South End Homes with Colonial Style

Welcome to South End, a vibrant neighborhood in Bridgeport, Connecticut, where charm meets convenience. Nestled along the scenic shores of Long Island Sound, South End is celebrated for its rich history, diverse culture, and welcoming community spirit. This area boasts a perfect blend of suburban tranquility and urban accessibility, making it an ideal place for families, young professionals, and retirees alike.

One of the standout features of South End is its stunning array of Colonial-style homes. These timeless residences exude character and elegance, with their classic facades, symmetrical lines, and inviting front porches. Many of these homes have been meticulously maintained or thoughtfully updated, preserving their historic charm while incorporating modern amenities. Imagine sipping your morning coffee on a sun-drenched porch or hosting gatherings in spacious, open-concept living areas—Colonial homes in South End offer the perfect backdrop for creating cherished memories.

Beyond the beautiful homes, South End is rich in recreational opportunities. Residents enjoy easy access to picturesque parks, vibrant waterfronts, and a variety of dining and shopping options. The neighborhood is also home to excellent schools and community facilities, fostering a strong sense of belonging among its residents.

Whether you're drawn to the historical allure of Colonial architecture or the lively community atmosphere, South End is a neighborhood that truly has it all. Come explore the possibilities and discover your dream home in this enchanting part of Bridgeport, where every corner tells a story and every street feels like home.

Newest South End Homes with Colonial Style

$360,000

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 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

$700,000

6 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 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

$849,900

5 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 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 ⋅ ACTIVE Status ⋅ 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

$349,900

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24160256 MLS

LOCATION, LOCATION, LOCATION Completely Updated And Renovated! Here's an Excelllent!!! Opportunity to acquire a 3400 sq ft potential multi revenue producing, multi use property that has been completely Updated and Renovated from Plumbing, Wiring, Walls, etc. With a touch of creativity, business savvy, vision and forethought, you can Taylor this investment to reap great returns.. Amazon will be up and running in 2027, just one block over on South Main St which will very likely increase potential rental & Business income and Market Value. This 3400 Sq Ft potential Multi Use Property has 3+ Bedrooms, A Potential 1 Bedroom In-Law Suite and *4* Baths. There is a Commercial space With Metal Security Gates in place. Commercial space has Half Bath and is Ideal for Hair Salon, Nail Salon, Barber Shop, Or all the above. There is also a Large Public Room for Gatherings, Parties, Dinners, Banquets, etc. The Public Room has fireplace and Heat. ***Do Your Diligence*** This offering opens the door to a world of possibilities, allowing you to seamlessly blend living with your entrepreneurial aspirations.

720 Baldwin St, Waterbury

$420,000

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24135825 MLS

Updated Colonial with In-Law Apartment. Beautifully renovated single-family Colonial in Bridgeport's South End, offering 1781 sq ft of versatile living space. This move-in-ready home features an in-law setup on the second floor, with a second kitchen, perfect for multi-generational living or rental potential. Hardwood floors throughout with an updated kitchen with maple cabinetry, granite countertops, a breakfast bar, and adjacent laundry room. The main level boasts a large bright formal dining room and a spacious living room with bay windows that flood the space with natural light. Fenced in back yard and deck-ideal for entertaining or relaxing.

162 Cottage St, Bridgeport

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.