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35-69 Benham Ave, Bridgeport
$3,200,000
24075234 MLS
Diverse Tenant Mix | Immediate Cash Flow | Turnkey Investment Unlock strong, stable returns with this fully functional mixed-use industrial, office, and event facility. The property is currently 60% leased to a blend of industrial users on the first floor and professional and nonprofit tenants on the second floor, delivering reliable income across sectors. Brand new second-floor expansion with modernized infrastructure, new electrical, plumbing, and fire protection system, 14,000 SF of newly replaced roofing, new 130.90 kW Solar Panel System for energy efficiency Highlights: Positive NOI with a 6.3% cap rate Energy-efficient: 130.90 kW solar system generating utility savings Recent upgrades: New HVAC, electrical, plumbing, fire protection & roofing (14,000 SF) Modern second-floor expansion with updated infrastructure Multiple income streams across industrial, office, and event categories Ample parking & excellent access to I-95 and Route 8 Perfect for investors seeking strong returns and long-term upside, or owner-users looking for a value-rich opportunity. Schedule your private tour today!

35-69 Benham Ave, Bridgeport

245 Sailors Ln, Bridgeport
$1,100,000
6 Beds ⋅ 4 Baths ⋅ 24167444 MLS
Nestled in the heart of a picturesque, tree-lined neighborhood in Black Rock, just moments from St. Mary's by the Sea, this beautiful Colonial blends classic elegance with coastal living. Welcome to 245 Sailors Lane. Once inside, you are welcomed by a warm & inviting foyer that leads to the living room, featuring a wood-burning fireplace & beautiful hardwood floors. A spacious sunken family room offers a comfortable space for relaxing or gathering w/ loved ones, conveniently located just off the kitchen & dining area. The expansive eat-in kitchen features granite counters, a center island & dining area, opening onto a spacious back deck-ideal for entertaining. Enjoy evenings with friends, coastal breezes & seasonal sunset skies. Just off the kitchen, the sunroom is filled w/ natural light & framed by two walls of windows, creating a bright & cheerful retreat. A private wing offers a bedroom w/ full bath-perfect for guests, extended family, or flexible living needs. The 2nd level offers 5 bedrooms, each filled with natural sunlight & hardwood floors. The primary suite features hardwood floors, skylights, a walk-in closet & full bath. Step outside to your private backyard deck, surrounded by mature trees that provide shade in the summer months, with seasonal glimpses toward St. Mary's by the Sea. A fabulous home suited to many styles of living. All just a short walk to St. Mary's by the Sea, Harborview Market, & Black Rock Yacht Club, and approximately one hour f

245 Sailors Ln, Bridgeport

134 George St, Bridgeport
$891,100
12 Beds ⋅ 6 Baths ⋅ 24179920 MLS
Investor opportunity: 6-unit multifamily in Connecticut's largest rental market. Currently grossing $91,368 annually with five of six units occupied. The sixth unit is vacant; leased at in-place rents. All tenancies are month-to-month with rents below market, allowing a new owner to reposition on a normal notice cycle rather than waiting out long-term leases. No gut renovation required, kitchen 1 is roughed and ready for your design. The immediate area is being actively built up: a new athletic facility has recently opened nearby, and a new apartment building is under construction two blocks away, signs of continued reinvestment in the neighborhood. The property is walkable to the train station, shopping, and a house of worship on the same street, offering strong appeal for a tenant base that values car-free convenience. Bridgeport itself offers Metro-North access to Grand Central and continued downtown and waterfront investment. Sold as-is.

134 George St, Bridgeport

521 Lake Ave, Bridgeport
$880,000
3 Beds ⋅ 2 Baths ⋅ 24111874 MLS
The ultimate Black Rock beach house! Professionally landscaped colonial with water views front and back. Extra wide front porch and elevated sundeck off the master bedroom for watching the sun set over the Ash Creek. First floor has front to back living room, expansive open kitchen and dining room perfect for entertaining. Sunroom off the back with water views walks out to a private backyard patio and English garden. Outdoor shower off patio. Fully fenced backyard with gated driveway and two car garage with automatic garage doors. Third bedroom upstairs has been converted to walk-in closet but can easily be converted back. Finished recreation room in basement plus laundry area with sink. Take evening strolls to St. Mary's By-The-Sea or launch your kayak just across the street. Walking distance to restaurants, yacht clubs, bars and marinas. 90 minute express trains to Manhattan from Fairfield Metro station are just a few minutes away. A true gem in the heart of the coveted coastal Black Rock community!

521 Lake Ave, Bridgeport

219 Orland St, Bridgeport
$858,000
9 Beds ⋅ 3 Baths ⋅ 24164059 MLS
Exceptional opportunity to own a well-maintained 3-family home in the highly sought-after Black Rock section of Bridgeport. Situated on a rare double lot, this property offers abundant outdoor space along with ample off-street parking-an uncommon and valuable feature in the area. Roof, siding, windows and all 3 high efficiency Navien boilers were replaced 2 years ago. All apartments were recently renovated to include granite counter tops, tiled bathrooms, and new flooring. Each unit offers comfortable living spaces, with an open concept and a private balcony. The home is fully rented with long-term tenants on flexible month-to-month leases. Making this an ideal turnkey investment or an excellent option for an owner-occupant seeking rental income. Additional highlights include a finished basement, perfect for added living space. The generous lot size provides room for outdoor enjoyment, possible future enhancements, or additional amenities. Don't miss out on this rare income-producing property in one of Bridgeport's most desirable neighborhoods!

219 Orland St, Bridgeport

685 Gilman St, Bridgeport
$849,000
2 Beds ⋅ 2 Baths ⋅ 24182607 MLS
Nestled in the heart of Black Rock's coveted St. Mary's-by-the-Sea neighborhood, this one-of-a-kind coastal treasure offers breathtaking Ash Creek sunsets, water views, and exceptional privacy. Set on a deep, beautifully landscaped lot, the expansive backyard and gardens create a secluded retreat perfect for entertaining or relaxing. The welcoming front porch offers both sunny and shaded seating areas to enjoy throughout the day while taking in views of the Long Island Sound and tidal estuary. Inside, timeless charm blends seamlessly with modern comfort. The front-to-back living room features hardwood floors and a fireplace, while the formal dining room showcases built-ins, crown molding, and classic architectural details. The updated kitchen features fresh white cabinetry, quartz countertops, stainless steel appliances, and generous prep space. A versatile first-floor family room offers flexibility for everyday living, guests, or a future main-level bedroom. Sliders open to the bluestone patio and private backyard oasis. Additional highlights include a three-season porch, central air, replacement windows, irrigation system, Trex porch decking, garden shed, and hardwood flooring throughout much of the home. A rare opportunity to enjoy the St. Mary's lifestyle with stunning sunsets, water views, walkability, character, and one of Black Rock's most enchanting settings.

685 Gilman St, Bridgeport

100 Putnam St, Bridgeport
$835,000
8 Beds ⋅ 4 Baths ⋅ 24183939 MLS
Stunning Legal 4-Family Home With Exceptional Rental Income Potential - Fully Renovated & Move-In Ready. Welcome to this rare, high-yield investment opportunity: a legal 4-family property featuring 10 bedrooms, 4 bathrooms, and an expansive footprint that delivers both immediate cash flow and long-term upside. With 3,744 sq. ft. of beautifully renovated interior living space plus an additional 1,872 sq. ft. finished basement, this home offers unmatched versatility and value. Sitting on a 6,970 sq. ft. lot, the property provides ample space and future flexibility. The fully finished basement is a major bonus-perfectly designed with the potential to create two separate 1-bedroom units, offering even more pathways to maximize rental income.

100 Putnam St, Bridgeport

157-163 Sage Ave, Bridgeport
$835,000
8 Beds ⋅ 4 Baths ⋅ 24162117 MLS
This 4 family features 20 Rooms, 8 Bedrooms, 3 Bathrooms. There is 6,946 total square footage with 4,288 square feet of living space, 1664 square foot basement for storage & the property sits on a 5,000 square foot lot ( 0.11 ). There will be 1 unit ready as of May 1, 2026 for an owner occupant. Updated features included _ 2025 Rear Deck $44,000 | 2020 - 2016 Hot water Tank $1,800 each | 2020-2014 Furnace | 2017 Architectural Shingle Roof ( 35 Year ). You are within a few minutes drive to everything including 0.9 miles to all major shopping, Starbucks, D & D & restaurants, 6.75 miles to the Merritt Parkway, 3.9 miles to Stratford train station, 4.8 miles to I-95 North & South ramps, 1.9 miles to Bridgeport Yale hospital, 5.2 miles to Short beach.

157-163 Sage Ave, Bridgeport

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

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

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

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

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

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

39-41 Grasso Ter, Bridgeport
$730,000
8 Beds ⋅ 2 Baths ⋅ 24187141 MLS
Excellent investment opportunity in Bridgeport's highly desirable Brooklawn/Stratfield neighborhood! This well-maintained two-family home features a total of 8 bedrooms and 2 full bathrooms, with each spacious unit offering 4 bedrooms and 1 full bathroom. Both apartments showcase updated kitchens and bathrooms, beautiful hardwood floors throughout, and bright, functional layouts that appeal to both owner-occupants and investors. The exterior offers a private backyard, a deck perfect for relaxing or entertaining, and a detached 2-car garage providing valuable off-street parking and additional storage. Ideally situated on the Bridgeport/Fairfield border, this property offers convenient access to I-95, Route 8/25, Metro-North train stations, Sacred Heart University, St. Vincent's Medical Center, shopping centers, restaurants, parks, and countless everyday amenities. The Brooklawn/Stratfield area is one of Bridgeport's most sought-after neighborhoods, known for its tree-lined streets, strong residential appeal, and excellent commuter location. Whether you're looking to expand your investment portfolio or occupy one unit while generating rental income from the other, this versatile multifamily presents an outstanding opportunity in a prime location. Don't miss your chance to own this exceptional income-producing property!

39-41 Grasso Ter, Bridgeport

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