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319 Hill St, Waterbury
$525,000
5 Beds ⋅ 3 Baths ⋅ 24215772 MLS
Don't miss this 3 family gem with city views from the 3rd floor, located on Hill St in Waterbury. This property has been historically income producing but is now vacant for you or your next tenants. Recent updates include kitchens, baths, railings, front porch, hot water heaters and more.The detached 3 car garage is a big plus! Come see for yourself the potential this property brings to the market.

319 Hill St, Waterbury
52 Wilson St, Waterbury
$518,300
6 Beds ⋅ 2 Baths ⋅ 24198949 MLS
Beautifully sited and remodeled two family in convenient West Side location! With newly paved driveway, windows, and a complete interior upgrade, these units are suitable as an investment or for owner occupant use. The kitchens feature stainless appliances, new cabinets, marble counters, tile backsplashes, and will be appreciated by cooks! Gorgeous chic bathrooms are brand new. The floors have retained the vintage hardwood in many areas, and new plank flooring in other areas. Energy saving new windows have just been installed . The second floor unit features a finished attic with walk up access and versatile rooms. Enjoy the yard, partially fenced, with plenty of room for outdoor activities. Sufficient parking for residents and guests on newly paved driveway. Avoid city traffic with easy access to highways nearby. Turnkey! A member of LLC which owns property is a licensed real estate agent.

52 Wilson St, Waterbury
78 Clover St, Waterbury
$500,000
4 Beds ⋅ 2 Baths ⋅ 24215893 MLS
Offering space, flexibility, and tremendous potential, this two-family frame home features a desirable three-bedroom apartment over a two-bedroom apartment, making it an excellent opportunity for both homeowners and investors. Hardwood floors and recessed lighting add warmth and appeal throughout, creating a comfortable foundation for everyday living. One of the property's standout features is its exceptionally large lot, offering outdoor space and possibilities that are increasingly hard to find. A four-car garage, driveway parking for up to five additional vehicles, and extra backyard space provide outstanding convenience for multiple households, car enthusiasts, or anyone in need of additional storage and parking. The two-family layout offers a variety of possibilities, whether you are looking to live in one apartment while generating rental income from the other, accommodate extended family, or expand your real estate portfolio. With its generous outdoor space, substantial parking, and flexible layout, this property offers a unique opportunity to create long-term value. A home with room to grow, space to enjoy, and possibilities limited only by your vision. Whether you are an owner-occupant, investor, or buyer looking for extra space, this property is worth exploring.

78 Clover St, Waterbury
878 Highland Ave, Waterbury
$500,000
5 Beds ⋅ 3 Baths ⋅ 24210068 MLS
3-Family Property - Investment Opportunity This maintained three-family property offers an excellent opportunity for an owner-occupant or investor. Each unit features separate utilities, its own hot water heater and furnace, and washer/dryer hookups, providing convenience for tenants and easier management for the owner. The first- and second-floor units offer tile flooring in the kitchen and bathroom, with hardwood/laminate flooring throughout the living room, dining room, and bedrooms. The third-floor unit features tile flooring in the kitchen and bathroom, an eat-in kitchen, living room, bedroom, and an additional room that can be used as an office, den, or extra living space. With three separate units, individual utilities, and updated interiors, this property offers flexibility for an owner looking to live in one unit while generating rental income from the others, or for an investor looking to add a multi-family property to their portfolio.

878 Highland Ave, Waterbury
849 Frost Rd, Waterbury
$499,999
5 Beds ⋅ 2 Baths ⋅ 24209580 MLS
Completely Renovated Multi-Family - Everything is NEW! Welcome to this beautifully renovated multi-family property at 849 Frost Rd, Waterbury, where everything has been updated from top to bottom! This is the perfect opportunity for an owner-occupant or investor looking for a move-in-ready property with major improvements already completed. Featuring 5 bedrooms and 3 bathrooms, this spacious property offers updated living spaces with brand-new finishes throughout. Enjoy peace of mind knowing the major systems, mechanicals, interior finishes, kitchens, bathrooms, flooring, lighting, and more have all been recently renovated - making this a true turnkey opportunity. From the moment you walk in, you'll appreciate the attention to detail and modern updates designed for today's homeowner or tenant. Whether you're looking to live in one unit and offset your mortgage or expand your investment portfolio, this property offers flexibility and value. Conveniently located near shopping, restaurants, highways, schools, and parks. Nothing to do but move in or start collecting rent! Schedule your showing today!

849 Frost Rd, Waterbury
113 Green St, Waterbury
$499,900
7 Beds ⋅ 4 Baths ⋅ 24207737 MLS
Investor-friendly opportunity in Waterbury's Brooklyn Center neighborhood! This large 4-family property is fully occupied, providing immediate cash flow with a low-expense operating profile. The property features various updates throughout the units, along with separate, tenant-paid gas and electric utilities. Each unit also benefits from one dedicated off-street parking space. Current rents are below market, offering attractive upside and potential for increased income over time. A strong addition to any investment portfolio with established tenancy, existing cash flow, and room for future growth. Conveniently located with easy access to shopping, major routes, and area amenities.

113 Green St, Waterbury
35 Madison St, Waterbury
$499,900
7 Beds ⋅ 4 Baths ⋅ 24207140 MLS
Investor-friendly opportunity in Waterbury's South End with 11% ROI! This large 4-family property is fully occupied and offers immediate cash flow with a low-expense operating profile. Situated on a nice corner lot, the property features various updates throughout, low-maintenance vinyl siding, and separate, tenant-paid utilities, including gas and electric. Each unit also benefits from one dedicated off-street parking space. A strong addition to any investment portfolio with established tenancy and income already in place. Convenient Waterbury location with easy access to shopping, major routes, and area amenities.

35 Madison St, Waterbury
174 Southwest Rd, Waterbury
$499,900
4 Beds ⋅ 3 Baths ⋅ 24165008 MLS
An incredible opportunity awaits near the end of a cul-de-sac overlooking the Country Club of Waterbury. Loved by the same family for decades, this Cape is larger than it appears with nearly 3000 sq.ft above grade an another 900 sq/ft in the walk out basement. From the spacious foyer, glance into the kitchen which offers a seating area in front of a wood-burning fireplace. The living room offers a vaulted ceiling and wide-board wood floors. The adjacent formal dining room includes a char rail and shadow boxes. The primary suite has a full bath with oversize shower and his/hers closets. Across the hall are two more bedrooms on the main level. Upstairs is the 4th bedroom and a walk-in attic that is unfinished but offers potential to expand the square footage. The lower level includes a bar, a second wood burning fireplace, a half bath and copious storage. Walk out to a blue stone patio and enjoy the private, quiet backyard. 2 car attached garage. New roof in 2025.

174 Southwest Rd, Waterbury
1764 E Main St, Waterbury
$499,000
3 Beds ⋅ 3 Baths ⋅ 24205419 MLS
Great opportunity for first time home buyers to live in one unit and rent the other two. Property is located near public parks, 84 Interstate, schools and local shopping stores. First and second floor units are empty while third floor is rented for owner to live in.

1764 E Main St, Waterbury
00 Halperin Ct, Waterbury
$499,000
24005519 MLS
Shovel Ready: APPROVED & RECORDED RESIDENTIAL SUBDIVISION & Earth Excavation Permit | 4.16 Acres - 11 Single Family building lots 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.

00 Halperin Ct, Waterbury
17 Dracut Ave, Waterbury
$497,900
4 Beds ⋅ 3 Baths ⋅ 24200687 MLS
Welcome to 17 Dracut Ave, a beautiful New construction home featuring 4 bedrooms, 2.5 bathrooms, modern finishes and quality craftsmanship throughout. The bright open-concept layout offers hardwood floors, central air, and a stunning kitchen with quartz countertops, stainless steel appliances, white cabinetry, stylish black fixtures, and a large center island great for entertaining. Stylish bathrooms feature custom tile and contemporary finishes. Additional highlights include an attached garage, tankless Gas hot water and furnace, rear deck, paved driveway, and landscaped yard. Brand new, move-in ready, and waiting for its first owner!

17 Dracut Ave, Waterbury
20 Mountain View Dr, Waterbury
$489,900
4 Beds ⋅ 3 Baths ⋅ 24214651 MLS
Beautiful Ranch with Full In-Law Setup! Move-in-ready ranch offering space, comfort, and versatility. Ideally situated near the Prospect town line, this property is within walking distance of East Mountain Golf Course. The main level features an extra-large renovated kitchen, three generously sized bedrooms, and two bathrooms. New floors run throughout the main level, adding warmth and timeless appeal. Enjoy cozy winter evenings by the fireplace or relax in the second living room at the rear of the home, where you can take in the amazing views. The lower level offers an impressive, fully equipped in-law setup, complete with a brand-new kitchen, dining area, bedroom, and full bathroom-ideal for extended family, guests, or additional living space. Outside, you'll find a large lot with a dedicated garden area, offering plenty of room to enjoy the outdoors. This home is truly turnkey! With its spacious layout, updated features, and versatile living arrangements, there's nothing left to do but move in and make it your own. Don't miss this wonderful opportunity to make this beautiful home yours!

20 Mountain View Dr, Waterbury
275 Ridgefield Ave, Waterbury
$489,000
4 Beds ⋅ 3 Baths ⋅ 24189487 MLS
Welcome to this beautifully maintained 4-bedroom, 3-bath home offering space, comfort, and modern updates throughout! This move-in-ready property features remodeled flooring, spacious living areas, and a versatile finished basement that provides additional living space perfect for a family room, home office, recreation area, or guest suite. The thoughtfully designed layout offers generous bedroom sizes and multiple full bathrooms, providing plenty of room for family and guests. Energy-conscious buyers will appreciate the solar electric system, helping to reduce utility costs and improve efficiency. Conveniently located near shopping, dining, schools, parks, and major commuting routes, this home combines comfort, convenience, and value in one package. Tenant occupied. All showings are strictly by appointment only through the listing agent. No unannounced visits or walking the property without a confirmed appointment. Don't miss the opportunity to make this wonderful property your next home!

275 Ridgefield Ave, Waterbury
145 Frost Rd, Waterbury
$480,000
3 Beds ⋅ 3 Baths ⋅ 24210418 MLS
Beautifully renovated 4 bedroom, 3-full-bath home featuring 1,567 sq. ft. of living space, an 800 sq. ft. finished basement with city permits, and two permitted kitchens: one on the main floor and one on the lower level plus a private 0.14-acre yard. Thoughtfully updated throughout, with renovations completed in 2025, this home offers new hardwood flooring, fresh interior paint, updated bathrooms and bedrooms, a modernized kitchen with new appliances, and a finished basement providing additional living space and flexibility. The property also features a brand-new roof installed in 2024, a cozy fireplace, private backyard, and convenient garage. Move-in ready and renovated with attention to detail, this home combines modern updates with comfortable living.

145 Frost Rd, Waterbury
48 Irion St, Waterbury
$475,000
6 Beds ⋅ 3 Baths ⋅ 24216820 MLS
Turn key owner occupant investment opportunity in Waterbury's W.O.W neighborhood. This well-maintained multifamily property features spacious 2-bedroom, 1-bath units with extensive updates throughout, including new flooring, modern lighting, renovated kitchens, bathrooms and more! Each apartment offers two generously sized bedrooms, a large eat-in kitchen, and a spacious living room + dining room. Separate, tenant-paid utilities help keep operating expenses low, while ample off-street parking behind the building adds convenience for residents. With significant improvements already completed, this property offers investors a low-maintenance, easy-to-manage asset. An excellent opportunity to acquire a turnkey, income-producing investment.

48 Irion St, Waterbury
20 Venice Ave, Waterbury
$475,000
6 Beds ⋅ 2 Baths ⋅ 24205521 MLS
Two-Family Home with Spacious Three-Bedroom Units This two-family property offers a practical layout and excellent flexibility for an owner-occupant or investor. Each floor features three bedrooms, a living room, dining room, kitchen, and full bathroom. A separate laundry area is located in the basement, and the property is connected to city water and sewer. Easy access to route 8 and 84

20 Venice Ave, Waterbury
65 Drake St, Waterbury
$475,000
12 Beds ⋅ 3 Baths ⋅ 24200532 MLS
Spacious and move-in-ready three-family property located in Waterbury's North End, offering an excellent opportunity for an owner-occupant, extended family, or investor. Each unit features approx.. 1,390 SF with a generous 4-bedroom/1-bath layout, providing plenty of living space across all three floors. The units have been nicely renovated with fresh, neutral paint, newer vinyl flooring, updated kitchens and baths, and various improvements throughout. Separate and tenant-paid utilities help keep owner expenses low, while energy-efficient tankless COMBI boilers provide heat and hot water for each unit. Conveniently located near the Waterbury PAL, shopping, public transportation, schools, and other area amenities. A great opportunity to acquire a large, updated multifamily property with flexible owner-occupant or investment potential. One or more of this property's owners is a Real Estate Licensee.

65 Drake St, Waterbury
355 Frost Rd, Waterbury
$469,900
5 Beds ⋅ 3 Baths ⋅ 24217036 MLS
Rarely available 3-family in Waterbury's desirable East End, Fairlawn neighborhood! Ideal for buyers seeking the benefits of homeownership with supplemental rental income, this property offers a versatile three-unit layout in a sought-after residential location. The first and second floors each feature spacious 2-bedroom, 1-bath apartments with eat-in kitchens and living rooms, while the third floor offers a 1-bedroom apartment with an eat-in kitchen and living room. All utilities are separate and tenant-paid, with gas heat and hot water servicing the first and second floors and electric heat and hot water on the third floor. A detached 2-car garage with electricity, private driveway and ample rear off-street parking add to the property's appeal. A unique opportunity to secure a multifamily property in one of Waterbury's more desirable areas while benefiting from multiple income streams! Can be purchased individually or together with other multifamily properties in Waterbury.

355 Frost Rd, Waterbury
21 Aetna St, Waterbury
$469,900
6 Beds ⋅ 3 Baths ⋅ 24217002 MLS
Turnkey 3-family offering an excellent opportunity for owner-occupants and investors alike! Each spacious apartment features 2 bedrooms, 1 full bath and approximately 1,140 SF of living space, including a large eat-in kitchen, living room and dining room. Units offer hardwood floors, updated kitchens and bathrooms, and washer/dryer hookups. Exterior improvements include vinyl siding and replacement windows. Separate, tenant-paid electric utilities with no owner's meter help keep operating expenses low. The first-floor unit presents an ideal owner-occupant opportunity, allowing buyers to live in one unit while generating rental income from the others. With minimal maintenance requirements and low operating expenses, this property is an excellent option for first-time investors or those looking to expand an existing portfolio. Located in Waterbury's New Pac neighborhood, just minutes from the Waterbury Police Activity League (PAL), with convenient access to major highways, shopping, dining, public transportation and local amenities. Can be purchased individually or as part of a larger multifamily investment portfolio in Waterbury!

21 Aetna St, Waterbury
12 Aetna St, Waterbury
$469,900
10 Beds ⋅ 3 Baths ⋅ 24200201 MLS
Turn-key three-family investment opportunity located in Waterbury's North End, offering a great option for both investors and owner-occupants. The property features a strong unit mix with spacious 4-bedroom/1-bath units on the first and second floors, plus a 2-bedroom/1-bath unit on the third floor. The units have been renovated with various updates throughout, including kitchen and bathroom improvements, fresh paint, updated flooring, fixtures, and other interior upgrades. The first-floor unit is ready for an owner-occupant, providing an excellent opportunity to offset housing expenses with rental income from the additional units. The property features separate and tenant-paid utilities, including gas heat and hot water, helping to keep owner expenses minimal. Additional highlights include a low-maintenance vinyl-sided exterior, private driveway, and off-street parking. Conveniently located with access to major highways, shopping, public transportation, and area amenities. A solid opportunity to acquire a turn-key multifamily asset with owner-occupant flexibility and strong rental potential. One or more of this property's owners is a Real Estate Licensee.

12 Aetna St, Waterbury
112 Porter St, Waterbury
$465,000
2 Baths ⋅ 24192898 MLS
Commercial/industrial space for sale in Waterbury's busy South Leonard area with easy highway access and close to many other successful businesses. This former tool shop in in top notch condition both inside and out, and has 974 square feet of office space and 2509 sq.ft. of industrial space. Brand new gas furnace, newer windows and doors, two 8' garage doors and two 12' garage doors. Make this IG zoned location your new home for your business: towing, oil delivery, plumbing, electrical, machine shop or body shop.

112 Porter St, Waterbury
95 Sunnyside Ave, Waterbury
$464,000
6 Beds ⋅ 3 Baths ⋅ 24188781 MLS
Investors and owner-occupants take notice! Spacious three family property located in Town Plot. Each floor features 2 bedrooms, eat in kitchen and private deck. While some updating would enhance the property, it presents a significant opportunity for rental income growth. Whether you're looking to expand your investment portfolio or occupy one unit while generating income from the others, this is an excellent opportunity with strong long-term potential.Off-street parking available. Laundry hook up for each uint in basement. Conveniently located near shopping, schools, parks, and major highways.

95 Sunnyside Ave, Waterbury
182 Pearl St, Waterbury
$459,900
6 Beds ⋅ 3 Baths ⋅ 24217089 MLS
SPACIOUS 3-FAMILY IN WATERBURY'S NORTH END, CROWNBROOK NEIGHBORHOOD! Offering over 3,100 SF of living space, this substantial multifamily property features three generously sized apartments, each with approximately 1,054 SF, 2 bedrooms, 1 full bath, a large eat-in kitchen, living room and formal dining room. The spacious, functional layouts offer excellent rental appeal, while separate, tenant-paid utilities help keep operating expenses low. Ample off-street parking in the rear adds convenience for tenants. LOCATION HIGHLIGHT = Situated within walking distance of beautiful Fulton Park, offering scenic walking paths, green space and recreational opportunities, with convenient access to shopping, restaurants, public transportation and major highways. With three sizable 2-bedroom units, favorable utility arrangements and a convenient location, this property presents a solid opportunity for investors seeking rental income and long-term portfolio growth. Can be purchased individually or together with other multifamily properties in Waterbury!

182 Pearl St, Waterbury
99 Lounsbury Ave, Waterbury
$450,000
9 Beds ⋅ 3 Baths ⋅ 24208338 MLS
Turnkey 3-family opportunity in Waterbury's South End, ideal for an owner-occupant or investor! The nicely renovated 1st-floor unit is move-in-ready for immediate occupancy + rental income from the occupied 2nd and 3rd floors - also renovated. Each unit is approx. 990 SF and features 3 bedrooms and 1 bath, with renovations including updated kitchens and baths, flooring, neutral finishes, and clean interiors. The property offers an efficient, low-expense operating setup with fully separate, tenant-paid utilities, including gas heat, hot water, and electric. Low-maintenance vinyl siding and on-street parking. Conveniently located near shopping, public transportation, major roadways, and everyday amenities. A great opportunity to owner-occupy and offset housing costs with existing rental income or add a turnkey multifamily asset to your investment portfolio. One or more of this property's owners is a Real Estate Licensee.

99 Lounsbury Ave, Waterbury
256 Hillside Ave, Waterbury
$450,000
7 Beds ⋅ 3 Baths ⋅ 24195346 MLS
Attention investors and home owners!!! This is the perfect property to add to your portfolio or to live in one unit while the other units covers your mortgage. The entire electrical service has been recently updated. The siding is freshly painted. The 1st floor is a spacious 1,400 sq ft 3 bedroom apartment currently rented to a long term tenant for $1,600 on a month to month lease. The 2nd floor is identical to the 1st floor. It is empty and easy to show. The 3rd floor consists of 1,200 sq ft very spacious 1 bedroom apartment. All tenants are responsible for their own utilities. Just minutes from I-84 and Rt 8.

256 Hillside Ave, Waterbury
237 Bishop St, Waterbury
$450,000
6 Beds ⋅ 3 Baths ⋅ 24189435 MLS
INVESTMENT OPPORTUNITY - 3-UNIT MULTI-FAMILY WITH STRONG INCOME POTENTIAL! This 3-unit multi-family property is perfect for investors or owner-occupants looking to generate passive income. Two of the units have been recently updated and are ready for new tenants at market rents, offering immediate upside potential. The first-floor unit is currently occupied by a long-term tenant paying below-market rent on a month-to-month basis, providing flexibility for future rent adjustments or occupancy options. Each unit includes gas heat and water, adding convenience and value for tenants. The property also features a generously sized off-street parking area, making it highly desirable for residents. While the exterior could benefit from some improvements, the property presents a fantastic opportunity to build equity and maximize cash flow. Whether you're expanding your portfolio or looking to live in one unit while renting the others, this is a smart investment you don't want to miss!

237 Bishop St, Waterbury
1833 E Main St, Waterbury
$450,000
2 Baths ⋅ 24021590 MLS
Great investment in prime location on East Main Street, Waterbury in very desirable area. Automotive service garage in perfect condition with 3,228 sf and 4 drive-in doors. Currently leased at $3,500 per month with rent bumps and with a 5 year option. This is a triple net lease.

1833 E Main St, Waterbury
39 Regency Hl, Waterbury
$449,900
3 Beds ⋅ 3 Baths ⋅ 24213765 MLS
Some homes simply have a way of making you feel at home! Nestled in Waterbury's Bunker Hill neighborhood, this charming 3-bedroom, 2.5-bath Colonial offers the perfect balance of warmth, comfort, and space to enjoy. Inside, inviting living spaces create a welcoming atmosphere, from cozy evenings by the fireplace to gatherings around the dining table. The beautifully appointed kitchen features a spacious island, double wall ovens, a gas range with pot filler, and thoughtful finishes that make everyday living and entertaining a pleasure. The primary bedroom offers the comfort and privacy of its own ensuite full bath, while a walk-in closet with access to additional storage adds everyday convenience. Generous living areas offer flexibility for working from home, fitness, or hobbies. Step through the sliding doors onto an expansive deck overlooking a peaceful wooded backdrop, perfect for morning coffee, summer gatherings, or quiet evenings under the stars. A welcoming front porch, two-car garage, and convenient Bunker Hill location complete the picture. More than just a house, this is a place to settle in, unwind, and make lasting memories. (Sellers can move ASAP)

39 Regency Hl, Waterbury
15 Avon Ave, Waterbury
$449,900
8 Beds ⋅ 3 Baths ⋅ 24213619 MLS
*Multiple offers in, seller is looking for highest and best offers by 10/18 @ 7pm* Perfect for an owner-occupant or investor, this three-family home in Town Plot was owner-occupied for many years and shows the pride of ownership. The first- and second-floor units each offer three bedrooms, while the third-floor unit features two bedrooms. The first- and second-floor units also include updated kitchens. Outside, the property offers an upscale paver driveway, plenty of off-street parking, and a two-car garage.

15 Avon Ave, Waterbury
Lot 5 Granby, Waterbury
$449,900
3 Beds ⋅ 3 Baths ⋅ 24179721 MLS
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 bedroom includes its own walk-in closet, providing exceptional storage and convenience. The primary suite serves as a private retreat and features a beautifully appointed en-suite bathroom designed for relaxation. Additional highlights include a one-car garage, ample storage space, and quality craftsmanship throughout the home. Located in a peaceful residential setting, this property is just minutes from shopping, dining, schools, parks, and major highways. This is a rare opportunity to own a stylish, move-in-ready home in one of Town Plot's most sought-after neighborhoods.

Lot 5 Granby, Waterbury

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