Greater Bridgeport Planning Region, CT Homes for Sale

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  /38

  $499,000

  • 1 Bed
  • 3 Baths
  • 1,999 Sq Ft

  664 Osage Ln Unit A, Stratford, CT 06614

  Experience Resort-Style Living on the 17th Fairway of Blackhawk Country Club, a private, 18-hole championship course! 664 Osage Lane Unit A sits in a secluded, quiet enclave within the prestigious Oronoque Village, this beautifully updated "A" unit offers expansive, panoramic views of the 17th fairway (Par 5). This Wolcott model's main level features a sun filled Living Room with soaring

  Scott Palma William Raveis Real Estate

  664 Osage Ln Unit A, Stratford, CT 06614
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  /16

  $520,000

  $15K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 2,030 Sq Ft

  26 Marsdale Ave, Bridgeport, CT 06606

  This beautiful colonial offers timeless charm with comfortable living spaces. Inside you'll find a spacious living room, a formal dining room and an eat in kitchen. Three generously sized bedrooms with hardwood floors, natural light and warmth throughout. Schedule your showing today.

  Colette Daye-Hall Century 21 AllPoints Realty

  26 Marsdale Ave, Bridgeport, CT 06606
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  /2

  $90,000

  $10K PRICE DROP

  • Land
  • 3,920 Sq Ft
  • $1,000,000 per Acre

  502 Berkshire Ave, Bridgeport, CT 06608

  Fantastic opportunity to own a residential lot in a well-established neighborhood of Bridgeport's East Side! This parcel offers endless possibilities for builders, investors, or future homeowners looking to bring their vision to life. This lot is ideal for constructing a single-family home or exploring development potential (Purchaser is responsible for conducting their own diligence with city

  Natalie Robinson Coldwell Banker Realty

  502 Berkshire Ave, Bridgeport, CT 06608
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  /26

  $410,000

  $15K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,188 Sq Ft

  25 Myron Ave, Bridgeport, CT 06606

  SACRED HEART UNIVERSITY AREA - NORTH END LOCATION! New to market, this updated +/- 1,188 square foot Cape on Myron Avenue is ideally situated in Bridgeport's desirable North End-just +/- 1.9 miles (approx. 6 minutes) to Sacred Heart University's Center for Healthcare Education, with convenient access to shopping, dining, parks, and major commuter routes. The flexible floor plan offers 4 bedrooms,

  Ralph Lewis Coldwell Banker Realty

  25 Myron Ave, Bridgeport, CT 06606
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  /40

  $1,930,000

  • 7 Beds
  • 10 Baths
  • 5,883 Sq Ft

  49 Great Ring Rd, Sandy Hook, CT 06482

  Welcome to 49 Great Ring Road-an iconic estate with breathtaking views and a classic 1940 built home full of charm and elegance. Step into the front-to-back foyer and take in the sight lines to the expansive stone patio and sparkling pool. At the heart of the home is the great room, featuring a soaring ceiling and a grand fireplace-perfect for gatherings. The custom cherry sunroom is a

  Connie Widmann William Raveis Real Estate

  49 Great Ring Rd, Sandy Hook, CT 06482
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  /40

  $3,275,000

  Coming Soon

  • 5 Beds
  • 8 Baths
  • 8,279 Sq Ft

  111 Golden Pond Ln, Fairfield, CT 06824

  Completely transformed over the past six years by its current owner and designer, this extraordinary residence blends grand-scale architecture with warmth, comfort, and beautifully curated interiors. Tucked at the end of a tree-lined cul-de-sac, the home makes an unforgettable first impression with a dramatic two-story entry, soaring 19-foot ceilings, a statement chandelier, and sweeping dual

  Cindy Raney Coldwell Banker Realty

  111 Golden Pond Ln, Fairfield, CT 06824
• 

  

  /18

  $250,000

  • 3 Beds
  • 1 Bath
  • 1,187 Sq Ft

  30 Yarrington Ct Unit 30, Bridgeport, CT 06607

  Welcome to 30 Yarrington Court - the most desirable unit in the complex being an end unit with extra parking/side yard, this 3 bed 1 bath end unit townhouse offers 1187 sq ft spread across two levels including stainless steel appliances and a layout perfect for entertaining. Inside you'll find an open floor plan once you walk through the front door featuring an expansive living room with kitchen

  Joe Rohinsky Coldwell Banker Realty

  30 Yarrington Ct Unit 30, Bridgeport, CT 06607
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  /18

  $242,500

  Open Sun 12PM - 2PM $8K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 765 Sq Ft

  135 Carriage Path S, Milford, CT 06460

  Welcome to South Wind Village, where coastal charm meets convenience... Bright and inviting first-floor end unit offering easy living in the desirable South Wind Village community. This well-maintained one-bedroom condo features a spacious layout with an eat-in kitchen, large bedroom, updated bath, plus ample storage. A cozy fireplace adds warmth and charm to the living space. The property

  Susan Corleto William Pitt Sotheby's Int'l

  135 Carriage Path S, Milford, CT 06460
• 

  /2

  $433,000

  Coming Soon

  • 4 Beds
  • 2 Baths
  • 2,024 Sq Ft

  632 Sedgewick Ave, Stratford, CT 06615

  Wonderful opportunity to own this spacious four-bedroom colonial conveniently located near the train station, shopping, schools, parks, restaurants and water. The main level offers the formal living room with fireplace, quaint sunroom which can also be used as office space, a generous formal dining room and eat in kitchen. The main level family room has a vaulted ceiling, abundant natural light &

  Sophia Messore Coldwell Banker Realty

  632 Sedgewick Ave, Stratford, CT 06615
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  /9

  $335,000

  • 2 Beds
  • 1.5 Baths
  • 1,050 Sq Ft

  37 Foley Ave, Shelton, CT 06484

  RANCH STYLE HOME SET ON.23 ACRES BUILT IN 1965. Occupied, DO NOT disturb occupants. Being sold as-is via auction. new owner to assume responsibility for occupants. Cash Only

  Susan Frederico Aspen Realty Group

  37 Foley Ave, Shelton, CT 06484
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  /40

  $1,499,000

  $100K PRICE DROP

  • 6 Beds
  • 4.5 Baths
  • 4,204 Sq Ft

  46 Sherwood Rd, Easton, CT 06612

  Set on a park-like 4.39-acre parcel, this timeless 2006 center hall colonial offers a rare blend of privacy, natural beauty, and exceptional quality. A sweeping front lawn welcomes you, while the property unfolds to reveal a serene pond, bluestone patio with sitting wall, fenced-in raised-bed garden, charming potting shed & greenhouse - perfect for those who appreciate both elegance and nature.

  Gayle Worthington William Raveis Real Estate

  46 Sherwood Rd, Easton, CT 06612
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  /3

  $1,500,000

  Coming Soon

  • 4 Beds
  • 3.5 Baths
  • 4,728 Sq Ft

  28 Goodridge Rd, Redding, CT 06896

  You will take a deep breath as soons as you driving thru the beautiful and tranquil landscape of this part of Redding. As you approach the driveway you are greeted to a large antique barn for storing Animals/Cars/Toys. driving down driveway you are see the large farmhouse colonial with expansive front porch. The flexible open floor allows for easy daily life as well great for entertaining.

  Margaret Upton-Mirowski Coldwell Banker Realty

  28 Goodridge Rd, Redding, CT 06896
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  /2

  $469,900

  $9K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,968 Sq Ft

  99 Westfield Ave, Ansonia, CT 06401

  Opportunity knocks with this well-maintained two-family home nestled in a convenient Ansonia location - just minutes from Route 8 and Griffin Hospital. Offering approximately 1,968 SF across two units, this 4-bedroom, 2-bath, 2-family delivers immediate functionality with meaningful upside for the right buyer. The exterior has been thoughtfully refreshed with vinyl siding, replacement windows, a

  Nick Richetelli Colonial Properties Inc

  99 Westfield Ave, Ansonia, CT 06401
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  /9

  $210,000

  • 1 Bed
  • 1 Bath
  • 662 Sq Ft

  35 Saginaw Trail, Shelton, CT 06484

  This 1-2 BR Ranch Cottage is situated on a 0.24 acre corner lot. It is 5 minutes to Route 8 & the Merrit Parkway (Rte.15). House is hooked up to City Water & Sewer. At this price you could renovate or tear down & build your new home. This is conveniently located to all Shelton has to offer and of course, LOW Shelton Taxes! Please note that house is Winterized! Sold As Is!

  Wayne Chmura BHGRE Gaetano Marra Homes

  35 Saginaw Trail, Shelton, CT 06484
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  /27

  $335,000

  • 2 Beds
  • 1 Bath
  • 841 Sq Ft

  118 Bradley Terrace, Derby, CT 06418

  This is a smart first move or a convenient downsize to affordable one-level living. Enjoy the comfort of your own home with a fenced yard, attached garage, and quality replacement windows. Inside, hardwood floors run through the living room, dining area, hall, and both bedrooms. The living room offers ample space to relax, while the kitchen is equipped with a newer French door stainless steel

  Lorrie Maiorano Calcagni Real Estate

  118 Bradley Terrace, Derby, CT 06418
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  /37

  $1,275,000

  • 4 Beds
  • 3.5 Baths
  • 4,992 Sq Ft

  66 Dogwood Ln, Trumbull, CT 06611

  A distinctive architectural statement offering a rare blend of design, scale, and lifestyle, set in the highly desirable Nichols section of Trumbull with deeded rights to Dogwood Lake. Just under 5,000 sf, this thoughtfully updated & exceptionally well-maintained residence reflects a true attention to detail throughout, from the intentional window placement that captures natural light & views to

  Matthew Nuzie RE/MAX Right Choice

  66 Dogwood Ln, Trumbull, CT 06611
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  /26

  $799,000

  New Construction $40K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,584 Sq Ft

  17 Chetwood St, Milford, CT 06460

  Welcome to this stunning 3 bedroom, 2.5 bathroom home perfectly situated in the highly sought-after Silver Sands Beach community. Designed with an open floor plan, this coastal retreat offers the ideal blend of comfort and style. Just steps from the sandy shore, you'll enjoy breathtaking views of Charles Island, leisurely strolls along the boardwalk, and all that Milford's vibrant shoreline has

  Luke Porto William Raveis Real Estate

  17 Chetwood St, Milford, CT 06460
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  /2

  $190,000

  $35K PRICE DROP

  • Land
  • 3.01 Acres
  • $63,123 per Acre

  342 S Main St, Newtown, CT 06470

  Great Development Site with over 300' of Route 25 Frontage and access to Bear Hills Road. 3.01 acres of undeveloped land with easy access to I-84, Merritt Parkway, and I-95. Bring your dreams and imaginations! Tremendous potential.

  Ali Nabatchian RE/MAX Heritage

  342 S Main St, Newtown, CT 06470
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  /16

  $209,900

  • 1 Bed
  • 1 Bath
  • 683 Sq Ft

  308 Meadowside Rd Unit 306, Milford, CT 06460

  Welcome to easy coastal living in one of Milford's most convenient locations. This bright and well maintained 1 bedroom, 1 bathroom condo offers an incredible opportunity to enjoy beachside living at an affordable price point. Located within walking distance to Silver Sands State Park and beach, you can enjoy scenic shoreline walks, biking trails, and sunsets just moments from your door. Inside,

  Leslie Terres West Shore Realty

  308 Meadowside Rd Unit 306, Milford, CT 06460
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  /5

  $2,050,000

  • 5 Beds
  • 3.5 Baths
  • 2,509 Sq Ft

  79 Fairfield Place, Fairfield, CT 06824

  Set on a level and flat .24-acre lot in the highly sought-after Sasco Hill area of Fairfield, this charming home offers endless opportunities to customize and create your dream living space. Boasting 2,500 square feet of versatile living area, plus a full unfinished basement, a deck, and an outdoor shed, this property perfectly balances comfort and potential. Enjoy a unique dual-street frontage,

  Phyllis Doonan William Raveis Real Estate

  79 Fairfield Place, Fairfield, CT 06824
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  /40

  $3,300,000

  Open Sat 11AM - 2PM

  • 4 Beds
  • 5 Baths
  • 3,749 Sq Ft

  920 Old Post Rd, Fairfield, CT 06824

  Experience coastal luxury in this exceptional new construction home ideally located in Fairfield's coveted beach/center location. Thoughtfully designed with outstanding craftsmanship & high-end finishes throughout, this stunning residence offers four levels of beautifully appointed living space with 4 bedrooms, 3 full & 2 half baths. The heart of the home is an impressive chef's kitchen featuring

  Julie Vanderblue Higgins Group Real Estate

  920 Old Post Rd, Fairfield, CT 06824
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  /40

  $599,900

  $75K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,431 Sq Ft

  3 Roosevelt Dr, Seymour, CT 06483

  Live like you're on vacation every day in this stunning DIRECT WATERFRONT home on the beautiful Housatonic River! Live on your OWN private sandy BEACH, pull up to your floating DOCKS with room for up to 4 boats, and enjoy boating, kayaking, fishing, or simply RELAXING by the water. There is no lack of deck space, dock space, or room for your boats and water toys, making this property PERFECT for

  Emily Fitzgerald William Raveis Real Estate

  3 Roosevelt Dr, Seymour, CT 06483
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  /36

  $680,000

  • 3 Beds
  • 2 Baths
  • 2,130 Sq Ft

  148 Cross Hill Rd, Monroe, CT 06468

  Charming Colonial set on a private 1.2acre lot in the heart of Monroe. Step inside and immediately appreciate the spacious living room featuring vaulted ceilings, exposed wood beams, and gleaming hardwood floors. The kitchen offers newer stainless steel appliances and a peninsula with seating for two, seamlessly opening to the dining room, ideal for entertaining. Double doors off the kitchen lead

  Sarah Callands Coldwell Banker Realty

  148 Cross Hill Rd, Monroe, CT 06468
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  /19

  $189,900

  • 2 Beds
  • 1 Bath
  • 850 Sq Ft

  239 Cherry Hill Dr Unit 1A, Bridgeport, CT 06606

  First-floor 2-bedroom, 1-bath condo located in Bridgeport's sought-after North End neighborhood. This unit features an eat-in kitchen, spacious living room, hardwood floors throughout the living room, hallway, and bedrooms, and a private outdoor deck off the kitchen perfect for relaxing or entertaining. For just $500 per month, the HOA covers heat, hot water, water, sewer, grounds maintenance,

  Christopher Carrena Carrena Property Mgmt & Realty

  239 Cherry Hill Dr Unit 1A, Bridgeport, CT 06606
• 

  /2

  $969,000

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,800 Sq Ft

  261 Moose Hill Rd, Monroe, CT 06468

  Welcome to this stunning new construction modern Colonial offering approx. 2,800 sq ft of thoughtfully designed living space. Set on a private 2+ acre lot bordered by protected open space, this home delivers privacy, comfort, and contemporary style. The open floor plan is ideal for today's lifestyle and features hardwood floors throughout, central air, and abundant natural light. The main level

  Scott Wright RE/MAX Right Choice

  261 Moose Hill Rd, Monroe, CT 06468
• 

  

  /23

  $679,990

  • 8 Beds
  • 4 Baths
  • 4,719 Sq Ft

  396 Benham Ave Unit 402, Bridgeport, CT 06604

  Rare opportunity to own a true 4-family property in Bridgeport! 396 Benham Avenue features a brand-new roof and offers excellent income-producing potential for both investors and owner-occupants alike. Whether you're looking to expand your portfolio or live in one unit while collecting rental income from the others, this property offers incredible versatility and long-term upside. Conveniently

  Joseph Caslin Sailpoint Property Group

  396 Benham Ave Unit 402, Bridgeport, CT 06604
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  /40

  $925,000

  $575K PRICE DROP

  • 5 Beds
  • 6 Baths
  • 5,189 Sq Ft

  40 Walnut St, Monroe, CT 06468

  Welcome to this magnificent custom-built raised ranch known as 40 Walnut Street located in Fairfield County in the Town of Monroe. Monroe is a beautiful community that offers a balanced blend of suburban amenities, many opportunities for recreation, scenic beauty and rural character. Whitney Farms Golf Course is a three-minute drive and features a clubhouse, pro-shop and catering facility for all

  Stephen Hodson Hodson Realty, Inc.

  40 Walnut St, Monroe, CT 06468
• 

  

  /40

  $15,000,000

  • 7 Beds
  • 10 Baths
  • 9,129 Sq Ft

  4800 Congress St, Fairfield, CT 06824

  The Ultimate East Coast Sanctuary, Where Privacy Meets Pinnacle Luxury. Surrounded by high stone walls, a fortress of modern architecture is invisible from the street and engineered for the world's most discerning buyers who demand seclusion with proximity to NYC. This 38.91-acre compound is a one-of-a-kind Fairfield County estate. The former home of Richard Rodgers, composer of The Sound of

  Leslie Razook William Pitt Sotheby's Int'l

  4800 Congress St, Fairfield, CT 06824
• 

  

  /31

  $390,000

  Open Sat 2PM - 4PM

  • 3 Beds
  • 2.5 Baths
  • 1,914 Sq Ft

  9 Shortell Dr, Ansonia, CT 06401

  Spacious 3-bedroom, 2.5-bath home set on a rolling lot in a desirable Ansonia neighborhood. Surrounded by a wooded backdrop, this home offers a peaceful setting while still being conveniently located near shopping, restaurants, parks, and major commuter routes. The main level features an open floor plan with a bright living room and dining area, an open kitchen, and a large family room with

  Pilar Albert William Raveis Real Estate

  9 Shortell Dr, Ansonia, CT 06401
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  /40

  $765,000

  • 5 Beds
  • 3 Baths
  • 3,092 Sq Ft

  7 Merrill Rd, Trumbull, CT 06611

  DON'T MISS THIS OPPORTUNITY to own a 5-bedroom, 3 full bath home on a very quiet side street with friendly neighbors and a welcoming community. The first floor features a large living room, remodeled kitchen with stone counters and stainless steel appliances, dining room, bedroom, and office. The bedroom and office could easily be combined to create a spacious first-floor primary suite. The Great

  Jill Taylor RE/MAX Right Choice

  7 Merrill Rd, Trumbull, CT 06611
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  /14

  $629,900

  $20K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,208 Sq Ft

  249 Canaan Rd, Stratford, CT 06614

  Rare two family gem in the town of Stratford. First floor currently has 1 bedroom and 1.5 bathrooms and can easily be converted back to a 2 bedroom unit. Upstairs has a large living area with 2 bedrooms, dining area, and finished 3rd floor for an additional bedroom. This property offers an amazing opportunity to live in one unit and rent the other to offset your mortgage.

  Thomas Chanaca Chanaca Real Estate

  249 Canaan Rd, Stratford, CT 06614
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  /34

  $874,959

  • 6 Beds
  • 3.5 Baths
  • 4,514 Sq Ft

  190 5th Ave, Stratford, CT 06615

  Life at the beach is a year round vacation in the coveted community of Lordship. A charming yet spacious home has been part of one family's history for generations. This lovingly maintained & carefully updated home has almost 3200 SF & is considered to be 7 BRS by the town w/ 3.5 Baths. The perfect home for family & friends to gather! Upon entering this home you experience the best of beach

  Marilyn Heffers Coldwell Banker Realty

  190 5th Ave, Stratford, CT 06615
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  /2

  $395,000

  • Land
  • 5.1 Acres
  • $77,451 per Acre

  348 Rimmon Rd, New Haven, CT 06525

  Build your dream home on this exceptional 5.1-acre parcel nestled in the desirable town of Woodbridge. Offering a private, wooded setting with the perfect blend of tranquility and convenience, this expansive lot provides endless possibilities for a custom estate, retreat, or private sanctuary. Enjoy the beauty of nature, mature trees, and peaceful surroundings while remaining just minutes from

  Michael Sirochman Coldwell Banker Realty

  348 Rimmon Rd, New Haven, CT 06525
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  /39

  $549,000

  • 3 Beds
  • 1 Bath
  • 1,642 Sq Ft

  26 Maple St, Trumbull, CT 06611

  Come make this wonderful house your new home. the house boasts a nicely laid out eat in kitchen, spacious living room with fireplace , three really nice bedrooms with ample closet space, and a full bathroom. Hardwood floors under the existing carpet! New roof, central air ,a really nice yard with a deck . finished lower level playroom with storage area . Two car garage, the house is set up for a

  Steven Chila Connecticut Real Estate Invest

  26 Maple St, Trumbull, CT 06611
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  /35

  $1,300,000

  $100K PRICE DROP

  • 4 Beds
  • 4.5 Baths
  • 3,928 Sq Ft

  35 5th Ave, Stratford, CT 06615

  Welcome to Lordship, a coveted beach community in Stratford. With only steps to the beach and beautiful water views, this NEW home makes for a wonderful lifestyle for its next owner. Completely renovated in 2024/25, this home feels BRAND NEW, with high-end finishes and quality craftsmanship throughout. Each Bathroom was completely gutted and renovated. Airy and spacious with high ceilings and

  Erika Portanova Songer William Pitt Sotheby's Int'l

  35 5th Ave, Stratford, CT 06615
• 

  

  /3

  $1,800,000

  • Land
  • 20.37 Acres
  • $88,365 per Acre

  50 Bissell Place, Seymour, CT 06483

  A preliminary design has been created for a 115 unit townhouse conceptual development, offering tremendous potential for a higher-density project. Approved 20-Lot Residential Subdivision. 20 Single-family lots with city water and sewer. Nestled in a wooded setting just minutes from Route 8, this location offers excellent schools and commuter convenience. Approximately 1,800 feet of road is

  Tom Cavaliere Coldwell Banker Realty

  50 Bissell Place, Seymour, CT 06483
• 

  

  /17

  $469,000

  $30K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,358 Sq Ft

  415 Jewett Ave, Bridgeport, CT 06606

  Attention investors! Exceptional opportunity to own a well-located property ideal for learners housing near Sacred Heart University or mid-term rentals for traveling professionals. This 3-bedroom, 2 full bath home offers strong rental potential with a functional layout, including an eat-in kitchen, generous room sizes, and abundant closet space-perfect for accommodating multiple tenants

  Teresa Hernandez Robert C White & Company LLC

  415 Jewett Ave, Bridgeport, CT 06606
• 

  

  /40

  $7,495,000

  New Construction Open Sat 1PM - 3PM

  • 4 Beds
  • 4.5 Baths
  • 3,260 Sq Ft

  16 Westport Ave, Westport, CT 06880

  Introducing The Westport Project, a stunning new construction by The O'Dell Group, located at the iconic Compo Beach in Westport. This just-completed home masterfully combines sustainability, smart living + cutting-edge design, all while offering breathtaking views of Long Island Sound. Step inside this modern masterpiece and experience a seamless blend of luxury + comfort. The open-concept

  Karen Scott Compass Connecticut, LLC

  16 Westport Ave, Westport, CT 06880
• 

  

  /40

  $339,900

  • 3 Beds
  • 2 Baths
  • 968 Sq Ft

  201 Prospect St, Ansonia, CT 06401

  Welcome to 201 Prospect in Ansonia. This adorable Colonial-style home has been completely renovated from top to bottom. The main level features a cozy eat-in kitchen with quartz countertops and stainless-steel appliances, convenient laundry hookups, a living room, and a full bath. The upper level offers 3 bedrooms, including a primary bedroom with a full bath and access to a finished attic space

  Gina Williams Preston Gray Real Estate

  201 Prospect St, Ansonia, CT 06401
• 

  

  /31

  $665,000

  $30K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 2,012 Sq Ft

  8 Hattie Ln, Milford, CT 06461

  Few homes compare to this exquisite raised ranch, ideally situated on a quiet cul-de-sac in a prime commuter location-just a 15 minute walk to the Milford Green and train. Enjoy access to a highly regarded school district, with the elementary school conveniently nearby. The home features a cathedral ceiling and a modern open floor plan, creating a bright and inviting living space. The kitchen,

  Ewa Zaniewska William Raveis Real Estate

  8 Hattie Ln, Milford, CT 06461

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