Newest Homes for Sale in Southport, CT

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  /40

  $2,850,000 Open Sat 1PM - 3PM

  • 5 Beds
  • 5 Baths
  • 4,922 Sq Ft

  55 Center St, Westport, CT 06880

  Located in Westport's coveted Greens Farms neighborhood, this light-filled home is perfectly sited high and dry on a private park-like acre with room for a pool and pool house. A renovated kitchen with top-of-the-line appliances and sunny breakfast nook opens to a spacious great room with stone fireplace and expansive deck overlooking the property, ideal for indoor-outdoor living. The flexible

  Mary Ann Lindwall The Riverside Realty Group

  55 Center St, Westport, CT 06880
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  /15

  $1,625,000

  • 4 Beds
  • 3.5 Baths
  • 3,360 Sq Ft

  190 North Ave, Westport, CT 06880

  First time on the market in over 50 years, this meticulously maintained 1910 Colonial is a rare and timeless offering in one of Westport's most cherished settings. Set on 2.66 private acres and abutting an additional 7 acres of protected Land Trust, the property offers exceptional privacy, pastoral views, and enduring tranquility. Rich in character and architectural detail, the home features four

  Kim Harizman Compass Connecticut, LLC

  190 North Ave, Westport, CT 06880
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  /31

  $1,299,000

  • 4 Beds
  • 3.5 Baths
  • 2,340 Sq Ft

  19 Half Mile Common, Westport, CT 06880

  Beautifully renovated split level situated on a centrally located cul-de-sac. This sun-filled residence offers an open floor plan with a bright living room featuring a cozy fireplace, an updated kitchen, and an adjoining dining area. The property includes 4 bedrooms and 3 1/2 renovated baths, highlighted by an oversized primary suite with a spa-like bathroom. The finished lower level provides

  Mary Kate Klemish-Boehm Brown Harris Stevens

  19 Half Mile Common, Westport, CT 06880
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  /32

  $1,329,000 Open Sat 11AM - 1PM

  • 3 Beds
  • 2.5 Baths
  • 2,029 Sq Ft

  310 Main St, Westport, CT 06880

  Spacious sophistication in the heart of Downtown Westport. Perfectly positioned just moments from vibrant shopping, dining and recreation, this lovely in-town residence offers a rare blend of comfort, flexibility, and location. Bathed in natural light, the inviting living room with wood-burning fireplace sets the tone for relaxed gatherings and quiet evenings alike. The open-concept kitchen

  Barbara Bross Coldwell Banker Realty

  310 Main St, Westport, CT 06880
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  /40

  $899,000 Open Sun 12:30PM - 2PM

  • 3 Beds
  • 2.5 Baths
  • 1,614 Sq Ft

  81 Old Stratfield Rd, Fairfield, CT 06825

  Located in the heart of Tunxis Hill-one of Fairfield's most convenient neighborhoods-this beautifully maintained Colonial blends classic design with modern living. Featuring 3 bedrooms and 2.1 bathrooms, the home has been freshly painted throughout and is truly move-in ready. Just minutes from shopping, dining, and everyday essentials, 81 Old Stratfield Road offers the perfect balance of comfort

  Young Lee Houlihan Lawrence WD

  81 Old Stratfield Rd, Fairfield, CT 06825
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  /2

  $869,900 Open Sat 12PM - 2PM

  • 9 Beds
  • 3 Baths
  • 2,922 Sq Ft

  219 Orland St Unit 221, Bridgeport, CT 06605

  Exceptional opportunity to own a well-maintained 3-family home in the highly sought-after Black Rock section of Bridgeport. Situated on a rare double lot, this property offers abundant outdoor space along with ample off-street parking-an uncommon and valuable feature in the area. Roof, siding, windows and all 3 high efficiency Navien boilers were replaced 2 years ago. All apartments were recently

  

  Jorge Cintron

  Vylla Home (CT) LLC

  (475) 473-8158

  219 Orland St Unit 221, Bridgeport, CT 06605
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  /23

  $3,785,000 New Construction

  • 4 Beds
  • 5.5 Baths
  • 4,204 Sq Ft

  3 Laurel Ln, Westport, CT 06880

  Welcome to this new construction project which is currently underway, with an expected completion date in the Summer of 2026. Discover the epitome of elegance and sophistication on a quiet street, in a coveted area in Westport! Stunning new luxury construction designed by renowned Coastal Luxury Homes. Known for their architectural brilliance & unparalleled craftsmanship, Coastal Luxury Homes are

  Julie Vanderblue Higgins Group Real Estate

  3 Laurel Ln, Westport, CT 06880
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  /32

  $795,000 Coming Soon

  • 2 Beds
  • 3.5 Baths
  • 1,600 Sq Ft

  3 Ocean Reef Dr Unit 3, Fairfield, CT 06824

  OCEAN REEF - Perfectly positioned on a cul de sac within an impeccably maintained 11-unit Townhouse community in the coveted Fairfield Beach area, 3 Ocean Reef Drive offers refined coastal living at its best. Beautifully updated and filled with natural light, this exceptional residence features two to three bedrooms and three-and-a-half baths, thoughtfully designed for both comfort and style.

  Victoria Fingelly Higgins Group Real Estate

  3 Ocean Reef Dr Unit 3, Fairfield, CT 06824
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  /37

  $1,099,000 Open House 4/11

  • 4 Beds
  • 2.5 Baths
  • 1,439 Sq Ft

  87 James St, Fairfield, CT 06824

  Welcome to 87 James Street, a beautifully renovated Cape Cod nestled on one of the most sought-after streets in Fairfield's coveted beach/town neighborhood. James St. is one of the "gems" of this community, where lifestyle & location come together effortlessly. Enjoy the convenience of walking to vibrant downtown Fairfield, the train station & the beach. Spend evenings strolling to the Town Green

  Heidi Cinder William Raveis Real Estate

  87 James St, Fairfield, CT 06824
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  /25

  $500,000

  • 7 Beds
  • 3 Baths
  • 2,784 Sq Ft

  36 Lee Ave Unit 38, Bridgeport, CT 06605

  This well-maintained two-family home features two spacious units, each with three bedrooms, offering ample living space and comfortable layouts. In excellent condition, the property presents a versatile opportunity for owner-occupants seeking rental income or investors pursuing a strong, income-producing asset. Located in a highly desirable area with solid appreciation and future growth

  Angel Mora eXp Realty

  36 Lee Ave Unit 38, Bridgeport, CT 06605
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  /34

  $3,550,000 Open Sat 1PM - 3PM

  • 5 Beds
  • 4.5 Baths
  • 4,602 Sq Ft

  10 Winding Ln, Westport, CT 06880

  Experience the pinnacle of luxury living in this exceptional 4,600 sq ft, 5-bedroom home, ideally located in highly sought-after Old Hill. Perfectly positioned on a pristine 1-acre lot, this stunning home offers a rare "walk-to-everything" lifestyle-just steps from shopping, top-rated restaurants, and Earthplace. Designed for both elegant entertaining and everyday comfort, the home features an

  

  Susan Lieberman

  The Riverside Realty Group

  (475) 255-2758

  10 Winding Ln, Westport, CT 06880
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  /25

  $745,000 Open Sun 3PM - 4PM

  • 4 Beds
  • 3 Baths
  • 1,984 Sq Ft

  329 Bronson Rd, Southport, CT 06890

  Location, location and location! Here is a chance to build some sweet equity that you have been waiting for! With 4 Bedrooms and 3 full bathrooms there is room for all. Living room with a fireplace along with two additional sitting room to accommodate all your guests. Partially fenced in yard, detached garage. Central air, gas heat, tankless hot water heater , 2 car detached garage, drive way

  Masooma Ali Connecticut Choice Realty

  329 Bronson Rd, Southport, CT 06890
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  /19

  $195,000

  • 1 Bed
  • 1 Bath
  • 750 Sq Ft

  23 Rowsley St Unit 6, Bridgeport, CT 06605

  Welcome to this spacious 1BR sun filled co-op located in the heart of Black Rock. You can walk to the Train Station, Walk to the Long Island Sound, Walk to pubs/restaurants, numerous stores and the list goes on. This complex is distinguished by its architectural design and beautifully landscaped courtyards and gardens. Common Charges include PROPERTY TAXES, maintenance, heat and water. The units

  Christopher Constand Higgins Group Real Estate

  23 Rowsley St Unit 6, Bridgeport, CT 06605
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  /30

  $1,595,000 Open Sat 1PM - 4PM

  • 4 Beds
  • 2.5 Baths
  • 3,728 Sq Ft

  757 Galloping Hill Rd, Fairfield, CT 06824

  This is not just a house-it's a home with soul. Lovingly cared for and impeccably maintained by the same family for nearly 30 years, this 4-bedroom, 3.5-bath Colonial unfolds in ways you don't expect, each space more surprising than the last. The kitchen is extraordinary-a centerpiece that captivates and performs. Anchored by a single-slab Carrera marble island and a premium Thermador suite, it

  Colleen Gennari William Raveis Real Estate

  757 Galloping Hill Rd, Fairfield, CT 06824
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  /27

  $680,000

  • 6 Beds
  • 4 Baths
  • 2,860 Sq Ft

  5 Durando Place, Bridgeport, CT 06605

  Exceptional Black Rock Two-Family | Bridgeport, CT A rare opportunity in one of Bridgeport's most sought-after neighborhoods Welcome to this beautifully expanded two-family home nestled in the heart of Black Rock - a charming 1936 residence that masterfully blends timeless period character with thoughtful modern updates. First Floor Unit offers 2 spacious bedrooms and 2 full baths, plus a

  Shelly Olivadoti Berkshire Hathaway NE Prop.

  5 Durando Place, Bridgeport, CT 06605
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  /36

  $1,499,000

  • 4 Beds
  • 2.5 Baths
  • 2,558 Sq Ft

  78 Catherine Terrace, Fairfield, CT 06824

  Charming renovated Colonial walking distance to Beach, Town and Train. Addition includes a large, bright Family Rm w/ Custom Built-Ins, Master Bedroom w/ walk-in Closet and Master Bath. Newer Eat-In Kitchen, Hardwood Floors throughout. Farmers Porch and Deck with tree-lined yard provides unique beach area privacy! 4 beds, 2.5 baths and lower level playroom. River Stone trimmed Garden and Blue

  Kristen Delaurentiis William Raveis Real Estate

  78 Catherine Terrace, Fairfield, CT 06824
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  /40

  $1,295,000 Open Sat 12PM - 4PM

  • 4 Beds
  • 3.5 Baths
  • 2,959 Sq Ft

  185 Windsor Rd, Fairfield, CT 06824

  Tucked away on a quiet cul-de-sac in the desirable University area of Fairfield, this move-in-ready Colonial combines thoughtful updates, flexible living space, and an impressive, detached studio. Offering nearly 3,000 square feet of finished living space across three levels, this 4-bedroom, 3.5-bath home features a remodeled eat-in kitchen with new appliances, quartz countertops, farmhouse sink,

  Carrie Sakey Coldwell Banker Realty

  185 Windsor Rd, Fairfield, CT 06824
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  /2

  $550,000 Coming Soon

  • 5 Beds
  • 2.5 Baths
  • 2,580 Sq Ft

  839 Laurel Ave, Bridgeport, CT 06604

  Must see this big unique home in person to really appreciate it. First floor consists of Formal dining room, kitchen and living room. Also has a sunroom/mudroom leading to a huge backyard. Upstairs you will find 4 large bedrooms and nook in hallway. Walk upstairs to attic for more recreational space. Full basement.

  Ishwar Rameshar Besmatch Real Estate

  839 Laurel Ave, Bridgeport, CT 06604
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  /36

  $1,050,000

  • 3 Beds
  • 2.5 Baths
  • 1,607 Sq Ft

  26 Taylor Place, Southport, CT 06890

  Nestled in the heart of historic Southport, this beautifully updated Colonial blends timeless charm with chic modern sophistication. The 3-bedroom, 2.5-bath residence showcases a newly renovated primary suite and new bathroom with heated floors. The sun-filled kitchen, and thoughtfully updated bathrooms are all complemented by refinished hardwood floors and abundant natural light throughout. A

  Catherine Aaron Berkshire Hathaway NE Prop.

  26 Taylor Place, Southport, CT 06890
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  /40

  $15,000,000 Coming Soon

  • 7 Beds
  • 6.5 Baths
  • 6,215 Sq Ft

  4 Sherwood Island Ln, Westport, CT 06880

  Hidden along a private lane in Westport's Greens Farms neighborhood, this extraordinary 20-acre waterfront estate unfolds as one of the most remarkable shoreline settings ever offered. For more than 65 years, it has been held and enjoyed by the same family as a place to gather, unwind, and take in the ever-changing views across Sherwood Island Park and Long Island Sound. Surrounded by protected

  Andrew Whiteley Brown Harris Stevens

  4 Sherwood Island Ln, Westport, CT 06880
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  /38

  $1,599,000 Open Sat 12PM - 2PM

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

  71 Aberdeen Way Unit 71, Southport, CT 06890

  Perfectly situated in Southport, this beautifully appointed 3-bedroom, 3.5-bath Colonial townhouse end unit offers an exceptional lifestyle just moments from village shops, restaurants, Southport Harbor, and the Metro-North train. Thoughtfully updated, the remodeled kitchen features quartz countertops, a sleek backsplash, and premium Bosch appliances, centered around a generous island-opening

  Michael Ferraro Compass Connecticut, LLC

  71 Aberdeen Way Unit 71, Southport, CT 06890
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  /36

  $1,150,000

  • 4 Beds
  • 3.5 Baths
  • 3,130 Sq Ft

  302 High St, Fairfield, CT 06824

  This timeless 2016 Colonial blends classic architecture with upscale modern finishes. Designed for comfortable everyday living, the open-concept interior features custom millwork, shiplap accents, elegant crown molding and hardwood floors. The chef's kitchen serves as the heart of the home, boasting marble countertops, stainless steel appliances, a five-burner gas range, and a spacious center

  Mattanee Dalo Coldwell Banker Realty

  302 High St, Fairfield, CT 06824
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  /40

  $699,000

  • 4 Beds
  • 2 Baths
  • 2,502 Sq Ft

  1335 Black Rock Turnpike, Fairfield, CT 06825

  Best Buy in Fairfield - Nicely Remodeled Spacious 4 Bedrooms & 2 Full bath Home on a convenient location - Close to shopping, Restaurant, Highways and New Train Station. A beautifully designed 4-bedroom, 2 Full bathroom home offering nearly 2500 square feet of living space. This home has a Private beautifully landscaped Back yard. Inside, you'll find a light-filled layout designed for modern

  Aziz Seyal William Raveis Real Estate

  1335 Black Rock Turnpike, Fairfield, CT 06825
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  /40

  $2,995,000

  • 6 Beds
  • 7 Baths
  • 9,664 Sq Ft

  91 Algonquin Rd, Fairfield, CT 06825

  Iconic Georgian Manor. A rare offering of architectural significance, this distinguished 1922 Georgian Colonial is set on 1.88 acres of level, park-like grounds in a desirable Fairfield enclave. Encompassing over 10,000 square feet, this 6-bedroom estate seamlessly blends historic grandeur with elevated, modern living. A stately presence is immediately felt through classic Georgian symmetry,

  

  Danielle Malloy

  Serhant Connecticut, LLC

  (475) 271-2961

  91 Algonquin Rd, Fairfield, CT 06825
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  /40

  $2,999,000

  • 5 Beds
  • 6 Baths
  • 5,924 Sq Ft

  127 Field Rock Rd, Southport, CT 06890

  Welcome to this exceptional newer Colonial nestled in a highly desirable Southport location, where timeless elegance meets modern luxury. Custom built with impeccable attention to detail, this stunning home offers three expansive levels of beautifully finished living space, perfectly designed for both everyday living and entertaining. Set on 1.68 acres of lush, manicured grounds, the property

  Sara Santos Coldwell Banker Realty

  127 Field Rock Rd, Southport, CT 06890
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  /40

  $4,750,000 New Construction

  • 6 Beds
  • 6.5 Baths
  • 6,611 Sq Ft

  21 Lockwood Cir, Westport, CT 06880

  Imagine a residence where every element has been considered for gracious living in stylish surroundings. This newly completed home by awardwinning Able Construction is set on a peaceful Coleytown estatearea street, framed by scenic land that enhances its sense of calm. A dramatic foyer with a woodaccented ceiling and millwork feature wall introduces interiors defined by creative decor, walls of

  Doug Bross Coldwell Banker Realty

  21 Lockwood Cir, Westport, CT 06880
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  /38

  $998,000

  • 4 Beds
  • 2 Baths
  • 1,735 Sq Ft

  52 Robin Ln, Fairfield, CT 06824

  Immaculate University area split level home on beautiful lot which is just over one third of an acre with classic stone wall. Perfect opportunity to rebuild completely on one of the most generously-sized parcels on this street-or, to expand and reimagine your own dream-and simply enjoy its comfort as it was built. Top-rated schools, close to shopping, and less than two miles to Fairfield's

  Janet Warren William Raveis Real Estate

  52 Robin Ln, Fairfield, CT 06824
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  /13

  $154,900

  • 2 Beds
  • 1 Bath
  • 850 Sq Ft

  78 Haddon St Unit 1, Bridgeport, CT 06605

  Vibrant Black Rock community convenient to all. Unusually large square footage. Convenient 1st floor end unit. In need of updates but generally in good condition. Great opportunity to refresh to your taste.

  Todd Debek Debek Real Estate Services LLC

  78 Haddon St Unit 1, Bridgeport, CT 06605
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  /40

  $2,800,000

  • 5 Beds
  • 5.5 Baths
  • 8,925 Sq Ft

  145 Galloping Hill Rd, Fairfield, CT 06824

  Exceptional scale and timeless elegance define this impressive 5-bedroom, 6-bath residence offering over 8,200 square feet of refined living space in one of Fairfield's most desirable locations. Thoughtfully designed for both grand entertaining and comfortable everyday living, the home features expansive sun-filled rooms, high ceilings, and a seamless flow throughout the main living areas. A

  Susan Gardella William Pitt Sotheby's Int'l

  145 Galloping Hill Rd, Fairfield, CT 06824
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  /28

  $3,250,000

  • 2 Beds
  • 2.5 Baths
  • 2,812 Sq Ft

  274 Pine Creek Ave, Fairfield, CT 06824

  Waterfront summer living! This slice of heaven features 2-3 bedrooms, 2.5 bathrooms, and a detached studio apartment with a full bath. This modern architectural masterpiece, designed by award winning architect, Roger Ferris, has breathtaking views and an abundance of natural light, courtesy of the expansive floor to ceiling windows in every room. The dreamy primary bedroom has panoramic water

  Jen Rosen Coldwell Banker Realty

  274 Pine Creek Ave, Fairfield, CT 06824
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  /22

  $1,400,000

  • 6 Beds
  • 4 Baths
  • 4,485 Sq Ft

  135 Grace St, Fairfield, CT 06825

  Tucked away at the end of a quiet dead-end street, this beautifully maintained property consists of two half duplex units, offering in each approximately 1,950 square feet of thoughtfully designed, open-concept living space - perfect for both everyday living and entertaining. The property features a spacious, private fenced-in yard, ideal for outdoor gatherings, or simply relaxing in your own

  Matt Lahey Higgins Group Real Estate

  135 Grace St, Fairfield, CT 06825
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  /40

  $2,950,000

  • 6 Beds
  • 5.5 Baths
  • 5,938 Sq Ft

  36 Bauer Place, Westport, CT 06880

  Better than new! This beautifully appointed 4-level home blends contemporary design with warmth, comfort, and thoughtful upgrades throughout. The heart of the home is a cook's dream kitchen with gourmet appliances, a full pantry, and a massive center island showcasing stunning finishes. Designed for both beauty and function, it opens seamlessly to the bright, welcoming family room. Together,

  Jennifer Twombly Compass Connecticut, LLC

  36 Bauer Place, Westport, CT 06880
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  /40

  $795,000

  • 4 Beds
  • 2 Baths
  • 2,045 Sq Ft

  385 Samp Mortar Dr, Fairfield, CT 06824

  This beautifully maintained home offers comfort, functionality, and inviting spaces throughout. The main level features an ideal flow for everyday living and entertaining, with a well-designed kitchen, dedicated dining room, and a spacious living room with a cozy fireplace. A first-floor bedroom with adjacent full bath provides flexibility for guests or multi-generational living. The finished

  

  Amy Waugh Curry ABR CRS GRI

  Berkshire Hathaway NE Prop.

  (475) 405-3218

  385 Samp Mortar Dr, Fairfield, CT 06824
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  /30

  $840,000

  • 6 Beds
  • 3 Baths
  • 2,142 Sq Ft

  65 Mason St, Fairfield, CT 06825

  Excellent investment opportunity at the end of a quiet cul-de-sac! This well-maintained 2-family property offers strong rental potential and a highly desirable location with convenient access to transportation, Route 1 shopping, and I-95. First Floor Unit: This 3-bedroom, 1-bath unit features hardwood floors, a bright white kitchen with stainless steel appliances, full-size washer and dryer, and

  Matt Lahey Higgins Group Real Estate

  65 Mason St, Fairfield, CT 06825
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  /40

  $799,000

  • 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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  /37

  $629,900

  • 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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  /4

  $3,650,000 New Construction

  • 6 Beds
  • 5.5 Baths
  • 5,844 Sq Ft

  3 Bowling Ln, Westport, CT 06880

  Now under construction with summer completion, this exceptional new construction 6-bedroom SIGNATURE home by SIR Development offers a rare opportunity to work with the builder's in-house Design Team to place your own SIGNATURE on this new home. With over 30 years of experience and more than 300 completed homes, SIR Development has earned a stellar reputation for exceptional craftsmanship &

  Julie Haroun Westport Residential, LLC.

  3 Bowling Ln, Westport, CT 06880
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  /32

  $2,150,000

  • 2 Beds
  • 2 Baths
  • 1,450 Sq Ft

  41 Richmondville Ave Unit Duplex 1, Westport, CT 06880

  A new opportunity to own in The Mill, now completely sold out, this is the first resale opportunity within this highly sought-after community. This thoughtfully designed residence features floor-to-ceiling windows, beautiful European Oak floors, and a sleek linear gas fireplace anchoring the living space. The open-concept kitchen includes an oversized island, custom Poliform cabinetry, and

  Ashlei De Souza Serhant Connecticut, LLC

  41 Richmondville Ave Unit Duplex 1, Westport, CT 06880
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  /40

  $7,500,000 Open Sun 1PM - 3PM

  • 6 Beds
  • 9 Baths
  • 9,576 Sq Ft

  8 Loretta Ct, Westport, CT 06880

  Introducing an exceptional new build from Simple Plan Home Builders, multiple HOBI Award winners known for iconic Westport homes. Just a short stroll to Compo Beach, this striking modern coastal retreat is privately set on a coveted cul-de-sac, blending luxury, light, and effortless living. Spanning three and a half levels, this six-bedroom home features an airy layout with refined finishes

  Lianne Owen Coldwell Banker Realty

  8 Loretta Ct, Westport, CT 06880
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  /29

  $194,900

  • 1 Bed
  • 1 Bath
  • 817 Sq Ft

  132 Bennett St Unit 302, Bridgeport, CT 06605

  Recently remodeled 3rd-floor unit offering a functional open layout with a living room, dining area, kitchen, and one bedroom. The kitchen was updated by the current owner in 2023, adding a modern touch to the space. Includes two assigned parking spaces and an ideal location for commuters, with easy access to the train, public transportation, and nearby towns. Enjoy being just a short walk from

  Deborah Angal Coldwell Banker Realty

  132 Bennett St Unit 302, Bridgeport, CT 06605

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