Middletown, CT Homes

• 

  $225,000 Sold Feb 28, 2025

  • 1,274 Sq Ft
  • $177/SF
  • 40 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1950

  50 Garfield Ave, Middletown, CT 06457

  **Multiple Offers In, "Highest & Best" offers are due by THURS, 01/30/25 at 11:59pm** Cape w/ 6 rooms, 2 bedrooms, 1 bathroom. 1 car detached garage. Vinyl siding exterior. Eat-in kitchen. Living room w/ fireplace. 1st floor bedroom w/ office. 2nd floor bedroom w/ walk-in closet. Hardwood floors throughout. Full basement. Oil heat, electric hot water. The Seller must comply with HUD Guidelines 24

  Michael Calabro Coldwell Banker Calabro

  50 Garfield Ave, Middletown, CT 06457
• 

  Est $379,887 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,959 Sq Ft

  2 Blue Acre Rd, Middletown, CT 06457

  2 Blue Acre Rd, Middletown, CT 06457
• 

  

  

  /40

  $399,000 Under Contract

  • 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
• 

  $412,000 Sold Feb 28, 2025

  • 1,132 Sq Ft
  • $364/SF
  • 43 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1984

  59 Cimarron Rd, Middletown, CT 06457

  Welcome 59 Cimarron Road, located on a desirable cul-de-sac street! This property offers a blend of comfort and versatility. The main level features an open floor plan perfect for entertaining, combining the kitchen, living room, and dining area seamlessly. You'll find three spacious bedrooms, including a primary suite with its own private en-suite bath, and an additional full bathroom. Sliders

  Chris Callahan Berkshire Hathaway NE Prop.

  59 Cimarron Rd, Middletown, CT 06457
• 

  Est $643,402 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 3,121 Sq Ft

  41 Annello Way, Middletown, CT 06457

  41 Annello Way, Middletown, CT 06457
• 

  

  /15

  $280,000 Under Contract

  • 2 Beds
  • 2 Baths
  • 1,204 Sq Ft

  80 Prospect St, Middletown, CT 06457

  Discover a fantastic opportunity at 80 Prospect Street! This beautifully remodeled 2-family home in the heart of Middletown boasts newer mechanicals and brand-new appliances in both units, perfect for comfortable living or rental income. The 3-car garage is great for storage or the car enthusiast, and yet the home still has ample off-street parking. The second floor unit has a partially finished

  Paul Magliochetti Coldwell Banker Realty

  80 Prospect St, Middletown, CT 06457
• 

  $265,000 Sold Feb 28, 2025

  • 1,190 Sq Ft
  • $223/SF
  • 29 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1986

  745 Long Hill Rd Unit D, Middletown, CT 06457

  Welcome to this rare opportunity in the desirable Wesleyan Hills community of Middletown. Located on Long Hill Road, this charming 2-bedroom, 1.5-bath townhouse offers 1,190 sq. ft. of living space across two levels, plus an unfinished basement for future expansion. With major updates already complete, including a new roof, siding, Trex deck, windows, and slider (all replaced in 2020), this home

  Dwayne Jones King Realty Group LLC

  745 Long Hill Rd Unit D, Middletown, CT 06457
• 

  Est $140,473 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 670 Sq Ft

  284 Carriage Crossing Ln, Middletown, CT 06457

  284 Carriage Crossing Ln, Middletown, CT 06457
• 

  

  /40

  $310,000 Under Contract

  • 3 Beds
  • 1.5 Baths
  • 1,944 Sq Ft

  4 Glynn Ave, Middletown, CT 06457

  Welcome to 4 Glynn Avenue! Nestled on a quiet cul-de-sac in the heart of Middletown, this beautiful Colonial offers the perfect blend of timeless charm and modern convenience. Featuring three spacious bedrooms and one-and-a-half bathrooms, the home has been thoughtfully renovated. Recent improvements include new windows, a new water heater, updated plumbing and electrical systems, remodeled

  Sofija Gjonbalaj William Raveis Real Estate

  4 Glynn Ave, Middletown, CT 06457
• 

  $192,500 Sold Feb 28, 2025

  • 760 Sq Ft
  • $253/SF
  • 31 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1987

  115 Carriage Crossing Ln, Middletown, CT 06457

  Stylish Condo at Carriage Crossing - Perfect for Modern Living! Discover this beautifully updated 1-bedroom ranch condo with a spacious loft, located in the highly sought-after Carriage Crossing community. Bursting with natural light, thanks to an abundance of windows, this home features a welcoming ambiance with trendy updates throughout. The cozy fireplace serves as the perfect focal point in

  Mary Jean Agostini RE/MAX Right Choice

  115 Carriage Crossing Ln, Middletown, CT 06457
• 

  Est $172,549 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 670 Sq Ft

  126 Carriage Crossing Ln, Middletown, CT 06457

  126 Carriage Crossing Ln, Middletown, CT 06457
• 

  

  /15

  $180,000 Under Contract

  • 2 Beds
  • 1.5 Baths
  • 1,140 Sq Ft

  127 Trolley Crossing Ln, Middletown, CT 06457

  Welcome to this updated 2 bedroom townhouse in Trolley Crossing. This condo offers assigned parking for residents as well as guest parking. There is a private deck leading out the sliding back door with wooded views. The upstairs offers a full bathroom as well as two good sized bedrooms with wall-to-wall carpeting. Has central air. HUD home. Sold as-is

  Michael Tran Property Works New England

  127 Trolley Crossing Ln, Middletown, CT 06457
• 

  $1,200,000 Sold Feb 28, 2025

  • 3,734 Sq Ft
  • $321/SF
  • 244 Days On Market

  • 5 Beds
  • 5 Baths
  • Built 1744

  15 Laurel Grove Rd, Middletown, CT 06457

  Lovingly maintained country estate with award-winning gardens, second guest home or opportunity for rental income, and serene heated in-ground gunite pool. Imagine living in this tranquil oasis but being just moments away from fabulous restaurants, art, entertainment, and all that being near a prestigious university offers! The Nehemiah Hubbard House is filled with charm, character, plus

  Sarah Kimball William Raveis Real Estate

  15 Laurel Grove Rd, Middletown, CT 06457
• 

  Est $328,600 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,677 Sq Ft

  193 Hendley St, Middletown, CT 06457

  193 Hendley St, Middletown, CT 06457
• 

  

  /40

  $719,900 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 4,382 Sq Ft

  34 Watch Hill Dr, Middletown, CT 06457

  Set high on Watch Hill, this stunning 3-4 bedroom, 2.5-bath Colonial offers breathtaking views and over 4,382 SqFt of living space on a 1.04-acre lot. The main level features gorgeous hardwood floors, a formal dining room, and a spacious living room with a cozy wood-burning fireplace. The chef's kitchen is a dream, with granite countertops, stainless steel appliances, a wall oven, a glass

  Joe Cafasso eXp Realty

  34 Watch Hill Dr, Middletown, CT 06457
• 

  $470,000 Sold Feb 27, 2025

  • 4,338 Sq Ft
  • $108/SF
  • 11 Days On Market

  • 5 Beds
  • 4 Baths
  • Built 1972

  39 Lorelei Cir, Middletown, CT 06457

  Spacious 5-Bedroom Home with In-Law Suite, 2-Car Garage, and Endless Potential! If you're looking for space, look no further! This beautiful home features 5 spacious bedrooms and 4 full bathrooms, perfect for growing families or multi-generational living. The main level features a formal dining room, a large living room, and a kitchen with a center island and breakfast nook. Sliding patio doors

  Jody Bonaiuto William Raveis Real Estate

  39 Lorelei Cir, Middletown, CT 06457
• 

  Est $151,453 Not Listed For Sale

  • 1 Bed
  • 1.5 Baths
  • 752 Sq Ft

  111 Dekoven Dr Unit 805, Middletown, CT 06457

  111 Dekoven Dr Unit 805, Middletown, CT 06457
• 

  

  /12

  $439,000 Under Contract

  • 6 Beds
  • 3 Baths
  • 1,964 Sq Ft

  24 Burr Ave, Middletown, CT 06457

  Welcome to this Beautifully Renovated 3 Family Home. Nestled in the heart of Middletown. This property is perfect for investors or Owner-Occupant. Looking for a turnkey property look no further! Conveniently situated near downtown Middletown, Middlesex Hospital and Wesleyan University.This property offers, easy access to shopping, dining, and entertainment.Newer siding and windows in 2010,Roof

  Shari Jones Coldwell Banker Realty

  24 Burr Ave, Middletown, CT 06457
• 

  $290,000 Sold Feb 27, 2025

  • 1,388 Sq Ft
  • $209/SF
  • 91 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1945

  96 Frisbie St, Middletown, CT 06457

  New to the market is a nicely maintained Colonial style home with hardwood flooring throughout. Good size Living Room complete with a wood burning fireplace, for the upcoming cooler/colder weather. Full bath on each floor & the one of the main floor is equipped with laundry for ease of that family chore. Baths have been updated and the roof is 2 yrs young. Upper level contains the 3 bedrooms, & a

  Kevin Green Berkshire Hathaway NE Prop.

  96 Frisbie St, Middletown, CT 06457
• 

  Est $143,348 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 806 Sq Ft

  1251 Washington St Unit 6, Middletown, CT 06457

  1251 Washington St Unit 6, Middletown, CT 06457
• 

  

  /35

  $325,000 Under Contract

  • 3 Beds
  • 2 Baths
  • 960 Sq Ft

  155 Dorothy Dr, Middletown, CT 06457

  Welcome to this charming 3-bedroom, 2-bathroom ranch home offering 960 sq. ft. of main-level living space plus a full basement for added versatility. Nestled on a dead-end road in the center of South Farms district of Middletown, this home provides plenty of outdoor space, including a semi-private backyard and new deck - perfect for relaxation and entertaining! Inside, the inviting living room

  Devon Taylor Assael Dave Jones Realty, LLC

  155 Dorothy Dr, Middletown, CT 06457
• 

  $820,000 Sold Feb 27, 2025

  • 4,904 Sq Ft
  • $167/SF
  • 116 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1992

  14 Laureate Dr, Middletown, CT 06457

  Welcome to 14 Laureate Dr, Middletown-an exceptional custom-built, energy efficient residence nestled on a serene 2-acre private lot, offering both luxury and tranquility. As you approach, you'll be welcomed by an island driveway with pavers leading to the front entry. This meticulously maintained home is designed with an open floor plan featuring vaulted ceilings and recessed lighting, creating

  Nick DeLuca eXp Realty

  14 Laureate Dr, Middletown, CT 06457
• 

  Est $217,460 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,392 Sq Ft

  5 Heather Square, Middletown, CT 06457

  5 Heather Square, Middletown, CT 06457
• 

  

  /3

  $599,900 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 2,151 Sq Ft

  3 Sisk St, Middletown, CT 06457

  3 beautiful home sites in a fantastic location of the Westfield section of Middletown. This beautiful Cape offers it all. You will enjoy the classic historic Cape look on the exterior, framed by a brick center chimney. The inside is wow! You walk into an oversized entry boasting an open staircase offering vaulted ceilings in entry and 2 story front/flex room. You will make your way to the back of

  Mark Toledo Berkshire Hathaway NE Prop.

  3 Sisk St, Middletown, CT 06457
• 

  $335,111 Sold Feb 25, 2025

  • 1,247 Sq Ft
  • $269/SF
  • 24 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1940

  723 Bow Ln, Middletown, CT 06457

  Welcome to this move-in ready home in the southern, rural section of Middletown. Enjoy the open concept first floor with the living room, dining room and kitchen which flow nicely together making for a cozy, comfortable atmosphere. The remodeled (and spacious) kitchen is a culinary delight with a gas cooktop, double wall ovens, stainless steel appliances, granite countertops, a breakfast bar and

  Shelly Cumpstone Coldwell Banker Realty

  723 Bow Ln, Middletown, CT 06457
• 

  Est $263,746 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 950 Sq Ft

  48 Francis Ave, Middletown, CT 06457

  48 Francis Ave, Middletown, CT 06457
• 

  

  /3

  $692,900 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 3,110 Sq Ft

  602 Higby Rd, Middletown, CT 06457

  The Richmond offers dramatic facades including three distinct gables and large windows. Flexible floor plans starting with 3 bedrooms, dramatic 2-story family room with large balcony overlook, huge great room kitchen/dining area combination, large 1st floor walk in laundry room, plus a first floor office or den. Other options including 4 or 5 bedrooms and/or finished bonus room. Homes come loaded

  Mark Toledo Berkshire Hathaway NE Prop.

  602 Higby Rd, Middletown, CT 06457
• 

  $120,000 Sold Feb 24, 2025

  • 580 Sq Ft
  • $207/SF
  • 96 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1987

  7 Burgundy Hill Ln, Middletown, CT 06457

  Attention investors and cash buyers! Welcome to 7 Burgundy Hill Lane, Middletown! This cozy and charming 1-bedroom, 1-bath condo offers a perfect blend of comfort and convenience. Located in a prime area, you'll find yourself just moments away from shops, supermarkets, and popular restaurants. The inviting living area is complemented by a sliding patio door, leading to a private, covered

  Emily White William Raveis Real Estate

  7 Burgundy Hill Ln, Middletown, CT 06457
• 

  Est $459,103 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 2,905 Sq Ft

  654 Wadsworth St, Middletown, CT 06457

  654 Wadsworth St, Middletown, CT 06457
• 

  

  /3

  $637,400 Under Contract

  • 5 Beds
  • 2.5 Baths
  • 2,602 Sq Ft

  602 Higby Rd, Middletown, CT 06457

  3 beautiful home sites in a fantastic location of the Westfield section of Middletown. Expanded Colonial I - this stately home offers a spacious and dramatic first floor with two story entry and double sided balcony overlook. The large kitchen is open to eating area and large great room. One will enjoy a mudroom, first floor office and fantastic sized dining room. This amazing abode offers plenty

  Mark Toledo Berkshire Hathaway NE Prop.

  602 Higby Rd, Middletown, CT 06457
• 

  $560,000 Sold Feb 24, 2025

  • 3,488 Sq Ft
  • $161/SF
  • 107 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1990

  35 Mcgrath Dr, Middletown, CT 06457

  Prepare to fall in love with this stunning, turn-key property, designed for comfort and versatile living. The living and dining areas create the perfect space for hosting, with plenty of room to entertain in style. The kitchen features granite countertops, stainless steel appliances, ample cabinetry, and a casual breakfast bar. Adjacent to the kitchen and dining room, sliding glass doors open to

  Frederick Ferguson Carl Guild & Associates

  35 Mcgrath Dr, Middletown, CT 06457
• 

  Est $128,329 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 742 Sq Ft

  77 Burgundy Hill Ln, Middletown, CT 06457

  77 Burgundy Hill Ln, Middletown, CT 06457
• 

  

  /28

  $799,000 Under Contract

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

  250 Atkins St, Middletown, CT 06457

  Welcome to your dream home! This stunning brand-new construction is situated on a beautiful street in Middletown, CT, offering 3509 sq ft of luxurious living space. With 4 spacious bedrooms, 2.5 elegant bathrooms, an office on your main level, large mudroom and an even bigger grand foyer, this home is designed for modern comfort and style. Step inside and be greeted by gorgeous hardwood floors

  Milena Mineri RE/MAX One

  250 Atkins St, Middletown, CT 06457
• 

  $405,000 Sold Feb 21, 2025

  • 1,525 Sq Ft
  • $266/SF
  • 4 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1993

  574 East St, Middletown, CT 06457

  This charming colonial has been lovingly maintained and updated and is now ready for its new owners. This home blends its inviting warmth with many updates that will ensure your peace of mind for many years to come. Updates include: new roof, new hot water heater, new electrical panel, many new windows and new condensing unit and air handling unit were just replaced for the central air! The main

  Stephanie Daley Berkshire Hathaway NE Prop.

  574 East St, Middletown, CT 06457
• 

  Est $265,431 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,296 Sq Ft

  21 Butternut Knolls, Middletown, CT 06457

  21 Butternut Knolls, Middletown, CT 06457
• 

  /2

  $630,727 Under Contract

  • 2 Beds
  • 2 Baths
  • 1,640 Sq Ft

  132 Webster Ln Unit 2-16, Middletown, CT 06457

  Founders' Ridge 55+ Adult Community. To be built - The "Kirby III" is 1,640 square feet of one floor living in the desirable Westfield section of Middletown. Kitchen has white wood cabinets with an island and granite countertops. Living Room has a gas fireplace and enlarged 12'x16' deck attached with 8'x10' patio underneath. Primary bedroom has a walk-in closet and full bath. Tile flooring in

  Ashley Ruotolo Berkshire Hathaway NE Prop.

  132 Webster Ln Unit 2-16, Middletown, CT 06457
• 

  $341,000 Sold Feb 21, 2025

  • 1,624 Sq Ft
  • $210/SF
  • 30 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1900

  171 Eastern Dr, Middletown, CT 06457

  New to Middletown's East Side is this charming 3 bedroom Colonial! Enjoy a cozy and peaceful setting at home with a handful of little nooks to wind down, entertain, or create unique spaces in. Specifically, the incredible sunroom capturing sunlight throughout the day w/ its own little patio. This room also helps heat the home using passive solar properties! Additionally, a lovely family room off

  Joe Loguidice William Raveis Real Estate

  171 Eastern Dr, Middletown, CT 06457
• 

  Est $184,203 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,038 Sq Ft

  111 Dekoven Dr Unit 302, Middletown, CT 06457

  111 Dekoven Dr Unit 302, Middletown, CT 06457
• 

  $440,000 Sold Feb 21, 2025

  • 2,506 Sq Ft
  • $176/SF
  • 49 Days On Market

  • 5 Beds
  • 2 Baths
  • Built 1959

  90 Annette Place, Middletown, CT 06457

  Spacious five-bedroom, two-bathroom split level home located in a desirable neighborhood. This home features two tastefully updated bathrooms, a newer roof, newer vinyl siding, attached garage, and a large private backyard. Completely remodeled kitchen with beautiful quartz countertops, tile backsplash, new cabinets, and all brand-new appliances. Open floor plan on the main level with nice

  Patrick Lawrence Coldwell Banker Realty

  90 Annette Place, Middletown, CT 06457
• 

  Est $278,065 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 950 Sq Ft

  80 Hunting Hill Ave, Middletown, CT 06457

  80 Hunting Hill Ave, Middletown, CT 06457

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