Southport, CT Homes for Sale

• 

  

  /2

  $3,100,000

  • 4,311 Sq Ft

  Unlisted Address

  Imagine the possibilities! From residential to commericial opportunities this waterfront parcel is ideally poised for transformation into luxurious waterfront and water-view condominiums, townhomes or apartments. Alternatively, retain the existing turnkey and profitable establishment with income producing tenants while allowing the property to appreciate overtime. Just over the creek abutting

  Susan Vanech Compass Connecticut, LLC

  Unlisted Address
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• 

  

  

  /20

  $550,000

  • 8 Beds
  • 3 Baths
  • 2,679 Sq Ft

  18-20 Clinton Ave, Bridgeport, CT 06605

  This very large 2,679 sqft 2 family property is perfect for any home owner or investor. The 1st floor unit consists of 3 bedrooms and 1 bathroom. The 2nd unit is a very spacious two floor apartment that has 5 bedrooms and 2 bathrooms that was recently updated. Conveniently located just minutes from I-95 and I-91. Schedule your showing today!!!

  Thomas Payne Century 21 Scala Group

  18-20 Clinton Ave, Bridgeport, CT 06605
• 

  

  

  /19

  $345,900

  • 2 Beds
  • 2 Baths
  • 1,145 Sq Ft

  3250 Fairfield Ave Unit 206, Bridgeport, CT 06605

  Welcome to The Village at Black Rock. This bright 2BR/2BA second-floor unit offers serene water views from nearly every room and a private deck ideal for morning coffee or sunset unwinding. The open layout features a combined living/dining area with a wall of windows overlooking Ash Creek and a spacious kitchen with ample storage, great counter space, and a breakfast bar. The primary bedroom

  Patrick Laufer Laufer Real Estate

  3250 Fairfield Ave Unit 206, Bridgeport, CT 06605
• 

  

  

  /40

  $11,995,000 New Construction

  • 5 Beds
  • 7 Baths
  • 6,050 Sq Ft

  14 Owenoke Park, Westport, CT 06880

  COMPLETED & READY for SUMMER! Bluewater Home's newest luxury design offers over 6050+sqft of living space. 5 ensuite bedrooms, rare 3+ car garage with plenty of parking, large private yard, pool with spa, pond & Long Island Sound views all walking distance to Compo Beach from prestigious Owenoke Park make this a rare opportunity. Multiple indoor/outdoor spaces, oversized rooms & expansive kitchen

  Deirdre Andreoli Compass Connecticut, LLC

  14 Owenoke Park, Westport, CT 06880
• 

  

  /2

  $699,000

  • Land
  • 16,117 Sq Ft
  • $1,889,189 per Acre

  1 Battery Park Dr, Bridgeport, CT 06605

  Welcome to an exceptional opportunity in the highly sought after enclave at Black Rock! Nestled on a .37 acre lot this parcel boasts unparrelled vistas of the majestic Long Island Sound a canvas for your visionary masterpiece. This prime location beckons investors and builders alike to sieze the potential of coastal living at its finest. Edmbrace the allur of seaside living and capitalize on this

  Steven Koleno Beycome of Connecticut

  1 Battery Park Dr, Bridgeport, CT 06605
• 

  

  /5

  $769,000

  • Land
  • 2.07 Acres
  • $371,498 per Acre

  180 Catamount Rd, Fairfield, CT 06824

  Approvals in place for this 2+ acre shovel ready lot in prestigious Greenfield Hill. 193 feet of frontage plus city water available in the street. This is an excellent opportunity to build your dream home on a beautiful cleared and leveled lot. All necessary inland wetland, conservation and septic/health department permits have been established. Located minutes to the Patterson Club and less then

  Mona Cascella William Raveis Real Estate

  180 Catamount Rd, Fairfield, CT 06824
• 

  

  /25

  $710,000

  • 2 Beds
  • 2 Baths
  • 1,733 Sq Ft

  206 Sterling St, Fairfield, CT 06825

  This charming cape has been beautifully maintained and thoughtfully updated, providing peace of mind and comfort throughout. Ideally located near all of the great amenities that Fairfield has to offer, with easy access to the Merritt and 95. The cozy dining area opens into a bright modern kitchen featuring marble countertops, updated appliances and a dry bar which is perfect for everyday living

  Sarah Callands Coldwell Banker Realty

  206 Sterling St, Fairfield, CT 06825
• 

  

  /38

  $1,100,000 Open Sun 12PM - 3PM

  • 4 Beds
  • 2.5 Baths
  • 2,272 Sq Ft

  1090 Galloping Hill Rd, Fairfield, CT 06824

  Sitting pretty behind a charming fieldstone wall, in a sought after neighborhood, this long loved Garrison Colonial feels fresh and inviting! Recent updates include a brand new high efficiency boiler and hot water heater, new roof, new Pella windows, new Bathrooms detailed with Turkish tile, interior paint in soft hues of grey, and gleaming hardwood floors throughout. The classic center hall

  Rita Tanis Berkshire Hathaway NE Prop.

  1090 Galloping Hill Rd, Fairfield, CT 06824
• 

  

  /16

  $169,000

  • 1 Bed
  • 1 Bath
  • 604 Sq Ft

  2370 North Ave Unit 4C, Bridgeport, CT 06604

  Welcome to The Regency, where comfort, simplicity, and convenience come together in Bridgeport's desirable Brooklawn neighborhood. This bright and well-maintained one-bedroom condo offers an easy, low-maintenance lifestyle with a layout that feels open and inviting from the moment you step inside. Natural light fills the spacious living and dining area, complemented by hardwood floors and a

  Shane Mason-Fryer KW Legacy Partners

  2370 North Ave Unit 4C, Bridgeport, CT 06604
• 

  

  /40

  $3,200,000

  • 5 Beds
  • 5.5 Baths
  • 7,048 Sq Ft

  123 Cross Hwy, Westport, CT 06880

  A sophisticated blend of past & present, this private sanctuary offers the ultimate in modern design in the heart of Westport. Designed for effortless indoor-outdoor living, the property features 5 BRs, 4.5 BAs, a separate guest house, expansive decking & a gunite pool set on private 1.35 acres. The home retains its massive original central chimney now the striking centerpiece of the open main

  Patricia Shea Coldwell Banker Realty

  123 Cross Hwy, Westport, CT 06880
• 

  

  /27

  $535,000

  • 2 Beds
  • 2 Baths
  • 1,150 Sq Ft

  12 Hulls Hwy Unit 12, Southport, CT 06890

  This first-floor, 2BR, 2-bath unit is in a quiet Southport complex with in-ground pool. Just a short walk to the grocery store, shopping, train, public bus line, bank, and more. The updated unit features a living room with vinyl plank flooring, ceiling fan, wood-burning fireplace with raised marble hearth, plus attractive millwork. Sliding glass doors open to a covered porch with lawn space for

  Sherri Steeneck Higgins Group Real Estate

  12 Hulls Hwy Unit 12, Southport, CT 06890
• 

  

  /38

  $978,000

  • 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. Perfect opportunity to rebuild completely on one of the most generously-sized parcels on this street. Or, to renovate, expand, and reimagine your own dream, simply enjoying its comfort as it was built. Tremendous backyard with classic stone wall. Top-rated schools, close to shopping, and less

  Janet Warren William Raveis Real Estate

  52 Robin Ln, Fairfield, CT 06824
• 

  

  /25

  $672,000

  • 2 Beds
  • 2 Baths
  • 1,058 Sq Ft

  245 Unquowa Rd Unit 44, Fairfield, CT 06824

  Welcome to Mosswood condominiums: A must see updated second floor residence in this Fairfield sought-after well maintained complex. Perfectly located within walking distance to train and area restaurants. Interior was just repainted. Beautifully updated, renovated kitchen and two full bathrooms. New window treatments and lighting. Impeccably maintained. Large rear deck overlooking courtyard.

  Ed Pinto The Pinto Group R. E. Services

  245 Unquowa Rd Unit 44, Fairfield, CT 06824
• 

  

  /31

  $429,900

  • 3 Beds
  • 2 Baths
  • 1,293 Sq Ft

  245 Sunnyridge Ave Unit 1, Fairfield, CT 06824

  Invest in a seamless, income-generating asset with this exceptional end-unit townhouse. Located on the highest level of the complex, this home truly defines the name Sunnyridge, offering immediate cash flow with a tenant already in place. This ensures a turnkey transition for any investor looking to avoid vacancy periods and marketing costs. The interior features an open layout with gleaming

  Sang Jee Eagle Eye Realty PLLC

  245 Sunnyridge Ave Unit 1, Fairfield, CT 06824
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  /38

  $1,775,000 New Construction

  • 5 Beds
  • 6 Baths
  • 4,150 Sq Ft

  706 Judd St, Fairfield, CT 06824

  Opportunity knocks! Don't miss this fabulous NEW construction home in Fairfield's highly desirable University area, built by established local builders Coppola & Sons. This custom home set upon a perfect flat corner lot with beautiful patio and newly fully fenced yard offers 4,100 sqft+ of designer living space with an open-concept layout, encompassed by gorgeous Marvin windows providing abundant

  Melissa Montagno Higgins Group Real Estate

  706 Judd St, Fairfield, CT 06824
• 

  

  /26

  $8,995,000

  • 8 Beds
  • 10 Baths
  • 15,172 Sq Ft

  2 Judy Point Ln, Westport, CT 06880

  Set on over 3 private acres with sweeping water views, 2 Judy Point Lane is a remarkable Westport waterfront estate offering approximately 14,000 square feet of living space and a rare compound-style layout. The property consists of two substantial residences connected by a breezeway, creating exceptional flexibility for multi-generational living, extended guests, or a private guest house.

  Daniel Kramp Christie's International Real Estate

  2 Judy Point Ln, Westport, CT 06880
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  /35

  $969,000

  • 4 Beds
  • 2.5 Baths
  • 2,068 Sq Ft

  370 Nepas Rd, Fairfield, CT 06825

  Welcome to "The Nature House": Nestled in the highly sought-after Lake Mohegan area, this bright and welcoming Colonial sits on a picturesque .57-acre property surrounded by vibrant gardens, and charming, walkable streets. Whether you enjoy an active lifestyle or quiet retreat, this location offers the best of both. An easy stroll to the lake with sandy beach, scenic hiking trails, new splash

  Denise Walsh William Raveis Real Estate

  370 Nepas Rd, Fairfield, CT 06825
• 

  

  /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
• 

  

  /22

  $4,995,000 New Construction

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

  1 Coastal Ct, Westport, CT 06880

  Introducing 1 Coastal Court, a rare opportunity to own in Westport's only gated community, an exclusive four-lot enclave envisioned and built by Joe Feinleib, founder of Coastal Luxury Homes and one of Fairfield County's most respected builders.This private neighborhood blends timeless architecture with modern luxury. Each custom residence, ranging from 5,000 to 7,500 square feet, plus generous

  Julie Vanderblue Higgins Group Real Estate

  1 Coastal Ct, Westport, CT 06880
• 

  

  /40

  $4,199,000 New Construction

  • 8 Beds
  • 9 Baths
  • 8,412 Sq Ft

  32 Webb Rd, Westport, CT 06880

  Discover luxury living in the heart of Westport at 32 Webb Road, a newly built 2026 Colonial offering 8,412 square feet of open-concept living on a private 0.64-acre cul-de-sac lot just minutes from Compo Beach. This exceptional new construction features 8 ensuite with a first floor and 9 bathrooms, including a stunning primary suite with a private balcony, walk-in closet, and spa-like bath. A

  Judy Michaelis Coldwell Banker Realty

  32 Webb Rd, Westport, CT 06880
• 

  

  /12

  $2,149,999 New Construction

  • 6 Beds
  • 5.5 Baths
  • 4,709 Sq Ft

  280 Tuckahoe Ln, Fairfield, CT 06824

  Exceptional new construction in the desirable University area, scheduled for completion in Fall 2026. Built by an experienced local builder known for quality craftsmanship and thoughtful design, this impressive home offers 4,709 square feet across four levels, including a walk-out lower level. Designed for modern living, the home features 6 bedrooms and 5.5 baths, providing flexibility for

  Elizabeth Casey William Raveis Real Estate

  280 Tuckahoe Ln, Fairfield, CT 06824
• 

  

  /3

  $450,000

  • Land
  • 6,969 Sq Ft
  • $2,812,500 per Acre

  37 Bartram Ave, Bridgeport, CT 06605

  St Mary's by the Sea flat and cleared building lot. Single family and multifamily possible at this location. Beautiful tree lined street close to the water.

  David Krasnoff Compass Connecticut, LLC

  37 Bartram Ave, Bridgeport, CT 06605
• 

  

  /17

  $1,035,000

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

  483 Main St, Westport, CT 06880

  Located just minutes from trendy downtown Westport, this inviting split-level home combines comfort and convenience. Set on over a quarter acre of level, fenced-in property, it offers plenty of space for outdoor enjoyment. Step inside to a bright and welcoming living room featuring an oversized picture window, hardwood floors, and a wood-burning fireplace. The formal dining room opens to a

  Jodi Gutierrez Alliance R.E. Consultants

  483 Main St, Westport, CT 06880
• 

  

  /34

  $11,895,000

  • 4 Beds
  • 5.5 Baths
  • 5,195 Sq Ft

  7 Sandpiper Rd, Westport, CT 06880

  Perched at the point of Saugatuck Island, Seven Sandpiper Road is pure New England perfection. The three story Nantucket style home is meticulously designed by architect Peter Cadoux to soak up the sparkling Long Island Sound views from all angles. The main floor holds the horizon directly at eye level from the open concept living areas - a light and bright gourmet kitchen with island seating, a

  Leslie Clarke Compass Connecticut, LLC

  7 Sandpiper Rd, Westport, CT 06880
• 

  

  /25

  $1,495,000

  • 2 Beds
  • 2.5 Baths
  • 2,161 Sq Ft

  104 Harvest Commons Unit 104, Westport, CT 06880

  Tasteful turn-key townhome with main level primary suite, open plan and two private outdoor areas to enjoy. Fully renovated with quality materials and a neutral palette that will appeal to all. One of the largest 2 bedroom models with bonus loft/office and vaulted ceilings throughout, plus a finished lower level for your home theater or gym. Every detail has been considered for comfort and peace

  Patricia Prenderville Higgins Group Real Estate

  104 Harvest Commons Unit 104, Westport, CT 06880
• 

  

  /38

  $4,050,000

  • 6 Beds
  • 9 Baths
  • 9,525 Sq Ft

  278 North Ave, Westport, CT 06880

  Set in one of Westport's most prestigious estate enclaves, this exceptional shingle-style residence defines luxury living with a rare emphasis on multi-generational comfort, timeless architecture, and impeccable craftsmanship. Designed and built by a renowned architect and builder for a Fortune 500 CEO, the home reflects uncompromising quality, enduring design, and gracious curb appeal that

  Cyd Hamer William Pitt Sotheby's Int'l

  278 North Ave, Westport, CT 06880
• 

  

  /39

  $1,645,000 Open Sat 1PM - 3PM

  • 4 Beds
  • 2.5 Baths
  • 2,962 Sq Ft

  692 Stillson Rd, Fairfield, CT 06824

  Welcome to 692 Stillson Road in Fairfield-an absolutely stunning four-bedroom Modern Colonial with a dedicated office and an easy NYC commute. Meticulously maintained, this home showcases exceptional craftsmanship with exquisite crown moldings, custom millwork, 9-foot ceilings, gleaming hardwood floors, and over $60,000 in recent improvements, including a fully waterproofed basement with French

  Lisa Graham-Wanzell Brown Harris Stevens

  692 Stillson Rd, Fairfield, CT 06824
• 

  

  /40

  $4,199,000

  • 5 Beds
  • 5.5 Baths
  • 5,182 Sq Ft

  1 Greystone Farm Ln, Westport, CT 06880

  Experience the perfect harmony of sophisticated architecture and bucolic charm in this Colonial on a quiet cul-de-sac, centrally located in the Staples neighborhood. The residence situated on 1.07 acres offers a "farm-to-table" lifestyle without sacrificing modern-day luxuries of Westport living. The barn and orchard pay homage to the property's farming past, while maintaining a meticulous

  Lisa Hartmann William Pitt Sotheby's Int'l

  1 Greystone Farm Ln, Westport, CT 06880
• 

  

  /16

  $795,000

  • Land
  • 1.02 Acres
  • $779,412 per Acre

  844 Mill Hill Terrace, Fairfield, CT 06890

  This 1.02 acre parcel offers the rare combination of privacy and premier location. Tucked away in a quiet Southport neighborhood, yet just minutes to the harbor, beaches, train, restaurants, and charming village shops - it's the best of both worlds. The possibilities are endless - City water, City sewer and Natural Gas are available in the street. Whether you envision a timeless New England

  Barbara Sweeney Coldwell Banker Realty

  844 Mill Hill Terrace, Fairfield, CT 06890
• 

  

  /4

  $900,000

  • 4 Beds
  • 1,896 Sq Ft

  19 Ketchum St, Westport, CT 06880

  19 Ketchum is for sale as part of 31 Franklin parcel with 2 building next door combined price $2,750,000. Ketchum and Franklin Street are about to be transformed as part of area redevelopment including 17 townhomes and flats across street recently approved. As well as the dev site at train station. Now is the time.

  Peter Lane Ogents, LLC

  19 Ketchum St, Westport, CT 06880
• 

  

  /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
• 

  

  /22

  $600,000

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft

  49 Southport Woods Dr, Southport, CT 06890

  Enjoy Southport Woods - community lifestyle with pool, clubhouse, paddle tennis and beautifully landscaped grounds in the heart of Southport. Convenient to Fairfield and Southport train stations, I-95, shopping, restaurants, schools and miles of beautiful shoreline, this location offers much. Privately located end unit features slate patio/yard area, two bedrooms (primary with full bath),

  Andrea Morelli Higgins Group Real Estate

  49 Southport Woods Dr, Southport, CT 06890
• 

  

  /33

  $1,899,000

  • 4 Beds
  • 2.5 Baths
  • 2,200 Sq Ft

  127 S Gate Ln, Southport, CT 06890

  Nestled along the picturesque Connecticut coastline, 127 South Gate Lane places you in the heart of Southport's Harbor & Beach area-a storybook setting where classic New England charm meets coastal elegance. Imagine a historic harbor adorned with graceful sailboats gliding on tranquil waters, framed by stately colonial homes and streets shaded by towering trees. It's the kind of place where every

  Veronica Monahan Compass Connecticut, LLC

  127 S Gate Ln, Southport, CT 06890
• 

  

  /15

  $1,399,999 New Construction

  • 4 Beds
  • 3.5 Baths
  • 3,200 Sq Ft

  28 Country Rd, Fairfield, CT 06824

  Take me home Country Road...... Local builder with proven excellence in masterfully crafted homes is nearing completion on the newest project. Country Estates, soon to be completed. These townhomes (2)are adjoined only by garages, meaning no shared interior walls for maximum privacy. Tucked away on a charming half circle street in the University area, this home offers a seamless design for the

  Denise Daniels-biagi Coldwell Banker Realty

  28 Country Rd, Fairfield, CT 06824
• 

  

  /39

  $5,599,000 New Construction

  • 6 Beds
  • 6.5 Baths
  • 7,387 Sq Ft

  36 Maple Ave S, Westport, CT 06880

  Beautiful Georgian Colonial style home in desired Greens Farms neighborhood design by renowned architect Judith Larson. A fabulous Redcoat design team make this home a must, perfect for todays's lifestyle with a classic feel. This 6 bedroom residence is set on a flat, level.70 acre property embodying a perfect synergy of architectural excellence and an enviable location. Crafted for modern living

  Kelly Loucas Compass Connecticut, LLC

  36 Maple Ave S, Westport, CT 06880
• 

  

  /30

  $1,098,000 Open Sat 12PM - 3PM

  • 3 Beds
  • 1.5 Baths
  • 2,640 Sq Ft

  170 Imperial Ave, Westport, CT 06880

  Classic 3 Bedroom Colonial in the heart of Westport set on a picturesque level .21-acre. Full of potential, this home awaits your creative vision. Good flow and hardwood floors throughout. Flat, pretty property with city water and sewer available nearby. Detached one car garage. Ideally located just a short walk to the Saugatuck River, train, restaurants, shops, the Rowing Club, and coveted

  Patricia Shea Coldwell Banker Realty

  170 Imperial Ave, Westport, CT 06880
• 

  

  /11

  $5,990,000 New Construction

  • 6 Beds
  • 6.5 Baths
  • 6,900 Sq Ft

  10 Mary Jane Ln, Westport, CT 06880

  New construction by renowned Red Coat Homes, ideally set on a quiet cul-de-sac in a premier Westport neighborhood. Designed by architect Judith Larson, this exceptional home offers over 7,000 sq ft of refined living space on more than one acre, complete with a resort-style pool. Timeless architecture and sophisticated finishes create spaces ideal for entertaining, work, and everyday living, with

  Danna Rogers Higgins Group Bedford Square

  10 Mary Jane Ln, Westport, CT 06880
• 

  

  /4

  $1,399,000 Coming Soon

  • 3 Beds
  • 2 Baths
  • 1,633 Sq Ft

  5 Lehn Farm Rd, Westport, CT 06880

  Tucked away in a storybook setting, this beautifully rebuilt 3-bedroom home offers effortless one-level living surrounded by nature. A charming brook and picturesque wooden footbridges create a peaceful, private retreat unlike any other. Designed with an open floor plan and soaring vaulted ceilings, the sun-filled interior feels both spacious and inviting. The primary bedroom features its own

  Lynne Nolan Compass Connecticut, LLC

  5 Lehn Farm Rd, Westport, CT 06880
• 

  

  /37

  $1,595,000

  • 4 Beds
  • 4 Baths
  • 3,362 Sq Ft

  200 Joan Dr, Fairfield, CT 06824

  Nestled in the heart of the most desirable neighborhood in Fairfield with elegant flow, and outstanding indoor-outdoor living. This beautifully renovated home features 4 bedrooms, 2.2 bathrooms and a thoughtfully designed layout with meticulous craftsmanship for modern living. Highlights include an open concept family room with a cozy fireplace, formal dining room, and a gourmet kitchen with

  Naima Mazouzi Eagle Eye Realty PLLC

  200 Joan Dr, Fairfield, CT 06824
• 

  

  /24

  $199,000

  • 1 Bed
  • 1 Bath
  • 1,093 Sq Ft

  80 Cartright St Unit 5D, Bridgeport, CT 06604

  Welcome to this bright and well-maintained condo offering comfort, convenience, and long-term value in one of the area's most established communities. This spacious unit features an open-concept living and dining area, an updated kitchen, generous bedroom space, and a private patio perfect for relaxing or entertaining. The building is in the midst of a major improvement plan that includes a

  Theresa Goulet Century 21 AllPoints Realty

  80 Cartright St Unit 5D, Bridgeport, CT 06604

Showing Results 41 - 80, Page 2 of 5