 Aresco Dr, Middletown, CT 06457
  • /21

    $318,000

    • 3 Beds
    • 1.5 Baths
    • 1,340 Sq Ft

    146 Liberty St, Middletown, CT 06457

    Renovated in 2023, this charming 3-bedroom, 1.5-bath home combines modern updates with timeless character. A large, bright screened-in 3-season front porch welcomes you. Step inside to an open floor plan featuring a quartz kitchen with stainless steel appliances, a spacious dining island, and two convenient access points - one from the front porch and another through a bright mudroom leading to

    Mike Sangapore eXp Realty

    146 Liberty St, Middletown, CT 06457
  • /4

    $339,900

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

    42 Saybrook Rd, Middletown, CT 06457

    Property to be sold in "as is" condition Contingent upon probate approval. This is home is located convenient to Shopping center and 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.

    Ramona B Gonzalez Berkshire Hathaway NE Prop.

    42 Saybrook Rd, Middletown, CT 06457
  • /30

    $285,000 Open Sun 12PM - 2PM

    • 3 Beds
    • 1 Bath
    • 1,210 Sq Ft

    20 Prospect St, Middletown, CT 06457

    Charming Ranch in the Heart of Middletown. Welcome to this inviting 3-bedroom, 1-bath ranch-style home perfectly situated in the heart of Middletown! Enjoy the convenience of being within walking distance to downtown's exceptional restaurants, shops, and activities-everything the city has to offer is right at your doorstep. Step inside to find a spacious eat-in kitchen with plenty of cabinetry

    Jody Bonaiuto William Raveis Real Estate

    20 Prospect St, Middletown, CT 06457
  • /35

    $624,900

    • 4 Beds
    • 2.5 Baths
    • 2,285 Sq Ft

    10 Talias Trail, Middletown, CT 06457

    WOW...CHECK OUT THIS NEW PRICE!!! Welcome home to 10 Talias Trail....there is still plenty of time to add this home to your wish list! Unwrap the perfect present in this 4 bedroom 2.5 bath custom-built Colonial. Nestled on a quiet cul-de-sac, this lovely home is just waiting to start a new story. The bright open floor plan has hardwood floors, 9 ft ceilings and custom touches thru out the home.

    Mary Gurrieri RE/MAX Right Choice

    10 Talias Trail, Middletown, CT 06457
  • /31

    $389,900

    • 3 Beds
    • 2 Baths
    • 1,366 Sq Ft

    50 Garfield Ave, Middletown, CT 06457

    Welcome Home, Fall in love and move in for the holidays. Stunning 3 bedroom~2 full bath Cape Cod completely remodeled from exterior to interior. This is what you have been searching for. A beautiful custom home with great curb appeal on .17 acre yard, with a stunning stone patio, front walkway and a new privacy fencing. Located close to schools, shopping & major highways it is priced right for

    Jackie Williams Sterling REALTORS

    50 Garfield Ave, 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

    $619,900 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
  • /32

    $314,900 Open Sun 12PM - 2PM

    • 2 Beds
    • 1 Bath
    • 1,154 Sq Ft

    237 Boston Rd, Middletown, CT 06457

    Fall in love with this charming, well-maintained Cape home with attached garage located at 237 Boston Road in Middletown! Step inside to a spacious and welcoming living room featuring beautiful hardwood floors, a cozy fireplace, and an efficient pellet stove - perfect for New England seasons. The main level continues into a bright dining area and kitchen equipped with solid-wood cabinetry,

    Giulia Terese Hagel & Assoc. Real Estate

    237 Boston Rd, Middletown, CT 06457
  • /22

    $329,900

    • 5 Beds
    • 2 Baths
    • 2,052 Sq Ft

    27 Barbara Rd, Middletown, CT 06457

    Calling all investors! Duplex located in residential neighborhood with tenants already in place! Two side by side units, both townhouse style. Detached garage and ample yard space makes this a unique and appealing piece of property. Many recent updates in both units, including new flooring & partial roof repair completed in 2025. Both units have enclosed porches in the front and back of house.

    Karen Kesten William Raveis Real Estate

    27 Barbara Rd, Middletown, CT 06457
  • /34

    $338,900

    • 3 Beds
    • 2 Baths
    • 1,898 Sq Ft

    18 Phedon Pkwy, Middletown, CT 06457

    Beautiful Spacious Custom Built ONE Owner Home in Desirable Neighborhood. Unigue Cobblestone Exterior. When entering from the front door you're met with a beautiful staircase and a large living room with wood burning fireplace. Many windows provide tons of natural light. To your right is a formal dining room that has held large crowds for the holiday feasts. Main level has a full updated bath as

    Robin Rios Berkshire Hathaway NE Prop.

    18 Phedon Pkwy, 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
  • /32

    $364,900 Open Sun 2PM - 4:30PM

    • 3 Beds
    • 2 Baths
    • 2,052 Sq Ft

    160 Boston Rd, Middletown, CT 06457

    Step into timeless New England charm with this beautifully updated historic colonial farmhouse that perfectly blends classic character with modern comfort. Every corner of this home reflects care and craftsmanship, with thoughtful improvements that make it both beautiful and reliable for years to come. The property features a freshly updated exterior, structural enhancements, a newer roof (2024

    Emily Braman Berkshire Hathaway NE Prop.

    160 Boston 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
  • /27

    $369,900

    • 3 Beds
    • 2 Baths
    • 1,262 Sq Ft

    491 Long Hill Rd, Middletown, CT 06457

    Welcome home to this beautifully maintained Raised Ranch offering the perfect blend of comfort, style, and functionality. The main level features a sun-filled, open-concept living and dining area with gleaming hardwood floors throughout. Host your gatherings in the well-appointed dining room accented with classic chair rail and shadow box trim. The working kitchen offers refreshed lower cabinets,

    Kristin Daly-Murphy Calcagni Real Estate

    491 Long Hill 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 Open Sun 12PM - 2PM

    • 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
  • /15

    $299,900

    • 3 Beds
    • 1 Bath
    • 1,974 Sq Ft

    347 Farm Hill Rd, Middletown, CT 06457

    This charming brick ranch offers so much potential! The spacious, sun-filled living room features hardwood floors and a cozy fireplace. The open kitchen and dining area provide an ideal layout for everyday living and entertaining. Just off the kitchen is a small bonus room-perfect for a future walk-in pantry or mudroom. Upstairs, you'll find three comfortable bedrooms and a full bath. The lower

    Lisa Sader-Goede Aspen Realty Group

    347 Farm Hill 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

    $453,200

    • 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
  • /39

    $324,000

    • 2 Beds
    • 1 Bath
    • 960 Sq Ft

    91 Highview Terrace, Middletown, CT 06457

    This beautifully updated Ranch offers the ease of single-level living and wonderful privacy at the end of a quiet cul-de-sac, bordered by 275 acres of protected wooded land. The peaceful setting creates an immediate sense of calm. Inside, the main level feels bright and inviting with an open layout and hardwood floors flowing through the living and dining areas-ideal for everyday living or

    Angela Smeriglio William Raveis Real Estate

    91 Highview Terrace, Middletown, CT 06457
  • /20

    $279,999

    • 4 Beds
    • 1.5 Baths
    • 1,415 Sq Ft

    10 Silver St, Middletown, CT 06457

    Be Home for the Holidays! A fresh new chapter begins at 10 Silver Street, where a brand-new kitchen renovation transforms the heart of this Middletown home. The modern, new design features crisp white cabinetry, soft-close drawers, granite counters with rich natural veining, stainless-steel appliances, matte black fixtures, and a sleek tile backsplash-creating a space that's both functional and

    Sacha Armstrong William Pitt Sotheby's International Realty

    10 Silver St, 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

Home Trends in Middletown, CT

Housing Trends

Median Sale Price
$340,000
Median Single Family Sale Price
$405,000
Median Townhouse Sale Price
$240,000
Median 2 Bedroom Sale Price
$227,000
Median 1 Bedroom Sale Price
$175,000
Average Price Per Sq Ft
$242
Number of Homes for Sale
32
Last 12 months Home Sales
354
Months of Supply
1.10
Median List Price
$337,000
Median Change From 1st List Price
-1%
Median Home Sale Price YoY Change
7%
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