Bridgeport Homes under $500,000

Welcome to Bridgeport, Connecticut – a vibrant city that beautifully blends rich history, diverse culture, and a bright future. Nestled along the shores of Long Island Sound, Bridgeport offers a unique urban experience with a small-town feel. Known for its stunning waterfront views, lively arts scene, and family-friendly parks, this city is an ideal place for those looking to settle down or invest in a promising community.

Bridgeport is home to a variety of neighborhoods, each with its own charm and character, making it an attractive destination for homebuyers. Whether you're drawn to the historic architecture of the East End or the modern developments in the Downtown area, there’s something for everyone in this dynamic city.

For those seeking affordable housing options, Bridgeport presents an exciting opportunity with homes available under $500,000. From quaint bungalows to spacious multi-family homes, the real estate market here is diverse and accessible. These properties not only offer great value but also provide the chance to be part of a community that is continually evolving.

Imagine enjoying your weekends at the scenic Seaside Park, exploring the vibrant local dining scene, or taking in a performance at the historic Bijou Theatre—all while having a comfortable and affordable home to return to. With its strategic location just a short train ride from New York City, Bridgeport is perfect for commuters looking for a balance between city life and suburban tranquility.

Discover the charm of Bridgeport and explore the wonderful homes available under $500,000. Your dream home awaits in this thriving city!

Newest Bridgeport Homes under $500,000

$498,990

4 Beds ⋅ 2 Baths ⋅ 24211678 MLS

Welcome to 26 Powell Terrace! This spacious 4-bedroom, 1.5-bath home offers a comfortable layout with plenty of room to spread out. The main-level primary bedroom provides added convenience, while the generously sized living room creates an inviting space for relaxing, entertaining, and everyday living. The 1.5 baths include a convenient shower in the half bath. Downstairs, the full basement offers an abundance of storage space and flexibility for your needs. An attached garage provides added convenience, complemented by a beautiful cobblestone driveway. Step into the backyard and discover a naturalist's dream. The property is surrounded by extensive planting beds, offering a unique opportunity for gardening enthusiasts to bring their vision to life. Whether you're looking to cultivate vegetables, flowers, herbs, or create your own private garden retreat, this backyard is ready to be transformed. Situated in a welcoming neighborhood with a comfortable residential feel, the home offers added convenience with both the elementary school and high school located within approximately a one-mile radius. 26 Powell Terrace presents a wonderful opportunity to enjoy generous living space, convenient features, and exceptional outdoor potential.

26 Powell Ter, Bridgeport

$449,999

3 Beds ⋅ 2 Baths ⋅ 24211633 MLS

This spacious Colonial offers plenty of potential for a buyer looking for a home they can make their own. The property needs some TLC but features newer siding and windows, a two-car garage, a fully fenced-in yard, and ample off-street parking. The enclosed front porch leads into the foyer, which features a coat closet and original stained-glass detail. Hardwood floors and original woodwork add character throughout the home. The first floor includes a spacious living room that opens to the dining room with a dry bar, along with a kitchen featuring granite countertops, stainless-steel appliances, and a breakfast bar. A half bath with laundry hookups completes the main level. The second floor offers a primary bedroom with a walk-in cedar closet, two additional bedrooms, A walk-up attic with flooring provides additional storage, while the full basement offers potential for additional living or storage space. The fully fenced yard, two-car garage, and ample off-street parking are valuable features. Conveniently located near the hospital, major highways, shopping, restaurants, and other amenities. This property is a great opportunity for a buyer or investor willing to put in some work and bring this Colonial back to its full potential.

60 Boston Ter, Bridgeport

$160,000

2 Beds ⋅ 1 Baths ⋅ 24211617 MLS ⋅ Eastwood Condo BLDG.

Bring your vision to Eastwood Condominiums. This 2-bedroom, 1-bath unit offers 948 square feet of living space and the chance to update it to your own taste. A full basement adds the kind of storage that's hard to find in condo living. The complex provides assigned parking, plus open spaces for visitors. It's close to Beardsley Zoo, local restaurants, shopping, and highway access. A great fit for an owner-occupant or investor looking to build equity. Schedule your showing today!

81 Louisiana Ave Unit 81, Bridgeport

$399,000

2 Beds ⋅ 2 Baths ⋅ 24210608 MLS

Welcome to a special opportunity to make your mark on a home lovingly owned by the same family for 52 years and offered to the market for the first time ever. Peacefully tucked away at the end of a quiet residential street, this property offers a wonderful combination of space, privacy, and potential. Inside, a bright living room with a wood-burning fireplace creates a warm and inviting gathering space. Hardwood floors run throughout, and central air provides year-round comfort. The spacious open kitchen offers plenty of room for cooking and entertaining, while generously sized upstairs bedrooms provide room to spread out. An inviting upstairs sunroom offers flexible space for a home office, playroom, reading nook, or whatever suits your needs. The dining room was once configured as a third bedroom and could easily be converted back for added flexibility. With good bones, generous proportions, and endless possibilities, this is a home ready to be made your own. The property backs directly to Elton Rogers Woodland Park, offering a peaceful natural setting with access to hiking trails and outdoor recreation right outside your door. Conveniently located near Sacred Heart University, St. Vincent's Medical Center, Bridgeport Hospital, shopping, dining, parks, major roadways, and surrounding Fairfield County communities. A home with history, space, privacy, and potential - ready for its next chapter.

24 Oxford St, Bridgeport

$499,000

4 Beds ⋅ 2 Baths ⋅ 1057966 MLS

A beautiful brick two family tucked away on a quiet cul-de-sac, a little oasis in Bridgeport. Some properties announce themselves. This one waits until you turn onto the street. The cul-de-sac dead-ends, there is no through traffic, and the house sits back on 7,840 sq ft of level, open land, a lot roughly 55% larger than the two-family sales that closed nearby this summer, and nothing like the narrow slivers most of them sit on. Room for a garden, a patio, a swing set, or simply room. Step inside and the difference continues. The interior has been completely renovated: new electrical, new plumbing, updated kitchens, and improvements carried throughout the property. This is not a cosmetic refresh layered over tired bones. The systems are done. Then there is the basement, and it may be the most underrated square footage in the listing. A large walk-in basement of approximately 1,100 sq ft runs under the entire footprint, more usable lower level than many of the surrounding two-families have anywhere. Today it serves beautifully as storage, laundry and workshop space. It also holds genuine potential to be finished. The details that matter: brick exterior, gable roof, forced air gas heat, central air. 1,620 sq ft of living area across two units, 4 bedrooms and 2 full baths total. Separate gas and electric meters for each unit, so occupants carry their own utilities and the owner pays water only. Off-street parking. Flood Zone X, so no flood insurance requirement. What separates this one is not a single feature. It is a renovated brick building, on an unusually large and private lot, at the end of a street that goes nowhere else, with a basement that most comparable properties simply do not have. Cookie-cutter is the one thing it is not.

24-22 Evers Court, Bridgeport

$129,900

1 Beds ⋅ 1 Baths ⋅ 24210248 MLS ⋅ Nob Hill BLDG.

Priced to sell and so affordable in a desirable location close to everything! Condo fees include heat, water and sewer. Easy to buy, easy to own! Don't miss out on this opportunity to own in Bridgeport.

164 Virginia Ave Unit B, Bridgeport

$212,000

2 Beds ⋅ 1 Baths ⋅ 24211106 MLS ⋅ Federal Arms BLDG.

Welcome to Federal Arms! This spacious 2-bedroom, 1-bath ranch-style condo offers a unique NY-style loft feel with high ceilings, oversized windows, and an open-concept layout that creates a bright and airy living space. Located on the second floor, the home features convenient in-unit laundry, generous closet space, and a comfortable floor plan designed for easy living. Enjoy the convenience of one covered parking space in the gated parking lot, providing secure off-street parking. Ideally located close to public transportation, shopping, dining, and major commuting routes, making it easy to get where you need to go.

390 Charles St Unit 214, Bridgeport

$425,000

3 Beds ⋅ 2 Baths ⋅ 24211369 MLS

Welcome to 329 Greenwood St, a beautifully renovated Cape Cod tucked away on a quiet street in Bridgeport's desirable North End. Thoughtfully updated from top to bottom, this move-in ready home offers a bright, inviting layout with hardwood floors throughout. The spacious living room flows seamlessly into the stunning white kitchen, featuring quartz countertops, stainless steel appliances, and a clean, modern design. A formal dining room provides the perfect setting for everyday meals or entertaining. The first floor also features a primary bedroom and full bath, offering added convenience and flexibility. Upstairs, you'll find two additional bedrooms and a half bath. The finished basement adds valuable bonus living space and provides direct access to the under-house garage. Stylish updates, a functional layout, and a peaceful North End location make this home one you won't want to miss.

329 Greenwood St, Bridgeport

$489,900

3 Beds ⋅ 1 Baths ⋅ 24211288 MLS

Welcome to 1720 Capitol Avenue, located in Bridgeport desirable Brooklawn area, just minutes from the Fairfield line! Tucked along a quiet residential street, this 3-bedroom ranch offers a convenient location close to restaurants, grocery stores, shopping, and everyday necessities. Step inside to a bright, open floor plan featuring beautiful hardwood floors, central air, ceiling fans, and a spacious living area with a classic fireplace. The kitchen offers plenty of cabinet and counter space, a center island, and an easy flow into the dining and living areas. All three bedrooms are conveniently located on the main level along with a generously sized full bathroom. The home is also handicap accessible, with a ramp providing easy entry. Downstairs, the full basement offers a large finished recreation area along with additional space for storage, a home office, gym, hobbies, or other uses. Outside, enjoy a nice level yard, corner lot, oversized detached garage, and an exceptionally large paved parking area with room for multiple vehicles. With its spacious layout, accessibility, ample parking, and potential for mixed-use opportunities, this property offers plenty of flexibility for its next owner. More pictures to come this Saturday!

1720 Capitol Ave, Bridgeport

$350,000

2 Beds ⋅ 2 Baths ⋅ 24210149 MLS ⋅ Fairfield Village BLDG.

Beautiful Townhouse located in Bridgeport's North End, fully renovated and meticulously maintained by the owners. It features an open-concept layout connecting the kitchen complete with a granite island to the dining area, which offers a lovely view through sliding glass doors. The complex also features an in-ground pool. Amenities: Close to Sacred Heart University, Fairfield University, the University of Bridgeport, Total Mortgage Arena, Hartford HealthCare Amphitheater, Connecticut's Beardsley Zoo, the Bridgeport Transportation Center, the Port Jefferson Ferry, and much more.

58 Patricia Rd Unit J, Bridgeport

$345,000

3 Beds ⋅ 1 Baths ⋅ 24209994 MLS

Welcome home! This inviting 3-bedroom home combines classic character with several important updates already completed for the next owner. Step inside and discover beautiful wood floors that add warmth and character throughout the living space. Major improvements include newer vinyl siding, roof, and furnace, offering added value and peace of mind. The comfortable floor plan provides plenty of flexibility for everyday living and entertaining, while the generously sized yard offers room to relax, garden, play, or create your own outdoor retreat. Conveniently located near shopping, dining, major roadways, and area amenities. With its combination of wood floors, valuable updates, and opportunity to add your own finishing touches, this is a home you'll want to see in person. Schedule your private showing today!

286 Sylvan St, Bridgeport

$489,000

3 Beds ⋅ 2 Baths ⋅ 24210429 MLS

Set behind dogwood trees, this renovated Colonial welcomes you with timeless charm and beautifully updated interiors. Walk up the front steps and enter a foyer with a coat closet, flanked by a sun-filled front-to-back living room and an eat-in kitchen. The living room is warm and inviting with gleaming hardwood floors, a wood-burning fireplace, and a large picture window overlooking the backyard. French doors open to a sunroom currently used as a home office, but equally perfect as a reading room, gym, or cozy place to unwind. A second set of French doors leads directly to the deck, creating an easy connection between indoor/outdoor living. The beautifully renovated kitchen combines style and function with tile flooring, quartz countertops, SS appliances, floating shelves, and archways that add character and architectural details. A stylishly renovated powder room completes the first floor with a beautiful vanity, tile flooring, and a wallpaper accented wall. Upstairs, 3 bedrooms offer plenty of room to spread out, all with hardwood floors; the primary bedroom features a generous walk-in closet. The renovated full bathroom offers a timeless design with a tub, new tile flooring, and sleek single vanity. Outside, the fenced-in backyard is private and perfect for relaxing, entertaining, lawn games, or enjoying quiet evenings on the deck. Charming, thoughtfully renovated, and truly move-in ready, this home blends classic character with the updates today's buyers are looking for.

175 Eaton St, Bridgeport

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