Southport, CT Homes for Sale with Basement

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  /30

  $1,199,000 Open Sat 1PM - 3PM

  • 3 Beds
  • 2.5 Baths
  • 1,840 Sq Ft

  279 Spruce St, Southport, CT 06890

  An Exceptional Southport Opportunity ~ Now complete and ready for immediate occupancy, this distinguished Southport residence has been meticulously renovated by Southport Construction LLC, delivering the level of craftsmanship, finish, and execution expected at the highest end of the market. The home presents as a refined, new-construction-quality offering within an established coastal setting.

  

  Libby Tritschler

  William Raveis Real Estate

  (475) 303-2307

  279 Spruce St, Southport, CT 06890
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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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  /29

  $550,000

  • 3 Beds
  • 2.5 Baths
  • 1,800 Sq Ft

  118 Berwick Ave, Fairfield, CT 06825

  Nearly new! Turnkey end-unit townhouse built just five years ago, ideally located at the end of a quiet cul-de-sac and less than one mile to the Metro-North train station. This beautifully maintained home offers an open layout and modern finishes throughout, making it an excellent opportunity for low-maintenance living in sought-after Fairfield. The main level features a bright, open floor plan

  

  Judy Szablak

  Coldwell Banker Realty

  (475) 445-2362

  118 Berwick Ave, Fairfield, CT 06825
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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

  

  Libby Tritschler

  William Raveis Real Estate

  (203) 350-0943

  260 Willow St, Southport, CT 06890
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  /34

  $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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  /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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  /14

  $1,174,900 New Construction

  • 4 Beds
  • 3.5 Baths
  • 3,000 Sq Ft

  27 Suzanne Cir, Fairfield, CT 06825

  BEST VALUE IN THE UNIVERSITY AREA FOR NEW CONSTRUCTION! Built by a highly regarded local builder, this stunning 3,000 SF end-unit half duplex is tucked away on a quiet cul-de-sac and offers three levels of beautifully designed living. High-end finishes abound, including hardwood floors, 9 foot ceilings on the main level, and thoughtfully designed details throughout. The main level of living

  

  Jackie Davis

  William Raveis Real Estate

  (203) 990-1795

  27 Suzanne Cir, Fairfield, CT 06825
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  /40

  $4,495,000 New Construction

  • 6 Beds
  • 9 Baths
  • 9,700 Sq Ft

  21 Warnock Dr, Westport, CT 06880

  This striking architectural design meets refined luxury in a meticulously crafted 9,700+/- sq ft, 6-bedroom, 6 full, & 3 half bath new residence. Showcasing the collaborative excellence of AR Luxury Homes w/ interior design by Mary Beth Woods & architectural vision by Donald William Fairbanks, this exceptional property represents the pinnacle of modern sophistication w/ premium finishes,

  

  Brett Lieberman

  The Riverside Realty Group

  (203) 717-5836

  21 Warnock Dr, Westport, CT 06880
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  /7

  $995,000 New Construction

  • 4 Beds
  • 4.5 Baths
  • 3,000 Sq Ft

  47 Sterling St, Fairfield, CT 06825

  New construction townhome built by a respected local builder known for quality craftsmanship and clean, modern design. This residence offers approximately 2,300 square feet of above-grade living plus a finished lower level, thoughtfully laid out across three levels. The main floor features an open-concept design anchored by a well-appointed kitchen with white and white oak cabinetry, quartz

  

  Jessica Lane

  Serhant Connecticut, LLC

  (475) 323-6643

  47 Sterling St, Fairfield, CT 06825
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  /7

  $995,000 New Construction

  • 4 Beds
  • 4.5 Baths
  • 3,000 Sq Ft

  45 Sterling St, Fairfield, CT 06825

  New construction townhome built by a respected local builder known for quality craftsmanship and clean, modern design. This residence offers approximately 2,300 square feet of above-grade living plus a finished lower level, thoughtfully laid out across three levels. The main floor features an open-concept design anchored by a well-appointed kitchen with white and white oak cabinetry, quartz

  

  Jessica Lane

  Serhant Connecticut, LLC

  (475) 264-4472

  45 Sterling St, Fairfield, CT 06825
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  /7

  $995,000 New Construction

  • 4 Beds
  • 4.5 Baths
  • 3,000 Sq Ft

  51 Sterling St, Fairfield, CT 06825

  New construction townhome built by a respected local builder known for quality craftsmanship and clean, modern design. This residence offers approximately 2,300 square feet of above-grade living plus a finished lower level, thoughtfully laid out across three levels. The main floor features an open-concept design anchored by a well-appointed kitchen with white and white oak cabinetry, quartz

  

  Jessica Lane

  Serhant Connecticut, LLC

  (475) 265-5683

  51 Sterling St, Fairfield, CT 06825
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  /7

  $995,000 New Construction

  • 4 Beds
  • 4.5 Baths
  • 3,000 Sq Ft

  53 Sterling St, Fairfield, CT 06825

  New construction townhome built by a respected local builder known for quality craftsmanship and clean, modern design. This residence offers approximately 2,300 square feet of above-grade living plus a finished lower level, thoughtfully laid out across three levels. The main floor features an open-concept design anchored by a well-appointed kitchen with white and white oak cabinetry, quartz

  

  Jessica Lane

  Serhant Connecticut, LLC

  (475) 269-4997

  53 Sterling St, Fairfield, CT 06825
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  /40

  $4,650,000

  • 5 Beds
  • 7 Baths
  • 8,550 Sq Ft

  49 Hillspoint Rd, Westport, CT 06880

  Tucked away in the heart of Westport, Hillspoint offers the perfect blend of luxury, lifestyle and location. Minutes to Longshore Club Park, Compo Beach, town and train, it delivers rare privacy with exceptional convenience. Inside, soaring ceilings and sun-filled spaces create a light, airy flow enhanced by high-end finishes throughout. Designed for everyday living and effortless entertaining,

  Michelle Genovesi William Raveis Real Estate

  49 Hillspoint Rd, Westport, CT 06880
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  $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 Open Sat 1PM - 3PM

  • 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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  /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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  /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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  /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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  /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

  $2,999,000

  • 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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  /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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  /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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  /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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  /38

  $1,699,000

  • 2 Beds
  • 1.5 Baths
  • 2,131 Sq Ft

  160 Cedar Rd, Southport, CT 06890

  Embrace the tranquility of this exceptional equestrian estate, nestled on 4.45 acres of private beautiful land. This serene property is a haven for horse and animal lovers, featuring expansive pastures, barn, stable, shed, paddocks and sand riding ring. This one-of-a-kind property borders the Aspetuck Land Trust, offering unmatched natural beauty and privacy. The renovated and well-maintained

  Ellen Fusco Compass Connecticut, LLC

  160 Cedar Rd, Southport, CT 06890
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  /28

  $999,900 Open Sat 11AM - 1PM

  • 4 Beds
  • 3.5 Baths
  • 3,515 Sq Ft

  22 Knollwood Dr, Fairfield, CT 06824

  Warm and inviting Colonial located in the highly sought-after University neighborhood of Fairfield. This 4-bedroom, 3.5-bath home offers exceptional flexibility with a fully finished walk-out basement featuring a full bathroom and separate entrance, ideal for multigenerational living or a potential in-law setup. From the moment you arrive, the home's beautiful exterior, attractive color palette,

  Melanie LeRoy William Raveis Real Estate

  22 Knollwood Dr, Fairfield, CT 06824
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  /30

  $175,000

  • 3 Beds
  • 1 Bath
  • 1,460 Sq Ft

  500 Dewey St, Bridgeport, CT 06605

  Don't miss this exceptional opportunity to own this Colonial-style home brimming with potential. Built in 1910, this residence offers over 1,400 square feet of living space, featuring three bedrooms and one full bathroom. Ideal layout for comfortable everyday living. The property boasts the convenience of off-street parking and is complemented by a fenced back yard, providing both privacy and

  Jonathan Gineo Silver and Oak Realty

  500 Dewey St, Bridgeport, CT 06605

Showing Results 1 - 40, Page 1 of 4