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Middletown, CT Homes for Sale with Garage

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  • /11

    $393,000

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

    63 Millbrook Rd, Middletown, CT 06457

    Welcome to this inviting contemporary-style single-family home offering 3 bedrooms, 2 full bathrooms, and approximately 1,963 square feet of living space. Situated on a level .45-acre lot, this well-maintained 1975 home offers comfortable living spaces, desirable updates, and exceptional versatility. The spacious living room features a striking cathedral ceiling, creating an open and airy

    rob link Sterling REALTORS

    63 Millbrook Rd, Middletown, CT 06457
  • /34

    $1,300,000

    • 12 Beds
    • 8 Baths
    • 9,890 Sq Ft

    13 Portland St, Middletown, CT 06457

    Unique mixed-use opportunity in Middletown offering strong cash flow and flexible ownership potential. Property consists of a fully occupied 4-family, a fully occupied 2-family, and two 1,600 SF commercial garage/workshop spaces all situated on one lot with views of the Connecticut River and Arrigoni Bridge. One commercial space is leased, while the second vacant garage offers ideal owner-user

    Sacha Armstrong William Pitt Sotheby's International Realty

    13 Portland St, Middletown, CT 06457
  • /35

    $425,000

    • 4 Beds
    • 2 Baths
    • 1,352 Sq Ft

    104 Bell St, Middletown, CT 06457

    Welcome to 104 Bell Street - a rare find on 2.6 private acres in the heart of Middletown. This 4-bedroom, 2 full bath home offers a truly unique setting where you drive down a long, secluded driveway and cross a bridge over Sawmill Brook to arrive at your own private oasis. Fully updated throughout, this home features a renovated kitchen, updated bathrooms, new flooring, new 200-amp electrical

    Warren Juall HOMESELL

    104 Bell St, Middletown, CT 06457
  • /17

    $589,900

    New Construction $40K PRICE INCREASE
    • 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," Under CONSTRUCTION! Now with many new UPGRADES - available for occupancy in early 2027 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:

    Phyllis Bysiewicz Berkshire Hathaway NE Prop.

    137 Webster Ln Unit 2-42, Middletown, CT 06457
  • /40

    $465,000

    New Construction Open Sat 10AM - 12PM
    • 2 Beds
    • 2.5 Baths
    • 1,525 Sq Ft

    61 West St Unit 15, Middletown, CT 06457

    Experience elevated living in this brand-new luxury townhome, thoughtfully designed with quality craftmanship, modern finishes, and an open concept layout ideal for everyday living and entertaining. This is a spacious 2 bedroom 2.5 bath home. The chef-inspired kitchen showcases GE stainless steel appliances, white shaker cabinetry, premium quartz countertops, sleek black hardware, and

    Milena Mineri Social & Co Realty

    61 West St Unit 15, Middletown, CT 06457
  • /40

    $499,900

    • 3 Beds
    • 2.5 Baths
    • 1,699 Sq Ft

    69 Ledgebrook Ln, Middletown, CT 06457

    Welcome home to this beautifully maintained Contemporary Colonial, perfectly situated on a peaceful cul-de-sac in a desirable neighborhood. Offering the ideal blend of style, comfort, and functionality, this home features 2.5 baths, efficient natural gas heat, newer central air, vinyl siding, and 200-amp electrical service for added peace of mind. The remodeled kitchen is the heart of the home,

    Michelle Pirruccio Carl Guild & Associates

    69 Ledgebrook Ln, Middletown, CT 06457
  • /21

    $264,900

    Open Sun 12PM - 2PM
    • 2 Beds
    • 1.5 Baths
    • 1,223 Sq Ft

    675 Newfield St Unit 9, Middletown, CT 06457

    Lovely 2-bed townhouse in a quiet complex near shopping, coffee, restaurants and the high school. You'll enjoy a peaceful spot to sip your coffee on the upgraded trex deck & with a view of the woods. Heat pump is under 10yrs, CAIR, Low HOA cost includes trash and snow removal. Finish the basement for even more space. This is the perfect place to start out. Some upgrades will make this home shine,

    Allison Hughes William Raveis Real Estate

    675 Newfield St Unit 9, Middletown, CT 06457
  • /38

    $569,900

    • 3 Beds
    • 2.5 Baths
    • 2,797 Sq Ft

    897 East St, Middletown, CT 06457

    Beautifully updated Saltbox Colonial in Middletown's Westfield neighborhood! This 3-bedroom, 2.5-bath home offers a spacious, open floor plan with the perfect balance of classic charm and modern updates. The updated kitchen featuring granite countertops, stainless steel appliances, and a bright eat-in dining area with cathedral ceilings and a slider leading to the expansive deck-ideal for indoor

    LaurieAnn Hansen Coldwell Banker Realty

    897 East St, Middletown, CT 06457
  • /40

    $539,999

    • 3 Beds
    • 2.5 Baths
    • 1,604 Sq Ft

    1512 Country Club Rd, Middletown, CT 06457

    Welcome to this beautifully updated 3-bedroom Contemporary- ranch style home, privately set on a lush .92-acre lot. A charming wraparound covered porch creates an inviting first impression and a wonderful place to relax. Inside, vaulted ceilings, abundant natural light, fresh paint and new luxury vinyl flooring enhance more than 1,600 square feet of above-grade living space, with an additional

    Rosemarie Smith KW Legacy Partners

    1512 Country Club Rd, Middletown, CT 06457
  • /40

    $369,900

    Open Sun 1PM - 3PM
    • 4 Beds
    • 1 Bath
    • 1,958 Sq Ft

    171 Smith St, Middletown, CT 06457

    Welcome Home!! Hurry, There's still time to swim in your pool and enjoy the labor day celebrations in your new home! This adorable Cape boasts 4 bedrooms, an Open Layout, Fully Finished Basement, and an Enchanting private, flat fenced yard with a pool, Magnificent Weeping Willow tree, Firepit, and Gazebo. The Main level welcomes a friendly open layout connecting the open kitchen to the living

    Andrea Hanrahan SalCal Real Estate Connections

    171 Smith St, Middletown, CT 06457
  • /34

    $1,295,000

    • 4 Beds
    • 3.5 Baths
    • 2,656 Sq Ft

    1409 Millbrook Rd, Middletown, CT 06457

    Nestled on an extraordinary 39-acre estate with breathtaking panoramic views, this stunning custom log home offers the perfect blend of rustic elegance, modern comfort, and exceptional investment potential. Originally built in 2005 with an addition completed in 2014, the home features 4 bedrooms and 3 full bathrooms. The interior showcases soaring cathedral ceilings, beautiful tile flooring,

    Barbara Puorro Puorro Realty Group

    1409 Millbrook Rd, Middletown, CT 06457
  • /40

    $299,900

    Open Sun 12PM - 2PM
    • 2 Beds
    • 2.5 Baths
    • 1,282 Sq Ft

    824 Randolph Rd, Middletown, CT 06457

    Welcome to 824 Randolph Rd, Middletown! You'll fall in love with this beautiful ranch offering the convenience of one-floor living, a two-car garage, and an inviting in-ground pool with patio that's perfect for relaxing or entertaining. Step inside to find a bright, spacious living room with a beautiful fireplace, an eat-in kitchen with stainless steel appliances, and a dining room featuring a

    Giulia Terese Hagel & Assoc. Real Estate

    824 Randolph Rd, Middletown, CT 06457
  • /20

    $429,000

    • 3 Beds
    • 1.5 Baths
    • 1,581 Sq Ft

    76 George St, Middletown, CT 06457

    Welcome to 76 George St, Middletown! This 1,600 SF home offers 3 bedrooms, a spacious kitchen, and plenty of potential to make the property your own. The walk-out lower level features roughed-in plumbing, creating an exciting opportunity for additional living space, a recreation area, or a possible in-law apartment. Set on nearly one acre of land, the property offers additional road frontage on

    Santo Gulino William Raveis Real Estate

    76 George St, Middletown, CT 06457
  • /22

    $675,000

    New Construction $55K PRICE INCREASE
    • 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 -our sought after "KIRBY II", now available for early 2027 occupancy! This is the last Kirby at this price point! 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

    Phyllis Bysiewicz Berkshire Hathaway NE Prop.

    145 Webster Ln Unit 2-41, Middletown, CT 06457
  • /17

    $425,000

    • 3 Beds
    • 1 Bath
    • 1,112 Sq Ft

    104 Higby Rd, Middletown, CT 06457

    Welcome to this charming 3-bedroom, 1-bath ranch nestled on the highly sought-after Higby Road. Set on a generous half-acre lot, this home offers the perfect opportunity for first-time buyers, downsizers, or anyone looking to add their personal touch. Inside, you'll find comfortable one-level living with a functional layout, hardwood floors, and a cozy fireplace. Additional features include an

    Jacqueline Caban William Raveis Real Estate

    104 Higby Rd, Middletown, CT 06457
  • /34

    $319,900

    Open Sun 1PM - 3PM
    • 2 Beds
    • 2 Baths
    • 1,432 Sq Ft

    606 Congdon St W Unit 6, Middletown, CT 06457

    Designed for convenient one-floor living, this well-maintained home features 2 bedrooms and 2 full bathrooms with a bright, open floor plan. The kitchen offers warm cherry cabinetry, a dishwasher, and plenty of functionality, while tile flooring throughout provides easy maintenance. Enjoy the comfort and efficiency of central air, natural gas heat, and natural gas hot water. This is a wonderful

    James Didato Berkshire Hathaway NE Prop.

    606 Congdon St W Unit 6, Middletown, CT 06457
  • /40

    $349,900

    Open Sat 11AM - 12:30PM
    • 2 Beds
    • 2.5 Baths
    • 1,487 Sq Ft

    177 Barbara Rd, Middletown, CT 06457

    Welcome to 177 Barbara Road, where classic Cape Cod charm meets comfortable, inviting living. From the moment you step inside, you will appreciate the character throughout this 2-bedroom, 2.5-bath home, featuring beautiful hardwood floors, a cozy living room with a wood-burning fireplace, and an arched doorway leading into the dining room with a timeless built-in hutch. The kitchen has been

    Deborah Bissonnette eXp Realty

    177 Barbara Rd, Middletown, CT 06457
  • /37

    $599,900

    Open House 8/23 $245K PRICE DROP
    • 4 Beds
    • 1.5 Baths
    • 2,070 Sq Ft

    110 Freeman Rd, Middletown, CT 06457

    Updated antique home on over 1 acre. Home has 4 bedrooms, a large updated bathroom on the 2nd floor, a cedar closet, and a very unique curved wall upstairs. There is a large remodeled kitchen, 2 staircases, a walkup attic that is floored and huge. Yard has 6 outbuildings consisting of a 3 bay open shed - perfect for storing just about anything, a 3 story red bank barn - this barn is huge 3 levels

    Pam Rizy Berkshire Hathaway NE Prop.

    110 Freeman Rd, Middletown, CT 06457
  • /40

    $1,350,000

    New Construction
    • 3 Beds
    • 3.5 Baths
    • 3,456 Sq Ft

    145 Monarca Dr, Middletown, CT 06457

    A one-of-a-kind custom-built new construction home that must be experienced in person to be appreciated. This modern contemporary farmhouse-style ranch sits on 2.38 acres of private land, positioned at the end of a cul-de-sac on a private road. From the moment you arrive, the exterior makes a lasting impression. Stone walls frame the driveway, guiding you past a thoughtfully designed approach w/a

    Lauren Freedman Coldwell Banker Realty

    145 Monarca Dr, Middletown, CT 06457
  • /31

    $317,000

    • 2 Beds
    • 2 Baths
    • 1,776 Sq Ft

    70 Bielefield Rd, Middletown, CT 06457

    Move right in to this well-maintained raised ranch offering comfortable living and a functional floor plan. Enter through the street-level foyer, where you'll find access to the attached garage, a full bathroom, laundry area, utility room, and a versatile room that is perfect for a home office, den, workout room, or man cave. The main level features a bright eat-in kitchen, a spacious living

    Olga Acosta Century 21 AllPoints Realty

    70 Bielefield Rd, Middletown, CT 06457
  • /17

    $379,900

    $20K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,024 Sq Ft

    25 Morgan St, Middletown, CT 06457

    Welcome home to this charming Cape Cod-style house, offering 1,874 square feet of comfortable living space, plus an additional 150 square feet of finished space in the basement. This inviting four-bedroom, 2 full bath home is nestled in a wonderful neighborhood, combining timeless charm with everyday comfort. The updated kitchen is ready for cooking, gathering, and entertaining, while the

    Heather Salafia Eagle Eye Realty PLLC

    25 Morgan St, Middletown, CT 06457
  • /12

    $299,609

    • 4 Beds
    • 2 Baths
    • 1,328 Sq Ft

    34 Inverness Ln, Middletown, CT 06457

    Welcome to this inviting contemporary home in Middletown offering the perfect blend of comfort, style, and convenience. This well maintained 4 bedroom, 2 bath residence features 1,328 square feet of thoughtfully designed living space ideal for today's lifestyle. Step inside to discover an updated kitchen with modern finishes, providing a functional and attractive space for everyday living and

    Keith Murphy Innovative Properties

    34 Inverness Ln, Middletown, CT 06457
  • /40

    $389,900

    $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,536 Sq Ft

    492 Long Hill Rd, Middletown, CT 06457

    PRICE REDUCED FOR QUICK SALE! Welcome home to this beautifully renovated 3-bedroom, 2-bathroom raised ranch in Wesleyan Hills, where all the major work is already done for you. This move-in ready home features a brand new roof and new efficient boiler, giving you years of worry-free ownership and energy savings. The heart of the home is a stunning new kitchen with crisp white shaker cabinets,

    Atif Seyal RE/MAX Heritage

    492 Long Hill Rd, Middletown, CT 06457
  • /18

    $410,000

    $10K PRICE DROP
    • 6 Beds
    • 2 Baths
    • 2,982 Sq Ft

    163 Pearl St, Middletown, CT 06457

    Turnkey multifamily for owner occupied or investment opportunity in a desirable Middletown location! This fully remodeled property offers strong income potential with updated units featuring modern kitchens, renovated bathrooms, new flooring, and contemporary finishes throughout. The building has been well maintained and provides an excellent opportunity for investors seeking a low-maintenance

    Amiyra Beauduy Century 21 Scala Group

    163 Pearl St, Middletown, CT 06457
  • /40

    $688,000

    • 4 Beds
    • 2.5 Baths
    • 2,876 Sq Ft

    166 Mccormick Ln, Middletown, CT 06457

    Welcome home to this beautifully maintained 5-bedroom, 2.5-bath Colonial, ideally located in the heart of vibrant Middletown. Enjoy easy access to Middletown's many wonderful restaurants and downtown charm, with Middlesex Health, Wesleyan University, and the scenic CT River all just minutes away. Freshly painted throughout, this turn-key home is ready for you to move right in! The main level

    Heather Kilbourn Cavanaugh & Company LLC

    166 Mccormick Ln, Middletown, CT 06457
  • /18

    $749,900

    $100K PRICE DROP
    • 9 Beds
    • 6 Baths
    • 3,180 Sq Ft

    227 E Main St, Middletown, CT 06457

    Outstanding Mixed-Use Investment Opportunity at 227 East Main Street, Middletown, CT Now offered at a newly reduced price, 227 East Main Street presents an exceptional opportunity for investors or owner-occupants seeking strong income potential and long-term value. This well-maintained mixed-use property features three spacious townhouse-style residential units, each offering 3 bedrooms, 1 full

    Tanya Reyes William Raveis Real Estate

    227 E Main St, Middletown, CT 06457
  • /36

    $419,900

    New Construction Open Sat 10AM - 12PM
    • 1 Bed
    • 1.5 Baths
    • 1,250 Sq Ft

    61 West St Unit 13, Middletown, CT 06457

    Experience elevated living in this brand-new luxury townhome, thoughtfully designed with quality craftsmanship, modern finishes, and an open-concept layout ideal for everyday living and entertaining. This spacious 1-bedroom, 1.5-bath home features a versatile loft perfect for a home office, den, or flex space. The chef-inspired kitchen showcases GE stainless steel appliances, white shaker

    Alexa Mantovani Social & Co Realty

    61 West St Unit 13, Middletown, CT 06457
  • /39

    $515,000

    Coming Soon
    • 4 Beds
    • 2.5 Baths
    • 2,592 Sq Ft

    49 Harvard Ct, Middletown, CT 06457

    Welcome home to this extremely spacious 4-bedroom, 2.5-bath Colonial tucked away on a cul-de-sac, offering the best of both worlds-a quiet neighborhood setting with convenient access to everything Middletown has to offer. The open and inviting layout provides plenty of room to gather, entertain and enjoy everyday living, while generously sized bedrooms include a spacious primary suite. The

    Tanya Bottaro Real Broker CT, LLC

    49 Harvard Ct, Middletown, CT 06457
  • /15

    $379,000

    • 3 Beds
    • 2 Baths
    • 1,346 Sq Ft

    7 Reservoir Rd, Middletown, CT 06457

    Built in 1979, this beautifully updated Cape Cod offers the perfect blend of timeless charm and modern convenience. This move-in-ready home features an updated kitchen, three spacious bedrooms, and two full bathrooms, along with a flexible floor plan designed to accommodate a variety of lifestyles. Step outside to enjoy the stunning stamped concrete patio and expansive backyard-perfect for

    Michael Burke Clover Realty Group, LLC

    7 Reservoir Rd, Middletown, CT 06457
  • /24

    $299,900

    $50K PRICE DROP
    • 4 Beds
    • 1 Bath
    • 1,509 Sq Ft

    475 Ballfall Rd, Middletown, CT 06457

    Welcome to this charming Colonial-style home set on a generous 3.3-acre lot, offering the perfect blend of comfort, space, and modern updates. The exterior showcases classic appeal with a welcoming front entry & an attached 2 car garage, all surrounded by open land that provides privacy and endless possibilities. Step inside to discover a beautifully updated kitchen featuring stainless steel

    Michelle Mazzotta eXp Realty

    475 Ballfall Rd, Middletown, CT 06457
  • /40

    $649,900

    $25K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 2,671 Sq Ft

    76 Thimble Rock Rd, Middletown, CT 06457

    Tucked away on a quiet cul-de-sac in Middletown's South End near the Durham line, 76 Thimble Rock Road offers approximately 2,600 square feet of well-maintained living space. This 4-bedroom, 2 full, 2 half bath Colonial has been carefully cared for over the years by a single owner and is ready for its next chapter. Inside, you'll find spacious rooms, abundant natural light, hardwood flooring, and

    Carl Guild Carl Guild & Associates

    76 Thimble Rock Rd, Middletown, CT 06457
  • /33

    $799,000

    Open Sun 11AM - 2PM
    • 4 Beds
    • 2.5 Baths
    • 4,271 Sq Ft

    20 Chimney Hill Rd, Middletown, CT 06457

    Nestled in the sought-after Chimney Hill neighborhood, this spacious Colonial offers over 4,200 square feet of thoughtfully designed living space on a beautifully landscaped lot. The home features 4 bedrooms, 2.5 bathrooms, a bright, open floor plan, generous living and dining areas, and a spacious kitchen perfect for everyday living and entertaining. The family room provides a warm gathering

    Joe Koontz eXp Realty

    20 Chimney Hill Rd, Middletown, CT 06457
  • /33

    $385,000

    • 3 Beds
    • 2 Baths
    • 1,440 Sq Ft

    49 George St, Middletown, CT 06457

    Welcome home to this beautifully remodeled 3 bedroom, 2 full bath home that's truly move in ready! Enjoy relaxing on the inviting front porch or entertaining in the fenced backyard. The updated kitchen features stainless steel appliances, plenty of cabinet and counter space, and room for meal preparation. The spacious living room offers a cozy fireplace and new flooring, creating a warm and

    Lori Shaer eXp Realty

    49 George St, Middletown, CT 06457
  • /7

    $299,609

    • 4 Beds
    • 2 Baths
    • 1,328 Sq Ft

    33 Inverness Ln, Middletown, CT 06457

    Welcome to this spacious move in ready four bedroom, two bath home located in the desirable Highland section of Middletown. This well maintained property features an updated kitchen with granite countertops and stainless steel appliances, offering both style and functionality. The first floor includes laminate flooring throughout the main living areas, while the bedrooms feature carpeting for

    Keith Murphy Innovative Properties

    33 Inverness Ln, Middletown, CT 06457

Home Price Trends

Median Sale Price
$365,000
Median Single Family Sale Price
$435,000
Median Townhouse Sale Price
$247,500
Median 2 Bedroom Sale Price
$250,000
Median 1 Bedroom Sale Price
$195,000
Average Price Per Sq Ft
$258
Number of Homes for Sale
35
Last 12 months Home Sales
364
Months of Supply
1.20
Median List Price
$367,500
Median Change From 1st List Price
-2%
Median Home Sale Price YoY Change
14%
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