Middlesex, CT Homes

• 

  Est $376,898 Not Listed For Sale

  • 5 Beds
  • 2 Baths
  • 2,056 Sq Ft

  175 Tryon St, Middletown, CT 06457

  175 Tryon St, Middletown, CT 06457
• 

  

  

  /36

  $375,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,404 Sq Ft

  46 Rolling Green, Middletown, CT 06457

  Discover potential located in Middletown's desirable Riverbend neighborhood, this ranch-style home offers a layout full of possibility. With vaulted ceilings and a gas fireplace, the living room provides a welcoming and airy space to relax or entertain. Just off the living room, the dining area features sliders that open to the backyard perfect for indoor-outdoor living. The kitchen is

  Michael Reiman William Raveis Real Estate

  46 Rolling Green, Middletown, CT 06457
• 

  $330,000 Sold May 30, 2025

  • 1,601 Sq Ft
  • $206/SF
  • 8 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1949

  65 Stevens Ln, Middletown, CT 06457

  Run do not walk to see this amazing story book home. Extremely versatile offering 2 bedrooms on the first floor with a full bath and 2 bedrooms upstairs with additional full bath. This picturesque Cape sits a beautiful level landscaped lot offering magnificent center patio with pergola draped with mature grape vines. Perfect for all your outdoor entertaining and Barbecue's. The interior of this

  Mark Toledo Berkshire Hathaway NE Prop.

  65 Stevens Ln, Middletown, CT 06457
• 

  Est $383,096 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,585 Sq Ft

  78 Morgan St, Middletown, CT 06457

  78 Morgan St, Middletown, CT 06457
• 

  

  

  /29

  $259,900 Pending

  • 3 Beds
  • 1.5 Baths
  • 1,814 Sq Ft

  846 Long Hill Rd, Middletown, CT 06457

  Welcome to easy living in the desirable Wesleyan Hills community of Middletown! This move-in ready townhouse offers 3 spacious bedrooms, 1.5 bathrooms, and plenty of space to spread out. The updated kitchen features newer appliances and flows seamlessly into the dining and living areas, making entertaining a breeze. Step out back to your own private deck perfect for a morning coffee or relaxing

  James Corby Real Broker CT, LLC

  846 Long Hill Rd, Middletown, CT 06457
• 

  $127,500 Sold May 30, 2025

  • 579 Sq Ft
  • $220/SF
  • 28 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 2025

  117 Burgundy Hill Ln Unit 117, Middletown, CT 06457

  Want to be the first to live in this total rebuilt condominium?? This building at Peppermill Village was where there was a fire in February of 2024 that destroyed many units. Insurance and Association rebuilt building and now ready for occupancy. Unit offers 1 bedroom that is carpeted, has laminate in Livingroom and kitchen, New everything. Owner putting stainless steel appliances in the next

  Kerry Hart William Raveis Real Estate

  117 Burgundy Hill Ln Unit 117, Middletown, CT 06457
• 

  Est $398,150 Not Listed For Sale

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

  163 Oak Ridge Dr, Middletown, CT 06457

  163 Oak Ridge Dr, Middletown, CT 06457
• 

  

  /15

  $185,000 Pending

  • 2 Beds
  • 1.5 Baths
  • 1,206 Sq Ft

  94 Trolley Crossing Ln, Middletown, CT 06457

  Welcome to this well-located 2-bedroom, 1.5-bath condo in the heart of Middletown, CT. Featuring a generous 2-car garage, this home offers plenty of space for parking and storage. Inside, you'll find a functional layout with a cozy living area and an open kitchen-ideal for everyday living and entertaining. While the unit could benefit from some cosmetic updates, it presents a great opportunity to

  Kamil Andrukiewicz New Haus Group LLC

  94 Trolley Crossing Ln, Middletown, CT 06457
• 

  $175,000 Sold May 30, 2025

  • 670 Sq Ft
  • $261/SF
  • 5 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1988

  282 Carriage Crossing Ln Unit 282, Middletown, CT 06457

  Welcome to the highly desirable Carriage Crossing community!! This bright and sunny 3rd floor, one-bedroom unit features a cozy fireplace, vaulted ceiling, recently installed 4/2022 HVAC heating/air system & hot water heater. Washer & Dryer included in the unit. Enjoy the condo's fantastic amenities, including a pool, gym, hot tub, sauna and racquetball court. Conveniently located near I-91,

  PATRICIA SHERWIN Dave Jones Realty, LLC

  282 Carriage Crossing Ln Unit 282, Middletown, CT 06457
• 

  Est $247,983 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,816 Sq Ft

  2 Stirling Ct, Middletown, CT 06457

  2 Stirling Ct, Middletown, CT 06457
• 

  

  /27

  $395,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,064 Sq Ft

  18 Overlook Ave, Middletown, CT 06457

  Welcome to 18 Overlook Ave, Middletown. This lovely Federal colonial built in 2004 is set on a quiet street in the very desirable South Farms section of Middletown. The location gives easy access to the shoreline and all areas north with Rt 9, I91 and 691 all in close proximity. The neighborhood is very quiet and walkable with downtown and the River Front just 2 miles away. It is also within a

  Kim Oshana Coldwell Banker Realty

  18 Overlook Ave, Middletown, CT 06457
• 

  $396,000 Sold May 30, 2025

  • 1,581 Sq Ft
  • $250/SF
  • 7 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1982

  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
• 

  Est $339,021 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,283 Sq Ft

  78 Highland Ave, Middletown, CT 06457

  78 Highland Ave, Middletown, CT 06457
• 

  

  /17

  $149,900 Pending

  • 1 Bed
  • 1.5 Baths
  • 738 Sq Ft

  111 Dekoven Dr Unit 1008, Middletown, CT 06457

  Welcome to this beautifully maintained 1-bedroom, 1.5-bath condo offering breathtaking views of the Connecticut River and the Middletown skyline. This bright and inviting unit features an open concept living room that flows seamlessly onto a private deck complete with new flooring and a custom-built bar perfect for entertaining or enjoying your morning coffee with a view. The updated kitchen is a

  Marco Rondinone Berkshire Hathaway NE Prop.

  111 Dekoven Dr Unit 1008, Middletown, CT 06457
• 

  $340,000 Sold May 30, 2025

  • 1,188 Sq Ft
  • $286/SF
  • 15 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1957

  139 Arbutus St, Middletown, CT 06457

  Nestled in a picturesque setting surrounded by nature, this charming ranch-style home offers the perfect blend of tranquility and convenience. Lovingly and meticulously maintained over the years, this home features gleaming hardwood floors throughout all rooms except the kitchen, adding warmth and character to every corner. A welcoming side porch leads directly into the kitchen-an ideal spot to

  Kathy Danais Coldwell Banker Realty

  139 Arbutus St, Middletown, CT 06457
• 

  Est $254,762 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 822 Sq Ft

  62 Durant Terrace, Middletown, CT 06457

  62 Durant Terrace, Middletown, CT 06457
• 

  

  /36

  $639,900 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,400 Sq Ft

  896 East St, Middletown, CT 06457

  NEW CONSTRUCTION! PRICED TO SELL! 2400 SQ FEET! SITUATED ON OVER 3/4 ACRE IN THE DESIRABLE WESTFIELD AREA. THIS HOME FEATURES THREE BEDROOMS, 2.5 BATHS AND A BONUS ROOM. STEP INTO THE MODERN KITCHEN WITH STUNNING WHITE CABINETS,QUATZ COUNTERS, AN ISLAND WITH SEATING, A BUTLER PANTRY AND $8000 WORTH OF HIGH END APPLIANCES. GLEAMING OAK HARDWOOD FLOORS THROUGHOUT. A FRONT TO BACK LIVING ROOM WITH

  Geraldine Mattera Luxe Realty LLC

  896 East St, Middletown, CT 06457
• 

  $286,000 Sold May 30, 2025

  • 1,328 Sq Ft
  • $215/SF
  • 66 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1971

  21 Afton Terrace, Middletown, CT 06457

  This beautiful offering is turn-key! Completely renovated, including a new kitchen with all stainless steel appliances: refrigerator, oven/rang, built-in microwave and dishwasher. New flooring throughout, refreshed full bathroom and a laundry room that includes the washer and dryer. The spacious Primary Bedroom boasts a walk-in closet. The oversized two car garage has plenty of storage to

  Bob Allan William Raveis Real Estate

  21 Afton Terrace, Middletown, CT 06457
• 

  Est $508,613 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,016 Sq Ft

  136 Elizabeth Ln, Middletown, CT 06457

  136 Elizabeth Ln, Middletown, CT 06457
• 

  

  /38

  $579,999 Pending

  • 3 Beds
  • 3 Baths
  • 2,573 Sq Ft

  846 Arbutus St, Middletown, CT 06457

  Stunning contemporary ranch! Experience the comfort & style in this beautifully maintained, almost-new home. Perfectly designed for effortless living, this floor plan combines modern luxury with everyday convenience! From the moment you step inside, you'll be captivated by the open, airy spaces and high-end finishes that make this home truly special. You will love relaxing in your own sanctuary,

  Nancy Newman LPT Realty

  846 Arbutus St, Middletown, CT 06457
• 

  $355,000 Sold May 30, 2025

  • 2,184 Sq Ft
  • $163/SF
  • 67 Days On Market

  • 6 Beds
  • 2 Baths
  • Built 1927

  17 Johnson St, Middletown, CT 06457

  Investors take notice! Occupied and well maintained two family home with separated utilities. Each unit is two bedrooms, one bathroom. Public record shows property as three bedroom units however tenants are currently using bedroom as living room area. The first floor unit has carpeting throughout and an enclosed front porch, filled with natural light. The second floor unit is fully updated with

  Lauren Rasile William Raveis Real Estate

  17 Johnson St, Middletown, CT 06457
• 

  Est $155,983 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 924 Sq Ft

  1 Russell St Unit 2, Middletown, CT 06457

  1 Russell St Unit 2, Middletown, CT 06457
• 

  

  /32

  $350,000 Pending

  • 3 Beds
  • 1.5 Baths
  • 1,512 Sq Ft

  5 Blue Orchard Dr, Middletown, CT 06457

  Nestled on a tranquil cul-de-sac in the vibrant heart of Wesleyan Hills, this delightful split-level home is ready to welcome you with open arms! Offering over 1,500 square feet of versatile living space, it features three generously sized bedrooms, 1.5 elegantly updated bathrooms, and a lower-level retreat perfect for work or play. From the moment you step inside, you're greeted by an abundance

  Christopher Clarke Coldwell Banker Realty

  5 Blue Orchard Dr, Middletown, CT 06457
• 

  $435,000 Sold May 30, 2025

  • 2,036 Sq Ft
  • $214/SF
  • 41 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1950

  515 Hunting Hill Ave, Middletown, CT 06457

  Welcome to 515 Hunting Hill Avenue, a charming Cape Cod-style home in the heart of Middletown. This beautifully updated 4-bedroom, 2-bathroom home offers 2,036 sq.ft. of living space with a bright, inviting layout. The living room features a wood-burning fireplace, creating a warm and inviting atmosphere, while the renovated kitchen boasts white shaker cabinetry, quartz countertops,

  Jasmine Smith The Agency

  515 Hunting Hill Ave, Middletown, CT 06457
• 

  Est $615,802 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,574 Sq Ft

  149 Meadowood Dr, Middletown, CT 06457

  149 Meadowood Dr, Middletown, CT 06457
• 

  

  /16

  $425,000 Pending

  • 5 Beds
  • 4 Baths
  • 2,136 Sq Ft

  100 Saybrook Rd, Middletown, CT 06457

  Located in a prime area with easy access to local amenities, public transportation, and major highways, this property presents a unique opportunity for both seasoned investors and those looking to start their real estate journey. This well-maintained multi-family property offers a fantastic investment opportunity in a desirable location. Boasting four spacious apartments, each unit is designed

  Ashley Chaia Oxford Realty

  100 Saybrook Rd, Middletown, CT 06457
• 

  $392,000 Sold May 29, 2025

  • 1,778 Sq Ft
  • $220/SF
  • 35 Days On Market

  • 4 Beds
  • 1.5 Baths
  • Built 1924

  27 Catherine St, Middletown, CT 06457

  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 columns-an inviting place to enjoy quiet mornings. The

  Sacha Armstrong William Pitt Sotheby's Internatiomal Realty

  27 Catherine St, Middletown, CT 06457
• 

  Est $328,538 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,592 Sq Ft

  58 Silver St, Middletown, CT 06457

  58 Silver St, Middletown, CT 06457
• 

  

  /26

  $150,000 Pending

  • 2 Beds
  • 1 Bath
  • 1,112 Sq Ft

  45 Spencer Dr, Middletown, CT 06457

  Flippers bring your cash! This is ready for a quick sale. House and contents included. Features a kitchen, dining room, living room, family room, bath and two bedrooms on main level plus partially finished rooms in lower level. House is set on a nice lot with room for a pool, firepit, volleyball, etc. The neighborhood is nice and convenient to Wadsworth Falls state park for swimming and hiking.

  Nancy Currlin William Raveis Real Estate

  45 Spencer Dr, Middletown, CT 06457
• 

  $360,000 Sold May 29, 2025

  • Land
  • 8 Acres
  • $44,064 per Acre

  • 205 Days On Market

  0 Footit Dr, Middletown, CT 06457

  A lightly wooded yet beautifully cleared lot is now available, offering a prime opportunity for possible subdivision. Don't miss out on your chance to live in a serene, quiet area of Middletown. This property combines the best of both worlds-close proximity to highways for easy access and a remote setting to truly enjoy the beauty of nature. It's the perfect spot for anyone looking to build their

  Emily Curtis William Raveis Real Estate

  0 Footit Dr, Middletown, CT 06457
• 

  Est $359,657 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,162 Sq Ft

  394 Mile Ln, Middletown, CT 06457

  394 Mile Ln, Middletown, CT 06457
• 

  

  /18

  $210,000 Pending

  • 2 Beds
  • 1 Bath
  • 1,056 Sq Ft

  3 Linden St, Middletown, CT 06457

  A single family home close to town with spacious bedrooms and living space. Plenty of storage and parking. Close to all forms of transportation, schools and shopping. Come check it out today!!

  Thomas Mele Dorrance Realty

  3 Linden St, Middletown, CT 06457
• 

  $346,000 Sold May 28, 2025

  • 1,550 Sq Ft
  • $223/SF
  • 45 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1965

  75 Westmont Dr, Middletown, CT 06457

  Beautiful and spacious colonial. Four bedrooms upstairs and a fifth bedroom on the lower level. New roof and HVAC system. Some TLC and it's the perfect home. This is a must see, schedule your showing today!

  Beverly Rodriguez Five Stars Realty

  75 Westmont Dr, Middletown, CT 06457
• 

  Est $355,571 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,792 Sq Ft

  56 Phedon Pkwy, Middletown, CT 06457

  56 Phedon Pkwy, Middletown, CT 06457
• 

  

  /15

  $228,000 Pending

  • 2 Beds
  • 1 Bath
  • 912 Sq Ft

  108 Barry Ct, Middletown, CT 06457

  A single family home close to town with spacious bedrooms and living space. Plenty of storage and parking. Close to all forms of transportation, schools and shopping. Come check it out today!!

  Thomas Mele Dorrance Realty

  108 Barry Ct, Middletown, CT 06457
• 

  $355,000 Sold May 28, 2025

  • 1,944 Sq Ft
  • $183/SF
  • 91 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1964

  25 Arnold St, Middletown, CT 06457

  Welcome to 25 Arnold St, Middletown, CT - a beautifully renovated brick Cape that combines classic charm with contemporary upgrades! This move-in ready home features 4 bedrooms, 2 full baths, and updated mechanicals, ensuring comfort and peace of mind for years to come. Step inside and be greeted by spacious rooms filled with natural light, complemented by gleaming hardwood floors throughout.

  Carl Guild Carl Guild & Associates

  25 Arnold St, Middletown, CT 06457
• 

  Est $476,808 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,586 Sq Ft

  41 Mccormick Ln, Middletown, CT 06457

  41 Mccormick Ln, Middletown, CT 06457
• 

  

  /32

  $549,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,850 Sq Ft

  18 Talcott Ridge Dr, Middletown, CT 06457

  Award-winning builder, Reinhard Von Hollander proudly presents "The Cameron", one of his most sought-after models; sure to please the most discerning buyer. Quality and design meet as the home features a customizable, open floor plan, presenting future homeowners with an opportunity to make the space truly their own. It comes with 3 bedrooms and 2 full baths, including a spacious primary suite.

  Nick DeLuca eXp Realty

  18 Talcott Ridge Dr, Middletown, CT 06457
• 

  $275,000 Sold May 27, 2025

  • 888 Sq Ft
  • $310/SF
  • 32 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1960

  261 Mile Ln, Middletown, CT 06457

  Welcome to your cozy new home at 261 Mile Lane, Middletown, CT. Ideal for those starting fresh or looking to downsize, this cute ranch offers everything you need with a touch of charm. The home features 3 comfortable bedrooms, a single bath, and a cozy living space of 888 sq ft. A full basement invites possibilities for storage or creative renovations. The 0.36-acre lot means you've got plenty of

  Devon Taylor Assael Dave Jones Realty, LLC

  261 Mile Ln, Middletown, CT 06457
• 

  Est $331,408 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,660 Sq Ft

  200 Randolph Rd, Middletown, CT 06457

  200 Randolph Rd, Middletown, CT 06457

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