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$1,250,000
4 Baths 24156631 MLS
Prime Investment Opportunity at 33 & 39 Willow Street, Waterbury. This mixed use package offers immediate income and long term upside, featuring a fully operational pizza restaurant, additional storefront space, a function hall, and nine residential apartments, creating multiple revenue streams under one investment. King Pizza at 33 Willow Street is a well established neighborhood favorite known for classic and specialty pizzas, grinders, gyros, and Indian Pakistani cuisine, attracting a loyal and diverse customer base. Situated in a high visibility location with steady foot traffic, convenient access to I 84 and Route 8, and access to public transportation, the property supports strong commercial exposure and consistent residential demand. With existing rental income in place, investors can enhance units, reposition commercial space, increase rents, or explore redevelopment potential to maximize returns. Onsite parking. Nearby attractions such as the Palace Theater, Mattatuck Museum, Waterbury Green, Brass Mill Center, and Timexpo Museum further strengthen the area's appeal. Being sold as a package. Seller prefers cash buyers but may consider owner financing for qualified purchasers.

33 & 39 Willow St, Waterbury

$850,000
4 Baths 24196585 MLS
Exceptional investment opportunity featuring two adjacent commercial buildings totaling 8 units on highly visible East Main Street in Waterbury. This fully occupied portfolio offers strong in-place cash flow with a desirable mix of commercial and residential tenants, plus separate and tenant-paid utilities throughout for efficient ownership and minimal landlord expense. 651 E Main Street consists of a fully occupied 2-unit commercial building totaling 2,585 SF. Tenants pay all utilities with no owner's meter, creating streamlined management and low operating costs. 669 E Main Street is a fully occupied mixed-use property totaling 7,371 SF, compromised of 2 ground floor commercial units and 4 residential apartments above. All residential units feature spacious 3bed, 1bath unit mix. Utilities are separately metered, and tenant paid. There is one parking space per apartment behind the building. Positioned along a heavily traveled street with excellent visibility and accessibility, the properties benefit from proximity to downtown Waterbury, Saint Mary's Hospital, Hamilton Park, a variety of shopping, restaurants, public transportation, and major highways. Ideal opportunity for investors seeking stable mixed-use assets with strong occupancy and long-term upside potential.

651 E Main St, Waterbury

$850,000
16 Beds 4 Baths 24196582 MLS
Exceptional investment opportunity featuring two adjacent commercial buildings totaling 8 units on highly visible East Main Street in Waterbury. This fully occupied portfolio offers strong in-place cash flow with a desirable mix of commercial and residential tenants, plus separate and tenant-paid utilities throughout for efficient ownership and minimal landlord expense. 651 E Main Street consists of a fully occupied 2-unit commercial building totaling 2,585 SF. Tenants pay all utilities with no owner's meter, creating streamlined management and low operating costs. 669 E Main Street is a fully occupied mixed-use property totaling 7,371 SF, compromised of 2 ground floor commercial units and 4 residential apartments above. All residential units feature spacious 3bed, 1bath unit mix. Utilities are separately metered, and tenant paid. There is one parking space per apartment behind the building. Positioned along a heavily traveled street with excellent visibility and accessibility, the properties benefit from proximity to downtown Waterbury, Saint Mary's Hospital, Hamilton Park, a variety of shopping, restaurants, public transportation, and major highways. Ideal opportunity for investors seeking stable mixed-use assets with strong occupancy and long-term upside potential.

669 E Main St, Waterbury

$629,900
4 Beds 4 Baths 24198280 MLS
Welcome to one of Waterbury's most sought-after neighborhoods, Country Club Estates, where timeless New England charm meets peaceful, resort-style living. This meticulously maintained Cape Cod offers 4 bedrooms and 3.5 baths and is truly move-in ready. Step inside to a warm and inviting interior filled with character and thoughtful details. Enjoy cozy evenings in front of the gas fireplace, or gather for family nights in the beautiful, open family room-a wonderful space designed for relaxing, entertaining, and spending time together. From the family room, a beautiful staircase leads to an upper-level private bedroom suite with a full bath, offering the perfect retreat for overnight guests, extended family, or anyone looking for a little extra privacy. The outdoor setting is truly special. Wake up to beautiful views overlooking the 6th-hole green, spend peaceful evenings watching the sunset, unwind in the hot tub, or relax on the beautiful patio surrounded by professionally landscaped grounds and mature trees. The serene surroundings create a private, park-like atmosphere that feels like your own personal retreat. Thoughtfully maintained and updated throughout, the home features high-end mechanicals, newer appliances, generator-ready capability, and an Apple Home Hub for added modern convenience. Offering an exceptional combination of classic New England charm, modern comfort, privacy, and beautiful golf-course views, this special Country Club Estates home is

200 Southwest Rd, Waterbury

$550,000
7 Beds 4 Baths 24195977 MLS
Excellent opportunity to acquire a well-maintained four-family investment property in Waterbury's desirable Town Plot neighborhood. This income-producing asset features an attractive unit mix of three spacious two-bedroom, one-bath apartments and one one-bedroom, one-bath apartment, offering broad tenant appeal and stable occupancy potential. The property currently generates $4,385 per month ($52,620 annually) in rental income, providing immediate cash flow with additional upside through future rent growth. Each apartment offers functional layouts with generous living space, while the building sits on a sizable lot with off-street parking and a detached garage. Built in 1921, the property contains approximately 3,862 square feet of living area and has been a solid long-term investment. Conveniently located near shopping, schools, public transportation, major highways, and downtown Waterbury, the location continues to attract both tenants and investors. Whether you're expanding your investment portfolio or seeking an owner-occupied property with substantial rental income, 455 Congress Avenue offers strong income potential in one of Waterbury's most active multifamily markets.

455 Congress Ave, Waterbury

$469,900
8 Beds 4 Baths 24198145 MLS
This well-maintained 3-family property offers spacious units, numerous updates, a double lot, and a 7-car detached garage. The first floor features 6 rooms, 3 bedrooms, and 1.5 baths; the second floor offers 6 rooms, 3 bedrooms, and 1 bath; and the third floor includes 4 rooms, 2 bedrooms, and 1 bath. Recent improvements include 2 new Navien gas furnaces serving the first and second floors, electric baseboard heat on the third floor, updated bathrooms throughout (3.5 baths), and newer windows on the second-floor unit. The roof and gutters are approximately 6 years old. Additional updates include newer siding and back porches. The property also features a generator hookup/outlet for use during power outages, a fully fenced double lot, and a 7-car detached garage with newer rolled roofing. Garage rental income has historically been approximately $150-$200 per month. Showings: Tenants will provide access to the second and third floors. The first floor will be empty.

81 Wood St, Waterbury

$399,999
3 Beds 4 Baths 24189293 MLS
Welcome to 433 Highland Drive in Waterbury's desirable Town Plot neighborhood! This spacious home offers 3 bedrooms on the main level plus a flexible room perfect as a 4th bedroom, office, or playroom. The main level also features 1.5 baths, including a full bath with a whirlpool tub, a large living room with a wood-burning fireplace, an oversized dining room, and a spacious eat-in kitchen. The fully finished lower level has its own private entrance and offers excellent in-law or multi-generational living potential with a second kitchen, large family room with a wood-burning fireplace, 1.5 baths, and two additional finished rooms-one ideal as a bedroom and the other perfect for a gym, office, or guest room. Enjoy a level backyard with plenty of space for entertaining, gardening, or play. Conveniently located near schools, golf course, shopping, restaurants, and major highways, this versatile home offers space, comfort, and endless possibilities. Sale is subject to Probate Court approval. Listing agent is a co-fiduciary.

433 Highland Dr, Waterbury

$399,900
9 Beds 4 Baths 24200254 MLS
Fully occupied two-family investment property located in the north end, off Wolcott St, offering a strong unit mix with spacious layouts and excellent income-producing potential. The property features a large 5-bedroom/2-bath unit with approximately 1,800 SF of living space, along with a 4-bedroom/2-bath unit offering approximately 1,340 SF. Both units benefit from separate and tenant-paid utilities (gas heat and hot water + separate electric panels), helping to keep owner expenses minimal. Additional highlights include ample off-street parking and generous bedroom counts that support strong rental demand. Conveniently located with access to shopping, public transportation, major roadways, and area amenities. A solid opportunity to acquire a stabilized, 100% occupied multifamily asset with approximately 3,140 SF of combined living space.

80 Niagara St, Waterbury

$390,000
4 Beds 4 Baths 24191952 MLS
Welcome to 26 Trowbridge Street, a beautifully remodeled Cape Cod-style gem in Waterbury's desirable Hillside neighborhood and a fully operational, income-producing Airbnb with documented earnings. This move-in ready home is perfect for a family or an investor, having generated over $45,000 in net rental income across Airbnb and Vrbo in just seven months, with 152 nights booked, making it a rare find for short-term rental investors or anyone entering Airbnb hosting in CT. This spacious 4-bed, 3.5-bath home offers 2,075 sq ft blending classic charm with modern upgrades. The main level features a sunlit living room, formal dining room, a half bath for guests, and an updated kitchen with ample cabinet and counter space. Upstairs, four bedrooms include a primary suite with private full bath plus an additional room ideal as an office, nursery, or walk-in closet, and popular with longer-staying guests. Outside, a detached two-car garage and a low-maintenance yard offer everyday convenience, while a private hot tub has been a guest favorite. Furnishings and hot tub can be discussed to convey. With proven multi-platform earnings, an established 5-star hosting record, and a sought-after location, this is a turnkey home ready for its next owner, whether you're moving in or investing. Schedule your showing today.

26 Trowbridge St, Waterbury

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