Middletown, CT Homes

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  $409,900

  • 3 Beds
  • 2 Baths
  • 1,537 Sq Ft

  95 Training Hill Rd, Middletown, CT 06457

  Welcome to the perfect blend of comfort, style, and modern living! This beautifully renovated ranch-style home is tucked away in one of Middletown's most sought-after neighborhoods, offering 4 spacious bedrooms, 2 full bathrooms, and a layout designed for today's lifestyle. Step inside to a bright open-concept living area that flows effortlessly-ideal for gatherings, entertaining, or simply

  

  Guillermo Araujo

  Five Stars Realty

  (860) 467-8709

  95 Training Hill Rd, Middletown, CT 06457
• Explore Middletown

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  $1,700 total monthly price

  • 2 Beds
  • 1 Bath
  • 1,228 Sq Ft
  • Apartment for Rent

  634 High St Unit 2, Middletown, CT 06457

  Welcome to this bright and spacious second-floor 2-bedroom, 1-bath apartment featuring a comfortable layout with a living room, dining room, kitchen. This unit includes dedicated parking and is located close to Wesleyan University and downtown Middletown with shops, restaurants, and everyday amenities just minutes away. Good credit required, one month's security. Laundry hookup available in

  

  Edward Lawton

  iHeart Homes Real Estate LLC

  (860) 421-9714

  634 High St Unit 2, Middletown, CT 06457
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  $326,500 Sold Jul 24, 2025

  240 Barbara Rd, Middletown, CT 06457

  • 3 Beds
  • 1.5 Baths
  • 1,314 Sq Ft
  • Built 1947

  Last Sold Summary

  • 9% Above List Price
  • $248/SF
  • 33 Days On Market

  Current Estimated Value $322,812

  Last Listing Agent Stephanie Rush RE/MAX Legends

  240 Barbara Rd, Middletown, CT 06457
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  Est $452,433 Not Listed For Sale

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

  2 Lakeside Ave, Middletown, CT 06457

  2 Lakeside Ave, Middletown, CT 06457
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  $400,000 Under Contract

  • 2 Beds
  • 2.5 Baths
  • 2,249 Sq Ft

  644 Bartholomew Rd Unit 4, Middletown, CT 06457

  Exquisite showcase residence by an award-winning builder, where superior craftsmanship and refined design shine at every turn. This impeccably maintained home welcomes you with gleaming hardwood floors, soaring 9-foot ceilings, and elegant crown molding throughout the main level, creating an atmosphere of timeless sophistication. Designed for both everyday comfort and elevated entertaining, the

  

  Bridget Morrissey

  Bridget Morrissey Realty LLC

  (860) 854-7896

  644 Bartholomew Rd Unit 4, Middletown, CT 06457
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  $1,800 - $3,740 total monthly price

  Springside Middletown

  1 - 3 Beds

  1100 Springside Ln, Middletown, CT 06457

  "Connecticut's Best New Rental Community" as awarded by the CT Home Builder and Remodeler's Association. Discover Springside Middletown, a brand-new apartment community that features a one-of-a-kind central amenity village, as well as a choice of multi-story rental townhomes and traditional single-level apartment homes.

  1100 Springside Ln, Middletown, CT 06457
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  $406,000 Sold Jan 06, 2026

  55 Lorelei Cir, Middletown, CT 06457

  • 2 Beds
  • 2 Baths
  • 1,620 Sq Ft
  • Built 1966

  Last Sold Summary

  • 3% Above List Price
  • $251/SF
  • 9 Days On Market

  Last Listing Agent Michelle Pirruccio Carl Guild & Associates

  55 Lorelei Cir, Middletown, CT 06457
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  Est $324,264 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,248 Sq Ft

  37 Roberts St, Middletown, CT 06457

  37 Roberts St, Middletown, CT 06457
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  $345,000 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,053 Sq Ft

  233 Oak Ridge Dr, Middletown, CT 06457

  Enjoy a complete Video Walkthrough OR take a Self-Guided 3D Tour 24/7! This move-in-ready 3 Bedroom, 2 Bath Ranch sits on a quiet cul-de-sac in a desirable neighborhood setting. The home features a 0.46-acre lot with a fully fenced backyard, a 24' x 24' oversized detached 2-car garage, maintenance-free vinyl siding, and a 30' x 15' patio with a fire pit, perfect for gatherings. The roof's

  

  Gregory Hanner

  Garden Realty

  (860) 792-5746

  233 Oak Ridge Dr, Middletown, CT 06457
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  $2,800 total monthly price

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

  75 Birdsey Ave, Middletown, CT 06457

  SHORT TERM RENTAL -- FULLY FURNISHED Are you buying or selling a home? Relocating for work and need a comfortable place to stay short term? Look no further! Please connect with the listing agent for availability and booking details. 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

  Natalie Grant Nat's Honey Bee Real Estate

  75 Birdsey Ave, Middletown, CT 06457
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  $475,000 Sold Feb 20, 2025

  200 Russell St, Middletown, CT 06457

  • 3 Beds
  • 3 Baths
  • 3,513 Sq Ft
  • Built 1927

  Last Sold Summary

  • 10% Below List Price
  • $135/SF
  • 110 Days On Market

  Current Estimated Value $498,344

  Last Listing Agent Christine Bellamo William Raveis Real Estate

  200 Russell St, Middletown, CT 06457
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  Est $151,862 Not Listed For Sale

  • 1 Bed
  • 1.5 Baths
  • 752 Sq Ft

  111 Dekoven Dr Unit 905, Middletown, CT 06457

  111 Dekoven Dr Unit 905, Middletown, CT 06457
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  $575,000

  • 3 Beds
  • 4 Baths
  • 3,853 Sq Ft

  301 Bell St, Middletown, CT 06457

  Take a 3D Tour or Enjoy a Video Walkthrough 24/7! This striking double A-Frame, with iconic Howard Johnson's orange steel roof shingles, is a one-of-a-kind architectural showplace and retreat set on 1.51 private acres surrounded by the 32-acre Highland Pond Preserve. The pond dam has been removed, returning it to its natural state of meadow and stream. Over $300,000 in thoughtful renovations have

  

  Gregory Hanner

  Garden Realty

  (860) 689-1459

  301 Bell St, Middletown, CT 06457
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  $1,450 - $1,850 per month plus fees

  StoneGate Apartments

  1 - 2 Beds

  1150-1160 S Main St, Middletown, CT 06457

  Stonegate Apartments – Middletown, CTWelcome to Stonegate Apartments, where comfort and convenience meet. Our spacious apartments are designed for easy living, with heat and hot water included in your rent so you can enjoy peace of mind all year round.Relax and unwind with our community amenities, including a sparkling outdoor pool, a fully equipped fitness center, and a lively

  1150-1160 S Main St, Middletown, CT 06457
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  $392,000 Sold May 29, 2025

  27 Catherine St, Middletown, CT 06457

  • 4 Beds
  • 1.5 Baths
  • 1,778 Sq Ft
  • Built 1924

  Last Sold Summary

  • 7% Above List Price
  • $220/SF
  • 35 Days On Market

  Current Estimated Value $387,556

  Last Listing Agent Sacha Armstrong William Pitt Sotheby's International Realty

  27 Catherine St, Middletown, CT 06457
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  Est $381,601 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,616 Sq Ft

  3 Blue Hill Rd, Middletown, CT 06457

  3 Blue Hill Rd, Middletown, CT 06457
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  $425,000 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 2,287 Sq Ft

  85 Aspen Dr, Middletown, CT 06457

  Welcome to 85 Aspen Rd, a meticulously maintained and truly move-in-ready home in one of Middletown's most desirable neighborhoods. Offering 3 bedrooms and 2.5 baths, this home blends comfort, flexibility, and effortless indoor-outdoor living. Discover a warm and inviting main level featuring a spacious living room with fireplace, an updated kitchen, a dining area, a cozy family room, and an

  Cheryl Bertini Redfin Corporation

  85 Aspen Dr, Middletown, CT 06457
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  $1,250 total monthly price

  • 1 Bed
  • 1 Bath
  • 650 Sq Ft
  • House for Rent

  6 Erin St, Middletown, CT 06457

  You don't want to miss out on this newly updated second-floor unit offering comfort, convenience, and excellent value. This unit features a recently renovated kitchen with updated cabinetry, countertops, and flooring, along with new appliances, including a refrigerator, stove, and microwave. The bedroom includes carpeting, and the bathroom offers a tub/shower combination. Additional highlights

  Jenna Genovese KW Legacy Partners

  6 Erin St, Middletown, CT 06457
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  $450,000 Sold Jul 23, 2025

  170 Fowler Ave, Middletown, CT 06457

  • 5 Beds
  • 4 Baths
  • 2,900 Sq Ft
  • Built 1920

  Last Sold Summary

  • $155/SF
  • 29 Days On Market

  Current Estimated Value $449,333

  Last Listing Agent Enoch Bruce Puorro Realty Group

  170 Fowler Ave, Middletown, CT 06457
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  Est $375,070 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,552 Sq Ft

  544 Long Hill Rd, Middletown, CT 06457

  544 Long Hill Rd, Middletown, CT 06457
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  $524,900 Pending

  • 4 Beds
  • 2.5 Baths
  • 3,105 Sq Ft

  17 Flynn Ln, Middletown, CT 06457

  ***Location, Location, Location*** This stunning Westfield Colonial is nestled within a picturesque enclave of homes, set on a serene 1.1-acre Currier & Ives private lot. The moment you step inside, you'll be greeted by an impressive two-story foyer featuring dramatic open railings. You will enter into spacious rooms and an inviting open floor plan. The generous center formal dining room flows

  Mark Toledo Berkshire Hathaway NE Prop.

  17 Flynn Ln, Middletown, CT 06457
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  $1,498 - $2,950 total monthly price

  Middletown Brooke Apartments

  1 - 2 Beds

  100 Town Brooke, Middletown, CT 06457

  At Middletown Brook Apartment Homes, you'll be greeted by modern interiors and breathtaking views of the surrounding neighborhood. With high-end finishes and sophisticated design, your apartment is the perfect place to relax and unwind after a long day. Curl up on your cozy couch with a glass of wine or enjoy a romantic dinner for two in your spacious dining area. With a beautiful swimming pool

  100 Town Brooke, Middletown, CT 06457
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  $120,000 Sold Oct 10, 2025

  74 Grove St, Middletown, CT 06457

  • 3 Beds
  • 2 Baths
  • 1,385 Sq Ft
  • Built 1900

  Last Sold Summary

  • 28% Above List Price
  • $87/SF
  • 6 Days On Market

  Current Estimated Value $168,000

  Last Listing Agent Tracy Molloy Coldwell Banker Realty

  74 Grove St, Middletown, CT 06457
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  Est $542,642 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,929 Sq Ft

  1193 Randolph Rd, Middletown, CT 06457

  1193 Randolph Rd, Middletown, CT 06457
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  $300,000

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

  23 Hotchkiss St, Middletown, CT 06457

  Welcome to 23 Hotchkiss Street, where historic charm meets modern convenience in the heart of downtown Middletown. This classic brick Colonial, built in 1900, has been thoughtfully updated while retaining its timeless character. Inside, you'll find bright living spaces, a well-appointed kitchen with updated appliances, and flexible rooms that adapt to your lifestyle-whether for entertaining,

  Jonathan Zuromski Real Broker CT, LLC

  23 Hotchkiss St, Middletown, CT 06457
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  $1,500 total monthly price

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

  20 Burgundy Hill Ln Unit 20, Middletown, CT 06457

  Updated apartment in a nice area. Complex offers a pool, laundry facility, patio area, and is close to shopping and highways.

  Barbara Peloquin G & W Real Estate

  20 Burgundy Hill Ln Unit 20, Middletown, CT 06457
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  $440,000 Sold Nov 18, 2025

  634 High St, Middletown, CT 06457

  • 5 Beds
  • 3 Baths
  • 2,947 Sq Ft
  • Built 1909

  Last Sold Summary

  • 7% Above List Price
  • $149/SF
  • 1 Day On Market

  Last Listing Agent Anthony Opalenik Eagle Eye Realty PLLC

  634 High St, Middletown, CT 06457
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  Est $421,509 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,149 Sq Ft

  438 Millbrook Rd, Middletown, CT 06457

  438 Millbrook Rd, Middletown, CT 06457
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  $525,000

  • Land
  • 26.43 Acres
  • $19,864 per Acre

  0 Arbutus St Unit 24065180, Middletown, CT 06457

  **26+ Acres of Unique Land** These 3 parcels are found in a picturesque rural setting, the expansive 26+ acres provides a unique opportunity (previous site work completed years ago). The land is easily accessible providing convenient travel to RTs 9 and 17 and to nearby downtown Middletown. Surround yourself with stunning landscapes, including rolling hills, lush forests....this property is a

  Heather Kilbourn Cavanaugh & Company LLC

  0 Arbutus St Unit 24065180, Middletown, CT 06457
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  $1,380 - $1,820 total monthly price

  Ridgefield Apartments

  Studio - 2 Beds

  131 Ridgefield Dr, Middletown, CT 06457

  ***Maintenance Team On-site*** At Ridgefield Apartments we offer studios, lofts, and one and two bedroom apartments. We invite you to take advantage of our quality apartment homes. We offer value, comfort, and convenience to our residents, We are located in the esteemed Westlake neighborhood nestled among the trees. Our features include a pleasant, professional, and accommodating maintenance and

  131 Ridgefield Dr, Middletown, CT 06457
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  $315,000 Sold Apr 11, 2025

  29 Lake St, Middletown, CT 06457

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

  Last Sold Summary

  • 10% Below List Price
  • $117/SF
  • 35 Days On Market

  Current Estimated Value $344,414

  Last Listing Agent Keith Murphy Innovative Properties

  29 Lake St, Middletown, CT 06457
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  Est $402,041 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 3,063 Sq Ft

  121 Hunting Hill Ave, Middletown, CT 06457

  121 Hunting Hill Ave, Middletown, CT 06457
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  $319,000 Pending

  • 3 Beds
  • 1 Bath
  • 1,064 Sq Ft

  84 Camp St, Middletown, CT 06457

  At no fault of the Seller, this move-in-ready home is back on the market! Welcome home to this inviting 3-bedroom, 1 bath ranch that combines comfort, convenience, and a beautiful lot to make it your own. This single-level home offers an easy-flow layout featuring a bright living area, a kitchen with newer appliances, and bedrooms with ample closet space. The attached garage adds convenience to

  Emily Curtis William Raveis Real Estate

  84 Camp St, Middletown, CT 06457
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  $1,400 total monthly price

  • 1 Bed
  • 1 Bath
  • 600 Sq Ft
  • House for Rent

  36 S Main St, Middletown, CT 06457

  *AFFORDABLE HOUSING ALERT* ONLY $1400/MO. -AND- HEAT AND HOT WATER ARE INCLUDED... CONVENIENTLY LOCATED ALONG THE RT 17 CORRIDOR AND NEAR DNTN/WESLEYAN YOU WILL FIND THIS CHARMING ~600 SQFT/3RM/(1)BDR, 2ND-FLOOR APARTMENT! LANDLORD SEEKS 650+ CREDIT AND EARNINGS OF $3500+/MO. (1) SMALL PET MAY BE PERMITTED. SCROLL OUR PHOTOS AND ACT...

  Joseph Fasone Sunset Creek Realty, LLC

  36 S Main St, Middletown, CT 06457
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  $275,000 Sold Jul 07, 2025

  191 Long Hill Rd, Middletown, CT 06457

  • 4 Beds
  • 1.5 Baths
  • 2,042 Sq Ft
  • Built 1860

  Last Sold Summary

  • 21% Below List Price
  • $135/SF
  • 53 Days On Market

  Current Estimated Value $309,046

  Last Listing Agent Carol Farmer William Raveis Real Estate

  191 Long Hill Rd, Middletown, CT 06457
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  Est $339,306 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,620 Sq Ft

  21 In Town Terrace, Middletown, CT 06457

  21 In Town Terrace, Middletown, CT 06457
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  $708,768 Pending

  • 2 Beds
  • 2 Baths
  • 1,555 Sq Ft

  128 Webster Ln, Middletown, CT 06457

  Founders' Ridge Award-Winning 55+ Adult Community! Introducing our model home, the "KIRBY II at 128 Webster Lane has 1,555 square feet of one-level living in the highly sought-after Westfield section of Middletown. This home features many high-end upgrades, including 9-foot ceilings, white wood cabinets with quartz countertops, hardwood floors in the living areas and bedrooms, and tile In the

  Sally Annino Berkshire Hathaway NE Prop.

  128 Webster Ln, Middletown, CT 06457
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  $1,549 - $4,019 total monthly price

  Middletown Ridge Apartments

  1 - 3 Beds

  100 Town Ridge, Middletown, CT 06457

  Middletown Ridge Apartments is a pet-friendly community located in the Town Ridge neighborhood near Cromwell, CT, within close proximity to Hartford. Our community offers the perfect blend of comfort and convenience, with spacious floor plans, modern amenities, and a prime location just minutes from everything you need.Each of our one, two, and three-bedroom apartments are designed with your

  100 Town Ridge, Middletown, CT 06457
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  $270,000 Sold May 21, 2025

  840 Long Hill Rd, Middletown, CT 06457

  • 3 Beds
  • 2.5 Baths
  • 1,440 Sq Ft
  • Built 1974

  Last Sold Summary

  • 2% Below List Price
  • $188/SF
  • 10 Days On Market

  Current Estimated Value $284,111

  Last Listing Agent Jennifer Ferri Berkshire Hathaway NE Prop.

  840 Long Hill Rd, Middletown, CT 06457
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  Est $458,971 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 2,328 Sq Ft

  33 Brookview Ln, Middletown, CT 06457

  33 Brookview Ln, Middletown, CT 06457

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