South End Homes under $750,000

Welcome to South End, Connecticut, a vibrant neighborhood that beautifully blends the charm of suburban living with the excitement of urban amenities. Nestled along the picturesque coastline, South End is renowned for its stunning waterfront views, lush parks, and a welcoming community spirit that makes it a perfect place to call home.

In South End, you’ll find an array of delightful homes under $750,000, catering to a variety of lifestyles and preferences. Whether you’re a first-time buyer, a growing family, or looking to downsize, there’s something for everyone in this charming neighborhood. From cozy bungalows to spacious townhouses, these homes often feature modern amenities, beautiful gardens, and proximity to local parks, ensuring that you can enjoy the best of both comfort and convenience.

One of the standout features of South End is its vibrant community atmosphere. Residents enjoy easy access to a diverse selection of local shops, cafes, and restaurants, offering everything from artisanal coffee to delicious dining options. The neighborhood is also home to several parks and recreational areas, perfect for family outings, picnics, or leisurely strolls along the waterfront.

Education is a priority in South End, with well-regarded schools that provide quality education for children of all ages. Plus, with its convenient location, residents can easily commute to nearby cities for work or leisure, making it an ideal spot for those seeking a balanced lifestyle.

Explore the charm of South End, where affordable homes meet a vibrant community, and discover why so many are proud to call this neighborhood their home!

Newest South End Homes under $750,000

$369,900

6 Beds ⋅ 2 Baths ⋅ 24219481 MLS

Some properties offer rental income. Others offer a bigger vision. At 33 Brown Street, you can explore both. Set in Hartford's South End neighborhood, this two-family home pairs classic character with a compelling opportunity for its next owner. A striking gabled roofline, enclosed porches, off-street parking and a detached two-car garage set the scene. The first-floor residence is currently owner-occupied; upstairs, the 3 bedroom second floor apartment showcases fresh finishes, vinyl plank flooring, an updated kitchen with stainless steel appliances, a refreshed bath and sun-filled rooms framed by traditional trim. Now look one level higher. The substantial walk-up third floor includes two partitioned rooms and open unfinished space. Could it become an extension of the second-floor residence and create a larger, more versatile rental? That's a possibility to investigate, subject to municipal permits, zoning, code and occupancy approvals; the third floor is not represented as approved living area. With Hartford Hospital and other major employers nearby, buyers can also explore furnished mid-term rental strategies serving healthcare travelers, where permitted. Easy connections to I-91, I-84 and Route 2 put downtown Hartford and the region within reach. This is more than a two-family. It's a chance to think ahead.

33 Brown St, Hartford

$445,000

9 Beds ⋅ 3 Baths ⋅ 24219292 MLS

Turnkey 3-family opportunity in Waterbury's South End, ideal for an owner-occupant or investor! The nicely renovated 1st-floor unit is move-in-ready for immediate occupancy + rental income from the occupied 2nd and 3rd floors - also renovated. Each unit is approx. 990 SF and features 3 bedrooms and 1 bath, with renovations including updated kitchens and baths, flooring, neutral finishes, and clean interiors. The property offers an efficient, low-expense operating setup with fully separate, tenant-paid utilities, including gas heat, hot water, and electric. Low-maintenance vinyl siding and on-street parking. Conveniently located near shopping, public transportation, major roadways, and everyday amenities. A great opportunity to owner-occupy and offset housing costs with existing rental income or add a turnkey multifamily asset to your investment portfolio. One or more of this property's owners is a Real Estate Licensee.

99 Lounsbury Ave, Waterbury

$359,900

4 Beds ⋅ 2 Baths ⋅ 24219238 MLS

Nicely renovated 2-family in Waterbury's South End offering a great opportunity for both investors and owner-occupants. Both units feature clean, updated interiors with fresh neutral paint, renovated kitchens with stainless steel appliances, updated bathrooms, and newer flooring throughout. The first-floor unit benefits from approximately 600 additional SF of finished basement space with laundry, providing valuable bonus living space. The property features separate, tenant-paid utilities, including two electrical panels and two efficient tankless COMBI systems for heat and hot water. Exterior improvements include replacement windows and low-maintenance vinyl siding. A private driveway and space in back provides convenient off-street parking. With updated units, efficient mechanicals, separate utilities, and additional finished space, this property is a well-rounded multifamily opportunity with strong appeal for an owner-occupant looking to offset their mortgage or an investor seeking a turnkey rental property. One or more of this property's owners is a Real Estate Licensee.

44 Piedmont St, Waterbury

$299,900

3 Beds ⋅ 1 Baths ⋅ 24218315 MLS

***Multiple Offer Received. Highest and Best by 12noon Nov 6th.*** Light, bright, and warm! Beautiful townhouse style half duplex. Located on quiet street in a convenient location. Boasting hardwood floors, crown molding, white shaker cabinets, granite countertops, and updated mechanicals. This home will check all your boxes. From the open layout to the spacious bedrooms. Cozy, well kept, and modern... pride of ownership shines through! Walk to schools, transportation and shopping. Quick access to Downtown Stratford, Train Station, and I-95. A hop and a skip to Stratford's Short Beach, golf course, and tennis courts. Walk to basketball courts, boat launch, and Sikorsky airport. Enjoy a fully fenced yard, new outdoor deck, and off-street parking. Don't let this one pass you by. Schedule your showing today!

282 Mcgrath Ct, Stratford

$500,000

6 Beds ⋅ 2 Baths ⋅ 24217124 MLS

Great Opportunity to Make This 2 family with finished attic and finished basement, washer dryer hook up on each unit Your Own! Bring your vision and creativity to this property with great potential for the right buyer. This home offers a fantastic opportunity to build equity and create a space tailored to your personal style. Featuring a desirable layout, generous living spaces, and plenty of possibilities, this property is ready for someone looking to do minor updates, and transform it into something special. Whether you're an investor, first-time buyer looking for a diamond in the ruff, or a homeowner ready to customize the property to your liking, this is an opportunity worth exploring. The property is currently fully rented, with tenants who wish to remain, providing an attractive opportunity for an investor seeking existing rental income and continued occupancy. This home is Close to Trinity College, is a walkers paradise, close to public transportation, parks and shopping. Property is being sold in its current condition and will require minor repairs/updates. Buyers are encouraged to perform their own inspections and due diligence. This property is Priced with updated potential in mind. Come see the possibilities and imagine what this home could become!

125 Newbury St, Hartford

$320,000

3 Beds ⋅ 2 Baths ⋅ 24218281 MLS

Charming 3-bed Colonial brick home situated on a desirable corner lot! This well maintained home features beautiful hardwood floors throughout a cozy wood-burning fireplace in the living room. Additional features include gas heat and a one-attached car garage. Move-in ready and full of charm , this home is a wonderful opportunity for its next owner , bring your buyers!

361 Linnmoore St, Hartford

$419,900

4 Beds ⋅ 2 Baths ⋅ 24216636 MLS

**Spacious 2-Family in Hartford's South End, Newer Roofs and a 2-Car Garage.** Here is a well-laid-out two-family home in Hartford's South End, a good fit for an owner-occupant or an investor. Each unit has two generously sized bedrooms, a full bath, and a living room. The formal dining room and the eat-in kitchen give you room for both everyday meals and entertaining. Each kitchen has a pantry for storage, and each unit has its own back porch. Both units follow the same roomy layout, so it's easy to live in one and rent the other, or to keep both rented. The house roof was replaced in 2025 and the garage roof in 2022, which takes a major expense off the list for the next owner. The detached 2-car garage is a real asset in the city, with space for parking, storage, or a workshop. The South End puts you close to downtown Hartford, major highways, restaurants, and local shops, and it's known for its strong sense of community.

98-100 Mapleton St, Hartford

$285,000

3 Beds ⋅ 2 Baths ⋅ 24216509 MLS

Amazing opportunity! This South End located Colonial style home boasts an enclosed front porch, large eat-in kitchen, 13x10 dining room and Harwood flooring. The architectural roof shingles were replaced in April of "26". In close proximity to Hartford Hospital and Trinity College. This property is to be sold AS-IS and will require Conventional financing or cash; no government loans

Hartford

$249,900

3 Beds ⋅ 1 Baths ⋅ 24215908 MLS

Move in ready half duplex great condo alternative without the HOA fee. Property features 3 beds one bath with bonus finished space in attic and partially finished basement which provides flexible option for office, home gym, or storage. Property has a fenced-in backyard with plenty of off-street parking conveniently located directly along the bus line with easy access to I-84 and I-91, making commuting throughout Hartford and surrounding areas easy.

815 New Britain Ave, Hartford

$149,000

1 Beds ⋅ 1 Baths ⋅ 24216429 MLS ⋅ Lofts On Lafayette BLDG.

DISCOVER THE CHARACTER OF A VINTAGE WARNER BROS.FACTORY CONVERSION WITH THE COMFORTS OF MODERN LIVING. THIS BRIGHT OPEN LOFT FEATURES SOARING CEILINGS, EXPOSED BRICK AND BEAMS, HARDWOOD FLOORS, STAINLESS STEEL APPLIANCES AND HIGH DOUBLE PANE WINDOWS THAT FILL THE SPACE WITH NATURAL LIGHT. CENTRAL AIR AND HEAT ADD YEAR ROUND COMFORT WHILE GENEROUS CLOSETS & WARDROBE STORAGE HELP THE HOME FEEL LARGER THAN ITS SQUARE FOOTAGE. THE LOFTS AT LAFAYETTE COMBINES ARCHITECTURAL DETAILS WITH A CONVENIENT LOCATION TO METRO-NORTH AND AMTRAK. THE UNIT ALSO INCLUDES ACCESS TO SECURE, PRIVATE GATED PARKING.

325 Lafayette St Unit 1202, Bridgeport

$435,000

6 Beds ⋅ 3 Baths ⋅ 24215887 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

$679,900

12 Beds ⋅ 3 Baths ⋅ 24214912 MLS

Legal 3 family Style home in move in condition, walk to 2 universities and the best Beach in Fairfield county, Seaside Park 0.4 miles. The University of Bridgeport 0.2 miles & Housatonic Community College 0.6 miles. This property features 15 Rooms : 12 Bedrooms : 3 Bathroom : 5,054 total square feet with 3,354 square feet of living space, 704 square feet of front and Rear porch, 891 square feet of basement space & the property is sitting on a 3,040 square foot lot ( 0.07 ). Each floor features 7 Rooms : 4 Bedrooms : 1 Bathroom ( 1,052 square feet ). You are within a few minutes drive to everything including 0.4 miles to Seaside Park : 0.98 miles to I-95 : 0.91 miles to all major shopping : 1.3 miles to Bridgeport train station : 3.3 miles to Bridgeport Yale New Haven Hospital & 2 universities in walking distance 0.2 miles University of Bridgeport : 0.6 miles Housatonic Community College.

536 Gregory St, Bridgeport

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South End Homes under $750,000

Newest South End Homes under $750,000

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