Southport, CT Homes for Sale

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  $6,999,999 New Construction

  • 6 Beds
  • 6.5 Baths
  • 8,400 Sq Ft

  3 Tanglewood Ln, Westport, CT 06880

  Introducing an exceptional new construction home by Redcoat Homes. Spanning over 8,000 square feet, this stunning property is situated on a flat, one-plus acre lot in the desirable Old Hill neighborhood of Westport. The location is private yet conveniently close to I-95 and the Merritt Parkway, just minutes from the beach and town. It also borders Earth Place, one of the top family-friendly

  James Lanzaro Compass Connecticut, LLC

  3 Tanglewood Ln, Westport, CT 06880
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  /21

  $5,100,000 New Construction

  • 6 Beds
  • 8 Baths
  • 8,185 Sq Ft

  2 Windy Hill Rd, Westport, CT 06880

  Introducing an exceptional new construction by Cypress Development, this luxurious home on a private acre in one of Westport's most sought-after locations seamlessly merges timeless design with modern luxury. Step into an impressive two-story foyer showcasing sun-soaked interiors, hardwood floors, tall ceilings, and meticulous custom millwork. A formal living room and formal dining room set the

  Jacob Bivona Keller Williams Prestige Prop.

  2 Windy Hill Rd, Westport, CT 06880
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  $3,000,000 New Construction

  • 6 Beds
  • 6.5 Baths
  • 6,351 Sq Ft

  158 Compo Rd N, Westport, CT 06880

  Come see the latest CCO Habitats new construction home - only one mile to downtown/Main Street (.6 mile to Coffee An' for the best donuts in town!!) with sidewalks to make the stroll even easier! This is a flag lot property, set back on what amounts to a private lane, well away from any traffic, and buffered by non developable land for privacy. Sweet! This home is finished on 4 levels with over

  Maryann Levanti Higgins Group Bedford Square

  158 Compo Rd N, Westport, CT 06880
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  /5

  $4,395,000 New Construction

  • 7 Beds
  • 7.5 Baths
  • 8,457 Sq Ft

  20 Morningside Dr S, Westport, CT 06880

  Embrace grandeur in this meticulously crafted 4-story estate. Over 8200 SQFT of Finished Living Space. The expansive first floor offers an open concept design-imagine seamless flow between the gourmet kitchen complete with a walk-in pantry, spacious living room, elegant dining room, and cozy family room-all warmed by the ambiance of three fireplaces. Upstairs, retire to the luxurious primary

  John Schiaroli Coldwell Banker Realty

  20 Morningside Dr S, Westport, CT 06880
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  $7,850,000 New Construction

  • 6 Beds
  • 7.5 Baths
  • 9,032 Sq Ft

  9 Grays Farm Rd, Westport, CT 06880

  Skyview Builders presents a unique opportunity - unmatched for both the modern expression of luxurious living it embodies, as well as the captivating private setting over which the residence presides. Two acres of your own private park-like property, nestled against the Paul Newman-Poses Preserve, will create an unforgettable backdrop for this European-inspired home for all seasons. The long,

  Doug Bross Coldwell Banker Realty

  9 Grays Farm Rd, Westport, CT 06880
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  /2

  $5,980,000 New Construction

  • 6 Beds
  • 9 Baths
  • 10,521 Sq Ft

  21 Sturges Commons, Westport, CT 06880

  NEW CONSTRUCTION TO BE BUILT IN THE COVETED HUNT CLUB NEIGHBORHOOD - Renowned, luxury builder Mattera Construction is well-known for architecturally significant & stunning modern homes filled with elegance, timeless beauty, custom interiors with state-of-the-art amenities. Now offering a perfectly designed 6 bedroom home finished on 4 levels filled with elegant finishes, well sited on a quiet

  Patricia Shea Coldwell Banker Realty

  21 Sturges Commons, Westport, CT 06880
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  /2

  $4,999,000 New Construction

  • 6 Beds
  • 6.5 Baths
  • 9,076 Sq Ft

  22 Morningside Dr S, Westport, CT 06880

  This 9000+ SQFT timeless home boasts an enormous kitchen complete with custom cabinetry, a double island, walk-in pantry, and butler's pantry-a chef's dream come true. The open floor plan integrates the kitchen with the inviting family room and adjacent library, creating a perfect space for intimate gatherings and grand entertaining. Upstairs, the primary suite features two walk-in closets and a

  John Schiaroli Coldwell Banker Realty

  22 Morningside Dr S, Westport, CT 06880
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  /40

  $4,995,000 Open Thu 11AM - 2PM

  • 5 Beds
  • 7 Baths
  • 8,004 Sq Ft

  3113 Bronson Rd, Fairfield, CT 06824

  Nestled in the heart of historic Greenfield Hill, just steps from the iconic town green, this timeless 1840 Colonial has been meticulously restored and thoughtfully expanded to meet the needs of today's discerning buyer. With a provenance that includes architectural contributions by Cameron Clark (1930s) and Jim Thompson (2004), this home is a blend of historic integrity and modern elegance. Set

  Andrew Whiteley Brown Harris Stevens

  3113 Bronson Rd, Fairfield, CT 06824
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  $899,000 Coming Soon

  • 3 Beds
  • 2.5 Baths
  • 2,538 Sq Ft

  344 Lake Ave, Bridgeport, CT 06605

  Your dream home awaits at 344 Lake Avenue, ideally located on one of Black Rock's most beloved and sought-after streets. This fully reimagined and beautifully updated Colonial blends timeless charm with modern design for effortless, stylish living. Step into a stunning chef's kitchen with dual islands, weathered and honed granite counters, sleek custom cabinetry, and premium appliances. The

  Amy Desel Compass Connecticut, LLC

  344 Lake Ave, Bridgeport, CT 06605
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  $2,697,000 Open House 5/18

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

  26 Hitchcock Rd, Westport, CT 06880

  Welcome to Brookside, the sensational new construction by GreenDay and Co., making its grand debut in the enchanting town of Westport! Prepare to be dazzled by our very first home transformation-a stunning fusion of old-world charm and modern luxury that's sure to leave you in awe. This isn't just another modern farmhouse; it's a magnificent reimagining of a European-style residence, meticulously

  Mar Jennings Higgins Group Bedford Square

  26 Hitchcock Rd, Westport, CT 06880
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  /11

  $370,000 Coming Soon

  • 1 Bed
  • 1 Bath
  • 744 Sq Ft

  69 Sunnyridge Ave, Fairfield, CT 06824

  Skip the condo fees and own your own slice of Fairfield! This charming home is the perfect condo alternative, offering 1-2 bedrooms, a full bath, a spacious eat-in kitchen, a cozy living room, and an inviting front porch. The level lot has a shared driveway with plenty or room in the back for parking. The backyard offers a generous amount of space and endless potential to create your ideal

  Ken Banks William Raveis Real Estate

  69 Sunnyridge Ave, Fairfield, CT 06824
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  $1,225,000 Open Sat 1PM - 3PM

  • 5 Beds
  • 3.5 Baths
  • 4,138 Sq Ft

  181 Lakewood Dr, Fairfield, CT 06824

  Nestled at the end of a quiet cul-de-sac, this enchanting residence offers the perfect blend of privacy, elegance, and everyday comfort-complete with a private path leading to a serene pond retreat. From the inviting front porch swing to the spacious rear deck and sun-drenched sunroom, this home is designed for both peaceful living and effortless entertaining. Step inside the dramatic two-story

  Denise Walsh William Raveis Real Estate

  181 Lakewood Dr, Fairfield, CT 06824
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  /2

  $2,698,000 Open Sat 12PM - 2PM

  • 4 Beds
  • 8 Baths
  • 8,136 Sq Ft

  88 Merry Meet Cir, Fairfield, CT 06824

  Modern elegance meets estate living at 88 Merry Meet Circle, set on 3+ manicured acres in Fairfield's premier gated community, The Ridge. Perfectly positioned where Fairfield meets Westport, this gracious colonial manor offers 4+ bedrooms, 6 Full/2 half baths, and 4 finished levels just minutes from vibrant downtowns, beaches, dining, and trains. A grand two-story foyer with custom staircase and

  Erin Bremen melson The Agency

  88 Merry Meet Cir, Fairfield, CT 06824

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