West Side Homes under $400,000

Welcome to the West Side of Connecticut, a vibrant neighborhood that perfectly blends charm with modern convenience. Nestled in a picturesque setting, this area boasts a unique character defined by tree-lined streets, friendly neighbors, and a strong sense of community. Whether you're strolling through local parks or enjoying a cup of coffee at one of the cozy cafes, the West Side invites you to experience its welcoming atmosphere.

One of the standout features of the West Side is its diverse range of homes, many of which are available for under $400,000. This affordability makes it an attractive option for first-time homebuyers, families, and anyone looking to invest in a thriving community. From charming bungalows to spacious townhouses, you'll find a variety of architectural styles that cater to different tastes and lifestyles. Each home tells its own story, and the affordability allows you to find a place that feels just right for you.

In addition to its appealing real estate options, the West Side is conveniently located near excellent schools, shopping centers, and recreational facilities. Families will appreciate the proximity to parks and playgrounds, while food enthusiasts can explore a range of dining options, from casual eateries to fine dining. With easy access to major highways, commuting to nearby cities is a breeze, making the West Side an ideal choice for those who work in surrounding areas but prefer a quieter, suburban lifestyle.

Discover the charm and community spirit of the West Side—your perfect home awaits!

Newest West Side Homes under $400,000

$274,900

3 Beds ⋅ 1 Baths ⋅ 24207991 MLS

Welcome home to this charming 3-bedroom, 1-bath Cape offering comfortable living spaces and plenty of outdoor room to enjoy. Hardwood flooring runs through most of the home, adding warmth and character throughout. The inviting living room features a classic fireplace, while the kitchen offers ample cabinet and workspace. Three bedrooms provide flexibility for guestroom or a home office. Outside, the large yard offers plenty of space for gardening, entertaining, recreation, or simply relaxing. A wonderful opportunity to make this well-loved home your own!

303 Cooper Hill St, Manchester

$299,900

3 Beds ⋅ 1 Baths ⋅ 24206572 MLS

Recently remodeled and in fantastic condition, this three bedroom ranch style home offers more than 1,250 square feet of finished living space in a quiet setting near the Middlebury line. Featuring new windows, a new roof, and much more - why rent when you can own? Enter into the spacious living room, featuring gleaming hardwood floors, a new ceiling light, and a large picture window that fills the space with natural light. The hardwood flooring continues down the hallway and into the bright eat-in kitchen, complete with white shaker cabinetry, new stainless steel appliances, a tile backsplash, and a wraparound island offering generous seating and preparation space. The remodeled full bathroom features tile flooring, a tasteful vanity, a tub/shower combination, and a new sliding shower door. Two nicely sized bedrooms complete the main level. Off the kitchen, a convenient mudroom leads to the lower-level third permitted bedroom, featuring its own private entrance, windows, and fireplace. The basement also offers a newly installed washer and dryer, a new ceiling light, a new insulated exterior door, and additional unfinished space with excellent potential for future expansion or storage. The mudroom opens to an enclosed sunporch, which leads to an expansive deck overlooking the private, wooded backyard. A patio beneath the deck provides even more outdoor living space.

149 Lakeside Blvd E, Waterbury

$295,000

4 Beds ⋅ 2 Baths ⋅ 24204913 MLS

Cute 4 bedroom 1 and 1/2 half bath fully dormered cape in quiet tree lined neighborhood on .38 acre corner lot. This home has a great floorplan and a beautiful yard. First floor features an open kitchen and dining room, formal living room with fireplace and woodstove insert, first floor bedroom, full bath, and breezeway. Upstairs has large primary bedroom with built-ins, two additional bedrooms and a half bath. Partially finished basement and lots of storage. Updates include - new architectural roof, new furnace, new oil tank, 200 amp electrical service, and three attached garages. Outside has a front covered porch, back patio, lovely perennial plantings, garden area, and partial fence. With a little elbow grease this home will SHINE.

33 Horton Rd, Manchester

$398,900

4 Beds ⋅ 3 Baths ⋅ 24202960 MLS

Two Homes in One! Combine Expenses, Bring the In-Laws (separate in-Law) AND Enjoy The Oversized 2 Car Garage with Extended Ceiling Height, and Walk-up Stairs to Potential Office or Workshop over the Garage! Size is Perfect Space for a Car Enthusiast to Work on Vehicles! This Home Offers Easy Living with all conveniences on first floor (bathrooms and laundry). Offering fully appliance OVERSIZED eat in Kitchen - Amazing space for hosting holiday parties! Living room with hardwood floors and propane fireplace. 3 Bedrooms, Full Bath, and separate private space for family or visiting guests to enjoy. Includes its own kitchen Full bath, Laundry, Living room, Bedroom and deck! Huge lower level includes 'wine cellar', fireplace, area where bar could be added. Turn lower level into either an amazing Movie Theatre or Recreation room! Lots of parking, level yard and close to shopping and medical facilities.

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

$249,900

3 Beds ⋅ 2 Baths ⋅ 24199538 MLS

Opportunity Awaits....West Side 2 Family with attractive fenced lot and a large 1 car garage. 1st time to market in over 50 years! Very comfortable apartments and spacious bedrooms. Ample off-street parking with a very convenient in-town location. Close to RT8/I84. Plenty of storage and a large basement with a full walkout as well as a roomy walkup attic. Newer Architectural roof, replacement Thermopane windows, along with economical natural gas heating & newer HW Heaters. This home lends itself nicely for strong rental income or perfect for generational living accommodations. Great investment...Subject to owner finding suitable housing. Conventional, Cash, or 203k. Sold As is......

275 Congress 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

$299,000

2 Beds ⋅ 2 Baths ⋅ 24197921 MLS ⋅ Liberty Square BLDG.

Move-in ready is an overused phrase, but this one earns it. The unit has been freshly painted throughout and comes with stainless steel appliances, a new in-unit washer and dryer, a newer water heater, and an updated electrical panel. Those last few are the unglamorous, expensive items most buyers end up handling themselves, and here they're already taken care of. A private balcony extends the living space for morning coffee. One off-street parking spot comes with the unit, as does a private storage unit and pets are welcome, including a built-in nook under the stairs that's already set up as a dedicated dog and cat space. The location adds a lot. Lione Park is a short walk away, E. Gaynor Brennan Golf Course sits around the corner, and downtown Stamford is under a mile on foot, which puts restaurants, coffee, and everyday errands within easy reach. Metro-North is a quick drive when the city calls, with a direct ride into Grand Central. Finished, comfortable, and priced below the Stamford condo median. This is a genuine opportunity to own in a market where that's getting harder to find.

186 Stillwater Ave Unit 137, Stamford

$184,900

2 Beds ⋅ 2 Baths ⋅ 24189469 MLS ⋅ Parkview BLDG.

Welcome to this desirable end-unit condo ideally located directly across from Western Hills golf course, offering added privacy and a convenient location. Step inside to a bright living room featuring engineered wood flooring, newer windows, a cozy wood-burning fireplace, and a ceramic tile entryway. The updated kitchen boasts modern cabinetry with elegant glass-front accents and updated countertops, and the convenience of an in-unit stackable washer and dryer in the convenient laundry closet. The updated powder room features a newer vanity and ceramic tile flooring. Upstairs, brand-new carpeting leads to the spacious primary bedroom with newer windows, a ceiling fan, and generous closet space. The full bathroom offers ceramic tile flooring and a tub/shower combination. A unique benefit is the walk-up attic accessed through the primary bedroom closet, providing abundant storage space rarely found in similar homes. Additional updates include a brand-new water heater, making this home move-in ready. Whether you're looking for low-maintenance living or a home in a picturesque setting, this well-maintained end unit offers comfort, functionality, and an unbeatable location overlooking the golf course.

585 Park Rd Unit 9-1, Waterbury

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