Homes for Sale near Capital Prep Harbor Upper School

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  $449,999

  • 2 Beds
  • 2 Baths
  • 1,300 Sq Ft

  1452 Melville Ave Unit 1452, Fairfield, CT 06825

  Discover an exceptional opportunity to own a second-floor, ranch-style residence in the highly sought-after Dogwood Green community. Vaulted ceilings and abundant natural light create an airy and inviting ambiance throughout. The expansive living room features a classic wood-burning fireplace and opens through brand-new sliding doors to a spacious private deck-an ideal setting for morning coffee

  Jennifer Mocciolo William Raveis Real Estate

  1452 Melville Ave Unit 1452, Fairfield, CT 06825
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  /36

  $1,589,000

  • 4 Beds
  • 5 Baths
  • 3,224 Sq Ft

  419 Valley Rd, Fairfield, CT 06825

  Back on market with enhancements including custom entryway storage/cubby area! Luxurious, like new construction home located in the desirable Stratfield Village neighborhood of Fairfield. Total interior renovation, including full second floor and additional two car garage was finished in 2025. This gorgeous property sits on 1.3 acres and features a modern, open-concept kitchen, four spacious

  Danielle Baleeiro Realty ONE Group Connect

  419 Valley Rd, Fairfield, CT 06825
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  /34

  $1,749,999

  • 16 Beds
  • 8 Baths
  • 5,824 Sq Ft

  31 Whittier St, Bridge Port, CT 06605

  Excellent investment opportunity in the heart of Bridgeport's Black Rock neighborhood. This 8-unit multifamily building features eight 2-bedroom, 1-bathroom units, each with spacious layouts and strong rental potential. The property includes separate utilities for each unit and has been well-maintained, making it ideal for investors seeking a stable, income-producing asset. Located just minutes

  Zach Pinto Alpha Capital Realty, LLC

  31 Whittier St, Bridge Port, CT 06605
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  /40

  $799,000 Open Sat 1PM - 3PM

  • 3 Beds
  • 1.5 Baths
  • 1,282 Sq Ft

  143 Sawyer Rd, Fairfield, CT 06824

  Updated ranch located in the coveted University area of Fairfield, offering the ease and comfort of one-level living at its best. This completely renovated home features an open floor plan, newly refinished hardwood floors, and a welcoming living room with a wood-burning fireplace. The brand-new kitchen is thoughtfully designed with quartz countertops, stainless steel appliances, and offers

  Michael Jabick Keller Williams Realty

  143 Sawyer Rd, Fairfield, CT 06824
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  /24

  $329,900

  • 3 Beds
  • 1.5 Baths
  • 1,110 Sq Ft

  30 Kent Ave, Bridgeport, CT 06610

  Welcome to this beautifully updated half-duplex in a prime commuter-friendly Bridgeport location. This home offers 3 comfortable bedrooms and 1.5 baths, thoughtfully renovated for modern living. The bright white eat-in kitchen has been recently updated and is filled with natural light, making it perfect for everyday meals and entertaining. Spacious closets, luxury vinyl flooring and abundant

  Sara Santos Coldwell Banker Realty

  30 Kent Ave, Bridgeport, CT 06610
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  /31

  $499,900

  • 4 Beds
  • 2 Baths
  • 1,581 Sq Ft

  15 Henry Ave, Stratford, CT 06614

  Welcome home to 15 Henry Ave, a beautifully refreshed, move-in ready home with modern style and everyday comfort. Step inside to find an open, updated layout featuring a sleek kitchen with granite countertops, center island, and plenty of cabinet space, perfect for cooking, entertaining, and gathering. The cozy living room offers a warm fireplace, ideal for relaxing nights in. This flexible floor

  Akenmisire Musa The Agency

  15 Henry Ave, Stratford, CT 06614
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  /2

  $799,000 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,000 Sq Ft

  52 Circle Dr, Stratford, CT 06614

  To be built: A stunning, new construction featuring an open-concept layout with soaring 9-foot ceilings and gleaming hardwood floors throughout. The spacious kitchen is the heart of the home, complete with brand-new appliances, a large center island perfect for entertaining, and a beautifully tiled fireplace that adds a warm, elegant touch to the living room. Upstairs, you'll find an oversized

  Lauren Kroutil William Raveis Real Estate

  52 Circle Dr, Stratford, CT 06614
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  /13

  $184,900

  • 2 Beds
  • 1 Bath
  • 1,100 Sq Ft

  60 Gilmore St Unit 21, 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 Unit 21, Bridgeport, CT 06608
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  /16

  $179,900

  • 3 Beds
  • 1.5 Baths
  • 1,121 Sq Ft

  99 William St Unit B, Bridgeport, CT 06608

  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

  Rashaad Carswell Century 21 Scala Group

  99 William St Unit B, Bridgeport, CT 06608
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  /15

  $59,900

  • 2 Beds
  • 1 Bath
  • 658 Sq Ft

  325 N Bishop Ave Unit 18, Bridgeport, CT 06610

  Affordable and convenient living in this two bedroom first floor coop near Stratford town line. All appliances included, totally updated in this last two years, Hardwood floor through out the house, Tiles in kitchen and in bath. Must be owner occupied. Also subject to prospect being approved by Co-Op board. Common charges include heat, hot/cold water, taxes, insurance, cooking gas, trash, snow

  Flamur Canaj Coldwell Banker Realty

  325 N Bishop Ave Unit 18, Bridgeport, CT 06610
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  /29

  $599,000 Open Sat 12PM - 2PM

  • 3 Beds
  • 2 Baths
  • 1,728 Sq Ft

  96 Toll House Ln, Fairfield, CT 06825

  THANKS TO AN INCREDIBLE RESPONSE, THE SELLER'S ARE REQUESTING HIGHEST & BEST OFFERS BY 5PM SUNDAY 3/29. Welcome to 96 Toll House Lane, set on well over an acre in one of Fairfield's most beloved neighborhoods-where people move in and stay. At the heart of it all is Dover Park, offering a true sense of community with its playground, ball field, and open green space. Inside, the home offers easy,

  Clyde Wauchope Coldwell Banker Realty

  96 Toll House Ln, Fairfield, CT 06825
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  /27

  $699,900 Open Sun 12PM - 2PM

  • 8 Beds
  • 4 Baths
  • 3,149 Sq Ft

  32-34 Elmwood Ave, Bridgeport, CT 06605

  Investors take notice! Come check out this spacious three-family home with a detached two car garage in the West End just minutes from Fairfield, shopping centers, restaurants, parks, and convenient access to major highways and Metro North for commuters. This home offers 3,149 square feet not including the partially finished lower level, with 8 bedrooms and 4 full baths, one located on each

  Gina Williams Preston Gray Real Estate

  32-34 Elmwood Ave, Bridgeport, CT 06605
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  /37

  $629,900 Open Sat 12PM - 2PM

  • 3 Beds
  • 2.5 Baths
  • 1,850 Sq Ft

  130 Brentwood Ave, Fairfield, CT 06825

  Welcome to 130 Brentwood Ave is a 2008 build that's spacious, updated, and within walking distance to Fairfield amenities, close to the highway for easy commuting and is under a mile to the Fairfield-Black Rock train station! This townhome's open floor plan has 9ft ceilings on the main floor and is so bright with natural light and perfect for entertaining. The home features hardwood flooring

  Andrea Viscuso Compass Connecticut, LLC

  130 Brentwood Ave, Fairfield, CT 06825
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  /37

  $549,000 Open Sat 1:30PM - 3:30PM

  • 4 Beds
  • 1.5 Baths
  • 1,528 Sq Ft

  206 Bridgeview Place, Stratford, CT 06614

  Experience serene riverfront living in this beautifully updated 4-bedroom single-family home, offering breathtaking views of the Housatonic River. This property stands out as it requires no flood insurance, making it a worry-free investment. Imagine enjoying sunny days filled with kayaking, jet skiing and all your favorite summer water activities right from your own backyard. The kitchen boasts

  Aileen O'Connell Coldwell Banker Realty

  206 Bridgeview Place, Stratford, CT 06614
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  /2

  $4,300,000

  • 6 Beds
  • 6 Baths
  • 6,000 Sq Ft

  378 Penfield Rd, Fairfield, CT 06824

  IMAGES FROM BUILDER'S PORTFOLIO.Remarkable CUSTOMIZABLE approx 6,000 Sqft New Beach Construction Home on a very RARE OVERSIZED 0.31 acre lot with a non-pareil luxurious Open floor plan on the Premier street in beach area ! Situated just two blocks away from Penfield Beach. Created by Master Local Builder; NEW GENERATION HEALTHY HOMES. Custom designed to offer state of the art amenities, 7

  Helene Salerno Ogents, LLC

  378 Penfield Rd, Fairfield, CT 06824
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  /40

  $1,000,000 Open Sat 12PM - 2PM

  • 5 Beds
  • 2.5 Baths
  • 3,161 Sq Ft

  225 Lordship Rd, Stratford, CT 06615

  Welcome to 225 Lordship Road, ideally located in Stratford's highly sought-after Lordship neighborhood. Offering 3,161 square feet of living space plus a large finished lower level, this expansive home presents a rare opportunity to own a true five-bedroom property in one of the area's most desirable coastal communities. The main level features an open-concept layout with generous living and

  Ralph Lewis Coldwell Banker Realty

  225 Lordship Rd, Stratford, CT 06615
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  /30

  $49,900

  • Land
  • 0.11 Acre
  • $453,636 per Acre

  916 Hart St, Bridgeport, CT 06606

  This lot is buildable now, according to the Planning & Zoning Department at Bridgeport City Hall. 926 Hart Street is an adjacent lot and would need a variance, according to the Planning & Zoning Department.

  Janet Warren William Raveis Real Estate

  916 Hart St, Bridgeport, CT 06606
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  /14

  $429,900

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

  147 Trumbull Ave, Bridgeport, CT 06606

  Two family home with convenient location in Bridgeport CT. Oversized two family near parks, highways, and major modes of transportation.

  Davis Owen Davis Owen Real Estate

  147 Trumbull Ave, Bridgeport, CT 06606
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  /12

  $244,899

  • 3 Beds
  • 1 Bath
  • 1,000 Sq Ft

  236 Brooks St, Bridgeport, CT 06608

  Welcome to 236 Brooks Street, a move-in-ready opportunity in the heart of Bridgeport, Connecticut. This charming 3-bedroom, 1-bath home blends comfort, value, and modern updates, making it an excellent choice for homeowners and investors alike. Inside, you'll find a fully renovated kitchen and bathroom, thoughtfully updated with contemporary finishes that add both style and functionality. The

  Randall Corprew HomeSmart Homes and Estates

  236 Brooks St, Bridgeport, CT 06608
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  /38

  $739,900

  • 4 Beds
  • 3.5 Baths
  • 2,268 Sq Ft

  42 Fairway Green, Fairfield, CT 06825

  Charming and Fresh-Painted Colonial with Modern Upgrades. This freshly painted colonial home boasts 4 spacious bedrooms, 3.5 baths, a brand-new HVAC system, and a wood-burning fireplace. With 2268 sq ft of living space plus a 520 sq ft finished basement, it includes a large deck, an office or in-law suite and a tall 2-car garage. Built in 1987 on a 0.24-acre lot, this home is in a

  David White OwnerEntry.com

  42 Fairway Green, Fairfield, CT 06825
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  /39

  $725,000

  • 6 Beds
  • 3.5 Baths
  • 3,397 Sq Ft

  5385 Main St, Trumbull, CT 06611

  Magnificent opportunity to embrace historic charm. This spacious Victorian home is filled with character and timeless architectural details while offering the comfort of modern updates. A beautifully updated kitchen with a massive island that blends classic charm with modern convenience. The home's signature wrap-around porch provides the perfect spot to relax and enjoy the outdoors. Inside, the

  Michael Debiase Keller Williams Realty

  5385 Main St, Trumbull, CT 06611
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  /16

  $419,900

  • 3 Beds
  • 1.5 Baths
  • 1,438 Sq Ft

  111 Franklin Ave, Stratford, CT 06614

  This well-maintained home offers a wonderful opportunity to make it your own. Featuring 3 bedrooms and 1.5 baths, including a recently remodeled full bath. This home showcases a traditional layout with generously sized rooms and solid construction. Lovingly cared for over the years, it provides the perfect canvas for your personal touches and modern enhancements. Whether you choose to update over

  JAMES A SEE Higgins Group Real Estate

  111 Franklin Ave, Stratford, CT 06614
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  /16

  $240,000

  • 2 Beds
  • 2 Baths
  • 1,648 Sq Ft

  80 Cartright St Unit PHA, Bridgeport, CT 06604

  Very Rare Penthouse Unit on Top Floor with Large Balcony. Largest Unit in Complex, Over 1,600 Sq Ft. Two Large Bedrooms. Two Large Full Bathrooms. Picture Frame Molding Throughout unit. Crown Molding in Many Rooms. Hardwood and Parquet floors Throughout. Large Dining Room which opens up to Cozy Living Room with Sliders to the Balcony Providing Nice Vistas of the Surrounding Area. Storage Area and

  Christopher Ziko Higgins Group Real Estate

  80 Cartright St Unit PHA, Bridgeport, CT 06604
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  /18

  $195,000

  • 1 Bed
  • 1 Bath
  • 668 Sq Ft

  1700 Broadbridge Ave Unit B17, Stratford, CT 06614

  Enjoy easy, modern living in this fully renovated ground-level 1-bedroom condo located in a well-maintained Stratford complex with a low monthly HOA. Thoughtfully updated throughout, the home features a bright, open layout with oversized windows that fill the space with natural light. The renovated kitchen offers sleek cabinetry, updated appliances, and clean contemporary finishes, opening

  James Sosa Keller Williams Prestige Prop.

  1700 Broadbridge Ave Unit B17, Stratford, CT 06614
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  $300,000

  • 3 Beds
  • 1.5 Baths
  • 1,320 Sq Ft

  200 Woodmont Ave Unit 130, Bridgeport, CT 06606

  Coachlight Square located in the North End between Main & Madison offers exceptional convenience to everyday amenities including a plethora of restaurants, coffee shops, grocery stores, medical, health and fitness facilities plus public transportation. Minutes to Sacred Heart University, St Vincent's Hospital and Veteran's Memorial Park. The complex offers a quiet atmosphere, private woodland

  Carrie Perkins RE/MAX Heritage

  200 Woodmont Ave Unit 130, Bridgeport, CT 06606
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  /39

  $479,900 Coming Soon

  • 3 Beds
  • 2.5 Baths
  • 1,600 Sq Ft

  124 Stiles St, Stratford, CT 06614

  Welcome to this charming 1,600 sq ft Colonial nestled on a quiet dead-end street in Stratford's sought-after Paradise Green neighborhood. Set on a deep, private lot, this home offers both comfort and space in a peaceful setting, with low-maintenance vinyl siding adding to its appeal. Inside, you're sure to love the floor plan, from the kitchen located right off the garage you'll find a spacious

  Stacy Pfannkuch Century 21 AllPoints Realty

  124 Stiles St, Stratford, CT 06614
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  /10

  $64,000

  • 2 Beds
  • 1 Bath
  • 700 Sq Ft

  Unlisted Address

  Why Rent when you can Own? Beautiful well-kept co-op nestled in the East End of Bridgeport. Grounds are well-manicured and exudes a sense of calmness, peace and serenity. Walking distance from bus line. Minutes from Pleasure Beach, and Interstate 95

  Alsee McCray McCray Realty

  Unlisted Address
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  /31

  $799,900

  • 6 Beds
  • 2 Baths
  • 3,725 Sq Ft

  1867 Main St, Stratford, CT 06615

  Amazing opportunity to own this beautifully kept multi family home in the heart of Stratford. This unique multi family home is currently being used as a two family dwelling with the second floor unit utilizing both the second and third floor of the home which has already passed zoning petition to convert into a third unit. This is a wonderful opportunity to own an income producing property and

  Davis Owen Davis Owen Real Estate

  1867 Main St, Stratford, CT 06615
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  /37

  $469,900

  • 2 Beds
  • 2 Baths
  • 1,473 Sq Ft

  523 Popes Island Rd, Milford, CT 06461

  Welcome to Caswell Cove, a river front complex on the Housatonic River. When you open the front door you look at the river with boats going by. Beautiful view of the sunsets. The unit has 1473 square feet of living space. Kitchen opens up to nice size eating area. All appliances to remain including washer and dryer. Two nice size bedrooms and two full bathrooms. Newly painted ready to move into

  Judith DiFranco Coldwell Banker Realty

  523 Popes Island Rd, Milford, CT 06461
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  /35

  $1,899,000 Open Sun 1PM - 3PM

  • 6 Beds
  • 4.5 Baths
  • 4,344 Sq Ft

  15 Barton Rd, Fairfield, CT 06824

  Not all new construction is created equal-especially in a neighborhood like this. Set behind a classic white picket fence in Fairfield's coveted University area, this thoughtfully crafted custom home offers more than beautiful design-it offers a true community lifestyle. Sidewalk-lined streets invite evening strolls, bike rides, and impromptu neighborly conversations. Just moments away, Gould

  Jennifer DeLaurentis Compass Connecticut, LLC

  15 Barton Rd, Fairfield, CT 06824
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  /33

  $589,000

  • 14 Beds
  • 6.5 Baths
  • 6,727 Sq Ft

  349 Noble Ave Unit 355, Bridgeport, CT 06608

  Spacious side-by-side two-family home featuring formal living and dining rooms, fireplace, jacuzzi, and abundant closet space throughout. Private parking and a fenced yard offer added convenience and outdoor enjoyment. Ideally located directly across from a park and close to shopping, schools, hospitals, and major highways. Great opportunity-bring your offers!

  Stephen Mele Houlihan Lawrence

  349 Noble Ave Unit 355, Bridgeport, CT 06608
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  /12

  $630,000

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

  195 Lenox Ave Unit 197, Bridgeport, CT 06605

  Welcome to 195 Lenox Avenue - a modern and versatile 3-family home perfect for both investors and first-time buyers. With 6 bedrooms, 3 full bathrooms, and a full basement, this property offers plenty of space and excellent rental potential. The first and second floors each allow for an extra bedroom conversion, maximizing cash flow. Inside, the units are updated and well-maintained, providing

  Shafran Salim Guy Bocicaut Real Estate

  195 Lenox Ave Unit 197, Bridgeport, CT 06605
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  /34

  $299,000

  • 2 Beds
  • 1 Bath
  • 999 Sq Ft

  180 Read St, Bridgeport, CT 06607

  Location! Location! Location! This home has a remarkable value-add opportunity in the highly sought-after revitalizing East End of Bridgeport, along the Stratford town line. Just minutes from the Steel Pointe Harbor makes this property stand out with easy access to I-95. The home features 2 bedrooms, 1 bathroom, formal dining room, EXTRA room off dining room which can be used as a guest room or

  Towanna Randall Berkshire Hathaway NE Prop.

  180 Read St, Bridgeport, CT 06607
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  /35

  $800,000

  • 3 Beds
  • 2 Baths
  • 1,248 Sq Ft

  5763 Park Ave, Fairfield, CT 06825

  This ranch style sits on a generous lot and has a nicely landscaped backyard. The property offers a living room, a good-sized kitchen with quality appliances and a beautiful backsplash, 2 ample bathrooms, and 3 bedrooms. Hardwood floors through. A backyard patio ideal for entertaining or relaxation. A fully finished basement can be used for extra living space or entertainment. Plenty of parking

  Nathaniel Correa Smart Realty Services Corp

  5763 Park Ave, Fairfield, CT 06825

Showing Results 281 - 314, Page 8 of 8