16,636

Middletown, CT Homes

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  • /36

    $449,900

    Under Contract
    • 3 Beds
    • 2.5 Baths
    • 2,016 Sq Ft

    279 Congdon St, Middletown, CT 06457

    *Multiple offers received - Seller is requesting all offers to be submitted by Tuesday 8/4 @ 2:00pm.* Welcome to this beautifully maintained, original-owner Colonial, perfectly nestled on a quiet cul-de-sac in Middletown's highly sought-after Westfield neighborhood! From the moment you step inside, you'll be welcomed by an abundance of natural light, gleaming hardwood floors, and a bright, open

    Giuliana D'Appollonio William Raveis Real Estate

    279 Congdon St, Middletown, CT 06457
  • /7

    $1,450 Per Month

    • 3 Beds
    • 1 Bath
    • 1,200 Sq Ft
    • Apartment for Rent

    23 Clinton Ave, Middletown, CT 06457

    Spacious 3-bedroom, 1-bath apartment located in Middletown's desirable Highlands area. This bright and well-maintained unit offers generously sized bedrooms, a comfortable living area, and convenient access to downtown, shopping, restaurants, Wesleyan University, and major highways. Additional storage available in the basement and attic areas. Natural gas heat and hot water. Monthly rent is

    Santo Gulino William Raveis Real Estate

    23 Clinton Ave, Middletown, CT 06457
  • 94 Cynthia Ln Unit C6, Middletown, CT 06457

    $217,000

    Sold Oct 29, 2025

    94 Cynthia Ln Unit C6, Middletown, CT 06457

    • 2 Beds
    • 1 Bath
    • 924 Sq Ft
    • Built 1977

    Last Sold Summary

    • 3% Above List Price
    • $235/SF
    • 4 Days On Market

    Current Estimated Value $224,295

    Last Listing Agent David Borges The Borges Group LLC

    94 Cynthia Ln Unit C6, Middletown, CT 06457
    • 148 Evergreen Cir, Middletown, CT 06457

      Est $280,115

      Not Listed For Sale

      148 Evergreen Cir, Middletown, CT 06457

      • 3 Beds
      • 1.5 Baths
      • 976 Sq Ft
      • Built 1967
      148 Evergreen Cir, Middletown, CT 06457

      Last Sold Summary

      • 102 Days On Market

      Last Listing Agent Todd Bakoledis Coldwell Banker Realty

  • /22

    $150,000

    • 2 Beds
    • 1 Bath
    • 924 Sq Ft

    1 Russell St Unit 22, Middletown, CT 06457

    Super investment or owner occupancy in this spacious 2 bedroom, 1 full bath condo that exudes charm and character in the old mill building. Located on the 3rd floor, this unit offers privacy and tranquility. The floor plan allows for a private dining experience, a well equipped kitchen, and parquet wood flooring throughout the living areas with fresh carpet to the bedroom level. The bedrooms are

    Kadji Anderson Berkshire Hathaway NE Prop.

    1 Russell St Unit 22, Middletown, CT 06457
  • /13

    $1,700 Per Month

    • 2 Beds
    • 1 Bath
    • 975 Sq Ft
    • Apartment for Rent

    166 College St Unit 2, Middletown, CT 06457

    Opportunity awaits at 166 College Street Rear in the heart of Middletown's Historic District. This charming two-bedroom rental offers an unbeatable location just steps from Wesleyan University and downtown Middletown's vibrant restaurants, shops, and entertainment. Heat and hot water are included in the rent, providing added value and convenience. Off-street parking is available. Enjoy the

    Santo Gulino William Raveis Real Estate

    166 College St Unit 2, Middletown, CT 06457
  • 753 Long Hill Rd Unit A, Middletown, CT 06457

    $306,000

    Sold Dec 12, 2025

    753 Long Hill Rd Unit A, Middletown, CT 06457

    • 2 Beds
    • 2.5 Baths
    • 1,449 Sq Ft
    • Built 1986

    Last Sold Summary

    • 9% Above List Price
    • $211/SF
    • 30 Days On Market

    Last Listing Agent Tracy Cooley Berkshire Hathaway NE Prop.

    753 Long Hill Rd Unit A, Middletown, CT 06457
    • 580 Hunting Hill Ave, Middletown, CT 06457

      Est $402,764

      Not Listed For Sale

      580 Hunting Hill Ave, Middletown, CT 06457

      • 3 Beds
      • 1.5 Baths
      • 1,350 Sq Ft
      • Built 1948
      580 Hunting Hill Ave, Middletown, CT 06457

      Last Sold Summary

      • 48 Days On Market

      Last Listing Agent Lori Shields William Raveis Real Estate

  • /27

    $289,900

    • 2 Beds
    • 1 Bath
    • 984 Sq Ft

    115 Markham St, Middletown, CT 06457

    Welcome home to this well-maintained ranch in Middletown! The spacious living room and dining area feature beautiful hardwood floors, creating a warm and inviting space for everyday living and entertaining. The kitchen offers newer stainless steel appliances and durable laminate flooring. In addition to two generously sized bedrooms, you'll find a versatile bonus room that's perfect for a home

    Michelle MacNeil William Raveis Real Estate

    115 Markham St, Middletown, CT 06457
  • /8

    $1,550 Per Month

    • 1 Bed
    • 1 Bath
    • 3,784 Sq Ft
    • House for Rent

    14 Pease Ave Unit 2, Middletown, CT 06457

    Charming 1-bedroom, 1st-floor apartment just blocks from Main Street in Middletown! Enjoy beautiful hardwood flooring throughout and the convenience of heat and hot water included in your rent. This cozy unit offers easy access to local shops, restaurants, and entertainment, plus quick access to highway. Don't miss this comfortable and affordable place to call home!

    Jaimie Andrews Bottom Line Realty

    14 Pease Ave Unit 2, Middletown, CT 06457
  • 80 Birchwood Dr, Middletown, CT 06457

    $275,000

    Sold Jan 23, 2026

    80 Birchwood Dr, Middletown, CT 06457

    • 3 Beds
    • 1 Bath
    • 950 Sq Ft
    • Built 1961

    Last Sold Summary

    • 1% Below List Price
    • $289/SF
    • 11 Days On Market

    Current Estimated Value $291,819

    Last Listing Agent Thomas Mele Social & Co Realty

    80 Birchwood Dr, Middletown, CT 06457
    • 191 Congdon St E, Middletown, CT 06457

      Est $356,831

      Not Listed For Sale

      191 Congdon St E, Middletown, CT 06457

      • 3 Beds
      • 1.5 Baths
      • 1,372 Sq Ft
      • Built 1949
      191 Congdon St E, Middletown, CT 06457

      Last Sold Summary

      • 8 Days On Market

      Last Listing Agent Laura Beth Collinson Carl Guild & Associates

  • /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
  • /9

    $1,650 Per Month

    • 1 Bath
    • 420 Sq Ft
    • Apartment for Rent

    584 Main St Unit G, Middletown, CT 06457

    Discover these luxury studio apartments, ideally located on the main street of a bustling college town. Perfectly blending comfort, convenience, and style, these modern studios that include a sophisticated retreat just steps from all the action. Each apartment features high-end finishes, sleek hardwood floors, large windows that flood the space with natural light, and contemporary kitchens

    Marianna Terenzio William Raveis Real Estate

    584 Main St Unit G, Middletown, CT 06457
  • 83 Julia Terrace, Middletown, CT 06457

    $320,000

    Sold Sep 08, 2025

    83 Julia Terrace, Middletown, CT 06457

    • 3 Beds
    • 1.5 Baths
    • 1,144 Sq Ft
    • Built 1975

    Last Sold Summary

    • $280/SF
    • 27 Days On Market

    Current Estimated Value $330,610

    Last Listing Agent Rick Selph Selph Realty, LLC

    83 Julia Terrace, Middletown, CT 06457
    • 102 Valley Dr, Middletown, CT 06457

      Est $488,595

      Not Listed For Sale

      102 Valley Dr, Middletown, CT 06457

      • 3 Beds
      • 2.5 Baths
      • 1,676 Sq Ft
      • Built 1991
      102 Valley Dr, Middletown, CT 06457

      Last Sold Summary

      • 15 Days On Market

      Last Listing Agent Heather Kilbourn Cavanaugh & Company LLC

  • /26

    $224,900

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

    2 Hillside Ct, Middletown, CT 06457

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

    Michelle Mazzotta eXp Realty

    2 Hillside Ct, Middletown, CT 06457
  • /32

    $1,600 Per Month

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

    54 Oak St Unit 11, Middletown, CT 06457

    Welcome to 54 Oak Street. This lovely 3 room, first floor corner apartment with a large eat in kitchen with all stainless steel appliances (oven range, range hood, refrigerator & dishwasher), large living room and huge bedroom with generous closets and a full bath is ready to go. Beautifully remodeled. Centrally located in a secure building with Intercom, it is within walking distance to Wesleyan

    Barbara Coyle William Raveis Real Estate

    54 Oak St Unit 11, Middletown, CT 06457
  • 118 Carriage Crossing Ln, Middletown, CT 06457

    $169,000

    Sold May 07, 2026

    118 Carriage Crossing Ln, Middletown, CT 06457

    • 1 Bed
    • 1 Bath
    • 760 Sq Ft
    • Built 1987

    Last Sold Summary

    • $222/SF
    • 93 Days On Market

    Current Estimated Value $176,418

    Last Listing Agent Lauren Iraeta KW Legacy Partners

    118 Carriage Crossing Ln, Middletown, CT 06457
    • 24 Afton Terrace, Middletown, CT 06457

      Est $275,908

      Not Listed For Sale

      24 Afton Terrace, Middletown, CT 06457

      • 3 Beds
      • 2 Baths
      • 1,560 Sq Ft
      • Built 1971
      24 Afton Terrace, Middletown, CT 06457

      Last Sold Summary

      • 69 Days On Market

      Last Listing Agent Laura Beth Collinson Carl Guild & Associates

  • /5

    $269,000

    $30K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,209 Sq Ft

    153 Eastern Dr, Middletown, CT 06457

    Investors are you looking for a charming 2/3 bedroom, 1.5 bath Colonial that is located on a quiet street in a desirable neighborhood, offering convenient location just minutes from the shops, restaurants, Wesleyan University, hospitals, and major healthcare centers? This is an excellent choice for anyone seeking an easy commute and access to everyday amenities. Filled with warmth and character,

    Roseanne Scacca Dan Combs Real Estate

    153 Eastern Dr, Middletown, CT 06457
  • /14

    $1,475 Per Month

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

    17 Broad St Unit 2nd Fl Rear, Middletown, CT 06457

    Conveniently located just minutes from Wesleyan University, Middlesex Health, and the many shops & restaurants of downtown Middletown. This apartment features a newly remodeled kitchen, a fully renovated bathroom, fresh paint throughout, new flooring, and updated appliances, creating a living space that is ready for move-in. Additional amenities include one off-street parking space and in-unit

    Heather Kilbourn Cavanaugh & Company LLC

    17 Broad St Unit 2nd Fl Rear, Middletown, CT 06457
  • 268 Bell St, Middletown, CT 06457

    $400,000

    Sold Jun 04, 2026

    268 Bell St, Middletown, CT 06457

    • 3 Beds
    • 1 Bath
    • 1,152 Sq Ft
    • Built 1967

    Last Sold Summary

    • 11% Below List Price
    • $347/SF
    • 5 Days On Market

    Current Estimated Value $404,570

    Last Listing Agent Laura Bitondo Berkshire Hathaway NE Prop.

    268 Bell St, Middletown, CT 06457
    • 226 Old Mill Rd, Middletown, CT 06457

      Est $673,500

      Not Listed For Sale

      226 Old Mill Rd, Middletown, CT 06457

      • 6 Beds
      • 3.5 Baths
      • 3,576 Sq Ft
      • Built 1927
      226 Old Mill Rd, Middletown, CT 06457

      Last Sold Summary

      • 24 Days On Market

      Last Listing Agent Jackie Williams Sterling REALTORS

  • /40

    $299,900

    • 2 Beds
    • 2.5 Baths
    • 1,282 Sq Ft

    824 Randolph Rd, Middletown, CT 06457

    Welcome to 824 Randolph Rd, Middletown! You'll fall in love with this beautiful ranch offering the convenience of one-floor living, a two-car garage, and an inviting in-ground pool with patio that's perfect for relaxing or entertaining. Step inside to find a bright, spacious living room with a beautiful fireplace, an eat-in kitchen with stainless steel appliances, and a dining room featuring a

    Giulia Terese Hagel & Assoc. Real Estate

    824 Randolph Rd, Middletown, CT 06457
  • /13

    $1,700 Per Month

    • 2 Beds
    • 2 Baths
    • 2,029 Sq Ft
    • Apartment for Rent

    59 Park Place, Middletown, CT 06457

    Bright spotless second floor unit in a large 2 family in downtown Middletown.Walk to university or downtown. Hardwood floors throughout .Spacious rooms. Off-street parking. Big yard!!.

    Vincent Engingro William Raveis Real Estate

    59 Park Place, Middletown, CT 06457
  • 123 Round Hill Rd, Middletown, CT 06457

    $600,000

    Sold Jun 26, 2026

    123 Round Hill Rd, Middletown, CT 06457

    • 3 Beds
    • 2 Baths
    • 2,064 Sq Ft
    • Built 2001

    Last Sold Summary

    • 9% Above List Price
    • $291/SF
    • 4 Days On Market

    Current Estimated Value $558,940

    Last Listing Agent Devon Taylor Assael Dave Jones Realty, LLC

    123 Round Hill Rd, Middletown, CT 06457
    • 148 Miner St, Middletown, CT 06457

      Est $426,047

      Not Listed For Sale

      148 Miner St, Middletown, CT 06457

      • 5 Beds
      • 2 Baths
      • 2,706 Sq Ft
      • Built 1810
      148 Miner St, Middletown, CT 06457

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Chris Farrell Carbutti & Co., Realtors

  • /22

    $675,000

    New Construction $55K 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
  • /10

    $1,482 Per Month

    • 2 Beds
    • 1 Bath
    • 700 Sq Ft
    • Apartment for Rent

    84 Mill St Unit 1, Middletown, CT 06457

    Spacious 2-bedroom, 1-bath first-floor apartment available at 84 Mill Street, Unit 1 in Middletown, CT. This bright and inviting unit features a large primary bedroom with generous closet space, a sun-filled second bedroom, a flexible living/dining area, and a functional kitchen with a second rear entrance. Off-street parking and additional bathroom storage add to the convenience. A comfortable

    Michael Bernard Ironclad Real Estate

    84 Mill St Unit 1, Middletown, CT 06457
  • 8 Macdonough Place, Middletown, CT 06457

    $384,000

    Sold May 08, 2026

    8 Macdonough Place, Middletown, CT 06457

    • 3 Beds
    • 1.5 Baths
    • 1,740 Sq Ft
    • Built 1923

    Last Sold Summary

    • $221/SF
    • 44 Days On Market

    Current Estimated Value $380,624

    Last Listing Agent Patricia Flynn Sterling REALTORS

    8 Macdonough Place, Middletown, CT 06457
    • 159 George St, Middletown, CT 06457

      Est $423,909

      Not Listed For Sale

      159 George St, Middletown, CT 06457

      • 3 Beds
      • 2 Baths
      • 1,913 Sq Ft
      • Built 1966
      159 George St, Middletown, CT 06457

      Last Sold Summary

      • 11 Days On Market

      Last Listing Agent Richard Tirado New England Realty Assoc LLC

  • /17

    $425,000

    • 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
  • /31

    $2,100 Per Month

    • 3 Beds
    • 1 Bath
    • 1,400 Sq Ft
    • Apartment for Rent

    497 High St Unit 2, Middletown, CT 06457

    Welcome home to this gorgeous sun filled 2 level apartment offering the perfect blend of space, charm, and modern updates. This 3 bedroom unit features an updated kitchen and bathroom, beautiful hardwood floors throughout, a spacious living room, and a second level flex space that is perfect for a home office, den, or additional lounge area. The layout is ideal for roommates wanting separate

    Sara Etienne eXp Realty

    497 High St Unit 2, Middletown, CT 06457
  • 163 Basswood Dr, Middletown, CT 06457

    $389,900

    Sold Nov 25, 2025

    163 Basswood Dr, Middletown, CT 06457

    • 3 Beds
    • 2 Baths
    • 1,680 Sq Ft
    • Built 1965

    Last Sold Summary

    • $232/SF
    • 20 Days On Market

    Current Estimated Value $398,924

    Last Listing Agent Betsy Purtell Purtell Realty LLC

    163 Basswood Dr, Middletown, CT 06457
    • 112 Rolling Green, Middletown, CT 06457

      Est $487,708

      Not Listed For Sale

      112 Rolling Green, Middletown, CT 06457

      • 4 Beds
      • 3 Baths
      • 1,923 Sq Ft
      • Built 1999
      112 Rolling Green, Middletown, CT 06457

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Tanya Bottaro Real Broker CT, LLC

  • /25

    $229,000

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

    201 College St Unit 12, Middletown, CT 06457

    Welcome to 201 College Street, Unit 12 nestled in a quiet private courtyard setting. This unit offers spacious living and is a centrally located! The condo's first floor features an open floor plan with a combination of living room, dining room, kitchen, and half bath. The kitchen has a new stainless stove and refrigerator. On the upper level there are two bedrooms with wall-to-wall carpeting and

    Sue Hitchcock Coldwell Banker Realty

    201 College St Unit 12, Middletown, CT 06457
  • /13

    $2,250 Per Month

    • 4 Beds
    • 1.5 Baths
    • 3,784 Sq Ft
    • Apartment for Rent

    14 Pease Ave Unit 5, Middletown, CT 06457

    Fully renovated 4 bedroom 1.5 bath available for lease. Nothing to do but move in to this spacious, bright and updated unit! Heat and hot water are included in the monthly rent, onsite laundry, and conveniently located close to shopping and dining!

    Jaimie Andrews Bottom Line Realty

    14 Pease Ave Unit 5, Middletown, CT 06457
  • 117 S Main St, Middletown, CT 06457

    $350,000

    Sold Apr 29, 2026

    117 S Main St, Middletown, CT 06457

    • 6 Beds
    • 2 Baths
    • 2,555 Sq Ft
    • Built 1900

    Last Sold Summary

    • 3% Above List Price
    • $137/SF
    • 7 Days On Market

    Current Estimated Value $358,985

    Last Listing Agent Mark Toledo Berkshire Hathaway NE Prop.

    117 S Main St, Middletown, CT 06457
    • 93 Grand St, Middletown, CT 06457

      Est $210,356

      Not Listed For Sale

      93 Grand St, Middletown, CT 06457

      • 2 Beds
      • 1 Bath
      • 647 Sq Ft
      • Built 1900
      93 Grand St, Middletown, CT 06457

      Last Sold Summary

      • 45 Days On Market

      Last Listing Agent Lauren Iraeta KW Legacy Partners

Showing Results 241 - 280, Page 7 of 18

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