22

Homes for Sale near John Winthrop School

Section Image Section Image
  • /37

    $565,000

    • 3 Beds
    • 1.5 Baths
    • 1,328 Sq Ft

    3289 Old Town Rd, Bridgeport, CT 06606

    Experience the timeless charm of this beautifully renovated Cape Cod-style home, offering 3 bedrooms and 2 bathrooms. Inside you'll find a bright, welcoming living space ideal for both family gatherings and quiet evenings. The kitchen boasts a functional layout and full finished basement with extra living space. Heating system has been changed from oil to natural gas. All windows are new. Step

    Agent Photo

    Guillermo Araujo

    Five Stars Realty

    (475) 323-4658

    3289 Old Town Rd, Bridgeport, CT 06606
  • /39

    $449,900

    • 3 Beds
    • 1 Bath
    • 1,161 Sq Ft

    175 Crestview Dr, Bridgeport, CT 06606

    "Beautifully remodeled and thoughtfully updated, this ranch-style gem sits on a peaceful street in one of the North End's most sought after neighborhoods." The entry opens to a cozy living room featuring a wood-burning fireplace, accented by a custom black wood backdrop-providing a sleek mounting space for your TV or artwork. Adjacent to the dining room, the brand-new kitchen offers modern

    Cindy Cox William Raveis Real Estate

    175 Crestview Dr, Bridgeport, CT 06606
  • /31

    $550,000

    • 4 Beds
    • 3 Baths
    • 1,587 Sq Ft

    3170 Old Town Rd, Bridgeport, CT 06606

    Nestled in the desirable North End of Bridgeport, Connecticut, this charming 1,587 sq. ft. Cape offers an excellent opportunity for both investors and owner-occupants. Located on Old Town Road, this property boasts proximity to the Merritt Parkway and Sacred Heart University, making it an attractive option for commuters, occupants and investors alike. The North End is known for its vibrant

    Ralph Lewis Coldwell Banker Realty

    3170 Old Town Rd, Bridgeport, CT 06606
  • /26

    $459,900

    • 3 Beds
    • 1.5 Baths
    • 1,664 Sq Ft

    84 Glendale Ave, Bridgeport, CT 06606

    Single family located in the North End, offering 3 Bedrooms, living room, dinning room can be use as a 4th bedroom, full bathroom first floor, half bath second floor, laundry main lavel, kitchen remodeled in 2018, second floor, 2 bedrooms, In-law apartment with extra 2 bedrooms and full bath. hardwood floors, ceiling fans, A/C, one garage, fully fence, hot water heater and central air 5 yrs,

    Ana Naranjo Coldwell Banker Realty

    84 Glendale Ave, Bridgeport, CT 06606
  • /38

    $498,000

    • 5 Beds
    • 2 Baths
    • 2,140 Sq Ft

    134 Frenchtown Rd, Bridgeport, CT 06606

    *****HIGHEST & BEST OFFERS ARE DUE BY 5pm ON MONDAY 4/14**** Experience lakefront living at its finest in this direct waterfront Ranch on beautiful Lake Forest! Currently rented as a 5-bedroom home through 6/30/26, this versatile property can easily be converted back to a 3- or 4-bedroom layout. The main level features an eat-in kitchen with a breakfast bar and dining space, plus a spacious

    Bogdan Stefanide KW Legacy Partners

    134 Frenchtown Rd, Bridgeport, CT 06606
  • /5

    $499,000

    • 4 Beds
    • 3 Baths
    • 1,409 Sq Ft

    Unlisted Address

    Welcome to Bridgeport's North End! This beautiful and spacious four-bedroom, three-bath single-family home presents comfortable living in a sought-after area. Conveniently located near the Trumbull Mall, restaurants, libraries, and public transportation-this property has everything you need for an easy, vibrant lifestyle.

    Oswaldo Torres Las Americas Real Estate

    Unlisted Address
  • /15

    $475,000

    • 2 Beds
    • 1.5 Baths
    • 1,852 Sq Ft

    86 Vanguard St, Bridgeport, CT 06606

    This recently renovated house is currently rented through May 31, 2026. On an oversized lot of more than 1/3 acre there is plenty to enjoy open space. If financing, please include an appraisal gap clause.

    Robert Rosenfeld Keller Williams Prestige Prop.

    86 Vanguard St, Bridgeport, CT 06606
  • /30

    $400,000 Open Sat 12PM - 2PM

    • 4 Beds
    • 2 Baths
    • 1,632 Sq Ft

    374 Vincellette St, Bridgeport, CT 06606

    Welcome to this charming Cape Cod-style home nestled in the desirable North End of Bridgeport. With 4 spacious bedrooms and 2 full bathrooms, this home offers a perfect blend of comfort and functionality for everyone. Step inside to discover a warm and inviting layout, filled with natural light and timeless charm. The living spaces flow seamlessly, leading out to a generous deck-ideal for

    Tiffany Orue The Agency

    374 Vincellette St, Bridgeport, CT 06606
  • /28

    $399,000 Open Sat 12PM - 2PM

    • 3 Beds
    • 1 Bath
    • 1,104 Sq Ft

    59 Leonard Dr, Bridgeport, CT 06606

    Investors take note! Welcome home to 59 Leonard Drive - This appealing 3-bedroom, 1-bath ranch is the perfect blend of comfort, convenience, and opportunity. Situated on a level lot in the beautiful North End of Bridgeport, this home offers easy one-level living, the perfect option for any homebuyer or investor seeking a strong rental opportunity. Enjoy a spacious backyard perfect for

    Austin Reid William Raveis Real Estate

    59 Leonard Dr, Bridgeport, CT 06606
  • /24

    $219,000 Open Sun 11AM - 1PM

    • 1 Bed
    • 1 Bath
    • 907 Sq Ft

    11 Riverview Dr Unit 11, Bridgeport, CT 06606

    Move-In Ready Ranch-Style End Unit on the second floor, in the desirable North End! This bright and spacious end unit offers comfortable, one-level living with thoughtful updates throughout. The large living room features sliding doors that lead to a private, covered deck-ideal for relaxing or entertaining. The open-concept layout connects the living and dining areas seamlessly with the updated

    Vickie Allen Coldwell Banker Realty

    11 Riverview Dr Unit 11, Bridgeport, CT 06606
  • /13

    $245,000

    • 2 Beds
    • 1 Bath
    • 875 Sq Ft

    2990 Madison Ave Unit A, Bridgeport, CT 06606

    Beautifully maintained two-bedroom condo, located in North End neighborhood, near the Trumbull line!! It's a Second-floor unit, with only two units in the building. This unit features living/dining room, plenty for storage space and in unit washer and dryer. This unit has one assigned parking space, No garage. Move right in and enjoy the comfort of a quiet neighborhood yet convenient to Sacred

    Riham Hazboun William Raveis Real Estate

    2990 Madison Ave Unit A, Bridgeport, CT 06606
  • /12

    $369,000

    • 3 Beds
    • 2 Baths
    • 1,591 Sq Ft

    66 Vanguard St, Bridgeport, CT 06606

    A beautifully maintained 3-bedroom, 2-bath home offering comfort, convenience, and plenty of space inside and out. Roof, furnace and central air less than 5 years old. This inviting property features a spacious kitchen that flows seamlessly into the dining room, perfect for family meals and entertaining. The cozy living room includes a fireplace, and solid hardwood floors through out. Step

    Edison Andrade Modern Day Real Estate

    66 Vanguard St, Bridgeport, CT 06606
  • /20

    $265,000 Open Sat 12PM - 2PM

    • 2 Beds
    • 1.5 Baths
    • 1,022 Sq Ft

    2955 Madison Ave Unit 18, Bridgeport, CT 06606

    2-Bedroom Condo in Prime North End Location. Welcome to Foxledge II, a beautifully maintained condo community nestled in the heart of Bridgeport's sought-after North End. This updated, one-level, first-floor unit offers effortless living with 2 spacious bedrooms and 1.5 bathrooms. HOA includes hot water, cooking gas, and heat-leaving only your electricity bill to manage, with no surprise utility

    George Gardone Keller Williams Prestige Prop.

    2955 Madison Ave Unit 18, Bridgeport, CT 06606
  • /9

    $227,900

    • 1 Bed
    • 1 Bath
    • 937 Sq Ft

    32 Ameridge Dr, Bridgeport, CT 06606

    Spacious One Bedroom Unit in Desirable Upper North End Location, Living Room With Sliders to a Patio and Designated Dining Area. Kitchen With Granite Counter Tops and Hall Way With Washer & Dryer Tucked Away. Complex is Close to Area Amenities, Library, Park, Playground/Tot Lot, Mall and Public Transportation.

    Jide Azeez Alltyme Realty

    32 Ameridge Dr, Bridgeport, CT 06606
  • /28

    $395,000

    • 4 Beds
    • 1 Bath
    • 1,116 Sq Ft

    116 Acorn St, Bridgeport, CT 06606

    Nestled in the sought-after North End neighborhood of Bridgeport, Connecticut, this charming Cape Cod-style home offers a unique opportunity for homeowners and investors alike. Boasting 1,116 square feet of living space, this property features four generously sized bedrooms, one well-maintained bathroom, and the warmth of hardwood floors throughout. A one-car garage adds convenience, while the

    Ralph Lewis Coldwell Banker Realty

    116 Acorn St, Bridgeport, CT 06606
  • /11

    $410,000

    • 3 Beds
    • 1 Bath
    • 1,100 Sq Ft

    3456 Madison Ave, Bridgeport, CT 06606

    Welcome to 3456 Madison Ave! This 3-bedroom, 1-bath ranch sits on an open corner lot and features a single-level layout. The spacious living area with a bay window flows into an eat-in kitchen. A private, tree-lined backyard provides the perfect setting for outdoor relaxation. With the right renovations, this property can become an affordable primary residence or a strong rental income

    Christine Howard William Raveis Real Estate

    3456 Madison Ave, Bridgeport, CT 06606
  • /32

    $379,000

    • 3 Beds
    • 1.5 Baths
    • 1,443 Sq Ft

    80 Vincellette St, Bridgeport, CT 06606

    Discover the perfect blend of historic charm and contemporary living in this beautifully remodeled 1887 classic colonial farmhouse, nestled in Bridgeport's highly sought - after North End. This delightful residence offers 1,443 square feet of comfortable living space, featuring 4 bedrooms and 2.5 bathrooms, ideal for families or savvy investors. Step inside and be greeted by the warm embrace of

    Jim Brown BHGRE Gaetano Marra Homes

    80 Vincellette St, Bridgeport, CT 06606
  • /14

    $190,000

    • 1 Bed
    • 1 Bath
    • 825 Sq Ft

    50 Greenhouse Rd Unit 33C, Bridgeport, CT 06606

    WELCOME TO THIS SPACIOUS AND MOVE-IN READY ONE-BEDROOM CONDO LOCATED IN A CONVENIENT AND DESIRABLE NEIGHBORHOOD. THIS WELL-MAINTAINED HOME OFFERS A GREAT COMBINATION OF COMFORT AND STYLE, FEATURING A BEAUTIFULLY REMODELED KITCHEN WITH MODERN APPLIANCES AND AMPLE CABINET SPACE. THE OPEN FLOOR PLAN FLOWS SEAMLESSLY FROM THE LIVING ROOM TO THE KITCHEN, THE BEDROOM IS SPACIOUS AND OFFERS PLENTY OF

    Charles Scott Tri-State Realty

    50 Greenhouse Rd Unit 33C, Bridgeport, CT 06606
  • /4

    $295,000

    • 2 Beds
    • 1 Bath
    • 1,184 Sq Ft

    114 Minturn Place, Bridgeport, CT 06606

    Nestled on a quiet cul-de-sac in the desirable North End of Bridgeport, this charming Cape offers fantastic expansion possibilities. Located right on the Trumbull line, this fixer-upper is just minutes from Sacred Heart University and within walking distance to Trumbull Mall, Starbucks, Stop & Shop, and more. Conveniently situated just off the Merritt Parkway, this home provides easy access to

    Aaron Ramkalawan Keller Williams Prestige Prop.

    114 Minturn Place, Bridgeport, CT 06606
  • /15

    $214,900

    • 2 Beds
    • 1 Bath
    • 850 Sq Ft

    81 Cherry Hill Dr Unit 1B, Bridgeport, CT 06606

    Beautiful Condo, Ranch Styles 2 BR 1 Bath at North End Bridgeport, location right of Madison Avenue. This complex is surrounded by mature shrubs and located on a pretty tree-lined street giving the condo an open feeling. The future of the unit, when you get in at the unit, you can see Big living room with nice and clean hardwood floor. The eat-in kitchen is large with a bright laminated floor,

    Flamur Canaj Coldwell Banker Realty

    81 Cherry Hill Dr Unit 1B, Bridgeport, CT 06606
  • /17

    $300,000

    • 2 Beds
    • 1.5 Baths
    • 1,100 Sq Ft

    35 Leslie Rd Unit A, Bridgeport, CT 06606

    Rare opportunity to purchase a townhouse in Fairfield Village within the North End. This 2 bedroom 1 1/2 bath is a two-story corner unit with a finished basement. It is in a very convenient location for all shopping, dining, highways, parks, golf and near Sacred Heart University. Primary bedroom has sliders to balcony, a second bedroom, laundry. The current owner finished the basement in to two

    William Piccirillo BHG RE Shore & Country Prop.

    35 Leslie Rd Unit A, Bridgeport, CT 06606
  • /28

    $219,000

    • 2 Beds
    • 1 Bath
    • 850 Sq Ft

    239 Cherry Hill Dr Unit 2B, Bridgeport, CT 06606

    Beautiful Condo, North End desirable location right of Madison Avenue. This complex is surrounded by mature shrubs and located on a pretty tree-lined street giving the condo an open feeling. Clean and sparkling with a bright and cheery interior, everything has been freshly painted, has two large bedrooms with carpet/ hardwood floors, and a large wall of closet space in each bedroom. One full bath

    Bob Filotei Berkshire Hathaway NE Prop.

    239 Cherry Hill Dr Unit 2B, Bridgeport, CT 06606
How to Buy a Home How to Finance a Home How to Sell a Home