16

Homes for Sale near John Winthrop School

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  • /35

    $230,000

    • 2 Beds
    • 2 Baths
    • 1,297 Sq Ft

    50 Greenhouse Rd Unit 65D, Bridgeport, CT 06606

    Dellwood Gardens - Top-Floor Ranch Condo (North End Area) Spacious 1,297 sq. ft. ranch-style, top-floor unit located in the North End area. This well-maintained home features 2 bedrooms and 2 full bathrooms, a bright and open living room and dining room with a slider to a private deck, and ample storage throughout. Washer and dryer in unit, gas heat, and central air. Truly move-in ready. The

    Kurt Jain NextHome Real Estate Services

    50 Greenhouse Rd Unit 65D, Bridgeport, CT 06606
  • /24

    $625,000

    • 4 Beds
    • 2 Baths
    • 1,568 Sq Ft

    3125 Old Town Rd, Bridgeport, CT 06606

    Welcome to 3125 Old Town Road, Bridgeport - a fully renovated investment opportunity offering immediate cash flow and long-term stability. The property has been completely renovated with modern finishes throughout, including a brand-new kitchen, new flooring, fresh paint, quartz countertops, and all new appliances. Every detail has been thoughtfully updated to create a clean, contemporary living

    Amanda Huntington Higgins Group Real Estate

    3125 Old Town Rd, Bridgeport, CT 06606
  • /32

    $645,000

    • 4 Beds
    • 3 Baths
    • 2,754 Sq Ft

    93 Oxford St Unit 95, Bridgeport, CT 06606

    Bright and updated two-family home offering versatility and income potential. Both units feature abundant natural light and hardwood floors throughout, while the newly finished basement adds additional living or entertaining space PLUS an additional 3rd full bathroom. Enjoy an oversized backyard, two-car detached garage, and private driveway, all set on a quiet cul-de-sac. Conveniently located

    Jennifer Dos Santos Keller Williams Realty Prtnrs.

    93 Oxford St Unit 95, Bridgeport, CT 06606
  • /20

    $230,000

    • 1 Bed
    • 1.5 Baths
    • 837 Sq Ft

    3370 Madison Ave Unit 10B, Bridgeport, CT 06606

    Stunning 1 Bedroom, 1.5 Bath Condominium for sale. Discover modern living in this beautifully upgraded unit. The main floor entry leads to a spacious living room complete with Luxury Vinyl Tile flooring and balcony access, Perfect for alfresco dining. The newly updated kitchen features a stylish and durable quartz countertop seamlessly blending functionality and design. A newly installed tile

    Aileen O'Connell Coldwell Banker Realty

    3370 Madison Ave Unit 10B, Bridgeport, CT 06606
  • /26

    $425,000

    • 3 Beds
    • 1 Bath
    • 1,429 Sq Ft

    3432 Old Town Rd, Bridgeport, CT 06606

    Ideally positioned in the Upper North End near the Trumbull/Fairfield line and just minutes from Sacred Heart University, this property offers seamless access to Fairfield, Trumbull, and Easton, along with nearby shopping, popular eateries, parks, commuter highways, and year-round campus events and entertainment. Proximity to Sacred Heart continues to anchor demand, making this one of the area's

    Shoshana Snyder William Raveis Real Estate

    3432 Old Town Rd, Bridgeport, CT 06606
  • /16

    $205,000

    • 1 Bed
    • 1 Bath
    • 825 Sq Ft

    50 Greenhouse Rd Unit 49C, Bridgeport, CT 06606

    Updated 1-bedroom condo apartment on the second floor featuring 825 sq ft of open-concept living in Bridgeport's North End. Bright living and dining area with wide-plank flooring, recessed lighting, ceiling fan, and sliding glass door to a private covered balcony. Kitchen features white shaker cabinets, quartz countertops, subway tile backsplash with mosaic accent, stainless steel appliances,

    Yasmina Delacruz-Bailey BHGRE Gaetano Marra Homes

    50 Greenhouse Rd Unit 49C, Bridgeport, CT 06606
  • /28

    $599,000

    • 4 Beds
    • 2 Baths
    • 1,880 Sq Ft

    99 Quinsey Dr, Bridgeport, CT 06606

    Welcome to this beautifully maintained 4-bedroom, 2 full bathroom Colonial-style home, only one family has ever called this house home, reflecting true pride of ownership throughout. Featuring soaring 10-foot ceilings across the upper level, custom-built walk-in closets, and a luxurious spa jet tub upstairs, this home blends timeless colonial charm with thoughtful upgrades for comfort and

    Marcelino Molina Coldwell Banker Realty

    99 Quinsey Dr, Bridgeport, CT 06606
  • /40

    $389,900 Coming Soon

    • 3 Beds
    • 1 Bath
    • 1,370 Sq Ft

    35 Marcel St, Bridgeport, CT 06606

    Highly Desirable North End location! Welcome to 35 Marcel Street, a charming 3-bedroom, 1-bath Cape located in Bridgeport's desirable North End near the Trumbull line. Offering approximately 1,170 square feet, this well-maintained home provides comfortable living space with added versatility. The kitchen features stainless steel stove, refrigerator, and hood. The lower level includes

    Atif Seyal RE/MAX Heritage

    35 Marcel St, Bridgeport, CT 06606
  • /34

    $429,900

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

    3460 Old Town Rd, Bridgeport, CT 06606

    Beautifully maintained ranch located in the desirable Upper North End near the Trumbull/Fairfield border & within walking distance to Sacred Heart University. This 3-bedroom, 1-bath home offers an excellent opportunity as a primary residence or investment property. Set on a park-like lot of over one-third acre, the property features mature landscaping, a long driveway, & ample off-street

    Jay Cannone William Raveis Real Estate

    3460 Old Town Rd, Bridgeport, CT 06606
  • /13

    $225,000

    • 2 Beds
    • 1 Bath
    • 850 Sq Ft

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

    Beautiful first-floor garden ranch condominium located in the desirable North Bridgeport area. This charming unit features 2 bedrooms and 1 full bathroom, freshly painted throughout, with refinished hardwood floors that add warmth and style. The brand-new kitchen offers new flooring, modern cabinetry, and new appliances, plus direct access to a private deck-perfect for summer entertaining.

    Martha Gomez MG Team Realty

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

    $399,000 Open Sun 12PM - 2PM

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

    170 Marilyn Dr, Bridgeport, CT 06606

    Turnkey investment opportunity in the highly sought-after Sacred Heart University rental market. This 3-bedroom property is fully leased through May 2027 at $890 per student, per month ($2,670/month total), providing immediate and stable cash flow. Located on Marilyn Drive, the property sits just minutes from campus - a major competitive advantage even within this high-demand area. Proximity to

    Christopher Grass Keller Williams Prestige Prop.

    170 Marilyn Dr, Bridgeport, CT 06606
  • /24

    $249,900

    • 2 Beds
    • 1 Bath
    • 850 Sq Ft

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

    Beautifully Renovated 2-Bedroom Condo in Bridgeport's Desirable North End! Step into modern comfort in this fully updated condo featuring gleaming hardwood floors, recessed lighting, and custom design touches throughout. The spacious living room boasts a stunning built-in bar area complete with custom shelving, cabinetry, and a mini fridge - perfect for entertaining! Enjoy the convenience of a

    Rosania Melo Rosania Melo Broker

    230 Cherry Hill Dr Unit 2B, Bridgeport, CT 06606
  • /19

    $209,900

    • 2 Beds
    • 1 Bath
    • 850 Sq Ft

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

    Welcome to Madison Gardens located in the Upper North End, minutes to Sacred Heart University and short drive to Fairfield University, this 2 bedroom 2nd floor condominium offers 2 bedrooms, large living room, galley kitchen, deck off the kitchen and full-sized bathroom. Lots of closet space with additional storage unit in basement. Laundry hook-ups may be found in unit right outside the bathroom

    Paul Ferreira RE/MAX Right Choice

    153 Cherry Hill Dr Unit 2B, Bridgeport, CT 06606
  • /10

    $199,000

    • 2 Beds
    • 1 Bath
    • 850 Sq Ft

    2800 Madison Ave Unit 1B, Bridgeport, CT 06606

    Remodeled two-bedroom ranch-style unit on first level. Features include-two spacious bedrooms, living room, and eat-in kitchen w/ newer appliances. The bathroom has been upgraded with white subway tile, a sleek vanity, and modern matte-black fixtures. Additional highlights include a deck off the kitchen-perfect for relaxing or entertaining, fresh paint and new flooring throughout. Washer/Dryer

    Jennifer Capozziello Coldwell Banker Realty

    2800 Madison Ave Unit 1B, Bridgeport, CT 06606
  • /31

    $219,000

    • 2 Beds
    • 1 Bath
    • 850 Sq Ft

    15 Cherry Hill Dr Unit 2A, Bridgeport, CT 06606

    Once financing becomes available in March 2026, the value of this unit is expected to increase significantly, making this a strong opportunity to buy ahead of the market. CASH AND OWNER-OCCUPANCY ONLY for now: Immaculately maintained and fully renovated second-floor two-bedroom ranch-style condo in a quiet, well-kept Upper North End complex near the Trumbull line and Sacred Heart University,

    Lucy Larracuente-Johnson Larracuente & Johnson Realty, LLC

    15 Cherry Hill Dr Unit 2A, Bridgeport, CT 06606
  • /19

    $240,000

    • 2 Beds
    • 1 Bath
    • 918 Sq Ft

    333 Vincellette St Unit 8, Bridgeport, CT 06606

    Welcome to your dream condo! This beautifully remodeled 2-bedroom, 1-bathroom home is a perfect blend of modern convenience and classic charm. Nestled in a highly sought-after neighborhood in Bridgeport, CT, this property offers a wonderful place to call home! This charming apartment style condo has been meticulously maintained, with attention to detail evident throughout. The perfect blend of

    Brendan Carey Carey & Guarrera Real Estate

    333 Vincellette St Unit 8, Bridgeport, CT 06606
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