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Middletown, CT Homes for Sale

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  • /33

    $409,900

    • 3 Beds
    • 2 Baths
    • 1,537 Sq Ft

    95 Training Hill Rd, Middletown, CT 06457

    Welcome to the perfect blend of comfort, style, and modern living! This beautifully renovated ranch-style home is tucked away in one of Middletown's most sought-after neighborhoods, offering 4 spacious bedrooms, 2 full bathrooms, and a layout designed for today's lifestyle. Step inside to a bright open-concept living area that flows effortlessly-ideal for gatherings, entertaining, or simply

    Agent Photo

    Guillermo Araujo

    Five Stars Realty

    (860) 467-8709

    95 Training Hill Rd, Middletown, CT 06457
  • /33

    $345,000

    • 3 Beds
    • 2 Baths
    • 1,053 Sq Ft

    233 Oak Ridge Dr, Middletown, CT 06457

    Enjoy a complete Video Walkthrough OR take a Self-Guided 3D Tour 24/7! This move-in-ready 3 Bedroom, 2 Bath Ranch sits on a quiet cul-de-sac in a desirable neighborhood setting. The home features a 0.46-acre lot with a fully fenced backyard, a 24' x 24' oversized detached 2-car garage, maintenance-free vinyl siding, and a 30' x 15' patio with a fire pit, perfect for gatherings. The roof's

    Agent Photo

    Gregory Hanner

    Garden Realty

    (860) 792-5746

    233 Oak Ridge Dr, Middletown, CT 06457
  • /40

    $585,000

    • 3 Beds
    • 4 Baths
    • 3,853 Sq Ft

    301 Bell St, Middletown, CT 06457

    Take a 3D Tour or Enjoy a Video Walkthrough 24/7! This striking double A-Frame, with iconic Howard Johnson's orange steel roof shingles, is a one-of-a-kind architectural showplace and retreat set on 1.51 private acres surrounded by the 32-acre Highland Pond Preserve. The pond dam has been removed, returning it to its natural state of meadow and stream. Over $300,000 in thoughtful renovations have

    Agent Photo

    Gregory Hanner

    Garden Realty

    (860) 689-1459

    301 Bell St, Middletown, CT 06457
  • /5

    $400,000 Coming Soon

    • 2 Beds
    • 2.5 Baths
    • 2,249 Sq Ft

    644 Bartholomew Rd Unit 4, Middletown, CT 06457

    Beautiful 2 bedroom condo in pristine condition. More information and pictures to follow.

    Agent Photo

    Bridget Morrissey

    Bridget Morrissey Realty LLC

    (860) 854-7896

    644 Bartholomew Rd Unit 4, Middletown, CT 06457
  • /29

    $300,000

    • 2 Beds
    • 1.5 Baths
    • 1,378 Sq Ft

    23 Hotchkiss St, Middletown, CT 06457

    Welcome to 23 Hotchkiss Street, where historic charm meets modern convenience in the heart of downtown Middletown. This classic brick Colonial, built in 1900, has been thoughtfully updated while retaining its timeless character. Inside, you'll find bright living spaces, a well-appointed kitchen with updated appliances, and flexible rooms that adapt to your lifestyle-whether for entertaining,

    Jonathan Zuromski Real Broker CT, LLC

    23 Hotchkiss St, Middletown, CT 06457
  • /11

    $525,000

    • Land
    • 26.43 Acres
    • $19,864 per Acre

    0 Arbutus St Unit 24065180, Middletown, CT 06457

    **26+ Acres of Unique Land** These 3 parcels are found in a picturesque rural setting, the expansive 26+ acres provides a unique opportunity (previous site work completed years ago). The land is easily accessible providing convenient travel to RTs 9 and 17 and to nearby downtown Middletown. Surround yourself with stunning landscapes, including rolling hills, lush forests....this property is a

    Heather Kilbourn Cavanaugh & Company LLC

    0 Arbutus St Unit 24065180, Middletown, CT 06457
  • /33

    $524,900 Open Sun 12PM - 2PM

    • 3 Beds
    • 2.5 Baths
    • 2,146 Sq Ft

    79 Brechlin Dr, Middletown, CT 06457

    Welcome home to 79 Brechlin Drive, a beautifully updated 2,146 sq ft Colonial situated on a desirable corner lot in the sought-after Westfield Hills Subdivision of Middletown. This 3 bedroom 2.5 bath 2,146 sq ft home sits on a desirable corner lot and features a recently remodeled kitchen, a spacious living room with cathedral ceilings and a wood-burning fireplace, and a large primary suite with

    Sally Annino Berkshire Hathaway NE Prop.

    79 Brechlin Dr, Middletown, CT 06457
  • /17

    $549,900 New Construction

    • 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," available for occupancy in 2026! 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: Enjoy the sophistication of wood cabinetry with

    Phyllis Bysiewicz Berkshire Hathaway NE Prop.

    137 Webster Ln Unit 2-42, Middletown, CT 06457
  • /18

    $2,175,000

    • 1 Bed
    • 1 Bath
    • 11,098 Sq Ft

    123 Burgundy Hill Ln, Middletown, CT 06457

    Portfolio of 18 rental condo units in the Peppermill Village association in Middletown. All units rented, this turnkey investment portfolio offers immediate cash flow. Current Gross Rents of $285k. 13x 1-bedroom units, 4x 1-bedroom w/loft units, and 1x 2-bedroom unit. HOA includes water, sewer, trash, landscape, Snow removal. Tenants responsible for electric utility.

    Travis Preziosi Brickwell Partners LLC

    123 Burgundy Hill Ln, 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
  • /6

    $649,000 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,006 Sq Ft

    Lot 3 Coleman Rd, Middletown, CT 06457

    A functional layout in an ideal setting! This is a TO BE BUILT 2,006 sq ft home on a nice sized 2.12 acre lot. A traditional style house plan featuring an open concept Kitchen and Family Room space with hardwood flooring throughout the first floor. The Dining Room will have decorative picture frame molding creating a timeless feel. Relax and recharge in the large Primary Bedroom suite. Three

    Dori Degennaro William Raveis Real Estate

    Lot 3 Coleman Rd, Middletown, CT 06457
  • /31

    $222,900

    • 3 Beds
    • 1.5 Baths
    • 1,120 Sq Ft

    14 Rising Trail Dr, Middletown, CT 06457

    Welcome to 14 Rising Trail Dr in Middletown! This beautifully updated townhouse is truly move-in ready, featuring fresh paint throughout, brand-new flooring, and a stylishly updated bathroom. The bright and open layout offers comfortable living spaces, perfect for both everyday living and entertaining. Located in a convenient area close to shopping, dining, parks, and major commuter routes, this

    Timothy Faucher eXp Realty

    14 Rising Trail Dr, Middletown, CT 06457
  • /31

    $375,000

    • 3 Beds
    • 1.5 Baths
    • 1,132 Sq Ft

    52 Cimarron Rd, Middletown, CT 06457

    52 Cimarron Road, a lovely raised ranch offering three bedrooms and one and a half bathrooms. Hardwood floors flow through the living spaces, and a fireplace is the heart of the living room. The kitchen is fully equipped and flows nicely to the dining and living areas, making everyday routines and gatherings comfortable. The lower level adds additional living space, a laundry room, and storage.

    Heidi Matusik Lamacchia Realty

    52 Cimarron Rd, Middletown, CT 06457
  • /37

    $239,900 Open Sat 11AM - 1PM

    • 2 Beds
    • 2 Baths
    • 950 Sq Ft

    88 Carriage Crossing Ln, Middletown, CT 06457

    Discover easy one-level living in this beautifully updated condo with private rare courtyard facing location, perfectly situated in one of Middletown's most sought-after communities in the desirable Westfield section. This sun-filled home features soaring 16' ceilings in the open living and dining room, creating a bright and airy atmosphere ideal for both everyday living and entertaining. A cozy

    Mary Jean Agostini RE/MAX Right Choice

    88 Carriage Crossing Ln, Middletown, CT 06457
  • /21

    $318,000

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

    146 Liberty St, Middletown, CT 06457

    Renovated in 2023, this charming 3-bedroom, 1.5-bath home combines modern updates with timeless character. A large, bright screened-in 3-season front porch welcomes you. Step inside to an open floor plan featuring a quartz kitchen with stainless steel appliances, a spacious dining island, and two convenient access points - one from the front porch and another through a bright mudroom leading to

    Mike Sangapore eXp Realty

    146 Liberty St, Middletown, CT 06457
  • /11

    $209,900

    • 2 Beds
    • 1 Bath
    • 930 Sq Ft

    161 Cynthia Ln Unit E5, Middletown, CT 06457

    Beautiful, updated two bedroom, one full bathroom condominum close to all the amenities Middletown has to offer. As you enter you will see the oversized living room with newer flooring that is perfect for relaxing. Thereafter, you will see the meticulously maintained white kitchen with stainless steel appliances. Upstairs you will find two generous sized bedrooms and full bathroom. Adding to the

    Vincent Engingro William Raveis Real Estate

    161 Cynthia Ln Unit E5, Middletown, CT 06457
  • /24

    $275,000

    • 2,192 Sq Ft

    565 High St, Middletown, CT 06457

    Welcome to 565 High St, Middletown, CT. This unique commercial building is located in the heart of a residential neighborhood. It has operated as a karate dojo since 1998. The space is perfect for a hall, dance studio or open space. With dormered ceilings and a spacious basement this building is a perfect creative space. It has potential for renovations and to be converted for multiple uses. The

    David Tobin William Raveis Real Estate

    565 High St, Middletown, CT 06457
  • /4

    $339,900

    • 4 Beds
    • 2 Baths
    • 1,704 Sq Ft

    42 Saybrook Rd, Middletown, CT 06457

    Property to be sold in "as is" condition Contingent upon probate approval. This is home is located convenient to Shopping center and 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.

    Ramona B Gonzalez Berkshire Hathaway NE Prop.

    42 Saybrook Rd, Middletown, CT 06457
  • /31

    $389,900

    • 3 Beds
    • 2 Baths
    • 1,366 Sq Ft

    50 Garfield Ave, Middletown, CT 06457

    Welcome Home, Fall in love and move in for the holidays. Stunning 3 bedroom~2 full bath Cape Cod completely remodeled from exterior to interior. This is what you have been searching for. A beautiful custom home with great curb appeal on .17 acre yard, with a stunning stone patio, front walkway and a new privacy fencing. Located close to schools, shopping & major highways it is priced right for

    Jackie Williams Sterling REALTORS

    50 Garfield Ave, Middletown, CT 06457
  • /33

    $325,000

    • 4 Beds
    • 1.5 Baths
    • 2,005 Sq Ft

    175 Lincoln St, Middletown, CT 06457

    Timeless Colonial rich with historic charm, minutes from downtown Middletown, Wesleyan University & Middlesex Hospital, this home offers the perfect blend of convenience & character. Featuring 4 nice sized bedrooms, high ceilings, original woodwork & a warm inviting layout. The detached garage adds extra storage or workshop potential & the walk-up attic offers endless possibilities for expansion

    Michelle Mazzotta eXp Realty

    175 Lincoln St, Middletown, CT 06457
  • /22

    $629,900 New Construction

    • 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 -the "KIRBY II", now available for early 2026 occupancy! 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 perfect package. Elegant Interior Features include stunning

    Phyllis Bysiewicz Berkshire Hathaway NE Prop.

    145 Webster Ln Unit 2-41, Middletown, CT 06457
  • /7

    $210,000

    • 2 Beds
    • 1.5 Baths
    • 1,120 Sq Ft

    52 Rising Trail Dr, Middletown, CT 06457

    Spacious townhouse in the charming and cozy Beacon Hills condo community. Conveniently located minutes from major highways, public transportation, shopping centers, restaurants, medical facilities, downtown Middletown, and the Wesleyan University campus. The property offered "As Is". Subject to short sale approval. Short Sale Rider & As Is Riders must be included with the Purchase Offer.

    Thomas Galvin Precision Realty LLC

    52 Rising Trail Dr, Middletown, CT 06457
  • /29

    $355,000

    • 4 Beds
    • 1.5 Baths
    • 2,540 Sq Ft

    180 Bailey Rd, Middletown, CT 06457

    Fantastic investment opportunity in Middletown! This unique single-family home with a fully permitted ADU offers exceptional versatility and strong rental income. The property features three fully rented units-a spacious upper-level unit, a ground-level unit, and a private ADU attached off the back. Together, these units currently generate $3,400/month, and all existing tenants will convey with

    Thomas Mele Dorrance Realty

    180 Bailey Rd, Middletown, CT 06457
  • /32

    $314,900

    • 2 Beds
    • 1 Bath
    • 1,154 Sq Ft

    237 Boston Rd, Middletown, CT 06457

    Fall in love with this charming, well-maintained Cape home with attached garage located at 237 Boston Road in Middletown! Step inside to a spacious and welcoming living room featuring beautiful hardwood floors, a cozy fireplace, and an efficient pellet stove - perfect for New England seasons. The main level continues into a bright dining area and kitchen equipped with solid-wood cabinetry,

    Giulia Terese Hagel & Assoc. Real Estate

    237 Boston Rd, Middletown, CT 06457
  • /30

    $144,900

    • 2 Beds
    • 1 Bath
    • 698 Sq Ft

    56 Burgundy Hill Ln Unit 56, Middletown, CT 06457

    Welcome to 56 Burgundy Hill Lane, Middletown! This totally renovated 2-bedroom ranch-style condo was beautifully remodeled in 2023 with updates in every room. The new kitchen showcases granite countertops, stainless steel appliances, white cabinetry, and modern finishes, while the spacious living/dining area opens through sliding doors to a private covered deck. Two generous bedrooms, a

    Giulia Terese Hagel & Assoc. Real Estate

    56 Burgundy Hill Ln Unit 56, Middletown, CT 06457
  • /34

    $338,900

    • 3 Beds
    • 2 Baths
    • 1,898 Sq Ft

    18 Phedon Pkwy, Middletown, CT 06457

    Beautiful Spacious Custom Built ONE Owner Home in Desirable Neighborhood. Unigue Cobblestone Exterior. When entering from the front door you're met with a beautiful staircase and a large living room with wood burning fireplace. Many windows provide tons of natural light. To your right is a formal dining room that has held large crowds for the holiday feasts. Main level has a full updated bath as

    Robin Rios Berkshire Hathaway NE Prop.

    18 Phedon Pkwy, Middletown, CT 06457
  • /7

    $574,900 New Construction

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

    4 Nathan Hale Rd, Middletown, CT 06457

    To be Built - The Nathan Hale Estates offer an exceptionally private and secluded setting, making it the perfect place for you and your family. Experience modern luxury in this stunning new construction colonial offering 3 bedrooms, 2.5 baths boasting 1,761 sq. ft. of beautifully designed living space. Ushering you from the covered front porch, the first floor features a gourmet chef's kitchen

    Jenna Talbot Coldwell Banker Realty

    4 Nathan Hale Rd, Middletown, CT 06457
  • /32

    $364,900

    • 3 Beds
    • 2 Baths
    • 2,052 Sq Ft

    160 Boston Rd, Middletown, CT 06457

    Step into timeless New England charm with this beautifully updated historic colonial farmhouse that perfectly blends classic character with modern comfort. Every corner of this home reflects care and craftsmanship, with thoughtful improvements that make it both beautiful and reliable for years to come. The property features a freshly updated exterior, structural enhancements, a newer roof (2024

    Emily Braman Berkshire Hathaway NE Prop.

    160 Boston Rd, Middletown, CT 06457
  • /7

    $574,900 New Construction

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

    3 Nathan Hale Rd, Middletown, CT 06457

    To be Built - The Nathan Hale Estates offer an exceptionally private and secluded setting, making it the perfect place for you and your family. Experience modern luxury in this stunning new construction colonial offering 3 bedrooms, 2.5 baths boasting 1,761 sq. ft. of beautifully designed living space. Ushering you from the covered front porch, the first floor features a gourmet chef's kitchen

    Jenna Talbot Coldwell Banker Realty

    3 Nathan Hale Rd, Middletown, CT 06457
  • /18

    $289,000

    • 3 Beds
    • 1.5 Baths
    • 1,438 Sq Ft

    11 E Lake Dr, Middletown, CT 06457

    Welcome to this inviting 3-bedroom, 1.5-bathroom home, offering 1,438 sq. ft. of living space on a 0.16-acre lot. Nestled in a desirable neighborhood of Middletown, this property combines comfort, convenience, and character. Key Features: 3 Spacious Bedrooms - Plenty of natural light and versatile space for family, guests, or a home office. 1.5 Bathrooms - A full bath plus a convenient half bath

    Thomas Mele Dorrance Realty

    11 E Lake Dr, Middletown, CT 06457
  • /5

    $499,900 New Construction

    • 3 Beds
    • 2 Baths
    • 1,500 Sq Ft

    5 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 Coldwell Banker Realty

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

    $159,000

    • Land
    • 2.22 Acres
    • $71,622 per Acre

    Lot 2 Coleman Rd, Middletown, CT 06457

    Fantastic opportunity to build your dream home on this approved 2.22-acre lot. This lovely parcel offers a peaceful, country setting while still being close to everything-just minutes to Route 9, downtown Middletown, and local shops, restaurants, and schools. The engineered site plan is complete and available for a 2,000 sq ft colonial, providing a smooth path toward construction!

    Dori Degennaro William Raveis Real Estate

    Lot 2 Coleman Rd, Middletown, CT 06457
  • /7

    $549,900 New Construction

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

    1 Nathan Hale Rd, Middletown, CT 06457

    To be Built - The Nathan Hale Estates offer an exceptionally private and secluded setting, making it the perfect place for you and your family. Experience modern luxury in this stunning new construction colonial offering 3 bedrooms, 2.5 baths boasting 1,761 sq. ft. of beautifully designed living space. Ushering you from the covered front porch, the first floor features a gourmet chef's kitchen

    Jenna Talbot Coldwell Banker Realty

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

    $225,000

    • 2 Beds
    • 1 Bath
    • 930 Sq Ft

    94 Cynthia Ln Unit D-5, Middletown, CT 06457

    Discover comfortable and convenient living in this well-kept 2-bedroom, 1-bath condo offering a functional layout across 930 sq ft. Perfect for entertaining family and friends-or simply enjoying peaceful days at home-this inviting space provides versatility for any lifestyle. Located just 10 minutes from Cromwell's shopping and dining and only 5 minutes from vibrant downtown Middletown, you'll

    LeAndra Trotman William Raveis Real Estate

    94 Cynthia Ln Unit D-5, Middletown, CT 06457
  • /27

    $465,000

    • 3 Beds
    • 2 Baths
    • 1,764 Sq Ft

    168 Lisa Ln, Middletown, CT 06457

    Set on a unique cul-de-sac, this meticulously maintained ranch offers comfort, convenience, and exceptional curb appeal on a beautifully landscaped .82-acre lot. A charming front porch welcomes you home, while mature plantings, an irrigation system, and an elegant stone wall create a peaceful, private outdoor setting. Inside, the well-designed one-level layout includes three bedrooms, with a

    Julie Fitts Ritter eXp Realty

    168 Lisa Ln, Middletown, CT 06457
  • /35

    $499,900 Open Sat 12PM - 3PM

    • 3 Beds
    • 3 Baths
    • 3,456 Sq Ft

    109 Red Clover Cir, Middletown, CT 06457

    Wonderful opportunity! Private Contemporary Cape in desirable Wesleyan Hills best location on a quiet cul-de-sac that backs up to serene Wadsworth Falls State Park forest land. WOW! This sun-filled home with lots of glass allows you to view nature from every room. Very impressive open LR/DR and Family Room with cathedral ceilings accented by historical antique barn beams! Two primary BR suites.

    Diane Sayers William Raveis Real Estate

    109 Red Clover Cir, Middletown, CT 06457
  • /15

    $299,900

    • 3 Beds
    • 1 Bath
    • 1,974 Sq Ft

    347 Farm Hill Rd, Middletown, CT 06457

    This charming brick ranch offers so much potential! The spacious, sun-filled living room features hardwood floors and a cozy fireplace. The open kitchen and dining area provide an ideal layout for everyday living and entertaining. Just off the kitchen is a small bonus room-perfect for a future walk-in pantry or mudroom. Upstairs, you'll find three comfortable bedrooms and a full bath. The lower

    Lisa Sader-Goede Aspen Realty Group

    347 Farm Hill Rd, Middletown, CT 06457
  • /30

    $159,900

    • 3 Beds
    • 1.5 Baths
    • 1,200 Sq Ft

    17 Mckenna Dr, Middletown, CT 06457

    UPDATE: Financing now available & buyer does not need to be an owner-occupant (case-to-case basis) association review & approval required. HOA includes: TAXES, HEAT & WATER. LOW electric bill. Townhouse with THREE-bedroom nestled in a quaint & peaceful community of Wadsworth Grove. The interior features a practical layout, designed for easy & manageable living with ample space. Enjoy the charming

    Michelle Mazzotta eXp Realty

    17 Mckenna Dr, Middletown, CT 06457
  • /7

    $574,900 New Construction

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

    2 Nathan Hale Rd, Middletown, CT 06457

    To be Built - The Nathan Hale Estates offer an exceptionally private and secluded setting, making it the perfect place for you and your family. Experience modern luxury in this stunning new construction colonial offering 3 bedrooms, 2.5 baths boasting 1,761 sq. ft. of beautifully designed living space. Ushering you from the covered front porch, the first floor features a gourmet chef's kitchen

    Jenna Talbot Coldwell Banker Realty

    2 Nathan Hale Rd, Middletown, CT 06457
  • /22

    $399,900 Pre-Foreclosure

    • 5 Beds
    • 2.5 Baths
    • 2,169 Sq Ft

    49 Hemlock Place, Middletown, CT 06457

    This inviting home is set in a quiet, well-kept neighborhood abutting town lands and within walking distance to the high school, offering both convenience and a peaceful setting. The lower level features an open floor plan where the dining, living, and family rooms flow seamlessly together, all accented by beautiful hardwood flooring. The first floor also includes an updated kitchen with granite

    Cortney Emshwiller-Swokla Coldwell Banker Realty

    49 Hemlock Place, 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 $362,236.
How many homes have sold over the last 12 months in Middletown, CT?
360 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, 06455, 06416 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 $330,000. If you put a 20% down payment of $66,000 and had a 30-year fixed mortgage with an interest rate of 6.18%, your estimated principal and interest payment would be $1,610 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $69K 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
$335,000
Median Single Family Sale Price
$405,000
Median Townhouse Sale Price
$240,000
Median 2 Bedroom Sale Price
$227,000
Median 1 Bedroom Sale Price
$170,000
Average Price Per Sq Ft
$241
Number of Homes for Sale
30
Last 12 months Home Sales
360
Months of Supply
1.00
Median List Price
$330,000
Median Change From 1st List Price
-1%
Median Home Sale Price YoY Change
5%
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