Southport, CT Homes

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  $149,000

  • Land
  • 0.09 Acre
  • $1,655,556 per Acre

  90 Lee Ave, Bridgeport, CT 06605

  Build your next project in Bridgeport's West End! 90 Lee Avenue is a level lot located on a residential street just minutes from Black Rock, Seaside Park, the Metro-North station, and University of Bridgeport. This parcel offers a fantastic opportunity for development in a growing area with strong rental demand. All public utilities are available at the street. Excellent potential for investors,

  Melanie Billie BHGRE Gaetano Marra Homes

  90 Lee Ave, Bridgeport, CT 06605
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  $3,300 total monthly price

  • 3 Beds
  • 1.5 Baths
  • 2,894 Sq Ft
  • Townhouse for Rent

  57 Dalewood Ave Unit 59, Fairfield, CT 06824

  Welcome to this beautifully updated 3-bedroom, 2-bath side-by-side duplex in Fairfield's sought-after Grasmere neighborhood-just moments from vibrant Black Rock, the Metro North station, and all your favorite shops and cafes. Step inside to a bright and comfortable living space with an eat-in kitchen, a handy first-floor half bath, and two cozy upstairs bedrooms with a full bath. A finished

  John Desmarais Coldwell Banker Realty

  57 Dalewood Ave Unit 59, Fairfield, CT 06824
• 

  $625,000 Sold Oct 22, 2025

  • 1,056 Sq Ft
  • $592/SF
  • 17 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1960

  270 Oakwood Dr, Fairfield, CT 06824

  Fantastic Opportunity to Update and Make Your Own! This 3-bedroom, 1-bath ranch with an oversized 2-car garage is ready for its next chapter. Featuring hardwood floors, a newer furnace (2021), oil tank (2017), and vinyl siding, the big-ticket items are already in place. With some cosmetic updates and vision, this property offers excellent upside potential-ideal for all end users, investors,

  Elizabeth Altobelli William Raveis Real Estate

  270 Oakwood Dr, Fairfield, CT 06824
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  Est $3,616,455 Not Listed For Sale

  • 5 Beds
  • 5.5 Baths
  • 8,238 Sq Ft

  12 Hockanum Rd, Westport, CT 06880

  12 Hockanum Rd, Westport, CT 06880
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  /40

  $12,000,000

  • 7 Beds
  • 6.5 Baths
  • 8,119 Sq Ft

  260 Willow St, Southport, CT 06890

  Welcome to 260 Willow Street-where timeless design meets modern luxury. Thoughtfully reimagined and meticulously executed, this exceptional Southport Village residence embodies architectural refinement and effortless elegance. Renowned architect Christopher Pagliaro's philosophy of "addition by subtraction" is evident throughout, resulting in a home that is both sophisticated and serene. Every

  Elizabeth Tritschler William Raveis Real Estate

  260 Willow St, Southport, CT 06890
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  $2,000 total monthly price

  • 2 Beds
  • 1 Bath
  • 855 Sq Ft
  • Apartment for Rent

  76 Nichols Ave, Fairfield, CT 06825

  Welcome to 76 Nichols Avenue in the desirable Tunxis Hill area of Fairfield! Clean and quiet third-floor 2-bedroom, 1-bath apartment offering comfort, convenience and charm. Located in a well-maintained property close to shopping, restaurants, public transportation, golf and Fairfield's award-winning schools. The bright kitchen features a newer stainless steel gas range and microwave, opening to

  Brian Appel Higgins Group Real Estate

  76 Nichols Ave, Fairfield, CT 06825
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  $1,825,000 Sold Oct 22, 2025

  • 2,234 Sq Ft
  • $817/SF
  • 35 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2003

  73 Old Dam Rd, Fairfield, CT 06824

  Set in one of Fairfield's most beloved waterfront communities, 73 Old Dam Rd is the perfect blend of contemporary style and laid back coastal living with Dock, Private Beach Access, & calming water views of the Creek and Long Island Sound. Recently and tastefully renovated, this home offers a light and bright open floor plan. You'll love the new kitchen featuring high end appliances and custom

  Jaclyn Picarillo Higgins Group Bedford Square

  73 Old Dam Rd, Fairfield, CT 06824
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  Est $2,519,000 Not Listed For Sale

  • 5 Beds
  • 5.5 Baths
  • 6,533 Sq Ft

  1 Pine Tree Dr, Westport, CT 06880

  1 Pine Tree Dr, Westport, CT 06880
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  /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 icons 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 Music,

  Leslie Razook William Pitt Sotheby's Int'l

  4800 Congress St, Fairfield, CT 06824
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  /33

  $8,500 total monthly price

  • 4 Beds
  • 2.5 Baths
  • 4,174 Sq Ft
  • House for Rent

  41 Butternut Ln, Southport, CT 06890

  Nestled on a quiet street off Hulls Highway, this newly refreshed Colonial offers the perfect blend of comfort, privacy, and convenience. Located on a peaceful cul-de-sac with minimal traffic, it's an ideal setting for evening walks and bike rides. Perfectly positioned between Fairfield and Westport, you're just minutes from shops, dining, and the Southport train station. Inside, a classic

  Lori Auerbach Coldwell Banker Realty

  41 Butternut Ln, Southport, CT 06890
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  $750,000 Sold Oct 22, 2025

  • 1,632 Sq Ft
  • $460/SF
  • 3 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1937

  84 Applegate Rd, Fairfield, CT 06825

  Welcome to 84 Applegate Road - a charming Colonial brimming with curb appeal, timeless character, and endless potential. Perfectly situated on an oversized, approximately half-acre lot in the heart of Stratfield, this inviting home offers the ideal blend of classic elegance and space to grow. Step inside to discover a warm and welcoming layout featuring 3 spacious bedrooms and 2 full bathrooms.

  Daniel Shawah Baldwin Pearson & Co., Inc

  84 Applegate Rd, Fairfield, CT 06825
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  Est $1,462,893 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,083 Sq Ft

  16 Wakenor Rd, Westport, CT 06880

  16 Wakenor Rd, Westport, CT 06880
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  /40

  $3,300,000

  • 5 Beds
  • 8 Baths
  • 6,414 Sq Ft

  750 Burr St, Fairfield, CT 06824

  Lions Gate: No need to move to the south of France as this extraordinary residence is right here in coveted Fairfield. Enter through grand gates into a world of privacy where character, convenience, security & serenity magically meet. Magazine-worthy grounds are the soul of the estate-lush, expansive, & exquisitely curated. With a shimmering pool, spectacular California Redwood Pool House with

  Julie Vanderblue Higgins Group Real Estate

  750 Burr St, Fairfield, CT 06824
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  /11

  $2,400 total monthly price

  • 2 Beds
  • 1 Bath
  • 888 Sq Ft
  • House for Rent

  541 Midland St Unit 545, Bridgeport, CT 06605

  First-floor unit with off-street parking for two cars (tandem) in the driveway. Fantastic location in the heart of bustling Black Rock - Harborview Market is a half block away right on the corner! This clean, updated unit features a modern kitchen and bathroom with a new shower, rich dark hardwood floors, and thermal windows that keep it warm and cozy in winter and cool in summer. Includes washer

  Alan Hamilton William Raveis Real Estate

  541 Midland St Unit 545, Bridgeport, CT 06605
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  $471,000 Sold Oct 22, 2025

  • 960 Sq Ft
  • $491/SF
  • 65 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1955

  151 May St, Fairfield, CT 06825

  Own a home in Fairfield at an incredible price! Located on a quiet street, this 2-bedroom home has been lovingly maintained. Move-in ready and awaiting your personal touches, this sweet home features granite and stone front steps and beautifully refinished hardwood floors in the living room, bedrooms, and hallway. The sun-filled eat-in kitchen offers access to a fenced backyard, perfect for

  Carrie Sakey Coldwell Banker Realty

  151 May St, Fairfield, CT 06825
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  Est $1,304,000 Not Listed For Sale

  • 3 Beds

  384 Greens Farms Rd, Westport, CT 06880

  384 Greens Farms Rd, Westport, CT 06880
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  /40

  $5,500,000

  • 5 Beds
  • 7 Baths
  • 5,198 Sq Ft

  1410 S Pine Creek Rd, Fairfield, CT 06824

  Imagine starting each day with breathtaking sunrises over the water, the salty breeze on your face, and your toes in the sand. This magnificent custom-built waterfront estate offers 126 feet of direct beachfront along Fairfield's highly sought-after South Pine Creek Beach Area. Perfectly situated on nearly an acre of property, this stately Federal Colonial was custom built in 2005 and showcases

  Melissa Montagno Higgins Group Real Estate

  1410 S Pine Creek Rd, Fairfield, CT 06824
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  $2,600 total monthly price

  • 2 Beds
  • 1 Bath
  • 868 Sq Ft
  • House for Rent

  451 Meadow St, Fairfield, CT 06824

  Located just minutes from the Fairfield Metro North Train Station and Fairfield Center, this home provides easy access to restaurants, shops, and major highways, making it a commuter's dream. Don't miss the opportunity to make 451 Meadow Street your new home! Freshly painted interior, hardwood floors, central air, eat in kitchen, and off street parking. A generous rear yard offers an ideal space

  Karen Bucci Huntington Preferred Properties

  451 Meadow St, Fairfield, CT 06824
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  $2,950,000 Sold Oct 21, 2025

  • 3,530 Sq Ft
  • $836/SF
  • 21 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 2005

  800 Rowland Rd, Fairfield, CT 06824

  Enjoy life just 44 steps from a private beach path in this completely renovated coastal home, where every detail has been designed for year-round enjoyment. Featuring a sparkling pool, custom outdoor firepit, and spa with panoramic water and Penfield Lighthouse views, this property offers the ultimate blend of luxury and relaxation - all within walking distance to the heart of Fairfield's shops,

  Carrie Sakey Coldwell Banker Realty

  800 Rowland Rd, Fairfield, CT 06824
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  Est $1,965,841 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 4,058 Sq Ft

  11 High Point Rd, Westport, CT 06880

  11 High Point Rd, Westport, CT 06880
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  /38

  $470,000

  • 2 Beds
  • 2 Baths
  • 1,182 Sq Ft

  13 Hills Ln, Westport, CT 06880

  Aggressively priced for one of the nicest complexes to live in. NEW APPLIANCES, Spacious open floor plan with hardwood floors. Light and bright overlooking beautifully landscaped grounds. Large open living/dinning area, eat-in kitchen. Two oversized bedrooms with lots of closet space. Two renovated baths. New appliances, first floor location. A private deck for summer entertaining, fireplace for

  Georgia Kornutik Coldwell Banker Realty

  13 Hills Ln, Westport, CT 06880
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  /21

  $5,000 total monthly price

  • 2 Beds
  • 2.5 Baths
  • 1,426 Sq Ft
  • House for Rent

  130 Post Rd W Unit Penthouse, Westport, CT 06880

  Penthouse residence in the premier Westgate luxury complex with elevator access. Enjoy single-level living in the heart of Westport, directly across from Kings Highway and Saugatuck Elementary playgrounds and athletic fields. A short walk brings you to downtown shops, restaurants, the Levitt Pavilion, and the Westport Library. The open-concept layout features a dramatic living room with 20-foot

  Inna Agujen Coldwell Banker Realty

  130 Post Rd W Unit Penthouse, Westport, CT 06880
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  $130,000 Sold Oct 20, 2025

  • 850 Sq Ft
  • $153/SF
  • 96 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1954

  224 Alsace St Unit 224, Bridgeport, CT 06604

  Charming 2-Bedroom Co-Op in Seaside Village - Coastal Living Meets Affordability! Welcome to 224 Alsace Street, Unit 224 - a beautifully maintained 2-bedroom, 1-bath unit nestled in the heart of historic Seaside Village, just steps from Long Island Sound! This bright and inviting Cape-style co-op offers a partially finished basement perfect for a home office, rec room, or guest space. Inside,

  Alexander Gabb Century 21 Scala Group

  224 Alsace St Unit 224, Bridgeport, CT 06604
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  Est $1,964,199 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 3,196 Sq Ft

  8 Sachem Trail, Westport, CT 06880

  8 Sachem Trail, Westport, CT 06880
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  /39

  $2,639,000

  • 5 Beds
  • 5 Baths
  • 4,549 Sq Ft

  26 Hitchcock Rd, Westport, CT 06880

  Welcome to Brookside, the amazing new project by GreenDay and Co. Get ready to be captivated by this home's transformation-a breathtaking fusion of classic European charm and modern luxury that will leave you speechless. This isn't just your typical modern farmhouse; it's a beautiful reimagining of a European-style estate, carefully rebuilt from the ground up to inspire and impress. it's a

  Mar Jennings Higgins Group Bedford Square

  26 Hitchcock Rd, Westport, CT 06880
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  /40

  $5,795 total monthly price

  • 4 Beds
  • 2 Baths
  • 2,931 Sq Ft
  • House for Rent

  826 Oldfield Rd Unit 1st Fl+2nd Fl+3rd Fl, Fairfield, CT 06824

  Come and see this good deal with Newly Remodeled home located in the fabulous FAIRFIELD Beach location! (Renting Whole House together-2 Family Home with 1st+2nd+3rd+Basement Floor) First floor unit has a spacious Bedroom and a bright and beautiful Kitchen with new SS appliances, Quartz countertops and large peninsula (island) with built in sink has a skylight, pantry and access to the enclosed

  Irene Cheung BHGRE Shore & Country

  826 Oldfield Rd Unit 1st Fl+2nd Fl+3rd Fl, Fairfield, CT 06824
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  $360,000 Sold Oct 17, 2025

  • 1,410 Sq Ft
  • $255/SF
  • 39 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1988

  2612 North Ave Unit D7, Bridgeport, CT 06604

  Welcome to this beautifully maintained 2-bedroom, 2.5-bath townhouse in the gated River's Edge community. Privately tucked toward the back of the complex, this tri-level home offers serene views of the Rooster River and wooded surroundings from a private balcony. The main level features an open living and dining area with a cozy gas fireplace. Upstairs, you'll find two spacious bedrooms,

  Bozena Tisch Coldwell Banker Realty

  2612 North Ave Unit D7, Bridgeport, CT 06604
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  Est $1,460,539 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,153 Sq Ft

  7 Carlisle Ct, Westport, CT 06880

  7 Carlisle Ct, Westport, CT 06880
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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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  /22

  $2,995 total monthly price

  • 3 Beds
  • 2 Baths
  • 1,434 Sq Ft
  • House for Rent

  826 Oldfield Rd Unit 2nd Fl+3rd Fl, Fairfield, CT 06824

  Welcome to this best deal in fabulous FAIRFIELD Beach location, Newly Remodeled 2nd and 3rd floor unit, it has 3 Bedrooms and 2 Full Baths and overlooks the salt marsh. It has a New Open Concept Kitchen and Living Room with laundry closet and small office area (computer desk with granite countertop). The finished attic offers the possibility of an additional expansive bedroom plus office space.

  Irene Cheung BHGRE Shore & Country

  826 Oldfield Rd Unit 2nd Fl+3rd Fl, Fairfield, CT 06824
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  $850,000 Sold Oct 17, 2025

  • 2,408 Sq Ft
  • $353/SF
  • 105 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1956

  110 Cross Hwy, Westport, CT 06880

  This house is a tear down. listing agent to show. Exterior showings only.

  Kelly Loucas Compass Connecticut, LLC

  110 Cross Hwy, Westport, CT 06880
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  /40

  Est $3,577,000 Not Listed For Sale

  • 5 Beds
  • 6.5 Baths
  • 6,874 Sq Ft

  8 Mayflower Pkwy, Westport, CT 06880

  8 Mayflower Pkwy, Westport, CT 06880
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  /33

  $2,495,000

  • 2 Beds
  • 2.5 Baths
  • 1,760 Sq Ft

  41 Richmondville Ave Unit Duplex 2, Westport, CT 06880

  IMMEDIATE OCCUPANCY! Only TWO homes remain at The Mill Westport! This impressive home has floor-to-ceiling windows, wood floors and a linear gas fireplace. The kitchen has an oversized island, high-end appliances, and is complete with custom cabinetry. The 2 bedrooms are on opposites sides of the home for maximum privacy. The primary suite has a generous walk-in closet and a luxurious windowed

  Ashlei De Souza Serhant LLC

  41 Richmondville Ave Unit Duplex 2, Westport, CT 06880
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  $2,895 total monthly price

  • 1 Bed
  • 1.5 Baths
  • 1,497 Sq Ft
  • Apartment for Rent

  826 Oldfield Rd Unit 1Fl+Basement, Fairfield, CT 06824

  Welcome to this best deal in fabulous FAIRFIELD Beach location, Newly Remodeled First floor unit, it has 1 spacious Bedroom, Dinning, Living Room and a bright and beautiful Kitchen with new SS appliances, Quartz countertops and large peninsula (island) with built in sink has a skylight, pantry and access to the enclosed Sun Room. The Eat-In Kitchen opens to spacious Living Room and newer 1.5

  Irene Cheung BHGRE Shore & Country

  826 Oldfield Rd Unit 1Fl+Basement, Fairfield, CT 06824
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  $1,950,000 Sold Oct 17, 2025

  • 2,268 Sq Ft
  • $860/SF
  • 8 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1900

  138 Roseville Rd, Westport, CT 06880

  Set in the heart of Westport, this beautifully renovated Cape style home blends classic character with modern sophistication. The 3 bedroom 3.5 bath residence set on 1 acre features all en-suite baths, each finished in luxurious marble. The marble-floored foyer opens to expansive hardwood floors that flow through the main level. The living room is rich in detail, with custom millwork, built-ins,

  Deborah Hidy Houlihan Lawrence

  138 Roseville Rd, Westport, CT 06880
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  Est $2,343,833 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 4,712 Sq Ft

  16 Broadview Rd, Westport, CT 06880

  16 Broadview Rd, Westport, CT 06880
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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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  /13

  $1,950 total monthly price

  • 2 Beds
  • 1 Bath
  • 1,628 Sq Ft
  • Apartment for Rent

  84 Dewey St Unit 86, Bridgeport, CT 06605

  2-Bedroom Rental - Move-In Ready in Bridgeport's West End Clean, spacious, and ready for immediate move-in! This well-maintained 2-bedroom, 1-bath unit is located in a desirable area of Bridgeport's West End. Enjoy the comfort of central air conditioning and updated mechanical systems. Conveniently located within walking distance to the bus line and just minutes from Metro North and I-95 -

  Kimona Hanson-Amoah Howard Hanna Rand Realty

  84 Dewey St Unit 86, Bridgeport, CT 06605
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  $1,750,000 Sold Oct 17, 2025

  • 2,132 Sq Ft
  • $821/SF
  • 22 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1984

  128 Mariners Way, Fairfield, CT 06824

  What an Opportunity! What Potential! What a Street! 128 Mariners Way is a stone's throw from the beach but NOT IN THE FLOOD ZONE!! You'll adore the 1/2 acre property with privacy, mature trees, and great curb appeal. There is a 1st floor primary bedroom with full bath and walk-in closet. The public rooms are sunny and generous in size with a fireplace in both the living room and family room.

  Jaclyn Picarillo Higgins Group Bedford Square

  128 Mariners Way, Fairfield, CT 06824
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  Est $7,313,938 Not Listed For Sale

  • 6 Beds
  • 7 Baths
  • 7,938 Sq Ft

  319 Bayberry Ln, Westport, CT 06880

  319 Bayberry Ln, Westport, CT 06880

Showing Results 481 - 520, Page 13 of 18