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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

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

191 Oak St, Bridgeport
$3,195,000
20 Beds ⋅ 20 Baths ⋅ 24090516 MLS
Seize this exclusive investment opportunity at 191 Oak Street in Bridgeport, CT. This impeccable 3-story maintained brick building built in 1966 delivers immediate value with its 20 units-18 spacious one-bedrooms and 2 studios- all designed to maximize tenant satisfaction and minimize vacancies. Each thoughtfully configured apartment features the ideal layout tenants seek: welcoming living rooms, separate dining areas, well-equipped kitchens, generous bedrooms, and full bathrooms. Critical amenities that drive tenant retention off-street parking, modernized features, and convenient on-site laundry-are already in place. With its strategic location near Metro North and Interstate 95 ensuring consistent demand, 191 Oak Street stands ready to deliver the reliable returns that savvy investors demand.

191 Oak St, 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

1804 Barnum Ave, Bridgeport
$1,450,000
24093697 MLS
Great value add opportunity in well maintained building boarding the Bpt/Stratford line. investors take note to this 12 unit mixed use, 6-1 bedroom units, 4-2 bedroom units and 2 store fronts. 8 of 10 apartments have been updated with modern kitchens, tile baths, and vinyl floors. Vinyl windows throughout. 2 gas boilers, 1 newer. Newer high-efficiency water heaters. Coin operated washer/dryer in common area. Updated 600 Amp electric service. Parking lot in rear. Set just minutes to Bpt and Stratford train stations, restaurants and shopping, and all major highways. Below market rents, lots of potential value add. Owner is in the process of emptying most units so new owner can start fresh with new tenants at market rents.

1804 Barnum Ave, Bridgeport

1840 Barnum Ave, Bridgeport
$1,200,000
1 Beds ⋅ 1 Baths ⋅ 24114605 MLS
Explore an outstanding investment opportunity with this multi-family property situated in the desirable Mill Hill neighborhood of Bridgeport, CT. This well-maintained residence features 9 units, each thoughtfully designed to provide comfort and functionality, making it an attractive option for both tenants and investors. Nestled in a vibrant community, this property benefits from its proximity to local amenities, parks, and public transportation, ensuring easy access to everything the area has to provide. With a strong rental history and a reputation for high occupancy levels, this investment promises reliable cash flow and significant long-term appreciation potential. Take advantage of this rare chance to own a multi-family home in a sought-after location. Schedule a viewing today to discover the potential this property holds in the thriving Mill Hill neighborhood! Owner Finance is available.

1840 Barnum Ave, Bridgeport

1611 Stratford Ave, Bridgeport
$1,150,000
3 Baths ⋅ 24091162 MLS
Excellent Investment Opportunity! Fully Renovated and Fully Leased Mixed-Use Building Featuring 5 Residential Units (2 of which were completely updated 4 years ago). Four units offer 3 bedrooms and 1 bathroom each (located on the 2nd and 3rd floors), while one unit is a 1 bedroom, 1 bathroom apartment situated at the back of the 1st floor. The laundromat occupies most of the first floor. Included with the purchase is a separate buildable lot across the street, currently used by tenants and laundromat customers for parking. The roof is 10 years old. Additionally, there is a bonus unit on the main level. The asking price covers the building, the lot, and the parking area. Schedule your showing today before this opportunity is gone!

1611 Stratford 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

350 Bunnell St, Bridgeport
$875,000
12 Beds ⋅ 6 Baths ⋅ 24140812 MLS
Welcome to 350 Bunnell Street, a beautifully updated four-unit multi-family property that blends charm, modern finishes, and strong investment appeal in the heart of Bridgeport. With nearly 4,900 square feet of living space, this well-maintained building offers spacious, thoughtfully designed units perfect for comfortable everyday living. The exterior stands out with crisp blue siding and bold yellow doors that create unforgettable curb appeal. Inside, several units feature updated kitchens with granite countertops, stylish mosaic backsplashes, and tile flooring that feels fresh and contemporary. Bathrooms are bright and modern, and many of the units offer updated flooring, generous layouts, and great natural light throughout. Three units are currently leased, providing immediate income, while one unit is vacant and ready for an owner-occupant or a new tenant. Additional conveniences include vinyl siding, natural gas heat, public utilities, and a full basement for storage. Ideally located near major roadways, shops, dining, parks, and public transportation, this property offers the perfect opportunity for investors seeking a stable, turn-key asset or buyers looking to step into multi-family ownership with ease. 350 Bunnell Street is the complete package-stylish, functional, and ready to work for you.

350 Bunnell St, 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

34-40 Hayes St, Bridgeport
$865,000
12 Beds ⋅ 4 Baths ⋅ 24152696 MLS
Check out this well-maintained four-family home that's over 5,000 sq ft. Each unit has three spacious bedrooms, living room, eat in kitchen and a full bathroom. Currently, this property is fully occupied by reliable long term tenants, making it an ideal option for investors looking to enhance their portfolios. Newer roof, updated electrical with owners panel, newer water heaters and backyard is paved and offers ample space for gatherings. There are two large basements with laundry hookups and easy access to the mechanicals. This is a unique chance to start generating income immediately or to move into one unit while the other three help cover your mortgage. Don't let this valuable investment opportunity slip away!

34-40 Hayes St, Bridgeport

3430 Park Ave, Bridgeport
$865,000
8 Beds ⋅ 6 Baths ⋅ 24126697 MLS
3430 Park Avenue is a legal two-family dwelling that is unique undo itself and an amazing property not to be missed. Located in the Brooklawn section of Bridgeport just opposite the Fairfield town line, this classic 1924 colonial was originally a single-family home. In 1985, the property was transformed into a 5365 square foot multi-family 14 room residence that incorporates 8 bedrooms, 6 bathrooms and additional finished space in both the attic and basement. There are two stand alone homes joined by a common breezeway. The private yard features an in-ground swimming pool bordered by a professional landscape. Maintain in impeccable condition, the property features updated kitchens, central air, 2 fireplaces, attached garage, updated mechanicals and roof. Well suited for either investors or owner occupier. Located a short distance from Sacred Heart University, take advantage of the income potential or have tenants offset a mortgage. Convenient to highway, schools, shops and public transportation.

3430 Park 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

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

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