Waterbury, CT Homes for Sale under $500,000

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  /37

  $349,999

  $15K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,737 Sq Ft

  136 Pearl Lake Rd, Waterbury, CT 06706

  Welcome to 136 Pearl Lake Rd - a rare opportunity to own a well-maintained ranch set on over an acre in Waterbury, including an additional lot with a peaceful flowing stream. This 3-bedroom, 2 full bath home offers approximately 1,701 sq ft of comfortable living space, featuring hardwood floors throughout, a bright sunroom for year-round enjoyment, and a spacious living room with a fireplace. The

  

  Arlinda Gesner

  Arlinda Gesner Realty LLC

  136 Pearl Lake Rd, Waterbury, CT 06706
• Explore Waterbury

• 

  

  

  /31

  $225,000

  • 2 Beds
  • 1.5 Baths
  • 1,426 Sq Ft

  925 Oronoke Rd Unit 41D, Waterbury, CT 06708

  Welcome to Oronoke Ridge, one of Waterbury's most desirable condominium communities in the sought-after Town Plot neighborhood. This spacious 2-bedroom, 1.5-bath townhouse offers over 1,500 square feet of finished living space, including a finished walk-out lower level with slider access, ideal for a home office, gym, family room, guest space, or additional living area. The updated kitchen

  

  Greg DeFazio

  Greg DeFazio

  925 Oronoke Rd Unit 41D, Waterbury, CT 06708
• 

  

  

  /39

  $449,900

  Open Sat 12PM - 2PM $20K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,544 Sq Ft

  88 Coniston Ave, Waterbury, CT 06708

  Welcome home to this beautifully renovated turn-of-the-century Colonial in Waterbury's desirable Bunker Hill neighborhood. Fresh exterior paint, a detached garage, level lot, and fully fenced backyard create the perfect setting for entertaining, outdoor play, or your furry family members. Inside, gleaming hardwood floors stretch from freshly painted wall to freshly painted wall that showcase the

  

  Alan Stewart Jr.

  ASJ Realty Partners

  88 Coniston Ave, Waterbury, CT 06708
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  /18

  $314,900

  $5K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,468 Sq Ft

  51 Cushman St, Waterbury, CT 06704

  Welcome to the kind of home that feels tucked away, yet keeps you close to everything you love. Step inside and feel the warmth right away. The kitchen features stainless steel appliances, modern cabinetry, and an open flow into the living room, where gleaming hardwood floors create a bright and inviting space for gathering, relaxing, and making memories.The main level offers two comfortable

  

  Rob Rosa

  Berkshire Hathaway NE Prop.

  51 Cushman St, Waterbury, CT 06704
• 

  

  

  /26

  $475,000

  • 4 Beds
  • 2 Baths
  • 1,926 Sq Ft

  60 Primrose St, Waterbury, CT 06708

  Welcome to this well maintained two family property located in Waterbury's desirable Town Plot neighborhood. This income producing opportunity features two residential units with separate living spaces, offering flexibility for owner occupants or investors. Situated on a generous lot, the property includes a detached multi car garage providing ample parking, storage, or workshop potential.

  

  Kara Reynolds

  West View Properties, LLC

  60 Primrose St, Waterbury, CT 06708
• 

  

  /16

  $239,900

  Open Sun 11AM - 1PM

  • 2 Beds
  • 1.5 Baths
  • 1,330 Sq Ft

  925 Oronoke Rd Unit 25G, Waterbury, CT 06708

  This 2 bedroom townhouse condo is move in ready with updated bathrooms, a freshly painted interior, new kitchen stove & refrigerator, and a newer water heater. You'll love the walk-in closet in the primary bedroom, attached garage, fireplace in the living room, finished room in the walk out lower level, and the deck that overlooks the back yard area. Great location within the community right next

  

  Jim Treanor Jr

  ERA Treanor Real Estate

  925 Oronoke Rd Unit 25G, Waterbury, CT 06708
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  /29

  $370,000

  $25K PRICE INCREASE

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft

  40 Hickory Hill Dr, Waterbury, CT 06708

  highest and best, this Sunday, 06/28/2026 Contingent upon sellers finding suitable housing. They are actively looking. Welcome to 40 Hickory Hill Drive, a one of a kind home in Waterbury's desirable west side setting. Located just minutes from the highway off Oronoke Road and near golf, parks, restaurants, and everyday conveniences, this distinctive ranch blends character, comfort, and

  

  Ross Moravsky

  Venture Real Estate, Inc.

  40 Hickory Hill Dr, Waterbury, CT 06708
• 

  

  /17

  $209,999

  • 2 Beds
  • 1.5 Baths
  • 1,113 Sq Ft

  24 Blueridge Dr Unit K10, Waterbury, CT 06704

  Pride of ownership shines throughout this well-cared for townhome offering the perfect blend of comfort and style. The inviting main level features an updated kitchen complete with custom cabinetry, generous counter space, a large farmhouse sink, and stainless steel appliances. Enjoy the beautifully landscaped garden area right off of your kitchen for a peaceful retreat. Upstairs you'll find two

  

  Amanda Nemense

  Showcase Realty, Inc.

  24 Blueridge Dr Unit K10, Waterbury, CT 06704
• 

  

  /17

  $299,000

  • 4 Beds
  • 2 Baths
  • 1,300 Sq Ft

  461 N Walnut St, Waterbury, CT 06704

  Welcome home to this charming and spacious 4-bedroom, 2-bath Colonial offering the perfect blend of classic character and modern comfort. From the moment you arrive, you'll appreciate the timeless curb appeal and inviting atmosphere. Inside, you'll find living spaces filled with natural light, creating the ideal setting for both everyday living and entertaining. The well-appointed floor plan

  

  Eric Bergers

  William Raveis Real Estate

  461 N Walnut St, Waterbury, CT 06704
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  /21

  $200,000

  • 2 Beds
  • 1 Bath
  • 912 Sq Ft

  65 Bucks Hill Rd, Waterbury, CT 06704

  **Muliple offers rec'd, sellers kindly ask all Highest and Best offers by Monday 6.29 12p** Investor Opportunity! Bring your vision and unlock the potential in this ranch-style home situated on a large and level lot. Offering 2 bedrooms, 1 full bathroom, and a 1-car garage, this property is full of possibilities for investors or buyers looking to build equity. Inside, you'll find hardwood floors

  

  Matthew Egan

  Regency Real Estate, LLC

  65 Bucks Hill Rd, Waterbury, CT 06704
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  /38

  $419,000

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

  307 Dwight St, Waterbury, CT 06704

  Welcome to 307 Dwight Street in Waterbury, CT - a great opportunity to own in a convenient and established neighborhood! Ideally located near major highways including I-84 and Route 8, this property provides easy access for commuting and travel. Enjoy nearby parks, schools, shopping, and dining, with attractions such as Fulton Park, Brass Mill Center, and downtown Waterbury just minutes away.

  

  Guillermo Araujo

  Five Stars Realty

  307 Dwight St, Waterbury, CT 06704
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  /2

  $349,900

  • 4 Beds
  • 2 Baths
  • 1,728 Sq Ft

  398 Bucks Hill Rd, Waterbury, CT 06704

  Don't miss this excellent opportunity to own a well-positioned two-family property in Waterbury's Bucks Hill neighborhood. This income-producing property features two 2-bedroom, 1-bath units with separate living spaces, making it ideal for both owner-occupants and investors. The property offers approximately 1,728 square feet of living space, ample off-street parking, and a yard with room for

  

  Kara Reynolds

  West View Properties, LLC

  398 Bucks Hill Rd, Waterbury, CT 06704
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  /3

  $259,900

  • 3 Beds
  • 1 Bath
  • 1,540 Sq Ft

  109 Edgewood Ave, Waterbury, CT 06706

  Great starter home in a convenient Waterbury location! Welcome to 109 Edgewood Ave, a property perfect for first-time buyers or those looking to downsize. This home offers a comfortable layout with plenty of potential to make it your own. Enjoy the benefits of natural gas and a location on a city street with easy access to local amenities, schools, shopping, and major routes. The property also

  

  George Noujaim

  Dave Jones Realty, LLC

  109 Edgewood Ave, Waterbury, CT 06706
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  /32

  $319,000

  • 6 Beds
  • 2 Baths
  • 2,825 Sq Ft

  22 Ashley St, Waterbury, CT 06704

  Professional Photos Coming Soon!!!Investor Opportunity with Strong Income Potential at 22 Ashley Street! This versatile 2-family property offers a rare feature not often found in multi-family homes - a completely finished basement with the potential to be incorporated into the first-floor unit, creating additional living space and increased rental income possibilities. The first-floor unit

  

  Mike Albert

  RE/MAX RISE

  22 Ashley St, Waterbury, CT 06704
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  /30

  $299,900

  • 2 Beds
  • 1.5 Baths
  • 1,892 Sq Ft

  101 Madeline Ave Unit 33, Waterbury, CT 06708

  BEAUTIFUL END-UNIT TOWNHOUSE FEATURING 2 BEDROOMS. ENORMOUS 1,892 SQ/FT. 1.5 BATHROOMS WITH LOFT FOR POSSIBLE 3RD BEDROOM. A COZY LIVING ROOM WITH FIREPLACE WHICH OPENS ONTO THE DECK. 1 CAR GARAGE. SPACIOUS MASTER BEDROOM WITH ENTRY TO BATH. DOUBLE CLOSETS. CEILING FANS. PRIVATE GATED COMMUNITY. CENTRAL AIR. CONVENIENTLY LOCATED AT THE FRONT OF THE COMPLEX, MAKING IT AN EXCELLENT OPTION FOR

  Charles Scott Tri-State Realty

  101 Madeline Ave Unit 33, Waterbury, CT 06708
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  /40

  $218,000

  • 2 Beds
  • 1.5 Baths
  • 1,010 Sq Ft

  380 Hitchcock Rd Unit 60, Waterbury, CT 06705

  Welcome to 380 Hitchcock Road, where easy, low-maintenance living meets endless potential. This spacious condo is ready for your personal touch and offers a wonderful opportunity to create the home you've always envisioned. Featuring 2 bedrooms, 1 full bath, and 1 half bath, the functional layout provides comfortable living space and plenty of room for customization. The living room features a

  Richard Pavlik Pavlik Real Estate LLC

  380 Hitchcock Rd Unit 60, Waterbury, CT 06705
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  /20

  $300,000

  • 2 Beds
  • 1 Bath
  • 960 Sq Ft

  409 Oakville Ave, Waterbury, CT 06708

  Welcome to this classic, single-family ranch-style home that perfectly balances comfort, character, and convenience. Nestled on a generous lot with a serene backdrop, this 1951-built gem features light yellow siding complemented by timeless black shutters and an inviting front walkway. It's the perfect fit for first-time homebuyers, downsizers, or savvy investors looking for a high-potential

  Omar Ruizesparza eRealty Advisors, Inc.

  409 Oakville Ave, Waterbury, CT 06708
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  /14

  $229,900

  • 2 Beds
  • 1.5 Baths
  • 1,125 Sq Ft

  1385 Highland Ave Unit 1B, Waterbury, CT 06708

  !!Move-in Ready!! Bristol Terrace Complex!! This beautifully maintained 2-bedroom, 1.5-bath duplex-style townhouse with Central A/C, Natural Gas Heat, and 1 car attached garage, is located in Town Plot neighborhood of Waterbury. Nicely maintained grounds with front picket fence wall. First floor features a spacious eat-in kitchen with Quartz Countertop. Bright and Sunny Living room with newer

  Zulal Zulali Zylali Realty, LLC

  1385 Highland Ave Unit 1B, Waterbury, CT 06708
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  /24

  $326,888

  • 3 Beds
  • 1 Bath
  • 1,498 Sq Ft

  443 Highland Ave, Waterbury, CT 06708

  This timeless beauty has truly stood the test of time, blending classic character with everyday comfort. From the hardwood floors throughout and beautifully detailed woodwork to the stunning Craftsman-style staircase and elegant French doors, this home is filled with warmth, charm, and personality. The main level offers a welcoming flow designed for both relaxing and entertaining. The living room

  Sandy Fehrs Lamacchia Realty

  443 Highland Ave, Waterbury, CT 06708
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  /33

  $321,000

  • 3 Beds
  • 1 Bath
  • 1,460 Sq Ft

  29 Wayland Ave, Waterbury, CT 06708

  Nestled on a quiet street in a desirable Bunker Hill neighborhood, this charming traditional Colonial offers timeless appeal and a true backyard oasis designed for relaxation and entertaining. Set on a private, level lot, this beautifully maintained home features 7 rooms, 3 bedrooms, 1 full bath, and approximately 1,460 square feet of inviting living space. You will enter the home from the front

  Deborah Benjamin Showcase Realty, Inc.

  29 Wayland Ave, Waterbury, CT 06708
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  /26

  $240,000

  • 2 Beds
  • 1.5 Baths
  • 1,261 Sq Ft

  10 Taft Point Unit 8, Waterbury, CT 06708

  Welcome to Taft Pointe! This freshly painted, bright, and inviting 2-bedroom, 1.5-bath condominium offers comfortable, low-maintenance living in a desirable Waterbury location. Enjoy spacious living areas and a functional layout designed for everyday comfort. Conveniently located near shopping, restaurants, medical facilities, and major highways, including Routes 8 and I-84, commuting is a

  Nataliya Honcharenko Century 21 Scala Group

  10 Taft Point Unit 8, Waterbury, CT 06708
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  /18

  $375,000

  • 6 Beds
  • 1.5 Baths
  • 2,360 Sq Ft

  81 Fiske St, Waterbury, CT 06710

  Welcome to this classic Colonial-style home with attached, under home garage located in Waterbury's desirable Boulevard neighborhood. Offering over 2,300 square feet of living space, this spacious residence features 6 bedrooms, 1.5 bathrooms, and timeless architectural charm throughout. The main level boasts a welcoming foyer, a large living room with fireplace, formal dining room, and an updated

  Levi Judqin Brass Moon Realty

  81 Fiske St, Waterbury, CT 06710
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  /6

  $279,900

  $20K PRICE DROP Pre-Foreclosure

  • 8 Beds
  • 2.5 Baths
  • 3,909 Sq Ft

  76 Chapman Ave, Waterbury, CT 06710

  Investor special and restoration opportunity not to be missed! This spacious corner lot two-family features an 8-bedroom, 1.5 bath main residence with multiple fireplaces, eat-in kitchen, and a covered screened porch overlooking the city. The upper unit offers 2 bedrooms, 1 bath with a living room, kitchen, and washer and dryer hookup. . The partially finished full basement includes a 1/2

  Brent Eckman Century 21 AllPoints Realty

  76 Chapman Ave, Waterbury, CT 06710
• 

  

  /20

  $210,000

  Pre-Foreclosure

  • 3 Beds
  • 1.5 Baths
  • 1,000 Sq Ft

  220 Park Rd, Waterbury, CT 06708

  Desirable West side location is where you'll find this AFFORDABLY PRICED, tranquil home-perfect for starting out or slowing down! Nestled off the road for ultimate privacy on almost half acre lot! A peaceful retreat to enjoy backyard barbecues, volley ball, social gatherings, yet convenient to golf course, hospital, colleges, fine dining, shopping, I-84 & Rt -8. Many newer permits done in 2021 to

  Judith Caputo Advantage Realty Group, Inc.

  220 Park Rd, Waterbury, CT 06708
• 

  /2

  $280,000

  • 3 Beds
  • 1.5 Baths
  • 1,080 Sq Ft

  89 Rockledge Dr, Waterbury, CT 06706

  Property offered strictly as-is. Home is currently occupied-no interior access or photos available. Purchaser to assume occupancy status at closing. Excellent opportunity for buyers willing to address the next steps and realize this property's potential.

  Catherine Aaron Berkshire Hathaway NE Prop.

  89 Rockledge Dr, Waterbury, CT 06706
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  /30

  $499,900

  • 6 Beds
  • 3 Baths
  • 2,133 Sq Ft

  23 Robinson St, Waterbury, CT 06704

  Completely renovated 3-family investment opportunity in Waterbury's desirable North End! All three spacious units offer 2 bedrooms and 1 full bath, with the second and third floor apartments are recently renovated with attractive finishes top to bottom. The property features new vinyl siding, a newer roof, and replacement windows, providing a turn-key purchase and low-maintenance ownership for

  Amanda Sheehan Oxford Realty

  23 Robinson St, Waterbury, CT 06704
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  /25

  $299,900

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

  81 Robert St, Waterbury, CT 06710

  Well-maintained Cape Cod-style home set on .14 acre lot in a neighborhood primarily consisting of single-family homes. The first-floor unit offers 6 rooms, 2 bedrooms, dining room and 1 full bath, featuring hardwood floors, coffered ceilings in select rooms, and a pantry. The second-floor unit has 3 rooms, 1 bedroom, 1 full bath and a loft area with closets and built-in cubby storage throughout.

  Diane Lanese Vitale Realty

  81 Robert St, Waterbury, CT 06710
• 

  

  /39

  $379,000

  • 3 Beds
  • 2 Baths
  • 1,602 Sq Ft

  58 Oak Hollow Dr, Waterbury, CT 06708

  Perfect time to make your move into this inviting Raised Ranch in desirable Bunker Hill, with major updates already completed, including a newer roof, gutters, and hardwood flooring! Step inside and immediately feel the bright, airy atmosphere throughout the main level. The living room offers a cozy pellet insert set within the focal-point fireplace, creating a warm and welcoming space to relax.

  Dawn Rousseau Showcase Realty, Inc.

  58 Oak Hollow Dr, Waterbury, CT 06708
• 

  

  /40

  $389,000

  $15K PRICE DROP

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

  167 Fern St, Waterbury, CT 06704

  Beautifully maintained 3-5 bedroom opportunity situated on a desirable corner lot offering great yard space and added privacy. Enjoy outdoor entertaining and relaxing on the spacious patio. Inside you will find beautiful hardwood floors throughout the main level and upstairs, adding warmth and character to the home. The updated upstairs bathroom features modern finishes while a convenient half

  Jordan Jones Dave Jones Realty, LLC

  167 Fern St, Waterbury, CT 06704
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  /6

  $449,900

  New Construction

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

  4 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

  4 Granby St, Waterbury, CT 06708
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  /3

  $300,000

  • Land
  • 2.34 Acres
  • $128,205 per Acre

  0 Farmwood Rd, Waterbury, CT 06704

  Open Lot with Great Opportunity to Build! Drive by and view today!

  Levi Judqin Brass Moon Realty

  0 Farmwood Rd, Waterbury, CT 06704
• 

  

  /25

  $350,000

  • 6 Beds
  • 3 Baths
  • 1,950 Sq Ft

  429 Washington Ave, Waterbury, CT 06708

  This property at 429 Washington Avenue is a turn-key investment opportunity or a perfect owner-occupant setup in the heart of Waterbury. Recently updated and situated on a visible corner lot, this multi-family home blends historic charm with modern essential upgrades. Modern Infrastructure: Features a newer roof, vinyl siding, and a recently upgraded 200-amp electrical system. * Fresh Interiors:

  Jonathan Santos Tesla Realty Group LLC

  429 Washington Ave, Waterbury, CT 06708
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  /12

  $249,000

  $21K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,614 Sq Ft

  855 Oronoke Rd Unit 2, Waterbury, CT 06708

  Investors Special! Welcome to 855 Oronoke Rd, UNIT 2, a stunning condo located in the desirable Fieldstone Village of Waterbury, CT. This rare opportunity offers a spacious 3-bedroom, 2.5-bathroom home, built in 1991, with approximately 1,614 square feet of living space. Enjoy the convenience of a free-standing home, coupled with the benefits of condominium living. This elegant unit features a

  Ari Lee Sunbelt Sales & Development

  855 Oronoke Rd Unit 2, Waterbury, CT 06708
• 

  

  /22

  $349,999

  $20K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,493 Sq Ft

  24 Sunfield Cir, Waterbury, CT 06708

  Welcome to 24 Sunfield Circle, Waterbury, CT - a spacious split-level home nestled on a quiet cul-de-sac in a desirable neighborhood. This well-maintained property offers 3 bedrooms, 2 full bathrooms, and 1,493 square feet of comfortable living space, perfect for homeowners looking for both functionality and charm. Situated on a generous 0.31-acre lot, this home features a large yard with plenty

  Omar Ruizesparza eRealty Advisors, Inc.

  24 Sunfield Cir, Waterbury, CT 06708
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  /7

  $316,600

  • 4 Beds
  • 3 Baths
  • 1,880 Sq Ft

  242 Madison St, Waterbury, CT 06706

  Fully tenant-occupied rooming-style property with established rental structure in place. Tenants rent by the bedroom with shared and private bathroom arrangements already functioning. Current income and expense details available upon request. Sold subject to existing tenancy or cash for keys. Sale dependent upon the contract owner's ability to take title'

  Derek Greene Derek Greene

  242 Madison St, Waterbury, CT 06706
• 

  

  /40

  $430,000

  Open Sun 12PM - 2PM $5K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,488 Sq Ft

  110 White Birch Dr, Waterbury, CT 06708

  Welcome to this well-maintained Raised Ranch located in Waterbury's desirable Bunker Hill neighborhood. Situated on a private and secluded 0.95-acre lot, this home offers space, versatility, and beautiful outdoor views. The main level features a bright living room, dining area, kitchen, three bedrooms, and two full bathrooms. Hardwood flooring can be found throughout much of the main level,

  Antonio Marrero Dave Jones Realty, LLC

  110 White Birch Dr, Waterbury, CT 06708
• 

  

  /26

  $355,000

  $14K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,720 Sq Ft

  84 Everitt St, Waterbury, CT 06704

  Back on the Market - Through No Fault of the Property! Updated ranch-style home in the heart of Waterbury. This move-in ready residence offers 3 spacious bedrooms and 2 full bathrooms, complemented by gleaming hardwood floors that flow throughout the home. Thoughtfully renovated for today's homeowner, the property features fresh interior and exterior paint, brand-new appliances, a new furnace for

  Emmannuel Pina eXp Realty

  84 Everitt St, Waterbury, CT 06704
• 

  

  /4

  $425,000

  • 6 Beds
  • 3,093 Sq Ft

  17 Bronson St, Waterbury, CT 06704

  Opportunity awaits, Three family units with a lower level store. You can live and run your business right from home. Rent other units for additional income or this can be multigenerational home, many, many options. A great opportunity for a Multi-mixed use property.

  James Dumoi Amity Realty Group, LLC

  17 Bronson St, Waterbury, CT 06704
• 

  

  /28

  $295,000

  • 3 Beds
  • 1.5 Baths
  • 1,092 Sq Ft

  225 Courtland Ave, Waterbury, CT 06705

  Charming East End ranch on the wolcott line offering excellent value and opportunity in a convenient Waterbury location. This well-maintained 3-bedroom, 1.5-bath home with a beautifully finished basement, features a functional layout with spacious living areas, abundant natural light, fresh new hardwood floors and a 6 year old roof. Situated on a generous lot with ample outdoor space, the

  Dillon Cass Surf Realty LLC

  225 Courtland Ave, Waterbury, CT 06705
• 

  

  /24

  $249,000

  • 3 Beds
  • 1.5 Baths
  • 912 Sq Ft

  322 Pearl Lake Rd, Waterbury, CT 06706

  Charming opportunity in Waterbury's desirable East End! This well-maintained home on Pearl Lake Rd offers comfortable living, great outdoor space, and endless potential. Featuring a functional layout, spacious yard, and convenient location close to shopping, schools, parks, and major commuter routes, this property is perfect for homeowners and investors alike. Whether you're looking to move right

  Dillon Cass Surf Realty LLC

  322 Pearl Lake Rd, Waterbury, CT 06706

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