East Side Real Estate

Welcome to the East Side of Connecticut, a vibrant neighborhood that seamlessly blends suburban charm with urban convenience. Nestled along the picturesque banks of the Connecticut River, this area is known for its friendly community atmosphere, making it an ideal place for families, young professionals, and retirees alike.

The East Side boasts an array of beautiful homes, from classic colonial-style houses to modern townhouses, providing a diverse selection for potential homeowners. Tree-lined streets and well-maintained parks offer residents a serene environment, perfect for leisurely strolls or weekend picnics. The neighborhood is also home to several reputable schools, ensuring that families have access to quality education right at their doorstep.

One of the standout features of the East Side is its accessibility to local amenities. Residents enjoy a variety of shopping options, from charming boutiques to larger retail centers, as well as a delightful selection of restaurants and cafes that cater to every palate. The neighborhood’s proximity to major highways and public transportation makes commuting to nearby cities a breeze, enhancing the appeal for those who work in Hartford or New Haven.

For outdoor enthusiasts, the East Side offers numerous recreational opportunities. Explore the scenic trails along the river, engage in community sports leagues, or join local events that foster a sense of belonging among neighbors.

With its perfect blend of tranquility and convenience, the East Side of Connecticut is more than just a place to live; it’s a community where memories are made and friendships flourish. Come discover your new home in this enchanting neighborhood!

Newest Listings in East Side

$650,000

6 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 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

$625,000

2 Baths ⋅ ACTIVE Status ⋅ 24186108 MLS

This general contractor space consists of 4,925 SF & is zoned RX1. The Industrial-Flex Space is on an 1.04-Acre fenced Lot that includes the building & adjoined lot. Unlock the ultimate footprint for your business. This versatile, two-story commercial property perfectly pairs a durable industrial building with a increasingly rare over an acre lot. It is a turn-key solution for owner-occupants looking to establish a highly functional operation in Fairfield County. Highlights include a massive Fleet & FULLY secured equipment yard guaranteeing total asset protection. The sprawling, flat parcel provides exceptional outdoor space that is ideal for contractor staging, heavy machinery, fleet parking, or material storage. Use the ground floor for a utility shop, fabrication, or warehousing with reception area. The upper level features administrative offices & or parts storage for inventory. Strategic Logistical Location is positioned in Bridgeport's East Side with rapid access to Route 8 & I-95.

43 & 73 Huntington Rd, Bridgeport

$289,000

3 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24182018 MLS

Investors or Savvy Homeowners! Welcome to this beautifully renovated townhouse in Bridgeport, where modern updates create a truly move-in-ready home. The inviting enclosed front porch leads into a bright and spacious living room and dining room, both featuring beautiful hardwood flooring that continues throughout the home. The kitchen has been completely remodeled with brand-new cabinetry, elegant quartz countertop, a center island, and stainless-steel appliances. From here there is an access to the backyard deck, perfect for outdoor dining, entertaining, or relaxing. The second floor offers three comfortable bedrooms and a tastefully updated full bathroom. The finished lower level provides excellent additional living space, featuring a fourth bedroom, ideal for guests, extended family or a home office set-up, a full bathroom, and a separate exterior entrance to the backyard. Additional improvements include a brand-new energy-efficient on-demand Navien boiler that provides both heat and hot water, offering comfort and savings year-round. Conveniently located close to Bridgeport Hospital, major highways and public transportation. With thoughtful renovations throughout, this exceptional townhouse is ready for its next owner to enjoy. Perfect for investors or savvy owner occupants instead of paying rent. Schedule your showing today.

1789 Central Ave, Bridgeport

$1,499,999

21 Beds ⋅ 7 Baths ⋅ ACTIVE Status ⋅ 24187744 MLS

Baldwin Pearson & Co., Inc. is pleased to present 1220 Pembroke Street, a fully renovated turnkey multifamily corner property located in Bridgeport, Connecticut. This well-maintained investment opportunity features six spacious apartments consisting of three and four-bedroom layouts, offering strong appeal to families and long-term tenants. The property has been completely updated throughout, providing a low-maintenance asset with immediate income stability. Adding to its value, the building includes an additional basement unit with the potential to be rented, creating an immediate opportunity to further enhance cash flow and overall return. As a prominent corner property in a solid rental market, 1220 Pembroke Street presents a rare chance to acquire a fully stabilized asset with built-in upside.

1220 Pembroke St, Bridgeport

$330,000

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24187765 MLS

Welcome to 134 Ogden Street, a charming Colonial-style home located in Bridgeport's East End. This property features spacious living across multiple levels, a bright living room, hardwood flooring, recessed lighting, an eat-in kitchen, and a functional layout with comfortable bedroom space and multiple bathrooms. Conveniently located near local shops, restaurants, public transportation, I-95, Metro-North access, and downtown Bridgeport, this home is a strong opportunity for buyers seeking comfort, convenience, and long-term value in Fairfield County. Schedule your private showing today.

134 Ogden St, Bridgeport

$1,100,000

14 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24187772 MLS

Baldwin Pearson & Co, is pleased to present 755 Ogden Street to the market, an exceptional investment opportunity on Bridgeport's East Side. This fully renovated four-family property features spacious 3- and 4-bedroom apartments designed to meet strong tenant demand for larger living spaces. With tenants responsible for all utilities, ownership benefits from minimal operating expenses and strong cash flow potential. The property offers turnkey condition, updated interiors, and an attractive unit mix that appeals to today's rental market. Conveniently located near major transportation routes, shopping, schools, and employment centers, 755 Ogden Street presents investors with a stabilized asset and a compelling opportunity for long-term income growth in one of Bridgeport's most active multifamily submarkets.

755 Ogden St, Bridgeport

$1,325,000

12 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24187730 MLS

Baldwin Pearson & Co., Inc. is pleased to present 343 Pearl Street, a fully renovated six-unit multifamily property located in Bridgeport, Connecticut. This turnkey investment features six spacious two-bedroom apartments, all of which have been thoughtfully updated with modern finishes throughout. The property is in excellent condition, offering a true value-add opportunity with significant upside potential through strategic rent increases and unit re-leasing as leases roll. Well-positioned in a strong rental market, 343 Pearl Street presents an ideal opportunity for investors seeking a stabilized asset today with clear income growth potential for tomorrow.

343 Pearl St, Bridgeport

$229,900

3 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24186418 MLS ⋅ Eatonwood BLDG.

Welcome to this beautiful second-floor apartment featuring 3 generously sized bedrooms and a fully remodeled kitchen and bathroom. The open-concept layout creates a bright and inviting atmosphere, perfect for those who love entertaining family and friends. Conveniently located just off the kitchen, the laundry area makes everyday living effortless. Step through the back door to access your private parking space, adding extra convenience and comfort. Ideally situated close to shopping centers, public transportation, parks, restaurants, and many other local amenities, this apartment offers the perfect combination of style, space, and location. Don't miss the opportunity to make this wonderful apartment your next home!

236 Brooks St Unit 236, Bridgeport

$699,900

8 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24185630 MLS

Don't miss this exceptional income-producing property in the heart of Bridgeport - a true investor's dream with immediate upside potential. This well-maintained three-family home offers the perfect blend of current cash flow and significant value-add opportunity that savvy investors have been waiting for. With occupied units already generating rental income, you have the rare flexibility to move right in or place a new tenant at today's top market rents from day one. Whether you're looking to grow your rental portfolio, offset your living expenses, or secure a long-term appreciating asset in one of Connecticut's most active rental markets, this property checks every box. Opportunities like this don't last - schedule your private showing today and start building wealth tomorrow!

464-466 Hollister Ave, Bridgeport

$1,200,000

12 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 24138305 MLS

An amazing investment opportunity with great upside! Get ready to invest and make money. A modern 6-unit building built in 1989 and fully occupied on a month-to-month basis, situated across a charter school and close to a public school on the East Side of Bridgeport, off Pembroke Street near Boston Avenue. Can easily gross over $100K annually. The roof was replaced in 2020. The property has vinyl siding for easy maintenance. Location close to a charter and a public school plus off-street parking for all six units in the back of the house make for great tenant retention. Each unit has a separate utility with separate meters. There are three apartments on each side of the building and they have the same layout. The water heaters for the first floor apartments are in the basement and the heaters for the second and third floor apartments are inside each apartment. Owner is a real estate agent.

626 Stillman St, Bridgeport

$550,000

1 Baths ⋅ ACTIVE Status ⋅ 24180134 MLS

Rare opportunity to acquire a versatile light industrial/commercial garage building in Bridgeport's East Side industrial corridor. Situated on a 0.17-acre lot, this approximately 5,040 SF masonry building is currently configured for two separate automotive-related businesses, offering flexibility for investors or owner-users. Features include two oversized drive-in overhead doors, high-clearance ceilings, separate entrances, paved parking, and open-span shop space suitable for a variety of industrial, automotive, warehouse, contractor, manufacturing, or service-related uses. The property is currently occupied by two month-to-month tenants, providing immediate income while allowing future occupancy flexibility. Solid concrete block construction, functional layout, and established automotive use make this a highly desirable asset in a market with limited industrial inventory. Conveniently located near downtown Bridgeport with easy access to I-95, Route 8/25 Connector, the Port of Bridgeport, Metro-North Train Station, and other major transportation routes serving Fairfield and New Haven Counties. Ideal opportunity for an owner-user seeking operational space, an investor looking to reposition rents, or a business owner seeking a strategic industrial location. Buyer to perform due diligence regarding zoning, permitted uses, and all property-related matters. Property being sold as-is.

70 Elizabeth St, Bridgeport

$509,000

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24180219 MLS

Well-maintained 2-family property on Bridgeport's East Side offering flexibility for owner-occupants, multi-generational living, or investment use. This property features separate living spaces, hardwood floors, spacious kitchens, three full baths, and original architectural details including decorative fireplaces, wood trim, and a distinctive turret-style exterior design. The first-floor unit offers generous living and dining areas, hardwood flooring, and direct access to the basement. The second-floor unit includes access to a finished third level with additional living space, storage, and a kitchenette area, providing added versatility. Large unfinished basement offers substantial storage, utility space, and future possibilities. Exterior features include a covered front porch, vinyl fencing, paved driveway, detached garage, and low-maintenance yard space. Located near East Main Street shopping, restaurants, neighborhood parks, public transportation, and major commuter routes including I-95, Route 8, and Route 25. Minutes from downtown Bridgeport, Bridgeport Train Station, Steelpointe Harbor, Seaside Park, and Bridgeport Hospital. A rare opportunity to own a multi-family property with classic character, income-producing potential, off-street parking, garage space, and convenient access to local amenities, waterfront destinations, and regional transportation corridors.

520 William 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.