West Side Real Estate

Welcome to West Side, a charming neighborhood nestled in the heart of Connecticut, where community spirit meets suburban tranquility. This vibrant area is known for its picturesque tree-lined streets, welcoming atmosphere, and a diverse array of amenities that cater to residents of all ages.

One of the standout features of West Side is its strong sense of community. Neighbors greet one another with warm smiles, and local events foster connections among residents. From seasonal farmers’ markets to summer block parties, there’s always something happening that brings families and friends together.

Nature enthusiasts will delight in the abundance of parks and green spaces that West Side has to offer. The scenic West Side Park is a favorite among locals, featuring walking trails, playgrounds, and picnic areas that invite outdoor relaxation and recreation. For those who enjoy an active lifestyle, the neighborhood is also close to various hiking and biking trails, perfect for weekend adventures.

Families will appreciate the excellent schools in the area, which are known for their dedicated staff and strong academic programs. West Side is also home to a variety of shops, cafes, and restaurants, providing residents with convenient access to everyday essentials as well as delightful dining experiences.

Whether you’re a young professional seeking a vibrant community, a family looking for a safe and nurturing environment, or retirees wanting a peaceful place to call home, West Side offers the perfect blend of comfort and convenience. Come discover why so many have chosen to make this neighborhood their own!

Newest Listings in West Side

$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 large corner lot. This home has a great floorplan and and a beautiful yard. First floor features an open kitchen and dining room, formal living room with fireplace, 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, new architectural roof new furnace, and three attached garages. Outside has a front covered porch, back patio, lovely perennial plantings, garden area, and partial fence.

33 Horton Rd, Manchester

$788,800

5 Beds ⋅ 2 Baths ⋅ 24204563 MLS

Rental Income $3,600 + $2,600. Cap Rate 7%+. Spacious Stamford 2 Family with strong income potential in convenient West Side location. Updated 2nd & 3rd Floor unit featuring 3 Bedrooms, Office, Large Bonus Room, Modern Eat-In Kitchen with Quartz Countertops and newer appliances. 1st Floor offers 2 Bedrooms, Office, Eat-In Kitchen and Living Room. Gas heat & cooking. Separate utilities. Updated 200 amp service, 3 electric meters and 2 gas meters. Newer roof (approx. 3 years old). 2 car garage plus additional off-street parking. Walking distance to downtown, train station, bus line, UConn, shopping, parks and restaurants. Tenant pays own utilities.

60 Stephen St, Stamford

$429,900

3 Beds ⋅ 2 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 is the 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. Relax on the rear deck over-looking level back yard. Close to shopping and medical facilities.

232 Lakeside Blvd E, Waterbury

$735,000

4 Beds ⋅ 2 Baths ⋅ 24200631 MLS

Welcome to 73 Alvord Lane, Stamford, a beautifully updated two-family home offering an exceptional opportunity for an owner-occupant or investor looking for a move-in-ready property with immediate rental income. The first-floor unit has been completely gutted and renovated, featuring a brand-new kitchen with crisp white cabinetry, quartz countertops, new hardwood floors, and a bright open-concept kitchen and living space with modern finishes throughout. The second-floor unit is currently rented, providing income from day one and creating the perfect setup to live in one unit while renting the other or add a turnkey multifamily property to your portfolio. Set back on a .14-acre lot, the property offers a surprisingly private backyard setting surrounded by mature trees, creating a peaceful outdoor space rarely expected this close to Downtown Stamford. Conveniently located just off West Main Street/Route 1 with easy access to Downtown Stamford, Stamford Metro-North, I-95, and the Merritt Parkway, plus nearby shopping, dining, and everyday conveniences, 73 Alvord Lane brings together modern renovations, privacy, rental income, and commuter convenience in one outstanding Stamford opportunity.

73 Alvord Ln, Stamford

$319,000

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

$485,000

2 Beds ⋅ 2 Baths ⋅ 24197971 MLS ⋅ Whitmore Lane BLDG.

Smart Equity Starter: 2BR Townhouse on the Greenwich Border. For the savvy buyer looking for a real home, functional outdoor space, and a manageable way to build equity right on the Stamford/Greenwich border, this multi-level townhouse is worth a careful look. Offering 1,326 square feet of turnkey, layout-flexible living space, this home gives you the freedom of a multi-floor layout without the overwhelming maintenance or high carrying costs of a single-family house. Step inside to a bright, airy floor plan featuring two fully renovated bathrooms and a simple, practical layout that is incredibly easy to live in. The main level offers versatile living zones ideal for a remote work setup, complete with central A/C to keep you comfortable year-round. The secondary bedroom stands out with custom character molding and classic wood paneling, giving the space a warm, high-end feel. Outside, your private deck opens up space to relax, grill, or enjoy the fresh air without taking over your weekends. The unbeatable location places you moments from Greenwich's world-class dining, upscale shopping, and top-tier commuter rail lines-giving you a premier lifestyle and a smart first house you can grow with. When you're ready to stop renting, beat high fees, and start building real equity

54 Whitmore Ln Unit 3, Stamford

$249,900

3 Beds ⋅ 2 Baths ⋅ 24199348 MLS

Charming 1935 Cape situated on a rare .73-acre lot on Waterbury's West Side. Conveniently close to everything yet offering plenty of privacy-a true gem. The home needs a new roof and some repairs, but with the right updates, it could be your forever home. The main floor features a spacious living room with a fireplace, a primary bedroom, bath, formal dining room, and a large eat-in kitchen with access to a covered outdoor patio-perfect for morning coffee. Upstairs, you'll find two generously sized bedrooms and an office or study area. The ceilings need attention, but the potential here is incredible!

116 Mount Vernon Ave, Waterbury

$415,000

2 Beds ⋅ 2 Baths ⋅ 24198262 MLS

Step into this beautifully maintained home offering a thoughtful layout, great entertaining spaces, and a rare, level lot in a convenient Stratford location. At the heart of the home is a custom entertainer's kitchen designed for both everyday living and hosting, featuring an eat-in area and a dedicated coffee bar with additional storage and beverage fridge. The main level also offers a welcoming living room centered around a wood-burning fireplace and the convenience of a full bath. Upstairs, you'll find the two bedrooms. Outside, the spacious, level backyard is a true highlight, offering plenty of usable space to entertain, play, garden, or simply relax. A gazebo-covered deck extends the living space outdoors, creating the perfect setting for summer dinners or fun with friends and family. The finished lower level adds valuable flexible living space, with the opportunity to make the half bath a full bath. The clean and dry unfinished area provides excellent storage and future potential. Set in an established Stratford neighborhood with convenient access to shopping, dining, parks, major commuter routes and Metro-North, 168 Kenwood Avenue offers a great combination of indoor and outdoor space in a location that makes everyday living and commuting easy.

168 Kenwood Ave, Stratford

$349,900

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

$315,000

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

$429,900

6 Beds ⋅ 3 Baths ⋅ 24197715 MLS

Welcome to this beautifully renovated single-family home featuring 6 spacious bedrooms and 2 full bathrooms. This home has been completely renovated with modern finishes throughout, offering a fresh, move-in-ready feel. The newly renovated kitchen features brand-new stainless steel appliances, complemented by updated cabinetry and finishes. With generous living space and six bedrooms, there is plenty of room for a large family, guests, a home office, or additional living space. Very large yard space for entertaining. Seconds from the hospital, doctor offices, schools, etc. Easy access to the highways. Schedule your showing today!!!

1038 W Main St, Waterbury

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