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Waterbury, CT Homes for Sale under $500,000

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  • /37

    $419,000

    • 3 Beds
    • 2 Baths
    • 1,914 Sq Ft

    307 Dwight St, Waterbury, CT 06704

    Welcome to this beautifully maintained home located at 307 Dwight St., Waterbury, CT. With 1,914 sqft of living space, this home offers 7 rooms, including 3 spacious bedrooms and 2 fully renovated bathrooms. The property is perfect for families seeking comfort, style, and plenty of room to grow. With seven rooms, including a bright and open living area, there's plenty of space for family

    Agent Photo

    Guillermo Araujo

    Five Stars Realty

    (475) 267-2498

    307 Dwight St, Waterbury, CT 06704
  • /38

    $419,000

    • 4 Beds
    • 1 Bath
    • 1,644 Sq Ft

    61 Harpers Ferry Rd, Waterbury, CT 06705

    Welcome to this spacious and inviting 4-bedroom home located at 61 Harpers Ferry Road in the heart of Waterbury, CT. With 1,644 sqft of living space, this home offers the perfect balance of comfort, functionality, and charm-ideal for families, first-time homebuyers, or anyone looking for a cozy place to be home. It offers a fully fenced-in yard perfect for privacy and outdoor activities, and a

    Agent Photo

    Guillermo Araujo

    Five Stars Realty

    (475) 405-3208

    61 Harpers Ferry Rd, Waterbury, CT 06705
  • /24

    $449,500

    • 3 Beds
    • 2 Baths
    • 1,985 Sq Ft

    1715 Musso View Ave, Cheshire, CT 06410

    Welcome home to this gorgeous ranch-style gem in desirable Cheshire! Nestled on a beautifully landscaped 0.64-acre lot, this 3-bedroom, 2-bath home offers 1,540 sq ft on the main level and an additional 445 finished sq in the basement, ideal for versatile living. Step into a spacious living room with a cozy fireplace and gleaming hardwood floors that extend throughout the main level, including

    Agent Photo

    Zachary Nichols

    West View Properties, LLC

    (203) 872-9531

    1715 Musso View Ave, Cheshire, CT 06410
  • /31

    $480,000

    • 3 Beds
    • 2.5 Baths
    • 1,805 Sq Ft

    138 Williamson Dr, Waterbury, CT 06710

    Introducing 138 Williamson Drive, Waterbury, CT, a beautifully renovated Raised Ranch style home offering modern living at its finest! From the moment you arrive, you'll notice the stunning new stone veneer wall and blue stone front walkway that enhance this home's curb appeal. Step inside to a sun-filled living room featuring a custom built-in TV stand with an electric fireplace, seamlessly

    Ana Bermeo Keller Williams Realty Partner

    138 Williamson Dr, Waterbury, CT 06710
  • /21

    $469,900 Open Sun 12PM - 2PM

    • 3 Beds
    • 2.5 Baths
    • 1,664 Sq Ft

    76 Kenmore Ave, Waterbury, CT 06708

    Welcome to this stunning and spacious Colonial home, ideally situated in the highly sought-after Bunker Hill neighborhood. Featuring 7 rooms and thoughtfully updated throughout, this home blends timeless charm with modern convenience. Enjoy peace of mind with a brand-new roof and efficiency from economic solar panels. The kitchen boasts sleek quartz countertops, a stylish new backsplash, and

    Lynn LaForme Showcase Realty, Inc.

    76 Kenmore Ave, Waterbury, CT 06708
  • /35

    $449,900

    • 3 Beds
    • 2 Baths
    • 1,132 Sq Ft

    110 Wooster Ave, Waterbury, CT 06708

    METICULOUSLY MAINTAINED 5RM 3BR 2 FULL BATH'S RAISED RANCH IN THE WATERBURY/MIDDLEBURY TOWN LINE. BEAUTIFULLY & PROFESSIONALLY MAINTAINED LANDSCAPING IN A VERY PRIVATE BACK YARD ALL FENCED IN.FULLY FINISHED BASEMENT FOR AN ADDITIONAL 573 SQ FT OF LIVING SPACE THAT CAN BE USED AS A 4TH BR, ALL GUTTED WITH ANDERSON WINDOWS,FULL BATH, FULL LAUNDRY ROOM WITH SINK, NEW 2 ZONE PROPANE FURNACE , ALL

    Alexander Cruz Great Estates, CT

    110 Wooster Ave, Waterbury, CT 06708
  • /15

    $449,900

    • 4 Beds
    • 2.5 Baths
    • 2,810 Sq Ft

    62 Haddad Rd, Waterbury, CT 06708

    Spacious Beautiful Ranch with IN-LAW setup located in desirable neighborhood in the Bunker Hill Area! Open floor plan with high ceilings and wood beams welcomes you when you walk thru the front door. Open space consists of Living room and huge Eat-In Kitchen! Eat-In Kitchen features Granite counter tops with a beautiful backsplash and Stainless-Steel Appliances. Main floor consists of 3 bedrooms.

    Arben Belica William Raveis Real Estate

    62 Haddad Rd, Waterbury, CT 06708
  • /26

    $450,000 Pre-Foreclosure

    • 4 Beds
    • 2.5 Baths
    • 2,280 Sq Ft

    27 Amber Place, Waterbury, CT 06705

    OMG! Stop the search! This is it! Like, close to everything: shopping, schools, highways... Tucked away in a cul-de-sac in Waterbury's East End is this AMAZING colonial. 4 beds, 2.5 baths, plus a 1-car garage. Gorgeous hardwood floors, like, everywhere! Fireplace in the living room. Eat in kitchen? Granite countertops! Island! Formal dining room too. The basement is HUGE, so many options!

    Adam Hadir Hadir Realty Group, LLC

    27 Amber Place, Waterbury, CT 06705
  • /4

    $449,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,924 Sq Ft

    1 Richardson Dr, Middlebury, CT 06762

    * TO BE BUILT * WATERBURY ADDRESS, BUT WITH THE AMBIANCE OF MIDDLEBURY! THIS VERY PRIVATE 1 ACRE REAR LOT YIELDS A SUBURBAN FEEL, BUT W/ THE CONVENIENCES OF PROXIMITY TO HIGHWAYS AND SERVICE OF PUBLIC UTILITIES! TRULY A REAR OFFERING! 3/4 BED, 2.5 BATH RSD RANCH W/ VAULTED CEILING & ALL OF TODAY'S DESIGN FLAIR! LOOKING FOR A FAMILY COMPUND? THERE IS A 3/4 ACRE SISTER LOT ADJACENT TO THIS ONE

    Scott Tedesco Tedesco Real Estate

    1 Richardson Dr, Middlebury, CT 06762
  • /19

    $474,900 Open Sun 12PM - 2PM

    • 6 Beds
    • 2 Baths
    • 2,186 Sq Ft

    284 Newridge Ave, Waterbury, CT 06708

    A prime investment opportunity awaits in Bunker Hill. This well-maintained multi-family residence is nestled on a quiet street/cul-de-sac/corner lot. Notable features include a newer roof, new deck, and complete interior updates in both units six years ago, all major updates have been done. The property is conveniently located close to highways and shopping. Book your showing today!

    Erin Martin William Raveis Real Estate

    284 Newridge Ave, Waterbury, CT 06708
  • /6

    $425,000

    • 3 Beds
    • 2 Baths
    • 1,580 Sq Ft

    145 Seymour St, Waterbury, CT 06708

    Great Multi Family Home in the heart of Town Plot with 5 detached garages for extra income and two driveways. First Floor Unit has 2 Bedrooms, Large Kitchen with center island, and great cabinet space, built-in shelves, broom closet and pantry, Living Room and 1 Full Bath, plus lots of storage. Second Floor Unit has 1 generously sized Bedroom, Living Room, Kitchen and Full Bath. This unit has

    Maria Vilar Weichert REALTORS Briotti Group

    145 Seymour St, Waterbury, CT 06708
  • /22

    $439,900

    • 9 Beds
    • 3 Baths
    • 4,524 Sq Ft

    155 Southmayd Rd, Waterbury, CT 06705

    Owner-occupy or invest in this spacious 3-family in Waterbury's desirable East End, offering immediate cash flow. Live in one unit while the other two generate steady rental income. Each unit features approx. 1,500 SF with 3 bedrooms, 1 full bath, an eat-in kitchen, and a large living/dining area. Units have laundry hook-up in each unit. Units have various updates including newer flooring and

    Amanda Sheehan Oxford Realty

    155 Southmayd Rd, Waterbury, CT 06705
  • /8

    $439,900

    • 9 Beds
    • 3 Baths
    • 3,750 Sq Ft

    149 Southmayd Rd, Waterbury, CT 06705

    Rarely available 3-family in Waterbury's desirable East End neighborhood offering immediate cash flow with an 8% CAP rate. Each spacious unit features approx. 1,250 SF with 3 bedrooms, 1 full bath, an eat-in kitchen, and a large living room. Units have laundry hook-up in each unit. Recent updates include hardwood floors + kitchens and bath renovations. All utilities are separate (gas and

    Amanda Sheehan Oxford Realty

    149 Southmayd Rd, Waterbury, CT 06705
  • /40

    $450,000

    • 10 Beds
    • 5.5 Baths
    • 3,415 Sq Ft

    26 Ridgewood St, Waterbury, CT 06710

    Don't miss this incredible opportunity to own a well-maintained, income-generating property in one of Waterbury's established neighborhoods. This spacious 3-family home offers generous living space across all units-each thoughtfully designed with multiple bathrooms, a rare and valuable feature that boosts both tenant comfort and rental appeal. The first, second, and third-floor units have been

    Christopher Carrena Carrena Property Mgmt & Realty

    26 Ridgewood St, Waterbury, CT 06710
  • /34

    $439,900

    • 6 Beds
    • 3 Baths
    • 3,240 Sq Ft

    73 South St, Waterbury, CT 06706

    Amazing opportunity in Waterbury's South End neighborhood ideal for owner-occupants or investors! The property features all 2-bedroom, 1-bath units, each offering large living rooms, eat-in kitchens, and generously sized bedrooms. The first floor and third floor units have been beautifully remodeled and are ready for immediate move-in, while the second-floor unit can be leased for steady rental

    Amanda Sheehan Oxford Realty

    73 South St, Waterbury, CT 06706
  • /6

    $439,900

    • 6 Beds
    • 3 Baths
    • 2,952 Sq Ft

    31 Eastwood Ave, Waterbury, CT 06705

    Turnkey 3-family property in Waterbury's desirable East End with a strong 9% CAP rate and excellent cash flow.. Each unit offers 2 bedrooms, 1 full bath, an eat-in kitchen and spacious living/dining area. The units were recently updated in the last couple years and interiors are updated. The property features separate utilities (gas and electric), minimizing owner expenses. A private driveway,

    Amanda Sheehan Oxford Realty

    31 Eastwood Ave, Waterbury, CT 06705
  • /40

    $478,500

    • 3 Beds
    • 2.5 Baths
    • 2,390 Sq Ft

    207 Ridgefield Ave, Waterbury, CT 06705

    Modern Colonial with Elegant Luxury Upgrades. Step into timeless sophistication with this beautifully updated 3-bedroom, 2.5-bath Modern Colonial, built in 2007. Nestled in a desirable neighborhood, this home combines elegant architectural details with modern upgrades, offering the perfect blend of comfort, style, and functionality. Main Level Elegance . A welcoming stone entryway sets the tone,

    Derek Greene Derek Greene

    207 Ridgefield Ave, Waterbury, CT 06705
  • /18

    $445,000

    • 8 Beds
    • 3 Baths
    • 2,552 Sq Ft

    16 Willard St, Waterbury, CT 06704

    Discover an investment opportunity with built-in cash flow. This two-family home offers both strong rental income and plenty of potential for an owner-occupant. The first floor is currently rented as a rooming house and brings in $2,750 per month. It features five bedrooms, a full bathroom, and a shared kitchen. The second floor offers a more traditional layout with three bedrooms, including

    Mark Mermelstein eXp Realty

    16 Willard St, Waterbury, CT 06704
  • /19

    $499,900 Open Sat 1PM - 3PM

    • 5 Beds
    • 3 Baths
    • 3,406 Sq Ft

    167 Bamford Ave, Waterbury, CT 06708

    Welcome to this beautifully updated duplex located in a serene neighborhood. This property offers a combination of modern updates, ample space, and income potential-perfect for homeowners and investors alike. Each unit has been renovated with high-quality upgrades throughout, including a brand-new roof, renovated kitchen, and updated bathrooms. Multiple-car garages, offer plenty of room for

    Yahaira Vasquez RE/MAX Precision Realty

    167 Bamford Ave, Waterbury, CT 06708
  • /33

    $450,000

    • 4 Beds
    • 2.5 Baths
    • 1,433 Sq Ft

    49 Birchfield Dr, Waterbury, CT 06705

    Classic 1965 two-family home located in the heart of Waterbury-East End. This side-by-side style property features a spacious primary unit along with a charming studio unit ideal for rental income, extended family, or in-law use. Each unit offers generous living areas with vintage character, plus a spacious level yard perfect for gatherings and gardening set within a welcoming, well-established

    Clarismely Toribio Diaz Century 21 Scala Group

    49 Birchfield Dr, Waterbury, CT 06705
  • /25

    $480,000

    • 5 Beds
    • 3 Baths
    • 1,421 Sq Ft

    145 Frost Rd, Waterbury, CT 06705

    Beautifully Renovated Cape Cod in Waterbury, CT! This spacious 5-bedroom, 3 full bath home offers modern living with classic charm. Recently updated throughout, the home features gleaming hardwood floors, a cozy fireplace, and a stylish kitchen with stainless steel appliances. The finished basement includes a second kitchen-perfect for extended family, entertaining, or potential in-law setup.

    Rosania Melo Century 21 Scala Group

    145 Frost Rd, Waterbury, CT 06705
  • /28

    $450,000

    • 9 Beds
    • 5 Baths
    • 3,600 Sq Ft

    278 Willow St, Waterbury, CT 06710

    9% CAP rate! Don't miss this spacious and updated 3-family property in the desirable Hillside area, with big unit mix, just minutes from Downtown Waterbury. Whether you're looking to live in one unit and rent the others, or start/add to your investment portfolio, this property checks all the boxes. The unit breakdown is as follows:1st floor is 3 bed/1 bath; 2nd floor is 2 bed/2 bath & 3rd floor

    Amanda Sheehan Oxford Realty

    278 Willow St, Waterbury, CT 06710
  • /19

    $465,000

    • 9 Beds
    • 3 Baths
    • 2,844 Sq Ft

    95 Oak St, Waterbury, CT 06704

    CASH FLOW + Turnkey 3-Family near Downtown Waterbury - Ideal for Owner-Occupant or Investor! Don't miss this updated and income producing multi-family property just minutes from Downtown Waterbury. All three units feature 3 spacious bedrooms and 1 full bathroom, with beautifully refinished hardwood floors, renovated kitchens, and updated bathrooms. Whether you're looking to live in one unit and

    Amanda Sheehan Oxford Realty

    95 Oak St, Waterbury, CT 06704
  • /32

    $489,900

    • 12 Beds
    • 3 Baths
    • 4,416 Sq Ft

    203 Cooke St, Waterbury, CT 06710

    Phenomenal investment or Owner-Occupant opportunity in Waterbury's North End! This turn-key multi-family property is a must see - updated, spacious and fully ready to owner occupy or offer a cash flow investment. Each of the three units features 4 bedrooms and 1 bathroom, and offers large, open floor plans filled with natural light. The 1st and 2nd floor units have been beautifully remodeled,

    Amanda Sheehan Oxford Realty

    203 Cooke St, Waterbury, CT 06710
  • /35

    $414,900

    • 3 Beds
    • 2.5 Baths
    • 2,300 Sq Ft

    52 Hampton Rd, Waterbury, CT 06708

    Welcome home to this 4-bedroom, 3.5-bath Colonial at the end of a quiet cul-de-sac in Waterbury. Featuring refinished wood floors, original solid doors and trim, and a custom fireplace with built-ins, this home blends character with comfort. The eat-in kitchen anchors the main level, while the finished basement offers a full in-law apartment for added flexibility. The primary suite includes a

    Alexander Pepe William Raveis Real Estate

    52 Hampton Rd, Waterbury, CT 06708
  • /34

    $415,000 Open Sat 1PM - 3PM

    • 3 Beds
    • 1.5 Baths
    • 1,440 Sq Ft

    8 Bonnie Ln, Waterbury, CT 06705

    Welcome to this charming 1440 SF ranch located in the desirable Mill Plain neighborhood. This home is completely remodeled... new kitchen with granite counter tops, new cabinets, new stainless steel appliances, new floors, new roof etc. The ranch style residence offers 1440 SF on one level with an oversize kitchen, oversize living room with fireplace, 3 good size bedrooms, 1 1/2 bathrooms and a 2

    Fernando Barreiro Weichert REALTORS Briotti Group

    8 Bonnie Ln, Waterbury, CT 06705
  • /26

    $445,000

    • 6 Beds
    • 3 Baths
    • 3,393 Sq Ft

    163 Draher St, Waterbury, CT 06708

    3 family home offers 5 rooms 2brs each floor .. open front and rear porches.. walkup attic.. above ground basement.. off street parking with fenced yard in rear.. Fully Rented. Also great additional storage space with walk up attic & basement. (Both potential for additional units) Come & take a look at the opportunity that awaits those who are seeking tap into a fully rented 3 family home!

    James Jordan Berkshire Hathaway NE Prop.

    163 Draher St, Waterbury, CT 06708
  • /37

    $470,000

    • 7 Beds
    • 3 Baths
    • 2,650 Sq Ft

    50 Beacon St, Waterbury, CT 06704

    Behold anyone looking for a multi family for investment purposes or owner occupied. The space in the units are more than accommodating 1st floor three bedrooms loyal long term tenant features large eat in kitchen & pantry, large living room with jack & Jill bathroom, 1st floor rent is below market value. Second floor unit at fair market value two bedrooms, spacious eat in kitchen, dining room,

    Angel Torres Century 21 Scala Group

    50 Beacon St, Waterbury, CT 06704
  • /40

    $499,900

    • 3 Beds
    • 1 Bath
    • 2,704 Sq Ft

    151 Highland Ave, Waterbury, CT 06708

    OPPORTUNITY AWAITS YOU. Be your own boss in this owner occupied MIXED USE-RETAIL-APARTMENT building C/A ZONED! Home of an established Deli & Convenience store for approx. 22 years! Seller is asking $100,000 for business, and equipment. Inventory not included. Many upgrades and improvements completed over the years. Business (Sam's Deli & Convenience Store), can be sold separately or as a package

    Judith Caputo Advantage Realty Group, Inc.

    151 Highland Ave, Waterbury, CT 06708
  • /30

    $420,000

    • 7 Beds
    • 3 Baths
    • 3,485 Sq Ft

    50 Chestnut Ave, Waterbury, CT 06710

    Spacious 3-Family Home with Expansion Potential!. Beautiful and well-kept multi-family home featuring three apartments, private parking, and a great patio. The large basemant offer future potential for added living space. Perfect for investors or owner-occupants--this property offers strong rental income and excellent appreciation potential.

    Angel Mora eXp Realty

    50 Chestnut Ave, Waterbury, CT 06710
  • /33

    $445,700

    • 4 Beds
    • 2 Baths
    • 2,116 Sq Ft

    468 Perkins Ave, Waterbury, CT 06704

    Impressive two family on more than a half acre, perched at the end of a private paved driveway! Completely redone with upscale stainless appliances, granite counters, beautiful flooring, luxury bathrooms, walk in closets. Fresh and new throughout! A bonus is a full floored attic which could be convenient for a studio or storage. Additionally, the newer roof and just painted exterior complete the

    Mayer Behrend Mary Helen Levine Real Estate LLC

    468 Perkins Ave, Waterbury, CT 06704
  • /14

    $419,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,600 Sq Ft

    0 Ellen St Unit 24096679, Waterbury, CT 06708

    To Be Built - Customize Your Dream Home in a Desirable Town Plot Neighborhood Located in one of Waterbury's most sought-after residential areas, this to be built home offers the perfect blend of modern living and convenience. Set on a generous half-acre lot, this property is ideal for commuters, with easy access to highways, top-rated schools, restaurants, and vibrant local amenities. This

    Beth Santos Showcase Realty, Inc.

    0 Ellen St Unit 24096679, Waterbury, CT 06708
  • /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 Weichert REALTORS Briotti Group

    77 Hubbell Ave, Oakville, CT 06779

Home Trends in Waterbury, CT

Housing Trends

Median Sale Price
$265,000
Median Single Family Sale Price
$295,000
Median Townhouse Sale Price
$188,750
Median 2 Bedroom Sale Price
$150,500
Median 1 Bedroom Sale Price
$123,932
Average Price Per Sq Ft
$218
Number of Homes for Sale
173
Last 12 months Home Sales
818
Months of Supply
2.50
Median List Price
$269,900
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
6%
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