16,638

Middletown, CT Homes

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  • /39

    $499,000

    Pending
    • 3 Beds
    • 2.5 Baths
    • 2,645 Sq Ft

    315 E Ridge Rd, Middletown, CT 06457

    The perfect blend of privacy and natural beauty, makes this home a wonderful retreat. Nestled on a spacious lot set back from the road, you'll enjoy serene surroundings that connect you with nature, as the property abuts the Brock farm and its idyllic open pastures. The lovingly maintained 3-bedroom home features vaulted ceilings that create an open and inviting atmosphere, complemented by

    Lori Vogel William Raveis Real Estate

    315 E Ridge Rd, Middletown, CT 06457
  • /8

    $1,382

    Total Monthly Price

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

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

    190 Liberty St Unit 3rd Floor, Middletown, CT 06457
  • 801 Long Hill Rd Unit C, Middletown, CT 06457

    $288,500

    Sold Oct 01, 2025

    801 Long Hill Rd Unit C, Middletown, CT 06457

    • 2 Beds
    • 2.5 Baths
    • 1,644 Sq Ft
    • Built 1986

    Last Sold Summary

    • 8% Below List Price
    • $175/SF
    • 72 Days On Market

    Last Listing Agent Marty Rauch Marty Rauch Real Estate

    801 Long Hill Rd Unit C, Middletown, CT 06457
    • 1261 Washington St Unit 2, Middletown, CT 06457

      Est $208,065

      Not Listed For Sale

      1261 Washington St Unit 2, Middletown, CT 06457

      • 2 Beds
      • 1 Bath
      • 1,109 Sq Ft
      • Built 1985
      1261 Washington St Unit 2, Middletown, CT 06457

      Last Sold Summary

      • 1 Day On Market

      Last Listing Agent Xylia DiBianco Carbutti & Co., Realtors

  • /11

    $249,609

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

    146 Liberty St, Middletown, CT 06457

    146 Liberty Street, Middletown, CT offers a three bedroom, one and a half bath home renovated in 2023. The main level features a functional layout with updated finishes and timeless details, along with a mudroom and a three season porch. All bedrooms are located on the second floor, along with a full bath. Additional features include a detached two car garage. Property is being sold as a short

    Keith Murphy Innovative Properties

    146 Liberty St, Middletown, CT 06457
  • /20

    $3,500 Per Month

    • 3 Beds
    • 2.5 Baths
    • 2,138 Sq Ft
    • House for Rent

    70 Lakeside Ave, Middletown, CT 06457

    Looking for a rental that truly feels like home? This beautiful 3-bedroom, 2.5-bath home offers views of the pond and a spacious, open-concept layout designed for comfortable living. The bright kitchen flows seamlessly into the dining and living areas, creating the perfect space for everyday living and entertaining. Sliding glass doors lead to a large deck overlooking the water, ideal for

    Jody Bonaiuto William Raveis Real Estate

    70 Lakeside Ave, Middletown, CT 06457
  • 19 Butternut Knolls, Middletown, CT 06457

    $301,000

    Sold Jun 30, 2026

    19 Butternut Knolls, Middletown, CT 06457

    • 2 Beds
    • 1.5 Baths
    • 1,944 Sq Ft
    • Built 1989

    Last Sold Summary

    • 6% Above List Price
    • $155/SF
    • 40 Days On Market

    Current Estimated Value $280,968

    Last Listing Agent Edison Andrade Coldwell Banker Realty

    19 Butternut Knolls, Middletown, CT 06457
    • /2

      Est $275,826

      Not Listed For Sale

      220 Russell St, Middletown, CT 06457

      • 2 Beds
      • 1 Bath
      • 768 Sq Ft
      • Built 1961
      220 Russell St, Middletown, CT 06457

  • /25

    $245,000

    $7K PRICE DROP Under Contract
    • 3 Beds
    • 1.5 Baths
    • 1,680 Sq Ft

    45 Rising Trail Dr, Middletown, CT 06457

    Just renovated. Kitchen has just been remodeled with new counters, white cabinets, white backsplash and stainless steel appliances. 1st floor is tile floor and there is a pellet stove in corner of livingroom. 1/2 bath on main level has new toilet and vanity. 2nd level offers 2 bedrooms with walk in closets and laundry in hall. Floor's just refinished. 3rd level offers 3rd bedroom and a finished

    Kerry Hart William Raveis Real Estate

    45 Rising Trail Dr, Middletown, CT 06457
  • /10

    $1,350

    Total Monthly Price

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

    209 Pearl St, Middletown, CT 06457

    1-Bedroom Unit Available at 209 Pearl Street, Middletown - Unit 2Embrace comfortable living in this charming 1-bedroom plus extra room at 209 Pearl Street, Unit 2, Middletown. Perfect for those seeking simplicity, this residence offers a cozy space to call home. The layout makes the most of every square foot, creating an inviting atmosphere. Conveniently located, this unit provides easy

    209 Pearl St, Middletown, CT 06457
  • 344 Ballfall Rd, Middletown, CT 06457

    $155,000

    Sold Dec 19, 2025

    344 Ballfall Rd, Middletown, CT 06457

    • 2 Beds
    • 1 Bath
    • 1,030 Sq Ft
    • Built 1938

    Last Sold Summary

    • $150/SF
    • 44 Days On Market

    Current Estimated Value $196,718

    Last Listing Agent Thomas Mele Social & Co Realty

    344 Ballfall Rd, Middletown, CT 06457
    • 176 Highmeadow Ln, Middletown, CT 06457

      Est $414,744

      Not Listed For Sale

      176 Highmeadow Ln, Middletown, CT 06457

      • 3 Beds
      • 2 Baths
      • 1,581 Sq Ft
      • Built 1982
      176 Highmeadow Ln, Middletown, CT 06457

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Kara Pedersen Carl Guild & Associates

  • /17

    $180,000

    Under Contract
    • 4 Beds
    • 1.5 Baths
    • 1,328 Sq Ft

    63 Braeburn Ln, Middletown, CT 06457

    This contemporary 4-bedroom home offers a functional layout, great living space, and an excellent opportunity to add your personal touch! The first floor features a bright, open-concept kitchen with a stainless steel refrigerator and oven, seamlessly flowing into the dining area. The spacious living room has sliding glass doors that lead to a private deck with a storage shed. A convenient half

    Bianca Scala William Raveis Real Estate

    63 Braeburn Ln, Middletown, CT 06457
  • /8

    $1,600 Per Month

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

    205 Main St Unit 2, Middletown, CT 06457

    Cozy one bedroom apartment on second floor, requiring stairs to reach - Conveniently located within walking distance to town, shopping, pharmacy, and public transportation.

    Craig Milton Re/Max Valley Shore

    205 Main St Unit 2, Middletown, CT 06457
  • 45 Mckenna Dr, Middletown, CT 06457

    $160,000

    Sold Jun 05, 2026

    45 Mckenna Dr, Middletown, CT 06457

    • 3 Beds
    • 1.5 Baths
    • 1,200 Sq Ft
    • Built 1968

    Last Sold Summary

    • 3% Below List Price
    • $133/SF
    • 88 Days On Market

    Last Listing Agent Christian Salaman Coldwell Banker Realty

    45 Mckenna Dr, Middletown, CT 06457
    • 190 Spencer Dr, Middletown, CT 06457

      Est $251,899

      Not Listed For Sale

      190 Spencer Dr, Middletown, CT 06457

      • 2 Beds
      • 1 Bath
      • 912 Sq Ft
      • Built 1952
      190 Spencer Dr, Middletown, CT 06457

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Thomas Mele Social & Co Realty

  • /2

    $85,000

    Pending
    • Land
    • 18,295 Sq Ft
    • $202,381 per Acre

    672 E Main St, Middletown, CT 06457

    Approved 0.42-acre building lot offering the opportunity to build your custom single family or two family home. Public water, public sewer, and natural gas are available at the street. Ideally located just minutes from downtown Middletown, shopping, restaurants, parks, and major highways, this property offers the perfect combination of convenience and potential. Don't miss this opportunity to

    Marco Rondinone Berkshire Hathaway NE Prop.

    672 E Main St, Middletown, CT 06457
  • /17

    $2,095

    Total Monthly Price

    • 4 Beds
    • 1 Bath
    • 1,255 Sq Ft
    • Condo for Rent

    48 Jackson St, Middletown, CT 06457

    This beautifully remodeled four-bedroom apartment at 48 Jackson Street, Unit 3, in Middletown, Connecticut, offers a spacious and flexible layout across the second and third floors. With two bedrooms on each level, the design provides a comfortable separation of space that works well for a variety of living arrangements. The unit features two private entrances, adding both convenience and a sense

    48 Jackson St, Middletown, CT 06457
  • 675 Newfield St Unit 19, Middletown, CT 06457

    $280,000

    Sold Oct 08, 2025

    675 Newfield St Unit 19, Middletown, CT 06457

    • 2 Beds
    • 1.5 Baths
    • 1,712 Sq Ft
    • Built 1988

    Last Sold Summary

    • 2% Above List Price
    • $164/SF
    • 3 Days On Market

    Current Estimated Value $291,785

    Last Listing Agent Zhe Feng Eagle Eye Realty PLLC

    675 Newfield St Unit 19, Middletown, CT 06457
    • 10 Stirling Ct, Middletown, CT 06457

      Est $298,159

      Not Listed For Sale

      10 Stirling Ct, Middletown, CT 06457

      • 4 Beds
      • 2 Baths
      • 1,702 Sq Ft
      • Built 1971
      10 Stirling Ct, Middletown, CT 06457

      Last Sold Summary

      • 29 Days On Market

      Last Listing Agent Denise Walsh William Raveis Real Estate

  • /40

    $419,900

    • 3 Beds
    • 1.5 Baths
    • 1,722 Sq Ft

    35 Sisk St, Middletown, CT 06457

    *Best and final offers by Monday 8/10 3pm. * Offered for the first time in more than four decades, this Dutch Colonial home has been lovingly maintained by only its second owner for over 40 years.35 Sisk Street features solid construction, hardwood floors,Harvey windows,a newer roof (2017),central air,a fireplace, and nearly a half-acre of property in Middletown's desirable Westfield

    Darren Sweeney Dan Combs Real Estate

    35 Sisk St, Middletown, CT 06457
  • /21

    $1,875 Per Month

    • 2 Beds
    • 1 Bath
    • 1,250 Sq Ft
    • Apartment for Rent

    564 High St Unit 2, Middletown, CT 06457

    Second floor 2 bedroom, 1 bathroom apartment conveniently located near downtown Middletown with easy access to Wesleyan University, Main Street restaurants and shops, grocery stores, parks, and major highways. The apartment features an eat in kitchen, a separate living room, in unit washer and dryer, and a finished walk up attic that provides additional living space ideal for a home office,

    Michelle Mandel Carl Guild & Associates

    564 High St Unit 2, Middletown, CT 06457
  • 301 Carriage Crossing Ln Unit 301, Middletown, CT 06457

    $195,000

    Sold Mar 10, 2026

    301 Carriage Crossing Ln Unit 301, Middletown, CT 06457

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

    Last Sold Summary

    • 9% Above List Price
    • $257/SF
    • 35 Days On Market

    Current Estimated Value $193,738

    Last Listing Agent Steve Jones Jr KW Legacy Partners

    301 Carriage Crossing Ln Unit 301, Middletown, CT 06457
    • 25 Arnold St, Middletown, CT 06457

      Est $378,738

      Not Listed For Sale

      25 Arnold St, Middletown, CT 06457

      • 4 Beds
      • 2 Baths
      • 1,944 Sq Ft
      • Built 1964
      25 Arnold St, Middletown, CT 06457

      Last Sold Summary

      • 91 Days On Market

      Last Listing Agent Carl Guild Carl Guild & Associates

  • /22

    $300,000

    $60K PRICE DROP Pending
    • 3 Beds
    • 2 Baths
    • 1,926 Sq Ft

    118 Grove St, Middletown, CT 06457

    Welcome to 118 Grove Street, a well-maintained two-family property located in the heart of Middletown. Situated on a quiet corner lot in a desirable neighborhood, this home is just minutes from downtown Middletown and Wesleyan University. This property is easy to manage and ideal for both owner-occupants and investors, featuring natural gas, separate utilities, two electric panels, and laundry in

    Lindsay Alexander The Heritage Group, LLC

    118 Grove St, Middletown, CT 06457
  • /7

    $1,782

    Total Monthly Price

    • 3 Beds
    • 1 Bath
    • 170-174 Liberty St. - Red Pod

    170-174 Liberty St Unit 170, Middletown, CT 06457

    170-174 Liberty St Unit 170, Middletown, CT 06457
  • 142 Greenview Terrace, Middletown, CT 06457

    $460,000

    Sold Dec 02, 2025

    142 Greenview Terrace, Middletown, CT 06457

    • 3 Beds
    • 2 Baths
    • 1,652 Sq Ft
    • Built 2000

    Last Sold Summary

    • 7% Above List Price
    • $278/SF
    • 7 Days On Market

    Current Estimated Value $444,451

    Last Listing Agent Jay Zaleski Commercial Real Estate Group

    142 Greenview Terrace, Middletown, CT 06457
    • 10 Walnut St, Middletown, CT 06457

      Est $320,134

      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

  • /14

    $135,000

    Coming Soon
    • 2 Beds
    • 1 Bath
    • 711 Sq Ft

    98 Burgundy Hill Ln Unit 98, Middletown, CT 06457

    Excellent investment opportunity or owner-occupied residence! This well-maintained 2-bedroom, ranch-style end-unit condominium is in the Westlake area of Middletown, having convenient access to Route 9, I-91, Middlesex Health, shopping, restaurants, and fitness centers. The move-in-ready unit was freshened with paint and new carpeting a couple years ago, and you will find recently refinished

    Heather Kilbourn Cavanaugh & Company LLC

    98 Burgundy Hill Ln Unit 98, Middletown, CT 06457
  • /19

    $2,650 Per Month

    • 4 Beds
    • 1.5 Baths
    • 1,458 Sq Ft
    • Townhouse for Rent

    39 Loveland St, Middletown, CT 06457

    Discover the perfect blend of comfort and convenience in this exceptionally spacious 4-bedroom, 1.5-bath apartment. This unit boasts generous living areas creating a warm and inviting atmosphere. The layout promotes easy flow between the living, dining, and kitchen areas, perfect for entertaining. Enjoy the ease of in-unit laundry with a washer and dryer, making chores a breeze. Off-street

    Yomayra Morris Key Connection Realty, LLC

    39 Loveland St, Middletown, CT 06457
  • 120 Scenic View Dr, Middletown, CT 06457

    $520,000

    Sold Jan 30, 2026

    120 Scenic View Dr, Middletown, CT 06457

    • 4 Beds
    • 3.5 Baths
    • 3,833 Sq Ft
    • Built 2004

    Last Sold Summary

    • 13% Below List Price
    • $136/SF
    • 146 Days On Market

    Current Estimated Value $560,660

    Last Listing Agent Meghan Hess Real Broker CT, LLC

    120 Scenic View Dr, Middletown, CT 06457
    • 15 Blue Grass Dr, Middletown, CT 06457

      Est $413,617

      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

  • /39

    $365,000

    Under Contract
    • 2 Beds
    • 2 Baths
    • 1,654 Sq Ft

    200 E Ridge Rd, Middletown, CT 06457

    ***Highest and Best by Monday July 27th at 50pm***Turnkey two-family investment opportunity on a quiet residential street in Middletown. Built in 1900 and offering 1,654 sq. ft. across two self-contained units, this property brings in reliable rental income with minimal upkeep thanks to durable vinyl siding and an architectural shingle roof. Combined the units offer 2 bedrooms and 2 full baths,

    Ryan Casey William Raveis Real Estate

    200 E Ridge Rd, Middletown, CT 06457
  • /8

    $1,414

    Total Monthly Price

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

    192 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

    192 Liberty St Unit 3rd Floor, Middletown, CT 06457
  • 615 Miner St, Middletown, CT 06457

    $425,000

    Sold Sep 18, 2025

    615 Miner St, Middletown, CT 06457

    • 3 Beds
    • 2 Baths
    • 2,122 Sq Ft
    • Built 1975

    Last Sold Summary

    • 7% Above List Price
    • $200/SF
    • 2 Days On Market

    Current Estimated Value $456,472

    Last Listing Agent Devon Taylor Assael Dave Jones Realty, LLC

    615 Miner St, Middletown, CT 06457
    • 23 Silver St, Middletown, CT 06457

      Est $394,308

      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

  • /24

    $188,000

    $10K PRICE DROP Under Contract
    • 2 Beds
    • 1 Bath
    • 845 Sq Ft

    1221 Washington St Unit 8, Middletown, CT 06457

    This 2-bedroom loft-style townhouse at Woodgate offers a smart, functional layout in a community that recently completed a full exterior renovation - new roofs, siding, windows, decks, and doors throughout. The main level features a vaulted living room, galley kitchen, full bath, guest bedroom, and first-floor laundry. Upstairs, the primary suite includes large windows and an open balcony

    Cory Winkelmann William Pitt Sotheby's Int'l

    1221 Washington St Unit 8, Middletown, CT 06457
  • /14

    $3,100 Per Month

    • 3 Beds
    • 1.5 Baths
    • 1,512 Sq Ft
    • House for Rent

    5 Blue Orchard Dr, Middletown, CT 06457

    This spacious and well-maintained split-level home offers over 1,500 square feet of comfortable living space in a quiet Middletown neighborhood just minutes from Wesleyan University. The home features three generously sized bedrooms, one and a half bathrooms, a bright and inviting living room, an updated kitchen with adjoining dining area, and a versatile lower-level family room that can easily

    Cindy Warner eXp Realty

    5 Blue Orchard Dr, Middletown, CT 06457
  • 12 Inverness Ln, Middletown, CT 06457

    $195,609

    Sold Dec 05, 2025

    12 Inverness Ln, Middletown, CT 06457

    • 3 Beds
    • 1 Bath
    • 1,328 Sq Ft
    • Built 1971

    Last Sold Summary

    • 18% Below List Price
    • $147/SF
    • 45 Days On Market

    Current Estimated Value $211,598

    Last Listing Agent Keith Murphy Innovative Properties

    12 Inverness Ln, Middletown, CT 06457
    • 5 Afton Terrace, Middletown, CT 06457

      Est $272,321

      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

Showing Results 161 - 200, Page 5 of 18

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