Homes for Sale near John F. Kennedy High School

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  /40

  $649,000

  • 4 Beds
  • 4.5 Baths
  • 4,042 Sq Ft

  1 Umberfield Rd, Waterbury, CT 06708

  Charming Colonial Retreat in Waterbury, CT! Experience the timeless elegance of this beautifully preserved New England Colonial, a true gem from 1930. Nestled on 4.3 serene acres, this exquisite home seamlessly blends historical charm with contemporary comfort. Spanning a generous 4,042 square feet, the residence boasts 8 spacious rooms, including 4 bedrooms thoughtfully designed for family

  

  Wayne Watt Jr.

  THE CONNECTICUT AGENCY LLC

  (203) 769-9127

  1 Umberfield Rd, Waterbury, CT 06708
• 

  Explore John F. Kennedy High School

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  /38

  $329,000 Open Sun 12PM - 2PM

  • 3 Beds
  • 2 Baths
  • 1,920 Sq Ft

  72 Bennett Ave, Waterbury, CT 06708

  Cape-style home ideally situated on a level lot in the heart of Town Plot. With a spacious and thoughtfully designed layout, this home offers plenty of room for easy, everyday living.The main level features a large eat-in kitchen with center island, breakfast bar, and generous cabinet and counter space, perfect for cooking, hosting, or gathering with family and friends. The kitchen flows

  

  Sue Varrone

  Coldwell Banker Realty

  (203) 872-9493

  72 Bennett Ave, Waterbury, CT 06708
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  /24

  $384,000

  • 4 Beds
  • 1.5 Baths
  • 2,164 Sq Ft

  638 Congress Ave, Waterbury, CT 06708

  Nestled in the heart of Waterbury's sought-after Town Plot neighborhood, this lovingly cared-for 4 bedroom, plus bonus room, 1.5 bath Cape Cod home is a true gem. A perfect blend of classic charm and modern updates, this property offers spacious living. Whether you're hosting family gatherings or enjoying a quiet evening, this home offers the perfect setting for making memories. From the moment

  

  Kara Reynolds

  West View Properties, LLC

  (475) 265-6868

  638 Congress Ave, Waterbury, CT 06708
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  /40

  $339,900

  • 4 Beds
  • 1 Bath
  • 1,504 Sq Ft

  135 Elise Dr, Waterbury, CT 06708

  Tucked away on a private 1.5-acre corner lot in Waterbury, 135 Elise Drive is a thoughtfully updated expanded Cape offering space, charm, and flexibility. This four-bedroom home features multiple living areas, including a sun room, living room, and family room with custom built-ins and two wood-burning stoves that add warmth and character. The remodeled kitchen boasts granite countertops,

  Charles Kroopneck Charles Kroopneck Real Estate

  135 Elise Dr, Waterbury, CT 06708
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  /38

  $335,000 Open Sun 12PM - 2PM

  • 3 Beds
  • 1.5 Baths
  • 1,870 Sq Ft

  62 Cheryl Dr, Waterbury, CT 06708

  Step into this beautifully maintained Townplot split-level home offering 1,870 square feet of comfortable living space. From the moment you enter, you'll appreciate the bright and spacious living room, highlighted by an inviting electric fireplace, hardwood flooring, and an abundance of natural light. The large eat-in kitchen provides plenty of room for family meals and gatherings, making it the

  Rebecca Zandvliet Coldwell Banker Realty 2000

  62 Cheryl Dr, Waterbury, CT 06708
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  /8

  $329,000

  • 3 Beds
  • 1.5 Baths
  • 1,673 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
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  /30

  $375,000

  • 3 Beds
  • 2 Baths
  • 2,064 Sq Ft

  38 Maynard Ave, Waterbury, CT 06708

  Bunker Hill colonial with many updates, including new roof, windows, heating and central air conditioning system. First floor features formal living room and dining room, large remodeled kitchen with stainless appliances and granite countertops, and updated full bath. A den/exercise room has been added, including first floor laundry room. On the second floor you will find three generous bedrooms

  Elizabeth Faustino Weichert REALTORS Briotti Group

  38 Maynard Ave, Waterbury, CT 06708
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  /35

  $449,900

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

  110 Wooster Ave, Waterbury, CT 06708

  METICULOUSLY MAINTAINED 5RM 3BR 2 FULL BATH'S RAISED RANCH IN THE WATERBURY/MIDDLEBURY TOWN LINE. BEAUTIFULLY & PROFESSIONALLY MAINTAINED LANDSCAPING IN A VERY PRIVATE BACK YARD ALL FENCED IN.FULLY FINISHED BASEMENT CAN BE USED AS A 4TH BR, ALL GUTTED WITH ANDERSON WINDOWS,FULL BATH, FULL LAUNDRY ROOM WITH SINK, NEW 2 ZONE PROPANE FURNACE , ALL CROWN MOLDING THROUGHOUT THE HOUSE, CERAMIC TILE AND

  Alexander Cruz Great Estates, CT

  110 Wooster Ave, Waterbury, CT 06708
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  /35

  $359,900

  • 5 Beds
  • 2 Baths
  • 1,536 Sq Ft

  34 Vista Place, Waterbury, CT 06708

  Welcome to 34 Vista Place - a beautifully expanded and fully renovated 5-bedroom, 2-bath home in the heart of Town Plot. With a recently permitted dormer addition, this spacious residence now offers 1,536 sq ft of living space, featuring three oversized upstairs bedrooms with ample closets and soaring ceilings that flood the home with natural light. The large, open-concept layout creates an

  Anthony La Penna Complete Real Estate

  34 Vista Place, Waterbury, CT 06708
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  /19

  $399,900

  • 3 Beds
  • 2 Baths
  • 1,848 Sq Ft

  39 Taft Point, Waterbury, CT 06708

  You Can't Not find a Better Location...! Prime location on Waterbury. Ready for you to move in... Bright and spacious 3bedroom, 2 Full bathrooms, great big open kitchen with custom cabinetry, stainless steel appliances. Fully finished lower level with sliding doors leading to the backyard..! oversized backyard, central air, two car garage and much more. This property will check all your Boxes,

  Angela Caban Realty ONE Group Connect

  39 Taft Point, Waterbury, CT 06708
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  /40

  $349,900 Open Sun 1PM - 3PM

  • 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
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  /31

  $389,000

  • 3 Beds
  • 2.5 Baths
  • 1,904 Sq Ft

  109 Hewey St, Waterbury, CT 06708

  Welcome Home to 109 Hewey Street - Beautiful Colonial in Town Plot. Built in 2007 and lovingly maintained, this 3-bedroom, 2.5-bath Colonial offers modern style, comfort, and convenience. With an open floor plan, central A/C, solar panels, and hardwood floors throughout, this home is move-in ready and filled with thoughtful details. The main level features a lovely kitchen with custom cabinetry,

  Jill Rubino Century 21 AllPoints Realty

  109 Hewey St, Waterbury, CT 06708
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  /16

  $349,000

  • 3 Beds
  • 1 Bath
  • 912 Sq Ft

  91 Devonwood Dr, Waterbury, CT 06708

  This charming single-family home on a corner lot offers 3 bedrooms and 1 full renovated bathroom with attached one car garage! As you enter the home your will find yourself in a bright living room/dining room with large windows overlooking the verdant front yard. This room flows seamlessly into a newly renovated, modern kitchen with center island and brand new stainless steel appliances and

  Levi Judqin Brass Moon Realty

  91 Devonwood Dr, Waterbury, CT 06708
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  /32

  $349,900

  • 3 Beds
  • 3 Baths
  • 1,649 Sq Ft

  27 White Rose Ave, Waterbury, CT 06708

  Tucked away in a peaceful desired neighborhood, this 3-4 bedroom Cape is located just minutes from I-84, RT 8, & both Waterbury and St. Mary's Hospital. 2 bedrooms stand alone on the top floor , and an additional bedroom + SQFT located in the basement equipped with its own full bathroom and entry making it perfect for an in law or growing family. The fourth bedroom would need to be reframed for

  Ashley Henry The Washington Agency

  27 White Rose Ave, Waterbury, CT 06708
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  /22

  $319,000

  • 3 Beds
  • 2 Baths
  • 1,513 Sq Ft

  1161 Watertown Ave, Waterbury, CT 06708

  Welcome to 1161 Watertown Avenue, an inviting and updated bungalow-style Cape located in the sought-after Bunker Hill section, just minutes from the Watertown line. This move-in-ready home offers numerous upgrades, including newer windows, fresh exterior paint, updated trim and gutters, a repointed chimney, newly paved driveway, refreshed landscaping, new front walkway, and new granite counters.

  Nancy Addessio Showcase Realty, Inc.

  1161 Watertown Ave, Waterbury, CT 06708
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  /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
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  /10

  $264,995

  • 3 Beds
  • 2 Baths
  • 1,120 Sq Ft

  110 Middle St, Waterbury, CT 06706

  Solid investment opportunity featuring 3 bedrooms, 2 bathrooms, and just over 1,100 sq. ft. of living space. Connected to public water and sewer, this home comes with a tenant in place paying $1,650/month under lease through May 2026. Whether held as a cash-flowing rental or positioned for future appreciation, this property is a turnkey addition to any portfolio

  Victor Santana Santana Realty Group LLC

  110 Middle St, Waterbury, CT 06706
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  /22

  $325,000

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

  56 Vine St, Waterbury, CT 06704

  Welcome to 56 Vine Street, this thoughtfully updated two-family home. This well-maintained property features a total of four bedrooms and two full bathrooms, with each unit offering two spacious bedrooms and one recently renovated bathroom. Both units have been updated with modern kitchens, fresh paint, and new flooring, giving the home a clean, contemporary feel. Whether you're an investor

  Rob Squeglia LPT Realty - IConn Team

  56 Vine St, Waterbury, CT 06704
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  /26

  $249,900

  • 2 Beds
  • 1 Bath
  • 876 Sq Ft

  171 Kelsey St, Waterbury, CT 06706

  Charming Ranch in a Desirable Location This inviting ranch-style home offers comfort and convenience with: 2 bedrooms and 1 full bath Bright living spaces with newer windows Dry basement - perfect for storage or potential finishing Spacious leveled backyard - great for gatherings and/or gardening 2-car garage with a long drive for more off street parking, A welcoming front porch plus an enclosed

  Jaziba Tajildeen Better Living Realty, LLC

  171 Kelsey St, Waterbury, CT 06706
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  /7

  $264,900

  • 4 Beds
  • 3 Baths
  • 1,208 Sq Ft

  36 Norman St, Waterbury, CT 06708

  Well-Maintained Cape Cod in Town Plot. Located in the desirable Town Plot neighborhood, this well-kept Cape Cod offers comfort and flexibility. Main Floor: Master bedroom, kitchen with space for a dining table, living room, full bathroom, and an additional room that can serve as a 4th bedroom, family room, or dining room. Second Level: Two spacious bedrooms and another full bathroom. Basement:

  Rosa Toledo Toledo Realty

  36 Norman St, Waterbury, CT 06708
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  /36

  $249,900

  • 2 Beds
  • 1.5 Baths
  • 1,472 Sq Ft

  350 Bristol St Unit C3, Waterbury, CT 06708

  Elegant Westside Woods Split Level Townhouse, completely Renovated in 2022. This 2-bedroom home offers flexibility for a 3rd bedroom, home office or den. Features include formal dining area, gleaming chocolate brown floors, plush carpeted bedrooms, granite countertops, tiled bathrooms and a cathedral-ceiling living room to let in lots of natural light. Sliders in the kitchen open to a brand-new

  Liz Scalise Creative Realty of CT LLC

  350 Bristol St Unit C3, Waterbury, CT 06708
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  /9

  $349,999

  • 6 Beds
  • 2 Baths
  • 2,248 Sq Ft

  250 Orange St, Waterbury, CT 06704

  Investors take notice! 2-family property featuring two identical units-each offering 3 spacious bedrooms. Recent updates include newer roof, siding, windows, electrical, insulation in walls, and gas heating systems. Additional features include a 2-car garage and off-street parking. Prime location close to bus lines, shopping, and amenities. Great opportunity to add a low-maintenance,

  Angelica Cruz Showcase Realty, Inc.

  250 Orange St, Waterbury, CT 06704
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  /23

  $229,000

  • 1 Bed
  • 1 Bath
  • 1,094 Sq Ft

  794 Oronoke Rd Unit 14, Waterbury, CT 06708

  Beautifully updated 1,094 sq. ft. end-unit condo in a highly sought-after area, just minutes from the Waterbury Country Club golf course! This 1-bedroom, 1-bath home offers a bright open floor plan with cathedral ceilings in the living room, complete with a ceiling fan, private balcony access, and a brand new stone fireplace with an electric insert for added charm and comfort. The condo features

  Derek Greene Derek Greene

  794 Oronoke Rd Unit 14, Waterbury, CT 06708
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  /30

  $314,900

  • 4 Beds
  • 2 Baths
  • 1,647 Sq Ft

  59 Addison St, Waterbury, CT 06708

  Welcome to this charming Town Plot Cape Cod home, offering space, comfort, and character to meet all your housing needs. The heart of the home is a spacious kitchen, beautifully remodeled just ten years ago and fully equipped with appliances, opening into a large dining room that flows seamlessly into a bright and inviting living room-perfect for gatherings and everyday living. The main level

  Rebecca Zandvliet Coldwell Banker Realty 2000

  59 Addison St, Waterbury, CT 06708
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  /15

  $275,000

  • 3 Beds
  • 1.5 Baths
  • 864 Sq Ft

  11 Shadee Ln, Waterbury, CT 06706

  RARE GILMARTIN AREA!!!! Tastefully decorated 3 bedroom, 1.5 bath Spilt level with vinyl fencing giving you a private retreat. Solar panels and Natural Gas keep the utility bills low. 1 car garage and a babbling Brook in your backyard. Everything was done, just unpack and move in.

  Damion Matthews Pro Property Management, LLC

  11 Shadee Ln, Waterbury, CT 06706
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  /21

  $229,900

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

  827 Oronoke Rd Unit 8-9, Waterbury, CT 06708

  Welcome to this beautifully maintained 2-bedroom, 1.5-bath condo featuring a finished basement with recessed lighting and plenty of space for a home office, gym, or media room. The kitchen is a true highlight, complete with shaker cabinets, stainless steel appliances, granite countertops, and ample storage - perfect for everyday cooking or entertaining. Just off the main level, step outside to

  Edgardo Soto Mapleridge Realty

  827 Oronoke Rd Unit 8-9, Waterbury, CT 06708
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  /13

  $229,900 Open Sun 12PM - 1:30PM

  • 2 Beds
  • 1 Bath
  • 1,127 Sq Ft

  112 Delaware Ave, Waterbury, CT 06708

  Welcome home to this delightful 2-bedroom ranch nestled in a quiet and comfortable neighborhood. Offering over 1,100 sq. ft. of living space, this home boasts timeless hardwood floors, a functional layout, and a warm, inviting atmosphere perfect for first-time buyers, downsizers, or anyone seeking single-level living. The property sits on a secure, level lot with a large fenced-in backyard-ideal

  Joseph Tracey William Raveis Real Estate

  112 Delaware Ave, Waterbury, CT 06708
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  /3

  $36,000

  • Land
  • 0.16 Acre
  • $225,000 per Acre

  0372 Floyd St, Waterbury, CT 06706

  .16 acres of RL zoned land located on a dead end road in Waterbury's South End!

  Michael Bianca Showcase Realty, Inc.

  0372 Floyd St, Waterbury, CT 06706
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  /35

  $429,900 Open Sun 12PM - 2PM

  • 3 Beds
  • 2.5 Baths
  • 2,300 Sq Ft

  52 Hampton Rd, Waterbury, CT 06708

  Welcome home to this 4-bedroom, 3.5-bath Colonial at the end of a quiet cul-de-sac in Waterbury. Featuring refinished wood floors, original solid doors and trim, and a custom fireplace with built-ins, this home blends character with comfort. The eat-in kitchen anchors the main level, while the finished basement offers a full in-law apartment for added flexibility. The primary suite includes a

  Alexander Pepe William Raveis Real Estate

  52 Hampton Rd, Waterbury, CT 06708
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  /15

  $185,000

  • 2 Beds
  • 1 Bath
  • 924 Sq Ft

  925 Oronoke Rd Unit 34A, Waterbury, CT 06708

  Welcome to this bright 2-bedroom, 1-bath condo nestled in the desirable Oak Ridge complex in Waterbury. This end unit offers an open floor plan filled with natural light, thanks to large windows and its prime location. Step into this cozy living space with a seamless flow between the living, dining, and kitchen area. The primary bedroom features generous closet space, while the second bedroom

  Nicole Elliott Berkshire Hathaway NE Prop.

  925 Oronoke Rd Unit 34A, Waterbury, CT 06708
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  /37

  $389,000

  • 4 Beds
  • 1.5 Baths
  • 1,832 Sq Ft

  67 Barrington Ln, Waterbury, CT 06708

  Welcome to this spacious and well-maintained Colonial, offering 1800 sq ft of living space in Waterbury's desirable Town Plot area. Built in 1972, this home features 4 bedrooms and 1.5 bathrooms, providing plenty of room for comfortable living. Set on a flat corner lot, the property offers a generous yard, perfect for outdoor activities, gardening, or simply relaxing. Inside, you'll find a

  Marsha Lowe Dave Jones Realty, LLC

  67 Barrington Ln, Waterbury, CT 06708
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  /27

  $400,000

  • 6 Beds
  • 4 Baths
  • 3,705 Sq Ft

  17 Congress Ave, Waterbury, CT 06708

  Great Cash Flowing Potential!Versatile Mixed-Use Property with Residential & Commercial Income Potential. A rare investment opportunity! This well-maintained mixed-use building features two spacious residential units, 3 bedrooms eac,h and one flexible commercial space, ideal for a variety of business types, including a barbershop, nail salon, laundromat, liquor store, funeral home etc. Property

  Sadiki Thames Weichert Realtors MRG

  17 Congress Ave, Waterbury, CT 06708
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  /20

  $540,000

  • 9 Beds
  • 3 Baths
  • 3,753 Sq Ft

  83 Vernon St, Waterbury, CT 06708

  Located in the highly desirable Town Plot neighborhood, this updated 3-family property is a prime investment opportunity. Each of the three spacious units offers 3 bedrooms, 1 full bathroom, and a well-appointed eat-in kitchen featuring hardwood floors that flow seamlessly into a cozy living area-perfect for comfortable everyday living. Updated in 2022, all units provide washer and dryer on

  Antoinette Fortuna Coldwell Banker Realty

  83 Vernon St, Waterbury, CT 06708
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  /31

  $399,000

  • 5 Beds
  • 3 Baths
  • 3,705 Sq Ft

  21 Poplar St, Waterbury, CT 06708

  Investors Take Notice of this Income Producing Three Family Home in Waterbury that is Fully Rented. The First and Seconds Floor Units have Two Bedrooms with an Extra Room in Each Unit that can Possible be used as a Third Bedroom. Schedule Your Showing and Submit Your Offer ASAP Before This Multi-Family Property is Gone!!! Generating $4,100 in Rental Income Each Month!!!

  Joe Koontz eXp Realty

  21 Poplar St, Waterbury, CT 06708
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  /15

  $219,900

  • 2 Beds
  • 1 Bath
  • 1,036 Sq Ft

  37 Mason Ave, Waterbury, CT 06708

  Don't miss this 2-bedroom ranch with tons of potential! Whether you're looking for a great starter home, renovation project, or expansion opportunity, this property is full of possibilities. Features include a spacious living room with an open floor plan to the kitchen and breakfast bar, sliders leading to an enclosed porch, and a freshly painted deck. Uniquely positioned as the only home in a

  David Hughes Century 21 AllPoints Realty

  37 Mason Ave, Waterbury, CT 06708
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  /14

  $229,900 Open Sat 12PM - 2PM

  • 2 Beds
  • 1.5 Baths
  • 1,426 Sq Ft

  925 Oronoke Rd Unit 18K, Waterbury, CT 06708

  Move in ready, 2-bedroom, 1.5-bathroom residence features updated granite countertops, a fireplace, and a walkout basement. Strategically located near Interstate 84 and Route 8, it offers convenient access to major highways. The kitchen and dining areas include a breakfast bar, granite countertops, and a sliding door to your private deck. Hardwood floors throughout the main floor and fireplace

  Jason Palmieri ERA Treanor Real Estate

  925 Oronoke Rd Unit 18K, Waterbury, CT 06708
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  /26

  $445,000

  • 6 Beds
  • 3 Baths
  • 3,393 Sq Ft

  163 Draher St, Waterbury, CT 06708

  3 family home offers 5 rooms 2brs each floor .. open front and rear porches.. walkup attic.. above ground basement.. off street parking with fenced yard in rear.. Fully Rented. Also great additional storage space with walk up attic & basement. (Both potential for additional units) Come & take a look at the opportunity that awaits those who are seeking tap into a fully rented 3 family home!

  James Jordan Berkshire Hathaway NE Prop.

  163 Draher St, Waterbury, CT 06708
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  /19

  $89,900

  • Land
  • 0.23 Acre
  • $390,870 per Acre

  0 Mason Ave, Waterbury, CT 06708

  Come build your dream home! Town Approved building lots on town approved paved road. all drainage utilities into lots with curtains. Four seprate lots available. Two minutes to I84, close to shopping, parks, schools. Lots 35,36,38 list for $80,000 each Lot 41 lists for $145,000

  David Hughes Century 21 AllPoints Realty

  0 Mason Ave, Waterbury, CT 06708
• 

  

  /35

  $279,900

  • 3 Beds
  • 1.5 Baths
  • 1,980 Sq Ft

  804 Washington Avenue Extension, Waterbury, CT 06708

  Adorable 3 bedroom cape on a quiet, dead end street, located in the Town Plot section of Waterbury. The main floor of this bright, updated, home features an eat in kitchen, sun room, full bathroom, carpeted bedroom, living room and office, both with hardwood floors. Off the kitchen is a covered porch, overlooking the private and fully-fenced back yard. In the heated walk-out basement, you'll

  Nicole Brzoska Preston Gray Real Estate

  804 Washington Avenue Extension, Waterbury, CT 06708
• 

  

  /23

  $250,000

  • 3 Beds
  • 1.5 Baths
  • 1,792 Sq Ft

  508 Congress Ave, Waterbury, CT 06708

  Welcome to this beautiful Colonial brimming with character and opportunity! Nestled on a desirable corner lot, this spacious property features 3 large bedrooms with tall ceilings that create a bright and airy atmosphere throughout. The main level offers a classic layout with a kitchen, living room, and formal dining room - a perfect canvas to create a timeless yet functional space. A charming

  Lysa Napoli Showcase Realty, Inc.

  508 Congress Ave, Waterbury, CT 06708

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