Middletown, CT Homes

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  /20

  $125,000 Under Contract

  • 1 Bed
  • 1.5 Baths
  • 756 Sq Ft

  111 Dekoven Dr Unit 1108, Middletown, CT 06457

  Welcome to River's Edge. This 1-bedroom, 1.5-bath condo offering breathtaking views of the Connecticut River and the city of Middletown. This bright, open concept unit offers living room that flows seamlessly onto a private deck perfect for enjoying your morning coffee with a view. A large primary suite includes a full bathroom. laundry room located in unit with stackable washer and dryer. Stay

  Team DAnna Statewide Premier Prop. LLC

  111 Dekoven Dr Unit 1108, 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
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  Est $226,844 Not Listed For Sale

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

  55 Rising Trail Dr, Middletown, CT 06457

  55 Rising Trail Dr, Middletown, CT 06457
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  /37

  $225,000 Under Contract

  • 2 Beds
  • 1 Bath
  • 930 Sq Ft

  94 Cynthia Ln Unit D4, Middletown, CT 06457

  WOW rarely available in desirable Quall Run Village. Known for its central Middletown location , well managed association and a fantastic pool. This townhome offers a sense of privacy and its extremely quiet. The garage is under the unit and it provides security when coming home. The laundry is just off the garage and there is plenty of space for storage. This home is well maintained and has a

  Joseph Ercolani William Raveis Real Estate

  94 Cynthia Ln Unit D4, Middletown, CT 06457
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  $275,500 Sold Aug 13, 2025

  • 1,458 Sq Ft
  • $189/SF
  • 60 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1986

  749 Long Hill Rd Unit A, Middletown, CT 06457

  VERY RARE OPPORTUNITY! 1ST FLOOR, RANCH STYLE CONDO WITH WALK OUT BASEMENT AND ATTACHED GARAGE AT LONG HILL CONDOMINIUMS. You can hear the birds as you sit on your deck in the morning and see the luscious green lawn and trees behind you. This condo features 2 bedrooms, 2 bathrooms, a fireplace, washer and dryer in the main area, and sliders to a beautiful deck. The full basement is unfinished

  Sally McMahon William Raveis Real Estate

  749 Long Hill Rd Unit A, Middletown, CT 06457
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  Est $455,640 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,653 Sq Ft

  510 Arbutus St, Middletown, CT 06457

  510 Arbutus St, Middletown, CT 06457
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  /37

  $217,500 Under Contract

  • 3 Beds
  • 1.5 Baths
  • 1,232 Sq Ft

  36 Rising Trail Dr Unit 36, Middletown, CT 06457

  Prime location near the pool & clubhouse - just in time for Summer! Welcome to 36 Rising Trail Drive, a beautifully maintained condo nestled in the desirable Westlake area of Middletown. This spacious unit offers a bright and open layout with generous living and dining areas, perfect for both everyday living and entertaining. The updated kitchen features modern cabinetry, ample counter space, and

  Kervin Figaro Five Stars Realty

  36 Rising Trail Dr Unit 36, Middletown, CT 06457
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  $120,000 Sold Aug 12, 2025

  • 562 Sq Ft
  • $214/SF
  • 13 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1987

  142 Burgundy Hill Ln, Middletown, CT 06457

  Welcome to Peppermill Village! Great opportunity for investors or buyers looking to purchase an affordable condominium and build equity. Charming 1-bedroom, 1-full bath ranch style unit close to shopping, restaurants and town amenities. Enjoy the ease of maintenance free living with HOA dues that include professional property management, water and sewer usage. Easy access to I-91 and Rte 9 for

  Ronda Bichunsky Coldwell Banker Realty

  142 Burgundy Hill Ln, Middletown, CT 06457
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  Est $214,338 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,463 Sq Ft

  515 E Main St, Middletown, CT 06457

  515 E Main St, Middletown, CT 06457
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  /17

  $142,900 Under Contract

  • 2 Beds
  • 1 Bath
  • 1,100 Sq Ft

  37 Mckenna Dr, Middletown, CT 06457

  Located in the Wadsworth Grove Co-op Community, this 2-bedroom, 1-bath condo offers a blend of comfortable living and convenient amenities. The unit features an open floor plan designed to maximize natural light, complemented by hardwood floors throughout. A private patio extends from the living room, providing a view of the surrounding woodland. The kitchen is equipped with practical storage

  Kelvin Wilson Berkshire Hathaway NE Prop.

  37 Mckenna Dr, Middletown, CT 06457
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  $330,000 Sold Aug 12, 2025

  • 1,944 Sq Ft
  • $170/SF
  • 73 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1760

  74 Mill St, Middletown, CT 06457

  Investors take notice! Fantastic two family home centrally located in Middletown! Each unit is updated and offers 2 bedrooms and 1 full bath. Both units have white cabinets, large living room and dining room, full bath and in-unit laundry included! First floor includes washer and dryer. Second floor has washer dryer hook-up. This home is on one heating system but does have 2 hot water heaters and

  Tracey Precourt Century 21 Clemens Group

  74 Mill St, Middletown, CT 06457
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  Est $303,769 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,277 Sq Ft

  15 Norfolk St, Middletown, CT 06457

  15 Norfolk St, Middletown, CT 06457
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  /3

  $609,900 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 2,214 Sq Ft

  601 Higby Rd, Middletown, CT 06457

  The Greek Revival offers a classic 1700's look with a grand open modern floor plan. 2 story entry, first floor office, mud room, open great room and upstairs laundry. Some possible options include front porch and extended dining room. The large upstairs primary bedroom offers an incredible walk in closet and an en suite with soaking tub and walk in tile shower. Some additional standard features

  Mark Toledo Berkshire Hathaway NE Prop.

  601 Higby Rd, Middletown, CT 06457
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  $350,000 Sold Aug 11, 2025

  • 1,511 Sq Ft
  • $232/SF
  • 54 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1959

  26 Caroldon Rd, Middletown, CT 06457

  Welcome to this solidly built, character-filled split-level home nestled in the desirable South Farms neighborhood of Middletown, where you'll enjoy the perfect combination of peaceful residential living with easy access to Middletown's amenities, shopping, and commuter routes. This 3-bedroom, 1.5-bath residence offers a convenient layout, many new windows, and a peaceful setting that's perfect

  Pamela Kirkby Coldwell Banker Realty

  26 Caroldon Rd, Middletown, CT 06457
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  Est $327,656 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,058 Sq Ft

  895 Millbrook Rd, Middletown, CT 06457

  895 Millbrook Rd, Middletown, CT 06457
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  /30

  $350,000 Under Contract

  • 4 Beds
  • 3 Baths
  • 2,089 Sq Ft

  80 Russell St, Middletown, CT 06457

  Welcome to 80 Russell Street! This charming home offers 2,890 sq ft of comfortable living space. Featuring 4 spacious bedrooms and 3 full bathrooms, with an open loft located on the third floor. The property boasts a bright and inviting layout with hardwood floors throughout. The updated kitchen includes stainless steel appliances, ample cabinet space, and a breakfast nook. Enjoy relaxing in the

  Santo Gulino William Raveis Real Estate

  80 Russell St, Middletown, CT 06457
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  $160,000 Sold Aug 11, 2025

  • 1,112 Sq Ft
  • $144/SF
  • 1 Day On Market

  • 2 Beds
  • 1 Bath
  • Built 1952

  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
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  Est $240,914 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,229 Sq Ft

  6 Burr Ave, Middletown, CT 06457

  6 Burr Ave, Middletown, CT 06457
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  /13

  $239,900 Under Contract

  • 2 Beds
  • 1 Bath
  • 912 Sq Ft

  40 Batt St, Middletown, CT 06457

  Two Bedroom single level ranch for sale in desirable Middletown. Home being sold as-is, where-is. See the upside potential, see the resale value and/or rental value, and make your offer. Come see the tranquil neighborhood and nearby area, and fully enjoy. Investors, and those seeking a home that is not over-priced; come make this yours.

  Justin Marino Marino Realty LLC

  40 Batt St, Middletown, CT 06457
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  $235,000 Sold Aug 08, 2025

  • 1,206 Sq Ft
  • $195/SF
  • 11 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1987

  93 Trolley Crossing Ln, Middletown, CT 06457

  Move-in ready townhome with everything you've been looking for! This spacious unit features an attached 2-car garage with extra storage and in-unit laundry for ultimate convenience. The upper level offers two generously sized bedrooms, including a primary suite with direct access to a full bathroom and a large walk-in closet. Enjoy a beautifully updated kitchen with granite countertops, stainless

  Euna Cho Century 21 Clemens Group

  93 Trolley Crossing Ln, Middletown, CT 06457
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  Est $261,092 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,190 Sq Ft

  833 Long Hill Rd Unit F, Middletown, CT 06457

  833 Long Hill Rd Unit F, Middletown, CT 06457
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  /28

  $669,995 Under Contract

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

  123 Webster Ln, Middletown, CT 06457

  Founders' Ridge Award-Winning 55+ Adult Community! Introducing our model home, the "STOW IV," at 123 Webster Lane has 1,555 square feet of one-level living in the highly sought-after Westfield section of Middletown. This home features many high-end upgrades, including 9-foot ceilings, white wood cabinets with quartz countertops, hardwood floors in the living areas and bedrooms, and tile in the

  Phyllis Bysiewicz Berkshire Hathaway NE Prop.

  123 Webster Ln, Middletown, CT 06457
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  $235,000 Sold Aug 08, 2025

  • 1,220 Sq Ft
  • $193/SF
  • 3 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1987

  70 Trolley Crossing Ln, Middletown, CT 06457

  Welcome to this updated and move-in ready townhouse-style condo, offering comfort, convenience, and low-maintenance living in a prime Middletown location. Step inside to find a bright and ample-sized living room filled with natural light, perfect for relaxing or entertaining. The dining area features a sliding door that leads to your own private back deck, ideal for outdoor dining or quiet

  Amy Bartolucci Coldwell Banker Realty

  70 Trolley Crossing Ln, Middletown, CT 06457
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  Est $389,724 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,485 Sq Ft

  187 Oak Ridge Dr, Middletown, CT 06457

  187 Oak Ridge Dr, Middletown, CT 06457
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  /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
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  $385,000 Sold Aug 08, 2025

  • 1,785 Sq Ft
  • $216/SF
  • 20 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1956

  760 Westfield St, Middletown, CT 06457

  Beautifully maintained Cape on a green-adorned corner unit lot is move in ready! Hardwood throughout - a huge first floor primary bedroom is coupled with two large bedrooms on the second floor, giving everyone space to make their own. The back-patio is prepped and eager to host grilling and chilling parties, opening onto the large, flat backyard. The massive walk-in attic is ripe for finishing or

  Kevin Wilcox William Raveis Real Estate

  760 Westfield St, Middletown, CT 06457
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  Est $487,837 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,540 Sq Ft

  27 David Dr, Middletown, CT 06457

  27 David Dr, Middletown, CT 06457
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  /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
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  $75,000 Sold Aug 08, 2025

  • Land
  • 3 Acres
  • $25,000 per Acre

  • 38 Days On Market

  0 Freeman Rd, Middletown, CT 06457

  Beautiful 3-acre parcel offers the perfect blend of privacy, natural beauty, and potential. Whether you're looking to build your dream home, create a weekend retreat, or invest in a slice of the countryside, this property delivers the space and setting to bring your vision to life. The lot includes a rustic shed with cement floor and walls, that, while in need of repair, could be reimagined as

  Barbara Puorro Puorro Realty Group

  0 Freeman Rd, Middletown, CT 06457
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  Est $228,017 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 950 Sq Ft

  169 Carriage Crossing Ln, Middletown, CT 06457

  169 Carriage Crossing Ln, Middletown, CT 06457
• 

  $235,000 Sold Aug 06, 2025

  • 840 Sq Ft
  • $280/SF
  • 7 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1988

  289 Carriage Crossing Ln Unit 289, Middletown, CT 06457

  Bright, Stylish, and Move-In Ready at Carriage Crossing! Welcome to easy living in this sun-filled, first-floor end unit in the most private location in the complex. Inside, soaring ceilings and energy-efficient windows fill the space with natural light. The inviting living and dining area features a cozy fireplace and flows seamlessly into the kitchen, complete with a convenient in-unit washer

  Lauren Iraeta KW Legacy Partners

  289 Carriage Crossing Ln Unit 289, Middletown, CT 06457
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  Est $343,386 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,501 Sq Ft

  43 Bailey Rd, Middletown, CT 06457

  43 Bailey Rd, Middletown, CT 06457
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  $225,000 Sold Aug 06, 2025

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

  • 4 Beds
  • 1.5 Baths
  • Built 1976

  8K Rising Trail Ct, Middletown, CT 06457

  Located in the Beacon Hill community, 3-floor townhouse offers a unique twist on comfortable living. Unlike many other homes in the neighborhood, which feature closed-off kitchens, this property boasts a spacious and inviting open floorplan designed to enhance both everyday living and entertaining. There is a sunken living room that features a custom-made mantle that adds a touch of craftsmanship

  Jim Treanor Jr ERA Treanor Real Estate

  8K Rising Trail Ct, Middletown, CT 06457
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  Est $224,254 Not Listed For Sale

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

  189 Trolley Crossing Ln, Middletown, CT 06457

  189 Trolley Crossing Ln, Middletown, CT 06457
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  $330,000 Sold Aug 06, 2025

  • 1,656 Sq Ft
  • $199/SF
  • 54 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1936

  5 Sunnyslope Dr, Middletown, CT 06457

  Charming Colonial on a Private Corner Lot in Middletown, CT Welcome to this delightful 4-bedroom, 1.5-bath Colonial nestled on a quiet and private corner lot in the heart of Middletown. This cozy home offers timeless charm and thoughtful updates, perfect for families or anyone seeking classic New England character with modern comforts. As you enter, you'll be greeted by a warm and inviting

  Gricelda Avila LAER Realty Partners

  5 Sunnyslope Dr, Middletown, CT 06457
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  Est $404,052 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,940 Sq Ft

  108 Baldwin Dr, Middletown, CT 06457

  108 Baldwin Dr, Middletown, CT 06457
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  $385,000 Sold Aug 05, 2025

  • 1,740 Sq Ft
  • $221/SF
  • 8 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1800

  598 Randolph Rd, Middletown, CT 06457

  **Charming Remodeled Colonial Home - Your Dream Awaits!** Discover this stunning four-bedroom, 2.5-bath colonial that perfectly blends classic charm with modern updates. This beautifully remodeled home features an updated kitchen adorned with exquisite granite countertops and stainless steel appliances, making it a chef's delight. Enjoy the convenience of first-floor laundry and the elegance of

  Kelly Puorro Puorro Realty Group

  598 Randolph Rd, Middletown, CT 06457
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  Est $451,553 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,650 Sq Ft

  25 Rolling Green, Middletown, CT 06457

  25 Rolling Green, Middletown, CT 06457
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  $360,000 Sold Aug 05, 2025

  • 1,512 Sq Ft
  • $238/SF
  • 50 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1974

  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
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  Est $398,251 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,320 Sq Ft

  372 Atkins St, Middletown, CT 06457

  372 Atkins St, Middletown, CT 06457

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