Homes for Sale near Holy Cross High School

• 

  

  

  /40

  $1,085,000

  • 3 Beds
  • 4 Baths
  • 4,138 Sq Ft

  225 Crest Rd, Middlebury, CT 06762

  Exquisite French Provincial MANOR HOUSE In the heart of Middlebury Ct. On a 3.21 acre private corner lot with mature plantings, English Boxwoods, fenced and tree lined. Pool and stone seating area. Double car oversized garage. Circular drive and designated parking for family and guests lined with stone pavers. This stately house 4,138 sq. ft. (not including basement with access to the garden),

  Wilson Lamas Realty Group of New England, LLC

  225 Crest Rd, Middlebury, CT 06762
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  /33

  $265,000

  • 3 Beds
  • 2 Baths
  • 1,474 Sq Ft

  102 Waverly St, Waterbury, CT 06710

  Welcome to this inviting Cape Cod home offering 3 bedrooms and 2 full baths, perfectly blending charm and functionality. Thoughtfully designed, the main level features refinished hardwood flooring (except for the bath & kitchen) two comfortable bedrooms (both freshly painted) and a full bath-an ideal layout for those seeking convenience and flexibility. The freshly painted dining room is enhanced

  Dawn Rousseau Showcase Realty, Inc.

  102 Waverly St, Waterbury, CT 06710
• 

  

  

  /11

  $290,000

  • 4 Beds
  • 1 Bath
  • 1,170 Sq Ft

  97 Joseph St, Waterbury, CT 06705

  Charming and well-maintained, this 4-bedroom Cape blends comfort and convenience with effortless style. Start your day in the enclosed sunporch-the perfect spot for morning coffee-and unwind on the back deck with evening drinks overlooking a fenced yard ideal for privacy, play, and summer BBQs. Inside, a large eat-in kitchen opens seamlessly to the living room, creating an inviting hub for

  Carmen Soto Keller Williams Prestige Prop.

  97 Joseph St, Waterbury, CT 06705
• 

  

  

  /21

  $364,900

  • 3 Beds
  • 1 Bath
  • 1,132 Sq Ft

  463 Mulberry St, Naugatuck, CT 06770

  lovely 3-bedroom, 1 bath raised ranch. This home features many recent upgrades including brand new roof, 3-year-old oil fire burner, new sliders. The home boasts hardwood floors throughout, and updated bathroom. An open floor plan makes for great entertaining space. The kitchen has stainless steel appliances, including double ovens. The dining area has sliders that lead you to large deck

  Dawn Sullivan Coldwell Banker Realty

  463 Mulberry St, Naugatuck, CT 06770
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  /2

  $500,000

  • 8 Beds
  • 3,658 Sq Ft

  28 Gilbert St, Waterbury, CT 06702

  Investor Opportunity Turnkey 5-family property in the heart of Waterbury offering excellent cash flow and strong rental history. All five units are fully rented with reliable tenants, making this a great choice for any investor seeking immediate income. Each apartment features all-new kitchens and updated finishes throughout, adding to the property's appeal and minimizing maintenance concerns.

  Mark Forte Finish Line Realty

  28 Gilbert St, Waterbury, CT 06702
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  /35

  $282,999

  • 2 Beds
  • 2 Baths
  • 1,198 Sq Ft

  15 Clark Hill Rd, Prospect, CT 06712

  ** Price Reduced** Location, Location, Location- Close proximity to all connecting towns including, Waterbury, Cheshire, Naugatuck, and Bethany. Close to RT 8 and interstate 84. This home is ready for inspiration, dedication, and love to revive it back to its full potential. Boasting ample amounts of sunlight on the first floor and an open layout for space and opportunity. Originally, this home

  Ashley Henry The Washington Agency

  15 Clark Hill Rd, Prospect, CT 06712
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  /20

  $234,900

  • 3 Beds
  • 1 Bath
  • 975 Sq Ft

  51 Clover St, Waterbury, CT 06706

  Beautifully renovated home in the Hopeville area This move-in-ready property features an updated interior with new walls, paint, and trim throughout. The modern kitchen shines with new tilework, backsplash, and hardware, while the bathroom has been partially redone with new flooring, vanity, and fixtures. Enjoy peace of mind with brand new mechanicals including a Rheem gas water heater, gas

  Dwayne Jones King Realty Group LLC

  51 Clover St, Waterbury, CT 06706
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  /11

  $204,900

  • 2 Beds
  • 1.5 Baths
  • 1,152 Sq Ft

  30 Woodglen Dr Unit 7B2, Waterbury, CT 06705

  Welcome to this stylish townhouse-style condo in the desirable East End of Waterbury! This home features 2 bedrooms and 1.5 bathrooms, beautiful hardwood flooring throughout, and a full basement with laundry area. Enjoy a modern aesthetic and a prime location close to shopping, restaurants, and major highways-offering both comfort and convenience!

  Sonya R. Nevins Star Realty LLC

  30 Woodglen Dr Unit 7B2, Waterbury, CT 06705
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  /13

  $275,000

  • 2 Beds
  • 1 Bath
  • 1,248 Sq Ft

  42 Concord St, Waterbury, CT 06710

  With easy access to shopping, restaurants and local transportation and major highways. Discover this cozy ranch-style home located in the Waterville neighborhood of Waterbury, CT. This 2-bedroom, 1-bathroom home offers approximately 1,248 heated square feet of living space, plus a full walkout basement for added versatility. This property features a fireplace for warmth and ambiance, central air

  Neilinda Martins Ethos Rlty, LLC

  42 Concord St, Waterbury, CT 06710
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  /20

  $324,900

  • 2 Beds
  • 2 Baths
  • 1,792 Sq Ft

  37 Ann St, Naugatuck, CT 06770

  Welcome to this charming, 3-bedroom, 2-bathroom (2 on main level, 1 on lower level) brick home on a tranquil dead-end street in the desirable Borough of Naugatuck. Built in 1964, this residence offers 1,176 sq ft of living space on main level along with an additional 616 sq ft in partially finished lower level. 37 Ann St. boasts a classic brick exterior, a fully fenced level yard for privacy and

  Gregory Domingue Coldwell Banker Realty

  37 Ann St, Naugatuck, CT 06770
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  /24

  $425,000

  • 3 Beds
  • 3 Baths
  • 1,662 Sq Ft

  739 Field St, Naugatuck, CT 06770

  Completely renovated 3-bedroom, 1 full & 2 half-bath home offering 1,662 sq ft of finished living space, including a bright walk-out lower level with fireplace and half bath. Enjoy a modern kitchen with quartz countertops, new stainless steel appliances, luxury lighting, and a stylish backsplash. The home features new vinyl flooring, updated baths, and large windows with new blinds for abundant

  Ummad Farooq eXp Realty

  739 Field St, Naugatuck, CT 06770
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  /23

  $259,900

  • 3 Beds
  • 1.5 Baths
  • 1,168 Sq Ft

  571 Wilson St, Waterbury, CT 06708

  Move right in to this 3 bedroom colonial with off st parking, remodeled kitchen with granite coutertops, stainless appliances, 3 bedrooms, upper level sitting room, spacious basement with walkout to oversized backyard.

  Mike Grady Brass City Homes Real Est. LLC

  571 Wilson St, Waterbury, CT 06708
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  /19

  $309,900

  • 4 Beds
  • 1 Bath
  • 1,200 Sq Ft

  115 Cooper Dr, Waterbury, CT 06704

  Welcome home to this charming 4 bed, 1 bath Cape, perfectly tucked away on a quiet dead end street. Just minutes from Chestnut Hill Reservoir, Route 8, downtown Waterbury, and family favorite Lake Compounce, this home offers the ideal blend of comfort and convenience. Inside, you'll love the recently updated kitchen featuring quartz countertops, stainless steel appliances, and an open concept

  Eric Chou eXp Realty

  115 Cooper Dr, Waterbury, CT 06704
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  /6

  $120,000

  • Land
  • 0.39 Acre
  • $307,692 per Acre

  111 Fairview Ave, Oakville, CT 06779

  NEWLY SPLIT LOT FOR BUILDING A DUPLEX RESIDENTIAL, YOU CAN BUILD A TRIPLEX UNIT, BUT VARIANCE IS REQUIRED FOR PARKING SPACE, ANY STRUCTURAL THAT WILL BE BUILD IN THE SAID LOT HAS TO BE APPROVED BY PLANNING AND ZONING BY SUBMITING YOUR OWN PLANS. NATURAL GAS LINE ON THE STREET, AS WELL AS PUBLIC WATER AND SEWER MAKES THIS LOT MORE INTERESTED AND MORE AFFORDABLE TO BUILD.

  Koco Pela William Raveis Real Estate

  111 Fairview Ave, Oakville, CT 06779
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  /40

  $369,999

  • 4 Beds
  • 2 Baths
  • 1,324 Sq Ft

  124 Williamson Dr, Waterbury, CT 06710

  Excellent value for this updated 4-bedroom, 2-bath split-level ranch with 2-car garage, located off Chase Avenue in one of Waterbury's most desirable neighborhoods! This home offers a versatile multi-level layout! Enjoy a bright living room, open kitchen, and separate dining area with beautiful hardwood and ceramic tile flooring throughout. Upstairs features 3 spacious bedrooms and a full bath.

  Jared Tedesco Litchfield County Real Estate

  124 Williamson Dr, Waterbury, CT 06710
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  /6

  $599,000

  • 4 Beds
  • 3 Baths
  • 2,160 Sq Ft

  805 Maple Hill Rd, Naugatuck, CT 06770

  Coming soon - Custom built home by top local builder with high end, thoughtful finishes throughout. Depending on timeline, buyer may be able to have design input. 3 car garage! Wonderfully airy and open floorplan with an ideal layout for blended living / in-law.

  Tommy Connors Redfin Corporation

  805 Maple Hill Rd, Naugatuck, CT 06770
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  /27

  $289,000

  • 6 Beds
  • 3 Baths
  • 2,436 Sq Ft

  38 Kellogg St, Waterbury, CT 06710

  Experience timeless elegance in this expansive six bedroom, three bathroom residence showcasing a sophisticated open concept design. A breathtaking foyer with a dramatic staircase creates an unforgettable first impression, leading into spacious living and entertaining areas bathed in natural light. The stunning sunroom offers year round enjoyment and seamless indoor-outdoor living. Two luxurious

  Natalie Zoef Vanguard Private Client Grp

  38 Kellogg St, Waterbury, CT 06710
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  /5

  $399,000

  • Land
  • 4.96 Acres
  • $80,444 per Acre

  282 Oakville Ave, Waterbury, CT 06708

  DEVELOPERS TAKE NOTICE!!! TAKE ADVANTAGE OF THE CONDO/MULTI MARKET W/ THIS RARE OFFERING OF A 5 ACRE SITE LOCATED IN BUNKER HILL THAT CAN ACCOMODATE 38 UNITS SPLIT BETWEEN 5 BUILDINGS (SELL WHILE YOU DEVELOP). POTENTIAL FOR MORE UNITS W/ APARTMENT STYLE BLDG. FAIRLY LEVEL, EASY TO DEVELOP, UNITS SET NEAR ACCESSWAY...CUT LIGHTLY WOODED LOT & GO! CLOSE ACCESS TO UTILITIES. ONE OF THE LAST LARGE,

  Scott Tedesco Tedesco Real Estate

  282 Oakville Ave, Waterbury, CT 06708
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  /25

  $410,000

  • 5 Beds
  • 3 Baths
  • 2,547 Sq Ft

  69 Johnson St, Naugatuck, CT 06770

  Investors take notice. 3 Family home fully rented with longer term tenants. Extended lot size with 2 outbuildings. Updates have been made. Excellent off street parking for tenants. Large barn structure in rear of extended lot can be removed and replaced on the same footprint. Cert of zoning compliance has been issued. Great location close to RT8 and town. Floor 1&2 have large kitchens, 2

  Jeff Boucher Drakeley Real Estate, Inc.

  69 Johnson St, Naugatuck, CT 06770
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  /19

  $260,000

  • 3 Beds
  • 1 Bath
  • 1,256 Sq Ft

  175 Academy Ave, Waterbury, CT 06705

  Price Improved. Welcome to 175 Academy Drive, Waterbury, CT This charming 3-bedroom, 1-bathroom home offers comfort, convenience, and plenty of potential. Inside, you'll find a bright living room that flows into a cozy kitchen and dining area-perfect for everyday living or entertaining. The spacious basement is ready for your ideas, whether you'd like a home office, gym, playroom, or even an

  Emmannuel Pina eXp Realty

  175 Academy Ave, Waterbury, CT 06705
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  /36

  $190,000

  • 2 Beds
  • 1.5 Baths
  • 992 Sq Ft

  627 Millville Ave Unit 9-8, Naugatuck, CT 06770

  Discover comfortable, low-maintenance living in this charming 2-bedroom, 1.5-bath condo nestled in the desirable West Hill complex in Naugatuck. Spread over two levels, this home offers a smart layout and classic finishes that blend ease and style. Step into the main level where rich hardwood floors flow through the living and dining areas, creating an inviting and cohesive space for entertaining

  Tre Goodson William Raveis Real Estate

  627 Millville Ave Unit 9-8, Naugatuck, CT 06770
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  /22

  $340,000

  • 4 Beds
  • 2 Baths
  • 2,452 Sq Ft

  186 Windy Dr, Waterbury, CT 06705

  A well-maintained 3-bedroom, 2-bath single-family home located in the desirable East End of Waterbury-just minutes from shopping centers, restaurants, and major highways! This home features a spacious in-law apartment perfect for extended family or additional rental income. Enjoy energy savings year-round with an existing solar system already in place. The main level offers a bright and

  Sid Elahmad Crystal Realty, LLC

  186 Windy Dr, Waterbury, CT 06705
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  /6

  $389,900

  • 3 Beds
  • 2 Baths
  • 1,580 Sq Ft

  145 Seymour St, Waterbury, CT 06708

  Great Multi Family Home in the heart of Town Plot with 5 detached garages for extra income and two driveways. First Floor Unit has 2 Bedrooms, Large Kitchen with center island, and great cabinet space, built-in shelves, broom closet and pantry, Living Room and 1 Full Bath, plus lots of storage. Second Floor Unit has 1 generously sized Bedroom, Living Room, Kitchen and Full Bath. This unit has

  Maria Vilar Weichert REALTORS Briotti Group

  145 Seymour St, Waterbury, CT 06708
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  /15

  $649,900

  • 4 Beds
  • 3 Baths
  • 2,878 Sq Ft

  72 Carriage Dr, Middlebury, CT 06762

  A grand Cape Cod-style home, nestled in a wonderful and convenient neighborhood. The interior has been freshly painted, and the main level features primarily hardwood flooring. Just off the foyer, you'll find a sunken living room that welcomes you. The spacious eat-in kitchen has been remodeled and opens to the formal dining room, making it perfect for entertaining. Adjacent to the kitchen is a

  Justin Bette Joseph Bette REALTORS Inc

  72 Carriage Dr, Middlebury, CT 06762
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  /15

  $210,000

  • 2 Beds
  • 1.5 Baths
  • 1,330 Sq Ft

  925 Oronoke Rd Unit 38F, Waterbury, CT 06708

  Nice floor-plan for this full size townhouse with garage under. Open floor plan with fireplace and slider to deck with private setting. Newer oven/range and brand new microwave. Beautiful new high qualty waterproof laminate on main level (Kitchen, dining room and living room). New DR chandeliar and other electical uodates. 2 new toilets and other plumbing updates. 3 a/c wall units. Large primary

  Walter Hamerski Evergreen Realty

  925 Oronoke Rd Unit 38F, Waterbury, CT 06708
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  /8

  $11,999

  • Land
  • 0.17 Acre
  • $70,582 per Acre

  0 Bamford Ave, Watertown, CT 06795

  Level lot on Bamford Ave has a number of potential uses. There is wet lands so any use will require town approvals.

  Don Orsini West View Properties, LLC

  0 Bamford Ave, Watertown, CT 06795
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  /28

  $499,900

  • 5 Beds
  • 2 Baths
  • 2,428 Sq Ft

  281 Watertown Rd, Middlebury, CT 06762

  Welcome to this stunning Colonial, offering over 2,400 sq. ft. of living space on a rare, level 1-acre lot in one of Middlebury's most desirable locations. The first floor features an inviting eat-in kitchen with updated cabinets, new appliances, a center island, and a cozy fireplace-perfect for gathering. You'll also find a formal dining room and spacious living room, ideal for entertaining. The

  Xin Guo Coldwell Banker Realty 2000

  281 Watertown Rd, Middlebury, CT 06762
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  /28

  $374,995

  • 3 Beds
  • 2.5 Baths
  • 1,716 Sq Ft

  23 Heaton St, Waterbury, CT 06705

  Welcome to this inviting 3-bedroom, 3-bathroom home offering 1,716 sq ft of living space in Waterbury's desirable East End. Whether you're searching for your first home or an investment opportunity, this property combines comfort, space, and convenience. Inside, you'll find a bright and functional layout with an open flow between the living, dining, and kitchen areas. The kitchen offers plenty of

  Omar Ruizesparza eRealty Advisors, Inc.

  23 Heaton St, Waterbury, CT 06705
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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
• 

  

  /14

  $219,900

  • 2 Beds
  • 1.5 Baths
  • 1,687 Sq Ft

  1385 Highland Ave Unit 20A, Waterbury, CT 06708

  Bristol Terrace Condominium. Brick buildings duplex style in a great location. Newer appliances and hot water heater. Natural Gas heat with central air. One car garage. Last building in that row. Very private in a quiet location. Motivated seller.

  Jeanine Blanchette Showcase Realty, Inc.

  1385 Highland Ave Unit 20A, Waterbury, CT 06708
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  /38

  $330,000

  • 4 Beds
  • 1.5 Baths
  • 1,904 Sq Ft

  18 Pine St, Waterbury, CT 06710

  This stunning home has been completely remodelled from top to bottom with modern finishes and thoughtful upgrades. Enjoy peace of mind with a brand-new roof, freshly painted siding, new energy efficient windows, new electrical panel, and a new tankless water heater system. Inside, you'll find a brand-new kitchen featuring a tile floor, quartz countertops, new cabinets, and a brand new backsplash.

  Rafael Suarez Yellowbrick Real Estate LLC

  18 Pine St, Waterbury, CT 06710
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  /10

  $399,900

  • 6 Beds
  • 3 Baths
  • 2,952 Sq Ft

  31 Eastwood Ave, Waterbury, CT 06705

  Turnkey 3-family property in Waterbury's desirable East End with a strong 10% ROI w/market rents for good cash flow.. Each unit offers 2 bedrooms, 1 full bath, an eat-in kitchen and spacious living room + dining room area. The units were recently updated in the last couple years and interiors are updated. The property features separate utilities (gas and electric), minimizing owner expenses. A

  Amanda Sheehan Oxford Realty

  31 Eastwood Ave, Waterbury, CT 06705
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  /40

  $400,000

  • 5 Beds
  • 2.5 Baths
  • 1,680 Sq Ft

  23 Salem St, Naugatuck, CT 06770

  Newly-renovated and sunny! Solid 2 family in Naugatuck! 1st floor: 2 BD, 1 BA. 2nd and 3rd floors: 3-4 BD, 1.5 BA. See floorplans in photos. Public water, public sewer, natural gas heat: the trio everyone wants. Each unit has a large deck for family gatherings. Roomy .24 acre yard. Quiet street with plenty of street parking right out front for everyone's cars. Laundry hookups in each unit for

  Amy Lapierre Coldwell Banker Realty

  23 Salem St, Naugatuck, CT 06770
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  /14

  $347,184

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft

  8 Hickory Dr Unit 8, Prospect, CT 06712

  Regency at Prospect - Deed guidelines - three bedroom unit with two full baths, at this 55 years of age and older complex. Primary Bedroom on main level with access to full bath. Open main level floor plan with dining room, kitchen, living room access to deck, tall ceilings and very bright atmosphere. Main level has washer and dryer, full bath and garage access. One car garage and front porch

  Mark Nolan Nolan Realty LLC

  8 Hickory Dr Unit 8, Prospect, CT 06712
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  /26

  $350,000

  • 3 Beds
  • 1 Bath
  • 1,064 Sq Ft

  48 Matthews St, Waterbury, CT 06704

  3/4 BEDS ON PRIVATE FAR END OF CUL-DE-SAC ***Includes 2 Year Prepaid Home Warranty *** Here's a nice, single-family home located in a most desirable location at the very far end corner of a peaceful cul-de-sac. There are 4 Bedrooms, Livingroom, Kitchen & Bath. This nearly 1100 sq ft property has **New Vinyl Siding (2025), **New Vinyl Windows (2025), **New Roof (2020). A few finishing

  Vennie Watts William Raveis Real Estate

  48 Matthews St, Waterbury, CT 06704
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  /16

  $369,900

  • 4 Beds
  • 2 Baths
  • 1,132 Sq Ft

  148 Stillson Rd, Waterbury, CT 06705

  This 4-bedroom, 2-bath raised ranch offers generous living space with a 2-car garage and versatile in-law potential featuring a second kitchen on the lower level. Located in a desirable neighborhood the home combines comfort, functionality, and convenience-an excellent opportunity.

  Yvonne Bailey I'Lann Realty, LLC

  148 Stillson Rd, Waterbury, CT 06705
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  /6

  $290,000

  • 3 Beds
  • 1 Bath
  • 864 Sq Ft

  158 Monroe Ave, Waterbury, CT 06705

  MOTIVATED SELLER!! Welcome to this beautifully maintained (1728 total Sqft) 3-bedroom, 1-bath ranch-style home that perfectly blends comfort, coziness, and functionality. Nestled in a peaceful neighborhood, this home boasts central air conditioning and an inviting layout, making it ideal for everyday living and entertaining. The lower level features a full-size basement with a laundry area and an

  Autumn Furlow Howard Hanna Rand Realty

  158 Monroe Ave, Waterbury, CT 06705
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  /11

  $175,000

  • 2 Beds
  • 1 Bath
  • 800 Sq Ft

  18 Bridge St Unit 1O, Naugatuck, CT 06770

  The main level features the living room, dining room and kitchen which has access to basement for laundry hook ups. The upper level has two bedrooms and one full bathroom. Condo has hardwood floors throughout. The complex is located just steps away from Hop Brook Golf Course, Metro-North and shopping. Route 68, Route 63, Route 8 and I 84 are easily accessible.

  Joe Valente GRI PSCS Brass Valley Realty, LLC

  18 Bridge St Unit 1O, Naugatuck, CT 06770
• 

  

  /19

  $289,900

  • 3 Beds
  • 1 Bath
  • 1,120 Sq Ft

  53 Hamden Ave, Waterbury, CT 06704

  Ranch style home featuring Central Air, 3 bedrooms 1-bathroom, large living room, dining room, kitchen and garage. New roof just installed July 2025, newer water heater, new water meter installed Sept 2025. Corner lot with great space for outdoor activities. Close to major highways, restaurants, shopping, and parks. Off street parking. Property sold " AS IS" condition. Easy to show! A must see!

  ANA VALENTIN-FERNANDEZ Great Estates, CT

  53 Hamden Ave, Waterbury, CT 06704
• 

  

  /40

  $478,500

  • 3 Beds
  • 2.5 Baths
  • 2,390 Sq Ft

  207 Ridgefield Ave, Waterbury, CT 06705

  Modern Colonial with Elegant Luxury Upgrades. Step into timeless sophistication with this beautifully updated 3-bedroom, 2.5-bath Modern Colonial, built in 2007. Nestled in a desirable neighborhood, this home combines elegant architectural details with modern upgrades, offering the perfect blend of comfort, style, and functionality. Main Level Elegance . A welcoming stone entryway sets the tone,

  Derek Greene Derek Greene

  207 Ridgefield Ave, Waterbury, CT 06705

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