West Side Homes under $750,000

**Discover the Charm of West Side, Connecticut**

Nestled in the heart of Connecticut, West Side is a vibrant neighborhood that seamlessly blends suburban tranquility with urban convenience. Known for its friendly atmosphere and picturesque streets, West Side is a place where community spirit thrives. With tree-lined avenues and well-maintained parks, residents enjoy a peaceful environment while being just a stone's throw away from the hustle and bustle of nearby cities.

One of the most appealing aspects of West Side is its diverse selection of homes, particularly for those seeking properties under $750,000. Whether you’re a first-time homebuyer or looking to downsize, you’ll find a variety of charming single-family homes, cozy townhouses, and even some delightful condos that fit your budget. Many of these homes boast modern amenities while retaining their classic character, making them perfect for both families and professionals alike.

West Side is also conveniently located near excellent schools, shopping centers, and recreational facilities, catering to all lifestyles. Families will appreciate the top-rated educational institutions, while food enthusiasts can explore a delightful array of local eateries and shops. For outdoor lovers, the nearby parks offer ample opportunities for leisurely strolls, picnics, and community events.

In West Side, you’re not just buying a home; you’re investing in a lifestyle that values community, comfort, and convenience. With homes under $750,000, this neighborhood offers an ideal balance of affordability and charm, making it the perfect place to call home in Connecticut. Come explore West Side and discover the possibilities that await!

Newest West Side Homes under $750,000

$435,000

3 Beds ⋅ 2 Baths ⋅ 24209278 MLS

Welcome to your new chapter in real estate! This currently, single family home offers more potential than meets the eye...read on! It is a 3 bedroom home at this time featuring hardwood flooring, a main level bedroom and full bathroom and a living room and dining room. You have a completely separate entrance that can work for the upstairs 2 bedrooms if that is more of what you have in mind. The best news is that this home is on a double lot! This means that it has the potential to be a 3 family home and/or can be a 2 family home or could be the way it is while adding an Accessory Dwelling Unit in the rear of the property. You have options that can fit your lifestyle and what you desire in your next real estate portfolio. The greatest feature of the location is that you are 1 mile to the Stratford Train Station and Stratford Center. The location is convenient to shopping and commuting via car as well. This home offers options and opportunities or potential for creating your dream home and for bringing in extended family with private living spaces. The lower level is another level of real estate opportunity. There is a fireplace that was once quite awesome and can be a central feature in a fun, lower level game room! The choice will be yours. The options are endless and perfect for someone looking for a project and lifelong investment opportunity! Please see the agent remarks.

144 Mary Ave, Stratford

$695,000

4 Beds ⋅ 2 Baths ⋅ 24209248 MLS

Calling all house-hackers and investors! This two-family offers exactly what you've been looking for: a fully renovated unit to live in (or rent at top dollar) plus a second unit delivering immediate cash flow with future upside. Unit 1 was redone with a buyer's eye for finishes. The kitchen features white shaker cabinetry, quartz counters, subway tile backsplash, black hardware and a full stainless LG appliance package with gas range. Refinished hardwood floors, recessed lighting and neutral paint run throughout. The spa-style bath includes marble-look tile, a wood vanity and illuminated mirror, plus its own in-unit stacked washer/dryer. Move in and enjoy, or rent for premium income. Unit 2 occupied and in great shape with classic oak cabinetry, its own laundry area, and a private covered porch. Currently tenant-occupied for immediate rental income, with clear upside for an owner ready to renovate down the road.

73 Alvord Ln, Stamford

$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

$415,000

2 Beds ⋅ 2 Baths ⋅ 24207508 MLS ⋅ Whitmore Lane BLDG.

Step into a home filled with charm, warmth, and a touch of whimsy. This delightful two bedroom, one and a half bathroom townhouse features beautiful hardwood floors throughout and a generous living space with plenty of room to relax, entertain, and gather around the dining table. Sliding glass doors lead to a private porch and yard area, creating your own peaceful outdoor retreat for morning coffee, container gardening, or unwinding at the end of the day. Upstairs, you will find two comfortable bedrooms, a full bathroom, and an abundance of closet space. The primary bedroom offers an especially enchanting feature: a private balcony where you can enjoy a quiet breeze and a peaceful moment above it all. In unit laundry, two dedicated parking spaces, and additional private storage in the basement make everyday living wonderfully convenient. The location offers the best of both worlds. Highways, commuter bus service, shopping, dining, and daily necessities are all within easy reach, while the complex remains tucked away from the noise and bustle. With low HOA fees and inviting indoor and outdoor spaces, this charming townhouse offers many of the comforts and luxuries of single family living without the upkeep or price tag. Schedule your tour today and make this home yours!

54 Whitmore Ln Unit 3, Stamford

$450,000

3 Beds ⋅ 2 Baths ⋅ 24206768 MLS ⋅ Brown Avenue BLDG.

Welcome to 5 Brown Ave, Stamford, a spacious 3 bedroom, 1.5 bath townhouse-style condo with a functional two-level layout. The first floor offers a living room, dining area, kitchen, half bath and private terrace. Upstairs features 3 generously sized bedrooms and a full bath. A major bonus is the parking, this unit includes 2 deeded parking spaces plus access to 2 additional spaces, allowing parking for up to 4 cars. Pet friendly and conveniently located near shopping, dining, transportation and major roadways. Great opportunity for first-time buyers, owner occupants or investors. Come see the space, location and value this home has to offer.

5 Brown Ave Unit 5, Stamford

$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

$749,000

4 Beds ⋅ 2 Baths ⋅ 24205120 MLS

Owner occupied for the past 50+ years. Front and rear entry for both units. Large eat in kitchens and large living rooms in both units. Kitchens each have access to covered decks with steps to the rear yard. First floor unit is owner occupied and has 2 bedrooms and one bath. Second floor unit has been occupied by the same tenant for 30+ years and has two bedrooms and one bath. Full basement with hatchway door. Baseboard and radiators fueled by oil, one boiler with two zones, one HWH, two electrical meters. Gas line to house for gas stove in first floor unit only. Long driveway and carport for good off street parking in rear of house. Level rear yard.

65 Roosevelt Ave, Stamford

$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

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.