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Middletown, CT Homes for Sale with Garage

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  • /40

    $524,900

    • 3 Beds
    • 2.5 Baths
    • 1,952 Sq Ft

    1020 Bartholomew Rd, Middletown, CT 06457

    Welcome to your own PRIVATE RETREAT! Nestled on a SECLUDED 4.5-ACRE LOT, this well-built RANCH-STYLE HOME offers the perfect blend of PRIVACY, COMFORT, and OPPORTUNITY. Enjoy TRUE ONE-LEVEL LIVING featuring 3 BEDROOMS and 2.5 BATHS, including a PRIMARY SUITE with its own FULL BATH. The layout is both FUNCTIONAL and SPACIOUS, highlighted by a LARGE FAMILY ROOM complete with a FIREPLACE, MINI SPLIT

    Agent Photo

    Ramon Matos

    Matos Level Eminent Realty

    1020 Bartholomew Rd, Middletown, CT 06457
  • /40

    $599,900

    • 4 Beds
    • 3.5 Baths
    • 4,132 Sq Ft

    46 Tavern Cir, Middletown, CT 06457

    Fantastic home located in Westfield Hills community with plenty of space to roam. This 3/4 bedroom home offers it all. The first floor boasts a large open kitchen with good size eating area, formal dining room, front to back great room and first floor family room with fireplace. All of this leading out to a stunning landscaped yard for enjoying those summer outings or just a relaxing Zen moment.

    Mark Toledo Berkshire Hathaway NE Prop.

    46 Tavern Cir, Middletown, CT 06457
  • /34

    $675,000

    Open Sun 11AM - 1PM
    • 4 Beds
    • 2.5 Baths
    • 2,152 Sq Ft

    60 Watch Hill Dr, Middletown, CT 06457

    Welcome to the peaceful and charming Watch Hill Estates community, where elevated living meets timeless elegance. Perched high atop a scenic hill, this stunning Colonial offers sweeping panoramic views stretching across Middletown and Durham, creating a truly breathtaking everyday backdrop. Meticulously maintained and completely turnkey, this exceptional residence blends refined comfort with

    Stephanie Liriano Redfin Corporation

    60 Watch Hill Dr, Middletown, CT 06457
  • /40

    $849,000

    Open Sun 11AM - 1PM $76K PRICE DROP
    • 6 Beds
    • 3.5 Baths
    • 5,599 Sq Ft

    44 Chamberlain Hill Rd, Middletown, CT 06457

    Experience over 5,500 square feet of beautifully updated living space in this fully remodeled 6+ bedroom, 3.5-bath residence, perfectly situated on a quiet and expansive 8+ acre lot. Every detail has been thoughtfully upgraded, creating a truly move-in-ready home offering exceptional flexibility and design versatility. The expansive kitchen is the heart of the home, featuring elegant quartz

    Gary Peacock Berkshire Hathaway NE Prop.

    44 Chamberlain Hill Rd, Middletown, CT 06457
  • /39

    $485,000

    Open Sat 11AM - 1PM
    • 3 Beds
    • 2.5 Baths
    • 1,826 Sq Ft

    117 David Dr, Middletown, CT 06457

    Nestled at the end of a quiet cul-de-sac, this charming Colonial sits on nearly an acre of beautifully landscaped, private property surrounded by nature. A welcoming front porch with classic pillars sets the tone, while the backyard is designed for entertaining with a spacious two-tier Trex deck, perfect for future pool installation. A shed, whole-house generator, and peaceful natural setting add

    Rosemarie Soares Coldwell Banker Realty

    117 David Dr, Middletown, CT 06457
  • /40

    $525,000

    Open Sat 11AM - 1PM
    • 3 Beds
    • 2 Baths
    • 1,814 Sq Ft

    1175 S Main St, Middletown, CT 06457

    Beautiful Move in ready 1814 sq ft 3-bedroom ranch home with a sun porch on 1/2 acre and a large detached garage. Nice yard and well landscaped. A very unique property with room to grow! Complete with new lighting, it is freshly painted with new dove gray carpeting thru out the bedrooms, Living room and hallway. This Home has central air conditioning with a New oil heat furnace installed in 2022.

    John Izzo William Raveis Real Estate

    1175 S Main St, 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
  • /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
  • /17

    $549,900

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

    3 Nathan Hale Rd, Middletown, CT 06457

    Welcome to Nathan Hale Estates, Middletown's thoughtfully designed private-way community built by Silvin Homes, where timeless design, quality craftsmanship, and modern comfort come together effortlessly. This beautifully designed new construction colonial offers an elegant open-concept layout with thoughtfully created living spaces and high-end finishes. The main level features a beautifully

    Jenna Talbot RE/MAX One

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

    $499,900

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,540 Sq Ft

    1 Nathan Hale Rd, Middletown, CT 06457

    Experience one-floor living at its finest at Nathan Hale Estates, a private-way community nestled in Middletown, Connecticut, built by Silvin Homes and offering modern comfort, quality craftsmanship, and peaceful surroundings. Entering from the covered front porch, you're welcomed into a thoughtfully designed layout. Features include a convenient laundry room and two well-appointed secondary

    Jenna Talbot RE/MAX One

    1 Nathan Hale Rd, Middletown, CT 06457
  • /38

    $349,900

    • 3 Beds
    • 1.5 Baths
    • 1,514 Sq Ft

    66 East St, Middletown, CT 06457

    This lovely contemporary offers 3 bedrooms with hardwood flooring, 1-1/2 baths with a beautiful fenced in back yard. Your lover level includes a recreation room, a half bath and an additional bedroom. There is an oil-fired stove in lower level for energy extra savings. The lower level could be a potential in-law or guest area. Come see this soon because it will not last.

    Sally McMahon William Raveis Real Estate

    66 East St, Middletown, CT 06457
  • /10

    $899,900

    Open Sat 12PM - 3PM
    • 4 Beds
    • 5 Baths
    • 3,576 Sq Ft

    193 Scarborough Ln, Middletown, CT 06457

    Exceptional quality and craftsmanship define this highly sought-after home in Scarborough Lane within Highland Farms, located in the desirable Westfield area of Middletown. Offering 11 beautifully appointed rooms, this residence showcases premium finishes and thoughtful details throughout. The main level features 9-foot ceilings and an open-concept layout, with the spacious family room flowing

    Sally McMahon William Raveis Real Estate

    193 Scarborough Ln, Middletown, CT 06457
  • /40

    $497,900

    • 4 Beds
    • 3.5 Baths
    • 3,622 Sq Ft

    46 Bretton Rd, Middletown, CT 06457

    Experience the perfect blend of historic charm and modern comfort in this exceptional Colonial home. From the moment you enter the spacious foyer, you'll be captivated by the craftsmanship, warmth, and timeless elegance that define this residence. The formal dining room, living room, and sunroom showcase remarkable original plaster crown molding, a rare architectural detail that highlights the

    Juliet Cavanaugh Cavanaugh & Company LLC

    46 Bretton Rd, Middletown, CT 06457
  • /28

    $399,000

    $11K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,513 Sq Ft

    82 Wilcox Rd, Middletown, CT 06457

    Country living right in Middletown. Fantastic views, rural atmosphere. Eat in kitchen with a breakfast bar. Lower level with walk out ability. Wood burning fireplace, built in bookcases and a wet bar. Fenced in private rear yard with a large deck. Access from the rear yard to land trust trails. Solar panel installation for your savings.

    Tom Vitali Coldwell Banker Realty

    82 Wilcox Rd, 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
  • /40

    $849,900

    $25K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 3,452 Sq Ft

    29 Copper Beech Dr, Middletown, CT 06457

    Tucked away on a quiet, highly desirable cul-de-sac of only 7 homes in the sought-after South Farms district, this beautifully crafted 5-bedroom, 3.5-bathroom colonial features a stunning brick-front facade and exceptional curb appeal. Boasting a coveted 3-car attached garage, the home greets you with an abundance of natural light and gleaming hardwood floors flowing seamlessly throughout the

    Stefania Bramato Berkshire Hathaway NE Prop.

    29 Copper Beech Dr, Middletown, CT 06457
  • /22

    $649,900

    New Construction $30K 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
  • /39

    $749,900

    $95K PRICE DROP
    • 4 Beds
    • 1.5 Baths
    • 2,070 Sq Ft

    110 Freeman Rd, Middletown, CT 06457

    VERY unique property. Use to be a goat farm. Contains 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 inside - would be perfect for car storage, boats, trailers, jet skiis anything you need covered - you rent it out for storage, a 1 car detached heated garage with an office and a furnace with a separate

    Pam Rizy Berkshire Hathaway NE Prop.

    110 Freeman Rd, Middletown, CT 06457
  • /17

    $325,000

    Open Sat 11AM - 1PM $20K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,075 Sq Ft

    175 Newfield St, Middletown, CT 06457

    It has style, it has grace, it has a new roof (3 years old) - you will absolutely love this place!! THIS is the cape you've been waiting for! Ideal floorplan - the primary bedroom on the first floor faces the backyard; the relaxing living room has a wood burning fireplace; the renovated full bathroom has a bathtub; the beautifully modernized kitchen is fully applianced and the separate dining

    Vaiva Baltonis Coldwell Banker Realty

    175 Newfield St, Middletown, CT 06457
  • /19

    $350,000

    • 3 Beds
    • 1.5 Baths
    • 2,160 Sq Ft

    19 Kent Ct, Middletown, CT 06457

    Beautiful Colonial tucked away on a quiet cul-de-sac offering comfort, space, and modern updates. The inviting living room features a large picture window and cozy wood-burning fireplace, creating the perfect gathering space. Updated kitchen includes granite countertops, with plenty of cabinet space, and easy access to the deck - ideal for cookouts and outdoor entertainment. The main level also

    Brenda Carocari Realty ONE Group Connect

    19 Kent Ct, Middletown, CT 06457
  • /40

    $439,900

    Open Sat 11AM - 1PM
    • 3 Beds
    • 2.5 Baths
    • 2,016 Sq Ft

    85 Ten Acre Rd, Middletown, CT 06457

    Welcome home to this beautifully maintained 3-bedroom ranch, ideally situated at the top of a quiet dead-end road offering privacy, tranquility, and scenic views. Surrounded by spectacular perennial gardens thoughtfully designed by a master gardener, this property provides year-round beauty and exceptional curb appeal. The inviting interior features hardwood floors throughout the bedrooms, dining

    Karen Woolley Agora Homes

    85 Ten Acre Rd, 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

    $459,900

    $20K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,456 Sq Ft

    58 Brown St, Middletown, CT 06457

    Impeccably maintained and move-in ready, this stunning Colonial blends timeless charm with modern comfort in an exceptional setting near Wadsworth Falls State Park and the historic Wadsworth Mansion. Designed for both everyday living and elegant entertaining, the home features a bright and inviting kitchen appointed with quality appliances, tasteful tile flooring, and direct access to the

    Mark Tavares Mark Tavares Realty, LLC

    58 Brown St, Middletown, CT 06457
  • /40

    $400,000

    • 3 Beds
    • 2 Baths
    • 1,536 Sq Ft

    492 Long Hill Rd, Middletown, CT 06457

    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, quartz countertops, and modern

    Atif Seyal RE/MAX Heritage

    492 Long Hill Rd, 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
  • /12

    $499,900

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,540 Sq Ft

    2 Nathan Hale Rd, Middletown, CT 06457

    Experience one-floor living at its finest at Nathan Hale Estates, a private-way community nestled in Middletown, Connecticut, built by Silvin Homes and offering modern comfort, quality craftsmanship, and peaceful surroundings. Entering from the covered front porch, you're welcomed into a thoughtfully designed layout. Features include a convenient laundry room and two well-appointed secondary

    Jenna Talbot RE/MAX One

    2 Nathan Hale Rd, Middletown, CT 06457
  • /37

    $499,900

    Open Sat 11AM - 1PM
    • 3 Beds
    • 2 Baths
    • 2,398 Sq Ft

    67 Bell St, Middletown, CT 06457

    Welcome to 67 Bell Street, a beautifully updated ranch-style home set on over 4 private acres in one of Middletown's most desirable locations. Offering approximately 1,500 square feet of comfortable one-level living, this thoughtfully maintained 3-bedroom, 2-bath residence combines modern updates with peaceful country charm. The heart of the home is the brand-new kitchen, featuring stylish

    Daniel Burgio William Raveis Real Estate

    67 Bell St, Middletown, CT 06457
  • /33

    $319,900

    Open Sun 1PM - 3PM
    • 3 Beds
    • 1 Bath
    • 1,092 Sq Ft

    91 Berkeley Rd, Middletown, CT 06457

    Welcome to this bright and beautifully maintained split-level home in Middletown, CT! 91 Berekely Rd is sure to charm you with its inviting curb appeal, landscaping, updated modern kitchen, solar panels for energy efficiency and so much more. Hardwood floors, updated appliances and a newer furnace, water heater, gutters, windows and doors make this home an economic option which also abounds with

    Maria Rivera eXp Realty

    91 Berkeley Rd, Middletown, CT 06457
  • /40

    $675,000

    • 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
  • /38

    $395,000

    • 3 Beds
    • 2 Baths
    • 1,274 Sq Ft

    50 Garfield Ave, Middletown, CT 06457

    Completely Renovated Cape Cod with New Roof, New Siding, New Windows & New Appliances! Move right into this beautifully updated 3-bedroom, 2-bath home in the heart of Middletown, where all the major improvements have already been done for you. Major improvements include a new roof, new siding, new windows, a fully remodeled kitchen, updated bathrooms, and new appliances-providing peace of mind

    Heather Kilbourn Cavanaugh & Company LLC

    50 Garfield Ave, 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
  • /40

    $450,000

    • 3 Beds
    • 3 Baths
    • 1,560 Sq Ft

    38 Sylvan Dr, Middletown, CT 06457

    Welcome to 38 Sylvan Drive, a beautifully maintained raised ranch nestled on a quiet cul-de-sac in the highly sought-after Sylvan Run neighborhood. Rarely available, this exceptional home offers the perfect combination of comfort, curb appeal, and an unbeatable location. Featuring 3 bedrooms, 3 full bathrooms, and beautiful hardwood floors, this home has been meticulously cared for and is ready

    Florian Orleanu eXp Realty

    38 Sylvan Dr, Middletown, CT 06457

Home Price Trends

Median Sale Price
$350,000
Median Single Family Sale Price
$425,000
Median Townhouse Sale Price
$245,000
Median 2 Bedroom Sale Price
$245,000
Median 1 Bedroom Sale Price
$188,000
Average Price Per Sq Ft
$253
Number of Homes for Sale
31
Last 12 months Home Sales
365
Months of Supply
1.00
Median List Price
$349,949
Median Change From 1st List Price
-1%
Median Home Sale Price YoY Change
11%
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