Luxury Homes for Sale in Waterbury, CT

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  /5

  $1,600,000

  • Land
  • 29 Acres
  • $55,172 per Acre

  0 White Birch Unit 24141986, Middlebury, CT 06762

  Attention Builders, Developers, and Investors: fully approved 10 LOT Subdivision for sale in the charming town of Middlebury, CT (29 Acres total) With comprehensive approvals in place including Planning & Zoning, Wetlands, and Health Department clearances, you can get straight to work developing your vision. Each lot is designed to feature a private well and connection to public sewer. Middlebury

  Donna Kennedy Compass Connecticut, LLC

  0 White Birch Unit 24141986, Middlebury, CT 06762
• Explore Waterbury

• 

  

  

  /40

  $1,000,000

  • 4 Beds
  • 4.5 Baths
  • 5,388 Sq Ft

  77 Eastfield Rd, Waterbury, CT 06708

  Welcome to your private retreat! This elegant 4,128 sq ft Colonial, built in 1930, is gracefully situated on 1.39 acres with stunning golf course views, directly abutting the prestigious Country Club of Waterbury-a Donald Ross-designed course. The beautifully landscaped grounds feature sophisticated uplighting, copper gutters, charming stone walls, and expansive multi-level patios. Enjoy

  John Donato Jr Showcase Realty, Inc.

  77 Eastfield Rd, Waterbury, CT 06708
• 

  

  /2

  $950,000

  • Land
  • 51.95 Acres
  • $18,287 per Acre

  0 Montoe Rd, Waterbury, CT 06701

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

  Levi Judqin Brass Moon Realty

  0 Montoe Rd, Waterbury, CT 06701
• 

  

  

  /12

  $899,900

  • 15 Beds
  • 5 Baths
  • 6,525 Sq Ft

  28 Hill St, Waterbury, CT 06704

  28 Hill St, Waterbury is a turn-key 7-unit multifamily investment property ideally located in the heart of Waterbury, perfect for investors or 1031 Buyers looking to secure a cash flowing asset. This property generates $111,600 in annual gross income and offers a strong rental history with six occupied units and one ready for a new tenant unit ready for immediate lease-up, allowing for quick

  Shy Grahame Berkshire Hathaway NE Prop.

  28 Hill St, Waterbury, CT 06704
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  /7

  $795,000

  • 15 Beds
  • 9 Baths
  • 7,440 Sq Ft

  915 S Main St, Waterbury, CT 06706

  Investors take note! Fantastic investment opportunity at 915 South Main St. in the heart of Waterbury! This multi-family property features 9 units with strong rental income potential. There are three 3 bedroom units, two 1 bedrooms, and 4 studio units. Unfinished basement. Plenty off-street parking is available at the rear of the property. Conveniently located near shopping, schools, public

  Levi Judqin Brass Moon Realty

  915 S Main St, Waterbury, CT 06706
• 

  

  /12

  $699,900

  • 10 Beds
  • 8 Baths
  • 2,510 Sq Ft

  807 E Main St, Waterbury, CT 06705

  Nice 8 unit with super who lives on site.

  Victor Antico Berkshire Hathaway NE Prop.

  807 E Main St, Waterbury, CT 06705
• 

  

  /12

  $699,900

  • 5 Beds
  • 4 Baths
  • 2,345 Sq Ft

  10 Old Waterbury Rd, Middlebury, CT 06762

  RARE OPPORTUNITY to find 4 multi-units in MIDDLEBURY, CT! One parcel (.41 acre) with 2 properties: a single family "COTTAGE" and a side by side 3 unit w/garage under. 2 car detached garage as well,on a private, no-thru street. Public water and sewer. Separate utilities paid by tenants. Historically Low vacancy. INGROUND POOL w/huge deck. Prime location with easy access to rt 8 and I-84. Walking

  Judith Caputo Advantage Realty Group, Inc.

  10 Old Waterbury Rd, Middlebury, CT 06762
• 

  

  /39

  $699,000

  • 10 Beds
  • 8 Baths
  • 4,464 Sq Ft

  118 Fairmount St, Waterbury, CT 06706

  ATTENTION INVESTORS!! This is a property that you do not want to miss! Welcome to this well-maintained townhouse styled multifamily residence features 10 total bedrooms across four spacious units, offering excellent rental appeal and strong long-term upside. The end units are both 3 bedrooms and 1.5 Bathrooms, the two middle units are 2 Bedrooms and 1.5 bathrooms. Most of the building showcases

  Jo Moreira Clearview Realty LLC

  118 Fairmount St, Waterbury, CT 06706
• 

  

  /23

  $689,900

  • 11 Beds
  • 4 Baths
  • 4,104 Sq Ft

  62 Poplar St, Waterbury, CT 06708

  Fully Occupied, 4 Family with 8% CAP rate. Excellent investment opportunity. Updated electrical. All units are on separate utilities. The 1st, 2nd, and 3rd floor units have 3 bedrooms, an eat-in kitchen, living room and dining room. The lower-level unit has 2 bedrooms. All units have laundry hook up. Vinyl flooring throughout. Conveniently located close to highways, transportation and schools.

  Stephanie Oliver Dave Jones Realty, LLC

  62 Poplar St, Waterbury, CT 06708
• 

  

  /18

  $685,000 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,600 Sq Ft

  9 Pembroke Hill Rd, Wolcott, CT 06716

  Customize your dream home with well known area builder on this wooded 1.12 acre lot at the end of the cul-de-sac on Pembroke Hill in The Preserve subdivision. Seasonal water views of Chestnut Hill Reservoir. This open floor plan Colonial features 4 bedrooms, 2.5 baths and hardwood floors throughout the main level, a large kitchen with island and choice of stone counters, formal dining room with

  Lynn Lombardi, ABR, GRI Fercodini Properties, Inc.

  9 Pembroke Hill Rd, Wolcott, CT 06716
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  /27

  $629,000

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

  28 Gaylord Glen, Waterbury, CT 06708

  Welcome to this Bunker Hill Estate with all the bells and whistles. Set on over 2 acres of professionally landscaped park like grounds with underground sprinkler system you will then enter 3300 square feet, perfect for entertaining, in this custom built home. Enjoy the magnificent views from the 2 story wraparound Mahogany porches and gazebo. Features 9 FT ceilings, gourmet eat in kitchen with

  Pamela Benanto Houlihan Lawrence WD

  28 Gaylord Glen, Waterbury, CT 06708
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  /5

  $600,000

  • Land
  • 4.16 Acres
  • $144,231 per Acre

  00 Halperin Ct, Waterbury, CT 06704

  Shovel Ready: CONDITIONALLY APPROVED RESIDENTIAL SUBDIVISION & Earth Excavation Permit | 4.16 Acres yield 11 Residential Home Sites on Cul De Sac | Sewer Main & Storm Water Main installed in Halperin Court | Limited Market Inventory of Subdivision Lots | Steady absorption of New Single Family in Market | Subdivision Plans, Construction Plans and Approvals available in office.

  Robert Ghent Ghent Realty Advisors

  00 Halperin Ct, Waterbury, CT 06704
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  /39

  $550,000

  • 5 Beds
  • 4 Baths
  • 3,760 Sq Ft

  16 Clairmont Ave, Waterbury, CT 06708

  A rare find! This spacious home offers a full in-law setup that delivers both versatility & long-term value, whether you're looking to keep loved ones close or generate rental income. Every inch of this home has been thoughtfully designed & perfected with premium materials, custom finishes, & quality craftsmanship. The upper level features an open-concept layout with cathedral ceilings, a marble

  Jessica Caruso Berkshire Hathaway NE Prop.

  16 Clairmont Ave, Waterbury, CT 06708
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  /40

  $549,750

  • 3 Beds
  • 5 Baths
  • 4,093 Sq Ft

  61 Campfield Rd, Waterbury, CT 06708

  This exceptional property is a rare find, boasting a prime location in highly sought after neighborhood, directly across from the esteemed Country Club of Waterbury. Meticulously remodeled residence offers breathtaking views of the sixth hole of the Donald Ross-designed course. The open floor plan, centered around a stunning three sided fireplace, is sure to impress. Its other unique custom-built

  Erin Martin William Raveis Real Estate

  61 Campfield Rd, Waterbury, CT 06708
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  /40

  $529,000 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,260 Sq Ft

  141 Joshua Town Rd, Waterbury, CT 06708

  New Construction - Country Club Estates 2114 SQ Ft Raised Ranch - On a Cul De Sac - Abuts Country Club - Spacious open-concept floor plan, highlighted by gleaming hardwood floors, abundant natural light, Seasonal Views and sophisticated finishes throughout. The chef's kitchen featuring custom cabinetry, quartz countertops, a large center island, and GE Cafe Series Connected Appliance - 5 Burner

  Robert Ghent Ghent Realty Advisors

  141 Joshua Town Rd, Waterbury, CT 06708
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  /32

  $500,000

  • 5 Beds
  • 5 Baths
  • 3,067 Sq Ft

  74 Holmes Ave, Waterbury, CT 06710

  Calling all investors! Don't miss this well-maintained 5-unit investment property offering a strong 9% CAP rate (at full occupancy). This turnkey, cash-flowing asset features a nicely updated exterior with vinyl siding, replacement windows, a 2-year-old roof, new front porches, and sits prominently on a corner lot. The unit mix includes (1) studio and (1) one-bedroom on the first floor, (2)

  Amanda Sheehan Oxford Realty

  74 Holmes Ave, Waterbury, CT 06710
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  /2

  $500,000

  • 8 Beds
  • 3,658 Sq Ft

  28 Gilbert St, Waterbury, CT 06702

  Investor Opportunity Turnkey 5-family property in the heart of Waterbury offering excellent cash flow and strong rental history. All five units are fully rented with reliable tenants, making this a great choice for any investor seeking immediate income. Each apartment features all-new kitchens and updated finishes throughout, adding to the property's appeal and minimizing maintenance concerns.

  Mark Forte Finish Line Realty

  28 Gilbert St, Waterbury, CT 06702
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  /19

  $499,900

  • 6 Beds
  • 2.5 Baths
  • 2,499 Sq Ft

  92 Glenstone Rd, Waterbury, CT 06705

  A spacious two-family townhouse is for sale, offering excellent living space and investment potential. Both units feature 3 bedrooms and 1.5 baths, providing comfortable and functional layouts. Each unit includes a private back porch for outdoor enjoyment, giving the property a clean street presence. The home also offers a finished basement, ideal for a family room, home office, or recreation

  Doug Collins Coldwell Banker Realty

  92 Glenstone Rd, Waterbury, CT 06705
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  /21

  $499,900

  • 12 Beds
  • 3 Baths
  • 3,807 Sq Ft

  141 Draher St, Waterbury, CT 06708

  Outstanding Town Plot 3-Family w/3 car-garage! Perfect for Owner-Occupants or Investors! This spacious multi-family property offers a turn-key investment opportunity with three oversized units, each featuring 4 bedrooms, 1 bath, an eat-in kitchen, and a generous living room. Tenants enjoy separate, tenant-paid utilities, including electric heat and hot water, with individual electric panels

  Amanda Sheehan Oxford Realty

  141 Draher St, Waterbury, CT 06708
• 

  

  /15

  $499,000

  • 6 Beds
  • 4 Baths
  • 2,418 Sq Ft

  34 Katie Ln, Waterbury, CT 06708

  Great Duplex Style Home featuring 5 room, 3 bedroom, 1.5 bath units, Eat-In Kitchen, Living Room on each side with 1 Car Garage, Raised Panes thoughout and both Units are nicely kept. Close to Schools, Parks, Restaurants with easy commute to 8 & 84.

  Maria Vilar Weichert REALTORS Briotti Group

  34 Katie Ln, Waterbury, CT 06708
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  /27

  $498,500

  • 7 Beds
  • 3 Baths
  • 3,181 Sq Ft

  180 Monmouth Ave, Waterbury, CT 06704

  Excellent Investment or Owner Occupant Opportunity at 180 Monmouth Avenue, in Waterbury CT! Discover this well-maintained three-family home offering a perfect blend of income potential and long-term value. The 1st and 2nd floors have been updated with brand new kitchens, brand new bathrooms, updated lighting windows and flooring and more.. Each Unit has a comfortable living area, an eat-in

  Ben Weinberg Brass Moon Realty

  180 Monmouth Ave, Waterbury, CT 06704
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  /30

  $494,999

  • 12 Beds
  • 3 Baths
  • 3,672 Sq Ft

  146 Charles St, Waterbury, CT 06708

  Strong cash flow opportunity in Waterbury! This three-family home offers 4-bed/1-bath in each unit plus additional extra rooms that can be used as an office. Ideal for investors seeking stable long-term income. Property features separate entrances, hardwood floors and off-street parking for 4 cars. Property is conveniently located near public transit, shopping center, mall and Route 8. Perfect

  Arlinda Gesner Arlinda Gesner Realty LLC

  146 Charles St, Waterbury, CT 06708
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  /21

  $489,900

  • 10 Beds
  • 3 Baths
  • 3,733 Sq Ft

  55 Plaza Ave, Waterbury, CT 06710

  Owner-Occupants & Investors Take Notice! Fantastic opportunity in the Hillside neighborhood. This well-maintained three-family property offers strong cash-flow potential with two spacious 4-bedroom/1-bath units and one 2-bedroom/1-bath unit. The 1st-floor unit is move-in ready, making it an ideal choice for an owner-occupant. All utilities are separate and tenant-paid, featuring electric heat and

  Amanda Sheehan Oxford Realty

  55 Plaza Ave, Waterbury, CT 06710
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  /31

  $485,900

  • 7 Beds
  • 3 Baths
  • 3,204 Sq Ft

  127 Lounsbury St, Waterbury, CT 06706

  3 Family with

  Stephanie Oliver Dave Jones Realty, LLC

  127 Lounsbury St, Waterbury, CT 06706
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  /32

  $479,900

  • 8 Beds
  • 4 Baths
  • 2,634 Sq Ft

  156 Orange St, Waterbury, CT 06704

  Great 4-Family Investment or Owner-Occupant Opportunity! Move-in ready and perfect for both owner-occupants and investors -choose your tenants and start collecting rent immediately! All four units are 2 bed / 1 bath, featuring hardwood floors, neutral paint, and mostly renovated kitchens and bathrooms. Each unit has separate, tenant-paid utilities, keeping operating expenses low. The property

  Amanda Sheehan Oxford Realty

  156 Orange St, Waterbury, CT 06704
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  /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
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  /40

  $475,900 Open Sun 12PM - 3PM

  • 3 Beds
  • 2.5 Baths
  • 2,354 Sq Ft

  37 Kenmore Ave, Waterbury, CT 06708

  Welcome to this beautiful remodeled 3-bedroom, 2.5-bathroom Colonial, offering a large, sun- filled living room with new hardwood floors and a cozy gas fireplace. The spacious main level features a formal dining room, a half bath, and a eat-in kitchen with quartz countertops. stainless steel. appliances, recessed lighting and a separate pantry. Upstairs the Primary bedroom suite includes a custom

  MaryBeth Porto Great Estates, CT

  37 Kenmore Ave, Waterbury, CT 06708
• 

  

  /40

  $475,000

  • 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 $75,000 for BUSINESS, to include EQUIPMENT. Many upgrades and improvements completed over the years. BUSINESS (SAM'S DELI & CONVENIENCE STORE), can be SOLD SEPARATELY or as a PACKAGE DEAL with the

  Judith Caputo Advantage Realty Group, Inc.

  151 Highland Ave, Waterbury, CT 06708
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  /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
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  /34

  $469,999

  • 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
• 

  

  /27

  $469,900

  • 4 Beds
  • 3 Baths
  • 2,630 Sq Ft

  318 Congress Ave, Waterbury, CT 06708

  Prime Investment Opportunity in Waterbury! This fully rented, mixed-use property offers a fantastic blend of residential and commercial spaces, making it a standout investment opportunity. Two Spacious Residential Units; each one boasts 2 bedrooms, 1 bathroom, and a kitchen with dining area, providing comfortable living spaces for tenants. Commercial Space on the First Floor: The commercial unit

  

  Edmundo DaSilva

  eXp Realty

  (203) 941-8930

  318 Congress Ave, Waterbury, CT 06708
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  /17

  $450,000

  • 6 Beds
  • 3 Baths
  • 2,450 Sq Ft

  210 Bishop St, Waterbury, CT 06704

  A rare opportunity! Total 4 units!: three residential units plus a ground-level commercial space (4 total spaces). Per seller, zoning approval is on file for a corner-store use; buyers are advised to verify all permits, zoning, and intended uses with the City of Waterbury and all applicable authorities. Each residential unit offers two bedrooms and is currently occupied with under-market rental,

  Jatnna Lucky Showcase Realty, Inc.

  210 Bishop St, Waterbury, CT 06704
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  /21

  $449,900

  • 3 Beds
  • 2.5 Baths
  • 2,064 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
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  /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

  $439,900

  • 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
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  /16

  $439,900

  • 8 Beds
  • 3 Baths
  • 3,344 Sq Ft

  77 Wall St, Waterbury, CT 06705

  Amazing opportunity in Waterbury's W.O.W neighborhood - with 8% CAP at full occupancy, ideal for owner-occupants or investors! The property features all 3 bedroom, 1 bath units each offering large living room/dining rooms, eat-in kitchens, and generously sized bedrooms. The third-floor unit has been remodeled and is ready for immediate move-in, while the other two units are leased for steady

  Amanda Sheehan Oxford Realty

  77 Wall St, Waterbury, CT 06705
• 

  

  /16

  $439,000

  • 6 Beds
  • 3 Baths
  • 3,009 Sq Ft

  381 Congress Ave, Waterbury, CT 06708

  Investors and owner-occupants take notice! This spacious 3-family property is ready for its next owner. Each floor features five generous rooms and in-unit laundry, with the flexibility to configure as 2 or 3 bedrooms. Additional highlights include a 1-car garage, off-street parking, and a convenient location right on the bus line and close to shops, schools, and major amenities. The property

  Lynn LaForme Showcase Realty, Inc.

  381 Congress Ave, Waterbury, CT 06708
• 

  

  /30

  $425,000

  • 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
• 

  

  /21

  $425,000

  • 7 Beds
  • 3 Baths
  • 3,584 Sq Ft

  33 Albert Place, Waterbury, CT 06702

  Amazing opportunity in Waterbury's W.O.W neighborhood - with 12% ROI, located on a dead-end street, ideal for owner-occupants or investors! The property features 2 bed and 3 bed units, each offering large living room/dining rooms, eat-in kitchens, and generously sized bedrooms. The second-floor unit has been beautifully remodeled and is ready for immediate move-in, while the other two units have

  Amanda Sheehan Oxford Realty

  33 Albert Place, Waterbury, CT 06702
• 

  

  /23

  $425,000

  • 10 Beds
  • 3 Baths
  • 3,401 Sq Ft

  37 Plaza Ave, Waterbury, CT 06710

  Owner-Occupants and Investors Take Notice! Excellent opportunity in the desirable Hillside neighborhood. This three-family property offers strong cash flow potential with two 3/4-bedroom, 1-bath units and one 2-bedroom, 1-bath unit. All utilities are separate and tenant-paid, including gas heat and hot water. Electrical has been updated to circuit breakers and is also tenant-paid. Exterior

  Amanda Sheehan Oxford Realty

  37 Plaza Ave, Waterbury, CT 06710

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