Waterbury, CT Homes for Sale under $500,000

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  /24

  $274,900

  $15K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,732 Sq Ft

  101 Madeline Ave Unit 19, Waterbury, CT 06708

  Beautiful and spacious two bedroom townhouse in desirable Victoria Court Condo Complex in Bunker Hill. As you step inside you'll be greeted by a spacious living room with a fireplace, glass patio doors toa deck and an open layout leading to the dining room and an updated kitchen featuring new quartz countertops. The interior is freshly painted with hardwood floors throughout. A layout perfect for

  Fernando Barreiro Lamacchia Realty

  101 Madeline Ave Unit 19, Waterbury, CT 06708
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  /36

  $330,000

  $10K PRICE INCREASE

  • 3 Beds
  • 1.5 Baths
  • 1,365 Sq Ft

  37 Byrneside Ave, Waterbury, CT 06704

  Welcome to this beautiful renovated Cape Cod-style home that perfectly blends charm, comfort, and modern upgrades. This move-in ready single family residence offers 3 spacious bedrooms and 1.5 stylishly updated bathrooms, thoughtfully designed for today's lifestyle. Step inside to discover a completely remodeled interior featuring a brand-new kitchen with modern finishes, updated bathrooms,

  Angel Mora eXp Realty

  37 Byrneside Ave, Waterbury, CT 06704
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  /27

  $399,900

  • 5 Beds
  • 2 Baths
  • 2,178 Sq Ft

  94 Walnut St, Waterbury, CT 06704

  Beautifully renovated 2-family property offering strong owner-occupant or investment potential. The first-floor unit features 2 bedrooms and 1 full bath, while the second-floor unit offers 3 bedrooms and 1 full bath, plus access to two finished rooms on the third floor providing additional living space ideal for a home office, guest rooms, playroom, or flex space. Both units have been nicely

  Amanda Sheehan Oxford Realty

  94 Walnut St, Waterbury, CT 06704
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  /32

  $475,000

  • 8 Beds
  • 3 Baths
  • 3,044 Sq Ft

  30 N Walnut St, Waterbury, CT 06704

  Excellent opportunity for investors or owner-occupants. This three-family property in the North End features a desirable unit mix of two 3-bed, 1-bath units and one 2-bed, 1-bath unit. The first and third-floor units have just been completely renovated with updated flooring, paint, fixtures, kitchens, and baths, providing strong rental appeal. All utilities are separately metered and tenant-paid,

  Amanda Sheehan Oxford Realty

  30 N Walnut St, Waterbury, CT 06704
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  /15

  $499,000

  • 6 Beds
  • 3 Baths
  • 2,795 Sq Ft

  23 Beacon St, Waterbury, CT 06704

  Attention investors and owner-occupants! Income-producing 3-family property where the heavy-lifting has been done for you by current ownership. Positive cash-flow. All 3 floors are spacious two-bedroom units. 7-8% CAP proforma + strong upside potential. Tenant-paid utilities, very low owner expenses. One floor leased at determined market value; one floor has been freshly renovated and just listed

  Melanie Scull William Pitt Sotheby's Int'l

  23 Beacon St, Waterbury, CT 06704
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  /15

  $250,000

  • 2 Beds
  • 1.5 Baths
  • 1,524 Sq Ft

  380 Hitchcock Rd Unit 229, Waterbury, CT 06705

  Welcome to 380 Hitchcock Road, a beautifully maintained townhouse in the sought-after Countrywood Hills community. This inviting home features 2 spacious bedrooms, 1 full bath, and 1 half bath, offering comfortable and practical living. The bright and airy living room is highlighted by a charming bay window with built-in seating, creating the perfect spot to relax. The eat-in kitchen offers ample

  Beata Molnar eRealty Advisors, Inc.

  380 Hitchcock Rd Unit 229, Waterbury, CT 06705
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  /33

  $260,000

  $20K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,034 Sq Ft

  449 Atwood Ave, Waterbury, CT 06705

  Check out this move-in ready, charming 3-bedroom, 1-bath ranch is nestled in a quiet East End neighborhood and offers the ease of one-floor living with numerous updates throughout. Features include central air, forced hot air gas heat, a newer A/C compressor, clean roof, fresh interior paint, and beautifully re-sanded and refinished hardwood floors. The spacious layout offers great natural light

  Jay Irvine Serhant Connecticut, LLC

  449 Atwood Ave, Waterbury, CT 06705
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  /16

  $425,000

  Open Sat 12PM - 2PM $75K PRICE DROP

  • 3 Beds
  • 3.5 Baths
  • 2,391 Sq Ft

  36 Marion Ave, Waterbury, CT 06708

  Welcome to 36 Marion Avenue in Waterbury-a move-in-ready, recently renovated home offering 3 legal bedrooms and 3 full baths, with potential to use it as a 5-6 bedrooms for added flexibility. Featuring brand-new siding for great curb appeal and durability, this home provides a versatile layout ideal for extended living, guest space, or home offices. A perfect opportunity for buyers seeking a

  Edgar Nava eRealty Advisors, Inc.

  36 Marion Ave, Waterbury, CT 06708
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  /36

  $299,900

  • 3 Beds
  • 1 Bath
  • 1,380 Sq Ft

  755 Congress Ave, Waterbury, CT 06708

  755 Congress Ave in Waterbury, is beautifully located Cape with many recent upgrades and improvements throughout. This property features a beautifully renovated bathroom and kitchen, upgraded electrical system, new roof installed in 2025, new vinyl floors, new boiler, new hot water tank, and fresh interior paint. Property has solar panels. Move in ready property! It has 3 spacious bedrooms, and

  Sandy Chang Century 21 Scala Group

  755 Congress Ave, Waterbury, CT 06708
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  /22

  $335,000

  • 3 Beds
  • 1.5 Baths
  • 1,827 Sq Ft

  17 Irene Ave, Waterbury, CT 06705

  Lovingly cared for and filled with years of cherished memories, this 3-bedroom, 1.5-bath Cape is located in a desirable East End neighborhood of Waterbury. The home features a brand-new roof, Trex deck, and a finished walk-out basement offering flexible space for a family room, home office, gym, or recreation area. The bright and functional floor plan provides comfortable living with plenty of

  Raelyn Lawrence Coldwell Banker Realty

  17 Irene Ave, Waterbury, CT 06705
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  /14

  $200,000

  • 2 Beds
  • 1.5 Baths
  • 944 Sq Ft

  23 Pearl Lake Rd Unit B, Waterbury, CT 06706

  Welcome to 23 Pearl Lake Road, Unit B! This well maintained 2 bedroom, 1.5 bath townhouse style condominium offers comfortable living space with a functional layout and convenient location. The main level features a half bath and a spacious living area with access to the outdoor balcony. Upstairs you will find two bedrooms with ample closet space and a full bath. Additional highlights include a

  Sara Gifford West View Properties, LLC

  23 Pearl Lake Rd Unit B, Waterbury, CT 06706
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  /17

  $309,990

  • 3 Beds
  • 1 Bath
  • 1,200 Sq Ft

  86 Crestwood Ave, Waterbury, CT 06704

  Welcome to 86 Crestwood Ave, a well-maintained single-family home offering comfort, convenience, and opportunity. This charming ranch-style property features 3 bedrooms, 1 bathroom, and approximately 1,200 sq ft of living space, making it perfect for first-time buyers, downsizers, or investors alike. Situated on a generous 7,840 sq ft lot, the home provides a spacious yard ideal for outdoor

  Omar Ruizesparza eRealty Advisors, Inc.

  86 Crestwood Ave, Waterbury, CT 06704
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  /21

  $319,900

  • 4 Beds
  • 2 Baths
  • 1,904 Sq Ft

  56 Vine St, Waterbury, CT 06704

  Welcome to 56 Vine Street this updated two-family here in Waterbury. This recently renovated property offers a total of four bedrooms and two full bathrooms, with each unit featuring two generously sized bedrooms and a recently renovated bath. Designed with both comfort and style in mind, each space has been refreshed with updated kitchens, fresh interior paint, and new flooring, creating a

  Rob Squeglia LPT Realty - IConn Team

  56 Vine St, Waterbury, CT 06704
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  /6

  $449,900

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,093 Sq Ft

  5 Granby St, Waterbury, CT 06708

  Welcome to this beautifully crafted new construction home in Waterbury's highly desirable Town Plot neighborhood. Offering 2,093 square feet of thoughtfully designed living space, this stunning residence features 3 spacious bedrooms, 2.5 bathrooms, and modern finishes throughout. The open-concept layout creates a seamless flow, making it ideal for both everyday living and entertaining. Each

  Evelio Pagan Dave Jones Realty, LLC

  5 Granby St, Waterbury, CT 06708
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  /18

  $294,900

  $60K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,200 Sq Ft

  97 Pearl Lake Rd, Waterbury, CT 06706

  Charming and versatile Cape-style home offering 4 bedrooms, with two located on the main level and two upstairs, providing flexible living options for a variety of needs. A thoughtfully designed addition expanded the main bedroom, creating an oversized retreat nearly twice the length of the additional bedrooms. The open-concept kitchen and living area is perfect for everyday living and

  Christopher Valenzuela King Realty Group LLC

  97 Pearl Lake Rd, Waterbury, CT 06706
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  /18

  $315,000

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

  14 Wheeler St, Waterbury, CT 06704

  Extensively renovated in 2022!! This is a completely reimagined Colonial. MOVE IN READY!! Welcome to this beautifully renovated Colonial that was extensively remodeled from the studs up in 2022, offering the perfect blend of timeless character and modern conveniance A charming enclosed front porch provides the perfect spot to enjoy your morning coffee, unwind and relax while taking in the

  Rachel Mathieu Berkshire Hathaway NE Prop.

  14 Wheeler St, Waterbury, CT 06704
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  /30

  $275,000

  Open Sat 11AM - 2PM

  • 2 Beds
  • 1 Bath
  • 1,078 Sq Ft

  46 Windsor St, Waterbury, CT 06708

  Located in Waterbury's Bunker Hill neighborhood, this well-maintained bungalow-style ranch combines single-level living with valuable future expansion opportunities. The main level features 2 bedrooms, 1 full bathroom, an eat-in kitchen with abundant cabinet and counter space, a dining area, and a spacious living room highlighted by a wood-burning fireplace. Large windows throughout provide

  Yasmina Delacruz-Bailey BHGRE Gaetano Marra Homes

  46 Windsor St, Waterbury, CT 06708
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  /2

  $295,000

  • 6 Beds
  • 3 Baths
  • 2,673 Sq Ft

  225 Bishop St, Waterbury, CT 06704

  Great investment opportunity in the heart of Waterbury, Connecticut! This 3-family property offers strong income potential for both investors and owner-occupants. Each unit provides comfortable living space with separate utilities, making management efficient and convenient. The property features off-street parking and is conveniently located near local shopping, restaurants, schools, parks, and

  Levi Judqin Brass Moon Realty

  225 Bishop St, Waterbury, CT 06704
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  /9

  $295,000

  • 6 Beds
  • 2 Baths
  • 2,018 Sq Ft

  48 Taylor St, Waterbury, CT 06702

  Great opportunity for investors looking to build equity! This 2-family located at 48 Taylor Street in Waterbury offers strong potential with the right vision and renovations. Each unit provides a functional layout with separate living spaces, making it ideal for rental income or multi-generational living. Property requires repairs and updates but offers a solid opportunity to customize and

  Levi Judqin Brass Moon Realty

  48 Taylor St, Waterbury, CT 06702
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  /20

  $295,000

  • 6 Beds
  • 4 Baths
  • 2,145 Sq Ft

  230 Bishop St, Waterbury, CT 06704

  This 3-family property located in the heart of Waterbury, Connecticut offers a great opportunity for investors. Each unit provides spacious layouts with multiple bedrooms, ample natural light, and separate living areas. Property features separate utilities, off-street parking, and a manageable yard space. Conveniently located near schools, shopping, restaurants, and major highways for easy

  Levi Judqin Brass Moon Realty

  230 Bishop St, Waterbury, CT 06704
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  /29

  $405,000

  $6K PRICE INCREASE

  • 4 Beds
  • 2 Baths
  • 1,824 Sq Ft

  33 Congress Ave, Waterbury, CT 06708

  Fantastic opportunity to own a completely renovated, turn-key 2-family home that feels like brand new construction! Located at 33 Congress Ave, this property is perfect for an owner-occupant looking to live in one unit and have the other pay the mortgage, or an investor seeking a hands-off, high-yield asset. Both units feature bright, open layouts with brand-new finishes, modern kitchens, updated

  Noor Ahmed RE/MAX Heritage

  33 Congress Ave, Waterbury, CT 06708
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  /37

  $479,900

  • 3 Beds
  • 3 Baths
  • 1,890 Sq Ft

  142 Bamford Ave, Oakville, CT 06779

  Welcome home to this tastefully remodeled Cape, thoughtfully updated in 2016 and meticulously maintained. Offering 3 large BRs, 3 full baths, and an ideal open-concept layout. The home seamlessly connects the kitchen, dining, living, and home office/flex room areas-perfect for everyday living and entertaining. The flex room leads out to a covered porch for morning coffee or watching evening

  Melissa Kearns Great Estates, CT

  142 Bamford Ave, Oakville, CT 06779
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  /36

  $389,000

  • 3 Beds
  • 2 Baths
  • 1,238 Sq Ft

  152 Saugus Ave, Oakville, CT 06779

  This well maintained raised ranch located at the end of the culdesac offers privacy and relaxing living in a well established neighborhood. This home offers 3 good size bedrooms with hardwood floors and 2 full baths. Roof is newer and also has central air! The basement offers a mostly complete lower level adding more square footage and could possibly be an inlaw entering thru the garage. This

  Adrian Cote William Raveis Real Estate

  152 Saugus Ave, Oakville, CT 06779
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  /2

  $299,900

  • 4 Beds
  • 1 Bath
  • 1,848 Sq Ft

  1252 Straits Turnpike, Middlebury, CT 06762

  SUBJECT TO PROBATE APPROVAL, AS-IS, WHERE-IS CONDITION NO FHA, CHFA OR VA LENDING AVAILABLE. NEEDS WORK. LOTS OF HARDWOOD FLOORS, DETACHED 2 CAR GARAGE WORKSHOP AND STORAGE LOFT. LARGE ROOMS, SHARED DRIVEWAY

  Gianna Alberti ALBERTI REALTY ASSOCIATES, LLC

  1252 Straits Turnpike, Middlebury, CT 06762
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  /8

  $329,900

  • 2 Beds
  • 1.5 Baths
  • 986 Sq Ft

  12 Shelton Ave, Wolcott, CT 06716

  WELCOME TO 12 Shelton Avenue... This cape style home is the perfect starter or downsizer. This adorable home offers 2 bedroom 1.5 bathroom with an abundance of yard space and off street parking. Everything you need for your first home plus more extras like: kitchen granite countertops, newer appliances and new hot water heater and electrical panel. The home comes equipped with solar panels which

  Marilyn Rosa Rosa Realty LLC

  12 Shelton Ave, Wolcott, CT 06716
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  /21

  $425,000

  • 4 Beds
  • 2 Baths
  • 1,558 Sq Ft

  77 Hubbell Ave, Oakville, CT 06779

  Charming & remodeled 4 Bedroom Colonial with beautiful brand new kitchen with Quartz Countertops, soft-close dovetail modern cabinetry, Center Island with Breakfast Bar and Stainless Steel Appliances. Hardwood floors throughout. Newly remodeled full baths on both the main and upper levels. This home provides ample parking & storage, Enclosed Sun Porch, Driveway plus a large detached 2 car Garage,

  Maria Vilar Lamacchia Realty

  77 Hubbell Ave, Oakville, CT 06779
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  /21

  $399,900

  • 3 Beds
  • 1 Bath
  • 1,382 Sq Ft

  603 Sunnyside Ave, Oakville, CT 06779

  Beautifully renovated 3 bedroom 1.5 bath, 1 level, ranch style house. Built in 1952, it has been redone with new flooring, freshly painted walls, new bathrooms, new kitchen cabinets, stainless steal appliances and quartz countertops. This house is turn key and meticulously done. Large master bedroom measuring 16.7 x 11.6 with 2 closets. 2 more perfectly sized bedrooms and the large living room

  Steven Koleno Beycome of Connecticut

  603 Sunnyside Ave, Oakville, CT 06779
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  /36

  $479,900

  Open Sun 1PM - 3PM $20K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 1,928 Sq Ft

  1757 Musso View Ave, Cheshire, CT 06410

  Searching for a 4-bed home in Cheshire, CT, with flexible living space and room for extended family? This versatile 4-bedroom, 3.5-bath home offers 1,928 square feet of living space on a .46-acre lot. It features a legal in-law apartment with its own private entrance and separate driveway, making it ideal for multigenerational living, guests, or added privacy. (The in-law apartment contains 1 bed

  Joe Cafasso mygoodagent

  1757 Musso View Ave, Cheshire, CT 06410

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