Luxury Homes for Sale in Waterbury, CT

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  /38

  $4,500,000

  • 3 Beds
  • 1 Bath
  • 10,052 Sq Ft

  985 Bank St, Waterbury, CT 06708

  Don't miss this Brooklyn neighborhood opportunity with Brass City Apartments Portfolio. Consisting of 44 units, in two locations less than 0.25 miles from one another. The portfolio is comprised of a total of six (6) buildings. There are four (4) contiguous properties on the corner of Bank St and Washington Ave for a total of 32 units and (2) adjacent buildings on Congress Ave with an additional

  Amanda Sheehan Oxford Realty

  985 Bank St, Waterbury, CT 06708
• Explore Waterbury

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  /32

  $2,750,000

  • 6 Beds
  • 3 Baths
  • 26,948 Sq Ft

  343 W Main St, Waterbury, CT 06702

  Exceptional mixed-use investment opportunity Downtown featuring three contiguous parcels totaling 0.42 acres with 26,948 SF of GLA. The offering includes two mixed-use buildings (343-367 West Main St & 495 Meadow St, Waterbury) plus a 31-car parking lot (367 West Main St), providing strong infrastructure for both residential and commercial tenancy. The property consists of 6 ground-level

  Amanda Sheehan Oxford Realty

  343 W Main St, Waterbury, CT 06702
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  /21

  $1,700,000

  • 16 Beds
  • 16 Baths
  • 11,360 Sq Ft

  48 Mitchell Ave, Waterbury, CT 06710

  Amazing investment opportunity in downtown Waterbury's Central Business District. Situated on a corner lot, 48 Mitchell Street is a well-maintained 4-story brick building comprised of sixteen (16) one-bedroom apartments. The property is leased through HUD and a Waterbury Housing Program, providing historically low vacancy and a stable, reliable monthly income stream. Many units have been turned

  Amanda Sheehan Oxford Realty

  48 Mitchell Ave, Waterbury, CT 06710
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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
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  /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
• 

  

  /7

  $700,000

  • 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 units in MIDDLEBURY, CT! LOCATION! LOCATION! One parcel with (.41 acre) consists of a detached, 1 bedroom single family, approximately (620 s.f.), 3 units w/1 car garage under and in-ground pool. 2 car detached garage, in addition to plenty of off street parking. Public water and sewer. Separate utilities paid by tenants. Single family has oil heat and 3 family is

  Judith Caputo Advantage Realty Group, Inc.

  10 Old Waterbury Rd, Middlebury, CT 06762
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  /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

  Joe Moreira Clearview Realty LLC

  118 Fairmount St, Waterbury, CT 06706
• 

  

  /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
• 

  

  /23

  $679,000

  • 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
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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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  /7

  $600,000

  • 10 Beds
  • 5 Baths
  • 5,500 Sq Ft

  67 Burton St, Waterbury, CT 06704

  Excellent investment opportunity featuring two separate buildings, each a 3-family apartment, for a total of 6 residential units, located at 67 Burton Street in Waterbury. The property offers strong income potential with multiple units, separate buildings for added flexibility, and a functional layout ideal for long-term rentals or portfolio expansion. Conveniently situated near local amenities,

  Levi Judqin Brass Moon Realty

  67 Burton St, Waterbury, CT 06704
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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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  /40

  $575,000

  • 3 Beds
  • 1 Bath
  • 2,704 Sq Ft

  151 Highland Ave, Waterbury, CT 06708

  OPPORTUNITY AWAITS YOU. MIXED USE-RETAIL-APARTMENT building C/A ZONED on corner lot in highly sought after, heavily traveled, with high visibility, TOWN PLOT neighborhood. Just seconds to major highways. Property consists of 2 story building to include storefront, 6 room, 3 bedroom apartment above storefront and 2 car detached garage. Home for well over 20 years of "Sam's Deli & Convenience."

  Judith Caputo Advantage Realty Group, Inc.

  151 Highland Ave, Waterbury, CT 06708
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  /39

  $550,000

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

  16 Clairmont Ave, Waterbury, CT 06708

  **Seller is very motivated** 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

  Jessica Caruso Berkshire Hathaway NE Prop.

  16 Clairmont Ave, Waterbury, CT 06708
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  /37

  $525,000

  • 3 Beds
  • 2.5 Baths
  • 4,780 Sq Ft

  207 Ridgefield Ave, Waterbury, CT 06705

  Beautifully Updated 3-Bedroom Colonial with Modern Upgrades and Stunning Design Features Welcome to this bright and spacious 3-bedroom, 2.5-bath Colonial built in 2007, filled with natural light, custom details, and exceptional convenience. Attractive stonework leads you into the inviting main level, featuring a large living room with a cozy fireplace, marble tile floors, and sliders opening to

  Derek Greene Derek Greene

  207 Ridgefield Ave, Waterbury, CT 06705
• 

  

  /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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  /30

  $494,900

  • 9 Beds
  • 3 Baths
  • 4,716 Sq Ft

  36 Brewster St, Waterbury, CT 06704

  Investors take notice of this prime multifamily opportunity!! This fully occupied three-unit property provides a fantastic opportunity to grow your portfolio, featuring spacious three-bedroom units on each floor. Each unit includes a living room, dining room, kitchen, and washer/dryer hook-ups. Conveniently located close to shopping, dining, schools, and public transportation, this property

  Mariella Quintana Premier Properties of CT

  36 Brewster St, Waterbury, CT 06704
• 

  

  /19

  $489,900

  • 10 Beds
  • 4 Baths
  • 4,074 Sq Ft

  484 Waterville St, Waterbury, CT 06710

  Spacious Victorian multifamily offering large units with classic architectural charm and strong rental appeal. This well-maintained property features generously sized apartments with numerous windows that bring in abundant natural light. Each unit offers substantial living areas, large bedrooms, laundry hook-ups, and practical floor plans suited for long-term occupancy. Tenants pay their own

  Amanda Sheehan Oxford Realty

  484 Waterville St, Waterbury, CT 06710
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  /24

  $469,900

  • 9 Beds
  • 3 Baths
  • 3,471 Sq Ft

  111 Draher St, Waterbury, CT 06708

  Well-maintained and renovated three-family property in Town Plot, featuring three spacious 3-bedroom, 1-bath units, each offering approximately 1,150 square feet of comfortable living space. Units 1 and 3 are renovated with newer kitchens and baths + flooring and fixtures. Unit 2 has been well maintained with some various updates as well. The heat and hot water are separate and tenant paid.

  Amanda Sheehan Oxford Realty

  111 Draher St, Waterbury, CT 06708
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  /32

  $465,000

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

  156 Orange St, Waterbury, CT 06704

  Great 4-Family Investment or Owner-Occupant Opportunity! 9% CAP w/full occupancy. 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

  Amanda Sheehan Oxford Realty

  156 Orange St, Waterbury, CT 06704
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  /28

  $450,000

  • 1 Bed
  • 1 Bath
  • 4,365 Sq Ft

  21 Holmes Ave, Waterbury, CT 06710

  Step into history in the heart of downtown Waterbury and make it your own. This distinctive property offers a rare opportunity to own a piece of the city's past while creating your future. Whether you're envisioning a professional office, boutique business, or a unique live/work concept, the possibilities are endless. Surrounded by the energy of downtown and rich local heritage, this space is

  Lysa Napoli Showcase Realty, Inc.

  21 Holmes Ave, Waterbury, CT 06710
• 

  

  /7

  $450,000

  • 9 Beds
  • 3 Baths
  • 3,824 Sq Ft

  75 Woodward Ave, Waterbury, CT 06705

  Welcome to 75 Woodward - a solid multifamily investment opportunity offering strong in-place income with upside potential. This well-maintained property features three spacious 3-bedroom, 1-bath units, all fully occupied with separate, tenant-paid utilities, keeping operating expenses low. Each unit offers oversized layouts, making them highly desirable for long-term tenants. Recent improvements

  Molly Sullivan Century 21 AllPoints Realty

  75 Woodward Ave, Waterbury, CT 06705
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  /38

  $450,000

  • 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
• 

  

  /31

  $449,900

  • 9 Beds
  • 3 Baths
  • 3,193 Sq Ft

  48 Dikeman St, Waterbury, CT 06704

  Cash flowing, well maintained 3-family property in the W.O.W neighborhood of Waterbury. Perfect for both owner-occupants and investors. Each unit offers approx. 1,060 SF each with 3 bedrooms, living room, full bath and eat-in-kitchen. All three units feature hardwood floors throughout + some kitchen and bath updates throughout. Each unit has separate utilities - 1st floor is all gas and 2nd / 3rd

  Amanda Sheehan Oxford Realty

  48 Dikeman St, Waterbury, CT 06704
• 

  

  /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
• 

  

  /31

  $449,900

  • 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
• 

  

  /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
• 

  

  /30

  $449,900

  • 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
• 

  

  /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

  $439,000

  • 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
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  /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

  

  Guillermo Araujo

  Five Stars Realty

  (475) 405-3208

  61 Harpers Ferry Rd, Waterbury, CT 06705
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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

  

  Guillermo Araujo

  Five Stars Realty

  (475) 267-2498

  307 Dwight St, Waterbury, CT 06704
• 

  

  /17

  $419,000 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,464 Sq Ft

  124 Highlawn St, Waterbury, CT 06705

  EAST END- MAGNIFICENT BRAND NEW COLONIAL THAT FEATURES A EAT IN KITCHEN WITH CUSTOM WHITE CABINETS, QUARTZ TOPS & STAINLESS STEEL APPLS THAT OPENS TO A LARGE LIVING RM- 3 GENEROUS SIZED BEDROOMS WITH THE PRIMARY BEDROOM HAVING IT'S OWN FULL BATH WITH DOUBLE VANITY & WALK IN CLOSET- TOTAL OF 2.5 BATHS- OVERSIZED 1 CAR GARAGE WITH OPENER- PROPANE FURNACE- CENTRAL AC- RECESSED LIGHTING THROUGHOUT-

  Michael Vitale Vitale Realty

  124 Highlawn St, Waterbury, CT 06705
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  /34

  $409,500

  • 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
• 

  

  /29

  $399,900

  • 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 unit is available for an owner-occupant, while the second- and third-floor units are currently rented, providing immediate income. The first floor and

  Amanda Sheehan Oxford Realty

  73 South St, Waterbury, CT 06706
• 

  

  /16

  $399,900

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

  77 Wall St, Waterbury, CT 06705

  Amazing opportunity in Waterbury's Downtown 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
• 

  

  /21

  $399,900

  • 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

  $399,900

  • 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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