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Highest and best offer requested by 5:00 PM Wednesday, December 17, 2025 - Architectural Masterpiece - 1901 Historic Mansion Step back into the elegance of the Gilded Age with this extraordinary historic mansion, nestled in the heart of Waterbury - once hailed as the Brass Center of the World. This distinguished estate stands as a rare architectural gem, echoing the opulence of Newport's famed cliffside mansions. Built at the height of Waterbury's industrial prominence, the home features period details throughout: soaring ceilings, intricate woodwork, leaded glass windows, and a grand staircase that speaks to a bygone era of craftsmanship and prestige. There is a full third floor for servant quarters with 4 bedrooms and 7 closets complete with its own staircase. If interest, will make arrangements to see the finished area above the garage.

5 Beds ⋅ 6 Baths ⋅ 24130604 MLS

Highest and best offer requested by 5:00 PM Wednesday, December 17, 2025 - Architectural Masterpiece - 1901 Historic Mansion Step back into the elegance of the Gilded Age with this extraordinary historic mansion, nestled in the heart of Waterbury - once hailed as the Brass Center of the World. This distinguished estate stands as a rare architectural gem, echoing the opulence of Newport's famed cliffside mansions. Built at the height of Waterbury's industrial prominence, the home features period details throughout: soaring ceilings, intricate woodwork, leaded glass windows, and a grand staircase that speaks to a bygone era of craftsmanship and prestige. There is a full third floor for servant quarters with 4 bedrooms and 7 closets complete with its own staircase. If interest, will make arrangements to see the finished area above the garage.

70 Hillside Ave, Waterbury

$473,000

Seller requesting highest and Best offers by Tuesday 10/14/25 at 12pm. Welcome to 215 Woodlawn Terrace, a well-maintained, turn-key multi-family property in Waterbury's historic Hillside District-ready for immediate occupancy or new tenants. This classic home features spacious units with high ceilings, large windows, and original architectural details that showcase its historic charm. Each unit offers generous living space, functional kitchens, full bathrooms, and separate utilities, making it ideal for both investors and owner-occupants seeking rental income. The property also includes off-street parking and a full basement for storage or laundry. Located just minutes from downtown, schools, shopping, and major highways, this is a rare opportunity to own a move-in-ready, income-generating asset.

10 Beds ⋅ 3 Baths ⋅ 24132426 MLS

Seller requesting highest and Best offers by Tuesday 10/14/25 at 12pm. Welcome to 215 Woodlawn Terrace, a well-maintained, turn-key multi-family property in Waterbury's historic Hillside District-ready for immediate occupancy or new tenants. This classic home features spacious units with high ceilings, large windows, and original architectural details that showcase its historic charm. Each unit offers generous living space, functional kitchens, full bathrooms, and separate utilities, making it ideal for both investors and owner-occupants seeking rental income. The property also includes off-street parking and a full basement for storage or laundry. Located just minutes from downtown, schools, shopping, and major highways, this is a rare opportunity to own a move-in-ready, income-generating asset.

215 Woodlawn Ter, Waterbury

$455,000

Don't miss this spacious and updated 3-family property in the desirable Hillside area, with big unit mix, just minutes from Downtown Waterbury. Whether you're looking to live in one unit and rent the others, or start/add to your investment portfolio, this property checks all the boxes. The unit breakdown is as follows: 1st floor is 3 bed/1 bath; 2nd floor is 2 bed/2 bath & 3rd floor is 4 bed/2 bath. Each apartment also includes in-unit laundry hookups. All utilities are separate and tenant-paid (electric) - keeping owner expenses low and returns high. Exterior features include low-maintenance vinyl siding and on-street parking. The property is updated and turnkey - no work needed to start collecting rent or moving in. Conveniently located near Downtown, highway access, the Brass Mill Mall, other shopping/dining options, and other amenities. Whether you're looking to live in one unit and rent the others or add a cash flowing asset, don't miss this opportunity.

9 Beds ⋅ 5 Baths ⋅ 24173301 MLS

Don't miss this spacious and updated 3-family property in the desirable Hillside area, with big unit mix, just minutes from Downtown Waterbury. Whether you're looking to live in one unit and rent the others, or start/add to your investment portfolio, this property checks all the boxes. The unit breakdown is as follows: 1st floor is 3 bed/1 bath; 2nd floor is 2 bed/2 bath & 3rd floor is 4 bed/2 bath. Each apartment also includes in-unit laundry hookups. All utilities are separate and tenant-paid (electric) - keeping owner expenses low and returns high. Exterior features include low-maintenance vinyl siding and on-street parking. The property is updated and turnkey - no work needed to start collecting rent or moving in. Conveniently located near Downtown, highway access, the Brass Mill Mall, other shopping/dining options, and other amenities. Whether you're looking to live in one unit and rent the others or add a cash flowing asset, don't miss this opportunity.

278 Willow St, Waterbury

$455,000

Turn-key 3-family offering an excellent opportunity for owner-occupants or investors seeking immediate cash flow. The property features three very spacious 3-bedroom units on 1st & 2nd floor + 2-bedroom unit on the 3rd floor, each with open living areas and functional layouts. The units have been recently updated with new flooring, renovated kitchens, and updated bathrooms, providing modern finishes that are esthetically pleasing. Exterior highlights include low-maintenance vinyl siding and replacement windows. Tenant-paid heat and hot water + separate electrical panels help support favorable low operating expenses. With strong rental demand for 3-bedroom units and a turn key property, this well-maintained multi-family is a solid, income-producing asset ready for its next owner.

8 Beds ⋅ 3 Baths ⋅ 24154498 MLS

Turn-key 3-family offering an excellent opportunity for owner-occupants or investors seeking immediate cash flow. The property features three very spacious 3-bedroom units on 1st & 2nd floor + 2-bedroom unit on the 3rd floor, each with open living areas and functional layouts. The units have been recently updated with new flooring, renovated kitchens, and updated bathrooms, providing modern finishes that are esthetically pleasing. Exterior highlights include low-maintenance vinyl siding and replacement windows. Tenant-paid heat and hot water + separate electrical panels help support favorable low operating expenses. With strong rental demand for 3-bedroom units and a turn key property, this well-maintained multi-family is a solid, income-producing asset ready for its next owner.

16 Plaza Ave, Waterbury

$375,000

Exceptional owner-occupant or investment opportunity! This massive 2-family property w/finished 3rd floor space, features a stable, income-producing 1st-floor apartment offering approximately 1,200 SF, while the expansive 2nd and 3rd floors have been combined into an impressive 2,100+ SF unit with roughly 7 bedrooms and 1.5 baths - an ideal setup for a large or extended family. The 2nd and 3rd floor units have been completely renovated and showcases beautifully refinished hardwood floors, a brand-new kitchen, updated full and half baths, fresh paint, modern fixtures, and tasteful finishes throughout, creating a true move-in-ready living space that's difficult to find. Both units are separately metered with tenant-paid utilities, helping keep owner operating expenses to a minimum. Predominantly on-street parking further reduces maintenance costs. Conveniently located in Waterbury's Willow Plaza neighborhood with easy access to Downtown, shopping, restaurants, schools, public transportation, Route 8, and I-84. Whether you're seeking strong rental income with an exceptional owner-occupant unit or a unique addition to your investment portfolio, this well-maintained multifamily offers outstanding value and versatility.

10 Beds ⋅ 3 Baths ⋅ 24191529 MLS

Exceptional owner-occupant or investment opportunity! This massive 2-family property w/finished 3rd floor space, features a stable, income-producing 1st-floor apartment offering approximately 1,200 SF, while the expansive 2nd and 3rd floors have been combined into an impressive 2,100+ SF unit with roughly 7 bedrooms and 1.5 baths - an ideal setup for a large or extended family. The 2nd and 3rd floor units have been completely renovated and showcases beautifully refinished hardwood floors, a brand-new kitchen, updated full and half baths, fresh paint, modern fixtures, and tasteful finishes throughout, creating a true move-in-ready living space that's difficult to find. Both units are separately metered with tenant-paid utilities, helping keep owner operating expenses to a minimum. Predominantly on-street parking further reduces maintenance costs. Conveniently located in Waterbury's Willow Plaza neighborhood with easy access to Downtown, shopping, restaurants, schools, public transportation, Route 8, and I-84. Whether you're seeking strong rental income with an exceptional owner-occupant unit or a unique addition to your investment portfolio, this well-maintained multifamily offers outstanding value and versatility.

41 Plaza Ave, Waterbury

$310,000

Charming colonial home offering classic New England character and modern convenience! This well-maintained two-story residence features spacious rooms throughout, highlighted by beautiful hardwood floors, decorative crown molding, and abundant natural light. The main level welcomes you with a gracious living room complete with fireplace and built-in shelving, flowing into additional living spaces perfect for entertaining. The kitchen boasts rustic wood paneling, gas range, and convenient rear access. Multiple well-proportioned bedrooms offer comfortable accommodations, complemented by updated bathroom facilities. Unique features include an enclosed porch with a distinctive stone accent wall, exposed beam ceilings in select rooms, and generous closet space throughout. The full basement provides excellent storage and potential for additional living space. Outside, enjoy a private fenced backyard with a deck for outdoor relaxation and entertaining, plus a detached one-car garage for parking and storage. Located on a quiet residential street with easy access to local amenities, shopping, and major routes. This home offers tremendous value and potential - perfect for owner-occupants or investors. Don't miss this opportunity to own a piece of classic Waterbury charm!

4 Beds ⋅ 1 Baths ⋅ 24150870 MLS

Charming colonial home offering classic New England character and modern convenience! This well-maintained two-story residence features spacious rooms throughout, highlighted by beautiful hardwood floors, decorative crown molding, and abundant natural light. The main level welcomes you with a gracious living room complete with fireplace and built-in shelving, flowing into additional living spaces perfect for entertaining. The kitchen boasts rustic wood paneling, gas range, and convenient rear access. Multiple well-proportioned bedrooms offer comfortable accommodations, complemented by updated bathroom facilities. Unique features include an enclosed porch with a distinctive stone accent wall, exposed beam ceilings in select rooms, and generous closet space throughout. The full basement provides excellent storage and potential for additional living space. Outside, enjoy a private fenced backyard with a deck for outdoor relaxation and entertaining, plus a detached one-car garage for parking and storage. Located on a quiet residential street with easy access to local amenities, shopping, and major routes. This home offers tremendous value and potential - perfect for owner-occupants or investors. Don't miss this opportunity to own a piece of classic Waterbury charm!

173 Farmington Ave, Waterbury

$279,900

Stately Victorian Two-Family in Waterbury's Historic Hillside District! Spacious home offering over 2,900 sq ft of living space and more than $3,000 per month in rental income! The first-floor unit features 5 rooms and 3 bedrooms, while the expansive second-floor apartment extends into a finished attic, boasting 10 rooms, 5 bedrooms, and 2 full baths. Both units showcase beautiful hardwood floors, original woodwork, newer windows, and separate utilities. Sold in "As Is" condition. Enjoy easy access to highways, shopping, dining, the downtown green, two major hospitals, and public transportation. Just a short walk to the Metro-North train station and the iconic 70+ acre Fulton Park, complete with ponds, walking trails, tennis courts, ball fields, playground, and a newly renovated public pool. Perfectly situated less than 45 minutes from Bridgeport and Danbury, and under 2 hours from NYC-this property blends historic charm with modern convenience. A rare opportunity for owner-occupants or investors alike!

8 Beds ⋅ 3 Baths ⋅ 24134783 MLS

Stately Victorian Two-Family in Waterbury's Historic Hillside District! Spacious home offering over 2,900 sq ft of living space and more than $3,000 per month in rental income! The first-floor unit features 5 rooms and 3 bedrooms, while the expansive second-floor apartment extends into a finished attic, boasting 10 rooms, 5 bedrooms, and 2 full baths. Both units showcase beautiful hardwood floors, original woodwork, newer windows, and separate utilities. Sold in "As Is" condition. Enjoy easy access to highways, shopping, dining, the downtown green, two major hospitals, and public transportation. Just a short walk to the Metro-North train station and the iconic 70+ acre Fulton Park, complete with ponds, walking trails, tennis courts, ball fields, playground, and a newly renovated public pool. Perfectly situated less than 45 minutes from Bridgeport and Danbury, and under 2 hours from NYC-this property blends historic charm with modern convenience. A rare opportunity for owner-occupants or investors alike!

53 Hillside Ave, Waterbury

$250,000

Old World Charm in 06710 -2 Family -Just under 3,000 sq/ft.

6 Beds ⋅ 2 Baths ⋅ 24170281 MLS

Old World Charm in 06710 -2 Family -Just under 3,000 sq/ft.

376 Farmington Ave, Waterbury

$250,000

Opportunity knocks at 401 Hill St! Situated on a corner lot in Waterbury, this solid 1960 brick split-level offers incredible potential for investors, renovators, or buyers looking to create their dream home. Featuring a classic multi-level layout, this home is ready for a complete renovation and provides the perfect canvas to bring your vision to life. The durable brick exterior adds timeless character and long-term value, while the corner lot offers added space and curb appeal. Conveniently located near shopping and schools. Recent updates include roof (2016) and hot water heater (2023). Property is being sold as-is, where is, offering a straightforward opportunity for buyers seeking a project with strong upside potential. Whether you're looking for your next flip, a long-term investment, or a custom remodel project, this property presents an opportunity to transform a well-built home in an established neighborhood. Bring your ideas and unlock the full potential of this diamond in the rough.

3 Beds ⋅ 2 Baths ⋅ 24168832 MLS

Opportunity knocks at 401 Hill St! Situated on a corner lot in Waterbury, this solid 1960 brick split-level offers incredible potential for investors, renovators, or buyers looking to create their dream home. Featuring a classic multi-level layout, this home is ready for a complete renovation and provides the perfect canvas to bring your vision to life. The durable brick exterior adds timeless character and long-term value, while the corner lot offers added space and curb appeal. Conveniently located near shopping and schools. Recent updates include roof (2016) and hot water heater (2023). Property is being sold as-is, where is, offering a straightforward opportunity for buyers seeking a project with strong upside potential. Whether you're looking for your next flip, a long-term investment, or a custom remodel project, this property presents an opportunity to transform a well-built home in an established neighborhood. Bring your ideas and unlock the full potential of this diamond in the rough.

401 Hill St, Waterbury

$235,000

28 Trowbridge sits on a quiet secluded street in Waterbury's Hillside Historic District surrounded by mansions built in the late 1800's and early 1900's. Walking distance to Fulton Park and Drigg's Elementary school. This 100 year old home that was built to last sits on a corner lot. Inside this spacious home you have 4 bedrooms, 2 full baths, large living room, and dining room with high ceilings, hardwood floor throughout main level. Kitchen and baths were previously updated. Oversized 1 car garage space with walkout to rear yard. Easy access to downtown Waterbury, Palace theater, UCONN, Post College using public transportation. Interior needs some TLC but unlimited potential to return this to its original charm. Don't let this one get away.

4 Beds ⋅ 2 Baths ⋅ 24189340 MLS

28 Trowbridge sits on a quiet secluded street in Waterbury's Hillside Historic District surrounded by mansions built in the late 1800's and early 1900's. Walking distance to Fulton Park and Drigg's Elementary school. This 100 year old home that was built to last sits on a corner lot. Inside this spacious home you have 4 bedrooms, 2 full baths, large living room, and dining room with high ceilings, hardwood floor throughout main level. Kitchen and baths were previously updated. Oversized 1 car garage space with walkout to rear yard. Easy access to downtown Waterbury, Palace theater, UCONN, Post College using public transportation. Interior needs some TLC but unlimited potential to return this to its original charm. Don't let this one get away.

28 Trowbridge St, Waterbury

$187,400

Come view this beautifully maintained 3 bedroom, 2.5 bath condo in Waterbury's peaceful Overlook neighborhood! This home features an attached garage beneath the unit and a backyard that can be enjoyed from the comfort of the balcony that comes off the living area! As you approach the front door, you'll be welcomed by a spacious front porch, an ideal spot to take in New England's ever-changing seasons. Step inside to discover a half bath on your right as well as the basement entrance to the left. Step up several steps to the main level of the home and you'll find a modest kitchen which boasts plenty of wooden cabinetry and stainless steel appliances to your left. Straight ahead you will find the living and dining area in an open floor plan, with a glass door opening up to the back balcony. The finished basement offers versatile space, perfect as a home office, playroom, guest bedroom or additional storage. Upstairs, the primary bedroom boasts its own en-suite full bath. Two additional bedrooms and another full bathroom complete the second floor, providing ample space for family or guests. Conveniently located near shopping, restaurants, schools, and major highways, this unit is ideal for owner-occupants and investors alike. Don't miss this excellent opportunity to own in a well-maintained complex! Please be advised that there is a tenant in place with a one year lease.

3 Beds ⋅ 3 Baths ⋅ 24134833 MLS ⋅ Ferncliff At Cables BLDG.

Come view this beautifully maintained 3 bedroom, 2.5 bath condo in Waterbury's peaceful Overlook neighborhood! This home features an attached garage beneath the unit and a backyard that can be enjoyed from the comfort of the balcony that comes off the living area! As you approach the front door, you'll be welcomed by a spacious front porch, an ideal spot to take in New England's ever-changing seasons. Step inside to discover a half bath on your right as well as the basement entrance to the left. Step up several steps to the main level of the home and you'll find a modest kitchen which boasts plenty of wooden cabinetry and stainless steel appliances to your left. Straight ahead you will find the living and dining area in an open floor plan, with a glass door opening up to the back balcony. The finished basement offers versatile space, perfect as a home office, playroom, guest bedroom or additional storage. Upstairs, the primary bedroom boasts its own en-suite full bath. Two additional bedrooms and another full bathroom complete the second floor, providing ample space for family or guests. Conveniently located near shopping, restaurants, schools, and major highways, this unit is ideal for owner-occupants and investors alike. Don't miss this excellent opportunity to own in a well-maintained complex! Please be advised that there is a tenant in place with a one year lease.

65 Cables Ave Unit APT 21, Waterbury

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