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Middletown, CT Homes for Sale

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  • /38

    $625,000

    • 3 Beds
    • 2.5 Baths
    • 2,252 Sq Ft

    23 Brookview Ln, Middletown, CT 06457

    Welcome to 23 Brookview Lane, a spacious Colonial tucked into the desirable Westfield section of Middletown. Set in a beautiful residential community, this home offers a great combination of space, privacy, and a comfortable layout with plenty of room to grow. Inside, beautiful hardwood floors run through much of the main living area, while the fireplace creates a warm focal point and a perfect

    Agent Photo

    Javyn Roundtree

    Roundtree Realty LLC

    23 Brookview Ln, Middletown, CT 06457
  • /22

    $489,900

    • 4 Beds
    • 2.5 Baths
    • 2,600 Sq Ft

    184 Congdon St E, Middletown, CT 06457

    WOW!!! Run - do not walk to see this amazing property! Extremely versatile floor plan with first floor bedroom and den or second bedroom with full bath and laundry for easy first floor living. Upstairs offers two large bedrooms and additional full bath. The open kitchen, dining room and sitting area makes for an amazing space for entertaining or just enjoying. Plenty of large windows, letting the

    Mark Toledo Berkshire Hathaway NE Prop.

    184 Congdon St E, Middletown, CT 06457
  • /40

    $239,900

    Open House 10/04
    • 3 Beds
    • 1.5 Baths
    • 1,150 Sq Ft

    15 Rising Trail Dr, Middletown, CT 06457

    Experience the timeless elegance in this beautiful 3-bedroom, 1.5-bath townhome offering 1,232 sq. ft. of bright, comfortable living space. This refined residence features three spacious bedrooms plus a versatile Flex room with skylight on the 3rd floor, seamlessly blending classic architectural details with modern, open-concept living.. This unit also includes a 1-car under unit garage, adding

    Edward McCullough Realty 3 CT

    15 Rising Trail Dr, Middletown, CT 06457
  • /38

    $299,900

    • 3 Beds
    • 1.5 Baths
    • 1,360 Sq Ft

    774 Long Hill Rd, Middletown, CT 06457

    Welcome to 774 Long Hill Road, a meticulously maintained 3-bedroom, 1.5-bath townhouse in the desirable Wesleyan Hills community. Lovingly cared for by the same owner for the past 20 years, this home offers durable, easy-care laminate flooring throughout and annually serviced mechanicals for added peace of mind. The spacious eat-in kitchen opens through sliding doors to a large private deck,

    Dawn Gagliardi Serhant Connecticut, LLC

    774 Long Hill Rd, Middletown, CT 06457
  • /37

    $379,900

    • 3 Beds
    • 2 Baths
    • 1,482 Sq Ft

    64 Ryan St, Middletown, CT 06457

    Well maintained 3 bedroom home with flexible floor plan. 1 bedroom on the first floor, as well as 2 full baths, Living room, and eat-in kitchen. The second floor has 2 additional bedrooms. 1st Floor Laundry. New Furnace. Splits for air condioning. 200 amp elec. Panel w/ Generator hook up. New detached 3 car garage with loft are above.

    Craig Milton Re/Max Valley Shore

    64 Ryan St, Middletown, CT 06457
  • /40

    $585,000

    $30K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 1,908 Sq Ft

    85 Oakcliff Rd, Middletown, CT 06457

    Welcome Home! 85 Oakcliff is a beautifully updated 4-bedroom, 2.5 bath home in a desirable Middletown neighborhood, privately set back from the road. Featuring an updated kitchen, new windows throughout, remodeled baths and a finished walk-out basement with a full bathroom this home offers space, flexibility and privacy. The finished lower level provides potential for an in-law apartment or

    Carissa Mastriano GRL & Realtors, LLC

    85 Oakcliff Rd, Middletown, CT 06457
  • /6

    $950,000

    • Land
    • 4.1 Acres
    • $231,707 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
  • /37

    $399,900

    • 3 Beds
    • 1.5 Baths
    • 1,416 Sq Ft

    144 Old Mill Rd, Middletown, CT 06457

    Welcome to 144 Old Mill Road, a charming & well-maintained home offering a wonderful combination of character, space & indoor-outdoor living. Step inside to find beautiful hardwood floors, abundant natural light & a comfortable, versatile floor plan. The main level features multiple living spaces, including a bright living room surrounded by windows, a spacious dining area highlighted by a

    Michelle Mazzotta eXp Realty

    144 Old Mill Rd, Middletown, CT 06457
  • /27

    $349,900

    • 3 Beds
    • 2 Baths
    • 2,224 Sq Ft

    57 Arbutus St, Middletown, CT 06457

    Welcome to 57 Arbutus Street, a special home lovingly cared for by just two owners since 1984. Custom-built by its original owner, pride of craftsmanship shows in the solid construction, thoughtful layout, high ceilings, and generously sized rooms. Set in a close-knit and welcoming neighborhood, the home offers incredible potential for buyers ready to bring their vision. The main level boasts

    Jeff Beale eXp Realty

    57 Arbutus 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
  • /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
  • /12

    $379,900

    • 3 Beds
    • 1.5 Baths
    • 1,313 Sq Ft

    672 E Main St, Middletown, CT 06457

    FULLY UPDATED & TURN KEY! Welcome to 672 East Main Street, a beautifully renovated home offering extensive update inside and out. This meticulously maintained property features a new roof, siding, windows, front door, flooring, interior paint, kitchen cabinets, updated kitchen and bathrooms, and so much more. Enjoy the convenience of a dedicated washer and dryer located on the main floor, making

    Marco Rondinone Berkshire Hathaway NE Prop.

    672 E Main St, Middletown, CT 06457
  • /39

    $309,900

    • 5 Beds
    • 2 Baths
    • 1,576 Sq Ft

    105 Spring St, Middletown, CT 06457

    **Multiple Offers, Highest and Best Due EOD Wednesday, 9/9/26** Opportunity knocks in the heart of Middletown! This two-family home sits just minutes from Route 9, public transportation, and the Main Street corridor with its restaurants, shops, and year-round events. Live in one unit and have a tenant help pay your mortgage, or add a solid two-family to the portfolio - a great fit for

    Warren Juall HOMESELL

    105 Spring 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

    $389,000

    • 2 Beds
    • 2.5 Baths
    • 1,234 Sq Ft

    46 Clarence Ct, Middletown, CT 06457

    You'll fall in love with this move-in condition colonial located at the end of a cul-de-sac. The yard is level and partially fenced with a large deck ideal for three-season cookouts and relaxation. The bright interior has plenty of room for hosting gatherings. The recently remodeled kitchen adjoins the dining room so the cook can join the conversation. Upstairs are two bedrooms each with hardwood

    Nancy Currlin William Raveis Real Estate

    46 Clarence Ct, Middletown, CT 06457
  • /2

    $95,000

    • Land
    • 5.5 Acres
    • $17,273 per Acre

    0 Bow Ln, Middletown, CT 06457

    5.5 ACRES | MIDDLETOWN, CT DEVELOPMENT & INVESTMENT OPPORTUNITY Bring your vision to this approximately 5.5-acre parcel of raw, unimproved land in Middletown. An opportunity for builders, developers, investors, or buyers interested in exploring the property's future potential. Property is being sold in its current unimproved condition. Public assessor records indicate the parcel as landlocked.

    Anna Carabetta Berkshire Hathaway NE Prop.

    0 Bow Ln, 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
  • /13

    $99,999

    $15K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 840 Sq Ft

    500 Washington St Unit 4, Middletown, CT 06457

    *** Remodeled Home in Middletown Mobile Home Park *** Welcome to 500 Washington Street #4, a beautifully refurbished 1986 Peerless Supra offering fresh, move-in-ready living in a convenient Middletown location. This 14' x 60' home features 840 sq. ft., 2 bedrooms and 1 full bath, with extensive updates throughout. The brand-new kitchen shines with quartz countertops, new cabinetry, refrigerator,

    Susan Cafourek Berkshire Hathaway NE Prop.

    500 Washington St Unit 4, Middletown, CT 06457
  • /19

    $900,000

    $200K PRICE DROP
    • 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
  • /40

    $609,000

    • 3 Beds
    • 2.5 Baths
    • 3,418 Sq Ft

    184 Rolling Green, Middletown, CT 06457

    Welcome to this gorgeous 3-bedroom, 3.5-bath Colonial nestled on a desirable cul-de-sac in a highly sought-after neighborhood. Filled with natural light, this beautifully updated home offers comfort, space, and functionality throughout. The home has been thoughtfully updated within the past two years.The inviting living room features beautiful flooring and flows seamlessly into the dining area,

    Himanshu Singh Singh Realty

    184 Rolling Green, Middletown, CT 06457
  • /20

    $269,900

    • 2 Beds
    • 1.5 Baths
    • 1,222 Sq Ft

    234 S Main St Unit 203, Middletown, CT 06457

    Step into a piece of history with all the comforts of modern living! Located in a beautifully renovated factory building that was thoughtfully converted to condominiums in 1987, this distinctive residence is part of a property listed on the National Register of Historic Places. Rich in character and architectural charm with exposed beams, wood ceiling and brick walls, this meticulously maintained

    Barbara Puorro Puorro Realty Group

    234 S Main St Unit 203, Middletown, CT 06457
  • /37

    $369,900

    $20K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,236 Sq Ft

    46 Middlefield St, Middletown, CT 06457

    Welcome to 46 Middlefield Street in Middletown! This beautifully remodeled home offers three bedrooms, two full bathrooms, and stylish updates throughout. The brand-new kitchen features sleek quartz countertops and modern finishes, creating an inviting space for cooking and entertaining. The refreshed interior combines contemporary style with comfortable, functional living spaces, making this

    Michael Monteiro Ascend Realty LLC

    46 Middlefield St, Middletown, CT 06457
  • /2

    $119,000

    New Construction
    • 1 Bed
    • 1 Bath
    • 533 Sq Ft

    500 Washington St Unit 9, Middletown, CT 06457

    *** BRAND NEW MOBILE HOME - Modern, Stylish & Ready for You! *** Be the first to call 500 Washington Street #9 home! Located in Middletown Mobile Home Park, this brand-new 1-bedroom, 1-full-bath mobile home offers fresh, modern living with everything new from the start. A welcoming 6' front porch adds charm and the perfect spot to relax outdoors. Inside, enjoy a bright, thoughtfully designed

    Susan Cafourek Berkshire Hathaway NE Prop.

    500 Washington St Unit 9, Middletown, CT 06457
  • /40

    $449,900

    Open Mon 5:30PM - 6:30PM $5K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,774 Sq Ft

    147 Old Mill Rd, Middletown, CT 06457

    This charming three-bedroom, one-and-a-half-bath English Tudor sits on a landscaped corner lot and offers a wonderful mix of classic details and modern updates. The beautifully updated kitchen features white and gray cabinetry, quartz countertops, a farmhouse sink, breakfast bar, stainless steel appliances, and plenty of storage and workspace. From there, the layout flows into the dining room

    Michelle Mandel Carl Guild & Associates

    147 Old Mill Rd, Middletown, CT 06457
  • /37

    $249,000

    Open Sun 12PM - 2PM
    • 2 Beds
    • 2 Baths
    • 950 Sq Ft

    87 Carriage Crossing Ln, Middletown, CT 06457

    Enjoy comfort, convenience, and low-maintenance living at Unit 87, ideally situated with a courtyard view in the sought-after Carriage Crossing community. This open-concept home features vaulted ceilings, soaring windows, and a living room fireplace. The kitchen, complete with a breakfast nook, opens to the main living space for easy everyday living and entertaining. Two bedrooms, each with its

    Wendi Zuk Homes Plus of Connecticut

    87 Carriage Crossing Ln, Middletown, CT 06457
  • /24

    $1,300,000

    • 8 Beds
    • 10 Baths
    • 13,837 Sq Ft

    480 Main St, Middletown, CT 06457

    Welcome to 480 Main Street, Middletown - a rare investment opportunity in the heart of Downtown Middletown! This stunning brick mixed-use building blends timeless character with strong income-producing potential. Featuring 8 spacious residential units, each offering 900+ square feet, soaring ceilings, beautiful hardwood flooring, functional built-ins, and oversized layouts that tenants love.

    Lindy Hoyt Century 21 AllPoints Realty

    480 Main St, Middletown, CT 06457
  • /10

    $85,000

    $25K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,302 Sq Ft

    17 Miller St, Middletown, CT 06457

    Bring Your Vision to Life! This 3-bedroom single-family home offers approximately 1,300 square feet of living space and is situated on a quiet dead-end street. Featuring a cozy backyard and a layout with plenty of potential, this property is an excellent opportunity for buyers looking to renovate and create a home tailored to their style. With some updating and TLC, this home has the potential to

    David Smolowitz Dave Jones Realty, LLC

    17 Miller St, Middletown, CT 06457
  • /28

    $495,000

    • 3 Beds
    • 2 Baths
    • 1,854 Sq Ft

    17 Coles Rd, Middletown, CT 06457

    Turnkey and beautifully maintained, this inviting home is nestled in a well-kept Middletown subdivision. The open-concept main level features a bright kitchen with granite countertops, a dining area and a comfortable living room - all flowing seamlessly together. Step outside the French doors to a fenced in spacious patio surrounded by low-maintenance turf, creating a peaceful retreat with no

    Jody Bonaiuto William Raveis Real Estate

    17 Coles Rd, Middletown, CT 06457
  • /40

    $1,200,000

    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
  • /12

    $369,900

    • 6 Beds
    • 2 Baths
    • 2,442 Sq Ft

    42 Grand St, Middletown, CT 06457

    Ideal for an investor or owner occupant this 2 family home offers 2 units 5 rooms with 3 bedrooms each. The first floor unit with hardwood floors 3 spacious bedrooms, refreshed bath, and a kitchen with a walk in pantry. The second floor has been remodeled with 3 bedrooms and the primary bedroom with a large walk in closet or storage room. Updated kitchen, laminate floor, white cabinets and walk

    Barbara Altieri Coldwell Banker Realty

    42 Grand St, Middletown, CT 06457
  • /36

    $270,000

    $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,299 Sq Ft

    6 Hillside Ct, Middletown, CT 06457

    Beautifully renovated and ready for its next chapter, this charming 3-bedroom, 2-bath home offers comfortable living with modern updates throughout. The main living spaces provide a warm and inviting setting, while three bedrooms upstairs offer privacy and plenty of room to spread out. The spacious primary bedroom features vaulted ceilings, adding an open and airy feel. Conveniently located near

    Heather Crabtree RE/MAX RISE

    6 Hillside Ct, Middletown, CT 06457
  • /36

    $225,000

    $10K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 930 Sq Ft

    14 Forest Glen Cir Unit 13, Middletown, CT 06457

    "WOW" Run - do not walk to see this spectacular 2nd floor Forest Glen condo! One floor living at its best. The open concept will impress with large great room with fireplace, oversized galley kitchen with breakfast bar, stainless steel appliances including brand new refrigerator, and dining area. Sliders leading to your fantastic-sized deck to enjoy the summer months and outdoor space. Large

    Mark Toledo Berkshire Hathaway NE Prop.

    14 Forest Glen Cir Unit 13, 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
  • /28

    $374,500

    $11K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,035 Sq Ft

    74 Grove St, Middletown, CT 06457

    Welcome to this beautifully remodeled two-family home ideally located within walking distance of vibrant downtown Middletown! This property offers the perfect blend of modern updates, spacious living, and unbeatable convenience. Both units have been fully remodeled with new appliances and updates throughout, making this an excellent opportunity for an owner-occupant, investor, or

    Tracy Molloy Coldwell Banker Realty

    74 Grove 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
  • /25

    $689,000

    New Construction
    • 2 Beds
    • 2 Baths
    • 1,555 Sq Ft

    UNIT 2-41 Webster Ln Unit 145, Middletown, CT 06457

    Expect the best! Carefree living at Founders' Ridge, the premier award-winning 55+ community in Central Connecticut! Introducing the highly sought-after Kirby II model home, now available for IMMEDIATE occupancy. This is the last Kirby II available at this price point. Located in Middletown's desirable Westfield section, this thoughtfully designed 1,555-square-foot, single-level home offers an

    Phyllis Bysiewicz Berkshire Hathaway NE Prop.

    UNIT 2-41 Webster Ln Unit 145, 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
  • /17

    $410,000

    $15K PRICE DROP
    • 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
  • /21

    $149,000

    • 2 Beds
    • 1 Bath
    • 724 Sq Ft

    281 Burgundy Hill Ln Unit 281, Middletown, CT 06457

    Welcome to this well-maintained condo in Middletown, offering comfortable living with a convenient layout. The main level features an open kitchen and living area, primary bedroom, and full bathroom. Head upstairs via the spiral staircase to the loft-style second bedroom, creating a unique and flexible space. Enjoy your own balcony with additional outdoor storage, along with the convenience of

    Peter Onofrio LAER Realty Partners

    281 Burgundy Hill Ln Unit 281, Middletown, CT 06457
  • /34

    $289,900

    $30K PRICE DROP
    • 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

Showing Results 1 - 40, Page 1 of 3

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.

Middletown, CT Home Prices vs. Nearby Neighborhoods

Middletown, CT Westfield Middle Haddam Highland
Median Home Price
$370,000
$327,450
$449,900
$495,500
Median Sale Price
$375,000
+15% YoY
$330,000
+19% YoY
$429,000
-5% YoY
$505,000
+13% YoY
Avg. Price per Square Foot
$259
$256
$279
$265
Median Single Family Price
$443,000
$418,500
$452,000
$490,000
Median Townhouse Price
$245,000
$245,000
--
--
Median Condo Price
$227,250
$227,000
--
--
Total Active Listings
83 listings
34 listings
6 listings
2 listings
Market Conditions
2 Months of Supply
Seller's Market
2 Months of Supply
Seller's Market
5 Months of Supply
Balanced Market
1 Month of Supply
Seller's Market

Frequently Asked Questions

What is the average home price in Middletown, CT?
Homes for sale in Middletown, CT have an average home price of $394,208.
How many homes have sold over the last 12 months in Middletown, CT?
355 homes have sold in Middletown, CT over the last 12 months.
What is the average household income in Middletown, CT?
The average household income in Middletown, CT is $99K.
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 $370,000. If you put a 20% down payment of $74,000 and had a 30-year fixed mortgage with an interest rate of 7.03%, your estimated principal and interest payment would be $1,980 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $85K a year to afford the median home price in Middletown. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Middletown is $99K.
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.
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