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Middletown, CT Homes for Sale

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  • /14

    $914,900

    • 4 Beds
    • 3.5 Baths
    • 4,393 Sq Ft

    12 Copper Beech Dr, Middletown, CT 06457

    Welcome to a luxury home that delivers elegance, comfort, privacy, and lifestyle in every detail. From the dramatic two-story foyer to the expansive open floor plan, this meticulously maintained residence immediately makes a statement. Soaring ceilings, gleaming hardwood floors, custom crown molding, built-ins, a propane gas fireplace, and spectacular floor-to-ceiling windows fill the home with

    Agent Photo

    Rob Rosa

    Berkshire Hathaway NE Prop.

    (860) 773-0971

    12 Copper Beech Dr, Middletown, CT 06457
  • /33

    $250,000

    Open Sat 12PM - 2PM
    • 2 Beds
    • 2 Baths
    • 1,065 Sq Ft

    1 Forest Glen Cir Unit 9, Middletown, CT 06457

    Enjoy easy, maintenance-free living in this spacious Second Floor - End Unit Ranch-Style Condo with 1,065 square feet! This beautifully designed condo features 2 bedrooms and 2 full baths with an open, inviting layout perfect for everyday living and entertaining. The spacious living room has vaulted ceilings and offers a cozy fireplace with slider leading to a private deck - ideal for relaxing

    Agent Photo

    Julie Luchina

    Coldwell Banker Realty

    (860) 553-9683

    1 Forest Glen Cir Unit 9, Middletown, CT 06457
  • /14

    $270,000

    $70K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,299 Sq Ft

    6 Hillside Ct, Middletown, CT 06457

    Welcome to this beautifully maintained Colonial that showcases modern living, featuring a bright and inviting open floor plan on the first floor with updated flooring throughout where the spacious living room flows seamlessly into the Kitchen and dining room, ideal for both everyday living and entertaining. The first floor comes complete with a convenient full bath on the main level and new

    Agent Photo

    Alex Rodrigues

    RE/MAX RISE

    (860) 454-6247

    6 Hillside Ct, Middletown, CT 06457
  • /33

    $200,000

    $29K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,025 Sq Ft

    111 Dekoven Dr Unit 703, Middletown, CT 06457

    Enjoy one-level living in the heart of downtown Middletown! This high-rise ranch condo at Rivers Edge offers 2 bedrooms and 2 full baths, along with the convenience of an in-unit washer and dryer. The spacious living room features custom built-ins and opens via slider to a private balcony showcasing beautiful views of the Connecticut River Valley and a slight view of CT River. Residents enjoy a

    Agent Photo

    Cheryl Zalewski

    eXp Realty

    (860) 689-1887

    111 Dekoven Dr Unit 703, Middletown, CT 06457
  • /30

    $200,000

    $25K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,038 Sq Ft

    111 Dekoven Dr Unit 202, Middletown, CT 06457

    Experience easy one-level living in vibrant downtown Middletown at the desirable Rivers Edge community. This high-rise ranch condominium features 2 bedrooms and 2 full bathrooms, plus the added convenience of a washer and dryer combo right in the unit. The generous living room offers direct access through sliding doors to a private balcony where you can relax and take in scenic views of the

    Agent Photo

    Cheryl Zalewski

    eXp Realty

    (860) 485-7124

    111 Dekoven Dr Unit 202, Middletown, CT 06457
  • /40

    $499,000

    • 5 Beds
    • 2.5 Baths
    • 2,754 Sq Ft

    390 Coleman Rd, Middletown, CT 06457

    The Elisha Fairchild House is an exceptional circa 1759 home has been beautifully preserved and offers the perfect balance of timeless charm and modern convenience. Having passed through the hands of now only six families over the years, it is not simply a historic property but a home that lives with a certain rhythm and mood, where old meets new in a way that feels like home. Once part of the

    Nancy Stetson Coldwell Banker Realty

    390 Coleman Rd, Middletown, CT 06457
  • /39

    $489,900

    Open Sun 12PM - 3PM
    • 3 Beds
    • 2 Baths
    • 2,366 Sq Ft

    600 Laurel Grove Rd, Middletown, CT 06457

    This beautifully renovated Ranch offers the comfort of one-floor living, an open-concept layout with vaulted ceilings, and a stunning level lot with sweeping views of Powder Ridge Mountain. From the moment you walk through the door, you'll feel right at home. The sun-filled space seamlessly blends the kitchen, dining, and living areas, creating the perfect atmosphere for both everyday living and

    Derek Greene Derek Greene

    600 Laurel Grove Rd, 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

    $665,000

    Open Sat 11AM - 1PM $10K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 3,136 Sq Ft

    564 Ridgewood Rd, Middletown, CT 06457

    This modern ranch combines quality construction with a versatile layout. The exterior features a covered Trex front porch and well-maintained vinyl siding. Inside, the open floor plan is anchored by a spacious great room with tray ceilings, a fireplace, and a large picture window. The kitchen includes a Carrera center island, a stainless steel gas range, granite countertops, and designer

    Amie Smith Real Broker CT, LLC

    564 Ridgewood Rd, Middletown, CT 06457
  • /40

    $549,000

    Open Sun 12PM - 3PM
    • 3 Beds
    • 2 Baths
    • 2,064 Sq Ft

    123 Round Hill Rd, Middletown, CT 06457

    123 Round Hill Rd in Middletown is a 3-bedroom, 2-bath ranch set on 6.62 private acres offering 2,064 sq ft of single-level living with thoughtful updates and long-term functionality throughout. Built in 2001, the home features new and refinished hardwood floors, new carpet in the secondary bedrooms, central air, a mud room, and geothermal heating designed for efficient year-round comfort. The

    Devon Taylor Assael Dave Jones Realty, LLC

    123 Round Hill Rd, Middletown, CT 06457
  • /35

    $419,900

    Coming Soon
    • 3 Beds
    • 2 Baths
    • 2,028 Sq Ft

    165 Brown St, Middletown, CT 06457

    Don't miss out on this spacious 3 bedroom, 2 bath South Farms home offering over 2,000 sq ft of comfortable living space and an incredible inground pool! Your own private backyard oasis features a well kept oval inground pool and a fully fenced yard - the perfect spot for entertaining, relaxing, or summer fun with friends and family. Inside, you'll find a nicely remodeled kitchen with granite

    Doug Coby Property Edge

    165 Brown St, Middletown, CT 06457
  • /4

    $435,000

    • 5 Beds
    • 2 Baths
    • 2,540 Sq Ft

    62R Silver St, Middletown, CT 06457

    Property is being sold via online auction through Xome. Property is occupied-no interior access. Do not disturb occupants. Sold as-is, sight unseen. All bids must be submitted through Xome. Buyer to verify all information and perform their own due diligence, including condition, occupancy status, utilities, and any required inspections. Auction dates, terms, and conditions available on Xome.

    Michael Calabro Coldwell Banker Calabro

    62R Silver St, Middletown, CT 06457
  • /30

    $429,900

    $5K PRICE DROP
    • 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
  • /23

    $479,900

    Open Sun 12:30PM - 2:30PM
    • 3 Beds
    • 3 Baths
    • 2,030 Sq Ft

    25 Pleasant View Dr, Middletown, CT 06457

    Welcome to 25 Pleasant View Drive in the highly desirable Westfield section of Middletown. A completely updated home nestled on a quiet cul-de-sac, offering the perfect blend of comfort, style and functionality. This inviting property features large, sun filled rooms and beautiful hardwood floors throughout the main living areas, adding warmth and appeal. The spacious living room is highlighted

    Gregory Domingue Coldwell Banker Realty

    25 Pleasant View Dr, Middletown, CT 06457
  • /35

    $465,000

    • 3 Beds
    • 2 Baths
    • 2,176 Sq Ft

    408 Maromas Rd, Middletown, CT 06457

    Immaculate 3-bedroom, 2-bath ranch offering a bright, lifestyle-focused layout across two levels. The main level showcases a spacious eat-in kitchen with granite countertops and opens directly to a low-maintenance composite deck-perfect for morning coffee or easy outdoor dining. Next on the main level is a sun-filled living room with cathedral ceilings and multiple windows, creating an airy,

    Sandy Fehrs Lamacchia Realty

    408 Maromas Rd, Middletown, CT 06457
  • /2

    $409,100

    $68K PRICE DROP
    • 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
  • /28

    $239,900

    • 3 Beds
    • 2 Baths
    • 1,160 Sq Ft

    103 Prospect St, Middletown, CT 06457

    This classic 1900 Colonial at 103 Prospect Street offers a chance to bring new life to a well-loved home in a convenient Middletown location. With 1,160 square feet of living space, three bedrooms, and two full baths, the layout is simple and functional, ready for someone with vision to make it their own. The home does require work, making it a great project for investors, renovators, or buyers

    Carl Guild Carl Guild & Associates

    103 Prospect St, Middletown, CT 06457
  • /40

    $349,900

    • 3 Beds
    • 1.5 Baths
    • 1,836 Sq Ft

    325 Barbara Rd, Middletown, CT 06457

    You're not seeing things-this home is priced to move! Welcome to easy, one-level living in a highly desirable, walkable neighborhood in Middletown, Connecticut. This charming ranch-style home offers 3 bedrooms, 1.2 baths, and an attached one-car garage, delivering both comfort and convenience. Set on a beautiful third-of-an-acre lot, the property features a brand-new white peastone patio &

    Erik Sousa William Raveis Real Estate

    325 Barbara Rd, Middletown, CT 06457
  • /6

    $950,000

    • Land
    • 1.66 Acres
    • $572,289 per Acre

    0 Scovill Rd, Middletown, CT 06457

    This property abuts 35 acres of mixed conservation land and offers views of the Connecticut River and two nearby state parks, ensuring the scenery will remain protected and undeveloped. The spectacular, lightly wooded parcel is the result of combining three approved lots within the River Park Subdivision to create one exceptional private homesite with breathtaking river views. Underground

    Tony Persaud KW Legacy Partners

    0 Scovill Rd, Middletown, CT 06457
  • /40

    $899,000

    Open Sat 11AM - 1PM $26K 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
  • /11

    $364,900

    $25K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,156 Sq Ft

    56 Bidwell Terrace, Middletown, CT 06457

    Seller willing to offer closing cost credit. Beautifully updated home featuring a fully finished lower-level in-law apartment with its own entrance, kitchen, and living space - perfect for rental income or multigenerational living. Offset your mortgage or create a flexible dual-living setup in one of Middletown's most convenient locations. Recently updated kitchen and baths. Huge driveway with

    Andrew Roach KD Realty

    56 Bidwell Terrace, Middletown, CT 06457
  • /39

    $1,325,000

    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
  • /2

    $15,000

    $1K PRICE DROP
    • Land
    • 5,662 Sq Ft
    • $115,385 per Acre

    0 Dunn St Unit 24162046, Middletown, CT 06457

    Residential lot located off Butternut Street in Middletown on Dunn Street, offering an opportunity for buyers, builders, or investors looking to secure land in an established area. Conveniently situated near local amenities, shopping, dining, parks, and commuter routes. Buyers are encouraged to perform their own research regarding zoning, utilities, wetlands, frontage, and buildability.

    John Brewer Exceptional Real Estate LLC

    0 Dunn St Unit 24162046, Middletown, CT 06457
  • /15

    $1,200,000

    • Land
    • 29.37 Acres
    • $40,858 per Acre

    0 Country Club Rd and Massa Tom Rd Rd E, Middletown, CT 06457

    29.37 Acres/ 14 lots of unique Wooded land rolling hills, lush forests. ATTENTION BUYERS /BUILDERS ENDLESS OPPORTUNITY TO EXPLORING DEVELOPMENT POTENTIAL this raw piece of land is a blank canvas ready for your vision. Easy access to nearby school's shops and highways.

    Irene Smaga Global Real Estate Services, LLC

    0 Country Club Rd and Massa Tom Rd Rd E, Middletown, CT 06457
  • /27

    $324,900

    Open Sun 12PM - 2PM $15K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 939 Sq Ft

    29 Warwick St, Middletown, CT 06457

    Adorable "hidden gem" nestled in the Historic section of Middletown! This charming 2-bedroom Cape with a versatile loft offers convenient, easy one-floor living in a character-filled historic home. Enjoy beautiful exposed beams and a cozy double-sided gas fireplace that adds warmth and charm to multiple living spaces. The home features hardwood floors throughout the main living areas and a

    Phyllis Bysiewicz Berkshire Hathaway NE Prop.

    29 Warwick St, Middletown, CT 06457
  • /19

    $1,100,000

    • 8 Beds
    • 4 Baths
    • 5,176 Sq Ft

    0 Portland St, Middletown, CT 06457

    Exceptional Multi-Family Investment Opportunity in CT! Located in desirable Middletown, this unique property package offers two two-family homes-for a total of four income-producing units-along with a versatile 2,898 sq ft workshop and two additional vacant land parcels. Each residential building offers approximately 1,380 sq ft with new roofs, new windows, upgraded electrical, and modernized

    Jamie Smigel Carl Guild & Associates

    0 Portland St, Middletown, CT 06457
  • /30

    $339,900

    • 4 Beds
    • 2 Baths
    • 1,616 Sq Ft

    37 Hotchkiss St, Middletown, CT 06457

    Updated two-family in a fantastic Middletown location just minutes from Wesleyan University, downtown shopping, and Route 9 - great for an owner-occupant or investor, with one unit delivered open at the end of the month and ready for immediate occupancy. Recent improvements have all the major boxes checked: brand new roof, brand new water heaters, plus updated kitchens, updated baths, and newer

    Warren Juall HOMESELL

    37 Hotchkiss St, Middletown, CT 06457
  • /11

    $249,609

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

    146 Liberty St, Middletown, CT 06457

    146 Liberty Street, Middletown, CT offers a three bedroom, one and a half bath home renovated in 2023. The main level features a functional layout with updated finishes and timeless details, along with a mudroom and a three season porch. All bedrooms are located on the second floor, along with a full bath. Additional features include a detached two car garage. Property is being sold as a short

    Keith Murphy Innovative Properties

    146 Liberty St, Middletown, CT 06457
  • /22

    $359,900

    Open Sun 12PM - 2PM
    • 3 Beds
    • 2 Baths
    • 1,926 Sq Ft

    118 Grove St, Middletown, CT 06457

    Welcome to 118 Grove Street, a well-maintained two-family property located in the heart of Middletown. Situated on a quiet corner lot in a desirable neighborhood, this home is just minutes from downtown Middletown and Wesleyan University. This property is easy to manage and ideal for both owner-occupants and investors, featuring natural gas, separate utilities, two electric panels, and laundry in

    Lindsay Alexander The Heritage Group, LLC

    118 Grove St, 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
  • /39

    $299,900

    Open Sun 3PM - 5PM
    • 3 Beds
    • 1 Bath
    • 1,532 Sq Ft

    64 High St, Middletown, CT 06457

    Timeless red brick architecture meets exceptional space & convenience in this spacious, well-maintained home directly across from Wesleyan University. High ceilings & abundant natural light enhance the inviting interior, while the oversized kitchen/dining area offers the perfect setting for everyday living & entertaining. Generously sized rooms throughout provide a clean, open feel with endless

    Michelle Mazzotta eXp Realty

    64 High St, Middletown, CT 06457
  • /40

    $825,000

    • 5 Beds
    • 4.5 Baths
    • 4,560 Sq Ft

    66 Sachem Dr, Middletown, CT 06457

    STUNNING 5-bedroom, 4.5-bath Colonial set on almost 2 private acres in a peaceful cul-de-sac setting. Enter into an elegant dining space with a sun-filled bay window, which flows into a phenomenal, fully remodeled kitchen with shaker-style cabinetry, quartz countertops, an impressive 9-foot island, and plenty of space for casual dining or a cozy sitting area. The kitchen opens to a large family

    Tracey Precourt Century 21 Clemens Group

    66 Sachem Dr, Middletown, CT 06457
  • /40

    $325,000

    • 2 Beds
    • 1 Bath
    • 1,564 Sq Ft

    162 Old Middle St, Middletown, CT 06457

    This charming ranch offers the perfect blend of comfort, space, and flexibility! Step inside to a welcoming family room featuring a cozy wood-burning fireplace, perfect for relaxing evenings at home. The updated kitchen boasts granite countertops, newer appliances, and opens beautifully to the dining room/sunroom area, creating a bright and inviting space for everyday living and entertaining.

    Samantha Celentano Coldwell Banker Realty

    162 Old Middle St, Middletown, CT 06457
  • /2

    $100,000

    • Land
    • 8.18 Acres
    • $12,225 per Acre

    0 Bell St Unit 24149149, Middletown, CT 06457

    This scenic and beautiful lot has a stream running through it. The location is spectacular on this very quiet street located minutes to interstate 91 makes travel super easy. No test have been done.

    Nancy Newman LPT Realty

    0 Bell St Unit 24149149, Middletown, CT 06457
  • /17

    $265,000

    Open Fri 5PM - 7PM
    • 3 Beds
    • 1 Bath
    • 1,280 Sq Ft

    3 Flower St, Middletown, CT 06457

    Move right into this centrally located Middletown home! This 3 bedroom, 1 full bath home offers comfort, many updates, and timeless character in the heart of Middletown. Inside, you'll find a spacious living room perfect for entertaining lots of family and friends, along with touches of classic 1900s charm including a beautiful wood staircase and original railing details that add warmth and

    Leah Schroeder KW Legacy Partners

    3 Flower St, Middletown, CT 06457
  • /40

    $785,000

    • 4 Beds
    • 3 Baths
    • 3,054 Sq Ft

    33 Knoll Ridge Ct, Middletown, CT 06457

    This beautifully designed home offers the perfect blend of comfort, flexibility, and multigenerational living. The main level features impressive 9-foot ceilings that create an open, airy feel . The kitchen has loads of counters as well as an island and dining area which leads to a large trex deck boasting a panoramic view. A spacious primary suite serves as a private retreat with a separate

    Nancy Currlin William Raveis Real Estate

    33 Knoll Ridge Ct, Middletown, CT 06457
  • /38

    $559,900

    Open Sun 1PM - 3PM
    • 3 Beds
    • 2.5 Baths
    • 3,036 Sq Ft

    265 Briarwood Ln, Middletown, CT 06457

    Welcome to a lifestyle that blends neighborhood charm with everyday convenience in one of Middletown's most connected and vibrant locations. Nestled within a planned community, this completely updated 3-bedroom, 2.5-bath home offers the perfect balance of comfortable living, modern style, and easy access to everything the area has to offer. From the moment you step inside, you'll appreciate that

    Tanya Bottaro Real Broker CT, LLC

    265 Briarwood Ln, Middletown, CT 06457
  • /26

    $269,900

    • 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
  • /4

    $330,000

    Coming Soon
    • 2 Beds
    • 2 Baths
    • 1,470 Sq Ft

    31 Burr Ave, Middletown, CT 06457

    Charming and well-located two-family home in the heart of Central Connecticut! This quaint property features two 1-bedroom, 1-bath units, making it an ideal opportunity for an owner-occupant or investor alike. Recent exterior improvements include a new deck and exterior staircase to the second floor. Approximately four years ago, the home was upgraded to efficient on-demand heat and hot water

    Heather Kilbourn Cavanaugh & Company LLC

    31 Burr Ave, 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

Showing Results 1 - 40, Page 1 of 2

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.

Frequently Asked Questions

What is the average home price in Middletown, CT?
Homes for sale in Middletown, CT have an average home price of $374,815.
How many homes have sold over the last 12 months in Middletown, CT?
368 homes have sold in Middletown, CT over the last 12 months.
Is Middletown, CT a safe city?
In general, the safest neighborhoods in Middletown, CT with lower crime scores are Middle Haddam, Westfield and Highland.
What are the most popular zip codes in Middletown, CT?
The most popular zip codes in Middletown, CT include 06457, 06480, 06416, 06455 and 06422.
What are the most popular neighborhoods in Middletown, CT?
The most popular neighborhoods in Middletown, CT with the most homes for sale are Middle Haddam, Westfield and Highland.
How much do you need to make to afford a house in Middletown?
The median home price in Middletown is $349,900. If you put a 20% down payment of $70,000 and had a 30-year fixed mortgage with an interest rate of 6.37%, your estimated principal and interest payment would be $1,750 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $75K a year to afford the median home price in Middletown. Learn how much home you can afford with our Home Affordability Calculator.
How are the schools in Middletown, CT?
Middletown, CT has highly rated public and private schools. Some of the best schools in Middletown based on Niche Grades are St John Paul II School, The Independent Day School and Xavier High School. The neighborhoods in Middletown with the highest rated schools are Middle Haddam, Westfield and Highland. Browse all the schools in Middletown, CT to learn more.

Home Trends in Middletown, CT

Housing Trends

Median Sale Price
$340,000
Median Single Family Sale Price
$417,000
Median Townhouse Sale Price
$247,500
Median 2 Bedroom Sale Price
$228,900
Median 1 Bedroom Sale Price
$177,500
Average Price Per Sq Ft
$248
Number of Homes for Sale
21
Last 12 months Home Sales
368
Months of Supply
0.70
Median List Price
$349,900
Median Change From 1st List Price
-1%
Median Home Sale Price YoY Change
6%
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