36

Middletown, CT Houses for Sale

Section Image
  • /37

    $829,000

    $96K 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
  • /25

    $334,500

    • 3 Beds
    • 1 Bath
    • 1,264 Sq Ft

    67 Butternut St, Middletown, CT 06457

    Welcome to 67 Butternut, a charming home that offers comfort, character, and convenience. The main level features a bright, open kitchen with stainless steel appliances that flows seamlessly into the inviting living room, creating the perfect space for everyday living and entertaining. Beautiful hardwood floors extend throughout the home, adding warmth and timeless appeal. Upstairs, you'll find

    Carl Chisem Jr. William Raveis Real Estate

    67 Butternut 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
    • 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
  • /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
  • /5

    $169,900

    • 3 Beds
    • 1 Bath
    • 1,440 Sq Ft

    7 Portland St, Middletown, CT 06457

    WELL MAINTAINED 3 BEDROOM, ONE BATH HOME WITH MANY RECENT UPDATES. FEATURES INCLUDE A LARGE EAT-IN KITCHEN, SPACIOUS LIVING ROOM. MAJOR IMPROVEMENTS INCLUDE A ROOF, CHIMNEY AND GUTTERS THAT ARE ONLY TWO YEARS OLD. ALONG WITH FURNACE AND OIL TANK THAT ARE JUST ONE YEAR OLD. MAIN SEWER REPLACED ONE YEAR AGO. A SOLID HOME THAT HAS BEEN CARED FOR OVER THE YEARS AND OFFERS AND EXCELLENT OPPORTUNITY

    Geraldine Mattera Luxe Realty LLC

    7 Portland St, Middletown, CT 06457
  • /2

    $489,000

    Coming Soon
    • 5 Beds
    • 2.5 Baths
    • 3,017 Sq Ft

    98 S Front St, Middletown, CT 06457

    PROFESSIONAL PHOTOS COMING SOON! 98 S Front Street, Middletown Welcome home to this lovingly maintained and meticulously cared-for Cape, ideally situated on a quiet and welcoming neighborhood. Offering a wonderful blend of comfort, functionality, and quality updates, this move-in-ready home has been thoughtfully maintained both inside and out. The inviting floor plan features a bright eat-in

    Lisa Fekete William Raveis Real Estate

    98 S Front St, Middletown, CT 06457
  • /38

    $759,000

    • 3 Beds
    • 2.5 Baths
    • 3,283 Sq Ft

    236 Maple Shade Rd, Middletown, CT 06457

    Welcome to South Farms, where "staycation" is a way of life. This custom-built home is made for lazy mornings on the wraparound porch and sunny afternoons by the pool - all behind a brand-new full privacy fence with an acre of land. The grounds bloom spring through fall, and a charming chicken coop with its own shed adds hobby-farm charm. Inside, an open-concept layout shines with soaring

    Ashley Cavaliere Coldwell Banker Realty

    236 Maple Shade Rd, Middletown, CT 06457
  • /40

    $539,999

    Open Sat 12PM - 2PM
    • 3 Beds
    • 2.5 Baths
    • 1,604 Sq Ft

    1512 Country Club Rd, Middletown, CT 06457

    OPEN HOUSE THIS EVENING IS RESCHDEULED TO FRIDAY @5:30! Welcome to this beautifully updated 3-bedroom Contemporary retreat, perfectly situated on a lush, private lot. A charming wraparound covered front porch welcomes you home and offers the perfect space to relax, unwind, or gather with family and friends. Inside, you'll find freshly painted 1,600 plus sqft of above grade thoughtfully designed

    Rosemarie Smith KW Legacy Partners

    1512 Country Club Rd, Middletown, CT 06457
  • /18

    $349,900

    • 4 Beds
    • 2 Baths
    • 1,664 Sq Ft

    125 Stevens Ln, Middletown, CT 06457

    Bring your growing family to this spacious colonial! 4 bedrooms with two on first floor. 2 full baths. Eat in kitchen. Living room with fireplace. Spacious room at top of staircase can potentially be 5th bedroom! Hardwood floors thru-out. Walk out basement to level yard. Deck. Whether you are a car enthusiast or need a lot of storage space, you will love the oversized detached 2 car heated garage

    Wilson Lamas Regency Real Estate, LLC

    125 Stevens Ln, Middletown, CT 06457
  • /37

    $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
  • /36

    $449,900

    Open Sat 12PM - 2PM Coming Soon
    • 3 Beds
    • 2.5 Baths
    • 2,016 Sq Ft

    279 Congdon St, Middletown, CT 06457

    Welcome to this beautifully maintained, original-owner Colonial, perfectly nestled on a quiet cul-de-sac in Middletown's highly sought-after Westfield neighborhood! From the moment you step inside, you'll be welcomed by an abundance of natural light, gleaming hardwood floors, and a bright, open floor plan designed for both comfortable everyday living and effortless entertaining. The main level

    Giuliana D'Appollonio William Raveis Real Estate

    279 Congdon 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
  • /26

    $224,900

    $45K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 957 Sq Ft

    2 Hillside Ct, Middletown, CT 06457

    Beautifully updated home tucked away on a quiet cul-de-sac offering the perfect blend of comfort, functionality & major recent improvements. The open floor plan creates a bright, inviting feel, complemented by hardwood floors throughout the main level. The kitchen was updated in 2022 with new cabinetry, quartz countertops & a clean modern look ideal for everyday living. The flexible layout

    Michelle Mazzotta eXp Realty

    2 Hillside Ct, Middletown, CT 06457
  • /5

    $299,000

    • 3 Beds
    • 1.5 Baths
    • 1,209 Sq Ft

    153 Eastern Dr, Middletown, CT 06457

    Are you looking for a charming 3 bedroom, 1.5 bath Colonial that is located on a quiet street in a desirable neighborhood, offering convenient location just minutes from the shops, restaurants, Wesleyan University, hospitals, and major healthcare centers? This is an excellent choice for anyone seeking an easy commute and access to everyday amenities. Filled with warmth and character, this

    Roseanne Scacca Dan Combs Real Estate

    153 Eastern 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
  • /17

    $425,000

    Open Sat 12PM - 2PM Coming Soon
    • 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
  • /40

    $480,000

    Open Fri 4PM - 6PM
    • 3 Beds
    • 2.5 Baths
    • 2,642 Sq Ft

    779 Ridge Rd, Middletown, CT 06457

    Nestled in the highly desirable South Farms neighborhood, this well-maintained home is filled with quality features and timeless appeal. Car enthusiasts and hobbyists will appreciate the impressive 4-car garage, offering exceptional space for vehicles, storage, or the perfect workshop. The spacious eat-in kitchen features granite countertops, abundant cabinetry, and generous workspace for cooking

    James Foley William Raveis Real Estate

    779 Ridge Rd, Middletown, CT 06457
  • /39

    $645,000

    $200K 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 10:30AM - 12PM $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

    $347,000

    Open Sun 12PM - 2PM $3K PRICE DROP
    • 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
  • /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
  • /28

    $399,900

    Open Sun 12PM - 2PM $30K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,067 Sq Ft

    9 Round Hill Rd, Middletown, CT 06457

    Classic Colonial on a picture-perfect lot with sweeping pastoral views in one of Middletown's most scenic settings! This home offers solid bones, generous room sizes, and loads of potential for anyone ready to add their own touches. The sun-filled living room offers oversized windows and flows easily into the dining area, while the beamed family room delivers warmth and character with wood

    Heidi DeRusso Coldwell Banker Realty

    9 Round Hill Rd, Middletown, CT 06457
  • /37

    $395,000

    • 3 Beds
    • 2.5 Baths
    • 1,534 Sq Ft

    3 Yellow Pine Cir, Middletown, CT 06457

    Welcome home to this charming property located at the end of a peaceful cul-de-sac. This residence features three bedrooms, including a primary bedroom with an ensuite full bathroom. There are two updated full bathrooms in total, along with a convenient half bath. As you enter, you'll notice the gleaming hardwood floors that flow throughout the main living areas. The kitchen is thoughtfully

    Danielle Spada Coldwell Banker Realty

    3 Yellow Pine Cir, 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
  • /38

    $319,900

    • 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
  • /39

    $999,000

    • 4 Beds
    • 5 Baths
    • 4,234 Sq Ft

    49 Partridge Ln, Middletown, CT 06457

    Lakeshore Realty is proud to present 49 Partridge Lane, a beautifully maintained home tucked away on a quiet cul-de-sac in one of Middletown's most desirable neighborhoods. Designed for both everyday living and entertaining, this exceptional home features a bright, open floor plan, spacious living areas, and a beautifully appointed kitchen complete with premium Viking stainless steel appliances,

    Ilir Dedvukaj Lakeshore Realty

    49 Partridge Ln, Middletown, CT 06457
  • /5

    $499,900

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

    3 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 RE/MAX One

    3 Nathan Hale Rd, Middletown, CT 06457
  • /40

    $688,000

    Coming Soon
    • 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
  • /36

    $419,900

    New Construction
    • 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
  • /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
  • /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

    $385,000

    Open Fri 4PM - 6PM Coming Soon
    • 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
  • /27

    $299,000

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

    2 Ballfall Rd, Rockfall, CT 06481

    Handyman special. This home has good bones, hardwood floors throught, it needs exterior pain, interior paint, updating and remodeling but will be a really nice solid home when its done. Located in Middlefield! Large private yard. Being sold as is.

    Lori Vogel William Raveis Real Estate

    2 Ballfall Rd, Rockfall, CT 06481

Why Live in Middletown

Middletown, Connecticut, a Hartford suburb with a population of nearly 50,000, boasts a rich history and a vibrant community along the Connecticut River. Originally inhabited by the Wangunk people and later an English settlement, Middletown was once Connecticut’s largest port. Today, it features a thriving downtown area with almost 200 locally owned businesses, including a variety of bars, boutiques, and international restaurants. Wesleyan University significantly contributes to the town's cultural diversity and lively atmosphere. Middletown offers a range of housing options, from historic homes near downtown to more spacious properties in suburban and rural areas like South Farms and Westfield. The town is known for its community events, such as the annual holiday tree lighting, weekly farmers market, and summer concert series on Union Green. Outdoor enthusiasts can enjoy Harbor Park on the Connecticut River, Wadsworth Falls State Park, and Crystal Lake for boating and swimming. Middletown's public schools receive high ratings, and the town is home to Wesleyan University and Middlesex Community College. Commuting is convenient with Interstate 91 providing access to Hartford (17 miles) and New Haven (27 miles), and regional bus services connecting to downtown Hartford. Violent crime rates in Middletown are below the national average, making it a relatively safe place to live. Future development plans include expanding access to the Connecticut Riverfront with mixed-use developments and green spaces.

Single Family Home Price Trends

Median Home Price
$430,000
Median 3-Bedroom Home Price
$417,000
Median 4-Bedroom Home Price
$530,000
Median 5-Bedroom Home Price
$517,500
How to Buy a Home How to Finance a Home How to Sell a Home