Homes for Sale near Fairfield College Preparatory

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  /40

  $2,799,000

  • 5 Beds
  • 6.5 Baths
  • 7,269 Sq Ft

  342 Midlock Rd, Fairfield, CT 06824

  Welcome to Summer Tree Gardens, an extraordinary stately home nestled on over 2 acres of meticulously maintained grounds in the prestigious Greenfield Hill neighborhood of Fairfield, CT. This expansive 7,269 sq. ft. home boasts 5 en-suite bedrooms, 8.5 baths, and an array of luxurious features that blend timeless elegance with modern updates. The home was built by builder Christer Krook. Step

  Ken Osborn Higgins Group Bedford Square

  342 Midlock Rd, Fairfield, CT 06824
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  /40

  $5,950,000

  • 6 Beds
  • 9 Baths
  • 12,139 Sq Ft

  29 Sturges Commons, Westport, CT 06880

  Masterfully crafted by Mattera Construction, this 12,000+/- sq ft residence sits on 1.3+/- pastoral acres on coveted Sturges Commons, a vibrant neighborhood known for block parties and a strong sense of community. Designed for both luxury and functionality, this home boasts exquisite custom finishes, soaring ceilings, and impeccable interior design. The main level offers a chef's kitchen, a

  Doug Bross Coldwell Banker Realty

  29 Sturges Commons, Westport, CT 06880
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  /33

  $3,195,000

  • 20 Beds
  • 20 Baths
  • 12,834 Sq Ft

  191 Oak St, Bridgeport, CT 06604

  Seize this exclusive investment opportunity at 191 Oak Street in Bridgeport, CT, now available through Top Tier Realty Group. This impeccable 3-story maintained brick building built in 1966 delivers immediate value with its 20 units-18 spacious one-bedrooms and 2 studios- all designed to maximize tenant satisfaction and minimize vacancies. Each thoughtfully configured apartment features the ideal

  Lisa Nussbaum Top Tier Realty Group, LLC

  191 Oak St, Bridgeport, CT 06604
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  /13

  $239,000

  • 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
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  /19

  $170,000

  • 1 Bed
  • 1 Bath
  • 818 Sq Ft

  325 Lafayette St Unit 4301, Bridgeport, CT 06604

  Step into this stunning 1-bed, 1-bath loft-style condo in a Gated Community at the Lofts on Lafayette, This is where industrial charm meets modern convenience. Featuring an open floor plan, this unique space is defined by exposed brick, wood beams & soaring 10+ foot ceilings, creating an airy & inviting atmosphere. Beautiful hardwood floors throughout, complementing the industrial aesthetic

  Andrei Balaj Higgins Group Real Estate

  325 Lafayette St Unit 4301, Bridgeport, CT 06604
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  /11

  $679,000

  • 8 Beds
  • 3 Baths
  • 3,749 Sq Ft

  53-55 Fremont St, Bridgeport, CT 06605

  Three Family house located in BRIDGEPORT CT . Legal three family fully rented and producing income. Welcome all investors to this great opportunity featuring 12 rooms, 8 bedrooms, three full baths approximately 3,000 sq ft, good sized units. If you are looking for an income investment look no further. Make an appointment for your tour today!

  Rosania Melo Century 21 Scala Group

  53-55 Fremont St, Bridgeport, CT 06605
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  /2

  $195,000

  • Land
  • 0.11 Acre
  • $1,772,727 per Acre

  Unlisted Address

  Mix use, currently use for auto repair/sale parking. Zone for single/multi family. To be sold with 1026 North Ave as a package.

  BEN HUYNH Coldwell Banker Realty

  Unlisted Address
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  /38

  $465,000

  • 4 Beds
  • 2 Baths
  • 1,152 Sq Ft

  25 Broadway, Bridgeport, CT 06606

  Beautifully remodeled contemporary home featuring 4+ bedrooms and 2 full bathrooms, located in the desirable North End of Bridgeport. The main level offers a bright and welcoming living room with a large picture window and a built-in wall air conditioner. Enjoy a completely remodeled eat-in kitchen with ceramic tile floor, granite countertops, stainless-steel appliances (only 2 years old), along

  Terri Mickle Property Choices Real Estate

  25 Broadway, Bridgeport, CT 06606
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  /31

  $6,500,000

  • 6 Beds
  • 6.5 Baths
  • 6,585 Sq Ft

  69 Beachside Ave, Westport, CT 06880

  Nestled along Westport's prestigious 'Gold Coast,' this architecturally magnificent estate on 4+ acres of park-like grounds with a breathtaking pool and professional-grade Har-Tru tennis court is a haven for luxury living and distinguished entertaining. Surrounded by major estates in one of the most sought-after coastal regions in the Northeast, it boasts access to pristine beaches, sophisticated

  Doug Bross Coldwell Banker Realty

  69 Beachside Ave, Westport, CT 06880
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  /24

  $499,000

  • 2 Beds
  • 2 Baths
  • 2,481 Sq Ft

  25 Platt Place, Bridgeport, CT 06606

  Additional 2 Bedrooms and Full Bath in lower level not reflected on the field card--home being sold "as is". Deceptively large home with a total of 4 BR's and 3 Full Baths, this is an excellent opportunity for investors or owner occupant alike. Discover this stunning property located in Bridgeport's North End. The open floor plan seamlessly leads to a spacious kitchen and dinning area, showcasing

  Mariani Ribeiro Coldwell Banker Realty

  25 Platt Place, Bridgeport, CT 06606
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  /5

  $769,000

  • 8 Beds
  • 4 Baths
  • 2,390 Sq Ft

  56 Calhoun Ave, Bridgeport, CT 06604

  Four Family house located in BRIDGEPORT CT . Legal 4 family fully rented and producing income. Welcome all investors to this great opportunity featuring 16 rooms, 8 bedrooms, three full baths approximately 3,000 sq ft, good sized units. If you are looking for an income investment look no further. Make an appointment for your tour today!

  Rosania Melo Century 21 Scala Group

  56 Calhoun Ave, Bridgeport, CT 06604
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  /28

  $205,000

  • 1 Bed
  • 1 Bath
  • 939 Sq Ft

  25 Cartright St Unit 4K, Bridgeport, CT 06604

  Move right into this bright and updated 1-bedroom, 1-bathroom condo on the 4th floor in the Brooklawn area. The kitchen and bathroom have been recently renovated; the living room leads out to a private balcony. This unit comes with one garage parking space, on-site laundry in the basement, and a storage area. The HOA includes a front desk receptionist, heat, hot water, trash removal, and grounds

  Jaquan Jones RE/MAX Right Choice

  25 Cartright St Unit 4K, Bridgeport, CT 06604
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  /30

  $699,000

  • 3 Beds
  • 1.5 Baths
  • 1,560 Sq Ft

  71 Schiller Rd, Fairfield, CT 06825

  Experience timeless elegance in this beautifully maintained ranch-style home, offering 3 spacious bedrooms, 2 full baths, and an extended driveway for ample parking. The stylish kitchen features gleaming granite countertops and elegant tiled flooring-perfect for both everyday living and entertaining. Step into the inviting family room, where sliding glass doors lead to a charming patio and a

  Oswaldo Torres Las Americas Real Estate

  71 Schiller Rd, Fairfield, CT 06825
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  /34

  $509,900

  • 4 Beds
  • 1.5 Baths
  • 2,716 Sq Ft

  44 Wentworth St, Bridgeport, CT 06606

  Unique opportunity!!! Spacious and Versatile 9 yes nine bedrooms Single Family Home! Ideally located near Sacred Heart University and Saint Vincent's Hospital nursing school and Bridgeport University. Great if you are looking for spacious home in unique neighborhood, you have access to main roads, public transportation, shoppings centers and train station making easy the commute to the city.

  ANDREA GARCIA eRealty Advisors, Inc.

  44 Wentworth St, Bridgeport, CT 06606
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  /24

  $985,000

  • 14 Beds
  • 8 Baths
  • 5,052 Sq Ft

  40-42 Jane St, Bridgeport, CT 06608

  Welcome to 40-42 Jane St. in Bridgeport, Connecticut. Opportunity to own a spacious six family property with two large four bedroom one and a half bathroom apartments, two spacious two bedroom and one full bathroom apartments, and two large one bedroom one full bathroom apartments. Each apartment comes with an updated kitchen and bathroom, light and bright living room dining room, amole closet

  Ben Weinberg Oxford Realty

  40-42 Jane St, Bridgeport, CT 06608
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  /21

  $160,000

  • 1 Bed
  • 1 Bath
  • 911 Sq Ft

  2370 North Ave Unit 10A, Bridgeport, CT 06604

  HEAT, HOT/COLD WATER + MORE INCLUDED! 10th Floor End unit at the Regency. Prime location in historic Brooklawn neighborhood. Impressive city and water views from your own private balcony. Well cared for and maintained over the years. Offers a spacious floor plan flooded with natural sunlight. Recent updates include new Central AC units throughout and a new sliding door/windows in the living room.

  Wessam Ahmad Real Broker CT, LLC

  2370 North Ave Unit 10A, Bridgeport, CT 06604
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  /8

  $255,000

  • 2 Beds
  • 1.5 Baths
  • 1,064 Sq Ft

  333 Vincellette St Unit 44, Bridgeport, CT 06606

  Come see the beautiful 2 bedroom/1.5 bath condo located in the Coachlight Square division. Spacious primary bedroom with en suite and walk in closet and plenty of space for storage. Relax on the deck leading out from dining area or enjoy a swim in the pool.

  Brian Shelby - Hampton Hampton Realty, LLC

  333 Vincellette St Unit 44, Bridgeport, CT 06606
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  /31

  $139,900

  • 2 Beds
  • 1.5 Baths
  • 850 Sq Ft

  373 Iranistan Ave, Bridgeport, CT 06604

  Spectacular remodeled 2 BR, 1.5 BA townhouse with central air and third floor loft. Located in desirable historic Seaside Village within walking distance of beaches at Seaside Park. Custom kitchen with upscale features, living room with half bath, two bedrooms upstairs with elegant full bathroom, and stairs to loft area in finished attic. Washer and dryer and storage area in basement. Shared

  Gail Robinson William Raveis Real Estate

  373 Iranistan Ave, Bridgeport, CT 06604
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  /40

  $5,499,000

  • 4 Beds
  • 4.5 Baths
  • 3,603 Sq Ft

  142 Main St, Southport, CT 06890

  A rare opportunity to own a piece of Southport history. Nestled in the heart of Southport Village, the Eleazar Bulkley House, a pristine example of Federal architecture, c.1811. Lovingly restored by its current owner, this stately home embodies the refined tastes of the early 19th century, seamlessly blended with thoughtful, modern luxury. From its symmetrical facade to meticulously restored

  Elizabeth Tritschler William Raveis Real Estate

  142 Main St, Southport, CT 06890
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  /26

  $2,400,000

  • 4 Beds
  • 6 Baths
  • 5,540 Sq Ft

  230 Winton Rd, Fairfield, CT 06824

  Located in highly sought-after WINTON PARK, this property features an in-ground POOL, fenced rear yard, stone walls and stone drive flanked by flowering pear trees, culminating in a front courtyard. Winton Park is a private assoc with one-plus acre zoning within walking distance of charming downtown Fairfield. Just a short walk to the train, schools, shopping and dining. Bike to the beach! Built

  Denise Walsh William Raveis Real Estate

  230 Winton Rd, Fairfield, CT 06824
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  /31

  $999,000

  • 9 Beds
  • 3 Baths
  • 4,645 Sq Ft

  439 Charles St Unit 443, Bridgeport, CT 06606

  Very spacious legal three family home approximately 4,645 square feet of livable space in great condition, very well maintained! First floor features Open floor plan, central air, five rooms, two bedrooms, one full bath. Second floor unit with open floor plan five rooms, two bedrooms, one full bath. third floor unit with four rooms, two bedrooms, one full bath. Hardwood flooring throughout home,

  Rosania Melo Century 21 Scala Group

  439 Charles St Unit 443, Bridgeport, CT 06606
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  /3

  $317,000

  • 4 Beds
  • 1 Bath
  • 1,926 Sq Ft

  221 Bunnell St, Bridgeport, CT 06607

  Up and Coming Location! Just minutes to Bass Pro, Steelpointe Harbor, Total Mortgage Arena and The Hartford HealthCare Amphitheater. Unlimited possibilities home being sold as is. All appliances stay with the house, condition is unknown. This is an Estate Sale. Executor prefers all offers be placed on 4 page Smart MLS forms. Home will not qualify for conventional financing.

  Judy & Joe Real Estate Group RE/MAX Right Choice

  221 Bunnell St, Bridgeport, CT 06607
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  /35

  $1,175,000

  • 4 Beds
  • 3.5 Baths
  • 3,345 Sq Ft

  3 George St, Westport, CT 06880

  This solidly constructed 2-family home on almost 1/2 acre, located on private dead end street in terrific Westport neighborhood, presents a perfect blend of potential & opportunity. Walking distance to eateries & shops, this home offers numerous possibilities! In the main house - first floor, you'll find a large eat in kitchen, 1/2 bath, large living room with wood burning fireplace and separate

  Patrick Conetta Urban Connections Realty

  3 George St, Westport, CT 06880
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  /9

  $217,500

  • 1 Bed
  • 1 Bath
  • 937 Sq Ft

  32 Ameridge Dr Unit 32, 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, **Unit Must Be Owner Occupied**

  Jide Azeez Alltyme Realty

  32 Ameridge Dr Unit 32, Bridgeport, CT 06606
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  /38

  $475,000

  • 3 Beds
  • 1 Bath
  • 1,120 Sq Ft

  321 Post Rd, Fairfield, CT 06824

  Charming three bedroom cape in Prime Fairfield Location! Location, location! Take a stroll on the sidewalk and walk to Jennings Beach (less than a mile away!). Need to take the train? You are minutes from Fairfield Metro North Station, how convenient! Meticulously maintained by multiple generations, this home exudes warmth and character. The first floor features beautiful hardwood floors

  Maribeth Lightowler Coldwell Banker Realty

  321 Post Rd, Fairfield, CT 06824
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  /29

  $625,000

  • 4 Beds
  • 2 Baths
  • 1,742 Sq Ft

  1974 Kings Hwy, Fairfield, CT 06824

  Welcome to your opportunity to own BRAND new construction in a commuters dream location of Fairfield -recently completed by a highly regarded local builder with exceptional attention to detail and quality throughout. This fabulous 4 bedroom, 2 full bath home is move-in ready and offers modern living with convenience, style, and thoughtful design. Step inside to discover a bright and open floor

  Jennifer Lockwood Coldwell Banker Realty

  1974 Kings Hwy, Fairfield, CT 06824
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  /28

  $625,000

  • 4 Beds
  • 2 Baths
  • 1,742 Sq Ft

  1972 Kings Hwy, Fairfield, CT 06824

  Welcome to your opportunity to own BRAND new construction in a commuters dream location of Fairfield -recently completed by a highly regarded local builder with exceptional attention to detail and quality throughout. This fabulous 4 bedroom, 2 full bath home is move-in ready and offers modern living with convenience, style, and thoughtful design. Step inside to discover a bright and open floor

  Jennifer Lockwood Coldwell Banker Realty

  1972 Kings Hwy, Fairfield, CT 06824
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  /40

  $2,299,000

  • 4 Beds
  • 5 Baths
  • 3,031 Sq Ft

  347 Lalley Blvd, Fairfield, CT 06824

  This one has it all - premiere beach area location on sought after Lalley Boulevard with just steps to beach and rare, deep and private lot! This fresh and sophisticated 4-bedroom (2 primary bedroom options!), 5-bath, FEMA-compliant home showcases extraordinary craftsmanship and style. From the functional open floor plan to the carefully selected fixtures, this home was designed for those who

  Carrie Sakey Coldwell Banker Realty

  347 Lalley Blvd, Fairfield, CT 06824
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  /11

  $399,000

  • 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
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  /28

  $724,900

  • 10 Beds
  • 4 Baths
  • 3,364 Sq Ft

  106 Manhattan Ave Unit 108, Bridgeport, CT 06606

  Incredible investment opportunity in the heart of Bridgeport! This multifamily home at 106-108 Manhattan Avenue is bursting with potential and just waiting for the right owner to bring it back to life. With spacious layouts and solid bones, this property is ideal for investors looking to add to their portfolio or owner-occupants ready to customize their own space while generating rental income.

  Kervin Figaro Five Stars Realty

  106 Manhattan Ave Unit 108, Bridgeport, CT 06606
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  /40

  $25,000,000

  • 6 Beds
  • 11 Baths
  • 19,569 Sq Ft

  1131 Sasco Hill Rd, Fairfield, CT 06824

  Sasco Point- A Rare Waterfront Estate. Perched on over 11 acres with 450 feet directly on Long Island Sound, Sasco Point is an extraordinary coastal retreat. Nestled at the end of prestigious Sasco Hill Road, this architecturally stunning estate blends Swedish, Dutch, and Moorish influences, creating a residence that is as elegant as it is timeless. A discreet gated entrance leads to a winding

  Andrew Whiteley Brown Harris Stevens

  1131 Sasco Hill Rd, Fairfield, CT 06824
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  /23

  $499,900

  • 3 Beds
  • 2 Baths
  • 1,056 Sq Ft

  58 Bear Paw Rd, Bridgeport, CT 06606

  Do not miss this well maintained ranch style home in super convenient North End location--near Sacred Heart University, Trumbull Mall, Trumbull Center, Merritt Parkway and more. Main level features hardwood and tile floors. Living room dining room combo. Fully applianced kitchen and full bath. Gas heat, gas hot water heater, and central air conditioning. The lower level is fully finished with 4

  Douglas Ledewitz Pulse Realty LLC

  58 Bear Paw Rd, Bridgeport, CT 06606
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  /24

  $2,050,000

  • 4 Beds
  • 5 Baths
  • 3,707 Sq Ft

  27 Blue Ribbon Dr, Westport, CT 06880

  Welcome to 27 Blue Ribbon Road - A serene retreat in the heart of Westport. Tucked away on a quiet, tree-lined street where neighbors still greet each other by name, this expanded split-level home offers the perfect blend of comfort, style, and community. With 4 spacious bedrooms, a dedicated home office, and a thoughtfully updated layout, this property is ideal for both everyday living and

  Meredith Cohen Serhant Connecticut, LLC

  27 Blue Ribbon Dr, Westport, CT 06880
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  /40

  $5,995,000

  • 6 Beds
  • 7.5 Baths
  • 8,812 Sq Ft

  9 Sturges Commons, Westport, CT 06880

  Stunning Custom Built Colonial by Chris Montanaro of Redcoat Homes. Designed by Renowned Architect, Judith Larson. This Home Exudes Sophistication, every detail has been meticulously crafted to offer extraordinary living experience on a 1.10 flat manicured acre. Over 8,000 SQ FT w 8-inch wide plank wht oak floors throughout. 1st FL features a Chef's dream kitchen, generous Dining & Family room

  Kelly Loucas Compass Connecticut, LLC

  9 Sturges Commons, Westport, CT 06880
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  /2

  $650,000

  • 6 Beds
  • 2 Baths
  • 2,244 Sq Ft

  167 Scofield Ave, Bridgeport, CT 06605

  An incredible investment opportunity in the highly desirable Black Rock neighborhood! This well-maintained two-unit multifamily property is perfect for investors or owner-occupants looking to generate rental income. Located just minutes from Black Rock's vibrant dining, shopping, and waterfront attractions, this property boasts strong rental potential with easy access to public transportation,

  Maria Lorena Chaparro Fawn Realty Group LLC

  167 Scofield Ave, Bridgeport, CT 06605
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  /31

  $540,000

  • 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
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  /23

  $475,000

  • 4 Beds
  • 2.5 Baths
  • 1,664 Sq Ft

  671 Fairview Ave, Bridgeport, CT 06606

  Modern masterpiece in the North End. Completely remodeled stunner including new roof, siding, and updated electrical panel. Enter your gracious new abode into the generous living/dining room. Adjoining is the spectacular modern farmhouse kitchen with custom Calacatta Gold marble countertops and stainless steel appliances. Beyond the kitchen find a fabulous 3 season room, perfect for relaxed

  Isa Malik Carbutti & Co., Realtors

  671 Fairview Ave, Bridgeport, CT 06606
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  /38

  $650,000

  • 3 Beds
  • 2 Baths
  • 1,001 Sq Ft

  60 Meadowbrook Rd, Fairfield, CT 06824

  Coastal Charm Meets Modern Luxury in Fairfield, CT Looking for that perfect mix of classic charm and modern sophistication? Welcome to this stunning brick beauty in the heart of Fairfield, where luxury meets effortless coastal living. From the moment you arrive, you'll be captivated by the beautifully landscaped yard, framed by an elegant stone wall and a paver-lined driveway leading to a

  Marrisa Gilbertie Keller Williams Prestige Prop.

  60 Meadowbrook Rd, Fairfield, CT 06824
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  /30

  $5,200,000

  • 6 Beds
  • 7.5 Baths
  • 9,630 Sq Ft

  355 Greens Farms Rd, Westport, CT 06880

  Exceptional Gated Estate in Greens Farms! Welcome to 355 Greens Farms Rd, a spectacular 2.25 acres estate designed for luxurious living and ultimate entertaining. This stunning home is a dream for car enthusiasts, featuring a four-car garage with room for lifts, making it perfect for showcasing and maintaining your collection. Step inside to find a brand-new kitchen and a newly designed primary

  Meredith Cohen Serhant Connecticut, LLC

  355 Greens Farms Rd, Westport, CT 06880
• 

  

  /31

  $1,199,000

  • 2 Beds
  • 2 Baths
  • 2,357 Sq Ft

  1007 Fairfield Beach Rd, Fairfield, CT 06824

  Investment Opportunity? ~ Beach Retreat? The choice is yours at this historic Fairfield Beach property. This charming 2300 square foot beach house on Fairfield Beach Road offers a unique blend of Fairfield Beach history and modern amenities. Originally an ice cream parlor, the building retains its original shop counter, stools and refrigeration. Complementing these vintage amenities are an

  Paul Triantafel William Pitt Sotheby's Int'l

  1007 Fairfield Beach Rd, Fairfield, CT 06824

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