16,647

Middletown, CT Homes

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  • /40

    $539,999

    Under Contract
    • 3 Beds
    • 2.5 Baths
    • 1,604 Sq Ft

    1512 Country Club Rd, Middletown, CT 06457

    Welcome to this beautifully updated 3-bedroom Contemporary- ranch style home, privately set on a lush .92-acre lot. A charming wraparound covered porch creates an inviting first impression and a wonderful place to relax. Inside, vaulted ceilings, abundant natural light, fresh paint and new luxury vinyl flooring enhance more than 1,600 square feet of above-grade living space, with an additional

    Rosemarie Smith KW Legacy Partners

    1512 Country Club Rd, Middletown, CT 06457
  • /14

    $1,414

    Total Monthly Price

    • 1 Bed
    • 1 Bath
    • 800 Sq Ft
    • Condo for Rent

    60 Lake St Unit Floor 2, Middletown, CT 06457

    Welcome to 60 Lake Street in Middletown, CT! This bright second-floor unit features a spacious kitchen with plenty of storage, two rooms with generous closet space, a sunny bonus sunroom, laundry hookups, and a convenient entryway with additional storage. Located on the corner of Lake Street and Durant Terrace, this unit offers plenty of space and natural light. Resident Benefits Package Fee

    60 Lake St Unit Floor 2, 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 $290,349

    Last Listing Agent Edison Andrade Coldwell Banker Realty

    19 Butternut Knolls, Middletown, CT 06457
    • 17 Johnson St, Middletown, CT 06457

      Est $365,681

      Not Listed For Sale

      17 Johnson St, Middletown, CT 06457

      • 6 Beds
      • 2 Baths
      • 2,184 Sq Ft
      • Built 1927
      17 Johnson St, Middletown, CT 06457

      Last Sold Summary

      • 67 Days On Market

      Last Listing Agent Lauren Rasile William Pitt Sotheby's Int'l

  • /2

    $119,000

    New Construction
    • 1 Bed
    • 1 Bath
    • 533 Sq Ft

    500 Washington St Unit 9, Middletown, CT 06457

    *** BRAND NEW MOBILE HOME - Modern, Stylish & Ready for You! *** Be the first to call 500 Washington Street #9 home! Located in Middletown Mobile Home Park, this brand-new 1-bedroom, 1-full-bath mobile home offers fresh, modern living with everything new from the start. A welcoming 6' front porch adds charm and the perfect spot to relax outdoors. Inside, enjoy a bright, thoughtfully designed

    Susan Cafourek Berkshire Hathaway NE Prop.

    500 Washington St Unit 9, Middletown, CT 06457
  • /8

    $1,382 Per Month

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

    192 Liberty St Unit 3, 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

    Michael Bernard Ironclad Real Estate

    192 Liberty St Unit 3, 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 $228,051

    Last Listing Agent Thomas Mele Social & Co Realty

    344 Ballfall Rd, Middletown, CT 06457
    • 84 Mccormick Ln, Middletown, CT 06457

      Est $456,133

      Not Listed For Sale

      84 Mccormick Ln, Middletown, CT 06457

      • 3 Beds
      • 2 Baths
      • 2,276 Sq Ft
      • Built 1989
      84 Mccormick Ln, Middletown, CT 06457

      Last Sold Summary

      • 21 Days On Market

      Last Listing Agent Teri Lewis William Pitt Sotheby's Int'l

  • /40

    $449,900

    Open Mon 5:30PM - 6:30PM $5K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,774 Sq Ft

    147 Old Mill Rd, Middletown, CT 06457

    This charming three-bedroom, one-and-a-half-bath English Tudor sits on a landscaped corner lot and offers a wonderful mix of classic details and modern updates. The beautifully updated kitchen features white and gray cabinetry, quartz countertops, a farmhouse sink, breakfast bar, stainless steel appliances, and plenty of storage and workspace. From there, the layout flows into the dining room

    Michelle Mandel Carl Guild & Associates

    147 Old Mill Rd, Middletown, CT 06457
  • /22

    $1,244

    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
  • 26 Tuscany Hills Dr, Middletown, CT 06457

    $565,000

    Sold Aug 19, 2026

    26 Tuscany Hills Dr, Middletown, CT 06457

    • 2 Beds
    • 2 Baths
    • 1,708 Sq Ft
    • Built 2011

    Last Sold Summary

    • 3% Above List Price
    • $331/SF
    • 17 Days On Market

    Current Estimated Value $531,120

    Last Listing Agent Heather Dacey William Raveis Real Estate

    26 Tuscany Hills Dr, Middletown, CT 06457
    • 111 Dekoven Dr Unit 206, Middletown, CT 06457

      Est $208,486

      Not Listed For Sale

      111 Dekoven Dr Unit 206, Middletown, CT 06457

      • 2 Beds
      • 2 Baths
      • 1,041 Sq Ft
      • Built 1989
      111 Dekoven Dr Unit 206, Middletown, CT 06457

      Last Sold Summary

      • 38 Days On Market

      Last Listing Agent Natalie Grant Nat's Honey Bee Real Estate

  • /8

    $249,000

    $50K PRICE DROP Under Contract Pre-Foreclosure
    • 3 Beds
    • 1.5 Baths
    • 2,040 Sq Ft

    714 Long Hill Rd, Middletown, CT 06457

    Nestled in the highly sought-after Wesleyan Hills community, this well-maintained and affordable 3-bedroom condo offers the perfect blend of comfort, convenience, and privacy. Featuring an open floor plan, the home boasts an updated kitchen that flows seamlessly into the living and dining areas, creating an inviting space for everyday living and entertaining. A sliding glass door leads to your

    Santo Gulino William Raveis Real Estate

    714 Long Hill Rd, 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
  • 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
    • 9 Stirling Ct, Middletown, CT 06457

      Est $263,680

      Not Listed For Sale

      9 Stirling Ct, Middletown, CT 06457

      • 3 Beds
      • 1 Bath
      • 1,336 Sq Ft
      • Built 1971
      9 Stirling Ct, Middletown, CT 06457

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Melissa Rothman eXp Realty

  • /38

    $249,000

    Open Sun 12PM - 2PM
    • 2 Beds
    • 2 Baths
    • 950 Sq Ft

    87 Carriage Crossing Ln, Middletown, CT 06457

    Enjoy comfort, convenience, and low-maintenance living at Unit 87, ideally situated with a courtyard view in the sought-after Carriage Crossing community. This open-concept home features vaulted ceilings, soaring windows, and a living room fireplace. The kitchen, complete with a breakfast nook, opens to the main living space for easy everyday living and entertaining. Two bedrooms, each with its

    Wendi Zuk Homes Plus of Connecticut

    87 Carriage Crossing Ln, Middletown, CT 06457
  • /17

    $1,650

    Total Monthly Price

    • 3 Beds
    • 1.5 Baths
    • 1,516 Sq Ft
    • Condo for Rent

    6 Silver Dr Unit 6 Silver Drive Unit #2, Middletown, CT 06457

    Welcome home to this spacious two-level apartment, ideally situated on a quiet, dead-end road in a peaceful neighborhood. Occupying the 2nd and 3rd floors of a well-maintained brick two-family home, this unique rental offers generous living space, beautiful hardwood floors, abundant storage, and wonderful indoor and outdoor spaces.The main living level features a large kitchen, large living room,

    6 Silver Dr Unit 6 Silver Drive Unit #2, 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 $294,397

    Last Listing Agent Zhe Feng Eagle Eye Realty PLLC

    675 Newfield St Unit 19, Middletown, CT 06457
    • 1261 Washington St Unit 2, Middletown, CT 06457

      Est $210,312

      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

  • /24

    $1,300,000

    • 8 Beds
    • 10 Baths
    • 13,837 Sq Ft

    480 Main St, Middletown, CT 06457

    Welcome to 480 Main Street, Middletown - a rare investment opportunity in the heart of Downtown Middletown! This stunning brick mixed-use building blends timeless character with strong income-producing potential. Featuring 8 spacious residential units, each offering 900+ square feet, soaring ceilings, beautiful hardwood flooring, functional built-ins, and oversized layouts that tenants love.

    Lindy Hoyt Century 21 AllPoints Realty

    480 Main St, 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
  • 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 $194,897

    Last Listing Agent Steve Jones Jr KW Legacy Partners

    301 Carriage Crossing Ln Unit 301, Middletown, CT 06457
    • /2

      Est $274,355

      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

  • /10

    $110,000

    Pending
    • 3 Beds
    • 1 Bath
    • 1,302 Sq Ft

    17 Miller St, Middletown, CT 06457

    Bring Your Vision to Life! This 3-bedroom single-family home offers approximately 1,300 square feet of living space and is situated on a quiet dead-end street. Featuring a cozy backyard and a layout with plenty of potential, this property is an excellent opportunity for buyers looking to renovate and create a home tailored to their style. With some updating and TLC, this home has the potential to

    David Smolowitz Dave Jones Realty, LLC

    17 Miller St, Middletown, CT 06457
  • /14

    $1,382

    Total Monthly Price

    • 1 Bed
    • 1 Bath
    • 800 Sq Ft
    • Condo for Rent

    28 Durant Terrace Unit 60 Lake St, Floor 2, Middletown, CT 06457

    Welcome to 60 Lake Street in Middletown, CT! This bright second-floor unit features a spacious kitchen with plenty of storage, two rooms with generous closet space, a sunny bonus sunroom, laundry hookups, and a convenient entryway with additional storage. Located on the corner of Lake Street and Durant Terrace, this unit offers plenty of space and natural light.Resident Benefits

    28 Durant Terrace Unit 60 Lake St, Floor 2, 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 $441,686

    Last Listing Agent Jay Zaleski Commercial Real Estate Group

    142 Greenview Terrace, Middletown, CT 06457
    • 176 Highmeadow Ln, Middletown, CT 06457

      Est $428,649

      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

  • /28

    $495,000

    • 3 Beds
    • 2 Baths
    • 1,854 Sq Ft

    17 Coles Rd, Middletown, CT 06457

    Turnkey and beautifully maintained, this inviting home is nestled in a well-kept Middletown subdivision. The open-concept main level features a bright kitchen with granite countertops, a dining area and a comfortable living room - all flowing seamlessly together. Step outside the French doors to a fenced in spacious patio surrounded by low-maintenance turf, creating a peaceful retreat with no

    Jody Bonaiuto William Raveis Real Estate

    17 Coles Rd, Middletown, CT 06457
  • /9

    $1,300 Per Month

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

    666 Main St Unit B3, Middletown, CT 06457

    Charming Downtown Middletown Studio - Utilities Included ($1,300/mo) Located on the second floor in the heart of historic Middletown, this bright and airy studio apartment offers an unbeatable combination of charm, convenience, and value. Enjoy hassle-free living with electricity and utilities included in the rent. Step right outside your door to explore seven blocks of vibrant downtown

    Laura Milano Seabury Hill REALTORS

    666 Main St Unit B3, 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 $564,525

    Last Listing Agent Meghan Hess Real Broker CT, LLC

    120 Scenic View Dr, Middletown, CT 06457
    • 190 Spencer Dr, Middletown, CT 06457

      Est $255,454

      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

  • /37

    $849,900

    $25K PRICE DROP Pending
    • 5 Beds
    • 3.5 Baths
    • 3,452 Sq Ft

    29 Copper Beech Dr, Middletown, CT 06457

    Tucked away on a quiet, highly desirable cul-de-sac of only 7 homes in the sought-after South Farms district, this beautifully crafted 5-bedroom, 3.5-bathroom colonial features a stunning brick-front facade and exceptional curb appeal. Boasting a coveted 3-car attached garage, the home greets you with an abundance of natural light and gleaming hardwood floors flowing seamlessly throughout the

    Stefania Bramato Berkshire Hathaway NE Prop.

    29 Copper Beech Dr, Middletown, CT 06457
  • /16

    $1,657

    Total Monthly Price

    • 2 Beds
    • 1.5 Baths
    • Condo for Rent

    1185 Randolph Rd Unit 1185 Randolph Rd - Back Apartment, Middletown, CT 06457

    Spacious 2-bedroom, 1.5-bath apartment in Middletown! This unique two-level unit features an open main living, dining, and kitchen area with included appliances, plus convenient in-unit laundry. Enjoy an additional flexible space perfect for storage, a playroom, or a home office. Upstairs, you'll find two comfortable bedrooms with generous closets and extra storage, along with a spacious full

    1185 Randolph Rd Unit 1185 Randolph Rd - Back Apartment, 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 $212,191

    Last Listing Agent Keith Murphy Innovative Properties

    12 Inverness Ln, Middletown, CT 06457
    • 10 Stirling Ct, Middletown, CT 06457

      Est $293,463

      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

    $1,200,000

    New Construction
    • 3 Beds
    • 3.5 Baths
    • 3,456 Sq Ft

    145 Monarca Dr, Middletown, CT 06457

    A one-of-a-kind custom-built new construction home that must be experienced in person to be appreciated. This modern contemporary farmhouse-style ranch sits on 2.38 acres of private land, positioned at the end of a cul-de-sac on a private road. From the moment you arrive, the exterior makes a lasting impression. Stone walls frame the driveway, guiding you past a thoughtfully designed approach w/a

    Lauren Freedman Coldwell Banker Realty

    145 Monarca Dr, Middletown, CT 06457
  • /20

    $1,850 Per Month

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

    594 Main St Unit 2E, Middletown, CT 06457

    Welcome to Middletown at Main. A collection of newly renovated apartments, thoughtfully curated for modern living. 594 Main St., Unit 2E offers a beautifully updated and versatile floor plan designed to make the most of every square foot. Gorgeous high-grade vinyl flooring creates a clean and cohesive feel throughout. The updated kitchen features granite countertops, soft-close white shaker

    Jordan Ostrofsky LPT Realty

    594 Main St Unit 2E, Middletown, CT 06457
  • 8 Countryside Ln Unit 5, Middletown, CT 06457

    $250,000

    Sold Jul 17, 2026

    8 Countryside Ln Unit 5, Middletown, CT 06457

    • 2 Beds
    • 1.5 Baths
    • 1,088 Sq Ft
    • Built 1987

    Last Sold Summary

    • 4% Above List Price
    • $230/SF
    • 6 Days On Market

    Current Estimated Value $248,767

    Last Listing Agent Sally McMahon William Raveis Real Estate

    8 Countryside Ln Unit 5, Middletown, CT 06457
    • 25 Arnold St, Middletown, CT 06457

      Est $378,653

      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

Showing Results 161 - 200, Page 5 of 18

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