Homes for Sale near West Side Middle School

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  /27

  $333,000 Open Sun 12PM - 2PM

  • 3 Beds
  • 1.5 Baths
  • 1,536 Sq Ft

  116 Gaylord Dr, Waterbury, CT 06708

  Blooming Beauty on Nearly an Acre....Must-See Now! Step into comfort and charm with this well-maintained 3-bed, 1.5-bath home on a stunning .88-acre lot. With 1536 sqft of space and tons of storage, it's move-in ready and waiting for you. Enjoy peaceful mornings on the deck, cozy evenings by the outdoor fireplace, and serene backyard views where flowers are in full bloom, creating a perfect

  Jessica Green Berkshire Hathaway NE Prop.

  116 Gaylord Dr, Waterbury, CT 06708
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  /33

  $349,900

  • 5 Beds
  • 2 Baths
  • 1,873 Sq Ft

  20 Polk Ave, Waterbury, CT 06708

  Charming 5-Bedroom Home with In-Law Apartment in Waterbury! Welcome to 20 Polk Ave-a beautifully updated single-family home offering flexibility and space for modern living! This unique property features 5 bedrooms, renovated kitchens and bathrooms, and a large unfinished attic with endless potential. The home is thoughtfully designed with two separate living areas, perfect for

  Omar Ruizesparza eRealty Advisors, Inc.

  20 Polk Ave, Waterbury, CT 06708
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  /28

  $374,900

  • 2 Beds
  • 1 Bath
  • 1,095 Sq Ft

  211 Crest St, Waterbury, CT 06708

  Charming Ranch on the Middlebury Line! This beautifully updated ranch combines modern updates with classic charm in a sought-after location. Featuring vinyl siding, a brand-new roof, and elegant stone front and back steps, this home is move-in ready. Inside, enjoy freshly painted interiors, crown moldings, gleaming wood floors, and new interior and exterior doors. The sun-filled living room,

  Mary Ann Hebert BHGRE Bannon & Hebert

  211 Crest St, Waterbury, CT 06708
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  /35

  $349,900

  • 5 Beds
  • 2.5 Baths
  • 2,410 Sq Ft

  345 Highland Ave, Waterbury, CT 06708

  Huge two-story Foursquare colonial with beautiful original woodwork. Five bedrooms means room for everyone! Central air means you'll be comfortable all year long. Super convenient location quick to the highway and everywhere else. Spacious feel with tall ceilings. Possible in law set up on the second floor. Lots of parking and a detached two car garage.

  Michelle Grant Coldwell Banker Premier Real Estate

  345 Highland Ave, Waterbury, CT 06708
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  /16

  $325,000

  • 3 Beds
  • 2 Baths
  • 960 Sq Ft

  79 Addison St, Waterbury, CT 06708

  Charming Home with In-Law Apartment on a Corner Lot! Looking for an in-law apartment and extra space? This property, located on a desirable corner lot, offers both an attached and detached garage, giving you ample room for storage or vehicles. The main house features a spacious kitchen, a comfortable living room, and 2 bedrooms, all with beautiful hardwood flooring. The full bath and economical

  Lynn LaForme Showcase Realty, Inc.

  79 Addison St, Waterbury, CT 06708
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  /25

  $350,000

  • 6 Beds
  • 3.5 Baths
  • 3,659 Sq Ft

  103 Buckingham St, Waterbury, CT 06710

  Come view this unique brick Colonial home in Waterbury, located on a scenic lot of land! This home features 6 bedrooms and 3.5 baths complete with a spacious living room and formal dining room with hardwood flooring throughout! Office/playroom can be found off the main living area and has it's own beautiful fire place surround and mantle. Enjoy the convenience of an eat-in kitchen just off the

  Ben Castaneda Brass Moon Realty

  103 Buckingham St, Waterbury, CT 06710
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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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  /32

  $299,000 Open Sat 11AM - 12:30PM

  • 3 Beds
  • 2 Baths
  • 1,397 Sq Ft

  30 Whittlesey Ave, Waterbury, CT 06706

  Your search ends here! The perfect combination of value and coveted features intersect at 30 Whittlesey! With 3 bedrooms, including one on the main level, and 2 FULL baths, this fantastic home packs a big punch with amazing versatility! Enter through a cheery enclosed porch to a bright and spacious main level with neutral tones and hardwood floors throughout. Generously sized living room is great

  Tommy Connors Redfin Corporation

  30 Whittlesey Ave, Waterbury, CT 06706
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  /16

  $284,900

  • 4 Beds
  • 1.5 Baths
  • 1,534 Sq Ft

  23 Anderson Ave, Waterbury, CT 06708

  New to the market recently renovated 3 bedroom 1 bath Cape cod style home. First floor features a living room, dining room, kitchen and bath plus bedroom. Second level consists of 2 bedrooms. Back entrance porch overlooking level fenced in yard. Offered at $284,900.

  Wilson Lamas Realty Group of New England, LLC

  23 Anderson Ave, Waterbury, CT 06708
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  /33

  $395,000 Open Sun 11AM - 1PM

  • 3 Beds
  • 1.5 Baths
  • 2,112 Sq Ft

  87 Southwind Rd, Waterbury, CT 06708

  Well maintained 8 room raised ranch on one of Country Club area's nicest and quietest streets. This 1392 square foot has 3 bedrooms, 1-1/2 baths, an additional 720 square foot finished lower level with a two car garage on a beautiful. 39 acre lot. The upper level consists of a huge living room with cathedral ceilings and a fireplace, a dining rooms with sliders to a rear deck, a tile floor eat-in

  Stephen Briotti Weichert REALTORS Briotti Group

  87 Southwind Rd, Waterbury, CT 06708
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  /2

  $59,900

  • Land
  • 0.69 Acre
  • $86,812 per Acre

  1 Ruth Parsons Dr, Waterbury, CT 06708

  Paper street off Richrdson Dr, call owner/listing agent for info

  Richard Mellon Dick Mellon Realty & Appraisal

  1 Ruth Parsons Dr, Waterbury, CT 06708
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  /15

  $195,000

  • 2 Beds
  • 1.5 Baths
  • 896 Sq Ft

  30 Vail St Unit 4, Waterbury, CT 06708

  This Fannie Mae town house in town plot has been totally renovated with new bathrooms, new kitchen with granite tops and stainless appliances, brand new AC units, fresh paint and new floors. this one will not last for long at this price !!

  Don Sciarretto Berkshire Hathaway NE Prop.

  30 Vail St Unit 4, Waterbury, CT 06708
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  /39

  $295,000

  • 3 Beds
  • 1.5 Baths
  • 1,420 Sq Ft

  60 Juniper Ridge Dr, Waterbury, CT 06708

  Welcome to 60 Juniper Ridge Drive - A Hidden BUNKER HILL Gem! Step into this beautifully maintained split-level, ideally situated in one of Waterbury's most sought-after neighborhoods. From the moment you enter, you'll be greeted by a warm, inviting layout that perfectly blends comfort and functionality. Don't wait, book your showing today! Thursday April 24th, 2025 is the last day of showings

  Kostas Travisano Sailpoint Property Group

  60 Juniper Ridge Dr, Waterbury, CT 06708
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  /34

  $430,000

  • 10 Beds
  • 5.5 Baths
  • 3,415 Sq Ft

  26 Ridgewood St, Waterbury, CT 06710

  Don't miss this incredible opportunity to own a well-maintained, income-generating property in one of Waterbury's established neighborhoods. This spacious 3-family home offers generous living space across all units-each thoughtfully designed with multiple bathrooms, a rare and valuable feature that boosts both tenant comfort and rental appeal. The second and third-floor units have been recently

  Christopher Carrena Carrena Property Mgmt & Realty

  26 Ridgewood St, Waterbury, CT 06710
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  /20

  $429,900

  • 3 Beds
  • 2 Baths
  • 1,998 Sq Ft

  18 Tedesco Dr, Waterbury, CT 06708

  Welcome to this unique raised ranch in the Town Plot section of Waterbury. Upon entering you will find both a formal living room and dining room on the upper main level. The dining room has sliding doors to access the top tier of the deck overlooking the pool and beautiful, partially fenced in backyard. On this upper main level are also three bedrooms with the primary bedroom being fairly large

  Michaela Rousseau Showcase Realty, Inc.

  18 Tedesco Dr, Waterbury, CT 06708
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  /25

  $2,800,000

  • 24 Beds
  • 6 Baths
  • 7,728 Sq Ft

  701 S Main St, Waterbury, CT 06706

  TURN KEY portfolio opportunity in the South End almost entirely renovated inside and out! The sale consists of 3 adjacent parcels with 6 buildings = 23 apartments and 2 commercial spaces for a total of 25 units. The unit mix is: (6) 4 bed units, (11) 3 bed units and (6) 2 bed units. 5 Bldgs feature separate, and tenant paid utilities - all electric H, HW & cooking. Bldg 701 has 6 apartments with

  Amanda Sheehan Oxford Realty

  701 S Main St, Waterbury, CT 06706
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  /21

  $959,900

  • 22 Beds
  • 8 Baths
  • 10,401 Sq Ft

  63 Cherry St, Waterbury, CT 06702

  Investors take notice of this package offering 2 adjacent properties with cash flow and big unit mix! TOTAL OF 9 UNITS = 8 apartments + 1 large commercial space. 57 Cherry St is a 2-family with two 2 bed/1 bath units - fully occupied. The property has separate & tenant paid utilities. 63 Cherry is a large mixed-use building with six 3 bed/1 bath apartments + 1 large commercial space - fully

  Amanda Sheehan Oxford Realty

  63 Cherry St, Waterbury, CT 06702
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  /20

  $319,000 Open Sun 1PM - 2PM

  • 7 Beds
  • 3 Baths
  • 2,903 Sq Ft

  61 Lounsbury Ave, Waterbury, CT 06706

  Investment Opportunity! This Fully Occupied 3-Family in Waterbury-an income-generating property perfect for investors looking for steady cash flow with future upside. This well-maintained three-family home features a spacious 3-bedroom, 1-bath unit on the first floor, and two 2-bedroom, 1-bath units on the second and third floors. Each unit offers a functional layout, great natural light, and

  Maria Prussin YellowBrick Real Estate LLC

  61 Lounsbury Ave, Waterbury, CT 06706
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  /26

  $159,900

  • 1 Bed
  • 1 Bath
  • 610 Sq Ft

  81 Chipman St Unit 19, Waterbury, CT 06708

  Attention all buyers!! Take a look at 81 Chipman St #19 available today! Freshly updated and move in ready. New Floors throughout,Granite Countertops, New Cabinets and Appliances, and New Bathroom Vanity. Eat in Kitchen with a walk out balcony. Located within the desirable Town Plot Neighborhood, just minutes from Route 8 and I-84. You can own this Condo with a one car garage for less than it

  John Payne Mike Kelly Real Estate LLC

  81 Chipman St Unit 19, Waterbury, CT 06708
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  /33

  $299,900

  • 4 Beds
  • 2 Baths
  • 1,512 Sq Ft

  34 Howland St, Waterbury, CT 06708

  Gorgeous 4 bedroom Cape Cod located on a quiet street in Waterbury's Bunker Hill neighborhood! Main level features an eat-in kitchen, formal dining room, oversized family room, master bedroom, full bathroom, sun/mud room, and an abundance of natural sunlight. Upstairs features three sizable bedrooms with plenty of closet space and a second full bathroom. Downstairs also has a room finished for

  Tom Dorso Mapleridge Realty

  34 Howland St, Waterbury, CT 06708
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  /18

  $349,900

  • 7 Beds
  • 3 Baths
  • 3,936 Sq Ft

  1599 S Main St, Waterbury, CT 06706

  Large 3 Family plus possible Commercial space. Almost 4,000 sq.ft. with a 2 Car Detached Garage. Loads of possibilities.

  Steven Acri Showcase Realty, Inc.

  1599 S Main St, Waterbury, CT 06706
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  /19

  $319,000

  • 3 Beds
  • 1.5 Baths
  • 1,556 Sq Ft

  42 Valentine St, Waterbury, CT 06708

  Unique Bunker Hill Cape. 3 Bedrooms. 1.5 Baths. Dining Room with French Doors. Living Room with Fireplace & Built-ins. Master Bedroom with Cedar Closet & Ceiling Fan. 2 Additional Bedrooms with Ceiling Fans. 1st Floor Bonus Room over Garage perfect for Home Office. High Ceilings. Wood Floors. Tons of Storage. Fieldstone Patio. Deck. Fully Fenced. Borders Park.

  Jamie Marcoux Klemm Real Estate Inc

  42 Valentine St, Waterbury, CT 06708
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  /5

  $420,000

  • 8 Beds
  • 3 Baths
  • 2,992 Sq Ft

  14 Grandview Ave, Waterbury, CT 06708

  This two-family home offers large rooms, hardwood floors, separate utilities (except water), and great rental potential. Each unit includes a full kitchen, a separate dining room, and in-unit laundry. The second-floor unit features a finished attic with an additional 600 sq. ft. of living space. Recent Updates Include: Roof (5 years ago),Furnaces, a few windows (1 year ago), Water heaters (6

  Lucy Billini-Artis Whitestone Real Estate Group

  14 Grandview Ave, Waterbury, CT 06708
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  /27

  $299,000

  • 3 Beds
  • 1 Bath
  • 952 Sq Ft

  72 Welland Ave, Waterbury, CT 06708

  Come and take a look at this beautiful renovated town plot home, ready for new memories. 3 bedroom Ranch located in a desirable town plot neighborhood. New furnace, water heater and oil tank, conveniently located, close to schools, shopping and highways. Nothing to do, just move in. Schedule your showing today!

  Ketty Daffron William Raveis Real Estate

  72 Welland Ave, Waterbury, CT 06708
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  /15

  $349,900

  • 3 Beds
  • 3 Baths
  • 2,754 Sq Ft

  649 Watertown Ave, Waterbury, CT 06708

  Prime opportunity to own a 2-unit mixed-use property on busy road located in Waterbury, CT! This property features well-maintained building with two separate units, one residential and one commercial. Generate income from both residential and commercial spaces. The commercial unit which comes equipped with a beautiful bar is ready for a new tenant. Many possibilities to open is a sports bar,

  Arben Belica William Raveis Real Estate

  649 Watertown Ave, Waterbury, CT 06708
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  /39

  $419,900 Open Mon 12PM - 2PM

  • 5 Beds
  • 2.5 Baths
  • 3,072 Sq Ft

  246 Westmont Dr, Waterbury, CT 06708

  Ideal for Multi-Generational Living! Discover the charm and versatility of this classic colonial, thoughtfully designed to accommodate extended family or guests. The fully equipped in-law apartment boasts its own private entrance, living room, full kitchen, bedroom, and bathroom, offering privacy and independence within the home. Inside the main residence, beautiful hardwood floors and

  Mary Ann Hebert BHGRE Bannon & Hebert

  246 Westmont Dr, Waterbury, CT 06708
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  /24

  $275,000

  • 3 Beds
  • 1.5 Baths
  • 1,483 Sq Ft

  166 Norton St, Waterbury, CT 06708

  Welcome to 166 Norton St, a well cared for split level home located in the desirable Town Plot neighborhood in Waterbury. This property features spacious living areas with natural light. The home includes 3 bedrooms, 1 full bathroom, and a partially finished basement, offering 456 SF space for additional living area. Recent updates include a brand new high-tech furnace with a 30-year warranty, a

  Matt Stafford Oxford Realty

  166 Norton St, Waterbury, CT 06708
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  /27

  $369,900 Open Sun 1AM - 3PM

  • 7 Beds
  • 3 Baths
  • 2,892 Sq Ft

  60 South St, Waterbury, CT 06706

  Welcome to 60 South St, Waterbury, CT 06706, a fantastic income-producing three-family property, perfect for investors looking to generate steady cash flow. This multi-unit home features three new furnaces installed in 2023, ensuring energy efficiency and long-term savings. The third-floor unit was fully renovated in 2024, boasting brand-new windows for enhanced comfort and efficiency. The

  Dwayne Jones King Realty Group LLC

  60 South St, Waterbury, CT 06706
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  /18

  $299,900

  • 3 Beds
  • 1.5 Baths
  • 1,544 Sq Ft

  25 Joycroft Rd, Waterbury, CT 06708

  The one you have been waiting for. This 3 BR cape has it all: an attractive, well- maintained exterior with easy care vinyl siding and updated windows. On the interior, an enclosed entry with French door leads to FLR with oak flooring, fireplace, built in shelves. In addition, a spacious kitchen, FDR, BR and powder room. The 24' X 10' sunroom is the place you'll relax and entertain. Upstairs, 2

  Donna Bannon BHGRE Bannon & Hebert

  25 Joycroft Rd, Waterbury, CT 06708
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  /9

  $155,000

  • 2 Beds
  • 1.5 Baths
  • 896 Sq Ft

  30 Vail St Unit 1, Waterbury, CT 06708

  Nice end unit in a small complex in Town Plot. A must see. 2 beds 1.5 baths.

  Jeanine Blanchette Showcase Realty, Inc.

  30 Vail St Unit 1, Waterbury, CT 06708
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  /19

  $150,000

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

  26 Shirley St Unit 6, Waterbury, CT 06708

  Discover this spacious and inviting ranch-style home with 1,200 square feet of comfortable, single-level living in the desirable Town Plot neighborhood! Nestled in a small, quiet complex of just 12 units, this home offers the perfect blend of affordability and ease of ownership. Step into a generously sized living room that opens up to a huge NEW eat-in kitchen, featuring stylish new qaurtz

  Daniel Zandvliet Coldwell Banker Realty 2000

  26 Shirley St Unit 6, Waterbury, CT 06708
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  /5

  $89,900

  • Land
  • 0.68 Acre
  • $132,206 per Acre

  Lots 1090,1091,1092 Roosevelt Dr, Waterbury, CT 06708

  Great opportunity on a dead-end street in Townplot. Roosevelt Ave. was never extended to New haven Ave. on the back end, so it is a partial paper street. There was a lot line revision in 2005 (map available), and Planning & Zoning has said that there can be 2 single family homes built on this land, with a shared driveway, without extending the road. The property includes lots 1090, 1091, 1092 &

  Linda Andrikis West View Properties, LLC

  Lots 1090,1091,1092 Roosevelt Dr, Waterbury, CT 06708
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  /12

  $274,900

  • 3 Beds
  • 1 Bath
  • 1,080 Sq Ft

  336 Anna Ave, Waterbury, CT 06708

  Three bedroom Cape on large level corner lot in the Town Plot section of Waterbury.

  Jason Saphire www.HomeZu.com

  336 Anna Ave, Waterbury, CT 06708
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  /21

  $389,500

  • 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
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  /5

  $30,000

  • Land
  • 0.12 Acre
  • $250,000 per Acre

  222 Orange St, Waterbury, CT 06704

  Cleared lot in neighborhood. Lot is an approved non-conforming building lot for a single family house. Water and sewer shut off at street.

  mallorie Lee Showcase Realty, Inc.

  222 Orange St, Waterbury, CT 06704
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  /19

  $274,900

  • 2 Beds
  • 1 Bath
  • 1,440 Sq Ft

  1658 Highland Ave, Waterbury, CT 06708

  Welcome home to this 2 bedroom, 1 bath Raised Ranch! Main level features fully appointed kitchen open to dining room. Living room with hardwood floors, two bedrooms and full bath. Lower level offers even more space with large family room and two additional rooms. Private and secluded lot. Newly installed septic system, well pump and well tank! Offered at $274,900!

  Wilson Lamas Realty Group of New England, LLC

  1658 Highland Ave, Waterbury, CT 06708
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  /26

  $145,000

  • 1 Bed
  • 1 Bath
  • 610 Sq Ft

  81 Chipman St Unit 6, Waterbury, CT 06708

  Excellently maintained one bedroom condo with attached garage and walk out balcony with great views. Enjoy the convenience of in unit laundry, off street parking and a garage. Tile and carpet in like-new condition throughout. Plenty of closet space and well lit rooms. The condo complex is located in the Town Plot neighborhood, walking distance to restaurants, stores, parks and much more all while

  Zachary Pranger Group Realty LLC

  81 Chipman St Unit 6, Waterbury, CT 06708
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  /3

  $510,000

  • 6 Beds
  • 2 Baths
  • 3,306 Sq Ft

  102 Fairfield Ave, Waterbury, CT 06708

  Two Family in the heart of Town plot. Great potential for live in or investment. This property is close to schools, shopping, wonderful restaurants & Highways for easy commute.

  Maria Vilar Weichert REALTORS Briotti Group

  102 Fairfield Ave, Waterbury, CT 06708
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  /2

  $100,000

  • Land
  • 2.80 Acres
  • $35,714 per Acre

  0 N Main St, Waterbury, CT 06702

  Open Lot with Great Opportunity to Build! Drive by and view today!

  Ben Castaneda Brass Moon Realty

  0 N Main St, Waterbury, CT 06702
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  /3

  $469,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,600 Sq Ft

  0 Ellen St Unit 24079165, Waterbury, CT 06708

  TO BE BUILT -Located in desirable town plot--Come with your ideas for your dream home. Open floor plan Kitchen, Formal Dining room, Living Room 3 or 4 bdr , 2.5 baths and much more.

  ALEX VELEZIS Velezis Realty

  0 Ellen St Unit 24079165, Waterbury, CT 06708

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