West Side Homes under $400,000

Welcome to the vibrant West Side of Connecticut, a charming neighborhood that perfectly blends suburban tranquility with urban convenience. Known for its welcoming atmosphere and diverse community, West Side is an ideal place for families, young professionals, and retirees alike. The area boasts tree-lined streets, well-maintained parks, and a variety of local shops and eateries that foster a strong sense of community.

One of the most appealing aspects of West Side is its affordability, particularly for homebuyers looking for properties under $400,000. Here, you can find a delightful selection of homes that cater to various tastes and lifestyles. From cozy single-family houses to inviting townhomes, the options are plentiful, making it easier for you to find the perfect fit for your needs. Many of these homes feature modern amenities, spacious yards, and easy access to public transportation, ensuring you enjoy both comfort and convenience.

West Side is also home to excellent schools, recreational facilities, and a rich cultural scene, providing endless opportunities for both relaxation and entertainment. Whether you’re taking a leisurely stroll in one of the local parks, enjoying a meal at a quaint café, or attending community events, there’s always something happening in this dynamic neighborhood.

With its combination of affordability, community spirit, and a wealth of amenities, West Side is not just a place to live—it's a place to thrive. Explore the wonderful homes available under $400,000 and discover what makes West Side a truly special place to call home!

Newest West Side Homes under $400,000

$359,900

3 Beds ⋅ 3 Baths ⋅ 24220349 MLS

Don't let the charming Cape-style exterior fool you-this home is MUCH bigger than it looks! Welcome to 367 West Center Street, where comfort, modern updates, and surprisingly spacious living come together. Offering 3 bedrooms, 2.5 bathrooms, and over 1,800 square feet of finished living space, this home delivers room to grow, relax, and entertain. Step inside to discover inviting living spaces, with a cozy living room, formal dining room, and a versatile layout designed for everyday living. The real surprise awaits downstairs! The expansive, fully finished basement adds 619 square feet of living space, featuring a generous family room, full bathroom with laundry, and a flexible bonus room ideal for a home office, fitness studio, or hobby space. Smart lighting and smart home features add modern convenience, while updated electrical and a brand-new hot water tank provide added peace of mind. Outside, enjoy a large, private backyard perfect for gatherings, gardening, or simply unwinding, plus a detached one-car garage. Even the washer and dryer are included! Located in desirable Manchester, you'll appreciate convenient access to shopping, restaurants, parks, recreation, and major commuter routes. Small on the outside, surprisingly spacious on the inside, come discover everything this Manchester Cape has to offer!

367 W Center St, Manchester

$140,000

1 Beds ⋅ 1 Baths ⋅ 24207550 MLS ⋅ Stoneleigh Square BLDG.

Large one bedroom condo at Stoneleigh Square Condominiums. This spacious unit features a nice dining room and living room. HOA includes heat, hot water and water. Reserved parking space for the owner, plus guest parking available. Laundry room with coin-operated machines is located on the lower level. Conveniently located close to shopping, restaurants, the train station, I-95 and just 15 minutes to the beach. Stratford also offers a weekly farmers market at the Town Green during the summer months. A wonderful opportunity to enjoy a spacious, condo in a convenient location.

235 Henry Ave Unit 12A, Stratford

$319,000

5 Beds ⋅ 2 Baths ⋅ 24214493 MLS

Opportunity Awaits! Spacious Two-Family Property in Manchester! Bring your vision and unlock the potential of this spacious two-family property offering approximately 2,900 square feet of living space on a generous .34-acre corner lot. Built in 1937, this duplex-style home offers two separate units, each with its own character and possibilities. One unit features two bedrooms and one full bath, while the second offers three bedrooms and one full bath. Both units provide spacious living areas, separate hot water heaters, and additional attic and basement storage or potential expansion. This property presents an excellent opportunity for investors, contractors, or owner-occupants looking to build equity through improvements. While one unit has been maintained, the other requires updating and repairs. Additional exterior improvements are also needed, making this an ideal project for buyers ready to bring new life to the property. Situated in Manchester's established West Side neighborhood, directly across from Washington School, with convenient access to shopping, dining, and major commuter routes. Estate sale. Property is being sold AS-IS. Due to the property's age, condition, and needed repairs, FHA financing may present challenges. Cash, conventional, or renovation financing may be more suitable. Bring your ideas and imagine the possibilities!

130 Cooper St, Manchester

$398,900

4 Beds ⋅ 3 Baths ⋅ 24202960 MLS

CUT BACK ON EXPENSES with this versatile and inviting ranch-style home, offering comfortable one-level living with the added benefit of a SEPARATE IN-LAW APARTMENT. Thoughtfully designed to accommodate a variety of living arrangements, this property is ideal for extended families, multi-generational living, or those seeking additional space and flexibility. Main residence features a functional layout with oversize eat-in-kitchen featuring two oven ranges! Plus 3 Bedrooms, 1 Full Bath, Living room with Propane FP & a Full Basement with Workshop, and additional fireplace! The above-grade in-law apartment provides a wonderful opportunity for extended family, guests, or potential supplemental rental income, offering added privacy and independence while remaining connected to the main home. There is even an Oversized 2 Car Garage with Extended Ceiling Height, and Walk-up Stairs to Potential Office or Workshop over the Garage! Sized Perfectly for the Car Enthusiast to Work on Vehicles! Whether you're looking for room to grow, space for loved ones, or a property that offers versatility and long-term value, this home presents a unique opportunity to enjoy comfort, convenience, and flexible living all under one roof. A must-see property with endless possibilities!

232 Lakeside Blvd E, Waterbury

$310,000

3 Beds ⋅ 2 Baths ⋅ 24198793 MLS

Welcome to 85 Mason Ave, a raised ranch offering real space and real potential in one of Waterbury's most desirable pockets the West Side, just moments from the Country Club of Waterbury and neighborhood parks. Step inside to soaring high ceilings that open up the living space and give the home an airy, spacious feel rarely found at this price point. The layout includes three bedrooms, one full and one half bath, two fireplaces, and versatile living space on the lower level offering flexibility for a growing family, extra storage, or future finished square footage. An open porch and level 0.15-acre lot round out the exterior, all within easy reach of shopping, schools, and commuter routes. This is a home with genuine bones and upside a solid raised ranch in a sought-after neighborhood, ready for an owner who sees the opportunity to update and add value. Buyers interested in customizing may also want to ask agent about renovation financing options that could allow improvements to be included in the purchase loan.

85 Mason Ave, Waterbury

$344,900

2 Beds ⋅ 1 Baths ⋅ 24197238 MLS ⋅ Taylor Green BLDG.

totally updated 2 bedroom 1 full bath, One level unit, first floor. 1 reserved parking space and plenty of visitors . this unit has been updated -be the first one to enjoy new appliances, new kitchen cabinets, new dishwasher, new recess lighting, new walk in shower, freshly painted . Minutes from the train station, I-95, minutes away from the night life of downtown stamford has to offer.

46 Taylor St Unit 109, 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.

West Side Homes under $400,000

Newest West Side Homes under $400,000

How much is your home worth?

How much is your home worth?