Middletown, CT Homes

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  /38

  $449,900

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

  95 Training Hill Rd, Middletown, CT 06457

  The single-family home at 95 Training Hill Road in Middletown, Connecticut, is a charming ranch-style residence featuring four bedrooms and two bathrooms. The interior boasts an open floor plan with flowing rooms. The kitchen is equipped with newer appliances and updated cabinets. Additional highlights include a full basement, a newer air conditioning unit, and a newer roof, ensuring the home is

  

  Guillermo Araujo

  Five Stars Realty

  (860) 743-0759

  95 Training Hill Rd, Middletown, CT 06457
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  /43

  $1,949 - $3,845 per month

  Springside Middletown

  1-3 Beds

  1100 Springside Ln, Middletown, CT 06457

  Striking Design, a Rich Campus, and Exciting Middletown - 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
• 

  $408,000 Sold Apr 28, 2025

  • 1,615 Sq Ft
  • $253/SF
  • 6 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1949

  415 Ridge Rd, Middletown, CT 06457

  Well-maintained Cape Cod home featuring three bedrooms and two and a half baths in Middletown! With its charming brick exterior, this home boasts immediate curb appeal. A one-car attached garage and an expansive private backyard further enhance its desirability. Stepping through the front door, you'll find the living room to your left, bathed in natural light from the large front window. A

  Levi Judqin Brass Moon Realty

  415 Ridge Rd, Middletown, CT 06457
• 

  Est $391,032 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,648 Sq Ft

  67 Margarite Rd, Middletown, CT 06457

  67 Margarite Rd, Middletown, CT 06457
• 

  

  

  /16

  $219,900 Under Contract

  • 3 Beds
  • 1 Bath
  • 1,344 Sq Ft

  9 Burr Ave, Middletown, CT 06457

  Welcome to 9 Burr Avenue, a cozy 3-bedroom, 1-bathroom home located in a quiet and welcoming Middletown neighborhood. This charming property offers comfortable living with plenty of potential, including a spacious attic currently used as an additional bedroom. The attic could easily be transformed into extra storage or a future expansion project. Ideally located, this home is within walking

  

  Wayne Stapleton

  eXp Realty

  (860) 753-3093

  9 Burr Ave, Middletown, CT 06457
• 

  

  /20

  $1,700 per month

  • 1 Bed
  • 1.5 Baths
  • 750 Sq Ft
  • House for Rent

  113 Saybrook Rd Unit 1-B, Middletown, CT 06457

  Don't miss this well-located 1 bedroom, 1.5 bath apartment offering a quiet retreat with easy access to shopping, restaurants, and Route 9. Features include central air, efficient gas heat, an eat-in kitchen, ample closets, newer carpet, and in-unit washer/dryer. Enjoy the convenience of off-street parking for 2 cars, just outside your door. Minutes from Middlesex Hospital, Wesleyan, the CT

  Tyanna Housley Real Broker CT, LLC

  113 Saybrook Rd Unit 1-B, Middletown, CT 06457
• 

  $400,000 Sold Apr 25, 2025

  • 1,878 Sq Ft
  • $213/SF
  • 5 Days On Market

  • 4 Beds
  • 1 Bath
  • Built 1954

  157 Congdon St E, Middletown, CT 06457

  Welcome Home! Beautifully remodeled 4-bedroom Cape Cod truly exemplifies curb appeal. As you step inside, you're greeted by a stunning eat-in kitchen with designer white cabinetry, granite countertops, and brand-new stainless steel appliances. The centerpiece of the kitchen is the expansive island, offering ample storage and featuring a large bar adorned by elegant pendant lighting. The kitchen

  Jackie Williams Sterling REALTORS

  157 Congdon St E, Middletown, CT 06457
• 

  Est $496,741 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1,340 Sq Ft

  1580 Bartholomew Rd, Middletown, CT 06457

  1580 Bartholomew Rd, Middletown, CT 06457
• 

  

  /18

  $284,900 Pending

  • 5 Beds
  • 2 Baths
  • 3,004 Sq Ft

  233 Pearl St, Middletown, CT 06457

  Welcome to 233 Pearl St! Looking for an investment opportunity? Well here it is! Big 2 family with 3,000 sqft of space! Both units have a large living room with very own dining room, Eat in Kitchen, 2 large bedrooms and bathroom. 1st floor unit has an extra bedroom off one of the bedrooms. Large 2 car garage with private driveway. Don't have to park on the street! Easy to hop on route 9,

  

  Jesus Cazorla

  LPT Realty

  (860) 321-6688

  233 Pearl St, Middletown, CT 06457
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  /16

  $1,617 - $5,293 per month

  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
• 

  $155,000 Sold Apr 25, 2025

  • 876 Sq Ft
  • $177/SF
  • 29 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1987

  228 Burgundy Hill Ln, Middletown, CT 06457

  GREAT INVESTMENT OPPORTUNITY OR PRIMARY RESIDANCE. This newly renovated condo features 3 bedrooms, 1 bathroom, Living/dining room combo. Brand new white cabinets in the kitchen and bathroom, brand new quartz countertops, stainless-steel appliances. New LED lighting fixtures. Two large bedrooms are located on the main floor and there's additional bedroom/office on the second floor, that can be

  Andy Fil New Haus Group LLC

  228 Burgundy Hill Ln, Middletown, CT 06457
• 

  Est $337,774 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,510 Sq Ft

  124 Dorothy Dr, Middletown, CT 06457

  124 Dorothy Dr, Middletown, CT 06457
• 

  

  /30

  $299,925 Pending

  • 3 Beds
  • 1 Bath
  • 1,155 Sq Ft

  25 Birchwood Dr, Middletown, CT 06457

  Here's your chance to own a home that's full of charm, space, and potential-all in a location that makes daily life a breeze. This lovingly cared-for, two-story home has been in the hands of its original owners and is now ready for someone new to make it their own. Inside, you'll find 1,155 sq ft of comfortable living space with a layout that just makes sense. The first floor features a cozy

  

  Jason Kemp

  Five Stars Realty

  (860) 407-6234

  25 Birchwood Dr, Middletown, CT 06457
• 

  

  /18

  $2,000 per month

  • 2 Beds
  • 1.5 Baths
  • 1,206 Sq Ft
  • Townhouse for Rent

  166 Trolley Crossing Ln, Middletown, CT 06457

  Discover comfortable and convenient living in this inviting 2 bed 1.5 bath condo with spacious garage located close to just about everything! Enjoy this spacious unit with a great deck leading to a common garden/gathering area. Great for enjoying your morning coffee or just taking in the scenery. Don't miss this rental opportunity, call for your showing today.

  Kara Reynolds Showcase Realty, Inc.

  166 Trolley Crossing Ln, Middletown, CT 06457
• 

  $235,000 Sold Apr 24, 2025

  • 950 Sq Ft
  • $247/SF
  • 3 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1988

  168 Carriage Crossing Ln Unit 168, Middletown, CT 06457

  Welcome to this freshly painted, move-in ready first-floor condo, offering the perfect blend of comfort and convenience! Featuring two spacious en-suite bedrooms with attached full bathrooms, this home is designed for privacy and ease. Enjoy brand-new flooring throughout, a centrally located in-unit laundry area, and an open layout that maximizes space and natural light. Located just steps

  Akenmisire Musa The Agency

  168 Carriage Crossing Ln Unit 168, Middletown, CT 06457
• 

  Est $267,451 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,023 Sq Ft

  51 Maynard St, Middletown, CT 06457

  51 Maynard St, Middletown, CT 06457
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  /38

  $429,999

  • 4 Beds
  • 2 Baths
  • 1,980 Sq Ft

  106 Lorraine Terrace, Middletown, CT 06457

  COMPLETELY RENOVATED WOODLAND OASIS IN SOUGHT-AFTER WESTFIELD! This stunning split-level home sits on a private 0.47-acre lot blending modern luxury with natural charm. Freshly painted inside and out with new architectural roof and high-efficiency central AC. The showstopping kitchen features white-shaker cabinetry, granite countertops, stainless appliances, and herringbone blue tile backsplash.

  Romanee Ives Cornerstone Homes Plus, Inc.

  106 Lorraine Terrace, Middletown, CT 06457
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  /19

  $1,601 - $4,475 per month

  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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  $300,000 Sold Apr 23, 2025

  • 1,746 Sq Ft
  • $172/SF
  • 43 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1900

  116 Hillside Ave, Middletown, CT 06457

  Welcome to this well-maintained two-unit multi-family property in the heart of Middletown, Connecticut. This property is a great opportunity for investors. It is in a convenient location near the local Wesleyan University, shopping centers, and major highways, providing easy access to essential amenities and services. With nearby restaurants and recreational areas, this property offers both

  Thomas Myles ASJ Realty Partners

  116 Hillside Ave, Middletown, CT 06457
• 

  Est $134,851 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 656 Sq Ft

  21 Trolley Crossing Ln Unit 21, Middletown, CT 06457

  21 Trolley Crossing Ln Unit 21, Middletown, CT 06457
• 

  

  /39

  $365,000

  • 3 Beds
  • 2 Baths
  • 1,581 Sq Ft

  176 Highmeadow Ln, Middletown, CT 06457

  Enjoy everyday living and unforgettable moments in this move-in-ready home located in the sought-after South Farms neighborhood of Middletown. This home features 3 bedrooms, 2 full bathrooms, 2 car garage, partially finished basement and an energy-efficient solar panel system, helping to reduce utility costs. Step inside to a bright and welcoming main level, freshly painted and featuring brand

  Kara Pedersen Carl Guild & Associates

  176 Highmeadow Ln, Middletown, CT 06457
• 

  

  /18

  $2,000 per month

  • 2 Beds
  • 1.5 Baths
  • 1,720 Sq Ft
  • Townhouse for Rent

  5 W Meadow Ln Unit 4, Middletown, CT 06457

  Welcome to The Meadows. If you are looking for a peaceful and relaxing end to your day, you have found it at 5-4 W. Meadow Drive in the Westlake area of Middletown. Private complex, well maintained, and easy access to 91 & Route 9. This unit features 2 bedrooms with walk in closets 1.5 baths, natural gas heating, cair, fireplace in living room, partially finished lower level with laundry area,

  George Stankus Showcase Realty, Inc.

  5 W Meadow Ln Unit 4, Middletown, CT 06457
• 

  $850,000 Sold Apr 18, 2025

  • 4,214 Sq Ft
  • $202/SF
  • 4 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2000

  129 Old Farms E, Middletown, CT 06457

  Welcome to this exquisite Old Farms Estate, offering an impressive 4,214 sqft of thoughtfully designed space. From the moment you enter the grand foyer, you'll be captivated by the home's elegance. Featuring 4 generously sized bedrooms: 2 offer private baths, 2 bdrms share a full bath (Jack & Jill). Home is designed for both comfort & privacy. The expansive living rm boasts soaring 2-story

  Linda O'Hara William Raveis Real Estate

  129 Old Farms E, Middletown, CT 06457
• 

  Est $686,380 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 4,275 Sq Ft

  542 Main St, Middletown, CT 06457

  542 Main St, Middletown, CT 06457
• 

  

  /40

  $399,000

  • 3 Beds
  • 2.5 Baths
  • 2,292 Sq Ft

  10 Bidwell Terrace, Middletown, CT 06457

  Enjoy the perks of new construction-without the wait. Built in 2023, this 3-bedroom, 2.5-bath home offers the perfect blend of modern design and everyday functionality. With 2,000 square feet of living space, the open-concept main floor features a bright living area and a beautifully appointed kitchen with quartz countertops, stainless steel appliances, and plenty of cabinetry. High ceilings and

  Heidi Matusik Lamacchia Realty

  10 Bidwell Terrace, Middletown, CT 06457
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  /55

  $1,943 - $2,483 per month

  Knoll Crest

  1-2 Beds

  207 George St, Middletown, CT 06457

  Choose from spacious 1 or 2 bedroom floor plans featuring 9' ceilings, open living rooms with cozy corner fireplaces, cook-friendly kitchens with granite countertops and private balconies with attractive views.Start each day with a stress-relieving workout in the state of the art fitness center, visit with friends in the all-new clubhouse with game room, shuffleboard and large screen TV or spend

  207 George St, Middletown, CT 06457
• 

  $420,000 Sold Apr 18, 2025

  • 2,420 Sq Ft
  • $174/SF
  • 88 Days On Market

  • 5 Beds
  • 2 Baths
  • Built 1959

  66 Camp St, Middletown, CT 06457

  Welcome to your dream home! This stunning five-bedroom, two-full-bath colonial is perfectly situated just minutes away from all your favorite amenities. As you enter the inviting front foyer, you'll be captivated by the gorgeous hardwood floors that flow throughout the space. The formal living room is a cozy retreat, featuring a charming fireplace and a large picture window that provides a lovely

  Gene Pica RE/MAX Alliance

  66 Camp St, Middletown, CT 06457
• 

  Not Listed For Sale

  00 Livingston Rd, Middletown, CT 06457

  00 Livingston Rd, Middletown, CT 06457
• 

  

  /34

  $368,000

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

  27 Catherine St, Middletown, CT 06457

  Multiple Offers are in, DEADLINE FOR B&H is 04/27 @8 PM - Welcome to 27 Catherine Street, a lovingly preserved 1924 Colonial nestled in Middletown's North End. Catherine Street is beloved by many, offering the best of both worlds. Just a short walk to downtown and tucked away on a quiet CT cul-de-sac. From the moment you arrive, you're welcomed by the home's front porch with classic tapered

  Sacha Armstrong William Pitt Sotheby's Int'l

  27 Catherine St, Middletown, CT 06457
• 

  

  /16

  $1,775 per month

  • 2 Beds
  • 2 Baths
  • 788 Sq Ft
  • Apartment for Rent

  666 Main St Unit A2, Middletown, CT 06457

  Welcome to Main Street, Middletown. This two bedroom apartment is newly updated with new flooring, paint, and bathrooms. It's located in the beautiful, historic town center with over seven walkable blocks of different restaurants, shops and dozens of choices of dining, art, music and entertainment. This beautiful apartment is located on the main floor, has its own private entrance with plenty of

  Laura Milano Seabury Hill REALTORS

  666 Main St Unit A2, Middletown, CT 06457
• 

  $189,000 Sold Apr 17, 2025

  • 1,299 Sq Ft
  • $145/SF
  • 6 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1849

  6 Hillside Ct, Middletown, CT 06457

  Investors take notice. Welcome to this charming home full of possibilities! Step inside to discover an expansive living room, drenched in natural light and offering a cozy yet spacious setting perfect for relaxing or entertaining. At the heart of the home, you'll find a beautifully updated kitchen featuring sleek stainless steel appliances, a large center island with an oversized sink, and plenty

  Heidi DeRusso Coldwell Banker Realty

  6 Hillside Ct, Middletown, CT 06457
• 

  Not Listed For Sale

  0 Kelsey St, Middletown, CT 06457

  0 Kelsey St, Middletown, CT 06457
• 

  

  /36

  $355,000

  • 2 Beds
  • 1 Bath
  • 1,240 Sq Ft

  25 Sunnyslope Dr, Middletown, CT 06457

  This charming 2-bedroom ranch is a comfortable and convenient one-level living experience. Featuring hardwood floors throughout, the home has warmth and character overlooking peaceful farmlands and a view of the rolling hills of Middletown. The large kitchen comes equipped with a breakfast nook and plenty of cabinet space. It has an additional room off the backside, which can be used for an

  Lisa Burns Executive Real Estate Inc.

  25 Sunnyslope Dr, Middletown, CT 06457
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  /29

  $1,450 - $1,650 per month

  Apartment for Rent

  Studio

  584 Main St, Middletown, CT 06457

  Discover these exclusive luxury studio apartments, ideally located on the main street of a bustling college town. Perfectly blending comfort, convenience, and style, these modern studios that offer a sophisticated retreat just steps from all the action.Each apartment features high-end finishes, sleek hardwood floors, large windows that flood the space with natural light, and contemporary

  584 Main St, Middletown, CT 06457
• 

  $545,000 Sold Apr 14, 2025

  • 3,427 Sq Ft
  • $159/SF
  • 39 Days On Market

  • 5 Beds
  • 5 Baths
  • Built 1789

  8 Bow Ln, Middletown, CT 06457

  Discover this beautifully restored historic 2 family home, a true gem in the heart of Middletown. Whether you're looking for a multi-generational residence, an Airbnb opportunity, or a rental income property, this home offers incredible flexibility for both homeowners & investors alike. Thoughtfully updated while preserving its timeless charm, this home features 2 fully independent units, each

  Josie Kamansky eXp Realty

  8 Bow Ln, Middletown, CT 06457
• 

  Est $231,676 Not Listed For Sale

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

  3 Countryside Ln Unit 2, Middletown, CT 06457

  3 Countryside Ln Unit 2, Middletown, CT 06457
• 

  

  /31

  $435,000

  • 4 Beds
  • 3.5 Baths
  • 2,708 Sq Ft

  92 Goodman Dr, Middletown, CT 06457

  Great opportunity for sweat equity! Last sale in this neighborhood was mid 500's in 2023. Some work started: Roof is 4 years old, a few new windows, chimney recapped, some flooring replaced, but needs someone to make it shine again. Central air not working, deck needs repair & lots of cosmetic work to be completed. 4 bedrooms 2 1/2 baths in main house plus 3 Room in-law apartment in walk-out

  Eileen England eXp Realty

  92 Goodman Dr, Middletown, CT 06457
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  /13

  $1,100 per month

  • 1 Bath
  • 300 Sq Ft
  • Apartment for Rent

  696 Main St Unit B1, Middletown, CT 06457

  Be part of the vibrant downtown Middletown community! Located above the bakery putting out the best cupcakes in the state and just a few feet from some of Middletown's most well known restaurants and gathering spots, this 2nd floor, studio apartment has heat, electric and hot water included in your monthly rental amount. There is new laminate flooring throughout, large closets as well as coin

  Scott Nardozzi Cavanaugh & Company LLC

  696 Main St Unit B1, Middletown, CT 06457
• 

  $363,500 Sold Apr 11, 2025

  • 1,329 Sq Ft
  • $274/SF
  • 7 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1899

  35 Wall St, Middletown, CT 06457

  Beautifully remodeled 3-Bed colonial with paid-off solar panels!! This updated 3-bed, 2.1-bath colonial features a detached 2-car garage and fully paid-off solar panels for energy savings. The home offers a charming front porch and a freshly painted exterior. Inside, the open-concept kitchen and living room include a vaulted ceiling, large island with seating for four, new stainless steel

  Lynn Toper CR Premier Properties

  35 Wall St, Middletown, CT 06457
• 

  Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,200 Sq Ft

  42 Mckenna Dr, Middletown, CT 06457

  42 Mckenna Dr, Middletown, CT 06457

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