Refine Search
Sort by
69 Armitage Dr, Bridgeport
$3,500,000
3 Beds ⋅ 6 Baths ⋅ 24128390 MLS
Welcome to 69 Armitage Drive - A Coastal Masterpiece in Black Rock. Discover the ultimate in waterfront luxury at this stunning, newer built residence nestled along the scenic shoreline of Long Island Sound. A true coastal paradise, this modern masterpiece offers panoramic water views, vibrant sunrises & a resort-style lifestyle to enjoy year-round. Spanning 3 beautifully designed levels, this 4-bedroom, 5.5-bath home combines contemporary elegance with thoughtful comfort across 10 spacious rooms. Every room showcases breathtaking views, creating an immersive coastal experience. Key features include, Chef's eat-in kitchen with high-end appliances - perfect for entertaining, two luxurious primary suites - one on the main floor & one upstairs, ideal for guests, in-laws or au-pair, an elegant formal dining room & casual kitchen dining area, multiple waterfront decks for seamless indoor-outdoor living, private in-ground pool & sauna - your personal wellness retreat & professionally landscaped yard for natural beauty & privacy. Located in the heart of Black Rock, enjoy direct access to the St. Mary's by the Sea walking path, Harborview Market, Fairfield Metro Station & a vibrant local scene with boutique shops & acclaimed restaurants. The neighborhood comes alive with annual events like Porch Fest & Black Rock Day, fostering a strong sense of community & celebration. Whether you're seeking a serene personal retreat or the ultimate entertaining home, 69 Armitage Drive delivers!

69 Armitage Dr, Bridgeport

124 Old Battery Rd, Bridgeport
$2,300,000
11 Beds ⋅ 10 Baths ⋅ 24081758 MLS
A very special Fairfield County Connecticut Gold Coast mansion at St. Mary's-by-the-Sea and Long Island Sound. Experience The Chimneys, an architectural gem designed by Charles Wellington Walker in 1928. This Georgian Revival home won America's Finest Home Award in 2015. The 54-foot Grand Hall features a sweeping staircase with hand-wrought iron balustrades. Eleven artful fireplaces add warmth throughout. The main floor includes a front-to-back living room with twin fireplaces, billiard room, library, formal dining room, office, and kitchen/family room. Two extra rooms could become an in-law suite with separate entrance. The second floor primary suite offers a full bathroom, dressing room with fireplace and terrace, and Juliette balcony overlooking Long Island Sound. Five more bedrooms are ensuite with fireplaces. In total: 11 bedrooms, 7 full baths, 3 partial baths. Adjacent to the 6-car garage is a townhouse-style carriage house. A columned porch leads to the in-ground pool and cabana. The property features a full-length stone patio overlooking fountain and perennial gardens. Land may be subdividable (.20 acre zoning).

124 Old Battery Rd, Bridgeport

175 Battery Park Dr, Bridgeport
$1,635,000
4 Beds ⋅ 5 Baths ⋅ 24150063 MLS
Experience breathtaking views of St. Mary's by the Sea from this beautifully updated Colonial nestled on a hilltop in the highly desirable neighborhood of Black Rock. The spectacular vistas of Long Island Sound are enhanced by the multi-level decks and patio providing calming sunrises and colorful sunsets. The outdoor kitchen is great for entertaining with a grill, oven and fire pit. Perfect for relaxing with your morning coffee, watching the Wednesday sailboat races, enjoying sunset cocktails, or celebrating the 4th of July fireworks. Every room offers high ceilings and different views of the water so that you feel like you are on a year-round vacation. The oversized family room offers a vaulted ceiling, marble wood-burning fireplace and sliding doors out to the deck. The bright, sunny kitchen also opens to the deck with a center island, built-in coffee maker, and a Bertazzoni gas range. Black Rock's vibrant attractions are just minutes away, including St. Mary's by the Sea walkway, Fayerweather Lighthouse, Ellsworth Park and the scenic tidal estuary. For entertainment and conveniences, downtown boasts lively restaurants, music venues, breweries, and shops. Commuters will appreciate the proximity to the Metro North train station, just five minutes from home, offering easy access to New York City. A true hidden gem, Black Rock combines serene living with vibrant community activities. Come discover it today!

175 Battery Park Dr, 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

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

320 Lake Ave, Bridgeport
$875,000
3 Beds ⋅ 2 Baths ⋅ 24123044 MLS
Nestled on one of Black Rock's most sought-after streets, this gem of a home is a perfect blend of character, charm, and modern updates. Impeccably maintained and thoughtfully improved, the home is bright, cheerful, and filled with natural light-offering a serene and peaceful setting with an open and flowing layout designed for today's lifestyle. The first floor features gleaming hardwood floors, a spacious living room with a fireplace, a sunroom, a dining room, and a full bathroom. The large, updated eat-in kitchen flows easily to the outdoors, making it perfect for entertaining or relaxing on the expansive new Trex deck overlooking the private, modern backyard that prioritizes simplicity, sustainability, minimal upkeep, and water usage. On the second floor, you'll find three generously sized bedrooms with excellent closet space, along with a newly renovated full bath. The finished third floor provides incredible flexibility-ideal for a fourth bedroom with a separate office/hangout space, or a large recreation room. All mechanicals and the roof are newer, ensuring peace of mind for years to come. A two-car garage completes this move-in-ready property. In addition to the home itself, 320 Lake Ave offers an unmatched sense of community-where neighbors become friends and the lifestyle is both vibrant and welcoming. With its pristine condition, modern updates, and incredible location, 320 Lake is the perfect place to enjoy everything Black Rock living offers.

320 Lake Ave, Bridgeport

82-86 Waldorf Ave, Bridgeport
$860,000
9 Beds ⋅ 3 Baths ⋅ 24134216 MLS
Completely renovated three-family property in the Black Rock section of Bridgeport, with all three units featuring the same layout: 3 bedrooms and 1 full bath. Each unit has brand-new systems (2025), new appliances including stove, microwave, refrigerator, and stacked washer/dryer, modern kitchens with sleek cabinetry, and living spaces filled with natural light. Updates include new plumbing, electrical, roofing, insulation, and heating. Exterior highlights include a newly paved driveway and a detached one-car garage. Enjoy outdoor living on covered front porches and proximity to Seaside Park and waterfront recreation just 0.2 miles away. Conveniently located only 1 mile (approx. 5 minutes) from Fairfield-Metro Metro-North Station with direct service to New York City and New Haven, plus quick access to I-95 and Route 8. Close to shopping, dining, and entertainment. A turnkey opportunity for owner-occupants or investors. Professional photography and floor plans to be added soon.

82-86 Waldorf 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

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

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

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

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

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

373 375 377 Midland St, Bridgeport
$705,000
6 Beds ⋅ 3 Baths ⋅ 24152693 MLS
Highest offer with Best terms due February 23 at 12:00 PM. Investment opportunity in the heart of Black Rock in this 3 family home surround by water. This home is ideal for investors seeking strong income potential. 1 st floor was converted into Apt A : 3 Rooms, 1 Bedroom, 1 Bathroom. Apt B : 3 Rooms, 2 Bedrooms, 1 Bathroom. 2nd Floors has 5 Rooms, 2 Bedrooms, 1 Bathroom. 3rd Floor is an open floor plan concept with 2 Rooms, 1 Bedroom, 1 Bathroom. All units are separate. 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.

373 375 377 Midland St, Bridgeport

506-508 Courtland Ave, Bridgeport
$700,000
4 Beds ⋅ 2 Baths ⋅ 24113714 MLS
Discover the perfect blend of comfort and modern living in this fully renovated two-family home, ideally located within walking distance to the picturesque area of St. Mary's by the Sea. This pristine property boasts two spacious units, with hardwood floors and an abundance of natural light pouring in. Step inside to find beautifully updated Bathrooms and stunning Kitchens equipped with contemporary finishes, new cabinetry, quartz countertops and newer appliances. Both units contain two Bedrooms and one Full Bathroom. The home has been meticulously maintained, with a newer roof covering both the house and garage, freshly painted interiors and exteriors, and new doors that enhance its curb appeal. Each unit benefits from separate utilities, ensuring convenience for both residents. The Upper unit features a lovely office space complete with built-in desks - ideal for remote work or study. The basement includes a dedicated washer and dryer for the house. The property is complimented by a two car garage, a long driveway for parking, making it perfect for families or investors looking for a prime location by the water.

506-508 Courtland Ave, Bridgeport

22 Monroe St, Bridgeport
$685,000
5 Beds ⋅ 3 Baths ⋅ 24152882 MLS
Exceptional Black Rock Multi-Family - Timeless Character & Rare Value Nestled in the heart of the highly coveted Black Rock neighborhood, this impressive 3-unit multi-family residence with a 2-car garage blends classic architectural elegance with modern functionality. Each unit is highlighted by hardwood floors, stately columns(2nd floor), high ceilings, and generously proportioned living and dining rooms that create a bright, open, and welcoming atmosphere. Updated eat in kitchens on 1st and 2nd floors and updated baths in all 3 apartments, offer contemporary comfort while preserving the home's authentic charm. 1st and 2nd floors are oil heat while the 3rd floor unit is gas. The property does require exterior maintenance and select cosmetic updates, presenting a prime value-add opportunity for investors or owner-occupants eager to enhance and customize a home of this caliber. With its desirable location, strong rental potential, and undeniable character, opportunities like this-especially at this price point-are increasingly rare. A compelling chance to own a distinguished multi-family property in one of the area's most sought-after communities. Home has some peeling paint and older heating systems and is being sold as is. The roof and chimney work are just 7 years young and one oil tank just a couple years old.

22 Monroe St, Bridgeport

621 Courtland Ave, Bridgeport
$665,000
4 Beds ⋅ 2 Baths ⋅ 24134958 MLS
Exceptional Investment Opportunity in the Heart of Black Rock. Located just a short walk from St. Mary's by the Sea, this beautifully maintained two-family home offers the perfect combination of lifestyle and investment potential. Enjoy the walkable charm of Black Rock-just minutes to Harborview Market, local parks, and the waterfront-while being only a quick drive to downtown Fairfield and the Metro-North station for an easy NYC commute. Each unit features its own private entrance, with the main level showcasing gleaming hardwood floors and a tastefully updated kitchen complete with white shaker cabinets and a stylish tile backsplash. The basement is well organized, giving each unit its own washer/dryer hookups, storage, and mechanical access. A recently installed top-of-the-line Roth oil tank. The property also includes a detached two-car garage with an extra room-perfect for storage, a workshop, or a future studio. Whether you're an owner-occupant looking to offset expenses or an investor seeking a turn-key rental property, this multi-family home offers flexibility, strong upside potential, and one of the most desirable locations in Fairfield County. Black Rock is known for its coastal charm, community feel, and walkable convenience-making this an exceptional opportunity to own in one of the area's most sought-after neighborhoods. First floor unit to be sold unoccupied. Second floor to be sold tenant occupied, inquire for details.

621 Courtland Ave, Bridgeport

105-107 Fox St, Bridgeport
$665,000
6 Beds ⋅ 3 Baths ⋅ 24132635 MLS
Great Black Rock legal two family home with a third floor accessory apartment conveniently located in walking distance to the Black Rock Train Station, Restaurants, Pubs, Music Venues, Waterfront Social Clubs, St. Mary's By The Sea and is minutes to I-95. The home is in very good condition and has been well maintained, the first and second floor units have very spacious rooms and the third floor apartment has four rooms, full bathroom, stove and refrigerator. There is outdoor space for each unit with the covered front porch, enclosed porch, rear patio and deck off the 2nd floor. First floor apartment will be vacant as of November 1st and can easily rent for $2200 a month, electric is included in 2nd and 3rd floors rent, 3rd floor heating unit in the attic.

105-107 Fox St, Bridgeport

192 Scofield Ave, Bridgeport
$650,000
6 Beds ⋅ 2 Baths ⋅ 24123733 MLS
An incredible investment opportunity in the highly desirable Black Rock neighborhood! This well-maintained two-unit multifamily property is perfect for investors or owner-occupants looking to generate rental income. 1st floor apartment features updated kitchen, dining room, living room, 3 bedrooms and 1 full bath. Laundry in unit. 2nd floor apartment features kitchen, dining room, 3/4 bedrooms, 1 full bath and laundry in basement. 2 Car detached garage and private driveway. Located just steps from Black Rock's vibrant dining, shopping, and waterfront attractions, this property boasts strong rental potential with easy access to public transportation, a walk to the metro north, major highways, and local parks. Don't miss this fantastic opportunity to own in the heart of Black Rock!

192 Scofield Ave, Bridgeport

115 King St, Bridgeport
$642,000
4 Beds ⋅ 2 Baths ⋅ 24156879 MLS
Owner Occupants and Investors take notice! Wonderful opportunity for this 2 family in desirable Black Rock and only half block to Metro North Train Station. Walk to everything and conveniently located to major highways, restaurants, and universities. Main level available for owner occupant consists of spacious living room and large kitchen along with 2 bedrooms and formal dining area that can be easily converted back to a 3rd bedroom; perfect for an owner occupant beginning their investment journey. 2nd Floor unit is same layout with 2 bedrooms and formal dining area which can be converted back to a 3rd bedroom as well. This unit has recently been updated throughout with long term tenant currently paying below market value who has been a great tenant for many years. There are hardwood floors throughout, each unit has it's own laundry hook up and basement is great space for additional storage and there is an area roughed in for a bathroom. Private yard and driveway for off street parking along with a covered 2 car port.

115 King 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!