Middletown, CT Homes

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  /24

  $394,500

  Under Contract

  • 3 Beds
  • 1.5 Baths
  • 1,378 Sq Ft

  45 Annette Place, Middletown, CT 06457

  Welcome to 45 Annette Place! This beautifully maintained home is truly move-in ready and has so much to offer. The updated kitchen features granite countertops, stainless steel appliances, and recessed lighting, creating a bright and modern space. Hardwood floors flow throughout the living room and bedrooms, adding warmth and timeless appeal. The partially finished basement provides additional

  Carl Chisem Jr. William Raveis Real Estate

  45 Annette Place, Middletown, CT 06457
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  /7

  Starting at $1,700

  Total Monthly Price

  • 2 - 3 Beds

  121 Rose Cir, Middletown, CT 06457

  Rose Gardens offers spacious one bedroom flats, two and three bedroom townhomes conveniently located in a pedestrian friendly neighborhood near shopping, restaurants, schools and highways. The professionally landscaped grounds offer seasonal color year-round, maintained by Carabetta's 24 hour Maintenance Team. Appliances are included in all the units which have hardwood floors throughout.

  Rose Gardens Apartments

  

  121 Rose Cir, Middletown, CT 06457
• 

  $355,000

  Sold Aug 29, 2025

  152 Old Mill Rd, Middletown, CT 06457

  • 3 Beds
  • 2 Baths
  • 1,748 Sq Ft
  • Built 1969

  Last Sold Summary

  • 1% Below List Price
  • $203/SF
  • 49 Days On Market

  Current Estimated Value $383,261

  Last Listing Agent Santo Gulino William Raveis Real Estate

  152 Old Mill Rd, Middletown, CT 06457
• 

  Not Listed For Sale

  00 Kelsey St, Middletown, CT 06457

  00 Kelsey St, Middletown, CT 06457

  Last Sold Summary

  • 290 Days On Market

  Last Listing Agent Patricia Holmes Berkshire Hathaway NE Prop.
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  /31

  $180,000

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

  106 Rising Trail Dr Unit 106, Middletown, CT 06457

  Investment Opportunity! This spacious condo is being sold as-is and offers excellent potential for investors or buyers looking to build sweat equity. The unit features gleaming hardwood floors throughout, a partially finished basement offering additional living or storage space, and a finished attic that adds even more usable square footage. A convenient 1.5 bath layout rounds out the floor plan.

  Fritz Africot Robert C White & Company LLC

  106 Rising Trail Dr Unit 106, Middletown, CT 06457
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  /20

  Starting at $975 Plus Fees

  • Studio

  104 Meetinghouse Ln, Middletown, CT 06457

  Our spacious and affordable studio apartments are a place you'll love to call home! Burgundy Apartments in Middletown are set amidst beautifully landscaped grounds located in the desirable Westlake area. We are a short drive to all your everyday needs and Routes 91 and 9 are easily accessible. Our studio apartments are packed with features including air conditioning, kitchen appliances, extra

  Burgundy Apartments

  

  104 Meetinghouse Ln, Middletown, CT 06457
• 

  $175,000

  Sold Jul 31, 2026

  111 Dekoven Dr Unit 202, Middletown, CT 06457

  • 2 Beds
  • 2 Baths
  • 1,038 Sq Ft
  • Built 1989

  Last Sold Summary

  • 22% Below List Price
  • $169/SF
  • 61 Days On Market

  Current Estimated Value $190,671

  Last Listing Agent Cheryl Zalewski eXp Realty

  111 Dekoven Dr Unit 202, Middletown, CT 06457
• 

  /2

  Est $409,958

  Not Listed For Sale

  272 S Main St, Middletown, CT 06457

  • Studio
  • 2 Baths
  • 2,164 Sq Ft
  • Built 1988

  272 S Main St, Middletown, CT 06457
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  /40

  $899,900

  Under Contract

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

  193 Scarborough Ln, Middletown, CT 06457

  Exceptional quality and craftsmanship define this highly sought-after home in Scarborough Lane within Highland Farms, located in the desirable Westfield area of Middletown. Offering 11 beautifully appointed rooms, this residence showcases premium finishes and thoughtful details throughout. The main level features 9-foot ceilings and an open-concept layout, with the spacious family room flowing

  Sally McMahon William Raveis Real Estate

  193 Scarborough Ln, Middletown, CT 06457
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  /11

  Starting at $1,495

  Total Monthly Price

  • 1 Bed

  121-131 Butternut St, Middletown, CT 06457

  Come see why Highview Apartments is so popular. Our spacious one and two bedroom apartments feature eat-in kitchens, a large deck and on-site laundry facilities. All of our apartments are carpeted and include appliances and blinds for your convenience. Don’t forget about free heat and hot water. On-site maintenance provides prompt courteous service for your every need. Walking distance to

  Highview Apartments

  

  121-131 Butternut St, Middletown, CT 06457
• 

  $315,000

  Sold Nov 25, 2025

  85 Meech Rd, Middletown, CT 06457

  • 3 Beds
  • 1 Bath
  • 1,267 Sq Ft
  • Built 1953

  Last Sold Summary

  • 5% Above List Price
  • $249/SF
  • 4 Days On Market

  Current Estimated Value $323,342

  Last Listing Agent Theresa Bitondo Berkshire Hathaway NE Prop.

  85 Meech Rd, Middletown, CT 06457
• 

  Est $471,943

  Not Listed For Sale

  2 Lakeside Ave, Middletown, CT 06457

  • 3 Beds
  • 2.5 Baths
  • 2,223 Sq Ft
  • Built 2009

  2 Lakeside Ave, Middletown, CT 06457

  Last Sold Summary

  • 92 Days On Market

  Last Listing Agent Gina Torre Real Broker CT, LLC
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  /39

  $369,900

  Pending

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

  193 Ridge Rd, Middletown, CT 06457

  *HIGHEST AND BEST OFFER DEADLINE - TUESDAY, JULY 14th AT 12:00pm ET* Welcome home to 193 Ridge Rd, a 3-bedroom, 2-full-bath gem, lovingly updated but full of warmth and charm. Step onto the large front porch and you'll feel it - this one's different. The updated kitchen shines with granite counters, soft-close cabinetry, and a generous pantry, ready for morning coffee or holiday hosting. The

  Wesley Krombel Real Broker CT, LLC

  193 Ridge Rd, Middletown, CT 06457
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  /20

  Starting at $1,500 Plus Fees

  • 1 Bed

  1 Russett Ln, Middletown, CT 06457

  Welcome to Hunter's Crossing. Live life on your terms at Hunter's Crossing. Our spacious studio, one, and two-bedroom apartments offer a haven of comfort in the heart of Middletown, CT. With easy access to both New Haven and Hartford, you're just a short drive from world-class dining, entertainment, and cultural experiences. No matter your work or leisure pursuits, Hunter's Crossing places you at

  Hunter's Crossing

  1 Russett Ln, Middletown, CT 06457
• 

  $225,000

  Sold Dec 15, 2025

  30 Orange Rd Unit 30, Middletown, CT 06457

  • 2 Beds
  • 1.5 Baths
  • 880 Sq Ft
  • Built 1972

  Last Sold Summary

  • 7% Above List Price
  • $256/SF
  • 9 Days On Market

  Current Estimated Value $230,273

  Last Listing Agent Martin Piggot Boyden Real Estate Company,LLC

  30 Orange Rd Unit 30, Middletown, CT 06457
• 

  Est $242,072

  Not Listed For Sale

  2 Forest Glen Cir Unit 7, Middletown, CT 06457

  • 2 Beds
  • 2 Baths
  • 1,065 Sq Ft
  • Built 1989

  2 Forest Glen Cir Unit 7, Middletown, CT 06457

  Last Sold Summary

  • 8 Days On Market

  Last Listing Agent Catherine Rockoff Rockoff Realty
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  /39

  $499,999

  Pending

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

  175 Rolling Green, Middletown, CT 06457

  ****Highest and Best by Monday July 13 at 5:00pm.**** This beautifully maintained Colonial, tucked away on a quiet cul-de-sac, in the highly sought after Riverbend development is a must-see! Filled with natural light and abundant storage, this home also features two spacious decks for relaxing and entertaining. The sun-filled eat-in kitchen boasts soaring ceilings that extend to the second floor,

  Maria Gaudet Lamacchia Realty

  175 Rolling Green, Middletown, CT 06457
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  /4

  Starting at $1,500 Plus Fees

  • 1 - 2 Beds

  38 Ward St, Middletown, CT 06457

  Nestled in the heart of one of Connecticut’s most vibrant and historic cities, 38 Ward Street offers a blend of comfort, character, and convenience. Whether you're a first-time homebuyer, a growing family, or simply looking for a peaceful retreat, this home has it allKey Features:Spacious Layout: Enjoy generous living space with bright and airy rooms throughout.Charming

  On Ward Apartments

  

  38 Ward St, Middletown, CT 06457
• 

  $400,000

  Sold Aug 22, 2025

  1018 Long Hill Rd, Middletown, CT 06457

  • 3 Beds
  • 2.5 Baths
  • 2,084 Sq Ft
  • Built 1986

  Last Sold Summary

  • 4% Above List Price
  • $192/SF
  • 35 Days On Market

  Current Estimated Value $423,078

  Last Listing Agent Debbie Huscher Real Broker CT, LLC

  1018 Long Hill Rd, Middletown, CT 06457
• 

  Est $242,068

  Not Listed For Sale

  3 Forest Glen Cir Unit 6, Middletown, CT 06457

  • 2 Beds
  • 2 Baths
  • 997 Sq Ft
  • Built 1989

  3 Forest Glen Cir Unit 6, Middletown, CT 06457

  Last Sold Summary

  • 15 Days On Market

  Last Listing Agent Nikki Short William Raveis Real Estate
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  /29

  $199,900

  Pending

  • 1 Bed
  • 1 Bath
  • 760 Sq Ft

  198 Carriage Crossing Ln, Middletown, CT 06457

  Welcome to the highly sought-after Carriage Crossing community! This beautifully renovated condo is completely move-in ready and offers the perfect combination of style, comfort, and convenience. The stunning new kitchen features modern cabinetry, updated countertops, and stainless steel appliances, while the fully renovated interior showcases fresh finishes throughout. Enjoy year-round comfort

  Kamil Andrukiewicz New Haus Group LLC

  198 Carriage Crossing Ln, Middletown, CT 06457
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  /13

  $1,275 Plus Fees

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

  23 Park Place Unit 23R, Middletown, CT 06457

  Property Id: 1333974 Welcome to 23 Park Place - located just steps from Wesleyan and a short walk to downtown Middletown's restaurants, shopping, and other amenities. This unit has many updates including newer windows, fridge, kitchen floor, and light fixtures. It is located on the second floor of a multifamily home (no one above you). Small, local landlord. Personally, I love how much

  23 Park Place Unit 23R, Middletown, CT 06457
• 

  $330,000

  Sold May 26, 2026

  175 Lincoln St, Middletown, CT 06457

  • 4 Beds
  • 1.5 Baths
  • 2,005 Sq Ft
  • Built 1894

  Last Sold Summary

  • 10% Above List Price
  • $165/SF
  • 4 Days On Market

  Current Estimated Value $318,167

  Last Listing Agent Michelle Mazzotta eXp Realty

  175 Lincoln St, Middletown, CT 06457
• 

  Est $235,582

  Not Listed For Sale

  2 Forest Glen Cir Unit 3, Middletown, CT 06457

  • 2 Beds
  • 1 Bath
  • 930 Sq Ft
  • Built 1989

  2 Forest Glen Cir Unit 3, Middletown, CT 06457

  Last Sold Summary

  • 55 Days On Market

  Last Listing Agent Nikki Trocchio Calcagni Real Estate
• 

  

  /21

  $264,900

  • 2 Beds
  • 1.5 Baths
  • 1,223 Sq Ft

  675 Newfield St Unit 9, Middletown, CT 06457

  Lovely 2-bed townhouse in a quiet complex near shopping, coffee, restaurants and the high school. You'll enjoy a peaceful spot to sip your coffee on the upgraded trex deck & with a view of the woods. Heat pump is under 10yrs, CAIR, Low HOA cost includes trash and snow removal. Finish the basement for even more space. This is the perfect place to start out. Some upgrades will make this home shine,

  Allison Hughes William Raveis Real Estate

  675 Newfield St Unit 9, Middletown, CT 06457
• 

  /2

  $1,650 Plus Fees

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

  115 Catherine St Unit 2b, Middletown, CT 06457

  Property Id: 2744989 Beautiful spacious two bedroom apartment. At the end of a cul-de-sac nice yard property parking. Section 8 ACCEPTED ??

  115 Catherine St Unit 2b, Middletown, CT 06457
• 

  $230,000

  Sold Dec 12, 2025

  137 Knowles Ave Unit 137, Middletown, CT 06457

  • 2 Beds
  • 1.5 Baths
  • 1,128 Sq Ft
  • Built 1989

  Last Sold Summary

  • 4% Below List Price
  • $204/SF
  • 44 Days On Market

  Current Estimated Value $236,611

  Last Listing Agent Wynne Lord Coldwell Banker Realty

  137 Knowles Ave Unit 137, Middletown, CT 06457
• 

  Est $230,198

  Not Listed For Sale

  14 Forest Glen Cir Unit 3, Middletown, CT 06457

  • 2 Beds
  • 1 Bath
  • 930 Sq Ft
  • Built 1989

  14 Forest Glen Cir Unit 3, Middletown, CT 06457

  Last Sold Summary

  • 2 Days On Market

  Last Listing Agent Paula Fahy Ostop William Raveis Real Estate
• 

  

  /5

  $169,900

  • 3 Beds
  • 1 Bath
  • 1,440 Sq Ft

  7 Portland St, Middletown, CT 06457

  WELL MAINTAINED 3 BEDROOM, ONE BATH HOME WITH MANY RECENT UPDATES. FEATURES INCLUDE A LARGE EAT-IN KITCHEN, SPACIOUS LIVING ROOM. MAJOR IMPROVEMENTS INCLUDE A ROOF, CHIMNEY AND GUTTERS THAT ARE ONLY TWO YEARS OLD. ALONG WITH FURNACE AND OIL TANK THAT ARE JUST ONE YEAR OLD. MAIN SEWER REPLACED ONE YEAR AGO. A SOLID HOME THAT HAS BEEN CARED FOR OVER THE YEARS AND OFFERS AND EXCELLENT OPPORTUNITY

  Geraldine Mattera Luxe Realty LLC

  7 Portland St, Middletown, CT 06457
• 

  /2

  $1,750 Plus Fees

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

  23 Portland St Unit 1, Middletown, CT 06457

  Property Id: 2740847 Come see your new home extremely close to plenty of eateries, libraries, hospitals, stores, shops, etc. Bus lines and more

  23 Portland St Unit 1, Middletown, CT 06457
• 

  $560,000

  Sold Jul 10, 2026

  121 Bartholomew Rd, Middletown, CT 06457

  • 3 Beds
  • 2.5 Baths
  • 2,321 Sq Ft
  • Built 1994

  Last Sold Summary

  • 2% Above List Price
  • $241/SF
  • 5 Days On Market

  Current Estimated Value $550,535

  Last Listing Agent Mark Toledo Berkshire Hathaway NE Prop.

  121 Bartholomew Rd, Middletown, CT 06457
• 

  Est $227,017

  Not Listed For Sale

  1 Forest Glen Cir Unit 13, Middletown, CT 06457

  • 2 Beds
  • 1 Bath
  • 930 Sq Ft
  • Built 1989

  1 Forest Glen Cir Unit 13, Middletown, CT 06457

  Last Sold Summary

  • 1 Day On Market

  Last Listing Agent Maria Gaudet Lamacchia Realty
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  /38

  $569,900

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

  897 East St, Middletown, CT 06457

  Beautifully updated Saltbox Colonial in Middletown's Westfield neighborhood! This 3-bedroom, 2.5-bath home offers a spacious, open floor plan with the perfect balance of classic charm and modern updates. The updated kitchen featuring granite countertops, stainless steel appliances, and a bright eat-in dining area with cathedral ceilings and a slider leading to the expansive deck-ideal for indoor

  LaurieAnn Hansen Coldwell Banker Realty

  897 East St, Middletown, CT 06457
• 

  

  /6

  $1,600 Plus Fees

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

  32 Grand St Unit 2A, Middletown, CT 06457

  Property Id: 2755994 Welcome to your new home. Beautiful newly renovated two bedroom second floor. Close to bus lines, eateries shops, and much more.

  32 Grand St Unit 2A, Middletown, CT 06457
• 

  $189,909

  Sold Oct 16, 2025

  18 Bacon Ave, Middletown, CT 06457

  • 2 Beds
  • 1 Bath
  • 1,140 Sq Ft
  • Built 1900

  Last Sold Summary

  • 2% Above List Price
  • $167/SF
  • 2 Days On Market

  Current Estimated Value $211,880

  Last Listing Agent Keith Murphy Innovative Properties

  18 Bacon Ave, Middletown, CT 06457
• 

  Est $376,469

  Not Listed For Sale

  56 Autumn Ln, Middletown, CT 06457

  • 2 Beds
  • 2 Baths
  • 1,486 Sq Ft
  • Built 2012

  56 Autumn Ln, Middletown, CT 06457

  Last Sold Summary

  • 8 Days On Market

  Last Listing Agent Jonathan Zuromski Real Broker CT, LLC
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  /38

  $319,900

  Under Contract

  • 2 Beds
  • 2.5 Baths
  • 1,294 Sq Ft

  835-E Long Hill Rd, Middletown, CT 06457

  Welcome to 835 Long Hill Road, Unit E, in the desirable Wesleyan Hills community. This beautifully updated 2-bedroom, 2.5-bath townhouse-style condominium offers comfortable, low-maintenance living with a bright, open floor plan. The main level features an updated kitchen, spacious living and dining areas, a cozy fireplace, and sliders leading to a private deck overlooking peaceful wooded

  Tom Vanacore Century 21 AllPoints Realty

  835-E Long Hill Rd, Middletown, CT 06457
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  /7

  $1,750

  Total Monthly Price

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

  48 Burgundy Hill Ln Unit 48 Burgundy Hill Ln, Middletown, CT 06457

  2 Bedroom, 1 Bathroom apartment with a bonus loft. Hot water is included in the rent.

  48 Burgundy Hill Ln Unit 48 Burgundy Hill Ln, Middletown, CT 06457
• 

  $429,000

  Sold Feb 06, 2026

  77 Lindsey Rd, Middletown, CT 06457

  • 3 Beds
  • 2.5 Baths
  • 1,890 Sq Ft
  • Built 1988

  Last Sold Summary

  • 10% Below List Price
  • $227/SF
  • 180 Days On Market

  Current Estimated Value $441,053

  Last Listing Agent Sandy Orsie Berkshire Hathaway NE Prop.

  77 Lindsey Rd, Middletown, CT 06457
• 

  Est $675,790

  Not Listed For Sale

  45 Serra Dr, Middletown, CT 06457

  • 4 Beds
  • 2.5 Baths
  • 3,750 Sq Ft
  • Built 2008

  45 Serra Dr, Middletown, CT 06457

  Last Sold Summary

  • 1 Day On Market

  Last Listing Agent Nikki Defrancesco Coldwell Banker Realty

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