Middletown, CT Homes

• 

  $395,000 Sold Aug 19, 2025

  • 2,038 Sq Ft
  • $194/SF
  • 4 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1988

  64 Andrew St, Middletown, CT 06457

  Your Dream Home is Finally Here! You can see the tremendous pride & meticulous attention to detail from the outstanding curb appeal with the gorgeous front walkway & landscaping to the Energy Efficient Windows (2025), 3 Split Hyper Heat/AC Units (2025), Baseboard covers (2025), Roof (2016), Chimney Liner (2024), Hot Water Heater (2022), Fence (2024), Vinyl Floors, Freshly Painted, OVER 2,000 sq

  Kathy Dell'Aquila Coldwell Banker Realty

  64 Andrew St, Middletown, CT 06457
• 

  Est $161,100 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

  $299,900 Under Contract

  • 2 Beds
  • 2.5 Baths
  • 1,920 Sq Ft

  206 Cambridge Commons Unit 206, Middletown, CT 06457

  If you're searching for the perfect blend of modern comfort and natural serenity, this beautifully modernized 2-bedroom, 2 1/2-bath end-unit delivers it all. Step inside to discover contemporary finishes throughout, including granite kitchen counters, custom built-in dining room cabinetry, and two inviting fireplaces that add warmth and charm. The gas line for the living room fireplace insert has

  James Foley William Raveis Real Estate

  206 Cambridge Commons Unit 206, Middletown, CT 06457
• 

  $405,000 Sold Aug 19, 2025

  • 1,406 Sq Ft
  • $288/SF
  • 14 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1965

  96 Mcdowell Rd, Middletown, CT 06457

  Here's your chance to build equity in a highly desirable, quiet side street location-minutes from all the conveniences Middletown has to offer. This home is full of potential & ready for your personal touches. Step onto the property & be greeted by a half-circle driveway that provides great curb appeal, complemented by a 2nd driveway leading to an attached 2-car garage. There's also an additional

  Lauren Freedman Coldwell Banker Realty

  96 Mcdowell Rd, Middletown, CT 06457
• 

  Est $172,431 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
• 

  

  /20

  $330,000 Under Contract

  • 2 Beds
  • 1 Bath
  • 969 Sq Ft

  58 Jacobs Terrace, Middletown, CT 06457

  Turn key single family home tucked away on a picturesque, tree lined street. This beautifully updated residence offers the perfect blend of charm and modern comfort. Featuring two spacious bedrooms, a bright, open living area, and a stunning four-season enclosed room ideal for relaxing or entertaining year-round. Enjoy a large, fully fenced yard perfect for pets, gardening, or outdoor gatherings

  Natalie Zoef Vanguard Private Client Grp

  58 Jacobs Terrace, Middletown, CT 06457
• 

  $440,000 Sold Aug 19, 2025

  • 2,136 Sq Ft
  • $206/SF
  • 31 Days On Market

  • 5 Beds
  • 4 Baths
  • Built 1900

  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
• 

  Est $153,290 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
• 

  

  /33

  $239,900 Under Contract

  • 2 Beds
  • 2 Baths
  • 950 Sq Ft

  112 Carriage Crossing Ln Unit 112, Middletown, CT 06457

  Immaculate, Move-In Ready First-Floor Condo! This beautifully remodeled first-floor unit offers true ease of living - no stairs and plenty of parking conveniently located right outside your door. Step inside to a bright, open space featuring a granite kitchen with new stainless steel appliances and large windows that fill the home with natural light. The living room with a cozy fireplace creates

  Michelle MacNeil William Raveis Real Estate

  112 Carriage Crossing Ln Unit 112, Middletown, CT 06457
• 

  $330,000 Sold Aug 18, 2025

  • 1,280 Sq Ft
  • $258/SF
  • 25 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1988

  204 Cambridge Commons, Middletown, CT 06457

  Prepare to be dazzled by this bright beautifully remodeled condo! The stunning kitchen features high-end soft-close cabinetry and white quartz countertops. The sunlit living room offers a pretty wood-burning fireplace with granite hearth accented by two French doors that open to a newly replaced composite deck. Upstairs, you'll find two generously sized bedrooms with custom closet built-ins,

  Brette Stern Calcagni Real Estate

  204 Cambridge Commons, Middletown, CT 06457
• 

  Est $157,600 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
• 

  

  /40

  $549,000 Under Contract

  • 4 Beds
  • 2.5 Baths
  • 2,626 Sq Ft

  955 Chamberlain Hill Rd, Middletown, CT 06457

  Over 2,600 sq ft of beautifully finished living space in South Farms, one of Middletown's most sought after neighborhoods. This stunning Cape Cod style home perfectly blends modern luxury with timeless charm, all set on a peaceful, private lot where you can unwind and soak in glowing sunsets and distant views of the Arrigoni Bridge. Step inside and fall in love with the fully renovated kitchen,

  Konrad Krukowski Ryze Realty Group LLC

  955 Chamberlain Hill Rd, Middletown, CT 06457
• 

  $237,000 Sold Aug 18, 2025

  • 866 Sq Ft
  • $274/SF
  • 57 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1987

  136 Carriage Crossing Ln Unit 136, Middletown, CT 06457

  Bright, stylish, and move-in ready! welcome to easy living at Carriage Crossing! This sun-filled second-floor unit features soaring ceilings and energy-efficient new windows that fill the space with natural light. The cozy living room with a fireplace flows seamlessly into the galley kitchen, complete with stainless steel appliances, recessed lighting, and a convenient in-unit stackable washer &

  Lauren Iraeta KW Legacy Partners

  136 Carriage Crossing Ln Unit 136, Middletown, CT 06457
• 

  Est $260,862 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 2,312 Sq Ft

  2 Inverness Square, Middletown, CT 06457

  2 Inverness Square, Middletown, CT 06457
• 

  

  /34

  $232,000 Under Contract

  • 2 Beds
  • 2 Baths
  • 950 Sq Ft

  27 Carriage Crossing Ln Unit 27, Middletown, CT 06457

  Welcome to Carriage Crossing! This bright and beautifully maintained 2 bedroom, 2 bath first floor ranch style condo offers comfort and convenience in one of Middletown's most sought after communities. Step inside to find freshly painted interiors, brand new bedroom carpeting, and plenty of natural light throughout. The spacious living area features a cozy fireplace, and sliders off the dining

  Sara Etienne eXp Realty

  27 Carriage Crossing Ln Unit 27, Middletown, CT 06457
• 

  $230,000 Sold Aug 18, 2025

  • 1,128 Sq Ft
  • $204/SF
  • 62 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1989

  129 Knowles Ave Unit 129, Middletown, CT 06457

  Welcome to this bright and inviting townhouse-style condo offering comfort, convenience, and great potential! The open-concept living and dining area features beautiful hardwood flooring and an abundance of natural light, creating a warm and welcoming atmosphere. The kitchen is a blank slate, ready for your personal touch and vision. Upstairs, you'll find two generously sized bedrooms and a full

  Wynne Lord Coldwell Banker Realty

  129 Knowles Ave Unit 129, Middletown, CT 06457
• 

  Est $279,396 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 950 Sq Ft

  48 Francis Ave, Middletown, CT 06457

  48 Francis Ave, Middletown, CT 06457
• 

  

  /26

  $79,900 Under Contract

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft

  500 Washington St Unit TRLR 18 (on right), Middletown, CT 06457

  Middletown Mobile Home Park is being re-vamped into a Mobile Home Park and Apartments. This unit has been re-furbished with new flooring, new paint, new windows in some. There was a new "Pad" made for this unit. A vapor barrier was added along with new insulation to the undercarriage. New Electric Line. Newly plumbed gas lines. New "skirt" and stairs. Brand new AC unit. The property has 11.5 ac.

  Chuck Haller Berkshire Hathaway NE Prop.

  500 Washington St Unit TRLR 18 (on right), Middletown, CT 06457
• 

  $575,000 Sold Aug 18, 2025

  • 2,573 Sq Ft
  • $223/SF
  • 30 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1974

  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
• 

  Est $468,267 Not Listed For Sale

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

  654 Wadsworth St, Middletown, CT 06457

  654 Wadsworth St, Middletown, CT 06457
• 

  

  /15

  $145,000 Under Contract

  • 1 Bed
  • 1 Bath
  • 672 Sq Ft

  1271 Washington St Unit 7, Middletown, CT 06457

  Ranch-style condo with 3 rooms, 1 bedroom, and 1 bathroom. The fully applianced kitchen includes washer and dryer. Primary bedroom features sliders leading to a private patio. FHA Case #061-579895. Property is classified as Insured (IN), which means it is eligible for standard FHA 203(b) financing. The property is also eligible for FHA 203(k) rehabilitation financing, as well as Conventional and

  Michael Calabro Coldwell Banker Calabro

  1271 Washington St Unit 7, Middletown, CT 06457
• 

  $407,000 Sold Aug 18, 2025

  • 2,480 Sq Ft
  • $164/SF
  • 106 Days On Market

  • 6 Beds
  • 3 Baths
  • Built 1938

  35 Clinton Ave, Middletown, CT 06457

  **OPPORTUNITY**Sidewalk lined neighborhood with this well cared for 3 family home resting at the end of the street! Fully fenced, large, covered patio in the backyard, plenty of paved off street parking, detached 3 car garage & more! Lower level is unfinished, great for storage & laundry! All units feature 2 bedrooms, 1 full bath, kitchen & living room! 1st floor with a covered porch & 2nd floor

  Eugene Kirouac Premier Re Group LLC

  35 Clinton Ave, Middletown, CT 06457
• 

  Est $126,612 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
• 

  

  /18

  $199,000 Under Contract

  • 2 Beds
  • 1.5 Baths
  • 1,136 Sq Ft

  55 Trolley Crossing Ln Unit 55, Middletown, CT 06457

  Price Improved! The one you have been waiting for, welcome home to 55 Trolley Crossing! Nestled in a serene location at the back of the complex. This beautifully updated (2025) bright and beautiful end unit townhome offers tranquility along with convenience. This lovely home comes complete with all new mechanicals, newly updated kitchen complete with brand new quartz countertops and stainless

  Jason Saphire www.HomeZu.com

  55 Trolley Crossing Ln Unit 55, Middletown, CT 06457
• 

  $410,000 Sold Aug 15, 2025

  • 1,352 Sq Ft
  • $303/SF
  • 16 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1962

  226 Farm Hill Rd, Middletown, CT 06457

  Welcome to 226 Farm Hill Road - where charm, comfort, and modern living come together in one of Middletown's most sought-after neighborhoods. This beautifully maintained and tastefully updated home offers true move-in-ready convenience with timeless style and thoughtful upgrades throughout-including a new roof and siding, high-efficiency furnace, and central air to keep you comfortable

  Eric Miller Berkshire Hathaway NE Prop.

  226 Farm Hill Rd, Middletown, CT 06457
• 

  Est $483,326 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,600 Sq Ft

  26 Greenview Terrace, Middletown, CT 06457

  26 Greenview Terrace, Middletown, CT 06457
• 

  

  /35

  $349,900 Under Contract

  • 4 Beds
  • 1 Bath
  • 1,260 Sq Ft

  833 East St, Middletown, CT 06457

  Step into timeless New England charm at 833 East Street. This classic 1955 Cape Cod-style home is nestled on a spacious half-acre lot in one of Middletown's most desirable residential areas. With mature trees, a private yard, and a quiet, suburban feel, this home is perfect for those seeking space and comfort. Inside, you'll find four generously sized bedrooms, 2 on the main level and 2 on

  Ashley Ruotolo Berkshire Hathaway NE Prop.

  833 East St, Middletown, CT 06457
• 

  $363,000 Sold Aug 15, 2025

  • 1,490 Sq Ft
  • $244/SF
  • 17 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1951

  44 Durwin St, Middletown, CT 06457

  Tucked away on a quiet cul-de-sac, this fully updated Ranch offers stylish one-level living with nearly 1,500 square feet of total finished space, including a beautifully finished 320 sqft basement. This 2-bedroom, 1-bath home is loaded with charm and modern touches throughout. Step inside to find gleaming hardwood floors, a cozy fireplace, and a cedar hallway closet. The spacious, updated

  Scott Sasinouski KW Legacy Partners

  44 Durwin St, Middletown, CT 06457
• 

  Est $485,531 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,127 Sq Ft

  113 Scenic View Dr, Middletown, CT 06457

  113 Scenic View Dr, Middletown, CT 06457
• 

  

  /32

  $299,900 Under Contract

  • 2 Beds
  • 1.5 Baths
  • 1,074 Sq Ft

  86 Barbara Rd, Middletown, CT 06457

  Welcome to 86 Barbara. Located in a great neighborhood that is far enough from 66 that you don't hear the noise, but close enough to have all the amenities and shopping. Inside you will find hardwood floors through most of the house and a layout that allows for holiday gatherings or get togethers. Past the kitchen you will see a spacious second living room/dining area. The second living room

  Mark Mooney Mooney Real Estate, LLC

  86 Barbara Rd, Middletown, CT 06457
• 

  $425,000 Sold Aug 15, 2025

  • 2,064 Sq Ft
  • $206/SF
  • 3 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2004

  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
• 

  Est $471,455 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,124 Sq Ft

  26 Elizabeth Ln, Middletown, CT 06457

  26 Elizabeth Ln, Middletown, CT 06457
• 

  

  /40

  $334,900 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,416 Sq Ft

  85 Westmont Dr, Middletown, CT 06457

  Charming ranch-style home featuring hardwood floors throughout the main living areas, a cozy living room with fireplace, and a dedicated dining room. Offering three spacious bedrooms and two full baths, this home provides both comfort and convenience. The walk-out basement with large windows offers excellent potential to be finished for additional living space. Nestled near the end of a quiet

  Rosanne Vargo Mooney Real Estate, LLC

  85 Westmont Dr, Middletown, CT 06457
• 

  $715,000 Sold Aug 15, 2025

  • 2,824 Sq Ft
  • $253/SF
  • 70 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2004

  100 Round Hill Rd, Middletown, CT 06457

  Welcome to 100 Round Hill Rd, an exquisite 2,824 sq ft home set on 3.5 acres of pristine open meadows with pampered gardens and breathtaking natural beauty. This well-maintained property offers a seamless blend of sophistication, comfort, and tranquility in one of Middletown's most desirable settings. Designed with an open concept floor plan, the home features a chef's gourmet kitchen equipped

  Santo Gulino William Raveis Real Estate

  100 Round Hill Rd, Middletown, CT 06457
• 

  Est $267,540 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

  $369,000 Under Contract

  • 5 Beds
  • 2 Baths
  • 2,953 Sq Ft

  394 High St, Middletown, CT 06459

  This 2 family has great potential and within walking distance to Wesleyan University. Also easy access to Rt 9 or Rt 66 and walking distance to the downtown restaurants and shops. This is an ideal investment property to add to your portfolio, or can be your own place of peace with an additional income stream.

  Andre Holloman KW Legacy Partners

  394 High St, Middletown, CT 06459
• 

  $415,000 Sold Aug 14, 2025

  • 2,256 Sq Ft
  • $184/SF
  • 31 Days On Market

  • 5 Beds
  • 2 Baths
  • Built 1964

  26 Nejako Dr, Middletown, CT 06457

  Beautifully renovated raised ranch located in a stunning neighborhood. Features a spacious finished lower level, two brand-new designer bathrooms, and a modern kitchen with high-end appliances and brand-new hardwood floors. Recent upgrades include a new furnace, oil tank, and central air systems. Enjoy the level, picturesque backyard- perfect for entertaining. The pool requires a new liner and is

  Erika Wright eRealty Advisors, Inc.

  26 Nejako Dr, Middletown, CT 06457
• 

  Est $399,952 Not Listed For Sale

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

  598 E Main St, Middletown, CT 06457

  598 E Main St, Middletown, CT 06457
• 

  

  /24

  $685,144 Under Contract

  • 2 Beds
  • 2 Baths
  • 1,555 Sq Ft

  134 Webster Ln Unit 2-15, Middletown, CT 06457

  Discover Carefree Living at Founders' Ridge - the Award-Winning 55+ Adult Community! Come experience the "KIRBY II," available for occupancy in early 2026! Located in the highly sought-after Westfield section of Middletown, this beautiful 1,555 sq. ft. home has the convenience of single-floor living with top-of-the-line features and elegant design. Enjoy the sophistication of white cabinetry with

  Ashley Ruotolo Berkshire Hathaway NE Prop.

  134 Webster Ln Unit 2-15, Middletown, CT 06457
• 

  $374,000 Sold Aug 14, 2025

  • 1,404 Sq Ft
  • $266/SF
  • 13 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1999

  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

Showing Results 441 - 480, Page 12 of 18