South End Real Estate

Welcome to the South End of Bridgeport, Connecticut, a vibrant neighborhood that beautifully blends urban charm with a rich historical backdrop. Nestled along the picturesque shores of Long Island Sound, South End boasts stunning waterfront views and an inviting atmosphere that makes it one of the most desirable places to live in the area.

The South End is known for its diverse community, where residents enjoy a unique mix of cultures, cuisines, and traditions. Stroll through the tree-lined streets and discover an array of local shops, restaurants, and cafes that cater to all tastes. From cozy diners to upscale eateries, there’s something for everyone. The neighborhood is also home to several parks and recreational areas, perfect for families and outdoor enthusiasts. Enjoy a leisurely walk along the waterfront or spend a sunny afternoon at Seaside Park, where you can unwind and soak in the beauty of nature.

Education is a priority in South End, with access to quality schools and educational resources that cater to families. The community is also well-connected, with convenient public transportation options and easy access to major highways, making commuting to nearby cities a breeze.

Whether you’re a first-time homebuyer, a growing family, or looking to downsize, South End offers a welcoming environment with a strong sense of community. With its charming neighborhoods, rich history, and vibrant culture, South End is more than just a place to live—it’s a place to call home. Come explore the possibilities and discover why South End is the perfect choice for your next chapter!

Newest Listings in South End

$339,900

3 Beds ⋅ 1 Baths ⋅ 24195175 MLS

This home was completed renovated by Habitat for Humanity 10 years ago. Total Re-hab, must be owner occupant. The new buyer must conform to the 80% AMI and be willing to assume the 6 years balance of the 15 years requirement of owner occupancy for the existing $50,000 HOME loan.

159 Roosevelt St, Hartford

$675,000

12 Beds ⋅ 6 Baths ⋅ 24193598 MLS

Excellent opportunity to acquire a cash-flowing 6-unit brick building! This 5,642 SF three-story property consists of all 2-bedroom, 1-bath units, several of which have been renovated with updated kitchens, bathrooms, and flooring. The property also features a newer roof and separate, tenant-paid utilities, including gas heat and hot water. The asset offers strong in place cash flow with additional upside as units turn over. Located in Hartford south end, the property is within walking distance of colt park, and offers convenient access to Hartford hospital, downtown Hartford, public transportation and I-91.

42-44 Redding St, Hartford

$219,000

3 Beds ⋅ 1 Baths ⋅ 24194290 MLS

Welcome to 250 Hillside Avenue! This brick, townhouse-style row home offers a great opportunity for someone looking for convenience, low-maintenance living, and a place to make their own. Situated on a desirable corner lot, the home features 3 bedrooms, 1 full bath, a detached garage, and basement laundry. Major mechanical updates include an energy-efficient furnace and hot water heater under 7 years old. The property is serviced by natural gas, public water, and public sewer. Conveniently located directly along the bus line with easy access to I-84 and I-91, making commuting throughout Hartford and surrounding areas a breeze. With its classic brick exterior, manageable footprint, and solid features, this home is ready for its next owner to bring their personal touches and make it their own.

250 Hillside Ave, Hartford

$360,000

4 Beds ⋅ 3 Baths ⋅ 24193356 MLS

Welcome to this beautifully updated Colonial offering 4 bedrooms, 2.5 bathrooms, and nearly 2,000 square feet of comfortable living space. This spacious home seamlessly blends classic charm with modern updates, featuring a bright and inviting layout ideal for everyday living and entertaining. The main level offers generous living and dining areas, while the well-appointed kitchen provides ample cabinetry and workspace. Additional highlights include central air, gas heating, a wood-burning stove, and an unfinished walk-out basement offering abundant storage or future expansion potential. Situated on a level 5,663-square-foot lot, the property also features a welcoming front porch and convenient off-street parking. Located close to parks, shopping, dining, schools, and major commuter routes, this move-in-ready home presents an excellent opportunity for homeowners alike. Don't miss your chance to make this Hartford gem your own!

53 Montowese St, Hartford

$469,999

8 Beds ⋅ 3 Baths ⋅ 24193701 MLS

Don't miss this exceptional investment or owner-occupied opportunity! This spacious three-family property features one 2-bedroom unit and two 3-bedroom units, offering a total of 8 bedrooms. Each apartment includes a generous living room, dining room, high ceilings, and an enclosed small rear porch that provides the perfect space for a sitting area, home office, or additional storage. Separate utilities simplify property management, while two water heaters were replaced approximately two years ago. Outside, you'll find a detached 3-car garage with a roof replaced in 2024, along with ample off-street parking for tenants and guests. Conveniently located just minutes from I-91 and less than a mile from the Wethersfield town line, the property offers easy access to shopping, restaurants, schools, public transportation, and major commuter routes. Strong rental potential makes this an attractive income-producing property, with estimated market rents of approximately $1,200 per month for the 2-bedroom unit and $1,600-$2,000 per month for each 3-bedroom unit, depending on market conditions. While the property offers immediate income potential, it also presents an excellent value-add opportunity for cosmetic updates that can further enhance rental income and long-term appreciation. The second-floor unit is available for immediate showings.

30-32 Wayland St, Hartford

$399,900

3 Beds ⋅ 2 Baths ⋅ 24193482 MLS

Welcome to 314 McKinley Avenue, Stratford-a beautifully renovated, move-in ready home featuring 3 bedrooms, 2 full bathrooms, and a desirable open-concept layout designed for modern living. The bright and inviting main living area seamlessly connects the kitchen, dining, and living spaces, creating the perfect setting for entertaining and everyday enjoyment. Additional highlights include a finished basement offering valuable flexible space for a recreation room, home office, gym, or guest accommodations. Thoughtful updates throughout enhance both style and functionality, making this home an exceptional opportunity for today's buyers. Conveniently located near shopping, dining, parks, commuter routes, and all that Stratford has to offer, this property combines comfort, convenience, and contemporary appeal.

314 Mckinley Ave, Stratford

$500,000

2 Baths ⋅ 24192898 MLS

Commercial/industrial space for sale in Waterbury's busy South Leonard area with easy highway access and close to many other successful businesses. This former tool shop in in top notch condition both inside and out, and has 974 square feet of office space and 2509 sq.ft. of industrial space. Brand new gas furnace, newer windows and doors, two 8' garage doors and two 12' garage doors. Make this IG zoned location your new home for your business: towing, oil delivery, plumbing, electrical, machine shop or body shop.

112 Porter St, Waterbury

$319,990

2 Beds ⋅ 1 Baths ⋅ 24191698 MLS

Welcome to 366 Columbus ave, beautifully remodeled 2-bedroom, 1-bath half duplex offering modern updates, comfortable living space, and excellent natural light throughout. Renovated from top to bottom, this home features brand-new flooring, a completely updated kitchen with new appliances and quartz countertops, and a beautifully remodeled bathroom. Additional major updates include a new water heater, furnace, and roof, providing peace of mind for years to come. The spacious living room offers plenty of room for entertaining, while both bedrooms are nicely sized with ample closet space. Enjoy a nice-sized yard and plenty of off-street parking. A move-in-ready home with extensive updates, a convenient and cozy layout, this property is a great opportunity for a first-time buyer, downsizer, or investor alike.

366 Columbus Ave, Stratford

$730,000

6 Beds ⋅ 4 Baths ⋅ 24191703 MLS

Investor's Dream in Prime Bridgeport Location! Rare opportunity to own a spacious multi-family property just minutes from the University of Bridgeport campus! this income-producing property offers excellent cash-flow potential. Features include 3 full bathrooms, 2 half bathrooms, a detached 2-car garage, a nice backyard, and a flexible interior layout. Conveniently located near parks, public transportation, shopping, and local amenities. Whether you're expanding your investment portfolio or seeking a high-income property near the university, this is an exceptional opportunity. Don't miss out!

59-61 Myrtle Ave, Bridgeport

$630,000

5 Beds ⋅ 2 Baths ⋅ 24191298 MLS

All investors and owner-occupants, please take note. Here is a remarkable two-family home conveniently located in the South-End of Bridgeport. It consists of 14 rooms. Among the rooms, the first floor has 5 rooms which includes 3 bedrooms, one living-room, one Eat-In kitchen and one full bathroom. The second floor has 5 rooms that features two bedrooms, one formal dining room, one Eat-In kitchen and one full bathroom. The tax record indicates a two-family with 3 units. The 3rd unit is an attic with 4 rooms and a half bathroom. The multifamily home is fully occupied but it does need TLC. Both kitchens, the two full bathrooms and the half bath in the attic as well as the garage need some repairs. The home to be sold As-Is as the owner will not be doing any of the repairs. It is near the down-town Bridgeport train station, I-95 North/South and the Bridgeport Bass Pro Shops. It will not last!

356-358 Connecticut Ave, Bridgeport

$449,900

6 Beds ⋅ 3 Baths ⋅ 24191403 MLS

Well-maintained 3-family investment opportunity in Waterbury's South End offering an ideal blend of immediate cash flow and owner-occupant potential. The property features three spacious 2-bedroom, 1-bath apartments, with two units currently rented and one beautifully remodeled 2nd-floor unit ready for an owner occupant or market-rate tenant. The updated apartment showcases modern finishes, making it an ideal place to call home while offsetting your mortgage with rental income. All utilities are separately metered and electric, with tenant-paid electric heat, hot water, and electricity, helping minimize owner operating costs. The building has been well cared for and offers low-maintenance ownership with strong long-term investment potential. Conveniently located just minutes from Downtown Waterbury, shopping, restaurants, public transportation, Route 8, and I-84. Whether you're looking to start or expand your investment portfolio or take advantage of owner-occupant financing, this is an excellent opportunity in a high-demand rental market.

37 Southview St, Waterbury

$469,900

5 Beds ⋅ 4 Baths ⋅ 24189844 MLS

imagine totally renovated from scratch. new plumbing, electric, windows, insulation, sheetrock walls, ceilings, new baths, kitchens, floors, heating systems, roof. Basically, everything done new. One large unit on 2nd floor with 3 bedrooms and 2 baths; 2 small luxury apartments in 1st floor to help with the mortgage. This can be oasis for a new owner occupant.

24 Bond St, Hartford

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