Refine Search
Sort by
353 Charles St, Bridgeport
$850,000
8 Beds ⋅ 4 Baths ⋅ 24207155 MLS
Exceptional investment opportunity in Bridgeport's desirable North End! This four-family property features four spacious units, each offering 2 bedrooms and 1 full bath-an ideal opportunity for investors looking to build or expand their rental portfolio, or for an owner-occupant seeking the benefit of additional rental income. Each unit features hardwood floors and spacious layouts with plenty of potential to enhance and add value. A private driveway leads to a large rear parking area accommodating up to six vehicles. Situated on an expansive 0.17-acre lot, the property may also offer potential for additional improvements, such as garages or other structures, subject to zoning and municipal approvals. Conveniently located near major highways, shopping, schools, hospitals, dining, and everyday amenities, this North End property combines accessibility, income-producing potential, and future value-add opportunities-a compelling addition to any real estate portfolio.

353 Charles St, Bridgeport

39-45 Circular Ave, Bridgeport
$849,000
4 Beds ⋅ 4 Baths ⋅ 24214661 MLS
*Rare find* Not often to fourplexes come available in Black Rock. And even less often are they as well maintained as 39 Circular Ave. Each 1-bed/1-bath unit has been updated with LVP flooring, newer kitchens and appliances, lighting, and offers a desirable, easy-to-rent floorplan with spacious living room, eat-in kitchen, and bedroom and bath all with rear and front egress. Two units per floor, two floors total. The basement is pristine, painted with newer on demand boilers for each unit (supplies heat, natural gas), a common water heater (upright tank, natural gas, supplies hot water, landlord paid), and separately metered electric. The basement includes a common coin op laundry room as well. The entire property has been re-landscaped with crushed stone and evergreen plantings for next to zero landscaping maintenance. The detached 3-car garage presents opportunity for additional income or a rental incentive for existing tenants (currently rented to a tenant). Opportunity knocks!

39-45 Circular Ave, Bridgeport

200 Harral Ave, Bridgeport
$815,000
9 Beds ⋅ 4 Baths ⋅ 24203191 MLS
Just Renovated 4-Family Home. Ideal for Investors or Owner- Occupants! This income producing features four separate units, two just totally renovated and two in good condition. The layout consists of two upper level three bedroom units the span the 2nd and 3rd floors, one two bedroom unit and one 1 bedroom unit. All units offer a spacious living room, large eat-in kitchens and a full bathroom. Additional highlights include a dry basement with new heavy duty structural supports and private storage. Front covered porch, rear deck and large lovely fenced yard. Conveniently located near I-95 and routes 8 and 25 north, shopping, private schools, medical facilities and public transportation. This property is a solid, move-in-ready investment opportunity.

200 Harral Ave, Bridgeport

4143 Main St, Bridgeport
$799,900
24184692 MLS
This property is situated in the food corridor with every iconic brands such as Dunkin Donuts, McDonald's, KFC, Burger King, Merritt Canteen, Chinese food restaurants, Bakeries, Pizza, Walgreens, AutoZone, Valvoline, & Town Fair tire all in a 1 block radius. Starbuck, Stop & Shop, Price Rite, CVS, Optimum & many bars & Restaurants all in a 3 block Radius. This will be the 2nd time in 67 years that this property has gone for sale. MAIN LEVEL FEATURES { Finished square footage total 1,330 : Cutting Area ( 504 square feet ) 24 x 21 : Dryer Area ( 91 square feet ) 13 x 7 : Washing Area ( 119 square feet ) 17 x 7 : Restroom ( 35 square feet ) 7 x 5 : Coloring Area ( 42 square feet ) 7 x 6 : Color Room ( 35 square feet ) 7 x 5 : Laundry ( 66 square feet ) 11 x 6 : Break Area ( 60 square feet ) 10 x 6 : Tanning Beds ( 40 square feet ) 8 x 5 : Storage ( 25 square feet ) 5 x 5 : Waiting Area ( 187 square feet ) 17 x 11 }. UPPER LEVEL { Unfinished total square footage 1703 : ( 1,450 square feet ) 50 x 29 : Storage 1 ( 112 square feet ) 16 x 7 : Storage 1 ( 49 square feet ) 7 x 7 : Storage 2 ( 42 square feet ) 7 x 6 }. LOWER LEVEL { Semi finished total square footage 1551 : Storage 1 ( 1,100 square feet ) 50 x 22 : Storage 2 ( 221 square feet ) 17 x 13 : Storage 3 ( 120 square feet ) 15 x 8 }. EXTERIOR FEATURS { Handicap Ramps : Parking for 12 cars : Enclosed Entrance }.

4143 Main St, Bridgeport

91 Clarkson St, Bridgeport
$799,000
3 Beds ⋅ 2 Baths ⋅ 24217465 MLS
Welcome to 91 Clarkson Street, a beautifully updated, move-in-ready home on one of Black Rock's great streets! The picture perfect front porch sets the tone for this special home. Inside, the first floor features a bright, sunny, open floor plan with great flow between the spacious living room, large dining room, and updated kitchen with the most adorable eating nook. Upstairs, you'll find three bedrooms and a full bath. The partially finished lower level offers additional space with plenty of potential. Outside, the expansive backyard is a real highlight, with a beautiful flagstone patio offering plenty of room for outdoor dining, relaxing, and gathering around the firepit. A large back porch overlooks the yard and provides the perfect spot to enjoy your morning coffee or unwind at the end of the day. The detached two-car garage offers exciting potential, with approval from the City of Bridgeport to add a legal ADU above. Just minutes from everything Black Rock has to offer, this home is full of character, wonderful outdoor spaces, and possibilities. A true little gem!

91 Clarkson St, Bridgeport

Bridgeport
$799,000
8 Beds ⋅ 6 Baths ⋅ 24174079 MLS
Fantastic Investment Property for Sale in Bridgeport!Located at 156 Columbia Street, this versatile investment property is a prime opportunity in a growing area. With easy access to major roadways, this site benefits from strong visibility and traffic flow. The property features spacious interiors suitable for various business types, including retail, offices, or service-oriented establishments. Additionally, there are four apartments on-site, all with reliable tenants generating excellent rental income. This combination makes it a fantastic opportunity for both business and investment. Ample parking is available for both employees and customers, enhancing convenience. With a competitive price and a motivated seller, this is an opportunity you won't want to overlook. Whether you're looking to expand your portfolio or invest in a profitable venture, schedule a viewing today.

Bridgeport

204 Savoy St, Bridgeport
$774,900
6 Beds ⋅ 4 Baths ⋅ 24199263 MLS
Spacious three-family home in a prime North End location, situated on an oversized corner lot with a detached two-car garage and fenced-in yard featuring a paver patio. Each unit offers generous living space with updates throughout, including beautiful hardwood floors, detailed millwork, and modern kitchens with updated appliances. The first- and second-floor units are currently being used as three-bedroom apartments. The first-floor unit also features one full and one half bath. The basement provides additional partially finished storage space along with laundry hookups. The first-floor unit can be delivered vacant, offering an excellent opportunity for an owner-occupant while generating rental income from the remaining units. A great option for both investors and owner-occupants in a desirable North End location.

204 Savoy St, Bridgeport

55 Harborview Ave, Bridgeport
$749,000
5 Beds ⋅ 3 Baths ⋅ 24214498 MLS
INVESTORS TAKE NOTICE! Opportunities like this in Black Rock are hard to come by! 55 Harborview Ave is a legal three-family property offering three separate units in one of the areas most cherished neighborhoods. Just steps from Harborview Market and a short walk to Saint Mary's by the Sea and Fairfield Avenue, this property is a renter and a landlord's dream! 55 Harborview consists of two two-bedroom apartments on the first and second floors, and a one-bedroom/studio unit on the third floor. The first and second floor apartments share the same layout, with spacious kitchens, large living rooms, hardwood floors, and a bonus nook off the living area that works well as a home office or dining space. The third-floor unit has been recently renovated and features a modern kitchen, a modern bathroom, and plenty of natural sunlight throughout the day. Full basement provides additional storage space for the tenants, and laundry hook-ups. Off-street parking on a recently repaved driveway is a must have for tenants, adding appeal to all three units. Black Rock continues to be a popular choice for renters thanks to its incredible community, local restaurants, and short distance to the water, making this a strong opportunity for investors looking for a desirable rental property. Don't miss your chance to own an income producing property in one of the hottest neighborhoods around! CURRENT RENTS DO NOT REFLECT MARKET RENT. THIRD FLOOR IS ALREADY IN PROCESS OF MOVING OUTn

55 Harborview Ave, Bridgeport

48-50 Park Ter, Bridgeport
$739,000
10 Beds ⋅ 4 Baths ⋅ 24218449 MLS
Exceptional Three-Family Investment Opportunity in Bridgeport's South End! Welcome to 48-50 Park Terrace, a spacious three-family property offering an excellent opportunity for investors and owner-occupants alike! Featuring approximately 3,172 square feet of living space, this multifamily home offers three separate residential units, generously sized living areas, eat-in kitchens, and flexible layouts. The property also features a full, partially finished basement with additional usable space and storage. Exterior highlights include a welcoming front porch, private driveway with off-street parking, and a fenced backyard with a patio. Conveniently situated 45 to 50 mins from NY line, just moments from the University of Bridgeport and beautiful Seaside Park, residents can enjoy nearby waterfront recreation, shopping, restaurants, public transportation, and easy access to major highways and the Bridgeport ferry. Whether you're looking to expand your real estate portfolio or live in one unit while generating rental income from the others, this property offers outstanding potential in a convenient Bridgeport location. Don't miss this opportunity to own a three-family property in the heart of Bridgeport's South End!

48-50 Park Ter, Bridgeport

855 E Main St, Bridgeport
$725,000
24213534 MLS
855-857 East Main Street, Bridgeport, CT, is a 7,644 sq ft historic commercial building set on a 2,574 sq ft lot in the city's East Main Street Historic District-a vibrant late-Victorian corridor shaped by the vision of P.T. Barnum. Built in 1904, the property features distinctive period architecture, prominent street frontage, and steady pedestrian and vehicle traffic. Its prime location places it within walking distance of major landmarks such as the Barnum Museum, Fairfield County Courthouse, and M&T Bank's regional headquarters, and it offers quick access to I-95, Route 8/25, and the Bridgeport Transportation Center for Metro-North and Amtrak service. The surrounding area is in the midst of substantial investment, including the $1 billion Steelpointe Harbor waterfront redevelopment and the new Honey Locust Square retail and community complex, both of which are attracting new restaurants, retail, and cultural destinations to the neighborhood.

855 E Main St, Bridgeport

1535 Park Ave, Bridgeport
$725,000
9 Beds ⋅ 3 Baths ⋅ 24212776 MLS
An incredible investment opportunity awaits at 1535 Park Avenue, a landmark 3 family residence offering expansive space, remarkable versatility, and outstanding long term potential in the heart of Bridgeport. Spanning over 5,000 square feet across three full stories, this property is thoughtfully designed to deliver a high capacity income stream or serve as a multi generational living sanctuary. The property features a total of 9 generously sized bedrooms and 3 full bathrooms - each floor plan provides bright, comfortable living spaces with separate utility systems to keep utility management efficient and streamlined. You are just minutes from the lush green spaces and the sandy beaches of Seaside Park, the University of Bridgeport campus, and the local dining and culture of the West End/downtown districts. Commuters will also love the seamless access to the Metro North train station, major bus lines, and I-95. Whether you choose to live in one spacious unit while offsetting your mortgage with tenant income or add a high capacity value add asset to your real estate portfolio, this property provides the space, location, and structure to unlock substantial future equity. Bring your vision and capitalize on this rare multi family gem. Reach out today to schedule your private viewing and experience all the possibilities this property has to offer!

1535 Park Ave, Bridgeport

1757 E Main St, Bridgeport
$725,000
3 Baths ⋅ 24211653 MLS
Huge rare find! This impressive 4,590 sq. ft. mixed-use property offers incredible versatility with zoning that allows for residential, commercial, or mixed-use possibilities. The property can be used for a variety of professional businesses, including an office, medical practice, hair salon, insurance company, real estate company, and more. An owner-occupant who will also operate their business from the property may have the opportunity to pursue FHA financing, subject to lender and FHA approval. The property features three separate units, a detached 5-car garage, and a spacious driveway with plenty of parking. The first-floor unit is currently set up as an insurance office and offers a living room, eat-in kitchen with laundry area, 3 bedrooms, and an updated full bath. The second-floor unit features a spacious living room, dining room, eat-in kitchen with laundry area, 3 bedrooms, an updated full bath, and an enclosed porch. The entire third floor has been completely gutted, with all electrical and plumbing already in place, and will be finished brand new and fully completed by the owner prior to closing. All units offer ample closet space, hardwood flooring throughout, and ceramic tile in the kitchens and bathrooms. The property also features a full basement with a separate walkout, providing additional potential for future living or usable space. The property needs a new roof, cosmetic repairs, repairs to rotting wood, and some additional finishes. The seller will complet

1757 E Main St, Bridgeport

1757 E Main St, Bridgeport
$725,000
8 Beds ⋅ 3 Baths ⋅ 24211634 MLS
Huge rare find! This impressive 4,590 sq. ft. 3-family property offers incredible versatility with zoning that allows for residential, commercial, or mixed-use possibilities. The property features three separate units, a detached 5-car garage, and a spacious driveway with plenty of parking. The first-floor unit is currently set up as an insurance office and offers a living room, eat-in kitchen with laundry area, 3 bedrooms, and an updated full bath. The second-floor unit features a spacious living room, dining room, eat-in kitchen with laundry area, 3 bedrooms, an updated full bath, and an enclosed porch. The entire third floor has been completely gutted, with all electrical and plumbing in place, and will be finished brand new and fully completed by the owner prior to closing. All units offer ample closet space, hardwood flooring throughout, and ceramic tile in the kitchens and bathrooms. The property also features a full basement with a separate walkout, offering additional potential for future living or usable space. The property needs a new roof, repairs of rotting wood, and some finishes. The seller will complete all necessary repairs before closing, or purchase the property AS-IS for a better price. With its substantial size, 5-car garage, abundant parking, flexible zoning, and potential for residential, commercial, or mixed-use use, this property offers tremendous opportunity for an investor, business owner, or owner-occupant. Won't last!

1757 E Main St, Bridgeport

49 Elmwood Pl, Bridgeport
$700,000
7 Beds ⋅ 5 Baths ⋅ 24158580 MLS
7Bedrooms 3Full Baths 2Half Baths. 2Full Kitchens 2Fireplaces FEATURE HIGHLIGHTS * Two full kitchens, including a granite-countertop kitchen * Dedicated home movie theater * Hardwood flooring throughout the residence * Two fireplaces * Full basement with a full bathroom * Third-floor bedroom with cedar storage closet * Attached exterior apartment with an existing rental tenant * Potential short-term/Airbnb configuration, subject to applicable * Double-wide driveway with parking capacity for approximately 10 vehicles * Grass backyard with custom all-concrete fire-pit bench/seating area INCOME / FLEX SPACE APARTMENT * 3 full bathrooms + 2 half bathrooms * 2 full kitchens * Granite countertops in primary kitchen * Hardwood floors throughout * Home movie theater * 2 fireplaces * Full basement with full bathroom * Cedar storage closet serving third-floor bedroom * Currently occupied by a rental tenant * Provides income-producing or multigenerational-living flexibility * Possible short-term/Airbnb use, subject to legal and municipal approvals EXTERIOR / PARKING * Double-wide driveway * Approximately 10-car driveway parking capacity * Grass backyard * Custom concrete fire-pit bench/seating feature RECENT CAPITAL UPDATES * Roof: approximately 2 years old * Water heater: approximately 4 years old * Furnace: approximately 4 years old

49 Elmwood Pl, Bridgeport

464-466 Hollister Ave, Bridgeport
$699,900
8 Beds ⋅ 3 Baths ⋅ 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

371 Grovers Ave, Bridgeport
$699,000
3 Beds ⋅ 2 Baths ⋅ 24213731 MLS
Charming Colonial in the heart of Black Rock! Fully renovated since 2022, this 3-bedroom, 1.5-bath home combines classic New England character with modern finishes and thoughtful improvements throughout. A spacious, sun-filled front porch creates a welcoming first impression and offers the perfect place to enjoy morning coffee or unwind at the end of the day. Inside, beautifully refinished hardwood floors, a completely renovated kitchen, a brand-new full bathroom, and fresh interior paint complement the home's inviting living spaces. Generously proportioned rooms, abundant natural light, and a functional layout provide an ideal setting for everyday living and entertaining. Every detail has been thoughtfully considered to create a home that is as comfortable as it is welcoming. Ideally located just a short walk from St. Mary's by the Sea, Harborview Market, Black Rock Yacht Club, the Metro-North train station, and a wonderful selection of local shops and restaurants. Enjoy the neighborhood's lively sense of community, including beloved traditions like Black Rock PorchFest and the seasonal Farmers Market. An exceptional opportunity to own a move-in-ready home in one of Fairfield County's most vibrant coastal neighborhoods.

371 Grovers Ave, Bridgeport

89 Fayerweather Ter, Bridgeport
$699,000
3 Beds ⋅ 2 Baths ⋅ 24209170 MLS
Welcome to this classic Black Rock bungalow, ideally situated on one of the neighborhood's most coveted streets. From the inviting front porch to the home's original architectural details, this updated, move-in-ready 3-bedroom home captures the character and easygoing lifestyle that makes Black Rock so special. The spacious main floor offers a gracious living room that flows into the dining room and open kitchen. Graceful columns, beautiful stained-glass windows and built in cabinets preserve the home's original charm, while the bright, updated kitchen and renovated bathrooms bring a fresh, modern feel. Newer utilities and a new sump pump add peace of mind. Out back, a private patio and established garden create an inviting space for relaxing, entertaining and enjoying the seasons. And then there's the location. This is Black Rock living at its best-a tight-knit neighborhood where front porches, familiar faces and a true sense of community are part of everyday life. Walk to Harborview Market, St. Mary's by the Sea and Ellsworth Park, or head just minutes away to the restaurants, live music and local favorites along Fairfield Avenue. Classic character, thoughtful updates and an exceptional location come together in this special Black Rock, Bridgeport CT home.

89 Fayerweather Ter, Bridgeport

501 Lake Ave, Bridgeport
$699,000
2 Beds ⋅ 1 Baths ⋅ 24202510 MLS
Some homes put you near the water. 501 Lake Avenue makes it part of your everyday routine. Start the morning w/ coffee on the expansive front porch overlooking Ash Creek, launch a kayak from the end of the street, & come home in time for a drink as the sun sets over the water. Inside, hardwood floors extend through much of the first floor, including the living, bedroom, & dining room. Just beyond, the renovated kitchen features soft-close white Shaker cabinetry, quartz countertops, & stainless-steel appliances. Off the living room, a light-filled bonus room offers flexibility as an office, sitting room, or den, w/ direct access to a private backyard framed by lush greenery and privacy fencing, plus a patio for dining, entertaining, & relaxing outdoors. A first-floor bedroom & renovated full bath w/ a porcelain-tiled tub & shower along w/ a shiplap wall complete the main level. Upstairs, the second bedroom becomes its own private retreat, with a separate hallway offering space for an office, reading area, or dressing space. Central air, natural gas heat, a detached garage, and a level .17-acre lot add everyday convenience. Outside the floodplain and within walking distance of Black Rock's restaurants, beach, St. Mary's by the Sea, and neighborhood favorites, this is a home that lets you enjoy the best of Black Rock right outside your door, with the water, sunsets, coastal scenery, and neighborhood lifestyle all within easy reach, in a setting that feels distinctly Black Rock

501 Lake Ave, Bridgeport

875 Cleveland Ave, Bridgeport
$699,000
6 Beds ⋅ 6 Baths ⋅ 24186159 MLS
Meticulously maintained 12-room Colonial in the sought-after Brooklawn area, perfect for multi-generational living! Ideally located close to shopping, public transportation, and popular local eateries, this grand 6-BR, 5.5-BA residence blends classic character with modern upgrades. A sophisticated grand foyer with a white marble entryway leads to stunning hardwood floors, elegant bay windows, pocket doors, and a cozy living room fireplace. The chef's kitchen is an entertainer's dream, equipped with an eating area, endless counter space, 2 gas cooktops, 2 sinks, 2 dishwashers, and a double wall oven. Thoughtfully designed with bedrooms and full baths on multiple levels: the 2nd floor offers 4 BRs and 3 BAs (including 2 private en-suites and a walk-in shower), and laundry center, while the finished 3rd floor boasts 2 BRs, a full BA, and deep storage. Need more space? The dry, finished basement features large multi-purpose rooms, a full bath, and additional storage. Systems are completely upgraded with a brand-new gas furnace conversion, a high-capacity 40-gallon storage tank for endless hot water, a 4-zone heating system, and central AC on the main/lower levels. Newer energy-efficient thermal windows throughout. Step outside to a private enclosed patio featuring a dedicated natural gas grill hookup. Come see this special home.

875 Cleveland Ave, Bridgeport

57-59 Fairview Ave, Bridgeport
$689,900
6 Beds ⋅ 2 Baths ⋅ 24209075 MLS
Beautiful Two-Family Home with Excellent Investment Potential! Welcome to this spacious and well-maintained two-family home, offering three bedrooms on each floor, a kitchen, large living room, and beautiful hardwood floors throughout. Situated on a desirable corner lot, the property also features a two-car garage, providing excellent parking and storage space. The roof is approximately 5 years old, offering peace of mind for years to come. The attic adds even more potential, featuring two additional bedrooms and an extra bathroom, providing valuable bonus space for the new owner. Whether you're looking to live in one unit while generating rental income from the other or searching for a solid investment opportunity, this property offers plenty of space, flexibility, and potential. Don't miss this opportunity-schedule your appointment today!

57-59 Fairview Ave, Bridgeport

536 Gregory St, Bridgeport
$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

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.

How much is your home worth?

Get instant property value now!