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Homes for Sale near John F. Kennedy High School

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  • /27

    $469,900

    • 4 Beds
    • 3 Baths
    • 2,630 Sq Ft

    318 Congress Ave, Waterbury, CT 06708

    Prime Investment Opportunity in Waterbury! This fully rented, mixed-use property offers a fantastic blend of residential and commercial spaces, making it a standout investment opportunity. Two Spacious Residential Units; each one boasts 2 bedrooms, 1 bathroom, and a kitchen with dining area, providing comfortable living spaces for tenants. Commercial Space on the First Floor: The commercial unit

    Agent Photo

    Edmundo DaSilva

    eXp Realty

    (203) 941-8930

    318 Congress Ave, Waterbury, CT 06708
  • /29

    $339,900

    • 3 Beds
    • 2 Baths
    • 1,602 Sq Ft

    25 Parkwood Ave, Waterbury, CT 06708

    Welcome to 25 Parkwood Ave, Waterbury, a Beautifully Renovated three bedroom, two full bathroom Ranch in a Sought-After Cul-de-Sac Neighborhood! This completely renovated ranch offers modern comfort and stylish updates throughout. Enjoy an updated kitchen featuring crisp white cabinetry, newer stainless steel appliances, granite countertops, and an island topped with a warm butcher block surface.

    Agent Photo

    Trevor Burke

    Regency Real Estate, LLC

    (475) 405-2683

    25 Parkwood Ave, Waterbury, CT 06708
  • /34

    $340,000

    • 3 Beds
    • 1 Bath
    • 1,056 Sq Ft

    113 Devonwood Dr, Waterbury, CT 06708

    Welcome to this beautifully updated 3-bedroom, 1-bathroom single-family home, perfect for comfortable living and everyday convenience. Featuring brand-new appliances throughout the kitchen, this home combines modern functionality with classic charm. Each of the three bedrooms offers ample space and natural light, while the updated bathroom adds a fresh, contemporary touch. Located just minutes

    JR Torchon eXp Realty

    113 Devonwood Dr, Waterbury, CT 06708
  • /40

    $377,000

    • 2 Beds
    • 1.5 Baths
    • 1,448 Sq Ft

    70 Lawlor St, Waterbury, CT 06708

    Welcome to this beautifully maintained and inviting Cape Cod! Featuring 2-bedrooms and 1 1/2 baths, this home is boasting with natural lighting and character with modern comfort! As you enter the home you'll be greeted by the warmth of the living room, which features gleaming hardwood floors, cozy gas fireplace and a flexible space for a home office and more. Making your way to the kitchen you'll

    Charles Blake Stacy Blake Realty LLC

    70 Lawlor St, Waterbury, CT 06708
  • /34

    $404,900

    • 3 Beds
    • 3 Baths
    • 2,190 Sq Ft

    385 Gaylord Dr, Waterbury, CT 06708

    This STUNNING Raised Ranch Home Will NOT Disappoint! Offering 2 Kitchens, 3 Full baths, 4 Bedrooms, Natural Gas Heat, Central Air, Updated Plumbing, Heating, Roof (in 2018). Beautiful Hardwood Floors. Center Island and Granite Counter Tops (upper kitchen) and Loads of Cabinetry! Spacious Open First Floor Plan Creates the Perfect Backdrop for Large Family Gatherings! Lower-Level Offers Living Room

    Bethany Lydem Stone Crest Realty LLC

    385 Gaylord Dr, Waterbury, CT 06708
  • /20

    $349,900

    • 4 Beds
    • 2 Baths
    • 1,568 Sq Ft

    62 Rosemount Ave, Waterbury, CT 06708

    Waterbury Gem! Welcome to this well-maintained raised ranch located on a peaceful cul-de-sac. The main level offers 3 comfortable bedrooms and 1 bathroom, open concept-perfect for everyday meals and gatherings. Downstairs, the finished lower level truly sets this home apart, featuring a complete in-law setup with its own kitchen, living room, bedroom, and full bathroom. Ideal for extended family,

    Eli Joseph eXp Realty

    62 Rosemount Ave, Waterbury, CT 06708
  • /20

    $344,900

    • 3 Beds
    • 1.5 Baths
    • 1,200 Sq Ft

    197 Hickory Hill Dr, Waterbury, CT 06708

    Welcome to Hickory Hill Dr located in the well desired County Club neighborhood across from holy cross high school ,minutes away from major highways and shopping centers. Property Boast lovely Hardwood floors through out the Home giving 3 spacious bedrooms a sleek yet elegant feel, Updated Kitchen provides granite counter top, stainless steel appliances, recessed lighting with a notable view of

    Brian Hicks Star Realty LLC

    197 Hickory Hill Dr, Waterbury, CT 06708
  • /8

    $329,000

    • 3 Beds
    • 1.5 Baths
    • 1,365 Sq Ft

    69 Tree Hill Rd, Waterbury, CT 06708

    Very nice Ranch in Town Plot neighborhood, Peaceful front porch 3 Bedrooms with generous closets, Living room with a bay window. Harwood floors throughout . Family room with propane heat to enjoy all year. Back yard with a fig tree and a green house, includes a shed for lawn equipment. One car garage under. Won't last.

    Tanya Silva YellowBrick Real Estate LLC

    69 Tree Hill Rd, Waterbury, CT 06708
  • /40

    $349,900

    • 4 Beds
    • 2.5 Baths
    • 2,484 Sq Ft

    181 Buckingham St, Waterbury, CT 06710

    Charming Circa 1905 Home in Waterbury's Town Plot 4/6 Beds 4 Baths. Discover the perfect blend of historic character and modern updates in this well-maintained 2,484 sq. ft. home. With room to grow, it's ideal for multi-generational living or a large family. The first floor welcomes you with an oversized living room featuring a cozy fireplace, an expansive dining room with French doors to a

    Manuel Mateo Eagle Eye Realty PLLC

    181 Buckingham St, Waterbury, CT 06710
  • /21

    $375,000

    • 4 Beds
    • 1.5 Baths
    • 2,280 Sq Ft

    232 Hillside Ave, Waterbury, CT 06710

    Welcome to this charming colonial styrl single family home, near parks, library, medical facilities, public transportation etc. Boasting 9 rooms, 6 bedrooms, 2 1/2 baths, 1 car garage, and driveway for 3 cars. The 3rd floor was finished to add 2 more bedrooms than the town card. Great kitchen with granite countertops and oversize island has been thoughtfully updated with stainless steel

    Fernando Barreiro Weichert REALTORS Briotti Group

    232 Hillside Ave, Waterbury, CT 06710
  • /4

    $330,000 New Construction

    • 3 Beds
    • 2 Baths
    • 1,384 Sq Ft

    00 Milton Ave, Waterbury, CT 06706

    Seize the unique opportunity to personalize your dream home! This beautiful 1,384 square foot house is currently under construction, allowing you to work directly with the builder to add your personal finishing touches. Featuring three spacious bedrooms and two modern bathrooms, this home includes a cozy living room, an elegant dining room, a modern kitchen with stylish quartz countertops, and a

    Alexander Brooks Showcase Realty, Inc.

    00 Milton Ave, Waterbury, CT 06706
  • /2

    $349,000 Coming Soon

    • 3 Beds
    • 1.5 Baths
    • 2,424 Sq Ft

    24 Maynard Ave, Waterbury, CT 06708

    So much space! This Bunker Hill Home on a cul-de-sac housed a family of 5 children with ease and will house the next growing family! Original woodwork on a quiet lot with a detached garage. This home does need some updating and is being sold in as is condition

    Tom Jacovino Great Estates, CT

    24 Maynard Ave, Waterbury, CT 06708
  • /21

    $339,000

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

    36 Vine St, Waterbury, CT 06704

    3 Family, close to shopping, highways, public transportation.

    Danny Diaz Eagle Eye Realty PLLC

    36 Vine St, Waterbury, CT 06704
  • /32

    $489,900

    • 8 Beds
    • 4 Baths
    • 2,634 Sq Ft

    156 Orange St, Waterbury, CT 06704

    Great 4-Family Investment or Owner-Occupant Opportunity! Move-in ready and perfect for both owner-occupants and investors -choose your tenants and start collecting rent immediately! All four units are 2 bed / 1 bath, featuring hardwood floors, neutral paint, and mostly renovated kitchens and bathrooms. Each unit has separate, tenant-paid utilities, keeping operating expenses low. The property

    Amanda Sheehan Oxford Realty

    156 Orange St, Waterbury, CT 06704
  • /20

    $299,000

    • 3 Beds
    • 2 Baths
    • 1,108 Sq Ft

    108 Wayland Ave, Waterbury, CT 06708

    Welcome to 108 Wayland Avenue, a beautifully maintained raised ranch nestled in Waterbury's sought-after Bunker Hill neighborhood. This inviting 3 bedroom, 2 bath home blends comfort, charm, and effortless functionality, creating a space that feels bright, welcoming, and instantly homey. Natural light pours into the main level, where the living room's hardwood floors set a warm foundation for

    Briona Wallace KW Legacy Partners

    108 Wayland Ave, Waterbury, CT 06708
  • /28

    $260,000

    • 2 Beds
    • 1.5 Baths
    • 1,245 Sq Ft

    782 Oronoke Rd Unit 27, Waterbury, CT 06708

    Prime, unbeatable location. Bright and spacious condominium, the open-concept design creates an incredible sense of flow, making it perfect for both relaxing evenings and lively gatherings. You'll love the beautiful hardwood floors that run throughout, adding warmth and timeless elegance to every room. And let's talk about the heart of the home - the kitchen, it's oversized and it has been

    Angela Caban Realty ONE Group Connect

    782 Oronoke Rd Unit 27, Waterbury, CT 06708
  • /38

    $275,000

    • 3 Beds
    • 1 Bath
    • 1,395 Sq Ft

    135 Elise Dr, Waterbury, CT 06708

    **MULTIPLE OFFERS RECEIVED, HIGHEST AND BEST DUE BY 11/25 AT 5PM** Set on a private 1-acre lot, this beautiful Cape delivers the kind of space and privacy you've been looking for. Inside, you have three true bedrooms and a den, along with multiple living spaces. The sunroom, cozy living room, family room with custom built-ins and TWO wood-burning stoves give the home a real retreat feel. The

    Nick Selca Lakeshore Realty

    135 Elise Dr, Waterbury, CT 06708
  • /21

    $439,900

    • 7 Beds
    • 3 Baths
    • 3,584 Sq Ft

    33 Albert Place, Waterbury, CT 06702

    Amazing opportunity in Waterbury's W.O.W neighborhood - with 9.5% CAP, located on a dead-end street, ideal for owner-occupants or investors! The property features 2 bed and 3 bed units, each offering large living room/dining rooms, eat-in kitchens, and generously sized bedrooms. The second-floor unit has been beautifully remodeled and is ready for immediate move-in, while the other two units have

    Amanda Sheehan Oxford Realty

    33 Albert Place, Waterbury, CT 06702
  • /12

    $269,000

    • 3 Beds
    • 2.5 Baths
    • 1,614 Sq Ft

    855 Oronoke Rd Unit 2, Waterbury, CT 06708

    Investors Special! Welcome to 855 Oronoke Rd, UNIT 2, a stunning condo located in the desirable Fieldstone Village of Waterbury, CT. This rare opportunity offers a spacious 3-bedroom, 2.5-bathroom home, built in 1991, with approximately 1,614 square feet of living space. Enjoy the convenience of a free-standing home, coupled with the benefits of condominium living. This elegant unit features a

    Ari Lee Sunbelt Sales & Development

    855 Oronoke Rd Unit 2, Waterbury, CT 06708
  • /8

    $62,000

    • Land
    • 0.22 Acre
    • $281,818 per Acre

    0 Ashley St, Waterbury, CT 06704

    Fantastic opportunity for builders and investors! This RM-zoned lot offers the potential for multi-family or townhouse-style development (subject to approvals) in an area with strong rental demand. Public water and sewer are available in the street, increasing the appeal for future construction and long-term maintenance. Convenient location near shopping, restaurants, schools, and commuter routes

    Soraida Valentin-Trotman Showcase Realty, Inc.

    0 Ashley St, Waterbury, CT 06704
  • /30

    $499,999

    • 12 Beds
    • 3 Baths
    • 3,672 Sq Ft

    146 Charles St, Waterbury, CT 06708

    Strong cash flow opportunity in Waterbury! This three-family home offers 4-bed/1-bath in each unit. Ideal for investors seeking stable long-term income. Property features separate entrances, hardwood floors and off-street parking for five cars. Property is conveniently located near public transit, shopping center, mall and Route 8. Perfect for investors or owner-occupants. Don't miss this

    Arlinda Gesner Arlinda Gesner Realty LLC

    146 Charles St, Waterbury, CT 06708
  • /23

    $689,900

    • 11 Beds
    • 4 Baths
    • 4,104 Sq Ft

    62 Poplar St, Waterbury, CT 06708

    Fully Occupied, 4 Family with 8% CAP rate. Excellent investment opportunity. Updated electrical. All units are on separate utilities. The 1st, 2nd, and 3rd floor units have 3 bedrooms, an eat-in kitchen, living room and dining room. The lower-level unit has 2 bedrooms. All units have laundry hook up. Vinyl flooring throughout. Conveniently located close to highways, transportation and schools.

    Stephanie Oliver Dave Jones Realty, LLC

    62 Poplar St, Waterbury, CT 06708
  • /32

    $525,000

    • 5 Beds
    • 5 Baths
    • 3,067 Sq Ft

    74 Holmes Ave, Waterbury, CT 06710

    Calling all investors! Don't miss this well-maintained 5-unit investment property offering a strong 9% CAP rate (at full occupancy). This turnkey, cash-flowing asset features a nicely updated exterior with vinyl siding, replacement windows, a 2-year-old roof, new front porches, and sits prominently on a corner lot. The unit mix includes (1) studio and (1) one-bedroom on the first floor, (2)

    Amanda Sheehan Oxford Realty

    74 Holmes Ave, Waterbury, CT 06710
  • /40

    $600,000

    • 5 Beds
    • 6 Baths
    • 5,590 Sq Ft

    70 Hillside Ave, Waterbury, CT 06710

    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,

    Dot Dorso Weichert REALTORS Briotti Group

    70 Hillside Ave, Waterbury, CT 06710
  • /32

    $299,000

    • 3 Beds
    • 1 Bath
    • 1,440 Sq Ft

    372 Anna Ave, Waterbury, CT 06708

    Cute as can be, this charming Cape home is nestled in the desirable Town Plot section of Waterbury. The main floor features a living room and dining room, both showcasing beautiful hardwood floors that add warmth and character. Adjacent to the kitchen, you'll find a large sunroom/den that overlooks the open backyard, creating a perfect space for relaxation or entertaining. This versatile area is

    Karrie Sharr Showcase Realty, Inc.

    372 Anna Ave, Waterbury, CT 06708
  • /40

    $549,750

    • 3 Beds
    • 5 Baths
    • 4,093 Sq Ft

    61 Campfield Rd, Waterbury, CT 06708

    This exceptional property is a rare find, boasting a prime location in highly sought after neighborhood, directly across from the esteemed Country Club of Waterbury. Meticulously remodeled residence offers breathtaking views of the sixth hole of the Donald Ross-designed course. The open floor plan, centered around a stunning three sided fireplace, is sure to impress. Its other unique custom-built

    Erin Martin William Raveis Real Estate

    61 Campfield Rd, Waterbury, CT 06708
  • /13

    $174,900

    • 2 Beds
    • 1.5 Baths
    • 998 Sq Ft

    38 Shirley St Unit 5, Waterbury, CT 06708

    Don't miss out on this fantastic opportunity to own a beautiful townhouse style, end unit with 2 bedrooms, 1.5 baths & garage! All appliances have been upgraded, so it's move in ready. Conveniently located near major highways, shopping centers, restaurants and medical facilities. Make an offer!

    ANA VALENTIN-FERNANDEZ Great Estates, CT

    38 Shirley St Unit 5, Waterbury, CT 06708
  • /29

    $795,000

    • 6 Beds
    • 3 Baths
    • 2,333 Sq Ft

    96 Hillside Ave, Waterbury, CT 06710

    This unique carriage house is an owner-occupant's dream property and a truly one-of-a-kind multifamily opportunity in the desirable Hillside neighborhood! Don't miss this beautifully updated three-family property featuring a mix of modern renovations and charming finishes throughout. The units offer 2 bedrooms/1 bath with an open floor plan including a spacious living room, eat-in kitchen, full

    Amanda Sheehan Oxford Realty

    96 Hillside Ave, Waterbury, CT 06710
  • /31

    $310,000

    • 4 Beds
    • 2 Baths
    • 1,978 Sq Ft

    81 Esther Ave, Waterbury, CT 06708

    Discover the potential of this charming 4-bedroom, 2.0-bath split-level home located in the heart of Town Plot, one of the Waterbury's most sought-after neighborhoods. This family home offers a wonderful opportunity to make it your own with just a bit of TLC and personal touch. Step inside to find a spacious living room filled with natural light, a cozy eat-in kitchen, and four comfortable

    Lysa Napoli Showcase Realty, Inc.

    81 Esther Ave, Waterbury, CT 06708
  • /14

    $306,888

    • 3 Beds
    • 1 Bath
    • 1,593 Sq Ft

    35 Hewey St, Waterbury, CT 06708

    Great opportunity for investors or buyers looking to add value! Solid home with old school quality real hardwood. This home is located near shopping centers, schools, and major highways. There is a detached garage and yard space in the back. This home is full of potential & coziness!

    Destiny Dickens Finish Line Realty

    35 Hewey St, Waterbury, CT 06708
  • /39

    $564,900

    • 5 Beds
    • 4 Baths
    • 3,760 Sq Ft

    16 Clairmont Ave, Waterbury, CT 06708

    A rare find! This spacious home offers a full in-law setup that delivers both versatility & long-term value, whether you're looking to keep loved ones close or generate rental income. Every inch of this home has been thoughtfully designed & perfected with premium materials, custom finishes, & quality craftsmanship. The upper level features an open-concept layout with cathedral ceilings, a marble

    Jessica Caruso Berkshire Hathaway NE Prop.

    16 Clairmont Ave, Waterbury, CT 06708
  • /33

    $284,900

    • 3 Beds
    • 1 Bath
    • 988 Sq Ft

    132 Hans Ave, Waterbury, CT 06708

    Welcome Home to this charming 3 bedroom, 1 1/2 bath property nestled in a friendly neighborhood close to parks, schools and popular local restaurants. This home offers a fantastic opportunity to bring your vision to life- perfect for first-time buyers or savvy investors. Inside you will find a spacious layout with great natural light and plenty of potential. Step outside to a flat backyard,

    Joelle Gillis Dave Jones Realty, LLC

    132 Hans Ave, Waterbury, CT 06708
  • /2

    $250,000

    • Land
    • 19.37 Acres
    • $12,907 per Acre

    0004 Westwood Ave, Waterbury, CT 06708

    Subdividable raw land zoned single family.

    Pam Famiglietti William Raveis Real Estate

    0004 Westwood Ave, Waterbury, CT 06708
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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

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