East Side Real Estate

Welcome to the East Side of Bridgeport, Connecticut – a vibrant neighborhood that beautifully blends rich history with modern charm. Nestled within Fairfield County, East Side is a community that boasts a diverse culture and a welcoming atmosphere, making it an ideal place for families, young professionals, and retirees alike.

As you stroll through the tree-lined streets of East Side, you'll discover an array of stunning architectural styles that reflect the neighborhood's storied past. From classic Victorian homes to charming bungalows, each property tells a unique story and adds to the area's character. The community is well-maintained, showcasing pride of ownership and a commitment to preserving its historical roots.

East Side is not just about beautiful homes; it also offers an abundance of amenities. Residents enjoy easy access to local parks, playgrounds, and recreational facilities, providing ample opportunities for outdoor activities and family gatherings. The neighborhood is conveniently located near shopping districts, delicious dining options, and vibrant community events, ensuring that there's always something to do.

Education is a top priority in East Side, with several highly-rated schools nearby, making it a great place to raise children. The strong sense of community is palpable, with neighbors often coming together for local events and initiatives that foster connections and support.

With its perfect blend of history, community spirit, and modern conveniences, East Side is more than just a neighborhood; it’s a place to call home. Experience the warmth and charm of East Side, where every day feels like a welcoming embrace.

Newest Listings in East Side

$269,900

4 Beds ⋅ 2 Baths ⋅ 24205962 MLS

Prime commercial opportunity in the heart of busy Manchester! Long-established, well-known restaurant location with excellent visibility and lots of walk-in and vehicle traffic. Property includes a commercial unit on the first floor and a 4-bedroom apartment on the second floor, currently rented month-to-month. Restaurant is currently closed. Property is being sold as-is and would benefit from some updating, maintenance, and general cleanup, offering a great opportunity for a new owner to add value. Commercially zoned and conveniently located near Charter Oak Park, shopping, restaurants, public transportation, and major roadways. Great opportunity for an owner-operator or investor.

183 Spruce St, Manchester

$1,100,000

18 Beds ⋅ 7 Baths ⋅ 24192406 MLS

Exceptional 7-Unit Investment Opportunity in Bridgeport's East Side! Welcome to 34-36 Park Street, a well-positioned multifamily property offering seven residential units just one block from Washington Park and minutes from downtown Bridgeport, public transportation, shopping, restaurants, and major highways. The property consists of (1) five-bedroom unit, (2) three-bedroom units, (3) two-bedroom units, and (1) one-bedroom unit, providing a desirable mix of apartment sizes to appeal to a broad tenant base. One unit is currently vacant, offering immediate leasing potential or flexibility for renovations and repositioning. Tenants are responsible for their own heat and electricity, helping to reduce owner operating expenses. The building features natural gas utilities, public water and sewer, off-street parking, a full basement, and a level lot. With approximately 5,888 square feet of living space, this income-producing asset presents an excellent opportunity for investors seeking to expand their portfolio or add value through rental optimization and property improvements. Conveniently located near Washington Park, Barnum Avenue, schools, shopping, Metro-North, and I-95, this property benefits from strong commuter access and consistent rental demand. Whether you're looking for stable cash flow, long-term appreciation, or a value-add investment, 34-36 Park Street offers exceptional potential in a prime Bridgeport location.

34-36 Park St, Bridgeport

$459,900

4 Beds ⋅ 3 Baths ⋅ 24203841 MLS

Beautiful 4br, 2 1/2 bath colonial with a stunning remodeled kitchen including travertine flooring, granite, recessed lighting, subway tile & breakfast bar overlooking new expansive trex deck & serene evergreens that invite hospitality. This home features refinished hardwood floors, new windows, updated baths including dual sink vanity with marble and also smart home integration, thermostat control & indoor ceiling speakers. Located in a slightly wooded neighborhood just minutes from amenities including recreational & medical facilities, public transportation, shopping & major interstates. Partially finished walk-out lower level provides additional 800 sq ft of heated recreational, craft or study space. This house is EV charger ready!

55 Carpenter Rd, Manchester

$675,000

4 Beds ⋅ 2 Baths ⋅ 24202999 MLS

Great for owner occupied. Both floors have been rehab. Close to shopping centers, restaurants, public transportation, parks. A must see

32-34 Autumn St, Bridgeport

$479,999

6 Beds ⋅ 2 Baths ⋅ 24201283 MLS

Welcome to this well-loved two-family home in Bridgeport, offered for the first time in over 50 years! This solid multi-family property has great bones and is filled with potential. Each unit features 3 bedrooms and 1 full bath, offering spacious layouts and plenty of opportunity to make it your own. The roof is only 2 years old, adding a valuable recent improvement. Looking for even more space? Explore the possibilities of expanding into the attic and potentially finishing the basement, subject to approvals. Whether you're an owner-occupant or investor, bring your imagination, vision, and finishing touches to bring this longtime family home back to life. A rare opportunity with so much potential-don't miss it! Sold as is

373 Arctic St, Bridgeport

$299,900

3 Beds ⋅ 2 Baths ⋅ 24199036 MLS ⋅ Maplewood Garden BLDG.

Where townhouse-style living comes with something buyers will love-NO HOA! Offering the comfort of your own home without monthly association fees, this property has been thoughtfully updated so the next owner can move in and enjoy. Step inside and you'll immediately notice the new flooring installed just three months ago, giving the home a fresh, clean feel throughout. The kitchen features granite countertops with plenty of space for everyday meals, morning coffee, or preparing dinner for friends and family. The full bathroom was completely renovated approximately three years ago, while major improvements including vinyl windows and a tankless hot water heater add efficiency and peace of mind to everyday living. Outside, a newly installed gravel driveway provides convenient off-street parking and another recent improvement you won't have to worry about tackling yourself. Whether you're purchasing your first home, looking to simplify, or searching for an alternative to condo living without HOA, 706 Maple Street offers an affordable opportunity with many of the updates already completed. Move in, unpack, and start making it your own!

706 Maple St Unit 706, Bridgeport

$429,000

4 Beds ⋅ 2 Baths ⋅ 24199964 MLS

Well-maintained two-family property located in Bridgeport, offering an excellent opportunity for investors or owner-occupants. The home features newer siding, roof, gutters, and completed chimney work. Mechanical systems are in great condition, making the property easy to maintain. Conveniently located with easy access to major highways, shopping, and local amenities. A solid investment with rental income in place and strong long-term potential. This is a must-see property-schedule your showing today!

4 Armstrong Pl, Bridgeport

$399,900

6 Beds ⋅ 2 Baths ⋅ 24199215 MLS

* HIGHEST AND BEST OFFERS DUE BY END OF DAY MONDAY AUGUST 31st * Opportunity awaits with this spacious side-by-side two-family home offering approximately 2,800 square feet of living space on a double lot. Each unit features approximately 1,400 square feet with three bedrooms, one full bath, generously sized rooms, hardwood floors, a private basement, and a walk-up attic offering plenty of additional storage and possibilities. Both units need some updating, but the space, layout, and potential make this a great opportunity for an owner-occupant, investor, or renovator. Situated on a large 0.4 acre lot, offering additional possibilities for the next owner. Buyers interested in exploring potential subdivision or development are encouraged to perform their own due diligence with the Town of Manchester. No representations are made regarding subdividability or development potential. Bring your vision and take advantage of the possibilities this property has to offer. Sale is subject to Probate Court approval and is being sold as-is, where-is.

12 Jackson St, Manchester

$300,000

3 Beds ⋅ 1 Baths ⋅ 24195815 MLS

PLENTY of natural light within this Large Colonial Located on the East Side neighborhood of Manchester which borders Highland Park Area. Huge fenced in yard which offers plenty of space for the whole family to enjoy. Spacious first floor kitchen/dining/living area which flows well through the sliding doors onto your deck overlooking the backyard and large garden which you can continue to grow. The oversized master, second bedroom, and full bath on the second floor with the convenience of laundry as well. Potential for finishing the basement and enjoy as a rec area. More space to take advantage of on the already finished 3rd level. Radon Mitigation system is in place. Property to be sold in "as is" Garage has chipped/peeling paint.

58 Ashworth St, Manchester

$950,000

18 Beds ⋅ 4 Baths ⋅ 24197874 MLS

Incredible income-generating opportunity with this 18-room legal rooming house, fully compliant and positioned for maximum return. Projected annual income at full capacity $189,000. One room occupied rent-free by on-site property manager. Ideal for investors seeking steady cash flow and minimal vacancies features 16 private rooms 2 efficiency units and 2 shared bathrooms. Average room size: 14' x 15' some bigger. Cash-flowing asset in prime Bridgeport location. Ideal for seasoned or new investors seeking a high-cap rate property with upside in commercial revenue.

1014 Noble Ave, Bridgeport

$600,000

6 Beds ⋅ 3 Baths ⋅ 24194204 MLS

Discover an exceptional investment or owner-occupied opportunity with this well-maintained two-family home in Bridgeport's East End, being sold together with the adjacent lot at 519 Hallett St. Two parcels are included in the sale, offering additional value and flexibility for the next owner. Each unit features spacious rooms and comfortable living space, making this property ideal for generating rental income or offsetting your mortgage by living in one unit while renting the other. The fully finished basement is currently being utilized as an extension of the first-floor unit with an in-law-style setup and offers the potential for conversion to a third unit, subject to all required municipal approvals. Buyers are encouraged to perform their own diligence regarding permitted uses and future development opportunities. Conveniently located near schools, parks, shopping, restaurants, public transportation, and major highways, this property provides easy access to everything Bridgeport has to offer. Whether you're looking to expand your investment portfolio or purchase your first multi-family property, this is an opportunity you won't want to miss. Schedule your private showing today!

485 Hallett St, Bridgeport

$399,900

4 Beds ⋅ 2 Baths ⋅ 24191113 MLS

This listing is for both the 2 Family home ( 161-163 Wilmot and LOT to the right of the home.( 179 Wilmot). Home needs complete redo roof, siding,windows. heating and hot water, and complete redo inside. there are three finished floors but it's only a 2 family plus and extra building lot for a multi- family.

161-163 & Ave, Bridgeport

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