Middletown, CT Homes

• 

  $263,500 Sold Jul 11, 2025

  • 1,800 Sq Ft
  • $146/SF
  • 38 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1974

  880 Long Hill Rd, Middletown, CT 06457

  Welcome to this well-maintained 2-bedroom, 1.5-bath condo, perfectly priced to sell. This inviting home features a bright and functional eat-in kitchen with a newer refrigerator, double sink, tile flooring, and durable Formica countertops. While the stove and dishwasher are older, they remain fully operational. Upstairs, two spacious bedrooms are connected by a convenient Jack & Jill bathroom,

  Susan Hood William Raveis Real Estate

  880 Long Hill Rd, Middletown, CT 06457
• 

  Est $603,258 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
• 

  $499,900 Sold Jul 11, 2025

  • 2,404 Sq Ft
  • $208/SF
  • 15 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1961

  70 Birchwood Dr, Middletown, CT 06457

  This home is truly a must see! When you walk inside the front door at 70 Birchwood Drive, you find your dining room with vaulted ceiling, kitchen, 1st floor bedroom, full bath, office space and a gorgeous family room with beams and a fireplace! That's all on the main level! From the family room area, you have access to a great backyard oasis, complete with large deck, above ground pool & 2 sheds.

  Jennifer Hussey Century 21 Clemens Group

  70 Birchwood Dr, Middletown, CT 06457
• 

  Est $584,633 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
• 

  $410,000 Sold Jul 11, 2025

  • 1,744 Sq Ft
  • $235/SF
  • 38 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2005

  94 E Ridge Rd, Middletown, CT 06457

  Immaculate 3-Bedroom Home in a Peaceful Yet Convenient Location Welcome to this beautifully maintained 3-bedroom, 2.5-bath home nestled on a charming, easy-to-maintain lot. The main level features an open-concept layout with a bright and airy living room and dining area that seamlessly flows into the kitchen-perfect for everyday living and entertaining. Step through the sliding glass door to a

  Michelle MacNeil William Raveis Real Estate

  94 E Ridge Rd, Middletown, CT 06457
• 

  Est $186,936 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
• 

  $240,000 Sold Jul 11, 2025

  • 1,370 Sq Ft
  • $175/SF
  • 40 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1971

  6 Stirling Ct, Middletown, CT 06457

  Welcome to 6 Stirling Court, a peaceful Planned Unit Development (PUD) community of single-family homes with low HOAs! This stylish contemporary home features soaring vaulted ceilings that create a bright and spacious atmosphere. The generous living room includes a cozy wood-burning stove, perfect for keeping the entire home warm during the colder months. French doors lead to a private, fenced-in

  Antonella Vertucci William Pitt Sotheby's Int'l

  6 Stirling Ct, Middletown, CT 06457
• 

  Est $397,088 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
• 

  $420,000 Sold Jul 11, 2025

  • 2,292 Sq Ft
  • $183/SF
  • 76 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2024

  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
• 

  Est $385,930 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,346 Sq Ft

  111 Dorothy Dr, Middletown, CT 06457

  111 Dorothy Dr, Middletown, CT 06457
• 

  $530,000 Sold Jul 10, 2025

  • 2,340 Sq Ft
  • $226/SF
  • 42 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1996

  613 Ridgewood Rd, Middletown, CT 06457

  Exceptionally maintained 4 bedroom, 2.5 bath Colonial home built in 1996 is located on a secluded 1.5 acre lot, nestled away in the Westfield neighborhood of Middletown. This property offers maximum privacy, surrounded by beautiful trees and hardly visible from the road. Upon entering the home, you immediately appreciate the open concept, hardwood flooring, wainscoting and abundance of natural

  Gregory Clancy eXp Realty

  613 Ridgewood Rd, Middletown, CT 06457
• 

  Est $455,583 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 3,276 Sq Ft

  872 Westfield St, Middletown, CT 06457

  872 Westfield St, Middletown, CT 06457
• 

  $110,000 Sold Jul 10, 2025

  • 1,000 Sq Ft
  • $110/SF
  • 13 Days On Market

  • 1 Bed
  • 1.5 Baths
  • Built 1980

  201 College St Unit 1, Middletown, CT 06457

  Unique opportunity to own a townhouse-style end unit in a historic building that was once Central School and converted into condominiums in the 1980s. This three-level unit offers approximately 1,000 square feet of living space with high ceilings and large, modern windows that bring in abundant natural light. The layout features three rooms including one bedroom and one and a half bathrooms. The

  Michael Calabro Coldwell Banker Calabro

  201 College St Unit 1, Middletown, CT 06457
• 

  Est $462,045 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,989 Sq Ft

  36 Shadow Ct, Middletown, CT 06457

  36 Shadow Ct, Middletown, CT 06457
• 

  $135,000 Sold Jul 09, 2025

  • 870 Sq Ft
  • $155/SF
  • 3 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1987

  60 Burgundy Hill Ln, Middletown, CT 06457

  Welcome to 60 Burgundy Hill Lane in the desirable Peppermill Village community! This top-floor 2-bedroom unit features a spacious open layout with vaulted ceilings and a bonus loft-perfect for a home office or extra living space. Step out onto your peaceful back deck and enjoy views of the tree-lined surroundings. The carpets have just been professionally steam cleaned, giving the home a fresh,

  Adam Zak Century 21 Classic Homes

  60 Burgundy Hill Ln, Middletown, CT 06457
• 

  Est $267,424 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,328 Sq Ft

  19 Afton Terrace, Middletown, CT 06457

  19 Afton Terrace, Middletown, CT 06457
• 

  $365,000 Sold Jul 08, 2025

  • 1,248 Sq Ft
  • $292/SF
  • 1 Day On Market

  • 3 Beds
  • 1 Bath
  • Built 1957

  74 Victoria Heights, Middletown, CT 06457

  Welcome to this picture-perfect 3 bedroom ranch nestled in the highly sought-after South Farms neighborhood! This immaculate home shines with pride of ownership and thoughtful updates throughout, offering comfort, style, and peace of mind. Step inside to discover gleaming hardwood floors and a sun filled home. The spacious living room features a cozy fireplace and a newer picture window (2014/15)

  Sanam Solati New England Prestige Realty

  74 Victoria Heights, Middletown, CT 06457
• 

  Est $340,339 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,336 Sq Ft

  548 Middlefield St, Middletown, CT 06457

  548 Middlefield St, Middletown, CT 06457
• 

  $425,000 Sold Jul 08, 2025

  • 1,579 Sq Ft
  • $269/SF
  • 40 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1940

  412 Pine St, Middletown, CT 06457

  So much charm!! Absolutely gorgeous, fully remodeled Colonial in a beautiful area of Middletown, right on the outskirts of the Wesleyan campus. Walk into the stunning front to back living room with fireplace and hardwood floors, (hardwood floors throughout the entire house are all refinished). There is an added bonus room off of the living room with its own separate entrance and closet which

  Tracey Precourt Century 21 Clemens Group

  412 Pine St, Middletown, CT 06457
• 

  Est $210,913 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 924 Sq Ft

  161 Cynthia Ln Unit B3, Middletown, CT 06457

  161 Cynthia Ln Unit B3, Middletown, CT 06457
• 

  $345,000 Sold Jul 08, 2025

  • 1,792 Sq Ft
  • $193/SF
  • 15 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1948

  90 West St, Middletown, CT 06457

  This charming center hall Colonial near Wesleyan University is a fantastic opportunity for both homeowners and investors. With its proximity to downtown Middletown, you'll have easy access to shopping, dining, and fitness facilities. The property boasts a lovely level yard adorned with a beautiful Dogwood tree at the entrance, creating a welcoming atmosphere. Inside, the bright living room

  Jackie Williams Sterling REALTORS

  90 West St, Middletown, CT 06457
• 

  Est $405,584 Not Listed For Sale

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

  67 Margarite Rd, Middletown, CT 06457

  67 Margarite Rd, Middletown, CT 06457
• 

  $275,000 Sold Jul 07, 2025

  • 2,042 Sq Ft
  • $135/SF
  • 53 Days On Market

  • 4 Beds
  • 1.5 Baths
  • Built 1860

  191 Long Hill Rd, Middletown, CT 06457

  Step into timeless charm with this delightful 4-bedroom home, one and a half baths, and 2,042 square feet of living space. Set on a level 0.46-acre lot surrounded by beautiful countryside, this circa-1860 gem is full of character and ready for your personal touch. Enjoy peaceful views and outdoor strolls with a lovely walking path just across the street. The location is convenient to all your

  Carol Farmer William Raveis Real Estate

  191 Long Hill Rd, Middletown, CT 06457
• 

  Est $230,265 Not Listed For Sale

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

  86 Rising Trail Dr, Middletown, CT 06457

  86 Rising Trail Dr, Middletown, CT 06457
• 

  $290,000 Sold Jul 05, 2025

  • 1,702 Sq Ft
  • $170/SF
  • 29 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1971

  10 Stirling Ct, Middletown, CT 06457

  Beautifully restyled, this home boasts new luxury plank flooring throughout, new interior paint throughout, new SS appliances, Quartz countertops, white cabinetry, newly tiled and painted full bathrooms and more. A single family home with the perks of the PUD (planned unit development), the HOA is only $500/yr. A rare first floor primary bedroom suite with private entrance, full bath and walk in

  Denise Walsh William Raveis Real Estate

  10 Stirling Ct, Middletown, CT 06457
• 

  Est $258,535 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,580 Sq Ft

  2 Braeburn Ln, Middletown, CT 06457

  2 Braeburn Ln, Middletown, CT 06457
• 

  $335,500 Sold Jul 03, 2025

  • 1,879 Sq Ft
  • $179/SF
  • 6 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1918

  84 George St, Middletown, CT 06457

  This side-by-side two-family home offers a smart opportunity for both investors and owner-occupants. With a total of four bedrooms and two bathrooms-2 bed 1 bath per unit-this property offers flexibility whether you're looking to generate solid rental income or house extended household while keeping a bit of personal space. Each unit hosts its own private entrance, allowing for a true duplex

  Derek Greene Derek Greene

  84 George St, Middletown, CT 06457
• 

  Est $366,752 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,751 Sq Ft

  374 Pine St, Middletown, CT 06457

  374 Pine St, Middletown, CT 06457
• 

  $225,400 Sold Jul 03, 2025

  • 1,232 Sq Ft
  • $183/SF
  • 55 Days On Market

  • 4 Beds
  • 1.5 Baths
  • Built 1976

  192 Rising Trail Dr, Middletown, CT 06457

  There's space for all in this well-cared for three-level 4 bedroom townhouse with under-unit garage! The living room with dining area has a slider that opens to the deck overlooking the peaceful lawn and wooded area. The kitchen with a sunny bay window offers plenty of cabinetry. The second level features convenient upper-level laundry, and two bedrooms including the primary suite with walk-in

  Siobhan McLaughlin William Raveis Real Estate

  192 Rising Trail Dr, Middletown, CT 06457
• 

  Est $198,641 Not Listed For Sale

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

  201 College St Unit 27, Middletown, CT 06457

  201 College St Unit 27, Middletown, CT 06457
• 

  $410,000 Sold Jul 03, 2025

  • 2,708 Sq Ft
  • $151/SF
  • 22 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1987

  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
• 

  Est $183,444 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 760 Sq Ft

  182 Carriage Crossing Ln, Middletown, CT 06457

  182 Carriage Crossing Ln, Middletown, CT 06457
• 

  $275,000 Sold Jul 03, 2025

  • 1,075 Sq Ft
  • $256/SF
  • 134 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1953

  129 Newfield St, Middletown, CT 06457

  This home is located in the college town of Middletown, CT, and a short walk to Wesleyan University . Cape Cod-style home offers a bright living room with hardwood floors. The first floor has a full bath, a good size bedroom, and a dining room, 2nd floor features 2 roomy bedrooms with a laminate floor and an updated half bath. The large basement is perfect for any extra storage need, this home

  Qin Lin Sovereign Properties

  129 Newfield St, Middletown, CT 06457
• 

  Est $246,535 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 912 Sq Ft

  34 Batt St, Middletown, CT 06457

  34 Batt St, Middletown, CT 06457
• 

  $232,000 Sold Jul 01, 2025

  • 866 Sq Ft
  • $268/SF
  • 6 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1988

  256 Carriage Crossing Ln, Middletown, CT 06457

  Stunning & Modern Condo in Prime Location. Move-In Ready! Sep into this beautifully updated, light-filled condo that blends luxury with everyday convenience! Located in the desirable Carriage Crossing community, This 2nd floor gem offers an unbeatable position with ample parking & easy access. Open concept layout welcomes you with inviting ambiance, perfect for both relaxation & entertaining.

  Vito Cortese Coldwell Banker Realty

  256 Carriage Crossing Ln, Middletown, CT 06457
• 

  Est $311,949 Not Listed For Sale

  • 6 Beds
  • 2 Baths
  • 2,029 Sq Ft

  59 Park Place, Middletown, CT 06457

  59 Park Place, Middletown, CT 06457
• 

  $215,000 Sold Jul 01, 2025

  • 1,772 Sq Ft
  • $121/SF
  • 21 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1988

  675 Newfield St Unit 2, Middletown, CT 06457

  Offers will be reviewed Tuesday 5/27 1PM. Unlock incredible value and build instant equity in this spacious condo brimming with potential! Imagine the possibilities in the expansive living and dining area, bathed in natural light streaming through tall windows overlooking the woodlands. The efficient galley kitchen offers abundant storage, while a convenient half bath on the main level makes

  Michael DelGreco New England Realty Assoc LLC

  675 Newfield St Unit 2, Middletown, CT 06457
• 

  Est $459,301 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,632 Sq Ft

  23 Primrose Ln, Middletown, CT 06457

  23 Primrose Ln, Middletown, CT 06457
• 

  $182,500 Sold Jun 30, 2025

  • 670 Sq Ft
  • $272/SF
  • 28 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1988

  202 Carriage Crossing Ln, Middletown, CT 06457

  Simply Beautiful with cathedral ceilings! Great opportunity to be on your own with this ranch style condo. Including 1bd/1bath, Galley Kitchen, Laundry area in unit, dining area as well as living room with views of the balcony, high ceilings to offer the open feel with plenty of natural light. Updated appliances, flooring and windows. Close to clubhouse for Gym, pool, sauna, hot tub,

  Lisa Sherman My Realtor, LLC

  202 Carriage Crossing Ln, Middletown, CT 06457
• 

  Est $251,966 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,196 Sq Ft

  7 Allison St, Middletown, CT 06457

  7 Allison St, Middletown, CT 06457

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