Middletown, CT Homes

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  /27

  $349,999

  • 3 Beds
  • 1 Bath
  • 984 Sq Ft

  59 Willow Bee Ln, Middletown, CT 06457

  Welcome home to this beautifully updated 3-bedroom, 1-bath ranch offering 984 sq. ft. of comfortable living space. Perfectly situated as the last house on a quiet dead-end street, this property provides privacy and peace while still being close to local amenities. Step inside to find a remodeled kitchen featuring modern finishes and plenty of cabinet space-ideal for home cooking and entertaining.

  John Maier Maier Real Estate

  59 Willow Bee Ln, Middletown, CT 06457
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  /25

  $940 per month plus fees

  Burgundy Apartments

  Studio

  104 Meetinghouse Ln, Middletown, CT 06457

  Our spacious and affordable studio apartments are a place you'll love to call home! Burgundy Apartments in Middletown are set amidst beautifully landscaped grounds located in the desirable Westlake area. We are a short drive to all your everyday needs and Routes 91 and 9 are easily accessible. Our studio apartments are packed with features including air conditioning, kitchen appliances, extra

  104 Meetinghouse Ln, Middletown, CT 06457
• 

  $320,000 Sold Oct 06, 2025

  • 2,622 Sq Ft
  • $122/SF
  • 173 Days On Market

  • 6 Beds
  • 3 Baths
  • Built 1900

  23 Portland St, Middletown, CT 06457

  This is a fantastic, possible owner-occupied investment opportunity! This spacious 3 family house with back yard is available now, in heart of downtown Middletown. The 2nd and 3rd floors are already rented, providing immediate income. The 2nd-floor kitchen has been recently renovated with updated counters and cabinets. Each unit has separate electrical panels, boilers, and water heaters, all of

  Sacha Armstrong William Pitt Sotheby's International Realty

  23 Portland St, Middletown, CT 06457
• 

  Est $255,693 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 976 Sq Ft

  148 Evergreen Cir, Middletown, CT 06457

  148 Evergreen Cir, Middletown, CT 06457
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  /20

  $369,990

  • 5 Beds
  • 3 Baths
  • 2,870 Sq Ft

  40 Rome Ave, Middletown, CT 06457

  MAKE IT YOUR OWN! Welcome to 40 Rome Ave- a Solid three-family property with an unoccupied one-bedroom unit, ready for an owner-occupant or investor. This property presents an awesome opportunity for an owner-occupant wanting a custom buildout. Owner willing to fund third unit buildout at owners expense based on offer! Conveniently located near downtown Middletown, Wesleyan University, shops, and

  Joseph Caslin Sailpoint Property Group

  40 Rome Ave, Middletown, CT 06457
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  /29

  $1,950 total monthly price

  • 2 Beds
  • 1 Bath
  • 932 Sq Ft
  • House for Rent

  158 College St, Middletown, CT 06457

  This is it! The unit you have been looking for! As pretty rental as you will find! Custom carpentry & millwork abound, you will fall in love as soon as you walk into the two bedroom, one bath, FIRST FLOOR unit. The shining hardwood floors lead you down the hallway to your cozy living room. Don't be mesmerized by all the woodwork, this unit is not all show, it also has washer & dryer IN THE UNIT,

  Jeffrey Anderson William Pitt Sotheby's International Realty

  158 College St, Middletown, CT 06457
• 

  $335,000 Sold Oct 03, 2025

  • 1,210 Sq Ft
  • $277/SF
  • 23 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1962

  46 Kelsey St, Middletown, CT 06457

  A nature lover's paradise, this charming Cape is nestled on a quiet back road and surrounded by native plantings, mature trees, and seasonal blooms. The first floor features hardwoods, two bedrooms, and a full bathroom with vintage tile complete with original laundry chute. The cozy kitchen with painted cabinetry adds to the home's cottage charm and opens to a bright sun porch overlooking the

  Carly Luciér Our Home Realty Advisors

  46 Kelsey St, Middletown, CT 06457
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  Est $381,002 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,350 Sq Ft

  580 Hunting Hill Ave, Middletown, CT 06457

  580 Hunting Hill Ave, Middletown, CT 06457
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  /27

  $244,900

  • 3 Beds
  • 1 Bath
  • 1,328 Sq Ft

  67 Braeburn Ln, Middletown, CT 06457

  Come see this stunning two-story home at 67 Braeburn Lane in Middletown, Connecticut, where an open-concept design greets you with soaring vaulted ceilings and gleaming hardwood floors throughout. The well-kept, updated interior flows effortlessly, perfect for modern living, with a convenient second-floor laundry and a two-car garage for all your needs. It's a dream space waiting to make

  Warren Juall HOMESELL

  67 Braeburn Ln, Middletown, CT 06457
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  /11

  $1,395 - $1,425 per month plus fees

  Highview Apartments

  1 Bed

  121-131 Butternut St, Middletown, CT 06457

  Come see why Highview Apartments is so popular. Our spacious one and two bedroom apartments feature eat-in kitchens, a large deck and on-site laundry facilities. All of our apartments are carpeted and include appliances and blinds for your convenience. Don’t forget about free heat and hot water. On-site maintenance provides prompt courteous service for your every need. Walking distance to

  121-131 Butternut St, Middletown, CT 06457
• 

  $246,000 Sold Oct 03, 2025

  • 950 Sq Ft
  • $259/SF
  • 29 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1987

  113 Carriage Crossing Ln Unit 113, Middletown, CT 06457

  Welcome to 113 Carriage Crossing Lane, a beautifully maintained 2-bedroom, 2-bath first-floor condo with 950 square feet of living space. The home features cathedral ceilings, brand new luxury vinyl plank flooring throughout, brand new front door and storm door and more, giving it a bright and updated look. The living room includes a cozy fireplace and flows into the kitchen with granite

  Allan Smith Berkshire Hathaway NE Prop.

  113 Carriage Crossing Ln Unit 113, Middletown, CT 06457
• 

  Est $674,678 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 3,554 Sq Ft

  25 Annello Way, Middletown, CT 06457

  25 Annello Way, Middletown, CT 06457
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  /28

  $369,900

  • 3 Beds
  • 3 Baths
  • 1,654 Sq Ft

  43 Silver St, Middletown, CT 06457

  Welcome home to this charming and freshly updated 3-bedroom, 3-bath Colonial offering over 1,600 square feet of versatile living space. Perfectly situated on a large, level lot with spacious front and back yards, this home blends classic style with modern convenience. The first floor features a bright living room that opens seamlessly to the kitchen, creating a comfortable flow for everyday

  Luke Eddinger Robert C White & Company LLC

  43 Silver St, Middletown, CT 06457
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  /12

  $1,500 total monthly price

  • 1 Bed
  • 1 Bath
  • 725 Sq Ft
  • Apartment for Rent

  175 Russett Ln Unit 1BR - Bld 11 Apt 175, Middletown, CT 06457

  Welcome to this charming studio apartment, where modern living meets comfort! This thoughtfully designed space features an open floor plan, seamlessly integrating the kitchen and living area. The kitchen boasts a stylish island, perfect for casual dining or entertaining, complemented by ample cabinetry for all your storage needs. The full bathroom is elegantly appointed, providing both

  Samuel Pollak North Point Management

  175 Russett Ln Unit 1BR - Bld 11 Apt 175, Middletown, CT 06457
• 

  $125,000 Sold Oct 03, 2025

  • 715 Sq Ft
  • $175/SF
  • 13 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1980

  201 College St Unit 25, Middletown, CT 06457

  Welcome to Hamlin Court Condominiums, where historic charm meets modern living. Your fully remodeled 1 bedroom, 1 bath condo has been beautifully upgraded from top to bottom, offering a turnkey lifestyle in one of Middletown's most desirable locations. This spacious, ranch-style unit offers brand new carpeting & fresh paint throughout, creating a bright, inviting atmosphere, with all-new lighting

  David Lemel Coldwell Banker Realty

  201 College St Unit 25, Middletown, CT 06457
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  Est $458,381 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,676 Sq Ft

  102 Valley Dr, Middletown, CT 06457

  102 Valley Dr, Middletown, CT 06457
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  /11

  $129,000

  • Land
  • 3.58 Acres
  • $36,034 per Acre

  0 Mountain Laurel Dr, Middletown, CT 06457

  Build your dream home on this 3.5 acre approved building lot bordering open space. Last lot on a private cul-de-sac! Beautiful, wooded country setting for a home, yet only 1 mile from Rt 9 and 10 minutes to Downtown Middletown! Enter the lot down a picturesque driveway though the woods to a clearing with old stone walls and natural rock outcroppings. The open space for the cul-de-sac borders this

  Siobhan McLaughlin William Raveis Real Estate

  0 Mountain Laurel Dr, Middletown, CT 06457
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  /11

  $25 - $1,893 per month plus fees

  South Green Apartments

  1 - 2 Beds

  65 Church St, Middletown, CT 06457

  Project-based Section 8 Housing for the Elderly (62 and older) and Persons with Disabilities. Rent is based on adjusted monthly income.

  65 Church St, Middletown, CT 06457
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  $400,000 Sold Oct 03, 2025

  • 1,629 Sq Ft
  • $246/SF
  • 48 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1954

  56 Jefferson Ave, Middletown, CT 06457

  Fantastic, fully dormered 4-bedroom, 2-bath Cape that's been completely remodeled! Step into a bright, sunny living room that welcomes you right in. The beautifully updated kitchen features quartz counters, stainless steel appliances, and new shaker-style cabinets, opening directly to the dining room for easy entertaining. Just off the kitchen, you'll love the sunroom-a perfect spot for your

  Tracey Precourt Century 21 Clemens Group

  56 Jefferson Ave, Middletown, CT 06457
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  Est $259,916 Not Listed For Sale

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

  24 Afton Terrace, Middletown, CT 06457

  24 Afton Terrace, Middletown, CT 06457
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  /33

  $360,000

  • 3 Beds
  • 2 Baths
  • 960 Sq Ft

  59 Westfield Terrace, Middletown, CT 06457

  SPOILER ALERT!!: You're about to fall in love. Have you ever walked into a home and instantly felt at peace? A home that loves you back? HI!! My name is Westfield, and I've been waiting for someone like you. Step inside and feel the warmth and charm I have to offer from the moment you walk through my doors, you'll know this is where memories are meant to be made. Why are we meant for each other:

  Diogenes Espinal Coste eRealty Advisors, Inc.

  59 Westfield Terrace, Middletown, CT 06457
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  /18

  $1,800 total monthly price

  • 2 Beds
  • 1 Bath
  • 1,115 Sq Ft
  • House for Rent

  73 Stack St Unit 1st Floor, Middletown, CT 06457

  If you are looking for a great 2-bedroom apartment, look no further! Located in the heart of Middletown, close vicinity for Wesleyan University, Middlesex Health and Downtown Middletown. This unit has beautifully refinished hardwood floors, fresh paint throughout, a newly remodeled kitchen, 2 bedrooms, and bathroom. The apartment perfectly blends old-world charm with modern updates, creating a

  Heather Kilbourn Cavanaugh & Company LLC

  73 Stack St Unit 1st Floor, Middletown, CT 06457
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  $245,000 Sold Oct 03, 2025

  • 2,116 Sq Ft
  • $116/SF
  • 113 Days On Market

  • 5 Beds
  • 2 Baths
  • Built 1910

  5 Maple Place, Middletown, CT 06457

  2 family property in need of TLC. New roof installed 6/2025. First floor vacant. Second floor tenants to move out in July. This project is for a 203K buyer, a handy man or investor. ARV is 400K+. Corner Lot. Near downtown and Wesleyan. MAJOR potential. Bring your imaginations.

  Derek Greene Derek Greene

  5 Maple Place, Middletown, CT 06457
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  Est $387,019 Not Listed For Sale

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

  184 Nejako Dr, Middletown, CT 06457

  184 Nejako Dr, Middletown, CT 06457
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  /32

  $374,900

  • 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
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  /25

  $1,400 - $1,600 per month plus fees

  Hunter's Crossing

  1 Bed

  1 Russett Ln, Middletown, CT 06457

  Welcome to Hunter's Crossing. Live life on your terms at Hunter's Crossing. Our spacious studio, one, and two-bedroom apartments offer a haven of comfort in the heart of Middletown, CT. With easy access to both New Haven and Hartford, you're just a short drive from world-class dining, entertainment, and cultural experiences. No matter your work or leisure pursuits, Hunter's Crossing places you at

  1 Russett Ln, Middletown, CT 06457
• 

  $305,000 Sold Oct 02, 2025

  • 960 Sq Ft
  • $318/SF
  • 29 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1966

  82 Basswood Dr, Middletown, CT 06457

  This 2-bedroom ranch in a quiet Westfield neighborhood offers a welcoming space with plenty of possibilities. Hardwood floors extend through the kitchen, dining room, hallway, and bedrooms, creating a warm flow throughout the home. Solar panels add energy efficiency, helping to keep monthly costs low. Set on just under a half-acre, the backyard provides room for gardening, play, or simply

  Danielle Spada Coldwell Banker Realty

  82 Basswood Dr, Middletown, CT 06457
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  Est $409,688 Not Listed For Sale

  • 5 Beds
  • 2 Baths
  • 2,706 Sq Ft

  148 Miner St, Middletown, CT 06457

  148 Miner St, Middletown, CT 06457
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  /33

  $155,000

  • 2 Beds
  • 1 Bath
  • 1,030 Sq Ft

  344 Ballfall Rd, Middletown, CT 06457

  A single family home close to town with spacious bedrooms and living space. Plenty of storage and parking. Close to all forms of transportation, schools and shopping. Also to be sold with MLS #24131967. Come check it out today!!

  Thomas Mele Dorrance Realty

  344 Ballfall Rd, Middletown, CT 06457
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  /36

  $1,950 total monthly price

  • 1 Bath
  • 510 Sq Ft
  • Apartment for Rent

  179 Butternut St Unit F, Middletown, CT 06457

  This newly constructed apartment community combines modern convenience with the charm of a residential neighborhood. With only a select number of apartments, residents enjoy a more private, peaceful environment-free from the congestion and anonymity often found in large complexes. Amenities include a fully equipped gym and inviting outdoor spaces designed for relaxation, socializing, or working

  Scott Nardozzi Cavanaugh & Company LLC

  179 Butternut St Unit F, Middletown, CT 06457
• 

  $355,000 Sold Oct 01, 2025

  • 1,260 Sq Ft
  • $282/SF
  • 15 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1957

  304 E Ridge Rd, Middletown, CT 06457

  Welcome to 304 E Ridge Road! This inviting home offers the ease of one-floor living with hardwood floors in the bedrooms and living room, and tile flooring in the kitchen and bathroom for style and durability. The kitchen features a gas stove, perfect for those who love to cook. A breezeway/mudroom connects directly from the attached garage and also has its own private entrance-keeping clutter,

  Christina Bates Coldwell Banker Realty

  304 E Ridge Rd, Middletown, CT 06457
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  Est $383,985 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,913 Sq Ft

  159 George St, Middletown, CT 06457

  159 George St, Middletown, CT 06457
• 

  

  /31

  $289,000

  • 2 Beds
  • 1 Bath
  • 1,103 Sq Ft

  154 Front St, Middletown, CT 06457

  Welcome to 154 Front Street, a 2 bedroom 1.5 bath home set on a corner .2 acre lot in a friendly neighborhood. This inviting property features a covered front porch perfect for relaxing, a detached 2 car garage and a spacious back deck for your enjoyment. Conveniently located close to the local shops and restaurants with easy access to route 9.

  Mikaela Bean CR Premier Properties

  154 Front St, Middletown, CT 06457
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  /9

  $3,249 per month plus fees

  • 3 Beds
  • 2.5 Baths
  • 1,822 Sq Ft
  • Condo for Rent

  234 S Main St Unit 410, Middletown, CT 06457

  Property Id: 1026191Huge 1,822 sq. ft. 3 Bed / 3 Bath Duplex for Rent in the Heart of MiddletownLocated within walking distance to Wesleyan University and Main Street, this spacious duplex offers modern comfort and convenience.•Move-in Date: November 1, 2025•Showings Begin: October 1, 2025Features:•Upstairs: 3 bedrooms, 2 full bathrooms, and laundry

  234 S Main St Unit 410, Middletown, CT 06457
• 

  $288,500 Sold Oct 01, 2025

  • 1,644 Sq Ft
  • $175/SF
  • 72 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1986

  801 Long Hill Rd Unit C, Middletown, CT 06457

  A Townhouse Style Condominium in Long Hill Condominiums that is in very good condition and with a partially finished walkout lower level. This home has approximately 1,294 square feet on the first and second floors, plus approximately 350+ square feet in the walk out finished lower level, with a slider to the Bluestone patio and the back yard. There's a common area for nature lovers, and the

  Marty Rauch Marty Rauch Real Estate

  801 Long Hill Rd Unit C, Middletown, CT 06457
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  Est $354,180 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,305 Sq Ft

  38 Hickory Cir, Middletown, CT 06457

  38 Hickory Cir, Middletown, CT 06457
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  /34

  $380,000

  • 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
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  /20

  $2,300 total monthly price

  • 2 Beds
  • 1.5 Baths
  • 1,448 Sq Ft
  • Townhouse for Rent

  2 Canterbury Ct Unit 5, Middletown, CT 06457

  Check out this spacious 2-bedroom townhouse located in a small, quiet complex in a desirable neighborhood! Private entry foyer features a vaulted ceiling, large coat closet & French door. The main level features a cute kitchen with tons of cabinet space, an open concept living/dining area with wood burning fireplace, updated 1/2 bath and access to the private wood deck for outdoor entertaining +

  Laurie Murray KW Legacy Partners

  2 Canterbury Ct Unit 5, Middletown, CT 06457
• 

  $235,000 Sold Sep 30, 2025

  • 1,088 Sq Ft
  • $216/SF
  • 33 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1987

  11 Countryside Ln Unit 2, Middletown, CT 06457

  Nestled in a quiet community, this charming 2-bedroom, 1.5-bath condo offers the perfect blend of convenience and tranquility. With three spacious levels, including a finished basement with in-unit laundry, this home is thoughtfully designed for comfort and functionality. Step inside to discover a bright and open living space, ideal for relaxing or entertaining. The kitchen flows seamlessly into

  Kristen Faraci Better Living Realty, LLC

  11 Countryside Ln Unit 2, Middletown, CT 06457
• 

  Est $302,760 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,562 Sq Ft

  234 S Main St Unit 407, Middletown, CT 06457

  234 S Main St Unit 407, Middletown, CT 06457

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