16,647

Middletown, CT Homes

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  • /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
  • /11

    $1,552

    Total Monthly Price

    • 2 Beds
    • 1 Bath
    • 800 Sq Ft
    • Condo for Rent

    28 Durant Terrace Unit 58 Lake Street Floor 1, Middletown, CT 06457

    Come take a look at this spacious first-floor apartment at 58 Lake Street in Middletown, CT! This 2-bedroom unit features a comfortable living area with room for both living and dining, great closet space, a full bathroom with a tub, and a kitchen with two pantries, plenty of cabinets, and an in-unit washer & dryer.Resident Benefits Package Fee of $32 included in the listed rent for one

    28 Durant Terrace Unit 58 Lake Street Floor 1, Middletown, CT 06457
  • 110 Smith St, Middletown, CT 06457

    $360,000

    Sold May 19, 2026

    110 Smith St, Middletown, CT 06457

    • 3 Beds
    • 2 Baths
    • 960 Sq Ft
    • Built 1959

    Last Sold Summary

    • 3% Above List Price
    • $375/SF
    • 3 Days On Market

    Current Estimated Value $351,290

    Last Listing Agent Joseph Bajorski Commercial Services Realty

    110 Smith St, Middletown, CT 06457
    • 10 Walnut St, Middletown, CT 06457

      Est $331,106

      Not Listed For Sale

      10 Walnut St, Middletown, CT 06457

      • 4 Beds
      • 2 Baths
      • 2,657 Sq Ft
      • Built 1916
      10 Walnut St, Middletown, CT 06457

      Last Sold Summary

      • 159 Days On Market

      Last Listing Agent David Tigner Radiant New Horizon Homes, LLC

  • /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
  • /15

    $2,800 Per Month

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

    75 Birdsey Ave, Middletown, CT 06457

    SHORT TERM RENTAL -- FULLY FURNISHED Agents, are you seeking short term stay for your clients? All, are you buying or selling a home? Relocating for work and need a comfortable place to stay short term? Look no further! Enjoy a centrally located stay where you and your family will be close to everything Middletown has to offer. Middletown is well known for its wide variety of restaurants,

    Natalie Grant Nat's Honey Bee Real Estate

    75 Birdsey Ave, Middletown, CT 06457
  • 70 Timothy Dr, Middletown, CT 06457

    $511,000

    Sold May 01, 2026

    70 Timothy Dr, Middletown, CT 06457

    • 4 Beds
    • 2.5 Baths
    • 3,043 Sq Ft
    • Built 1991

    Last Sold Summary

    • 10% Above List Price
    • $168/SF
    • 38 Days On Market

    Current Estimated Value $508,364

    Last Listing Agent Jordan Ostrofsky LPT Realty

    70 Timothy Dr, Middletown, CT 06457
    • 15 Blue Grass Dr, Middletown, CT 06457

      Est $418,929

      Not Listed For Sale

      15 Blue Grass Dr, Middletown, CT 06457

      • 4 Beds
      • 1.5 Baths
      • 1,872 Sq Ft
      • Built 1972
      15 Blue Grass Dr, Middletown, CT 06457

      Last Sold Summary

      • 48 Days On Market

      Last Listing Agent Steve Jones Jr KW Legacy Partners

  • /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
  • /22

    $1,212

    Total Monthly Price

    • 2 Beds
    • 1 Bath
    • 600 Sq Ft
    • Condo for Rent

    190 Liberty St Unit 3rd Floor, Middletown, CT 06457

    Welcome to this inviting two-bedroom, third-floor apartment at 190 Liberty Street in Middletown, CT. Featuring brand-new flooring throughout, this home offers a fresh, modern feel from the moment you enter. The spacious layout includes a full bathroom with a shower, a bright kitchen with new countertops and a gas stove, and two comfortable bedrooms, each with generous closet space. A ceiling fan

    190 Liberty St Unit 3rd Floor, Middletown, CT 06457
  • 31 Broadview Pkwy, Middletown, CT 06457

    $315,000

    Sold Jan 08, 2026

    31 Broadview Pkwy, Middletown, CT 06457

    • 3 Beds
    • 2 Baths
    • 1,382 Sq Ft
    • Built 1958

    Last Sold Summary

    • 5% Above List Price
    • $228/SF
    • 6 Days On Market

    Current Estimated Value $327,999

    Last Listing Agent James Harrington Carl Guild & Associates

    31 Broadview Pkwy, Middletown, CT 06457
    • 23 Silver St, Middletown, CT 06457

      Est $451,500

      Not Listed For Sale

      23 Silver St, Middletown, CT 06457

      • 5 Beds
      • 2 Baths
      • 2,262 Sq Ft
      • Built 2023
      23 Silver St, Middletown, CT 06457

      Last Sold Summary

      • 45 Days On Market

      Last Listing Agent Yvonne Bailey I'Lann Realty, LLC

  • /27

    $189,900

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

    6 Mckenna Dr, Middletown, CT 06457

    Welcome to 6 McKenna Drive! This pristine, beautifully maintained home has been thoughtfully updated and is truly move in ready. The inviting living room features gleaming hardwood floors, abundant natural light, and a comfortable layout that makes everyday living and entertaining a breeze. The updated kitchen is both stylish and functional, featuring crisp white cabinetry, stunning countertops,

    Marco Rondinone Berkshire Hathaway NE Prop.

    6 Mckenna Dr, Middletown, CT 06457
  • /10

    $1,475 Per Month

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

    49-1 W Silver St Unit 2, Middletown, CT 06457

    Welcome to 49 1/2 Silver Street #2 in Middletown! This spacious 1-bedroom, 1-bath rental offers comfortable living with a functional layout and generously sized rooms. Conveniently located near shopping, dining, major highways, and all that Middletown has to offer. Available for $1,475 per month, with heat included. The tenant is currently occupying the unit. Please use ShowingTime for all

    Santo Gulino William Raveis Real Estate

    49-1 W Silver St Unit 2, Middletown, CT 06457
  • 600 Laurel Grove Rd, Middletown, CT 06457

    $537,000

    Sold Jun 05, 2026

    600 Laurel Grove Rd, Middletown, CT 06457

    • 3 Beds
    • 2 Baths
    • 2,366 Sq Ft
    • Built 1998

    Last Sold Summary

    • 10% Above List Price
    • $227/SF
    • 6 Days On Market

    Current Estimated Value $522,647

    Last Listing Agent Derek Greene Derek Greene

    600 Laurel Grove Rd, Middletown, CT 06457
    • 5 Afton Terrace, Middletown, CT 06457

      Est $278,271

      Not Listed For Sale

      5 Afton Terrace, Middletown, CT 06457

      • 4 Beds
      • 2 Baths
      • 1,748 Sq Ft
      • Built 1971
      5 Afton Terrace, Middletown, CT 06457

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Qin Lin Sovereign Properties

  • /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
  • /18

    $1,600

    Total Monthly Price

    • 2 Beds
    • 1 Bath
    • 923 Sq Ft
    • Condo for Rent

    73-73 Stack St Unit 71 Stack Street, Middletown, CT 06457

    If you’re looking for a beautiful 2-bedroom apartment in a convenient Middletown location, look no further! Ideally situated near Wesleyan University, Middlesex Health, and Downtown Middletown, this spacious third-floor unit occupies the entire 3rd level! The apartment features beautifully refinished hardwood floors, fresh paint throughout, and a newly remodeled kitchen. With two comfortable

    73-73 Stack St Unit 71 Stack Street, Middletown, CT 06457
  • 159 Carriage Crossing Ln Unit 159, Middletown, CT 06457

    $210,000

    Sold Apr 14, 2026

    159 Carriage Crossing Ln Unit 159, Middletown, CT 06457

    • 1 Bed
    • 1 Bath
    • 760 Sq Ft
    • Built 1988

    Last Sold Summary

    • 14% Above List Price
    • $276/SF
    • 15 Days On Market

    Last Listing Agent Michele Devanney ERA Hart Sargis-Breen

    159 Carriage Crossing Ln Unit 159, Middletown, CT 06457
    • 90 Annette Place, Middletown, CT 06457

      Est $506,553

      Not Listed For Sale

      90 Annette Place, Middletown, CT 06457

      • 5 Beds
      • 2 Baths
      • 2,506 Sq Ft
      • Built 1959
      90 Annette Place, Middletown, CT 06457

      Last Sold Summary

      • 49 Days On Market

      Last Listing Agent Patrick Lawrence Coldwell Banker Realty

  • /40

    $369,900

    Under Contract
    • 4 Beds
    • 1 Bath
    • 1,958 Sq Ft

    171 Smith St, Middletown, CT 06457

    Back on Market, and meant to be for You!! This adorable Cape boasts 4 bedrooms, an Open Layout, Fully Finished Basement, and an Enchanting private, flat fenced yard with a pool, Magnificent Weeping Willow tree, Firepit, and Gazebo. The Main level welcomes a friendly open layout connecting the open kitchen to the living room with cozy wood burning fireplace, Primary bedroom, Full bathroom, and

    Andrea Hanrahan SalCal Real Estate Connections

    171 Smith St, Middletown, CT 06457
  • /21

    $2,000 Per Month

    • 3 Beds
    • 1 Bath
    • 14,820 Sq Ft
    • House for Rent

    360 Main St Unit 3-B, Middletown, CT 06457

    Central downtown district. Welcome to the Historic Pythian Building with an interesting ownership history as hotel and former meeting place of the Pythian Knights. Large 3-bedroom unit on top floor, offers an open floor plan with kitchen, living room and full bath. Great tenant value with all utilities included. There isn't any onsite parking for tenants. There are municipal parking lots nearby

    Patricia Flynn Sterling REALTORS

    360 Main St Unit 3-B, Middletown, CT 06457
  • 7 Blue Bell Ln, Middletown, CT 06457

    $385,000

    Sold Mar 20, 2026

    7 Blue Bell Ln, Middletown, CT 06457

    • 4 Beds
    • 1.5 Baths
    • 1,568 Sq Ft
    • Built 1973

    Last Sold Summary

    • 5% Above List Price
    • $246/SF
    • 37 Days On Market

    Current Estimated Value $384,313

    Last Listing Agent Steve Wollman Wollman Realty

    7 Blue Bell Ln, Middletown, CT 06457
    • 53 Markham St, Middletown, CT 06457

      Est $339,642

      Not Listed For Sale

      53 Markham St, Middletown, CT 06457

      • 3 Beds
      • 1 Bath
      • 1,130 Sq Ft
      • Built 1953
      53 Markham St, Middletown, CT 06457

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Tracey Precourt Century 21 Clemens Group

  • /37

    $215,000

    Under Contract
    • 3 Beds
    • 1.5 Baths
    • 1,232 Sq Ft

    3 Rising Trail Ct Unit 3, Middletown, CT 06457

    Welcome to 3 Rising Trail Court, a spacious 3-bedroom townhouse tucked within the private Beacon Hills community of Middletown. One of this home's standout features is its location within the complex, backing to a peaceful wooded area that provides a wonderful sense of privacy and a natural backdrop. Inside, the open living and dining areas offer plenty of room to spread out, while a charming

    Jordan Ostrofsky LPT Realty

    3 Rising Trail Ct Unit 3, Middletown, CT 06457
  • /11

    $1,584

    Total Monthly Price

    • 2 Beds
    • 1 Bath
    • 800 Sq Ft
    • Condo for Rent

    28 Durant Terrace, Middletown, CT 06457

    Come take a look at this spacious first-floor apartment at 58 Lake Street in Middletown, CT! This 2-bedroom unit features a comfortable living area with room for both living and dining, great closet space, a full bathroom with a tub, and a kitchen with two pantries, plenty of cabinets, and an in-unit washer & dryer. Resident Benefits Package Fee of $32 included in the listed rent for one

    28 Durant Terrace, Middletown, CT 06457
  • 85 Spencer Dr, Middletown, CT 06457

    $430,000

    Sold Nov 06, 2025

    85 Spencer Dr, Middletown, CT 06457

    • 5 Beds
    • 2 Baths
    • 1,965 Sq Ft
    • Built 1952

    Last Sold Summary

    • 2% Below List Price
    • $219/SF
    • 18 Days On Market

    Current Estimated Value $439,707

    Last Listing Agent Andrea Thomas SB Realty Group, LLC

    85 Spencer Dr, Middletown, CT 06457
    • 3 W Meadow Ln Unit 4, Middletown, CT 06457

      Est $277,687

      Not Listed For Sale

      3 W Meadow Ln Unit 4, Middletown, CT 06457

      • 2 Beds
      • 1.5 Baths
      • 1,720 Sq Ft
      • Built 1988
      3 W Meadow Ln Unit 4, Middletown, CT 06457

      Last Sold Summary

      • 36 Days On Market

      Last Listing Agent Gina Wentworth Lebanon Green Real Estate

  • /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
  • /27

    $1,900 Per Month

    • 2 Beds
    • 1 Bath
    • 1,000 Sq Ft
    • Apartment for Rent

    54 Oak St Unit 13, Middletown, CT 06457

    Welcome to 54 Oak Street. This lovely 4 room, first floor apartment with a large eat in kitchen (oven range, range hood, refrigerator & dishwasher), large living room and huge bedrooms with generous closets and a full bath is ready to go. Don't need two bedrooms??? Use the smaller bedroom as an office or den ... the choice is yours!!! Centrally located in a secure building with Intercom, it is

    Barbara Coyle William Raveis Real Estate

    54 Oak St Unit 13, 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 $227,136

    Last Listing Agent David Borges The Borges Group LLC

    94 Cynthia Ln Unit C6, Middletown, CT 06457
    • 324 Farm Hill Rd, Middletown, CT 06457

      Est $261,927

      Not Listed For Sale

      324 Farm Hill Rd, Middletown, CT 06457

      • 2 Beds
      • 1 Bath
      • 672 Sq Ft
      • Built 1949
      324 Farm Hill Rd, Middletown, CT 06457

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Jackie Williams Sterling REALTORS

  • /22

    $145,000

    $5K PRICE DROP Pending
    • 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
  • /15

    $1,350

    Total Monthly Price

    • 1 Bed
    • 1 Bath
    • 1,000 Sq Ft
    • Condo for Rent

    209 Pearl St Unit 2, Middletown, CT 06457

    Welcome to 209 Pearl Street Unit 2 in Middletown! This inviting first-floor, one-bedroom apartment offers a comfortable living space at an excellent value. The unit features hardwood floors, plenty of natural light, ceiling fans, ample storage, and a spacious kitchen with a gas range.Conveniently located near Main Street, you'll have easy access to local restaurants, shopping,

    209 Pearl 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

    Current Estimated Value $320,747

    Last Listing Agent Tracy Cooley Berkshire Hathaway NE Prop.

    753 Long Hill Rd Unit A, Middletown, CT 06457
    • 106 Arbutus St, Middletown, CT 06457

      Est $395,581

      Not Listed For Sale

      106 Arbutus St, Middletown, CT 06457

      • 2 Beds
      • 1.5 Baths
      • 1,355 Sq Ft
      • Built 1963
      106 Arbutus St, Middletown, CT 06457

      Last Sold Summary

      • 28 Days On Market

      Last Listing Agent Stefania Bramato Berkshire Hathaway NE Prop.

  • /27

    $289,900

    Pending
    • 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
  • /9

    $2,300 Per Month

    • 3 Beds
    • 1 Bath
    • 1,500 Sq Ft
    • Townhouse for Rent

    33 Franklin St Unit 2ND FLOOR, Middletown, CT 06457

    WELCOME TO 33 FRANKLIN ST,ELECTRIC INCLUDED LAST HOUSE ON A DEAD END STREET, VERY PRIVATE 3 BEDROOM, HARDWOOD FLOORS ATTACHED GARAGE AND SPACIOUS BACKYARD FOR YOUR ENJOYMENT. WASHER AND DRYER INSIDE UNIT. Electric included

    Charles Harris CLMA Realty

    33 Franklin St Unit 2ND FLOOR, 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 $291,219

    Last Listing Agent Thomas Mele Social & Co Realty

    80 Birchwood Dr, Middletown, CT 06457
    • 49 Miner St, Middletown, CT 06457

      Est $877,062

      Not Listed For Sale

      49 Miner St, Middletown, CT 06457

      • 5 Beds
      • 6 Baths
      • 3,968 Sq Ft
      • Built 1999
      49 Miner St, Middletown, CT 06457

      Last Sold Summary

      • 98 Days On Market

      Last Listing Agent Dawn Satagaj William Raveis Real Estate

Showing Results 201 - 240, Page 6 of 18

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