Middlesex, CT Homes

• 

  Est $363,539 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,392 Sq Ft

  529 Millbrook Rd, Middletown, CT 06457

  529 Millbrook Rd, Middletown, CT 06457
• 

  $459,900 Sold Mar 21, 2025

  • 2,071 Sq Ft
  • $222/SF
  • 34 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1947

  259 Prout Hill Rd, Middletown, CT 06457

  Sprawling, beautifully remodeled 3 bed ranch with full in-law suite on main level in the highly sought after South Farms area, (over 2000 sq ft of living space!). Walk into main entrance into a true open floor plan. Expansive living room with oversized beautiful windows & wood burning fireplace. This room opens to large dining area & stunning, remodeled kitchen. The kitchen has white shaker style

  Tracey Precourt Century 21 Clemens Group

  259 Prout Hill Rd, Middletown, CT 06457
• 

  Est $267,196 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,129 Sq Ft

  5 W Meadow Ln Unit 1, Middletown, CT 06457

  5 W Meadow Ln Unit 1, Middletown, CT 06457
• 

  $333,000 Sold Mar 21, 2025

  • 1,066 Sq Ft
  • $312/SF
  • 20 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1960

  1001 Middle St, Middletown, CT 06457

  Welcome to 1001 Middle St, Middletown, CT! This charming split-level home offers the perfect blend of comfort and convenience. Step onto the rear porch and enjoy beautiful views of the expansive backyard-ideal for outdoor activities or relaxation. The seller had many repairs completed along with fresh paint and beautifully refinished hardwood floors. New well tank and filter. This move-in-ready

  Chad Crookes Statewide Premier Prop. LLC

  1001 Middle St, Middletown, CT 06457
• 

  Est $149,068 Not Listed For Sale

  • 1 Bed
  • 1.5 Baths
  • 738 Sq Ft

  111 Dekoven Dr Unit 708, Middletown, CT 06457

  111 Dekoven Dr Unit 708, Middletown, CT 06457
• 

  $310,000 Sold Mar 21, 2025

  • 1,109 Sq Ft
  • $280/SF
  • 48 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1938

  35 Arnold St, Middletown, CT 06457

  Welcome to your cozy Cape Cod home and it's classic silhouette. This 2 bedroom, 1.5 bathroom home is the perfect place to call your own after a long day. With all Brand New Windows throughout the home, A large living room with a wood burning stove to enjoy the night. Hardwood floors in the living room and the rustic charm of a built-in corner hutch in the dining room. A large Cedar coat closet

  Jaime Russo Calcagni Real Estate

  35 Arnold St, Middletown, CT 06457
• 

  Est $368,800 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,311 Sq Ft

  110 Ridge Rd, Middletown, CT 06457

  110 Ridge Rd, Middletown, CT 06457
• 

  $460,000 Sold Mar 21, 2025

  • 2,240 Sq Ft
  • $205/SF
  • 9 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1949

  17 Lewis St, Middletown, CT 06457

  Welcome to your dream ranch in Middletown's desirable South Farms District! Just steps from Pat Kidney Field, Beman Middle School, and Farm Hill Elementary, this 3-bedroom, 2-bath home is move-in ready. The open floor plan features hardwood floors, crown molding, recessed lighting, and a cozy fireplace. A custom bar with a butcher block, wine cooler, and cabinets for extra storage adds charm.

  Danielle Spada Coldwell Banker Realty

  17 Lewis St, Middletown, CT 06457
• 

  Est $351,717 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 2,250 Sq Ft

  5 Garfield Ave, Middletown, CT 06457

  5 Garfield Ave, Middletown, CT 06457
• 

  $365,000 Sold Mar 20, 2025

  • 1,458 Sq Ft
  • $250/SF
  • 15 Days On Market

  • 4 Beds
  • 1 Bath
  • Built 1948

  30 Highland Terrace, Middletown, CT 06457

  Charming Cape Cod-style home offering 7 spacious rooms, including 4 bedrooms and 1 fully renovated bathroom. The eat-in kitchen boasts brand-new Shaker-style Java cabinets, gleaming granite countertops, a double stainless-steel sink, new appliances, and a stylish tile floor. Sliding doors lead from the kitchen to a freshly updated deck, perfect for outdoor enjoyment. The living room features a

  Michael Calabro Coldwell Banker Calabro

  30 Highland Terrace, Middletown, CT 06457
• 

  Est $898,096 Not Listed For Sale

  • 6 Beds
  • 5 Baths
  • 5,770 Sq Ft

  1309 Saybrook Rd, Middletown, CT 06457

  1309 Saybrook Rd, Middletown, CT 06457
• 

  $240,000 Sold Mar 17, 2025

  • 912 Sq Ft
  • $263/SF
  • 7 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1952

  190 Spencer Dr, 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

  190 Spencer Dr, Middletown, CT 06457
• 

  Est $384,509 Not Listed For Sale

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

  66 Aspen Dr, Middletown, CT 06457

  66 Aspen Dr, Middletown, CT 06457
• 

  $550,000 Sold Mar 17, 2025

  • 1,548 Sq Ft
  • $355/SF
  • 7 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2011

  20 Tuscany Hills Dr Unit 20, Middletown, CT 06457

  Rarely available Tuscany Hills single detached Ranch. Awesome location backing to mature pines, affording fantastic privacy. The large deck takes full advantage of this beautiful location., making the summertime fantastic for BBQ's or just relaxing. This lovely abode offers hardwood floors, open great room with fireplace, good-sized kitchen with granite counters and beautiful cabinetry with

  Mark Toledo Berkshire Hathaway NE Prop.

  20 Tuscany Hills Dr Unit 20, Middletown, CT 06457
• 

  Est $502,482 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,157 Sq Ft

  65 W Wynd Terrace, Middletown, CT 06457

  65 W Wynd Terrace, Middletown, CT 06457
• 

  $190,000 Sold Mar 14, 2025

  • 760 Sq Ft
  • $250/SF
  • 31 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1988

  221 Carriage Crossing Ln Unit 221, Middletown, CT 06457

  Move right in and enjoy the charm of this bright and spacious, one-bedroom ranch-style condo with updated bathroom. This unit offers extra square ft with its spiral staircase leading to a versatile loft space. Recently upgraded with brand new Pella windows and door in 2023, and a sleek, energy-efficient tankless water heater installed in 2022. The main level boasts soaring vaulted ceilings with

  Linda Toscano Coldwell Banker Realty

  221 Carriage Crossing Ln Unit 221, Middletown, CT 06457
• 

  Est $374,443 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,721 Sq Ft

  15 Blue Hill Rd, Middletown, CT 06457

  15 Blue Hill Rd, Middletown, CT 06457
• 

  $510,000 Sold Mar 14, 2025

  • 2,619 Sq Ft
  • $195/SF
  • 92 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2001

  180 Cranberry Ln, Middletown, CT 06457

  Welcome Home to Cranberry Estates! Nestled in the sought-after South Farms section of Middletown, this custom-built Colonial in a premier community offers the perfect blend of privacy and connection. Tucked away off a cul-de-sac, this home presents an incredible opportunity to build quick equity with a little painting and flooring updates. Boasting 4 bedrooms and 3.5 baths, the home features an

  Brittany O'Hara William Raveis Real Estate

  180 Cranberry Ln, Middletown, CT 06457
• 

  Est $258,073 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,120 Sq Ft

  7 W Meadow Ln Unit 2, Middletown, CT 06457

  7 W Meadow Ln Unit 2, Middletown, CT 06457
• 

  $371,000 Sold Mar 13, 2025

  • 2,038 Sq Ft
  • $182/SF
  • 17 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1984

  223 Julia Terrace, Middletown, CT 06457

  *Highest and Best Offers by 2/23 at 8pm* Beautifully Remodeled Raised Ranch in Middletown, CT! Move right into this fully updated turn key 3-bedroom, 2-bath raised ranch with a one-car garage, nestled in a desirable Middletown neighborhood. This home has been completely remodeled, featuring a brand-new roof, updated kitchen and bathrooms, central air, refinished hardwood floors on the main level,

  Yasmina Rink Coldwell Banker Realty

  223 Julia Terrace, Middletown, CT 06457
• 

  Est $403,021 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,612 Sq Ft

  552 Long Hill Rd, Middletown, CT 06457

  552 Long Hill Rd, Middletown, CT 06457
• 

  $364,000 Sold Mar 13, 2025

  • 2,570 Sq Ft
  • $142/SF
  • 109 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1955

  110 East St, Middletown, CT 06457

  Move in ready! This unique ranch has many options. Main floor is an open floor plan with vaulted ceiling open to an upper loft area. Loft area has an additional bedroom also. Lower level is mostly finished with a large bedroom and newer bathroom with a walkout to the beautiful back yard. This home features many handicap accessible features including a chair lift to the basement and shower. Great

  Betsy Cooney Cornerstone Real Estate, LLC

  110 East St, Middletown, CT 06457
• 

  Est $168,043 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,056 Sq Ft

  1221 Washington St Unit 12, Middletown, CT 06457

  1221 Washington St Unit 12, Middletown, CT 06457
• 

  $425,000 Sold Mar 12, 2025

  • 2,315 Sq Ft
  • $184/SF
  • 4 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1948

  88 Saybrook Rd, Middletown, CT 06457

  Investor's Dream - Two-Family Home with Endless Potential! This diamond in the rough is the perfect opportunity for an owner-occupied investment or a full rental income property. Each unit has separate entrances and utilities, offering privacy and flexibility. The downstairs unit features two spacious bedrooms, a large eat-in kitchen with a convenient washer & dryer hookup, a living room, and a

  Danielle Spada Coldwell Banker Realty

  88 Saybrook Rd, Middletown, CT 06457
• 

  Est $241,153 Not Listed For Sale

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

  169 Trolley Crossing Ln, Middletown, CT 06457

  169 Trolley Crossing Ln, Middletown, CT 06457
• 

  $170,000 Sold Mar 10, 2025

  • 1,109 Sq Ft
  • $153/SF
  • 1 Day On Market

  • 2 Beds
  • 1 Bath
  • Built 1985

  1261 Washington St Unit 2, Middletown, CT 06457

  Check out this beautiful condo that is easy living and the location is close to everything you could need and want in Middletown! This walk up unit features 2 bedrooms, each with sliding glass doors that open onto a brand new patio. The eat-in kitchen flows seamlessly into the spacious living room, providing an ideal layout. The loft space overlooking the living room is versatile for a master or

  Xylia DiBianco Carbutti & Co., Realtors

  1261 Washington St Unit 2, Middletown, CT 06457
• 

  Est $348,177 Not Listed For Sale

  • 4 Beds
  • 2,140 Sq Ft

  Unlisted Address

  Unlisted Address
• 

  $420,000 Sold Mar 10, 2025

  • 2,308 Sq Ft
  • $182/SF
  • 124 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1900

  394 Chauncey Rd, Middletown, CT 06457

  This stunning two-family home boasts over 2,300 sqft of living space, perfectly situated on a gorgeous corner lot with over an acre of desirable land. Enjoy the serene surroundings from the charming wrap-around porch, ideal for relaxing or entertaining. Each unit features a modern, open floor plan with elegant hardwood flooring that adds warmth and character. The kitchens are equipped with

  Ryan Newport William Raveis Real Estate

  394 Chauncey Rd, Middletown, CT 06457
• 

  Est $509,327 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,358 Sq Ft

  759 Millbrook Rd, Middletown, CT 06457

  759 Millbrook Rd, Middletown, CT 06457
• 

  $456,000 Sold Mar 07, 2025

  • 1,323 Sq Ft
  • $345/SF
  • 11 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1966

  223 Basswood Dr, Middletown, CT 06457

  Wonderfully updated 3 bed/2.5 bath Colonial in a quiet residential Middletown neighborhood. The Kitchen has been fully remodeled with new fabuwood all wood cabinets, remarkable white quartz countertops, new stainless steel appliances, and a new peninsula with counter seating. Rounding out this level is a spacious living room, dining room open to the kitchen, updated half bath, and a new slider

  Adrian Scarpa Marino Realty LLC

  223 Basswood Dr, Middletown, CT 06457
• 

  Est $180,936 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 760 Sq Ft

  201 Carriage Crossing Ln, Middletown, CT 06457

  201 Carriage Crossing Ln, Middletown, CT 06457
• 

  $340,100 Sold Mar 07, 2025

  • 1,452 Sq Ft
  • $234/SF
  • 26 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1951

  80 Old Mill Rd, Middletown, CT 06457

  Welcome to 80 Old Mill Rd, where comfort meets convenience! This beautifully maintained property offers a blend of timeless charm and practical updates. Nestled in a neighborhood setting, this home provides easy access to Middletown's vibrant downtown, with its restaurants, shopping, and entertainment options. Major highways are just minutes away, making it ideal for commuters. Step inside to

  Mike Bowers Coldwell Banker Realty

  80 Old Mill Rd, Middletown, CT 06457
• 

  Est $595,441 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,701 Sq Ft

  45 Charles Mary Dr, Middletown, CT 06457

  45 Charles Mary Dr, Middletown, CT 06457
• 

  $445,000 Sold Mar 07, 2025

  • 2,188 Sq Ft
  • $203/SF
  • 2 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1983

  60 Knox Blvd, Middletown, CT 06457

  Nothing to do but move right in. Nestled in a quiet neighborhood with lots of privacy this 3 bedroom/2bath home is ready for you to add your personal touches. You will fall in love with the custom walkway with professional landscaping as you walk up to the house and the upgrades continue as you go through the front door. Upstairs has a completely remodeled kitchen with stainless steel appliances

  Joseph Rizza Vylla Home (CT) LLC

  60 Knox Blvd, Middletown, CT 06457
• 

  Est $582,672 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,496 Sq Ft

  797 Millbrook Rd, Middletown, CT 06457

  797 Millbrook Rd, Middletown, CT 06457
• 

  $401,000 Sold Mar 07, 2025

  • 1,693 Sq Ft
  • $237/SF
  • 25 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1949

  66 West St, Middletown, CT 06457

  Welcome to 66 West Street! Nestled in the heart of Middletown, this property offers a perfect blend of convenience and serenity. Within walking distance to grocery stores, dining, and the cherished Butternut Park, this home sits on the second-largest residential lot on the street, spanning over 2.5 acres. A homesteader's dream, the property includes a private .23-mile walking trail and a chicken

  Sacha Armstrong William Pitt Sotheby's Internatiomal Realty

  66 West St, Middletown, CT 06457
• 

  Est $183,057 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 860 Sq Ft

  22 Trolley Crossing Ln, Middletown, CT 06457

  22 Trolley Crossing Ln, Middletown, CT 06457
• 

  $117,500 Sold Mar 07, 2025

  • 707 Sq Ft
  • $166/SF
  • 15 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1987

  33 Burgundy Hill Ln Unit 33, Middletown, CT 06457

  Welcome to this charming one story condo featuring 2 spacious bedrooms with ample closet space and a beautifully full bath with a bath tub. The inviting living room boasts sleek laminate flooring and sliders that lead to a deck, perfect for enjoying the outdoors. The efficient galley style kitchen provides excellent cabinet storage and is designed with functionality in mind. For added

  Michael Disla eXp Realty

  33 Burgundy Hill Ln Unit 33, Middletown, CT 06457
• 

  Est $381,529 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,732 Sq Ft

  25 Windy Hill Dr, Middletown, CT 06457

  25 Windy Hill Dr, Middletown, CT 06457
• 

  $395,000 Sold Mar 07, 2025

  • 1,728 Sq Ft
  • $229/SF
  • 4 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1973

  7 Fenwood Dr, Middletown, CT 06457

  Welcome to 7 Fenwood Drive - a wonderfully maintained and updated corner lot home that goes to 2 cul-de-sacs. Updates include a new roof in 2023, an updated kitchen with soft close cabinets, granite countertops and SS appliances. Wood floors throughout most of the home. Large living room with wood burning fireplace. Main level bathroom has been updated with a large shower, an extra long counter

  Pam Rizy Berkshire Hathaway NE Prop.

  7 Fenwood Dr, Middletown, CT 06457

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