West Side Real Estate

Welcome to the West Side of Connecticut, a charming neighborhood that perfectly blends suburban tranquility with urban convenience. Nestled amidst picturesque landscapes, the West Side is known for its friendly community atmosphere, making it an ideal place for families, professionals, and retirees alike.

As you stroll through the tree-lined streets, you'll be greeted by a mix of classic New England architecture and modern homes, each with its own unique character. The West Side is renowned for its well-maintained parks and recreational areas, offering ample opportunities for outdoor activities. Whether you're enjoying a leisurely walk, playing a game of tennis, or picnicking with loved ones, the lush green spaces provide a serene escape from the hustle and bustle of everyday life.

Shopping and dining options abound in the West Side, with a variety of local boutiques, cafes, and restaurants that cater to every palate. From cozy diners serving comfort food to upscale eateries showcasing culinary delights, there’s something to satisfy every craving. The vibrant local scene also hosts seasonal events and farmers' markets, fostering a strong sense of community and connection among residents.

Families will appreciate the highly-rated schools in the area, which are committed to nurturing young minds and fostering a love for learning. With a safe environment and a wealth of extracurricular activities, parents can feel confident in their children’s education.

Whether you're drawn to its scenic beauty, community spirit, or convenient access to nearby urban centers, the West Side of Connecticut offers a delightful place to call home. Discover the charm of this inviting neighborhood and experience the best of Connecticut living!

Newest Listings in West Side

$1,349,900

8 Beds ⋅ 6 Baths ⋅ 24193850 MLS

This recently updated Rare find offers an ideal opportunity for you to bring your in-laws! It's a large multi-family home with five or more bedrooms and two and a half bathrooms on each side. It also features gas boilers, updated electrical systems, and much more. The property requires a 24-hour notice.

16 Greenwood Hill St, Stamford

$750,000

4 Beds ⋅ 2 Baths ⋅ 24195700 MLS

Immaculate two-family home in pristine condition, ideally located in one of Stamford's most convenient neighborhoods. Each unit features 2 spacious bedrooms, 1 updated bath, and a beautifully updated kitchen, making this an exceptional opportunity for both owner-occupants and investors. The second-floor unit offers a charming three-season porch and access to a walk-up attic, providing excellent storage or future expansion potential (subject to approvals). Additional features include a full basement, a one-car garage, driveway and off-street parking. The current owner occupies the property and has maintained it meticulously, using one of the units primarily for guests. Enjoy an unbeatable location just minutes from downtown Stamford, Metro-North, Stamford Hospital, and the Gaynor Brennan Golf Course, with shopping, dining, and entertainment all within easy reach. Whether you're looking to live in one unit while generating rental income from the other or seeking a turnkey investment property, this is an opportunity you won't want to miss.

72 W Broad St, Stamford

$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, fully insulated attic, 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

$549,000

2 Beds ⋅ 2 Baths ⋅ 24191490 MLS ⋅ Liberty Commons BLDG.

This beautifully maintained end-unit townhouse is ideally situated in one of the most convenient locations within the complex, offering the perfect balance of privacy and easy access. The main level features a bright, open floor plan with hardwood floors, a kitchen with granite countertops and stainless steel appliances, a spacious dining area with sliders to a private balcony, and a comfortable living space that's perfect for both relaxing and entertaining. Upstairs, you'll find two generously sized bedrooms with ample closet space, a full bath, and a conveniently located laundry area. The finished loft offers exceptional flexibility and can easily adapt to your needs as a home office, family room, guest retreat, or additional living space. A spacious two-car garage offers plenty of room for parking, storage, and everyday convenience. Conveniently located just minutes from downtown Stamford, Metro-North, shopping, restaurants, parks, and major highways, this move-in ready home offers the perfect combination of space, comfort, and location.

59 Liberty St Unit 20, Stamford

$799,900

7 Beds ⋅ 2 Baths ⋅ 24190866 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/3rd Bedroom, 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. 2 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

$285,000

2 Beds ⋅ 1 Baths ⋅ 24186323 MLS ⋅ Westview BLDG.

An incredible opportunity to own in Stamford! Located at 21 W. Main Street, this spacious 2 bedroom, 1 bath condo offers 860 sq ft of comfortable living space with beautiful views of Downtown Stamford. Inside, you'll find a bright and functional layout featuring generously sized rooms, an in-unit washer and dryer, and the added benefit of an energy-efficient tankless water heater. Enjoy the convenience of two dedicated parking spaces, a rare and valuable feature for city living. Situated on the fourth floor of a walk-up building, this home offers privacy, natural light, and elevated city views. This condo is a great alternative to renting and a chance to build equity in one of Fairfield County's most sought-after cities. Walking distance to Downtown Stamford, shopping, dining, parks, public transportation, and Metro-North, this home delivers convenience, value, and the opportunity to make Stamford home.

290 W Main St Unit 4, 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. ***Highest and best offers by Thursday 7/16 at 5PM***

585 Park Rd Unit 9-1, Waterbury

$649,000

6 Beds ⋅ 2 Baths ⋅ 24185043 MLS

Rare opportunity! MOVE RIGHT IN OR RENT OUT! Recently remodeled 2 family home in nice West side neighborhood. Beautiful, lush, 0.31 acre lot, mostly fenced. Slightly sloped in front, but level in back and on sides. Units are stacked- one is first floor unit, one is second floor unit. All flooring in both units are either hardwood or ceramic tile. First floor is in excellent condition. Second floor is newly refurbished- fresh paint, newly refinished floors and new bath. Both units have new gas stoves, three large BRs, remodeled tiled baths, large eat in kitchens and spacious and bright living rooms. Both units are heated with natural gas. Basement has electric heat on one side (as is) and has potential to be finished; the other side of bsmt has washer & dryer hookups for both units, separate gas boilers and hot water heaters. There is a covered back deck off the 2nd floor, and a covered back porch on the first floor. Back yard is level with deck. Concrete patio area plus concrete patio stones attached right behind house. Convenient for patio tables. Bilco door to basement. * Please note, contractor is completing a couple of small items- light switch cover, sanding and painting a bathroom repair on 1st floor, cleaning the related sheetrock dust in the bathroom, etc. Taxes are being phased in: (2026-2027) $10,576.44.

1526 W Broad St, Stratford

$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

$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

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