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$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

$504,995
5 Beds 2 Baths 24191717 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

$349,995
3 Beds 2 Baths 24191738 MLS
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 of room for entertaining, gardening, or outdoor enjoyment. The split-level layout offers great separation of space, providing flexibility for everyday living, working from home, or hosting guests. Conveniently located near shopping, restaurants, parks, schools, and major highways, this property offers the perfect blend of privacy and accessibility. This home is full of potential and ready for its next chapter.

24 Sunfield Cir, Waterbury

$349,000
4 Beds 3 Baths 24191131 MLS
Come see your new home! Spacious and newly updated Colonial with the comfort and convenience of modern features. Great for any family at more than 2,010 square feet, the home features 5 bedrooms, 2 full baths, and one half bath. The wraparound front porch offers comfortable sitting for your morning coffee or to unwind at the end of the day. Inside, incredible woodwork, gleaming hardwood floors and original charm is complemented by an updated kitchen with granite counters, custom cabinetry, stainless steel appliances, and modern finishes to enhance the home's classic style. Large windows fill living spaces with natural light, and the layout provides comfort and flexibility for everyday living. A detached two-car garage, open plan dining area, super improvements and new mechanicals, make your living easy. Nothing to do but move in. Ready for all financing. Conveniently located near shopping, parks, schools, restaurants, and major commuter routes. Schedule your private showing and make your offer today :)

66 Revere St, Waterbury

$795,000
6 Baths 24191056 MLS
Completely turnkey investment opportunity featuring two separate three-family buildings on one parcel, offering a total of six residential units with a desirable unit mix of (2) 3-bedroom, 1-bath and (4) 2-bedroom, 1-bath apartments. The front building offers 3,140 SF, while the rear building contains 1,648 SF, creating an investment with strong in-place income and minimal deferred maintenance. Apartments have been renovated throughout with new kitchens, durable laminate flooring, updated appliances and fixtures, and keyless entry systems with remote owner access. The roof is approximately 4 years old, further reducing near-term capital expenditure concerns. Additional amenities include an on-site laundry for added income potential and ample off-street parking for tenant convenience. Conveniently located with easy access to Downtown Waterbury, shopping, restaurants, public transportation, Route 8, and I-84. A top-notch investment opportunity for buyers seeking a truly turnkey asset with quality renovations, strong long-term income potential, and virtually no improvement needs. Can be purchased with multiple other buildings.

96 Hill St, Waterbury

$795,000
14 Beds 6 Baths 24191031 MLS
Completely turnkey investment opportunity featuring two separate three-family buildings on one parcel, offering a total of six residential units with a desirable unit mix of (2) 3-bedroom, 1-bath and (4) 2-bedroom, 1-bath apartments. The front building offers 3,140 SF, while the rear building contains 1,648 SF, creating an investment with strong in-place income and minimal deferred maintenance. Apartments have been renovated throughout with new kitchens, durable laminate flooring, updated appliances and fixtures, and keyless entry systems with remote owner access. The roof is approximately 4 years old, further reducing near-term capital expenditure concerns. Additional amenities include an on-site laundry for added income potential and ample off-street parking for tenant convenience. Conveniently located with easy access to Downtown Waterbury, shopping, restaurants, public transportation, Route 8, and I-84. A top-notch investment opportunity for buyers seeking a truly turnkey asset with quality renovations, strong long-term income potential, and virtually no improvement needs. Can be purchased with multiple other buildings.

96 Hill St, Waterbury

$750,000
2 Baths 24191026 MLS
Not your average multifamily! This fully renovated 6-unit investment property has been extensively upgraded with quality improvements rarely found in comparable assets. The building is 100% occupied, offering immediate cash flow, and consists of (6) spacious 2-bed, 1-bath apartments, each approx.. 800 SF. Current rents are below market, providing an excellent value-add opportunity through future rent adjustments. Each apartment has been nicely updated with white cabinetry, durable laminate flooring, updated appliances and fixtures, vinyl replacement windows, fire-rated entry doors, and keyless entry systems with remote owner access. Major mechanical improvements include high-efficiency combi boilers, backup boilers and tankless water heaters for added reliability, plus a smart water meter with automatic leak detection and shutoff to help minimize maintenance concerns. Additional building enhancements include roof approx. 4yrs old, basement sprinkler systems, LED motion-sensor lighting throughout the common areas, security system, and a fire/emergency alarm system with a direct connection to the Fire Department. A coin/card-operated laundry room provides an additional source of income. Conveniently located with easy access to shopping, restaurants, public transportation, Downtown Waterbury, Route 8, and I-84. An exceptional turnkey investment offering strong in-place income, minimal deferred maintenance, and long-term upside. Can be purchased with multiple other buildings.

227 Hillside Ave, Waterbury

$750,000
12 Beds 6 Baths 24191017 MLS
Not your average multifamily! This fully renovated 6-unit investment property has been extensively upgraded with quality improvements rarely found in comparable assets. The building is 100% occupied, offering immediate cash flow, and consists of (6) spacious 2-bed, 1-bath apartments, each approx.. 800 SF. Current rents are below market, providing an excellent value-add opportunity through future rent adjustments. Each apartment has been nicely updated with white cabinetry, durable laminate flooring, updated appliances and fixtures, vinyl replacement windows, fire-rated entry doors, and keyless entry systems with remote owner access. Major mechanical improvements include high-efficiency combi boilers, backup boilers and tankless water heaters for added reliability, plus a smart water meter with automatic leak detection and shutoff to help minimize maintenance concerns. Additional building enhancements include roof approx. 4yrs old, basement sprinkler systems, LED motion-sensor lighting throughout the common areas, security system, and a fire/emergency alarm system with a direct connection to the Fire Department. A coin/card-operated laundry room provides an additional source of income. Conveniently located with easy access to shopping, restaurants, public transportation, Downtown Waterbury, Route 8, and I-84. An exceptional turnkey investment offering strong in-place income, minimal deferred maintenance, and long-term upside. Can be purchased with multiple other buildings.

227 Hillside Ave, Waterbury

$875,000
6 Baths 24190930 MLS
Multifamily investments with this level of renovation rarely come to market. This fully updated 6-unit property consists of (2) 4-bed units and (4) 3-bed units with roughly 1,200 - 1,220 SF each, all 100% occupied on M to M leases, providing immediate cash flow with rents significantly under market for future upside. Extensively upgraded in the last couple of years, the property features remodeled apartments, new gas meters + lines, high-efficiency combi boilers, a smart water meter with automatic leak detection and shutoff, backup boilers, and tankless water heaters. The roof is approx. 7 yrs old, further minimizing capital expenditures. Additional improvements include electronic access to all apartments and basements, sprinkler systems in the basements, LED motion-sensor lighting in common areas, a comprehensive security system, a fire/emergency alarm system with direct connection to the Fire Department, and a coin/card-operated laundry room for additional income. Apartment interiors feature new cabinets, laminate flooring, updated appliances and fixtures, vinyl replacement windows, fire-rated entry doors, and keyless remote-access entry. A true turnkey investment featuring extensive capital improvements, minimal deferred maintenance, and an exceptional unit mix. Ideally situated in Waterbury's desirable Willow Plaza/North End neighborhood, just minutes from Downtown, shopping, dining, public transportation, and convenient access to Route 8 and I-84.

134 Chestnut Ave, Waterbury

$875,000
20 Beds 6 Baths 24190921 MLS
Multifamily investments with this level of renovation rarely come to market. This fully updated 6-unit property consists of (2) 4-bed units and (4) 3-bed units with roughly 1,200-1,220 SF each, 100% occupied on M to M leases, providing immediate cash flow with rents significantly under market for future upside. Extensively upgraded in the last couple of years, the property features remodeled apartments, new gas meters + lines, high-efficiency combi boilers, a smart water meter with automatic leak detection and shutoff, backup boilers, and tankless water heaters. The roof is approx. 7 yrs old, further minimizing capital expenditures. Additional improvements include electronic access to all apartments and basements, sprinkler systems in the basements, LED motion-sensor lighting in common areas, a comprehensive security system, a fire/emergency alarm system with direct connection to the Fire Department, and a coin/card-operated laundry room for additional income. Apartment interiors feature new cabinets, laminate flooring, updated appliances and fixtures, vinyl replacement windows, fire-rated entry doors, and keyless remote-access entry. A true turnkey investment featuring extensive capital improvements, minimal deferred maintenance, and good unit mix. Ideally situated in Waterbury's Willow Plaza/North End neighborhood, just minutes from Downtown, shopping, dining, public transportation, and convenient access to Route 8 and I-84. Can be purchased with multiple other buildings.

134 Chestnut Ave, Waterbury

$449,000
4 Beds 3 Baths 24189955 MLS
Move-in ready 4-bedroom, 2.5-bath home on a quiet cul-de-sac - built in 2014 with a fully finished lower level. Welcome to 111 Alisha Ln, a beautifully maintained 2014-built home on a peaceful cul-de-sac in Waterbury's East End, near the Prospect town line. This 4-bedroom, 2.5-bathroom home has been freshly painted throughout and is truly move-in ready. All four bedrooms are spacious with closets, and the primary bedroom features its own private full en-suite bathroom - ideal for owners who want a true primary retreat. A second full bath and a convenient half bath round out the home's 2.5 total bathrooms. The fully finished lower level is a standout feature, complete with central air conditioning and heat - perfect for a family room, home office, playroom, or guest suite. An attached 2-car garage sits at the lower level of the home, offering direct interior access and extra storage. Additional highlights include a low-maintenance cul-de-sac lot, a 2014 build year (meaning modern electrical, plumbing, and systems compared to much of Waterbury's older housing stock), and a location minutes from I-84, shopping, schools, and parks. This is a rare combination in the East End market: newer construction, a finished basement with independent HVAC, an attached garage, and true move-in-ready condition, all on a quiet cul-de-sac street. Don't miss this one!

111 Alisha Ln, Waterbury

$309,000
4 Beds 2 Baths 24189681 MLS
Welcome to this spacious four-bedroom, one-and-a-half-bath Colonial located in Waterbury's Overlook neighborhood. Lovingly owned and cared for by the same family for the past 57 years, this special home is ready for its next owner and the next chapter in its storied history. Offering more than 2,700 square feet of living space, the home features generously sized rooms and a flexible layout ideal for everyday living, entertaining, working from home, or accommodating guests. The converted garage provides even more usable space, creating additional possibilities for a family room, recreation area, home office, or gathering space. Conveniently located just blocks from Columbia Boulevard and close to neighborhood amenities, this longtime family home offers tremendous space, character, and potential in one of Waterbury's most established residential neighborhoods.

445 Farmington Ave, Waterbury

$289,900
2 Beds 2 Baths 24189783 MLS Sunset Ridge Condominiums BLDG.
Welcome home to this beautifully maintained 2 bedroom, 1.5 bath end unit townhome at 185 Grilleytown Road. Nestled in a peaceful residential setting, this home offers the perfect combination of privacy, convenience, and modern updates, all while being just minutes from shopping, restaurants, parks, and major commuter routes, including I-84 and Route 8. The main level features a spacious living room that flows seamlessly into the open dining area and kitchen, creating an inviting layout for both everyday living and entertaining. The kitchen has been thoughtfully updated with newer stainless steel appliances, including the refrigerator, stove, microwave, and dishwasher. Sliding glass doors lead to a private back patio, providing the perfect space to relax or enjoy outdoor dining. A conveniently located half bathroom and a newer washer and dryer complete the main level. Upstairs, you'll find two generously sized bedrooms, each offering ample closet space. The spacious primary bedroom features direct access to the beautifully remodeled full bathroom, showcasing eco-friendly tile, an eco vanity, a porcelain bathtub, and a beveled mirror. Additional features include an attached one-car garage with generous storage space, a brand-new central air conditioning unit (2026), crown molding throughout, eco-friendly interior paint, and updated stainless steel knobs and hardware, adding tasteful finishing touches throughout the home.

180 Grilleytown Road Unit 19, Waterbury

$195,000
2 Beds 2 Baths 24185119 MLS Oronoke Woods BLDG.
"Rare Opportunity awaits in desirable Oronoke Woods! This spacious end-unit townhouse offers 1,288 square feet of living space featuring 2 bedrooms, 1.5 bathrooms, and a functional multi-level floor plan. The main level includes a comfortable living and dining area with sliders leading to a private deck, a half bath, and a kitchen with pantry. Upstairs, the primary bedroom features a walk-in closet, while the second bedroom offers generous closet space. The lower level includes a partially finished basement area (not included in the living square footage), a private laundry room, and ample storage. Additional features include central air, two assigned parking spaces, and professional HOA management with grounds maintenance, snow removal, trash, water, and sewer included in the monthly HOA. This home is being sold as is and presents an excellent opportunity for buyers looking to update and personalize a property while building equity. Conveniently located near shopping, restaurants, medical facilities, golf courses, and major commuter routes. Don't miss the opportunity to make this Oronoke Woods townhouse your own! MOTIVATED SELLER

827 Oronoke Rd Unit 6-6, Waterbury

$184,900
2 Beds 2 Baths 24189469 MLS Parkview BLDG.
Welcome to this desirable end-unit condo ideally located directly across from Western Hills golf course, offering added privacy and a convenient location. Step inside to a bright living room featuring engineered wood flooring, newer windows, a cozy wood-burning fireplace, and a ceramic tile entryway. The updated kitchen boasts modern cabinetry with elegant glass-front accents and updated countertops, and the convenience of an in-unit stackable washer and dryer in the convenient laundry closet. The updated powder room features a newer vanity and ceramic tile flooring. Upstairs, brand-new carpeting leads to the spacious primary bedroom with newer windows, a ceiling fan, and generous closet space. The full bathroom offers ceramic tile flooring and a tub/shower combination. A unique benefit is the walk-up attic accessed through the primary bedroom closet, providing abundant storage space rarely found in similar homes. Additional updates include a brand-new water heater, making this home move-in ready. Whether you're looking for low-maintenance living or a home in a picturesque setting, this well-maintained end unit offers comfort, functionality, and an unbeatable location overlooking the golf course. ***Highest and best offers by Thursday 7/16 at 5PM***

585 Park Rd Unit 9-1, Waterbury

$239,900
2 Beds 2 Baths 24189722 MLS Oronoke Ridge BLDG.
Welcome to 827 Oronoke Road, Unit 9-5 in the highly desirable Oronoke Ridge community! This beautifully renovated townhouse has been completely updated from top to bottom, offering a truly move-in-ready opportunity with modern finishes throughout. Step inside to a bright, open-concept main living area where the spacious living room flows seamlessly into the fully remodeled kitchen, creating the perfect space for everyday living and entertaining. Featuring stylish cabinetry, updated countertops, stainless steel appliances, and contemporary finishes, every detail has been thoughtfully designed. Upstairs, you'll find two generously sized bedrooms and a beautifully updated full bathroom, while the main level also includes a renovated half bath for added convenience. Central air, efficient heat pump heating, public utilities, and low-maintenance condominium living make this home as practical as it is beautiful. Located just minutes from shopping, restaurants, parks, golf courses, and major commuter routes, Oronoke Ridge offers the perfect blend of convenience and comfort. Whether you're a first-time homebuyer, downsizer, or investor, this fully updated home is an exceptional opportunity you won't want to miss.

827 Oronoke Rd Unit 9-5, Waterbury

$499,900
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. Please do not disturb the tenants. 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

$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

$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

$340,000
3 Beds 2 Baths 24188890 MLS
Wonderful 3BR, 2BTH Cape located on the Naugatuck-Waterbury line in a neighborhood setting. Lovingly cared for by its current owners for nearly 40 years, this inviting home is ready for its next chapter and a new owner's personal touches. The front door opens to a spacious living room featuring a fireplace and large picture window, along with a formal dining room with a built-in hutch. The oversized kitchen overlooks the backyard and offers abundant cabinetry and a dining area. A main-level bedroom with two closets provides flexibility for guests or one-level living, while the heated breezeway/den offers access to the deck and backyard. Upstairs are two additional spacious bedrooms with ceiling fans and generous closet space. The finished lower level provides flexible space for a recreation room, home office, or both, along with a bar area, large walk-in closet, cedar-lined closet, and additional storage. The level, fenced yard is well suited for relaxing and entertaining, complete with a heated above-ground pool and deck, patio area, and a tree-lined rear yard for added privacy. Additional features include central air, installed in 2020, and central vacuum. A large driveway provides ample parking and leads to the attached heated two-car garage with an additional carport/shed for storage or yard equipment. With its functional layout, outdoor space, and convenient location close to nearby amenities, this is a wonderful opportunity to make a well-loved home your own.

31 Holly St, Waterbury

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