Middletown, CT Homes

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  $419,900

  • 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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  /43

  $1,995 - $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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  $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 $322,676

  Last Listing Agent Stephanie Rush RE/MAX Legends

  240 Barbara Rd, Middletown, CT 06457
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  Est $380,024 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,355 Sq Ft

  106 Arbutus St, Middletown, CT 06457

  106 Arbutus St, Middletown, CT 06457
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  $299,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,382 Sq Ft

  31 Broadview Pkwy, Middletown, CT 06457

  This classic three-bedroom, two-full-bath Cape is ideally set in a peaceful residential neighborhood just minutes from Washington Street's shopping, dining, and everyday conveniences. After a busy day, enjoy the luxury of privacy or an evening stroll through nearby Veterans Memorial Park. Well maintained and well located this Home is in move in condition. Interior features new flooring and a nice

  

  James Harrington

  Carl Guild & Associates

  (860) 730-1759

  31 Broadview Pkwy, Middletown, CT 06457
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  /11

  $1,900 total monthly price

  • 4 Beds
  • 1 Bath
  • 3,042 Sq Ft
  • Apartment for Rent

  153 Liberty St, Middletown, CT 06457

  Spacious and well-kept 4-bedroom, 1-bathroom apartment available on the first floor of a clean, quiet, and well-maintained building. This generous unit offers comfortable living with plenty of room to spread out. Located on a peaceful street, the building provides a calm environment while still being close to local conveniences. Perfect for tenants seeking space, comfort, and a quiet residential

  Sherina Baker SB Realty Group, LLC

  153 Liberty St, 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 $495,590

  Last Listing Agent Christine Bellamo William Raveis Real Estate

  200 Russell St, Middletown, CT 06457
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  Est $390,610 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,856 Sq Ft

  912 Ridgewood Rd, Middletown, CT 06457

  912 Ridgewood Rd, Middletown, CT 06457
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  /17

  $265,000 Pending

  • 3 Beds
  • 1.5 Baths
  • 1,332 Sq Ft

  404 Newfield St, Middletown, CT 06457

  This charming Ranch-style home at 404 Newfield St presents an exceptional opportunity to undertake a full renovation. The property is being sold strictly AS-IS, allowing buyers the chance to personalize and update this classic house to their exact specifications. Please note: This is a cash-only purchase. Built in 1964, the house offers approximately 1,332 square feet of main level living space

  

  Cory Tyler

  Berkshire Hathaway NE Prop.

  (860) 730-9965

  404 Newfield St, Middletown, CT 06457
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  $1,450 - $2,000 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 $389,244

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

  27 Catherine St, Middletown, CT 06457
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  Est $312,818 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,540 Sq Ft

  10 Portland St, Middletown, CT 06457

  10 Portland St, Middletown, CT 06457
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  $345,000

  • 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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  /16

  $1,600 total monthly price

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

  298 Carriage Crossing Ln Unit 298, Middletown, CT 06457

  Great location!! This is a one-bedroom end unit with a loft area with a walk-in closet/storage space. Galley kitchen with a includes an oven/range, built -in microwave hood, granite countertops. Some more features are a loft are with large storage closet, laundry closet includes a washer/dryer, however they courtesy appliances, the owner will not repair or replace. a wood burning fireplace.

  Heather Kilbourn Cavanaugh & Company LLC

  298 Carriage Crossing Ln Unit 298, 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 $450,319

  Last Listing Agent Enoch Bruce Puorro Realty Group

  170 Fowler Ave, Middletown, CT 06457
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  Est $171,837 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,034 Sq Ft

  111 Dekoven Dr Unit 901, Middletown, CT 06457

  111 Dekoven Dr Unit 901, Middletown, CT 06457
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  $585,000

  • 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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  $1,628 - $3,047 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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  $320,000 Sold Nov 21, 2025

  11 Little River Ln, Middletown, CT 06457

  • 3 Beds
  • 1.5 Baths
  • 1,164 Sq Ft
  • Built 1972

  Last Sold Summary

  • 7% Above List Price
  • $275/SF
  • 7 Days On Market

  Last Listing Agent Laura Beth Collinson Carl Guild & Associates

  11 Little River Ln, Middletown, CT 06457
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  Est $674,974 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,652 Sq Ft

  379 East St, Middletown, CT 06457

  379 East St, Middletown, CT 06457
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  /35

  $349,900 Pending

  • 3 Beds
  • 3 Baths
  • 1,176 Sq Ft

  105 Hawks Nest Cir, Middletown, CT 06457

  Welcome to this spacious 3-bedroom, 3-bath raised ranch with great features inside and out. This home offers low-maintenance vinyl siding, a 2-car attached garage, and a fully finished lower level with a walk-out. The main floor boasts a bright and open layout with generous living space, while the kitchen and dining area flow easily for entertaining or everyday living. The finished basement

  

  Amy Rio

  Executive Real Estate Inc.

  (959) 456-9945

  105 Hawks Nest Cir, Middletown, CT 06457
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  /8

  $1,900 total monthly price

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

  50 Washington St Unit 2, Middletown, CT 06457

  Beautifully remodeled 2-bedroom apartment on the second floor, featuring brand-new flooring, a spacious eat-in kitchen with new cabinets and stainless steel appliances, plus a large updated bathroom. Located downtown, just steps from the bus stop and local businesses. Includes one parking space. No pets, no smoking, and no vaping allowed. Tenant is responsible for all utilities, including heat

  Tania Melo Coldwell Banker Realty

  50 Washington St Unit 2, 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

  Last Listing Agent Tracy Molloy Coldwell Banker Realty

  74 Grove St, Middletown, CT 06457
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  Est $257,799 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,292 Sq Ft

  675 Newfield St Unit 14, Middletown, CT 06457

  675 Newfield St Unit 14, 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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  $1,380 - $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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  $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 $625,886 Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 3,667 Sq Ft

  135 Training Hill Rd, Middletown, CT 06457

  135 Training Hill Rd, Middletown, CT 06457
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  $524,900

  • 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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  $1,550 total monthly price

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

  204 S Main St Unit 6, Middletown, CT 06457

  So much to enjoy in this totally updated 2 bedroom rental. Located on the second and third floors of this multi-family home, the unit features fresh paint, new carpeting and stainless steel appliances. On the main floor there is an open kitchen/living room area, a full bathroom and a walk out to a updated shared deck. The 2nd level is where you will find 2 bedrooms and great closet space. There

  Scott Nardozzi Cavanaugh & Company LLC

  204 S Main St Unit 6, 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 $345,359

  Last Listing Agent Keith Murphy Innovative Properties

  29 Lake St, Middletown, CT 06457
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  Est $314,182 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,168 Sq Ft

  21 Peck Rd, Middletown, CT 06457

  21 Peck Rd, Middletown, CT 06457
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  $584,999 Under Contract

  • 4 Beds
  • 2.5 Baths
  • 3,792 Sq Ft

  36 Brookview Ln, Middletown, CT 06457

  BACK ON MARKET! Introducing this lovely four-bedroom, two-and-a-half-bath Colonial offering over 2500 sq ft, with an additional 1,222 sq feet in the finished lower level. The large kitchen, featuring stainless steel appliances, offers an open-concept design with the living room, making entertaining effortless and enjoyable. The living room showcases a beautiful fireplace, while the full, walk-out

  Jeanne Rustek William Raveis Real Estate

  36 Brookview Ln, Middletown, CT 06457
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  $1,549 - $4,036 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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  $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 $299,216

  Last Listing Agent Carol Farmer William Raveis Real Estate

  191 Long Hill Rd, Middletown, CT 06457
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  Est $954,445 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 4,807 Sq Ft

  95 Knoll Ridge Ct, Middletown, CT 06457

  95 Knoll Ridge Ct, Middletown, CT 06457
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  /38

  $249,900 Pending

  • 3 Beds
  • 1 Bath
  • 1,328 Sq Ft

  7 Inverness Square, Middletown, CT 06457

  Welcome to 7 Inverness Square, Middletown, CT. This beautiful rare-4-bedroom, 2-bath home offers the perfect blend of comfort, convenience, and charm. Nestled in one of Middletown's most peaceful and popular neighborhoods, this property sits on a quiet street surrounded by friendly neighbors-ideal for anyone seeking a safe and welcoming community. Step inside to find a spacious, light-filled

  Frankie Maldonado Premier Properties of CT

  7 Inverness Square, Middletown, CT 06457
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  /21

  $2,182 total monthly price

  • 4 Beds
  • 2.5 Baths
  • 1,678 Sq Ft
  • Apartment for Rent

  15 Omo St, Middletown, CT 06457

  Welcome to 15 Omo Street in Middletown, Connecticut-a newly renovated, spacious 4-bed, 2.5-bath home with an open, modern layout. The main floor offers a bright living and dining area, a stylish white-and-gray kitchen, and a versatile room with a nearby half bath. Upstairs, three sun-filled bedrooms feature warm wood floors and a beautifully updated full bath. Fresh, flexible, and move-in

  Michael Bernard Ironclad Real Estate

  15 Omo St, 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 $285,169

  Last Listing Agent Jennifer Ferri Berkshire Hathaway NE Prop.

  840 Long Hill Rd, Middletown, CT 06457
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  Est $513,968 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,587 Sq Ft

  78 Gleeson Rd, Middletown, CT 06457

  78 Gleeson Rd, Middletown, CT 06457

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