Middletown, CT Homes

• 

  $410,000

  Sold Jul 28, 2026

  74 Johnson St, Middletown, CT 06457

  • 5 Beds
  • 2.5 Baths
  • 2,848 Sq Ft
  • Built 1948

  Last Sold Summary

  • 9% Above List Price
  • $144/SF
  • 1 Day On Market

  Current Estimated Value $406,628

  Last Listing Agent Kelly Harvey Best Real Estate Brokerage LLC

  74 Johnson St, Middletown, CT 06457
• 

  Est $272,218

  Not Listed For Sale

  6 W Meadow Ln Unit 5, Middletown, CT 06457

  • 2 Beds
  • 1.5 Baths
  • 1,120 Sq Ft
  • Built 1988

  6 W Meadow Ln Unit 5, Middletown, CT 06457

  Last Sold Summary

  • 2 Days On Market

  Last Listing Agent Richie Beaumont Coldwell Banker Realty
• 

  

  

  /17

  $379,900

  $20K PRICE DROP Pending

  • 4 Beds
  • 2 Baths
  • 2,024 Sq Ft

  25 Morgan St, Middletown, CT 06457

  Welcome home to this charming Cape Cod-style house, offering 1,874 square feet of comfortable living space, plus an additional 150 square feet of finished space in the basement. This inviting four-bedroom, 2 full bath home is nestled in a wonderful neighborhood, combining timeless charm with everyday comfort. The updated kitchen is ready for cooking, gathering, and entertaining, while the

  Heather Salafia Eagle Eye Realty PLLC

  25 Morgan St, Middletown, CT 06457
• 

  $762,004

  Sold May 22, 2026

  3 Sisk St, Middletown, CT 06457

  • 3 Beds
  • 2.5 Baths
  • 2,151 Sq Ft
  • Built 2025

  Last Sold Summary

  • 29% Above List Price
  • $354/SF
  • 471 Days On Market

  Last Listing Agent Mark Toledo Berkshire Hathaway NE Prop.

  3 Sisk St, Middletown, CT 06457
• 

  Est $410,123

  Not Listed For Sale

  85 Margarite Road Extension, Middletown, CT 06457

  • 3 Beds
  • 2 Baths
  • 1,422 Sq Ft
  • Built 1962

  85 Margarite Road Extension, Middletown, CT 06457

  Last Sold Summary

  • 4 Days On Market

  Last Listing Agent Rob Squeglia LPT Realty - IConn Team
• 

  

  /24

  $379,900

  • 3 Beds
  • 2 Baths
  • 1,536 Sq Ft

  492 Long Hill Rd, Middletown, CT 06457

  Welcome home to this beautifully renovated 3-bedroom, 2-bathroom raised ranch in Wesleyan Hills, where all the major work is already done for you. This move-in ready home features a brand new roof and new efficient boiler, giving you years of worry-free ownership and energy savings. The heart of the home is a stunning new kitchen with crisp white shaker cabinets, quartz countertops, and modern

  Atif Seyal RE/MAX Heritage

  492 Long Hill Rd, Middletown, CT 06457
• 

  $470,000

  Sold Nov 07, 2025

  203 E Main St, Middletown, CT 06457

  • 9 Beds
  • 4 Baths
  • 1,885 Sq Ft
  • Built 1900

  Last Sold Summary

  • 57% Above List Price
  • $249/SF
  • 101 Days On Market

  Current Estimated Value $291,205

  Last Listing Agent Connor Wenchell VC Property Group, LLC

  203 E Main St, Middletown, CT 06457
• 

  Est $473,109

  Not Listed For Sale

  40 Acer Dr, Middletown, CT 06457

  • 4 Beds
  • 2 Baths
  • 2,117 Sq Ft
  • Built 2003

  40 Acer Dr, Middletown, CT 06457

  Last Sold Summary

  • 17 Days On Market

  Last Listing Agent Michelle Mazzotta eXp Realty
• 

  

  /12

  $289,609

  $10K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,328 Sq Ft

  34 Inverness Ln, Middletown, CT 06457

  Welcome to this inviting contemporary home in Middletown offering the perfect blend of comfort, style, and convenience. This well maintained 4 bedroom, 2 bath residence features 1,328 square feet of thoughtfully designed living space ideal for today's lifestyle. Step inside to discover an updated kitchen with modern finishes, providing a functional and attractive space for everyday living and

  Keith Murphy Innovative Properties

  34 Inverness Ln, Middletown, CT 06457
• 

  $900,000

  Sold Sep 16, 2026

  193 Scarborough Ln, Middletown, CT 06457

  • 4 Beds
  • 5 Baths
  • 3,576 Sq Ft
  • Built 2003

  Last Sold Summary

  • $252/SF
  • 65 Days On Market

  Current Estimated Value $891,561

  Last Listing Agent Sally McMahon William Raveis Real Estate

  193 Scarborough Ln, Middletown, CT 06457
• 

  Est $203,567

  Not Listed For Sale

  111 Dekoven Dr Unit 409, Middletown, CT 06457

  • 2 Beds
  • 2 Baths
  • 1,015 Sq Ft
  • Built 1989

  111 Dekoven Dr Unit 409, Middletown, CT 06457

  Last Sold Summary

  • 6 Days On Market

  Last Listing Agent Peter Carbutti Carbutti & Co., Realtors
• 

  

  /14

  $245,000

  $10K PRICE DROP Pre-Foreclosure

  • 3 Beds
  • 2 Baths
  • 1,267 Sq Ft

  46 Meech Rd, Middletown, CT 06457

  Cute 3-bedroom Cape with loads of potential! The spacious living room features a cozy fireplace and sliders leading to a private backyard-perfect for relaxing or entertaining. An open kitchen flows into the dining room, creating a comfortable layout for everyday living. Conveniently located near major roads while tucked away in a quiet neighborhood. The home needs some TLC, but the possibilities

  Lisa Sader-Goede Aspen Realty Group

  46 Meech Rd, Middletown, CT 06457
• 

  $265,000

  Sold Apr 16, 2026

  133 Carriage Crossing Ln, Middletown, CT 06457

  • 2 Beds
  • 2 Baths
  • 950 Sq Ft
  • Built 1987

  Last Sold Summary

  • 2% Above List Price
  • $279/SF
  • 3 Days On Market

  Current Estimated Value $260,647

  Last Listing Agent Joseph Snell Luxe Realty LLC

  133 Carriage Crossing Ln, Middletown, CT 06457
• 

  Est $509,335

  Not Listed For Sale

  16 Tuscany Hills Dr, Middletown, CT 06457

  • 2 Beds
  • 2 Baths
  • 1,507 Sq Ft
  • Built 2007

  16 Tuscany Hills Dr, Middletown, CT 06457

  Last Sold Summary

  • 7 Days On Market

  Last Listing Agent Michelle Pirruccio Carl Guild & Associates
• 

  

  /24

  $220,000

  • 1 Bed
  • 1 Bath
  • 760 Sq Ft

  277 Carriage Crossing Ln, Middletown, CT 06457

  Welcome to 277 Carriage Crossing Lane, where soaring ceilings, a charming loft, and a beautiful fireplace create a home you'll love coming back to. The inviting layout offers a comfortable, open feel with a cozy kitchen and versatile loft space perfect for a home office, reading nook, creative space, or relaxing retreat. Curl up by the fireplace on a cool evening or step outside and enjoy the

  Santo Buccheri Carl Guild & Associates

  277 Carriage Crossing Ln, Middletown, CT 06457
• 

  $410,000

  Sold Aug 10, 2026

  193 Ridge Rd, Middletown, CT 06457

  • 3 Beds
  • 2 Baths
  • 1,525 Sq Ft
  • Built 1923

  Last Sold Summary

  • 11% Above List Price
  • $269/SF
  • 4 Days On Market

  Current Estimated Value $363,223

  Last Listing Agent Wesley Krombel Real Broker CT, LLC

  193 Ridge Rd, Middletown, CT 06457
• 

  Est $361,261

  Not Listed For Sale

  719 Randolph Rd, Middletown, CT 06457

  • 2 Beds
  • 1.5 Baths
  • 1,375 Sq Ft
  • Built 1949

  719 Randolph Rd, Middletown, CT 06457

  Last Sold Summary

  • 55 Days On Market

  Last Listing Agent Diana Brown William Raveis Real Estate
• 

  

  /39

  $449,900

  Open Sun 1PM - 3PM

  • 3 Beds
  • 2 Baths
  • 1,772 Sq Ft

  147 Ridge Rd, Middletown, CT 06457

  Welcome to 147 Ridge Rd, a stunning, completely remodeled home located in the highly desirable South Farms district of Middletown! This beautifully updated property has been renovated from top to bottom and is truly move-in ready. The heart of the home is the spectacular open-concept kitchen, featuring beautiful quartz countertops and seamless flow into a bright, light-filled living room with a

  Santo Gulino William Raveis Real Estate

  147 Ridge Rd, Middletown, CT 06457
• 

  $520,000

  Sold May 07, 2026

  10 Guarino Dr, Middletown, CT 06457

  • 3 Beds
  • 2.5 Baths
  • 3,028 Sq Ft
  • Built 1994

  Last Sold Summary

  • 4% Above List Price
  • $172/SF
  • 36 Days On Market

  Current Estimated Value $527,723

  Last Listing Agent Michelle Mazzotta eXp Realty

  10 Guarino Dr, Middletown, CT 06457
• 

  Est $437,334

  Not Listed For Sale

  59 Cimarron Rd, Middletown, CT 06457

  • 3 Beds
  • 2 Baths
  • 1,132 Sq Ft
  • Built 1984

  59 Cimarron Rd, Middletown, CT 06457

  Last Sold Summary

  • 43 Days On Market

  Last Listing Agent Chris Callahan Berkshire Hathaway NE Prop.
• 

  

  /22

  $179,900

  $29K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,150 Sq Ft

  201 College St Unit 20, Middletown, CT 06457

  This freshly painted townhouse-style condo offers 2 bedrooms, 1.5 bathrooms, newer windows, updated appliances, newer flooring throughout, and an open-concept layout. The main level features a spacious living room that flows into the dining area and kitchen, along with access to a private terrace. The kitchen includes tile flooring, a mosaic tile backsplash, and appliances replaced within the

  Wally Namane Keller Williams Realty Prtnrs.

  201 College St Unit 20, Middletown, CT 06457
• 

  $535,100

  Sold Sep 04, 2026

  175 Rolling Green, Middletown, CT 06457

  • 4 Beds
  • 2.5 Baths
  • 3,363 Sq Ft
  • Built 1999

  Last Sold Summary

  • 7% Above List Price
  • $159/SF
  • 3 Days On Market

  Current Estimated Value $504,773

  Last Listing Agent Maria Gaudet Lamacchia Realty

  175 Rolling Green, Middletown, CT 06457
• 

  Est $353,193

  Not Listed For Sale

  19 Arnold St, Middletown, CT 06457

  • 4 Beds
  • 1.5 Baths
  • 1,747 Sq Ft
  • Built 1930

  19 Arnold St, Middletown, CT 06457

  Last Sold Summary

  • 76 Days On Market

  Last Listing Agent Debbie Huscher Real Broker CT, LLC
• 

  

  /39

  $199,900

  Pending

  • 3 Beds
  • 1.5 Baths
  • 1,120 Sq Ft

  27 Rising Trail Ct, Middletown, CT 06457

  ***Multiple offers received, deadline for final offers is Monday 9/7 at 5pm. ***Welcome to 27 Rising Trail Court, a spacious 3-bedroom, 1.5-bath townhouse-style condo offering three levels of living space, a two-car carport, and a desirable end-unit location! Step inside to an open-concept main level featuring luxury vinyl flooring throughout, where the recently updated kitchen overlooks the

  Chris Farrell Carbutti & Co., Realtors

  27 Rising Trail Ct, Middletown, CT 06457
• 

  $365,000

  Sold Jul 17, 2026

  108 Cambridge Commons Unit 108, Middletown, CT 06457

  • 2 Beds
  • 1.5 Baths
  • 1,753 Sq Ft
  • Built 1988

  Last Sold Summary

  • 22% Above List Price
  • $208/SF
  • 1 Day On Market

  Last Listing Agent Lisa Sherman My Realtor, LLC

  108 Cambridge Commons Unit 108, Middletown, CT 06457
• 

  Est $427,221

  Not Listed For Sale

  163 Oak Ridge Dr, Middletown, CT 06457

  • 3 Beds
  • 2 Baths
  • 2,187 Sq Ft
  • Built 1963

  163 Oak Ridge Dr, Middletown, CT 06457

  Last Sold Summary

  • 87 Days On Market

  Last Listing Agent Margo Mikunda Complete Real Estate
• 

  

  /20

  $369,900

  $9K PRICE DROP Pending

  • 4 Beds
  • 2 Baths
  • 1,754 Sq Ft

  58 Durant Terrace, Middletown, CT 06457

  Welcome to 58 Durant Terrace - a well-maintained 2-family home nestled in a quiet, desirable neighborhood just minutes from downtown Middletown, Wesleyan University, shopping, and dining. This versatile property offers two spacious units, each with 2 bedrooms, 1 full bath, bright living spaces, and hardwood flooring throughout. Ideal for investors or owner-occupants, live in one unit and rent the

  Michelle Lorenzetti Premier Re Group LLC

  58 Durant Terrace, Middletown, CT 06457
• 

  $335,000

  Sold Apr 27, 2026

  194 Camp St, Middletown, CT 06457

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft
  • Built 1958

  Last Sold Summary

  • $349/SF
  • 45 Days On Market

  Current Estimated Value $329,144

  Last Listing Agent Carl Guild Carl Guild & Associates

  194 Camp St, Middletown, CT 06457
• 

  Est $232,544

  Not Listed For Sale

  1231 Washington St Unit 10, Middletown, CT 06457

  • 3 Beds
  • 1 Bath
  • 1,056 Sq Ft
  • Built 1985

  1231 Washington St Unit 10, Middletown, CT 06457

  Last Sold Summary

  • 4 Days On Market

  Last Listing Agent Xylia DiBianco Carbutti & Co., Realtors
• 

  /2

  $350,000

  • Land
  • 21.46 Acres
  • $16,309 per Acre

  0 Middle St, Middletown, CT 06457

  21.46 Acres Commercial Industrial Land. Lot is behind the 7.5 acre lot also for sale.Zoning: IOP (Industrial Office Park including office, warehouse, industrial & recreation. This parcel is going to be split off of a larger piece consisting of 28.96 acres. 8 acres of abutting residential land off Bell Street available for assemblage * Total Potential Assemblage: 41 acres * Immediate Access:

  Nancy Newman LPT Realty

  0 Middle St, Middletown, CT 06457
• 

  $200,000

  Sold Aug 26, 2026

  198 Carriage Crossing Ln, Middletown, CT 06457

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

  Last Sold Summary

  • $263/SF
  • 5 Days On Market

  Current Estimated Value $199,399

  Last Listing Agent Kamil Andrukiewicz New Haus Group LLC

  198 Carriage Crossing Ln, Middletown, CT 06457
• 

  Est $199,796

  Not Listed For Sale

  606 Congdon St W Unit 4, Middletown, CT 06457

  • 1 Bed
  • 1 Bath
  • 705 Sq Ft
  • Built 1986

  606 Congdon St W Unit 4, Middletown, CT 06457

  Last Sold Summary

  • 14 Days On Market

  Last Listing Agent Tracy Molloy Coldwell Banker Realty
• 

  

  /37

  $244,900

  Under Contract

  • 4 Beds
  • 1 Bath
  • 1,235 Sq Ft

  27 Fairview Ave, Middletown, CT 06457

  Set on a quiet dead-end street near Wesleyan University and downtown Middletown, 27 Fairview Ave is a classic 1934 Colonial with character, convenience, and potential. This estate property features 1,235 sq ft, 4 bedrooms, 1 full bath, (with room for a 2nd bath on the upper level) and walk-in attic space. MAJOR RECENT IMPROVEMENTS INCLUDE: NEW ROOF IN 2024 (stripped & reroofed=1 layer), NEW 200

  Diane Fahey Berkshire Hathaway NE Prop.

  27 Fairview Ave, Middletown, CT 06457
• 

  $725,000

  Sold Dec 19, 2025

  462 Higby Rd, Middletown, CT 06457

  • 4 Beds
  • 2.5 Baths
  • 2,500 Sq Ft
  • Built 2025

  Last Sold Summary

  • 3% Below List Price
  • $290/SF
  • 175 Days On Market

  Last Listing Agent David White OwnerEntry.com

  462 Higby Rd, Middletown, CT 06457
• 

  Est $377,750

  Not Listed For Sale

  394 Mile Ln, Middletown, CT 06457

  • 3 Beds
  • 1 Bath
  • 1,162 Sq Ft
  • Built 1963

  394 Mile Ln, Middletown, CT 06457

  Last Sold Summary

  • 4 Days On Market

  Last Listing Agent Sanam Solati New England Prestige Realty
• 

  

  /37

  $539,900

  • 3 Beds
  • 2.5 Baths
  • 2,797 Sq Ft

  897 East St, Middletown, CT 06457

  Welcome to Sylvan Run, a welcoming Westfield neighborhood where spacious homes, three cul-de-sacs and a convenient Middletown location come together. This beautifully updated Saltbox Colonial offers an impressive amount of living space with a layout designed for both everyday comfort and entertaining. Step inside to hardwood floors and a bright, inviting interior. The updated kitchen features

  LaurieAnn Hansen Coldwell Banker Realty

  897 East St, Middletown, CT 06457
• 

  $227,250

  Sold Apr 22, 2026

  44 Carriage Crossing Ln Unit 44, Middletown, CT 06457

  • 2 Beds
  • 2 Baths
  • 840 Sq Ft
  • Built 1987

  Last Sold Summary

  • 1% Above List Price
  • $271/SF
  • 29 Days On Market

  Current Estimated Value $222,106

  Last Listing Agent Michael Kusy Evermark Property Group

  44 Carriage Crossing Ln Unit 44, Middletown, CT 06457
• 

  Est $363,068

  Not Listed For Sale

  29 Lake St, Middletown, CT 06457

  • 4 Beds
  • 3 Baths
  • 2,688 Sq Ft
  • Built 1999

  29 Lake St, Middletown, CT 06457

  Last Sold Summary

  • 35 Days On Market

  Last Listing Agent Keith Murphy Innovative Properties
• 

  

  /39

  $329,900

  • 3 Beds
  • 1.5 Baths
  • 1,346 Sq Ft

  122 Newfield St Unit 3A, Middletown, CT 06457

  Welcome to Arawana Estates, where historic charm meets modern comfort in a truly unique setting! Located within a beautifully converted mansion, this rarely available penthouse-style condo offers a spacious & distinctive layout filled with character & natural light. High ceilings, hardwood floors, recessed lighting, oversized windows & custom built-ins create a warm & inviting atmosphere

  Michelle Mazzotta eXp Realty

  122 Newfield St Unit 3A, Middletown, CT 06457
• 

  $460,000

  Sold Apr 30, 2026

  180 Randolph Rd, Middletown, CT 06457

  • 3 Beds
  • 2.5 Baths
  • 1,958 Sq Ft
  • Built 1940

  Last Sold Summary

  • 15% Above List Price
  • $235/SF
  • 5 Days On Market

  Current Estimated Value $455,524

  Last Listing Agent Stacy King Eagle Eye Realty PLLC

  180 Randolph Rd, Middletown, CT 06457

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