East Side, CT homes for sale & real estate

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ABOUT THIS HOME
East Side, CT Homes for Sale
Welcome to 148 Orchard St! This over-sized one family home is currently being utilized as a two-family property, offering a unique opportunity for both homeowners and investors. This home provides generous living space and a full bathroom on each floor. It is enhanced by a finished attic and partially finished basement, creating versatile options for extended living, storage or recreation. With a total of 3 bedrooms, 4 full bathrooms, an an over-sized two-car garage, 6 car driveway and plenty of off-street parking, this property is designed for convenience and comfort. Ideally located near schools, shopping, and major highways. 148 Orchard Street combines practicality with INCOME POTENTIAL.

$465,000

3 beds3 baths1,988 sq ft

148 Orchard St, Bridgeport, CT 06608

Near schools • Finished attic • Income potential

ABOUT THIS HOME
East Side, CT Homes for Sale
WELCOME TO THIS SIDE-BY-SIDE TWO-FAMILY DUPLEX LOCATED IN BRIDGEPORT, OFFERING THE PERFECT BLEND OF COMFORT AND INCOME POTENTIAL. THIS TURNKEY PROPERTY FEATURES TWO SPACIOUS UNITS WITH SEPARATE ENTRANCES, ONE CURRENTLY OWNER-OCCUPIED AND THE OTHER EMPTY AND MOVE-IN READY-IDEAL FOR IMMEDIATE RENTAL INCOME OR EXTENDED LIVING. WHETHER YOU'RE AN OWNER-OCCUPANT LOOKING TO OFFSET YOUR MORTGAGE OR AN INVESTOR SEEKING A STRONG ADDITION TO YOUR PORTFOLIO, THIS PROPERTY DELIVERS FLEXIBILITY, PRIVACY, AND OPPORTUNITY, AND IS CONVENIENTLY LOCATED CLOSE TO HIGHWAYS, SHOPPING, AND BUS LINES. SALE IS SUBJECT TO PROBATE APPROVAL. WELCOME TO THIS SIDE-BY-SIDE TWO-FAMILY DUPLEX LOCATED IN BRIDGEPORT, OFFERIN

$449,000

4 beds3 baths2,290 sq ft

509 Pembroke St, Bridgeport, CT 06608

Two family duplex • Separate entrances • Move in ready

ABOUT THIS HOME
East Side, CT Homes for Sale
This charming 3-bedroom, 1.5 baths urban brownstone-inspired style condo offers lo-maintenance living in a great location close to downtown. The entrance stairway leads to the main level that hosts and eat-in kitchen with an abundance of storage! A white hallway carries into a spacious living room featuring a bright bump-out with windows that fill the space with natural light. The second level offers 2 very private bedrooms that serve as easy-care retreats away from the excitement below. A full bath includes a tub/shower combo perfect for winding down. Enjoy the added benefit of in-unit laundry on 2 level. Ideally located just moments from downtown metro filled with vibrant bars and restaur

$225,000

3 beds1.5 baths1,121 sq ft

99 William St Unit B, Bridgeport, CT 06608

Private bedrooms • Eat in kitchen • Abundance of storage

ABOUT THIS HOME
East Side, CT Homes for Sale
Welcome to this exceptional multi-family property located in the desirable East Side of Bridgeport. Built in 2023, this modern residence presents a unique investment opportunity with its contemporary design and high-quality finishes. Each unit features spacious layouts, abundant natural light, and state-of-the-art amenities, making it ideal for both tenants and owners. The property is conveniently situated near local amenities, schools, and public transportation, ensuring easy access to everything the vibrant community has to provide. Don't miss the chance to own a piece of this thriving neighborhood-schedule a viewing today!

$725,000

7 beds3 baths2,387 sq ft

695 Shelton St, Bridgeport, CT 06608

Spacious layouts • Contemporary design • Modern residence

ABOUT THIS HOME
East Side, CT Homes for Sale
Beautifully Renovated Legal 2-Family Home in Bridgeport! Don't miss this move-in ready property featuring 10 spacious rooms, including 6 bedrooms and 2 full baths. Each unit has been fully renovated with modern finishes, fresh paint, and updated kitchens and baths. Ideal for owner-occupants or investors, this home offers excellent rental potential. Conveniently located near major highways, schools, shopping, and public transportation, making commuting a breeze. A great opportunity to own a turn-key multi-family in a prime Bridgeport location!

$460,000

6 beds2 baths2,310 sq ft

1248 Pembroke St, Bridgeport, CT 06608

Updated baths • Updated kitchens • 2,178 sq ft lot

Property at 277 Helen St, Bridgeport, CT 06608, 4 beds, 2 baths

$420,000

4 beds2 baths1,997 sq ft

277 Helen St, Bridgeport, CT 06608

Property at 79 William St, Bridgeport, CT 06608, 5 beds, 1.5 baths

$274,900

5 beds1.5 baths2,017 sq ft

79 William St, Bridgeport, CT 06608

Property at 40 Jane St, Bridgeport, CT 06608, 14 beds, 7 baths

$899,900

14 beds7 baths5,052 sq ft

40 Jane St, Bridgeport, CT 06608

Property at 746 Maple St, Bridgeport, CT 06608, 18 beds, 6 baths

$1,700,000

18 beds6 baths6,276 sq ft

746 Maple St, Bridgeport, CT 06608

Property at 60 Gilmore St, Bridgeport, CT 06608, 2 beds, 1 bath

$179,000

2 beds1 bath1,100 sq ft

60 Gilmore St, Bridgeport, CT 06608

Property at 39 Jane St, Bridgeport, CT 06608, 6 beds, 2 baths

$479,000

6 beds2 baths2,156 sq ft

39 Jane St, Bridgeport, CT 06608

Property at 274 Park St, Bridgeport, CT 06608, 4 beds, 2 baths

$575,000

4 beds2 baths3,097 sq ft

274 Park St, Bridgeport, CT 06608

Property at 1218 Kossuth St, Bridgeport, CT 06608, 6 beds, 3 baths

$748,000

6 beds3 baths2,615 sq ft

1218 Kossuth St, Bridgeport, CT 06608

Property at 160 Main St, Bridgeport, CT 06604, 5 beds, 2.5 baths

$595,000

5 beds2.5 baths3,906 sq ft

160 Main St, Bridgeport, CT 06604

Property at 1014 Noble Ave, Bridgeport, CT 06608, 18 beds, 4 baths

$2,350,000

18 beds4 baths4,744 sq ft

1014 Noble Ave, Bridgeport, CT 06608

Property at 502 Berkshire Ave, Bridgeport, CT 06608

$90,000

— beds— baths— sq ft

502 Berkshire Ave, Bridgeport, CT 06608

Property at 445 Nichols St, Bridgeport, CT 06608

$159,000

— beds— baths— sq ft

445 Nichols St, Bridgeport, CT 06608

Property at 691 E Main St, Bridgeport, CT 06608

$249,000

— beds— baths— sq ft

691 E Main St, Bridgeport, CT 06608

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ABOUT THIS HOME
East Side, CT Homes for Sale
Welcome to 2034-2036 East Main Street! Ideally located just minutes from I-95 and the Merritt Parkway, this well-maintained two-family property with a finished and livable third floor offers exceptional convenience and versatility. Set on a rare, expansive level lot, the home features a two-car garage and a newly paved driveway--amenities seldom found in multi-family living. The oversized yard truly sets this property apart, offering so much space for potential added additional structures. A unique opportunity combining location, space, and long-term value--ready for its next owner.

$650,000

7 beds3 baths3,599 sq ft

2034 E Main St, Bridgeport, CT 06610

Finished third floor • Expansive level lot • Oversized yard

ABOUT THIS HOME
East Side, CT Homes for Sale
2 FAMILY WITH ATTIC, GAS FURNACES, 2 BEDROOMS. OFF STREET PARKING. LARGE REAR YARD. 203K OR CASH SALE. PERFECT FOR REHAB OR FLIP. NICE PROJECT FOR THE HANDYMAN OR MAKE IT YOUR PERSONAL HOME. QUIET AREA. RENT OUT UPPER UNIT AND LIVE IN OTHER UNIT. SUBJECT TO PROBATE COURT APPROVAL. PRICED TO SELL. 2 FAMILY WITH ATTIC, GAS FURNACES, 2 BEDROOMS. OFF STREET PARKING. LARGE REAR YARD. 203K OR CASH SALE. PERFECT FOR REHAB OR FLIP. NICE PROJECT FOR THE HANDYMAN OR MAKE IT YOUR PERSONAL HOME. QUIET AREA. RENT OUT UPPER UNIT AND LIVE IN OTHER UNIT. SUBJECT TO PROBATE COURT APPROVAL. PRICED TO SELL.

$290,000

4 beds2 baths1,680 sq ft

179 4th St, Bridgeport, CT 06607

Attic • Off street parking • Large rear yard

ABOUT THIS HOME
East Side, CT Homes for Sale
COME SEE THIS BEAUTIFUL CAPE WITH OPEN FLOOR PLAN FROM LIVING ROOM TO KITCHEN, THREE GREAT BEDROOMS WITH TWO IN THE UPSTAIRS LEVEL WITH A SKYLIGHT WINDOW. BEAUTIFUL SUN ROOM. BASEMENT HAS POTENTIAL FOR ADDITIONAL LIVING SPACE. WASHER & DRYER HOOKUP IN THE BASEMENT. 1 CAR GARAGE WITH ADDITIONAL 3 CAR PARKING IN DRIVEWAY. SITUATED ON 0.11 ACRES. THIS HOME WON'T LAST. SOLD AS IS, JUST IN NEED OF YOUR TOUCH. SCHEDULE A SHOWING. .. WHAT ARE YOU WAITING FOR.

$368,900

3 beds1.5 baths1,080 sq ft

142 Palm St, Bridgeport, CT 06610

Open floor plan • Skylight window • 3 car parking

ABOUT THIS HOME
East Side, CT Homes for Sale
Great opportunity to own this 2-family on the East Side. Property offers a finished attic combined with the 2nd floor unit, providing ample additional space for large family. It also offers a fairly large basement with access to laundry, a driveway able to store 4 cars and a good storage unit in the backyard. Newer water heather, 14year old roof. Minutes away Steelpointe Harbor, I-95, train station, bus terminal, downtown, Bridgeport hospital, and the City of Stratford. Ideal location for commuters. The possibilities are endless. AS IS.

$465,000

4 beds3 baths2,416 sq ft

40 5th St, Bridgeport, CT 06607

Finished attic • 14 year old roof • Large basement

ABOUT THIS HOME
East Side, CT Homes for Sale
Discover the perfect blend of comfort, convenience, and opportunity in this redone multifamily property. Ideally located just blocks from the waterfront, this home offers the chance to enjoy a coastal lifestyle while also benefiting from the flexibility and income potential of owning a multifamily. Each unit features 2 spacious bedrooms and 1 modern bathroom, with thoughtful renovations throughout. This home has been carefully upgraded with all the essentials you want in a move-in-ready property, including a * * NEW ROOF, UPGRADED ELECTRICAL PANEL, UPDATED TILED BATHROOMS, NEW PAINT, and PAVED ASPHALT DRIVEWAY that provides plenty of parking for both residents and guests. The 2nd floor ap

$569,000

4 beds2 baths2,936 sq ft

194 Adams St, Bridgeport, CT 06607

Plenty of parking • New roof • Quick access to i-95

ABOUT THIS HOME
East Side, CT Homes for Sale
Prime Land for Sale in Bridgeport's East End Seize the opportunity to acquire a prime parcel of land in Bridgeport's East End, where numerous buildings are currently under construction. This property is ideal for residential or commercial development, providing excellent access to major roadways and local amenities.

$70,000

— beds— baths— sq ft

520 Seaview Ave, Bridgeport, CT 06607

Prime land • Bridgeport east end • Excellent access

Property at 2031 E Main St, Bridgeport, CT 06610

$245,000

— beds— baths— sq ft

2031 E Main St, Bridgeport, CT 06610

Average home prices near East Side, CT

Cities

Neighborhoods

North Bridgeport homes for sale
$440,000
North End homes for sale
$415,000
West Side-West End homes for sale
$449,000
West End-West Side homes for sale
$497,650
East Bridgeport homes for sale
$400,000
Black Rock homes for sale
$429,900
East End homes for sale
$350,000
Brooklawn-St. Vincent homes for sale
$427,450
Stratfield Village homes for sale
$714,000
South End homes for sale
$149,900

East Side, CT real estate trends

All Home Types trends in East Side, CT

Median Sale Price
# of Homes Sold
Median Days on Market

All Home Types

Median Sale Price (All Home Types)

$400,000

+56.9% YoY | Nov 2025

1 year
3 year
5 year

Based on Redfin calculations of home data from MLS and/or public records.

Location

Data

Nov 2025

Growth

% YoY

East Side, CT

$400,000

+56.9%

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