South End Homes for Sale

Welcome to the South End of Bridgeport, Connecticut—a vibrant neighborhood that beautifully blends rich history with modern living. Known for its diverse community and charming streets, South End offers a unique atmosphere that appeals to families, professionals, and everyone in between.

This neighborhood boasts an array of amenities, including local parks, shops, and eateries that showcase the best of Bridgeport’s culinary scene. Stroll through the picturesque streets and discover delightful cafes, boutique stores, and community events that foster a strong sense of belonging among residents. South End is also home to several recreational facilities, making it an ideal place for outdoor enthusiasts and families looking to enjoy quality time together.

For those considering a move to this inviting area, you’ll find an impressive selection of homes for sale that cater to various tastes and budgets. From charming historic houses that echo the neighborhood's heritage to modern townhomes equipped with contemporary amenities, South End has something for everyone. Each property offers unique features, allowing you to find the perfect place to call home.

Conveniently located near public transportation and major highways, South End provides easy access to the rest of Bridgeport and beyond. Whether you’re commuting to work or exploring the vibrant cultural scene, you’ll appreciate the accessibility of this dynamic neighborhood.

Come and experience the warmth and charm of South End. With homes for sale that reflect the character of the community, you’ll find the perfect setting to create lasting memories in this welcoming corner of Connecticut. Your dream home awaits!

Newest South End Homes for Sale

$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

$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

$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

$700,000

6 Beds ⋅ 2 Baths ⋅ 24183052 MLS

Exceptional opportunity to own a unique property featuring a single-family residence with an additional detached commercial building on the same parcel. This listing represents the residential portion of the property, consisting of the front single-family home. A separate SmartMLS commercial listing (MLS# 24158298) has been created for the detached commercial building located at the rear of the lot. The home is conveniently located on Wethersfield Avenue in Hartford's South End, offering easy access to downtown Hartford, major highways, shopping, restaurants, schools, parks, and public transportation. The detached commercial building is currently occupied by the owner's tire service business; however, the business operation is not included in the sale and will be relocated prior to closing. The residential home and detached commercial building are being sold together as one property and will not be sold separately. The list price shown represents the total purchase price for the entire property and is duplicated in both MLS listings solely to comply with SmartMLS requirements. Please refer to the companion commercial listing (MLS# 24158298) for additional information regarding the detached commercial building.

524 Wethersfield Ave, Hartford

$265,000

3 Beds ⋅ 2 Baths ⋅ 24186706 MLS

Good bones. It must see.

45 Benton St, Hartford

$849,900

5 Beds ⋅ 6 Baths ⋅ 24185523 MLS

Welcome to this exceptional single-family residence in Stratford, CT, offering 3,219 square feet of living space with 5 bedrooms and 5.5 bathrooms. Extensively renovated and rebuilt in 2011, this remarkable home showcases superior craftsmanship, timeless character, and extraordinary custom stonework throughout. The exterior is truly one of a kind, featuring Natural Desert Creek stone veneer surrounding the home, a Desert Creek stone-faced front porch, a Natural Pennsylvania Bluestone front porch, and a Natural Pennsylvania Bluestone pathway. The impressive hardscape includes a Natural New York Flagstone patio, a Natural Pennsylvania Bluestone patio, a Natural Quartzite Laredo stone patio, a Natural 3/4 gravel patio, three Belgium block aprons, custom Desert Creek stone pathways, Old Spruce stone pillars, a stunning Natural Old Spruce stone wall at the front of the property, beautifully crafted natural stone flower beds, and concrete walls wrapping the perimeter of the property. A custom-built River Rock fire pit, spacious wood deck, and outdoor pavilion complete with a fireplace and cooking area create the perfect setting for entertaining, relaxing, and enjoying the beautifully landscaped grounds. Inside, the home offers spacious living areas, hardwood flooring, and a dramatic floor-to-ceiling stone fireplace. Additional features include natural gas heat, a finished 1,000-square-foot basement with endless possibilities for a recreation room, home office, gym, media room, or

145 Dewey St, Stratford

$379,999

3 Beds ⋅ 2 Baths ⋅ 24185137 MLS

70 Orange Street is the perfect maintenance-free Colonial situated on a beautiful corner lot in the desirable South End of Stratford. This light-filled home offers an inviting open layout featuring a spacious kitchen with a center island, an open dining area, and an oversized living room with a cozy fireplace, perfect for entertaining and everyday living. The main-level primary suite provides convenience and privacy, complete with a full bath. Upstairs, you'll find two additional generously sized bedrooms and a second full bathroom. Storage is abundant with an attic, full basement, and additional crawl space. Major updates include the roof, Navien tankless water heater, furnace, and central air conditioning system, all approximately seven years old. The private, fully fenced backyard offers plenty of space for family gatherings, pets, and outdoor enjoyment. Solar panels will be paid off at closing, providing added value and energy savings. Conveniently located near shopping, restaurants, and major highways, with easy access to New York City approx 60 miles away. This move-in-ready home combines comfort, convenience, and low-maintenance living in a fantastic location.

70 Orange St, Stratford

$305,900

3 Beds ⋅ 2 Baths ⋅ 24184631 MLS

Welcome to 165 Roosevelt Avenue in Stratford! This well-maintained half-duplex offers the perfect combination of comfort, space, and convenience. Featuring 3 bedrooms, 1.5 bathrooms, and a functional layout, this home provides plenty of room for everyday living.The main level offers a spacious living room, an eat-in kitchen with ample cabinetry, and a convenient half bath. Upstairs, you'll find three bedrooms and a full bathroom. Natural light fills the home, highlighting the warm and inviting living spaces. Step outside to enjoy a private fenced backyard with a deck and patio area, perfect for entertaining, outdoor dining, or simply relaxing. Additional features include off-street parking, and a desirable location close to shopping, restaurants, parks, schools, public transportation, I-95, Metro-North, and Stratford's beautiful shoreline.Whether you're a first-time homebuyer or looking to downsize without sacrificing outdoor space, this home is a fantastic opportunity. Schedule your private showing today!

Stratford

$310,000

4 Beds ⋅ 2 Baths ⋅ 24180172 MLS

This 4-bedroom, 1.5-bath Colonial offers a great combination of space, updates, and convenience. The renovated kitchen features granite countertops, stainless steel appliances, and ample cabinet space. Hardwood floors run throughout the home, and thermal-pane windows provide energy efficiency. The spacious living room includes a wood-burning fireplace, while French doors connect the living room and dining room. A three-season sun porch extends the living space and leads directly to the brand-new deck overlooking the large, level backyard. Additional features include a one-car garage and plenty of outdoor space for entertaining, recreation, or gardening. Conveniently located close to shopping, restaurants, and bus lines, this home offers easy access to everyday amenities.

15 Ansonia St, Hartford

$529,000

4 Beds ⋅ 2 Baths ⋅ 24182592 MLS

Come see this "House Beautiful" inspired cape in desirable + convenient South-end. Perfectly presented and flooded with sunshine, you'll enjoy an open flow of entertainment rooms, with the stunning designer kitchen as the star of the show! The first floor offers gorgeous hardwood flooring, 2 accommodating bedrooms and a opulent full bath with luxurious rain showerhead. A cozy, Tropic-inspired sunporch sits just off the kitchen and overlooks the private level yard + patio. Upstairs you'll find 2 more generous bedrooms with abundant storage + hardwood flooring. The fully finished lower level adds even more flexible space, beauty + function with a large living area/media room plus guest bedroom/exercise rm/office, laundry and another full bath. Comfy central A/C, an attached 1-car garage, private driveway and postcard-perfect property complete the ease of living here... You've found home!

171 Boswell St, Stratford

$260,000

3 Beds ⋅ 2 Baths ⋅ 24183336 MLS

Welcome to this nice House on the market of 3 bedrooms and 1.5 bathroom, over 1550 square Feet, located in a quiet street in the Hartford South End. Conveniently located close to shoppings, restaurants, and bus lines, this property offers easy access to the major highways and Hartford Downtown. 24 Hour Notice required to coordinate with the seller. Sold As Is, seller unable to repair any issue on the property. Please do not go onto the property without an appointment.

111 Otis St, Hartford

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.