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2790 Fairfield Ave, Bridgeport
$830,000
5758 Baths ⋅ 24177230 MLS
Exceptional investment and redevelopment opportunity located on highly visible Fairfield Avenue in the heart of Bridgeport, Connecticut. Currently operating as a Cuban Social Club, this property offers flexible commercial zoning with potential for mixed-use redevelopment, retail, restaurant, office, community facility, entertainment or event space. City support for residential over retail creates excellent upside for investors and developers. High visibility location with strong traffic exposure, and convenient access to major highways, public transportation, Metro-North, shopping and surroundings residential neighborhoods. The property is an excellent value-add and redevelopment potential in a growing commercial corridor.

2790 Fairfield Ave, Bridgeport

144 Cottage St, Bridgeport
$830,000
11 Beds ⋅ 3 Baths ⋅ 24133901 MLS
EVERYTHING NEW! Stunning Legal 3-Family Home! 144 Cottage St, Bridgeport, CT. Nothing like this in the market! This completely gut-renovated 3-family home is brand new from top to bottom! Perfect for an owner-occupant or a savvy investor, this property offers the ideal blend of space, comfort, and rental income potential. Property Highlights: Full Renovation - everything new: plumbing, electrical, kitchens, baths, flooring & more. Three Spacious Units * Unit 1 & 2: 4 bedrooms, living room, kitchen & full bath * Unit 3: 3 bedrooms, open-concept living room/kitchen & full bath. *Washer/Dryer hookups in every unit. *Huge, high basement - flexible space for storage or your next project. *Brand New 5 cars Driveway. Prime Location: Close to public transportation, shopping, restaurants, public beach & major highways. Don't miss your chance to own a like-new 3-family home in one of Bridgeport's most convenient neighborhoods!

144 Cottage St, Bridgeport

Bridgeport
$825,000
2 Beds ⋅ 3 Baths ⋅ 24172472 MLS ⋅ Bywatyr Lane BLDG.
Breathtaking water views from all 3 levels of this exceptional townhouse in the sought after water community of Black Rock. 1,782sf of sophisticated charm and elegance, this stunning move in ready home has been thoroughly transformed by an extensive architectural renovation. Thoughtfully designed to create a light filled open-concept Main level, featuring a beautifully appointed Kitchen with custom cabinetry, glass tile, granite countertops, stainless steel appliances and a large center island that flows into the dining area. The step down living room with floor to ceiling built-ins, bluestone surround gas fireplace and double sliding doors opens to the deck, ideal for watching boats go by and the Coastal setting. The Upper Level offers 2 en-suite bedrooms filled with natural light. The primary bedroom with bluestone gas fp, built in cabinets, double closets with closet system, glass walk-in shower and double glass sliders to walk-out balcony. 2nd en-suite bedroom with double closets. Laundry area The versatile Lower Level is ideal for an in-home office, family room or gym. Additional MudRoom area Attached 1-car garage. Details throughout include high ceilings, crown moldings, 2 gas fp, attic, garage, C/A, zoned gas heat. Steps away from Fayerweather YC, Black Rock Harbor, walk to St Mary's By The Sea, parks, restaurants, all Black rock amenities, minutes to Black Rock metro train & I-95.

Bridgeport

363 Lake Ave, Bridgeport
$822,500
3 Beds ⋅ 2 Baths ⋅ 24115706 MLS
Welcome to 363 Lake Avenue, where classic charm meets modern updates in the heart of Black Rock's sought-after St. Mary's by the Sea community. This sun-drenched 3-bedroom, 1.5-bath Colonial offers a blend of timeless detail and contemporary comfort-just steps from scenic waterfront paths, kayaking, biking, and the vibrant local dining scene. Beautifully maintained, this home features original architectural details including romantic archways, hardwood floors, and custom millwork. The spacious living room with fireplace opens into a bright den or sunroom, ideal for a home office or creative retreat. The thoughtfully renovated kitchen boasts granite counters, stainless steel appliances, under-cabinet lighting, and a heated tile floor. Glass-front cabinetry and a large peninsula with bar seating add both function and style. Adjacent is a versatile breakfast/play area with access to the rear yard. Upstairs, you'll find three comfortable bedrooms and a newly updated full bath with designer tile, glass shower enclosure, soaking tub, and stylish gold accents. A recently finished walk-up attic offers fantastic bonus space, perfect for a playroom, guest area, or home office. Enjoy a lush, private backyard oasis with a stone patio perfect for entertaining or relaxing under mature trees. Energy-conscious buyers will appreciate the owned solar panels, keeping utility costs low year-round. Experience the best of coastal living-schedule your private showing today!

363 Lake Ave, Bridgeport

863-865 Brewster St, Bridgeport
$800,000
7 Beds ⋅ 3 Baths ⋅ 24199127 MLS
*FINAL OFFERS DUE MONDAY 8/17 AT 5PM* 863-865 Brewster Street presents a standout opportunity to own a spacious 3-family property in sought-after Black Rock, just steps from the Fairfield line. Completely rebuilt from top to bottom in 2010, this meticulously maintained property offers the benefits of newer construction, recent updates, plenty of off street parking, and a 3-car detached garage. The location is exceptional-walk to Fairfield Metro Train Station, shops and restaurants along Fairfield Avenue, and iconic St. Mary's By the Sea waterfront promenade. Black Rock remains one of the area's hottest pocket neighborhoods and rental markets, with continued growth potential highlighted by significant commercial investment in the surrounding area. Existing tenants treat the property with care and are timely payers. The property includes a camera system, fire sprinkler system, and is up to fire code. One beautifully updated first floor unit with two private entrances, and a newly renovated kitchen and bath, is ideal for an owner-occupant, or ready to rent for an investor seeking additional income (previously rented for $2400/month). Washer and dryer in every unit. On-demand boilers with natural gas. An easy stroll to Fairfield or Black Rock with sidewalks each way. An opportunity such as this rarely presents itself! *BE SURE TO ASK FOR THE 3D MATTERPORT TOUR*

863-865 Brewster St, Bridgeport

287 Dover St, Bridgeport
$800,000
10 Beds ⋅ 4 Baths ⋅ 24151973 MLS
Investor Opportunity or Perfect Owner-Occupied Multi-Family! Welcome to 287 Dover Street, Bridgeport, CT-an exceptional brick 4-family home offering a rare opportunity to own a solid, income-generating property in a convenient location. This well-maintained building features four spacious units, each with reliable, long-term tenants who pay on time every month-making it a turnkey investment from day one. The property also includes three private garages, providing added value and potential for additional rental income or personal use. Whether you're an investor looking to expand your portfolio or a buyer seeking to live in one unit while generating rental income from the others, this property checks all the boxes. Situated in a desirable area with easy access to highways, public transportation, shopping, and schools-this is a smart buy in a strong rental market. Don't miss your chance to own this income-producing gem-schedule your showing today! **PLEASE NOTE:** This property is now available for purchase due to the inability of the previous buyer to complete the transaction. This is your opportunity!

287 Dover St, Bridgeport

51-55 Marion St, Bridgeport
$800,000
12 Beds ⋅ 3 Baths ⋅ 24148197 MLS
*MULTIPLE OFFERS. HIGHEST AND BEST DUE BY END OF DAY SUNDAY 1/18*. Beautifully maintained three-family in the highly desirable Brooklawn neighborhood of Bridgeport. This oversized property offers 4,168 square feet of living space with three spacious units, each featuring 4 bedrooms, a rare and highly desirable layout for both investors and owner-occupants. The building has been well cared for with tenant-paid gas heat and hot water, separate electric, and new electrical meters replaced within the last six months. The roof was replaced within the last four years, greatly minimizing capital expenditures for the new owner. A 3-car garage provides additional value and potential income. The current units are rented well below market offering a strong value-add component, and at market levels the property offers a potential gross income of approximately $8,400 per month! Conveniently located near St. Vincent's Hospital, major highways, and public transportation, this is a rare opportunity to own a large, income-producing multi-family in one of Bridgeport's most desirable neighborhoods.

51-55 Marion St, Bridgeport

90 Clarkson St, Bridgeport
$799,000
4 Beds ⋅ 2 Baths ⋅ 24153768 MLS
Tucked away on a quiet, tree-lined street in coastal Black Rock, this timeless 1915 bungalow blends classic charm & period details w/ modern updates. Perfectly located just steps from the train, quaint shops, local restaurants & live music venues. Enjoy morning strolls to Harborview Market or sunny afternoons by St. Mary's by the Sea. Inside, nearly 9-foot ceilings & oversized windows fill the home w/ natural light. A welcoming foyer opens to a spacious living & dining room featuring a cozy window seat-ideal for relaxing or entertaining. The renovated kitchen showcases white cabinetry, marble countertops, stainless steel appliances & ample room for an island or breakfast nook. The newly added 1st floor bedroom (or home office) features a vaulted ceiling & direct access to a brand new full bath w/ walk-in shower. Upstairs, you'll find three generously sized bedrooms, each w/ walk-in closets featuring custom storage systems. The designer hall bath offers both a soaking tub & a frameless glass shower set on elegant marble flooring. The primary BR easily accommodates a king-sized bed. A full unfinished lower level, recently repointed, is bright, clean, & ready for your personal touch. Recent upgrades include: New roof (2024), New garage doors & electrical service, New bluestone landing & sidewalk, New front & back stairways,New interior & exterior painting, New furnace, hot water heater, 200-amp service (2019). Come discover why Black Rock is being called the new Brooklyn of CT.

90 Clarkson St, Bridgeport

318-316 Grovers Ave, Bridgeport
$786,500
6 Beds ⋅ 3 Baths ⋅ 24149109 MLS
Agents to review agents remarks. This property has been under contract since January 21 but due to the buyer inability to secure financing is now back on the market. With a long list of recent updates and major improvements including fully renovated 1st & 2nd floor apartment with Kitchen and Bathrooms. The major of the infrastructure upgrades include waste pipe, PVC plumbing, furnaces, water heaters & electrical. Each unit is designed for maximum convenience with a bright and spacious layouts. You and your tenants can enjoy living just steps from Seabright Beach, the Harbor & St. Mary by the Sea and the Harborview Market. You are within a few minutes drive to everything including 0.9 miles to all major shopping, Starbucks, D & D & restaurants, 7.75 miles to the Merritt Parkway, 8.2 miles to Route 8, 1.8 miles to I-95 North & South ramps, 1.2 miles to Fairfield train station.

318-316 Grovers Ave, Bridgeport

no property photo
$780,000
10 Beds ⋅ 4 Baths ⋅ 24156545 MLS
Welcome to 384 Connecticut Ave, Bridgeport. An exceptional new construction opportunity rarely found in today's market. Currently under construction - estimated completion: May 20, 2026. This newly built multi-family property will feature approximately 3,600 sq ft of finished living space across two expansive residences with refined finishes and modern layouts. The first-floor residence, combined with the fully finished basement, will offer 5 bedrooms and 2 full bathrooms. The second-floor residence, including the finished attic, will also feature 5 bedrooms and 2 full bathrooms. Highlights will include hardwood flooring, central air conditioning, and bright, open interiors throughout. Conveniently located with easy access to transportation and local amenities, this under-construction property presents a rare opportunity in Bridgeport. Act now to secure this property while it's still under construction - submit your offer today.

384 Connecticut Ave, Bridgeport

148 Alfred St, Bridgeport
$775,000
5 Beds ⋅ 3 Baths ⋅ 24152448 MLS
Attention investors and owner-occupants! Completely renovated three-family home located in the heart of desirable Black Rock, just a short walk to shopping, restaurants, and the train. This well-maintained property features two-bedroom units with full baths on the first and second floors, each offering spacious living areas and great natural light. The third floor offers a charming one-bedroom unit, all in move-in condition. The home is equipped with natural gas heat, three separate heating systems, and individual electrical panels for each unit. A large unfinished basement includes washer and dryer hookups for all three units along with ample storage space. Additional features include a two-car garage and a private backyard, perfect for outdoor enjoyment. A rare opportunity to own a turnkey multi-family in one of the area's most sought-after communities.

148 Alfred St, Bridgeport

51-53 Wade St, Bridgeport
$767,000
7 Beds ⋅ 3 Baths ⋅ 24196703 MLS
BEST OFFERS by TUESDAY 8/11 by 5PM. Outstanding Three-Family Home in Bridgeport's Sought-After Brooklawn Neighborhood! Discover the perfect blend of homeownership and investment with this spacious three-family property. Featuring 6+ bedrooms, 3 full bathrooms, and a detached two-car garage. The renovated second-floor unit showcases modern updates and includes convenient washer and dryer hookups, with additional laundry hookups available in the basement for added flexibility. Whether you're looking to occupy one unit while generating rental income or add a solid income-producing property to your investment portfolio, this home offers exceptional value and opportunity. Investors can take advantage of three income-generating units in a high-demand rental market with strong long-term potential. Ideally located in the heart of Bridgeport, this home is just minutes from shopping, restaurants, hospitals, schools, parks, public transportation, and all major highways. It is also conveniently located near Sacred Heart University and the University of Bridgeport, making it an attractive option for faculty, healthcare professionals, and commuters alike.

51-53 Wade St, Bridgeport

115 Balmforth St, Bridgeport
$765,000
4 Beds ⋅ 3 Baths ⋅ 24124096 MLS
Welcome to Beautiful Balmforth St in the Heart Of Black Rock's Historic Waterfront Community. This charming home sits on a beautiful tree lined street leading directly to the water on over 1/3 flat acre. This rare ranch style home offers over 2600 sq.ft.all on one level. Relax in the oversized living room with original custom woodwork and hardwood floors. Entertain in a formal dining room and gather in the home's oversized kitchen with separate breakfast area. Expansive sun room overlooks the properties quaint landscaping through a wall of windows.There are 4 bedrooms and 2.5 bathrooms, original floors in most rooms and 2 wood burning fireplaces. Full multi purpose lower level is previously finished and leads to an oversized 2 car garage. Complete new roof installed in 2025 This home needs some TLC to bring to its original glory. Black Rock is one of Fairfield County's most desirable communities. This home is in very close proximity to Black Rock Yacht Club and St.Mary's By The Sea. This type of home comes along infrequently. Make an appointment for your private showing today.

115 Balmforth St, Bridgeport

247 Harborview Ave, Bridgeport
$750,000
3 Beds ⋅ 2 Baths ⋅ 24193257 MLS
247 Harborview Avenue, is quintesential Blaack Rock living. The home is exceptionally well-maintained in one of Black Rock's most desirable locations. Situated just steps from Harborview Market and minutes from St. Mary's By The Sea, Fairfield Avenue's restaurants, shops, this home offers the best of Black Rock living. The first floor features a warm and inviting open layout with hardwood floors, over 8-foot ceilings, abundant natural light, and plenty of original character. The house has a mix of old world character with stained glass windows and true craftsman millwork. Recent updates include the bathroom, recess lights, and new deck, and stone front walkway. In addition to three bedrooms on the second floor, a bonus room on the main level offers the flexibility to serve as a fourth bedroom, guest room, home office, or additional family room. A full bath on the main level adds to the home's versatility, with a second full bath located upstairs. The private backyard is ideal for relaxing or entertaining with two decks and plenty of green space. The property itself sits in one of the largest lots in the neighborhood. A covered front porch provides the perfect spot to enjoy your morning coffee, while the detached two-car garage and oversized driveway offer ample off-street parking. If you've been looking for a home that combines character, flexible living space, exceptional outdoor space, and a premier Black Rock location, 247 Harborview Avenue is one you won't want to miss

247 Harborview Ave, Bridgeport

196 Ellsworth St, Bridgeport
$750,000
3 Beds ⋅ 2 Baths ⋅ 24192137 MLS
Experience early 20th-century charm blended with modern luxury in Bridgeport's sought-after Black Rock neighborhood. This renovated 3-bed, 2-bath home has updated structural and mechanical systems ready for its next owner. Just a 2-minute walk to Ellsworth Field Park and the waterfront, with Black Rock's shops, restaurants, and pubs nearby. Walkable to Fairfield-Black Rock Station (1.5 mi)-convenient for commuters. Premium Upgrades & Major Systems Move right in-the heavy lifting is done: * Brand new roof (2026) * Brand new gas furnace (2026) with central air * New water heater (2025) * Durable Hardie Board fiber cement siding * Wide plank flooring throughout first floor, tile baths, alarm system & more Exquisite Interior Spaces * Bright chef's kitchen with top-tier finishes and ample counter space, flowing into a window-lined breakfast nook * Formal dining room opens to a spacious living area with a Shaker-style cast iron wood stove for New England winters. Original chestnut trim and stained-glass sidelights in the vestibule * Versatile back room-for home office, playroom, or guest space Outdoor & Extra Features * 8,712 SF lot, fully fenced yard, deck, and private patio for summer BBQs. Entrance framed by a native pollinator garden. Front porch with mahogany flooring * Rare 2-car garage plus a full dry basement * Monitored alarm system * Dedicated workshop space for projects, hobbies, or storage A professional CMA completed July 2026 supports this list

196 Ellsworth St, Bridgeport

103-107 Charron St, Bridgeport
$750,000
7 Beds ⋅ 3 Baths ⋅ 24180710 MLS
*** Sellers have received multiple offers and are requesting highest and best by Sunday, June 7th at 8pm. Sellers will make decision by Monday, June 8th*** Rare opportunity to own an oversized three-family in Bridgeport's sought after North End. The property has been meticulously maintained by both the owners and long-term tenants, and all three units are in excellent condition. Current rents are well below market value, reflecting the strong relationship between the owners and tenants. Each unit has gas heat, and the property is conveniently located near Sacred Heart University, Main Street, shopping, bus routes, and major highways. Amenities include coin-operated laundry, designated basement storage for each tenant, nicely landscaped yard for summer fun, two car garage and private tenant parking. This is a standout property that is expected to sell quickly. *** Sellers have received multiple offers and are requesting highest and best by Sunday, June 7th at 8pm. Sellers will make decision by Monday, June 8th***

103-107 Charron St, Bridgeport

1662 Boston Ave, Bridgeport
$750,000
12 Beds ⋅ 4 Baths ⋅ 24147093 MLS
Exceptional Three-Family Investment or Owner-Occupant Opportunity This well-maintained three-family home offers outstanding income potential and long-term value. Featuring additional livable space and a two-car detached garage, the property presents a strong opportunity for increased rental income. All units are currently tenant-occupied on a month-to-month basis, providing flexibility for an owner-occupant or an investor seeking to optimize returns. The home has been carefully maintained by long-term tenants and is located in a quiet, desirable area. With its solid condition, income-generating potential, and appreciation upside, this property is a true money-maker and a rare find in today's market. Ideal for investors or owner-occupants alike-this opportunity will not last.

1662 Boston Ave, Bridgeport

75-77 Homestead Ave, Bridgeport
$750,000
6 Beds ⋅ 3 Baths ⋅ 24141422 MLS
Charming 1917 White Colonial Multi-Family Home - Timeless Elegance Meets Modern Comfort - Discover this beautifully preserved 3-family white colonial residence, built in 1917 and exuding historic charm with rich mahogany wood accents throughout first two units. Meticulously maintained over the years, this property offers a perfect blend of vintage character and practical updates, including recently upgraded heating systems in select units for enhanced efficiency and comfort. Situated on a level, fully fenced yard ideal for outdoor gatherings or gardening, the home also includes a spacious 2-car detached garage for convenient parking and storage. Whether you're an investor seeking strong rental potential or a multi-generational family looking for separate living spaces, this property delivers versatility, quality, and curb appeal in desirable Black Rock neighborhood. First & Second Floor have the same footprint -unit opens to living room and adjacent dining room. The functional kitchen features ample space and connects to a handy ample sized pantry. Two generously sized bedrooms include the primary and a secondary bedroom, serviced by a full bath. 3rd floor apartment unit offers open and airy design starting with a combined living room, dining area, and kitchen equipped with a sizable pantry for storage. Two bedrooms offer privacy: the primary and a secondary, with a full bath and connecting hall ensuring smooth navigation. Floor plans included to show the flow of each uni

75-77 Homestead Ave, Bridgeport

54-56 6th St, Bridgeport
$750,000
9 Beds ⋅ 3 Baths ⋅ 24131472 MLS
***Highest and Best Offer due by October 27th at 7 pm*** Completely renovated 3-family home with a 2-car detached garage has been rebuilt from the studs up with luxury finishes and modern design-delivering the look, feel, and quality of brand-new construction! Every detail has been upgraded, featuring a new EPDM roof, new vinyl siding, new energy-efficient windows, all-new plumbing, three separate brand new high-efficiency furnaces and electrical panels (one per unit), fresh sheetrock, new flooring, and premium noise-reducing insulation throughout. All 3 units are identical, offering a bright, open-concept living room, a designer kitchen with custom cabinetry, quartz countertops, stainless steel appliances, and in-unit laundry room with washer/dryer hookups. Enjoy three spacious bedrooms and a modern full bath with Bluetooth ventilation for that spa-like touch. Outside, you'll find brand-new front and back porches, a paved driveway, fenced yard, and a 2-car detached garage. Ideal for owner-occupants or savvy investors, this property is located in a rapidly developing neighborhood, perfectly positioned for strong rental income and long-term appreciation. A true turnkey opportunity-modern, move-in ready, and built to last. House is completely vacant so you can choose your own tenants. This gem won't last long!

54-56 6th St, Bridgeport

40-44 Vine St, Bridgeport
$737,000
12 Beds ⋅ 3 Baths ⋅ 24169478 MLS
INVESTORS TAKE NOTICE. Exceptional opportunity to own a well maintained 3-family property featuring spacious 4BR units, a rare find with huge income upside simply by raising to market rents. Each unit offers generous room sizes, hardwood floors throughout, modern kitchens, and tiled baths, making them highly attractive to tenants and capable of commanding top market rents. The property is equipped with vinyl siding and vinyl replacement windows for low maintenance, along with gas heat. Whether you're looking to expand your portfolio or secure a high yield asset, this property delivers on size, condition, and strong income potential. Set in a very convenient location just minutes to downtown, train, and all major highways. A true turnkey investment with lots of upside.

40-44 Vine St, Bridgeport

361 Ridgefield Ave, Bridgeport
$732,050
10 Beds ⋅ 4 Baths ⋅ 24126279 MLS
FOR SALE - LEGAL 3-FAMILY HOME IN BRIDGEPORT, CT! Don't miss this incredible investment opportunity! Spacious and well-maintained legal 3-family home ideally located on a corner lot in Bridgeport, just minutes from major highways, public transportation, hospitals, parks, schools, and more. This property features a total of 10 bedrooms and 4 full bathrooms, offering excellent rental income potential. Each unit is generously sized, with updated kitchens and baths. The finished lower level adds valuable bonus space - perfect for extended family, storage, or recreation. Additional highlights include a detached garage, ample off-street parking, seven year old roof, and a low-maintenance yard. Whether you're an investor or owner-occupant, this multi-family property is a smart addition to your portfolio. Schedule your private showing today!

361 Ridgefield Ave, Bridgeport

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