Homes for Sale near Capital Prep Harbor Upper School

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  /14

  $155,000

  • 1 Bath
  • 629 Sq Ft

  80 Cartright St Unit 8B, Bridgeport, CT 06604

  Discover a rare opportunity to own a beautifully updated studio unit in Cartright Towers, a well-maintained building on the Fairfield/Bridgeport line. Whether you're an investor seeking strong rental potential or a buyer looking for a move-in ready home, this immaculate unit checks every box. Enjoy the convenience and security of full-time doorman service, plus amenities including elevators,

  Hillary Waite William Raveis Real Estate

  80 Cartright St Unit 8B, Bridgeport, CT 06604
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  /25

  $550,000

  • 3 Beds
  • 2 Baths
  • 1,028 Sq Ft

  421 Short Beach Rd, Stratford, CT 06615

  Coastal Charm with Golf Course Views. Discover your new home in the peaceful, picturesque waterfront community of Lordship, Stratford, CT! This charming 3-bedroom, 2-bathroom residence offers an unbeatable location with a gorgeous view of a private golf course. Enjoy the coastal lifestyle with easy private and public beach access just steps away. Built in 1962, the home sits on a .29-acre lot

  Peter Stern Brown Harris Stevens

  421 Short Beach Rd, Stratford, CT 06615
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  /26

  $179,500

  • 1 Bed
  • 1 Bath
  • 681 Sq Ft

  38 Enid St Unit B, Bridgeport, CT 06606

  Welcome to this well-maintained 1-bedroom, 1-bathroom condo located in Bridgeport's Villa Maria complex in the North End. This charming unit features a spacious layout with carpeted floors, a functional kitchen, and plenty of natural light throughout. Enjoy the convenience of gas heat and hot water included, along with assigned parking for residents. Ideally situated close to shopping, dining,

  Angela Morales Keller Williams Realty Prtnrs.

  38 Enid St Unit B, Bridgeport, CT 06606
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  /40

  $524,900

  • 4 Beds
  • 2 Baths
  • 1,597 Sq Ft

  100 Matthew Dr, Stratford, CT 06614

  Charming Colonial in North Stratford! Welcome to 100 Matthew Drive, a beautifully maintained 4 bedroom, 2-bath Colonial nestled on a quiet street in one of Stratford's most desirable neighborhoods. This spacious 1,597 sq ft home sits on a level 0.21-acre lot and offers a warm, inviting layout perfect for both everyday living and entertaining. Step inside to find a bright living room, a formal

  Michael Sirochman Coldwell Banker Realty

  100 Matthew Dr, Stratford, CT 06614
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  /38

  $519,900

  • 3 Beds
  • 2 Baths
  • 2,247 Sq Ft

  39 Parkway Dr, Stratford, CT 06614

  Step inside this beautifully updated home in the highly sought-after Paradise Green area, offering an exceptional open floor plan with soaring ceilings and gleaming hardwood floors, all centered around a cozy gas fireplace. The custom kitchen features granite countertops, stainless steel appliances, and modern cabinetry, perfect for both everyday living and entertaining. The main level boasts two

  Basil Amso RE/MAX Right Choice

  39 Parkway Dr, Stratford, CT 06614
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  /40

  $540,000

  • 4 Beds
  • 2 Baths
  • 1,683 Sq Ft

  246 Delaware Dr, Stratford, CT 06614

  Welcome home!! This updated 4 bedroom 2 bath , single family home is available for purchase. The owner has spared no expense in updating the property. The bedrooms are spacious, especially the Primary bedroom which has ensuite bathroom located on the first floor level. The kitchen has brand new cabinets and stainless steel appliances. The furnace and water heater are also new. The newly installed

  Ava Mercurius-Warren AVMER II LLC

  246 Delaware Dr, Stratford, CT 06614
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  /37

  $514,900

  • 3 Beds
  • 1.5 Baths
  • 1,494 Sq Ft

  123 Harlem Ave, Bridgeport, CT 06606

  Welcome to this stunningly remodeled colonial where modern elegance meets classic colonial charm. This home boasts three generous bedrooms and one and a half bathrooms, providing ample space for comfortable living. Enter into a bright and inviting atmosphere, highlighted by a stunning eat-in kitchen featuring beautiful tiled floors, custom shaker cabinets, sleek quartz countertops, and brand new

  Katiria Chiluisa RE/MAX Right Choice

  123 Harlem Ave, Bridgeport, CT 06606
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  /26

  $525,000

  • 3 Beds
  • 1 Bath
  • 2,640 Sq Ft

  1225 Cutspring Rd, Stratford, CT 06614

  Ranch style home in Stratford's desirable North End! This immaculate and well-maintained home offers the perfect balance of modern updates, comfortable living spaces, and an unbeatable location. Step inside to find a freshly painted interior that feels bright and inviting from the moment you walk in. The home features a spacious living room with plenty of natural light, a dining area perfect for

  Cal Massaro Coldwell Banker Realty

  1225 Cutspring Rd, Stratford, CT 06614
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  /27

  $525,000

  • 3 Beds
  • 2 Baths
  • 2,069 Sq Ft

  145 Dahl Ave, Stratford, CT 06614

  Nestled in the heart of town, this 3-bedroom, 2 bathroom colonial offers warmth and convenience. There is an additional 300 sq ft of heated living space in the basement, currently used as a theater. Just minutes from Paradise Green, local parks, schools, I-95, Route 15 and Route 8, as well as the train station. Cherished by the same family for two generations; this well-loved residence boasts

  Louis Gannon William Raveis Real Estate

  145 Dahl Ave, Stratford, CT 06614
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  /39

  $499,999

  • 5 Beds
  • 2 Baths
  • 1,647 Sq Ft

  107 Dewey St, Stratford, CT 06615

  Great opportunity in Stratford's South End! Move in ready. The property features two separate units - one at ground level and a townhousestyle upper level - making it ideal for owner-occupant with rental income or as a pure investment. Home includes a finished walk-up attic, two distinct layouts, separate electric meters, a private fenced-in yard, and off-street unpaved parking. A

  Michelle Gutierrez Social & Co Realty

  107 Dewey St, Stratford, CT 06615
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  /24

  $640,000

  • 6 Beds
  • 3 Baths
  • 2,605 Sq Ft

  199 Bradley St Unit 203, Bridgeport, CT 06610

  Well maintained property. Sold in 2019 as a 6 bedroom, three bathroom triplex property. Operating as such, tenants on first and second floor are tenants that have never late and consistent payers. Third floor is available to be lived in and is ideal for a owner occupant to reside. Excellent investment, managed for six years with love. Hope the new owner will take it to the next level. Sold AS IS.

  Ruth-Ann Mitchell Larracuente & Johnson Realty, LLC

  199 Bradley St Unit 203, Bridgeport, CT 06610
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  /7

  $735,000

  • 10 Beds
  • 3 Baths
  • 3,318 Sq Ft

  724 Capitol Ave Unit 726, Bridgeport, CT 06606

  Investor welcome come see this well maintained legal two family home with finished attic. Unit 1 offers five rooms, three bedrooms, one full bath, Unit 2 offers 10 rooms, 8 bedrooms, 2 full bath, large windows, good sized rooms, hardwood flooring throughout, driveway that accommodates up to five cars. Walkable distance to many local businesses, Grocery stores, pharmacy, restaurants, shopping &

  Rosania Melo Century 21 Scala Group

  724 Capitol Ave Unit 726, Bridgeport, CT 06606
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  /27

  $359,000

  • 2 Beds
  • 2 Baths
  • 1,196 Sq Ft

  880 Pearl Harbor St, Bridgeport, CT 06610

  Very well maintained two family house side by side. This two family is a perfect investment for someone that is looking for a quick return. One of the units has a extra room as well. Parking is on each side of the house so each tenant will have access to their own private driveway. This house has a very nice size yard. Tenants are month to month. A must see!

  Valeria Amarante Century 21 Scala Group

  880 Pearl Harbor St, Bridgeport, CT 06610
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  /20

  $449,999

  • 5 Beds
  • 2 Baths
  • 1,958 Sq Ft

  814 Platt St, Bridgeport, CT 06606

  Come check out this spacious 5-bedroom, 2 full bath Cape located in the desirable North End of Bridgeport, CT. This well-maintained home features an open floor plan, an oversized, updated kitchen perfect for entertaining, and a finished basement that offers additional living space, including the fifth bedroom. Enjoy a generous backyard, ideal for cookouts, family gatherings, or simply relaxing

  Sasha Iyamu ERIS, LLC

  814 Platt St, Bridgeport, CT 06606
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  /16

  $350,000

  • 3 Beds
  • 1.5 Baths
  • 1,373 Sq Ft

  5 Lindsley Place, Stratford, CT 06615

  Discover this charming colonial-style home located in the highly desirable area of Stratford, featuring three bedrooms, one and a half bathrooms, and 1373 square feet of living space. Upon entering, you will be greeted by an abundance of character, highlighted by wood trim and paneling, along with built-in features that create a warm and inviting atmosphere. An ample number of windows allow for

  Nadine Oliveri Property Works New England

  5 Lindsley Place, Stratford, CT 06615
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  /33

  $875,000 Open Sun 1PM - 3PM

  • 9 Beds
  • 3 Baths
  • 2,889 Sq Ft

  82 Waldorf Ave, Bridgeport, CT 06605

  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,

  Yasmina Delacruz-Bailey BHGRE Gaetano Marra Homes

  82 Waldorf Ave, Bridgeport, CT 06605
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  /29

  $680,000

  • 7 Beds
  • 3 Baths
  • 2,288 Sq Ft

  123-125 Summerfield Ave, Bridgeport, CT 06610

  Introducing 123 Summerfield Avenue, a well-maintained two-family home in Bridgeport. Each spacious unit offers 3 bedrooms and 1full bathroom, with gleaming hardwood floors throughout for a cohesive, timeless feel. The finished basement provides flexible livingspace with potential for an in-law suite or accessory apartment, perfect for extended family or additional rental income,

  Jihad Shaheer U S Asset Realty LLC

  123-125 Summerfield Ave, Bridgeport, CT 06610
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  /8

  $420,000

  • 5 Beds
  • 3 Baths
  • 2,439 Sq Ft

  43-45 Clinton Ave, Bridgeport, CT 06605

  Fantastic opportunity to own this multifamily property offering two spacious units with a third-floor accessory apartment! The third floor can easily be connected to the second-floor unit to create a large duplex-style layout - perfect for extended family or added rental income. Great investment for first-time homebuyers or investors! The 2nd and 3rd floors feature a total of 7 rooms, providing

  Karim Douich William Raveis Real Estate

  43-45 Clinton Ave, Bridgeport, CT 06605
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  /35

  $885,000

  • 8 Beds
  • 6 Baths
  • 5,365 Sq Ft

  3430 Park Ave, Bridgeport, CT 06604

  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

  Timothy Dailey Higgins Group Real Estate

  3430 Park Ave, Bridgeport, CT 06604
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  /6

  $40,000

  • 2 Beds
  • 1 Bath
  • 99,999 Sq Ft

  1034 Connecticut Ave, Bridgeport, CT 06607

  Unit sold "As Is" Condition. Buyer to do their "Due Diligence" before submitting an offer. Agent has not been in the unit. The fieldcard does not reflect the individual unit - it is potentially the building. Information was supplied by President of Assoc, who conveyed it is a TH w/2 bedrooms on the 2nd flr. Attorney representing association was not familiar with unit. Subject to DSS & Probate

  Cheryl Mallick Carey & Guarrera Real Estate

  1034 Connecticut Ave, Bridgeport, CT 06607
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  /40

  $2,299,000 Open Sat 12PM - 2PM

  • 4 Beds
  • 3 Baths
  • 3,157 Sq Ft

  260 Birch Rd, Fairfield, CT 06824

  Your Coastal Dream home awaits! Located just steps away from beloved Penfield Beach, R. Sherman school, & just a quick bike ride or stroll away to downtown Fairfield & Metro station, this incredible location boasts convenience & an amazing vibrant community centered around its coveted beaches! Enjoy the opportunity to own a BRAND NEW FEMA-compliant home designed around entertaining,

  Melissa Montagno Higgins Group Real Estate

  260 Birch Rd, Fairfield, CT 06824
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  /5

  $399,900

  • 3 Beds
  • 1 Bath
  • 1,110 Sq Ft

  64 Dobson St, Bridgeport, CT 06606

  Desirable north end neighborhood just one mile from Sacred Heart. First time on market, 3 BR 1 Bath ranch with full walkout basement. Small workshop in the basement. Boiler installed 2018, newer roof, and vinyl siding. Great home just needs some updating. New laminate floor in kitchen hardwood floors throughout

  Doug Rose Scalzo Real Estate

  64 Dobson St, Bridgeport, CT 06606
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  /13

  $319,900

  • 2 Beds
  • 2 Baths
  • 2,468 Sq Ft

  363 Carroll Ave Unit 365, Bridgeport, CT 06607

  Opportunity is knocking on this two family home in need of extensive updating of the entire house, garage/shed, driveway and sidewalk. There is a walk up 3rd level with 3 finished rooms. Home and property are sold As Is, Where Is and buyer is responsible to clear out home and property. Sale is subject to Probate Court approval.

  John Kleps Berkshire Hathaway NE Prop.

  363 Carroll Ave Unit 365, Bridgeport, CT 06607
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  /36

  $829,900 Open Sun 1PM - 3PM

  • 11 Beds
  • 3 Baths
  • 3,104 Sq Ft

  144 Cottage St, Bridgeport, CT 06605

  EVERYTHING NEW! Stunning Legal 3-Family Home! 144 Cottage St, Bridgeport, CT. Nothing like this in the market! This completely gut-renovated 3-family home is brand new from top to bottom! Perfect for an owner-occupant or a savvy investor, this property offers the ideal blend of space, comfort, and rental income potential. Property Highlights: Full Renovation - everything new: plumbing,

  MARCIA LOPES Premium Realty, LLC

  144 Cottage St, Bridgeport, CT 06605
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  /11

  $529,900

  • 5 Beds
  • 2.5 Baths
  • 2,178 Sq Ft

  39 Jetland Place Unit 41, Bridgeport, CT 06605

  Well maintained and updated two family home conveniently located in walking distance to the Black Rock Train Station, Restaurants, Pubs, Music Venues, Waterfront Social Clubs, St. Mary's By The Sea and is minutes to I-95. The first floor is a four room, two bedroom and one bathroom, the kitchen and bathroom have both been updated and there is a washer and dryer in the unit. The second and third

  John Kleps Berkshire Hathaway NE Prop.

  39 Jetland Place Unit 41, Bridgeport, CT 06605
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  /19

  $449,900

  • 5 Beds
  • 2 Baths
  • 2,684 Sq Ft

  247 6th St, Bridgeport, CT 06607

  Charming and well-maintained two-family home located in Bridgeport's East End. Offering 2,684 square feet of living space on a 5,227 square foot lot, this property features two units-each with 3 bedrooms, 1 full bath, spacious eat-in kitchens, and bright living rooms. The exterior showcases excellent curb appeal with mature landscaping, a fenced front yard, and a private driveway for off-street

  Kristen Heinrich BHGRE Gaetano Marra Homes

  247 6th St, Bridgeport, CT 06607
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  /39

  $1,050,000 Open Sun 12PM - 2PM

  • 4 Beds
  • 3 Baths
  • 2,674 Sq Ft

  23 Robert Ct, Fairfield, CT 06824

  Welcome to this beautifully expanded, updated Cape situated within a quiet cul-de-sac in one of Fairfield's most sought-after neighborhoods. Step into the inviting formal living room featuring a cozy fireplace, bay window, refurbished hardwood floors, new lighting, and fresh paint. The eat-in kitchen, with entry to the covered back porch, has granite countertops, SS appliances including a new

  Marie Rotondo William Raveis Real Estate

  23 Robert Ct, Fairfield, CT 06824
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  /40

  $1,500,000 Open Sun 1PM - 3PM

  • 4 Beds
  • 2.5 Baths
  • 3,900 Sq Ft

  105 Charter Oak Rd, Fairfield, CT 06824

  Tucked away at the end of a tranquil cul-de-sac in one of Fairfield's most desirable neighborhoods, this center-hall Colonial exudes timeless elegance with mature landscaping and wonderful curb appeal.On the main floor, you'll discover the heart of the home, a generously proportioned kitchen with custom cabinetry and granite countertops, overlooking peaceful grounds.It opens into the expansive

  Julie Vanderblue Higgins Group Real Estate

  105 Charter Oak Rd, Fairfield, CT 06824
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  /8

  $379,900

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

  394 Harding Ave, Stratford, CT 06615

  Welcome Home to this Beautiful 3 Bedroom and 1 Bathroom all on the Main Level. Spacious Kitchen for dining and enjoying amazing meals. After dining sufficiently, step into to your beautiful living room for relaxation. A must see, Plenty of Space for Entertainment and living space for everyone. Great outdoors, awesome curb appeal and lots of yard space to enjoy! Additional living space in the

  Robin Monk Coldwell Banker Realty

  394 Harding Ave, Stratford, CT 06615
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  /35

  $1,099,000 Open Sun 12PM - 3PM

  • 3 Beds
  • 2.5 Baths
  • 2,474 Sq Ft

  33 Enclave Dr Unit 33, Trumbull, CT 06611

  Don't miss the chance to own a Toll Brothers' built premier quality home! This is the first and only resale in Trumbull's Enclave at Daniels Farms, an ideal location with an 8-minute ride to Metro North and a 90-minute commute to NYC, plus access to the town's top-ranked schools and parks. Just over two years young, this "Saybrook" Colonial features everything you expect from a top builder,

  Richard Henrietta William Raveis Real Estate

  33 Enclave Dr Unit 33, Trumbull, CT 06611
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  /37

  $500,000 Open Sun 12PM - 2PM

  • 4 Beds
  • 1.5 Baths
  • 2,541 Sq Ft

  130 Marina Dr, Stratford, CT 06614

  Beautifully Remodeled Home with Over 2,500 Square Feet - Prime Location Near Metro-North. Welcome to this spacious and stylishly updated 4-bedroom home, perfectly situated just minutes from the Metro-North train station, major highways, and within walking distance to local schools. With over 2,500 square feet of living space, this move-in-ready gem offers comfort, convenience, and modern

  Jeff Romatzick William Raveis Real Estate

  130 Marina Dr, Stratford, CT 06614
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  /25

  $499,000

  • 3 Beds
  • 3 Baths
  • 2,464 Sq Ft

  24 Collingsdale Dr, Milford, CT 06461

  Cherished by the same family for over 60 years, this inviting 3-bedroom, 1 full and 2 half bath Raised Ranch offers a wonderful opportunity to make your own. The home features a versatile lower level with additional living space - ideal for a family room, home office, or potential in-law suite with separate access. Nestled on a level .29-acre lot, the property provides a great balance of space

  Luke Porto William Raveis Real Estate

  24 Collingsdale Dr, Milford, CT 06461
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  /29

  $339,900

  • 2 Beds
  • 1 Bath
  • 1,283 Sq Ft

  330 Oakwood St, Bridgeport, CT 06606

  Located on a quiet north end street, this classic, mid-century Cape offers a wonderful opportunity to make it your own. This home features newer windows, cozy carpeted rooms with hardwood floors underneath, and an unfinished, dormered upper level with the potential for two additional bedrooms. Enjoy a manageable, private backyard, perfect for relaxing or entertaining. Conveniently situated near

  Linda Almonte Berkshire Hathaway NE Prop.

  330 Oakwood St, Bridgeport, CT 06606
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  /29

  $680,000

  • 7 Beds
  • 3 Baths
  • 2,288 Sq Ft

  123 Summerfield Ave, Bridgeport, CT 06610

  Introducing 123 Summerfield Avenue, a well-maintained two-family home in Bridgeport. Each spacious unit offers 3 bedrooms and 1 full bathroom, with gleaming hardwood floors throughout for a cohesive, timeless feel. The finished basement provides flexible living space with potential for an in-law suite or accessory apartment, perfect for extended family or additional rental income, increasing

  Alexia Andrade US Asset Realty

  123 Summerfield Ave, Bridgeport, CT 06610
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  /28

  $479,000 Open Sun 12PM - 12:30PM

  • 6 Beds
  • 2 Baths
  • 2,156 Sq Ft

  39 Jane St, Bridgeport, CT 06608

  GROUP TOUR 10/19, 12 noon - well-maintained two-family home located on Bridgeport's East Side, ideal for both investors and owner-occupants. The first-floor unit offers 1 bedroom and 1 bath with a bright, open layout. The spacious second-floor duplex features 5 bedrooms and 1 bath, providing excellent rental income potential or flexible living arrangements. Each unit is separately metered for

  Michelle Lorenzetti Premier Re Group LLC

  39 Jane St, Bridgeport, CT 06608
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  /36

  $479,900 Open Sun 1PM - 1:30PM

  • 4 Beds
  • 3 Baths
  • 1,284 Sq Ft

  95 Austin St, Bridgeport, CT 06604

  GROUP TOUR SUN 10/19 1PM Exceptional two unit property with additional finished first floor. Located on the right-hand side of 95 Austin Street in Bridgeport's sought-after South End. Built in 2007, this modern and low-maintenance asset offers a desirable mix of units ideal for both investors and owner-occupants. The first floor features a spacious 2-bedroom, 1-bath unit, while the second floor

  Michelle Lorenzetti Premier Re Group LLC

  95 Austin St, Bridgeport, CT 06604
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  /26

  $419,999 Open Sun 2:30PM - 4:30PM

  • 3 Beds
  • 1.5 Baths
  • 1,008 Sq Ft

  65 Masarik Ave, Stratford, CT 06615

  Fully Renovated Gem in Stratford!Move right into this beautifully updated 3-bedroom, 1.5-bath single-family home featuring modern finishes throughout. Enjoy a brand-new kitchen with stainless steel appliances, stylish backsplash, and sleek cabinetry. The spacious living room boasts high ceilings, recessed lighting, and a ceiling fan-perfect for relaxing or entertaining. Other highlights include:

  Rosania Melo Century 21 Scala Group

  65 Masarik Ave, Stratford, CT 06615
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  /34

  $399,000

  • 4 Beds
  • 2 Baths
  • 2,668 Sq Ft

  178 Island Brook Ave, Bridgeport, CT 06606

  A multi-family home close to town with spacious bedrooms and living space. Plenty of storage and parking. Close to all forms of transportation, schools and shopping. Come check it out today!!

  Thomas Mele Dorrance Realty

  178 Island Brook Ave, Bridgeport, CT 06606
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  /29

  $600,000

  • 3 Beds
  • 2.5 Baths
  • 1,800 Sq Ft

  118 Berwick Ave, Fairfield, CT 06825

  Attention Investors! Stabilized Cash Flow Gem: 3 Bed / 2.5 Bath income producing End-Unit Townhouse w/ 2-Car Garage! Build additional equity while reaping rewards with a 6 percent cap rate! Predictable income- leased through 6/30/26, and tenants would love to stay. This turnkey end-unit townhouse is only 4 years old, and has rental growth potential besides growth in home value. Don't want to be

  Judy Szablak Coldwell Banker Realty

  118 Berwick Ave, Fairfield, CT 06825
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  /13

  $197,500

  • 2 Beds
  • 1 Bath
  • 1,100 Sq Ft

  60 Gilmore St, Bridgeport, CT 06608

  Charming & cozy duplex style home nested in the heart of Bridgeport's East Side. Nice sized livingroom opens to eat in kitchen with sliders to expansive brick patio. Beautiful versital outdoor space with full vinyl privacy fencing. 2nd level offers 2 comfortable bedrooms and well apportioned bathroom. The third level is a huge multifunctioal area for 3rd bedroom/ master/ rec room... and makes

  Todd Debek Debek Real Estate Services LLC

  60 Gilmore St, Bridgeport, CT 06608

Showing Results 41 - 80, Page 2 of 10