West Side Homes for Sale

Welcome to the West Side of Waterbury, Connecticut, a vibrant neighborhood that perfectly blends suburban charm with urban convenience. Nestled in New Haven County, this area is known for its rich history, friendly community, and an array of amenities that make it an ideal place to call home.

The West Side is characterized by its tree-lined streets, beautifully maintained parks, and a diverse mix of architectural styles, from classic colonial homes to modern townhouses. Residents enjoy a strong sense of community, with local events and gatherings that foster connections among neighbors. Families will appreciate the proximity to quality schools, recreational facilities, and playgrounds, making it a wonderful place to raise children.

For those seeking homes for sale, the West Side offers a variety of options to suit different lifestyles and budgets. Whether you’re looking for a cozy starter home, a spacious family residence, or a charming fixer-upper, you’ll find a range of properties that cater to your needs. The real estate market here is dynamic, with opportunities for both first-time buyers and seasoned investors.

Additionally, the West Side boasts convenient access to major highways, making commuting to nearby cities a breeze. With a plethora of shopping, dining, and entertainment options just a stone's throw away, residents enjoy the best of both worlds—peaceful suburban living with urban amenities at their fingertips.

Discover the warmth and charm of the West Side. Your dream home awaits in this delightful neighborhood!

Newest West Side Homes for Sale

$299,900

3 Beds ⋅ 3 Baths ⋅ 24193642 MLS

Welcome home to this charming 3-bedroom Colonial with the potential for a 4th bedroom or flexible bonus room to fit your needs. This well-maintained home features numerous updates, including a new fence, new driveway, new gutters, and a roof that's only 3 years old, providing peace of mind for years to come. Step outside to a private backyard, perfect for relaxing, entertaining, or enjoying outdoor activities. Conveniently located close to shopping, restaurants, schools, and major commuting routes, this home offers the perfect blend of comfort, updates, and accessibility. Don't miss the opportunity to make this versatile Colonial your next home!

34 Wooster Ave, Waterbury

$400,000

5 Beds ⋅ 3 Baths ⋅ 24185769 MLS

WELCOME TO 152 DELAWARE AVENUE This charming beige colonial offers 2,461 sq ft of inviting living space on a beautifully landscaped 3/4acre lot. The home features nine spacious rooms, including five comfortable bedrooms and three full bathrooms, along with a cozy fireplace, a large family room perfect for gatherings, and a formal dining room ideal for hosting. Outdoor living truly shines here, with a generous deck overlooking a gorgeous yard filled with lush greenery, an aboveground pool for summer fun, a lovely gazebo for relaxing, and a convenient shed for extra storage. A carport and an oversized driveway that easily fits nine cars provide exceptional parking and convenience. With its blend of classic charm, ample space, and standout outdoor amenities, this property offers a wonderful place to call home.

152 Delaware Ave, Waterbury

$285,000

3 Beds ⋅ 1 Baths ⋅ 24185684 MLS

Charming Cape Cod style home ready for your personal touch! Situated on a corner lot with sidewalks on two sides, this cozy home offers timeless character and great potential. Features include a 1st Floor Bedroom, Full Bathroom, Dining Room and Inviting Family Room with a Masonry Fireplace. The Kitchen connects to a 4 Season Porch/Breezeway leading to the attached One Car Garage. Upstairs you will find 2 additional Bedrooms. Hardwood and Tile Flooring add warmth and character throughout. Enjoy outdoor living on the deck overlooking the partially fenced backyard. A Full Basement provides ample storage or future expansion possibilities. Conveniently located and full of opportunity, this "Charmer in the Rough" is waiting for someone to make it shine again!

103 W Center St, Manchester

$539,900

4 Beds ⋅ 3 Baths ⋅ 24180163 MLS

Updated, spacious, and move-in ready. This Extended Cape offers 4 bedrooms, 3 full bathrooms, hardwood floors, a beautifully renovated kitchen with quartz countertops, center island, and stainless steel appliances, along with updated bathrooms throughout. Split-system air conditioning adds year-round comfort. The finished walk-out lower level offers excellent flexibility and may provide a potential in-law setup, guest space, home office, or recreation area. Outside, enjoy the deck, backyard, and detached garage. A versatile home with modern updates, flexible living space, and room to fit a variety of lifestyles.

250 Jackson Ave, Stratford

$449,900

4 Beds ⋅ 3 Baths ⋅ 24177079 MLS

LOOKING FOR A HOME WITH A TRUE MAIN LEVEL IN-LAW APT- THE MAIN HOME FEATURES A HUGE FULLY APPL EAT IN KITCHEN WITH 2 RANGES- LIVING RM WITH A PROPANE STONE FIREPLACE, BOW WINDOW & HARDWOOD FLS- 3 BEDROOMS ALL WITH HARDWOOD FLS- FULL UNFINISHED BASEMENT WITH ANOTHER BRICK FIREPLACE & FULL BATH- THE ATTACHED IN-LAW HAS A KITCHEN, LIVING RM, BEDROOM & FULL BATH- 2 SEPERATE DECKS- LARGE 3 CAR ATTACHED GARAGE WITH A LOFT FOR STORAGE & NEWER OPENER- NEWER ROOF APPROX 3 YRS OLD- HUGE LEVEL LOT APPROX 3/4 ACS- CITY WATER & SEWER

232 Lakeside Blvd E, Waterbury

$995,599

2 Beds ⋅ 2 Baths ⋅ 24173180 MLS

Set along the shores of sought-after Westside Pond in the heart of Litchfield County, this fully refinished waterfront retreat offers the ultimate Connecticut lake lifestyle. Located on one of the area's few non-restrict motorboat lakes, enjoy boating, jet skiing, tubing, kayaking, fishing, or simply relaxing on the water from your own private dock. Designed to maximize its stunning setting, the home features expansive waterfront decking with multiple seating and dining areas, creating the perfect space for entertaining or quiet mornings overlooking the lake. A hot tub with water views adds to the resort-like feel of this exceptional property. Inside, the beautifully updated interior is bright, warm, and inviting with soaring ceilings, an open-concept layout, and walls of windows framing panoramic lake views. The spacious living areas flow seamlessly outdoors, offering effortless indoor-outdoor living and plenty of room for family and guests. The gently sloping lawn leads directly to the shoreline, creating easy access to swimming, boating, and year-round enjoyment. Quiet, scenic, and move-in ready, this rare waterfront offering is ideal as a full-time residence, weekend getaway, or multi-generational lake retreat. Experience the beauty, recreation, and tranquility of lake living in Goshen - where every day feels like a vacation. 2 hrs to NYC, close to Litchfield Green, restaurants, skiing and wineries. Come live the Lake Life!

346 Westside Rd, Goshen

$239,000

4 Beds ⋅ 1 Baths ⋅ 24160016 MLS

This 3-bedroom home offers flexibility, with the option of a 4th bedroom or home office to suit your needs. Inside, you'll find hardwood floors, ceiling fans for added comfort, and a functional layout with an eat-in kitchen. The bathroom has been updated, and portions of the living space have seen improvements over time. Step outside to a deck overlooking the rear yard, perfect for relaxing or entertaining. The home is equipped with gas heat, gas hot water, and central air for year-round comfort. With solid fundamentals and room to personalize, this property presents a great opportunity to build equity while enjoying everyday living. Conveniently located near local amenities.

29 Esther Ave, Waterbury

$650,000

3 Beds ⋅ 2 Baths ⋅ 24157126 MLS

Charming 3-bedroom Colonial with timeless appeal and great bones! This classic home offers a spacious and functional layout featuring three generously sized bedrooms, one full bath, and one convenient half bath. With solid construction and well-maintained fundamentals, it's ready for your personal touch. Whether you're looking to move right in or create your dream home over time, this property presents a fantastic opportunity to build equity in a well-built home full of character and possibility. This home is offered in "AS IS" condition.

147 W Broad St, Stamford

Start Your Search

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.